JP4400215B2 - Cosmetics and hair cosmetics containing novel polymeric surfactants - Google Patents

Cosmetics and hair cosmetics containing novel polymeric surfactants Download PDF

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JP4400215B2
JP4400215B2 JP2003587907A JP2003587907A JP4400215B2 JP 4400215 B2 JP4400215 B2 JP 4400215B2 JP 2003587907 A JP2003587907 A JP 2003587907A JP 2003587907 A JP2003587907 A JP 2003587907A JP 4400215 B2 JP4400215 B2 JP 4400215B2
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isobutene
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JP2005523974A (en
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尚賢 古賀
直道 山田
康美 鯉沼
ロッソー、ジャン
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02Polyalkylene oxides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2606Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
    • C08G65/2609Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24Thermal properties
    • A61K2800/244Endothermic; Cooling; Cooling sensation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/34Oligomeric, e.g. cyclic oligomeric

Description

本発明は高分子界面活性剤を用いた化粧料に関し、更に詳細には、保湿効果を有し、かつ使用感の良好な皮膚化粧料に関する。本発明は更に、毛髪に対して優れたコンディショニング効果を有し、使用性に優れた毛髪化粧料に関する。 The present invention relates to a cosmetic with high molecular surfactant, more particularly, has a moisturizing effect, and relates to good skin cosmetic of the feeling. The present invention further relates to a hair cosmetic that has an excellent conditioning effect on hair and is excellent in usability.

通常、皮膚におけるトラブルの多くは、生体由来のバリア膜としての皮膚角質層の水分量が何らかの内的、外的な要因により減少することにより、皮膚が弾力性や保湿機能を失ってしまうことによるものである。この状態を改善予防する目的で、従来より、保湿剤を化粧料に配合することが行われてきた。保湿剤には、グリセリン、エチレングリコール、プロピレングリコール、ブチレングリコール、ジプロピレングリコール、ジエチレングリコール、トリエチレングリコール、ポリエチレングリコール、ポリプロピレングリコール、ソルビトール、マルチトール、尿素、ヒアルロン酸、乳酸又は乳酸ナトリウム、アミノ酸、キトサン、加水分解コラーゲン、加水分解小麦タンパク等が使用されている。   Usually, most skin problems are caused by the skin's loss of elasticity and moisturizing function due to a decrease in the moisture content of the skin's stratum corneum as a biologically derived barrier film due to some internal or external factor. Is. For the purpose of improving and preventing this state, conventionally, a moisturizing agent has been blended into cosmetics. Moisturizers include glycerin, ethylene glycol, propylene glycol, butylene glycol, dipropylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, polypropylene glycol, sorbitol, maltitol, urea, hyaluronic acid, lactic acid or sodium lactate, amino acids, chitosan Hydrolyzed collagen, hydrolyzed wheat protein, etc. are used.

しかしながら、保湿効果を得るために充分な量の保湿成分を配合した場合、しっとり感の保持が不十分であり、逆に保湿成分に起因したべとつき感を有し、使用時のさらさら感や使用後のさっぱり感を付与した化粧料を得ることは困難であった。   However, when a sufficient amount of moisturizing ingredients are added to obtain a moisturizing effect, the moisturizing feeling is not sufficiently maintained, and conversely, it has a sticky feeling due to the moisturizing ingredients. It was difficult to obtain a cosmetic with a refreshing feeling.

また、エモリエント性を与えるために配合されている流動パラフィンやトリグリセリドなどの油性成分では、これらの保湿剤によるべとつき感を改善することはできず、逆にべとつき感を増大させる。そのため、油性感の少ない環状シリコーンが化粧料の基剤として用いられている。しかし環状シリコーンは、界面活性剤等の他の化粧原料との相溶性が悪く、製剤化が非常に困難であった。   In addition, oily ingredients such as liquid paraffin and triglyceride blended to give emollient properties cannot improve the feeling of stickiness due to these moisturizers, and conversely increase the feeling of stickiness. For this reason, cyclic silicones with less oiliness are used as a base for cosmetics. However, the cyclic silicone has poor compatibility with other cosmetic ingredients such as a surfactant, and it has been very difficult to formulate it.

一方毛髪化粧料に関しては、塗布時ののびや指通り、使用後の指通り、また乾燥後の仕上がり感の良さが、重要な要望の一つとなってきている。
従来、コンディショニング機能を有する毛髪化粧料として、特許文献1〜3で開示されているように、毛髪化粧料中にアルキルポリアルキレングリコールエーテル、シリコーン誘導体やパーフルオロポリエーテルが使用されているが、十分に満足いく使用感や仕上がり感が得られていない。
特開平4−230614号公報 特開平4−230615号公報 特開平4−247014号公報
On the other hand, with regard to hair cosmetics, spreading at the time of application, passing through fingers, passing through fingers after use, and good finishing feeling after drying have become one of the important demands.
Conventionally, as hair cosmetics having a conditioning function, as disclosed in Patent Documents 1 to 3, alkyl polyalkylene glycol ethers, silicone derivatives and perfluoropolyethers have been used in hair cosmetics. A satisfactory feeling of use and finish are not obtained.
JP-A-4-230614 JP-A-4-230615 JP-A-4-247014

従って本発明の目的は、皮膚に充分な保湿効果を与え、さらには、使用時のさらさら感及び使用後のさっぱり感と保湿効果を与える皮膚化粧料を提供することにある。本発明のさらなる目的は、毛髪に対して優れたコンディショニング効果を有し、使用性に優れた毛髪化粧料を提供することにある。 Accordingly, an object of the present invention is to provide a skin cosmetic that gives a sufficient moisturizing effect to the skin, and further gives a fresh feeling during use and a refreshing feeling after use and a moisturizing effect. It is a further object of the present invention to provide a hair cosmetic that has an excellent conditioning effect on hair and is excellent in usability.

本発明者は係る問題点を解決するために鋭意研究を重ねた結果、油性成分と水性成分との相溶性を向上させる特定の界面活性剤を含み、かつ上記要件を満たす毛髪、皮膚及びネイルケア用の優れた化粧料として有用な組成物が得られることを見いだした。   As a result of intensive studies to solve such problems, the present inventor has a specific surfactant that improves the compatibility between an oily component and an aqueous component, and for hair, skin, and nail care that satisfies the above requirements. It has been found that a composition useful as an excellent cosmetic can be obtained.

すなわち本発明は、以下の通りである。
イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、及び炭素数4のオレフィンと炭素数2、3あるいは5のオレフィンとの液状の共重合物から選ばれるオリゴマーをエポキシ化、次いで加水分解を経由し、エチレンオキサイド、プロピレンオキサイド又はブチレンオキサイドを付加させて得られる下記式(1)で示されるポリオキシアルキレン分岐アルキルエーテルからなる高分子界面活性剤を含む化粧料。
That is, the present invention is as follows.
Isobutene homopolymers, copolymer of isobutene and n- butene, and epoxidized Luo oligomer selected from the copolymerization of a liquid with an olefin of 4 olefins and the carbon number of 2, 3 or 5 carbon atoms, then A cosmetic comprising a polymer surfactant comprising a polyoxyalkylene branched alkyl ether represented by the following formula (1) obtained by adding ethylene oxide, propylene oxide or butylene oxide via hydrolysis.

X−R−O(C2nO)A (1)
(ここで、
XはO(C2nO)B基を示し、
Rは炭素数1624迄で、分子内に少なくとも1〜3の炭素数の分岐鎖を5〜10個有する炭化水素基、
nは2〜4の整数、
mは2〜100の整数、
Zは0又は98以下の整数を示すとともに、m+Zが2〜100であり、
Aは水素を示し、
Bは水素を示す。)
X-R-O (C n H 2n O) m A (1)
(here,
X represents an O (C n H 2n O) z B group,
R is a hydrocarbon group having 16 to 24 carbon atoms and having 5 to 10 branched chains having at least 1 to 3 carbon atoms in the molecule;
n is an integer of 2 to 4,
m is an integer of 2 to 100,
Z represents an integer of 0 or 98 or less, and m + Z is 2 to 100,
A represents hydrogen,
B represents hydrogen. )

請求項1に記載の化粧料は、上記の高分子界面活性剤を少なくとも1種又は2種以上及び水性成分を含む。
請求項2に記載の化粧料は、上記の高分子界面活性剤を少なくとも1種又は2種以上及び油性成分を含む。
The cosmetic according to claim 1 includes at least one or more of the above-described polymer surfactants and an aqueous component.
The cosmetic according to claim 2 includes at least one or more of the above-described polymer surfactants and an oily component.

請求項3に記載の化粧料は、上記の高分子界面活性剤0.5〜50重量%、油性成分10〜95重量%、及び水性成分0.05〜80重量%を含む。
油性成分は、イソパラフィン系炭化水素、ポリエーテル変性シリコーンオイル、ポリオキシアルキレン変性シリコーンオイル、メチルフェニルシリコーンオイル、アミノシリコーンオイル、環状ポリシリコーンオイル、変性シリコーンオイル、ジメチルシリコーンオイルの1種又は2種以上からなる。
The cosmetic according to claim 3 includes 0.5 to 50% by weight of the above-described polymer surfactant, 10 to 95% by weight of an oily component, and 0.05 to 80% by weight of an aqueous component.
The oil component is one or more of isoparaffinic hydrocarbon, polyether-modified silicone oil, polyoxyalkylene-modified silicone oil, methylphenyl silicone oil, aminosilicone oil, cyclic polysilicone oil, modified silicone oil, and dimethylsilicone oil. Consists of.

請求項4に記載の毛髪用化粧料は、上記の高分子界面活性剤を含む The hair cosmetic according to claim 4 includes the above-described polymer surfactant .

本発明の界面活性剤を含む保湿用化粧料は、皮膚に対して保湿効果を有するとともに、優れた使用感を発揮するものである。また毛髪に対しても優れた使用感を与えるものである。   The moisturizing cosmetic containing the surfactant of the present invention has a moisturizing effect on the skin and exhibits an excellent feeling of use. It also gives an excellent feeling to the hair.

以下本発明の構成について詳述する。
本発明の高分子界面活性剤は、下記式(1)で示される。
X−R−O (Cn 2nO)mA (1)
R部位は親油性、O(Cn 2nO)m A基は親水性を示す。
Hereinafter, the configuration of the present invention will be described in detail.
The polymer surfactant of the present invention is represented by the following formula (1).
X-R-O (C n H 2n O) m A (1)
The R site is lipophilic and the O (C n H 2n O) m A group is hydrophilic.

ここでRは炭素数8 〜200 迄で、分子内に少なくとも1 以上の炭素数の分岐鎖を2 個以上有する炭化水素基である。炭素数8 未満では、保湿性が少なくなり、200 を超えると操作性が低下する。分岐鎖の炭素数は、1 〜3 がより好ましい。4 以上では分散性が悪くなる。分岐鎖の数は3 〜99が好ましく、より好ましくは5 〜55である。2 未満では、軽質感が少なくなる。   Here, R is a hydrocarbon group having 8 to 200 carbon atoms and having 2 or more branched chains having at least 1 carbon number in the molecule. If the number of carbon atoms is less than 8, the moisture retention will decrease, and if it exceeds 200, the operability will deteriorate. As for carbon number of a branched chain, 1-3 are more preferable. Above 4 the dispersibility becomes worse. The number of branched chains is preferably 3 to 99, more preferably 5 to 55. If it is less than 2, light texture is reduced.

Rとして好ましい炭化水素基としては、例えば、分子内に分岐鎖を2 個以上有する不飽和炭化水素である、イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、イソブテン、n−ブテンなどの炭素数4 のオレフィンと炭素数2 ,3 あるいは5 のオレフィン
との液状の共重合物、α−オレフィンオリゴマー、又はプロピレンオリゴマー由来の部位が挙げられる。
Preferred hydrocarbon groups for R include, for example, isobutene homopolymers, copolymers of isobutene and n-butene, isobutene, n-butene, etc., which are unsaturated hydrocarbons having two or more branched chains in the molecule. And a site derived from a liquid copolymer of an olefin having 4 carbon atoms and an olefin having 2, 3 or 5 carbon atoms, an α-olefin oligomer, or a propylene oligomer.

Xは水素、水酸基、アミノ基、カルボキシル基、アシロキシ基、アリール基、O(Cn n O)zB基である。なかでもO(Cn 2nO)zB基が保湿性向上には適している。
親水部位である−O (Cn 2nO)mA基及び−O (Cn 2nO)z B基において、
nは、2 〜4 が適しており、4 以上では、界面活性剤の製造が困難となる。mは、2 〜100 、さらに好ましくは4 〜50が適している。2 未満では親水性が劣り、100 を超えると親油性が低下することになる。Zは0 又は100 以下の整数、更に好ましくは0 又は50以下の整数が適している。Zが100 を超えると親油性が低下することになる。
X is hydrogen, a hydroxyl group, an amino group, a carboxyl group, an acyloxy group, an aryl group, or an O (C n H n O) z B group. Of these, the O (C n H 2n O) z B group is suitable for improving the moisture retention.
In a hydrophilic site -O (C n H 2n O) m A group and -O (C n H 2n O) z B group,
n is suitably from 2 to 4, and when it is 4 or more, it becomes difficult to produce a surfactant. m is suitably 2 to 100, more preferably 4 to 50. If it is less than 2, the hydrophilicity is inferior, and if it exceeds 100, the lipophilicity is lowered. Z is an integer of 0 or 100 or less, more preferably an integer of 0 or 50 or less. If Z exceeds 100, the lipophilicity will decrease.

A,Bは、特に水素、メチル基、エチル基、アリール基である。
好ましい親水部位は、nが2 のポリオキシエチレン、nが3 のポリオキシプロピレン、nが4 のポリオキシブチレンのmとZの合計量が2 〜100 の重合体である。
A and B are especially hydrogen, a methyl group, an ethyl group, and an aryl group.
A preferred hydrophilic site is a polymer in which the total amount of m and Z of polyoxyethylene having n = 2, polyoxypropylene n = 3, and polyoxybutylene n = 4 is 2 to 100.

Rの炭素数とnとmの関係については、目的とする化粧料の用途に応じ、親水性又は親油性を与えるために必要な組合わせで使用する事ができる。
本発明の高分子界面活性剤は、例えばイソブテン単独重合体、イソブテンとn−ブテンとの共重合物、イソブテンn−ブテンなどの炭素数4 のオレフィンと炭素数2 ,3 あるいは5 のオレフィンとの液状の共重合物、α−オレフィンオリゴマー、プロピレンオリゴマー等の親油基を、エチレンオキサイド、ポリエチレングリコール、プロピレンオキサイド、プロピレングリコール、ブチレンオキサイド、又はブチレングリコールと反応させることにより製造できる。
The carbon number of R and the relationship between n and m can be used in a combination necessary for imparting hydrophilicity or lipophilicity depending on the intended use of the cosmetic.
The polymeric surfactant of the present invention includes, for example, an isobutene homopolymer, a copolymer of isobutene and n-butene, an olefin having 4 carbon atoms such as isobutene n-butene and an olefin having 2, 3 or 5 carbon atoms. It can be produced by reacting a lipophilic group such as a liquid copolymer, an α-olefin oligomer, and a propylene oligomer with ethylene oxide, polyethylene glycol, propylene oxide, propylene glycol, butylene oxide, or butylene glycol.

より具体的には、界面活性剤は以下の操作により製造できる。原料オレフィンのエポキシ化、次いで加水分解を経由し、酸触媒又は塩基触媒を用いてエチレンオキサイド等を付加させることにより製造できる。   More specifically, the surfactant can be produced by the following operation. It can be produced by adding ethylene oxide or the like using an acid catalyst or a base catalyst via epoxidation of the raw material olefin, followed by hydrolysis.

本発明の水性成分は、保湿性機能を有し、顔料を用いる場合の分散媒としての機能、結合材としても機能する成分である。例えば、水性成分の例として、エタノール、イソプロピルアルコール等のアルコール;エチレングリコール、ジエチレングリコール、トリエチレングリコール、ポリエチレングリコール、プロピレングリコール、ジプロピレングリコール、ポリプロピレングリコール、ブチレングリコール、1 ,3 −ブチレングリコール、3 −メチル−1 ,3 −ブチレングリコール、グリセリン、ジグリセリン、ポリグリセリン、ソルビトール、マルチトール等の多価アルコール;ピロリドンカルボン酸ナトリウム、L−アルギニン、トリメチルグリシン等のアミノ酸類;ヒアルロン酸、キトサン等の多糖類;ムコ多糖類、2 −メタクリロイルオキシエチルホスホリルコリンを含むポリマー、尿素、乳酸又は乳酸ナトリウム、加水分解コラーゲン、加水分解小麦タンパク、及びキューカンバーエキス等の保湿剤を挙げることができる。これらを1 種以上配合して使用することができる。特に、トリメチルグリシン、グリセリン、ソルビトール及びエタノールの使用が、保湿効果及び使用感の点で好ましい。   The aqueous component of the present invention is a component having a moisturizing function, functioning as a dispersion medium when a pigment is used, and also functioning as a binder. For example, examples of aqueous components include alcohols such as ethanol and isopropyl alcohol; ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, butylene glycol, 1,3-butylene glycol, 3- Polyhydric alcohols such as methyl-1,3-butylene glycol, glycerin, diglycerin, polyglycerin, sorbitol and maltitol; amino acids such as sodium pyrrolidonecarboxylate, L-arginine and trimethylglycine; Sugars; mucopolysaccharides, polymers containing 2-methacryloyloxyethyl phosphorylcholine, urea, lactic acid or sodium lactate, hydrolyzed collagen, hydrolyzed wheat flour Park, and can be given a humectant such as cucumber extract. One or more of these can be used in combination. In particular, use of trimethylglycine, glycerin, sorbitol, and ethanol is preferable in terms of moisturizing effect and feeling of use.

本発明において油性成分は、化粧料として用いた場合の皮膚への付着性、皮膚への保湿及び保護作用を、使用感を低下させることなく付与するものである。また、同時に他の油性成分(固形ワックスや高分子量シリコーン等)の溶媒としても作用することがある。   In the present invention, the oily component imparts adhesion to the skin, moisturizing and protecting the skin when used as a cosmetic without reducing the feeling of use. At the same time, it may act as a solvent for other oily components (solid wax, high molecular weight silicone, etc.).

油性成分の例として、蜜蝋、カンデリラ蝋、ワセリン、ラノリン、セレシン、オリーブ油、スクアラン、ミネラルオイル、天然動植物油、植物精油、マイクロクリスタリンワックス、カルナバロウ、液状及び/又は固体状の動植物油、魚油又は合成油を原料としたエステル油及び誘導体、ホホバオイル、モノグリセライド、ジグリセライド、トリグリセラ
イド、高級アルコール;セチルアルコール、セトステアリルアルコール、パルミチルアルコール、ヘキシルドデシルアルコール等のアルコール類;ジエチレングリコールモノエチルエーテル、グリセリンモノステアレート、ポリグリセリド脂肪酸エステル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、流動パラフィン、流動イソパラフィン、環状ポリシリコーン、テトラメチルテトラハイドロジェンシクロテトラシロキサン、ポリエーテル変性シリコーンオイル、メチルフェニルシリコーンオイル、アミノシリコーンオイル、高級脂肪酸変性シリコーンオイル、ジメチルシリコーンオイル、種々の変性シリコーンオイル、エーテル類、LPG 、フルオロカーボン、N−メチルピロリドン、フロン、フルオロアルコール、及び脂溶性ポリマーが挙げられる。
Examples of oily ingredients include beeswax, candelilla wax, petrolatum, lanolin, ceresin, olive oil, squalane, mineral oil, natural animal and vegetable oils, plant essential oils, microcrystalline wax, carnauba wax, liquid and / or solid animal and vegetable oils, fish oil or synthetic Ester oil and derivatives derived from oil, jojoba oil, monoglyceride, diglyceride, triglyceride, higher alcohols; alcohols such as cetyl alcohol, cetostearyl alcohol, palmityl alcohol, hexyl decyl alcohol; diethylene glycol monoethyl ether, glycerin monostearate , Polyglyceride fatty acid ester, isopropyl myristate, isopropyl palmitate, liquid paraffin, liquid isoparaffin, cyclic polysilicone, tetramethyl Tetrahydrogencyclotetrasiloxane, polyether modified silicone oil, methylphenyl silicone oil, amino silicone oil, higher fatty acid modified silicone oil, dimethyl silicone oil, various modified silicone oils, ethers, LPG, fluorocarbon, N-methylpyrrolidone, CFCs, fluoroalcohols, and fat-soluble polymers are included.

本発明の油性成分として好ましく使用されるのは、流動パラフィン、流動イソパラフィン、環状ポリシリコーン、テトラメチルテトラハイドロジェンシクロテトラシロキサン、ポリエーテル変性シリコーンオイル、メチルフェニルシリコーンオイル、アミノシリコーンオイル、高級脂肪酸変性シリコーンオイル、ジメチルシリコーンオイル、及び種々の変性シリコーンオイルのうちの1 種又は2 種以上である。   Preferred oily components of the present invention are liquid paraffin, liquid isoparaffin, cyclic silicone, tetramethyltetrahydrogencyclotetrasiloxane, polyether-modified silicone oil, methylphenylsilicone oil, aminosilicone oil, higher fatty acid modification. One or more of silicone oil, dimethyl silicone oil, and various modified silicone oils.

イソパラフィン系炭化水素とは、例えば、イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、あるいはイソブテン、n−ブテンなどの炭素数4 のオレフィンと炭素数2 ,3 あるいは5 のオレフィンとの液状の共重合物である。イソパラフィン系炭化水素は化粧用途に利用でき、その利用には水素添加してヨウ素価を10以下としたイソブテン単独重合物又はイソブテンとn−ブテンとの共重合物が好ましい。さらに、例えば、上記のイソブテンとn−ブテンに炭素数4 以外のオレフィンとの三元共重合物が利用でき、炭素数4 以外のオレフィンも含む多元共重合体を使用できる。   The isoparaffinic hydrocarbon is, for example, an isobutene homopolymer, a copolymer of isobutene and n-butene, or an olefin having 4 carbon atoms such as isobutene or n-butene and an olefin having 2, 3 or 5 carbon atoms. It is a liquid copolymer. Isoparaffinic hydrocarbons can be used for cosmetic purposes, and for their use, isobutene homopolymers having an iodine value of 10 or less by hydrogenation or copolymers of isobutene and n-butene are preferred. Furthermore, for example, a terpolymer of olefins other than carbon number 4 can be used for the above-mentioned isobutene and n-butene, and multi-component copolymers containing olefins other than carbon number 4 can also be used.

本発明の高分子界面活性剤及び水性成分からなる化粧料において、高分子界面活性剤を0.5 〜50重量%、水性成分を0.05〜30重量%含むことが好ましい。更に1 〜80重量%の水を含むことができる。   The cosmetic comprising the polymer surfactant and the aqueous component of the present invention preferably contains 0.5 to 50% by weight of the polymer surfactant and 0.05 to 30% by weight of the aqueous component. Furthermore, 1 to 80% by weight of water can be included.

本発明の高分子界面活性剤及び油性成分からなる化粧料において、高分子界面活性剤を0.5 〜50重量%、油性成分を5 〜95重量%含むことが好ましい。更に5 〜90重量%の水を含むことができる。イソパラフィン系炭化水素が油性成分に含まれるとき、前記高分子界面活性剤は、イソパラフィン系炭化水素に対して0.5 〜50重量%であることが好ましい。   The cosmetic comprising the polymer surfactant and the oil component of the present invention preferably contains 0.5 to 50% by weight of the polymer surfactant and 5 to 95% by weight of the oil component. Furthermore, it can contain 5 to 90% by weight of water. When the isoparaffinic hydrocarbon is contained in the oil component, the polymer surfactant is preferably 0.5 to 50% by weight with respect to the isoparaffinic hydrocarbon.

本発明の高分子界面活性剤、油性成分、及び水性成分からなる化粧料において、高分子界面活性剤を0.5 〜50重量%、 油性成分を10〜95重量%、水性成分0.05〜80重量%含む
ことが好ましい。このとき、高分子界面活性剤は0.5 〜30重量%がより好ましい。高分子界面活性剤が0 .5 重量%未満では、油成分と水性成分の乳化効果において十分でなく、50重量%を超えて配合してもそれ以上の効果が得られない。油性成分は、10〜95重量%、さらに好ましくは30〜85重量%であることが好ましい。10重量%未満では、皮膚を保護する皮膜が十分でなく、95重量%を超えるとべとつき感が出てしまう。
The cosmetic comprising the polymeric surfactant, the oily component, and the aqueous component of the present invention contains 0.5 to 50% by weight of the polymeric surfactant, 10 to 95% by weight of the oily component, and 0.05 to 80% by weight of the aqueous component. It is preferable. At this time, the polymer surfactant is more preferably 0.5 to 30% by weight. Polymer surfactant is 0. If it is less than 5% by weight, the emulsifying effect of the oil component and the aqueous component is not sufficient, and if it exceeds 50% by weight, no further effect can be obtained. The oil component is preferably 10 to 95% by weight, more preferably 30 to 85% by weight. If it is less than 10% by weight, the film for protecting the skin is not sufficient, and if it exceeds 95% by weight, a sticky feeling is produced.

本発明に係る皮膚、毛髪及びネイルケア用の保湿化粧料中には、上記の必須構成成分の他に、体質顔料、有機及び無機顔料、これら粉体の表面処理物;紫外線吸収剤;紫外線散乱剤;フケ取り剤、美白剤、制汗剤、育毛剤、鎮痛消炎剤、血行促進剤等の薬効成分;アニオン界面活性剤、両性活性剤、カチオン界面活性剤及び非イオン界面活性剤等の界面活性剤;更にその他の添加剤として水、脂肪酸又は高級脂肪酸及びその誘導体、ガーベットアルコール、色素、香料、防腐剤、pH調整剤、増粘剤、酸化防止剤、キレート剤及び各種有機及び無機微粒子粉体を、液状、クリーム状、エマルション状、ゲル状、ムース状、パウダー状の形態で、本組成物の効果を損なわない範囲で適正量添加することが出来る。   In the moisturizing cosmetic for skin, hair and nail care according to the present invention, in addition to the above essential components, extender pigments, organic and inorganic pigments, surface treated products of these powders; ultraviolet absorbers; ultraviolet scattering agents ; Medicinal components such as dandruff remover, whitening agent, antiperspirant, hair restorer, analgesic / anti-inflammatory agent, blood circulation promoter, etc .; surface activity such as anionic surfactant, amphoteric surfactant, cationic surfactant and nonionic surfactant Agents: water, fatty acids or higher fatty acids and their derivatives, gerbet alcohol, dyes, fragrances, preservatives, pH adjusters, thickeners, antioxidants, chelating agents and various organic and inorganic fine particles as other additives An appropriate amount of the body can be added in the form of liquid, cream, emulsion, gel, mousse, and powder without impairing the effect of the composition.

本発明の保湿用皮膚、毛髪又はネイルケア化粧料は医薬品、医薬部外品、化粧品などに適用でき、剤形として例えば乳液類、クリーム類、パック類、マッサージ類、化粧下地、紫外線防御剤などに適用することができる。毛髪化粧料は、液状、クリーム状、エマルション状、ゲル状、ムース状等の使用形態で、エアゾールヘアスプレー、ポンプ式ヘアスプレー、フォーム状ヘアスプレー、ヘアミストセットローション、ヘアスタイリング、ヘアオイル等のセット商品、並びにシャンプー、リンス、パーマネント液、ヘアトリートメント等のコンデショニング機能付与商品等として用いるのに有用である。   The moisturizing skin, hair or nail care cosmetic of the present invention can be applied to pharmaceuticals, quasi-drugs, cosmetics, etc., and as dosage forms such as emulsions, creams, packs, massages, makeup bases, UV protection agents, etc. Can be applied. Hair cosmetics are used in liquid, cream, emulsion, gel, mousse, etc., and are set products such as aerosol hair spray, pump hair spray, foam hair spray, hair mist set lotion, hair styling, hair oil, etc. In addition, it is useful for use as a product with a conditioning function such as shampoo, rinse, permanent liquid, and hair treatment.

本発明の化粧料は、ホモジナイザー、ホモミキサー、ミル等の攪拌機で製造可能であるが、これら装置に限定されること無く、高圧や超音波を利用する等の、あらゆる原理を応用した攪拌機でも乳化又は混合され、実施される。   The cosmetics of the present invention can be manufactured with a stirrer such as a homogenizer, a homomixer, or a mill, but are not limited to these apparatuses, and may be emulsified with a stirrer that applies any principle, such as using high pressure or ultrasonic waves. Or mixed and implemented.

また、本発明の高分子界面活性剤は、皮膚、毛髪又はネイルケア化粧料に限らず、他の分野にも好適に使用可能である。例えば、界面活性剤は、起泡剤、消泡剤、洗浄剤、分散剤、浸透剤、平滑剤、帯電防止剤、潤滑剤、トナーバインダー、防錆剤、離型剤、接着剤、可塑剤、その他に有用である。   Moreover, the polymer surfactant of the present invention is not limited to skin, hair or nail care cosmetics, and can be suitably used in other fields. For example, surfactants are foaming agents, antifoaming agents, cleaning agents, dispersing agents, penetrating agents, smoothing agents, antistatic agents, lubricants, toner binders, rust prevention agents, mold release agents, adhesives, plasticizers. Useful for others.


次に実施例と比較例を挙げて本発明をより具体的に説明するが、本発明はこれら実施例に制限されるものではない。尚、例中の配合量は全て重量% で示されている。

EXAMPLES Next, although an Example and a comparative example are given and this invention is demonstrated more concretely, this invention is not restrict | limited to these Examples. In addition, all the compounding quantities in an example are shown by weight%.


実施例1:高分子界面活性剤の製造方法

攪拌機、還流冷却器、温度計及びエチレンオキサイド導入ラインを備えた500mlSUS製のオートクレーブにヨウ素価 72 のイソブテンオリゴマー(重合度4 、炭素数1 以上の分岐鎖平均5 個)50 gを仕込み、激しく攪拌しながら、予め調製した過酢酸100 gを20℃以
下で1 時間で添加した。次に硫酸を全量に対し1 %加え、更に2 時間熟成した後、60℃まで昇温して10時間反応を行なった。反応後直ちに40℃まで冷却し、得られた混合液から下層の酢酸水溶液層を除去した後、更に硫酸1 %水溶液100 gを添加し、95℃で10時間反応を行なった。反応後、直ちに60℃まで冷却し水洗、中和洗浄後により下層の硫酸水溶液層を除去した。次に減圧蒸留により残存水分を除去した。得られたオートクレーブ内の化合物に苛性カリ3 gを添加し、直ちに140 ℃まで昇温してエチレンオキサイド176 g (イ
ソブテンオリゴマー1 モルに対しエチレンオキサイド18モル相当量)を連続的に導入して反応を行なった。エチレンオキサイドを176 gの導入を2 時間で終了した後、1 時間熟成を行なった。脱圧を行ないオートクレーブより内容物を取り出して、中和水洗、脱水処理を行ない、220 gのポリオキシエチレン(18)分岐アルキル(C16-5)エーテルを得た。
ここで、ポリオキシエチレン(18)分岐アルキル(C16-5)エーテルは下記の式(2)の
構造を示す。これは、式(1)の特定の形式である。

Example 1: Method for producing a polymeric surfactant

A 500 ml SUS autoclave equipped with a stirrer, reflux condenser, thermometer, and ethylene oxide introduction line was charged with 50 g of an isobutene oligomer with an iodine value of 72 (polymerization degree 4, average number of 5 branched chains having 1 or more carbon atoms) and stirred vigorously. Meanwhile, 100 g of peracetic acid prepared in advance was added at 20 ° C. or less in 1 hour. Next, 1% of the total amount of sulfuric acid was added, and after aging for 2 hours, the temperature was raised to 60 ° C. and the reaction was carried out for 10 hours. Immediately after the reaction, the mixture was cooled to 40 ° C., and the lower acetic acid aqueous solution layer was removed from the resulting mixed solution. Further, 100 g of 1% sulfuric acid aqueous solution was added, and the reaction was carried out at 95 ° C. for 10 hours. Immediately after the reaction, the mixture was cooled to 60 ° C., washed with water and neutralized, and the lower sulfuric acid aqueous solution layer was removed. Next, residual water was removed by distillation under reduced pressure. Add 3 g of caustic potash to the compound in the resulting autoclave, immediately raise the temperature to 140 ° C., and continuously introduce 176 g of ethylene oxide (equivalent to 18 mol of ethylene oxide per 1 mol of isobutene oligomer). I did it. After the introduction of 176 g of ethylene oxide was completed in 2 hours, aging was performed for 1 hour. The pressure was released, the contents were taken out from the autoclave, washed with neutralized water and dehydrated to obtain 220 g of polyoxyethylene (18) branched alkyl (C16-5) ether.
Here, the polyoxyethylene (18) branched alkyl (C16-5) ether has the structure of the following formula (2). This is a specific form of equation (1).

H(OCn 2nzO−R−O(Cn 2 nO)mH (2)
Rは炭素数が16、メチル分岐数平均5 個の炭化水素基、nは2 、m+Zは18である。他に同様の方法で、ヨウ素価 50 のイソブテンオリゴマー(重合度6 、炭素数1 以上の分岐鎖平均10個)を原料としてポリオキシエチレン(18)分岐アルキル(C24-10)エーテル、さらにヨウ素価57のイソブテンオリゴマー(重合度4 、炭素数1 以上の分岐鎖平均7 個)を原料として、ポリオキシエチレン(18)ヒドロキシ分岐アルキル(C20-7)エーテル、
エチレンオキサイド付加モル数を変えてポリオキシエチレン(16)分岐アルキル(C16-5
)エーテル、ポリオキシエチレン(24)分岐アルキル(C16-5)エーテルを製造した。
なお、製造した試料を、NMR 分析すると、所定の分岐炭素数及びエチレンオキサイドの
付加モル数であり、目的物であることが確認された。
H (OC n H 2n) z O-R-O (C n H 2 n O) m H (2)
R is a hydrocarbon group having 16 carbon atoms and an average of 5 methyl branches, n is 2 and m + Z is 18. In the same manner, polybutyethylene (18) branched alkyl (C24-10) ether is obtained from isobutene oligomer having an iodine value of 50 (polymerization degree 6, average 10 branched chains having 1 or more carbon atoms) as raw material, and iodine value Polyoxyethylene (18) hydroxy branched alkyl (C20-7) ether using 57 isobutene oligomers (polymerization degree 4, average 7 branches with 1 or more carbon atoms)
Polyoxyethylene (16) branched alkyl (C16-5) by changing the number of moles of ethylene oxide added
) Ether, polyoxyethylene (24) branched alkyl (C16-5) ether was prepared.
In addition, when the manufactured sample was analyzed by NMR, it was confirmed that it was a target product because it had a predetermined number of branched carbon atoms and an added mole number of ethylene oxide.


実施例2−1〜4及び比較例2−1〜3:乳液1

下記の処方にて調製した混合液を軽く振とうし、水層を軽く振とうした後、ホモジナイザー(IKA RABORTECHNIK 製T-25型)を用いて11000 rpmで30分間乳化させた。各実施
例、比較例にて使用した界面活性剤を、表1に示す。乳化直後の状態を肉眼で観察すると均一な乳白色の液体であった。その24時間後の静置安定性を評価した。

Examples 2-1 to 4 and Comparative Examples 2-1 to 3: Latex 1

The mixture prepared by the following formulation was shaken lightly, the aqueous layer was shaken lightly, and then emulsified at 11000 rpm for 30 minutes using a homogenizer (T-25 type manufactured by IKA RABORTECHNIK). Table 1 shows the surfactants used in each Example and Comparative Example. When the state immediately after emulsification was observed with the naked eye, it was a uniform milky white liquid. The standing stability after 24 hours was evaluated.

本発明の界面活性剤を使用した乳化液を下記の処方により調製し、その分散性を評価した。結果を表1に示す。
処方:
油性成分 : イソブチレンオリゴマー*i 1 重量%
: ジメチルシリコーン :*ii 1 重量%
: エチルアルコール 2 重量%
: プロピレングリコール 15重量%
界面活性剤: 表1の界面活性剤 1 重量%
水相 : 精製水 80 重量%
*i :n=4 、ヨウ素価 = 0.1
*ii :粘度2cst.
An emulsion using the surfactant of the present invention was prepared according to the following formulation, and its dispersibility was evaluated. The results are shown in Table 1.
Formula:
Oily component: Isobutylene oligomer * i 1% by weight
: Dimethyl silicone: * ii 1 wt%
: Ethyl alcohol 2% by weight
: Propylene glycol 15% by weight
Surfactant: 1% by weight of surfactant in Table 1
Aqueous phase: 80% by weight of purified water
* i : n = 4, iodine value = 0.1
* ii : Viscosity 2cst.

Figure 0004400215
本発明の高分子界面活性剤を用いると、既存の界面活性剤に比べて安定な乳液が製造されることがわかる。
Figure 0004400215
It can be seen that when the polymer surfactant of the present invention is used, a stable emulsion can be produced as compared with existing surfactants.

実施例3−1〜3、5及び比較例3−1〜3:乳液2
表2に示す配合で、界面活性剤、油性成分をビーカーにいれ、80〜85℃に加熱して溶解混合させた。次にこの混合物を攪拌機にて300 rpmの回転数で攪拌し、これに80〜85℃に予熱した精製水を徐々に加えて乳液とし、室温まで冷却した。その後水性成分を添加し十分に混合してテスト用の乳液を得た。保湿成分を添加し良く混合してテスト用の組成物を得た。次に乳液の安定性、並びにテスト用の組成物の角膜についての保湿性と使用感を評価した。
(安定性)
3 日間、25℃で放置した後の乳化状態を目視観察評価した。
(保湿性の評価)
実施例、比較例で作製した乳液の保湿性を、10名の被験者についての平均データで、以下の実験により評価した。実験は、環境を一定とするため、温度20℃、湿度30%の恒温恒湿室で行った。まずテスト組成物を未塗布の状態で被験者の前腕内側部の角質水分量を皮表角層水分量測定装置を用いて測定しこれを初期値とした。テスト組成物を一定量塗布し、120 分後の角質水分量を測定し、角質水分量増加率(120分後の角質水分量/塗布前の
角質水分量(初期値)×100(%))から保湿性能を評価した。評価基準は下記の通りで
ある。
評価基準
○:角質水分量増加率 >30 (%)
△:角質水分量増加率 10 〜30(%)
×:角質水分量増加率 <10 (%)
(使用感の評価)
組成物の使用感の評価は、塗布後の感触を10名のパネルにより判定してもらい、べとついた使用感を感じたパネルの人数を基準にして、テスト組成物の使用感を以下の評価基準により判定した。
評価基準
◎:べとつくと感じた人が2 人未満
○:べとつくと感じた人が2 人以上5 人未満
△:べとつくと感じた人が5 人以上8 人未満
×:べとつくと感じた人が8 人以上
Examples 3-1 to 3, 5 and Comparative Examples 3-1 to 3 : Emulsion 2
In the formulation shown in Table 2, a surfactant and an oily component were placed in a beaker, heated to 80 to 85 ° C. and dissolved and mixed. Next, this mixture was stirred with a stirrer at a rotational speed of 300 rpm, and purified water preheated to 80 to 85 ° C. was gradually added thereto to form an emulsion, which was cooled to room temperature. The aqueous component was then added and mixed thoroughly to obtain a test emulsion. A moisturizing component was added and mixed well to obtain a test composition. Next, the stability of the emulsion, as well as the moisturizing property and feeling of use of the test composition for the cornea were evaluated.
(Stability)
The emulsified state after standing at 25 ° C. for 3 days was evaluated by visual observation.
(Evaluation of moisture retention)
The moisturizing properties of the emulsions prepared in Examples and Comparative Examples were evaluated by the following experiment using average data for 10 subjects. The experiment was conducted in a constant temperature and humidity chamber with a temperature of 20 ° C. and a humidity of 30% in order to keep the environment constant. First, the amount of stratum corneum at the inner side of the forearm of the subject was measured using a skin surface stratum corneum moisture measuring device in the state where the test composition was not applied, and this was taken as the initial value. Apply a certain amount of the test composition, measure the amount of keratin water after 120 minutes, and increase rate of keratin moisture (the amount of horny water after 120 minutes / the amount of horny water before application (initial value) x 100 (%)) The moisturizing performance was evaluated. The evaluation criteria are as follows.
Evaluation criteria ○: Increase rate of keratin water content> 30 (%)
Δ: Keratin moisture increase rate 10-30 (%)
×: Keratin moisture increase rate <10 (%)
(Evaluation of usability)
The evaluation of the feeling of use of the composition was evaluated by the panel of 10 people, and the feeling of use of the test composition was evaluated based on the number of panelists who felt a sticky feeling. Judgment was made based on evaluation criteria.
Evaluation criteria ◎: Fewer than 2 people who felt sticky ○: 2 or more but less than 5 people felt sticky △: 5 or more but less than 8 people felt sticky ×: 8 people who felt sticky More than people

Figure 0004400215
表2より明らかなように、実施例の高分子界面活性剤を配合した乳液では、安定性にすぐれ、保湿性に優れており、べとつきの少ない非常に良好な感触であった。比較例では、保湿効果は得られるものの、使用感が損なわれていた。
Figure 0004400215
As is clear from Table 2, the emulsions containing the polymeric surfactants of the examples were excellent in stability, excellent in moisture retention, and had a very good feel with little stickiness. In the comparative example, although the moisturizing effect was obtained, the feeling of use was impaired.


実施例4:コールドクリーム

本発明の実施例1で製造したポリオキシエチレン(18)分岐アルキル(C16-5)エーテ
ルを配合したコールドクリームを試作し、評価した。

Example 4: Cold cream

A cold cream blended with the polyoxyethylene (18) branched alkyl (C16-5) ether produced in Example 1 of the present invention was prototyped and evaluated.

ポリオキシエチレン(18)分岐アルキル(C16-5)エーテル3 重量%、精製したポリイ
ソブテン(商品名パールリーム6 、日本油脂(株)社製)34重量%、蜜蝋10重量%、セチルアルコール6 重量%、ラノリン4.6 重量%、イソプロピルミリステート5 重量%、モノグリセライド3 重量%、ポリオキシエテレンソルビタンモノオレート (商品名 ノニオ
ンLT22日本油脂(株)社製)3 重量%、プロピレングリコール 4重量% 、苛性カリ 0.1重量% 、香料及び防腐剤 0.5重量%、水26.8重量%を配合乳化してコールドクリームを試作した。
試作したコールドクリームは、保湿性、使用感とも優れたものであった。
3% by weight of polyoxyethylene (18) branched alkyl (C16-5) ether, 34% by weight of purified polyisobutene (trade name Pearl Ream 6, manufactured by Nippon Oil & Fats Co., Ltd.), 10% by weight of beeswax, 6% by weight of cetyl alcohol Lanolin, 4.6% by weight, isopropyl myristate, 5% by weight, monoglyceride, 3% by weight, polyoxyetherene sorbitan monooleate (trade name, Nonion LT22, Nippon Oil & Fats Co., Ltd.) 3% by weight, propylene glycol 4% by weight, caustic potash 0.1 A cold cream was prepared by mixing and emulsifying 0.5% by weight of fragrance and preservative and 26.8% by weight of water.
The prototype cold cream was excellent in both moisture retention and usability.


実施例5:ローション1

本発明の実施例1で製造したポリオキシエチレン(18)分岐アルキル(C16-5)エーテ
ルを配合したローションを試作し、評価した。

Example 5: Lotion 1

A lotion containing the polyoxyethylene (18) branched alkyl (C16-5) ether produced in Example 1 of the present invention was prototyped and evaluated.

流動イソパラフィン 10 重量% 、ポリオキシエチレン(18)分岐アルキル(C16-5)
エーテル 5 重量%、環状ポリシリコーン(商品名 KF994 信越シリコーン(株)社製 重量60%、ジメチルポリシロキサン (商品名 KF96L 信越シリコーン(株)社製 (5 cSt/25℃)20重量% 、メチルフェニルポリシロキサン(商品名 KF56 信越シリコーン(株)社製)5重量%を70〜80℃で攪拌溶解し、冷却してローションを得た。
Liquid isoparaffin 10% by weight, polyoxyethylene (18) branched alkyl (C16-5)
Ether 5 wt%, Cyclic Polysilicone (trade name KF994, Shin-Etsu Silicone Co., Ltd. 60% weight, dimethylpolysiloxane (trade name KF96L, Shin-Etsu Silicone Co., Ltd. (5 cSt / 25 ° C) 20 wt%), methylphenyl Polysiloxane (trade name: KF56, manufactured by Shin-Etsu Silicone Co., Ltd.) 5% by weight was stirred and dissolved at 70 to 80 ° C. and cooled to obtain a lotion.

本発明により調製したローションは、のびがよくかつ皮膚に塗布したときにさっぱりとした感触で長時間にわたって皮膚を保護し、水洗などによっても容易に洗い流されることがない。さらに、塗布した手などで触れても対象物に対する付着が少ない皮膚化粧料であった。   The lotion prepared according to the present invention has good spread and protects the skin for a long time with a refreshing feel when applied to the skin, and is not easily washed away even by washing with water. Furthermore, even if it touched with the apply | coated hand etc., it was skin cosmetics with little adhesion with respect to a target object.


実施例6:ローション2

本発明の実施例1で製造したポリオキシエチレン(18)分岐アルキル(C16-5)エーテル
を配合したローションを試作し、評価した。
軽質流動イソパラフィン 15 重量%に 、ジメチルポリシロキサン(商品名KF96信越シリコーン(株)社製)(10cSt)5 重量%、オリーブ油 5重量%及び香料 適量を溶解して、ポリオキシエチレン(18)分岐アルキル(C16-5)エーテル 3重量%を1 ,3 ブチレ
ングリコール 10 重量%に溶解させた液に加えて乳化し、その乳化物を精製水 62 重量%に加えて溶解しローションを得た。

Example 6: Lotion 2

A lotion containing the polyoxyethylene (18) branched alkyl (C16-5) ether produced in Example 1 of the present invention was prototyped and evaluated.
Dissolve 5% by weight of dimethylpolysiloxane (trade name: KF96 Shin-Etsu Silicone Co., Ltd.) (10cSt), 5% by weight of olive oil, and perfume in 15% by weight of light liquid isoparaffin, and polyoxyethylene (18) branched alkyl (C16-5) 3% by weight of ether was added to a solution prepared by dissolving 10% by weight of 1,3 butylene glycol to emulsify, and the emulsion was added to 62% by weight of purified water to dissolve to obtain a lotion.

本発明により調製したローションは、のびがよくかつ皮膚に塗布したときにさっぱりとした感触で長時間にわたって皮膚を保護し、水洗などによっても容易に洗い流されることがない。さらに、塗布した手などで触れても対象物に対する付着が少ない皮膚化粧料であった。   The lotion prepared according to the present invention has good spread and protects the skin for a long time with a refreshing feel when applied to the skin, and is not easily washed away even by washing with water. Furthermore, even if it touched with the apply | coated hand etc., it was skin cosmetics with little adhesion with respect to a target object.


実施例7−1〜3、比較例7−1〜2:ヘアクリーム

表3の配合により毛髪化粧料のヘアクリームを作製し、評価した。
(官能試験)
10名の被験者によって毛髪化粧料の試料を使用し整髪を実施した。その後被験者本人がべたつき、しなやかさ、櫛通りの良さについて官能評価した。
(1)べたつきの評価基準
◎:非常に良好 (べたつきがないと答えた被験者の数が8 人以上)
○:良好 (べたつきがないと答えた被験者の数が6 人以上、8 人未満)
△:やや悪い (べたつきがないと答えた被験者の数が4 人以上、6 人未満)
×:悪い (べたつきがないと答えた被験者の数が4 人未満)
(2)しなやかさの評価基準
◎:非常に良好 (ごわつきがないと答えた被験者の数が8 人以上)
○:良好 (ごわつきがないと答えた被験者の数が6 人以上、8 人未満)
△:やや悪い (ごわつきがないと答えた被験者の数が4 人以上、6 人未満)
×:悪い (ごわつきがないと答えた被験者の数が4 人未満)
(3)櫛通りの評価
◎:非常に良好 (櫛通りが良いと答えた被験者の数が8 人以上)
○:良好 (櫛通りが良いと答えた被験者の数が6 人以上、8 人未満)
△:やや悪い (櫛通りが良いと答えた被験者の数が4 人以上、6 人未満×)
×:悪い (櫛通りが良いと答えた被験者の数が4 人未満)
(4)頭皮刺激性
○:無し (刺激性無しと答えた被験者の数が8 人以上)
×:ややあり (頭皮に少し違和感を覚えると答えた被験者の数が4 人以上8 未満)

Examples 7-1 to 3 and Comparative examples 7-1 and 2: Hair cream

A hair cream hair cosmetic was prepared according to the formulation shown in Table 3 and evaluated.
(Sensory test)
Hair styling was performed by 10 subjects using hair cosmetic samples. After that, the subject himself made a sensory evaluation of stickiness, suppleness, and combing.
(1) Evaluation criteria for stickiness ◎: Very good (more than 8 subjects answered that there was no stickiness)
○: Good (The number of subjects who answered that there was no stickiness was 6 or more and less than 8)
△: Slightly bad (The number of subjects who answered that there was no stickiness was 4 or more and less than 6)
×: Bad (the number of subjects who answered that there was no stickiness was less than 4)
(2) Evaluation criteria for suppleness ◎: Very good (The number of subjects who answered that there was no stiffness was 8 or more)
○: Good (The number of subjects who answered that there was no wobble was 6 or more and less than 8)
△: Slightly bad (The number of subjects who responded that there was no inconsistency was 4 or more and less than 6)
×: Poor (less than 4 subjects responded that there was no wobble)
(3) Evaluation of comb street ◎: Very good (The number of subjects who answered that comb street is good is 8 or more)
○: Good (The number of subjects who answered that the comb is good is 6 or more and less than 8)
△: Slightly bad (The number of subjects who answered that the comb is good is 4 or more and less than 6)
×: Bad (the number of subjects who answered that the comb is good is less than 4)
(4) Scalp irritation ○: None (The number of subjects who answered that there was no irritation was 8 or more)
×: Somewhat (the number of subjects who answered that the scalp feels a little uncomfortable is 4 or more and less than 8)

Figure 0004400215
Figure 0004400215

Claims (4)

イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、及び炭素数4のオレフィンと炭素数2、3あるいは5のオレフィンとの液状の共重合物から選ばれるオリゴマーをエポキシ化、次いで加水分解を経由し、エチレンオキサイド、プロピレンオキサイド又はブチレンオキサイドを付加させて得られる下記式(1)で示されるポリオキシアルキレン分岐アルキルエーテルからなる高分子界面活性剤を少なくとも1種又は2種以上及び水性成分を含む化粧料。
X−R−O(C2nO)A (1)
(ここで、
XはO(C2nO)B基を示し、
Rは炭素数16〜24迄で、分子内に少なくとも1〜3の炭素数の分岐鎖を5〜10個有する炭化水素基、
nは2〜4の整数、
mは2〜100の整数、
Zは0又は98以下の整数を示すとともに、m+Zが2〜100であり、
Aは水素を示し、
Bは水素を示す。)
Isobutene homopolymers, copolymer of isobutene and n- butene, and epoxidized Luo oligomer selected from the copolymerization of a liquid with an olefin of 4 olefins and the carbon number of 2, 3 or 5 carbon atoms, then At least one or two or more polymer surfactants comprising a polyoxyalkylene branched alkyl ether represented by the following formula (1) obtained by adding ethylene oxide, propylene oxide or butylene oxide via hydrolysis Cosmetics containing an aqueous component.
X-R-O (C n H 2n O) m A (1)
(here,
X represents an O (C n H 2n O) z B group,
R is a hydrocarbon group having 16 to 24 carbon atoms and 5 to 10 branched chains having at least 1 to 3 carbon atoms in the molecule;
n is an integer of 2 to 4,
m is an integer of 2 to 100,
Z represents an integer of 0 or 98 or less, and m + Z is 2 to 100,
A represents hydrogen,
B represents hydrogen. )
イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、及び炭素数4のオレフィンと炭素数2、3あるいは5のオレフィンとの液状の共重合物から選ばれるオリゴマーをエポキシ化、次いで加水分解を経由し、エチレンオキサイド、プロピレンオキサイド又はブチレンオキサイドを付加させて得られる下記式(1)で示されるポリオキシアルキレン分岐アルキルエーテルからなる高分子界面活性剤を少なくとも1種又は2種以上及び油性成分を含む化粧料。
X−R−O(C 2n O) (1)
(ここで、
XはO(C 2n O) B基を示し、
Rは炭素数16〜24迄で、分子内に少なくとも1〜3の炭素数の分岐鎖を5〜10個有する炭化水素基、
nは2〜4の整数、
mは2〜100の整数、
Zは0又は98以下の整数を示すとともに、m+Zが2〜100であり、
Aは水素を示し、
Bは水素を示す。)
Isobutene homopolymers, copolymer of isobutene and n- butene, and epoxidized Luo oligomer selected from the copolymerization of a liquid with an olefin of 4 olefins and the carbon number of 2, 3 or 5 carbon atoms, then via hydrolysis, ethylene oxide, the following equation is obtained by adding propylene oxide or butylene oxide (1) at least one polymeric surfactant comprising a polyoxyalkylene branched alkyl ether represented by two or more, and Cosmetics containing oily ingredients.
X-R-O (C n H 2n O) m A (1)
(here,
X represents an O (C n H 2n O) z B group,
R is a hydrocarbon group having 16 to 24 carbon atoms and 5 to 10 branched chains having at least 1 to 3 carbon atoms in the molecule;
n is an integer of 2 to 4,
m is an integer of 2 to 100,
Z represents an integer of 0 or 98 or less, and m + Z is 2 to 100,
A represents hydrogen,
B represents hydrogen. )
イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、及び炭素数4のオレフィンと炭素数2、3あるいは5のオレフィンとの液状の共重合物から選ばれるオリゴマーをエポキシ化、次いで加水分解を経由し、エチレンオキサイド、プロピレンオキサイド又はブチレンオキサイドを付加させて得られる下記式(1)で示されるポリオキシアルキレン分岐アルキルエーテルからなる高分子界面活性剤0.5〜50重量%、油性成分10〜95重量%、及び水性成分0.05〜80重量%を含む化粧料。
X−R−O(C 2n O) (1)
(ここで、
XはO(C 2n O) B基を示し、
Rは炭素数16〜24迄で、分子内に少なくとも1〜3の炭素数の分岐鎖を5〜10個有する炭化水素基、
nは2〜4の整数、
mは2〜100の整数、
Zは0又は98以下の整数を示すとともに、m+Zが2〜100であり、
Aは水素を示し、
Bは水素を示す。)
Isobutene homopolymers, copolymer of isobutene and n- butene, and epoxidized Luo oligomer selected from the copolymerization of a liquid with an olefin of 4 olefins and the carbon number of 2, 3 or 5 carbon atoms, then via hydrolysis, ethylene oxide, polymer surfactant 0.5 to 50% by weight consisting of polyoxyalkylene branched alkyl ether represented by the following formula is obtained by adding propylene oxide or butylene oxide (1), oily A cosmetic comprising 10 to 95% by weight of an ingredient and 0.05 to 80% by weight of an aqueous ingredient.
X-R-O (C n H 2n O) m A (1)
(here,
X represents an O (C n H 2n O) z B group,
R is a hydrocarbon group having 16 to 24 carbon atoms and 5 to 10 branched chains having at least 1 to 3 carbon atoms in the molecule;
n is an integer of 2 to 4,
m is an integer of 2 to 100,
Z represents an integer of 0 or 98 or less, and m + Z is 2 to 100,
A represents hydrogen,
B represents hydrogen. )
イソブテン単独重合体、イソブテンとn−ブテンとの共重合物、及び炭素数4のオレフィンと炭素数2、3あるいは5のオレフィンとの液状の共重合物から選ばれるオリゴマーをエポキシ化、次いで加水分解を経由し、エチレンオキサイド、プロピレンオキサイド又はブチレンオキサイドを付加させて得られる下記式(1)で示されるポリオキシアルキレン分岐アルキルエーテルからなる高分子界面活性剤を含む毛髪用化粧料。
X−R−O(C 2n O) (1)
(ここで、
XはO(C 2n O) B基を示し、
Rは炭素数16〜24迄で、分子内に少なくとも1〜3の炭素数の分岐鎖を5〜10個有する炭化水素基、
nは2〜4の整数、
mは2〜100の整数、
Zは0又は98以下の整数を示すとともに、m+Zが2〜100であり、
Aは水素を示し、
Bは水素を示す。)
Isobutene homopolymers, copolymer of isobutene and n- butene, and epoxidized Luo oligomer selected from the copolymerization of a liquid with an olefin of 4 olefins and the carbon number of 2, 3 or 5 carbon atoms, then via hydrolysis, ethylene oxide, hair cosmetic comprising a polymeric surfactant made of a polyoxyalkylene branched alkyl ether represented by the following formula is obtained by adding propylene oxide or butylene oxide (1).
X-R-O (C n H 2n O) m A (1)
(here,
X represents an O (C n H 2n O) z B group,
R is a hydrocarbon group having 16 to 24 carbon atoms and 5 to 10 branched chains having at least 1 to 3 carbon atoms in the molecule;
n is an integer of 2 to 4,
m is an integer of 2 to 100,
Z represents an integer of 0 or 98 or less, and m + Z is 2 to 100,
A represents hydrogen,
B represents hydrogen. )
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DE10048427A1 (en) * 2000-09-29 2002-04-11 Beiersdorf Ag Water-in-oil emulsions with a high water content, useful for cosmetic and medicinal applications, include a alkylene oxide copolymer nonionic surfactant and an anionic and/or amphoteric polymer
DE10048366A1 (en) * 2000-09-29 2002-04-11 Beiersdorf Ag Emulsion compositions W / O with increased water content, with medium-polar and / or nonpolar lipids and one or more surfactant polyethers of the type A-O-B-O-A and with at least one substance selected from the group of cationic polymers
DE10049066A1 (en) * 2000-10-04 2002-04-18 Beiersdorf Ag Preparations of emulsion type W / O with increased water content containing polyether polyester and at least one substance selected from the group of nonionic polymers

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