本申请要求于2015年12月23日在韩国知识产权局提交的第10-2015-0185105号韩国专利申请和于2016年12月23日在韩国知识产权局提交的第10-2016-0177750号韩国专利申请的优先权和权益,该两件韩国专利申请的所有内容通过引用包含于此。This application claims Korean Patent Application No. 10-2015-0185105 filed with the Korean Intellectual Property Office on December 23, 2015 and Korean Patent Application No. 10-2016-0177750 filed with the Korean Intellectual Property Office on December 23, 2016 Priority and Benefits of Patent Application, The entire contents of these two Korean patent applications are hereby incorporated by reference.
技术领域technical field
本公开的实施例的一个或更多个方面涉及一种有机发光器件。One or more aspects of the embodiments of the present disclosure relate to an organic light emitting device.
背景技术Background technique
有机发光器件是具有宽视角、高对比度、短响应时间以及优异的亮度、驱动电压和响应速度特性的自发射器件,并可以产生全色图像。An organic light emitting device is a self-emitting device having a wide viewing angle, high contrast ratio, short response time, and excellent brightness, driving voltage, and response speed characteristics, and can produce full-color images.
有机发光器件可以包括设置在(例如,位于)基底上的第一电极以及顺序地设置在第一电极上的空穴传输区域、发射层、电子传输区域和第二电极。从例如第一电极提供的空穴可以经过空穴传输区域向发射层移动,从例如第二电极提供的电子可以经过电子传输区域向发射层移动。然后,诸如空穴和电子的载流子可以在发射层中复合以产生激子。这些激子从激发态跃迁到基态,从而产生光。An organic light emitting device may include a first electrode disposed on (eg, located on) a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes supplied from, for example, the first electrode may move to the emission layer through the hole transport region, and electrons supplied from, for example, the second electrode may move to the emission layer through the electron transport region. Carriers such as holes and electrons can then recombine in the emissive layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.
发明内容Contents of the invention
本公开的实施例的一个或更多个方面涉及一种有机发光器件。One or more aspects of the embodiments of the present disclosure relate to an organic light emitting device.
另外的方面将在随后的描述中部分地阐述,并且部分地通过描述将是明显的,或者可以通过给出的实施例的实施来获知。Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the examples given.
根据一个或更多个实施例,有机发光器件包括:第一电极;第二电极;以及有机层,位于第一电极与第二电极之间,有机层包括发射层,其中,有机层包括由从式1-1和式1-2中选择的一个表示的第一化合物以及由从式2-1至式2-3中选择的一个表示的第二化合物:According to one or more embodiments, an organic light emitting device includes: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes A first compound represented by one selected from Formula 1-1 and Formula 1-2 and a second compound represented by one selected from Formula 2-1 to Formula 2-3:
式1-1Formula 1-1
式1-2Formula 1-2
式2-1Formula 2-1
式2-2Formula 2-2
式2-3Formula 2-3
式9Formula 9
在式1-1、式1-2、式2-1至式2-3和式9中,In formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11至A13和A21至A26可以均独立地选自于C5-C20碳环基和C1-C20杂环基,A11 to A13 and A21 to A26 may be independently selected from C5 -C20 carbocyclyl and C1 -C20 heterocyclyl,
X11可以选自于N[(L11)a11-R11]、C[(L11)a11-R11](R13)、O和S,X11 may be selected from N[(L11 )a11 -R11 ], C[(L11 )a11 -R11 ](R13 ), O and S,
X12可以选自于N[(L12)a12-R12]、C[(L12)a12-R12](R14)、O和S,X12 can be selected from N[(L12 )a12 -R12 ], C[(L12 )a12 -R12 ](R14 ), O and S,
当X11为N[(L11)a11-R11]时,X12可以选自于N[(L12)a12-R12]、O和S,When X11 is N[(L11 )a11 -R11 ], X12 can be selected from N[(L12 )a12 -R12 ], O and S,
当X11为C[(L11)a11-R11](R13)时,X12可以选自于C[(L12)a12-R12](R14)、O和S,When X11 is C[(L11 )a11 -R11 ](R13 ), X12 can be selected from C[(L12 )a12 -R12 ](R14 ), O and S,
X21可以选自于C(R203)(R204)、O和S,X22可以选自于C(R205)(R206)、O和S,X21 can be selected from C(R203 )(R204 ), O and S, X22 can be selected from C(R205 )(R206 ), O and S,
L11、L12、L21至L23和L91至L93可以均独立地选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L11 , L12 , L21 to L23 and L91 to L93 may all be independently selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene group, substituted or unsubstituted C1 -C60 heteroarylene group, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group base,
a11、a12、a21至a23和a91至a93可以均独立地选自于0、1、2、3、4和5,a11, a12, a21 to a23 and a91 to a93 may all be independently selected from 0, 1, 2, 3, 4 and 5,
R11至R14、R91和R92可以均独立地选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基和取代的或未取代的单价非芳香缩合杂多环基,R11 to R14 , R91 and R92 may all be independently selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups,
R21和R22可以均独立地选自于由式9表示的基团、取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基和取代的或未取代的C1-C60杂芳基,R21 and R22 may both be independently selected from a group represented by formula 9, a substituted or unsubstituted C3 -C10 cycloalkyl group, a substituted or unsubstituted C1 -C10 heterocycloalkyl group , substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl and substituted or unsubstituted Substituted C1 -C60 heteroaryl,
R15至R17、R23至R28和R201至R206可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、取代的或未取代的C1-C60烷基、取代的或未取代的C1-C60烷氧基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基、取代的或未取代的单价非芳香缩合杂多环基、-Si(Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2)、-C(=O)(Q1)、-S(=O)2(Q1)和-P(=O)(Q1)(Q2),其中,R201和R202可以可选择地彼此连接以形成饱和环或不饱和环,R203和R204可以可选择地彼此连接以形成饱和环或不饱和环,R205和R206可以可选择地彼此连接以形成饱和环或不饱和环,R15 to R17 , R23 to R28 and R201 to R206 may all be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino , hydrazino, hydrazone, substituted or unsubstituted C1 -C60 alkyl, substituted or unsubstituted C1 -C60 alkoxy, substituted or unsubstituted C6 -C60 aryl, Substituted or unsubstituted C6 -C60 aryloxy, substituted or unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted Monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q1 )(Q2 )(Q3 ), -N(Q1 )(Q2 ), -B(Q1 )(Q2 ), -C(=O)(Q1 ), -S(=O)2 (Q1 ), and -P(=O)(Q1 )(Q2 ), wherein , R201 and R202 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R203 and R204 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R205 and R206 can be optionally connected to each other to form a saturated ring or an unsaturated ring,
其中,Q1至Q3可以均独立地选自于氢、C1-C60烷基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、联苯基和三联苯基,Wherein, Q1 to Q3 can be independently selected from hydrogen, C1 -C60 alkyl, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent Non-aromatic condensed heteropolycyclic, biphenyl and terphenyl groups,
b15至b17和b23至b28可以均独立地选自于1、2、3和4,b15 to b17 and b23 to b28 can be independently selected from 1, 2, 3 and 4,
*指与相邻原子的结合位。* refers to the binding site with the adjacent atom.
根据一个或更多个实施例,有机发光器件包括:According to one or more embodiments, an organic light emitting device includes:
基底,被划分成第一子像素区域、第二子像素区域和第三子像素区域;a base, divided into a first sub-pixel area, a second sub-pixel area and a third sub-pixel area;
多个第一电极,分别设置在基底的第一子像素区域、第二子像素区域和第三子像素区域中;A plurality of first electrodes are respectively arranged in the first sub-pixel area, the second sub-pixel area and the third sub-pixel area of the substrate;
第二电极,面对第一电极;以及a second electrode facing the first electrode; and
有机层,位于第一电极与第二电极之间,有机层包括发射层,an organic layer, located between the first electrode and the second electrode, the organic layer includes an emission layer,
其中,有机层包括由从式1-1和式1-2中选择的一个表示的第一化合物以及由从式2-1至式2-3中选择的一个表示的第二化合物。Wherein, the organic layer includes a first compound represented by one selected from Formula 1-1 and Formula 1-2 and a second compound represented by one selected from Formula 2-1 to Formula 2-3.
附图说明Description of drawings
通过以下结合附图对实施例的描述,这些和/或其它方面将变得明显且更容易理解,在附图中:These and/or other aspects will become apparent and easier to understand from the following description of embodiments in conjunction with the accompanying drawings, in which:
图1是根据实施例的有机发光器件的示意性剖视图;1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;
图2是根据实施例的有机发光器件的示意性剖视图;2 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;
图3是根据实施例的有机发光器件的示意性剖视图;3 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;
图4是根据实施例的有机发光器件的示意性剖视图;4 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;
图5是根据实施例的全色有机发光器件的示意性剖视图。FIG. 5 is a schematic cross-sectional view of a full-color organic light emitting device according to an embodiment.
具体实施方式detailed description
现在将更加详细地参照附图中示出其示例的实施例,其中,同样的附图标记始终表示同样的元件。就这点而言,给出的实施例可以具有不同的形式,并且不应被解释为限于在此阐述的描述。因此,在下面通过参照附图仅描述实施例,以解释本描述的方面。如这里使用的,术语“和/或”包括一个或更多个相关所列项的任意组合和所有组合。诸如“……中的至少一个(种)(者)”、“……中的一个(种)(者)”和“选自于……”的表述位于一列元件之前或之后时,修饰整列元件,而不是修饰该列的个别元件。另外,在描述本发明的实施例时“可以”的使用指“本发明的一个或更多个实施例”。Reference will now be made in detail to example embodiments of which are illustrated in the drawings, wherein like reference numerals refer to like elements throughout. In this regard, the given embodiments may have different forms and should not be construed as being limited to the descriptions set forth herein. Accordingly, the embodiments are merely described below, by referring to the figures, in order to explain aspects of the present description. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items. Expressions such as "at least one of (species) (of)", "one of (species) (of)" and "selected from ..." modify the entire list of elements when they are placed before or after a list of elements , rather than modifying the individual elements of the column. Additionally, the use of "may" when describing an embodiment of the invention means "one or more embodiments of the invention."
由于本发明构思允许各种变化和多个实施例,因此具体实施例将在附图中示出并在书面描述中进行更加详细地描述。通过参照本发明构思的示例实施例和附图,对本领域的普通技术人员而言,效果、特征和实现发明构思的方法应是明显的。然而,本发明构思可以以许多不同形式来实施,而不应被解释为限于在此阐述的实施例。As the inventive concept allows for various changes and embodiments, specific embodiments will be illustrated in the drawings and described in more detail in the written description. Effects, features, and methods of implementing the inventive concept should be apparent to those of ordinary skill in the art by referring to exemplary embodiments of the inventive concept and the accompanying drawings. However, inventive concepts may be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.
在下文中,将通过参照附图描述发明构思的示例实施例来更加详细地解释本公开的发明构思。附图中同样的附图标记表示同样的元件,因此将不提供重复的描述。Hereinafter, the inventive concept of the present disclosure will be explained in more detail by describing example embodiments of the inventive concept with reference to the accompanying drawings. Like reference numerals denote like elements in the drawings, and thus repeated description will not be provided.
在本说明书中描述的实施例中,除非上下文中具有明确的不同的含义,否则以单数使用的表述包含复数的表述。In the embodiments described in this specification, expressions used in the singular include expressions in the plural unless there is a clearly different meaning in the context.
在本说明书中,将理解的是,诸如“包括”、“具有”和“包含”的术语意图表示存在说明书中公开的特征或组件,而不意图排除可以存在或者可以添加一个或更多个其它特征或者组件的可能性。In this specification, it will be understood that terms such as "comprising", "having" and "comprising" are intended to indicate the presence of features or components disclosed in the specification, but are not intended to exclude that there may be or that one or more other other components may be added. Possibility of features or components.
将理解的是,当层、区域或组件被称作“在”另一层、区域或组件“上”或者“到”另一层、区域或组件“上”时,该层、区域或组件可以直接或间接地形成在所述另一层、区域或组件上。即,例如,可以存在中间层、中间区域或中间组件。It will be understood that when a layer, region or component is referred to as being "on" or "on" another layer, region or component, that layer, region or component may directly or indirectly formed on said other layer, region or component. That is, for example, intervening layers, regions or components may be present.
为了便于解释,可以夸大附图中组件的尺寸。换言之,由于为了便于解释,附图中的组件的尺寸和厚度是任意示出的,因此,下面的实施例不限于此。The size of components in the drawings may be exaggerated for convenience of explanation. In other words, since the size and thickness of components in the drawings are arbitrarily shown for convenience of explanation, the following embodiments are not limited thereto.
表述“(有机层)包括至少一种第一化合物”可以指(有机层)包括由式1-1和式1-2中的一个表示的第一化合物的情况以及(有机层)包括由式1-1和式1-2中的任意一个表示的两种或更多种不同的第一化合物的情况。The expression "(organic layer) includes at least one first compound" may refer to the case where (organic layer) includes the first compound represented by one of Formula 1-1 and Formula 1-2 and (organic layer) includes the first compound represented by Formula 1 - a case of two or more different first compounds represented by any one of 1 and formulas 1-2.
在此使用的术语“有机层”指设置在(例如,位于)有机发光器件的第一电极与第二电极之间的单层和/或多个层。包括在“有机层”中的材料不限于有机材料。The term "organic layer" as used herein refers to a single layer and/or a plurality of layers disposed (eg, located) between a first electrode and a second electrode of an organic light emitting device. Materials included in the "organic layer" are not limited to organic materials.
根据一个或更多个示例实施例,有机发光器件包括:第一电极;第二电极;以及有机层,设置在(例如,位于)第一电极与第二电极之间并包括发射层,According to one or more example embodiments, an organic light emitting device includes: a first electrode; a second electrode; and an organic layer disposed (eg, located) between the first electrode and the second electrode and including an emission layer,
其中,有机层可以包括由从式1-1和式1-2中选择的一个表示的第一化合物和由从式2-1至式2-3中选择的一个表示的第二化合物:Wherein, the organic layer may include a first compound represented by one selected from Formula 1-1 and Formula 1-2 and a second compound represented by one selected from Formula 2-1 to Formula 2-3:
式1-1Formula 1-1
式1-2Formula 1-2
式2-1Formula 2-1
式2-2Formula 2-2
式2-3Formula 2-3
式9Formula 9
在式1-1、式1-2、式2-1至式2-3和式9中,In formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11至A13和A21至A26可以均独立地选自于C5-C20碳环基和C1-C20杂环基,A11 to A13 and A21 to A26 may be independently selected from C5 -C20 carbocyclyl and C1 -C20 heterocyclyl,
X11可以选自于N[(L11)a11-R11]、C[(L11)a11-R11](R13)、O和S,X11 may be selected from N[(L11 )a11 -R11 ], C[(L11 )a11 -R11 ](R13 ), O and S,
X12可以选自于N[(L12)a12-R12]、C[(L12)a12-R12](R14)、O和S,X12 can be selected from N[(L12 )a12 -R12 ], C[(L12 )a12 -R12 ](R14 ), O and S,
当X11为N[(L11)a11-R11]时,X12可以选自于N[(L12)a12-R12]、O和S,When X11 is N[(L11 )a11 -R11 ], X12 can be selected from N[(L12 )a12 -R12 ], O and S,
当X11为C[(L11)a11-R11](R13)时,X12可以选自于C[(L12)a12-R12](R14)、O和S,When X11 is C[(L11 )a11 -R11 ](R13 ), X12 can be selected from C[(L12 )a12 -R12 ](R14 ), O and S,
X21可以选自于C(R203)(R204)、O和S,X22可以选自于C(R205)(R206)、O和S,X21 can be selected from C(R203 )(R204 ), O and S, X22 can be selected from C(R205 )(R206 ), O and S,
L11、L12、L21至L23和L91至L93可以均独立地选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L11 , L12 , L21 to L23 and L91 to L93 may all be independently selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene group, substituted or unsubstituted C1 -C60 heteroarylene group, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group base,
a11、a12、a21至a23和a91至a93可以均独立地选自于0、1、2、3、4和5,a11, a12, a21 to a23 and a91 to a93 may all be independently selected from 0, 1, 2, 3, 4 and 5,
R11至R14、R91和R92可以均独立地选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基和取代的或未取代的单价非芳香缩合杂多环基,R11 to R14 , R91 and R92 may all be independently selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups,
R21和R22可以均独立地选自于由式9表示的基团、取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基和取代的或未取代的C1-C60杂芳基,R21 and R22 may both be independently selected from a group represented by formula 9, a substituted or unsubstituted C3 -C10 cycloalkyl group, a substituted or unsubstituted C1 -C10 heterocycloalkyl group , substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl and substituted or unsubstituted Substituted C1 -C60 heteroaryl,
R15至R17、R23至R28和R201至R206可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、取代的或未取代的C1-C60烷基、取代的或未取代的C1-C60烷氧基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基、取代的或未取代的单价非芳香缩合杂多环基、-Si(Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2)、-C(=O)(Q1)、-S(=O)2(Q1)和-P(=O)(Q1)(Q2),R201和R202可以可选择地彼此连接以形成饱和环或不饱和环,R203和R204可以可选择地彼此连接以形成饱和环或不饱和环,R205和R206可以可选择地彼此连接以形成饱和环或不饱和环,R15 to R17 , R23 to R28 and R201 to R206 may all be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino , hydrazino, hydrazone, substituted or unsubstituted C1 -C60 alkyl, substituted or unsubstituted C1 -C60 alkoxy, substituted or unsubstituted C6 -C60 aryl, Substituted or unsubstituted C6 -C60 aryloxy, substituted or unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted Monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q1 )(Q2 )(Q3 ), -N(Q1 )(Q2 ), -B(Q1 )(Q2 ), -C(=O)(Q1 ), -S(=O)2 (Q1 ), and -P(=O)(Q1 )(Q2 ), R201 and R202 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R203 and R204 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R205 and R206 can be optionally connected to each other to form a saturated ring or an unsaturated ring,
其中,Q1至Q3可以均独立地选自于氢、C1-C60烷基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、联苯基和三联苯基,Wherein, Q1 to Q3 can be independently selected from hydrogen, C1 -C60 alkyl, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent Non-aromatic condensed heteropolycyclic, biphenyl and terphenyl groups,
b15至b17和b23至b28可以均独立地选自于1、2、3和4,b15 to b17 and b23 to b28 can be independently selected from 1, 2, 3 and 4,
*指与相邻原子的结合位。* refers to the binding site with the adjacent atom.
例如,式1-1、式1-2和式2-1至式2-3中的A11至A13和A21至A26可以均独立地选自于苯基、萘基、芴基、菲基、蒽基、苯并[9,10]菲基、芘基、基、呋喃基、噻吩基、吡咯基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、2,6-萘啶基、1,8-萘啶基、1,5-萘啶基、1,6-萘啶基、1,7-萘啶基、2,7-萘啶基、喹喔啉基、喹唑啉基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基和咔唑基,但不限于此。For example, A11 to A13 and A21 to A26 in formula 1-1, formula 1-2 and formula 2-1 to formula 2-3 can be independently selected from phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, furyl, thienyl, pyrrolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, 2,6-naphthyridinyl, 1,8- Naphthyridyl, 1,5-naphthyridinyl, 1,6-naphthyridinyl, 1,7-naphthyridinyl, 2,7-naphthyridinyl, quinoxalinyl, quinazolinyl, benzofuryl , benzothienyl, dibenzofuryl, dibenzothienyl and carbazolyl, but not limited thereto.
在各种实施例中,式1-1和式1-2中的A11至A13可以均独立地选自于苯基、萘基、芴基、菲基、蒽基、苯并[9,10]菲基、芘基、基、呋喃基、噻吩基、吡咯基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基和咔唑基,但不限于此。In various embodiments, A11 to A13 in formula 1-1 and formula 1-2 can be independently selected from phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, benzo[9, 10] Phenyl, pyrenyl, Base, furyl, thienyl, pyrrolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolyl, quinoxalinyl, quinazolinyl, benzo furyl, benzothienyl, dibenzofuryl, dibenzothienyl and carbazolyl, but not limited thereto.
在各种实施例中,式1-1和式1-2中的A11至A13可以均独立地选自于苯基、萘基、菲基、蒽基、吡啶基、吡嗪基、嘧啶基、哒嗪基、喹啉基、异喹啉基、喹喔啉基和喹唑啉基,但不限于此。In various embodiments, A11 to A13 in formula 1-1 and formula 1-2 can be independently selected from phenyl, naphthyl, phenanthrenyl, anthracenyl, pyridyl, pyrazinyl, pyrimidine group, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl and quinazolinyl, but not limited thereto.
在各种实施例中,式1-1和式1-2中的A11和A13可以均独立地选自于苯基、萘基、蒽基和吡啶基,但不限于此。In various embodiments, A11 and A13 in Formula 1-1 and Formula 1-2 may be independently selected from phenyl, naphthyl, anthracenyl, and pyridyl, but are not limited thereto.
在各种实施例中,式1-1和式1-2中的A12可以选自于苯基和萘基,但不限于此。In various embodiments, A12 in Formula 1-1 and Formula 1-2 may be selected from phenyl and naphthyl, but not limited thereto.
在各种实施例中,式1-1和式1-2中的A11和A13可以均独立地选自于苯基、萘基、蒽基和吡啶基,In various embodiments, A11 and A13 in formula 1-1 and formula 1-2 can be independently selected from phenyl, naphthyl, anthracenyl and pyridyl,
A12可以选自于苯基和萘基,但实施例不限于此。A12 may be selected from phenyl and naphthyl, but the embodiment is not limited thereto.
例如,式2-1至式2-3中的A21至A26可以均独立地选自于苯基和萘基,但不限于此。For example, A21 to A26 in Formula 2-1 to Formula 2-3 may all be independently selected from phenyl and naphthyl, but are not limited thereto.
在各种实施例中,式1-1、式1-2和式2-1至式2-3中的A11至A13和A21至A26可以为苯基,但不限于此。In various embodiments, A11 to A13 and A21 to A26 in Formula 1-1, Formula 1-2, and Formula 2-1 to Formula 2-3 may be phenyl groups, but are not limited thereto.
例如,式1-1和式1-2中的X11可以为N[(L11)a11-R11],For example, X11 in Formula 1-1 and Formula 1-2 can be N[(L11 )a11 -R11 ],
X12可以选自于N[(L12)a12-R12]、O和S,但不限于此。X12 may be selected from N[(L12 )a12 -R12 ], O and S, but is not limited thereto.
在各种实施例中,式1-1和式1-2中的X11可以为N[(L11)a11-R11],X12可以为N[(L12)a12-R12],In various embodiments, X11 in Formula 1-1 and Formula 1-2 may be N[(L11 )a11 -R11 ], X12 may be N[(L12 )a12 -R12 ],
X11可以为N[(L11)a11-R11],X12可以为O,或者X11 can be N[(L11 )a11 -R11 ], X12 can be O, or
X11可以为N[(L11)a11-R11],X12可以为S,但实施例不限于此。X11 may be N[(L11 )a11 -R11 ], and X12 may be S, but the embodiment is not limited thereto.
例如,式2-1至式2-3中的X21可以为C(R203)(R204),X22可以选自于C(R205)(R206)、O和S,For example, X21 in formula 2-1 to formula 2-3 can be C(R203 )(R204 ), X22 can be selected from C(R205 )(R206 ), O and S,
X21可以为O,X22可以选自于O和S,或者X can be O,X can be selected from O and S, or
X21可以为S,X22可以为S,但实施例不限于此。X21 may be S, and X22 may be S, but the embodiment is not limited thereto.
例如,式1-1、式1-2、式2-1至式2-3和式9中的L11、L12、L21至L23和L91至L93可以均独立地选自于由以下基团组成的组:For example, L11 , L12 , L21 to L23 and L91 to L93 in Formula 1-1, Formula 1-2, Formula 2-1 to Formula 2-3, and Formula 9 may be independently selected from Group consisting of:
亚苯基、亚并环戊二烯基、亚茚基、亚萘基、亚甘菊环基、亚庚搭烯基、亚引达省基、亚苊基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚并四苯基、亚苉基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚玉红省基、亚蒄基、亚卵苯基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚异吲哚基、亚吲哚基、亚吲唑基、亚嘌呤基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚咔唑基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚苯并呋喃基、亚苯并噻吩基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚噁二唑基、亚三嗪基、亚二苯并呋喃基、亚二苯并噻吩基、亚二苯并噻咯基、亚苯并咔唑基和亚二苯并咔唑基;以及Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptenylene, indacene, acenaphthylene, fluorenylene, spirodifluorenylene, Benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracene, fluoranthene, benzo[9,10]phenanthrene, pyrenylene, Base, Tetraphenylene, Perylene, Perylene, Penfenylene, Hexaphenylene, Pentaphenylene, Erubenylene, Perylene, Ovalylene, Pyrrole Base, thienylene, furyl, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, pyridyl, pyrazinylene, pyrimidine Base, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthylidene, quinoxaline, quinazoline, cinnoline, carbazolyl, phenanthridine, acridinylene, phenanthroline, phenazinylene, phenylene Imidazolyl, benzofuryl, benzothienyl, isobenzothiazolyl, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolyl, oxa Diazolylene, triazinylene, dibenzofurylylene, dibenzothienylene, dibenzothialylene, benzocarbazolylene, and dibenzocarbazolylene; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、吡咯基、噻吩基、呋喃基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、吡啶基、吡嗪基、嘧啶基、哒嗪基、异吲哚基、吲哚基、吲唑基、嘌呤基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、咔唑基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、苯并呋喃基、苯并噻吩基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、噁二唑基、三嗪基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的亚苯基、亚并环戊二烯基、亚茚基、亚萘基、亚甘菊环基、亚庚搭烯基、亚引达省基、亚苊基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚并四苯基、亚苉基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚玉红省基、亚蒄基、亚卵苯基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚异吲哚基、亚吲哚基、亚吲唑基、亚嘌呤基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚咔唑基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚苯并呋喃基、亚苯并噻吩基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚噁二唑基、亚三嗪基、亚二苯并呋喃基、亚二苯并噻吩基、亚二苯并噻咯基、亚苯并咔唑基和亚二苯并咔唑基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulene Base, heptalenyl, indacenenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzene And [9,10] phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, pyrrolyl, thienyl, furyl, imidazolyl , pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl , quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, Phenanthroline, phenazine, benzimidazolyl, benzofuryl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl , oxadiazolyl, triazinyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, -Si(Q31 )(Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ) and -P(=O )(Q31 )(Q32 ) at least one of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptenylene, indacene , acenaphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, fenalenylene, phenanthrene, anthracene, fluorenylene, benzofluorenylene [9,10] phenanthrene, pyrenylene, sub Base, Tetraphenylene, Perylene, Perylene, Penfenylene, Hexaphenylene, Pentaphenylene, Erubenylene, Perylene, Ovalylene, Pyrrole Base, thienylene, furyl, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, pyridyl, pyrazinylene, pyrimidine Base, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthylidene, quinoxaline, quinazoline, cinnoline, carbazolyl, phenanthridine, acridinylene, phenanthroline, phenazinylene, phenylene Imidazolyl, benzofuryl, benzothienyl, isobenzothiazolyl, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolyl, oxa Diazolylene, triazinylene, dibenzofurylene, dibenzothienylene, dibenzothialylene, benzocarbazolylene and dibenzocarbazolylene,
其中,Q31至Q33可以均独立地选自于氢、甲基、乙基、正丙基、异丙基、叔丁基、苯基、联苯基和三联苯基,但实施例不限于此。Wherein, Q31 to Q33 can be independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, biphenyl and terphenyl, but the embodiment is not limited to this.
在各种实施例中,式1-1、式1-2、式2-1至式2-3和式9中的L11、L12、L21至L23和L91至L93可以均独立地选自于由以下基团组成的组:In various embodiments, L11 , L12 , L21 to L23 and L91 to L93 in Formula 1-1, Formula 1-2, Formula 2-1 to Formula 2-3, and Formula 9 can all be independently selected from the group consisting of:
亚苯基、亚萘基、亚芴基、亚菲基、亚蒽基、亚苯并[9,10]菲基、亚吡咯基、亚噻吩基、亚呋喃基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚吲哚基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚咔唑基、亚菲啶基、亚苯并咪唑基、亚苯并呋喃基、亚苯并噻吩基、亚三唑基、亚二苯并呋喃基、亚二苯并噻吩基和亚二苯并噻咯基;以及Phenylene, naphthylene, fluorenylene, phenanthrenylene, anthracenylene, benzo[9,10]phenanthrenylene, pyrrolylene, thienylene, furylene, pyridylene, pyrazine Base, pyrimidinylene, indolylene, quinolinylene, isoquinolinylene, benzoquinolinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene , carbazolyl, phenanthridine, benzimidazole, benzofuryl, benzothienylene, triazolylene, dibenzofurylene, dibenzothienylene, and dibenzothienylene benzothiarolyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、吡啶基、吡嗪基、嘧啶基、哒嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、咔唑基、三嗪基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的亚苯基、亚萘基、亚芴基、亚菲基、亚蒽基、亚苯并[9,10]菲基、亚吡咯基、亚噻吩基、亚呋喃基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚吲哚基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚咔唑基、亚菲啶基、亚苯并咪唑基、亚苯并呋喃基、亚苯并噻吩基、亚三唑基、亚二苯并呋喃基、亚二苯并噻吩基和亚二苯并噻咯基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidyl, pyridazinyl, quinolinyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, -Si(Q31 )( Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ) and -P(=O)(Q31 )(Q32 ) of at least one of phenylene, naphthylene, fluorenylene, phenanthrene, anthracenylene, benzo[9,10 ]phenanthrenyl, pyrrolylene, thienylene, furyl, pyridyl, pyrazinylene, pyrimidinylene, indolylene, quinolinylene, isoquinolylene, benzoquinoline Base, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, benzimidazole, benzofuryl, benzothiophene group, triazolylene, dibenzofuryl, dibenzothienylene and dibenzothialyl,
其中,Q31至Q33可以均独立地选自于氢、甲基、乙基、正丙基、异丙基、叔丁基、苯基、联苯基和三联苯基,但实施例不限于此。Wherein, Q31 to Q33 can be independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, biphenyl and terphenyl, but the embodiment is not limited to this.
在各种实施例中,式1-1、式1-2、式2-1至式2-3和式9中的L11、L12、L21至L23和L91至L93可以均独立地为由从式4-1至式4-31中选择的一个表示的基团,但不限于此:In various embodiments, L11 , L12 , L21 to L23 and L91 to L93 in Formula 1-1, Formula 1-2, Formula 2-1 to Formula 2-3, and Formula 9 can all be is independently a group represented by one selected from Formula 4-1 to Formula 4-31, but not limited thereto:
其中,在式4-1至式4-31中,Among them, in formula 4-1 to formula 4-31,
X41可以选自于O、S、N(R43)、C(R43)(R44)和Si(R43)(R44),X41 may be selected from O, S, N(R43 ), C(R43 )(R44 ) and Si(R43 )(R44 ),
R41至R44可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、吡啶基、吡嗪基、嘧啶基、哒嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、咔唑基、三嗪基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32),R41 to R44 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 Alkyl, C1 -C20 alkoxy, phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidyl, pyridazinyl, quinolinyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, -Si(Q31 )( Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ) and -P(=O)(Q31 )(Q32 ),
其中,Q31至Q33可以均独立地选自于氢、甲基、乙基、正丙基、异丙基、叔丁基、苯基、联苯基和三联苯基,Wherein, Q31 to Q33 can be independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, biphenyl and terphenyl,
b41可以选自于1、2、3和4,b41 can be selected from 1, 2, 3 and 4,
b42可以选自于1、2、3、4、5和6,b42 can be selected from 1, 2, 3, 4, 5 and 6,
b43可以选自于1、2和3,b43 can be selected from 1, 2 and 3,
b44可以选自于1和2,b44 can be selected from 1 and 2,
*和*'均独立地指与相邻原子的结合位。Both * and *' independently refer to a binding site with an adjacent atom.
在各种实施例中,式4-1至式4-31中的X41可以选自于O、S和C(R43)(R44),In various embodiments, X41 in formula 4-1 to formula 4-31 can be selected from O, S and C(R43 )(R44 ),
R41至R44可以均独立地选自于氢、氘、-F、氰基、甲基、乙基、正丙基、叔丁基、苯基和萘基,但实施例不限于此。R41 to R44 may all be independently selected from hydrogen, deuterium, -F, cyano, methyl, ethyl, n-propyl, tert-butyl, phenyl, and naphthyl, but the embodiment is not limited thereto.
例如,式1-1、式1-2、式2-1至式2-3和式9中的a11、a12、a21至a23和a91至a93可以均独立地选自于0、1和2,但不限于此。For example, a11, a12, a21 to a23 and a91 to a93 in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9 can be independently selected from 0, 1 and 2, But not limited to this.
例如,式1-1、式1-2和式9中的R11至R14、R91和R92可以均独立地选自于由以下基团组成的组:For example, R11 to R14 , R91 and R92 in Formula 1-1, Formula 1-2 and Formula 9 may all be independently selected from the group consisting of:
C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基;C6 -C60 aryl group, C1 -C60 heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group;
均取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q31)(Q32)和-Si(Q31)(Q32)(Q33)中的至少一者的C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基;以及Both are substituted with deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 At least one of heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q31 )(Q32 ) and -Si(Q31 )(Q32 )(Q33 ) or C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; and
均取代有选自于C6-C60芳基和C1-C60杂芳基中的至少一者的C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基,选自于C6-C60芳基和C1-C60杂芳基中的所述至少一者中的每个取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q21)(Q22)和-Si(Q21)(Q22)(Q23)中的至少一种,A C6 -C60 aryl group, a C1 -C60 heteroaryl group, a monovalent non-aromatic condensed polyol, each substituted with at least one selected from a C6 -C60 aryl group and a C1 -C60 heteroaryl group Cyclic group and monovalent non-aromatic condensed heteropolycyclic group, each substitution in the at least one selected from C6 -C60 aryl and C1 -C60 heteroaryl is selected from deuterium, - F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic polycondensation At least one of a cyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -N(Q21 )(Q22 ) and -Si(Q21 )(Q22 )(Q23 ),
其中,Q31至Q33和Q21至Q23可以均独立地选自于C1-C60烷基和C6-C60芳基,但实施例不限于此。Wherein, Q31 to Q33 and Q21 to Q23 can be independently selected from C1 -C60 alkyl and C6 -C60 aryl, but the embodiment is not limited thereto.
在各种实施例中,式1-1、式1-2和式9中的R11至R14、R91和R92可以均独立地选自于由以下基团组成的组:In various embodiments, R11 to R14 , R91 and R92 in Formula 1-1, Formula 1-2 and Formula 9 may all be independently selected from the group consisting of the following groups:
苯基、联苯基、三联苯基、萘基、蒽基、苯并[9,10]菲基、菲基、芘基、基、芴基、苯并芴基、咔唑基、二苯并呋喃基、二苯并噻吩基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、四嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、菲咯啉基、苯并菲咯啉基、吡啶并嘧啶基、吡嗪并吡嗪基、吡咯基、噻吩基、噻唑基、噁唑基、噻二唑基、噁二唑基、咪唑基、三唑基、吲哚基、中氮茚基、苯并噻唑基、苯并噁唑基、苯并咪唑基、萘并咪唑基、咪唑并吡啶基、咪唑并嘧啶基、咪唑并喹啉基、咪唑并异喹啉基、吡咯并嘧啶基、苯并呋喃基、苯并噻吩基、噻蒽基、吩噁噻基、二苯并二噁英基、吩噁嗪基和吩噻嗪基;Phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, benzo[9,10]phenanthrenyl, phenanthrenyl, pyrenyl, Base, fluorenyl, benzofluorenyl, carbazolyl, dibenzofuryl, dibenzothienyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, tetrazinyl, quinoline Base, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, phenanthrolinyl, benzophenanthrolinyl , pyridopyrimidinyl, pyrazinopyrazinyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, imidazolyl, triazolyl, indolyl, indolizyl Base, benzothiazolyl, benzoxazolyl, benzimidazolyl, naphthimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazoquinolinyl, imidazoisoquinolinyl, pyrrolopyrimidinyl , benzofuryl, benzothienyl, thianthryl, phenoxathienyl, dibenzodioxinyl, phenoxazinyl and phenothiazinyl;
均取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q31)(Q32)和-Si(Q31)(Q32)(Q33)中的至少一者的苯基、联苯基、三联苯基、萘基、蒽基、苯并[9,10]菲基、菲基、芘基、基、芴基、苯并芴基、咔唑基、二苯并呋喃基、二苯并噻吩基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、四嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、菲咯啉基、苯并菲咯啉基、吡啶并嘧啶基、吡嗪并吡嗪基、吡咯基、噻吩基、噻唑基、噁唑基、噻二唑基、噁二唑基、咪唑基、三唑基、吲哚基、中氮茚基、苯并噻唑基、苯并噁唑基、苯并咪唑基、萘并咪唑基、咪唑并吡啶基、咪唑并嘧啶基、咪唑并喹啉基、咪唑并异喹啉基、吡咯并嘧啶基、苯并呋喃基、苯并噻吩基、噻蒽基、吩噁噻基、二苯并二噁英基、吩噁嗪基和吩噻嗪基;以及Both are substituted with deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 At least one of heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q31 )(Q32 ) and -Si(Q31 )(Q32 )(Q33 ) phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, benzo[9,10]phenanthrenyl, phenanthrenyl, pyrenyl, Base, fluorenyl, benzofluorenyl, carbazolyl, dibenzofuryl, dibenzothienyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, tetrazinyl, quinoline Base, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, phenanthrolinyl, benzophenanthrolinyl , pyridopyrimidinyl, pyrazinopyrazinyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, imidazolyl, triazolyl, indolyl, indolizyl Base, benzothiazolyl, benzoxazolyl, benzimidazolyl, naphthimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazoquinolinyl, imidazoisoquinolinyl, pyrrolopyrimidinyl , benzofuryl, benzothienyl, thianthryl, phenoxhienyl, dibenzodioxinyl, phenoxazinyl and phenothiazinyl; and
均取代有选自于苯基、联苯基、三联苯基、萘基、吡啶基、嘧啶基、哒嗪基和三嗪基中的至少一者的苯基、联苯基、三联苯基、萘基、蒽基、苯并[9,10]菲基、菲基、芘基、基、芴基、苯并芴基、咔唑基、二苯并呋喃基、二苯并噻吩基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、四嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、菲咯啉基、苯并菲咯啉基、嘧啶并嘧啶基、吡嗪并吡嗪基、吡咯基、噻吩基、噻唑基、噁唑基、噻二唑基、噁二唑基、咪唑基、三唑基、吲哚基、中氮茚基、苯并噻唑基、苯并噁唑基、苯并咪唑基、萘并咪唑基、咪唑并吡啶基、咪唑并嘧啶基、咪唑并喹啉基、咪唑并异喹啉基、吡咯并嘧啶基、苯并呋喃基、苯并噻吩基、噻蒽基、吩噁噻基、二苯并二噁英基、吩噁嗪基和吩噻嗪基,以上公开的取代基中的每个进一步取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q21)(Q22)和-Si(Q21)(Q22)(Q23)中的至少一种,phenyl, biphenyl, terphenyl, Naphthyl, anthracenyl, benzo[9,10]phenanthrenyl, phenanthrenyl, pyrenyl, Base, fluorenyl, benzofluorenyl, carbazolyl, dibenzofuryl, dibenzothienyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, tetrazinyl, quinoline Base, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, phenanthrolinyl, benzophenanthrolinyl , pyrimidopyrimidinyl, pyrazinopyrazinyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, imidazolyl, triazolyl, indolyl, indolizyl Base, benzothiazolyl, benzoxazolyl, benzimidazolyl, naphthimidazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazoquinolinyl, imidazoisoquinolinyl, pyrrolopyrimidinyl , benzofuryl, benzothienyl, thianthryl, phenoxathienyl, dibenzodioxinyl, phenoxazinyl, and phenothiazinyl, each of the substituents disclosed above are further substituted optionally Deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 heteroaryl, At least one of a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -N(Q21 )(Q22 ) and -Si(Q21 )(Q22 )(Q23 ),
其中,Q21至Q23和Q31至Q33可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,但实施例不限于此。Wherein, Q21 to Q23 and Q31 to Q33 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl, but the embodiment is not limited thereto.
在各种实施例中,式1-1、式1-2和式9中的R11至R14、R91和R92可以均独立地为由从式5-1至式5-71中选择的一个表示的基团,但不限于此:In various embodiments, R11 to R14 , R91 and R92 in formula 1-1, formula 1-2 and formula 9 can all be independently selected from formula 5-1 to formula 5-71 A group of representations of, but not limited to:
其中,在式5-1至式5-71中,Among them, in formula 5-1 to formula 5-71,
X51可以选自于单键、N(R54)、C(R54)(R55)、O和S,X51 may be selected from single bond, N(R54 ), C(R54 )(R55 ), O and S,
X52可以选自于N(R56)、C(R56)(R57)、O和S,X52 may be selected from N(R56 ), C(R56 )(R57 ), O and S,
R51至R57可以均独立地选自于由以下基团组成的组:R51 to R57 may all be independently selected from the group consisting of the following groups:
氢、氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q31)(Q32)和-Si(Q31)(Q32)(Q33);以及hydrogen, deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 heteroaryl, Monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, -N(Q31 )(Q32 ) and -Si(Q31 )(Q32 )(Q33 ); and
均取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q21)(Q22)和-Si(Q21)(Q22)(Q23)中的至少一者的苯基、联苯基、三联苯基、萘基、吡啶基、嘧啶基、哒嗪基和三嗪基,Both are substituted with deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C1 -C60 At least one of heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q21 )(Q22 ) and -Si(Q21 )(Q22 )(Q23 ) phenyl, biphenyl, terphenyl, naphthyl, pyridyl, pyrimidinyl, pyridazinyl and triazinyl,
其中,Q21至Q23和Q31至Q33可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,Wherein, Q21 to Q23 and Q31 to Q33 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl,
b51可以选自于1、2、3、4和5,b51 can be selected from 1, 2, 3, 4 and 5,
b52可以选自于1、2、3、4、5、6和7,b52 can be selected from 1, 2, 3, 4, 5, 6 and 7,
b53可以选自于1、2、3、4、5和6,b53 can be selected from 1, 2, 3, 4, 5 and 6,
b54可以选自于1、2和3,b54 can be selected from 1, 2 and 3,
b55可以选自于1、2、3和4,b55 can be selected from 1, 2, 3 and 4,
b56可以选自于1和2,b56 can be selected from 1 and 2,
*指与相邻原子的结合位。* refers to the binding site with the adjacent atom.
例如,式2-1和式2-2中的R21和R22可以均独立地选自于由以下基团组成的组:For example, R21 and R22 in formula 2-1 and formula 2-2 can be independently selected from the group consisting of the following groups:
由式9表示的基团、C6-C60芳基和C1-C60杂芳基;以及A group represented by formula 9, a C6 -C60 aryl group and a C1 -C60 heteroaryl group; and
均取代有选自于氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基和C1-C60杂芳基中的至少一者的C6-C60芳基和C1-C60杂芳基,但实施例不限于此。are all substituted with deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl and C1 -C60 A C6 -C60 aryl group and a C1 -C60 heteroaryl group which are at least one of the heteroaryl groups, but the embodiment is not limited thereto.
在各种实施例中,式2-1和式2-2中的R21和R22可以均独立地选自于由以下基团组成的组:In various embodiments, R21 and R22 in formula 2-1 and formula 2-2 can be independently selected from the group consisting of the following groups:
由式9表示的基团、苯基、联苯基、三联苯基、萘基、蒽基、苯并[9,10]菲基、菲基、芘基、基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、四嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、菲咯啉基、苯并菲咯啉基、吡咯基、噻吩基、噻唑基、噁唑基、噻二唑基、噁二唑基、咪唑基、三唑基、吲哚基、苯并噻唑基、苯并噁唑基和苯并咪唑基;以及A group represented by formula 9, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, benzo[9,10]phenanthrenyl, phenanthrenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, tetrazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxaline Base, quinazolinyl, cinnolinyl, phenanthridinyl, phenanthrolinyl, benzophenanthrolinyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, imidazolyl, triazolyl, indolyl, benzothiazolyl, benzoxazolyl and benzimidazolyl; and
均取代有选自于C6-C60芳基和C1-C60杂芳基中的至少一者的苯基、联苯基、三联苯基、萘基、蒽基、苯并[9,10]菲基、菲基、芘基、基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、四嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、菲咯啉基、苯并菲咯啉基、吡咯基、噻吩基、噻唑基、噁唑基、噻二唑基、噁二唑基、咪唑基、三唑基、吲哚基、苯并噻唑基、苯并噁唑基和苯并咪唑基,但不限于此。phenyl,biphenyl ,terphenyl ,naphthyl , anthracenyl, benzo[9 , 10] Fiji, Fiji, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, tetrazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxaline Base, quinazolinyl, cinnolinyl, phenanthridinyl, phenanthrolinyl, benzophenanthrolinyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, Imidazolyl, triazolyl, indolyl, benzothiazolyl, benzoxazolyl and benzimidazolyl, but not limited thereto.
在各种实施例中,式2-1和式2-2中的R21和R22可以均独立地选自于由式9表示的基团和由式6-1至式6-15中的任意一个表示的基团,但不限于此:In various embodiments, R21 and R22 in formula 2-1 and formula 2-2 can be independently selected from the group represented by formula 9 and the group represented by formula 6-1 to formula 6-15 Any one of the groups represented, but not limited to:
其中,在式6-1至式6-15中,Among them, in formula 6-1 to formula 6-15,
Ph可以指苯基,Ph can refer to phenyl,
*指与相邻原子的结合位。* refers to the binding site with the adjacent atom.
例如,式1-1、式1-2和式2-1至式2-3中的R15至R17、R23至R28和R201至R206可以均独立地选自于由以下基团组成的组:For example, R15 to R17 , R23 to R28 , and R201 to R206 in Formula 1-1, Formula 1-2, and Formula 2-1 to Formula 2-3 may be independently selected from the following groups: Groups composed of:
氢、氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);Hydrogen, deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C6 -C60 aryloxy, C6 -C60 arylthio, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 );
均取代有选自于氘、-F、-Cl、-Br、-I、氰基和硝基中的至少一者的C1-C60烷基和C1-C60烷氧基;以及C1 -C60 alkyl and C1 -C60 alkoxy are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano and nitro; and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 C6 -C60 aryl group, C1 -C60 heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group,
R201和R202可以可选择地彼此连接以形成饱和环或不饱和环,R203和R204可以可选择地彼此连接以形成饱和环或不饱和环,R205和R206可以可选择地彼此连接以形成饱和环或不饱和环,R201 and R202 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R203 and R204 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R205 and R206 can be optionally connected to each other linked to form a saturated or unsaturated ring,
其中,Q1至Q3可以均独立地选自于C1-C60烷基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、联苯基和三联苯基,但实施例不限于此。Among them, Q1 to Q3 can be independently selected from C1 -C60 alkyl, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic Condensation of heteropolycyclyl, biphenyl and terphenyl, but the embodiment is not limited thereto.
在各种实施例中,式1-1、式1-2和式2-1至式2-3中的R15至R17、R23至R28和R201至R206可以均独立地选自于由以下基团组成的组:In various embodiments, R15 to R17 , R23 to R28 and R201 to R206 in formula 1-1, formula 1-2, and formula 2-1 to formula 2-3 can all be independently selected from From the group consisting of:
氢、氘、-F、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、甲氧基、乙氧基、-CF3、-OCF3、苯基、联苯基、三联苯基、萘基、苯氧基、吡啶基、嘧啶基、哒嗪基、三嗪基、咔唑基、芴基、二苯并呋喃基、二苯并噻吩基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);以及Hydrogen, deuterium, -F, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methoxy, ethoxy, -CF3 , - OCF3 , phenyl, biphenyl, terphenyl, naphthyl, phenoxy, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, carbazolyl, fluorenyl, dibenzofuranyl, diphenyl Thienyl, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 ); and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的苯基、联苯基、三联苯基和萘基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 or phenyl, biphenyl, terphenyl and naphthyl,
R201和R202可以可选择地彼此连接以形成饱和环或不饱和环,R203和R204可以可选择地彼此连接以形成饱和环或不饱和环,R205和R206可以可选择地彼此连接以形成饱和环或不饱和环,R201 and R202 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R203 and R204 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R205 and R206 can be optionally connected to each other linked to form a saturated or unsaturated ring,
其中,Q1至Q3可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,但实施例不限于此。Wherein,Q1 toQ3 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl, but the embodiment is not limited thereto.
例如,在式2-1至式2-3中,R201和R202可以彼此连接以形成由从式7-1至式7-3中选择的一个表示的基团,R203和R204可以彼此连接以形成由从式7-1至式7-3中选择的一个表示的基团,或者R205和R206可以彼此连接以形成由从式7-1至式7-3中选择的一个表示的基团,但实施例不限于此:For example, in Formula 2-1 to Formula 2-3, R201 and R202 may be connected to each other to form a group represented by one selected from Formula 7-1 to Formula 7-3, and R203 and R204 may are connected to each other to form a group represented by one selected from formula 7-1 to formula 7-3, or R205 and R206 may be connected to each other to form a group selected from formula 7-1 to formula 7-3 The group represented, but the embodiment is not limited to this:
其中,在式7-1至式7-3中,Among them, in formula 7-1 to formula 7-3,
R71至R80可以均独立地选自于由以下基团组成的组:R71 to R80 may all be independently selected from the group consisting of the following groups:
氢、氘、-F、-Cl、-Br、-I、C1-C60烷基、C1-C60烷氧基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);Hydrogen, deuterium, -F, -Cl, -Br, -I, C1 -C60 alkyl, C1 -C60 alkoxy, C6 -C60 aryl, C6 -C60 aryloxy, C6 -C60 arylthio, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 );
均取代有选自于氘、-F、-Cl、-Br、-I、氰基和硝基中的至少一者的C1-C60烷基和C1-C60烷氧基;以及C1 -C60 alkyl and C1 -C60 alkoxy are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano and nitro; and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 C6 -C60 aryl group, C1 -C60 heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group,
其中,Q1至Q3可以均独立地选自于C1-C60烷基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、联苯基和三联苯基,Among them, Q1 to Q3 can be independently selected from C1 -C60 alkyl, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic Condensation of heteropolycyclic, biphenyl and terphenyl groups,
*指:式2-1、式2-2和/或式2-3中的R201和R202所连接到的碳原子;式2-1、式2-2和/或式2-3中的R203和R204所连接到的碳原子;或者式2-1、式2-2和/或式2-3中的R205和R206所连接到的碳原子。* refers to: the carbon atom to which R201 and R202 in formula 2-1, formula 2-2 and/or formula 2-3 are connected; in formula 2-1, formula 2-2 and/or formula 2-3 The carbon atom to which R203 and R204 are connected; or the carbon atom to which R205 and R206 in formula 2-1, formula 2-2 and/or formula 2-3 are connected.
例如,式7-1至式7-3中的R71至R80可以均独立地选自于由以下基团组成的组:For example, R71 to R80 in Formula 7-1 to Formula 7-3 may all be independently selected from the group consisting of the following groups:
氢、氘、-F、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、甲氧基、乙氧基、-CF3、-OCF3、苯基、联苯基、三联苯基、萘基、苯氧基、吡啶基、嘧啶基、哒嗪基、三嗪基、咔唑基、芴基、二苯并呋喃基、二苯并噻吩基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);以及Hydrogen, deuterium, -F, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methoxy, ethoxy, -CF3 , - OCF3 , phenyl, biphenyl, terphenyl, naphthyl, phenoxy, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, carbazolyl, fluorenyl, dibenzofuranyl, diphenyl Thienyl, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 ); and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的苯基、联苯基、三联苯基和萘基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 or phenyl, biphenyl, terphenyl and naphthyl,
其中,Q1至Q3可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,但实施例不限于此。Wherein,Q1 toQ3 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl, but the embodiment is not limited thereto.
由从式1-1和式1-2中选择的一个表示的第一化合物可以由从式1-11至式1-15和式1-21至式1-23中选择的一个表示,但不限于此:The first compound represented by one selected from Formula 1-1 and Formula 1-2 may be represented by one selected from Formula 1-11 to Formula 1-15 and Formula 1-21 to Formula 1-23, but not limited to:
其中,在式1-11至式1-15和式1-21至式1-23中,Wherein, in formula 1-11 to formula 1-15 and formula 1-21 to formula 1-23,
A11、A13、X11、X12、R15至R17和b15至b17的描述与结合式1-1和式1-2提供的那些相同。Descriptions of A11 , A13 , X11 , X12 , R15 to R17 , and b15 to b17 are the same as those provided in conjunction with Formula 1-1 and Formula 1-2.
例如,式1-11至式1-15和式1-21至式1-23中的A11和A13可以均独立地选自于苯基、萘基、蒽基、吡啶基,但不限于此。For example, A11 and A13 in formula 1-11 to formula 1-15 and formula 1-21 to formula 1-23 can be independently selected from phenyl, naphthyl, anthracenyl, pyridyl, but not limited to this.
在各种实施例中,在式1-11至式1-15和式1-21至式1-23中,X11可以为N[(L11)a11-R11],In various embodiments, in Formula 1-11 to Formula 1-15 and Formula 1-21 to Formula 1-23, X11 may be N[(L11 )a11 -R11 ],
X12可以选自于N[(L12)a12-R12]、O和S,X12 can be selected from N[(L12 )a12 -R12 ], O and S,
L11和L12可以均独立地为由从式4-1至式4-31中选择的一个表示的基团,L11 and L12 may each be independently a group represented by one selected from Formula 4-1 to Formula 4-31,
a11和a12可以均独立地选自于0、1和2,a11 and a12 can be independently selected from 0, 1 and 2,
R11和R12可以均独立地为由从式5-1至式5-71中选择的一个表示的基团,R11 and R12 may each be independently a group represented by one selected from Formula 5-1 to Formula 5-71,
R15至R17可以均独立地选自于氢、氘、-F、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、甲氧基、乙氧基、-CF3、-OCF3、苯基、联苯基、三联苯基、萘基、苯氧基、吡啶基、嘧啶基、哒嗪基、三嗪基、咔唑基、芴基、二苯并呋喃基、二苯并噻吩基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);以及R toR can be independently selected from hydrogen, deuterium, -F, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methyl Oxy, Ethoxy, -CF3 , -OCF3 , Phenyl, Biphenyl, Terphenyl, Naphthyl, Phenoxy, Pyridyl, Pyrimidyl, Pyridazinyl, Triazinyl, Carbazolyl , fluorenyl, dibenzofuranyl, dibenzothienyl, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 ); and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的苯基、联苯基、三联苯基和萘基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 or phenyl, biphenyl, terphenyl and naphthyl,
其中,Q1至Q3可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,Wherein,Q1 toQ3 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl,
b15至b17可以均独立地选自于1、2、3和4,但实施例不限于此。b15 to b17 may all be independently selected from 1, 2, 3 and 4, but the embodiment is not limited thereto.
由从式2-1至式2-3中选择的一个表示的第二化合物可以由从式2-11、式2-21和式2-31中选择的一个表示,但不限于此:The second compound represented by one selected from Formula 2-1 to Formula 2-3 may be represented by one selected from Formula 2-11, Formula 2-21, and Formula 2-31, but is not limited thereto:
式2-11Formula 2-11
式2-21Formula 2-21
式2-31Formula 2-31
其中,在式2-11、式2-21和式2-31中,Among them, in formula 2-11, formula 2-21 and formula 2-31,
X21、X22、L21至L23、a21至a23、R21至R28、b23至b28、R201和R202的描述与结合式2-1至式2-3提供的那些相同。Descriptions of X21 , X22 , L21 to L23 , a21 to a23, R21 to R28 , b23 to b28, R201 and R202 are the same as those provided in conjunction with Formula 2-1 to Formula 2-3.
例如,式2-11、式2-21和式2-31中的X21可以选自于C(R203)(R204),X22可以选自于C(R205)(R206)、O和S,For example, X21 in formula 2-11, formula 2-21 and formula 2-31 can be selected from C(R203 )(R204 ), X22 can be selected from C(R205 )(R206 ), O and S,
X21可以为O,X22可以选自于O和S,或者X can be O,X can be selected from O and S, or
X21可以为S,X22可以为S,X21 can be S, X22 can be S,
L21至L23可以均独立地为由从式4-1至式4-31中选择的一个表示的基团,L21 to L23 may each be independently a group represented by one selected from Formula 4-1 to Formula 4-31,
a21至a23可以均独立地选自于0、1和2,a21 to a23 can be independently selected from 0, 1 and 2,
R21和R22可以均独立地选自于由式9表示的基团和由式6-1至式6-8中的任意一个表示的基团,R21 and R22 may each be independently selected from a group represented by formula 9 and a group represented by any one of formula 6-1 to formula 6-8,
R23至R28和R201至R206可以均独立地选自于由以下基团组成的组:R23 to R28 and R201 to R206 may all be independently selected from the group consisting of the following groups:
氢、氘、-F、甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、甲氧基、乙氧基、-CF3、-OCF3、苯基、联苯基、三联苯基、萘基、苯氧基、吡啶基、嘧啶基、哒嗪基、三嗪基、咔唑基、芴基、二苯并呋喃基、二苯并噻吩基、-N(Q1)(Q2)和-Si(Q1)(Q2)(Q3);以及Hydrogen, deuterium, -F, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, methoxy, ethoxy, -CF3 , - OCF3 , phenyl, biphenyl, terphenyl, naphthyl, phenoxy, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, carbazolyl, fluorenyl, dibenzofuranyl, diphenyl Thienyl, -N(Q1 )(Q2 ) and -Si(Q1 )(Q2 )(Q3 ); and
均取代有选自于氘、-F、-Cl、-Br、-I、氰基、硝基、甲基、甲氧基、苯基、萘基和-Si(CH3)3中的至少一者的苯基、联苯基、三联苯基和萘基,are all substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, cyano, nitro, methyl, methoxy, phenyl, naphthyl and -Si(CH3 )3 or phenyl, biphenyl, terphenyl and naphthyl,
R201和R202可以可选择地彼此连接以形成饱和环或不饱和环,R203和R204可以可选择地彼此连接以形成饱和环或不饱和环,R205和R206可以可选择地彼此连接以形成饱和环或不饱和环,R201 and R202 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R203 and R204 can be optionally connected to each other to form a saturated ring or an unsaturated ring, R205 and R206 can be optionally connected to each other linked to form a saturated or unsaturated ring,
其中,Q1至Q3可以均独立地选自于甲基、乙基、苯基、联苯基、三联苯基和萘基,Wherein,Q1 toQ3 can be independently selected from methyl, ethyl, phenyl, biphenyl, terphenyl and naphthyl,
b23至b28可以均独立地选自于1、2、3和4,但实施例不限于此。b23 to b28 may all be independently selected from 1, 2, 3 and 4, but the embodiment is not limited thereto.
由从式1-1和式1-2中选择的一个表示的第一化合物可以选自于化合物C-101至化合物C-252和化合物D-101至化合物D-173,但不限于此:The first compound represented by one selected from Formula 1-1 and Formula 1-2 may be selected from Compound C-101 to Compound C-252 and Compound D-101 to Compound D-173, but is not limited thereto:
由从式2-1至式2-3中选择的一个表示的第二化合物可以选自于化合物E-101至化合物E-270,但不限于此:The second compound represented by one selected from Formula 2-1 to Formula 2-3 may be selected from Compound E-101 to Compound E-270, but is not limited thereto:
由于由从式1-1和式1-2中选择的一个表示的第一化合物和由从式2-1至式2-3中选择的一个表示的第二化合物具有快速电子传输特性和相对高的三重态能级,因此能量可以有效地传输到包括在发射层中的掺杂剂。另外,由从式1-1和式1-2中选择的一个表示的第一化合物可以用作适用于磷光发射的主体(例如,根据给出的实施例的第一化合物可以具有比相关技术中的可比较的磷光掺杂剂的三重态能级更高的三重态能级)。因此,包括以上描述的第一化合物的有机发光器件可以在发射层中有效地(或者适当地)产生激子并可以具有高效率。Since the first compound represented by one selected from Formula 1-1 and Formula 1-2 and the second compound represented by one selected from Formula 2-1 to Formula 2-3 have fast electron transport properties and relatively high triplet energy level, so energy can be efficiently transferred to the dopant included in the emission layer. In addition, the first compound represented by one selected from Formula 1-1 and Formula 1-2 can be used as a host suitable for phosphorescent emission (for example, the first compound according to the given examples can have higher triplet energy levels of comparable phosphorescent dopants). Accordingly, the organic light emitting device including the first compound described above may efficiently (or properly) generate excitons in the emission layer and may have high efficiency.
然而,即使在发射层中包括由从式1-1和式1-2中选择的一个表示的第一化合物的有机发光器件中,电子也会从发射层泄漏到空穴传输区域,因此,由于电流和电压的增大,导致效率显著降低。因此,有机发光器件可能需要进一步包括合适的空穴传输区域。However, even in the organic light emitting device including the first compound represented by one selected from Formula 1-1 and Formula 1-2 in the emission layer, electrons leak from the emission layer to the hole transport region, and therefore, due to The increase in current and voltage leads to a significant decrease in efficiency. Therefore, an organic light emitting device may need to further include a suitable hole transport region.
根据本公开的实施例,当由从式2-1至式2-3中选择的一个表示的第二化合物被包括在空穴传输区域中时,能够最小化或减少从发射层到空穴传输区域的电子泄漏。因此,发射层中产生的更多的激子可以对光发射作出贡献,并且可以改善有机发光器件的效率。另外,可以减少由于电子泄漏而导致的有机层的材料的劣化,可以减小呈现相同亮度(与劣化之前的亮度相同)所需要的电流的量,从而延长有机发光器件的寿命。According to an embodiment of the present disclosure, when the second compound represented by one selected from Formula 2-1 to Formula 2-3 is included in the hole transport region, it is possible to minimize or reduce the hole transport from the emission layer to the region of electron leakage. Therefore, more excitons generated in the emission layer can contribute to light emission, and the efficiency of the organic light emitting device can be improved. In addition, degradation of the material of the organic layer due to electron leakage can be reduced, the amount of current required to exhibit the same luminance (same as that before degradation) can be reduced, thereby prolonging the lifetime of the organic light emitting device.
图1的描述Description of Figure 1
图1是根据实施例的有机发光器件10的示意图。有机发光器件10包括第一电极110、有机层150和第二电极190。FIG. 1 is a schematic diagram of an organic light emitting device 10 according to an embodiment. The organic light emitting device 10 includes a first electrode 110 , an organic layer 150 and a second electrode 190 .
在下文中,将结合图1描述根据实施例的有机发光器件10的结构和制造有机发光器件10的方法。Hereinafter, a structure of an organic light emitting device 10 and a method of manufacturing the organic light emitting device 10 according to an embodiment will be described with reference to FIG. 1 .
第一电极110first electrode 110
在图1中,基底可以另外地设置在(例如,位于)第一电极110下或第二电极190上。基底可以是均具有优异的机械强度、热稳定性、透明度、表面平整度、易处理性和/或防水性的玻璃基底或塑料基底。In FIG. 1 , the substrate may be additionally disposed (eg, located) under the first electrode 110 or on the second electrode 190 . The substrate may be a glass substrate or a plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface flatness, ease of handling, and/or water resistance.
可以通过在基底上沉积或溅射用于形成第一电极110的材料来形成第一电极110。当第一电极110是阳极时,用于形成第一电极110的材料可以选自于具有高逸出功的材料以促进空穴注入。The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material used to form the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.
第一电极110可以是反射电极、半透射电极或透射电极。当第一电极110是透射电极时,用于形成第一电极110的材料可以选自于氧化铟锡(ITO)、氧化铟锌(IZO)、氧化锡(SnO2)、氧化锌(ZnO)和它们的组合,但不限于此。在各种实施例中,当第一电极110是半透射电极或反射电极时,用于形成第一电极110的材料可以选自于镁(Mg)、银(Ag)、铝(Al)、铝-锂(Al-Li)、钙(Ca)、镁-铟(Mg-In)、镁-银(Mg-Ag)和它们的组合,但不限于此。The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 can be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2 ), zinc oxide (ZnO) and Combinations of them, but not limited thereto. In various embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 can be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum - Lithium (Al-Li), Calcium (Ca), Magnesium-Indium (Mg-In), Magnesium-Silver (Mg-Ag) and combinations thereof, but not limited thereto.
第一电极110可以具有单层结构或者包括两层或更多层的多层结构。例如,第一电极110可以具有ITO/Ag/ITO的三层结构,但第一电极110的结构不限于此。The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO/Ag/ITO, but the structure of the first electrode 110 is not limited thereto.
有机层150Organic layer 150
有机层150可以设置在第一电极110上。有机层150可以包括发射层。The organic layer 150 may be disposed on the first electrode 110 . The organic layer 150 may include an emission layer.
有机层150还可以包括位于第一电极110与发射层之间的空穴传输区域和位于发射层与第二电极190之间的电子传输区域。The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .
有机层150中的空穴传输区域The hole transport region in the organic layer 150
空穴传输区域可以具有:i)单层结构,其包括包含单种材料的单个层;ii)单层结构,其包括包含多种不同材料的单个层;或者iii)多层结构,其具有包括多种不同材料的多个层。The hole transport region may have: i) a monolayer structure comprising a single layer comprising a single material; ii) a monolayer structure comprising a single layer comprising a plurality of different materials; or iii) a multilayer structure comprising Multiple layers of many different materials.
空穴传输区域可以包括从空穴注入层(HIL)、空穴传输层(HTL)、发射辅助层和电子阻挡层(EBL)中选择的至少一层。The hole transport region may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), an emission assisting layer, and an electron blocking layer (EBL).
例如,空穴传输区域可以具有:包括包含多种不同材料的单个层的单层结构或者具有空穴注入层/空穴传输层、空穴注入层/空穴传输层/发射辅助层、空穴注入层/发射辅助层、空穴传输层/发射辅助层或空穴注入层/空穴传输层/电子阻挡层的结构的多层结构,其中,对于每种结构,构成层以该陈述的次序从第一电极110顺序地堆叠,但空穴传输区域的结构不限于此。For example, the hole transport region may have a single-layer structure including a single layer containing a plurality of different materials or have a hole injection layer/hole transport layer, a hole injection layer/hole transport layer/emission assisting layer, a hole A multilayer structure of a structure of an injection layer/emission assisting layer, a hole transport layer/emission assisting layer, or a hole injection layer/hole transport layer/electron blocking layer, wherein, for each structure, the constituent layers are in the stated order It is sequentially stacked from the first electrode 110, but the structure of the hole transport region is not limited thereto.
除了由从式2-1至式2-3中选择的一个表示的第二化合物之外,空穴传输区域还可以包括从m-MTDATA、TDATA、2-TNATA、NPB(NPD)、β-NPB、TPD、螺-TPD、螺-NPB、甲基化NPB、TAPC、HMTPD、4,4',4"-三(N-咔唑基)三苯胺(TCTA)、聚苯胺/十二烷基苯磺酸(PANI/DBSA)、聚(3,4-乙撑二氧噻吩)/聚(4-苯乙烯磺酸盐)(PEDOT/PSS)、聚苯胺/樟脑磺酸(PANI/CSA)、聚苯胺/聚(4-苯乙烯磺酸盐)(PANI/PSS)、由式201表示的化合物和由式202表示的化合物中选择的至少一种:In addition to the second compound represented by one selected from Formula 2-1 to Formula 2-3, the hole transport region may also include m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB , TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline/dodecylbenzene Sulfonic acid (PANI/DBSA), poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS), polyaniline/camphorsulfonic acid (PANI/CSA), poly At least one selected from aniline/poly(4-styrenesulfonate) (PANI/PSS), a compound represented by Formula 201, and a compound represented by Formula 202:
式201Formula 201
式202Formula 202
在式201和式202中,In Equation 201 and Equation 202,
L201至L204可以均独立地选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L201 to L204 can all be independently selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene, substituted or unsubstituted C1 -C60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic groups and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic groups,
L205可以选自于*-O-*'、*-S-*'、*-N(Q201)-*'、取代的或未取代的C1-C20亚烷基、取代的或未取代的C2-C20亚烯基、取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L205 may be selected from *-O-*', *-S-*', *-N(Q201 )-*', substituted or unsubstituted C1 -C20 alkylene, substituted or unsubstituted Substituted C2 -C20 alkenylene, substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene, substituted or unsubstituted C1 -C60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,
xa1至xa4可以均独立地为选自于0至3的整数,xa1 to xa4 can all be independently selected from 0 to 3 integers,
xa5可以为选自于1至10的整数,xa5 can be an integer selected from 1 to 10,
R201至R204和Q201可以均独立地选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基和取代的或未取代的单价非芳香缩合杂多环基。R201 to R204 and Q201 can all be independently selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted Substituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C6 - C60 aryloxy, substituted or unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups and A substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.
例如,式202中的R201和R202可以可选择地经由单键、二甲基亚甲基或二苯基亚甲基彼此连接;R203和R204可以可选择地经由单键、二甲基亚甲基或二苯基亚甲基彼此连接。For example, R201 and R202 in formula 202 may be connected to each other alternatively via a single bond, dimethylmethylene or diphenylmethylene; R203 and R204 may be alternatively linked via a single bond, dimethyl The basemethylene or diphenylmethylene groups are linked to each other.
在各种实施例中,在式201和式202中,In various embodiments, in Equation 201 and Equation 202,
L201至L205可以均独立地选自于由以下基团组成的组:L201 to L205 can all be independently selected from the group consisting of the following groups:
亚苯基、亚并环戊二烯基、亚茚基、亚萘基、亚甘菊环基、亚庚搭烯基、亚引达省基、亚苊基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚并四苯基、亚苉基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚玉红省基、亚蒄基、亚卵苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基和亚吡啶基;以及Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptenylene, indacene, acenaphthylene, fluorenylene, spirodifluorenylene, Benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracene, fluoranthene, benzo[9,10]phenanthrene, pyrenylene, Base, tetraphenylene, perylene, perylene, penfenylene, hexaphenylene, pentaphenylene, rubenylene, perylene, ovylene, thiophene group, furylene group, carbazolyl group, indolylene group, isoindolylene group, benzofurylene group, benzothiophenylene group, dibenzofurylene group, dibenzothiophenylene group, phenylene group Carbazolyl, dibenzocarbazolylene, dibenzothiarolylene and pyridinylene; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、取代有C1-C10烷基的苯基、取代有-F的苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、-Si(Q31)(Q32)(Q33)和-N(Q31)(Q32)中的至少一者的亚苯基、亚并环戊二烯基、亚茚基、亚萘基、亚甘菊环基、亚庚搭烯基、亚引达省基、亚苊基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚并四苯基、亚苉基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚玉红省基、亚蒄基、亚卵苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基和亚吡啶基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1 -C10 alkyl, substituted Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, di Benzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, thienyl, furyl, carbazolyl, ind Indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, phenylene, pentalenylene, indenylene, at least one of -Si(Q31 )(Q32 )(Q33 ) and -N(Q31 )(Q32 ), Naphthylene, azulenylene, heptenylene, indacene, acenaphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, aphenarylene Alkenyl, phenanthrenylene, anthracene, fluoranthene, benzo[9,10]phenanthrene, pyrenylene, Base, tetraphenylene, perylene, perylene, penfenylene, hexaphenylene, pentaphenylene, rubenylene, perylene, ovylene, thiophene group, furylene group, carbazolyl group, indolylene group, isoindolylene group, benzofurylene group, benzothiophenylene group, dibenzofurylene group, dibenzothiophenylene group, phenylene group Carbazolyl, dibenzocarbazolylene, dibenzothiarolene and pyridinylene,
其中,Q31至Q33可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基。Wherein, Q31 to Q33 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
在各种实施例中,xa1至xa4可以均独立地为0、1或2。In various embodiments, xa1 to xa4 may each be 0, 1 or 2 independently.
在各种实施例中,xa5可以为1、2、3或4。In various embodiments, xa5 can be 1, 2, 3 or 4.
在各种实施例中,R201至R204和Q201可以均独立地选自于由以下基团组成的组:In various embodiments, R201 to R204 and Q201 may all be independently selected from the group consisting of:
苯基、联苯基、三联苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基;以及Phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzo Fluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, thienyl, furyl, carbazolyl, ind Indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl and pyridyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、取代有C1-C10烷基的苯基、取代有-F的苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、-Si(Q31)(Q32)(Q33)和-N(Q31)(Q32)中的至少一者的苯基、联苯基、三联苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1 -C10 alkyl, substituted Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, di Benzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, thienyl, furyl, carbazolyl, ind Indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, Pyridyl, phenyl, biphenyl, terphenyl, pentalene of at least one of -Si(Q31 )(Q32 )(Q33 ) and -N(Q31 )(Q32 ) yl, indenyl, naphthyl, azulenyl, heptalenyl, indacenenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl , anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, thienyl, furyl, carbazolyl, ind Indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl and pyridyl,
其中,Q31至Q33与上面描述的相同。Wherein, Q31 to Q33 are the same as described above.
在各种实施例中,从式201中的R201至R203中选择的至少一个可以均独立地选自于由以下基团组成的组:In various embodiments, at least one selected from R201 to R203 in Formula 201 may be independently selected from the group consisting of the following groups:
芴基、螺二芴基、咔唑基、二苯并呋喃基和二苯并噻吩基;以及Fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、取代有C1-C10烷基的苯基、取代有-F的苯基、萘基、芴基、螺二芴基、咔唑基、二苯并呋喃基和二苯并噻吩基中的至少一者的芴基、螺二芴基、咔唑基、二苯并呋喃基和二苯并噻吩基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1 -C10 alkyl, substituted Fluorenyl, spirobifluorenyl, carbazolyl having at least one of phenyl, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuryl and dibenzothienyl having -F , dibenzofuryl and dibenzothienyl,
但实施例不限于此。But the embodiment is not limited thereto.
在各种实施例中,在式202中,i)R201和R202可以经由单键彼此连接,并且/或者ii)R203和R204可以经由单键彼此连接。In various embodiments, in Formula 202, i) R201 and R202 may be connected to each other via a single bond, and/or ii) R203 and R204 may be connected to each other via a single bond.
在各种实施例中,从式202中的R201至R204中选择的至少一个可以选自于由以下基团组成的组:In various embodiments, at least one selected from R201 to R204 in Formula 202 may be selected from the group consisting of:
咔唑基;以及Carbazolyl; and
取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、取代有C1-C10烷基的苯基、取代有-F的苯基、萘基、芴基、螺二芴基、咔唑基、二苯并呋喃基和二苯并噻吩基中的至少一者的咔唑基,Substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 alkane Oxygen, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1 -C10 alkyl, substituted with -carbazolyl of at least one of phenyl, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuryl and dibenzothienyl of F,
但实施例不限于此。But the embodiment is not limited thereto.
由式201表示的化合物可以由式201A表示:Compounds represented by Formula 201 may be represented by Formula 201A:
式201AFormula 201A
在各种实施例中,由式201表示的化合物可以由式201A(1)表示,但不限于此:In various embodiments, compounds represented by Formula 201 may be represented by Formula 201A(1), but are not limited thereto:
式201A(1)Formula 201A(1)
在各种实施例中,由式201表示的化合物可以由式201A-1表示,但不限于此:In various embodiments, compounds represented by Formula 201 may be represented by Formula 201A-1, but are not limited thereto:
式201A-1Formula 201A-1
在各种实施例中,由式202表示的化合物可以由式202A表示:In various embodiments, the compound represented by Formula 202 can be represented by Formula 202A:
式202AFormula 202A
在各种实施例中,由式202表示的化合物可以由式202A-1表示:In various embodiments, compounds represented by Formula 202 can be represented by Formula 202A-1:
式202A-1Formula 202A-1
在式201A、式201A(1)、式201A-1、式202A和式202A-1中,In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,
L201至L203、xa1至xa3、xa5和R202至R204的描述与以上描述的那些相同,The descriptions of L201 to L203 , xa1 to xa3, xa5 and R202 to R204 are the same as those described above,
R211和R212的描述可以均独立地与结合R203提供的描述相同,The descriptions of R211 and R212 may both independently be the same as those provided in conjunction with R203 ,
R213至R217可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、联苯基、三联苯基、取代有C1-C10烷基的苯基、取代有-F的苯基、并环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、并六苯基、并五苯基、玉红省基、蒄基、卵苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基。R213 to R217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 Alkyl, C1 -C20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C1 -C10 -alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacene, acenaphthyl, fluorenyl, spirobifluorene Base, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, tetraphenyl, perylenyl, perylene, penfenyl, hexaphenyl, pentaphenyl, rubenyl, perenyl, egg phenyl, thienyl, furyl, carbazolyl, ind Indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl and pyridyl.
空穴传输区域可以包括从化合物HT1至化合物HT39中选择的至少一种化合物,但不限于此:The hole transport region may include at least one compound selected from Compound HT1 to Compound HT39, but is not limited thereto:
空穴传输区域的厚度可以在大约至大约的范围内,例如,大约至大约当空穴传输区域包括从空穴注入层和空穴传输层中选择的至少一个时,空穴注入层的厚度可以在大约至大约的范围内,例如,大约至大约空穴传输层的厚度可以在大约至大约的范围内,例如,大约至大约当空穴传输区域、空穴注入层和空穴传输层的厚度在这些范围中的任意范围内时,可以获得令人满意的(或合适的)空穴传输特性而不显著增大驱动电压。The thickness of the hole transport region can be in the order of to about within the range of, for example, approximately to about When the hole transport region includes at least one selected from the hole injection layer and the hole transport layer, the thickness of the hole injection layer may be about to about within the range of, for example, approximately to about The thickness of the hole transport layer can be around to about within the range of, for example, approximately to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within any of these ranges, satisfactory (or suitable) hole transport characteristics can be obtained without significantly increasing the driving voltage.
发射辅助层可以通过根据由发射层发射的光的波长补偿光学谐振距离来提高发光效率,电子阻挡层可以阻挡或减少来自电子传输区域的电子的流动。发射辅助层和电子阻挡层可以均独立地包括以上描述的任何材料。例如,发射辅助层可以包括由从式2-1至式2-3中选择的一个表示的第二化合物。The emission assisting layer may improve luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted from the emitting layer, and the electron blocking layer may block or reduce the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer may each independently include any of the materials described above. For example, the emission auxiliary layer may include the second compound represented by one selected from Formula 2-1 to Formula 2-3.
发射辅助层的厚度可以在大约至大约的范围内,例如,大约至大约当发射辅助层的厚度在这些范围中的任意范围内时,可以获得令人满意的(或合适的)空穴传输能力而不显著增大驱动电压。The thickness of the emission assist layer can be in the range of about to about within the range of, for example, approximately to about When the thickness of the emission-assisting layer is within any of these ranges, satisfactory (or suitable) hole transport capability can be obtained without significantly increasing the driving voltage.
p掺杂剂p dopant
除了上面描述的材料之外,空穴传输区域还可以包括用于改善导电性质的电荷产生材料。电荷产生材料可以均匀地或非均匀地分散在空穴传输区域中。In addition to the materials described above, the hole transport region may further include a charge generation material for improving conductive properties. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.
电荷产生材料可以是例如p掺杂剂。The charge generating material may be, for example, a p-dopant.
在一个实施例中,p掺杂剂的最低未占分子轨道(LUMO)能级可以为-3.5eV或更小。In one embodiment, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be -3.5 eV or less.
p掺杂剂可以包括从醌衍生物、金属氧化物和包含氰基的化合物中选择的至少一种,但实施例不限于此。The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano group-containing compounds, but the embodiment is not limited thereto.
例如,p掺杂剂可以包括从由以下化合物组成的组中选择的至少一种:For example, the p-dopant may include at least one selected from the group consisting of:
醌衍生物,诸如四氰基醌二甲烷(TCNQ)和/或2,3,5,6-四氟-7,7,8,8-四氰基醌二甲烷(F4-TCNQ);Quinone derivatives such as tetracyanoquinodimethane (TCNQ) and/or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);
金属氧化物,诸如氧化钨和/或氧化钼;metal oxides, such as tungsten oxide and/or molybdenum oxide;
1,4,5,8,9,11-六氮杂苯并菲-六腈(HAT-CN);以及1,4,5,8,9,11-Hexaazatriphenanthrene-hexanitrile (HAT-CN); and
由以下的式221表示的化合物:A compound represented by the following formula 221:
但不限于此:But not limited to:
式221Formula 221
在式221中,In Equation 221,
R221至R223可以均独立地选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基和取代的或未取代的单价非芳香缩合杂多环基,其中,从R221至R223中选择的至少一个可以具有从氰基、-F、-Cl、-Br、-I、取代有-F的C1-C20烷基、取代有-Cl的C1-C20烷基、取代有-Br的C1-C20烷基和取代有-I的C1-C20烷基中选择的至少一个取代基。R221 to R223 may all be independently selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C1 -C60 heterocyclyl Aryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein at least one selected from R221 to R223 may have a cyano group , -F, -Cl, -Br, -I, C1 -C20 alkyl substituted with -F, C1 -C20 alkyl substituted with -Cl, C1 -C20 alkyl substituted with -Br group and at least one substituent selected from C1 -C20 alkyl substituted with -I.
有机层150中的发射层The emissive layer in the organic layer 150
当有机发光器件10是全色有机发光器件时,发射层可以根据子像素而图案化为红色发射层、绿色发射层和/或蓝色发射层。在各种实施例中,发射层可以具有从红色发射层、绿色发射层和蓝色发射层中选择的两个或更多个的堆叠结构,其中,所述两个或更多个层彼此接触或彼此分离。在各种实施例中,发射层可以包括从红光发射材料、绿光发射材料和蓝光发射材料中选择的两种或更多种材料,其中,所述两种或更多种材料在单层中彼此混合以发射白光。When the organic light emitting device 10 is a full-color organic light emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and/or a blue emission layer according to sub-pixels. In various embodiments, the emission layer may have a stack structure of two or more selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other. or separated from each other. In various embodiments, the emissive layer may include two or more materials selected from red light emitting materials, green light emitting materials, and blue light emitting materials, wherein the two or more materials are combined in a single layer mixed with each other to emit white light.
发射层可以包括主体和掺杂剂。掺杂剂可以包括从磷光掺杂剂和荧光掺杂剂中选择的至少一种。The emission layer may include a host and a dopant. The dopant may include at least one selected from phosphorescent dopants and fluorescent dopants.
发射层可以包括由从式1-1和式1-2中选择的一个表示的第一化合物作为主体,并且还可以包括磷光掺杂剂作为掺杂剂,但实施例不限于此。The emission layer may include the first compound represented by one selected from Formula 1-1 and Formula 1-2 as a host, and may further include a phosphorescent dopant as a dopant, but the embodiment is not limited thereto.
基于100重量份的主体,发射层中的掺杂剂的量可以在例如大约0.01重量份至大约30重量份的范围内,但不限于此。The amount of the dopant in the emission layer may range, for example, from about 0.01 parts by weight to about 30 parts by weight based on 100 parts by weight of the host, but is not limited thereto.
发射层的厚度可以在大约至大约的范围内,例如,大约至大约当发射层的厚度在这些范围中的任意范围内时,可以获得优异的(或合适的)发光特性而不显著增大驱动电压。The thickness of the emitter layer can be in the range of approx. to about within the range of, for example, approximately to about When the thickness of the emission layer is within any of these ranges, excellent (or suitable) light emission characteristics can be obtained without significantly increasing the driving voltage.
发射层中的主体The body in the emission layer
除了由从式1-1和式1-2中选择的一个表示的第一化合物之外,主体可以包括由式301表示的化合物。The main body may include a compound represented by Formula 301 in addition to the first compound represented by one selected from Formula 1-1 and Formula 1-2.
式301Formula 301
[Ar301]xb11-[(L301)xb1-R301]xb21。[Ar301 ]xb11 -[(L301 )xb1 -R301 ]xb21 .
在式301中,In Equation 301,
Ar301可以为取代的或未取代的C5-C60碳环基或者取代的或未取代的C1-C60杂环基,Ar301 may be a substituted or unsubstituted C5 -C60 carbocyclic group or a substituted or unsubstituted C1 -C60 heterocyclic group,
xb11可以为1、2或3,xb11 can be 1, 2 or 3,
L301可以选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L301 can be selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 Cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene, substituted or unsubstituted C1 -C60 heterocyclene Aryl, substituted or unsubstituted divalent non-aromatic condensed polycyclic groups and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic groups,
xb1可以为选自于0至5的整数,xb1 can be an integer selected from 0 to 5,
R301可以选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、取代的或未取代的C1-C60烷基、取代的或未取代的C2-C60烯基、取代的或未取代的C2-C60炔基、取代的或未取代的C1-C60烷氧基、取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基、取代的或未取代的单价非芳香缩合杂多环基、-Si(Q301)(Q302)(Q303)、-N(Q301)(Q302)、-B(Q301)(Q302)、-C(=O)(Q301)、-S(=O)2(Q301)和-P(=O)(Q301)(Q302),R301 can be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, substituted or unsubstituted C1 -C60 alkyl , substituted or unsubstituted C2 -C60 alkenyl, substituted or unsubstituted C2 -C60 alkynyl, substituted or unsubstituted C1 -C60 alkoxy, substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C6 -C60 aryloxy, substituted or unsubstituted C6 -C60 arylthio, Substituted or unsubstituted C1 -C60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q301 ) (Q302 )(Q303 ), -N(Q301 )(Q302 ), -B(Q301 )(Q302 ), -C(=O)(Q301 ), -S(=O)2 ( Q301 ) and -P(=O)(Q301 )(Q302 ),
xb21可以为选自于1至5的整数,xb21 can be an integer selected from 1 to 5,
其中,Q301至Q303可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基,但实施例不限于此。Wherein, Q301 to Q303 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, but the embodiment is not limited to this.
在各种实施例中,式301中的Ar301可以选自于由以下基团组成的组:In various embodiments, Ar301 in Formula 301 can be selected from the group consisting of:
萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基、二苯并呋喃基和二苯并噻吩基;以及Naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, phenyl, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl, dibenzofuranyl and dibenzothienyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基、二苯并呋喃基和二苯并噻吩基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q31 )(Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 ) Naphthyl of at least one of (Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ), and -P(=O)(Q31 )(Q32 ) , fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, base, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl, dibenzofuranyl and dibenzothienyl,
其中,Q31至Q33可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基,但实施例不限于此。Wherein, Q31 to Q33 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, but the embodiment is not limited to this.
当式301中的xb11为二或更大时,两个或更多个Ar301可以经由单键彼此连接。When xb11 in Formula 301 is two or more, two or more Ar301 may be connected to each other via a single bond.
在各种实施例中,由式301表示的化合物可以由式301-1或式301-2表示:In various embodiments, the compound represented by Formula 301 can be represented by Formula 301-1 or Formula 301-2:
式301-1Formula 301-1
式301-2Formula 301-2
其中,在式301-1至式301-2中,Among them, in formula 301-1 to formula 301-2,
A301至A304可以均独立地选自于苯基、萘基、菲基、荧蒽基、苯并[9,10]菲基、芘基、基、吡啶基、嘧啶基、茚基、芴基、螺二芴基、苯并芴基、二苯并芴基、吲哚基、咔唑基、苯并咔唑基、二苯并咔唑基、呋喃基、苯并呋喃基、二苯并呋喃基、萘并呋喃基、苯并萘并呋喃基、二萘并呋喃基、噻吩基、苯并噻吩基、二苯并噻吩基、萘并噻吩基、苯并萘并噻吩基和二萘并噻吩基,A301 to A304 can be independently selected from phenyl, naphthyl, phenanthrenyl, fluoranthenyl, benzo [9,10] phenanthrenyl, pyrenyl, Base, pyridyl, pyrimidinyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl , furyl, benzofuryl, dibenzofuryl, naphthofuryl, benzonaphthofuryl, dinaphthofuryl, thienyl, benzothienyl, dibenzothienyl, naphthothiophene group, benzonaphthothienyl and dinaphthothienyl,
X301可以为O、S或N-[(L304)xb4-R304],X301 can be O, S or N-[(L304 )xb4- R304 ],
R311至R314可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32),R311 to R314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 Alkyl, C1 -C20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q31 )(Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ), and -P(=O)(Q31 )(Q32 ) ,
xb22和xb23可以均独立地为0、1或2,xb22 and xb23 can both be 0, 1 or 2 independently,
L301、xb1、R301和Q31至Q33的描述可以与上面描述的相同,The description of L301 , xb1 , R301 and Q31 to Q33 may be the same as described above,
L302至L304的描述可以均独立地与结合L301提供的描述相同,The description of L302 to L304 may all independently be the same as the description provided in connection with L301 ,
xb2至xb4的描述可以均独立地与结合xb1提供的描述相同,The descriptions of xb2 to xb4 may all independently be the same as those provided in conjunction with xb1,
R302至R304的描述可以均独立地与结合R301提供的描述相同。The description of R302 to R304 may all be independently the same as the description provided in connection with R301 .
例如,式301、式301-1和式301-2中的L301至L304可以均独立地选自于由以下基团组成的组:For example, L301 to L304 in Formula 301, Formula 301-1, and Formula 301-2 may all be independently selected from the group consisting of the following groups:
亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基、亚吡啶基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚噻二唑基、亚噁二唑基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚三嗪基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚咪唑并吡啶基、亚咪唑并嘧啶基和亚氮杂咔唑基;以及Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, fluoranthenylene, benzo[9, 10] Phenyl base, pyrene base, sub Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo Furyl, benzothienylene, dibenzofuryl, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothialene, pyridylene, Imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolyl, oxadiazolyl, pyrazinylene, pyrimidinylene, Pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Cinnoline, phenanthridine, acridinene, phenanthroline, phenazine, benzimidazole, isobenzothiazolyl, benzoxazolylene, isobenzo oxazolylene, triazolylene, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolylene; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基、氮杂咔唑基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基、亚吡啶基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚噻二唑基、亚噁二唑基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚三嗪基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚咪唑并吡啶基、亚咪唑并嘧啶基和亚氮杂咔唑基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole Base, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q31 )(Q32 )(Q33 ), -N (Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ) and -P(=O)( Q31 ) (Q32 ) at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrenylene group, Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo Furyl, benzothienylene, dibenzofuryl, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothialene, pyridylene, Imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolyl, oxadiazolyl, pyrazinylene, pyrimidinylene, Pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Cinnoline, phenanthridine, acridinene, phenanthroline, phenazine, benzimidazole, isobenzothiazolyl, benzoxazolylene, isobenzo Oxazolyl, triazolylene, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolylene,
其中,Q31至Q33与上面描述的相同。Wherein, Q31 to Q33 are the same as described above.
在各种实施例中,式301、式301-1和式301-2中的R301至R304可以均独立地选自于由以下基团组成的组:In various embodiments, R301 to R304 in Formula 301, Formula 301-1, and Formula 301-2 may all be independently selected from the group consisting of the following groups:
苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基;以及Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10] Fiji, Pyrene, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole , isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基、氮杂咔唑基、-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole Base, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q31 )(Q32 )(Q33 ), -N (Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S(=O)2 (Q31 ) and -P(=O)( Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene of at least one of Q31 ) (Q32 ) base, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole Base, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl,
其中,Q31至Q33与上面描述的相同。Wherein, Q31 to Q33 are the same as described above.
在各种实施例中,主体可以包括碱土金属配合物。例如,主体可以选自于Be配合物(例如,化合物H55)、Mg配合物和Zn配合物。In various embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from Be complexes (eg, compound H55), Mg complexes, and Zn complexes.
主体可以包括从9,10-二(2-萘基)蒽(ADN)、2-甲基-9,10-双(萘-2-基)蒽(MADN)、9,10-二-(2-萘基)-2-叔丁基-蒽(TBADN)、4,4′-双(N-咔唑基)-1,1′-联苯(CBP)、1,3-二-9-咔唑基苯(mCP)、1,3,5-三(咔唑-9-基)苯(TCP)和化合物H1至化合物H55中选择的至少一种,但不限于此:Hosts can include from 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-bis-(2 -naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carba Azolylbenzene (mCP), 1,3,5-tris(carbazol-9-yl)benzene (TCP) and at least one selected from Compound H1 to Compound H55, but not limited thereto:
有机层150中的发射层中包括的磷光掺杂剂The phosphorescent dopant included in the emission layer in the organic layer 150
磷光掺杂剂可以包括由以下的式401表示的有机金属配合物:The phosphorescent dopant may include an organometallic complex represented by Formula 401 below:
式401Formula 401
M(L401)xc1(L402)xc2M(L401 )xc1 (L402 )xc2
式402Formula 402
在式401和式402中,In Equation 401 and Equation 402,
M可以选自于铱(Ir)、铂(Pt)、钯(Pd)、锇(Os)、钛(Ti)、锆(Zr)、铪(Hf)、铕(Eu)、铽(Tb)、铑(Rh)和铥(Tm),M can be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), Rhodium (Rh) and Thulium (Tm),
L401可以选自于由式402表示的配体,xc1可以为1、2或3,其中,当xc1为二或更大时,两个或更多个L401可以彼此相同或彼此不同,L401 can be selected from ligands represented by formula 402, xc1 can be 1, 2 or 3, wherein, when xc1 is two or greater, two or more L401 can be the same or different from each other,
L402可以为有机配体,xc2可以为选自于0至4的整数,其中,当xc2为二或更大时,两个或更多个L402可以彼此相同或彼此不同,L402 can be an organic ligand, xc2 can be an integer selected from 0 to 4, wherein, when xc2 is two or more, two or more L402 can be the same or different from each other,
X401至X404可以均独立地为氮或碳,X401 to X404 can all be independently nitrogen or carbon,
X401和X403可以经由单键或双键彼此连接,X402和X404可以经由单键或双键彼此连接,X401 and X403 may be connected to each other via a single bond or a double bond, X402 and X404 may be connected to each other via a single bond or a double bond,
A401和A402可以均独立地为C5-C60碳环基或C1-C60杂环基,A401 and A402 can be independently C5 -C60 carbocyclyl or C1 -C60 heterocyclyl,
X405可以为单键、*-O-*'、*-S-*'、*-C(=O)-*'、*-N(Q411)-*'、*-C(Q411)(Q412)-*'、*-C(Q411)=C(Q412)-*'、*-C(Q411)=*'或*=C=*',其中,Q411和Q412可以均独立地为氢、氘、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基或萘基,X405 can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q411 )-*', *-C(Q411 ) (Q412 )-*', *-C(Q411 )=C(Q412 )-*', *-C(Q411 )=*' or *=C=*', wherein, Q411 and Q412 may be independently hydrogen, deuterium, C1 -C20 alkyl, C1 -C20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,
X406可以为单键、O或S,X406 can be a single bond, O or S,
R401和R402可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、取代的或未取代的C1-C20烷基、取代的或未取代的C1-C20烷氧基、取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基、取代的或未取代的单价非芳香缩合杂多环基、-Si(Q401)(Q402)(Q403)、-N(Q401)(Q402)、-B(Q401)(Q402)、-C(=O)(Q401)、-S(=O)2(Q401)和-P(=O)(Q401)(Q402),其中,Q401至Q403可以均独立地选自于C1-C10烷基、C1-C10烷氧基、C6-C20芳基和C1-C20杂芳基,R401 and R402 can each be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, substituted or unsubstituted C1 -C20 alkyl, substituted or unsubstituted C1 -C20 alkoxy, substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 Heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, Substituted or unsubstituted C6 -C60 aryloxy, substituted or unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted Monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q401 )(Q402 )(Q403 ), -N(Q401 )(Q402 ), -B(Q401 )(Q402 ), -C(=O)(Q401 ), -S(=O)2 (Q401 ), and -P(=O)(Q401 )(Q402 ), wherein , Q401 to Q403 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, C6 -C20 aryl and C1 -C20 heteroaryl,
xc11和xc12可以均独立地为选自于0至10的整数,xc11 and xc12 can each be independently an integer selected from 0 to 10,
式402中的*和*'均独立地指与式401中的M的结合位。Both * and *' in Formula 402 independently refer to the binding site with M in Formula 401.
在各种实施例中,式402中的A401和A402可以均独立地选自于苯基、萘基、芴基、螺二芴基、茚基、吡咯基、噻吩基、呋喃基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、吡啶基、吡嗪基、嘧啶基、哒嗪基、喹啉基、异喹啉基、苯并喹啉基、喹喔啉基、喹唑啉基、咔唑基、苯并咪唑基、苯并呋喃基、苯并噻吩基、异苯并噻吩基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、噁二唑基、三嗪基、二苯并呋喃基和二苯并噻吩基。In various embodiments, A401 and A402 in formula 402 can be independently selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, indenyl, pyrrolyl, thienyl, furyl, imidazole Base, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolyl, benzoquinolyl , quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuryl, benzothienyl, isobenzothienyl, benzoxazolyl, isobenzoxazolyl, three Azolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl and dibenzothienyl.
在各种实施例中,在式402中,i)X401可以为氮,X402可以为碳,或者ii)X401和X402可以都为氮。In various embodiments, in Formula 402, i) X401 can be nitrogen and X402 can be carbon, or ii) X401 and X402 can both be nitrogen.
在各种实施例中,式402中的R401和R402可以均独立地选自于由以下基团组成的组:In various embodiments, R401 and R402 in formula 402 can be independently selected from the group consisting of the following groups:
氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基和C1-C20烷氧基;hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl and C1 -C20 alkoxy;
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、苯基、萘基、环戊基、环己基、金刚烷基、降冰片烷基和降冰片烯基中的至少一者的C1-C20烷基和C1-C20烷氧基;Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, C1 -C20 alkyl and C1 -C20 alkoxy of at least one of adamantyl, norbornyl and norbornenyl;
环戊基、环己基、金刚烷基、降冰片烷基、降冰片烯基、苯基、联苯基、三联苯基、萘基、芴基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、咔唑基、二苯并呋喃基和二苯并噻吩基;Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazine Base, triazinyl, quinolinyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothienyl;
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、金刚烷基、降冰片烷基、降冰片烯基、苯基、联苯基、三联苯基、萘基、芴基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、咔唑基、二苯并呋喃基和二苯并噻吩基中的至少一者的环戊基、环己基、金刚烷基、降冰片烷基、降冰片烯基、苯基、联苯基、三联苯基、萘基、芴基、吡啶基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、喹喔啉基、喹唑啉基、咔唑基、二苯并呋喃基和二苯并噻吩基;以及Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidine At least one of pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothienyl Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazine group, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothienyl; and
-Si(Q401)(Q402)(Q403)、-N(Q401)(Q402)、-B(Q401)(Q402)、-C(=O)(Q401)、-S(=O)2(Q401)和-P(=O)(Q401)(Q402),-Si(Q401 )(Q402 )(Q403 ), -N(Q401 )(Q402 ), -B(Q401 )(Q402 ), -C(=O)(Q401 ), -S (=O)2 (Q401 ) and -P(=O)(Q401 )(Q402 ),
其中,Q401至Q403可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基和萘基,但实施例不限于此。Wherein, Q401 to Q403 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl and naphthyl, but the embodiment is not limited thereto.
在各种实施例中,当式401中的xc1为二或更大时,从两个或更多个L401中选择的两个A401可以经由连接基X407可选择地彼此连接,和/或两个A402可以经由连接基X408可选择地彼此连接(例如,见下面的化合物PD1至化合物PD4和化合物PD7)。X407和X408可以均独立地为单键、*-O-*'、*-S-*'、*-C(=O)-*'、*-N(Q413)-*'、*-C(Q413)(Q414)-*'或*-C(Q413)=C(Q414)-*'(其中,Q413和Q414可以均独立地为氢、氘、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基或萘基),但实施例不限于此。In various embodiments, when x in formula 401 is two or greater, two A401 selected from two or more L401 may be optionally connected to each other via linker X407 , and/ Or two A402 can be optionally linked to each other via a linker X408 (eg, see Compound PD1 to Compound PD4 and Compound PD7 below). X407 and X408 can all be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q413 )-*', * -C(Q413 )(Q414 )-*' or *-C(Q413 )=C(Q414 )-*' (wherein, Q413 and Q414 can be independently hydrogen, deuterium, C1 - C20 alkyl, C1 -C20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but the embodiment is not limited thereto.
式401中的L402可以是任何合适的单价有机配体、二价有机配体或三价有机配体。例如,L402可以选自于卤素配体、二酮配体(例如,乙酰丙酮)、羧酸配体(例如,吡啶甲酸)、-C(=O)、异腈、-CN和磷配体(例如,膦和/或亚磷酸盐),但不限于此。L402 in formula 401 can be any suitable monovalent organic ligand, divalent organic ligand or trivalent organic ligand. For example,L402 can be selected from halogen ligands, diketone ligands (e.g., acetylacetone), carboxylic acid ligands (e.g., picolinic acid), -C(=O), isonitrile, -CN, and phosphorus ligands (eg, phosphine and/or phosphite), but not limited thereto.
在各种实施例中,磷光掺杂剂可以选自于例如化合物PD1至化合物PD27,但不限于此:In various embodiments, the phosphorescent dopant can be selected from, for example, compound PD1 to compound PD27, but not limited thereto:
发射层中的荧光掺杂剂Fluorescent dopants in the emissive layer
荧光掺杂剂可以包括芳基胺化合物或苯乙烯基胺化合物。The fluorescent dopant may include an arylamine compound or a styrylamine compound.
在一些实施例中,荧光掺杂剂可以包括由式501表示的化合物。In some embodiments, the fluorescent dopant may include a compound represented by Formula 501.
式501Formula 501
在式501中,In Equation 501,
Ar501可以为取代的或未取代的C5-C60碳环基或者取代的或未取代的C1-C60杂环基,Ar501 can be a substituted or unsubstituted C5 -C60 carbocyclic group or a substituted or unsubstituted C1 -C60 heterocyclic group,
L501至L503可以均独立地选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L501 to L503 can all be independently selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene, substituted or unsubstituted C1 -C60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic groups and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic groups,
xd1至xd3可以均独立地为选自于0至3的整数,xd1 to xd3 can all be independently selected from 0 to 3 integers,
R501和R502可以均独立地选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基和取代的或未取代的单价非芳香缩合杂多环基,R501 and R502 can both be independently selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkenyl, substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C6 -C60 aryl Oxygen, substituted or unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups and substituted or Unsubstituted monovalent non-aromatic condensed heteropolycyclic groups,
xd4可以为选自于1至6的整数。xd4 may be an integer selected from 1 to 6.
在各种实施例中,式501中的Ar501可以选自于由以下基团组成的组:In various embodiments, Ar501 in Formula 501 can be selected from the group consisting of:
萘基、庚搭烯基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基和茚并菲基;以及Naphthyl, heptalenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthene, benzo[9,10]phenanthrenyl base, pyrenyl, phenyl, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl, and indenphenanthryl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基和萘基中的至少一者的萘基、庚搭烯基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基和茚并菲基。Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Naphthyl, heptalenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, at least one of alkoxy, phenyl, biphenyl, terphenyl and naphthyl, Phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl and indenphenanthrenyl.
在各种实施例中,式501中的L501至L503可以均独立地选自于由以下基团组成的组:In various embodiments, L501 to L503 in Formula 501 can all be independently selected from the group consisting of the following groups:
亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基和亚吡啶基;以及Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, fluoranthenylene, benzo[9, 10] Phenyl base, pyrene base, sub Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo furyl, benzothienylene, dibenzofuryl, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothialylene and pyridylene; as well as
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基中的至少一者的亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基和亚吡啶基。Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl phenylene, naphthylene, fluorenylene, Spirobisfluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrene, pyrenylene, Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo furyl group, benzothienylene group, dibenzofurylylene group, dibenzothienylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzothienylene group, and pyridylene group.
在各种实施例中,式501中的R501和R502可以均独立地选自于由以下基团组成的组:In various embodiments, R501 and R502 in Formula 501 can be independently selected from the group consisting of the following groups:
苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基;以及Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10] Fickey, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl Furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl and pyridyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基和-Si(Q31)(Q32)(Q33)中的至少一者的苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基和吡啶基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl At least one of furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl and -Si(Q31 )(Q32 )(Q33 ) One of the phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9 ,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl Furanyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiarolyl and pyridyl,
其中,Q31至Q33可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基。Wherein, Q31 to Q33 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
在各种实施例中,式501中的xd4可以为2,但不限于此。In various embodiments, xd4 in formula 501 may be 2, but is not limited thereto.
例如,荧光掺杂剂可以选自于化合物FD1至化合物FD22:For example, fluorescent dopant can be selected from compound FD1 to compound FD22:
在各种实施例中,荧光掺杂剂可以选自于以下所示出的化合物,但不限于此:In various embodiments, the fluorescent dopant can be selected from the compounds shown below, but not limited thereto:
有机层150中的电子传输区域The electron transport region in the organic layer 150
电子传输区域可以具有:i)单层结构,其包括包含单种材料的单个层;ii)单层结构,其包括包含多种不同材料的单个层;或者iii)多层结构,其具有包括多种不同材料的多个层。The electron transport region may have: i) a monolayer structure comprising a single layer comprising a single material; ii) a monolayer structure comprising a single layer comprising a plurality of different materials; or iii) a multilayer structure comprising a multilayer structure comprising Multiple layers of different materials.
电子传输区域可以包括从缓冲层、空穴阻挡层(HBL)、电子控制层、电子传输层(ETL)和电子注入层(EIL)中选择的至少一个,但不限于此。The electron transport region may include at least one selected from a buffer layer, a hole blocking layer (HBL), an electron control layer, an electron transport layer (ETL), and an electron injection layer (EIL), but is not limited thereto.
例如,电子传输区域可以具有电子传输层/电子注入层的结构、空穴阻挡层/电子传输层/电子注入层的结构、电子控制层/电子传输层/电子注入层的结构或者缓冲层/电子传输层/电子注入层的结构,其中,在这些结构的每个中,构成层以该陈述的次序从发射层顺序地堆叠。然而,电子传输层的结构不限于此。For example, the electron transport region may have a structure of electron transport layer/electron injection layer, a structure of hole blocking layer/electron transport layer/electron injection layer, a structure of electron control layer/electron transport layer/electron injection layer, or a buffer layer/electron injection layer. A transport layer/electron injection layer structure in which, in each of these structures, the constituent layers are sequentially stacked in this stated order from the emission layer. However, the structure of the electron transport layer is not limited thereto.
电子传输区域(例如,电子传输区域中的缓冲层、空穴阻挡层、电子控制层和/或电子传输层)可以包括包含至少一个贫π电子的含氮环(πelectron-depleted nitrogen-containing ring,或π电子耗尽的含氮环)的无金属化合物。The electron-transporting region (for example, a buffer layer, a hole-blocking layer, an electron-controlling layer, and/or an electron-transporting layer in the electron-transporting region) may comprise a nitrogen-containing ring (π-electron-depleted nitrogen-containing ring, or π-electron-depleted nitrogen-containing rings) metal-free compounds.
如这里使用的,“贫π电子的含氮环”可以指具有至少一个*-N=*'部分作为成环部分的C1-C60杂环基。As used herein, the "π-electron-poor nitrogen-containing ring" may refer to a C1 -C60 heterocyclic group having at least one *-N=*' moiety as a ring-forming portion.
例如,“贫π电子的含氮环”可以是i)具有至少一个*-N=*'部分的5元至7元杂单环基团、ii)均具有至少一个*-N=*'部分的两个或更多个5元至7元杂单环基团彼此缩合(例如,稠合)的杂多环基团或者iii)从均具有至少一个*-N=*'部分的5元至7元杂单环基团中选择的至少一个与至少一个C5-C60碳环基缩合(例如,稠合)的杂多环基团。For example, the "π-electron-poor nitrogen-containing ring" may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) each having at least one *-N=*' moiety A heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups are condensed (eg, fused) with each other or iii) a group from 5- to 7-membered heterocyclic groups each having at least one *-N=*' moiety A heteropolycyclic group in which at least one selected from the 7-membered heteromonocyclic group is condensed (eg, fused) with at least one C5 -C60 carbocyclic group.
贫π电子的含氮环的示例包括咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、吡啶基、吡嗪基、嘧啶基、哒嗪基、吲唑基、嘌呤基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、噁二唑基、三嗪基、噻二唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基,但不限于此。Examples of π-electron-poor nitrogen-containing rings include imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl , Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridine, acridinyl, phenanthrene Porrenyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiazolyl Oxadiazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl, but not limited thereto.
例如,电子传输区域可以包括由式601表示的化合物:For example, the electron transport region can include a compound represented by Formula 601:
式601Formula 601
[Ar601]xe11-[(L601)xe1-R601]xe21。[Ar601 ]xe11 -[(L601 )xe1 -R601 ]xe21 .
在式601中,In Equation 601,
Ar601可以为取代的或未取代的C5-C60碳环基或者取代的或未取代的C1-C60杂环基,Ar601 can be a substituted or unsubstituted C5 -C60 carbocyclic group or a substituted or unsubstituted C1 -C60 heterocyclic group,
xe11可以为1、2或3,xe11 can be 1, 2 or 3,
L601可以选自于取代的或未取代的C3-C10亚环烷基、取代的或未取代的C1-C10亚杂环烷基、取代的或未取代的C3-C10亚环烯基、取代的或未取代的C1-C10亚杂环烯基、取代的或未取代的C6-C60亚芳基、取代的或未取代的C1-C60亚杂芳基、取代的或未取代的二价非芳香缩合多环基和取代的或未取代的二价非芳香缩合杂多环基,L601 can be selected from substituted or unsubstituted C3 -C10 cycloalkylene, substituted or unsubstituted C1 -C10 heterocycloalkylene, substituted or unsubstituted C3 -C10 Cycloalkenylene, substituted or unsubstituted C1 -C10 heterocycloalkenylene, substituted or unsubstituted C6 -C60 arylene, substituted or unsubstituted C1 -C60 heterocyclene Aryl, substituted or unsubstituted divalent non-aromatic condensed polycyclic groups and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic groups,
xe1可以为选自于0至5的整数,xe1 can be an integer selected from 0 to 5,
R601可以选自于取代的或未取代的C3-C10环烷基、取代的或未取代的C1-C10杂环烷基、取代的或未取代的C3-C10环烯基、取代的或未取代的C1-C10杂环烯基、取代的或未取代的C6-C60芳基、取代的或未取代的C6-C60芳氧基、取代的或未取代的C6-C60芳硫基、取代的或未取代的C1-C60杂芳基、取代的或未取代的单价非芳香缩合多环基、取代的或未取代的单价非芳香缩合杂多环基、-Si(Q601)(Q602)(Q603)、-C(=O)(Q601)、-S(=O)2(Q601)和-P(=O)(Q601)(Q602),R601 can be selected from substituted or unsubstituted C3 -C10 cycloalkyl, substituted or unsubstituted C1 -C10 heterocycloalkyl, substituted or unsubstituted C3 -C10 cycloalkene substituted or unsubstituted C1 -C10 heterocycloalkenyl, substituted or unsubstituted C6 -C60 aryl, substituted or unsubstituted C6 -C60 aryloxy, substituted or Unsubstituted C6 -C60 arylthio, substituted or unsubstituted C1 -C60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic Condensed heteropolycyclic group, -Si(Q601 )(Q602 )(Q603 ), -C(=O)(Q601 ), -S(=O)2 (Q601 ) and -P(=O) (Q601 )(Q602 ),
其中,Q601至Q603可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基,Wherein, Q601 to Q603 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl,
xe21可以为选自于1至5的整数。xe21 may be an integer selected from 1 to 5.
在各种实施例中,xe11个数的Ar601和/或xe21个数的R601可以包括如上面描述的贫π电子的含氮环。In various embodiments, the xe11 number of Ar601 and/or the xe21 number of R601 may comprise a π-electron-poor nitrogen-containing ring as described above.
在各种实施例中,式601中的环Ar601可以选自于由以下基团组成的组:In various embodiments, Ring Ar601 in Formula 601 can be selected from the group consisting of:
苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基、二苯并呋喃基、二苯并噻吩基、咔唑基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、吡啶基、吡嗪基、嘧啶基、哒嗪基、吲唑基、嘌呤基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、噁二唑基、三嗪基、噻二唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基;以及Phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, Naphthalene, Perylenyl, Perylenyl, Penfenyl, Indenanthracenyl, Dibenzofuryl, Dibenzothienyl, Carbazolyl, Imidazolyl, Pyrazolyl, Thiazolyl, Isothiazole Base, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolinyl, isoquinolyl, benzoquinolyl, phthalazinyl , naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxa Azolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、-Si(Q31)(Q32)(Q33)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32)中的至少一者的苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基、二苯并呋喃基、二苯并噻吩基、咔唑基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、吡啶基、吡嗪基、嘧啶基、哒嗪基、吲唑基、嘌呤基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、噁二唑基、三嗪基、噻二唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q31 )(Q32 )(Q33 ), -S(=O)2 (Q31 ) and -P(=O )(Q31 )(Q32 ) at least one of phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl , fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, Naphthalene, Perylenyl, Perylenyl, Penfenyl, Indenanthracenyl, Dibenzofuryl, Dibenzothienyl, Carbazolyl, Imidazolyl, Pyrazolyl, Thiazolyl, Isothiazole Base, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolinyl, isoquinolyl, benzoquinolyl, phthalazinyl , naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxa Azolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl,
其中,Q31至Q33可以均独立地选自于C1-C10烷基、C1-C10烷氧基、苯基、联苯基、三联苯基和萘基。Wherein, Q31 to Q33 can be independently selected from C1 -C10 alkyl, C1 -C10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
当式601中的xe11为二或更大时,两个或更多个Ar601可以经由单键彼此连接。When xe11 in Formula 601 is two or more, two or more Ar601 may be connected to each other via a single bond.
在各种实施例中,式601中的Ar601可以为蒽基。In various embodiments, Ar601 in Formula 601 can be anthracenyl.
在各种实施例中,由式601表示的化合物可以由式601-1表示:In various embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:
式601-1Formula 601-1
在式601-1中,In Equation 601-1,
X614可以为N或C(R614),X615可以为N或C(R615),X616可以为N或C(R616),从X614至X616中选择的至少一个可以为N,X614 may be N or C (R614 ), X615 may be N or C (R615 ), X616 may be N or C (R616 ), and at least one selected from X614 to X616 may be N ,
L611至L613的描述可以均独立地与结合L601提供的描述基本上相同,The descriptions of L611 to L613 may each independently be substantially the same as the description provided in connection with L601 ,
xe611至xe613的描述可以均独立地与结合xe1提供的描述基本上相同,The descriptions of xe611 to xe613 may each independently be substantially the same as the description provided in connection with xe1,
R611至R613的描述可以均通过参照R601的描述来独立地理解,The description of R611 to R613 can all be understood independently by referring to the description of R601 ,
R614至R616可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基和萘基。R614 to R616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 Alkyl, C1 -C20 alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
在各种实施例中,式601和式601-1中的L601和L611至L613可以均独立地选自于由以下基团组成的组:In various embodiments, L601 and L611 to L613 in Formula 601 and Formula 601-1 may be independently selected from the group consisting of the following groups:
亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基、亚吡啶基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚噻二唑基、亚噁二唑基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚三嗪基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚咪唑并吡啶基、亚咪唑并嘧啶基和亚氮杂咔唑基;以及Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, fluoranthenylene, benzo[9, 10] Phenyl base, pyrene base, sub Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo Furyl, benzothienylene, dibenzofuryl, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothialene, pyridylene, Imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolyl, oxadiazolyl, pyrazinylene, pyrimidinylene, Pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Cinnoline, phenanthridine, acridinene, phenanthroline, phenazine, benzimidazole, isobenzothiazolyl, benzoxazolylene, isobenzo oxazolylene, triazolylene, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolylene; and
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基中的至少一者的亚苯基、亚萘基、亚芴基、亚螺二芴基、亚苯并芴基、亚二苯并芴基、亚菲基、亚蒽基、亚荧蒽基、亚苯并[9,10]菲基、亚芘基、亚基、亚苝基、亚戊芬基、亚并六苯基、亚并五苯基、亚噻吩基、亚呋喃基、亚咔唑基、亚吲哚基、亚异吲哚基、亚苯并呋喃基、亚苯并噻吩基、亚二苯并呋喃基、亚二苯并噻吩基、亚苯并咔唑基、亚二苯并咔唑基、亚二苯并噻咯基、亚吡啶基、亚咪唑基、亚吡唑基、亚噻唑基、亚异噻唑基、亚噁唑基、亚异噁唑基、亚噻二唑基、亚噁二唑基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚三嗪基、亚喹啉基、亚异喹啉基、亚苯并喹啉基、亚酞嗪基、亚萘啶基、亚喹喔啉基、亚喹唑啉基、亚噌啉基、亚菲啶基、亚吖啶基、亚菲咯啉基、亚吩嗪基、亚苯并咪唑基、亚异苯并噻唑基、亚苯并噁唑基、亚异苯并噁唑基、亚三唑基、亚四唑基、亚咪唑并吡啶基、亚咪唑并嘧啶基和亚氮杂咔唑基,Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole phenylene, naphthylene, fluorenylene, Spirobisfluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrene, pyrenylene, Base, perylene, penfenylene, hexaphenylene, pentaphenylene, thienylene, furylene, carbazolyl, indolylene, isoindolylene, benzo Furyl, benzothienylene, dibenzofuryl, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothialene, pyridylene, Imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolyl, oxadiazolyl, pyrazinylene, pyrimidinylene, Pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Cinnoline, phenanthridine, acridinene, phenanthroline, phenazine, benzimidazole, isobenzothiazolyl, benzoxazolylene, isobenzo Oxazolyl, triazolylene, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolylene,
但实施例不限于此。But the embodiment is not limited thereto.
在各种实施例中,式601和式601-1中的xe1和xe611至xe613可以均独立地为0、1或2。In various embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may be 0, 1 or 2 independently.
在各种实施例中,式601和式601-1中的R601和R611至R613可以均独立地选自于由以下基团组成的组:In various embodiments, R601 and R611 to R613 in Formula 601 and Formula 601-1 may be independently selected from the group consisting of the following groups:
苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基;Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10] Fickey, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole Base, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl;
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基中的至少一者的苯基、联苯基、三联苯基、萘基、芴基、螺二芴基、苯并芴基、二苯并芴基、菲基、蒽基、荧蒽基、苯并[9,10]菲基、芘基、基、苝基、戊芬基、并六苯基、并五苯基、噻吩基、呋喃基、咔唑基、吲哚基、异吲哚基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、苯并咔唑基、二苯并咔唑基、二苯并噻咯基、吡啶基、咪唑基、吡唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、噻二唑基、噁二唑基、吡嗪基、嘧啶基、哒嗪基、三嗪基、喹啉基、异喹啉基、苯并喹啉基、酞嗪基、萘啶基、喹喔啉基、喹唑啉基、噌啉基、菲啶基、吖啶基、菲咯啉基、吩嗪基、苯并咪唑基、异苯并噻唑基、苯并噁唑基、异苯并噁唑基、三唑基、四唑基、咪唑并吡啶基、咪唑并嘧啶基和氮杂咔唑基;以及Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C20 alkyl, C1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[ 9,10] phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole phenyl group, biphenyl group, terphenyl group, naphthalene Base, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Base, perylene, pentafenyl, hexaphenyl, pentaphenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, diphenyl And furyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothialyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl , isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole, isobenzothiazolyl, benzoxazole , isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl and azacarbazolyl; and
-S(=O)2(Q601)和-P(=O)(Q601)(Q602),-S(=O)2 (Q601 ) and -P(=O)(Q601 )(Q602 ),
其中,Q601和Q602与上面描述的相同。Wherein, Q601 and Q602 are the same as those described above.
电子传输区域可以包括从化合物ET1至化合物ET36中选择的至少一种化合物,但不限于此:The electron transport region may include at least one compound selected from Compound ET1 to Compound ET36, but is not limited thereto:
在各种实施例中,电子传输区域可以包括从2,9-二甲基-4,7-二苯基-1,10-菲咯啉(BCP)、4,7-二苯基-1,10-菲咯啉(Bphen)、Alq3、BAlq、3-(联苯-4-基)-5-(4-叔丁基苯基)-4-苯基-4H-1,2,4-三唑(TAZ)和NTAZ中选择的至少一种化合物。In various embodiments, the electron transport region can comprise from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1, 10-phenanthroline (Bphen), Alq3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4- At least one compound selected from triazole (TAZ) and NTAZ.
缓冲层、空穴阻挡层和电子控制层的厚度可以均独立地在大约至大约的范围内,例如,大约至大约当缓冲层、空穴阻挡层和电子控制层的厚度在这些范围中的任意范围内时,电子传输区域可以具有优异的(例如,合适的)空穴阻挡特性或电子控制特性而不显著增大驱动电压。The thicknesses of the buffer layer, the hole blocking layer and the electron control layer can all be independently in the range of about to about within the range of, for example, approximately to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within any of these ranges, the electron transport region can have excellent (for example, suitable) hole blocking properties or electron control properties without significantly increasing driving voltage.
电子传输层的厚度可以在大约至大约的范围内,例如,大约至大约当电子传输层的厚度在以上描述范围中的任意范围内时,电子传输层可以具有令人满意的(例如,合适的)电子传输特性而不显著增大驱动电压。The thickness of the electron transport layer can be around to about within the range of, for example, approximately to about When the thickness of the electron transport layer is within any of the ranges described above, the electron transport layer may have satisfactory (eg, suitable) electron transport characteristics without significantly increasing the driving voltage.
除了以上描述的材料之外,电子传输区域(例如,电子传输区域中的电子传输层)还可以包括含金属材料。In addition to the materials described above, the electron transport region (eg, the electron transport layer in the electron transport region) may also include metal-containing materials.
含金属材料可以包括从碱金属配合物和碱土金属配合物中选择的至少一种。碱金属配合物可以包括从Li离子、Na离子、K离子、Rb离子和Cs离子中选择的金属离子;碱土金属配合物可以包括从Be离子、Mg离子、Ca离子、Sr离子和Ba离子中选择的金属离子。与碱金属配合物和碱土金属配合物的金属离子配位的配体可以均独立地选自于羟基喹啉、羟基异喹啉、羟基苯并喹啉、羟基吖啶、羟基菲啶、羟基苯基噁唑、羟基苯基噻唑、羟基二苯基噁二唑、羟基二苯基噻二唑、羟基苯基吡啶、羟基苯基苯并咪唑、羟基苯基苯并噻唑、联吡啶、菲咯啉和环戊二烯,但不限于此。The metal-containing material may include at least one selected from alkali metal complexes and alkaline earth metal complexes. Alkali metal complexes can include metal ions selected from Li ions, Na ions, K ions, Rb ions, and Cs ions; alkaline earth metal complexes can include metal ions selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. of metal ions. The ligands coordinated with the metal ions of the alkali metal complexes and alkaline earth metal complexes can be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxybenzene Oxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but not limited thereto.
例如,含金属材料可以包括Li配合物。Li配合物可以包括例如化合物ET-D1(羟基喹啉锂,LiQ)和/或化合物ET-D2:For example, metal-containing materials may include Li complexes. Li complexes can include, for example, compound ET-D1 (lithium quinolate, LiQ) and/or compound ET-D2:
电子传输区域可以包括促进电子从第二电极190注入的电子注入层。电子注入层可以直接接触第二电极190。The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 190 . The electron injection layer may directly contact the second electrode 190 .
电子注入层可以具有:i)单层结构,其包括包含单种材料的单个层;ii)单层结构,其包括包含多种不同材料的单个层;或者iii)多层结构,其具有包括多种不同材料的多个层。The electron injection layer may have: i) a single layer structure comprising a single layer comprising a single material; ii) a single layer structure comprising a single layer comprising a plurality of different materials; or iii) a multilayer structure comprising a multilayer structure comprising Multiple layers of different materials.
电子注入层可以包括碱金属、碱土金属、稀土金属、碱金属化合物、碱土金属化合物、稀土金属化合物、碱金属配合物、碱土金属配合物、稀土金属配合物或它们的组合。The electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or combinations thereof.
碱金属可以选自于Li、Na、K、Rb和Cs。在各种实施例中,碱金属可以为Li、Na或Cs。在各种实施例中,碱金属可以为Li或Cs,但不限于此。Alkali metals may be selected from Li, Na, K, Rb and Cs. In various embodiments, the alkali metal can be Li, Na or Cs. In various embodiments, the alkali metal may be Li or Cs, but is not limited thereto.
碱土金属可以选自于Mg、Ca、Sr和Ba。Alkaline earth metals may be selected from Mg, Ca, Sr and Ba.
稀土金属可以选自于Sc、Y、Ce、Tb、Yb、Gd和Tb。Rare earth metals may be selected from Sc, Y, Ce, Tb, Yb, Gd and Tb.
碱金属化合物、碱土金属化合物和稀土金属化合物可以分别选自于碱金属、碱土金属和稀土金属的氧化物和卤化物(例如,氟化物、氯化物、溴化物和/或碘化物)。The alkali metal compound, alkaline earth metal compound and rare earth metal compound may be selected from oxides and halides (eg, fluoride, chloride, bromide and/or iodide) of alkali metal, alkaline earth metal and rare earth metal, respectively.
碱金属化合物可以选自于诸如Li2O、Cs2O和/或K2O的碱金属氧化物、诸如LiF、NaF、CsF、KF、LiI、NaI、CsI和/或KI的碱金属卤化物。在各种实施例中,碱金属化合物可以选自于LiF、Li2O、NaF、LiI、NaI、CsI和KI,但不限于此。The alkali metal compound may be selected from alkali metal oxides such asLi2O ,Cs2O and/or K2O, alkali metal halides such as LiF,NaF , CsF, KF, LiI, NaI, CsI and/or KI . In various embodiments, the alkali metal compound may be selected from LiF, Li2 O, NaF, LiI, NaI, CsI, and KI, but is not limited thereto.
碱土金属化合物可以选自于诸如BaO、SrO、CaO、BaxSr1-xO(0<x<1)、BaxCa1-xO(0<x<1)的碱土金属化合物。在各种实施例中,碱土金属化合物可以选自于BaO、SrO和CaO,但不限于此。The alkaline earth metal compound may be selected from alkaline earth metal compounds such as BaO, SrO, CaO,BaxSr1- xO (0<x <1), BaxCa1- xO (0<x<1). In various embodiments, the alkaline earth metal compound may be selected from BaO, SrO, and CaO, but is not limited thereto.
稀土金属化合物可以选自于YbF3、ScF3、ScO3、Y2O3、Ce2O3、GdF3和TbF3。在各种实施例中,稀土金属化合物可以选自于YbF3、ScF3、TbF3、YbI3、ScI3和TbI3,但不限于此。The rare earth metal compound may be selected from YbF3 , ScF3 , ScO3 , Y2 O3 , Ce2 O3 , GdF3 and TbF3 . In various embodiments, the rare earth metal compound may be selected from YbF3 , ScF3 , TbF3 , YbI3 , ScI3 and TbI3 , but is not limited thereto.
碱金属配合物、碱土金属配合物和稀土金属配合物可以分别包括如上面描述的碱金属、碱土金属和稀土金属的离子,与碱金属配合物、碱土金属配合物和稀土金属配合物的金属离子配位的配体可以均独立地选自于羟基喹啉、羟基异喹啉、羟基苯并喹啉、羟基吖啶、羟基菲啶、羟基苯基噁唑、羟基苯基噻唑、羟基二苯基噁二唑、羟基二苯基噻二唑、羟基苯基吡啶、羟基苯基苯并咪唑、羟基苯基苯并噻唑、联吡啶、菲咯啉和环戊二烯,但不限于此。Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may include ions of alkali metals, alkaline earth metals, and rare earth metals as described above, and metal ions of alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes, respectively. Coordinated ligands can be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyl Oxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but not limited thereto.
如上所述,电子注入层可以包括碱金属、碱土金属、稀土金属、碱金属化合物、碱土金属化合物、稀土金属化合物、碱金属配合物、碱土金属配合物、稀土金属配合物或它们的组合。在各种实施例中,电子注入层还可以包括有机材料。当电子注入层还包括有机材料时,碱金属、碱土金属、稀土金属、碱金属化合物、碱土金属化合物、稀土金属化合物、碱金属配合物、碱土金属配合物、稀土金属配合物或它们的组合可以均匀地或非均匀地分散在包括有机材料的基质中。As described above, the electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or combinations thereof. In various embodiments, the electron injection layer may also include organic materials. When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or a combination thereof may be Uniformly or heterogeneously dispersed in a matrix comprising organic material.
电子注入层的厚度可以在大约至大约的范围内,例如,大约至大约当电子注入层的厚度在以上描述的范围中的任意范围内时,电子注入层可以具有令人满意的(或合适的)电子注入特性而不显著增大驱动电压。The thickness of the electron injection layer can be around to about within the range of, for example, approximately to about When the thickness of the electron injection layer is within any of the ranges described above, the electron injection layer can have satisfactory (or suitable) electron injection characteristics without significantly increasing the driving voltage.
第二电极190second electrode 190
第二电极190可以设置在(例如,位于)具有根据本公开的实施例的结构的有机层150上。第二电极190可以是作为电子注入电极的阴极,就这点而言,用于形成第二电极190的材料可以选自于具有相对低的逸出功的金属、合金、导电化合物和它们的混合物。The second electrode 190 may be disposed (eg, located) on the organic layer 150 having the structure according to an embodiment of the present disclosure. The second electrode 190 may be a cathode serving as an electron injection electrode, and in this regard, the material used to form the second electrode 190 may be selected from metals, alloys, conductive compounds, and mixtures thereof having relatively low work functions. .
第二电极190可以包括从锂(Li)、银(Ag)、镁(Mg)、铝(Al)、铝-锂(Al-Li)、钙(Ca)、镁-铟(Mg-In)、镁-银(Mg-Ag)、ITO和IZO中选择的至少一种,但不限于此。第二电极190可以是透射电极、半透射电极或反射电极。The second electrode 190 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), At least one selected from magnesium-silver (Mg-Ag), ITO and IZO, but not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
第二电极190可以具有单层结构或者包括两层或更多层的多层结构。The second electrode 190 may have a single layer structure or a multilayer structure including two or more layers.
图2至图4的描述Description of Figures 2 to 4
图2的有机发光器件20包括以该陈述的次序顺序地堆叠的第一覆层210、第一电极110、有机层150和第二电极190;图3的有机发光器件30包括以该陈述的次序顺序地堆叠的第一电极110、有机层150、第二电极190和第二覆层220;图4的有机发光器件40包括以该陈述的次序顺序地堆叠的第一覆层210、第一电极110、有机层150、第二电极190和第二覆层220。The organic light emitting device 20 of FIG. 2 includes the first cladding layer 210, the first electrode 110, the organic layer 150, and the second electrode 190 stacked sequentially in the stated order; the organic light emitting device 30 of FIG. The first electrode 110, the organic layer 150, the second electrode 190, and the second cladding layer 220 are sequentially stacked; the organic light emitting device 40 of FIG. 110 , an organic layer 150 , a second electrode 190 and a second cladding layer 220 .
关于图2至图4,第一电极110、有机层150和第二电极190的描述可以通过参照结合图1给出的它们各自的描述来理解。Regarding FIGS. 2 to 4 , descriptions of the first electrode 110 , the organic layer 150 , and the second electrode 190 may be understood by referring to their respective descriptions given in connection with FIG. 1 .
在有机发光器件20和40中的每个的有机层150中,在发射层中产生的光可以朝向外侧穿过第一电极110(其可以是半透射电极或透射电极)和第一覆层210;在有机发光器件30和40中的每个的有机层150中,在发射层中产生的光可以朝向外侧穿过第二电极190(其可以是半透射电极或透射电极)和第二覆层220。In the organic layer 150 of each of the organic light emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 (which may be a semi-transmissive electrode or a transmissive electrode) and the first cladding layer 210 toward the outside. in the organic layer 150 of each of the organic light emitting devices 30 and 40, the light generated in the emission layer can pass through the second electrode 190 (which can be a semi-transmissive electrode or a transmissive electrode) and the second cladding layer towards the outside 220.
第一覆层210和第二覆层220可以根据相长干涉的原理提高外部发光效率。The first cladding layer 210 and the second cladding layer 220 can improve the external luminous efficiency according to the principle of constructive interference.
第一覆层210和第二覆层220可以均独立地为包括有机材料的有机覆层、包括无机材料的无机覆层或者包括有机材料和无机材料的复合覆层。The first coating layer 210 and the second coating layer 220 may each independently be an organic coating layer including an organic material, an inorganic coating layer including an inorganic material, or a composite coating layer including an organic material and an inorganic material.
从第一覆层210和第二覆层220中选择的至少一个可以包括从碳环化合物、杂环化合物、胺类化合物、卟吩衍生物、酞菁衍生物、萘菁衍生物、碱金属配合物和碱土系配合物中选择的至少一种材料。碳环化合物、杂环化合物和胺类化合物可以可选择地取代有包含从O、N、S、Se、Si、F、Cl、Br和I中选择的至少一种元素的取代基。在各种实施例中,从第一覆层210和第二覆层220中选择的至少一个可以包括胺类化合物。At least one selected from the first coating layer 210 and the second coating layer 220 may include carbocyclic compounds, heterocyclic compounds, amine compounds, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, etc. At least one material selected from compounds and alkaline earth complexes. Carbocyclic compounds, heterocyclic compounds, and amine compounds may be optionally substituted with substituents containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In various embodiments, at least one selected from the first coating layer 210 and the second coating layer 220 may include an amine compound.
在各种实施例中,从第一覆层210和第二覆层220中选择的至少一个可以包括由式201表示的化合物和/或由式202表示的化合物。In various embodiments, at least one selected from the first coating layer 210 and the second coating layer 220 may include the compound represented by Formula 201 and/or the compound represented by Formula 202 .
在各种实施例中,从第一覆层210和第二覆层220中选择的至少一个可以包括从化合物HT28至化合物HT33和化合物CP1至化合物CP5中选择的化合物,但不限于此:In various embodiments, at least one selected from the first coating layer 210 and the second coating layer 220 may include compounds selected from compounds HT28 to HT33 and compounds CP1 to CP5, but are not limited thereto:
在上文中,已经结合图1-4描述了根据本公开的一个或更多个实施例的有机发光器件。然而,实施例不限于此。Hereinbefore, the organic light emitting device according to one or more embodiments of the present disclosure has been described with reference to FIGS. 1-4 . However, embodiments are not limited thereto.
均可以通过使用诸如真空沉积、旋涂、浇铸、朗格缪尔-布洛杰特(LB)沉积、喷墨印刷、激光印刷和/或激光诱导热成像的一种或更多种合适的方法在特定区域中独立地形成构成空穴传输区域的层、发射层和构成电子传输区域的层。Each can be obtained by using one or more suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing and/or laser induced thermal imaging A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region are independently formed in specific regions.
当通过真空沉积来形成构成空穴传输区域的层、发射层和构成电子传输区域的层中的任意一个时,例如,通过考虑到包括在待形成的层中的化合物和待形成的层的结构,可以在大约100℃至大约500℃的沉积温度、大约10-8托至大约10-3托的真空度和大约/秒至大约/秒的沉积速率下执行真空沉积。When any one of the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region is formed by vacuum deposition, for example, by considering the compound included in the layer to be formed and the structure of the layer to be formed , at a deposition temperature of about 100°C to about 500°C, a vacuum of about 10-8 Torr to about 10-3 Torr and about /sec to approx. Vacuum deposition is performed at a deposition rate of 1/sec.
当通过旋涂来形成构成空穴传输区域的层、发射层和构成电子传输区域的层中的任意一个时,例如,通过考虑到包括在待形成的层中的化合物和待形成的层的结构,可以在大约2000rpm至大约5000rpm的涂覆速度和大约80℃至大约200℃的热处理温度下执行旋涂。When any one of the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region is formed by spin coating, for example, by considering the compound included in the layer to be formed and the structure of the layer to be formed , the spin coating may be performed at a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature of about 80°C to about 200°C.
全色有机发光器件Full Color Organic Light Emitting Devices
图5是根据本公开的实施例的全色有机发光器件50的示意性剖视图。FIG. 5 is a schematic cross-sectional view of a full-color organic light emitting device 50 according to an embodiment of the present disclosure.
参照图5,有机发光器件50包括被划分成第一子像素区域、第二子像素区域和第三子像素区域的基底510。Referring to FIG. 5, the organic light emitting device 50 includes a substrate 510 divided into a first sub-pixel area, a second sub-pixel area, and a third sub-pixel area.
第一子像素形成在第一子像素区域中,第二子像素形成在第二子像素区域中,第三子像素形成在第三子像素区域中。The first sub-pixel is formed in the first sub-pixel area, the second sub-pixel is formed in the second sub-pixel area, and the third sub-pixel is formed in the third sub-pixel area.
多个第一电极521、522和523分别设置在基底的第一子像素区域、第二子像素区域和第三子像素区域中。即,第一电极521设置在第一子像素区域中,第一电极522设置在第二子像素区域中,第一电极523设置在第三子像素区域中。A plurality of first electrodes 521, 522 and 523 are respectively disposed in the first sub-pixel area, the second sub-pixel area and the third sub-pixel area of the substrate. That is, the first electrode 521 is disposed in the first sub-pixel area, the first electrode 522 is disposed in the second sub-pixel area, and the first electrode 523 is disposed in the third sub-pixel area.
空穴传输区域540可以设置在第一电极521、522和523上(例如,被设置为覆盖第一电极521、522和523)。空穴传输区域540可以被形成为位于第一电极521、522和523上的公共层。空穴传输区域540可以包括:第一空穴传输区域,形成在第一子像素区域中;第二空穴传输区域,形成在第二子像素区域中;以及第三空穴传输区域,形成在第三子像素区域中。在各种实施例中,空穴传输区域可以包括由从式2-1至式2-3中选择的一个表示的第二化合物。在一些实施例中,由从式2-1至式2-3中选择的一个表示的第二化合物可以包括在:i)从第一空穴传输区域、第二空穴传输区域和第三空穴传输区域中选择的仅一个中;ii)从第一空穴传输区域、第二空穴传输区域和第三空穴传输区域中选择的两个中;或者iii)第一空穴传输区域、第二空穴传输区域和第三空穴传输区域的所有三个中。The hole transport region 540 may be disposed on the first electrodes 521, 522, and 523 (eg, disposed to cover the first electrodes 521, 522, and 523). The hole transport region 540 may be formed as a common layer on the first electrodes 521 , 522 and 523 . The hole transport area 540 may include: a first hole transport area formed in the first sub-pixel area; a second hole transport area formed in the second sub-pixel area; and a third hole transport area formed in the In the third sub-pixel area. In various embodiments, the hole transport region may include the second compound represented by one selected from Formula 2-1 to Formula 2-3. In some embodiments, the second compound represented by one selected from Formula 2-1 to Formula 2-3 may be included in: i) from the first hole transport region, the second hole transport region and the third hole In only one selected in the hole transport region; ii) in two selected from the first hole transport region, the second hole transport region and the third hole transport region; or iii) the first hole transport region, In all three of the second hole transport region and the third hole transport region.
空穴传输区域540可以至少包括空穴传输层和发射辅助层(例如,空穴传输区域540可以包括空穴注入层、空穴传输层和发射辅助层或者可以包括空穴传输层和发射辅助层),空穴传输层可以设置在第一电极与发射辅助层之间,发射辅助层可以包括第二化合物,但实施例不限于此。The hole transport region 540 may include at least a hole transport layer and an emission assisting layer (for example, the hole transport region 540 may include a hole injection layer, a hole transport layer, and an emission assisting layer or may include a hole transport layer and an emission assisting layer ), the hole transport layer may be disposed between the first electrode and the emission assisting layer, and the emission assisting layer may include the second compound, but the embodiment is not limited thereto.
由从式2-1至式2-3中选择的一个表示的第二化合物可以与上面描述的相同。The second compound represented by one selected from Formula 2-1 to Formula 2-3 may be the same as described above.
包括第一发射层561、第二发射层562和第三发射层563的发射层可以形成在空穴传输区域540上。第一发射层561可以形成在第一子像素区域中以发射第一颜色光,第二发射层562可以形成在第二子像素区域中以发射第二颜色光,第三发射层563可以形成在第三子像素区域中以发射第三颜色光。An emission layer including a first emission layer 561 , a second emission layer 562 and a third emission layer 563 may be formed on the hole transport region 540 . The first emission layer 561 may be formed in the first sub-pixel region to emit the first color light, the second emission layer 562 may be formed in the second sub-pixel region to emit the second color light, and the third emission layer 563 may be formed in the The third sub-pixel area is used to emit light of a third color.
例如,从第一发射层561、第二发射层562和第三发射层563中选择的至少一个可以包括由从式1-1和式1-2中选择的一个表示的第一化合物,但实施例不限于此。For example, at least one selected from the first emission layer 561, the second emission layer 562, and the third emission layer 563 may include the first compound represented by one selected from Formula 1-1 and Formula 1-2, but implementing Examples are not limited to this.
由从式1-1和式1-2中选择的一个表示的第一化合物可以与上面描述的相同。The first compound represented by one selected from Formula 1-1 and Formula 1-2 may be the same as described above.
第一颜色光可以是红光,第二颜色光可以是绿光,第三颜色光可以是蓝光。第一颜色光、第二颜色光和第三颜色光可以彼此混合以发射白光。The first color light may be red light, the second color light may be green light, and the third color light may be blue light. The first color light, the second color light and the third color light may be mixed with each other to emit white light.
例如,i)第一颜色光可以从红色磷光掺杂剂发射,ii)第二颜色光可以从绿色磷光掺杂剂发射,iii)第三颜色光可以从蓝色荧光掺杂剂发射,但实施例不限于此。在此可以做出各种修改。例如,第三颜色光可以从蓝色磷光掺杂剂发射。For example, i) the first color light can be emitted from the red phosphorescent dopant, ii) the second color light can be emitted from the green phosphorescent dopant, iii) the third color light can be emitted from the blue fluorescent dopant, but implementing Examples are not limited to this. Various modifications can be made here. For example, third color light may be emitted from the blue phosphorescent dopant.
例如,第一发射层561可以包括由从式1-1和式1-2中选择的一个表示的第一化合物,第一空穴传输区域可以包括由从式2-1至式2-3中选择的一个表示的第二化合物,但实施例不限于此。For example, the first emission layer 561 may include a first compound represented by one selected from Formula 1-1 and Formula 1-2, and the first hole transport region may include a compound represented by Formula 2-1 to Formula 2-3. The selected one represents the second compound, but the embodiment is not limited thereto.
例如,第二发射层562可以包括由从式1-1和式1-2中选择的一个表示的第一化合物,第二空穴传输区域可以包括由从式2-1至式2-3中选择的一个表示的第二化合物,但实施例不限于此。For example, the second emission layer 562 may include a first compound represented by one selected from Formula 1-1 and Formula 1-2, and the second hole transport region may include a compound represented by Formula 2-1 to Formula 2-3. The selected one represents the second compound, but the embodiment is not limited thereto.
电子传输区域570可以形成在发射层561、562和563上。电子传输区域570可以被形成为位于发射层561、562和563上(例如,被形成为覆盖发射层561、562和563)的公共层。电子传输区域570可以包括以该陈述的次序从发射层561、562和563顺序地堆叠的电子传输层和电子注入层。An electron transport region 570 may be formed on the emission layers 561 , 562 and 563 . The electron transport region 570 may be formed as a common layer on (eg, formed to cover) the emission layers 561, 562, and 563 . The electron transport region 570 may include an electron transport layer and an electron injection layer sequentially stacked in this stated order from the emission layers 561 , 562 , and 563 .
第二电极580可以被形成为位于电子传输区域570上(例如,被形成为覆盖电子传输区域570)的公共层。The second electrode 580 may be formed as a common layer on (eg, formed to cover) the electron transport region 570 .
如这里使用的,术语“公共层”可以指形成在第一子像素区域、第二子像素区域和第三子像素区域上而不被图案化到第一子像素区域、第二子像素区域和第三子像素区域的层。As used herein, the term "common layer" may refer to a layer formed on the first sub-pixel area, the second sub-pixel area, and the third sub-pixel area without being patterned to the first sub-pixel area, the second sub-pixel area, and the third sub-pixel area. The layer of the third sub-pixel area.
像素绝缘层530可以形成在多个第一电极521、522和523的边缘处。像素绝缘层530限定像素区域,并可以包括任何合适的有机绝缘材料、无机绝缘材料(诸如硅基材料)和/或有机/无机复合绝缘材料。A pixel insulating layer 530 may be formed at edges of the plurality of first electrodes 521 , 522 and 523 . The pixel insulating layer 530 defines a pixel area, and may include any suitable organic insulating material, inorganic insulating material (such as silicon-based material), and/or organic/inorganic composite insulating material.
第一电极521、522和523、空穴传输区域540、发射层561、562和563、电子传输区域570以及第二电极580的描述可以与结合图1提供的它们各自的描述相同。Descriptions of the first electrodes 521, 522, and 523, the hole transport region 540, the emission layers 561, 562, and 563, the electron transport region 570, and the second electrode 580 may be the same as their respective descriptions provided in connection with FIG. 1 .
有机发光器件50可以被包括在包括薄膜晶体管的平板显示装置中。薄膜晶体管可以包括栅电极、源电极、漏电极、栅极绝缘膜和有源层,从源电极和漏电极中选择的一个可以电接触(例如,可以电结合到)有机发光器件的第一电极521、522和523。有源层可以包括结晶硅、非晶硅、有机半导体、氧化物半导体等,但实施例不限于此。The organic light emitting device 50 may be included in a flat panel display device including thin film transistors. The thin film transistor may include a gate electrode, a source electrode, a drain electrode, a gate insulating film, and an active layer, and one selected from the source electrode and the drain electrode may electrically contact (for example, may be electrically coupled to) the first electrode of the organic light emitting device 521, 522 and 523. The active layer may include crystalline silicon, amorphous silicon, organic semiconductor, oxide semiconductor, etc., but the embodiment is not limited thereto.
已经结合图5描述了全色有机发光器件,但不限于此。例如,第三发射层563可以通过延伸到第一子像素区域和第二子像素区域而被形成为公共层。另外,可以省略第三子像素区域的第三辅助层。另外,在此可以做出各种修改。例如,可以采用从第一辅助层和第二辅助层中选择的仅一个辅助层。The full-color organic light emitting device has been described with reference to FIG. 5, but is not limited thereto. For example, the third emission layer 563 may be formed as a common layer by extending to the first sub-pixel area and the second sub-pixel area. In addition, the third auxiliary layer of the third sub-pixel region may be omitted. In addition, various modifications may be made herein. For example, only one auxiliary layer selected from the first auxiliary layer and the second auxiliary layer may be employed.
取代基的一般定义General Definition of Substituents
如这里使用的,术语“C1-C60烷基”可以指具有1个至60个碳原子的直链或支链的脂肪族饱和烃单价基团,其非限制性示例包括甲基、乙基、丙基、异丁基、仲丁基、叔丁基、戊基、异戊基和己基。如这里使用的,术语“C1-C60亚烷基”可以指与C1-C60烷基具有相同的结构的二价基团。As used herein, the term "C1 -C60 alkyl" may refer to a straight or branched chain aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, non-limiting examples of which include methyl, ethyl propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. As used herein, the term "C1 -C60 alkylene" may refer to a divalent group having the same structure as a C1 -C60 alkyl.
如这里使用的,术语“C2-C60烯基”可以指在沿C2-C60烷基的烃链的一个或更多个位置处(例如,C2-C60烷基的中间和/或端部处)具有至少一个碳-碳双键的烃基,其非限制性示例包括乙烯基、丙烯基和丁烯基。如这里使用的,术语“C2-C60亚烯基”可以指与C2-C60烯基具有相同的结构的二价基团。As used herein, the term "C2 -C60 alkenyl" may refer to a C2 -C60 alkyl at one or more positions along the hydrocarbon chain (for example, between the C2 -C60 alkyl and and/or at the terminal) a hydrocarbon group having at least one carbon-carbon double bond, non-limiting examples of which include vinyl, propenyl, and butenyl. As used herein, the term "C2 -C60 alkenylene" may refer to a divalent group having the same structure as a C2 -C60 alkenyl.
如这里使用的,术语“C2-C60炔基”可以指在沿C2-C60烷基的烃链的一个或更多个位置处(例如,C2-C60烷基的中间和/或端部处)具有至少一个碳-碳三键的烃基,其非限制性示例包括乙炔基和丙炔基。如这里使用的,术语“C2-C60亚炔基”可以指与C2-C60炔基具有相同的结构的二价基团。As used herein, the term "C2 -C60 alkynyl" may refer to a C2-C60 alkyl group at one or more positions along the hydrocarbon chain (e.g.,in the middle and and/or at the terminal) a hydrocarbon group having at least one carbon-carbon triple bond, non-limiting examples of which include ethynyl and propynyl. As used herein, the term "C2 -C60 alkynylene" may refer to a divalent group having the same structure as a C2 -C60 alkynyl.
如这里使用的,术语“C1-C60烷氧基”可以指由-OA101(其中,A101为C1-C60烷基)表示的单价基团,其非限制性示例包括甲氧基、乙氧基和异丙氧基。As used herein, the term "C1 -C60 alkoxy" may refer to a monovalent group represented by -OA101 (where A101 is a C1 -C60 alkyl group), non-limiting examples of which include methoxy radical, ethoxy and isopropoxy.
如这里使用的,术语“C3-C10环烷基”可以指具有3个至10个碳原子的单价饱和烃单环基团,其非限制性示例包括环丙基、环丁基、环戊基、环己基和环庚基。如这里使用的,术语“C3-C10亚环烷基”可以指与C3-C10环烷基具有相同的结构的二价基团。As used herein, the term "C3 -C10 cycloalkyl" may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, non-limiting examples of which include cyclopropyl, cyclobutyl, cyclo Pentyl, cyclohexyl and cycloheptyl. As used herein, the term "C3 -C10 cycloalkylene" may refer to a divalent group having the same structure as a C3 -C10 cycloalkylene.
如这里使用的,术语“C1-C10杂环烷基”可以指具有作为成环原子的从N、O、Si、P和S中选择的至少一种杂原子以及1个至10个碳原子的单价单环基团,其非限制性示例包括1,2,3,4-噁三唑烷基、四氢呋喃基和四氢噻吩基。这里使用的术语“C1-C10亚杂环烷基”可以指与C1-C10杂环烷基具有相同的结构的二价基团。As used herein, the term "C1 -C10 heterocycloalkyl" may refer to a heteroatom having at least one heteroatom selected from N, O, Si, P, and S and 1 to 10 carbon atoms as ring-forming atoms. atom, non-limiting examples of which include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, and tetrahydrothiophenyl. The term "C1 -C10 heterocycloalkylene" used herein may refer to a divalent group having the same structure as C1 -C10 heterocycloalkyl.
如这里使用的,术语“C3-C10环烯基”可以指在其环中具有3个至10个碳原子和至少一个碳-碳双键并且不具有芳香性的单价单环基团,其非限制性示例包括环戊烯基、环己烯基和环庚烯基。这里使用的术语“C3-C10亚环烯基”可以指与C3-C10环烯基具有相同的结构的二价基团。As used herein, the term "C3 -C10 cycloalkenyl" may refer to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, Non-limiting examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3 -C10 cycloalkenylene" used herein may refer to a divalent group having the same structure as a C3 -C10 cycloalkenyl.
如这里使用的,术语“C1-C10杂环烯基”可以指在其环中具有作为成环原子的从N、O、Si、P和S中选择的至少一种杂原子、1个至10个碳原子以及至少一个双键的单价单环基团。C1-C10杂环烯基的非限制性示例包括4,5-二氢-1,2,3,4-噁三唑基、2,3-二氢呋喃基和2,3-二氢噻吩基。这里使用的术语“C1-C10亚杂环烯基”可以指与C1-C10杂环烯基具有相同的结构的二价基团。As used herein, the term "C1 -C10 heterocycloalkenyl" may refer to having in its ring at least one heteroatom selected from N, O, Si, P and S, 1 Monovalent monocyclic groups of up to 10 carbon atoms and at least one double bond. Non-limiting examples of C1 -C10 heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuryl and 2,3-dihydro Thienyl. The term "C1 -C10 heterocycloalkenylene" used herein may refer to a divalent group having the same structure as C1 -C10 heterocycloalkenyl.
如这里使用的,术语“C6-C60芳基”可以指具有包括6个至60个碳原子的碳环芳香体系的单价基团,如这里使用的,“C6-C60亚芳基”可以指具有包括6个至60个碳原子的碳环芳香体系的二价基团。C6-C60芳基的非限制性示例包括苯基、萘基、蒽基、菲基、芘基和基。当C6-C60芳基和C6-C60亚芳基均独立地包括两个或更多个环时,各个环可以彼此稠合。As used herein, the term "C6 -C60 aryl" may refer to a monovalent group having a carbocyclic aromatic system comprising 6 to 60 carbon atoms, as used herein, "C6 -C60 arylene " may refer to a divalent group having a carbocyclic aromatic system comprising 6 to 60 carbon atoms. Non-limiting examples of C6 -C60 aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl and base. When each of the C6 -C60 aryl group and the C6 -C60 arylene group independently includes two or more rings, each ring may be fused to each other.
如这里使用的,术语“C1-C60杂芳基”可以指具有碳环芳香体系的单价基团,该碳环芳香体系具有作为成环原子的从N、O、Si、P和S中选择的至少一种杂原子以及1个至60个碳原子。如这里使用的,“C1-C60亚杂芳基”可以指具有芳香体系的二价基团,该芳香体系具有作为成环原子的从N、O、Si、P和S中选择的至少一种杂原子以及1个至60个碳原子。C1-C60杂芳基的非限制性示例包括吡啶基、嘧啶基、吡嗪基、哒嗪基、三嗪基、喹啉基和异喹啉基。当C1-C60杂芳基和C1-C60亚杂芳基均独立地包括两个或更多个环时,各个环可以彼此稠合。As used herein, the term "C1 -C60 heteroaryl" may refer to a monovalent group having a carbocyclic aromatic system having as ring-forming atoms selected from N, O, Si, P and S at least one heteroatom selected and 1 to 60 carbon atoms. As used herein, "C1 -C60 heteroarylene" may refer to a divalent group having an aromatic system having at least one selected from N, O, Si, P, and S as ring-forming atoms. A heteroatom and 1 to 60 carbon atoms. Non-limiting examples of C1 -C60 heteroaryl include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When each of the C1 -C60 heteroaryl group and the C1 -C60 heteroarylene group independently includes two or more rings, each ring may be fused to each other.
这里使用的术语“C6-C60芳氧基”可以指由-OA102(其中,A102为C6-C60芳基)表示的基团,术语“C6-C60芳硫基”可以指由-SA103(其中,A103为C6-C60芳基)表示的基团。The term "C6 -C60 aryloxy group" used herein may refer to a group represented by -OA102 (wherein, A102 is a C6 -C60 aryl group), and the term "C6 -C60 arylthio group" It may refer to a group represented by -SA103 (wherein A103 is a C6 -C60 aryl group).
如这里使用的,术语“单价非芳香缩合多环基”可以指具有彼此缩合(例如,稠合)的两个或更多个环、仅具有碳原子(例如,8个至60个碳原子)作为成环原子且在整个分子结构中具有非芳香性(例如,不具有整体芳香性)的单价基团。单价非芳香缩合多环基的非限制性示例是芴基。这里使用的术语“二价非芳香缩合多环基”可以指与单价非芳香缩合多环基具有相同的结构的二价基团。As used herein, the term "monovalent non-aromatic condensed polycyclic group" may refer to having two or more rings condensed (e.g., fused) to each other, having only carbon atoms (e.g., 8 to 60 carbon atoms) A monovalent group that is a ring-forming atom and that is non-aromatic (eg, does not have overall aromaticity) throughout the molecular structure. A non-limiting example of a monovalent non-aromatic condensed polycyclic group is fluorenyl. The term "divalent non-aromatic condensed polycyclic group" used herein may refer to a divalent group having the same structure as a monovalent non-aromatic condensed polycyclic group.
如这里使用的,术语“单价非芳香缩合杂多环基”可以指具有彼此缩合(例如,稠合)的两个或更多个环、除了碳原子(例如,1个至60个碳原子)之外具有作为成环原子的从N、O、Si、P和S中选择的至少一种杂原子且在整个分子结构中具有非芳香性(例如,不具有整体芳香性)的单价基团。单价非芳香缩合杂多环基的非限制性示例是咔唑基。这里使用的术语“二价非芳香缩合杂多环基”可以指与单价非芳香缩合杂多环基具有相同的结构的二价基团。As used herein, the term "monovalent non-aromatic condensed heteropolycyclic group" may refer to a group having two or more rings condensed (eg, fused) with each other, except carbon atoms (eg, 1 to 60 carbon atoms) In addition, a monovalent group having at least one heteroatom selected from N, O, Si, P, and S as ring atoms and having non-aromaticity (for example, not having overall aromaticity) in the entire molecular structure. A non-limiting example of a monovalent non-aromatic condensed heteropolycyclic group is carbazolyl. The term "divalent non-aromatic condensed heteropolycyclic group" used herein may refer to a divalent group having the same structure as a monovalent non-aromatic condensed heteropolycyclic group.
如这里使用的,术语“C5-C60碳环基”可以指具有5个至60个碳原子的单环或多环基团,其中,成环原子仅是碳原子。C5-C60碳环基可以为芳香碳环基或非芳香碳环基。C5-C60碳环基可以是环(诸如苯)、单价基团(诸如苯基)或二价基团(诸如亚苯基)。在各种实施例中,根据连接到C5-C60碳环基的取代基的数量,C5-C60碳环基可以是三价基团或四价基团。As used herein, the term "C5 -C60 carbocyclyl" may refer to a monocyclic or polycyclic group having 5 to 60 carbon atoms, wherein the only ring-forming atoms are carbon atoms. The C5 -C60 carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. The C5 -C60 carbocyclyl may be a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). In various embodiments, the C5 -C60 carbocyclyl can be a trivalent group or a tetravalent group depending on the number of substituents attached to the C5 -C60 carbocyclyl group.
如这里使用的,术语“C1-C60杂环基”可以指:除了使用从N、O、Si、P和S中选择的至少一种杂原子作为成环原子(除碳原子(例如,碳原子的数量可以在1个至60个的范围内)之外)之外,与C5-C60碳环基具有相同的结构的基团。As used herein, the term "C1 -C60 heterocyclic group" may refer to: In addition to using at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom (excluding carbon atoms (for example, The number of carbon atoms may be in the range of 1 to 60), and a group having the same structure as a C5 -C60 carbocyclic group.
如这里使用的,取代的C5-C60碳环基、取代的C1-C60杂环基、取代的C3-C10亚环烷基、取代的C1-C10亚杂环烷基、取代的C3-C10亚环烯基、取代的C1-C10亚杂环烯基、取代的C6-C60亚芳基、取代的C1-C60亚杂芳基、取代的二价非芳香缩合多环基、取代的二价非芳香缩合杂多环基、取代的C1-C60烷基、取代的C2-C60烯基、取代的C2-C60炔基、取代的C1-C60烷氧基、取代的C3-C10环烷基、取代的C1-C10杂环烷基、取代的C3-C10环烯基、取代的C1-C10杂环烯基、取代的C6-C60芳基、取代的C6-C60芳氧基、取代的C6-C60芳硫基、取代的C1-C60杂芳基、取代的单价非芳香缩合多环基和取代的单价非芳香缩合杂多环基中的至少一个取代基可以选自于由以下基团组成的组:As used herein, substituted C5 -C60 carbocyclyl, substituted C1 -C60 heterocyclyl, substituted C3 -C10 cycloalkylene, substituted C1 -C10 heterocycloalkylene group, substituted C3 -C10 cycloalkenylene group, substituted C1 -C10 heterocycloalkenylene group, substituted C6 -C60 arylene group, substituted C1 -C60 heteroarylene group, Substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C1 -C60 alkyl, substituted C2 -C60 alkenyl, substituted C2 -C60 Alkynyl, substituted C1 -C60 alkoxy, substituted C3 -C10 cycloalkyl, substituted C1 -C10 heterocycloalkyl, substituted C3 -C10 cycloalkenyl, substituted C1 -C10 heterocycloalkenyl, substituted C6 -C60 aryl, substituted C6 -C60 aryloxy, substituted C6 -C60 arylthio, substituted C1 -C60 hetero At least one substituent of the aryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from the group consisting of:
氘(-D)、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C60烷基、C2-C60烯基、C2-C60炔基和C1-C60烷氧基;Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C60 alkyl, C2 -C60 alkenyl , C2 -C60 alkynyl and C1 -C60 alkoxy;
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-Si(Q11)(Q12)(Q13)、-N(Q11)(Q12)、-B(Q11)(Q12)、-C(=O)(Q11)、-S(=O)2(Q11)和-P(=O)(Q11)(Q12)中的至少一者的C1-C60烷基、C2-C60烯基、C2-C60炔基和C1-C60烷氧基;Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C3 -C10 cycloalkyl, C1 -C10 heterocycloalkyl, C3 -C10 cycloalkenyl, C1 -C10 heterocycloalkenyl, C6 -C60 aryl, C6 -C60 aryloxy, C6 -C60 arylthio , C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q11 )(Q12 )(Q13 ), -N(Q11 )(Q12 ), -B(Q11 )(Q12 ), -C(=O)(Q11 ), -S(=O)2 (Q11 ), and -P(=O)(Q11 )(Q12 ) of at least one of C1 -C60 alkyl, C2 -C60 alkenyl, C2 -C60 alkynyl and C1 -C60 alkoxy;
C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基;C3 -C10 cycloalkyl, C1 -C10 heterocycloalkyl, C3 -C10 cycloalkenyl, C1 -C10 heterocycloalkenyl, C6 -C60 aryl, C6 -C60 aryloxy group, C6 -C60 arylthio group, C1 -C60 heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group;
均取代有选自于氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、-Si(Q21)(Q22)(Q23)、-N(Q21)(Q22)、-B(Q21)(Q22)、-C(=O)(Q21)、-S(=O)2(Q21)和-P(=O)(Q21)(Q22)中的至少一者的C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、单价非芳香缩合多环基和单价非芳香缩合杂多环基;以及Both are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1 -C60 alkyl, C2 -C60 Alkenyl, C2 -C60 alkynyl, C1 -C60 alkoxy, C3 -C10 cycloalkyl, C1 -C10 heterocycloalkyl, C3 -C10 cycloalkenyl, C1 -C10 heterocycloalkenyl, C6 -C60 aryl, C6 -C60 aryloxy, C6 -C60 arylthio, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group , monovalent non-aromatic condensed heteropolycyclic group, -Si(Q21 )(Q22 )(Q23 ), -N(Q21 )(Q22 ), -B(Q21 )(Q22 ), -C(C3-C10cycloalkyl,C1 -C10 heterocycloalkyl, C3 -C10 cycloalkenyl, C1 -C10 heterocycloalkenyl, C6 -C60 aryl, C6 -C60 aryloxy, C6 -C60 Arylthio, C1 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; and
-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32)、-C(=O)(Q31)、-S(=O)2(Q31)和-P(=O)(Q31)(Q32),-Si(Q31 )(Q32 )(Q33 ), -N(Q31 )(Q32 ), -B(Q31 )(Q32 ), -C(=O)(Q31 ), -S (=O)2 (Q31 ) and -P(=O)(Q31 )(Q32 ),
其中,Q11至Q13、Q21至Q23和Q31至Q33可以均独立地选自于氢、氘、-F、-Cl、-Br、-I、羟基、氰基、硝基、脒基、肼基、腙基、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C1-C60杂芳基、单价非芳香缩合多环基、单价非芳香缩合杂多环基、联苯基和三联苯基。Wherein, Q11 to Q13 , Q21 to Q23 and Q31 to Q33 can all be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, Amino, hydrazino, hydrazone, C1 -C60 alkyl, C2 -C60 alkenyl, C2 -C60 alkynyl, C1 -C60 alkoxy, C3 -C10 cycloalkyl , C1 -C10 heterocycloalkyl, C3 -C10 cycloalkenyl, C1 -C10 heterocycloalkenyl, C6 -C60 aryl, C1 -C60 heteroaryl, monovalent non-aromatic Condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyls and terphenyls.
这里使用的术语“Ph”可以指苯基,这里使用的术语“Me”可以指甲基,这里使用的术语“Et”可以指乙基,这里使用的术语“ter-Bu”或“But”可以指叔丁基,这里使用的术语“OMe”可以指甲氧基,如这里使用的术语“D”可以指氘。The term "Ph" as used herein may refer to phenyl, the term "Me" as used herein may refer to methyl, the term "Et" as used herein may refer to ethyl, the term "ter-Bu " or "But" as used herein The term "OMe" as used herein may refer to t-butyl, the term "OMe" may refer to methoxy, as used herein the term "D" may refer to deuterium.
这里使用的术语“联苯基”可以指具有经由单键彼此连接的两个苯环的单价基团。例如,联苯基可以是“取代有苯基的苯基”。在一些实施例中,联苯基可以是具有“C6-C60芳基”作为取代基的“取代的苯基”。The term "biphenyl" used herein may refer to a monovalent group having two benzene rings connected to each other via a single bond. For example, biphenyl may be "phenyl substituted with phenyl". In some embodiments, the biphenyl group may be a "substituted phenyl group" having a "C6 -C60 aryl group" as a substituent.
这里使用的“三联苯基”可以指具有三个苯环的单价基团,其中,相邻的苯经由单键彼此连接。例如,三联苯基可以是“取代有联苯基的苯基”。在一些实施例中,三联苯基可以是具有“取代有C6-C60芳基的C6-C60芳基”作为取代基的“取代的苯基”。"Terphenyl" as used herein may refer to a monovalent group having three benzene rings, wherein adjacent benzenes are connected to each other via a single bond. For example, terphenyl may be "phenyl substituted with biphenyl". In some embodiments, the terphenyl group may be a "substituted phenyl group" having a "C6 -C60 aryl group substituted with a C6 -C60 aryl group" as a substituent.
除非另外定义,否则这里使用的*和*'均独立地指与对应式中的相邻原子的结合位。Unless otherwise defined, * and *' used herein each independently refer to a binding site to an adjacent atom in the corresponding formula.
在下文中,将参照合成示例和示例更加详细地描述根据本公开的实施例的化合物和根据实施例的有机发光器件。描述合成示例时使用的表述“使用B代替A”可以指使用基本上相等摩尔当量数的B代替摩尔当量的A。Hereinafter, compounds according to embodiments of the present disclosure and organic light emitting devices according to embodiments will be described in more detail with reference to Synthesis Examples and Examples. The expression "using B in place of A" used when describing a synthesis example may refer to using a substantially equal number of molar equivalents of B in place of a molar equivalent of A.
在下文中,参照合成示例和示例更加详细地描述根据本公开的实施例的有机发光器件。然而,有机发光器件不限于此。Hereinafter, organic light emitting devices according to embodiments of the present disclosure are described in more detail with reference to Synthesis Examples and Examples. However, the organic light emitting device is not limited thereto.
示例example
示例1Example 1
通过将其上分别沉积有和的厚度的ITO、Ag和ITO的ITO玻璃基底切割成50mm×50mm×0.4mm的尺寸,使用异丙醇和纯水超声清洗ITO玻璃基底(阳极)各10分钟,然后将ITO玻璃基底(阳极)暴露于UV光的照射10分钟并暴露于臭氧以进行清洗来制备阳极。然后,将所得ITO玻璃基底(阳极)装载到真空沉积装置中。By depositing them with with The thickness of the ITO glass substrate of ITO, Ag and ITO was cut into a size of 50mm×50mm×0.4mm, and the ITO glass substrate (anode) was ultrasonically cleaned with isopropanol and pure water for 10 minutes, and then the ITO glass substrate (anode) was exposed The anode was prepared by irradiating with UV light for 10 minutes and exposing to ozone for cleaning. Then, the resulting ITO glass substrate (anode) was loaded into a vacuum deposition apparatus.
在ITO玻璃基底(阳极)上真空沉积化合物HT28以形成具有的厚度的空穴注入层。然后,在空穴注入层上真空沉积化合物NPB以形成具有的厚度的空穴传输层。然后,在空穴传输层上真空沉积化合物E-101以形成具有的厚度的发射辅助层,从而形成空穴传输区域。The compound HT28 was vacuum-deposited on the ITO glass substrate (anode) to form a The thickness of the hole injection layer. Then, the compound NPB is vacuum-deposited on the hole injection layer to form a thickness of the hole transport layer. Then, compound E-101 was vacuum-deposited on the hole transport layer to form a The thickness of the emission assisting layer, thereby forming a hole transport region.
在空穴传输区域上以100:3的重量比共沉积化合物C-221(作为主体)和化合物PD27(作为掺杂剂)以形成具有的厚度的发射层。Compound C-221 (as host) and compound PD27 (as dopant) were co-deposited at a weight ratio of 100:3 on the hole transport region to form a thickness of the emissive layer.
在发射层上以1:1的重量比共沉积化合物ET1和LiQ以形成具有的厚度的电子传输层,然后,在电子传输层上以9:1的重量比真空沉积Mg和Ag以形成具有的厚度的阴极,从而完成有机发光器件的制造。Compounds ET1 and LiQ were co-deposited at a weight ratio of 1:1 on the emissive layer to form a The thickness of the electron transport layer, and then vacuum deposit Mg and Ag on the electron transport layer with a weight ratio of 9:1 to form a The thickness of the cathode, thereby completing the manufacture of organic light-emitting devices.
示例2至示例4和对比示例1至对比示例3Example 2 to Example 4 and Comparative Example 1 to Comparative Example 3
除了在形成每个有机发光器件的发射层和发射辅助层中分别使用如表1中所列出的化合物之外,以与示例1的方式相同(或基本上相同)的方式来制造有机发光器件。Organic light-emitting devices were fabricated in the same (or substantially the same) manner as in Example 1, except that the compounds listed in Table 1 were used in forming the emissive layer and the emission-assisting layer of each organic light-emitting device, respectively. .
表1Table 1
示例5Example 5
通过将其上分别沉积有和的厚度的ITO、Ag和ITO的ITO玻璃基底切割成50mm×50mm×0.4mm的尺寸,使用异丙醇和纯水超声清洗ITO玻璃基底(阳极)各10分钟,然后将ITO玻璃基底(阳极)暴露于UV光的照射10分钟并暴露于臭氧以进行清洗来制备阳极。然后,将所得ITO玻璃基底(阳极)装载到真空沉积装置中。By depositing them with with The thickness of the ITO glass substrate of ITO, Ag and ITO was cut into a size of 50mm×50mm×0.4mm, and the ITO glass substrate (anode) was ultrasonically cleaned with isopropanol and pure water for 10 minutes, and then the ITO glass substrate (anode) was exposed The anode was prepared by irradiating with UV light for 10 minutes and exposing to ozone for cleaning. Then, the resulting ITO glass substrate (anode) was loaded into a vacuum deposition apparatus.
在ITO玻璃基底(阳极)上真空沉积化合物HT28以形成具有的厚度的空穴注入层。然后,在空穴注入层上真空沉积化合物NPB以形成具有的厚度的空穴传输层。然后,在空穴传输层上真空沉积化合物E-101以形成具有的厚度的发射辅助层,从而形成空穴传输区域。The compound HT28 was vacuum-deposited on the ITO glass substrate (anode) to form a The thickness of the hole injection layer. Then, the compound NPB is vacuum-deposited on the hole injection layer to form a thickness of the hole transport layer. Then, compound E-101 was vacuum-deposited on the hole transport layer to form a The thickness of the emission assisting layer, thereby forming a hole transport region.
在空穴传输区域上以100:10的重量比共沉积化合物C-212(作为主体)和化合物PD26(作为掺杂剂)以形成具有的厚度的发射层。Compound C-212 (as host) and compound PD26 (as dopant) were co-deposited at a weight ratio of 100:10 on the hole transport region to form a thickness of the emissive layer.
在发射层上以1:1的重量比沉积化合物ET1和LiQ以形成具有的厚度的电子传输层,然后,在电子传输层上以9:1的重量比真空沉积Mg和Ag以形成具有的厚度的阴极,从而完成有机发光器件的制造。Compounds ET1 and LiQ were deposited on the emissive layer in a weight ratio of 1:1 to form a The thickness of the electron transport layer, and then vacuum deposit Mg and Ag on the electron transport layer with a weight ratio of 9:1 to form a The thickness of the cathode, thereby completing the manufacture of organic light-emitting devices.
示例6至示例20和对比示例4至对比示例8Example 6 to Example 20 and Comparative Example 4 to Comparative Example 8
除了在形成发射层和发射辅助层中分别使用如表2中所列出的化合物之外,以与示例5的方式相同(或基本上相同)的方式来制造有机发光器件。An organic light emitting device was fabricated in the same (or substantially the same) manner as in Example 5, except that compounds as listed in Table 2 were used in forming the emission layer and the emission assisting layer, respectively.
表2Table 2
评价示例Evaluation example
通过使用Keithley SMU 236仪器和PR650亮度测量仪来评价示例1至示例20和对比示例1至对比示例8的有机发光器件的驱动电压、电流密度、效率和寿命。通过测量直到亮度减小到初始亮度的97%所经过的时间来获得寿命结果。它们的结果示出在表3和表4中。The driving voltage, current density, efficiency, and lifetime of the organic light emitting devices of Examples 1 to 20 and Comparative Examples 1 to 8 were evaluated by using a Keithley SMU 236 instrument and a PR650 luminance meter. Lifetime results were obtained by measuring the time elapsed until the luminance decreased to 97% of the initial luminance. Their results are shown in Table 3 and Table 4.
表3table 3
表4Table 4
参照表3和表4中所示出的结果,可以看出,与对比示例1至对比示例8的有机发光器件的效率和寿命相比,示例1至示例20的有机发光器件具有更高的效率和更长的寿命,而不显著增大驱动电压。Referring to the results shown in Table 3 and Table 4, it can be seen that the organic light emitting devices of Examples 1 to 20 have higher efficiencies than those of the organic light emitting devices of Comparative Examples 1 to 8 and longer life without significantly increasing the drive voltage.
根据本公开的实施例的有机发光器件可以具有高效率和长寿命。An organic light emitting device according to an embodiment of the present disclosure may have high efficiency and long lifetime.
如这里使用的,术语“使用”可以被认为与术语“利用”同义。As used herein, the term "use" may be considered synonymous with the term "utilize."
另外,如这里使用的,术语“基本上”、“大约”和相似术语用作近似的术语而不是用作程度的术语,并且意图解释本领域普通技术人员将识别的测量值或计算值中的固有偏差。Additionally, as used herein, the terms "substantially," "about," and similar terms are used as terms of approximation rather than as terms of degree, and are intended to explain what a person of ordinary skill in the art would recognize in measured or calculated values. inherent bias.
将理解的是,当诸如层、膜、区域或基底的元件被称作“在”另一元件“上”时,该元件可以直接在所述另一元件上或者也可以存在中间元件。相反,当元件被称作“直接在”另一元件上或“直接接触”另一元件时,不存在中间元件。It will be understood that when an element such as a layer, film, region, or substrate is referred to as being "on" another element, it can be directly on the other element or intervening elements may also be present. In contrast, when an element is referred to as being "directly on" or "directly contacting" another element, there are no intervening elements present.
另外,这里陈述的任何数值范围意图包括在所陈述的范围内包含的相同数值精度的所有子范围。例如,“1.0至10.0”的范围意图包括所陈述的最小值1.0与所陈述的最大值10.0之间(包括所陈述的最小值1.0和所陈述的最大值10.0)的所有子范围,即,具有等于或大于1.0的最小值和等于或小于10.0的最大值,诸如以2.4至7.6为例。这里陈述的任何最大数值限制意图包括其中包含的所有较小数值限制,在本说明书中陈述的任何最小数值限制意图包括其中包含的所有较大数值限制。因此,申请人保留修改包括权利要求的本说明书的权利,以明确陈述在这里明确陈述的范围内包含的任何子范围。Additionally, any numerical range stated herein is intended to include all subranges subsumed within the stated range to the same numerical precision. For example, a range of "1.0 to 10.0" is intended to include all subranges between and inclusive of a stated minimum value of 1.0 and a stated maximum value of 10.0, i.e., having A minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as 2.4 to 7.6 for example. Any maximum numerical limitation stated herein is intended to include all lower numerical limitations contained therein, and any minimum numerical limitation stated in this specification is intended to include all higher numerical limitations contained therein. Accordingly, Applicants reserve the right to amend this specification, including the claims, to expressly state any sub-ranges encompassed within ranges expressly stated herein.
应理解的是,这里描述的实施例应被认为仅是描述性的含义,而不是出于限制的目的。每个实施例内的特征或方面的描述通常应被认为可用于其它实施例中的其它相似特征或方面。It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments.
尽管已经参照附图描述了一个或更多个实施例,但是本领域的普通技术人员将理解的是,在不脱离如权利要求及其等同物限定的本公开的精神和范围的情况下,在此可以在形式上和细节上做出各种改变。Although one or more embodiments have been described with reference to the accompanying drawings, those of ordinary skill in the art will understand that, without departing from the spirit and scope of the present disclosure as defined by the claims and their equivalents, the Various changes may be made in form and detail.
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| WD01 | Invention patent application deemed withdrawn after publication | Application publication date:20170704 |