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JPH09141080A - Emulsifier made of water-soluble crosslinked amphiphilic polyelectrolyte, emulsified composition and emulsified cosmetic each containing the same - Google Patents

Emulsifier made of water-soluble crosslinked amphiphilic polyelectrolyte, emulsified composition and emulsified cosmetic each containing the same

Info

Publication number
JPH09141080A
JPH09141080AJP7322229AJP32222995AJPH09141080AJP H09141080 AJPH09141080 AJP H09141080AJP 7322229 AJP7322229 AJP 7322229AJP 32222995 AJP32222995 AJP 32222995AJP H09141080 AJPH09141080 AJP H09141080A
Authority
JP
Japan
Prior art keywords
water
meth
emulsifier
weight
emulsified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
JP7322229A
Other languages
Japanese (ja)
Inventor
Atsushi Kobayashi
淳 小林
Fumiaki Matsuzaki
文昭 松崎
Toshio Hariki
利男 梁木
Michihiro Yamaguchi
道広 山口
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shiseido Co LtdfiledCriticalShiseido Co Ltd
Priority to JP7322229ApriorityCriticalpatent/JPH09141080A/en
Priority to EP96110394Aprioritypatent/EP0750899A3/en
Publication of JPH09141080ApublicationCriticalpatent/JPH09141080A/en
Withdrawnlegal-statusCriticalCurrent

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Abstract

PROBLEM TO BE SOLVED: To obtain an emulsifier capable of preparing an emulsified compsn. and emulsified cosmetics each having satisfactory stability of the emulsified state, satisfactory safety and appliability. SOLUTION: This emulsifier is made of a water-soluble crosslinked amphiphilic polyelectrolyte obtd. by copolymerizing (meth)acrylamidoalkylsulfonic acid and/or its salt with a (meth)acrylate and a crosslinking agent or further neutralizing the resultant crosslinked copolymer with an alkali agent.

Description

Translated fromJapanese
【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は水溶性架橋型両親媒
性高分子電解質からなる乳化剤に関する。
TECHNICAL FIELD The present invention relates to an emulsifier comprising a water-soluble crosslinked amphiphilic polyelectrolyte.

【0002】また、本発明は、水溶性架橋型両親媒性高
分子電解質からなる乳化剤を配合した乳化組成物及び乳
化化粧料に関する。
The present invention also relates to an emulsified composition and an emulsified cosmetic containing an emulsifier composed of a water-soluble cross-linked amphiphilic polyelectrolyte.

【0003】[0003]

【従来の技術】従来、乳化に関する数多くの研究がなさ
れ、多数の乳化剤が開発され、また乳化技術の進歩もめ
ざましく、非常に安定なエマルションがあらゆる工業で
広く利用されて来ている。
2. Description of the Related Art Hitherto, many studies have been conducted on emulsification, many emulsifiers have been developed, and the progress of emulsification technology has been remarkable, and very stable emulsions have been widely used in all industries.

【0004】しかしながら、その多くはポリオキシエチ
レン鎖を含有する非イオン界面活性剤、脂肪族石鹸で代
表されるアニオン界面活性剤、両性界面活性剤を乳化剤
として使用しており、特に一般消費者の間で安全性に不
安を抱くものが多い。
However, most of them use a nonionic surfactant containing a polyoxyethylene chain, an anionic surfactant typified by an aliphatic soap, and an amphoteric surfactant as an emulsifier, and especially for general consumers. Many are worried about safety between them.

【0005】従って、近年界面活性剤を用いずにアルキ
ル変性された水溶性高分子を利用して乳化組成物を得る
方法が検討されている。例えば、アルキル変性カルボキ
シビニルポリマーとしてCARBOPOL1342、P
EMULEN TR−1、PEMULEN TR−2
(BFGoodrich社)などの商品名で知られるも
のが挙げられる。
Therefore, in recent years, a method for obtaining an emulsified composition by utilizing a water-soluble polymer which has been alkyl-modified without using a surfactant has been investigated. For example, as an alkyl-modified carboxyvinyl polymer, CARBOPOL 1342, P
EMULEN TR-1, PEMULEN TR-2
Examples thereof include those known by trade names such as (BF Goodrich).

【0006】[0006]

【発明が解決しようとする課題】しかしながら、これら
の高分子は乳化力が相対的に小さく、乳化安定性が悪
い。そこで安定性を向上させるためには多量に配合する
ことが必要であるが、このような多量配合は低温での弾
性化(ゲル化)が生じ、乳化物の使用性を著しく損ね
る。
However, these polymers have relatively small emulsifying power and poor emulsion stability. Therefore, in order to improve the stability, it is necessary to blend a large amount, but such a large amount of blending causes elasticity (gelation) at a low temperature and remarkably impairs the usability of the emulsion.

【0007】本発明者らは上記問題点を解決すべく鋭意
研究した結果、(メタ)アクリルアミドアルキルスルホ
ン酸と(メタ)アクリレート及び架橋剤とを重合して得
られる水溶性架橋型両親媒性高分子電解質が乳化安定
性、安全性、使用性の良好な乳化組成物を調製可能な乳
化剤になり得ることを見出し、本発明を完成するに至っ
た。
As a result of intensive studies to solve the above problems, the present inventors have found that a water-soluble crosslinkable amphiphilic polymer obtained by polymerizing (meth) acrylamidoalkylsulfonic acid, (meth) acrylate and a crosslinking agent is used. The present inventors have found that a molecular electrolyte can be an emulsifier capable of preparing an emulsion composition having good emulsion stability, safety and usability, and completed the present invention.

【0008】[0008]

【課題を解決するための手段】すなわち、本発明は、
(メタ)アクリルアミドアルキルスルホン酸及び/又は
その塩と、(メタ)アクリレートと、架橋剤とを重合し
て得られる、もしくは得られた架橋型共重合体を更にア
ルカリ剤で中和して得られる水溶性架橋型両親媒性高分
子電解質からなることを特徴とする乳化剤を提供するも
のである。
That is, the present invention provides:
Obtained by polymerizing (meth) acrylamidoalkylsulfonic acid and / or its salt, (meth) acrylate and a crosslinking agent, or obtained by further neutralizing the obtained crosslinking copolymer with an alkaline agent. An emulsifier comprising a water-soluble cross-linked amphiphilic polymer electrolyte.

【0009】また、本発明は、上記水溶性架橋型両親媒
性高分子電解質の(メタ)アクリルアミドアルキルスル
ホン酸単位が、少なくとも全体の60重量%以上含有さ
れることを特徴とする上記乳化剤を提供するものであ
る。
The present invention also provides the emulsifier, wherein the (meth) acrylamidoalkylsulfonic acid unit of the water-soluble cross-linked amphiphilic polyelectrolyte is contained in an amount of at least 60% by weight based on the whole. To do.

【0010】さらに、本発明は、上記水溶性架橋型両親
媒性高分子電解質の(メタ)アクリレート単位が、少な
くとも全体の1重量%以上含有されることを特徴とする
上記乳化剤を提供するものである。
Further, the present invention provides the emulsifier, wherein the (meth) acrylate unit of the water-soluble cross-linked amphiphilic polyelectrolyte is contained in an amount of at least 1% by weight based on the whole. is there.

【0011】また、本発明は、上記乳化剤を配合したこ
とを特徴とする乳化組成物を提供するものである。
The present invention also provides an emulsified composition containing the above emulsifier.

【0012】さらに、本発明は、上記乳化剤の配合量が
0.01〜20重量%であることを特徴とする上記乳化
組成物を提供するものである。
Further, the present invention provides the above emulsified composition, wherein the amount of the emulsifier blended is 0.01 to 20% by weight.

【0013】また、本発明は、上記乳化組成物を配合し
たことを特徴とする乳化化粧料を提供するものである。
Further, the present invention provides an emulsified cosmetic characterized by containing the above-mentioned emulsified composition.

【0014】以下、本発明の構成を詳述する。本発明で
用いる水溶性架橋型両親媒性高分子電解質は、(メタ)
アクリルアミドアルキルスルホン酸及び/又はその塩
と、(メタ)アクリレートと、架橋剤とを重合させるこ
とにより得られる架橋型共重合体である。(メタ)アク
リルアミドアルキルスルホン酸は、その塩を使用しても
よく、その塩を単独あるいは(メタ)アクリルアミドア
ルキルスルホン酸と併用して重合してもよい。(メタ)
アクリルアミドアルキルスルホン酸の塩としては、例え
ば、アルカリ金属、アンモニア、トリエチルアミン、ト
リエタノールアミン等の有機アミン等の塩を用いること
が出来る。また、得られる共重合体の(メタ)アクリル
アミドアルキルスルホン酸単位をアルカリ剤で中和して
本発明の水溶性架橋型両親媒性高分子電解質としてもよ
い。
The structure of the present invention will be described in detail below. The water-soluble cross-linked amphiphilic polymer electrolyte used in the present invention is (meth)
It is a cross-linked copolymer obtained by polymerizing acrylamide alkyl sulfonic acid and / or its salt, (meth) acrylate, and a cross-linking agent. As the (meth) acrylamidoalkylsulfonic acid, a salt thereof may be used, and the salt may be polymerized alone or in combination with a (meth) acrylamidoalkylsulfonic acid. (Meta)
As the salt of acrylamidoalkylsulfonic acid, for example, salts of alkali metals, ammonia, organic amines such as triethylamine, triethanolamine and the like can be used. Further, the (meth) acrylamidoalkylsulfonic acid unit of the resulting copolymer may be neutralized with an alkaline agent to obtain the water-soluble crosslinked amphiphilic polymer electrolyte of the present invention.

【0015】そして、得られる共重合体である水溶性架
橋型両親媒性高分子電解質の特徴としては、親水性を付
与する(メタ)アクリルアミドアルキルスルホン酸単位
{(メタ)アクリルアミドアルキルスルホン酸及び/又
はその塩に由来する重合単位}と、疎水性を付与する
(メタ)アクリレート単位{(メタ)アクリレートに由
来する重合単位}とをその成分に有し、この構成成分及
び一定の成分組成により、水溶性の乳化剤として機能す
るものである。
The water-soluble cross-linked amphiphilic polyelectrolyte, which is the copolymer obtained, is characterized by a (meth) acrylamidoalkylsulfonic acid unit {(meth) acrylamidoalkylsulfonic acid and // Or a polymerized unit derived from a salt thereof, and a (meth) acrylate unit imparting hydrophobicity {a polymerized unit derived from (meth) acrylate} as its component, and by this constituent component and a certain component composition, It functions as a water-soluble emulsifier.

【0016】この構成成分を有する水溶性架橋型両親媒
性高分子電解質の成分組成としては、得られた重合体が
水溶性を示す範囲内であってかつ乳化剤として機能する
範囲であり、(メタ)アクリルアミドアルキルスルホン
酸単位が重合体全体の少なくとも60重量%以上99重
量%未満、好ましくは、65重量%以上95重量%未満
である。一方、(メタ)アクリレート単位は、重合体全
体の少なくとも1重量%以上40重量%未満、好ましく
は、5重量%以上35重量%未満である。また、架橋剤
単位は、重合体全体の少なくとも0.001重量%以上
2重量%以下である。
The component composition of the water-soluble cross-linked amphiphilic polyelectrolyte having this constituent component is such that the polymer obtained is water-soluble and functions as an emulsifier. ) The acrylamidoalkylsulfonic acid unit is at least 60% by weight and less than 99% by weight, and preferably 65% by weight and less than 95% by weight of the whole polymer. On the other hand, the (meth) acrylate unit is at least 1% by weight and less than 40% by weight, and preferably 5% by weight and less than 35% by weight based on the whole polymer. Further, the crosslinking agent unit is at least 0.001% by weight and 2% by weight or less based on the whole polymer.

【0017】上記の(メタ)アクリルアミドアルキルス
ルホン酸としては、例えば、アクリルアミドメタンスル
ホン酸、アクリルアミドエタンスルホン酸、アクリルア
ミドプロパンスルホン酸、2−アクリルアミド−2−メ
チルプロパンスルホン酸、2−メタクリルアミド−2−
メチルプロパンスルホン酸、2−アクリルアミド−n−
ブタンスルホン酸等が挙げられる。
Examples of the above-mentioned (meth) acrylamidoalkylsulfonic acid include acrylamidomethanesulfonic acid, acrylamidoethanesulfonic acid, acrylamidopropanesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid and 2-methacrylamido-2-.
Methylpropanesulfonic acid, 2-acrylamido-n-
Butanesulfonic acid and the like can be mentioned.

【0018】また、(メタ)アクリレートとしては、特
に限定はないが、例えば、ブチルアクリレート、ブチル
メタクリレート、オクチルアクリレート、オクチルメタ
クリレート、2−エチルヘキシルアクリレート、2−エ
チルヘキシルメタクリレート、デシルアクリレート、デ
シルメタクリレート、ラウリルアクリレート、ラウリル
メタクリレート、ステアリルアクリレート、ステアリル
メタクリレート等が挙げられる。
The (meth) acrylate is not particularly limited, but for example, butyl acrylate, butyl methacrylate, octyl acrylate, octyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, decyl acrylate, decyl methacrylate, lauryl acrylate. , Lauryl methacrylate, stearyl acrylate, stearyl methacrylate and the like.

【0019】また架橋剤としては、分子内に重合性二重
結合を2個以上有するモノマーであり、例えばメチレン
ビスアクリルアミド、エチレンビスアクリルアミド、エ
チレンジメタクリレート、エチレンジアクリレート、ジ
ビニルベンゼン、トリメチロールプロパントリメタクリ
レート等が挙げられる。
The cross-linking agent is a monomer having two or more polymerizable double bonds in the molecule, such as methylenebisacrylamide, ethylenebisacrylamide, ethylenedimethacrylate, ethylenediacrylate, divinylbenzene, trimethylolpropanetri. Methacrylate etc. are mentioned.

【0020】共重合体の重合方法としては、溶液重合
法、バルク重合法、沈殿重合法等の公知の重合法で重合
すればよい。
The copolymer may be polymerized by a known polymerization method such as a solution polymerization method, a bulk polymerization method or a precipitation polymerization method.

【0021】重合開始剤としては、ラジカル重合を開始
する能力を有するものであれば特に制限はないが、例え
ば、過酸化ベンゾイル、アゾビスイソブチロニトリル、
過硫酸カリウム、過硫酸アンモニウム等が挙げられる。
The polymerization initiator is not particularly limited as long as it has the ability to initiate radical polymerization. For example, benzoyl peroxide, azobisisobutyronitrile,
Examples thereof include potassium persulfate and ammonium persulfate.

【0022】なお、上記の方法で得られる重合体の水溶
性架橋型両親媒性高分子電解質は、水溶性の乳化剤とい
う本発明の効果を損なわない範囲で、(メタ)アクリル
アミドアルキルスルホン酸単位及び(メタ)アクリレー
ト単位及び架橋剤単位以外に、他のビニルモノマーから
なる単位を含んでもよい。
The water-soluble cross-linked amphiphilic polyelectrolyte of the polymer obtained by the above method is a (meth) acrylamidoalkylsulfonic acid unit and a water-soluble cross-linked amphiphilic polyelectrolyte within a range not impairing the effect of the present invention of a water-soluble emulsifier. In addition to the (meth) acrylate unit and the crosslinking agent unit, units containing other vinyl monomers may be included.

【0023】本発明の水溶性架橋型両親媒性高分子電解
質からなる乳化剤を配合して、本発明の乳化組成物及び
乳化化粧料が得られるが、その乳化剤配合量は0.01
〜30重量%、好ましくは0.1〜20重量%である。
0.01重量%未満では乳化が十分ではなく、30重量
%以上ではゲル化してしまう。
The emulsifying composition and emulsion cosmetic of the present invention can be obtained by blending the emulsifier comprising the water-soluble cross-linked amphiphilic polymer electrolyte of the present invention. The amount of the emulsifier blended is 0.01.
-30% by weight, preferably 0.1-20% by weight.
If it is less than 0.01% by weight, the emulsification is not sufficient, and if it is 30% by weight or more, gelation occurs.

【0024】本発明の乳化組成物及び乳化化粧料には、
本発明の効果を損なわない範囲で、通常乳化組成物及び
乳化化粧料に配合される成分である油分、界面活性剤、
保湿剤、紫外線吸収剤、キレート剤、pH調整剤、褪色
防止剤、防腐剤、増粘剤、染料、顔料、香料、色素、可
塑剤、有機溶媒等を適宜配合することができる。
The emulsified composition and emulsified cosmetic of the present invention include
To the extent that the effects of the present invention are not impaired, oil components, surfactants, which are components usually added to emulsion compositions and cosmetics,
A moisturizing agent, an ultraviolet absorber, a chelating agent, a pH adjusting agent, an anti-fading agent, an antiseptic agent, a thickener, a dye, a pigment, a fragrance, a dye, a plasticizer, an organic solvent and the like can be appropriately added.

【0025】[0025]

【実施例】次に本発明の水溶性架橋型両親媒性高分子電
解質の合成例および実施例、比較例を挙げ、本発明をさ
らに詳しく説明するが、本発明はこれら実施例に限定さ
れるものではない。
EXAMPLES Next, the present invention will be described in more detail with reference to Synthesis Examples, Examples and Comparative Examples of the water-soluble cross-linked amphiphilic polymer electrolyte of the present invention, but the present invention is limited to these Examples. Not a thing.

【0026】〔合成例1〕撹拌機、還流冷却器、窒素導
入管を備えた反応器に2−アクリルアミド−2−メチル
プロパンスルホン酸66.65重量部、ラウリルアクリ
レート33.13重量部、アゾビスイソブチロニトリル
0.15重量部、メチレンビスアクリルアミド0.07
重量部、N,N−ジメチルホルムアミド100重量部を
仕込み、窒素気流下、室温で2時間撹拌した。反応系を
60℃に昇温し20時間反応させた。生成液を反応器か
ら取り出した後、エーテルで3度再沈殿させることによ
りポリマー粉末を得た。この粉末をNaOH水溶液に溶
解させ、約7日間透析した。その後水溶液を濃縮し、凍
結乾燥して水溶性架橋型両親媒性高分子電解質を得た。
[Synthesis Example 1] 66.65 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid, 33.13 parts by weight of lauryl acrylate, and azobis were added to a reactor equipped with a stirrer, a reflux condenser and a nitrogen introducing tube. Isobutyronitrile 0.15 parts by weight, methylenebisacrylamide 0.07
Parts by weight and 100 parts by weight of N, N-dimethylformamide were charged, and the mixture was stirred under a nitrogen stream at room temperature for 2 hours. The reaction system was heated to 60 ° C. and reacted for 20 hours. The product liquid was taken out of the reactor and then reprecipitated 3 times with ether to obtain a polymer powder. This powder was dissolved in a NaOH aqueous solution and dialyzed for about 7 days. Then, the aqueous solution was concentrated and freeze-dried to obtain a water-soluble crosslinked amphiphilic polymer electrolyte.

【0027】〔合成例2〕撹拌機、還流冷却器、窒素導
入管を備えた反応器に2−アクリルアミド−2−メチル
プロパンスルホン酸70.64重量部、2−エチルヘキ
シルメタクリレート28.96重量部、アゾビスイソブ
チロニトリル0.24重量部、メチレンビスアクリルア
ミド0.16重量部、N,N−ジメチルホルムアミド2
60重量部を仕込み、窒素気流下、室温で2時間撹拌し
た。反応系を60℃に昇温し40時間反応させた。生成
液を反応器から取り出した後、エーテルで3度再沈殿さ
せることによりポリマー粉末を得た。この粉末をNaO
H水溶液に溶解させ、約7日間透析した。その後水溶液
を濃縮し、凍結乾燥して水溶性架橋型両親媒性高分子電
解質を得た。
[Synthesis Example 2] 70.64 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 28.96 parts by weight of 2-ethylhexyl methacrylate were added to a reactor equipped with a stirrer, a reflux condenser, and a nitrogen introducing tube. Azobisisobutyronitrile 0.24 parts by weight, methylenebisacrylamide 0.16 parts by weight, N, N-dimethylformamide 2
60 parts by weight were charged, and the mixture was stirred under a nitrogen stream at room temperature for 2 hours. The reaction system was heated to 60 ° C. and reacted for 40 hours. The product liquid was taken out of the reactor and then reprecipitated 3 times with ether to obtain a polymer powder. This powder is NaO
It was dissolved in an aqueous solution of H and dialyzed for about 7 days. Then, the aqueous solution was concentrated and freeze-dried to obtain a water-soluble crosslinked amphiphilic polymer electrolyte.

【0028】〔合成例3〕撹拌機、還流冷却器、窒素導
入管を備えた反応器に2−アクリルアミド−2−メチル
プロパンスルホン酸96.04重量部、ラウリルメタク
リレート3.65重量部、アゾビスイソブチロニトリル
0.31重量部、メチレンビスアクリルアミド0.37
重量部、N,N−ジメチルホルムアミド150重量部を
仕込み、窒素気流下、室温で2時間撹拌した。反応系を
60℃に昇温し30時間反応させた。生成液を反応器か
ら取り出した後、エーテルで3度再沈殿させることによ
りポリマー粉末を得た。この粉末をNaOH水溶液に溶
解させ、約7日間透析した。その後水溶液を濃縮し、凍
結乾燥して水溶性架橋型両親媒性高分子電解質を得た。
[Synthesis Example 3] 96.04 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid, 3.65 parts by weight of lauryl methacrylate, and azobis were added to a reactor equipped with a stirrer, a reflux condenser and a nitrogen introducing tube. Isobutyronitrile 0.31 part by weight, methylenebisacrylamide 0.37
Parts by weight and 150 parts by weight of N, N-dimethylformamide were charged, and the mixture was stirred under a nitrogen stream at room temperature for 2 hours. The reaction system was heated to 60 ° C. and reacted for 30 hours. The product liquid was taken out of the reactor and then reprecipitated 3 times with ether to obtain a polymer powder. This powder was dissolved in a NaOH aqueous solution and dialyzed for about 7 days. Then, the aqueous solution was concentrated and freeze-dried to obtain a water-soluble crosslinked amphiphilic polymer electrolyte.

【0029】〔実施例1〜3、比較例1〜3〕上記合成
例1で合成した水溶性架橋型両親媒性高分子電解質を乳
化剤に用い、表1に示す処方でそれぞれ実施例1〜3及
び比較例1〜3の乳化組成物を調製し、50℃、0℃で
の1ヵ月放置後の安定性を評価した。安定性は下記の3
段階にて評価した。
[Examples 1 to 3 and Comparative Examples 1 to 3] The water-soluble cross-linked amphipathic polymer electrolytes synthesized in Synthesis Example 1 were used as emulsifiers, and the formulations shown in Table 1 were applied to Examples 1 to 3, respectively. Also, the emulsion compositions of Comparative Examples 1 to 3 were prepared, and the stability after standing at 50 ° C. and 0 ° C. for 1 month was evaluated. Stability is the following 3
It was evaluated in stages.

【0030】 50℃ ・・・ ○:油分離がまったく見られない。 △:油分離がわずかに見られる。 ×:油分離が見られる。 0℃ ・・・ ○:弾性化が無く指どれが良い。 △:わずかに弾性化はあるが指どれは良い。 ×:弾性化をして指どれが悪い。50 ° C .... O: No oil separation is observed. Δ: Oil separation is slightly observed. X: Oil separation is observed. 0 ° C ・ ・ ・ ○: There is no elasticity and the fingers are good. Δ: Slight elasticity, but good fingers. X: The finger is bad due to elasticity.

【0031】[0031]

【表1】[Table 1]

【0032】表1の結果より、実施例1〜3では安定性
良好な乳化組成物が得られることが分かった。比較例
1、2より従来のアルキル変性カルボキシビニルポリマ
ーでは少量で油分離が見られ、配合量を多くすると油分
離は抑えられるが、弾性化が起きてしまう。また比較例
3よりハイビスワコー105には乳化力が無いことが分
かる。
From the results shown in Table 1, it was found that in Examples 1 to 3, emulsion compositions having good stability were obtained. From Comparative Examples 1 and 2, oil separation was observed in the conventional alkyl-modified carboxyvinyl polymer in a small amount, and when the blending amount was increased, oil separation was suppressed, but elasticity was generated. Further, it can be seen from Comparative Example 3 that Hibiswako 105 has no emulsifying power.

【0033】〔実施例4〕 乳液 (処方) 重量% グリセリン 5.0 ソルビトール 5.0 合成例1で得られた乳化剤 3.0 ヘキサメタリン酸ソーダ 0.01 ワセリン 0.2 流動パラフィン 5.0 ジイソステアリン酸グリセリル 10.0 オクタン酸セチル 2.0 香料 0.01 防腐剤 0.1 精製水 残 量 従来の製法に従い調製した本発明の乳化化粧料である乳
液は、50℃及び5℃で1ヵ月放置後も状態は安定であ
り、使用性も良好であった。
Example 4 Emulsion (formulation) Wt% Glycerin 5.0 Sorbitol 5.0 Emulsifier obtained in Synthesis Example 3.0 Sodium hexametaphosphate 0.01 Vaseline 0.2 Liquid paraffin 5.0 Diisostearic acid Glyceryl 10.0 Cetyl octanoate 2.0 Perfume 0.01 Preservative 0.1 Purified water Residual amount The emulsion which is the emulsified cosmetic of the present invention prepared according to the conventional manufacturing method is left at 50 ° C. and 5 ° C. for 1 month. The state was stable and the usability was good.

【0034】〔実施例5〕 クリーム (処方) 重量% ワセリン 10.0 流動パラフィン 10.0 セタノール 2.0 マイクロクリスタリンワックス 2.0 メチルポリシロキサン 5.0 ホホバ油 5.0 合成例2で得られた乳化剤 5.0 プロピレングリコール 5.0 グリセリン 5.0 香料 0.05 防腐剤 0.1 精製水 残 量 従来の製法に従い調製した本発明の乳化化粧料であるク
リームは、50℃及び5℃で1ヵ月放置後も状態は安定
であり、使用性も良好であった。
Example 5 Cream (formulation) wt% Vaseline 10.0 Liquid paraffin 10.0 Cetanol 2.0 Microcrystalline wax 2.0 Methylpolysiloxane 5.0 Jojoba oil 5.0 Obtained in Synthesis Example 2. Emulsifier 5.0 Propylene glycol 5.0 Glycerin 5.0 Fragrance 0.05 Preservative 0.1 Purified water Residual amount The cream which is the emulsion cosmetic of the present invention prepared according to the conventional production method is used at 50 ° C and 5 ° C. The condition was stable even after being left for one month, and the usability was good.

【0035】[0035]

【発明の効果】本発明によれば、(メタ)アクリルアミ
ドアルキルスルホン酸と(メタ)アクリレートと架橋剤
とを共重合して得られる水溶性架橋型両親媒性高分子電
解質からなる乳化剤を用いることにより安定性、使用性
の良好な乳化組成物及び乳化化粧料が提供できる。
According to the present invention, an emulsifier comprising a water-soluble crosslinked amphiphilic polymer electrolyte obtained by copolymerizing (meth) acrylamidoalkylsulfonic acid, (meth) acrylate and a crosslinking agent is used. As a result, it is possible to provide an emulsion composition and an emulsion cosmetic having good stability and usability.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 // C08F 220/12 MMD C08F 220/12 MMD 220/54 MNF 220/54 MNF (72)発明者 山口 道広 神奈川県横浜市港北区新羽町1050番地 株 式会社資生堂第一リサーチセンター内─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl.6 Identification number Office reference number FI technical display location // C08F 220/12 MMD C08F 220/12 MMD 220/54 MNF 220/54 MNF (72) Inventor Michihiro Yamaguchi 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Daiichi Research Center Co., Ltd.

Claims (6)

Translated fromJapanese
【特許請求の範囲】[Claims]【請求項1】 (メタ)アクリルアミドアルキルスルホ
ン酸及び/又はその塩と、(メタ)アクリレートと、架
橋剤とを重合して得られる、もしくは得られた架橋型共
重合体を更にアルカリ剤で中和して得られる水溶性架橋
型両親媒性高分子電解質からなることを特徴とする乳化
剤。
1. A crosslinkable copolymer obtained by polymerizing (meth) acrylamidoalkylsulfonic acid and / or a salt thereof, (meth) acrylate and a crosslinking agent is further treated with an alkali agent. An emulsifier characterized by comprising a water-soluble cross-linked amphipathic polymer electrolyte obtained by solvation.
【請求項2】 前記水溶性架橋型両親媒性高分子電解質
の(メタ)アクリルアミドアルキルスルホン酸単位が、
少なくとも全体の60重量%以上含有されることを特徴
とする請求項1記載の乳化剤。
2. The (meth) acrylamidoalkyl sulfonic acid unit of the water-soluble cross-linked amphiphilic polyelectrolyte,
The emulsifier according to claim 1, which is contained in an amount of 60% by weight or more based on at least the whole amount.
【請求項3】 前記水溶性架橋型両親媒性高分子電解質
の(メタ)アクリレート単位が、少なくとも全体の1重
量%以上含有されることを特徴とする請求項1記載の乳
化剤。
3. The emulsifier according to claim 1, wherein the (meth) acrylate unit of the water-soluble crosslinked amphiphilic polyelectrolyte is contained in an amount of at least 1% by weight based on the whole amount.
【請求項4】 請求項1、2または3記載の乳化剤を配
合したことを特徴とする乳化組成物。
4. An emulsified composition comprising the emulsifier according to claim 1, 2 or 3.
【請求項5】 前記乳化剤の配合量が0.01〜20重
量%であることを特徴とする請求項4記載の乳化組成
物。
5. The emulsified composition according to claim 4, wherein the content of the emulsifier is 0.01 to 20% by weight.
【請求項6】 請求項4または5記載の乳化組成物を配
合したことを特徴とする乳化化粧料。
6. An emulsified cosmetic comprising the emulsified composition according to claim 4 or 5.
JP7322229A1995-06-301995-11-15Emulsifier made of water-soluble crosslinked amphiphilic polyelectrolyte, emulsified composition and emulsified cosmetic each containing the sameWithdrawnJPH09141080A (en)

Priority Applications (2)

Application NumberPriority DateFiling DateTitle
JP7322229AJPH09141080A (en)1995-11-151995-11-15Emulsifier made of water-soluble crosslinked amphiphilic polyelectrolyte, emulsified composition and emulsified cosmetic each containing the same
EP96110394AEP0750899A3 (en)1995-06-301996-06-27An emulsifier or solubilizer which consists of a water soluble amphiphilic polyelectrolyte, and an emulsified composition or a solubilized composition and an emulsified cosmetic or a solubilized cosmetic containing it

Applications Claiming Priority (1)

Application NumberPriority DateFiling DateTitle
JP7322229AJPH09141080A (en)1995-11-151995-11-15Emulsifier made of water-soluble crosslinked amphiphilic polyelectrolyte, emulsified composition and emulsified cosmetic each containing the same

Publications (1)

Publication NumberPublication Date
JPH09141080Atrue JPH09141080A (en)1997-06-03

Family

ID=18141380

Family Applications (1)

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Country Status (1)

CountryLink
JP (1)JPH09141080A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
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JP2003523373A (en)*2000-02-222003-08-05カラー アクセス,インコーポレイティド Gelled aqueous cosmetic composition
WO2010061556A1 (en)2008-11-282010-06-03花王株式会社Hydrogel particles
WO2011077674A1 (en)2009-12-242011-06-30花王株式会社Hydrogel particles
JP2015113298A (en)*2013-12-102015-06-22花王株式会社 Cosmetic composition
JP2015113297A (en)*2013-12-102015-06-22花王株式会社 Cosmetic composition
JP2016525606A (en)*2013-07-242016-08-25ソシエテ・デクスプロワタシオン・デ・プロデュイ・プール・レ・アンデュストリー・シミック・セピックSociete D’Exploitation De Produits Pour Les Industries Chimiques Seppic NOVEL POWDER POLYMER, METHOD FOR PRODUCING THE SAME AND USE THEREOF AS A THINKING AGENT
WO2018092891A1 (en)2016-11-182018-05-24花王株式会社Method for manufacturing hydrogel particles

Cited By (9)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
JP2003523373A (en)*2000-02-222003-08-05カラー アクセス,インコーポレイティド Gelled aqueous cosmetic composition
JP4764588B2 (en)*2000-02-222011-09-07カラー アクセス,インコーポレイティド Gelled aqueous cosmetic composition
WO2010061556A1 (en)2008-11-282010-06-03花王株式会社Hydrogel particles
WO2011077674A1 (en)2009-12-242011-06-30花王株式会社Hydrogel particles
JP2016525606A (en)*2013-07-242016-08-25ソシエテ・デクスプロワタシオン・デ・プロデュイ・プール・レ・アンデュストリー・シミック・セピックSociete D’Exploitation De Produits Pour Les Industries Chimiques Seppic NOVEL POWDER POLYMER, METHOD FOR PRODUCING THE SAME AND USE THEREOF AS A THINKING AGENT
US10035143B2 (en)2013-07-242018-07-31Societe D'exploitation De Produits Pour Les Industries Chimques SeppicPowder polymer, method for the preparation thereof, and use as a thickener
JP2015113298A (en)*2013-12-102015-06-22花王株式会社 Cosmetic composition
JP2015113297A (en)*2013-12-102015-06-22花王株式会社 Cosmetic composition
WO2018092891A1 (en)2016-11-182018-05-24花王株式会社Method for manufacturing hydrogel particles

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