JP2013193963A - Oil-in-water type emulsion skin cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an oil-in-water type emulsion skin cosmetic having good spreadability and compatibility to skin, free from stickiness and extremely excellent in application feeling such as emollient feeling and springy feeling.SOLUTION: There is provided an oil-in-water type emulsion skin cosmetic containing 1.0-3.0 mass% of component (a), 0.1-0.5 mass% of component (b) and 0.005-2.0 mass% of component (c) shown below. (a) A hydrophobized polyether urethane expressed by formula (I) [in the formula, Ris 2-4C alkyl; Rand Rare each independently 2-4C alkylene or phenylethylene; Ris 1-10C alkylene optionally containing urethane bond; Ris 8-36C straight, branched or secondary alkyl; m is ≥2; h is ≥1; k is 1-500; and n is 1-200], (b) microgel obtained by crushing gel composed of a hydrophilic compound having gelling property, and (c) N-lauroyl-L-glutamic ester and/or N-myristoyl-N-methyl-β-alanine ester.

Description

  The present invention relates to a skin cosmetic excellent in use feeling. More specifically, the present invention relates to an oil-in-water emulsified skin cosmetic that has good spread and familiarity to the skin, is non-sticky, and is extremely excellent in use feeling such as emollient feeling and stickiness.

  Conventionally, as a thickening method for cosmetics, a method using a polysaccharide such as xanthan gum, a hydrophilic synthetic polymer such as polyacrylic acid, a clay mineral such as bentonite, or the like as a thickening agent is known.

  However, when a polysaccharide such as xanthan gum is used as a thickening agent, although stability in a system in which a drug component and a salt are simultaneously blended is excellent, there is a problem in usability such as a sticky feeling. In addition, when a hydrophilic synthetic polymer such as polyacrylic acid is used, there is no stickiness, a refreshing feeling is obtained, and the usability is good, but since salt resistance and ion resistance are low, drug components and salts When a large amount of is added, there is a problem that the viscosity of the system is lowered. Furthermore, when clay minerals such as bentonite are used as a thickener, there is a problem in terms of usability such as a squeaky feeling.

  On the other hand, as a water-soluble thickener having an excellent thickening effect, a thickener made of hydrophobically modified polyether urethane (associative polymer) has been developed (Patent Document 1) and used in cosmetics (patent) Literature 2-3). That is, Patent Document 2 discloses a cosmetic composition containing hydrophobically modified polyether urethane and carboxyvinyl polymer and / or xanthan gum. Patent Document 3 discloses an external preparation for skin containing hydrophobically modified polyether urethane and collagen. Is disclosed.

  In addition, a thickener made of a microgel obtained by crushing a hydrophilic compound gel having gelling ability as a thickener with a refreshing feel without spinnability has been developed and used in cosmetics ( Patent Document 4). In addition to the above microgel, a microgel obtained by radical polymerization of a water-soluble ethylenically unsaturated monomer was separately developed, and a thickening composition comprising a microgel obtained by radical polymerization of a water-soluble ethylenically unsaturated monomer and a hydrophobically modified polyether urethane And cosmetics have been developed (Patent Document 5).

  However, all of the compositions and cosmetics disclosed in Patent Documents 2 to 5 are intended to prepare a relatively high viscosity base such as a cream base. The composition disclosed in Patent Document 2 has a thickening effect and a feeling of use (moistness, no sticky feeling), but the viscosity stability in a low to medium viscosity range and a fresh feeling of use are not examined. It was not done. Further, the composition disclosed in Patent Document 3 also has a thickening effect and a feeling of use (elasticity), but studies on viscosity stability in a low to medium viscosity range and a fresh feeling of use have been made. There wasn't. Furthermore, the thickener disclosed in Patent Document 4 has a thickening effect and a fresh feeling to use, but no investigation has been made on the viscosity stability in a low to medium viscosity range and the familiar feeling. . The composition disclosed in Patent Document 5 has a thickening effect and a novel feel (novel elasticity) effect, but has not been studied for viscosity stability in a low to medium viscosity range. .

Further, a thickening composition containing component (a) hydrophobically modified polyether urethane, which is an essential constituent of the present invention, and component (b) a microgel obtained by crushing a gel comprising a hydrophilic compound having gelling ability. Is already known (Patent Document 6).
The thickener composition is excellent in use feeling (fresh, non-sticky and has good skin fit), and maintains a stable viscosity in a low to medium viscosity range of 50 to 50000 mPa · s at a room temperature of 25 ° C. This is a useful technique as a thickening composition that does not change in viscosity even when a salt-type component is blended.
However, only the above components can provide a feeling of use at the time of application (extended to the skin, fresh and non-sticky) and an emollient feeling immediately after application, but do not provide an improvement feeling of the beam immediately after application. The effect of improving wrinkles and sagging immediately after application was not obtained.

JP-A-9-71766 JP 2000-239120 A JP 2005-343841 A JP 2001-342451 A JP 2007-291026 A JP 2011-231061 A

  As a result of intensive studies to produce a novel skin cosmetic material that has a preferable use feeling from the above viewpoint, the present inventor has (a) a specific hydrophobically modified polyether urethane and (b) a gelling ability. A microgel obtained by crushing a gel composed of a hydrophilic compound and (c) N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester in a specific amount and an oil-in-water type It has been found that when emulsified skin cosmetics are produced, the skin cosmetics having good spread and familiarity to the skin, no stickiness, and extremely excellent use feeling such as emollient feeling and stickiness can be obtained, and the present invention is completed. It came to.

  An object of the present invention is to provide an oil-in-water emulsified skin cosmetic that has good spreading and familiarity to the skin, is non-sticky, and is extremely excellent in feeling of use such as emollient feeling immediately after application, sustainability of emollient feeling, and feeling of elasticity. Is to provide.

〔式（Ｉ）中、Ｒ₁は炭素原子数２〜４のアルキル基を示し；Ｒ₂およびＲ₄はそれぞれ独立に炭素原子数２〜４のアルキレン基またはフェニルエチレン基を示し；Ｒ₃はウレタン結合を有していてもよい炭素原子数１〜１０のアルキレン基を示し；Ｒ₅は炭素原子数８〜３６の直鎖、分岐または２級のアルキル基を示し；ｍは２以上の数であり；ｈは１以上の数であり；ｋは１〜５００の数であり；ｎは１〜２００の数である。〕
（ｂ）ゲル化能を有する親水性化合物からなるゲルの破砕により得られるミクロゲル
（ｃ）Ｎ−ラウロイル−Ｌ−グルタミン酸エステル及び／又はＮ−ミリストイル−Ｎ−メチル−β−アラニンエステル That is, this invention is 1.0-3.0 mass% of the following component (a), and 0.1-0.5 mass% of component (b) with respect to the oil-in-water type emulsified skin cosmetics whole quantity. An oil-in-water type emulsified skin cosmetic comprising 0.005 to 2.0% by mass of component (c) is provided.
(A) Hydrophobically modified polyether urethane represented by the following formula (I)

In [Formula (I), R ₁ represents an alkyl group having 2 to 4 carbon atoms; R ₂ and R ₄ is each independently an alkylene group or phenylethylene group having 2 to 4 carbon atoms; R ₃ is An alkylene group having 1 to 10 carbon atoms which may have a urethane bond; R ₅ represents a linear, branched or secondary alkyl group having 8 to 36 carbon atoms; and m is a number of 2 or more. H is a number equal to or greater than 1; k is a number from 1 to 500; and n is a number from 1 to 200. ]
(B) Microgel obtained by crushing a gel comprising a hydrophilic compound having gelling ability (c) N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester

  In the present invention, the N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester of the component (c) is a di (cholesteryl behenyl. Octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl-2-octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl behenyl-2) The oil-in-water emulsified skin cosmetic is characterized in that it is one or more selected from the group consisting of -octyldodecyl) and N-myristoyl-methylalanine (phytosteryl / decyltetradecyl). Is.

〔式（Ｉ）中、Ｒ₁は炭素原子数２〜４のアルキル基を示し；Ｒ₂およびＲ₄はそれぞれ独立に炭素原子数２〜４のアルキレン基またはフェニルエチレン基を示し；Ｒ₃はウレタン結合を有していてもよい炭素原子数１〜１０のアルキレン基を示し；Ｒ₅は炭素原子数８〜３６の直鎖、分岐または２級のアルキル基を示し；ｍは２以上の数であり；ｈは１以上の数であり；ｋは１〜５００の数であり；ｎは１〜２００の数である。〕 Furthermore, the present invention provides a microgel obtained by crushing a gel comprising a hydrophobic modified polyether urethane represented by the following formula (I) of the component (a) and a hydrophilic compound having a gelling ability as the component (b): Is a component (a) / component (b) = 5/1 to 8/1, and the oil-in-water emulsified skin cosmetic has a viscosity of 20000 to 80000 mPa · s. The oil-in-water emulsified skin cosmetic described above is provided.

In [Formula (I), R ₁ represents an alkyl group having 2 to 4 carbon atoms; R ₂ and R ₄ is each independently an alkylene group or phenylethylene group having 2 to 4 carbon atoms; R ₃ is An alkylene group having 1 to 10 carbon atoms which may have a urethane bond; R ₅ represents a linear, branched or secondary alkyl group having 8 to 36 carbon atoms; and m is a number of 2 or more. H is a number equal to or greater than 1; k is a number from 1 to 500; and n is a number from 1 to 200. ]

In the present invention, in the formula (I) of the hydrophobic modified polyether urethane represented by the following formula (I) of the component (a), R ₁ represents an alkyl group having 2 to 4 carbon atoms, and R ₂ And R ₄ each independently represents an alkylene group having 2 to 4 carbon atoms, R ₃ represents an alkylene group having 1 to 10 carbon atoms which may have a urethane bond, and R ₅ represents 12 carbon atoms. -24 linear, branched or secondary alkyl groups, m is 2, h is 1, k is a number from 100 to 300, and n is a number from 10 to 100 The oil-in-water emulsified skin cosmetic described above is provided.

  Furthermore, the present invention provides the component (b) having an average particle size of 0.1 to 0.1, obtained by dissolving a hydrophilic compound having gelling ability in water or an aqueous component, and then pulverizing the gel formed by standing cooling. The oil-in-water emulsified skin cosmetic is characterized by being a 1000 μm microgel.

  Further, in the present invention, the hydrophilic compound having gelling ability is one or more selected from the group consisting of agar, carrageenan, curdlan, gelatin, gellan gum, and alginic acid. An oil-in-water emulsified skin cosmetic is provided.

  The oil-in-water emulsified skin cosmetic of the present invention has good spread and familiarity to the skin, is not sticky, and has an excellent feeling of use such as emollient feeling immediately after application, sustainability of emollient feeling, and feeling of elasticity. Type emulsified skin cosmetic.

It is explanatory drawing of the essential component (a) hydrophobic modified polyether urethane (associative thickener) of this invention.

  Hereinafter, the present invention will be described in detail.

上記式（Ｉ）中、Ｒ₁は炭素原子数２〜４のアルキル基を示し、Ｒ₂およびＲ₄はそれぞれ独立に炭素原子数２〜４のアルキレン基またはフェニルエチレン基を示す。好ましくは炭素原子数２〜４のアルキレン基である。
Ｒ₃は、ウレタン結合を有していてもよい炭素原子数１〜１０のアルキレン基を示す。
Ｒ₅は、炭素原子数８〜３６、好ましくは１２〜２４の、直鎖、分岐または２級のアルキル基を示す。
ｍは、２以上の数である。好ましくは２である。
ｈは、１以上の数である。好ましくは１である。
ｋは、１〜５００の数である。好ましくは１００〜３００の数である。
ｎは、１〜２００の数である。好ましくは１０〜１００の数である。 <Component (a)>
Component (a) used in the present invention is a hydrophobically modified polyether urethane represented by the following formula (I), and acts as an associative thickener. The associative thickener is a copolymer having a hydrophilic group as a skeleton and having a hydrophobic portion at the terminal, and the hydrophobic portions of the copolymer are associated with each other in an aqueous medium to exhibit a thickening action. Such an associative thickener exhibits a thickening action as shown in FIG. 1, in which the hydrophobic portions of the copolymer are associated with each other in an aqueous medium, and the hydrophilic portion is formed into a loop shape or a bridge shape.

In the above formula (I), R ₁ represents an alkyl group having 2 to 4 carbon atoms, an alkylene group or phenylethylene group having 2 to 4 carbon atoms R ₂ and R ₄ are each independently. An alkylene group having 2 to 4 carbon atoms is preferred.
R ₃ represents an alkylene group having 1 to 10 carbon atoms which may have a urethane bond.
R ₅ represents a linear, branched or secondary alkyl group having 8 to 36 carbon atoms, preferably 12 to 24 carbon atoms.
m is a number of 2 or more. Preferably it is 2.
h is a number of 1 or more. Preferably it is 1.
k is a number from 1 to 500. The number is preferably 100 to 300.
n is a number from 1 to 200. Preferably it is the number of 10-100.

The hydrophobically modified polyether urethane represented by the above formula (I) is, for example, R ₁ -[(O—R ₂ ) _k —OH] _m (where R ₁ , R ₂ , k, m are defined above). And one or more polyether polyols represented by: and R _3- (NCO) _{h + 1} (wherein R ₃ and h are as defined above) or One or more polyisocyanates represented by two or more polyisocyanates and HO— (R ₄ —O) _n —R ₅ (where R ₄ , R ₅ , and n are as defined above). A method obtained by reacting with ether monoalcohol is preferred.
In this case, R ₁ to R ₅ in formula (I) is used _{R 1 - [(O-R} 2) k -OH] m, R 3 - (NCO) h + 1, HO- (R 4 -O ) is determined by _n -R _5.
The charge ratio of the above three parties is not particularly limited, but the molar ratio of the polyether polyol and polyether monoalcohol-derived hydroxyl group to the polyisocyanate-derived isocyanate group is NCO / OH = 0.8: 1 to Preferably it is 1.4: 1.
The polyether polyol compound represented by the above formula R ₁ -[(O—R ₂ ) _k —OH] _m includes m-valent polyol, alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide, epichlorohydrin, styrene oxide, etc. Can be obtained by addition polymerization.
Here, as the polyol, those having 2 to 8 valences are preferable. For example, dihydric alcohols such as ethylene glycol, propylene glycol, butylene glycol, hexamethylene glycol and neopentyl glycol; glycerin, trioxyisobutane, 1,2,3- Butanetriol, 1,2,3-pentatriol, 2-methyl-1,2,3-propanetriol, 2-methyl-2,3,4-butanetriol, 2-ethyl-1,2,3-butanetriol 2,3,4-pentanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptanetriol, 2,4-dimethyl-2,3,4-pentanetriol, pentamethylglycerin , Pentaglycerin, 1,2,4-butanetriol, 1,2,4-pentanetri , Trimethylol ethane, trimethylol propane and other trihydric alcohols; pentaerythritol, 1,2,3,4-pentanetetrol, 2,3,4,5-hexanetetrol, 1,2,4,5 -Tetravalent alcohols such as pentanetetrol, 1,3,4,5-hexanetetrol; pentavalent alcohols such as adnit, arabit and xylit; hexavalent alcohols such as dipentaerythritol, sorbit, mannitol and exit; Examples include octahydric alcohols such as sucrose.

R ₂ is determined depending on the alkylene oxide, styrene oxide, etc. to be added, but it is particularly easily available, and in order to exert an excellent effect, alkylene oxide or styrene oxide having 2 to 4 carbon atoms is used. preferable.
The alkylene oxide, styrene oxide and the like to be added may be homopolymerization, two or more kinds of random polymerization, or block polymerization. The addition method may be a normal method. The degree of polymerization k is 1 to 500. The proportion of ethylene groups in R ₂ is preferably 50 to 100% by mass of the total R ₂ .

The molecular weight of R ₁ -[(O—R ₂ ) _k —OH] _m is preferably 500 to 100,000, particularly preferably 1,000 to 50,000.

The polyisocyanate represented by the formula R ₃ — (NCO) _{h + 1} is not particularly limited as long as it has two or more isocyanate groups in the molecule. For example, aliphatic diisocyanate, aromatic diisocyanate, alicyclic diisocyanate, biphenyl diisocyanate, phenylmethane di-, tri-, and tetraisocyanate.
Examples of the aliphatic diisocyanate include methylene diisocyanate, dimethylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, dipropyl ether diisocyanate, 2,2-dimethylpentane diisocyanate, 3-methoxyhexane diisocyanate, Octamethylene diisocyanate, 2,2,4-trimethylpentane diisocyanate, nonamethylene diisocyanate, decamethylene diisocyanate, 3
-Butoxyhexane diisocyanate, 1,4-butylene glycol dipropyl ether diisocyanate, thiodihexyl diisocyanate, metaxylylene diisocyanate, paraxylylene diisocyanate, tetramethylxylylene diisocyanate and the like.
Examples of the aromatic diisocyanate include metaphenylene diisocyanate, paraphenylene diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, dimethylbenzene diisocyanate, ethylbenzene diisocyanate, isopropylbenzene diisocyanate, tolidine diisocyanate, 1,4- Examples include naphthalene diisocyanate, 1,5-naphthalene diisocyanate, 2,6-naphthalene diisocyanate, and 2,7-naphthalene diisocyanate.
Examples of the alicyclic diisocyanate include hydrogenated xylylene diisocyanate and isophorone diisocyanate.
Examples of biphenyl diisocyanate include biphenyl diisocyanate, 3,3′-dimethylbiphenyl diisocyanate, and 3,3′-dimethoxybiphenyl diisocyanate.
Examples of the diisocyanate of phenylmethane include diphenylmethane-4,4′-diisocyanate, 2,2′-dimethyldiphenylmethane-4,4′-diisocyanate, diphenyldimethylmethane-4,4′-diisocyanate, 2,5,2 ′. , 5′-tetramethyldiphenylmethane-4,4′-diisocyanate, cyclohexylbis (4-isothiontphenyl) methane, 3,3′-dimethoxydiphenylmethane-4,4′-diisocyanate, 4,4′-dimethoxydiphenylmethane 3,3′-diisocyanate, 4,4′-diethoxydiphenylmethane-3,3′-diisocyanate, 2,2′-dimethyl-5,5′-dimethoxydiphenylmethane-4,4′-diisocyanate, 3,3′- Dichlorodiphenyldimethylmethane-4,4'-diiso Aneto, benzophenone-3,3'-diisocyanate.
Examples of the triisocyanate of phenylmethane include 1-methylbenzene-2,4,6-triisocyanate, 1,3,5-trimethylbenzene-2,4,6-triisocyanate, and 1,3,7-naphthalenetriisocyanate. Isocyanate, biphenyl-2,4,4′-triisocyanate, diphenylmethane-2,4,4′-triisocyanate, 3-methyldiphenylmethane-4,6,4′-triisocyanate, triphenylmethane-4,4 ′, 4 ″ -triisocyanate, 1,6,11-undecane triisocyanate, 1,8
-Diisocyanate-4-isocyanate methyloctane, 1,3,6-hexamethylene triisocyanate, bicycloheptane triisocyanate, tris (isocyanatephenyl) thiophosphate and the like.
Moreover, you may use with the dimer and trimer (isocyanurate coupling | bonding) of these polyisocyanate compounds, and you may make it react with an amine and use it as a biuret.
Further, polyisocyanates having urethane bonds obtained by reacting these polyisocyanate compounds with polyols can also be used. As a polyol, the thing of 2-8 valence is preferable, and the above-mentioned polyol is preferable. Incidentally, R ₃ - (NCO) if the h + ₁ using trivalent or more polyisocyanates, polyisocyanate preferably has the urethane bond.

また、２級アルコールとは、下記式（IV）で表される。

したがって、Ｒ₅は、上記式（II）〜（IV）において水酸基を除いた基である。上記式（II）〜（IV）において、Ｒ₆、Ｒ₇、Ｒ₈、Ｒ₁₀及びＲ₁₁は炭化水素基またはフッ素炭素基であり、例えば、アルキル基、アルケニル基、アルキルアリール基、シクロアルキル基、シクロアルケニル基等である。
アルキル基としては、例えば、メチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、ターシャリブチル、ペンチル、イソペンチル、ネオペンチル、ターシャリペンチル、ヘキシル、ヘプチル、オクチル、２−エチルヘキシル、ノニル、デシル、ウンデシル、ドデシル、トリデシル、イソトリデシル、ミリスチル、パルミチル、ステアリル、イソステアリル、イコシル、ドコシル、テトラコシル、トリアコンチル、２−オクチルドデシル、２−ドデシルヘキサデシル、２−テトラデシルオクタデシル、モノメチル分岐−イソステアリル等が挙げられる。
アルケニル基としては、例えば、ビニル、アリル、プロペニル、イソプロペニル、ブテニル、ペンテニル、イソペンテニル、ヘキセニル、ヘプテニル、オクテニル、ノネニル、デセニル、ウンデセニル、ドデセニル、テトラデセニル、オレイル等が挙げられる。
アルキルアリール基としては、フェニル、トルイル、キシリル、クメニル、メシチル、ベンジル、フェネチル、スチリル、シンナミル、ベンズヒドリル、トリチル、エチルフェニル、プロピルフェニル、ブチルフェニル、ペンチルフェニル、ヘキシルフェニル、ヘプチルフェニル、オクチルフェニル、ノニルフェニル、α−ナフチル、β−ナフチル基等が挙げられる。
シクロアルキル基、シクロアルケニル基としては、例えば、シクロペンチル、シクロヘキシル、シクロヘプチル、メチルシクロペンチル、メチルシクロヘキシル、メチルシクロヘプチル、シクロペンテニル、シクロヘキセニル、シクロヘプテニル、メチルシクロペンテニル、メチルシクロヘキセニル、メチルシクロヘプテニル基等が挙げられる。
上記式（III）において、Ｒ₉は炭化水素基、またはフッ化炭素基であり、例えば、アルキレン基、アルケニレン基、アルキルアリーレン基、シクロアルキレン基、シクロアルケニレン基等である。
また、Ｒ₅は、炭化水素基またはフッ化炭素基であり、そのうちアルキル基であることが好ましく、さらにその合計の炭素原子数が８〜３６が好ましく、１２〜２４が特に好ましい。
また、付加させるアルキレンオキシド、スチレンオキシド等は、単独重合、２種以上のランダム重合あるいはブロック重合であってよい。付加の方法は通常の方法であってよい。重合度ｎは０〜１０００であり、好ましくは１〜２００、さらに好ましくは１０〜２００が良い。また、Ｒ₄に占めるエチレン基の割合が、好ましくは、好ましくは全Ｒ₄の５０〜１００重量％、さらに好ましくは、６５〜１００重量％であると、本発明の目的に良好な会合性増粘剤が得られる。 The polyether monoalcohol represented by the above formula HO— (R ₄ —O) _n —R ₅ is not particularly limited as long as it is a polyether of a linear, branched or secondary monohydric alcohol. Such a compound can be obtained by addition polymerization of alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide, epichlorohydrin, styrene oxide or the like to linear and branched chain or secondary monohydric alcohol.
The straight chain alcohol here is represented by the following formula (II).
R ₆ —OH (II)
Moreover, the branched chain alcohol here is represented by the following formula (III).

The secondary alcohol is represented by the following formula (IV).

Accordingly, R ₅ is a group excluding the hydroxyl group in the above formulas (II) to (IV). In the above formulas (II) to (IV), R ₆ , R ₇ , R ₈ , R ₁₀ and R ₁₁ are hydrocarbon groups or fluorocarbon groups, for example, alkyl groups, alkenyl groups, alkylaryl groups, cycloalkyl Group, cycloalkenyl group and the like.
Examples of the alkyl group include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tertiary butyl, pentyl, isopentyl, neopentyl, tertiary pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, nonyl, decyl, undecyl, dodecyl. , Tridecyl, isotridecyl, myristyl, palmityl, stearyl, isostearyl, icosyl, docosyl, tetracosyl, triacontyl, 2-octyldodecyl, 2-dodecylhexadecyl, 2-tetradecyloctadecyl, monomethyl branched-isostearyl and the like.
Examples of the alkenyl group include vinyl, allyl, propenyl, isopropenyl, butenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tetradecenyl, oleyl and the like.
Examples of alkylaryl groups include phenyl, toluyl, xylyl, cumenyl, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, trityl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonyl Examples include phenyl, α-naphthyl, β-naphthyl group and the like.
Examples of the cycloalkyl group and the cycloalkenyl group include a cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, methylcyclopentenyl, methylcyclohexenyl, and methylcycloheptenyl groups. Etc.
In the above formula (III), R ₉ is a hydrocarbon group or a fluorocarbon group, and examples thereof include an alkylene group, an alkenylene group, an alkylarylene group, a cycloalkylene group, and a cycloalkenylene group.
R ₅ is a hydrocarbon group or a fluorocarbon group, preferably an alkyl group, more preferably 8 to 36 carbon atoms, and particularly preferably 12 to 24 carbon atoms.
Further, the alkylene oxide, styrene oxide and the like to be added may be homopolymerization, two or more kinds of random polymerization, or block polymerization. The addition method may be a normal method. The degree of polymerization n is 0 to 1000, preferably 1 to 200, and more preferably 10 to 200. Further, the proportion of the ethylene group in R ₄ is preferably 50 to 100% by weight, more preferably 65 to 100% by weight of the total R _4. A sticky agent is obtained.

As a method for producing the copolymer represented by the above formula (I), it can be obtained by reacting by heating at 80 to 90 ° C. for 1 to 3 hours, for example, in the same manner as in the reaction of an ordinary polyether and isocyanate. Can do.
In addition, polyether polyol (A) represented by R ₁ -[(O—R ₂ ) _k —OH] _m , polyisocyanate (B) represented by R ₃ — (NCO) _{h + 1} , and HO When the polyether monoalcohol (C) represented by — (R ₄ —O) _n —R ₅ is reacted, other than the copolymer having the structure of the formula (I) may be by-produced. For example, when diisocyanate is used, the main product is a CBACBC type copolymer represented by the formula (I). Copolymers such as-(A-B) _x- ABC type may be by-produced. In this case, the copolymer of the formula (I) can be used in the present invention in the form of a mixture containing the copolymer of the formula (I) without separating the copolymer of the formula (I).

  In this invention, you may use a commercial item as a component (a). As a commercial item, "Adecanol GT-700" (Asahi Denka Kogyo Co., Ltd. product) etc. are mentioned, for example.

The compounding quantity of a component (a) is 1.0-3.0 mass% with respect to the oil-in-water type emulsion skin cosmetics whole quantity of this invention, Preferably it is 1.5-2.5 mass%.
If the amount is less than 1.0% by mass, the effect of adding the component (a) is not recognized. Since stickiness may occur at points, it is not preferable.

<Component (b)>
The microgel obtained by crushing the gel composed of the hydrophilic compound having the gelling ability of the component (b) used in the present invention is dissolved in water or an aqueous component and then left to cool. A microgel having an average particle size of 0.1 to 1000 μm obtained by pulverizing the formed gel is preferably used. The average particle diameter is measured by a conventional method such as a number average diameter by image analysis of a transmission electron micrograph.

  The hydrophilic compound having gelling ability of the component (b) is not particularly limited as long as it is a water-soluble compound having gelling ability and can be used in the cosmetics and pharmaceutical fields. Specifically, hydrophilic proteins having gelling ability such as gelatin and collagen, hydrophilic polysaccharides such as agar, curdlan, scleroglucan, schizophyllan, gellan gum, alginic acid, carrageenan, mannan, pectin, hyaluronic acid, etc. Is exemplified. Among them, gelatin, agar, curdlan, gellan gum, alginic acid, and carrageenan are particularly preferably used because they are hardly affected by salts and ions and can prepare a stable gel. One or two or more hydrophilic compounds having gelling ability can be used.

These hydrophilic compounds having gelling ability are dissolved in water or an aqueous component and then left to cool and solidify to form a gel. The above compound can be dissolved in water or an aqueous component by mixing, heating, or the like.
Gelation (solidification) is carried out by stopping heating after dissolution and leaving it to stand until it becomes lower than the gelation temperature (solidification temperature).
The aqueous component is not particularly limited as long as it is an aqueous component that can be used in the cosmetics and pharmaceutical fields. For example, glycols such as 1,3-butylene glycol and propylene glycol, and lower alcohols such as ethanol and propanol. In addition, it is possible to contain components (chelates such as metaphosphate and edetate, pH adjusters, preservatives, etc.) that are generally blended as an aqueous phase component of cosmetics.

In addition, when using gellan gum as a hydrophilic compound which has gelling ability, in order to improve gel strength more, it is preferable to add a cation in an aqueous component. The cation is not particularly limited, but a monovalent or divalent cation is preferable. Specifically, an acid that releases a monovalent cation (H ⁺ ), for example, acetic acid, citric acid, etc. Examples thereof include salts that release a valent or divalent cation such as Mg ⁺⁺ , Ca ⁺⁺ , Na ⁺ , and K ⁺ , such as magnesium chloride, calcium chloride, sodium chloride, and potassium chloride.

The gel strength of the gel is not particularly limited as long as the gel itself can maintain its shape and can obtain the microgel of the next step. In the present invention, a gel having a considerably high gel strength can be used. For example, a gel having a jelly strength of 1,000 g / cm ² (day cold water measurement) or a high jelly strength of less than that can be used. A microgel can be obtained even with a very weak gel strength of about 30 g / cm ^{2 in} jelly strength. From the viewpoint of improving usability, a jelly strength of around 100 g / cm ² is preferable.

  In addition to the hydrophilic compound having gelling ability, a thickening compound having no gelling ability may be used in combination for the purpose of changing the feeling of use. Examples of thickening compounds that do not have gelling ability include hydrophilic synthetic polymers such as polyacrylic acid, polyethylene glycol, polyacrylamide, polyalkylacrylamide / polyacrylamide copolymer, carboxymethylcellulose, cationized cellulose, and pluronic, In addition to hydrophilic natural polymers such as xanthan gum, succinoglycan, guar gum and locust bean gum, hydrophilic thickening compounds such as hydrophilic clay minerals such as laponite, bentonite and smectite are exemplified. Moreover, the salt of these compounds can also be used. By using these hydrophilic thickening compounds having no gelling ability, the gel strength of the resulting gel can be freely adjusted. The gel strength is lowered by increasing the blending ratio of the thickening compound having no gelling ability. One or more thickening compounds having no gelling ability can be used.

  The blending ratio of the hydrophilic thickening compound having no gelling ability is not particularly limited, but it may be blended at a ratio of about 1 to 100% by weight with respect to the hydrophilic compound having gelling ability. it can.

  Subsequently, the formed gel is crushed by a homogenizer, a disper, a mechanical stirrer, or the like to obtain a target microgel. In the present invention, the average particle size of the microgel is 0.1 to 1,000 μm, preferably about 1 to 300 μm, more preferably about 10 to 200 μm. When the average particle size of the microgel is more than 1,000 μm, there are cases where the finger becomes bad, which may cause problems in terms of usability. On the other hand, when it is less than 0.1 μm, the viscosity as a gel preparation may not be maintained. The degree of crushing can be adjusted according to the purpose, so long as the average particle size of the obtained microgel does not deviate from the scope of the present invention. When the microgel is finely pulverized and has a fine particle size, and when the feel of the microgel itself is required, the degree of crushing is weakened by light agitation to obtain a slightly larger particle size microgel. The average particle diameter is measured by a conventional method such as a number average diameter by image analysis of a transmission electron micrograph.

  The compounding quantity of a component (b) is 0.1-0.5 mass% with respect to the oil-in-water type emulsion skin cosmetics whole quantity of this invention, Preferably it is 0.2-0.4 mass%. If the amount is less than 0.1% by mass, the effect of adding the component (b) is not recognized. On the other hand, if it exceeds 0.5% by mass, stickiness may occur in terms of usability.

In this invention, it is preferable to make the compounding ratio (mass ratio) of a component (a) and a component (b) into the range of a component (a) / component (b) = 5/1-8/1.
When the component (a) is more than the above ratio, freshness is impaired. On the other hand, when the component (a) is less, the viscosity cannot be kept stable, which is not preferable.

  In the present invention, by combining the component (a) and the component (b), the component (a) and the component (b) are combined with an excellent use feeling that the skin spreads well, is fresh and is familiar. Compared to the case where each is used alone, the thickening can be dramatically increased. As described above, in the present invention, since the viscosity increase of the oil-in-water emulsified skin cosmetic can be dramatically increased, the oil-in-water emulsified skin cosmetic is obtained by low blending of the components (a) and (b). The viscosity of can be kept stable.

In the oil-in-water emulsified skin cosmetic of the present invention, a viscosity of 20000 to 80000 mPa · s (BH viscometer, rotor No. 6, 10 rotations, 30 ° C.) is preferable, and more preferably 30000 to 70000 mPa · s. .
When the viscosity is less than 20000 mPa · s, sufficient stability cannot be maintained when the N-lauroyl-L-glutamic acid ester of component (c) is blended. On the other hand, if it exceeds 80,000 mPa · s, it will spread to the skin during use, and the familiarity with the skin will worsen.

<Component (c)>
Component (c) used in the present invention is N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester.
The component (c) used in the present invention can contain water and can be in a uniform paste state, and can have a water content that can be increased by the amount of water contained in comparison with the mass in the case of its own weight. It is an oil component having

Specific examples of N-lauroyl-L-glutamate used in the present invention include N-lauroyl-L-glutamate di (cholesteryl behenyl octyldodecyl) and N-lauroyl-L-glutamate di (cholesteryl octyldodecyl). ), N-lauroyl-L-glutamate di (phytosteryl 2-octyldodecyl), and N-lauroyl-L-glutamate di (phytosteryl behenyl 2-octyldodecyl).
As a commercially available product of N-lauroyl-L-glutamate di (cholesteryl / octyldodecyl), Erdeu CL-202 (manufactured by Ajinomoto Healthy Supply Co., Ltd.) can be mentioned, and lauroyl-L-glutamate di (octyldodecyl cholesteryl behenyl) can be mentioned. A commercially available product is Erdeu CL-301 (manufactured by Ajinomoto Healthy Supply Co., Ltd.), and a commercially available product of N-lauroyl-L-glutamate (phytosteryl / octyldodecyl) is Erdeu PS-203 (manufactured by Ajinomoto Healthy Supply Co., Ltd.). As a commercially available product of N-lauroyl-L-glutamate di (octyldodecyl phytosteryl behenyl), Erdew PS-304 (manufactured by Ajinomoto Healthy Supply Co., Ltd.) can be mentioned.

  Specific examples of the N-myristoyl-N-methyl-β-alanine ester used in the present invention include N-myristoyl-methylalanine (phytosteryl / decyltetradecyl). As a commercially available product, El Dew APS-307 (manufactured by Ajinomoto Healthy Supply Co., Ltd.) can be mentioned.

  The content of component (c) N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester is 0.005 to 2 with respect to the total amount of the oil-in-water emulsified skin cosmetic. 0.0 mass% is preferable. More preferably, it is 0.01-1.0 mass%.

<Drug components or salts that can be blended in the present invention>
The oil-in-water emulsified skin cosmetic of the present invention also has an effect of not causing changes such as a decrease in viscosity even when a drug component and salts are added. The drug component and salts can be either water-soluble or oil-soluble.
Examples of the drug component include vitamins, anti-inflammatory agents, antibacterial agents and the like. Specific examples of the drug component include vitamins B and P, water-soluble vitamins A and D and derivatives thereof, pantotenyl ethyl ether, calcium pantothenate, glycyrrhizin, glycyrrhizinate, glycyrrhetin, glycyrrhetinate, -Yard jelly, polyphenols, nicotinic acid and its derivatives (eg nicotinamide), resorcin and its derivatives, sulfur, salicylic acid and its derivatives, alkoxysalicylic acid and its salts, L-ascorbic acid and its derivatives, tranexamic acid and its derivatives glucoside, Examples include urea, xylitol, trehalose, and caffeine.
Examples of the salts include organic acid salts, amino acid salts, and inorganic salts. Examples of the organic acid salt include hydrochlorides such as citric acid, lactic acid, oxalic acid and sulfonic acid, metal salts (sodium salt, potassium salt), amine salts and the like. Examples of amino acid salts include hydrochlorides such as glycine, alanine, proline, lysine, aspartic acid, and glutamic acid, metal salts (sodium salt, potassium salt), amine salts, and the like. Examples of inorganic salts include carbonates such as sodium, potassium, magnesium, and calcium, phosphates, nitrates, borates, sulfates, sulfites, and halogen compounds (such as sodium chloride and potassium chloride).

The oil-in-water emulsified skin cosmetic of the present invention has high salt resistance, and even when these salts are blended or when the above-mentioned pharmaceutical ingredients are used in the form of salts, The stability of the system is not affected and the usability is excellent.
In the past, compounds having gelling ability such as agar, carrageenan, curdlan, and gelatin were sometimes used as thickeners. In such cases, these compounds were heated, dissolved, and gradually cooled with stirring. Thus, a viscous state was obtained without solidifying (gelling) (for example, JP-A-11-209262, etc.). However, when the compound having gelling ability is gradually cooled while stirring to obtain a thickener as shown in the conventional method, the degree of thickening of the system is limited. In particular, when a drug component or salt is blended, the viscosity of the system is reduced.
On the other hand, in the present invention, these compounds are once completely gelled (solidified) and then pulverized to form a microgel as a thickener. Unlike the thickening polysaccharides or synthetic polymer thickeners conventionally used in cosmetics, the thickening agent of component (b) of the present invention thus obtained has a thickening effect due to molecular entanglement. This is not due to the friction between the microgels obtained by pulverizing the gel. Therefore, the spinnability characteristic of the polymer solution is not seen at all, and a very refreshing feeling can be realized. In addition, the polymer solution may be affected by the compounding agent, salt, etc., causing a decrease in viscosity and the blending may be limited. However, in the present invention, there is no such concern, and the range of prescriptions for cosmetics, etc. Can be spread.

In the present invention, when a water-soluble drug component or salt is used in the present invention, after dissolving it in water or an aqueous component together with the hydrophilic component having the gelation ability, the gel is allowed to cool and solidify. Then, the gel may be pulverized and used as a microgel. Alternatively, a gel formed by dissolving the hydrophilic compound having the gelation ability in water or an aqueous component and then allowing to cool and solidify. You may mix and use what was grind | pulverized and made into the microgel and a chemical | medical component, salt, etc.
On the other hand, when using an oil-soluble drug component, salt, or the like, after dissolving the hydrophilic component having the gelation ability in water or an aqueous component, this is left to cool and solidify to form a gel. Next, the gel is pulverized into a microgel. Separately, oil-soluble drug components and salts are pre-emulsified together with other oil components in an aqueous system, and the pre-emulsified product and the microgel are mixed. It is preferable to use after emulsification.

<Oil-in-water emulsified skin cosmetics>
In addition to the above essential components, the oil-in-water emulsified skin cosmetic of the present invention is blended with a surfactant (emulsifier), oil and water necessary for producing an oil-in-water emulsified skin cosmetic. This will be described below.

"Surfactant (emulsifier)"
An optional surfactant is added depending on the product.
For example, soap base, fatty acid soap such as sodium laurate and sodium palmitate, higher alkyl sulfate such as sodium lauryl sulfate and potassium lauryl sulfate, alkyl ether sulfate such as POE lauryl sulfate triethanolamine and sodium POE lauryl sulfate Salts, N-acyl sarcosine acids such as sodium lauroyl sarcosine, N-myristoyl-N-methyl taurate sodium, higher fatty acid amide sulfonic acids such as coconut oil fatty acid methyl tauride sodium, phosphate ester salts such as POE stearyl ether phosphoric acid, Sulfosuccinates such as monolauroyl monoethanolamide POE sodium sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, linear dodecylbenzenesulfur Higher grades such as sodium benzoate, alkylbenzene sulfonates such as linear dodecyl benzene sulfonate triethanolamine, N-acyl glutamate such as N-stearoyl glutamate monosodium, monosodium N-stearoyl glutamate, hydrogenated coconut oil fatty acid sodium glycerol sulfate Fatty acid ester sulfate, sulfated oil such as funnel oil, POE alkyl ether carboxylic acid, POE alkyl allyl ether carboxylate, higher fatty acid ester sulfonate, secondary alcohol sulfate, higher fatty acid alkylolamide sulfate , Anionic surfactants such as sodium lauroyl monoethanolamide succinate, sodium caseinate; stearyltrimethylammonium chloride, lauryltrimethylammonium chloride Alkyltrimethylammonium salts, dialkyldimethylammonium salts such as distearyldimethylammonium chloride, alkylpyridinium salts such as cetylpyridinium chloride, alkyl quaternary ammonium salts, alkyldimethylbenzylammonium salts, alkylisoquinolinium salts, dialkylmorpholines Cationic surfactants such as nium salts, POE alkylamines, alkylamine salts, polyamine fatty acid derivatives, amyl alcohol fatty acid derivatives, benzalkonium chloride; 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxydi Amphoteric surfactants such as sodium salts and other imidazoline-based amphoteric surfactants, and betaine-based surfactants such as amide betaine and sulfobetaine; sorbitan monooleate, sorbitan monoisoste Sorbitan fatty acid esters such as allate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan trioleate, glycerin polyglycerin fatty acid such as mono cottonseed oil fatty acid glycerin, glyceryl monostearate, glyceryl sesquioleate, glyceryl monostearate malate , Lipophilic nonionic surfactants such as propylene glycol fatty acid esters such as propylene glycol monostearate, hydrogenated castor oil derivatives, glycerin alkyl ether, POE / methylpolysiloxane copolymer; POE sorbitan monooleate, POE POE sorbitan fatty acid esters such as sorbitan monostearate, POE sorbite monolaurate, POE sorbite monooleate, POE sorbite monostearate POE sorbite fatty acid esters such as POE glycerin monooleate, POE glycerin fatty acid esters such as POE glycerol distearate, POE monooleate, POE distearate, POE fatty acid esters such as POE monodiolate, POE lauryl ether, POE oleyl ether POE alkyl ethers such as POE cholestanol ester, POE alkyl phenyl ethers such as POE octyl phenyl ether and POE nonyl phenyl ether, POE / polyoxypropylene (hereinafter referred to as POP). ) POE / POP alkyl ethers such as monobutyl ether, POE / POP cetyl ether, POE / POP glycerin ether, POE castor oil, POE hydrogenated castor oil, POE hydrogenated castor oil monoisostearate, POE hydrogenated castor oil maleic acid, etc. POE castor oil hardened castor oil derivative, POE beeswax / lanolin derivative such as POE sorbite beeswax, alkanolamide such as coconut oil fatty acid diethanolamide, fatty acid isopropanolamide, POE propylene glycol fatty acid ester, POE fatty acid amide, POE alkylamine, sucrose fatty acid Examples thereof include hydrophilic nonionic surfactants such as esters and alkylethoxydimethylamine oxide.
Particularly preferred surfactants for the present invention include nonionic surfactants such as POE alkyl ethers and POE fatty acid esters.

  Although the compounding quantity of surfactant is suitably determined by the kind, Preferably it is 0.5-3.0 mass% with respect to oil-in-water type emulsified skin cosmetics whole quantity.

"Oil"
Any oil is blended depending on the product. For example, avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, flaxseed oil, safflower oil, Cottonseed oil, evening primrose oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagiri oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin, trioctanoic acid glycerin, triisopalmitic acid glycerin, etc. Liquid oils and fats;
Solid fats such as cocoa butter, palm oil, horse fat, hydrogenated palm oil, palm oil, beef tallow, sheep fat, hydrogenated beef tallow, palm kernel oil, pork tallow, owl kernel oil, hydrogenated oil, molasses, hydrogenated castor oil;
Beeswax, candelilla wax, carnauba wax, lanolin, lanolin acetate, liquid lanolin, sugar cane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, polyoxyethylene (hereinafter referred to as POE) lanolin alcohol ether, POE Waxes such as lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether;
Hydrocarbons such as liquid paraffin, ozokerite, squalene, paraffin, ceresin, squalane, petrolatum, microcrystalline wax;
Isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, stearic acid Isocetyl, isocetyl isostearate, cholesteryl 12-hydroxystearylate, ethylene glycol di-2-ethylhexylate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, di-2- Glyceryl heptyl undecanoate, trimethylolpropane tri-2-ethylhexylate, trimethylolpropane triisostearate Pentaerythritol tetra-2-ethylhexylate, glyceryl tri-2-ethylhexylate, trimethylolpropane triisostearate, cetyl-2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimyristate, glyceride tri-2-heptylundecanoate, Castor oil fatty acid methyl ester, oleic oil, acetoglyceride, palmitate-2-heptylundecyl, adipic acid diisopropyl, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, adipic acid di-2-heptylundecyl, sebacine Di-2-ethylhexyl acid, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, succinic acid - esters of ethylhexyl oil;
Higher fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, 12-hydroxystearic acid, undecylenic acid, lanolin fatty acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid;
Lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, monostearyl glycerin ether (batyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl Linear or branched higher alcohols such as alcohol and octyldodecanol;
Silicone oils such as dimethylpolysiloxane and methylphenylpolysiloxane;
Examples thereof include perfluorocarbons such as perfluorohexane and triperfluoro-n-butylamine, and perfluoropolyethers.
Particularly preferred oils for the present invention include higher alcohols, ester oils, and silicone oils.

  The amount of oil is appropriately determined depending on the type of product such as emulsion or cream, but is preferably 5.0 to 30.0 mass% with respect to the total amount of the oil-in-water emulsified skin cosmetic.

"water"
As the water, ion-exchanged water or purified water is preferably used. The blending amount is appropriately determined depending on the type of the product, but is preferably 40.0 to 80.0% by mass with respect to the total amount of the oil-in-water emulsified skin cosmetic.

  In addition to the above essential components, the oil-in-water emulsified skin cosmetic of the present invention usually includes components used in cosmetics, such as powders, pigments, alcohols, chelating agents, silicones, antioxidants (antioxidants). , Ultraviolet absorbers, moisturizers, fragrances, preservatives, neutralizers, pH adjusters, and the like, if necessary, can be appropriately blended within the range not impairing the effects of the present invention, and can be produced by conventional methods.

Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited thereto. Unless otherwise specified, all the amounts are mass%.
In this example, the following compounds were used as the component (a) and the component (b).
In addition, the viscosity of the oil-in-water emulsified skin cosmetic is BH viscometer, rotor No. It was measured at 6, 10 rotations and 30 ° C.

[Component (a)] Hydrophobically modified polyether urethane Copolymer represented by the above formula (I) (wherein R ₁ is an ethyl group, R ₂ and R ₄ are ethylene groups, R ₃ is a hexamethylene group, R ₅ Was 2-dodecyldodecyl group, h = 1, m = 2, k = 120, n = 20) (“Adecanol GT-700”; manufactured by Asahi Denka Kogyo Co., Ltd.).
[Component (b)] Agar Microgel Agar 2% by weight aqueous dispersion was heated to 90 ° C. and completely dissolved, and then allowed to stand to obtain a gel composition that did not flow. An agar microgel (average particle size of about 50 μm) obtained by pulverizing this gel with a homogenizer was used.
[Component (b)] Gellan gum microgel 1% by weight aqueous dispersion of gellan gum was heated to 80 ° C. and completely dissolved, and then 2.8% by weight aqueous solution of sodium chloride was added and stirred uniformly and allowed to stand. Thus, a gel composition that does not flow was obtained. A gellan gum microgel (average particle size of about 50 μm) obtained by crushing this gel with a homogenizer was used.

[Usability evaluation]
The oil-in-water emulsified skin cosmetic shown in the following formulation was prepared, and the obtained oil-in-water emulsified skin cosmetic was subjected to usability (swelling on skin, familiarity with skin, stickiness) by the methods described below. Evaluation, emollient feeling immediately after application, emollient feeling after 12 hours of application, a feeling of stickiness immediately after application, a feeling of stickiness after one month of continuous use).

[Usability (spread on skin)]
An actual use test was conducted by a panel dedicated to women (10 persons), and the skin extension was evaluated according to the following evaluation criteria.
(Evaluation criteria)
A: All 10 persons judged that the spread was light and smooth.
○: 7 to 9 persons judged that the spread was light and smooth.
(Triangle | delta): Three to six persons judged that the spread was light and smooth.
X: 0 to 2 persons were judged to be light and smooth.

[Usability (familiarity with skin)]
An actual use test was conducted by a panel dedicated to women (10 persons), and the familiarity with the skin was evaluated according to the following evaluation criteria.
(Evaluation criteria)
A: All 10 people determined that they were familiar with the skin.
○: Seven to nine people determined that they were familiar with the skin.
(Triangle | delta): Three to six persons determined with having familiarity with skin.
X: 0 to 2 persons determined that they were familiar with the skin.

[Usability (stickiness)]
An actual use test was conducted by a panel dedicated to women (10 persons), and the stickiness was evaluated according to the following evaluation criteria.
(Evaluation criteria)
A: All 10 people judged that there was no stickiness and was moist.
○: 7 to 9 people judged that there was no stickiness and was moist.
(Triangle | delta): It determined that 3-6 persons did not have stickiness and were moist.
X: 0 to 2 persons were judged to be moist without stickiness.

[Usability (emollient feeling immediately after application and 12 hours after application)]
An actual use test was conducted by a female professional panel (10 persons), and the emollient feeling was evaluated immediately after application and 12 hours after application according to the following evaluation criteria.
(Evaluation criteria)
(Double-circle): All 10 persons determined that there was an emollient feeling.
○: Seven to nine people determined that there was an emollient feeling.
(Triangle | delta): Three to six persons determined with emollient feeling.
X: 0-2 persons judged having emollient feeling.

[Usability (A feeling of sticking immediately after application and one month after continuous use)]
A: All 10 people judged that there was a feeling of stickiness.
○: Seven to nine people determined that there was a feeling of stickiness.
(Triangle | delta): Three to six persons determined that there was a feeling of stickiness.
X: 0 to 2 persons judged to have a feeling of elasticity.

[Usability (wrinkle / sag improvement effect immediately after application and one month after continuous use)]
A: All 10 persons judged to have an effect of improving wrinkles and sagging.
○: 7 to 9 persons judged to have an effect of improving wrinkles and sagging.
(Triangle | delta): Three to six persons determined that there was a wrinkle and sagging improvement effect.
X: 0 to 2 persons judged to have a wrinkle / sag improvement effect.

The oil-in-water emulsified skin cosmetic (gel cream) shown in “Table 1” was prepared by the following method.
<Production method>
Some (1), (2), some (4), (8), (9), (15), (16), (17), (20), (21) are uniform at 90 ° C And dissolve at room temperature overnight. The next day, the gel is crushed with a homomixer. Next, the remaining (1), (7), (18) and the remaining (4), (13), (10), (12), (14), (19), (22) are sequentially Add to the previously crushed gel. (5), (11), and (23) are added to this and emulsified with a homomixer. Finally, the mixture obtained by heating the mixture of (3) and (6) to 95 ° C. to make it uniform is added to the previous emulsion and deaerated to obtain the desired oil-in-water emulsion skin cosmetic.

（＊１）商品名：アデカノールＧＴ−７００、旭電化工業（株）社製
（＊２）商品名：エルデュウＰＳ−２０３、味の素ヘルシーサプライ株式会社製

(* 1) Product name: Adecanol GT-700, manufactured by Asahi Denka Kogyo Co., Ltd. (* 2) Product name: El Dew PS-203, manufactured by Ajinomoto Healthy Supply Co., Ltd.

From the results of the above-mentioned “Table 1”, Example 1 of the present invention shows that the skin spreads, fits to the skin, does not feel sticky, emollient immediately after application, emollient feeling after 12 hours of application, and feel after application. , It can be seen that all the feeling of use after 1 month of continuous use is excellent.
On the other hand, Comparative Examples 1 to 3 lacking any of the components (A) to (C), which are essential components of the present invention, lack any of the above feelings of use, as in the Examples. It can be seen that not all of the feeling of use can be demonstrated.

  Further examples relating to the present invention are given below. The oil-in-water emulsified skin cosmetics of Examples 2 to 5 are all skin cosmetics that are excellent in the effects of the present invention as in Example 1.

[Example 2] Gel cream (all-in-one type)
Compounding ingredients Compounding amount (% by mass)
(1) Ion-exchanged water remainder (2) Glycerin 8.0
(3) Dipropylene glycol 6.0
(4) Octyl sanate 2.0
(5) Component (a) Hydrophobically modified polyether urethane (PEG-240 /
Decyltetradeces-20 / HDI) copolymer 1.5
(6) Talc / Titanium dioxide / Aluminum oxide / Silicon dioxide 0.5
(7) Sodium chloride 1.0
(8) Component (b) Agar Microgel 0.8
(9) Green tea extract 0.1
(10) Component (c) N-lauroyl-L-glutamic acid di (octyldodecyl phytosteryl behenyl) 1.2
Product name: El Dew PS-304,
(Ajinomoto Healthy Supply Co., Ltd.)
(11) Polyoxyethylene hydrogenated castor oil (60EO) 1.0
(12) Na metaphosphate 0.01
(13) Phenoxyethanol 0.5
(14) Ethanol 5.0
(15) Perfume appropriate amount <Production method>
It was produced by the same method as in Example 1 in Table 1. The viscosity was 64000 mPa · s.

[Example 3] Whitening beauty serum compounding component Compounding amount (mass%)
(1) Ion-exchanged water remainder (2) Dimethicone (1.5 mPa · s) 3.0
(3) Glycerin 2.0
(4) 1,3-butylene glycol 5.0
(5) Polyethylene glycol 1500 3.0
(6) Polyethylene glycol 20000 3.0
(7) Cetyl octanoate 3.0
(8) Citric acid 0.01
(9) Sodium citrate 0.1
(10) Sodium hexametaphosphate 0.1
(11) Dipotassium glycyrrhizinate 0.1
(12) Ascorbic acid glucoside 2.0
(13) Tocopherol acetate 0.1
(14) Yukinoshita extract 0.1
(15) Component (c) N-lauroyl-L-glutamic acid di (cholesteryl / behenyl / octyldodecyl) 1.5
Product name: El Deu CL-202
(Ajinomoto Healthy Supply Co., Ltd.)
(16) Edetate 0.01
(17) Xanthan gum 0.1
(18) PEG-40 stearate 0.5
(19) Component (a) Hydrophobically modified polyether urethane (PEG-240 /
Decyltetradeces-20 / HDI) copolymer 1.0
(20) Component (b) Gellan gum microgel 2.0
(21) Phenoxyethanol 0.5
(22) Paraben 0.15
<Production method>
It was produced by the same method as in Example 1 in Table 1. The viscosity was 38000 mPa · s.

[Example 4] Ingredients for blending anti-aging serum (Mass%)
(1) Ion-exchanged water remainder (2) Dimethicone (5 mPa · s) 3.0
(3) Glycerin 2.0
(4) 1,3-butylene glycol 5.0
(5) Erythritol 3.0
(6) Polyethylene glycol 20000 3.0
(7) Isodecyl pivalate 3.0
(8) Citric acid 0.01
(9) Sodium citrate 0.1
(10) Sodium hexametaphosphate 0.1
(11) Dipotassium glycyrrhizinate 0.1
(12) Carnosine 3.0
(13) Tocopherol acetate 0.1
(14) Thiotaurine 0.1
(15) Component (c) N-lauroyl-L-glutamic acid di (phytosteryl octyldodecyl) 1.5
Product Name: El Dew PS-203
(Ajinomoto Healthy Supply Co., Ltd.)
(16) Edetate 0.01
(17) Acrylic acid / alkyl acrylate (C10-30) copolymer
0.05
(18) Asenyaku extract 0.01
(19) Component (a) Hydrophobically modified polyether urethane (PEG-240 /
Decyltetradeces-20 / HDI) copolymer 1.0
(20) Component (b) Gellan gum 2.0
(21) Phenoxyethanol 0.5
(22) Paraben 0.15
<Production method>
It was produced by the same method as in Example 1 in Table 1. The viscosity was 45000 mPa · s.

[Example 5] Whitening beauty serum compounding component Compounding amount (mass%)
(1) Ion-exchanged water remainder (2) Dimethicone (2 mPa · s) 2.0
(3) Isododecane 2.0
(4) Glycerin 2.0
(5) 1,3-butylene glycol 5.0
(6) Xylitol 3.0
(7) Polyethylene glycol 20000 3.0
(8) Isodecyl pivalate 3.0
(9) Citric acid 0.01
(10) Sodium citrate 0.1
(11) Sodium hexametaphosphate 0.1
(12) Dipotassium glycyrrhizinate 0.1
(13) Potassium 4-methoxysalicylate 1.0
(14) Tocopherol acetate 0.1
(15) Tranexamic acid 2.0
(16) Component (c) N-myristoyl-methylalanine (phytosteryl / decyltetradecyl) 1.5
Product Name: El Dew APS-307
(Ajinomoto Healthy Supply Co., Ltd.)
(17) Edetate 0.01
(18) Acrylic acid / alkyl acrylate (C10-30) copolymer
0.05
(19) Byaclenca extract 0.01
(20) Component (a) Hydrophobically modified polyether urethane (PEG-240 /
Decyltetradeces-20 / HDI) copolymer 1.0
(21) Component (b) Gellan gum 2.0
(22) Phenoxyethanol 0.5
(23) Paraben 0.15
<Production method>
It was produced by the same method as in Example 1 in Table 1. The viscosity was 25000 mPa · s.

  According to the present invention, it is possible to provide an oil-in-water emulsified skin cosmetic that has good spreading and familiarity to the skin, is not sticky, and is extremely excellent in use feeling such as emollient feeling and stickiness.

Claims (6)

With respect to the total amount of the oil-in-water emulsified skin cosmetic, 1.0 to 3.0% by mass of the following component (a), 0.1 to 0.5% by mass of component (b), and component (c) An oil-in-water type emulsified skin cosmetic comprising 0.005 to 2.0% by mass.
(A) Hydrophobically modified polyether urethane represented by the following formula (I)

In [Formula (I), R ₁ represents an alkyl group having 2 to 4 carbon atoms; R ₂ and R ₄ is each independently an alkylene group or phenylethylene group having 2 to 4 carbon atoms; R ₃ is An alkylene group having 1 to 10 carbon atoms which may have a urethane bond; R ₅ represents a linear, branched or secondary alkyl group having 8 to 36 carbon atoms; and m is a number of 2 or more. H is a number equal to or greater than 1; k is a number from 1 to 500; and n is a number from 1 to 200. ]

(B) Microgel obtained by crushing a gel comprising a hydrophilic compound having gelling ability (c) N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester   N-lauroyl-L-glutamic acid ester and / or N-myristoyl-N-methyl-β-alanine ester of component (c) is N-lauroyl-L-glutamic acid di (cholesteryl behenyl octyldodecyl), N- Lauroyl-L-glutamate di (cholesteryl octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl 2-octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl behenyl 2-octyldodecyl), N The oil-in-water emulsified skin cosmetic according to claim 1, which is one or more selected from the group consisting of myristoyl-methylalanine (phytosteryl / decyltetradecyl). Mass ratio of content of microgel obtained by crushing gel composed of hydrophobic modified polyether urethane represented by the following formula (I) of component (a) and hydrophilic compound having gelling ability as component (b) The component (a) / component (b) = 5/1 to 8/1, and the viscosity of the oil-in-water emulsified skin cosmetic is 20000 to 80000 mPa · s. 3. Oil-in-water emulsified skin cosmetic.

In [Formula (I), R ₁ represents an alkyl group having 2 to 4 carbon atoms; R ₂ and R ₄ is each independently an alkylene group or phenylethylene group having 2 to 4 carbon atoms; R ₃ is An alkylene group having 1 to 10 carbon atoms which may have a urethane bond; R ₅ represents a linear, branched or secondary alkyl group having 8 to 36 carbon atoms; and m is a number of 2 or more. H is a number equal to or greater than 1; k is a number from 1 to 500; and n is a number from 1 to 200. ] In the formula (I) of the hydrophobically modified polyether urethane represented by the following formula (I) of the component (a), R ₁ represents an alkyl group having 2 to 4 carbon atoms, and R ₂ and R ₄ are each independently Represents an alkylene group having 2 to 4 carbon atoms, R ₃ represents an alkylene group having 1 to 10 carbon atoms which may have a urethane bond, R ₅ represents a straight chain having 12 to 24 carbon atoms, A branched or secondary alkyl group, wherein m is 2, h is 1, k is a number from 100 to 300, and n is a number from 10 to 100. 4. The oil-in-water emulsified skin cosmetic according to any one of 3 above.

  The component (b) is a microgel having an average particle size of 0.1 to 1000 μm obtained by dissolving a hydrophilic compound having gelling ability in water or an aqueous component and then pulverizing the gel formed by cooling by standing. The oil-in-water emulsified skin cosmetic according to any one of claims 1 to 4.   The hydrophilic compound having gelling ability is one or more selected from the group consisting of agar, carrageenan, curdlan, gelatin, gellan gum, and alginic acid. 2. An oil-in-water emulsified skin cosmetic according to claim 1.

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