JP2007126359A - Skin cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a skin cosmetic that contains a polyether-modified silicone, has excellent stability and formulation stability with time and a good sense of use. <P>SOLUTION: The skin cosmetic comprises a polyether-modified silicone containing a polyoxyalkylene glyceryl ether residue represented by general formula (R<SP>1</SP>is a 3-10C alkylene group; R<SP>2</SP>is the same or different 2-8C alkylene group; R<SP>3</SP>is the same or different and is a hydrogen atom or a group selected from the group consisting of an alkyl group and an acyl group; a is a number of 0-100; b is a number of 0-100; c is a number of 0-100 and b+c is a number of 1-100) bonded to a silicon atom in the molecule. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a cosmetic containing a polyether-modified silicone.

  It is known to apply polyether-modified silicones to skin cosmetics. For example, Patent Document 1 discloses a gel silicone composition composed of silicone oil, polyether-modified silicone, and water, and Patent Document 2 discloses a solubilized composition composed of polyether-modified silicone and water. It is disclosed. However, skin cosmetics containing these polyether-modified silicones have poor stability over time, and when they contain a large amount of silicone oil, they become turbid and have poor compounding stability. There is a problem that the feeling is not enough.

On the other hand, Patent Document 3 discloses a polyether-modified silicone in which a polyoxyalkylene glyceryl ether residue is bonded to a silicon atom in a molecule, and discloses that this is used as a surfactant. However, Patent Document 3 does not disclose the application of this polyether-modified silicone to skin cosmetics.
JP-A-5-311076 JP 2000-313808 A JP-A-6-220198

  An object of the present invention is to contain a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue to a silicon atom in the molecule, and has excellent stability over time and blending stability, and has a good feeling of use. It is to provide cosmetics.

（式中、Ｒ¹は炭素数３〜１０のアルキレン基であり、Ｒ²は同じかまたは異なる炭素数２〜８のアルキレン基であり、Ｒ³は同じかまたは異なり、水素原子、アルキル基、およびアシル基からなる群より選ばれる基であり、ａは０〜１００の数であり、ｂは０〜１００の数であり、ｃは０〜１００の数であり、但し、ｂ＋ｃは１〜１００の数である。）
で表されるポリオキシアルキレングリセリルエーテル残基を結合するポリエーテル変性シリコーンを含有することを特徴とする。 The skin cosmetic of the present invention has a general formula:

(Wherein R ¹ is an alkylene group having 3 to 10 carbon atoms, R ² is the same or different alkylene group having 2 to 8 carbon atoms, R ³ is the same or different, and a hydrogen atom, an alkyl group, And a group selected from the group consisting of acyl groups, a is a number from 0 to 100, b is a number from 0 to 100, c is a number from 0 to 100, provided that b + c is from 1 to 100. Is the number of
It contains a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue represented by the formula:

  Since the skin cosmetic of the present invention contains a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue to a silicon atom in the molecule, it has excellent stability over time and blending stability, and is excellent. It is characterized by having a feeling of use.

で表されるポリオキシアルキレングリセリルエーテル残基を結合するポリエーテル変性シリコーンを含有することを特徴とする。式中、Ｒ¹は炭素数３〜１０のアルキレン基であり、メチルエチレン基、プロピレン基、ブチレン基、メチルブチレン基、ペンチレン基、ヘプチレン基、オクチレン基、ノニレン基、デシレン基が例示され、好ましくは、プロピレン基である。また、式中、Ｒ²は同じかまたは異なる炭素数２〜８のアルキレン基であり、エチレン基、メチルエチレン基、プロピレン基、ブチレン基、ペンチレン基、ヘプチレン基、オクチレン基が例示され、好ましくは、エチレン基、プロピレン基である。また、式中、Ｒ³は同じかまたは異なり、水素原子、アルキル基、およびアシル基からなる群より選ばれる基であり、好ましくは、水素原子である。Ｒ³のアルキル基としては、メチル基、エチル基、プロピル基が例示される。また、Ｒ³のアシル基としては、アセチル基、プロピオニル基、ブチリル基、イソブチリル基が例示される。また、式中、ａは０〜１００の数であり、好ましくは、０である。また、ｂは０〜１００の数であり、ｃは０〜１００の数であり、但し、ｂ＋ｃは１〜１００の数である。 The skin cosmetic of the present invention has a general formula:

It contains a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue represented by the formula: In the formula, R ¹ is an alkylene group having 3 to 10 carbon atoms, and examples thereof include a methylethylene group, a propylene group, a butylene group, a methylbutylene group, a pentylene group, a heptylene group, an octylene group, a nonylene group, and a decylene group. Is a propylene group. In the formula, R ² is the same or different alkylene group having 2 to 8 carbon atoms, and examples thereof include ethylene group, methylethylene group, propylene group, butylene group, pentylene group, heptylene group and octylene group, , Ethylene group and propylene group. In the formula, R ³ is the same or different and is a group selected from the group consisting of a hydrogen atom, an alkyl group and an acyl group, preferably a hydrogen atom. Examples of the alkyl group for R ³ include a methyl group, an ethyl group, and a propyl group. Examples of the acyl group for R ³ include an acetyl group, a propionyl group, a butyryl group, and an isobutyryl group. In the formula, a is a number from 0 to 100, preferably 0. Further, b is a number from 0 to 100, c is a number from 0 to 100, provided that b + c is a number from 1 to 100.

  In the polyether-modified silicone, examples of the group bonded to the silicon atom other than the polyoxyalkylene glyceryl ether residue include, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, heptyl group, Alkyl groups such as octyl group; alkenyl groups such as vinyl group, allyl group, butenyl group, pentenyl group and hexenyl group; aryl groups such as phenyl group, tolyl group and xylyl group; aralkyl groups such as benzyl group and phenethyl group; 3 -Substituted or unsubstituted monovalent hydrocarbon groups such as chloropropyl groups, halogenated alkyl groups such as 3,3,3-trifluoropropyl groups, and other small amounts of alkoxy groups such as methoxy groups, ethoxy groups and propoxy groups Or a hydroxyl group is mentioned.

で表される。式中、Ｒ⁴は同じかまたは異なり、脂肪族不飽和結合を有さない置換もしくは非置換の一価炭化水素基であり、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘプチル基、オクチル基等のアルキル基；フェニル基、トリル基、キシリル基等のアリール基；ベンジル基、フェネチル基等のアラルキル基；３−クロロプロピル基、３,３,３−トリフロロプロピル基等のハロゲン化アルキル基が例示され、好ましくは、メチル基、フェニル基である。また、式中、Ｘは同じかまたは異なり、脂肪族不飽和結合を有さない置換もしくは非置換の一価炭化水素基または一般式：

で表されるポリオキシアルキレングリセリルエーテル残基である。式中、Ｘの一価炭化水素基としては、前記Ｒ⁴と同様の基が例示される。また、Ｘのポリオキシアルキレングリセリルエーテル残基において、式中、Ｒ¹、Ｒ²、Ｒ³、ａ、ｂ、およびｃは前記の通りである。また、式中、ｍは０または正数であり、ｎは０または正数である。但し、式中、ｎが０である場合、分子鎖末端のＸの少なくとも１個は前記ポリオキシアルキレングリセリルエーテル残基である。 The molecular structure of the polyether-modified silicone is not limited, and examples thereof include a straight chain, a partially branched straight chain, a branched chain, and a ring, and preferably a straight chain. Preferred linear polyether-modified silicones have the general formula:

It is represented by In the formula, R ⁴ is the same or different and is a substituted or unsubstituted monovalent hydrocarbon group having no aliphatic unsaturated bond, and includes a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a heptyl group. Alkyl groups such as octyl group; aryl groups such as phenyl group, tolyl group and xylyl group; aralkyl groups such as benzyl group and phenethyl group; halogens such as 3-chloropropyl group and 3,3,3-trifluoropropyl group An alkyl group is exemplified, and a methyl group and a phenyl group are preferable. In the formula, X is the same or different, and a substituted or unsubstituted monovalent hydrocarbon group having no aliphatic unsaturated bond or a general formula:

The polyoxyalkylene glyceryl ether residue represented by these. In the formula, examples of the monovalent hydrocarbon group for X include the same groups as those described above for R ⁴ . In the polyoxyalkylene glyceryl ether residue of X, R ¹ , R ² , R ³ , a, b, and c are as described above. In the formula, m is 0 or a positive number, and n is 0 or a positive number. However, in the formula, when n is 0, at least one of X at the molecular chain terminal is the polyoxyalkylene glyceryl ether residue.

（式中、Ｒ²は同じかまたは異なる炭素数２〜８のアルキレン基であり、Ｒ³は同じかまたは異なり、水素原子、アルキル基、およびアシル基からなる群より選ばれる基であり、Ｒ⁵は炭素数３〜１０のアルケニル基であり、ａは０〜１００の数であり、ｂは０〜１００の数であり、ｃは０〜１００の数であり、但し、ｂ＋ｃは１〜１００の数である。）
で表されるポリオキシアルキレングリセリルエーテル化合物を、(Ｃ)ヒドロシリル化反応用触媒の存在下、ヒドロシリル化反応する方法が挙げられる。 The method for producing such a polyether-modified silicone is not limited. For example, (A) a silicone having a silicon atom-bonded hydrogen atom and (B) a general formula:

Wherein R ² is the same or different alkylene group having 2 to 8 carbon atoms, R ³ is the same or different and is a group selected from the group consisting of a hydrogen atom, an alkyl group, and an acyl group; ⁵ is an alkenyl group having 3 to 10 carbon atoms, a is a number from 0 to 100, b is a number from 0 to 100, c is a number from 0 to 100, provided that b + c is from 1 to 100. Is the number of
And (C) hydrosilylation reaction in the presence of a catalyst for hydrosilylation reaction.

  The component (A) is characterized by having a silicon-bonded hydrogen atom in the molecule. The group bonded to the silicon atom other than the hydrogen atom in the component (A) includes alkyl groups such as methyl group, ethyl group, propyl group, butyl group, pentyl group, heptyl group, octyl group; phenyl group, tolyl Group, aryl groups such as xylyl group; aralkyl groups such as benzyl group and phenethyl group; aliphatic unsaturated groups such as halogenated alkyl groups such as 3-chloropropyl group and 3,3,3-trifluoropropyl group Examples thereof include a substituted or unsubstituted monovalent hydrocarbon group, and a small amount of an alkoxy group such as a methoxy group, an ethoxy group, or a propoxy group, or a hydroxyl group, preferably a methyl group or a phenyl group. In addition, the molecular structure of the component (A) is not limited, and examples thereof include a straight chain, a partially branched straight chain, a branched chain, and a ring, and preferably a straight chain.

で表される。式中、Ｒ⁴は同じかまたは異なり、脂肪族不飽和結合を有さない置換もしくは非置換の一価炭化水素基であり、前記と同様の基が例示され、好ましくは、メチル基、フェニル基である。また、式中、Ｙは同じかまたは異なり、脂肪族不飽和結合を有さない置換もしくは非置換の一価炭化水素基または水素原子である。Ｙの一価炭化水素基としては、前記Ｒ⁴と同様の基が例示される。また、式中、ｍは０または正数であり、ｎは０または正数である。但し、式中、ｎが０である場合、分子鎖末端のＹの少なくとも１個は水素原子である。 Preferred linear silicones have the general formula:

It is represented by In the formula, R ⁴ is the same or different and is a substituted or unsubstituted monovalent hydrocarbon group having no aliphatic unsaturated bond, and examples thereof are the same groups as described above, preferably a methyl group, a phenyl group It is. In the formula, Y is the same or different and is a substituted or unsubstituted monovalent hydrocarbon group or a hydrogen atom having no aliphatic unsaturated bond. Examples of the monovalent hydrocarbon group for Y include the same groups as those described above for R ⁴ . In the formula, m is 0 or a positive number, and n is 0 or a positive number. However, in the formula, when n is 0, at least one of Y at the molecular chain end is a hydrogen atom.

で表される。式中、Ｒ²は同じかまたは異なる炭素数２〜８のアルキレン基であり、前記と同様の基が例示される。また、式中、Ｒ³は同じかまたは異なり、水素原子、アルキル基、およびアシル基からなる群より選ばれる基であり、前記と同様の基が例示される。また、式中、Ｒ⁵は炭素数３〜１０のアルケニル基であり、アリル基、ブテニル基、ペンテニル基、ヘキセニル基、ヘプテニル基、オクテニル基、ノネニル基、デセニル基が例示され、好ましくは、アリル基である。また、式中、ａは０〜１００の数であり、ｂは０〜１００の数であり、ｃは０〜１００の数であり、但し、ｂ＋ｃは１〜１００の数である。上記の方法において、(Ｂ)成分は、(Ａ)成分中のケイ素原子結合水素原子のモル数と、(Ｂ)成分中のアルケニル基のモル数が等しくなるような量、あるいは(Ｂ)成分中のアルケニル基が過剰となる量を反応させることが好ましい。 Component (B) has the general formula:

It is represented by Wherein, R ² are the same or different alkylene group having a carbon number of 2 to 8, the same groups as those exemplified. In the formula, R ³ is the same or different and is a group selected from the group consisting of a hydrogen atom, an alkyl group, and an acyl group, and examples thereof include the same groups as described above. In the formula, R ⁵ is an alkenyl group having 3 to 10 carbon atoms, and examples thereof include an allyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, and a decenyl group. It is a group. In the formula, a is a number from 0 to 100, b is a number from 0 to 100, c is a number from 0 to 100, and b + c is a number from 1 to 100. In the above method, the component (B) is an amount such that the number of moles of silicon-bonded hydrogen atoms in the component (A) is equal to the number of moles of alkenyl groups in the component (B), or the component (B) It is preferable to react with an amount in which the alkenyl group is excessive.

  Component (C) is a catalyst for accelerating the hydrosilylation reaction of component (A) and component (B), and examples thereof include platinum-based catalysts, rhodium-based catalysts, and palladium-based catalysts. is there. The platinum-based catalyst includes chloroplatinic acid, alcohol-modified chloroplatinic acid, platinum olefin complex, platinum ketone complex, platinum vinylsiloxane complex, platinum tetrachloride, platinum fine powder, solid platinum on alumina or silica carrier , Platinum black, platinum olefin complexes, platinum alkenyl siloxane complexes, platinum carbonyl complexes, thermoplastic organic resins such as methyl methacrylate resins, polycarbonate resins, polystyrene resins and silicone resins containing these platinum-based catalysts Examples of the powder include chloroplatinic acid. The amount of component (C) added is not particularly limited as long as it is an effective amount of the catalyst, but the catalyst metal in component (C) is 0.1 by weight relative to the total weight of components (A) and (B). The amount is preferably in the range of ˜1,000 ppm, and particularly preferably in the range of 0.5 to 100 ppm.

  If silicon-bonded hydrogen atoms remain in the polyether-modified silicone obtained by the above method, the remaining silicon-bonded hydrogen atoms should be reduced by further hydrosilylation reaction of olefins such as hexene and heptene. Can do. In the above method, an organic solvent may or may not be used. When using organic solvents, aromatic hydrocarbon solvents such as toluene and xylene; ether solvents such as dioxane and THF; aliphatic hydrocarbon solvents, ester solvents, ketone solvents, chlorinated hydrocarbon solvents It is preferable to use a solvent. Moreover, in said method, although reaction temperature is not limited, Usually, it is preferable within the range of 50-150 degreeC. Further, in the above-described method, after the hydrosilylation reaction, no bromination may be performed by removing an allyl ether group with an acidic substance or alkylating by a hydrogenation reaction. Moreover, you may add tocopherol and BHT as antioxidant to the obtained polyether modified silicone.

  The skin cosmetic of the present invention is characterized by containing such a polyether-modified silicone, and the content thereof is not limited, but is preferably within the range of 0.1 to 70% by weight of the skin cosmetic. Particularly preferably, it is within the range of 1 to 50% by weight. This skin cosmetic may contain solids, semi-solids, liquid oils, and the like used in normal skin cosmetics within the range of 1 to 99% by weight of the skin cosmetics as other optional components. . Examples of such oil agents include natural animal and vegetable oils and fats or semi-synthetic oils and fats, hydrocarbon oils, higher alcohols, ester oils, and silicone oils.

  These natural animal and vegetable oils and semi-synthetic fats and oils include avocado oil, linseed oil, almond oil, ibotarou, eno oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, liver oil, candelilla wax, beef tallow, beef leg fat, Beef bone fat, hydrogenated beef tallow, Kyonin oil, whale wax, hydrogenated oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugarcane wax, sasanqua oil, safflower oil, shea butter, cinnamon oil, cinnamon oil, jojoballow , Squalane, olive squalane, squalene, shellac wax, turtle oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, Japanese giraffe oil, nukarou, germ oil, horse fat, persic oil, Palm oil, palm kernel oil, castor oil, hydrogenated castor oil, castor oil fatty acid methyl ester, sunflower oil, bud Oil, bayberry wax, jojoba oil, hydrogenated jojoba ester, macadamia nut oil, beeswax, mink oil, cottonseed oil, cotton wax, owl, owl kernel oil, montan wax, coconut oil, hardened coconut oil, tricoconut oil fatty acid glyceride, sheep fat, peanut oil Lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid isopropyl, polyoxyethylene lanolin alcohol ether, polyoxyethylene lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, polyoxyethylene hydrogenated lanolin alcohol ether, Egg yolk oil is exemplified.

  Examples of the hydrocarbon oil include linear, branched, and volatile hydrocarbon oils. Specifically, α-olefin oligomer, light isoparaffin, light liquid isoparaffin, ozokerite, squalane, synthetic squalane. , Plant squalane, squalene, ceresin, paraffin, paraffin wax, polyethylene wax, polyethylene / polypyropylene wax, liquid paraffin, liquid isoparaffin, pristane, polyisobutylene, microcrystalline wax, petrolatum, etc .; higher fatty acids include lauric acid, Myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostear Phosphate, 12-hydroxystearic acid.

  Examples of higher alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyl decanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecyl. Examples thereof include diol, cholesterol, phytosterol, POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), and monooleyl glyceryl ether (ceralkyl alcohol).

  The ester oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, isononyl isononanoate, isotridecyl isononanoate, N-alkyl glycol monoisostearate, isocetyl isostearate, triisostearin Trimethylolpropane acid, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum Esters, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate , 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearylate, dipentaerythritol fatty acid ester, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, dimethyl Hexyldecyl octoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, diisostearate malate As glyceride oil, acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptylundecanoate, glyceryl trimyristate, isostearic acid myristate Diglyceryl is exemplified.

  Silicone oils include low- to high-viscosity linear or branched organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, and dimethylsiloxane / methylphenylsiloxane copolymer. Methylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, tetramethyltetraphenylcyclotetrasiloxane, tetramethyltetratrifluoropropylsiloxane, pentamethylpentatrifluoropropylsiloxane, etc. Cyclic siloxane, trimethylsiloxymethylsiloxane, tristrimethylsiloxymethylsilane, tetrakistrimethylsiloxysila Branched siloxanes such as gum dimethylpolysiloxane with high degree of polymerization, silicone rubber such as gum dimethylsiloxane / methylphenylsiloxane copolymer, and cyclic siloxane solutions of silicone rubber, trimethylsiloxysilicic acid, trimethylsiloxysilicic acid Examples include cyclic siloxane solutions, higher alkoxy-modified silicones such as stearoxy silicone, higher fatty acid-modified silicones, alkyl-modified silicones, amino-modified silicones, and fluorine-modified silicones.

  Moreover, you may use fluorine-type oil agents, such as perfluoro polyether, perfluoro decalin, and perfluoro octane, as another oil agent.

  The skin cosmetic of the present invention may contain a compound having an alcoholic hydroxyl group in one or more molecular structures within a range of 0.1 to 98% by weight of the skin cosmetic. Examples of the compound having an alcoholic hydroxyl group include lower alcohols such as ethanol and isopropanol, sugar alcohols such as sorbitol and maltose, sterols such as cholesterol, sitosterol, phytosterol and lanosterol, butylene glycol, propylene glycol, dibutylene glycol, Examples include polyhydric alcohols such as pentyl glycol.

  Further, the skin cosmetic of the present invention may contain one or more water-soluble polymers or water-swellable polymers within a range of 0.01 to 25% by weight of the skin cosmetic. This water-soluble polymer includes gum arabic, tragacanth, arabinogalactan, locust bean gum (carob gum), guar gum, caraya gum, carrageenan, pectin, agar, quince seed (quince), starch (rice, corn, potato, wheat) Plant-based polymers such as Alge colloid, Trant gum and locust bean gum; microbial polymers such as xanthan gum, dextran, succinoglucan and pullulan; animal polymers such as collagen, casein, albumin and gelatin; carboxymethyl starch, Starch polymers such as methylhydroxypropyl starch; methylcellulose, ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymethylcellulose, hydroxy Cellulose polymers such as propyl cellulose, nitrocellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, and cellulose powder; alginic acid polymers such as sodium alginate and propylene glycol alginate; vinyl such as polyvinyl methyl ether and carboxyvinyl polymer Polyoxyethylene polymer; polyoxyethylene polyoxypropylene copolymer polymer; acrylic polymer such as sodium polyacrylate, polyethyl acrylate, polyacrylamide; other synthesis such as polyethyleneimine, cationic polymer, etc. Water-soluble polymers, semi-synthetic polymers such as siliconized pullulan; bentonite, magnesium aluminum silicate, montmorillonite, beidellite, Toronaito, saponite, hectorite, and inorganic water-soluble polymers such as anhydrous silicic acid. Moreover, you may use film forming agents, such as polyvinyl alcohol and polyvinylpyrrolidone, as this water-soluble polymer.

  The skin cosmetic of the present invention may contain water, mineral water, seawater, deep water, rose water, etc. within a range of 1 to 99% by weight of the skin cosmetic.

  The skin cosmetic of the present invention may contain a powder. If this powder is used for normal skin cosmetics, its shape (spherical, rod-like, needle-like, plate-like, irregular shape, flake-like, spindle-like, etc.) and particle size (smoke-like) , Fine particles, pigment grades, etc.) and particle structure (porous, nonporous, etc.) are not limited. Examples of the powder include inorganic powder, organic powder, surfactant metal salt powder, colored pigment, pearl pigment, metal powder pigment, and natural pigment. In addition, this powder may be used in the form of composite powder or treated with a general oil, a silicone oil other than the present invention, a fluorine compound, a surfactant, or the like within a range not impeding the effects of the present invention. 1 type, or 2 or more types can be used as needed.

  As this inorganic powder, titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, mica, kaolin, sericite, muscovite, synthetic Mica, phlogopite, red mica, biotite, lithia mica, silicic acid, anhydrous silicic acid, aluminum silicate, magnesium silicate, aluminum magnesium silicate, calcium silicate, barium silicate, strontium silicate, metal tungstate , Hydroxyapatite, vermiculite, hydrite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, silica

  Organic powders include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, cellulose powder, silk powder, Nylon powder, 12 nylon powder, 6 nylon powder, cross-linked silicone fine powder with cross-linked dimethyl silicone, cross-linked spherical polymethylsilsesquioxane fine powder, cross-linked spherical polysiloxane rubber surface with polymethylsilsesqui Fine powder coated with oxane particles, hydrophobized silica, styrene / acrylic acid copolymer, divinylbenzene / styrene copolymer, vinyl resin , Urea resin, phenol resin, fluororesin, polyethylene terephthalate resin, silicon resin, acrylic resin, acrylamide resin, melamine resin, epoxy resin, polycarbonate resin and other resin powders, microcrystalline fiber powder, starch powder, lauroyl lysine powder Is done.

  In addition, as surfactant metal salt powder (metal soap), zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, sodium cetyl phosphate Specific examples of colored pigments include iron oxide, iron hydroxide, iron titanate, inorganic red pigments of iron-doped titanium oxide, inorganic brown pigments such as γ-iron oxide, yellow iron oxide, loess Inorganic yellow pigments such as black iron oxide and carbon black, inorganic purple pigments such as manganese violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate Raked inorganic blue pigments such as bitumen and ultramarine blue, and tar pigments Of which the natural pigments was laked, and synthetic resin powder complexed these powders are exemplified.

  Examples of pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica. , Aluminum powder, copper powder, stainless steel powder are exemplified, and tar dyes include red No. 3, red No. 104, red No. 106, red No. 201, red No. 202, red No. 204, red No. 205, red No. 220, Red 226, Red 227, Red 228, Red 230, Red 401, Red 505, Yellow 4, Yellow 5, Yellow 202, Yellow 203, Yellow 204, Yellow 401, Blue 1 No. 2, Blue No. 2, Blue No. 201, Blue No. 404, Green No. 3, Green No. 201, Green No. 204, Green No. 205, Color No. 201, No. 203 Orange, Orange No. 204, No. 206 Orange and 207 Orange No.. Examples of the natural pigment, carminic acid, laccaic acid, carthamin, brazilin, powder selected from crocin and the like. Further, a powder that absorbs and scatters ultraviolet rays, such as fine particle titanium oxide, fine particle iron-containing titanium oxide, fine particle zinc oxide, fine particle cerium oxide, and a composite thereof, may be used.

  The skin cosmetic of the present invention may contain one or more surfactants within the range of 0.1 to 20% by weight of the skin cosmetic, in particular, 0.2 to 10% by weight. It is preferable to contain within the range of%. The surfactant includes anionic, cationic, nonionic and amphoteric ones, but is not particularly limited, and any surfactant can be used as long as it is used in normal skin cosmetics. Can be used.

  Examples of the anionic surfactant include fatty acid soaps such as sodium stearate and triethanolamine palmitate; alkyl ether carboxylic acids and salts thereof; condensates of amino acids and fatty acids, alkane sulfonates, alkene sulfonates, fatty acids Ester sulfonate, fatty acid amide sulfonate, alkyl sulfonate and its formalin condensed sulfonate, alkyl sulfate ester, secondary higher alcohol sulfate, alkyl and allyl ether sulfate, fatty acid ester Sulfate salt of fatty acid, sulfate ester salt of fatty acid alkylolamide, sulfate ester salt such as funnel oil, alkyl phosphate, ether phosphate, alkyl allyl ether phosphate, amide phosphate, N-acyl amino acid type activator Is exemplified.

  Examples of the cationic surfactant include amine salts such as alkylamine salts, polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, and imidazolium salts.

  Nonionic surfactants include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether. , Polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene castor oil, poly Oxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxy Ethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, linear or branched polyoxyalkylene-modified organopolysiloxane, linear or branched polyoxyalkylene / alkyl co-modified organopolysiloxane, linear Alternatively, branched polyglycerin-modified organopolysiloxane, linear or branched polyglycerin / alkyl co-modified organopolysiloxane, alkanolamide, sugar ether, and sugar amide are exemplified.

  Examples of amphoteric surfactants include betaines, aminocarboxylates, and imidazoline derivatives.

The skin cosmetic of the present invention may contain one type or two or more types of cross-linked organopolysiloxane. The crosslinked organopolysiloxane are those swollen comprise more than its own weight an oil solution of 0.65 mm ² / sec ~100.0mm ² / sec. In addition, this cross-linking agent of cross-linked organopolysiloxane has a cross-linked structure by reacting with hydrogen atoms that have two or more vinyl reactive sites in the molecule and are directly bonded to silicon atoms. It is preferable to do. Furthermore, the crosslinked organopolysiloxane may contain at least one part selected from the group consisting of a polyoxyalkylene moiety, an alkyl moiety, an alkenyl moiety, an aryl moiety, and a fluoroalkyl moiety in the crosslinked molecule. .

The skin cosmetic of the present invention may contain one type or two or more types of silicone resins. The silicone resin is preferably an acrylic / silicone graft or block copolymer acrylic silicone resin. It is also possible to use an acrylic silicone resin containing in the molecule at least one part selected from pyrrolidone moieties, long-chain alkyl moieties, polyoxyalkylene moieties and fluoroalkyl moieties, and anionic moieties such as carboxylic acids. it can. Furthermore, the silicone resin is preferably a silicone network compound represented as MQ, MDQ, MT, MDT, or MDTQ as a constituent component. M, D, T, and Q represent R ₃ SiO _0.5 unit, R ₂ SiO unit, RSiO _1.5 unit, and SiO ₂ unit, respectively, and are generally used in the silicone industry. The silicone reticulated resin is generally known as MQ resin, MT, or MDT resin, and may have a portion represented as MDQ or MDTQ. These silicone resins are commercially available as lysates such as octamethylcyclotetrasiloxane and have at least one selected from a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety and a fluoroalkyl moiety, and an amino moiety. A seed moiety may be included in the molecule.

  The skin cosmetic of the present invention may contain one or more oil-soluble gelling agents and organically modified clay minerals. Examples of the oil-soluble gelling agent include metal soaps such as aluminum stearate, magnesium stearate and zinc myristate; amino acid derivatives such as N-lauroyl-L-glutamic acid and α, γ-di-n-butylamine; dextrin palmitic acid Esters, dextrin stearates, dextrin fatty acid esters such as dextrin 2-ethylhexanoic acid palmitate; sucrose fatty esters such as sucrose palmitate, sucrose stearate; inulin stearate, fructooligosaccharide 2-ethyl Examples include fructooligosaccharide fatty acid esters such as hexanoic acid esters; benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol. Examples of the organically modified clay mineral include dimethylbenzyl dodecyl ammonium montmorillonite clay and dimethyl dioctadecyl ammonium montmorillonite clay.

  The skin cosmetic of the present invention may contain one or more organic ultraviolet absorbers. Examples of the ultraviolet absorber include benzoic acid ultraviolet absorbers such as paraaminobenzoic acid, ethyldihydroxypropylparaaminobenzoic acid, glyceryl paraaminobenzoic acid, and octyldimethylparaaminobenzoic acid; anthranilic acid ultraviolet absorbers such as methyl anthranilate; salicylic acid Salicylic acid UV absorbers such as methyl, octyl salicylate, triethanolamine salicylate; cinnamic acid UV absorbers such as octyl paramethoxycinnamate, diethanolamine salt of paramethoxyhydrocinnamate, dioctoxycinnamate isooctanoic acid glyceride; 2 , 4-dihydroxybenzophenone, 2,2 ′, 4,4′-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfate, Benzophenone ultraviolet absorbers such as 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2-hydroxy-4-N-octoxybenzophenone; ethyl urocanate, etc. Urocanic acid ultraviolet absorbers; dibenzoylmethane ultraviolet absorbers such as 4-t-butyl-4′-methoxy-dibenzoylmethane and 4-isopropyl-dibenzoylmethane; 3- (4-methylbenzylidene) camphor, octyl Triazone, 2-ethylhexosyl-2-cyano-3,3-diphenyl acrylate, 2-phenyl-benzimidazole-5-sulfate, 4- (3,4-dimethoxyphenylmethylene) -2,5-dioxo-1-imidazo Illustrative is 2-ethylhexyl lysine propionate. You may contain this ultraviolet absorber in the state impregnated in the powder. Moreover, an ultraviolet absorption scattering agent can also be contained. Examples of the ultraviolet absorbing / scattering agent include fine particle titanium oxide, fine particle iron-containing titanium oxide, fine particle zinc oxide, fine particle cerium oxide and a composite thereof.

  In addition, the skin cosmetics of the present invention include paraoxybenzoic acid alkyl esters, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol and the like antibacterial preservatives; benzoic acid, salicylic acid, carboxylic acid, sorbic acid, paraoxy Antibacterial agents such as benzoic acid alkyl ester, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, triclosan, photosensitizer, phenoxyethanol; tocopherol, butylhydroxyanisole, dibutylhydroxytoluene, phytic acid, etc. An antioxidant may be contained.

  In addition, the skin cosmetic of the present invention includes antiperspirants such as aluminum chlorohydrate, aluminum chloride, aluminum sesquichlorohydrate, zirconyl hydroxychloride, aluminum zirconium hydroxychloride, aluminum zirconium glycine complex; lactic acid, citric acid, glycol PH adjusters such as acid, succinic acid, tartaric acid, dl-malic acid, potassium carbonate, sodium bicarbonate, ammonium bicarbonate; chelating agents such as alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid A refreshing agent such as L-menthol and camphor; an anti-inflammatory agent such as allantoin, glycyrrhizic acid and salts thereof, glycyrrhetinic acid and stearyl glycyrrhetinate, tranexamic acid, and azulene.

  Moreover, the skin cosmetic composition of the present invention may contain an ingredient for beautifying skin. The skin beautifying ingredients include placenta extract, arbutin, glutathione, yukinoshita extract, kojic acid, placenta extract, sulfur, ellagic acid, linoleic acid, tranexamic acid, and other whitening agents; royal jelly, photosensitizer, cholesterol derivatives, infants Bovine blood extract, cell activators such as α-hydroxy acid, β-hydroxy acid; rough skin improver, nonyl acid wallenyl amide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, gingerone, cantalis tincture, ictamol , Caffeine, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandrate, cinnarizine, tolazoline, acetylcholine, verapamil, cephalanthin, γ-oryzanol, etc .; Examples include skin astringents such as ninnic acid; antiseborrheic agents such as sulfur and thianthol; and skin colorants such as α-hydroxyacetone.

  The skin cosmetic of the present invention may also contain vitamins and amino acids. Specifically, vitamin A oils such as vitamin A oil, retinol, retinol acetate, and retinol palmitate; vitamin B2 such as riboflavin, riboflavin butyrate, and flavin adenine nucleotides, pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine tripalmi Vitamin B6 such as tate, vitamin B12 and derivatives thereof, vitamin B such as vitamin B15 and derivatives thereof; L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate, L- Vitamin Cs such as ascorbic acid phosphate diester dipotassium; Vitamin Ds such as ergocalciferol and cholecalciferol; α-tocopherol, β-tocopherol, γ-tocopherol, dl-α-tocopherol acetate, nico Vitamin E such as dl-α-tocopherol acid, dl-α-tocopherol succinate; Nicotinic acids such as vitamin H, vitamin P, nicotinic acid, benzyl nicotinate and nicotinamide; calcium pantothenate, D-pantothenyl Examples thereof include pantothenic acids such as alcohol, pantothenyl ethyl ether, acetyl pantothenyl ethyl ether, and biotin.

  The cosmetic of the present invention may contain amino acids. These amino acids include glycine, valine, leucine, isoleucine, serine, threonine, phenylalanine, arginine, lysine, aspartic acid, glutamic acid, cystine, cysteine, methionine, tryptophan, etc., nucleic acids such as deoxyribonucleic acid, and hormones such as estradiol. Ethenyl estradiol is exemplified.

  The dosage form of the skin cosmetic of the present invention is not particularly limited, and examples thereof include liquid, cream, solid, paste, gel, mousse, and stick.

  The skin cosmetic of the present invention will be described in detail with reference to examples and comparative examples.

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるアリルエーテル化ポリオキシアルキレングリセリルエーテルとを、上記共重合体中のケイ素原子結合水素原子と上記エーテル中のアリル基のモル比が１：１になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が２０ｐｐｍとなる量）を加えて反応温度８６℃で５時間攪拌した。その後、反応混合物にデカメチルペンタシクロシロキサン１００重量部を加え、１０分間攪拌した後、減圧下にストリッピングすることにより、平均式：

｛式中、ＰＥは、平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるポリオキシアルキレングリセリルエーテル残基である。｝
で表されるポリエーテル変性シリコーン(Ｉ)を調製した。 [Reference Example 1]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
And an allyl etherified polyoxyalkylene glyceryl ether represented by the formula (1) in an amount such that the molar ratio of silicon-bonded hydrogen atoms in the copolymer to allyl groups in the ether is 1: 1, As an addition, 30 parts by weight of isopropyl alcohol was added. Furthermore, chloroplatinic acid (amount that platinum metal becomes 20 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 5 hours. Thereafter, 100 parts by weight of decamethylpentacyclosiloxane was added to the reaction mixture, stirred for 10 minutes, and then stripped under reduced pressure to obtain an average formula:

{Wherein PE is an average formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
The polyoxyalkylene glyceryl ether residue represented by these. }
A polyether-modified silicone (I) represented by the formula:

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：
ＣＨ₂＝ＣＨ−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるアリルエーテル化ポリオキシアルキレンとを、上記共重合体中のケイ素原子結合水素原子と上記ポリオキシアルキレン中のアリル基のモル比が１：１になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が７ｐｐｍとなる量）を加えて反応温度８６℃で５時間攪拌した。その後、反応混合物にデカメチルペンタシクロシロキサン１００重量部を加え、１０分間攪拌した後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：
−ＣＨ₂−ＣＨ₂−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるポリエーテル残基である。｝
で表されるポリエーテル変性シリコーン(II)を調製した。 [Reference Example 2]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:
_{CH 2 = CH-CH 2 -O-} (C 2 H 4 O) 19 (C 3 H 6 O) 19 -H
Are mixed in such an amount that the molar ratio of silicon atom-bonded hydrogen atoms in the copolymer to allyl groups in the polyoxyalkylene is 1: 1. As an addition, 30 parts by weight of isopropyl alcohol was added. Furthermore, chloroplatinic acid (amount that platinum metal becomes 7 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 5 hours. Thereafter, 100 parts by weight of decamethylpentacyclosiloxane was added to the reaction mixture, stirred for 10 minutes, and then stripped under reduced pressure to obtain an average formula:

{Wherein PE is an average formula:
—CH ₂ —CH ₂ —CH ₂ —O— (C ₂ H ₄ O) ₁₉ (C ₃ H ₆ O) ₁₉ —H
A polyether residue represented by: }
A polyether-modified silicone (II) represented by the formula:

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：
ＣＨ₂＝ＣＨ−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)_9.5(Ｃ₃Ｈ₆Ｏ)_9.5−Ｈ
で表されるアリルエーテル化ポリオキシアルキレンとを、上記共重合体中のケイ素原子結合水素原子と上記ポリオキシアルキレン中のアリル基のモル比が１：１になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が７ｐｐｍとなる量）を加えて反応温度８６℃で５時間攪拌した。その後、反応混合物にデカメチルペンタシクロシロキサン１００重量部を加え、１０分間攪拌した後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：
−ＣＨ₂−ＣＨ₂−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)_9.5(Ｃ₃Ｈ₆Ｏ)_9.5−Ｈ
で表されるポリエーテル残基である。｝
で表されるポリエーテル変性シリコーン(III)を調製した。 [Reference Example 3]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:
_{CH 2 = CH-CH 2 -O-} (C 2 H 4 O) 9.5 (C 3 H 6 O) 9.5 -H
Are mixed in such an amount that the molar ratio of silicon atom-bonded hydrogen atoms in the copolymer to allyl groups in the polyoxyalkylene is 1: 1. As an addition, 30 parts by weight of isopropyl alcohol was added. Furthermore, chloroplatinic acid (amount that platinum metal becomes 7 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 5 hours. Thereafter, 100 parts by weight of decamethylpentacyclosiloxane was added to the reaction mixture, stirred for 10 minutes, and then stripped under reduced pressure to obtain an average formula:

{Wherein PE is an average formula:
—CH ₂ —CH ₂ —CH ₂ —O— (C ₂ H ₄ O) _9.5 (C ₃ H ₆ O) _9.5 —H
A polyether residue represented by: }
A polyether-modified silicone (III) represented by the formula:

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるアリルエーテル化ポリオキシアルキレングリセリルエーテルとを、上記共重合体中のケイ素原子結合水素原子と上記エーテル中のアリル基のモル比が１：１.３になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が１０ｐｐｍとなる量）を加えて反応温度８６℃で２時間攪拌した。その後、反応混合物を減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるポリオキシグリセリルエーテル残基である。｝
で表されるポリエーテル変性シリコーン(IV)を調製した。 [Reference Example 4]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
Are mixed in such an amount that the molar ratio of silicon-bonded hydrogen atoms in the copolymer to allyl groups in the ether is 1: 1.3. 30 parts by weight of isopropyl alcohol was added as a solvent. Further, chloroplatinic acid (amount that platinum metal becomes 10 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 2 hours. The reaction mixture is then stripped under reduced pressure to obtain an average formula:

{Wherein PE is an average formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
The polyoxyglyceryl ether residue represented by these. }
A polyether-modified silicone (IV) represented by the formula:

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：
ＣＨ₂＝ＣＨ−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるアリルエーテル化ポリオキシアルキレンとを、上記共重合体中のケイ素原子結合水素原子と上記ポリオキシアルキレン中のアリル基のモル比が１：１.３になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が７ｐｐｍとなる量）を加えて反応温度８６℃で２時間攪拌した。その後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：
−ＣＨ₂−ＣＨ₂−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるポリエーテル残基である。｝
で表されるポリエーテル変性シリコーン(Ｖ)を調製した。 [Reference Example 5]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:
_{CH 2 = CH-CH 2 -O-} (C 2 H 4 O) 19 (C 3 H 6 O) 19 -H
Are mixed in such an amount that the molar ratio of silicon atom-bonded hydrogen atoms in the copolymer to allyl groups in the polyoxyalkylene is 1: 1.3. 30 parts by weight of isopropyl alcohol was added as a solvent. Furthermore, chloroplatinic acid (amount that platinum metal becomes 7 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 2 hours. Then stripping under reduced pressure, the average formula:

{Wherein PE is an average formula:
—CH ₂ —CH ₂ —CH ₂ —O— (C ₂ H ₄ O) ₁₉ (C ₃ H ₆ O) ₁₉ —H
A polyether residue represented by: }
A polyether-modified silicone (V) represented by the formula:

で表されるジメチルシロキサン・メチルハイドロジェンシロキサン共重合体と平均式：
ＣＨ₂＝ＣＨ−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)_9.5(Ｃ₃Ｈ₆Ｏ)_9.5−Ｈ
で表されるアリルエーテル化ポリオキシアルキレンとを、上記共重合体中のケイ素原子結合水素原子と上記ポリオキシアルキレン中のアリル基のモル比が１：１.３になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が１０ｐｐｍとなる量）を加えて反応温度８６℃で２時間攪拌した。その後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：
−ＣＨ₂−ＣＨ₂−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)_9.5(Ｃ₃Ｈ₆Ｏ)_9.5−Ｈ
で表されるポリエーテル残基である。｝
で表されるポリエーテル変性シリコーン(VI)を調製した。 [Reference Example 6]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Dimethylsiloxane / methylhydrogensiloxane copolymer represented by the formula:
_{CH 2 = CH-CH 2 -O-} (C 2 H 4 O) 9.5 (C 3 H 6 O) 9.5 -H
Are mixed in such an amount that the molar ratio of silicon atom-bonded hydrogen atoms in the copolymer to allyl groups in the polyoxyalkylene is 1: 1.3. 30 parts by weight of isopropyl alcohol was added as a solvent. Further, chloroplatinic acid (amount that platinum metal becomes 10 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 2 hours. Then stripping under reduced pressure, the average formula:

{Wherein PE is an average formula:
—CH ₂ —CH ₂ —CH ₂ —O— (C ₂ H ₄ O) _9.5 (C ₃ H ₆ O) _9.5 —H
A polyether residue represented by: }
A polyether-modified silicone (VI) represented by the formula:

で表されるポリジメチルシロキサンと平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるアリルエーテル化ポリオキシアルキレングリセリルエーテルとを、上記ポリジメチルシロキサン中のケイ素原子結合水素原子と上記エーテル中のアリル基のモル比が１：１になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が１０ｐｐｍとなる量）を加えて反応温度８６℃で２時間攪拌した。その後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：

（式中、b'、b"、c'、およびc"はそれぞれ、b'＋c'＝１９、b"＋c"＝１９を満たす正数である。）
で表されるポリオキシグリセリルエーテル残基である。｝
で表されるポリエーテル変性シリコーン(VII)を調製した。 [Reference Example 7]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Polydimethylsiloxane and the average formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
And an allyl etherified polyoxyalkylene glyceryl ether represented by the formula (1) in an amount such that the molar ratio of silicon-bonded hydrogen atoms in the polydimethylsiloxane to allyl groups in the ether is 1: 1, As an addition, 30 parts by weight of isopropyl alcohol was added. Further, chloroplatinic acid (amount that platinum metal becomes 10 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 2 hours. Then stripping under reduced pressure, the average formula:

{Wherein PE is an average formula:

(Where b ′, b ″, c ′, and c ″ are positive numbers that satisfy b ′ + c ′ = 19 and b ″ + c ″ = 19, respectively.)
The polyoxyglyceryl ether residue represented by these. }
A polyether-modified silicone (VII) represented by the formula:

で表されるポリジメチルシロキサンと平均式：
ＣＨ₂＝ＣＨ−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるアリルエーテル化ポリオキシアルキレンとを、上記ポリジメチルシロキサン中のケイ素原子結合水素原子と上記ポリオキシアルキレン中のアリル基のモル比が１：１になるような量で混合し、溶媒としてイソプロピルアルコール３０重量部を加えた。更に塩化白金酸（反応原料の合計重量に対して白金金属が１０ｐｐｍとなる量）を加えて反応温度８６℃で２時間攪拌した。その後、減圧下にストリッピングして、平均式：

｛式中、ＰＥは、平均式：
−ＣＨ₂−ＣＨ₂−ＣＨ₂−Ｏ−(Ｃ₂Ｈ₄Ｏ)₁₉(Ｃ₃Ｈ₆Ｏ)₁₉−Ｈ
で表されるポリエーテル残基である。｝
で表されるポリエーテル変性シリコーン(VIII)を調製した。 [Reference Example 8]
In a 300 ml four-necked separable flask equipped with a thermometer and stirrer, the average formula:

Polydimethylsiloxane and the average formula:
_{CH 2 = CH-CH 2 -O-} (C 2 H 4 O) 19 (C 3 H 6 O) 19 -H
Are mixed in an amount such that the molar ratio of silicon atom-bonded hydrogen atoms in the polydimethylsiloxane to allyl groups in the polyoxyalkylene is 1: 1. As an addition, 30 parts by weight of isopropyl alcohol was added. Further, chloroplatinic acid (amount that platinum metal becomes 10 ppm with respect to the total weight of the reaction raw materials) was added and stirred at a reaction temperature of 86 ° C. for 2 hours. Then stripping under reduced pressure, the average formula:

{Wherein PE is an average formula:
—CH ₂ —CH ₂ —CH ₂ —O— (C ₂ H ₄ O) ₁₉ (C ₃ H ₆ O) ₁₉ —H
A polyether residue represented by: }
A polyether-modified silicone (VIII) represented by the formula:

[Example 1, Comparative Examples 1 and 2]
Into a 300 ml polyethylene cup, 20 g each of polyether-modified silicones (I), (II), and (III) and 78 g decamethylpentacyclosiloxane were added. The product was uniformly dissolved using a product name), and ion-exchanged water was added dropwise with stirring at 3,000 rpm. After stirring for 90 seconds, the coarse gel adhering to the polycup and the homodisper was scraped off, and the mixture was further stirred at 3,000 rpm for 300 seconds to prepare a soft gel-like skin cosmetic. Table 1 shows the composition of this skin cosmetic and the appearance and viscosity of the skin cosmetic immediately after preparation and after standing at 50 ° C. for 30 days.

[Example 2, Comparative Examples 3 and 4]
Into a 30 ml glass bottle, 1.67 g of polyether-modified silicones (IV), (V), and (VI) were added, and 8.33 g of ethanol was added, mixed with a spatula, and then mixed with an ultrasonic cleaner for 15 minutes. Thereafter, 0.6 g of the ethanol solution obtained in four other 30 ml glass bottles was weighed, and 0.01 g, 0.02 g or 0 of dimethylpolysiloxane (SH200-6CS manufactured by Toray Dow Corning Co., Ltd.) was measured. 0.03 g was added and mixed for 15 minutes with an ultrasonic cleaner. Ion exchange water was added to this mixed solution to adjust the total amount to 10 g. After shaking and mixing, the mixture was mixed for 15 minutes with an ultrasonic cleaner to prepare a skin cosmetic. Then, it was left still for 3 hours or more, and the transparency (transmittance at 580 nm) of the skin cosmetic was compared. Table 2 shows the composition and transmittance values of the skin cosmetics.

[Example 3, Comparative Example 5]
The composition shown in Table 3 was mixed by a conventional method to prepare a lotion.
As a result of evaluating the touch of 10 panelists as follows using this lotion, the lotion using the polyether-modified silicone (VII) had a better usability.
[Factor evaluation by lotion panelists]
A circle having an area of 13.2 cm ² was drawn on the inner side of the forearm of the panelist, and 20 μl of the sample was placed in the circle using a dispenser, and the feeling when uniformly applied with a finger in the circle until the water disappeared was evaluated. ○ when the number of people who feel that the feel is good (good growth and moist feeling) is 8-10, △ when this is 4-7, and when this is 3 or less It evaluated as x. The results are shown in Table 3.

The skin cosmetic of the present invention contains a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue to a silicon atom in the molecule, has stability over time, and contains a large amount of silicone oil. In this case, it is difficult to produce turbidity, and thus it is suitable as various skin cosmetics that have been difficult to prepare.

Claims (2)

The general formula:

(Wherein R ¹ is an alkylene group having 3 to 10 carbon atoms, R ² is the same or different alkylene group having 2 to 8 carbon atoms, R ³ is the same or different, and a hydrogen atom, an alkyl group, And a group selected from the group consisting of acyl groups, a is a number from 0 to 100, b is a number from 0 to 100, c is a number from 0 to 100, provided that b + c is from 1 to 100. Is the number of
A skin cosmetic comprising a polyether-modified silicone that binds a polyoxyalkylene glyceryl ether residue represented by the formula: Polyether-modified silicones have the general formula:

{Wherein R ⁴ is the same or different and is a substituted or unsubstituted monovalent hydrocarbon group having no aliphatic unsaturated bond, and X is the same or different and does not have an aliphatic unsaturated bond A substituted or unsubstituted monovalent hydrocarbon group or a general formula:

(Wherein R ¹ is an alkylene group having 3 to 10 carbon atoms, R ² is the same or different alkylene group having 2 to 8 carbon atoms, R ³ is the same or different, and a hydrogen atom, an alkyl group, And a group selected from the group consisting of acyl groups, a is a number from 0 to 100, b is a number from 0 to 100, c is a number from 0 to 100, provided that b + c is from 1 to 100. Is the number of
Wherein m is 0 or a positive number, n is 0 or a positive number, provided that when n is 0, at least one of X at the end of the molecular chain Is the polyoxyalkylene glyceryl ether residue. }
The skin cosmetic according to claim 1, which is represented by: