JP2018035092A - Water-in-oil type emulsion cosmetic - Google Patents
Water-in-oil type emulsion cosmetic Download PDFInfo
- Publication number
- JP2018035092A JP2018035092A JP2016169649A JP2016169649A JP2018035092A JP 2018035092 A JP2018035092 A JP 2018035092A JP 2016169649 A JP2016169649 A JP 2016169649A JP 2016169649 A JP2016169649 A JP 2016169649A JP 2018035092 A JP2018035092 A JP 2018035092A
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- Prior art keywords
- skin
- mass
- water
- component
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000011787 zinc oxide Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Abstract
Description
本発明は、油中水型乳化化粧料に関する。 The present invention relates to a water-in-oil emulsified cosmetic.
従来、化粧持続性に優れた化粧料を得るため、種々の表面処理された粉体などが用いられている。
例えば、特許文献１には、シリコーン化多糖化合物と、ポリエーテル変性シリコーン、シリコーン油、疎水性粉末、エチルアルコール、水を含有した油中水型乳化組成物が、塗布後に清涼感を与え、べたつかず、化粧持ちに優れていることが記載されている。
Conventionally, various surface-treated powders and the like have been used in order to obtain a cosmetic with excellent makeup sustainability.
For example, Patent Document 1 discloses that a water-in-oil emulsion composition containing a silicone-modified polysaccharide compound, polyether-modified silicone, silicone oil, hydrophobic powder, ethyl alcohol, and water gives a refreshing feeling after application and is sticky. In addition, it is described that it has excellent makeup retention.
本発明者らは、シリコーン化多糖化合物と、疎水化された着色顔料を含有する油中水型乳化化粧料は、化粧持ちに優れるものの、塗布後の肌に皮膜感があり、さらにむら付きしやすく、塗布後の肌が粉っぽく、かさつき、化粧肌が綺麗に見えないという課題があることを見出した。 The inventors of the present invention have a water-in-oil emulsified cosmetic containing a silicone-modified polysaccharide compound and a hydrophobized color pigment, which is excellent in long-lasting makeup, but has a film feeling on the skin after application, and is further uneven. It was found that there was a problem that the skin after application was powdery, bulky, and the makeup skin did not look beautiful.
本発明者らは、シリコーン化多糖化合物と、疎水化された着色顔料を含有する油中水型乳化化粧料に、特定のエステル油を併用することにより、塗布後の肌に皮膜感が抑制され、塗布後の肌の仕上がりが均一になり、艶やかに見え、肌が粉っぽく見えず、しかも、長時間経過後においても、肌が粉っぽく見えず、化粧肌が綺麗に見えることを見出した。 The inventors of the present invention use a specific ester oil in combination with a water-in-oil emulsified cosmetic containing a silicone-modified polysaccharide compound and a hydrophobic pigment so that the skin feeling after application is suppressed. The skin finish after application is uniform, looks glossy, the skin does not look powdery, and the skin does not look powdery after a long time and the makeup skin looks beautiful I found.
本発明は、次の成分（Ａ）、（Ｂ）及び（Ｃ）：
（Ａ）シリコーン化多糖化合物 ０．０１〜２０質量％、
（Ｂ）２５℃で液状のペンタエリスリトール脂肪酸エステル及びジペンタエリスリトール脂肪酸エステルから選ばれるエステル油 ０．０１〜３０質量％、
（Ｃ）疎水化処理された着色顔料 ０．１〜２０質量％
を含有する油中水型乳化化粧料に関する。
The present invention includes the following components (A), (B) and (C):
(A) Silicone-ized polysaccharide compound 0.01 to 20% by mass,
(B) 0.01-30% by mass of an ester oil selected from pentaerythritol fatty acid ester and dipentaerythritol fatty acid ester which are liquid at 25 ° C.
(C) 0.1 to 20% by mass of a colored pigment subjected to a hydrophobic treatment
The present invention relates to a water-in-oil emulsified cosmetic containing
本発明の油中水型乳化化粧料は、塗布後の肌に皮膜感がなく、塗布後の肌の仕上がりがが均一になり、艶やかに見え、肌が粉っぽく見えないものであり、さらに、塗布後、長時間経過後においても、肌が粉っぽく見えず、肌と化粧膜が追従しやすいので、化粧肌が綺麗に見える。 The water-in-oil emulsified cosmetic of the present invention has no film feeling on the skin after application, the skin finish after application becomes uniform, looks glossy, and the skin does not look powdery. Furthermore, even after a long time has elapsed after application, the skin does not look powdery and the skin and the makeup film are easy to follow, so the makeup skin looks beautiful.
本発明で用いる成分（Ａ）のシリコーン化多糖化合物としては、次の一般式（１） As the silicone-modified polysaccharide compound of component (A) used in the present invention, the following general formula (1)
（式中、Ｇｌｕは、多糖化合物の糖残基、Ｘは２価の結合基、Ｙは２価脂肪族基を示し、Ｒ1は炭素数１〜８の１価有機基、Ｒ2、Ｒ3及びＲ4はそれぞれ炭素数１〜８の１価有機基又は−ＯＳｉＲ5Ｒ6Ｒ7（Ｒ5、Ｒ6及びＲ7はそれぞれ炭素数１〜８の１価有機基）で示されるシロキシ基を示し、ａは０、１又は２を示す）
で表されるものが挙げられる。
(In the formula, Glu represents a sugar residue of a polysaccharide compound, X represents a divalent linking group, Y represents a divalent aliphatic group, R 1 represents a monovalent organic group having 1 to 8 carbon atoms, R 2 , R 3 and R 4 are each a monovalent organic group having 1 to 8 carbon atoms or —OSiR 5 R 6 R 7 (R 5 , R 6 and R 7 are each a monovalent organic group having 1 to 8 carbon atoms). A represents 0, 1 or 2)
The thing represented by is mentioned.
一般式（１）中、Ｇｌｕは、多糖化合物の糖残基を示し、多糖化合物としては、公知の各種多糖化合物を用いることができる。例えば、セルロース、ヘミセルロース、アラビアガム、トラガントガム、タマリンドガム、ペクチン、デンプン、マンナン、グアーガム、ローカストビーンガム、クインスシードガム、アルギン酸、カラギーナン、寒天、キサンタンガム、デキストラン、プルラン、キチン、キトサン、ヒアルロン酸、コンドロイチン硫酸の他、これら多糖化合物の誘導体、例えば、カルボキシメチル化、硫酸化、リン酸化、メチル化、エチル化、エチレンオキサイドやプロピレンオキサイド等のアルキレンオキサイドの付加、アシル化、カチオン化、低分子量化等を行った多糖化合物誘導体が挙げられる。これらのうち、エチルセルロース、プルランが好ましく、プルランがより好ましい。
なお、多糖化合物の平均分子量は多糖化合物の種類により異なるが、通常約１，０００〜５，０００，０００が好ましい。
In the general formula (1), Glu represents a sugar residue of a polysaccharide compound, and various known polysaccharide compounds can be used as the polysaccharide compound. For example, cellulose, hemicellulose, gum arabic, gum tragacanth, tamarind gum, pectin, starch, mannan, guar gum, locust bean gum, quince seed gum, alginic acid, carrageenan, agar, xanthan gum, dextran, pullulan, chitin, chitosan, hyaluronic acid, chondroitin In addition to sulfuric acid, derivatives of these polysaccharide compounds, such as carboxymethylation, sulfation, phosphorylation, methylation, ethylation, addition of alkylene oxides such as ethylene oxide and propylene oxide, acylation, cationization, low molecular weight, etc. The polysaccharide compound derivative which performed was mentioned. Of these, ethyl cellulose and pullulan are preferable, and pullulan is more preferable.
In addition, although the average molecular weight of a polysaccharide compound changes with kinds of polysaccharide compound, about 1,000-5,000,000 are preferable normally.
Ｘは、２価の結合基を示し、例えば、カルバモイル基、−ＣＨ2ＣＨ（ＯＨ）−、カルボニル基、アミノ基、エーテル基等が挙げられ、反応性の点から、カルバモイル基（−ＣＯＮＨ−）が好ましい。なお、この場合の多糖化合物の糖残基はイソシアネート基と反応している水酸基の水素原子を除いた多糖化合物の残り部分を意味する。また、その他の反応の場合にも、多糖化合物の糖残基とはこれに準ずるものを意味する。 X represents a divalent linking group, and examples thereof include a carbamoyl group, —CH 2 CH (OH) —, a carbonyl group, an amino group, an ether group, and the like. From the viewpoint of reactivity, a carbamoyl group (—CONH— ) Is preferred. In this case, the sugar residue of the polysaccharide compound means the remaining part of the polysaccharide compound excluding the hydrogen atom of the hydroxyl group reacting with the isocyanate group. In the case of other reactions, the sugar residue of the polysaccharide compound is equivalent to this.
Ｙで示される２価の脂肪族基としては、例えば、アルキレン基、主鎖中に酸素原子、窒素原子、硫黄原子等を有するアルキレン基、主鎖中にフェニレン基等のアリーレン基を有するアルキレン基、主鎖中にカルボニルオキシ基又はオキシカルボニル基を有するアルキレン基等が挙げられる。これらの２価脂肪族基は、ヒドロキシ基、アルコキシ基、アルキル基等の置換基を有することができ、また、脂肪族基の末端原子が酸素原子、窒素原子、硫黄原子等のヘテロ原子であってもよい。Ｙとしては、例えば、−（ＣＨ2）2−、−（ＣＨ2）3−、−（ＣＨ2）4−、−（ＣＨ2）6−、−（ＣＨ2）8−、−［ＣＨ2ＣＨ（ＣＨ3）］−、−（ＣＨ2）2Ｏ（ＣＨ2）3−、−ＣＨ2ＣＨ（ＯＨ）−ＣＨ2−等が挙げられ、好ましくは−（ＣＨ2）3−で示されるプロピレン基である。 Examples of the divalent aliphatic group represented by Y include an alkylene group, an alkylene group having an oxygen atom, a nitrogen atom, a sulfur atom and the like in the main chain, and an alkylene group having an arylene group such as a phenylene group in the main chain. And an alkylene group having a carbonyloxy group or an oxycarbonyl group in the main chain. These divalent aliphatic groups can have a substituent such as a hydroxy group, an alkoxy group, or an alkyl group, and the terminal atom of the aliphatic group is a hetero atom such as an oxygen atom, a nitrogen atom, or a sulfur atom. May be. The Y, for example, - (CH 2) 2 - , - (CH 2) 3 -, - (CH 2) 4 -, - (CH 2) 6 -, - (CH 2) 8 -, - [CH 2 CH (CH 3 )] —, — (CH 2 ) 2 O (CH 2 ) 3 —, —CH 2 CH (OH) —CH 2 — and the like, preferably — (CH 2 ) 3 —. Propylene group.
一般式（１）中、Ｒ1、Ｒ2、Ｒ3、Ｒ4、Ｒ5、Ｒ6及びＲ7で示される炭素数１〜８の１価有機基としては、例えば、メチル基、エチル基、プロピル基、ブチル基等のアルキル基；シクロペンチル基、シクロヘキシル基等のシクロアルキル基；フェニル基等のアリール基；ベンジル基等のアラルキル基；ビニル基、アリル基等のアルケニル基；３，３，３−トルフロロプロピル基等のフッ化アルキル基などが挙げられる。 In the general formula (1), examples of the monovalent organic group having 1 to 8 carbon atoms represented by R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 include a methyl group and an ethyl group. Alkyl groups such as propyl group and butyl group; cycloalkyl groups such as cyclopentyl group and cyclohexyl group; aryl groups such as phenyl group; aralkyl groups such as benzyl group; alkenyl groups such as vinyl group and allyl group; Examples thereof include a fluorinated alkyl group such as a 3-tolufluoropropyl group.
また、Ｒ2、Ｒ3、Ｒ4はそれぞれ−ＯＳｉＲ5Ｒ6Ｒ7で示されるシロキシ基であってもよい。このようなシロキシ基としては、例えば、トリメチルシロキシ基、エチルジメチルシロキシ基、フェニルジメチルシロキシ基、ビニルジメチルシロキシ基、３，３，３−トリフルオロプロピルジメチルシロキシ基等が挙げられる。
なお、Ｒ1、Ｒ2、Ｒ3、Ｒ4、Ｒ5、Ｒ6及びＲ7は同一又は異なっていても良いが、成分（Ａ）のシリコーン化多糖化合物（１）においては、ａ＝０で、Ｒ2、Ｒ3、Ｒ4がメチル基であるのがより好ましい。
R 2 , R 3 and R 4 may each be a siloxy group represented by —OSiR 5 R 6 R 7 . Examples of such a siloxy group include a trimethylsiloxy group, an ethyldimethylsiloxy group, a phenyldimethylsiloxy group, a vinyldimethylsiloxy group, and a 3,3,3-trifluoropropyldimethylsiloxy group.
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 may be the same or different, but in the silicone-modified polysaccharide compound (1) of component (A), a = 0 R 2 , R 3 and R 4 are more preferably methyl groups.
シリコーン化多糖化合物は、例えば、特開平１１−１０６３１０号公報に記載された方法で製造することができる。 The silicone-modified polysaccharide compound can be produced, for example, by the method described in JP-A-11-106310.
成分（Ａ）のシリコーン化多糖化合物としては、下記一般式（２） As a silicone-ized polysaccharide compound of a component (A), following General formula (2)
（式中、Ｇｌｕ、Ｙ、Ｒ1、Ｒ2、Ｒ3、Ｒ4及びａは前記と同じである）
で表されるものが好ましい。
また、Ｇｌｕがプルランのグルコース残基であるのが好ましい。さらに、ａ＝０で、Ｒ2、Ｒ3及びＲ4がメチル基であるのが好ましい。また、Ｙが−（ＣＨ2）3−で示される基であるのが好ましい。
(Wherein Glu, Y, R 1 , R 2 , R 3 , R 4 and a are the same as above)
The thing represented by these is preferable.
Moreover, it is preferable that Glu is a glucose residue of pullulan. Furthermore, it is preferable that a = 0 and R 2 , R 3 and R 4 are methyl groups. Y is preferably a group represented by — (CH 2 ) 3 —.
成分（Ａ）のシリコーン化多糖化合物として、特に好ましいものは下記一般式（３）で表されるシリコーン化プルランである。なお、一般式（３）中、ＰＬはプルランのグルコース残基を示す。 As the silicone-modified polysaccharide compound of component (A), particularly preferable is a silicone-treated pullulan represented by the following general formula (3). In the general formula (3), PL represents a glucose residue of pullulan.
シリコーン化プルランは、より具体的には、下記一般式（４）で示されるものである。 More specifically, the siliconized pullulan is represented by the following general formula (4).
（式中、Ｒは水素原子又は［（ＣＨ3）3ＳｉＯ］3Ｓｉ（ＣＨ2）3ＮＨＣＯ基を示し、その際、置換度は、０．１〜２．０であり、ｎは、１００〜２０，０００の数である。ここで、置換度とは、基本単位： (In the formula, R represents a hydrogen atom or a [(CH 3 ) 3 SiO] 3 Si (CH 2 ) 3 NHCO group, in which the degree of substitution is 0.1 to 2.0, and n is 100. It is a number of ˜20,000, where the degree of substitution is the basic unit:
についた置換基［（ＣＨ3）3ＳｉＯ］3Ｓｉ（ＣＨ2）3ＮＨＣＯ基の平均付加数を示す） The average addition number of the substituent [(CH 3 ) 3 SiO] 3 Si (CH 2 ) 3 NHCO group attached to
このシリコーン化プルランは、水溶性多糖の一種であるプルランを原料として製造される。このプルランは、Aureobasidium pullulans によって生合成される水溶性の菌体外多糖であり、Ｄ−グルコピラノース残基からなる水溶性であり、中性の線状グルカンである。プルラン分子の分子量は、上記の菌体の培養条件やその菌の系統によって異なるが、本発明で用いられるシリコーン化プルランの原料として用いられ得るプルランの分子量は、５０，０００〜１０，０００，０００であることが望ましい。 This siliconized pullulan is produced from pullulan, which is a kind of water-soluble polysaccharide. This pullulan is a water-soluble exopolysaccharide biosynthesized by Aureobasidium pullulans, is a water-soluble neutral glucan composed of D-glucopyranose residues. The molecular weight of the pullulan molecule varies depending on the culture conditions of the cells and the strains of the cells, but the molecular weight of the pullulan that can be used as a raw material for the siliconized pullulan used in the present invention is 50,000 to 10,000,000. It is desirable that
シリコーン化プルランは、プルランから、例えば、特開平８−１３４１０３号公報に記載された方法、即ちプルランの水酸基と、イソシアナート基を含有するオルガノポリシロキサンとを反応させることにより、シリコーン化プルランを製造する方法を用いて製造することが可能である。その際、シリコーン化プルランの置換度は、０．１〜２．０、好ましくは１．５〜１．９である。 Siliconized pullulan is produced from pullulan by, for example, a method described in JP-A-8-134103, that is, by reacting a hydroxyl group of pullulan with an organopolysiloxane containing an isocyanate group. It is possible to manufacture using the method to do. At that time, the degree of substitution of the siliconeized pullulan is 0.1 to 2.0, preferably 1.5 to 1.9.
このようなシリコーン化プルランとしては、例えば、ＴＳＰＬ−３０−Ｄ５（信越化学工業社製）、ＴＳＰＬ−３０−ＩＤ（信越化学工業社製）等の市販品を使用することができる。 As such a siliconized pullulan, for example, commercially available products such as TSPL-30-D5 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSPL-30-ID (manufactured by Shin-Etsu Chemical Co., Ltd.) and the like can be used.
成分（Ａ）は、１種又は２種以上を用いることができ、含有量は、十分な化粧塗膜が得られ、塗布後の化粧膜が柔らかく、肌への追従性に優れるのに、皮膜感を抑制する点から、全組成中に０．０１質量％以上であり、０．１質量％以上が好ましく、１質量％以上がより好ましく、２０質量％以下であり、１２質量％以下が好ましく、６質量％以下がより好ましい。また、成分（Ａ）の含有量は、全組成中に０．０１〜２０質量％であり、０．１〜１２質量％が好ましく、１〜６質量％がより好ましい。 Component (A) can be used singly or in combination of two or more. The content is sufficient to obtain a cosmetic coating film, the coated cosmetic film is soft, and has excellent followability to the skin. From the viewpoint of suppressing the feeling, the total composition is 0.01% by mass or more, preferably 0.1% by mass or more, more preferably 1% by mass or more, 20% by mass or less, and preferably 12% by mass or less. 6 mass% or less is more preferable. Moreover, content of a component (A) is 0.01-20 mass% in the whole composition, 0.1-12 mass% is preferable, and 1-6 mass% is more preferable.
成分（Ｂ）のエステル油は、２５℃で液状のペンタエリスリトール脂肪酸エステル及びジペンタエリスリトール脂肪酸エステルから選ばれるものである。
液状とは、流動性を有するもので、２５℃で液体、ペースト状のものである。なかでも、２５℃で液体のものが好ましい。
The component (B) ester oil is selected from pentaerythritol fatty acid esters and dipentaerythritol fatty acid esters which are liquid at 25 ° C.
The liquid state has fluidity and is a liquid or paste at 25 ° C. Among these, a liquid at 25 ° C. is preferable.
ペンタエリスリトール脂肪酸エステル及びジペンタエリスリトール脂肪酸エステルを構成する脂肪酸としては、飽和脂肪酸又は不飽和脂肪酸のいずれでも良く、直鎖脂肪酸又は分岐鎖脂肪酸のいずれでも良いが、肌への密着性や化合物の酸化安定性等の観点から、飽和脂肪酸を用いるのが好ましい。また、これらの脂肪酸は、ヒドロキシ基を有していても良い。このような脂肪酸としては、例えば、カプロン酸、カプリル酸、２−エチルヘキサン酸、イソノナン酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、イソステアリン酸、ヒドロキシステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸、セロチン酸、モンタン酸、メリシン酸等が挙げられる。また、上記飽和脂肪酸の中でも、炭素数１６〜２８の飽和脂肪酸が好ましい。このような脂肪酸としては、例えば、パルミチン酸、ステアリン酸、イソステアリン酸、ヒドロキシステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸、セロチン酸、モンタン酸等が挙げられる。また、炭素数１６〜２２の飽和脂肪酸がより好ましく、例えば、パルミチン酸、ステアリン酸、イソステアリン酸、ヒドロキシステアリン酸、アラキジン酸、ベヘン酸等が挙げられる。
具体的には、トリポリヒドロキシステアリン酸ジペンタエリスリチル、ペンタイソステアリン酸ジペンタエリスリチル、テトライソステアリン酸ジペンタエリスリチル、（ベヘン酸／ポリヒドロキシステアリン酸）ペンタエリスリチル等が挙げられる。
The fatty acid constituting the pentaerythritol fatty acid ester and dipentaerythritol fatty acid ester may be either a saturated fatty acid or an unsaturated fatty acid, and may be either a straight-chain fatty acid or a branched-chain fatty acid. From the viewpoint of stability and the like, it is preferable to use a saturated fatty acid. Moreover, these fatty acids may have a hydroxy group. Examples of such fatty acids include caproic acid, caprylic acid, 2-ethylhexanoic acid, isononanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, hydroxystearic acid, arachidic acid, and behen. Examples include acids, lignoceric acid, serotic acid, montanic acid, and melissic acid. Of the saturated fatty acids, saturated fatty acids having 16 to 28 carbon atoms are preferred. Examples of such fatty acids include palmitic acid, stearic acid, isostearic acid, hydroxystearic acid, arachidic acid, behenic acid, lignoceric acid, serotic acid, and montanic acid. Further, a saturated fatty acid having 16 to 22 carbon atoms is more preferable, and examples thereof include palmitic acid, stearic acid, isostearic acid, hydroxystearic acid, arachidic acid, and behenic acid.
Specific examples include dipentaerythrityl tripolyhydroxystearate, dipentaerythrityl pentaisostearate, dipentaerythrityl tetraisostearate, (behenic acid / polyhydroxystearic acid) pentaerythrityl, and the like.
成分（Ｂ）は、塗布後の肌の皮膜感を抑制し、肌と化粧膜の追従性に優れる点から、水酸基を有するものが好ましく、例えば、ヒドロキシステアリン酸を有するものが挙げられる。
具体的には、トリポリヒドロキシステアリン酸ジペンタエリスリチル、（ベヘン酸／ポリヒドロキシステアリン酸）ペンタエリスリチル等が挙げられる。
成分（Ｂ）を構成するアルコールは、塗布後の肌が均一に見え、艶やかで、肌が粉っぽく見えないので、化粧後の乾燥感を抑制し、さらに、塗布後、長時間経過後においても、肌が粉っぽく見えない点から、ペンタエリスリトール、ジペンタエリスリトールであり、なかでも、ジペンタエリスリトールが好ましい。
成分（Ｂ）としては、ジペンタエリスリトール脂肪酸エステルが好ましく、トリポリヒドロキシステアリン酸ジペンタエリスリチルがより好ましい。
The component (B) preferably has a hydroxyl group from the viewpoint of suppressing the skin feeling after application and having excellent followability between the skin and the decorative film, and examples thereof include those having hydroxystearic acid.
Specific examples include dipentaerythrityl tripolyhydroxystearate, (behenic acid / polyhydroxystearic acid) pentaerythrityl, and the like.
The alcohol that constitutes component (B) has a uniform skin after application, is glossy, and does not look like a powdery skin. Later, pentaerythritol and dipentaerythritol are preferred because the skin does not look powdery. Among them, dipentaerythritol is preferable.
As the component (B), dipentaerythritol fatty acid ester is preferable, and dipentaerythritol tripolyhydroxystearate is more preferable.
トリポリヒドロキシステアリン酸ジペンタエリスリチルとしては、サラコスＷＯ−６（日清オイリオ社製）、ペンタイソステアリン酸ジペンタエリスリチルとしては、サラコスＤＰ−５１８Ｎ（日清オイリオ社製）等の市販品を用いることができる。
また、テトライソステアリン酸ジペンタエリスリチル、（ベヘン酸／ポリヒドロキシステアリン酸）ペンタエリスリチルは、公知の方法に従って製造することができ、例えば、後記製造例に記載された方法で製造することができる。
Commercially available products such as Saracos WO-6 (manufactured by Nisshin Oillio Co., Ltd.) can be used as dipentaerythrityl tripolyhydroxystearate, and Saracos DP-518N (manufactured by Nisshin Oilio Co., Ltd.) as dipentaerythritol pentaisostearate.
Further, dipentaerythrityl tetraisostearate and (behenic acid / polyhydroxystearic acid) pentaerythrityl can be produced according to a known method, and can be produced, for example, by the method described in Production Examples below.
成分（Ｂ）は、１種又は２種以上を用いることができ、塗布後の肌が均一に見え、艶やかで、肌が粉っぽく見えない点から、含有量は、全組成中に０．０１質量％以上であり、０．１質量％以上が好ましく、０．３質量％以上がより好ましく、３０質量％以下であり、１５質量％以下が好ましく、４質量％以下がより好ましい。また、成分（Ｂ）の含有量は、全組成中に０．０１〜３０質量％であり、０．１〜１５質量％が好ましく、０．３〜４質量％がより好ましい。 Component (B) can be used singly or in combination of two or more types, and the content is in the whole composition because the skin after application looks uniform, glossy and the skin does not look powdery. It is 0.01 mass% or more, 0.1 mass% or more is preferable, 0.3 mass% or more is more preferable, 30 mass% or less is 15 mass% or less, and 4 mass% or less is more preferable. Moreover, content of a component (B) is 0.01-30 mass% in the whole composition, 0.1-15 mass% is preferable, and 0.3-4 mass% is more preferable.
本発明において、成分（Ｂ）に対する成分（Ａ）の質量割合（Ａ）／（Ｂ）は、塗布後の肌が均一に見え、艶やかで、肌が粉っぽく見えないので、化粧後の乾燥感を抑制し、さらに、塗布後、長時間経過後においても、肌が粉っぽく見えず、肌と化粧膜が追従しやすい点から、０．１以上が好ましく、０．４以上がより好ましく、１以上がさらに好ましく、５０以下が好ましく、２０以下がより好ましく、６以下がさらに好ましい。また、成分（Ｂ）に対する成分（Ａ）の質量割合（Ａ）／（Ｂ）は、０．１〜５０が好ましく、０．４〜２０がより好ましく、１〜６がさらに好ましい。 In the present invention, the mass ratio (A) / (B) of the component (A) to the component (B) is such that the skin after application looks uniform, glossy, and the skin does not look powdery. Furthermore, 0.1 or more is preferable, and 0.4 or more is preferable in that the skin does not look powdery even after a long period of time after application, and the skin and the decorative film easily follow. More preferably, 1 or more is more preferable, 50 or less is preferable, 20 or less is more preferable, and 6 or less is more preferable. Moreover, 0.1-50 are preferable, as for the mass ratio (A) / (B) of the component (A) with respect to a component (B), 0.4-20 are more preferable, and 1-6 are more preferable.
本発明で用いる成分（Ｃ）の着色顔料は、疎水化処理されたものである。
処理される着色顔料としては、通常の化粧料に用いられるものであればいずれでも良く、例えば、酸化チタン、酸化亜鉛、黄酸化鉄、ベンガラ、黒酸化鉄、紺青、群青、酸化クロム、水酸化クロム等の金属酸化物；マンガンバイオレット、チタン酸コバルト等の金属錯体；カーボンブラック等の無機顔料；赤色３号、赤色１０４号、赤色１０６号、赤色２０１号、赤色２０２号、赤色２０４号、赤色２０５号、赤色２２０号、赤色２２６号、赤色２２７号、赤色２２８号、赤色２３０号、赤色４０１号、赤色４０５号、赤色５０５号、橙色２０３号、橙色２０４号、橙色２０５号、黄色４号、青色１号等の合成有機顔料；β−カロチン、カラメル、パプリカ色素等の天然有機色素などが挙げられる。
これらのうち、酸化チタン、黄酸化鉄、ベンガラ、黒酸化鉄から選ばれる１種又は２種以上が好ましい。
The colored pigment of component (C) used in the present invention has been hydrophobized.
The color pigment to be treated may be any pigment used in ordinary cosmetics, for example, titanium oxide, zinc oxide, yellow iron oxide, red iron oxide, bituminous iron, bitumen, ultramarine blue, chromium oxide, hydroxide Metal oxides such as chromium; Metal complexes such as manganese violet and cobalt titanate; Inorganic pigments such as carbon black; Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red 205, Red 220, Red 226, Red 227, Red 228, Red 230, Red 401, Red 405, Red 505, Orange 203, Orange 204, Orange 205, Yellow 4 And synthetic organic pigments such as Blue No. 1; natural organic pigments such as β-carotene, caramel, and paprika pigments.
Of these, one or more selected from titanium oxide, yellow iron oxide, bengara, and black iron oxide are preferable.
着色顔料を疎水化処理するには、公知の疎水化処理剤及び公知の疎水化処理方法を用いれば良く、例えば、フッ素化合物、シリコーン系化合物、金属石鹸、油剤等の表面処理剤を用い、乾式処理、湿式処理等を行えばよい。
表面処理剤の具体例としては、パーフルオロアルキルリン酸エステル、パーフルオロアルキルアルコキシシラン等のフッ素系化合物；メチルハイドロジェンポリシロキサン、環状シリコーン、片末端又は両末端トリアルコキシ基変性オルガノポリシロキサン等のシリコーン系化合物；ステアリン酸アルミニウム、ステアリン酸亜鉛等の金属石鹸、ラウロイルリジン等のアミノ酸系化合物が挙げられる。
なかでも、フッ素化合物処理、シリコーン処理が好ましい。
In order to hydrophobize the color pigment, a known hydrophobizing agent and a known hydrophobizing method may be used. For example, a surface treatment agent such as a fluorine compound, a silicone compound, a metal soap, or an oil agent is used, and a dry process is performed. What is necessary is just to perform a process, a wet process, etc.
Specific examples of the surface treatment agent include fluorine compounds such as perfluoroalkyl phosphate esters and perfluoroalkylalkoxysilanes; methylhydrogenpolysiloxanes, cyclic silicones, one- or both-end trialkoxy group-modified organopolysiloxanes, etc. Silicone compounds; metal soaps such as aluminum stearate and zinc stearate, and amino acid compounds such as lauroyllysine.
Of these, fluorine compound treatment and silicone treatment are preferred.
フッ素化合物としては、下記式で示されるトリデカフルオロオクチルトリエトキシシランが好ましい。
Ｆ3Ｃ−(ＣＦ2)5−(ＣＨ2)2−Ｓｉ−(ＯＣＨ2ＣＨ3)3
粉体を表面処理するフッ素化合物のうちでも、トリデカフルオロオクチルトリエトキシシランで表面処理した粉体を用いることにより、安定性に優れ、肌なじみが良く、つっぱり感やムラづきを抑制し、しっとりした使用感を得ることができる。トリデカフルオロオクチルトリエトキシシランとしては、大東化成工業社より販売されているＦＨＳが好適である。
As the fluorine compound, tridecafluorooctyltriethoxysilane represented by the following formula is preferable.
F 3 C— (CF 2 ) 5 — (CH 2 ) 2 —Si— (OCH 2 CH 3 ) 3
Among the fluorine compounds that surface-treat powder, by using the powder surface-treated with tridecafluorooctyltriethoxysilane, it has excellent stability, good skin fit, moisturizing feeling and unevenness, and moist Can be used. As the tridecafluorooctyltriethoxysilane, FHS sold by Daito Kasei Kogyo Co., Ltd. is suitable.
処理量は着色顔料によって異なるが、撥水性及び撥油性が十分に発現し、感触も良好である点から、成分（Ｃ）の疎水化処理した着色顔料１００質量％に対して、０．０５質量％以上が好ましく、０．１質量％以上がより好ましく、５０質量％以下が好ましく、２０質量％以下がより好ましい。これらの観点を総合すると、処理量は、成分（Ｃ）の疎水化処理した着色顔料１００質量％に対して、０．０５〜５０質量％であるのが好ましく、０．１〜２０質量％がより好ましい。 The treatment amount varies depending on the color pigment, but from the viewpoint that water repellency and oil repellency are sufficiently expressed and the feel is good, 0.05% by mass with respect to 100% by mass of the component (C) hydrophobized color pigment. % Or more is preferable, 0.1% by mass or more is more preferable, 50% by mass or less is preferable, and 20% by mass or less is more preferable. When these viewpoints are put together, the treatment amount is preferably 0.05 to 50% by mass, and 0.1 to 20% by mass with respect to 100% by mass of the coloring pigment subjected to the hydrophobic treatment of the component (C). More preferred.
成分（Ｃ）は、１種又は２種以上を用いることができ、塗布直後の肌への適度なカバー力と肌へのなじみが良い点から、含有量は、全組成中に０．１質量％以上であり、１質量％以上が好ましく、５質量％以上がより好ましく、２０質量％以下であり、１７質量％以下が好ましく、１３質量％以下がより好ましく、１１質量％以下がさらに好ましい。また、成分（Ｃ）の含有量は、全組成中に０．１〜２０質量％であり、１〜１７質量％が好ましく、５〜１３質量％がより好ましく、５〜１１質量％がさらに好ましい。 Component (C) can be used singly or in combination of two or more, and the content is 0.1 mass in the total composition from the point of suitable covering power to skin immediately after application and good fit to skin. %, Preferably 1% by weight or more, more preferably 5% by weight or more, 20% by weight or less, preferably 17% by weight or less, more preferably 13% by weight or less, and even more preferably 11% by weight or less. Moreover, content of a component (C) is 0.1-20 mass% in the whole composition, 1-17 mass% is preferable, 5-13 mass% is more preferable, 5-11 mass% is further more preferable. .
本発明において、成分（Ｂ）に対する成分（Ｃ）の質量割合（Ｃ）／（Ｂ）は、塗布後の肌が均一に見え、艶やかで、滑らかに見え、肌が粉っぽく見えないので、化粧後の乾燥感を抑制し、さらに、塗布後、長時間経過後においても、肌が粉っぽく見えず、肌と化粧膜が追従しやすい点から、１以上が好ましく、２以上がより好ましく、４以上がさらに好ましく、８０以下が好ましく、４０以下がより好ましく、２０以下がさらに好ましい。また、成分（Ｂ）に対する成分（Ｃ）の質量割合（Ｃ）／（Ｂ）は、１〜８０が好ましく、２〜４０がより好ましく、４〜２０がさらに好ましい。 In the present invention, the mass ratio (C) / (B) of the component (C) to the component (B) is such that the skin after application looks uniform, glossy and smooth, and the skin does not look powdery. Therefore, it suppresses the feeling of dryness after makeup, and moreover, 1 or more is preferable, and 2 or more is preferable in that the skin does not look powdery even after a long time has elapsed after application and the skin and the cosmetic film easily follow. More preferably, 4 or more is more preferable, 80 or less is preferable, 40 or less is more preferable, and 20 or less is more preferable. Moreover, 1-80 are preferable, as for the mass ratio (C) / (B) of the component (C) with respect to a component (B), 2-40 are more preferable, and 4-20 are more preferable.
本発明の油中水型乳化化粧料は、さらに、成分（Ｂ）以外に、２５℃で液状の油成分を含有することができる。２５℃で流動性を有する油性成分であり、流動性を有する限りペースト状の油性成分も含まれる。
かかる２５℃で液状の油成分としては、通常の化粧料に用いられるものであれば良く、例えば、流動パラフィン、軽質イソパラフィン、流動イソパラフィン、ミネラルオイル、ポリブテン、ポリイソブテン、水添ポリデセン、スクワラン、スクワレン等の直鎖又は分岐の炭化水素油；アボガド油、マカデミアナッツ油、オリーブ油、ナタネ油、ゴマ油、小麦胚芽油、アマニ油、綿実油、大豆油、パーム油、ヤシ油、ヒマシ油、ホホバ油、ヒマワリ油、ツバキ油、トウモロコシ油等の植物油；液状ラノリン等の動物油；ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル、イソステアリン酸イソプロピル、イソノナン酸イソノニル、ステアリン酸ブチル、オレイン酸オレイル、イソノナン酸イソトリデシル、ミリスチン酸イソステアリル、リシノレイン酸オクチルドデシル、ヒドロキシステアリン酸オクチル、モノイソステアリン酸ジグリセリル、パルミチン酸エチルヘキシル、エチルヘキサン酸セチル、メトキシケイ皮酸オクチル、酢酸トコフェロール、炭酸プロピレン、リンゴ酸ジイソステアリル、ジカプリル酸プロピレングリコール、ジカプリン酸ネオペンチルグリコール、ジエチルヘキサン酸ネオペンチルグリコール、ジイソステアリン酸ジグリセリル、ジイソステアリン酸プロパンジオール、モノイソステアリン酸モノミリスチン酸グリセリル、ジイソステアリン酸グリセリル、トリイソステアリン酸グリセリル、ジ（カプリン酸／カプリル酸）プロパンジオール、トリ（カプリル酸／カプリン酸）グリセリル、トリ２−エチルヘキサン酸グリセリル、トリエチルヘキサノイン、トリ−２−エチルヘキサン酸トリメチロールプロパン、トリイソステアリン酸トリメチロールプロパン、テトラオクタン酸ペンタエリスリチル、テトラエチルヘキサン酸ペンタエリスリット、テトライソステアリン酸ペンタエリスリトール、イソステアリン酸ポリグリセリル−２、ジイソステアリン酸ポリグリセリル−２、トリイソステアリン酸ポリグリセリル−２、テトライソステアリン酸ポリグリセリル−２、オクタカプリル酸ポリグリセリル−６、（イソステアリン酸／セバシン酸）ジトリメチロールプロパンオリゴエステル、ラウロイルグルタミン酸ジ（フィトステリル／オクチルドデシル）、ラウロイルグルタミン酸ジ（フィトステリル・ベヘニル・オクチルドデシル）、イソステアリン酸トレハロースエステルズ、ヒドロキシステアリン酸エチルヘキシル、フィトステロール脂肪酸エステル、コレステロール脂肪酸エステル、ポリグリセリン脂肪酸エステル、ペンタエリスリトール脂肪酸エステル、ｄｌ−α−トコフェロール、ニコチン酸ｄｌ−α−トコフェロール等の脂肪酸エステル；オクチルドデカノール等の高級アルコール；ジフェニルジメチコン、ジメチルポリシロキサン、メチルシクロポリシロキサン、メチルフェニルポリシロキサン、メチルハイドロジェンポリシロキサン、高級アルコール変性オルガノポリシロキサン、トリス（トリメチルシロキシ）メチルシラン等のシリコーン油；フルオロポリエーテル、パーフルオロアルキルエーテルシリコーン等のフッ素油；パラメトキシケイ皮酸２−エチルヘキシル、炭酸プロピレン；クリーム状やペースト状として、トリラノリン脂肪酸グリセリル、軟質ラノリン脂肪酸、ワセリン、分岐又はヒドロキシル化した脂肪酸コレステリル、イソステアリン酸硬化ヒマシ油、モノヒドロキシステアリン酸硬化ヒマシ油、トリ（カプリル・カプリン・ミリスチン・ステアリン酸）グリセリド、乳酸ミリスチル、ダイマージリノール酸水添ヒマシ油、ダイマージリノール酸（フィトルテリル／イソステアリル／セチル／ステアリル／ベヘニル）、オレイン酸フィトステリル、ラウロイルグルタミン酸ジ（フィトステリル・ベヘニル・オクチルドデシル）等が挙げられる。
The water-in-oil emulsified cosmetic of the present invention can further contain an oil component that is liquid at 25 ° C. in addition to the component (B). It is an oily component having fluidity at 25 ° C., and includes a paste-like oily component as long as it has fluidity.
Such a liquid oil component at 25 ° C. may be any oil component that is used in ordinary cosmetics, for example, liquid paraffin, light isoparaffin, liquid isoparaffin, mineral oil, polybutene, polyisobutene, hydrogenated polydecene, squalane, squalene, etc. Straight chain or branched hydrocarbon oils: avocado oil, macadamia nut oil, olive oil, rapeseed oil, sesame oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, palm oil, palm oil, castor oil, jojoba oil, sunflower oil, Vegetable oil such as camellia oil, corn oil, etc. Animal oil such as liquid lanolin; Isopropyl myristate, octyldodecyl myristate, isopropyl isostearate, isononyl isononanoate, butyl stearate, oleyl isonate, isotridecyl isononanoate, isostearic myristate Octyldodecyl ricinoleate, octyl hydroxystearate, diglyceryl monoisostearate, ethylhexyl palmitate, cetyl ethylhexanoate, octyl methoxycinnamate, tocopherol acetate, propylene carbonate, diisostearyl malate, propylene glycol dicaprylate, dicaprin Neopentyl glycol acid, neopentyl glycol diethylhexanoate, diglyceryl diisostearate, propanediol diisostearate, glyceryl monoisostearate, glyceryl diisostearate, glyceryl triisostearate, di (capric / caprylic acid) propanediol, Tri (caprylic / capric) glyceryl, glyceryl tri-2-ethylhexanoate, triethyl Xanoin, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythrityl tetraoctanoate, pentaerythritol tetraethylhexanoate, pentaerythritol tetraisostearate, polyglyceryl-2 isostearate, polyglyceryl diisostearate 2, polyglyceryl-2 triisostearate, polyglyceryl-2 tetraisostearate, polyglyceryl-6 octacaprylate, (isostearic acid / sebacic acid) ditrimethylolpropane oligoester, lauroylglutamate di (phytosteryl / octyldodecyl), lauroylglutamate di ( Phytosteryl, behenyl, octyldodecyl), isostearic acid trehalose esters, Fatty acid esters such as ethyl hexyl hydroxystearate, phytosterol fatty acid ester, cholesterol fatty acid ester, polyglycerol fatty acid ester, pentaerythritol fatty acid ester, dl-α-tocopherol, dl-α-tocopherol nicotinate; higher alcohols such as octyldodecanol; diphenyl Silicone oils such as dimethicone, dimethylpolysiloxane, methylcyclopolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, higher alcohol-modified organopolysiloxane, tris (trimethylsiloxy) methylsilane; fluoropolyether, perfluoroalkylether silicone, etc. Fluorine oil; 2-methoxyhexyl paramethoxycinnamate, propylene carbonate; As paste, trilanoline fatty acid glyceryl, soft lanolin fatty acid, petrolatum, branched or hydroxylated fatty acid cholesteryl, isostearic acid hydrogenated castor oil, monohydroxystearic acid hydrogenated castor oil, tri (capryl / caprin / myristin / stearic acid) glyceride, lactic acid Examples include myristyl, dimerlinoleic acid hydrogenated castor oil, dimerlinoleic acid (phytorteryl / isostearyl / cetyl / stearyl / behenyl), phytosteryl oleate, dilauroylglutamate (phytosteryl / behenyl / octyldodecyl), and the like.
これらの２５℃で液状の油成分は、１種又は２種以上用いることができ、含有量は、粉体と肌との密着性に優れる点から、全組成中に５質量％以上が好ましく、２０質量％以上がより好ましく、３０質量％以上がさらに好ましく、７０質量％以下が好ましく、６０質量％以下がより好ましく、４５質量％以下がさらに好ましい。また、２５℃で液状の油成分の含有量は、全組成中に５〜７０質量％が好ましく、２０〜６０質量％がより好ましく、３０〜４５質量％がさらに好ましい。 These oil components which are liquid at 25 ° C. can be used alone or in combination of two or more, and the content is preferably 5% by mass or more in the total composition from the viewpoint of excellent adhesion between the powder and the skin. 20 mass% or more is more preferable, 30 mass% or more is more preferable, 70 mass% or less is preferable, 60 mass% or less is more preferable, and 45 mass% or less is further more preferable. Moreover, 5-70 mass% is preferable in the whole composition, and, as for content of a liquid oil component at 25 degreeC, 20-60 mass% is more preferable, and 30-45 mass% is further more preferable.
本発明において、水の含有量は、全組成中に５質量％以上が好ましく、１０質量％以上がより好ましく、１５質量％以上がさらに好ましく、７０質量％以下が好ましく、５０質量％以下がより好ましく、３０質量％以下がさらに好ましい。また、水の含有量は、全組成中に５〜７０質量％が好ましく、１０〜５０質量％がより好ましく、１５〜３０質量％がさらに好ましい。 In the present invention, the content of water is preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 15% by mass or more, more preferably 70% by mass or less, and more preferably 50% by mass or less in the total composition. Preferably, 30 mass% or less is more preferable. Moreover, 5-70 mass% is preferable in the whole composition, as for content of water, 10-50 mass% is more preferable, and 15-30 mass% is further more preferable.
本発明の油中水型乳化化粧料は、前記成分以外に、通常化粧料に用いられる成分、例えば、前記以外の粉体、前記以外の油性成分、界面活性剤、水溶性高分子、酸化防止剤、香料、色素、防腐剤、増粘剤、pH調整剤、血行促進剤、冷感剤、制汗剤、殺菌剤、皮膚賦活剤、保湿剤、清涼剤等を含有することができる。 The water-in-oil emulsified cosmetic of the present invention is a component usually used in cosmetics other than the above components, for example, powders other than the above, other oily components, surfactants, water-soluble polymers, and antioxidants. An agent, a fragrance | flavor, a pigment | dye, antiseptic | preservative, a thickener, a pH adjuster, a blood circulation promoter, a cooling agent, an antiperspirant, a disinfectant, a skin activator, a moisturizer, a refreshing agent etc. can be contained.
本発明の油中水型乳化化粧料は、通常の方法に従って製造することができ、液状、乳液液、ペースト状、クリーム状、ジェル状等の剤型にすることができ、液状、乳液状、クリーム状が好ましい。
また、本発明の油中水型乳化化粧料は、化粧下地、ファンデーション、コンシーラー；ほお紅、アイシャドウ、マスカラ、アイライナー、アイブロウ、オーバーコート剤、口紅等のメイクアップ化粧料；日やけ止め乳液、日焼け止めクリーム等の紫外線防御化粧料などとして適用することができる。なかでも、化粧下地、ファンデーションがより好ましい。
本発明の油中水型乳化化粧料は、単品のみの使用においても、リキッドファンデーションやパウダーファンデーション・白粉等の粉体化粧料の重ね付けにおいても使用することができる。
The water-in-oil emulsified cosmetic of the present invention can be produced according to a usual method, and can be made into a liquid, emulsion, paste, cream, gel, etc., liquid, emulsion, Cream is preferred.
Further, the water-in-oil emulsified cosmetic of the present invention comprises a makeup base, foundation, concealer; makeup cosmetics such as blusher, eyeshadow, mascara, eyeliner, eyebrow, overcoat agent, lipstick; sunscreen emulsion, It can be applied as UV protection cosmetics such as sunscreen cream. Of these, a makeup base and a foundation are more preferable.
The water-in-oil emulsified cosmetic of the present invention can be used in the case of using only a single product, or in the case of overlaying powder cosmetics such as liquid foundation, powder foundation, and white powder.
製造例１（（ベヘン酸／ポリヒドロキシステアリン酸）ペンタエリスリチルの製造）
（１）撹拌機、温度計、窒素ガス吹込管及び水分分離器を備えた１Ｌの四つ口フラスコに、１２−ヒドロキシステアリン酸（小倉合成工業社製、商品名「１２−ヒドロ酸ＨＰ」、純度：９９質量％）５４０ｇを仕込み、触媒として全体仕込み量の０．１％の塩化スズ、及び還流溶剤として全体仕込み量の５％のキシロールを加え、窒素気流下、生成した水を除去しながら２００℃の温度で、１５時間反応を行い、１２−ヒドロキシステアリン酸重合物を得た。得られた重合物の酸価を測定したところ、酸価は１９．４ｍｇＫＯＨ／ｇであり、酸価より算出した平均重合度は１０．２であることから、得られた生成物は１２−ヒドロキシステアリン酸１０量体であった。
Production Example 1 (Production of (behenic acid / polyhydroxystearic acid) pentaerythrityl)
(1) In a 1 L four-necked flask equipped with a stirrer, a thermometer, a nitrogen gas blowing tube and a water separator, 12-hydroxystearic acid (trade name “12-hydroacid HP” manufactured by Kokura Gosei Kogyo Co., Ltd., Purity: 99% by mass) 540 g, 0.1% tin chloride of the total charge as a catalyst, and 5% xylol of the total charge as a reflux solvent, while removing the generated water in a nitrogen stream Reaction was performed at a temperature of 200 ° C. for 15 hours to obtain a 12-hydroxystearic acid polymer. When the acid value of the obtained polymer was measured, the acid value was 19.4 mgKOH / g, and the average degree of polymerization calculated from the acid value was 10.2. Therefore, the obtained product was 12-hydroxy. It was a 10-mer stearic acid.
（２）次いで、撹拌機、温度計、窒素ガス吹込管及び水分分離器を備えた１Ｌの四つ口フラスコに、上述のようにして得られた１２−ヒドロキシステアリン酸重合物（酸価：１９．４ｍｇＫＯＨ／ｇ、１０量体）５１４ｇ、ベヘン酸（ユニケマ社製、商品名「ＰＲＩＦＲＡＣ２９８９」）８２ｇ及びペンタエリスリトール（李長栄化学工業社製、商品名「ペンタエリスリトール」）１６ｇを加え、窒素気流下、生成した水を除去しながら２１０℃の温度で、生成物の酸価が１．４ｍｇＫＯＨ／ｇ以下になるまで反応を行った。
反応終了後、触媒を濾別し、次に活性白土を用いて脱色後、常法にて脱臭を行い、常温でペースト状のエステル化反応生成物（テトラ（ポリ１２−ヒドロキシステアリン酸／ベヘン酸）ペンタエリスリチル）２４６ｇを得た。
得られたエステル化反応生成物の酸価は１．６ｍｇＫＯＨ／ｇであり、水酸基価は２１ｍｇＫＯＨ／ｇであった。また、得られたエステル化反応生成物の脂肪酸残基における７量体以上の１２−ヒドロキシステアリン酸重合物のモル比（％）は４３％であり、ベヘン酸のモル比（％）は５７％である。
(2) Next, in a 1 L four-necked flask equipped with a stirrer, a thermometer, a nitrogen gas blowing tube and a water separator, the 12-hydroxystearic acid polymer (acid value: 19) obtained as described above was used. .4 mg KOH / g, 10-mer) 514 g, behenic acid (manufactured by Unikema, trade name “PRIFRAC 2989”) 82 g and pentaerythritol (Li Changei Chemical Co., trade name “Pentaerythritol”) 16 g are added under nitrogen flow. The reaction was performed at a temperature of 210 ° C. while removing the generated water until the acid value of the product was 1.4 mgKOH / g or less.
After completion of the reaction, the catalyst is filtered off, then decolorized using activated clay, deodorized by a conventional method, and a paste-form esterification reaction product (tetra (poly-12-hydroxystearic acid / behenic acid) at room temperature. ) Pentaerythrityl) 246 g was obtained.
The acid value of the obtained esterification reaction product was 1.6 mgKOH / g, and the hydroxyl value was 21 mgKOH / g. The molar ratio (%) of the 12-hydroxystearic acid polymer of 7-mer or more in the fatty acid residue of the obtained esterification reaction product is 43%, and the molar ratio (%) of behenic acid is 57%. It is.
製造例２（テトライソステアリン酸ジペンタエリスリチルの製造）
攪拌機、温度計、窒素ガス吹込管及び水分離管を備えた３Ｌの４つロフラスコに、ジペンタエリスリトール〔商品名：ジ・ペンタリット、広栄化学工業社製〕５８．４ｇ（０．２３モル）と２−（１，３，３−トリメチル）ブチル−５，７，７−トリメチルオクタン酸〔商品名：イソステアリン酸、日産化学工業社製〕２９３．９ｇ（１．０３モル）を仕込んだ（原料仕込み質量比＝１０：５０．３）。その後、ジブチルチンオキサイド（触媒）を全仕込み量の０．０５質量％、キシレン（還流溶剤）を全仕込み量の５質量％加え、攪拌しながら２００〜２５０℃で約２１時間反応を行った。反応終了後、還流溶剤であるキシレンを減圧留去した。キシレンを除去した反応物を、活性白土により吸着処理し、次いで６０℃程度まで冷却後ろ過し、常法にて脱臭・蒸留処理を行うことで、テトライソステアリン酸ジペンタエリスリチルを２４５ｇ得た。
テトライソステアリン酸ジペンタエリスリチルの酸価は０．２、水酸基価は８１、凝固点−１６℃であり、−３０℃でも曇らなかった。また、２５℃における粘度は、３５万ｍＰａ・ｓであり、２５℃で液状であった。粘度は、ブルックフィールド型粘度計（ＢＨ型）を用い、２５℃にてローターＮｏ．６を用い、２ｒｐｍにて測定した。
Production Example 2 (Production of dipentaerythrityl tetraisostearate)
In a 3 L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separation tube, dipentaerythritol [trade name: dipentarit, manufactured by Guangei Chemical Industry Co., Ltd.] 58.4 g (0.23 mol) 2- (1,3,3-trimethyl) butyl-5,7,7-trimethyloctanoic acid [trade name: isostearic acid, manufactured by Nissan Chemical Industries, Ltd.] 293.9 g (1.03 mol) was charged (raw material charge) Mass ratio = 10: 50.3). Thereafter, 0.05% by mass of dibutyltin oxide (catalyst) and 5% by mass of xylene (refluxing solvent) were added to the total charged amount, and the reaction was performed at 200 to 250 ° C. for about 21 hours while stirring. After completion of the reaction, xylene as a refluxing solvent was distilled off under reduced pressure. The reaction product from which xylene was removed was adsorbed with activated clay, then cooled to about 60 ° C., filtered, and deodorized and distilled by a conventional method to obtain 245 g of dipentaerythrityl tetraisostearate.
Dipentaerythrityl tetraisostearate had an acid value of 0.2, a hydroxyl value of 81, a freezing point of -16 ° C, and was not cloudy even at -30 ° C. The viscosity at 25 ° C. was 350,000 mPa · s, and it was liquid at 25 ° C. The viscosity was measured using a Brookfield viscometer (BH type) at 25 ° C. with rotor No. 6 and measured at 2 rpm.
実施例１〜９及び比較例１〜４
表１に示す組成の油中水型乳化化粧料（ファンデーション）を製造し、「塗布後の皮膜感のなさ」、「塗布後の肌が均一に見える」、「塗布後の肌が艶やかに見える」、「塗布後の肌が粉っぽく見えない」、「塗布５時間経過後の肌が粉っぽく見えない」及び「塗布５時間経過後の肌と化粧膜の追従しやすさ」について、評価した。結果を表１に併せて示す。
Examples 1-9 and Comparative Examples 1-4
Manufactures water-in-oil type emulsified cosmetics (foundation) with the composition shown in Table 1, “No film feeling after application”, “Skin after application looks uniform”, “Skin after application is glossy” "The skin after application does not appear powdery", "The skin after 5 hours after application does not appear powdery" and "Ease of following the skin and cosmetic film after 5 hours after application" Was evaluated. The results are also shown in Table 1.
（製法）
粉体相成分を混合粉砕し、別途混合した油相成分に添加してディスパー（２０００ｒｐｍ）で１０分間分散した。その後、水相成分を添加し、ディスパー（８００ｒｐｍ）で１０分間撹拌し、最後にホモミキサーで粘度調整することにより、油中水型乳化化粧料を得た。
(Manufacturing method)
The powder phase component was mixed and ground, added to the separately mixed oil phase component, and dispersed with a disper (2000 rpm) for 10 minutes. Then, the water phase component was added, stirred for 10 minutes with a disper (800 rpm), and finally the viscosity was adjusted with a homomixer to obtain a water-in-oil emulsified cosmetic.
（評価方法）
５名の専門パネラーが、各油中水型乳化化粧料を肌に塗布したとき、「塗布後の皮膜感のなさ」、「塗布後の肌が均一に見える」、「塗布後の肌が艶やかに見える」、「塗布後の肌が粉っぽく見えない」、「塗布５時間経過後の肌が粉っぽく見えない」及び「塗布５時間経過後の肌と化粧膜の追従しやすさ」について、以下の基準で官能評価した。結果を５名の積算値で示す。
(Evaluation method)
When five specialist panelists applied each water-in-oil emulsified cosmetic to the skin, they said, “No skin feeling after application”, “Skin after application looks uniform”, “Skin after application is glossy” "It looks soft", "The skin after application does not appear powdery", "The skin after 5 hours after application does not appear powdery" and "Easily follow the skin and cosmetic film after 5 hours after application" Sensory evaluation was performed on the following criteria. A result is shown by the integrated value of 5 persons.
（１）塗布後の皮膜感のなさ：
５；塗布後の肌の皮膜感が全くない。
４；塗布後の肌の皮膜感がない。
３；塗布後の肌の皮膜感があまりない。
２；塗布後の肌の皮膜感がややある。
１；塗布後の肌の皮膜感がかなりある。
(1) No film feeling after application:
5: No skin feeling after application.
4; There is no skin feeling after application.
3; There is not much skin feeling after application.
2; There is a slight skin feeling after application.
1: The skin feeling after application is considerable.
（２）塗布後の肌が均一に見える：
５；塗布後の肌がかなり均一に見える。
４；塗布後の肌が均一に見える。
３；塗布後の肌がやや均一に見える。
２；塗布後の肌があまり均一に見えない。
１；塗布後の肌が均一に見えない。
(2) The skin after application looks uniform:
5: The skin after application | coating looks fairly uniform.
4; The skin after application | coating looks uniform.
3; Skin after application looks somewhat uniform.
2; The skin after application | coating does not look so uniform.
1; The skin after application | coating does not look uniform.
（３）塗布後の肌が艶やかに見える：
５；塗布後の肌がかなり艶やかに見える。
４；塗布後の肌が艶やかに見える。
３；塗布後の肌がやや艶やかに見える。
２；塗布後の肌があまり艶やかに見えない。
１；塗布後の肌の艶やかに見えない。
(3) Skin after application looks glossy:
5: The skin after application looks quite glossy.
4; Skin after application looks glossy.
3; Skin after application looks slightly glossy.
2; The skin after application | coating does not look so glossy.
1: The skin after application is not glossy.
（４）塗布後の肌が粉っぽく見えない：
５；塗布後の肌の粉っぽさが全くない。
４；塗布後の肌の粉っぽさがない。
３；塗布後の肌の粉っぽさがあまりない。
２；塗布後の肌の粉っぽさがややある。
１；塗布後の肌の粉っぽさがかなりある。
(4) Skin after application does not look powdery:
5: There is no powdery skin after application.
4; There is no powdery skin after application.
3; There is not much powdery skin after application.
2; Some powdery skin after application.
1; There is considerable powdery skin after application.
（５）塗布５時間経過後の肌が粉っぽく見えない：
５；経過後の肌の粉っぽさが全くない。
４；経過後の肌の粉っぽさがない。
３；経過後の肌の粉っぽさがあまりない。
２；経過後の肌の粉っぽさがややある。
１；経過後の肌の粉っぽさがかなりある。
(5) Skin after 5 hours of application does not look powdery:
5: There is no powdery skin after progress.
4; There is no powdery skin after progress.
3; There is not much powdery skin after progress.
2; Some powdery skin after progress.
1; The skin powdery after the progress is considerable.
（６）塗布５時間経過後の肌と化粧膜の追従しやすさ：
５；経過後の肌と化粧膜の追従性が非常に良い。
４；経過後の肌と化粧膜の追従性が良い。
３；経過後の肌と化粧膜の追従性がやや良い。
２；経過後の肌と化粧膜の追従性があまり良くない。
１；経過後の肌と化粧膜の追従性が良くない。
(6) Ease of following skin and cosmetic film after 5 hours of application:
5; The followability of the skin and the cosmetic film after progress is very good.
4; Good followability of skin and cosmetic film after progress.
3; The followability of the skin and the cosmetic film after progress is slightly good.
2; The followability of the skin and the cosmetic film after progress is not so good.
1; The followability of the skin and the cosmetic film after progress is not good.
実施例１０
実施例１〜９と同様にして、表２に示す組成の油中水型乳化化粧料（ファンデーション）を製造した。
得られたファンデーションは、塗布後の肌に皮膜感がなく、塗布後の肌の仕上がりが均一になり、艶やかに見え、肌が粉っぽく見えないものであり、塗布５時間経過後においても、肌が粉っぽく見えず、肌と化粧膜が追従しやすいので、化粧肌が綺麗に見える。
Example 10
In the same manner as in Examples 1 to 9, water-in-oil emulsified cosmetics (foundations) having the compositions shown in Table 2 were produced.
The obtained foundation has no film feeling on the skin after application, the skin finish after application becomes uniform, looks glossy, and the skin does not look powdery. After 5 hours of application, However, the skin does not look powdery and the skin and the makeup film are easy to follow, so the makeup skin looks beautiful.
Claims (7)
（Ａ）シリコーン化多糖化合物 ０．０１〜２０質量％、
（Ｂ）２５℃で液状のペンタエリスリトール脂肪酸エステル及びジペンタエリスリトール脂肪酸エステルから選ばれるエステル油 ０．０１〜３０質量％、
（Ｃ）疎水化処理された着色顔料 ０．１〜２０質量％
を含有する油中水型乳化化粧料。 The following components (A), (B) and (C):
(A) Silicone-ized polysaccharide compound 0.01 to 20% by mass,
(B) 0.01-30% by mass of an ester oil selected from pentaerythritol fatty acid ester and dipentaerythritol fatty acid ester which are liquid at 25 ° C.
(C) 0.1 to 20% by mass of a colored pigment subjected to a hydrophobic treatment
Water-in-oil emulsified cosmetic containing
で表されるシリコーン化多糖化合物である請求項１記載の油中水型乳化化粧料。 Component (A) is represented by the following general formula (1)
The water-in-oil emulsified cosmetic according to claim 1, which is a silicone-modified polysaccharide compound represented by the formula:
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1029910A (en) * | 1996-05-16 | 1998-02-03 | Shiseido Co Ltd | Cosmetic material |
| JPH11106310A (en) * | 1997-09-30 | 1999-04-20 | Shiseido Co Ltd | W/o emulsion composition |
| JP2001278729A (en) * | 2000-03-28 | 2001-10-10 | Shiseido Co Ltd | Water-in-oil type emulsion composition |
| JP2005325088A (en) * | 2004-05-17 | 2005-11-24 | Shiseido Co Ltd | Skin care preparation for external use |
| WO2006080389A1 (en) * | 2005-01-28 | 2006-08-03 | The Nisshin Oillio Group, Ltd. | Esterification reaction product and cosmetic |
| JP2008174514A (en) * | 2007-01-22 | 2008-07-31 | Kao Corp | Water-in-oil type emulsified cosmetic |
| JP2012117050A (en) * | 2010-11-08 | 2012-06-21 | Nisshin Oillio Group Ltd | Esterification reaction product, and cosmetic |
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2016
- 2016-08-31 JP JP2016169649A patent/JP6858510B2/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1029910A (en) * | 1996-05-16 | 1998-02-03 | Shiseido Co Ltd | Cosmetic material |
| JPH11106310A (en) * | 1997-09-30 | 1999-04-20 | Shiseido Co Ltd | W/o emulsion composition |
| JP2001278729A (en) * | 2000-03-28 | 2001-10-10 | Shiseido Co Ltd | Water-in-oil type emulsion composition |
| JP2005325088A (en) * | 2004-05-17 | 2005-11-24 | Shiseido Co Ltd | Skin care preparation for external use |
| WO2006080389A1 (en) * | 2005-01-28 | 2006-08-03 | The Nisshin Oillio Group, Ltd. | Esterification reaction product and cosmetic |
| JP2008174514A (en) * | 2007-01-22 | 2008-07-31 | Kao Corp | Water-in-oil type emulsified cosmetic |
| JP2012117050A (en) * | 2010-11-08 | 2012-06-21 | Nisshin Oillio Group Ltd | Esterification reaction product, and cosmetic |
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