US20150028290A1 - Heteroleptic osmium complex and method of making the same - Google Patents

Abstract

A method of making an osmium(II) complex having Formula I, L¹-Os-L², wherein L¹and L²are independently a biscarbene tridentate ligand, wherein L¹and L²can be same or different is disclosed. The method includes (a) reacting a precursor of ligand L¹with an osmium precursor to form an intermediate product, wherein the osmium precursor having the formula OsH_x(PR₃)_y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; and (b) reacting a precursor of ligand L²with said intermediate product.

Description

PARTIES TO A JOINT RESEARCH AGREEMENT
• The claimed invention was made by, on behalf of, and/or in connection with one or more of the following parties to a joint university corporation research agreement: Regents of the University of Michigan, Princeton University, University of Southern California, and the Universal Display Corporation. The agreement was in effect on and before the date the claimed invention was made, and the claimed invention was made as a result of activities undertaken within the scope of the agreement.
FIELD OF THE INVENTION
• The present invention relates to compounds for use as emitters and devices, such as organic light emitting diodes, including the same. More particularly, the compounds disclosed herein are novel heteroleptic bistridentate osmium carbene complexes and a novel synthetic method to make both homoleptic and heteroleptic bistridentate osmium carbene complexes.
BACKGROUND
• Opto-electronic devices that make use of organic materials are becoming increasingly desirable for a number of reasons. Many of the materials used to make such devices are relatively inexpensive, so organic opto-electronic devices have the potential for cost advantages over inorganic devices. In addition, the inherent properties of organic materials, such as their flexibility, may make them well suited for particular applications such as fabrication on a flexible substrate. Examples of organic opto-electronic devices include organic light emitting devices (OLEDs), organic phototransistors, organic photovoltaic cells, and organic photodetectors. For OLEDs, the organic materials may have performance advantages over conventional materials. For example, the wavelength at which an organic emissive layer emits light may generally be readily tuned with appropriate dopants.
• OLEDs make use of thin organic films that emit light when voltage is applied across the device. OLEDs are becoming an increasingly interesting technology for use in applications such as flat panel displays, illumination, and backlighting. Several OLED materials and configurations are described in U.S. Pat. Nos. 5,844,363, 6,303,238, and 5,707,745, which are incorporated herein by reference in their entirety.
• One application for phosphorescent emissive molecules is a full color display. Industry standards for such a display call for pixels adapted to emit particular colors, referred to as “saturated” colors. In particular, these standards call for saturated red, green, and blue pixels. Color may be measured using CIE coordinates, which are well known to the art.
• One example of a green emissive molecule is tris(2-phenylpyridine) iridium, denoted Ir(ppy)₃, which has the following structure:
• 
• In this, and later figures herein, we depict the dative bond from nitrogen to metal (here, Ir) as a straight line.
• As used herein, the term “organic” includes polymeric materials as well as small molecule organic materials that may be used to fabricate organic opto-electronic devices. “Small molecule” refers to any organic material that is not a polymer, and “small molecules” may actually be quite large. Small molecules may include repeat units in some circumstances. For example, using a long chain alkyl group as a substituent does not remove a molecule from the “small molecule” class. Small molecules may also be incorporated into polymers, for example as a pendent group on a polymer backbone or as a part of the backbone. Small molecules may also serve as the core moiety of a dendrimer, which consists of a series of chemical shells built on the core moiety. The core moiety of a dendrimer may be a fluorescent or phosphorescent small molecule emitter. A dendrimer may be a “small molecule,” and it is believed that all dendrimers currently used in the field of OLEDs are small molecules.
• As used herein, “top” means furthest away from the substrate, while “bottom” means closest to the substrate. Where a first layer is described as “disposed over” a second layer, the first layer is disposed further away from substrate. There may be other layers between the first and second layer, unless it is specified that the first layer is “in contact with” the second layer. For example, a cathode may be described as “disposed over” an anode, even though there are various organic layers in between.
• As used herein, “solution processible” means capable of being dissolved, dispersed, or transported in and/or deposited from a liquid medium, either in solution or suspension form.
• A ligand may be referred to as “photoactive” when it is believed that the ligand directly contributes to the photoactive properties of an emissive material. A ligand may be referred to as “ancillary” when it is believed that the ligand does not contribute to the photoactive properties of an emissive material, although an ancillary ligand may alter the properties of a photoactive ligand.
• As used herein, and as would be generally understood by one skilled in the art, a first “Highest Occupied Molecular Orbital” (HOMO) or “Lowest Unoccupied Molecular Orbital” (LUMO) energy level is “greater than” or “higher than” a second HOMO or LUMO energy level if the first energy level is closer to the vacuum energy level. Since ionization potentials (IP) are measured as a negative energy relative to a vacuum level, a higher HOMO energy level corresponds to an IP having a smaller absolute value (an IP that is less negative). Similarly, a higher LUMO energy level corresponds to an electron affinity (EA) having a smaller absolute value (an EA that is less negative). On a conventional energy level diagram, with the vacuum level at the top, the LUMO energy level of a material is higher than the HOMO energy level of the same material. A “higher” HOMO or LUMO energy level appears closer to the top of such a diagram than a “lower” HOMO or LUMO energy level.
• As used herein, and as would be generally understood by one skilled in the art, a first work function is “greater than” or “higher than” a second work function if the first work function has a higher absolute value. Because work functions are generally measured as negative numbers relative to vacuum level, this means that a “higher” work function is more negative. On a conventional energy level diagram, with the vacuum level at the top, a “higher” work function is illustrated as further away from the vacuum level in the downward direction. Thus, the definitions of HOMO and LUMO energy levels follow a different convention than work functions.
• More details on OLEDs, and the definitions described above, can be found in U.S. Pat. No. 7,279,704, which is incorporated herein by reference in its entirety.
SUMMARY OF THE INVENTION
• According to an aspect of the present disclosure, a method of making an osmium(II) complex having Formula I
• L¹-Os-L₂, wherein L¹and L²are independently a biscarbene tridentate ligand, wherein L¹and L²can be same or different is disclosed. The method comprises: (a) reacting a precursor of ligand L¹with an osmium precursor to form an intermediate product, wherein the osmium precursor having the formula OsH_x(PR₃)_y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; and (b) reacting a precursor of ligand L²with said intermediate product.
• In one embodiment of the method, L¹and L²are monoanionic ligands. In some embodiments, L¹and L²are independently selected from ligands having Formula II:
• 
• wherein Y¹, Y²and Y³comprise C or N; wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution; wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution; wherein R¹, R², R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to form a ring; and wherein the dash lines show the connection points to osmium.
• According to an embodiment, a compound having the structure according to Formula I as defined herein is disclosed.
• According to another aspect of the present disclosure, a first device comprising a first organic light emitting device is disclosed. The first organic light emitting device comprises an anode; a cathode; and an organic layer, disposed between the anode and the cathode. The organic layer can comprise a compound having the structure according Formula I
• The novel compounds, heteroleptic bistridentate osmium carbene complexes, and a novel synthetic method to make both homoleptic and heteroleptic bistridentate osmium carbene complexes disclosed herein are useful as emitters in organic light emitting devices. The inventors have discovered that the incorporation of these ligands can narrow the emission spectrum and improve device efficiency.
BRIEF DESCRIPTION OF THE DRAWINGS
• FIG. 1 shows an organic light emitting device.
• FIG. 2 shows an inverted organic light emitting device that does not have a separate electron transport layer.
• FIG. 3 shows molecular diagram of complex monohydride with X-ray diffraction analysis characterization.
• FIG. 4 shows molecular diagram of Complex A with X-ray diffraction analysis characterization.
DETAILED DESCRIPTION
• Generally, an OLED comprises at least one organic layer disposed between and electrically connected to an anode and a cathode. When a current is applied, the anode injects holes and the cathode injects electrons into the organic layer(s). The injected holes and electrons each migrate toward the oppositely charged electrode. When an electron and hole localize on the same molecule, an “exciton,” which is a localized electron-hole pair having an excited energy state, is formed. Light is emitted when the exciton relaxes via a photoemissive mechanism. In some cases, the exciton may be localized on an excimer or an exciplex. Non-radiative mechanisms, such as thermal relaxation, may also occur, but are generally considered undesirable.
• The initial OLEDs used emissive molecules that emitted light from their singlet states (“fluorescence”) as disclosed, for example, in U.S. Pat. No. 4,769,292, which is incorporated by reference in its entirety. Fluorescent emission generally occurs in a time frame of less than 10 nanoseconds.
• More recently, OLEDs having emissive materials that emit light from triplet states (“phosphorescence”) have been demonstrated. Baldo et al., “Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices,” Nature, vol. 395, 151-154, 1998; (“Baldo-I”) and Baldo et al., “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”), which are incorporated by reference in their entireties. Phosphorescence is described in more detail in U.S. Pat. No. 7,279,704 at cols. 5-6, which are incorporated by reference.
• FIG. 1 shows an organiclight emitting device100. The figures are not necessarily drawn to scale.Device100 may include asubstrate110, ananode115, ahole injection layer120, ahole transport layer125, anelectron blocking layer130, anemissive layer135, ahole blocking layer140, anelectron transport layer145, anelectron injection layer150, aprotective layer155, acathode160, and a barrier layer170.Cathode160 is a compound cathode having a firstconductive layer162 and a secondconductive layer164.Device100 may be fabricated by depositing the layers described, in order. The properties and functions of these various layers, as well as example materials, are described in more detail in U.S. Pat. No. 7,279,704 at cols. 6-10, which are incorporated by reference.
• More examples for each of these layers are available. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Pat. No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F₄-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. Examples of emissive and host materials are disclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. U.S. Pat. Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entireties, disclose examples of cathodes including compound cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, electrically-conductive, sputter-deposited ITO layer. The theory and use of blocking layers is described in more detail in U.S. Pat. No. 6,097,147 and U.S. Patent Application Publication No. 2003/0230980, which are incorporated by reference in their entireties. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety. A description of protective layers may be found in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety.
• FIG. 2 shows aninverted OLED200. The device includes asubstrate210, acathode215, anemissive layer220, ahole transport layer225, and ananode230.Device200 may be fabricated by depositing the layers described, in order. Because the most common OLED configuration has a cathode disposed over the anode, anddevice200 hascathode215 disposed underanode230,device200 may be referred to as an “inverted” OLED. Materials similar to those described with respect todevice100 may be used in the corresponding layers ofdevice200.FIG. 2 provides one example of how some layers may be omitted from the structure ofdevice100.
• The simple layered structure illustrated inFIGS. 1 and 2 is provided by way of non-limiting example, and it is understood that embodiments of the invention may be used in connection with a wide variety of other structures. The specific materials and structures described are exemplary in nature, and other materials and structures may be used. Functional OLEDs may be achieved by combining the various layers described in different ways, or layers may be omitted entirely, based on design, performance, and cost factors. Other layers not specifically described may also be included. Materials other than those specifically described may be used. Although many of the examples provided herein describe various layers as comprising a single material, it is understood that combinations of materials, such as a mixture of host and dopant, or more generally a mixture, may be used. Also, the layers may have various sublayers. The names given to the various layers herein are not intended to be strictly limiting. For example, indevice200,hole transport layer225 transports holes and injects holes intoemissive layer220, and may be described as a hole transport layer or a hole injection layer. In one embodiment, an OLED may be described as having an “organic layer” disposed between a cathode and an anode. This organic layer may comprise a single layer, or may further comprise multiple layers of different organic materials as described, for example, with respect toFIGS. 1 and 2.
• Structures and materials not specifically described may also be used, such as OLEDs comprised of polymeric materials (PLEDs) such as disclosed in U.S. Pat. No. 5,247,190 to Friend et al., which is incorporated by reference in its entirety. By way of further example, OLEDs having a single organic layer may be used. OLEDs may be stacked, for example as described in U.S. Pat. No. 5,707,745 to Forrest et al, which is incorporated by reference in its entirety. The OLED structure may deviate from the simple layered structure illustrated inFIGS. 1 and 2. For example, the substrate may include an angled reflective surface to improve out-coupling, such as a mesa structure as described in U.S. Pat. No. 6,091,195 to Forrest et al., and/or a pit structure as described in U.S. Pat. No. 5,834,893 to Bulovic et al., which are incorporated by reference in their entireties.
• Unless otherwise specified, any of the layers of the various embodiments may be deposited by any suitable method. For the organic layers, preferred methods include thermal evaporation, ink-jet, such as described in U.S. Pat. Nos. 6,013,982 and 6,087,196, which are incorporated by reference in their entireties, organic vapor phase deposition (OVPD), such as described in U.S. Pat. No. 6,337,102 to Forrest et al., which is incorporated by reference in its entirety, and deposition by organic vapor jet printing (OVJP), such as described in U.S. Pat. No. 7,431,968, which is incorporated by reference in its entirety. Other suitable deposition methods include spin coating and other solution based processes. Solution based processes are preferably carried out in nitrogen or an inert atmosphere. For the other layers, preferred methods include thermal evaporation. Preferred patterning methods include deposition through a mask, cold welding such as described in U.S. Pat. Nos. 6,294,398 and 6,468,819, which are incorporated by reference in their entireties, and patterning associated with some of the deposition methods such as ink jet and OVJD. Other methods may also be used. The materials to be deposited may be modified to make them compatible with a particular deposition method. For example, substituents such as alkyl and aryl groups, branched or unbranched, and preferably containing at least 3 carbons, may be used in small molecules to enhance their ability to undergo solution processing. Substituents having 20 carbons or more may be used, and 3-20 carbons is a preferred range. Materials with asymmetric structures may have better solution processibility than those having symmetric structures, because asymmetric materials may have a lower tendency to recrystallize. Dendrimer substituents may be used to enhance the ability of small molecules to undergo solution processing.
• Devices fabricated in accordance with embodiments of the present invention may further optionally comprise a barrier layer. One purpose of the barrier layer is to protect the electrodes and organic layers from damaging exposure to harmful species in the environment including moisture, vapor and/or gases, etc. The barrier layer may be deposited over, under or next to a substrate, an electrode, or over any other parts of a device including an edge. The barrier layer may comprise a single layer, or multiple layers. The barrier layer may be formed by various known chemical vapor deposition techniques and may include compositions having a single phase as well as compositions having multiple phases. Any suitable material or combination of materials may be used for the barrier layer. The barrier layer may incorporate an inorganic or an organic compound or both. The preferred barrier layer comprises a mixture of a polymeric material and a non-polymeric material as described in U.S. Pat. No. 7,968,146, PCT Pat. Application Nos. PCT/US2007/023098 and PCT/US2009/042829, which are herein incorporated by reference in their entireties. To be considered a “mixture”, the aforesaid polymeric and non-polymeric materials comprising the barrier layer should be deposited under the same reaction conditions and/or at the same time. The weight ratio of polymeric to non-polymeric material may be in the range of 95:5 to 5:95. The polymeric material and the non-polymeric material may be created from the same precursor material. In one example, the mixture of a polymeric material and a non-polymeric material consists essentially of polymeric silicon and inorganic silicon.
• Devices fabricated in accordance with embodiments of the invention may be incorporated into a wide variety of consumer products, including flat panel displays, computer monitors, medical monitors, televisions, billboards, lights for interior or exterior illumination and/or signaling, heads up displays, fully transparent displays, flexible displays, laser printers, telephones, cell phones, personal digital assistants (PDAs), laptop computers, digital cameras, camcorders, viewfinders, micro-displays, 3-D displays, vehicles, a large area wall, theater or stadium screen, or a sign. Various control mechanisms may be used to control devices fabricated in accordance with the present invention, including passive matrix and active matrix. Many of the devices are intended for use in a temperature range comfortable to humans, such as 18 degrees C. to 30 degrees C., and more preferably at room temperature (20-25 degrees C.), but could be used outside this temperature range, for example, from −40 degree C. to +80 degree C.
• The materials and structures described herein may have applications in devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors may employ the materials and structures. More generally, organic devices, such as organic transistors, may employ the materials and structures.
• The terms halo, halogen, alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, heterocyclic group, aryl, aromatic group, and heteroaryl are known to the art, and are defined in U.S. Pat. No. 7,279,704 at cols. 31-32, which are incorporated herein by reference.
• As used herein, “substituted” indicates that a substituent other than H is bonded to the relevant carbon. Thus, where R²is monosubstituted, then one R²must be other than H. Similarly, where R³is disubstituted, then two of R³must be other than H. Similarly, where R²is unsubstituted R²is hydrogen for all available positions.
• In the present disclosure, novel heteroleptic bistridentate Os(II) complexes and a novel method for synthesizing both homoleptic and heteroleptic bistridentate Os(II) complexes is provided. Heteroleptic osmium complexes provide great freedom of tuning emission color, electrochemical energy levels, and improving evaporation properties.
• Osmium (II) complexes have been investigated for OLED applications. The octahedral ligand arrangement of the Os(II) complexes resembles that of Ir(III) complexes. Os(II) complexes generally exhibit low oxidation potential, i.e. shallow HOMO energy level than Ir(III) complexes. The inventors have discovered that bistridentate Os(II) carbene complexes offer performance advantages for OLED applications. Without being bound to a theory, the inventors believe that the rigid nature of the tridentate ligands are providing narrow emission line widths and short excited state lifetimes, which can result in better color purity and longer device lifetime, making them suitable for display applications.
• US2005260449 and WO2009046266 disclosed bistridentate Os(II) complexes. Examples of homoleptic Os(II) complexes were provided. The two tridentate ligands binding to Os(II) metal are identical. It may be beneficial to incorporate two different ligands to Os(II) metal to form a heterlopetic complex. For example, the thermal properties, electrochemical properties, and photophysical properties can be tuned by selecting two proper ligands. It offers more flexibility for materials design than two identical ligands.
• The synthesis of homoleptic complexes, however, has been challenging; let alone the heteroleptic complexes. The synthesis method used in WO2009046266 generated very low yield, typically 2-5%. In a later application, US2012215000, the yield was significantly improved to over 30% using a new osmium precursor. In theory, both of these methods should work for synthesis of heteroleptic bistridentate Os(II) complexes by introducing two different ligands at the complexation stage and isolating the desired heteroleptic complex from the reaction mixture. The synthesis will be extremely inefficient and impractical.
• The inventors have developed a new stepwise complexation method. This method is suitable for making both homoleptic and heteroleptic bistridentate Os(II) complexes. As shown in the scheme below, an osmium precursor was first reacted with a bistridentate ligand to generate an intermediate that has one tridentate ligand coordinated to the metal. The intermediate was then treated with another tridentate ligand to generate the final complex. Depending on the structure of the second ligand, homoleptic or heteroleptic complexes can be synthesized. In addition, the yield was improved. One example of the inventive synthetic method is shown below:
• 
• In describing the novel synthesis method of the inventors, all reactions were carried out with rigorous exclusion of air using Schlenk-tube techniques. Solvents, except DMF and acetonitrile that were dried and distilled under argon, were obtained oxygen- and water-free from an MBraun solvent purification apparatus.¹H,³¹P{¹H},¹⁹F and¹³C{¹H} NMR spectra were recorded on Bruker 300 ARX, Bruker Avance 300 MHz, and Bruker Avance 400 MHz instruments. Chemical shifts (expressed in parts per million) are referenced to residual solvent peaks (¹H,¹³C {¹H}) or external 85% H₃PO₄(³¹P {¹H}), or external CFCl₃(¹⁹F). Coupling constants J and N are given in hertz. Attenuated total reflection infrared spectra (ATR-IR) of solid samples were run on a Perkin-Elmer Spectrum 100 FT-IR spectrometer. C, H, and N analyses were carried out in a Perkin-Elmer 2400 CHNS/O analyzer. High-resolution electrospray mass spectra were acquired using a MicroTOF-Q hybrid quadrupole time-of-flight spectrometer (Bruker Daltonics, Bremen, Germany). OsH₆(PⁱPr₃)₂was prepared by the method published in Aracama, M.; Esteruelas, M. A.; Lahoz, F. J.; López, J. A.; Meyer, U.; Oro, L. A.; Werner, H.Inorg. Chem.1991, 30, 288.
• Preparation of Dihydride-BF4
• 
• A solution of OsH₆(PⁱPr₃)₂(261 mg, 0.505 mmol) in dimethylformamide (DMF) (5 mL) was treated with 1,3-bis[(1-methyl)benzylimidazolium-3-yl]benzene diiodide (300 mg, 0.505 mmol). The resulting mixture was refluxed for 20 min, getting a very dark solution. After cooling at room temperature the solvent was removed in vacuo, affording a dark residue. The residue was dissolved in acetonitrile (10 mL) and AgBF₄(98.3 mg, 0.505 mmol) was added. After stirring protected from the light for 30 min the resulting suspension was filtered through Celite to remove the silver salts. The solution thus obtained was evaporated to ca. 0.5 mL and diethyl ether (10 mL) was added to afford a beige solid, that was washed with further portions of diethyl ether (2×2 mL) and dried in vacuo. Yield: 240 mg (50%). Analytical Calculation for C₄₀H₆₁BF₄N₄OsP₂: C, 51.28; H, 6.56; N, 5.98. Found: C, 51.55; H, 6.70; N, 5.62. HRMS (electrospray, m/z): calcd for C₄₀H₆₁N₄OsP₂[M]⁺: 851.3983; found: 851.4036. IR (cm⁻¹): v(Os—H) 2104 (w), v(BF₄) 1080-1000 (vs).¹H NMR (300 MHz, CD₃CN, 298K): δ 8.31 (m, 2H, CH bzm), 7.98 (d, J_H-H=7.9, 2H, CH Ph), 7.70 (m, 2H, CH bzm), 7.57 (t, J_H-H=7.9, 1H, CH Ph), 7.54-7.50 (m, 4H, CH bzm), 4.32 (s, 6H, CH₃), 1.54 (m, 6H, PCH(CH₃)₂), 0.67 (dvt, J_HH=6.2, N=13.2, 36H, PCH(CH₃)₂), −6.25 (t, J_H-P=13.6, 2H, Os—H).¹³C {¹H} NMR (75.42 MHz, CD₃CN, 293K): δ 189.4 (t, J_C-P=7.5, NCN), 161.3 (Os—C), 146.9 (s, CPh), 137.3 (s, CBzm), 132.8 (s, C Bzm), 124.9 (s, CH Bzm), 124.5 (s, CH Bzm), 124.2 (s, CH Ph), 112.8 (s, CH Bzm), 111.9 (s, CH Bzm), 109.2 (s, CH Ph), 38.9 (s, CH₃), 29.3 (t, N=27, PCH(CH₃)₂), 18.5 (s, PCH(CH₃)₂).³¹P{¹H} NMR (121.4 MHz, CD₃CN, 293K): δ 4.5 (s).
• Preparation of Complex Monohydride, Shown Below:
• 
• This monohydride compound can be prepared by using two different methods. Method (A): A solution of OsH₆(PⁱPr₃)₂(261 mg, 0.505 mmol) in DMF (5 mL) was treated with 1,3-bis[(1-methyl)benzylimidazolium-3-yl]benzene diiodide (300 mg, 0.505 mmol). The resulting mixture was refluxed for 20 min, getting a very dark solution. After cooling at room temperature the solvent was removed in vacuo, affording a dark residue. The dark residue was dissolved in 10 mL of tetrahydrofuran (THF) and K^tBuO (142 mg, 1.263 mmol) was added to the solution. After stirring at room temperature for 10 min the resulting suspension was filtered through Celite to remove the potassium salts. The solution thus obtained was evaporated to dryness to afford a yellow residue. Addition of pentane afforded a yellow solid, which was washed with pentane (1×2 mL) and dried in vacuo to obtain a yellow solid. Yield: 378 mg (88%). Method (B): A solution of dihydride-BF4 (200 mg, 0.213 mmol) in THF (5 mL) was treated with K^tBuO (28.6 mg, 0.255 mmol). After stirring at room temperature for 10 min the resulting suspension was filtered through Celite to remove the potassium salts. The solution thus obtained was evaporated to dryness to afford a yellow residue. Addition of pentane afforded a yellow solid, which was washed with pentane (1×2 mL) and dried in vacuo obtain a yellow solid. Yield: 163 mg (90%). Anal. Calcd. for C₄₀H₆₀N₄OsP₂: C, 56.58; H, 7.12; N, 6.60. Found: C, 56.00; H, 6.69; N, 6.76. HRMS (electrospray, m/z): calcd. For [M+H]⁺851.3983; found: 851.3979. IR (cm⁻¹): v(Os—H) 1889 (w).¹H NMR (300 MHz, C₆D₆, 298K): δ 8.17 (d, J_H-H=7.7, 2H, CH Ph), 8.06 (d, J_H-H=7.7, 2H, CH bzm), 7.60 (t, J_H-H=7.7, 1H, CH Ph), 7.20 (td, J_H-H=7.9, J_H-H=1.0, 2H, CH bzm), 7.14-7.03 (m, 4H CH bzm), 3.92 (s, 6H, CH₃), 1.55 (m, 6H, PCH(CH₃)₂), 0.67 (dvt, J_H-H=6.9, N=12.3, 36H, PCH(CH₃)₂), −9.55 (t, J_H-P=33.6, 1H, Os—H).¹³C {¹H} NMR (75.42 MHz, C₆D₆, 293K): δ 197.6 (t, J_C-P=9.2, Os—NCN), 173.2 (t, J_C-P=2.9, Os—C), 148.4 (s, CPh), 137.3 (s, C Bzm), 134.4 (s, CBzm), 121.5 (s, CH Bzm), 121.2 (s, CH Bzm), 117.9 (s, CH Ph), 109.6 (s, CH Bzm), 108.5 (s, CH Bzm), 105.8 (s, CH Ph), 37.9 (s, CH₃), 31.0 (t, N=24.2, PCH(CH₃)₂), 19.7 (s, PCH(CH₃)₂).³¹P {¹H} NMR (121.4 MHz, C₆D₆, 293K): δ 20.6 (s, doublet under off resonance conditions).FIG. 3 shows the molecular structure of complex monohydride with the X-ray diffraction analysis characterization. Selected bond lengths (A) and angles)(°) were: Os—P(1)=2.3512(18), Os—P(2)=2.3529(17), Os—C(1)=2.052(6), Os—C(9)=2.036(3), Os—C(15)=2.035(6); P(1)-Os—P(2)=152.86(6), C(1)-Os—C(9)=75.5(2), C(9)-Os—C(15)=75.4(2), C(1)-Os(C15)=150.9(2).
• Preparation of Complex Monohydride-CF3:
• 
• Method (A): A solution of dihydride-CF3-BF4 (200 mg, 0.2 mmol) in THF (5 mL) was treated with K^tBuO (26.8 mg, 0.24 mmol). After stirring at room temperature for 10 min the resulting suspension was filtered through Celite to remove the potassium salts. The solution thus obtained was evaporated to dryness to afford a yellow residue. Addition of pentane afforded a yellow solid, which was washed with pentane (1×2 mL) and dried in vacuo obtain a yellow solid. Yield: 240 mg (50%). Anal. Calcd. for C₄H₅₉F₃N₄OsP₂: C, 53.69; H, 6.48; N, 6.11. Found: C, 53.20; H, 6.33; N, 6.18. IR (cm⁻¹): v(Os—H) 1842 (w).¹H NMR (300 MHz, C₆D₆, 298K): δ 8.53 (s, 2H, CH Ph-CF₃), 8.18 (m, 2H, CH bzm), 7.15-6.98 (m, 6H, CH bzm), 3.86 (s, 6H, CH₃), 1.49 (m, 6H, PCH(CH₃)₂), 0.60 (dvt, J_H.H=6.6, N=12.9, 36H, PCH(CH₃)₂), −9.29 (t, J_H-P=34.0, 1H, Os—H).¹³C {¹H} NMR (75.42 MHz, C₆D₆, 293K): δ 197.4 (t, J_C-P=9.0, Os—NCN), 173.2 (t, J_C-P=3.6, Os—C), 148.0 (s, CPh), 137.2 (s, CBzm), 133.9 (s, CBzm), 128.2 (q, J_C-F=270.0, CF₃), 122.0 (s, CH Bzm), 121.7 (s, CH Bzm), 118.9 (q, J_C-F=30.8, C—CF₃), 109.8 (s, CH Bzm), 108.7 (s, CH Bzm), 102.0 (q, J_C-F=4.0 CH Ph), 37.9 (s, CH₃), 30.9 (t, N=24.8, PCH(CH₃)₂), 19.5 (s, PCH(CH₃)₂).³¹P {¹H} NMR (121.4 MHz, C₆D₆, 293K): δ 21.4 (s, doublet under off resonance conditions).¹⁹F NMR 282 MHz, C₆D₆, 293K): 6-60.10 (CF₃). Method (B): A solution of OsH₆(PⁱPr₃)₂(235 mg, 0.455 mmol) in DMF (5 mL) was treated with 1,3-bis[(1-methyl)benzylimidazolium-3-yl]-5-trifluoromethyl-benzene diiodide (300 mg, 0.455 mmol). The resulting mixture was refluxed for 20 min, getting a very dark solution. After cooling at room temperature the solvent was removed in vacuo, affording a dark residue. The addition of 4 mL of toluene caused the precipitation of a brown solid that was washed with further portions of diethyl ether (2×4 mL). The brown solid was dissolved in THF (10 mL) and K^tBuO (102 mg, 0.906 mmol) was added. After stirring for 20 min the resulting suspension was filtered through Celite to remove the iodide salts. The solution thus obtained was evaporated to dryness and pentane (4 mL) was added to afford an orange solid that was washed with further portions of pentane (1×3 mL) and dried in vacuo. This orange solid was suspended in diethyl ether (10 mL) and treated with HBF₄:Et₂O (93 μL, 0.680 mmol) getting a white suspension. This solid was decanted, washed with further portions of diethyl ether (2×4 mL) and dried in vacuo. Yield: 405 mg (89%) Anal. Calcd. for C₄₁H₆₀BF₇N₄OsP₂: C, 49.00; H, 6.02; N, 5.58. Found: C, 49.21; H, 5.79; N, 5.69. HRMS (electrospray, m/z): calcd for [M]⁺: 919.3857; found: 919.4035. IR (cm⁻¹): v(Os—H) 2097 (w), v(BF₄) 1080-1000 (vs).¹H NMR (300 MHz, CD₃CN, 298K): δ 9.60 (m, 2H, CH bzm), 9.41 (s, 2H, CH Ph), 8.96 (m, 2H, CH bzm), 8.80 (m, 4H, CH bzm), 5.57 (s, 6H, CH₃), 2.80 (m, 6H, CH_P), 1.91 (dvt, 36H, J_HH=7.1, N=13.5, CH_3-P), −4.70 (t, 2H, J_H-P=13.5, H_hyd);¹³C {¹H}NMR (75.42 MHz, CD₃CN, 293K): δ 189.6 (t, J_C-P=7.5, NCN), 169.6 (t, J_C-P=5.7, Os—C), 146.7 (s, C Ph), 137.4 (s, C Bzm), 132.6 (s, C Bzm), 126.7 (q, J_C-F=270, CF₃), 126.3 (q, J_C-F=28.6, CCF₃), 125.4 (s, CH Bzm), 125.1 (s, CH Bzm), 113.2 (s, CH Bzm), 112.3 (s, CH Bzm), 105.6 (q, J_C-F=3.9, CH Ph), 39.1 (s, CH₃), 29.5 (t, N=13.5, PCH(CH₃)₂), 19.6 (s, PCH(CH₃)₂).³¹P {¹H} NMR (121.4 MHz, CD₃CN, 293K): δ 5.2 (s).¹⁹F {¹H} NMR (282 MHz, CD₃CN, 293K): δ−60.21 (s, CF₃); −151.7 (broad signal, BF₄)
• Preparation of Complex A:
• 
• Monohydride (250 mg, 0.294 mmol) and 1,3-bis[(1-methyl)benzylimidazolium-3-yl]benzene ditetrafluoroborate (181 mg, 0.353 mmol) were dissolved in 5 mL of DMF and triethyl amine (0.6 mL, 4.4 mmol) was added to the solution. The resulting mixture was refluxed for 1.5 h and then it was cooled to room temperature. The solvent was evaporated under vacuum to afford a brown residue. Addition of acetonitrile afforded a bright yellow solid that was washed with acetonitrile (1×2 mL) and dried in vacuo. Yield: 153 mg (60%). HRMS (electrospray, m/z): calcd for C₄₄H₃₄N₈Os [M]⁺: 867.2562; found: 867.2597.¹H NMR (300 MHz, C₆D₆, 293K): δ 8.29 (d, J_H-H=7.7, 4H, CH Ph), 8.18 (d, J_H-H=7.9, 4H, CH bzm), 7.81 (t, J_H-H=7.7, 2H, CH Ph), 7.08 (td, J_H-H=7.9, J_H-H=1.0, 4H, CH bzm), 6.80 (td, J_H-H=7.9, J_H-H=1.0, 4H, CH bzm), 6.18 (d, J_H-H=7.9, 4H, CH bzm), 2.25 (s, 12H, CH₃).¹³C {¹H} NMR (75.42 MHz, C₆D₆, 293K): δ 192.6 (s, Os—NCN), 171.1 (s, Os—C), 146.8 (s, CPh), 137.2 (s, CBzm), 133.4 (s, CBzm), 121.43 (s, CH Bzm), 121.03 (s, CH Bzm), 117.8 (s, CH Ph), 109.9 (s, CH Bzm), 109.0 (s, CH Bzm), 106.4 (s, CH Ph), 32.7 (s, CH₃).FIG. 4 shows molecular diagram of Complex A with X-ray diffraction analysis characterization. The structure has two chemically equivalent but crystallographically independent molecules in the asymmetric unit. Selected bond lengths (A) and angles (°): Os(1)-C(10)=2.048(7), 2.057 (7), Os(1)-C(32)=2.045(7), 2.049 (8), Os(1)-C(15)=2.026(8), 2.032 (8), Os(1)-C(1)=2.042(8), 2.037 (7), Os(1)-C(23)=2.049(7), 2.037 (8), Os(1)-C(37)=2.043(7), 2.051(8); C(15)-Os(1)-C(1)=149.6(3), 149.9 (3), C(23)-Os(1)-C(37)=150.0(3), 150.6 (3), C(10)-Os(1)-C(32)=177.8(3), 178.6 (3).
• Preparation of Complex A-CF₃:
• 
• Monohydride (250 mg, 0.294 mmol) and 1,3-bis[(1-methyl)benzylimidazolium-3-yl]-5-trifluoromethyl-benzene ditetrafluoroborate (170 mg, 0.294 mmol) were dissolved in 5 mL of DMF and triethyl amine (0.6 mL, 4.4 mmol) was added to the solution. The resulting mixture was refluxed for 1.5 h and then it was cooled to room temperature. The solvent was evaporated under vacuum to afford a brown residue. Addition of acetonitrile afforded a bright yellow solid that was washed with acetonitrile (1×2 mL) and dried in vacuo. Yield: 147 mg (53%). HRMS (electrospray, m/z): calcd for C₄₅H₃₃F₃N₈Os [M]⁺: 934.2392; found: 934.2398.¹H NMR (300 MHz, C₆D₆, 293K): δ 8.75 (s, 2H, CH Ph-CF₃), 8.24 (d, J_H-H=7.8, 2H, CH Ph), 8.16 (d, J_H-H=7.8, 2H, CH bzm), 8.14 (d, J_H-H=7.8, 2H, CH bzm), 7.78 (t, J_H-H=7.8, 1H, CH Ph), 7.08 (t, J_H-H=7.8, 2H, CH bzm), 6.99 (t, J_H-H=7.8, 2H, CH bzm), 6.81 (t, J_H-H=7.9, 2H, CH bzm), 6.78 (t, J_H-H=7.9, 2H, CH bzm), 6.21 (d, J_H-H=7.8, 2H, CH bzm), 6.14 (d, J_H-H=7.8, 2H, CH bzm), 2.22 (s, 6H, CH₃), 2.11 (s, 6H, CH₃).¹³C {¹H} NMR (100.63 MHz, C₆D₆, 293K): δ 192.4 (s, Os—NCN), 192.1 (s, Os—NCN), 179.0 (s, Os—C), 170.1 (s, Os—C), 146.7 (s, CPh), 146.5 (s, CPh), 137.2 (s, CBzm), 137.1 (s, CBzm), 133.4 (s, CBzm), 133.2 (s, CBzm), 128.4 (q, J_C-F=270.4 Hz, CF₃) 122.0 (s, CH Bzm), 121.8 (s, CH Bzm), 121.7 (s, CH Bzm), 121.4 (s, CH Bzm), 119.0 (q, J_C-F=30.7 Hz, CCF₃) 118.5 (s, CH Ph), 110.14 (s, CH Bzm), 110.08 (s, CH Bzm), 109.30 (s, CH Bzm), 109.28 (s, CH Bzm), 107.0 (s, CH Ph), 103.1 (q, J_C-F=3.8 Hz, CHPh), 32.8 (s, CH₃), 32.7 (s, CH₃).¹⁹F NMR (282 MHz, C₆D₆, 293K): δ −57.1 (CF₃).
• According to an aspect of the present disclosure, a method of making an osmium(II) complex having Formula I
• L¹-Os-L², wherein L¹and L²are independently a biscarbene tridentate ligand, wherein L¹and L²can be same or different is disclosed. The method comprises: (a) reacting a precursor of ligand L¹with an osmium precursor to form an intermediate product, wherein the osmium precursor having the formula OsH_x(PR₃)_y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; and (b) reacting a precursor of ligand L²with said intermediate product.
• In one embodiment of the method, L¹and L²are monoanionic ligands. In some embodiments, L¹and L²are independently selected from ligands having Formula II:
• 
• wherein Y¹, Y²and Y³comprise C or N; wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution; wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution; wherein R¹, R², R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to form a ring; and wherein the dash lines show the connection points to osmium.
• In one embodiment of the method, Y¹, Y²and Y³comprise C. In one embodiment, Y¹and Y³comprise C, and Y²is N. In one embodiment, Y¹and Y³are N, and Y²comprise C. In one embodiment, R¹and R²are independently selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and partially or fully deuterated variants thereof. In one embodiment, R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.
• In one embodiment of the method, the osmium precursor having the formula OsH₆(PR₃)₂. In another embodiment, R in the osmium precursor having the formula OsH₆(PR₃)_yis selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, cyclohexyl, phenyl, 2,6-dimethylphenyl, and 2-methylphenyl. In other embodiment, R is 1-methylethyl.
• In another embodiment, the ligands having Formula II are selected from the group consisting of:
• 

  

  

  

  

  

  

  

  

  

  

  

  

  

  

  

  
• According to an embodiment, a compound having a structure according to Formula I, L¹-Os-L²is provided, wherein L¹and L²are different; wherein L¹and L²are independently selected from ligands having Formula II,
• 
• In Formula II, Y¹, Y²and Y³comprise C or N; wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution; wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution; wherein R¹and R²are independently selected from the group consisting of alkyl and cycloalkyl; wherein R³, Wand R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof; wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to condense into a fused ring; and wherein the dash lines show the connection points to osmium.
• In an embodiment of the compound, Y¹, Y²and Y³comprise C. In one embodiment of the compound, Y¹and Y³comprise C, and Y²is N. In some embodiments, Y¹and Y³are N, and Y²comprise C. In one embodiment, R¹and R²are independently selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and partially or fully deuterated variants thereof. In one embodiment, R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.
• In some embodiments of the compound, L¹and L²are independently selected from ligands having Formula III:
• 
• wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C or N. In one embodiment, X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C.
• In some embodiments, the ligands having Formula II are selected from the group consisting of: L¹⁰¹to L¹⁵⁹defined herein.
• In some embodiments, the compound having a structure according to Formula I, L¹-Os-L²is selected from the group consisting of Compounds 1 to 1159 defined in Table 1 below:

• TABLE 1
  Compound
  Number	L1	L2

  1.	L101	L102
  2.	L101	L103
  3.	L101	L104
  4.	L101	L105
  5.	L101	L106
  6.	L101	L107
  7.	L101	L108
  8.	L101	L109
  9.	L101	L110
  10.	L101	L111
  11.	L101	L112
  12.	L101	L113
  13.	L101	L114
  14.	L101	L115
  15.	L101	L116
  16.	L101	L117
  17.	L101	L118
  18.	L101	L119
  19.	L101	L120
  20.	L101	L121
  21.	L101	L122
  22.	L101	L123
  23.	L101	L124
  24.	L101	L125
  25.	L101	L126
  26.	L101	L127
  27.	L101	L128
  28.	L101	L129
  29.	L101	L130
  30.	L101	L131
  31.	L101	L132
  32.	L101	L133
  33.	L101	L134
  34.	L101	L135
  35.	L101	L136
  36.	L101	L137
  37.	L101	L138
  38.	L101	L139
  39.	L101	L140
  40.	L101	L141
  41.	L101	L142
  42.	L101	L143
  43.	L101	L144
  44.	L101	L145
  45.	L101	L146
  46.	L101	L147
  47.	L101	L148
  48.	L101	L149
  49.	L101	L150
  50.	L101	L151
  51.	L101	L152
  52.	L101	L153
  53.	L101	L154
  54.	L101	L155
  55.	L101	L156
  56.	L101	L157
  57.	L101	L158
  58.	L101	L159
  59.	L102	L103
  60.	L102	L104
  61.	L102	L105
  62.	L102	L106
  63.	L102	L107
  64.	L102	L108
  65.	L102	L109
  66.	L102	L110
  67.	L102	L111
  68.	L102	L112
  69.	L102	L113
  70.	L102	L114
  71.	L102	L115
  72.	L102	L116
  73.	L102	L117
  74.	L102	L118
  75.	L102	L119
  76.	L102	L120
  77.	L102	L121
  78.	L102	L122
  79.	L102	L123
  80.	L102	L124
  81.	L102	L125
  82.	L102	L126
  83.	L102	L127
  84.	L102	L128
  85.	L102	L129
  86.	L102	L130
  87.	L102	L131
  88.	L102	L132
  89.	L102	L133
  90.	L102	L134
  91.	L102	L135
  92.	L102	L136
  93.	L102	L137
  94.	L102	L138
  95.	L102	L139
  96.	L102	L140
  97.	L102	L141
  98.	L102	L142
  99.	L102	L143
  100.	L102	L144
  101.	L102	L145
  102.	L102	L146
  103.	L102	L147
  104.	L102	L148
  105.	L102	L149
  106.	L102	L150
  107.	L102	L151
  108.	L102	L152
  109.	L102	L153
  110.	L102	L154
  111.	L102	L155
  112.	L102	L156
  113.	L102	L157
  114.	L102	L158
  115.	L102	L159
  116.	L103	L104
  117.	L103	L105
  118.	L103	L106
  119.	L103	L107
  120.	L103	L108
  121.	L103	L109
  122.	L103	L110
  123.	L103	L111
  124.	L103	L112
  125.	L103	L113
  126.	L103	L114
  127.	L103	L115
  128.	L103	L116
  129.	L103	L117
  130.	L103	L118
  131.	L103	L119
  132.	L103	L120
  133.	L103	L121
  134.	L103	L122
  135.	L103	L123
  136.	L103	L124
  137.	L103	L125
  138.	L103	L126
  139.	L103	L127
  140.	L103	L128
  141.	L103	L129
  142.	L103	L130
  143.	L103	L131
  144.	L103	L132
  145.	L103	L133
  146.	L103	L134
  147.	L103	L135
  148.	L103	L136
  149.	L103	L137
  150.	L103	L138
  151.	L103	L139
  152.	L103	L140
  153.	L103	L141
  154.	L103	L142
  155.	L103	L143
  156.	L103	L144
  157.	L103	L145
  158.	L103	L146
  159.	L103	L147
  160.	L103	L148
  161.	L103	L149
  162.	L103	L150
  163.	L103	L151
  164.	L103	L152
  165.	L103	L153
  166.	L103	L154
  167.	L103	L155
  168.	L103	L156
  169.	L103	L157
  170.	L103	L158
  171.	L103	L159
  172.	L104	L105
  173.	L104	L106
  174.	L104	L107
  175.	L104	L108
  176.	L104	L109
  177.	L104	L110
  178.	L104	L111
  179.	L104	L112
  180.	L104	L113
  181.	L104	L114
  182.	L104	L115
  183.	L104	L116
  184.	L104	L117
  185.	L104	L118
  186.	L104	L119
  187.	L104	L120
  188.	L104	L121
  189.	L104	L122
  190.	L104	L123
  191.	L104	L124
  192.	L104	L125
  193.	L104	L126
  194.	L104	L127
  195.	L104	L128
  196.	L104	L129
  197.	L104	L130
  198.	L104	L131
  199.	L104	L132
  200.	L104	L133
  201.	L104	L134
  202.	L104	L135
  203.	L104	L136
  204.	L104	L137
  205.	L104	L138
  206.	L104	L139
  207.	L104	L140
  208.	L104	L141
  209.	L104	L142
  210.	L104	L143
  211.	L104	L144
  212.	L104	L145
  213.	L104	L146
  214.	L104	L147
  215.	L104	L148
  216.	L104	L149
  217.	L104	L150
  218.	L104	L151
  219.	L104	L152
  220.	L104	L153
  221.	L104	L154
  222.	L104	L155
  223.	L104	L156
  224.	L104	L157
  225.	L104	L158
  226.	L104	L159
  227.	L105	L106
  228.	L105	L107
  229.	L105	L108
  230.	L105	L109
  231.	L105	L110
  232.	L105	L111
  233.	L105	L112
  234.	L105	L113
  235.	L105	L114
  236.	L105	L115
  237.	L105	L116
  238.	L105	L117
  239.	L105	L118
  240.	L105	L119
  241.	L105	L120
  242.	L105	L121
  243.	L105	L122
  244.	L105	L123
  245.	L105	L124
  246.	L105	L125
  247.	L105	L126
  248.	L105	L127
  249.	L105	L128
  250.	L105	L129
  251.	L105	L130
  252.	L105	L131
  253.	L105	L132
  254.	L105	L133
  255.	L105	L134
  256.	L105	L135
  257.	L105	L136
  258.	L105	L137
  259.	L105	L138
  260.	L105	L139
  261.	L105	L140
  262.	L105	L141
  263.	L105	L142
  264.	L105	L143
  265.	L105	L144
  266.	L105	L145
  267.	L105	L146
  268.	L105	L147
  269.	L105	L148
  270.	L105	L149
  271.	L105	L150
  272.	L105	L151
  273.	L105	L152
  274.	L105	L153
  275.	L105	L154
  276.	L105	L155
  277.	L105	L156
  278.	L105	L157
  279.	L105	L158
  280.	L105	L159
  281.	L106	L107
  282.	L106	L108
  283.	L106	L109
  284.	L106	L110
  285.	L106	L111
  286.	L106	L112
  287.	L106	L113
  288.	L106	L114
  289.	L106	L115
  290.	L106	L116
  291.	L106	L117
  292.	L106	L118
  293.	L106	L119
  294.	L106	L120
  295.	L106	L121
  296.	L106	L122
  297.	L106	L123
  298.	L106	L124
  299.	L106	L125
  300.	L106	L126
  301.	L106	L127
  302.	L106	L128
  303.	L106	L129
  304.	L106	L130
  305.	L106	L131
  306.	L106	L132
  307.	L106	L133
  308.	L106	L134
  309.	L106	L135
  310.	L106	L136
  311.	L106	L137
  312.	L106	L138
  313.	L106	L139
  314.	L106	L140
  315.	L106	L141
  316.	L106	L142
  317.	L106	L143
  318.	L106	L144
  319.	L106	L145
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  1046.	L123	L124
  1047.	L123	L125
  1048.	L123	L126
  1049.	L123	L127
  1050.	L123	L128
  1051.	L123	L129
  1052.	L123	L130
  1053.	L123	L131
  1054.	L123	L132
  1055.	L123	L133
  1056.	L123	L134
  1057.	L123	L135
  1058.	L123	L136
  1059.	L123	L137
  1060.	L123	L138
  1061.	L123	L139
  1062.	L123	L140
  1063.	L123	L141
  1064.	L123	L142
  1065.	L123	L143
  1066.	L123	L144
  1067.	L123	L145
  1068.	L123	L146
  1069.	L123	L147
  1070.	L123	L148
  1071.	L123	L149
  1072.	L123	L150
  1073.	L123	L151
  1074.	L123	L152
  1075.	L123	L153
  1076.	L123	L154
  1077.	L123	L155
  1078.	L123	L156
  1079.	L123	L157
  1080.	L123	L158
  1081.	L123	L159
  1082.	L124	L125
  1083.	L124	L126
  1084.	L124	L127
  1085.	L124	L128
  1086.	L124	L129
  1087.	L124	L130
  1088.	L124	L131
  1089.	L124	L132
  1090.	L124	L133
  1091.	L124	L134
  1092.	L124	L135
  1093.	L124	L136
  1094.	L124	L137
  1095.	L124	L138
  1096.	L124	L139
  1097.	L124	L140
  1098.	L124	L141
  1099.	L124	L142
  1100.	L124	L143
  1101.	L124	L144
  1102.	L124	L145
  1103.	L124	L146
  1104.	L124	L147
  1105.	L124	L148
  1106.	L124	L149
  1107.	L124	L150
  1108.	L124	L151
  1109.	L124	L152
  1110.	L124	L153
  1111.	L124	L154
  1112.	L124	L155
  1113.	L124	L156
  1114.	L124	L157
  1115.	L124	L158
  1116.	L124	L159
  1117.	L125	L126
  1118.	L125	L127
  1119.	L125	L128
  1120.	L125	L129
  1121.	L125	L130
  1122.	L125	L131
  1123.	L125	L132
  1124.	L125	L133
  1125.	L125	L134
  1126.	L125	L135
  1127.	L125	L136
  1128.	L125	L137
  1129.	L125	L138
  1130.	L125	L139
  1131.	L125	L140
  1132.	L125	L141
  1133.	L125	L142
  1134.	L125	L143
  1135.	L125	L144
  1136.	L125	L145
  1137.	L125	L146
  1138.	L125	L147
  1139.	L125	L148
  1140.	L125	L149
  1141.	L125	L150
  1142.	L125	L151
  1143.	L125	L152
  1144.	L125	L153
  1145.	L125	L154
  1146.	L125	L155
  1147.	L125	L156
  1148.	L125	L157
  1149.	L125	L158
  1150.	L125	L159

• In one embodiment, a first device comprising a first organic light emitting device is disclosed. The first organic light emitting device comprises an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising a compound having the structure according Formula I, L¹-Os-L²; wherein L¹and L²are different; wherein L¹and L²are independently selected from ligands having Formula II:
• 
• wherein Y¹, Y²and Y³comprise C or N; wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution; wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution; wherein R¹and R²are independently selected from the group consisting of alkyl and cycloalkyl; wherein R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof; wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to condense into a fused ring; and wherein the dash lines show the connection points to osmium.
• In one embodiment of the first device, Y¹, Y²and Y³comprise C. In one embodiment, Y¹, Y²and Y³are N. In one embodiment, R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.
• In some embodiments of the first device, L¹and L²are independently selected from ligands having Formula III:
• 
• wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C or N. In some embodiments, X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C.
• In some embodiments of the first device, the ligands having Formula II are selected from the group consisting of L¹⁰¹to L¹⁵⁹defined herein.
• In some embodiments of the first device, the first emitting compound is selected from the group consisting of Compounds 1 to 1159 defined in Table 1.
• The first device can be one or more of a consumer product, an organic light-emitting device, and/or a lighting panel.
• The organic layer in the organic light emitting device can be an emissive layer and the compound can be an emissive dopant in some embodiments, while the compound can be a non-emissive dopant in other embodiments.
• The organic layer can also include a host. In some embodiments, the host can include a metal complex. In one embodiment, the host can be a metal 8-hydroxyquinolate. The host can be a triphenylene containing benzo-fused thiophene or benzo-fused furan. Any substituent in the host can be an unfused substituent independently selected from the group consisting of C_nH_2n+1, OC_nH₂₊₁, OAr₁, N(C_nH₂₊₁)₂, N(Ar₁)(Ar₂), CH═CH—C_nH_2n+1, C≡C—C_nH₂₊₁, Ar₁, Ar₁—Ar₂, C_nH_2n—Ar₁, or no substitution. In the preceding substituents n can range from 1 to 10; and Ar₁and Ar₂can be independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof.
• The host can be a compound selected from the group consisting of carbazole, dibenzothiphene, dibenzofuran, dibenzoselenophene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene. The “aza” designation in the fragments described above, i.e., aza-dibenzofuran, aza-dibenzonethiophene, etc., means that one or more of the C—H groups in the respective fragment can be replaced by a nitrogen atom, for example, and without any limitation, azatriphenylene encompasses both dibenzo[f,h]quinoxaline and dibenzo[f,h]quinoline. One of ordinary skill in the art can readily envision other nitrogen analogs of the aza-derivatives described above, and all such analogs are intended to be encompassed by the terms as set forth herein. The host can include a metal complex. The host can be a specific compound selected from the group consisting of:
• 

  
• and combinations thereof.
• In yet another aspect of the present disclosure, a formulation comprising the compound having a structure according to Formula I, L¹-Os-L², as defined herein, is disclosed. The formulation can include one or more components selected from the group consisting of a solvent, a host, a hole injection material, hole transport material, and an electron transport layer material, disclosed herein.
• Combination with Other Materials
• The materials described herein as useful for a particular layer in an organic light emitting device may be used in combination with a wide variety of other materials present in the device. For example, emissive dopants disclosed herein may be used in conjunction with a wide variety of hosts, transport layers, blocking layers, injection layers, electrodes and other layers that may be present. The materials described or referred to below are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that may be useful in combination.
HIL/HTL:
• A hole injecting/transporting material to be used in the present invention is not particularly limited, and any compound may be used as long as the compound is typically used as a hole injecting/transporting material. Examples of the material include, but not limit to: a phthalocyanine or porphryin derivative; an aromatic amine derivative; an indolocarbazole derivative; a polymer containing fluorohydrocarbon; a polymer with conductivity dopants; a conducting polymer, such as PEDOT/PSS; a self-assembly monomer derived from compounds such as phosphonic acid and silane derivatives; a metal oxide derivative, such as MoO_x; a p-type semiconducting organic compound, such as 1,4,5,8,9,12-Hexaazatriphenylenehexacarbonitrile; a metal complex, and a cross-linkable compounds.
• Examples of aromatic amine derivatives used in HIL or HTL include, but not limit to the following general structures:
• 
• Each of Ar¹to Ar⁹is selected from the group consisting aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, azulene; group consisting aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and group consisting 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Wherein each Ar is further substituted by a substituent selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.
• In one aspect, Ar¹to Ar⁹is independently selected from the group consisting of:
• 
• wherein k is an integer from 1 to 20; X¹⁰¹to X¹⁰⁸is C (including CH) or N; Z¹⁰¹is NAr¹, O, or S; Ar¹has the same group defined above.
• Examples of metal complexes used in HIL or HTL include, but not limit to the following general formula:
• 
• wherein Met is a metal, which can have an atomic weight greater than 40; (Y¹⁰¹-Y¹⁰²) is a bidentate ligand, Y¹⁰¹and Y¹⁰²are independently selected from C, N, O, P, and S; L¹⁰¹is an ancillary ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and k′+k″ is the maximum number of ligands that may be attached to the metal.
• In one aspect, (Y¹⁰¹-Y¹⁰²) is a 2-phenylpyridine derivative. In another aspect, (Y¹⁰¹-Y¹⁰²) is a carbene ligand. In another aspect, Met is selected from Ir, Pt, Os, and Zn. In a further aspect, the metal complex has a smallest oxidation potential in solution vs. Fc⁺/Fc couple less than about 0.6 V.
Host:
• The light emitting layer of the organic EL device of the present invention preferably contains at least a metal complex as light emitting material, and may contain a host material using the metal complex as a dopant material. Examples of the host material are not particularly limited, and any metal complexes or organic compounds may be used as long as the triplet energy of the host is larger than that of the dopant. While the Table below categorizes host materials as preferred for devices that emit various colors, any host material may be used with any dopant so long as the triplet criteria is satisfied.
• Examples of metal complexes used as host are preferred to have the following general formula:
• 
• wherein Met is a metal; (Y¹⁰³-Y¹⁰⁴) is a bidentate ligand, Y¹⁰³and Y¹⁰⁴are independently selected from C, N, O, P, and S; L¹⁰¹is an another ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and k′+k″ is the maximum number of ligands that may be attached to the metal.
• In one aspect, the metal complexes are:
• 
• wherein (O—N) is a bidentate ligand, having metal coordinated to atoms O and N.
• In another aspect, Met is selected from Ir and Pt. In a further aspect, (Y¹⁰³-Y¹⁰⁴) is a carbene ligand.
• Examples of organic compounds used as host are selected from the group consisting aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, azulene; group consisting aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and group consisting 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Wherein each group is further substituted by a substituent selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.
• In one aspect, host compound contains at least one of the following groups in the molecule:
• 

  
• wherein R¹⁰¹to R¹⁰⁷is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above. k is an integer from 0 to 20 or 1 to 20; k′″ is an integer from 0 to 20. X¹⁰¹to X¹⁰⁸is selected from C (including CH) or N. Z¹⁰¹and Z¹⁰²is selected from NR¹⁰¹, O, or S.
HBL:
• A hole blocking layer (HBL) may be used to reduce the number of holes and/or excitons that leave the emissive layer. The presence of such a blocking layer in a device may result in substantially higher efficiencies as compared to a similar device lacking a blocking layer. Also, a blocking layer may be used to confine emission to a desired region of an OLED.
• In one aspect, compound used in HBL contains the same molecule or the same functional groups used as host described above.
• In another aspect, compound used in HBL contains at least one of the following groups in the molecule:
• 
• wherein k is an integer from 1 to 20; L¹⁰¹is an another ligand, k′ is an integer from 1 to 3.
ETL:
• Electron transport layer (ETL) may include a material capable of transporting electrons. Electron transport layer may be intrinsic (undoped), or doped. Doping may be used to enhance conductivity. Examples of the ETL material are not particularly limited, and any metal complexes or organic compounds may be used as long as they are typically used to transport electrons.
• In one aspect, compound used in ETL contains at least one of the following groups in the molecule:
• 
• wherein R¹⁰¹is selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above. Ar¹to Ar³has the similar definition as Ar's mentioned above. k is an integer from 1 to 20. X¹⁰¹to X¹⁰⁸is selected from C (including CH) or N.
• In another aspect, the metal complexes used in ETL contains, but not limit to the following general formula:
• 
• wherein (O—N) or (N—N) is a bidentate ligand, having metal coordinated to atoms O, N or N,N; L¹⁰¹is another ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal.
• In any above-mentioned compounds used in each layer of the OLED device, the hydrogen atoms can be partially or fully deuterated. Thus, any specifically listed substituent, such as, without limitation, methyl, phenyl, pyridyl, etc. encompasses undeuterated, partially deuterated, and fully deuterated versions thereof. Similarly, classes of substituents such as, without limitation, alkyl, aryl, cycloalkyl, heteroaryl, etc. also encompass undeuterated, partially deuterated, and fully deuterated versions thereof.
• In addition to and/or in combination with the materials disclosed herein, many hole injection materials, hole transporting materials, host materials, dopant materials, exiton/hole blocking layer materials, electron transporting and electron injecting materials may be used in an OLED. Non-limiting examples of the materials that may be used in an OLED in combination with materials disclosed herein are listed in Table 2 below. Table 2 lists non-limiting classes of materials, non-limiting examples of compounds for each class, and references that disclose the materials.

• TABLE 2
  MATERIAL	EXAMPLES OF MATERIAL	PUBLICATIONS

  Hole injection materials

  Phthalocyanine and porphryin compounds		Appl. Phys. Lett. 69, 2160 (1996)
  Starburst triarylamines		J. Lumin. 72-74, 985 (1997)
  CFxFluorohydrocarbon polymer		Appl. Phys. Lett. 78, 673 (2001)
  Conducting polymers (e.g., PEDOT:PSS, polyaniline, polypthiophene)		Synth. Met. 87, 171 (1997) WO2007002683
  Phosphonic acid and sliane SAMs		US20030162053
  Triarylamine or polythiophene polymers with conductivity dopants		EP1725079A1
  	and
  Organic compounds with		US20050123751
  conductive inorganic		SID Symposium
  compounds, such as		Digest, 37, 923 (2006)
  molybdenum and tungsten		WO2009018009
  oxides
  n-type semiconducting		US20020158242
  organic complexes
  Metal organometallic		US20060240279
  complexes
  Cross-linkable compounds		US20080220265
  Polythiophene based polymers and copolymers		WO 2011075644 EP2350216

  Hole transporting materials

  Triarylamines (e.g., TPD, α-NPD)		Appl. Phys. Lett. 51, 913 (1987)
  		U.S. Pat. No. 5,061,569
  		EP650955
  		J. Mater. Chem. 3, 319 (1993)
  		Appl. Phys. Lett. 90, 183503 (2007)
  		Appl. Phys. Lett. 90, 183503 (2007)
  Triaylamine on spirofluorene core		Synth. Met. 91, 209 (1997)
  Arylamine carbazole compounds		Adv. Mater. 6, 677 (1994), US20080124572
  Triarylamine with (di)benzothiophene/ (di)benzofuran		US20070278938, US20080106190 US20110163302
  Indolocarbazoles		Synth. Met. 111, 421 (2000)
  Isoindole compounds		Chem. Mater. 15, 3148 (2003)
  Metal carbene complexes		US20080018221

  Phosphorescent OLED host materials

  Red hosts

  Arylcarbazoles		Appl. Phys. Lett. 78, 1622 (2001)
  Metal 8-hydroxyquinolates (e.g., Alq3, BAlq)		Nature 395, 151 (1998)
  		US20060202194
  		WO2005014551
  		WO2006072002
  Metal phenoxybenzothiazole compounds		Appl. Phys. Lett. 90, 123509 (2007)
  Conjugated oligomers and polymers (e.g., polyfluorene)		Org. Electron. 1, 15 (2000)
  Aromatic fused rings		WO2009066779, WO2009066778, WO2009063833, US20090045731, US20090045730, WO2009008311, US20090008605, US20090009065
  Zinc complexes		WO2010056066
  Chrysene based compounds		WO2011086863

  Green hosts

  Arylcarbazoles		Appl. Phys. Lett. 78, 1622 (2001)
  		US20030175553
  		WO2001039234
  Aryltriphenylene compounds		US20060280965
  		US20060280965
  		WO2009021126
  Poly-fused heteroaryl compounds		US20090309488 US20090302743 US20100012931
  Donor acceptor type molecules		WO2008056746
  		WO2010107244
  Aza-carbazole/DBT/DBF		JP2008074939
  		US20100187984
  Polymers (e.g., PVK)		Appl. Phys. Lett. 77, 2280 (2000)
  Spirofluorene compounds		WO2004093207
  Metal phenoxybenzooxazole compounds		WO2005089025
  		WO2006132173
  		JP200511610
  Spirofluorene-carbazole compounds		JP2007254297
  		JP2007254297
  Indolocabazoles		WO2007063796
  		WO2007063754
  5-member ring electron deficient heterocycles (e.g., triazole, oxadiazole)		J. Appl. Phys. 90, 5048 (2001)
  		WO2004107822
  Tetraphenylene complexes		US20050112407
  Metal phenoxypyridine compounds		WO2005030900
  Metal coordination complexes (e.g., Zn, Al with N{circumflex over ( )}N ligands)		US20040137268, US20040137267

  Blue hosts

  Arylcarbazoles		Appl. Phys. Lett, 82, 2422 (2003)
  		US20070190359
  Dibenzothiophene/ Dibenzofuran- carbazole compounds		WO2006114966, US20090167162
  		US20090167162
  		WO2009086028
  		US20090030202, US20090017330
  		US20100084966
  Silicon aryl compounds		US20050238919
  		WO2009003898
  Silicon/Germanium aryl compounds		EP2034538A
  Aryl benzoyl ester		WO2006100298
  Carbazole linked by non- conjugated groups		US20040115476
  Aza-carbazoles		US20060121308
  High triplet metal organometallic complex		U.S. Pat. No. 7,154,114

  Phosphorescent dopants

  Red dopants

  Heavy metal porphyrins (e.g., PtOEP)		Nature 395, 151 (1998)
  Iridium(III) organometallic complexes		Appl. Phys. Lett. 78, 1622 (2001)
  		US2006835469
  		US2006835469
  		US20060202194
  		US20060202194
  		US20070087321
  		US20080261076 US20100090591
  		US20070087321
  		Adv. Mater. 19, 739 (2007)
  		WO2009100991
  		WO2008101842
  		U.S. Pat. No. 7,232,618
  Platinum(II) organometallic complexes		WO2003040257
  		US20070103060
  Osminum(III) complexes		Chem. Mater. 17, 3532 (2005)
  Ruthenium(II) complexes		Adv. Mater. 17, 1059 (2005)
  Rhenium (I), (II), and (III) complexes		US20050244673

  Green dopants

  Iridium(III) organometallic complexes		Inorg. Chem. 40, 1704 (2001)

  	and its derivatives

  		US20020034656
  		U.S. Pat. No. 7,332,232
  		US20090108737
  		WO2010028151
  		EP1841834B
  		US20060127696
  		US20090039776
  		U.S. Pat. No. 6,921,915
  		US20100244004
  		U.S. Pat. No. 6,687,266
  		Chem. Mater. 16, 2480 (2004)
  		US20070190359
  		US 20060008670 JP2007123392
  		WO2010086089, WO2011044988
  		Adv. Mater. 16, 2003 (2004)
  		Angew. Chem. Int. Ed. 2006, 45, 7800
  		WO2009050290
  		US20090165846
  		US20080015355
  		US20010015432
  		US20100295032
  Monomer for polymeric metal organometallic compounds		U.S. Pat. No. 7,250,226, U.S. Pat. No. 7,396,598
  Pt(II) organometallic complexes, including polydentated ligands		Appl. Phys. Lett. 86, 153505 (2005)
  		Appl. Phys. Lett. 86, 153505 (2005)
  		Chem. Lett. 34, 592 (2005)
  		WO2002015645
  		US20060263635
  		US20060182992 US20070103060
  Cu complexes		WO2009000673
  		US20070111026
  Gold complexes		Chem. Commun. 2906 (2005)
  Rhenium(III) complexes		Inorg. Chem. 42, 1248 (2003)
  Osmium(II) complexes		U.S. Pat. No. 7,279,704
  Deuterated organometallic complexes		US20030138657
  Organometallic complexes with two or more metal centers		US20030152802
  		U.S. Pat. No. 7,090,928

  Blue dopants

  Iridium(III) organometallic complexes		WO2002002714
  		WO2006009024

  		US20060251923 US20110057559 US20110204333

  		U.S. Pat. No. 7,393,599, WO2006056418, US20050260441, WO2005019373
  		U.S. Pat. No. 7,534,505
  		WO2011051404
  		U.S. Pat. No. 7,445,855
  		US20070190359, US20080297033 US20100148663
  		U.S. Pat. No. 7,338,722
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• It is understood that the various embodiments described herein are by way of example only, and are not intended to limit the scope of the invention. For example, many of the materials and structures described herein may be substituted with other materials and structures without deviating from the spirit of the invention. The present invention as claimed may therefore include variations from the particular examples and preferred embodiments described herein, as will be apparent to one of skill in the art. It is understood that various theories as to why the invention works are not intended to be limiting.

Claims (39)

1. A method of making an osmium(II) complex having Formula I

L¹-Os-L², wherein L¹and L²are independently a biscarbene tridentate ligand, wherein L¹and L²can be same or different, said method comprising:

(a) reacting a precursor of ligand L¹with an osmium precursor to form an intermediate product, wherein the osmium precursor having the formula OsH_x(PR₃)_y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; and

(b) reacting a precursor of ligand L²with said intermediate product.

2. The method ofclaim 1, wherein L¹and L²are monoanionic ligands.

3. The method ofclaim 1, wherein L¹and L²are independently selected from ligands having Formula II:

wherein Y¹, Y²and Y³comprise C or N;

wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution;

wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution;

wherein R¹, R², R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;

wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to form a ring; and

wherein the dash lines show the connection points to osmium.

4. The method ofclaim 3, wherein Y¹, Y²and Y³comprise C.

5. The method ofclaim 3, wherein Y¹and Y³comprise C, and Y²is N.

6. The method ofclaim 3, wherein Y¹and Y³are N, and Y²comprise C.

7. The method ofclaim 3, wherein R¹and R²are independently selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and partially or fully deuterated variants thereof.

8. The method ofclaim 3, wherein R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.

9. The method ofclaim 1, wherein R is selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, cyclohexyl, phenyl, 2,6-dimethylphenyl, and 2-methylphenyl.

10. The method ofclaim 1, wherein R is 1-methylethyl.

11. The method ofclaim 3, wherein the ligands having Formula II are selected from the group consisting of:

12. A compound having a structure according to Formula I:

L¹-Os-L²

wherein L¹and L²are different;

wherein L¹and L²are independently selected from ligands having Formula II:

wherein Y¹, Y²and Y³comprise C or N;

wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution;

wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution;

wherein R¹and R²are independently selected from the group consisting of alkyl and cycloalkyl;

wherein R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof;

wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to condense into a fused ring; and

wherein the dash lines show the connection points to osmium.

13. The compound ofclaim 12, wherein Y¹, Y²and Y³comprise C.

14. The compound ofclaim 12, wherein Y¹and Y³comprise C, and Y²is N.

15. The compound ofclaim 12, wherein Y¹and Y³are N, and Y²comprise C.

16. The compound ofclaim 12, wherein R¹and R²are independently selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and partially or fully deuterated variants thereof.

17. The compound ofclaim 12, wherein R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.

18. The compound ofclaim 12, wherein L¹and L²are independently selected from ligands having Formula III:

wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C or N.

19. The compound ofclaim 18, wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C.

20. The compound ofclaim 12, wherein the ligands having Formula II are selected from the group consisting of:

21. The compound ofclaim 12, wherein the compound is selected from the group consisting of Compounds 1 to 1150 defined in the table below:

CompoundNumberL¹L²1.L¹⁰¹L¹⁰²2.L¹⁰¹L¹⁰³3.L¹⁰¹L¹⁰⁴4.L¹⁰¹L¹⁰⁵5.L¹⁰¹L¹⁰⁶6.L¹⁰¹L¹⁰⁷7.L¹⁰¹L¹⁰⁸8.L¹⁰¹L¹⁰⁹9.L¹⁰¹L¹¹⁰10.L¹⁰¹L¹¹¹11.L¹⁰¹L¹¹²12.L¹⁰¹L¹¹³13.L¹⁰¹L¹¹⁴14.L¹⁰¹L¹¹⁵15.L¹⁰¹L¹¹⁶16.L¹⁰¹L¹¹⁷17.L¹⁰¹L¹¹⁸18.L¹⁰¹L¹¹⁹19.L¹⁰¹L¹²⁰20.L¹⁰¹L¹²¹21.L¹⁰¹L¹²²22.L¹⁰¹L¹²³23.L¹⁰¹L¹²⁴24.L¹⁰¹L¹²⁵25.L¹⁰¹L¹²⁶26.L¹⁰¹L¹²⁷27.L¹⁰¹L¹²⁸28.L¹⁰¹L¹²⁹29.L¹⁰¹L¹³⁰30.L¹⁰¹L¹³¹31.L¹⁰¹L¹³²32.L¹⁰¹L¹³³33.L¹⁰¹L¹³⁴34.L¹⁰¹L¹³⁵35.L¹⁰¹L¹³⁶36.L¹⁰¹L¹³⁷37.L¹⁰¹L¹³⁸38.L¹⁰¹L¹³⁹39.L¹⁰¹L¹⁴⁰40.L¹⁰¹L¹⁴¹41.L¹⁰¹L¹⁴²42.L¹⁰¹L¹⁴³43.L¹⁰¹L¹⁴⁴44.L¹⁰¹L¹⁴⁵45.L¹⁰¹L¹⁴⁶46.L¹⁰¹L¹⁴⁷47.L¹⁰¹L¹⁴⁸48.L¹⁰¹L¹⁴⁹49.L¹⁰¹L¹⁵⁰50.L¹⁰¹L¹⁵¹51.L¹⁰¹L¹⁵²52.L¹⁰¹L¹⁵³53.L¹⁰¹L¹⁵⁴54.L¹⁰¹L¹⁵⁵55.L¹⁰¹L¹⁵⁶56.L¹⁰¹L¹⁵⁷57.L¹⁰¹L¹⁵⁸58.L¹⁰¹L¹⁵⁹59.L¹⁰²L¹⁰³60.L¹⁰²L¹⁰⁴61.L¹⁰²L¹⁰⁵62.L¹⁰²L¹⁰⁶63.L¹⁰²L¹⁰⁷64.L¹⁰²L¹⁰⁸65.L¹⁰²L¹⁰⁹66.L¹⁰²L¹¹⁰67.L¹⁰²L¹¹¹68.L¹⁰²L¹¹²69.L¹⁰²L¹¹³70.L¹⁰²L¹¹⁴71.L¹⁰²L¹¹⁵72.L¹⁰²L¹¹⁶73.L¹⁰²L¹¹⁷74.L¹⁰²L¹¹⁸75.L¹⁰²L¹¹⁹76.L¹⁰²L¹²⁰77.L¹⁰²L¹²¹78.L¹⁰²L¹²²79.L¹⁰²L¹²³80.L¹⁰²L¹²⁴81.L¹⁰²L¹²⁵82.L¹⁰²L¹²⁶83.L¹⁰²L¹²⁷84.L¹⁰²L¹²⁸85.L¹⁰²L¹²⁹86.L¹⁰²L¹³⁰87.L¹⁰²L¹³¹88.L¹⁰²L¹³²89.L¹⁰²L¹³³90.L¹⁰²L¹³⁴91.L¹⁰²L¹³⁵92.L¹⁰²L¹³⁶93.L¹⁰²L¹³⁷94.L¹⁰²L¹³⁸95.L¹⁰²L¹³⁹96.L¹⁰²L¹⁴⁰97.L¹⁰²L¹⁴¹98.L¹⁰²L¹⁴²99.L¹⁰²L¹⁴³100.L¹⁰²L¹⁴⁴101.L¹⁰²L¹⁴⁵102.L¹⁰²L¹⁴⁶103.L¹⁰²L¹⁴⁷104.L¹⁰²L¹⁴⁸105.L¹⁰²L¹⁴⁹106.L¹⁰²L¹⁵⁰107.L¹⁰²L¹⁵¹108.L¹⁰²L¹⁵²109.L¹⁰²L¹⁵³110.L¹⁰²L¹⁵⁴111.L¹⁰²L¹⁵⁵112.L¹⁰²L¹⁵⁶113.L¹⁰²L¹⁵⁷114.L¹⁰²L¹⁵⁸115.L¹⁰²L¹⁵⁹116.L¹⁰³L¹⁰⁴117.L¹⁰³L¹⁰⁵118.L¹⁰³L¹⁰⁶119.L¹⁰³L¹⁰⁷120.L¹⁰³L¹⁰⁸121.L¹⁰³L¹⁰⁹122.L¹⁰³L¹¹⁰123.L¹⁰³L¹¹¹124.L¹⁰³L¹¹²125.L¹⁰³L¹¹³126.L¹⁰³L¹¹⁴127.L¹⁰³L¹¹⁵128.L¹⁰³L¹¹⁶129.L¹⁰³L¹¹⁷130.L¹⁰³L¹¹⁸131.L¹⁰³L¹¹⁹132.L¹⁰³L¹²⁰133.L¹⁰³L¹²¹134.L¹⁰³L¹²²135.L¹⁰³L¹²³136.L¹⁰³L¹²⁴137.L¹⁰³L¹²⁵138.L¹⁰³L¹²⁶139.L¹⁰³L¹²⁷140.L¹⁰³L¹²⁸141.L¹⁰³L¹²⁹142.L¹⁰³L¹³⁰143.L¹⁰³L¹³¹144.L¹⁰³L¹³²145.L¹⁰³L¹³³146.L¹⁰³L¹³⁴147.L¹⁰³L¹³⁵148.L¹⁰³L¹³⁶149.L¹⁰³L¹³⁷150.L¹⁰³L¹³⁸151.L¹⁰³L¹³⁹152.L¹⁰³L¹⁴⁰153.L¹⁰³L¹⁴¹154.L¹⁰³L¹⁴²155.L¹⁰³L¹⁴³156.L¹⁰³L¹⁴⁴157.L¹⁰³L¹⁴⁵158.L¹⁰³L¹⁴⁶159.L¹⁰³L¹⁴⁷160.L¹⁰³L¹⁴⁸161.L¹⁰³L¹⁴⁹162.L¹⁰³L¹⁵⁰163.L¹⁰³L¹⁵¹164.L¹⁰³L¹⁵²165.L¹⁰³L¹⁵³166.L¹⁰³L¹⁵⁴167.L¹⁰³L¹⁵⁵168.L¹⁰³L¹⁵⁶169.L¹⁰³L¹⁵⁷170.L¹⁰³L¹⁵⁸171.L¹⁰³L¹⁵⁹172.L¹⁰⁴L¹⁰⁵173.L¹⁰⁴L¹⁰⁶174.L¹⁰⁴L¹⁰⁷175.L¹⁰⁴L¹⁰⁸176.L¹⁰⁴L¹⁰⁹177.L¹⁰⁴L¹¹⁰178.L¹⁰⁴L¹¹¹179.L¹⁰⁴L¹¹²180.L¹⁰⁴L¹¹³181.L¹⁰⁴L¹¹⁴182.L¹⁰⁴L¹¹⁵183.L¹⁰⁴L¹¹⁶184.L¹⁰⁴L¹¹⁷185.L¹⁰⁴L¹¹⁸186.L¹⁰⁴L¹¹⁹187.L¹⁰⁴L¹²⁰188.L¹⁰⁴L¹²¹189.L¹⁰⁴L¹²²190.L¹⁰⁴L¹²³191.L¹⁰⁴L¹²⁴192.L¹⁰⁴L¹²⁵193.L¹⁰⁴L¹²⁶194.L¹⁰⁴L¹²⁷195.L¹⁰⁴L¹²⁸196.L¹⁰⁴L¹²⁹197.L¹⁰⁴L¹³⁰198.L¹⁰⁴L¹³¹199.L¹⁰⁴L¹³²200.L¹⁰⁴L¹³³201.L¹⁰⁴L¹³⁴202.L¹⁰⁴L¹³⁵203.L¹⁰⁴L¹³⁶204.L¹⁰⁴L¹³⁷205.L¹⁰⁴L¹³⁸206.L¹⁰⁴L¹³⁹207.L¹⁰⁴L¹⁴⁰208.L¹⁰⁴L¹⁴¹209.L¹⁰⁴L¹⁴²210.L¹⁰⁴L¹⁴³211.L¹⁰⁴L¹⁴⁴212.L¹⁰⁴L¹⁴⁵213.L¹⁰⁴L¹⁴⁶214.L¹⁰⁴L¹⁴⁷215.L¹⁰⁴L¹⁴⁸216.L¹⁰⁴L¹⁴⁹217.L¹⁰⁴L¹⁵⁰218.L¹⁰⁴L¹⁵¹219.L¹⁰⁴L¹⁵²220.L¹⁰⁴L¹⁵³221.L¹⁰⁴L¹⁵⁴222.L¹⁰⁴L¹⁵⁵223.L¹⁰⁴L¹⁵⁶224.L¹⁰⁴L¹⁵⁷225.L¹⁰⁴L¹⁵⁸226.L¹⁰⁴L¹⁵⁹227.L¹⁰⁵L¹⁰⁶228.L¹⁰⁵L¹⁰⁷229.L¹⁰⁵L¹⁰⁸230.L¹⁰⁵L¹⁰⁹231.L¹⁰⁵L¹¹⁰232.L¹⁰⁵L¹¹¹233.L¹⁰⁵L¹¹²234.L¹⁰⁵L¹¹³235.L¹⁰⁵L¹¹⁴236.L¹⁰⁵L¹¹⁵237.L¹⁰⁵L¹¹⁶238.L¹⁰⁵L¹¹⁷239.L¹⁰⁵L¹¹⁸240.L¹⁰⁵L¹¹⁹241.L¹⁰⁵L¹²⁰242.L¹⁰⁵L¹²¹243.L¹⁰⁵L¹²²244.L¹⁰⁵L¹²³245.L¹⁰⁵L¹²⁴246.L¹⁰⁵L¹²⁵247.L¹⁰⁵L¹²⁶248.L¹⁰⁵L¹²⁷249.L¹⁰⁵L¹²⁸250.L¹⁰⁵L¹²⁹251.L¹⁰⁵L¹³⁰252.L¹⁰⁵L¹³¹253.L¹⁰⁵L¹³²254.L¹⁰⁵L¹³³255.L¹⁰⁵L¹³⁴256.L¹⁰⁵L¹³⁵257.L¹⁰⁵L¹³⁶258.L¹⁰⁵L¹³⁷259.L¹⁰⁵L¹³⁸260.L¹⁰⁵L¹³⁹261.L¹⁰⁵L¹⁴⁰262.L¹⁰⁵L¹⁴¹263.L¹⁰⁵L¹⁴²264.L¹⁰⁵L¹⁴³265.L¹⁰⁵L¹⁴⁴266.L¹⁰⁵L¹⁴⁵267.L¹⁰⁵L¹⁴⁶268.L¹⁰⁵L¹⁴⁷269.L¹⁰⁵L¹⁴⁸270.L¹⁰⁵L¹⁴⁹271.L¹⁰⁵L¹⁵⁰272.L¹⁰⁵L¹⁵¹273.L¹⁰⁵L¹⁵²274.L¹⁰⁵L¹⁵³275.L¹⁰⁵L¹⁵⁴276.L¹⁰⁵L¹⁵⁵277.L¹⁰⁵L¹⁵⁶278.L¹⁰⁵L¹⁵⁷279.L¹⁰⁵L¹⁵⁸280.L¹⁰⁵L¹⁵⁹281.L¹⁰⁶L¹⁰⁷282.L¹⁰⁶L¹⁰⁸283.L¹⁰⁶L¹⁰⁹284.L¹⁰⁶L¹¹⁰285.L¹⁰⁶L¹¹¹286.L¹⁰⁶L¹¹²287.L¹⁰⁶L¹¹³288.L¹⁰⁶L¹¹⁴289.L¹⁰⁶L¹¹⁵290.L¹⁰⁶L¹¹⁶291.L¹⁰⁶L¹¹⁷292.L¹⁰⁶L¹¹⁸293.L¹⁰⁶L¹¹⁹294.L¹⁰⁶L¹²⁰295.L¹⁰⁶L¹²¹296.L¹⁰⁶L¹²²297.L¹⁰⁶L¹²³298.L¹⁰⁶L¹²⁴299.L¹⁰⁶L¹²⁵300.L¹⁰⁶L¹²⁶301.L¹⁰⁶L¹²⁷302.L¹⁰⁶L¹²⁸303.L¹⁰⁶L¹²⁹304.L¹⁰⁶L¹³⁰305.L¹⁰⁶L¹³¹306.L¹⁰⁶L¹³²307.L¹⁰⁶L¹³³308.L¹⁰⁶L¹³⁴309.L¹⁰⁶L¹³⁵310.L¹⁰⁶L¹³⁶311.L¹⁰⁶L¹³⁷312.L¹⁰⁶L¹³⁸313.L¹⁰⁶L¹³⁹314.L¹⁰⁶L¹⁴⁰315.L¹⁰⁶L¹⁴¹316.L¹⁰⁶L¹⁴²317.L¹⁰⁶L¹⁴³318.L¹⁰⁶L¹⁴⁴319.L¹⁰⁶L¹⁴⁵320.L¹⁰⁶L¹⁴⁶321.L¹⁰⁶L¹⁴⁷322.L¹⁰⁶L¹⁴⁸323.L¹⁰⁶L¹⁴⁹324.L¹⁰⁶L¹⁵⁰325.L¹⁰⁶L¹⁵¹326.L¹⁰⁶L¹⁵²327.L¹⁰⁶L¹⁵³328.L¹⁰⁶L¹⁵⁴329.L¹⁰⁶L¹⁵⁵330.L¹⁰⁶L¹⁵⁶331.L¹⁰⁶L¹⁵⁷332.L¹⁰⁶L¹⁵⁸333.L¹⁰⁶L¹⁵⁹334.L¹⁰⁷L¹⁰⁸335.L¹⁰⁷L¹⁰⁹336.L¹⁰⁷L¹¹⁰337.L¹⁰⁷L¹¹¹338.L¹⁰⁷L¹¹²339.L¹⁰⁷L¹¹³340.L¹⁰⁷L¹¹⁴341.L¹⁰⁷L¹¹⁵342.L¹⁰⁷L¹¹⁶343.L¹⁰⁷L¹¹⁷344.L¹⁰⁷L¹¹⁸345.L¹⁰⁷L¹¹⁹346.L¹⁰⁷L¹²⁰347.L¹⁰⁷L¹²¹348.L¹⁰⁷L¹²²349.L¹⁰⁷L¹²³350.L¹⁰⁷L¹²⁴351.L¹⁰⁷L¹²⁵352.L¹⁰⁷L¹²⁶353.L¹⁰⁷L¹²⁷354.L¹⁰⁷L¹²⁸355.L¹⁰⁷L¹²⁹356.L¹⁰⁷L¹³⁰357.L¹⁰⁷L¹³¹358.L¹⁰⁷L¹³²359.L¹⁰⁷L¹³³360.L¹⁰⁷L¹³⁴361.L¹⁰⁷L¹³⁵362.L¹⁰⁷L¹³⁶363.L¹⁰⁷L¹³⁷364.L¹⁰⁷L¹³⁸365.L¹⁰⁷L¹³⁹366.L¹⁰⁷L¹⁴⁰367.L¹⁰⁷L¹⁴¹368.L¹⁰⁷L¹⁴²369.L¹⁰⁷L¹⁴³370.L¹⁰⁷L¹⁴⁴371.L¹⁰⁷L¹⁴⁵372.L¹⁰⁷L¹⁴⁶373.L¹⁰⁷L¹⁴⁷374.L¹⁰⁷L¹⁴⁸375.L¹⁰⁷L¹⁴⁹376.L¹⁰⁷L¹⁵⁰377.L¹⁰⁷L¹⁵¹378.L¹⁰⁷L¹⁵²379.L¹⁰⁷L¹⁵³380.L¹⁰⁷L¹⁵⁴381.L¹⁰⁷L¹⁵⁵382.L¹⁰⁷L¹⁵⁶383.L¹⁰⁷L¹⁵⁷384.L¹⁰⁷L¹⁵⁸385.L¹⁰⁷L¹⁵⁹386.L¹⁰⁸L¹⁰⁹387.L¹⁰⁸L¹¹⁰388.L¹⁰⁸L¹¹¹389.L¹⁰⁸L¹¹²390.L¹⁰⁸L¹¹³391.L¹⁰⁸L¹¹⁴392.L¹⁰⁸L¹¹⁵393.L¹⁰⁸L¹¹⁶394.L¹⁰⁸L¹¹⁷395.L¹⁰⁸L¹¹⁸396.L¹⁰⁸L¹¹⁹397.L¹⁰⁸L¹²⁰398.L¹⁰⁸L¹²¹399.L¹⁰⁸L¹²²400.L¹⁰⁸L¹²³401.L¹⁰⁸L¹²⁴402.L¹⁰⁸L¹²⁵403.L¹⁰⁸L¹²⁶404.L¹⁰⁸L¹²⁷405.L¹⁰⁸L¹²⁸406.L¹⁰⁸L¹²⁹407.L¹⁰⁸L¹³⁰408.L¹⁰⁸L¹³¹409.L¹⁰⁸L¹³²410.L¹⁰⁸L¹³³411.L¹⁰⁸L¹³⁴412.L¹⁰⁸L¹³⁵413.L¹⁰⁸L¹³⁶414.L¹⁰⁸L¹³⁷415.L¹⁰⁸L¹³⁸416.L¹⁰⁸L¹³⁹417.L¹⁰⁸L¹⁴⁰418.L¹⁰⁸L¹⁴¹419.L¹⁰⁸L¹⁴²420.L¹⁰⁸L¹⁴³421.L¹⁰⁸L¹⁴⁴422.L¹⁰⁸L¹⁴⁵423.L¹⁰⁸L¹⁴⁶424.L¹⁰⁸L¹⁴⁷425.L¹⁰⁸L¹⁴⁸426.L¹⁰⁸L¹⁴⁹427.L¹⁰⁸L¹⁵⁰428.L¹⁰⁸L¹⁵¹429.L¹⁰⁸L¹⁵²430.L¹⁰⁸L¹⁵³431.L¹⁰⁸L¹⁵⁴432.L¹⁰⁸L¹⁵⁵433.L¹⁰⁸L¹⁵⁶434.L¹⁰⁸L¹⁵⁷435.L¹⁰⁸L¹⁵⁸436.L¹⁰⁸L¹⁵⁹437.L¹⁰⁹L¹¹⁰438.L¹⁰⁹L¹¹¹439.L¹⁰⁹L¹¹²440.L¹⁰⁹L¹¹³441.L¹⁰⁹L¹¹⁴442.L¹⁰⁹L¹¹⁵443.L¹⁰⁹L¹¹⁶444.L¹⁰⁹L¹¹⁷445.L¹⁰⁹L¹¹⁸446.L¹⁰⁹L¹¹⁹447.L¹⁰⁹L¹²⁰448.L¹⁰⁹L¹²¹449.L¹⁰⁹L¹²²450.L¹⁰⁹L¹²³451.L¹⁰⁹L¹²⁴452.L¹⁰⁹L¹²⁵453.L¹⁰⁹L¹²⁶454.L¹⁰⁹L¹²⁷455.L¹⁰⁹L¹²⁸456.L¹⁰⁹L¹²⁹457.L¹⁰⁹L¹³⁰458.L¹⁰⁹L¹³¹459.L¹⁰⁹L¹³²460.L¹⁰⁹L¹³³461.L¹⁰⁹L¹³⁴462.L¹⁰⁹L¹³⁵463.L¹⁰⁹L¹³⁶464.L¹⁰⁹L¹³⁷465.L¹⁰⁹L¹³⁸466.L¹⁰⁹L¹³⁹467.L¹⁰⁹L¹⁴⁰468.L¹⁰⁹L¹⁴¹469.L¹⁰⁹L¹⁴²470.L¹⁰⁹L¹⁴³471.L¹⁰⁹L¹⁴⁴472.L¹⁰⁹L¹⁴⁵473.L¹⁰⁹L¹⁴⁶474.L¹⁰⁹L¹⁴⁷475.L¹⁰⁹L¹⁴⁸476.L¹⁰⁹L¹⁴⁹477.L¹⁰⁹L¹⁵⁰478.L¹⁰⁹L¹⁵¹479.L¹⁰⁹L¹⁵²480.L¹⁰⁹L¹⁵³481.L¹⁰⁹L¹⁵⁴482.L¹⁰⁹L¹⁵⁵483.L¹⁰⁹L¹⁵⁶484.L¹⁰⁹L¹⁵⁷485.L¹⁰⁹L¹⁵⁸486.L¹⁰⁹L¹⁵⁹487.L¹¹⁰L¹¹¹488.L¹¹⁰L¹¹²489.L¹¹⁰L¹¹³490.L¹¹⁰L¹¹⁴491.L¹¹⁰L¹¹⁵492.L¹¹⁰L¹¹⁶493.L¹¹⁰L¹¹⁷494.L¹¹⁰L¹¹⁸495.L¹¹⁰L¹¹⁹496.L¹¹⁰L¹²⁰497.L¹¹⁰L¹²¹498.L¹¹⁰L¹²²499.L¹¹⁰L¹²³500.L¹¹⁰L¹²⁴501.L¹¹⁰L¹²⁵502.L¹¹⁰L¹²⁶503.L¹¹⁰L¹²⁷504.L¹¹⁰L¹²⁸505.L¹¹⁰L¹²⁹506.L¹¹⁰L¹³⁰507.L¹¹⁰L¹³¹508.L¹¹⁰L¹³²509.L¹¹⁰L¹³³510.L¹¹⁰L¹³⁴511.L¹¹⁰L¹³⁵512.L¹¹⁰L¹³⁶513.L¹¹⁰L¹³⁷514.L¹¹⁰L¹³⁸515.L¹¹⁰L¹³⁹516.L¹¹⁰L¹⁴⁰517.L¹¹⁰L¹⁴¹518.L¹¹⁰L¹⁴²519.L¹¹⁰L¹⁴³520.L¹¹⁰L¹⁴⁴521.L¹¹⁰L¹⁴⁵522.L¹¹⁰L¹⁴⁶523.L¹¹⁰L¹⁴⁷524.L¹¹⁰L¹⁴⁸525.L¹¹⁰L¹⁴⁹526.L¹¹⁰L¹⁵⁰527.L¹¹⁰L¹⁵¹528.L¹¹⁰L¹⁵²529.L¹¹⁰L¹⁵³530.L¹¹⁰L¹⁵⁴531.L¹¹⁰L¹⁵⁵532.L¹¹⁰L¹⁵⁶533.L¹¹⁰L¹⁵⁷534.L¹¹⁰L¹⁵⁸535.L¹¹⁰L¹⁵⁹536.L¹¹¹L¹¹²537.L¹¹¹L¹¹³538.L¹¹¹L¹¹⁴539.L¹¹¹L¹¹⁵540.L¹¹¹L¹¹⁶541.L¹¹¹L¹¹⁷542.L¹¹¹L¹¹⁸543.L¹¹¹L¹¹⁹544.L¹¹¹L¹²⁰545.L¹¹¹L¹²¹546.L¹¹¹L¹²²547.L¹¹¹L¹²³548.L¹¹¹L¹²⁴549.L¹¹¹L¹²⁵550.L¹¹¹L¹²⁶551.L¹¹¹L¹²⁷552.L¹¹¹L¹²⁸553.L¹¹¹L¹²⁹554.L¹¹¹L¹³⁰555.L¹¹¹L¹³¹556.L¹¹¹L¹³²557.L¹¹¹L¹³³558.L¹¹¹L¹³⁴559.L¹¹¹L¹³⁵560.L¹¹¹L¹³⁶561.L¹¹¹L¹³⁷562.L¹¹¹L¹³⁸563.L¹¹¹L¹³⁹564.L¹¹¹L¹⁴⁰565.L¹¹¹L¹⁴¹566.L¹¹¹L¹⁴²567.L¹¹¹L¹⁴³568.L¹¹¹L¹⁴⁴569.L¹¹¹L¹⁴⁵570.L¹¹¹L¹⁴⁶571.L¹¹¹L¹⁴⁷572.L¹¹¹L¹⁴⁸573.L¹¹¹L¹⁴⁹574.L¹¹¹L¹⁵⁰575.L¹¹¹L¹⁵¹576.L¹¹¹L¹⁵²577.L¹¹¹L¹⁵³578.L¹¹¹L¹⁵⁴579.L¹¹¹L¹⁵⁵580.L¹¹¹L¹⁵⁶581.L¹¹¹L¹⁵⁷582.L¹¹¹L¹⁵⁸583.L¹¹¹L¹⁵⁹584.L¹¹²L¹¹³585.L¹¹²L¹¹⁴586.L¹¹²L¹¹⁵587.L¹¹²L¹¹⁶588.L¹¹²L¹¹⁷589.L¹¹²L¹¹⁸590.L¹¹²L¹¹⁹591.L¹¹²L¹²⁰592.L¹¹²L¹²¹593.L¹¹²L¹²²594.L¹¹²L¹²³595.L¹¹²L¹²⁴596.L¹¹²L¹²⁵597.L¹¹²L¹²⁶598.L¹¹²L¹²⁷599.L¹¹²L¹²⁸600.L¹¹²L¹²⁹601.L¹¹²L¹³⁰602.L¹¹²L¹³¹603.L¹¹²L¹³²604.L¹¹²L¹³³605.L¹¹²L¹³⁴606.L¹¹²L¹³⁵607.L¹¹²L¹³⁶608.L¹¹²L¹³⁷609.L¹¹²L¹³⁸610.L¹¹²L¹³⁹611.L¹¹²L¹⁴⁰612.L¹¹²L¹⁴¹613.L¹¹²L¹⁴²614.L¹¹²L¹⁴³615.L¹¹²L¹⁴⁴616.L¹¹²L¹⁴⁵617.L¹¹²L¹⁴⁶618.L¹¹²L¹⁴⁷619.L¹¹²L¹⁴⁸620.L¹¹²L¹⁴⁹621.L¹¹²L¹⁵⁰622.L¹¹²L¹⁵¹623.L¹¹²L¹⁵²624.L¹¹²L¹⁵³625.L¹¹²L¹⁵⁴626.L¹¹²L¹⁵⁵627.L¹¹²L¹⁵⁶628.L¹¹²L¹⁵⁷629.L¹¹²L¹⁵⁸630.L¹¹²L¹⁵⁹631.L¹¹³L¹¹⁴632.L¹¹³L¹¹⁵633.L¹¹³L¹¹⁶634.L¹¹³L¹¹⁷635.L¹¹³L¹¹⁸636.L¹¹³L¹¹⁹637.L¹¹³L¹²⁰638.L¹¹³L¹²¹639.L¹¹³L¹²²640.L¹¹³L¹²³641.L¹¹³L¹²⁴642.L¹¹³L¹²⁵643.L¹¹³L¹²⁶644.L¹¹³L¹²⁷645.L¹¹³L¹²⁸646.L¹¹³L¹²⁹647.L¹¹³L¹³⁰648.L¹¹³L¹³¹649.L¹¹³L¹³²650.L¹¹³L¹³³651.L¹¹³L¹³⁴652.L¹¹³L¹³⁵653.L¹¹³L¹³⁶654.L¹¹³L¹³⁷655.L¹¹³L¹³⁸656.L¹¹³L¹³⁹657.L¹¹³L¹⁴⁰658.L¹¹³L¹⁴¹659.L¹¹³L¹⁴²660.L¹¹³L¹⁴³661.L¹¹³L¹⁴⁴662.L¹¹³L¹⁴⁵663.L¹¹³L¹⁴⁶664.L¹¹³L¹⁴⁷665.L¹¹³L¹⁴⁸666.L¹¹³L¹⁴⁹667.L¹¹³L¹⁵⁰668.L¹¹³L¹⁵¹669.L¹¹³L¹⁵²670.L¹¹³L¹⁵³671.L¹¹³L¹⁵⁴672.L¹¹³L¹⁵⁵673.L¹¹³L¹⁵⁶674.L¹¹³L¹⁵⁷675.L¹¹³L¹⁵⁸676.L¹¹³L¹⁵⁹677.L¹¹⁴L¹¹⁵678.L¹¹⁴L¹¹⁶679.L¹¹⁴L¹¹⁷680.L¹¹⁴L¹¹⁸681.L¹¹⁴L¹¹⁹682.L¹¹⁴L¹²⁰683.L¹¹⁴L¹²¹684.L¹¹⁴L¹²²685.L¹¹⁴L¹²³686.L¹¹⁴L¹²⁴687.L¹¹⁴L¹²⁵688.L¹¹⁴L¹²⁶689.L¹¹⁴L¹²⁷690.L¹¹⁴L¹²⁸691.L¹¹⁴L¹²⁹692.L¹¹⁴L¹³⁰693.L¹¹⁴L¹³¹694.L¹¹⁴L¹³²695.L¹¹⁴L¹³³696.L¹¹⁴L¹³⁴697.L¹¹⁴L¹³⁵698.L¹¹⁴L¹³⁶699.L¹¹⁴L¹³⁷700.L¹¹⁴L¹³⁸701.L¹¹⁴L¹³⁹702.L¹¹⁴L¹⁴⁰703.L¹¹⁴L¹⁴¹704.L¹¹⁴L¹⁴²705.L¹¹⁴L¹⁴³706.L¹¹⁴L¹⁴⁴707.L¹¹⁴L¹⁴⁵708.L¹¹⁴L¹⁴⁶709.L¹¹⁴L¹⁴⁷710.L¹¹⁴L¹⁴⁸711.L¹¹⁴L¹⁴⁹712.L¹¹⁴L¹⁵⁰713.L¹¹⁴L¹⁵¹714.L¹¹⁴L¹⁵²715.L¹¹⁴L¹⁵³716.L¹¹⁴L¹⁵⁴717.L¹¹⁴L¹⁵⁵718.L¹¹⁴L¹⁵⁶719.L¹¹⁴L¹⁵⁷720.L¹¹⁴L¹⁵⁸721.L¹¹⁴L¹⁵⁹722.L¹¹⁵L¹¹⁶723.L¹¹⁵L¹¹⁷724.L¹¹⁵L¹¹⁸725.L¹¹⁵L¹¹⁹726.L¹¹⁵L¹²⁰727.L¹¹⁵L¹²¹728.L¹¹⁵L¹²²729.L¹¹⁵L¹²³730.L¹¹⁵L¹²⁴731.L¹¹⁵L¹²⁵732.L¹¹⁵L¹²⁶733.L¹¹⁵L¹²⁷734.L¹¹⁵L¹²⁸735.L¹¹⁵L¹²⁹736.L¹¹⁵L¹³⁰737.L¹¹⁵L¹³¹738.L¹¹⁵L¹³²739.L¹¹⁵L¹³³740.L¹¹⁵L¹³⁴741.L¹¹⁵L¹³⁵742.L¹¹⁵L¹³⁶743.L¹¹⁵L¹³⁷744.L¹¹⁵L¹³⁸745.L¹¹⁵L¹³⁹746.L¹¹⁵L¹⁴⁰747.L¹¹⁵L¹⁴¹748.L¹¹⁵L¹⁴²749.L¹¹⁵L¹⁴³750.L¹¹⁵L¹⁴⁴751.L¹¹⁵L¹⁴⁵752.L¹¹⁵L¹⁴⁶753.L¹¹⁵L¹⁴⁷754.L¹¹⁵L¹⁴⁸755.L¹¹⁵L¹⁴⁹756.L¹¹⁵L¹⁵⁰757.L¹¹⁵L¹⁵¹758.L¹¹⁵L¹⁵²759.L¹¹⁵L¹⁵³760.L¹¹⁵L¹⁵⁴761.L¹¹⁵L¹⁵⁵762.L¹¹⁵L¹⁵⁶763.L¹¹⁵L¹⁵⁷764.L¹¹⁵L¹⁵⁸765.L¹¹⁵L¹⁵⁹766.L¹¹⁶L¹¹⁷767.L¹¹⁶L¹¹⁸768.L¹¹⁶L¹¹⁹769.L¹¹⁶L¹²⁰770.L¹¹⁶L¹²¹771.L¹¹⁶L¹²²772.L¹¹⁶L¹²³773.L¹¹⁶L¹²⁴774.L¹¹⁶L¹²⁵775.L¹¹⁶L¹²⁶776.L¹¹⁶L¹²⁷777.L¹¹⁶L¹²⁸778.L¹¹⁶L¹²⁹779.L¹¹⁶L¹³⁰780.L¹¹⁶L¹³¹781.L¹¹⁶L¹³²782.L¹¹⁶L¹³³783.L¹¹⁶L¹³⁴784.L¹¹⁶L¹³⁵785.L¹¹⁶L¹³⁶786.L¹¹⁶L¹³⁷787.L¹¹⁶L¹³⁸788.L¹¹⁶L¹³⁹789.L¹¹⁶L¹⁴⁰790.L¹¹⁶L¹⁴¹791.L¹¹⁶L¹⁴²792.L¹¹⁶L¹⁴³793.L¹¹⁶L¹⁴⁴794.L¹¹⁶L¹⁴⁵795.L¹¹⁶L¹⁴⁶796.L¹¹⁶L¹⁴⁷797.L¹¹⁶L¹⁴⁸798.L¹¹⁶L¹⁴⁹799.L¹¹⁶L¹⁵⁰800.L¹¹⁶L¹⁵¹801.L¹¹⁶L¹⁵²802.L¹¹⁶L¹⁵³803.L¹¹⁶L¹⁵⁴804.L¹¹⁶L¹⁵⁵805.L¹¹⁶L¹⁵⁶806.L¹¹⁶L¹⁵⁷807.L¹¹⁶L¹⁵⁸808.L¹¹⁶L¹⁵⁹809.L¹¹⁷L¹¹⁸810.L¹¹⁷L¹¹⁹811.L¹¹⁷L¹²⁰812.L¹¹⁷L¹²¹813.L¹¹⁷L¹²²814.L¹¹⁷L¹²³815.L¹¹⁷L¹²⁴816.L¹¹⁷L¹²⁵817.L¹¹⁷L¹²⁶818.L¹¹⁷L¹²⁷819.L¹¹⁷L¹²⁸820.L¹¹⁷L¹²⁹821.L¹¹⁷L¹³⁰822.L¹¹⁷L¹³¹823.L¹¹⁷L¹³²824.L¹¹⁷L¹³³825.L¹¹⁷L¹³⁴826.L¹¹⁷L¹³⁵827.L¹¹⁷L¹³⁶828.L¹¹⁷L¹³⁷829.L¹¹⁷L¹³⁸830.L¹¹⁷L¹³⁹831.L¹¹⁷L¹⁴⁰832.L¹¹⁷L¹⁴¹833.L¹¹⁷L¹⁴²834.L¹¹⁷L¹⁴³835.L¹¹⁷L¹⁴⁴836.L¹¹⁷L¹⁴⁵837.L¹¹⁷L¹⁴⁶838.L¹¹⁷L¹⁴⁷839.L¹¹⁷L¹⁴⁸840.L¹¹⁷L¹⁴⁹841.L¹¹⁷L¹⁵⁰842.L¹¹⁷L¹⁵¹843.L¹¹⁷L¹⁵²844.L¹¹⁷L¹⁵³845.L¹¹⁷L¹⁵⁴846.L¹¹⁷L¹⁵⁵847.L¹¹⁷L¹⁵⁶848.L¹¹⁷L¹⁵⁷849.L¹¹⁷L¹⁵⁸850.L¹¹⁷L¹⁵⁹851.L¹¹⁸L¹¹⁹852.L¹¹⁸L¹²⁰853.L¹¹⁸L¹²¹854.L¹¹⁸L¹²²855.L¹¹⁸L¹²³856.L¹¹⁸L¹²⁴857.L¹¹⁸L¹²⁵858.L¹¹⁸L¹²⁶859.L¹¹⁸L¹²⁷860.L¹¹⁸L¹²⁸861.L¹¹⁸L¹²⁹862.L¹¹⁸L¹³⁰863.L¹¹⁸L¹³¹864.L¹¹⁸L¹³²865.L¹¹⁸L¹³³866.L¹¹⁸L¹³⁴867.L¹¹⁸L¹³⁵868.L¹¹⁸L¹³⁶869.L¹¹⁸L¹³⁷870.L¹¹⁸L¹³⁸871.L¹¹⁸L¹³⁹872.L¹¹⁸L¹⁴⁰873.L¹¹⁸L¹⁴¹874.L¹¹⁸L¹⁴²875.L¹¹⁸L¹⁴³876.L¹¹⁸L¹⁴⁴877.L¹¹⁸L¹⁴⁵878.L¹¹⁸L¹⁴⁶879.L¹¹⁸L¹⁴⁷880.L¹¹⁸L¹⁴⁸881.L¹¹⁸L¹⁴⁹882.L¹¹⁸L¹⁵⁰883.L¹¹⁸L¹⁵¹884.L¹¹⁸L¹⁵²885.L¹¹⁸L¹⁵³886.L¹¹⁸L¹⁵⁴887.L¹¹⁸L¹⁵⁵888.L¹¹⁸L¹⁵⁶889.L¹¹⁸L¹⁵⁷890.L¹¹⁸L¹⁵⁸891.L¹¹⁸L¹⁵⁹892.L¹¹⁹L¹²⁰893.L¹¹⁹L¹²¹894.L¹¹⁹L¹²²895.L¹¹⁹L¹²³896.L¹¹⁹L¹²⁴897.L¹¹⁹L¹²⁵898.L¹¹⁹L¹²⁶899.L¹¹⁹L¹²⁷900.L¹¹⁹L¹²⁸901.L¹¹⁹L¹²⁹902.L¹¹⁹L¹³⁰903.L¹¹⁹L¹³¹904.L¹¹⁹L¹³²905.L¹¹⁹L¹³³906.L¹¹⁹L¹³⁴907.L¹¹⁹L¹³⁵908.L¹¹⁹L¹³⁶909.L¹¹⁹L¹³⁷910.L¹¹⁹L¹³⁸911.L¹¹⁹L¹³⁹912.L¹¹⁹L¹⁴⁰913.L¹¹⁹L¹⁴¹914.L¹¹⁹L¹⁴²915.L¹¹⁹L¹⁴³916.L¹¹⁹L¹⁴⁴917.L¹¹⁹L¹⁴⁵918.L¹¹⁹L¹⁴⁶919.L¹¹⁹L¹⁴⁷920.L¹¹⁹L¹⁴⁸921.L¹¹⁹L¹⁴⁹922.L¹¹⁹L¹⁵⁰923.L¹¹⁹L¹⁵¹924.L¹¹⁹L¹⁵²925.L¹¹⁹L¹⁵³926.L¹¹⁹L¹⁵⁴927.L¹¹⁹L¹⁵⁵928.L¹¹⁹L¹⁵⁶929.L¹¹⁹L¹⁵⁷930.L¹¹⁹L¹⁵⁸931.L¹¹⁹L¹⁵⁹932.L¹²⁰L¹²¹933.L¹²⁰L¹²²934.L¹²⁰L¹²³935.L¹²⁰L¹²⁴936.L¹²⁰L¹²⁵937.L¹²⁰L¹²⁶938.L¹²⁰L¹²⁷939.L¹²⁰L¹²⁸940.L¹²⁰L¹²⁹941.L¹²⁰L¹³⁰942.L¹²⁰L¹³¹943.L¹²⁰L¹³²944.L¹²⁰L¹³³945.L¹²⁰L¹³⁴946.L¹²⁰L¹³⁵947.L¹²⁰L¹³⁶948.L¹²⁰L¹³⁷949.L¹²⁰L¹³⁸950.L¹²⁰L¹³⁹951.L¹²⁰L¹⁴⁰952.L¹²⁰L¹⁴¹953.L¹²⁰L¹⁴²954.L¹²⁰L¹⁴³955.L¹²⁰L¹⁴⁴956.L¹²⁰L¹⁴⁵957.L¹²⁰L¹⁴⁶958.L¹²⁰L¹⁴⁷959.L¹²⁰L¹⁴⁸960.L¹²⁰L¹⁴⁹961.L¹²⁰L¹⁵⁰962.L¹²⁰L¹⁵¹963.L¹²⁰L¹⁵²964.L¹²⁰L¹⁵³965.L¹²⁰L¹⁵⁴966.L¹²⁰L¹⁵⁵967.L¹²⁰L¹⁵⁶968.L¹²⁰L¹⁵⁷969.L¹²⁰L¹⁵⁸970.L¹²⁰L¹⁵⁹971.L¹²¹L¹²²972.L¹²¹L¹²³973.L¹²¹L¹²⁴974.L¹²¹L¹²⁵975.L¹²¹L¹²⁶976.L¹²¹L¹²⁷977.L¹²¹L¹²⁸978.L¹²¹L¹²⁹979.L¹²¹L¹³⁰980.L¹²¹L¹³¹981.L¹²¹L¹³²982.L¹²¹L¹³³983.L¹²¹L¹³⁴984.L¹²¹L¹³⁵985.L¹²¹L¹³⁶986.L¹²¹L¹³⁷987.L¹²¹L¹³⁸988.L¹²¹L¹³⁹989.L¹²¹L¹⁴⁰990.L¹²¹L¹⁴¹991.L¹²¹L¹⁴²992.L¹²¹L¹⁴³993.L¹²¹L¹⁴⁴994.L¹²¹L¹⁴⁵995.L¹²¹L¹⁴⁶996.L¹²¹L¹⁴⁷997.L¹²¹L¹⁴⁸998.L¹²¹L¹⁴⁹999.L¹²¹L¹⁵⁰1000.L¹²¹L¹⁵¹1001.L¹²¹L¹⁵²1002.L¹²¹L¹⁵³1003.L¹²¹L¹⁵⁴1004.L¹²¹L¹⁵⁵1005.L¹²¹L¹⁵⁶1006.L¹²¹L¹⁵⁷1007.L¹²¹L¹⁵⁸1008.L¹²¹L¹⁵⁹1009.L¹²²L¹²³1010.L¹²²L¹²⁴1011.L¹²²L¹²⁵1012.L¹²²L¹²⁶1013.L¹²²L¹²⁷1014.L¹²²L¹²⁸1015.L¹²²L¹²⁹1016.L¹²²L¹³⁰1017.L¹²²L¹³¹1018.L¹²²L¹³²1019.L¹²²L¹³³1020.L¹²²L¹³⁴1021.L¹²²L¹³⁵1022.L¹²²L¹³⁶1023.L¹²²L¹³⁷1024.L¹²²L¹³⁸1025.L¹²²L¹³⁹1026.L¹²²L¹⁴⁰1027.L¹²²L¹⁴¹1028.L¹²²L¹⁴²1029.L¹²²L¹⁴³1030.L¹²²L¹⁴⁴1031.L¹²²L¹⁴⁵1032.L¹²²L¹⁴⁶1033.L¹²²L¹⁴⁷1034.L¹²²L¹⁴⁸1035.L¹²²L¹⁴⁹1036.L¹²²L¹⁵⁰1037.L¹²²L¹⁵¹1038.L¹²²L¹⁵²1039.L¹²²L¹⁵³1040.L¹²²L¹⁵⁴1041.L¹²²L¹⁵⁵1042.L¹²²L¹⁵⁶1043.L¹²²L¹⁵⁷1044.L¹²²L¹⁵⁸1045.L¹²²L¹⁵⁹1046.L¹²³L¹²⁴1047.L¹²³L¹²⁵1048.L¹²³L¹²⁶1049.L¹²³L¹²⁷1050.L¹²³L¹²⁸1051.L¹²³L¹²⁹1052.L¹²³L¹³⁰1053.L¹²³L¹³¹1054.L¹²³L¹³²1055.L¹²³L¹³³1056.L¹²³L¹³⁴1057.L¹²³L¹³⁵1058.L¹²³L¹³⁶1059.L¹²³L¹³⁷1060.L¹²³L¹³⁸1061.L¹²³L¹³⁹1062.L¹²³L¹⁴⁰1063.L¹²³L¹⁴¹1064.L¹²³L¹⁴²1065.L¹²³L¹⁴³1066.L¹²³L¹⁴⁴1067.L¹²³L¹⁴⁵1068.L¹²³L¹⁴⁶1069.L¹²³L¹⁴⁷1070.L¹²³L¹⁴⁸1071.L¹²³L¹⁴⁹1072.L¹²³L¹⁵⁰1073.L¹²³L¹⁵¹1074.L¹²³L¹⁵²1075.L¹²³L¹⁵³1076.L¹²³L¹⁵⁴1077.L¹²³L¹⁵⁵1078.L¹²³L¹⁵⁶1079.L¹²³L¹⁵⁷1080.L¹²³L¹⁵⁸1081.L¹²³L¹⁵⁹1082.L¹²⁴L¹²⁵1083.L¹²⁴L¹²⁶1084.L¹²⁴L¹²⁷1085.L¹²⁴L¹²⁸1086.L¹²⁴L¹²⁹1087.L¹²⁴L¹³⁰1088.L¹²⁴L¹³¹1089.L¹²⁴L¹³²1090.L¹²⁴L¹³³1091.L¹²⁴L¹³⁴1092.L¹²⁴L¹³⁵1093.L¹²⁴L¹³⁶1094.L¹²⁴L¹³⁷1095.L¹²⁴L¹³⁸1096.L¹²⁴L¹³⁹1097.L¹²⁴L¹⁴⁰1098.L¹²⁴L¹⁴¹1099.L¹²⁴L¹⁴²1100.L¹²⁴L¹⁴³1101.L¹²⁴L¹⁴⁴1102.L¹²⁴L¹⁴⁵1103.L¹²⁴L¹⁴⁶1104.L¹²⁴L¹⁴⁷1105.L¹²⁴L¹⁴⁸1106.L¹²⁴L¹⁴⁹1107.L¹²⁴L¹⁵⁰1108.L¹²⁴L¹⁵¹1109.L¹²⁴L¹⁵²1110.L¹²⁴L¹⁵³1111.L¹²⁴L¹⁵⁴1112.L¹²⁴L¹⁵⁵1113.L¹²⁴L¹⁵⁶1114.L¹²⁴L¹⁵⁷1115.L¹²⁴L¹⁵⁸1116.L¹²⁴L¹⁵⁹1117.L¹²⁵L¹²⁶1118.L¹²⁵L¹²⁷1119.L¹²⁵L¹²⁸1120.L¹²⁵L¹²⁹1121.L¹²⁵L¹³⁰1122.L¹²⁵L¹³¹1123.L¹²⁵L¹³²1124.L¹²⁵L¹³³1125.L¹²⁵L¹³⁴1126.L¹²⁵L¹³⁵1127.L¹²⁵L¹³⁶1128.L¹²⁵L¹³⁷1129.L¹²⁵L¹³⁸1130.L¹²⁵L¹³⁹1131.L¹²⁵L¹⁴⁰1132.L¹²⁵L¹⁴¹1133.L¹²⁵L¹⁴²1134.L¹²⁵L¹⁴³1135.L¹²⁵L¹⁴⁴1136.L¹²⁵L¹⁴⁵1137.L¹²⁵L¹⁴⁶1138.L¹²⁵L¹⁴⁷1139.L¹²⁵L¹⁴⁸1140.L¹²⁵L¹⁴⁹1141.L¹²⁵L¹⁵⁰1142.L¹²⁵L¹⁵¹1143.L¹²⁵L¹⁵²1144.L¹²⁵L¹⁵³1145.L¹²⁵L¹⁵⁴1146.L¹²⁵L¹⁵⁵1147.L¹²⁵L¹⁵⁶1148.L¹²⁵L¹⁵⁷1149.L¹²⁵L¹⁵⁸1150.L¹²⁵L¹⁵⁹

22. A first device comprising a first organic light emitting device, the first organic light emitting device comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound having the structure according Formula I

L¹-Os-L²;

wherein L¹and L²are different;

wherein L¹and L²are independently selected from ligands having Formula II:

wherein Y¹, Y²and Y³comprise C or N;

wherein R³and R⁴may represent mono-, or di-substitutions, or no substitution;

wherein R⁵may represent mono-, di-, or tri-substitutions, or no substitution;

wherein R¹and R²are independently selected from the group consisting of alkyl and cycloalkyl;

wherein R³, R⁴and R⁵are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof;

wherein any two adjacent substituents of R¹, R², R³, R⁴and R⁵are optionally joined to condense into a fused ring; and

wherein the dash lines show the connection points to osmium.

23. The first device ofclaim 22, wherein Y¹, Y²and Y³comprise C.

24. The first device ofclaim 22, wherein Y¹, Y²and Y³are N.

25. The first device ofclaim 22, wherein R¹and R²are independently selected from the group consisting of methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclopentyl, cyclohexyl, partially or fully deuterated variants thereof, and combinations thereof.

26. The first device ofclaim 22, wherein L¹and L²are independently selected from ligands having Formula III:

wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C or N.

27. The first device ofclaim 26, wherein X¹, X², X³, X⁴, X⁵, X⁶, X⁷and X⁸comprise C.

28. The first device ofclaim 22, wherein the ligands having Formula II are selected from the group consisting of:

29. The first device ofclaim 22, wherein the first emitting compound is selected from the group consisting of Compounds 1 to 1150 defined in the table below:

CompoundNumberL¹L²1.L¹⁰¹L¹⁰²2.L¹⁰¹L¹⁰³3.L¹⁰¹L¹⁰⁴4.L¹⁰¹L¹⁰⁵5.L¹⁰¹L¹⁰⁶6.L¹⁰¹L¹⁰⁷7.L¹⁰¹L¹⁰⁸8.L¹⁰¹L¹⁰⁹9.L¹⁰¹L¹¹⁰10.L¹⁰¹L¹¹¹11.L¹⁰¹L¹¹²12.L¹⁰¹L¹¹³13.L¹⁰¹L¹¹⁴14.L¹⁰¹L¹¹⁵15.L¹⁰¹L¹¹⁶16.L¹⁰¹L¹¹⁷17.L¹⁰¹L¹¹⁸18.L¹⁰¹L¹¹⁹19.L¹⁰¹L¹²⁰20.L¹⁰¹L¹²¹21.L¹⁰¹L¹²²22.L¹⁰¹L¹²³23.L¹⁰¹L¹²⁴24.L¹⁰¹L¹²⁵25.L¹⁰¹L¹²⁶26.L¹⁰¹L¹²⁷27.L¹⁰¹L¹²⁸28.L¹⁰¹L¹²⁹29.L¹⁰¹L¹³⁰30.L¹⁰¹L¹³¹31.L¹⁰¹L¹³²32.L¹⁰¹L¹³³33.L¹⁰¹L¹³⁴34.L¹⁰¹L¹³⁵35.L¹⁰¹L¹³⁶36.L¹⁰¹L¹³⁷37.L¹⁰¹L¹³⁸38.L¹⁰¹L¹³⁹39.L¹⁰¹L¹⁴⁰40.L¹⁰¹L¹⁴¹41.L¹⁰¹L¹⁴²42.L¹⁰¹L¹⁴³43.L¹⁰¹L¹⁴⁴44.L¹⁰¹L¹⁴⁵45.L¹⁰¹L¹⁴⁶46.L¹⁰¹L¹⁴⁷47.L¹⁰¹L¹⁴⁸48.L¹⁰¹L¹⁴⁹49.L¹⁰¹L¹⁵⁰50.L¹⁰¹L¹⁵¹51.L¹⁰¹L¹⁵²52.L¹⁰¹L¹⁵³53.L¹⁰¹L¹⁵⁴54.L¹⁰¹L¹⁵⁵55.L¹⁰¹L¹⁵⁶56.L¹⁰¹L¹⁵⁷57.L¹⁰¹L¹⁵⁸58.L¹⁰¹L¹⁵⁹59.L¹⁰²L¹⁰³60.L¹⁰²L¹⁰⁴61.L¹⁰²L¹⁰⁵62.L¹⁰²L¹⁰⁶63.L¹⁰²L¹⁰⁷64.L¹⁰²L¹⁰⁸65.L¹⁰²L¹⁰⁹66.L¹⁰²L¹¹⁰67.L¹⁰²L¹¹¹68.L¹⁰²L¹¹²69.L¹⁰²L¹¹³70.L¹⁰²L¹¹⁴71.L¹⁰²L¹¹⁵72.L¹⁰²L¹¹⁶73.L¹⁰²L¹¹⁷74.L¹⁰²L¹¹⁸75.L¹⁰²L¹¹⁹76.L¹⁰²L¹²⁰77.L¹⁰²L¹²¹78.L¹⁰²L¹²²79.L¹⁰²L¹²³80.L¹⁰²L¹²⁴81.L¹⁰²L¹²⁵82.L¹⁰²L¹²⁶83.L¹⁰²L¹²⁷84.L¹⁰²L¹²⁸85.L¹⁰²L¹²⁹86.L¹⁰²L¹³⁰87.L¹⁰²L¹³¹88.L¹⁰²L¹³²89.L¹⁰²L¹³³90.L¹⁰²L¹³⁴91.L¹⁰²L¹³⁵92.L¹⁰²L¹³⁶93.L¹⁰²L¹³⁷94.L¹⁰²L¹³⁸95.L¹⁰²L¹³⁹96.L¹⁰²L¹⁴⁰97.L¹⁰²L¹⁴¹98.L¹⁰²L¹⁴²99.L¹⁰²L¹⁴³100.L¹⁰²L¹⁴⁴101.L¹⁰²L¹⁴⁵102.L¹⁰²L¹⁴⁶103.L¹⁰²L¹⁴⁷104.L¹⁰²L¹⁴⁸105.L¹⁰²L¹⁴⁹106.L¹⁰²L¹⁵⁰107.L¹⁰²L¹⁵¹108.L¹⁰²L¹⁵²109.L¹⁰²L¹⁵³110.L¹⁰²L¹⁵⁴111.L¹⁰²L¹⁵⁵112.L¹⁰²L¹⁵⁶113.L¹⁰²L¹⁵⁷114.L¹⁰²L¹⁵⁸115.L¹⁰²L¹⁵⁹116.L¹⁰³L¹⁰⁴117.L¹⁰³L¹⁰⁵118.L¹⁰³L¹⁰⁶119.L¹⁰³L¹⁰⁷120.L¹⁰³L¹⁰⁸121.L¹⁰³L¹⁰⁹122.L¹⁰³L¹¹⁰123.L¹⁰³L¹¹¹124.L¹⁰³L¹¹²125.L¹⁰³L¹¹³126.L¹⁰³L¹¹⁴127.L¹⁰³L¹¹⁵128.L¹⁰³L¹¹⁶129.L¹⁰³L¹¹⁷130.L¹⁰³L¹¹⁸131.L¹⁰³L¹¹⁹132.L¹⁰³L¹²⁰133.L¹⁰³L¹²¹134.L¹⁰³L¹²²135.L¹⁰³L¹²³136.L¹⁰³L¹²⁴137.L¹⁰³L¹²⁵138.L¹⁰³L¹²⁶139.L¹⁰³L¹²⁷140.L¹⁰³L¹²⁸141.L¹⁰³L¹²⁹142.L¹⁰³L¹³⁰143.L¹⁰³L¹³¹144.L¹⁰³L¹³²145.L¹⁰³L¹³³146.L¹⁰³L¹³⁴147.L¹⁰³L¹³⁵148.L¹⁰³L¹³⁶149.L¹⁰³L¹³⁷150.L¹⁰³L¹³⁸151.L¹⁰³L¹³⁹152.L¹⁰³L¹⁴⁰153.L¹⁰³L¹⁴¹154.L¹⁰³L¹⁴²155.L¹⁰³L¹⁴³156.L¹⁰³L¹⁴⁴157.L¹⁰³L¹⁴⁵158.L¹⁰³L¹⁴⁶159.L¹⁰³L¹⁴⁷160.L¹⁰³L¹⁴⁸161.L¹⁰³L¹⁴⁹162.L¹⁰³L¹⁵⁰163.L¹⁰³L¹⁵¹164.L¹⁰³L¹⁵²165.L¹⁰³L¹⁵³166.L¹⁰³L¹⁵⁴167.L¹⁰³L¹⁵⁵168.L¹⁰³L¹⁵⁶169.L¹⁰³L¹⁵⁷170.L¹⁰³L¹⁵⁸171.L¹⁰³L¹⁵⁹172.L¹⁰⁴L¹⁰⁵173.L¹⁰⁴L¹⁰⁶174.L¹⁰⁴L¹⁰⁷175.L¹⁰⁴L¹⁰⁸176.L¹⁰⁴L¹⁰⁹177.L¹⁰⁴L¹¹⁰178.L¹⁰⁴L¹¹¹179.L¹⁰⁴L¹¹²180.L¹⁰⁴L¹¹³181.L¹⁰⁴L¹¹⁴182.L¹⁰⁴L¹¹⁵183.L¹⁰⁴L¹¹⁶184.L¹⁰⁴L¹¹⁷185.L¹⁰⁴L¹¹⁸186.L¹⁰⁴L¹¹⁹187.L¹⁰⁴L¹²⁰188.L¹⁰⁴L¹²¹189.L¹⁰⁴L¹²²190.L¹⁰⁴L¹²³191.L¹⁰⁴L¹²⁴192.L¹⁰⁴L¹²⁵193.L¹⁰⁴L¹²⁶194.L¹⁰⁴L¹²⁷195.L¹⁰⁴L¹²⁸196.L¹⁰⁴L¹²⁹197.L¹⁰⁴L¹³⁰198.L¹⁰⁴L¹³¹199.L¹⁰⁴L¹³²200.L¹⁰⁴L¹³³201.L¹⁰⁴L¹³⁴202.L¹⁰⁴L¹³⁵203.L¹⁰⁴L¹³⁶204.L¹⁰⁴L¹³⁷205.L¹⁰⁴L¹³⁸206.L¹⁰⁴L¹³⁹207.L¹⁰⁴L¹⁴⁰208.L¹⁰⁴L¹⁴¹209.L¹⁰⁴L¹⁴²210.L¹⁰⁴L¹⁴³211.L¹⁰⁴L¹⁴⁴212.L¹⁰⁴L¹⁴⁵213.L¹⁰⁴L¹⁴⁶214.L¹⁰⁴L¹⁴⁷215.L¹⁰⁴L¹⁴⁸216.L¹⁰⁴L¹⁴⁹217.L¹⁰⁴L¹⁵⁰218.L¹⁰⁴L¹⁵¹219.L¹⁰⁴L¹⁵²220.L¹⁰⁴L¹⁵³221.L¹⁰⁴L¹⁵⁴222.L¹⁰⁴L¹⁵⁵223.L¹⁰⁴L¹⁵⁶224.L¹⁰⁴L¹⁵⁷225.L¹⁰⁴L¹⁵⁸226.L¹⁰⁴L¹⁵⁹227.L¹⁰⁵L¹⁰⁶228.L¹⁰⁵L¹⁰⁷229.L¹⁰⁵L¹⁰⁸230.L¹⁰⁵L¹⁰⁹231.L¹⁰⁵L¹¹⁰232.L¹⁰⁵L¹¹¹233.L¹⁰⁵L¹¹²234.L¹⁰⁵L¹¹³235.L¹⁰⁵L¹¹⁴236.L¹⁰⁵L¹¹⁵237.L¹⁰⁵L¹¹⁶238.L¹⁰⁵L¹¹⁷239.L¹⁰⁵L¹¹⁸240.L¹⁰⁵L¹¹⁹241.L¹⁰⁵L¹²⁰242.L¹⁰⁵L¹²¹243.L¹⁰⁵L¹²²244.L¹⁰⁵L¹²³245.L¹⁰⁵L¹²⁴246.L¹⁰⁵L¹²⁵247.L¹⁰⁵L¹²⁶248.L¹⁰⁵L¹²⁷249.L¹⁰⁵L¹²⁸250.L¹⁰⁵L¹²⁹251.L¹⁰⁵L¹³⁰252.L¹⁰⁵L¹³¹253.L¹⁰⁵L¹³²254.L¹⁰⁵L¹³³255.L¹⁰⁵L¹³⁴256.L¹⁰⁵L¹³⁵257.L¹⁰⁵L¹³⁶258.L¹⁰⁵L¹³⁷259.L¹⁰⁵L¹³⁸260.L¹⁰⁵L¹³⁹261.L¹⁰⁵L¹⁴⁰262.L¹⁰⁵L¹⁴¹263.L¹⁰⁵L¹⁴²264.L¹⁰⁵L¹⁴³265.L¹⁰⁵L¹⁴⁴266.L¹⁰⁵L¹⁴⁵267.L¹⁰⁵L¹⁴⁶268.L¹⁰⁵L¹⁴⁷269.L¹⁰⁵L¹⁴⁸270.L¹⁰⁵L¹⁴⁹271.L¹⁰⁵L¹⁵⁰272.L¹⁰⁵L¹⁵¹273.L¹⁰⁵L¹⁵²274.L¹⁰⁵L¹⁵³275.L¹⁰⁵L¹⁵⁴276.L¹⁰⁵L¹⁵⁵277.L¹⁰⁵L¹⁵⁶278.L¹⁰⁵L¹⁵⁷279.L¹⁰⁵L¹⁵⁸280.L¹⁰⁵L¹⁵⁹281.L¹⁰⁶L¹⁰⁷282.L¹⁰⁶L¹⁰⁸283.L¹⁰⁶L¹⁰⁹284.L¹⁰⁶L¹¹⁰285.L¹⁰⁶L¹¹¹286.L¹⁰⁶L¹¹²287.L¹⁰⁶L¹¹³288.L¹⁰⁶L¹¹⁴289.L¹⁰⁶L¹¹⁵290.L¹⁰⁶L¹¹⁶291.L¹⁰⁶L¹¹⁷292.L¹⁰⁶L¹¹⁸293.L¹⁰⁶L¹¹⁹294.L¹⁰⁶L¹²⁰295.L¹⁰⁶L¹²¹296.L¹⁰⁶L¹²²297.L¹⁰⁶L¹²³298.L¹⁰⁶L¹²⁴299.L¹⁰⁶L¹²⁵300.L¹⁰⁶L¹²⁶301.L¹⁰⁶L¹²⁷302.L¹⁰⁶L¹²⁸303.L¹⁰⁶L¹²⁹304.L¹⁰⁶L¹³⁰305.L¹⁰⁶L¹³¹306.L¹⁰⁶L¹³²307.L¹⁰⁶L¹³³308.L¹⁰⁶L¹³⁴309.L¹⁰⁶L¹³⁵310.L¹⁰⁶L¹³⁶311.L¹⁰⁶L¹³⁷312.L¹⁰⁶L¹³⁸313.L¹⁰⁶L¹³⁹314.L¹⁰⁶L¹⁴⁰315.L¹⁰⁶L¹⁴¹316.L¹⁰⁶L¹⁴²317.L¹⁰⁶L¹⁴³318.L¹⁰⁶L¹⁴⁴319.L¹⁰⁶L¹⁴⁵320.L¹⁰⁶L¹⁴⁶321.L¹⁰⁶L¹⁴⁷322.L¹⁰⁶L¹⁴⁸323.L¹⁰⁶L¹⁴⁹324.L¹⁰⁶L¹⁵⁰325.L¹⁰⁶L¹⁵¹326.L¹⁰⁶L¹⁵²327.L¹⁰⁶L¹⁵³328.L¹⁰⁶L¹⁵⁴329.L¹⁰⁶L¹⁵⁵330.L¹⁰⁶L¹⁵⁶331.L¹⁰⁶L¹⁵⁷332.L¹⁰⁶L¹⁵⁸333.L¹⁰⁶L¹⁵⁹334.L¹⁰⁷L¹⁰⁸335.L¹⁰⁷L¹⁰⁹336.L¹⁰⁷L¹¹⁰337.L¹⁰⁷L¹¹¹338.L¹⁰⁷L¹¹²339.L¹⁰⁷L¹¹³340.L¹⁰⁷L¹¹⁴341.L¹⁰⁷L¹¹⁵342.L¹⁰⁷L¹¹⁶343.L¹⁰⁷L¹¹⁷344.L¹⁰⁷L¹¹⁸345.L¹⁰⁷L¹¹⁹346.L¹⁰⁷L¹²⁰347.L¹⁰⁷L¹²¹348.L¹⁰⁷L¹²²349.L¹⁰⁷L¹²³350.L¹⁰⁷L¹²⁴351.L¹⁰⁷L¹²⁵352.L¹⁰⁷L¹²⁶353.L¹⁰⁷L¹²⁷354.L¹⁰⁷L¹²⁸355.L¹⁰⁷L¹²⁹356.L¹⁰⁷L¹³⁰357.L¹⁰⁷L¹³¹358.L¹⁰⁷L¹³²359.L¹⁰⁷L¹³³360.L¹⁰⁷L¹³⁴361.L¹⁰⁷L¹³⁵362.L¹⁰⁷L¹³⁶363.L¹⁰⁷L¹³⁷364.L¹⁰⁷L¹³⁸365.L¹⁰⁷L¹³⁹366.L¹⁰⁷L¹⁴⁰367.L¹⁰⁷L¹⁴¹368.L¹⁰⁷L¹⁴²369.L¹⁰⁷L¹⁴³370.L¹⁰⁷L¹⁴⁴371.L¹⁰⁷L¹⁴⁵372.L¹⁰⁷L¹⁴⁶373.L¹⁰⁷L¹⁴⁷374.L¹⁰⁷L¹⁴⁸375.L¹⁰⁷L¹⁴⁹376.L¹⁰⁷L¹⁵⁰377.L¹⁰⁷L¹⁵¹378.L¹⁰⁷L¹⁵²379.L¹⁰⁷L¹⁵³380.L¹⁰⁷L¹⁵⁴381.L¹⁰⁷L¹⁵⁵382.L¹⁰⁷L¹⁵⁶383.L¹⁰⁷L¹⁵⁷384.L¹⁰⁷L¹⁵⁸385.L¹⁰⁷L¹⁵⁹386.L¹⁰⁸L¹⁰⁹387.L¹⁰⁸L¹¹⁰388.L¹⁰⁸L¹¹¹389.L¹⁰⁸L¹¹²390.L¹⁰⁸L¹¹³391.L¹⁰⁸L¹¹⁴392.L¹⁰⁸L¹¹⁵393.L¹⁰⁸L¹¹⁶394.L¹⁰⁸L¹¹⁷395.L¹⁰⁸L¹¹⁸396.L¹⁰⁸L¹¹⁹397.L¹⁰⁸L¹²⁰398.L¹⁰⁸L¹²¹399.L¹⁰⁸L¹²²400.L¹⁰⁸L¹²³401.L¹⁰⁸L¹²⁴402.L¹⁰⁸L¹²⁵403.L¹⁰⁸L¹²⁶404.L¹⁰⁸L¹²⁷405.L¹⁰⁸L¹²⁸406.L¹⁰⁸L¹²⁹407.L¹⁰⁸L¹³⁰408.L¹⁰⁸L¹³¹409.L¹⁰⁸L¹³²410.L¹⁰⁸L¹³³411.L¹⁰⁸L¹³⁴412.L¹⁰⁸L¹³⁵413.L¹⁰⁸L¹³⁶414.L¹⁰⁸L¹³⁷415.L¹⁰⁸L¹³⁸416.L¹⁰⁸L¹³⁹417.L¹⁰⁸L¹⁴⁰418.L¹⁰⁸L¹⁴¹419.L¹⁰⁸L¹⁴²420.L¹⁰⁸L¹⁴³421.L¹⁰⁸L¹⁴⁴422.L¹⁰⁸L¹⁴⁵423.L¹⁰⁸L¹⁴⁶424.L¹⁰⁸L¹⁴⁷425.L¹⁰⁸L¹⁴⁸426.L¹⁰⁸L¹⁴⁹427.L¹⁰⁸L¹⁵⁰428.L¹⁰⁸L¹⁵¹429.L¹⁰⁸L¹⁵²430.L¹⁰⁸L¹⁵³431.L¹⁰⁸L¹⁵⁴432.L¹⁰⁸L¹⁵⁵433.L¹⁰⁸L¹⁵⁶434.L¹⁰⁸L¹⁵⁷435.L¹⁰⁸L¹⁵⁸436.L¹⁰⁸L¹⁵⁹437.L¹⁰⁹L¹¹⁰438.L¹⁰⁹L¹¹¹439.L¹⁰⁹L¹¹²440.L¹⁰⁹L¹¹³441.L¹⁰⁹L¹¹⁴442.L¹⁰⁹L¹¹⁵443.L¹⁰⁹L¹¹⁶444.L¹⁰⁹L¹¹⁷445.L¹⁰⁹L¹¹⁸446.L¹⁰⁹L¹¹⁹447.L¹⁰⁹L¹²⁰448.L¹⁰⁹L¹²¹449.L¹⁰⁹L¹²²450.L¹⁰⁹L¹²³451.L¹⁰⁹L¹²⁴452.L¹⁰⁹L¹²⁵453.L¹⁰⁹L¹²⁶454.L¹⁰⁹L¹²⁷455.L¹⁰⁹L¹²⁸456.L¹⁰⁹L¹²⁹457.L¹⁰⁹L¹³⁰458.L¹⁰⁹L¹³¹459.L¹⁰⁹L¹³²460.L¹⁰⁹L¹³³461.L¹⁰⁹L¹³⁴462.L¹⁰⁹L¹³⁵463.L¹⁰⁹L¹³⁶464.L¹⁰⁹L¹³⁷465.L¹⁰⁹L¹³⁸466.L¹⁰⁹L¹³⁹467.L¹⁰⁹L¹⁴⁰468.L¹⁰⁹L¹⁴¹469.L¹⁰⁹L¹⁴²470.L¹⁰⁹L¹⁴³471.L¹⁰⁹L¹⁴⁴472.L¹⁰⁹L¹⁴⁵473.L¹⁰⁹L¹⁴⁶474.L¹⁰⁹L¹⁴⁷475.L¹⁰⁹L¹⁴⁸476.L¹⁰⁹L¹⁴⁹477.L¹⁰⁹L¹⁵⁰478.L¹⁰⁹L¹⁵¹479.L¹⁰⁹L¹⁵²480.L¹⁰⁹L¹⁵³481.L¹⁰⁹L¹⁵⁴482.L¹⁰⁹L¹⁵⁵483.L¹⁰⁹L¹⁵⁶484.L¹⁰⁹L¹⁵⁷485.L¹⁰⁹L¹⁵⁸486.L¹⁰⁹L¹⁵⁹487.L¹¹⁰L¹¹¹488.L¹¹⁰L¹¹²489.L¹¹⁰L¹¹³490.L¹¹⁰L¹¹⁴491.L¹¹⁰L¹¹⁵492.L¹¹⁰L¹¹⁶493.L¹¹⁰L¹¹⁷494.L¹¹⁰L¹¹⁸495.L¹¹⁰L¹¹⁹496.L¹¹⁰L¹²⁰497.L¹¹⁰L¹²¹498.L¹¹⁰L¹²²499.L¹¹⁰L¹²³500.L¹¹⁰L¹²⁴501.L¹¹⁰L¹²⁵502.L¹¹⁰L¹²⁶503.L¹¹⁰L¹²⁷504.L¹¹⁰L¹²⁸505.L¹¹⁰L¹²⁹506.L¹¹⁰L¹³⁰507.L¹¹⁰L¹³¹508.L¹¹⁰L¹³²509.L¹¹⁰L¹³³510.L¹¹⁰L¹³⁴511.L¹¹⁰L¹³⁵512.L¹¹⁰L¹³⁶513.L¹¹⁰L¹³⁷514.L¹¹⁰L¹³⁸515.L¹¹⁰L¹³⁹516.L¹¹⁰L¹⁴⁰517.L¹¹⁰L¹⁴¹518.L¹¹⁰L¹⁴²519.L¹¹⁰L¹⁴³520.L¹¹⁰L¹⁴⁴521.L¹¹⁰L¹⁴⁵522.L¹¹⁰L¹⁴⁶523.L¹¹⁰L¹⁴⁷524.L¹¹⁰L¹⁴⁸525.L¹¹⁰L¹⁴⁹526.L¹¹⁰L¹⁵⁰527.L¹¹⁰L¹⁵¹528.L¹¹⁰L¹⁵²529.L¹¹⁰L¹⁵³530.L¹¹⁰L¹⁵⁴531.L¹¹⁰L¹⁵⁵532.L¹¹⁰L¹⁵⁶533.L¹¹⁰L¹⁵⁷534.L¹¹⁰L¹⁵⁸535.L¹¹⁰L¹⁵⁹536.L¹¹¹L¹¹²537.L¹¹¹L¹¹³538.L¹¹¹L¹¹⁴539.L¹¹¹L¹¹⁵540.L¹¹¹L¹¹⁶541.L¹¹¹L¹¹⁷542.L¹¹¹L¹¹⁸543.L¹¹¹L¹¹⁹544.L¹¹¹L¹²⁰545.L¹¹¹L¹²¹546.L¹¹¹L¹²²547.L¹¹¹L¹²³548.L¹¹¹L¹²⁴549.L¹¹¹L¹²⁵550.L¹¹¹L¹²⁶551.L¹¹¹L¹²⁷552.L¹¹¹L¹²⁸553.L¹¹¹L¹²⁹554.L¹¹¹L¹³⁰555.L¹¹¹L¹³¹556.L¹¹¹L¹³²557.L¹¹¹L¹³³558.L¹¹¹L¹³⁴559.L¹¹¹L¹³⁵560.L¹¹¹L¹³⁶561.L¹¹¹L¹³⁷562.L¹¹¹L¹³⁸563.L¹¹¹L¹³⁹564.L¹¹¹L¹⁴⁰565.L¹¹¹L¹⁴¹566.L¹¹¹L¹⁴²567.L¹¹¹L¹⁴³568.L¹¹¹L¹⁴⁴569.L¹¹¹L¹⁴⁵570.L¹¹¹L¹⁴⁶571.L¹¹¹L¹⁴⁷572.L¹¹¹L¹⁴⁸573.L¹¹¹L¹⁴⁹574.L¹¹¹L¹⁵⁰575.L¹¹¹L¹⁵¹576.L¹¹¹L¹⁵²577.L¹¹¹L¹⁵³578.L¹¹¹L¹⁵⁴579.L¹¹¹L¹⁵⁵580.L¹¹¹L¹⁵⁶581.L¹¹¹L¹⁵⁷582.L¹¹¹L¹⁵⁸583.L¹¹¹L¹⁵⁹584.L¹¹²L¹¹³585.L¹¹²L¹¹⁴586.L¹¹²L¹¹⁵587.L¹¹²L¹¹⁶588.L¹¹²L¹¹⁷589.L¹¹²L¹¹⁸590.L¹¹²L¹¹⁹591.L¹¹²L¹²⁰592.L¹¹²L¹²¹593.L¹¹²L¹²²594.L¹¹²L¹²³595.L¹¹²L¹²⁴596.L¹¹²L¹²⁵597.L¹¹²L¹²⁶598.L¹¹²L¹²⁷599.L¹¹²L¹²⁸600.L¹¹²L¹²⁹601.L¹¹²L¹³⁰602.L¹¹²L¹³¹603.L¹¹²L¹³²604.L¹¹²L¹³³605.L¹¹²L¹³⁴606.L¹¹²L¹³⁵607.L¹¹²L¹³⁶608.L¹¹²L¹³⁷609.L¹¹²L¹³⁸610.L¹¹²L¹³⁹611.L¹¹²L¹⁴⁰612.L¹¹²L¹⁴¹613.L¹¹²L¹⁴²614.L¹¹²L¹⁴³615.L¹¹²L¹⁴⁴616.L¹¹²L¹⁴⁵617.L¹¹²L¹⁴⁶618.L¹¹²L¹⁴⁷619.L¹¹²L¹⁴⁸620.L¹¹²L¹⁴⁹621.L¹¹²L¹⁵⁰622.L¹¹²L¹⁵¹623.L¹¹²L¹⁵²624.L¹¹²L¹⁵³625.L¹¹²L¹⁵⁴626.L¹¹²L¹⁵⁵627.L¹¹²L¹⁵⁶628.L¹¹²L¹⁵⁷629.L¹¹²L¹⁵⁸630.L¹¹²L¹⁵⁹631.L¹¹³L¹¹⁴632.L¹¹³L¹¹⁵633.L¹¹³L¹¹⁶634.L¹¹³L¹¹⁷635.L¹¹³L¹¹⁸636.L¹¹³L¹¹⁹637.L¹¹³L¹²⁰638.L¹¹³L¹²¹639.L¹¹³L¹²²640.L¹¹³L¹²³641.L¹¹³L¹²⁴642.L¹¹³L¹²⁵643.L¹¹³L¹²⁶644.L¹¹³L¹²⁷645.L¹¹³L¹²⁸646.L¹¹³L¹²⁹647.L¹¹³L¹³⁰648.L¹¹³L¹³¹649.L¹¹³L¹³²650.L¹¹³L¹³³651.L¹¹³L¹³⁴652.L¹¹³L¹³⁵653.L¹¹³L¹³⁶654.L¹¹³L¹³⁷655.L¹¹³L¹³⁸656.L¹¹³L¹³⁹657.L¹¹³L¹⁴⁰658.L¹¹³L¹⁴¹659.L¹¹³L¹⁴²660.L¹¹³L¹⁴³661.L¹¹³L¹⁴⁴662.L¹¹³L¹⁴⁵663.L¹¹³L¹⁴⁶664.L¹¹³L¹⁴⁷665.L¹¹³L¹⁴⁸666.L¹¹³L¹⁴⁹667.L¹¹³L¹⁵⁰668.L¹¹³L¹⁵¹669.L¹¹³L¹⁵²670.L¹¹³L¹⁵³671.L¹¹³L¹⁵⁴672.L¹¹³L¹⁵⁵673.L¹¹³L¹⁵⁶674.L¹¹³L¹⁵⁷675.L¹¹³L¹⁵⁸676.L¹¹³L¹⁵⁹677.L¹¹⁴L¹¹⁵678.L¹¹⁴L¹¹⁶679.L¹¹⁴L¹¹⁷680.L¹¹⁴L¹¹⁸681.L¹¹⁴L¹¹⁹682.L¹¹⁴L¹²⁰683.L¹¹⁴L¹²¹684.L¹¹⁴L¹²²685.L¹¹⁴L¹²³686.L¹¹⁴L¹²⁴687.L¹¹⁴L¹²⁵688.L¹¹⁴L¹²⁶689.L¹¹⁴L¹²⁷690.L¹¹⁴L¹²⁸691.L¹¹⁴L¹²⁹692.L¹¹⁴L¹³⁰693.L¹¹⁴L¹³¹694.L¹¹⁴L¹³²695.L¹¹⁴L¹³³696.L¹¹⁴L¹³⁴697.L¹¹⁴L¹³⁵698.L¹¹⁴L¹³⁶699.L¹¹⁴L¹³⁷700.L¹¹⁴L¹³⁸701.L¹¹⁴L¹³⁹702.L¹¹⁴L¹⁴⁰703.L¹¹⁴L¹⁴¹704.L¹¹⁴L¹⁴²705.L¹¹⁴L¹⁴³706.L¹¹⁴L¹⁴⁴707.L¹¹⁴L¹⁴⁵708.L¹¹⁴L¹⁴⁶709.L¹¹⁴L¹⁴⁷710.L¹¹⁴L¹⁴⁸711.L¹¹⁴L¹⁴⁹712.L¹¹⁴L¹⁵⁰713.L¹¹⁴L¹⁵¹714.L¹¹⁴L¹⁵²715.L¹¹⁴L¹⁵³716.L¹¹⁴L¹⁵⁴717.L¹¹⁴L¹⁵⁵718.L¹¹⁴L¹⁵⁶719.L¹¹⁴L¹⁵⁷720.L¹¹⁴L¹⁵⁸721.L¹¹⁴L¹⁵⁹722.L¹¹⁵L¹¹⁶723.L¹¹⁵L¹¹⁷724.L¹¹⁵L¹¹⁸725.L¹¹⁵L¹¹⁹726.L¹¹⁵L¹²⁰727.L¹¹⁵L¹²¹728.L¹¹⁵L¹²²729.L¹¹⁵L¹²³730.L¹¹⁵L¹²⁴731.L¹¹⁵L¹²⁵732.L¹¹⁵L¹²⁶733.L¹¹⁵L¹²⁷734.L¹¹⁵L¹²⁸735.L¹¹⁵L¹²⁹736.L¹¹⁵L¹³⁰737.L¹¹⁵L¹³¹738.L¹¹⁵L¹³²739.L¹¹⁵L¹³³740.L¹¹⁵L¹³⁴741.L¹¹⁵L¹³⁵742.L¹¹⁵L¹³⁶743.L¹¹⁵L¹³⁷744.L¹¹⁵L¹³⁸745.L¹¹⁵L¹³⁹746.L¹¹⁵L¹⁴⁰747.L¹¹⁵L¹⁴¹748.L¹¹⁵L¹⁴²749.L¹¹⁵L¹⁴³750.L¹¹⁵L¹⁴⁴751.L¹¹⁵L¹⁴⁵752.L¹¹⁵L¹⁴⁶753.L¹¹⁵L¹⁴⁷754.L¹¹⁵L¹⁴⁸755.L¹¹⁵L¹⁴⁹756.L¹¹⁵L¹⁵⁰757.L¹¹⁵L¹⁵¹758.L¹¹⁵L¹⁵²759.L¹¹⁵L¹⁵³760.L¹¹⁵L¹⁵⁴761.L¹¹⁵L¹⁵⁵762.L¹¹⁵L¹⁵⁶763.L¹¹⁵L¹⁵⁷764.L¹¹⁵L¹⁵⁸765.L¹¹⁵L¹⁵⁹766.L¹¹⁶L¹¹⁷767.L¹¹⁶L¹¹⁸768.L¹¹⁶L¹¹⁹769.L¹¹⁶L¹²⁰770.L¹¹⁶L¹²¹771.L¹¹⁶L¹²²772.L¹¹⁶L¹²³773.L¹¹⁶L¹²⁴774.L¹¹⁶L¹²⁵775.L¹¹⁶L¹²⁶776.L¹¹⁶L¹²⁷777.L¹¹⁶L¹²⁸778.L¹¹⁶L¹²⁹779.L¹¹⁶L¹³⁰780.L¹¹⁶L¹³¹781.L¹¹⁶L¹³²782.L¹¹⁶L¹³³783.L¹¹⁶L¹³⁴784.L¹¹⁶L¹³⁵785.L¹¹⁶L¹³⁶786.L¹¹⁶L¹³⁷787.L¹¹⁶L¹³⁸788.L¹¹⁶L¹³⁹789.L¹¹⁶L¹⁴⁰790.L¹¹⁶L¹⁴¹791.L¹¹⁶L¹⁴²792.L¹¹⁶L¹⁴³793.L¹¹⁶L¹⁴⁴794.L¹¹⁶L¹⁴⁵795.L¹¹⁶L¹⁴⁶796.L¹¹⁶L¹⁴⁷797.L¹¹⁶L¹⁴⁸798.L¹¹⁶L¹⁴⁹799.L¹¹⁶L¹⁵⁰800.L¹¹⁶L¹⁵¹801.L¹¹⁶L¹⁵²802.L¹¹⁶L¹⁵³803.L¹¹⁶L¹⁵⁴804.L¹¹⁶L¹⁵⁵805.L¹¹⁶L¹⁵⁶806.L¹¹⁶L¹⁵⁷807.L¹¹⁶L¹⁵⁸808.L¹¹⁶L¹⁵⁹809.L¹¹⁷L¹¹⁸810.L¹¹⁷L¹¹⁹811.L¹¹⁷L¹²⁰812.L¹¹⁷L¹²¹813.L¹¹⁷L¹²²814.L¹¹⁷L¹²³815.L¹¹⁷L¹²⁴816.L¹¹⁷L¹²⁵817.L¹¹⁷L¹²⁶818.L¹¹⁷L¹²⁷819.L¹¹⁷L¹²⁸820.L¹¹⁷L¹²⁹821.L¹¹⁷L¹³⁰822.L¹¹⁷L¹³¹823.L¹¹⁷L¹³²824.L¹¹⁷L¹³³825.L¹¹⁷L¹³⁴826.L¹¹⁷L¹³⁵827.L¹¹⁷L¹³⁶828.L¹¹⁷L¹³⁷829.L¹¹⁷L¹³⁸830.L¹¹⁷L¹³⁹831.L¹¹⁷L¹⁴⁰832.L¹¹⁷L¹⁴¹833.L¹¹⁷L¹⁴²834.L¹¹⁷L¹⁴³835.L¹¹⁷L¹⁴⁴836.L¹¹⁷L¹⁴⁵837.L¹¹⁷L¹⁴⁶838.L¹¹⁷L¹⁴⁷839.L¹¹⁷L¹⁴⁸840.L¹¹⁷L¹⁴⁹841.L¹¹⁷L¹⁵⁰842.L¹¹⁷L¹⁵¹843.L¹¹⁷L¹⁵²844.L¹¹⁷L¹⁵³845.L¹¹⁷L¹⁵⁴846.L¹¹⁷L¹⁵⁵847.L¹¹⁷L¹⁵⁶848.L¹¹⁷L¹⁵⁷849.L¹¹⁷L¹⁵⁸850.L¹¹⁷L¹⁵⁹851.L¹¹⁸L¹¹⁹852.L¹¹⁸L¹²⁰853.L¹¹⁸L¹²¹854.L¹¹⁸L¹²²855.L¹¹⁸L¹²³856.L¹¹⁸L¹²⁴857.L¹¹⁸L¹²⁵858.L¹¹⁸L¹²⁶859.L¹¹⁸L¹²⁷860.L¹¹⁸L¹²⁸861.L¹¹⁸L¹²⁹862.L¹¹⁸L¹³⁰863.L¹¹⁸L¹³¹864.L¹¹⁸L¹³²865.L¹¹⁸L¹³³866.L¹¹⁸L¹³⁴867.L¹¹⁸L¹³⁵868.L¹¹⁸L¹³⁶869.L¹¹⁸L¹³⁷870.L¹¹⁸L¹³⁸871.L¹¹⁸L¹³⁹872.L¹¹⁸L¹⁴⁰873.L¹¹⁸L¹⁴¹874.L¹¹⁸L¹⁴²875.L¹¹⁸L¹⁴³876.L¹¹⁸L¹⁴⁴877.L¹¹⁸L¹⁴⁵878.L¹¹⁸L¹⁴⁶879.L¹¹⁸L¹⁴⁷880.L¹¹⁸L¹⁴⁸881.L¹¹⁸L¹⁴⁹882.L¹¹⁸L¹⁵⁰883.L¹¹⁸L¹⁵¹884.L¹¹⁸L¹⁵²885.L¹¹⁸L¹⁵³886.L¹¹⁸L¹⁵⁴887.L¹¹⁸L¹⁵⁵888.L¹¹⁸L¹⁵⁶889.L¹¹⁸L¹⁵⁷890.L¹¹⁸L¹⁵⁸891.L¹¹⁸L¹⁵⁹892.L¹¹⁹L¹²⁰893.L¹¹⁹L¹²¹894.L¹¹⁹L¹²²895.L¹¹⁹L¹²³896.L¹¹⁹L¹²⁴897.L¹¹⁹L¹²⁵898.L¹¹⁹L¹²⁶899.L¹¹⁹L¹²⁷900.L¹¹⁹L¹²⁸901.L¹¹⁹L¹²⁹902.L¹¹⁹L¹³⁰903.L¹¹⁹L¹³¹904.L¹¹⁹L¹³²905.L¹¹⁹L¹³³906.L¹¹⁹L¹³⁴907.L¹¹⁹L¹³⁵908.L¹¹⁹L¹³⁶909.L¹¹⁹L¹³⁷910.L¹¹⁹L¹³⁸911.L¹¹⁹L¹³⁹912.L¹¹⁹L¹⁴⁰913.L¹¹⁹L¹⁴¹914.L¹¹⁹L¹⁴²915.L¹¹⁹L¹⁴³916.L¹¹⁹L¹⁴⁴917.L¹¹⁹L¹⁴⁵918.L¹¹⁹L¹⁴⁶919.L¹¹⁹L¹⁴⁷920.L¹¹⁹L¹⁴⁸921.L¹¹⁹L¹⁴⁹922.L¹¹⁹L¹⁵⁰923.L¹¹⁹L¹⁵¹924.L¹¹⁹L¹⁵²925.L¹¹⁹L¹⁵³926.L¹¹⁹L¹⁵⁴927.L¹¹⁹L¹⁵⁵928.L¹¹⁹L¹⁵⁶929.L¹¹⁹L¹⁵⁷930.L¹¹⁹L¹⁵⁸931.L¹¹⁹L¹⁵⁹932.L¹²⁰L¹²¹933.L¹²⁰L¹²²934.L¹²⁰L¹²³935.L¹²⁰L¹²⁴936.L¹²⁰L¹²⁵937.L¹²⁰L¹²⁶938.L¹²⁰L¹²⁷939.L¹²⁰L¹²⁸940.L¹²⁰L¹²⁹941.L¹²⁰L¹³⁰942.L¹²⁰L¹³¹943.L¹²⁰L¹³²944.L¹²⁰L¹³³945.L¹²⁰L¹³⁴946.L¹²⁰L¹³⁵947.L¹²⁰L¹³⁶948.L¹²⁰L¹³⁷949.L¹²⁰L¹³⁸950.L¹²⁰L¹³⁹951.L¹²⁰L¹⁴⁰952.L¹²⁰L¹⁴¹953.L¹²⁰L¹⁴²954.L¹²⁰L¹⁴³955.L¹²⁰L¹⁴⁴956.L¹²⁰L¹⁴⁵957.L¹²⁰L¹⁴⁶958.L¹²⁰L¹⁴⁷959.L¹²⁰L¹⁴⁸960.L¹²⁰L¹⁴⁹961.L¹²⁰L¹⁵⁰962.L¹²⁰L¹⁵¹963.L¹²⁰L¹⁵²964.L¹²⁰L¹⁵³965.L¹²⁰L¹⁵⁴966.L¹²⁰L¹⁵⁵967.L¹²⁰L¹⁵⁶968.L¹²⁰L¹⁵⁷969.L¹²⁰L¹⁵⁸970.L¹²⁰L¹⁵⁹971.L¹²¹L¹²²972.L¹²¹L¹²³973.L¹²¹L¹²⁴974.L¹²¹L¹²⁵975.L¹²¹L¹²⁶976.L¹²¹L¹²⁷977.L¹²¹L¹²⁸978.L¹²¹L¹²⁹979.L¹²¹L¹³⁰980.L¹²¹L¹³¹981.L¹²¹L¹³²982.L¹²¹L¹³³983.L¹²¹L¹³⁴984.L¹²¹L¹³⁵985.L¹²¹L¹³⁶986.L¹²¹L¹³⁷987.L¹²¹L¹³⁸988.L¹²¹L¹³⁹989.L¹²¹L¹⁴⁰990.L¹²¹L¹⁴¹991.L¹²¹L¹⁴²992.L¹²¹L¹⁴³993.L¹²¹L¹⁴⁴994.L¹²¹L¹⁴⁵995.L¹²¹L¹⁴⁶996.L¹²¹L¹⁴⁷997.L¹²¹L¹⁴⁸998.L¹²¹L¹⁴⁹999.L¹²¹L¹⁵⁰1000.L¹²¹L¹⁵¹1001.L¹²¹L¹⁵²1002.L¹²¹L¹⁵³1003.L¹²¹L¹⁵⁴1004.L¹²¹L¹⁵⁵1005.L¹²¹L¹⁵⁶1006.L¹²¹L¹⁵⁷1007.L¹²¹L¹⁵⁸1008.L¹²¹L¹⁵⁹1009.L¹²²L¹²³1010.L¹²²L¹²⁴1011.L¹²²L¹²⁵1012.L¹²²L¹²⁶1013.L¹²²L¹²⁷1014.L¹²²L¹²⁸1015.L¹²²L¹²⁹1016.L¹²²L¹³⁰1017.L¹²²L¹³¹1018.L¹²²L¹³²1019.L¹²²L¹³³1020.L¹²²L¹³⁴1021.L¹²²L¹³⁵1022.L¹²²L¹³⁶1023.L¹²²L¹³⁷1024.L¹²²L¹³⁸1025.L¹²²L¹³⁹1026.L¹²²L¹⁴⁰1027.L¹²²L¹⁴¹1028.L¹²²L¹⁴²1029.L¹²²L¹⁴³1030.L¹²²L¹⁴⁴1031.L¹²²L¹⁴⁵1032.L¹²²L¹⁴⁶1033.L¹²²L¹⁴⁷1034.L¹²²L¹⁴⁸1035.L¹²²L¹⁴⁹1036.L¹²²L¹⁵⁰1037.L¹²²L¹⁵¹1038.L¹²²L¹⁵²1039.L¹²²L¹⁵³1040.L¹²²L¹⁵⁴1041.L¹²²L¹⁵⁵1042.L¹²²L¹⁵⁶1043.L¹²²L¹⁵⁷1044.L¹²²L¹⁵⁸1045.L¹²²L¹⁵⁹1046.L¹²³L¹²⁴1047.L¹²³L¹²⁵1048.L¹²³L¹²⁶1049.L¹²³L¹²⁷1050.L¹²³L¹²⁸1051.L¹²³L¹²⁹1052.L¹²³L¹³⁰1053.L¹²³L¹³¹1054.L¹²³L¹³²1055.L¹²³L¹³³1056.L¹²³L¹³⁴1057.L¹²³L¹³⁵1058.L¹²³L¹³⁶1059.L¹²³L¹³⁷1060.L¹²³L¹³⁸1061.L¹²³L¹³⁹1062.L¹²³L¹⁴⁰1063.L¹²³L¹⁴¹1064.L¹²³L¹⁴²1065.L¹²³L¹⁴³1066.L¹²³L¹⁴⁴1067.L¹²³L¹⁴⁵1068.L¹²³L¹⁴⁶1069.L¹²³L¹⁴⁷1070.L¹²³L¹⁴⁸1071.L¹²³L¹⁴⁹1072.L¹²³L¹⁵⁰1073.L¹²³L¹⁵¹1074.L¹²³L¹⁵²1075.L¹²³L¹⁵³1076.L¹²³L¹⁵⁴1077.L¹²³L¹⁵⁵1078.L¹²³L¹⁵⁶1079.L¹²³L¹⁵⁷1080.L¹²³L¹⁵⁸1081.L¹²³L¹⁵⁹1082.L¹²⁴L¹²⁵1083.L¹²⁴L¹²⁶1084.L¹²⁴L¹²⁷1085.L¹²⁴L¹²⁸1086.L¹²⁴L¹²⁹1087.L¹²⁴L¹³⁰1088.L¹²⁴L¹³¹1089.L¹²⁴L¹³²1090.L¹²⁴L¹³³1091.L¹²⁴L¹³⁴1092.L¹²⁴L¹³⁵1093.L¹²⁴L¹³⁶1094.L¹²⁴L¹³⁷1095.L¹²⁴L¹³⁸1096.L¹²⁴L¹³⁹1097.L¹²⁴L¹⁴⁰1098.L¹²⁴L¹⁴¹1099.L¹²⁴L¹⁴²1100.L¹²⁴L¹⁴³1101.L¹²⁴L¹⁴⁴1102.L¹²⁴L¹⁴⁵1103.L¹²⁴L¹⁴⁶1104.L¹²⁴L¹⁴⁷1105.L¹²⁴L¹⁴⁸1106.L¹²⁴L¹⁴⁹1107.L¹²⁴L¹⁵⁰1108.L¹²⁴L¹⁵¹1109.L¹²⁴L¹⁵²1110.L¹²⁴L¹⁵³1111.L¹²⁴L¹⁵⁴1112.L¹²⁴L¹⁵⁴1113.L¹²⁴L¹⁵⁶1114.L¹²⁴L¹⁵⁷1115.L¹²⁴L¹⁵⁸1116.L¹²⁴L¹⁵⁹1117.L¹²⁵L¹²⁶1118.L¹²⁵L¹²⁷1119.L¹²⁵L¹²⁸1120.L¹²⁵L¹²⁹1121.L¹²⁵L¹³⁰1122.L¹²⁵L¹³¹1123.L¹²⁵L¹³²1124.L¹²⁵L¹³³1125.L¹²⁵L¹³⁴1126.L¹²⁵L¹³⁵1127.L¹²⁵L¹³⁶1128.L¹²⁵L¹³⁷1129.L¹²⁵L¹³⁸1130.L¹²⁵L¹³⁹1131.L¹²⁵L¹⁴⁰1132.L¹²⁵L¹⁴¹1133.L¹²⁵L¹⁴²1134.L¹²⁵L¹⁴³1135.L¹²⁵L¹⁴⁴1136.L¹²⁵L¹⁴⁵1137.L¹²⁵L¹⁴⁶1138.L¹²⁵L¹⁴⁷1139.L¹²⁵L¹⁴⁸1140.L¹²⁵L¹⁴⁹1141.L¹²⁵L¹⁵⁰1142.L¹²⁵L¹⁵¹1143.L¹²⁵L¹⁵²1144.L¹²⁵L¹⁵³1145.L¹²⁵L¹⁵⁴1146.L¹²⁵L¹⁵⁵1147.L¹²⁵L¹⁵⁶1148.L¹²⁵L¹⁵⁷1149.L¹²⁵L¹⁵⁸1150.L¹²⁵L¹⁵⁹

30. The first device ofclaim 22, wherein the first device is a consumer product.

31. The first device ofclaim 22, wherein the first device is an organic light emitting device.

32. The first device ofclaim 22, wherein the first device comprises a light panel.

33. The first device ofclaim 22, wherein the organic layer is an emissive layer and the compound is an emissive dopant.

34. The first device ofclaim 22, wherein the organic layer is an emissive layer and the compound is a non-emissive dopant.

35. The first device ofclaim 22, wherein the organic layer further comprises a host material.

36. The first device ofclaim 35, wherein the host material comprises a triphenylene containing benzo-fused thiophene or benzo-fused furan;

wherein any substituent in the host material is an unfused substituent independently selected from the group consisting of C_nH_2n+1, OC_nH_2n+1, OAr₁, N(C_nH_2n+1)₂, N(Ar₁)(Ar₂), CH═CH—C_nH_2n+1, C≡CC_nH_2n+1, Ar₁, Ar₁—Ar₂, C_nH_2n—Ar₁, or no substitution;

wherein n is from 1 to 10; and

wherein Ar₁and Ar₂are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof.

37. The first device ofclaim 35, wherein the host material comprises at least one chemical group selected from the group consisting of carbazole, dibenzothiphene, dibenzofuran, dibenzoselenophene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.

38. The first device ofclaim 35, wherein the host material is selected from the group consisting of:

and combinations thereof.

39. The first device ofclaim 35, wherein the host material comprises a metal complex.

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