JP2006282539A - Cosmetic base and cosmetic compounded with the same - Google Patents

Cosmetic base and cosmetic compounded with the same Download PDF

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JP2006282539A
JP2006282539A JP2005101875A JP2005101875A JP2006282539A JP 2006282539 A JP2006282539 A JP 2006282539A JP 2005101875 A JP2005101875 A JP 2005101875A JP 2005101875 A JP2005101875 A JP 2005101875A JP 2006282539 A JP2006282539 A JP 2006282539A
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cosmetic
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oxyalkylene
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JP4736112B2 (en
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Yoji Tezuka
洋二 手塚
Keiichi Maruyama
圭一 円山
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NOF Corp
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a cosmetic base which has both an excellent touch and a high moisture-retaining property and has excellent compatibility with oily ingredients, and to provide a cosmetic compounded with the same. <P>SOLUTION: This cosmetic base comprises an alkylene oxide derivative represented by the following formula (I): Z-äO(AO)<SB>l</SB>(EO)<SB>m</SB>-(BO)<SB>n</SB>H}<SB>a</SB>[Z is the hydroxy group-removed residue of a compound having three to nine hydroxy group; (a) is 3 to 9; AO is a 3 or 4C oxyalkylene; EO is oxyethylene; (l) and (m) are the average addition moles of the 3 or 4C oxyalkylene and the oxyethylene groups, respectively, wherein 1≤(l)≤50, and 1≤(m)≤50; the (AO/EO) weight ratio of AO/EO is 1/5 to 5/1; AO and EO may be added in a random or block state; BO is a 4C oxyalkylene; (n) is its average addition moles, wherein 5<(n)≤30]. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

本発明は、すべすべ感やしっとり感といった優れた感触と保湿性の双方を有し、油性製剤への配合安定性に優れた化粧料用基剤およびこれを配合する化粧料に関する。   The present invention relates to a cosmetic base that has both excellent feel such as a smooth feeling and a moist feeling and moisturizing properties, and has excellent blending stability in an oily preparation, and a cosmetic blended with the same.

近年の消費者の傾向として、化粧品は、より感触の軽いものが好まれる傾向にあり、さっぱり感あるいはすべすべ感が良好で、しかも保湿効果に優れた化粧料が求められている。
保湿効果を付与する目的として、保湿剤を配合するのが一般的である。保湿剤の多くは、グリセリン、プロピレングリコール、1,3−ブチレングリコール、ポリエチレングリコールに代表される水溶性多価アルコールであり、優れた保湿感があるものの、高配合するとすべすべ感がなくなり、さらには、油中水型の乳化化粧料、油性化粧料といった油性製剤においては、安定性の面で高配合できない。
そこで、油性製剤において保湿効果を付与するには、スクワラン、ワセリンといった炭化水素類、オリーブ油、ホホバ油といった油脂、コレステロールなどのステロール類が油性保湿剤としてしばしば使用される。これら油性保湿剤は、水溶性多価アルコールに較べて、すべすべ感などの使用感は良好であるが、保湿効果に劣り、保湿効果を高めるために高配合すると、多量の乳化剤が必要となってしまい、すべすべ感が低下してしまう。すなわち、油性製剤において保湿効果、すべすべ感が良好で、なおかつ高配合できる化粧料用基剤の開発が望まれている。
このような状況下で、油性製剤で保湿感、すべすべ感の両者の特性を出すために、ポリグリセリン高級脂肪酸エステルと非イオン界面活性剤を組み合わせ(例えば特許文献1および2)、N−長鎖アシル中性アミノ酸アルキル若しくはアルケニルエステル(例えば特許文献3)、ポリオキシアルキレン付加アルキルグルコシドと親油性ポリオキシアルキレン変性シリコーンの組み合わせ(例えば特許文献4)、などが開示されているが、いずれも十分な効果が得られていないのが現状である。
As a recent consumer trend, cosmetics tend to be preferred to have a lighter touch, and there is a demand for cosmetics that are refreshing or smooth and that have a good moisturizing effect.
In general, a moisturizing agent is blended for the purpose of imparting a moisturizing effect. Most of the moisturizers are water-soluble polyhydric alcohols typified by glycerin, propylene glycol, 1,3-butylene glycol, and polyethylene glycol. In addition, oily preparations such as water-in-oil type emulsified cosmetics and oily cosmetics cannot be highly blended in terms of stability.
Therefore, in order to impart a moisturizing effect in oily preparations, hydrocarbons such as squalane and petrolatum, fats and oils such as olive oil and jojoba oil, and sterols such as cholesterol are often used as oily moisturizing agents. These oil-based moisturizers have a better feeling of use than water-soluble polyhydric alcohols, but they are inferior in the moisturizing effect and require a large amount of emulsifier when blended to increase the moisturizing effect. As a result, the feeling of smoothness decreases. That is, there is a demand for the development of a cosmetic base that has a good moisturizing effect and a smooth feeling in an oily preparation and that can be highly blended.
Under such circumstances, in order to give both the moisturizing feeling and the smooth feeling in the oily preparation, a combination of a polyglycerin higher fatty acid ester and a nonionic surfactant (for example, Patent Documents 1 and 2), N-long chain An acyl-neutral amino acid alkyl or alkenyl ester (for example, Patent Document 3), a combination of a polyoxyalkylene-added alkyl glucoside and a lipophilic polyoxyalkylene-modified silicone (for example, Patent Document 4), and the like have been disclosed. The present situation is that the effect is not acquired.

特開平9−208444号公報Japanese Patent Laid-Open No. 9-208444 特開平6−219923号公報JP-A-6-219923 特開2000−355531号公報JP 2000-355331 A 特開平10−29912号公報JP-A-10-29912

本発明の目的は、優れた感触と高い保湿性の双方を有し、油性成分との相溶性に優れた化粧料用基剤およびこれを配合する化粧料を提供することである。   An object of the present invention is to provide a cosmetic base having both excellent feel and high moisturizing property and excellent compatibility with an oil component, and a cosmetic containing the same.

すなわち本発明は以下に示されるものである。
(1) 下記の式(I)で示されるアルキレンオキシド誘導体からなる化粧料用基剤。
Z−{O(AO)(EO)−(BO)H} (I)
(式中、Zは3〜9個の水酸基を有する化合物の水酸基を除いた残基、aは3〜9、AOは炭素数3〜4のオキシアルキレン基、EOはオキシエチレン基、lおよびmはそれぞれ炭素数3〜4のオキシアルキレン基、オキシエチレン基の平均付加モル数で、1≦l≦50、1≦m≦50であり、AOとEOとの重量比(AO/EO)は1/5〜5/1であり、AOとEOはランダム状に付加してもブロック状に付加してもよい。BOは炭素数4のオキシアルキレン基、nはその平均付加モル数で、5<n≦30である。)
(2) AOとEOがランダム状に付加している前記のアルキレンオキシド誘導体からなる化粧料用基剤。
(3) 前記の化粧料用基剤を配合してなる化粧料。
(4) 化粧料用基剤を0.01〜50重量%、油性成分を0.1〜80重量%含有する前記の化粧料。
(5) 保湿剤を0.01〜30重量%含有する前記の化粧料。
That is, the present invention is as follows.
(1) A cosmetic base comprising an alkylene oxide derivative represented by the following formula (I).
Z- {O (AO) l (EO) m- (BO) n H} a (I)
(Wherein Z is a residue excluding the hydroxyl group of the compound having 3 to 9 hydroxyl groups, a is 3 to 9, AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, l and m Are the average addition moles of oxyalkylene groups having 3 to 4 carbon atoms and oxyethylene groups, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50, and the weight ratio of AO to EO (AO / EO) is 1. AO and EO may be added in a random or block form, BO is an oxyalkylene group having 4 carbon atoms, n is the average number of moles added, and 5 < n ≦ 30.)
(2) A cosmetic base comprising the above-mentioned alkylene oxide derivative in which AO and EO are randomly added.
(3) A cosmetic comprising the cosmetic base described above.
(4) The cosmetic described above containing 0.01 to 50% by weight of a cosmetic base and 0.1 to 80% by weight of an oil component.
(5) The cosmetic described above containing a humectant in an amount of 0.01 to 30% by weight.

本発明の化粧料用基剤はすべすべ感やしっとり感といった優れた感触、保湿感の両方を有し、油性製剤に安定に配合可能であり、化粧料に配合したときに良好な性能を発現する基剤、およびそれを配合してなる化粧料である。   The cosmetic base of the present invention has both an excellent feel such as a smooth feeling and a moist feeling, a moisturizing feeling, can be stably blended in an oily preparation, and exhibits good performance when blended in a cosmetic. A base and a cosmetic comprising the same.

式(I)で示されるアルキレンオキシド誘導体において、Zは3〜9個の水酸基を有する化合物の水酸基を除いた残基であり、aはZの化合物の水酸基の数であり3〜9である。3〜9個の水酸基を有する化合物として、例えば、a=3であればグリセリン、トリメチロールプロパン、a=4であれば、エリスリトール、ペンタエリスリトール、ソルビタン、アルキルグリコシド、ジグリセリン、a=5であればキシリトール、a=6であればジペンタエリスリトール、ソルビトール、イノシトール、a=8であればショ糖、トレハロース、a=9であればマルチトール、およびこれらの混合物などが挙げられる。好ましくはZは3〜6個の水酸基を有する化合物の水酸基を除いた残基であり、3≦a≦6を満たす。a≦2では、油脂などの油性成分との相溶性に劣り油性製剤への配合安定性が悪化する傾向がある。10≦aではべたつき感が生じてしまい目的の効果が得られない。   In the alkylene oxide derivative represented by the formula (I), Z is a residue excluding the hydroxyl group of the compound having 3 to 9 hydroxyl groups, and a is the number of hydroxyl groups of the compound of Z and 3 to 9. As a compound having 3 to 9 hydroxyl groups, for example, if a = 3, glycerin, trimethylolpropane, if a = 4, erythritol, pentaerythritol, sorbitan, alkylglycoside, diglycerin, a = 5 Examples include xylitol, dipentaerythritol, sorbitol, inositol if a = 6, sucrose, trehalose if a = 8, maltitol if a = 9, and mixtures thereof. Z is preferably a residue excluding the hydroxyl group of the compound having 3 to 6 hydroxyl groups, and satisfies 3 ≦ a ≦ 6. In a <= 2, there exists a tendency for the mixing | blending stability to an oil-based formulation to deteriorate that it is inferior to compatibility with oily components, such as fats and oils. When 10 ≦ a, a sticky feeling is generated, and the desired effect cannot be obtained.

AOは炭素数3〜4のオキシアルキレン基であり、例として、オキシプロピレン基、オキシブチレン基、オキシイソブチレン基、オキシトリメチレン基、オキシテトラメチレン基などが挙げられる。好ましくは、オキシプロピレン基、オキシブチレン基、さらに好ましくはオキシプロピレン基である。
lはAOの平均付加モル数であり、1≦l≦50、好ましくは2≦l≦20である。mはEOの平均付加モル数であり、1≦m≦50、好ましくは2≦m≦20である。lが0であるとべたつき感を生じてしまい、50を超えると保湿効果が低下してしまう。また、mが0であると保湿効果が低下してしまい、50を超えるとべたつき感が生じてしまう。
AO is an oxyalkylene group having 3 to 4 carbon atoms, and examples thereof include an oxypropylene group, an oxybutylene group, an oxyisobutylene group, an oxytrimethylene group, and an oxytetramethylene group. An oxypropylene group, an oxybutylene group, and more preferably an oxypropylene group.
l is the average added mole number of AO, and 1 ≦ l ≦ 50, preferably 2 ≦ l ≦ 20. m is an average added mole number of EO, and 1 ≦ m ≦ 50, preferably 2 ≦ m ≦ 20. If l is 0, a sticky feeling is produced, and if it exceeds 50, the moisturizing effect is lowered. Further, if m is 0, the moisturizing effect is lowered, and if it exceeds 50, a sticky feeling is produced.

AOとEOとの重量比(AO/EO)は1/5〜5/1であり、好ましくは1/4〜4/1である。1/5より小さいとべたつき感を生じてしまい、5/1より大きいと保湿感が低下してしまう。
AOとEOの付加する順序は特に指定はなく、ブロック状に付加していてもランダム状に付加していてもよい。好ましくはランダム状に付加されているものである。
The weight ratio (AO / EO) between AO and EO is 1/5 to 5/1, preferably 1/4 to 4/1. If it is less than 1/5, a sticky feeling is produced, and if it is greater than 5/1, the moisturizing feeling is lowered.
The order in which AO and EO are added is not particularly specified, and they may be added in blocks or randomly. Preferably, it is added randomly.

BOは炭素数4のオキシアルキレン基であり、例としてはオキシブチレン基、オキシイソブチレン基、オキシテトラメチレン基などが挙げられる。好ましくはオキシブチレン基である。
nはBOの平均付加モル数であり、5<n≦30であり、好ましくは6≦n≦20である。5以下であると親水性が強くなり油性成分との相溶性に劣り、30を超えると目的の保湿効果が得られない。
また本発明のAOの平均付加モル数lとBOの平均付加モル数nとの合計は、好ましくは6≦l+n≦50、さらに好ましくは8≦l+n≦40である。
BO is an oxyalkylene group having 4 carbon atoms, and examples thereof include an oxybutylene group, an oxyisobutylene group, and an oxytetramethylene group. An oxybutylene group is preferred.
n is the average added mole number of BO, 5 <n ≦ 30, preferably 6 ≦ n ≦ 20. If it is 5 or less, the hydrophilicity becomes strong and the compatibility with the oil component is poor, and if it exceeds 30, the intended moisturizing effect cannot be obtained.
The total of the average added mole number 1 of AO and the average added mole number BO of the present invention is preferably 6 ≦ l + n ≦ 50, more preferably 8 ≦ l + n ≦ 40.

本発明の式(I)で示されるアルキレンオキシド誘導体は、公知の方法で製造することができる。例えば、3〜9個の水酸基を有している化合物にエチレンオキシドおよび炭素数3〜4のアルキレンオキシドを付加重合した後に、炭素数4のアルキレンオキシドを反応させることによって得られる。
また、本発明の化粧料用基剤を配合してなる化粧料の形態は、特に、油中水型の乳化化粧料、油性化粧料であり、更に詳細には、保湿化粧料、クレンジング化粧料、頭髪化粧料、メークアップ化粧料などである。
The alkylene oxide derivative represented by the formula (I) of the present invention can be produced by a known method. For example, it can be obtained by subjecting a compound having 3 to 9 hydroxyl groups to addition polymerization of ethylene oxide and an alkylene oxide having 3 to 4 carbon atoms and then reacting the alkylene oxide having 4 carbon atoms.
Further, the form of the cosmetic comprising the cosmetic base of the present invention is in particular a water-in-oil emulsified cosmetic and an oily cosmetic, and more specifically, a moisturizing cosmetic and a cleansing cosmetic. Hair cosmetics, makeup cosmetics, etc.

本発明の化粧料中への化粧料用基剤の配合量は特には限定されないが、通常0.01〜80重量%配合される。
また、本発明の化粧料は、油性成分を配合することによりさらに感触と保湿性の双方が良好なものとなる。好ましくは本発明の基剤0.01〜50重量%と油性成分0.01〜80重量%、さらに好ましくは本発明の基剤0.1〜30重量%と油性成分を0.1〜70重量%、よりさらに好ましくは本発明の基剤1〜20重量%と油性成分1〜50重量%配合する組み合わせが効果的である。本発明の基剤が50重量%より多く、また、油性成分が80重量%より多いとべたつき感を生じることがあり、好ましくない。
The amount of the cosmetic base in the cosmetic of the present invention is not particularly limited, but is usually 0.01 to 80% by weight.
Moreover, the cosmetic of this invention becomes a thing with both favorable touch and moisture retention by mix | blending an oil-based component. Preferably 0.01 to 50% by weight of the base of the present invention and 0.01 to 80% by weight of the oily component, more preferably 0.1 to 30% by weight of the base of the present invention and 0.1 to 70% by weight of the oily component. %, More preferably a combination of 1 to 20% by weight of the base of the present invention and 1 to 50% by weight of an oily component is effective. If the base of the present invention is more than 50% by weight and the oil component is more than 80% by weight, a sticky feeling may occur, which is not preferable.

油性成分としては、化粧料に通常使用される成分を含有することができる。このような成分としては、例えば、ワセリン、スクワラン、スクワレン、マイクロクリスタリンワックス、流動パラフィン、流動イソパラフィン、ポリイソブテン、セレシンなどの炭化水素;ヘキシルアルコール、ヘプチルアルコール、オクチルアルコール、ノニルアルコール、デシルアルコール、ウンデシルアルコール、ドデシルアルコール、ラウリルアルコール、トリデシルアルコール、ミリスチルアルコール、セチルアルコール、セトステアリルアルコール、イソセチルアルコール、オレイルアルコール、ステアリルアルコール、イソステアリルアルコール、アラキルアルコール、べへニルアルコール、ホホバアルコール、オクチルドデカノール、ヘキシルデカノールなどの炭素数6以上のアルコール;カプロン酸、カプリル酸、カプリン酸、2−エチルヘキサン酸、ラウリン酸、ミリスチン酸、ミリストレイン酸、ヤシ油脂肪酸、牛脂脂肪酸、パーム油脂肪酸、パルミチン酸、パルミトレイン酸、ステアリン酸、オレイン酸、イソステアリン酸、リノール酸、リノレン酸、アラキジン酸、べヘン酸、アラキドン酸、エルカ酸などの炭素数6以上の脂肪酸およびこれらのトリグリセリド;セバシン酸ジエチル、2−エチルヘキサン酸セチル、2−エチルヘキサン酸イソセチル、パルミチン酸イソプロピル、パルミチン酸2−エチルヘキシル、イソステアリン酸イソプロピル、イソステアリン酸2−ヘキシルデシル、イソステアリン酸イソステアリル、トリイソステアリン酸トリメチルプロパン、ミリスチン酸オクチルドデシル、ミリスチン酸イソプロピル、ミリスチン酸イソステアリル、ミリスチン酸イソセチル、ラウリン酸ヘキシル、オレイン酸エチル、ピバリン酸イソステアリル、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、イソノナン酸2−エチルヘキシル、イソノナン酸イソデシル、イソノナン酸イソトリデシル、ジデカン酸ネオペンチルグリコールなどのエステル油;オリーブ油、トウモロコシ油、落花生油、菜種油、ゴマ油、大豆油、ヤシ油、パーム油、パーム核油、ヒマシ油、アマニ油、ホホバ油、ひまわり油、マカダミアナッツ油、茶実油、綿実油、シソ油、サフラワー油、キョウニン油、牛脂、豚脂などの動植物油脂;直鎖および環状のジメチルポリシロキサン、ポリエーテル変性シリコーンなどのシリコーン;コレステロール、シトステロール、カンペステロール、スチグマステロール、ブラシカステロール、フィトステロールなどのステロール類などが挙げられる。好ましくは炭化水素、炭素数6〜24の脂肪酸を有するトリグリセリド、動植物油脂、エステル油、ステロール類である。またこれらを1種または2種以上用いてもよい。   As an oily component, the component normally used for cosmetics can be contained. Examples of such components include petrolatum, squalane, squalene, microcrystalline wax, liquid paraffin, liquid isoparaffin, polyisobutene, ceresin and other hydrocarbons; hexyl alcohol, heptyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, undecyl Alcohol, dodecyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, cetyl alcohol, cetostearyl alcohol, isocetyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, aralkyl alcohol, behenyl alcohol, jojoba alcohol, octyldodeca Alcohols having 6 or more carbon atoms, such as diol and hexyldecanol; Acid, 2-ethylhexanoic acid, lauric acid, myristic acid, myristic acid, coconut oil fatty acid, beef tallow fatty acid, palm oil fatty acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, isostearic acid, linoleic acid, linolenic acid Fatty acids having 6 or more carbon atoms such as arachidic acid, behenic acid, arachidonic acid and erucic acid, and triglycerides thereof; diethyl sebacate, cetyl 2-ethylhexanoate, isocetyl 2-ethylhexanoate, isopropyl palmitate, palmitic acid 2-ethylhexyl, isopropyl isostearate, 2-hexyldecyl isostearate, isostearyl isostearate, trimethylpropane triisostearate, octyldodecyl myristate, isopropyl myristate, isomyristate Ester oil such as teal, isocetyl myristate, hexyl laurate, ethyl oleate, isostearyl pivalate, isopropyl isostearate, isononyl isononanoate, 2-ethylhexyl isononanoate, isodecyl isononanoate, isotridecyl isononanoate, neopentyl glycol didecanoate Olive oil, corn oil, peanut oil, rapeseed oil, sesame oil, soybean oil, palm oil, palm oil, palm kernel oil, castor oil, flaxseed oil, jojoba oil, sunflower oil, macadamia nut oil, tea seed oil, cottonseed oil, perilla oil Animal and vegetable oils such as safflower oil, kyounin oil, beef tallow, lard, etc .; silicones such as linear and cyclic dimethylpolysiloxane and polyether modified silicone; cholesterol, sitosterol, campesterol, stigmaster Examples thereof include sterols such as rolls, brush castrol and phytosterols. Preferred are hydrocarbons, triglycerides having 6 to 24 carbon atoms, animal and vegetable oils, ester oils and sterols. Moreover, you may use these 1 type, or 2 or more types.

本発明の化粧料は、さらに保湿剤を配合することで保湿効果が高まる。好ましくは0.01〜30重量%、より好ましくは1〜10重量%である。30重量%より多いとべたつき感がでてくることもあり、好ましくない。保湿剤としては、化粧料に通常使用される任意の成分を含有することができる。このような任意成分としては、例えば、グリセリン、ジグリセリン、ポリグリセリン、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、エチレングリコール、ジ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、グルコース、ポリプロピレングリコール、ソルビトール、キシリトール、トレハロース、マルチトール、マンニトール、キトサン、尿素、ヒアルロン酸ナトリウム、ピロリドンカルボン酸ナトリウム、乳酸ナトリウム、リボ核酸ナトリウム、アスパラギン酸、アルギン酸ナトリウム、アラニン、グリシン、シスチン、システイン、セリン、アルギニン、リシン、アシタバエキス、アルテアエキス、アロエエキス、オイスターエキス、海藻エキス、カリンエキス、キイチゴエキス、キュウリエキス、クインスシードエキス、ゼニアオイエキス、プラセンタエキス、ヘチマエキス、ユリエキス、リンゴエキス、ローヤルゼリー、ラクトフェリンなどが挙げられる。好ましくは、グリセリン、1,3−ブチレングリコール、ポリエチレングリコール、プロピレングリコール、ソルビトールであり、これらの1種または2種以上を用いることができる。   The cosmetic of the present invention further enhances the moisturizing effect by blending a moisturizing agent. Preferably it is 0.01-30 weight%, More preferably, it is 1-10 weight%. If it exceeds 30% by weight, a sticky feeling may appear, which is not preferable. As the humectant, any component usually used in cosmetics can be contained. Examples of such optional components include glycerin, diglycerin, polyglycerin, 1,3-butylene glycol, 3-methyl-1,3-butylene glycol, ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, and dipropylene glycol. , Glucose, polypropylene glycol, sorbitol, xylitol, trehalose, maltitol, mannitol, chitosan, urea, sodium hyaluronate, sodium pyrrolidonecarboxylate, sodium lactate, sodium ribonucleic acid, aspartic acid, sodium alginate, alanine, glycine, cystine, cysteine , Serine, arginine, lysine, ashitaba extract, altea extract, aloe extract, oyster extract, seaweed extract, carinje Vinegar, raspberry extract, cucumber extract, quince seed extract, Zegna Oy extract, placenta extract, loofah extract, Yuriekisu, apple extract, royal jelly, such as lactoferrin, and the like. Preferred are glycerin, 1,3-butylene glycol, polyethylene glycol, propylene glycol, and sorbitol, and one or more of these can be used.

本発明の化粧料おいてはさらに必要に応じて、本発明の効果を損なわない範囲で、化粧品、医薬品などに一般的に用いられている各種成分、すなわち、ビタミン類、紫外線吸収剤、水溶性高分子、酸化防止剤、アニオン界面活性剤、カチオン界面活性剤、両性界面活性剤、ノニオン界面活性剤、金属イオン封鎖剤、エタノール、増粘剤、防腐剤、色素、顔料、香料などが例示できる。
本発明の化粧料は、式(I)で示されるアルキレンオキシド誘導体、油性成分、保湿剤、その他の任意成分を配合することができるが、上記の配合量において、合計して100重量%を越えない範囲で配合することができる。
In the cosmetics of the present invention, various components generally used in cosmetics, pharmaceuticals, etc., that is, vitamins, UV absorbers, water-soluble substances, as long as they do not impair the effects of the present invention. Examples include polymers, antioxidants, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, sequestering agents, ethanol, thickeners, preservatives, dyes, pigments, and fragrances. .
The cosmetic of the present invention can contain an alkylene oxide derivative represented by the formula (I), an oily component, a moisturizing agent, and other optional components, but the total amount exceeds 100% by weight in the above compounding amount. It can mix | blend in the range which is not.

合成例1 ポリオキシブチレン(48モル、n=8)ポリオキシエチレン(30モル、m=5)ポリオキシプロピレン(30モル、l=5)ソルビトール(a=6)エーテルの合成(ポリオキシエチレンとポリオキシプロピレンがブロックポリマー)
ソルビトール182gと触媒として水酸化カリウム25gをオートクレーブ中に仕込み、オートクレーブ内の空気を乾燥窒素で置換した後、撹拌しながら140℃にて触媒を完全に溶解させた。次に滴下装置によりプロピレンオキシドを1740gを滴下させ、2時間撹拌した。ひきつづき滴下装置によりエチレンオキシド1320gを滴下させ、2時間撹拌した。さらに滴下装置によりブチレンオキシド3456gを滴下させ、2時間撹拌し反応させた。その後オートクレーブより反応組成物をとりだし、塩酸で中和してpH6〜7とし、含有する水分を除去するために、減圧−0.095MPa(ゲージ圧)、100℃で1時間処理した。さらに処理後生成した塩を除去するためろ過を行い、化合物1の基剤を得た。
Synthesis Example 1 Synthesis of polyoxybutylene (48 mol, n = 8) polyoxyethylene (30 mol, m = 5) polyoxypropylene (30 mol, l = 5) sorbitol (a = 6) ether (with polyoxyethylene and (Polyoxypropylene is a block polymer)
After 182 g of sorbitol and 25 g of potassium hydroxide as a catalyst were charged into an autoclave and the air in the autoclave was replaced with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, 1740 g of propylene oxide was dropped with a dropping device and stirred for 2 hours. Subsequently, 1320 g of ethylene oxide was dropped by a dropping device and stirred for 2 hours. Further, 3456 g of butylene oxide was dropped with a dropping device, and the mixture was stirred for 2 hours to be reacted. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (gauge pressure) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and a base of Compound 1 was obtained.

合成例2 ポリオキシブチレン(27モル、n=9)ポリオキシエチレン(10モル、m=3.3)ポリオキシプロピレン(10モル、l=3.3)グリセリル(a=3)エーテルの合成(ポリオキシエチレンとポリオキシプロピレンがランダムポリマー)
グリセリン92gと触媒として水酸化カリウム25gをオートクレーブ中に仕込み、オートクレーブ内の空気を乾燥窒素で置換した後、撹拌しながら140℃にて触媒を完全に溶解させた。次に滴下装置によりエチレンオキシド440gとプロピレンオキシドを580gの混合物を滴下させ、2時間撹拌した。ひきつづき滴下装置によりブチレンオキシド1944gを滴下させ、2時間撹拌した。その後オートクレーブより反応組成物をとりだし、塩酸で中和してpH6〜7とし、含有する水分を除去するために減圧−0.095MPa(ゲージ圧)、100℃で1時間処理した。さらに処理後生成した塩を除去するためろ過を行い、化合物2の基剤を得た。
合成例1または合成例2と同様に、表1に示す請求項1記載の化合物3〜6および比較物質7〜12の合成を行った。
Synthesis Example 2 Synthesis of polyoxybutylene (27 mol, n = 9) polyoxyethylene (10 mol, m = 3.3) polyoxypropylene (10 mol, l = 3.3) glyceryl (a = 3) ether ( Polyoxyethylene and polyoxypropylene are random polymers)
After charging 92 g of glycerin and 25 g of potassium hydroxide as a catalyst into the autoclave and replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, a mixture of 440 g of ethylene oxide and 580 g of propylene oxide was dropped with a dropping device and stirred for 2 hours. Subsequently, 1944 g of butylene oxide was dropped with a dropping device and stirred for 2 hours. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (gauge pressure) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt produced after the treatment, and a base of Compound 2 was obtained.
In the same manner as in Synthesis Example 1 or Synthesis Example 2, Compounds 3-6 and Comparative Substances 7-12 according to Claim 1 shown in Table 1 were synthesized.

Figure 2006282539
Figure 2006282539

実施例1〜6および比較例1〜6
化粧料に汎用される、油脂(オリーブ油)との相溶性を評価した。評価方法は、化合物1〜12の20%オリーブ油溶液を調製し、25℃にて撹拌し、同温度にて30分静置させた後の様子を、以下の基準にて評価し、○を合格とした。
○:溶解
△:分散(白濁)
×:分離
表1に結果も合わせて示した。
実施例1〜6は全て合格であった。比較例1〜6で相溶性が良好なものはなかった。
Examples 1-6 and Comparative Examples 1-6
The compatibility with fats and oils (olive oil), which is widely used in cosmetics, was evaluated. The evaluation method is to prepare a 20% olive oil solution of compounds 1 to 12, stir at 25 ° C., and let stand at the same temperature for 30 minutes, evaluate the following criteria, pass ○ It was.
○: Dissolution △: Dispersion (white turbidity)
X: Separation Table 1 also shows the results.
Examples 1-6 were all acceptable. None of Comparative Examples 1 to 6 had good compatibility.

実施例7〜14および比較例7〜15
(a)成分として請求項1記載の化合物1〜6、(a’)成分として比較物質7〜12、(b)成分として任意の油性成分、(c)成分として任意の保湿剤を選定し、表2の配合組成(重量%)にて乳液を調製し、官能評価を行った。
<調整方法>
各成分を80℃に加熱し、撹拌して乳化した後、撹拌しながら精製水を同温度で徐々に添加し、40℃まで冷却後、乳液を得た。
Examples 7-14 and Comparative Examples 7-15
(A) The compound 1-6 of Claim 1 as a component, (a ') the comparative substance 7-12 as a component, (b) any oily component as a component, (c) any moisturizer as a component, An emulsion was prepared with the composition (% by weight) shown in Table 2 and subjected to sensory evaluation.
<Adjustment method>
Each component was heated to 80 ° C., emulsified by stirring, and then purified water was gradually added at the same temperature while stirring. After cooling to 40 ° C., an emulsion was obtained.

<官能評価>
10人の専門パネラーを用いて、べたつき感のなさ(すべすべ感)および化合物の保湿感の評価を行った。評価方法は、上腕部を石鹸で洗浄した後に、乳液を塗布し、塗布直後〜30分後のべたつき感のなさと保湿感について5段階評価した平均値を採用した。3.5点以上を良好であると判断した。
<べたつき感のなさ(すべすべ感)>
5:のびが非常によく、非常に軽い感触
4:のびがよく、軽い感触
3:のびがやや悪く、少しひっかかる感触
2:のびが悪く、重い感触
1:のびが非常に悪く、非常にひっかかる感触
<保湿感>
5:かさつきが全くなく、十分にうるおっている状態
4:かさつきがなく、うるおっている状態
3:かさつきが若干あり、うるおいが少したりない状態
2:かさつきがあり、うるおいがたりない状態
1:かさつきがひどく、うるおいが十分にたりない状態
表2に評価結果も合わせて示す。
<Sensory evaluation>
Using ten professional panelists, the absence of stickiness (smooth feeling) and the moisturizing feeling of the compounds were evaluated. For the evaluation method, after washing the upper arm portion with soap, an emulsion was applied, and an average value evaluated on a five-point basis for the feeling of stickiness and moisturizing feeling immediately after application to 30 minutes was adopted. A score of 3.5 or higher was judged to be good.
<No stickiness (smooth feeling)>
5: Very good feel and light feel 4: Good feel, light feel 3: Slightly bad feel, a little squeezed feel 2: Slow feel, heavy feel 1: Very bad feel <Moisturizing feeling>
5: There is no bulkiness and it is sufficiently moisturized 4: There is no bulkiness and it is moistened 3: There is a little bulkiness and there is little moisture 2: There is bulkiness and there is no moisture State 1: A state in which the texture is severe and moisture is not sufficient Table 2 also shows the evaluation results.

Figure 2006282539
Figure 2006282539

実施例7〜14より本発明の基剤は、べたつき感のなさ、保湿感の双方の点数を満たすものである。しかし比較例7〜15は、2つの性質を同時に満たすものではない。   From Examples 7 to 14, the base of the present invention satisfies both the points of no stickiness and moisturizing feeling. However, Comparative Examples 7 to 15 do not satisfy the two properties at the same time.

Claims (5)

下記の式(I)で示されるアルキレンオキシド誘導体からなる化粧料用基剤。
Z−{O(AO)(EO)−(BO)H} (I)
(式中、Zは3〜9個の水酸基を有する化合物の水酸基を除いた残基、aは3〜9、AOは炭素数3〜4のオキシアルキレン基、EOはオキシエチレン基、lおよびmはそれぞれ炭素数3〜4のオキシアルキレン基、オキシエチレン基の平均付加モル数で、1≦l≦50、1≦m≦50であり、AOとEOとの重量比(AO/EO)は1/5〜5/1であり、AOとEOはランダム状に付加してもブロック状に付加してもよい。BOは炭素数4のオキシアルキレン基、nはその平均付加モル数で、5<n≦30である。)
A cosmetic base comprising an alkylene oxide derivative represented by the following formula (I):
Z- {O (AO) l (EO) m- (BO) n H} a (I)
(Wherein Z is a residue excluding the hydroxyl group of the compound having 3 to 9 hydroxyl groups, a is 3 to 9, AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, l and m Are the average added mole numbers of oxyalkylene groups having 3 to 4 carbon atoms and oxyethylene groups, 1 ≦ l ≦ 50, 1 ≦ m ≦ 50, and the weight ratio of AO to EO (AO / EO) is 1. AO and EO may be added randomly or in a block form, BO is an oxyalkylene group having 4 carbon atoms, n is the average number of moles added, and 5 < n ≦ 30.)
AOとEOがランダム状に付加している請求項1記載のアルキレンオキシド誘導体からなる化粧料用基剤。   A cosmetic base comprising an alkylene oxide derivative according to claim 1, wherein AO and EO are added in a random manner. 請求項1または請求項2記載の化粧料用基剤を配合してなる化粧料。   A cosmetic comprising the cosmetic base according to claim 1 or 2. 請求項1または請求項2記載の化粧料用基剤を0.01〜50重量%、油性成分を0.1〜80重量%含有する化粧料。   A cosmetic comprising 0.01 to 50% by weight of the cosmetic base according to claim 1 or 2 and 0.1 to 80% by weight of an oily component. さらに保湿剤を0.01〜30重量%含有する請求項4記載の化粧料。   The cosmetic according to claim 4, further comprising 0.01 to 30% by weight of a humectant.
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