JP3513682B2 - Oily cosmetics - Google Patents
Oily cosmeticsInfo
- Publication number
- JP3513682B2 JP3513682B2 JP23125695A JP23125695A JP3513682B2 JP 3513682 B2 JP3513682 B2 JP 3513682B2 JP 23125695 A JP23125695 A JP 23125695A JP 23125695 A JP23125695 A JP 23125695A JP 3513682 B2 JP3513682 B2 JP 3513682B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- oil
- silicone compound
- modified silicone
- polyglycerin
- 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.)
- Expired - Fee Related
Links
Landscapes
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】
【０００１】
【産業上の利用分野】本発明は、ポリグリセリン変性シ
リコーン化合物を油剤成分として含有した油性化粧料に
関する。
【０００２】
【従来の技術】化粧品に使用される油剤成分には、動植
物性油脂、動植物性ロウ、高級脂肪酸類、炭化水素類、
高級アルコール類、合成エステル類、シリコーン油など
各種の化合物が用いられている。そして、シリコーン油
は、医薬品、化粧品をはじめとする広い分野において各
種組成物の基剤等として使用されている。特に、１００
ｃｓ以下の低粘度シリコーン油は、その優れた伸展性、
さっぱり感、安全性の高さなどから、その使用が広く検
討されている。しかしその一方、シリコーン油は、化粧
料等に配合した場合、肌へのなじみが悪く、しっとり感
に欠け、きしむ等官能特性的にマイナスの面もあった。
【０００３】
【発明が解決しようとする課題】本発明は、上記の従来
のシリコーン油を化粧品に油剤成分として配合したとき
の問題点である、肌へのなじみが悪く、しっとり感に欠
け、きしむ等官能特性的なマイナスの面を補った油性化
粧料を提供することを目的とする。すなわち、しっとり
した肌触りでありながら、べたつかず、さらっとした軽
い感触を持ち、肌への付着性に優れ、さらに、化粧持ち
の非常に優れた油性化粧料を提供することを目的とす
る。
【０００４】
【課題を解決するための手段】上記実情に鑑み、鋭意研
究した結果、特定構造を有するポリグリセリン変性シリ
コーン化合物を油剤成分として用いることにより、肌に
なじみが良く、しっとりする等の使用感に優れ、且つ、
化粧持ちの良い油性化粧料が得られることを見出し、本
発明を完成するに至った。すなわち本発明は、下記一般
式（１）で表されるポリグリセリン変性シリコーン化合
物を油剤成分として含有することを特徴とする水を実質
的に含まない油性化粧料である。
【０００５】
【化３】
【０００６】〔式中、Ｒ1は炭素数１〜１０のアルキル
基、フェニル基又はフッ素置換アルキル基、Ｒ2は下記
式（Ａ）、（Ｂ）又は（Ｃ）
【０００７】
【化４】【０００８】（但し、Ｑは炭素数１〜１０の２価炭化水
素基、ｌは２〜２０、ｍは１〜２０の正の整数であ
る。）で示される基、Ｒ3は炭素数１〜１０の１価炭化
水素基、又は上記式（Ａ）、（Ｂ）、（Ｃ）で示される
基、ａ、ｂはそれぞれ０以上の整数であるが、ｂが０の
ときＲ3の少なくとも１つは上記式（Ａ）、（Ｂ）、
（Ｃ）で示される基を示す。〕
【０００９】以下、詳細に説明する。本発明で用いられ
るポリグリセリン変性シリコーン化合物は、上記の一般
式（１）に示すごとく、シリコーン鎖にポリグリセリン
がスペーサーを介して結合している化合物である。上記
一般式（１）で表される化合物において、Ｒ1は炭素数
１〜１０のアルキル基、フェニル基又はフッ素置換アル
キル基であるが、具体的には例えば、メチル基、エチル
基、プロピル基、ブチル基、ヘキシル基、ヘプチル基、
オクチル基、ノニル基、デケル基、フェニル基、トリフ
ロロプロピル基などが挙げられる。またＲ2が上記式
（Ａ）又は（Ｂ）である一般式（１）のポリグリセリン
変性シリコーン化合物は特公昭６２−３４０３９号に、
またＲ2が上記式（Ｃ）である一般式（１）のポリグリ
セリン変性シリコーン化合物は特開平４−２０５３１号
に、各々界面活性剤としての利用が提案されており、そ
れらの製造方法が開示されているが、その製法に限定さ
れるものではない。
【００１０】本発明の油性化粧料には、クリーム、ファ
ンデーション、アイシャドウ、口紅、アイライナーなど
が挙げられる。油性化粧料は、油剤を主成分として実質
的に水を含まない化粧料である。本発明では、ポリグリ
セリン変性シリコーン化合物をこの油剤成分に用いるも
のである。ポリグリセリン変性シリコーン化合物は、構
造式中に占めるポリグリセリン骨格の比率により水溶性
から水不溶性まで親水性の度合いを変えることができ
る。しかし、本発明では油性化粧料の油剤成分として用
いるため、水に対して不溶もしくは難溶性であることが
好ましい。本発明の油性化粧料におけるポリグリセリン
変性シリコーン化合物の配合量は、特に限定されない
が、好ましくは油剤成分として全成分中に０．１〜７０
重量％（以下、単に％で示す）、特に１〜５０％が好ま
しい。
【００１１】さらに、本発明の油性化粧料には、上記必
須成分の他に、通常使用される化粧料成分を配合するこ
とができる。このような化粧料成分としては、例えば、
油脂、ロウ、炭化水素、シリコーン油、脂肪酸、アルコ
ール、エステル、ラノリン等の油剤、白色顔料、着色顔
料、体質顔料、有機粉末、パール剤等の粉体原料、金属
石鹸、界面活性剤、多価アルコール、高分子化合物、
水、酸化防止剤、紫外線吸収剤、防腐剤、タール色素、
美容成分、香料等を、本発明の効果を損なわない範囲で
適宜選択して配合することができる。
【００１２】
【実施例】以下に実施例を挙げて本発明をより詳細に説
明するが、本発明はこれらにより限定されるものではな
い。
【００１３】参考例１
撹拌機、温度計、還流冷却器及び滴下ロートを付した四
つ口フラスコにグリセリン９２ｇ（１モル）を仕込み、
これに、ＢＦ3１０ｇを加え加熱昇温した。内容物の温
度を８０±５℃に保持し、滴下ロートからアリルグリシ
ジルエーテル１０３ｇ（０．９モル）を４時間を要して
徐々に滴下した。滴下終了後、上記温度に３時間保持し
反応を行った後、分離精製工程を行い、下記式化５のア
リルジグリセリンエーテルが得られた。
【００１４】
【化５】
【００１５】撹拌機、温度計、還流冷却器及びストッパ
ーを付した四つ口フラスコに上記アリルジグリセリンエ
ーテル１００ｇ、下記化学式化６
【００１６】
【化６】【００１７】で表されるメチルハイドロジェンポリシロ
キサン２７３．３ｇ、イソプロピルアルコール２００
ｇ、酢酸カリウムの１０％エタノール溶液０．５ｇ及び
塩化白金酸のイソプロピルアルコール溶液（白金濃度２
％以上、以下白金触媒と記載する）０．５ｇを仕込み、
加熱し、イソプロピルアルコールの還流温度で３時間反
応を行った。反応終了後、ストリップし、下記式化７の
ジグリセリン変性シリコーン化合物が得られた。
【００１８】
【化７】
【００１９】参考例２
参考例１と同様に、撹拌機、温度計、還流冷却器及び滴
下ロートを付した四つ口フラスコにグリセリン９２ｇ
（１モル）を仕込み、これに、ＢＦ3１０ｇを加え加熱
昇温した。内容物の温度を８０±５℃に保持し、滴下ロ
ートからアリルグリシジルエーテル１０３ｇ（０．９モ
ル）を４時間を要して徐々に滴下した。滴下終了後、上
記温度に３時間保持し反応を行った後、精製し、下記式
化８のアリルジグリセリンエーテルを得た。
【００２０】
【化８】
【００２１】撹拌機、温度計、還流冷却器及びストッパ
ーを付した四つ口フラスコに上記アリルジグリセリンエ
ーテル１００ｇ、上述した化学式化６で表されるメチル
ハイドロジェンポリシロキサン２７３．３ｇ、イソプロ
ピルアルコール２００ｇ、酢酸カリウムの１０％エタノ
ール溶液０．５ｇ及び塩化白金酸のイソプロピルアルコ
ール溶液（白金濃度２％以上、以下白金触媒と記載す
る）０．５ｇを仕込み、加熱し、イソプロピルアルコー
ルの還流温度で３時間反応を行った。反応終了後、スト
リップし、下記式化９のジグリセリン変性シリコーン化
合物を得た。得られたジグリセリン変性シリコーン化合
物は、透明で、粘度が７５９０ｃｓ（２５℃）、屈折率
１．４２２４（２５℃）の液体であった。
【００２２】
【化９】
【００２３】参考例３
撹拌機、温度計、還流冷却器を付したフラスコに、下記
式化１０
【００２４】
【化１０】【００２５】で表されるメチルハイドロジェンポリシロ
キサン２７６．５ｇ、アリル化ジイソプロピリデントリ
グリセリン５０ｇ、イソプロピルアルコール２００ｇ、
酢酸カリウムの１０％エタノール溶液１．０ｇ及び白金
触媒０．５ｇを仕込み、加熱し、イソプロピルアルコー
ルの還流温度で５時間反応を行った。次に、０．０１Ｎ
塩酸水１００ｇを加え、イソプロピルアルコールの還流
下、５時間脱アセトン化を行った。反応終了後、ストリ
ップする事により、下記式化１１のトリグリセリン変性
シリコーン化合物を得た。得られたトリグリセリン変性
シリコーン化合物は、粘度が３．７万ｃｓ（２５℃）、
屈折率１．４１６４（２５℃）の粘ちょうな液体であっ
た。
【００２６】
【化１１】
【００２７】実施例１及び比較例１〜２ （油性ファン
デーション）
次の表１に示す各組成のファンデーションを製造し、そ
の使用性について評価した。
【００２８】
【表１】
【００２９】（製造方法）
Ａ：成分１〜７を加熱溶解し、成分８〜１２を加えて三
本ローラーにて均一分散した。
Ｂ：Ａを加熱溶解し、脱泡した後、金皿に充填し、冷却
した。
【００３０】（評価）女性５０名のパネルにより使用性
テストを行い、肌へののび、付着性、おさまりの良さ、
べたつきのなさ、しっとり感、仕上がりの美しさ、化粧
持ちの良さについて表２の基準で評価を行い、その平均
点で判定した。その結果を表３に示す。
【００３１】
【表２】
【００３２】
【表３】
【００３３】表３の結果より明らかなように、本発明の
ポリグリセリン変性シリコーン化合物を配合した実施例
１は、従来のシリコーン化合物を配合した比較例１〜２
に比べ、肌へののび、付着、おさまりに優れ、べたつき
がなく、しっとりした仕上がりの美しい油性ファンデー
ションであり、また、化粧持ちも非常に良いものである
ことがわかった。
【００３４】実施例２〜３及び比較例３〜４ （口紅）
次の表４に示す各組成の口紅を製造し、その使用性につ
いて評価した。
【００３５】
【表４】
【００３６】（製造方法）
Ａ：成分１〜１１を加熱溶解し、成分１２〜１３を加え
て三本ローラーにて均一に混合分散した。
Ｂ：Ａを加温溶解し、脱泡した後充填して成型した。
【００３７】（評価）女性５０名のパネルに、使用性の
良さ、色移りのなさ、色落ちのなさ、にじみのなさにつ
いて表５の基準で評価を行い、その平均点で判定した。
その結果を表６に示す。
【００３８】
【表５】
【００３９】
【表６】
【００４０】表６の結果より明らかなように、本発明の
ポリグリセリン変性シリコーン化合物を配合した実施例
２〜３は、従来のシリコーン化合物を配合した比較例３
及びシリコーン化合物を配合しない比較例４に比べ、色
移り、色落ち、にじみがなく、良好な使用性、化粧持ち
の良い口紅が得られることがわかった。
【００４１】
【発明の効果】以上詳述したように、特定化学構造のポ
リグリセリン変性シリコーン化合物を油剤成分として含
有させた本発明の油性化粧料は、しっとりした肌触りで
ありながら、べたつかず、さらっとした軽い感触を有
し、肌への付着性が良く、更に、化粧持ちの非常に優れ
たものである。Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oil-based cosmetic containing a polyglycerin-modified silicone compound as an oil component. [0002] Oils and ingredients used in cosmetics include animal and vegetable oils and fats, animal and vegetable waxes, higher fatty acids, hydrocarbons, and the like.
Various compounds such as higher alcohols, synthetic esters, and silicone oil have been used. Silicone oil is used as a base for various compositions in a wide range of fields including pharmaceuticals and cosmetics. In particular, 100
cs or less low-viscosity silicone oil has excellent extensibility,
Its use has been widely studied because of its refreshing feeling and high safety. However, on the other hand, when silicone oil is blended in cosmetics and the like, it has poor surface adaptability to the skin, lacks moist feeling, and has negative aspects such as squeaky in organoleptic properties. [0003] The present invention has a problem when the above-mentioned conventional silicone oil is blended into cosmetics as an oil component, because it has poor adaptation to the skin, lacks moist feeling, and is squeaky. An object of the present invention is to provide an oil-based cosmetic that compensates for the negative aspects of iso-functional characteristics. That is, an object of the present invention is to provide an oily cosmetic which has a moist touch, has no stickiness, has a light touch, is excellent in adhesion to the skin, and has a very long lasting makeup. [0004] In view of the above-mentioned circumstances, as a result of intensive studies, the use of a polyglycerin-modified silicone compound having a specific structure as an oil component makes the skin more familiar and moist. Excellent feeling, and
The present inventors have found that an oil-based cosmetic having a good makeup durability can be obtained, and have completed the present invention. That is, the present invention provides a method for producing water substantially comprising a polyglycerin-modified silicone compound represented by the following general formula (1) as an oil component.
It is an oily cosmetic that does not contain any oil. [0005] [Wherein, R 1 is an alkyl group having 1 to 10 carbon atoms, a phenyl group or a fluorine-substituted alkyl group, and R 2 is a group represented by the following formula (A), (B) or (C): Wherein Q is a divalent hydrocarbon group having 1 to 10 carbon atoms, l is a positive integer of 2 to 20 and m is a positive integer of 1 to 20; and R 3 is a group having 1 carbon atom. 10 monovalent hydrocarbon group, or the formula (a), (B), of the group represented by (C), a, b are each an integer of 0 or more, b is R 3 when 0 least One is the above formula (A), (B),
The group represented by (C) is shown. Hereinafter, a detailed description will be given. The polyglycerin-modified silicone compound used in the present invention is a compound in which polyglycerin is bonded to a silicone chain via a spacer as shown in the general formula (1). In the compound represented by the general formula (1), R 1 is an alkyl group having 1 to 10 carbon atoms, a phenyl group or a fluorine-substituted alkyl group, and specifically, for example, a methyl group, an ethyl group, a propyl group , Butyl group, hexyl group, heptyl group,
Examples include an octyl group, a nonyl group, a dekel group, a phenyl group, and a trifluoropropyl group. The polyglycerin-modified silicone compound of the general formula (1) wherein R 2 is the above formula (A) or (B) is disclosed in JP-B-62-34039.
Further, the use of polyglycerin-modified silicone compounds of the general formula (1) in which R 2 is the above formula (C) as surfactants is proposed in JP-A-4-20531, and their production methods are disclosed. But it is not limited to that method. The oily cosmetics of the present invention include creams, foundations, eye shadows, lipsticks, eyeliners and the like. Oil-based cosmetics are essentially made up of oil agents.
Is a cosmetic that does not include the water basis. In the present invention, a polyglycerin-modified silicone compound is used for the oil component. The degree of hydrophilicity of the polyglycerin-modified silicone compound can be changed from water-soluble to water-insoluble depending on the ratio of the polyglycerin skeleton in the structural formula. However, in the present invention, since it is used as an oil component of an oily cosmetic, it is preferably insoluble or hardly soluble in water. The amount of the polyglycerin-modified silicone compound in the oily cosmetic composition of the present invention is not particularly limited, but is preferably 0.1 to 70 as an oil component in all components.
% By weight (hereinafter simply referred to as%), particularly preferably 1 to 50%. The oil-based cosmetic of the present invention may further contain commonly used cosmetic ingredients in addition to the above essential ingredients. Examples of such cosmetic ingredients include, for example,
Oils such as oils and fats, waxes, hydrocarbons, silicone oils, fatty acids, alcohols, esters, lanolin, powder materials such as white pigments, coloring pigments, extender pigments, organic powders, pearling agents, metal soaps, surfactants, polyvalent Alcohol, polymer compounds,
Water, antioxidants, ultraviolet absorbers, preservatives, tar dyes,
Beauty ingredients, perfumes and the like can be appropriately selected and blended within a range that does not impair the effects of the present invention. EXAMPLES The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto. Reference Example 1 A four-necked flask equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel was charged with 92 g (1 mol) of glycerin.
BF 3 ( 10 g) was added thereto, and the mixture was heated and heated. While maintaining the temperature of the content at 80 ± 5 ° C., 103 g (0.9 mol) of allyl glycidyl ether was gradually dropped from the dropping funnel over 4 hours. After the completion of the dropwise addition, the mixture was kept at the above temperature for 3 hours to carry out a reaction, followed by a separation and purification step, whereby an allyl diglycerin ether represented by the following formula 5 was obtained. Embedded image In a four-necked flask equipped with a stirrer, thermometer, reflux condenser and stopper, 100 g of the above-mentioned allyl diglycerin ether was prepared. 273.3 g of methyl hydrogen polysiloxane represented by the following formula:
g, 0.5 g of a 10% ethanol solution of potassium acetate and an isopropyl alcohol solution of chloroplatinic acid (platinum concentration 2
% Or more, hereinafter referred to as a platinum catalyst).
The mixture was heated and reacted at the reflux temperature of isopropyl alcohol for 3 hours. After completion of the reaction, the resultant was stripped to obtain a diglycerin-modified silicone compound represented by the following formula (7). Embedded image Reference Example 2 As in Reference Example 1, 92 g of glycerin was placed in a four-necked flask equipped with a stirrer, thermometer, reflux condenser and dropping funnel.
(1 mol), 10 g of BF 3 was added thereto, and the mixture was heated and heated. While maintaining the temperature of the content at 80 ± 5 ° C., 103 g (0.9 mol) of allyl glycidyl ether was gradually dropped from the dropping funnel over 4 hours. After completion of the dropwise addition, the mixture was kept at the above temperature for 3 hours to carry out a reaction, followed by purification to obtain an allyl diglycerin ether represented by the following formula (8). Embedded image In a four-necked flask equipped with a stirrer, thermometer, reflux condenser and stopper, 100 g of the above allyl diglycerin ether, 273.3 g of methyl hydrogen polysiloxane represented by the above-mentioned chemical formula 6, and 200 g of isopropyl alcohol , 0.5 g of a 10% ethanol solution of potassium acetate and 0.5 g of an isopropyl alcohol solution of chloroplatinic acid (a platinum concentration of 2% or more; hereinafter, referred to as a platinum catalyst), and heated at reflux temperature of isopropyl alcohol for 3 hours. The reaction was performed. After completion of the reaction, the resultant was stripped to obtain a diglycerin-modified silicone compound represented by the following formula (9). The obtained diglycerin-modified silicone compound was a transparent liquid having a viscosity of 7590 cs (25 ° C.) and a refractive index of 1.4224 (25 ° C.). Embedded image Reference Example 3 A flask equipped with a stirrer, a thermometer, and a reflux condenser was added with the following formula: 276.5 g of methyl hydrogen polysiloxane represented by the following formula, 50 g of allylated diisopropylidene triglycerin, 200 g of isopropyl alcohol,
1.0 g of a 10% ethanol solution of potassium acetate and 0.5 g of a platinum catalyst were charged, heated, and reacted at the reflux temperature of isopropyl alcohol for 5 hours. Next, 0.01N
Hydrochloric acid solution (100 g) was added, and the mixture was deacetonated for 5 hours under reflux of isopropyl alcohol. After the reaction was completed, stripping was performed to obtain a triglycerin-modified silicone compound represented by the following formula (11). The obtained triglycerin-modified silicone compound has a viscosity of 37,000 cs (25 ° C.)
It was a viscous liquid having a refractive index of 1.4164 (25 ° C.). Embedded image Example 1 and Comparative Examples 1-2 (oil-based foundations) Foundations of the respective compositions shown in the following Table 1 were produced and their usability was evaluated. [Table 1] (Manufacturing method) A: Components 1 to 7 were dissolved by heating, and components 8 to 12 were added and uniformly dispersed with a three-roller. B: After heating and dissolving A and defoaming, it was filled in a gold dish and cooled. (Evaluation) A usability test was carried out by a panel of 50 women, and it was evaluated that it spreads on the skin, adheres to the skin, and has a good fit.
The non-stickiness, moist feeling, the beauty of the finish, and the goodness of the makeup were evaluated according to the criteria in Table 2, and the average score was used. Table 3 shows the results. [Table 2] [Table 3] As is clear from the results in Table 3, Example 1 in which the polyglycerin-modified silicone compound of the present invention was blended, Comparative Examples 1-2 in which the conventional silicone compound was blended.
It was found to be a beautiful oily foundation with excellent spreadability, adhesion and settling to the skin, no stickiness, a moist finish, and a very long lasting makeup. Examples 2-3 and Comparative Examples 3-4 (Lipsticks) Lipsticks having the compositions shown in Table 4 below were produced and evaluated for their usability. [Table 4] (Production method) A: Components 1 to 11 were dissolved by heating, components 12 to 13 were added, and the mixture was uniformly mixed and dispersed with a three-roller. B: A was heated and dissolved, defoamed, filled and molded. (Evaluation) Panels of 50 women were evaluated for good usability, no color transfer, no color fading, and no bleeding based on the criteria in Table 5, and the average score was used.
Table 6 shows the results. [Table 5] [Table 6] As is evident from the results in Table 6, Examples 2-3 in which the polyglycerin-modified silicone compound of the present invention was blended were Comparative Examples 3 in which the conventional silicone compound was blended.
As compared with Comparative Example 4 in which no silicone compound was blended, it was found that a lipstick having good usability and long lasting cosmetics without color transfer, discoloration and bleeding was obtained. As described in detail above, the oily cosmetic of the present invention containing a polyglycerin-modified silicone compound having a specific chemical structure as an oil component has a moist touch but is not sticky, It has a light touch, good adhesion to the skin, and a very long lasting makeup.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 平７−33622（ＪＰ，Ａ) 特開 平７−25728（ＪＰ，Ａ) 特開 平６−305933（ＪＰ，Ａ) 特開 平６−157236（ＪＰ，Ａ) 特開 平４−20531（ＪＰ，Ａ) 特公 昭62−34039（ＪＰ，Ｂ１) (58)調査した分野(Int.Cl.7，ＤＢ名) A61K 7/00 - 7/50 ────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-7-33622 (JP, A) JP-A-7-25728 (JP, A) JP-A-6-305933 (JP, A) JP-A-6-305933 157236 (JP, A) JP-A-4-20531 (JP, A) JP-B-62-34039 (JP, B1) (58) Fields investigated (Int. Cl. 7 , DB name) A61K 7/00-7 / 50
Claims (1)
ン変性シリコーン化合物を油剤成分として含有すること
を特徴とする水を実質的に含まない油性化粧料。 【化１】 〔式中Ｒ１は炭素数１〜１０のアルキル基、フェニル基
又はフッ素置換アルキル基、Ｒ２は下記式（Ａ）、
（Ｂ）又は（Ｃ） 【化２】（但し、Ｑは炭素数１〜１０の２価炭化水素基、ｌは２
〜２０、ｍは１〜２０の正の整数である。）で示される
基、Ｒ３は炭素数１〜１０の１価炭化水素基、又は上記
式（Ａ）、（Ｂ）、（Ｃ）で示される基、ａ、ｂはそれ
ぞれ０以上の整数であるが、ｂが０のときＲ３の少なく
とも１つは上記式（Ａ）、（Ｂ）、（Ｃ）で示される基
を示す。〕(57) [Claim 1] An oil-based cosmetic substantially free of water, characterized by containing a polyglycerin-modified silicone compound represented by the following general formula (1) as an oil component. . Embedded image [Wherein R 1 is an alkyl group having 1 to 10 carbon atoms, a phenyl group or a fluorine-substituted alkyl group, and R 2 is a group represented by the following formula (A):
(B) or (C) (However, Q is a divalent hydrocarbon group having 1 to 10 carbon atoms, l is 2
-20 and m are positive integers of 1-20. R 3 is a monovalent hydrocarbon group having 1 to 10 carbon atoms, or a group represented by the above formulas (A), (B) and (C), and a and b are each an integer of 0 or more. However, when b is 0, at least one of R 3 represents a group represented by the above formula (A), (B) or (C). ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23125695A JP3513682B2 (en) | 1995-09-08 | 1995-09-08 | Oily cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23125695A JP3513682B2 (en) | 1995-09-08 | 1995-09-08 | Oily cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0971504A JPH0971504A (en) | 1997-03-18 |
| JP3513682B2 true JP3513682B2 (en) | 2004-03-31 |
Family
ID=16920771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23125695A Expired - Fee Related JP3513682B2 (en) | 1995-09-08 | 1995-09-08 | Oily cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3513682B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011049248A1 (en) | 2009-10-23 | 2011-04-28 | 東レ・ダウコーニング株式会社 | Novel co-modified organopolysiloxane |
| WO2011049247A1 (en) | 2009-10-23 | 2011-04-28 | 東レ・ダウコーニング株式会社 | Thickening or gelling agent for oily raw materials |
| WO2013100169A1 (en) | 2011-12-27 | 2013-07-04 | Dow Corning Toray Co., Ltd. | Co-modified organopolysiloxane, emulsifier for water-in-oil emulsion, external use preparation, and cosmetic composition using the same |
| WO2013103147A1 (en) | 2011-12-27 | 2013-07-11 | Dow Corning Toray Co., Ltd. | Diglycerin derivate-modified silicone, emulsifier for water-in-oil emulsion using the same, external use preparation, and cosmetic composition |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3496133B2 (en) * | 1997-05-09 | 2004-02-09 | 株式会社コーセー | Modified powder and cosmetic containing it |
| JPH10310506A (en) * | 1997-05-09 | 1998-11-24 | Kose Corp | Low irritant cosmetic |
| JPH10316527A (en) * | 1997-05-19 | 1998-12-02 | Kose Corp | Hypoallergenic cosmetic |
| JPH10316536A (en) * | 1997-05-19 | 1998-12-02 | Kose Corp | Modified powder and cosmetic containing the same |
| FR2779641B1 (en) * | 1998-06-16 | 2000-07-21 | Oreal | DETERGENT COSMETIC COMPOSITIONS AND USE |
| JP3678420B2 (en) * | 2001-11-15 | 2005-08-03 | 信越化学工業株式会社 | Cosmetics with viscous minerals |
| JP4485134B2 (en) * | 2002-03-25 | 2010-06-16 | 花王株式会社 | Branched polyglycerol modified silicone |
| US7655744B2 (en) | 2002-03-25 | 2010-02-02 | Kao Corporation | Branched polyglycerol-modified silicone |
| AU2003221113A1 (en) * | 2002-03-25 | 2003-10-08 | Kao Corporation | Silicone modified with branched polyglycerol |
| EP1550687B1 (en) * | 2002-09-12 | 2012-05-23 | Shin-Etsu Chemical Company, Ltd. | Novel organopolysiloxane polymer, pasty composition, and cosmetic preparation containing the composition |
| JP5037782B2 (en) | 2003-07-07 | 2012-10-03 | 信越化学工業株式会社 | Novel alternating organopolysiloxane-glycerin derivative copolymer and cosmetic containing the same |
| FR2873032A1 (en) * | 2004-07-16 | 2006-01-20 | Oreal | Anhydrous cosmetic composition, useful in e.g. make-up, lip (lipstick) and/or skin care composition, comprises a silicone polymer in a medium |
| FR2873033A1 (en) | 2004-07-16 | 2006-01-20 | Oreal | Anhydrous cosmetic composition, useful in skin care, lip care and make-up composition, comprises liquid fatty phase, gelling agent for the liquid fatty phase, and silicone polymer |
| FR2873034B1 (en) | 2004-07-16 | 2008-04-18 | Oreal | COSMETIC COMPOSITION IMPROVED. |
| FR2873035A1 (en) | 2004-07-16 | 2006-01-20 | Oreal | COSMETIC COMPOSITION COMPRISING A DEFINED SILICONE POLYMER AND A FILMOGENIC AGENT. |
| FR2873031A1 (en) * | 2004-07-16 | 2006-01-20 | Oreal | Anhydrous cosmetic composition useful as skin care or make-up composition and lipstick comprises at least one silicone polymer and at least one surfactant, in a physiological medium |
| US8080239B2 (en) | 2005-01-17 | 2011-12-20 | Shiseido Co., Ltd. | Cosmetic |
| JP4567585B2 (en) * | 2005-01-17 | 2010-10-20 | 株式会社資生堂 | Cosmetics |
| WO2006075679A1 (en) * | 2005-01-17 | 2006-07-20 | Shiseido Company, Ltd. | Cosmetic |
| US8398964B2 (en) | 2009-07-28 | 2013-03-19 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane having amide group, and cosmetic material containing same |
| KR101768154B1 (en) | 2009-10-23 | 2017-08-16 | 다우 코닝 도레이 캄파니 리미티드 | Novel organopolysiloxane copolymer |
| JP5841311B2 (en) | 2009-12-21 | 2016-01-13 | 東レ・ダウコーニング株式会社 | Oily raw material thickener or gelling agent, gel composition containing the same, and method for producing cosmetic or external preparation |
| EP2563845B1 (en) | 2010-04-30 | 2015-01-07 | Dow Corning Toray Co., Ltd. | Novel organopolysiloxane, surfactant, emulsion composition, powder treatment agent, thickening agent of oil-based raw material, gelling agent, gel composition, and cosmetic raw material comprising novel organopolysiloxane, as well as, preparation for external use and cosmetic comprising the same |
| WO2011136393A1 (en) | 2010-04-30 | 2011-11-03 | Dow Corning Toray Co., Ltd. | Organopolysiloxane and use thereof as surfactant, powder treatment agent, thickening agent of oil -based raw material or gelling agent. gel and emulsion compositions, as well as, preparations for external use and cosmetics comprising the same |
| KR101864579B1 (en) | 2011-05-30 | 2018-06-07 | 다우 코닝 도레이 캄파니 리미티드 | Organopolysiloxane elastomer modified with mono-/diglycerin derivative, and use therefor |
| JP5795231B2 (en) | 2011-10-11 | 2015-10-14 | 信越化学工業株式会社 | Glycerol group-containing organopolysiloxane, cosmetic and method for producing glycerol group-containing organopolysiloxane |
| JP6243355B2 (en) * | 2012-12-28 | 2017-12-06 | 東レ・ダウコーニング株式会社 | High purity monoalkenyl-containing glycerin derivative and process for producing the same |
| WO2014104258A1 (en) | 2012-12-28 | 2014-07-03 | 東レ・ダウコーニング株式会社 | Method for producing transparent or semi-transparent liquid glycerin-derivative-modified silicone composition |
| CN104945628B (en) * | 2015-06-26 | 2018-10-26 | 中国日用化学工业研究院 | A kind of polyglycerol-modified organosilicon and preparation method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57149290A (en) * | 1981-03-13 | 1982-09-14 | Shin Etsu Chem Co Ltd | Production of glycerol-modified silicone |
| JPH0689147B2 (en) * | 1990-05-15 | 1994-11-09 | 信越化学工業株式会社 | Modified silicone compound and method for producing the same |
| JP3389271B2 (en) * | 1992-11-13 | 2003-03-24 | 株式会社コーセー | Cosmetics |
| JP3477222B2 (en) * | 1993-04-21 | 2003-12-10 | 花王株式会社 | Oily solid cosmetics |
| JP3160427B2 (en) * | 1993-07-09 | 2001-04-25 | 花王株式会社 | Oily cosmetics |
| JP3200247B2 (en) * | 1993-07-27 | 2001-08-20 | 花王株式会社 | Oily cosmetics |
-
1995
- 1995-09-08 JP JP23125695A patent/JP3513682B2/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011049248A1 (en) | 2009-10-23 | 2011-04-28 | 東レ・ダウコーニング株式会社 | Novel co-modified organopolysiloxane |
| WO2011049247A1 (en) | 2009-10-23 | 2011-04-28 | 東レ・ダウコーニング株式会社 | Thickening or gelling agent for oily raw materials |
| WO2013100169A1 (en) | 2011-12-27 | 2013-07-04 | Dow Corning Toray Co., Ltd. | Co-modified organopolysiloxane, emulsifier for water-in-oil emulsion, external use preparation, and cosmetic composition using the same |
| WO2013103147A1 (en) | 2011-12-27 | 2013-07-11 | Dow Corning Toray Co., Ltd. | Diglycerin derivate-modified silicone, emulsifier for water-in-oil emulsion using the same, external use preparation, and cosmetic composition |
| US9480630B2 (en) | 2011-12-27 | 2016-11-01 | Dow Corning Toray Co., Ltd. | Co-modified organopolysiloxane, emulsifier for water-in-oil emulsion, external use preparation, and cosmetic composition using the same |
| US10085928B2 (en) | 2011-12-27 | 2018-10-02 | Dow Corning Toray Co., Ltd. | Diglycerin derivate-modified silicone, emulsifier for water-in-oil emulsion using the same, external use preparaton, and cosmetic composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0971504A (en) | 1997-03-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3513682B2 (en) | Oily cosmetics | |
| JP3389271B2 (en) | Cosmetics | |
| US5463009A (en) | Fluorine-modified silicone, process for preparing the same, and cosmetics containing the same | |
| US5929163A (en) | Silicone gel composition | |
| JP2582275B2 (en) | Silicone gel composition and cosmetic containing the same | |
| CA1154681A (en) | Dibenzyl sorbitol in gelled antiperspirant | |
| US5548054A (en) | Fluorine-modified silicone derivative, production thereof and cosmetic containing the same | |
| JP2700816B2 (en) | Gel composition and cosmetic containing the same | |
| JP3657148B2 (en) | Transparent cosmetics | |
| JPH01250305A (en) | Composition for cosmetic | |
| JP2577588B2 (en) | Lipstick composition for polishing | |
| JPH10316536A (en) | Modified powder and cosmetic containing the same | |
| US4411887A (en) | Use of alkylene oxide copolymers as emollients in cosmetic preparations | |
| JPH10316540A (en) | Hair cosmetic | |
| JPH10316526A (en) | Powdered cosmetic material | |
| EP0523738B1 (en) | Silicone derivative and cosmetic composition comprising the same | |
| JP3533553B2 (en) | Emulsified cosmetic | |
| JP2559058B2 (en) | Oily makeup cosmetics | |
| JPH05262616A (en) | Cosmetic | |
| JPS6245656A (en) | Gel composition containing silicone oil | |
| JP3533554B2 (en) | Powder cosmetics | |
| JPH0873744A (en) | Solidifying agent for silicone oil and cosmetic containing same | |
| JPH10310509A (en) | Hair cosmetic | |
| JPH03258740A (en) | Liquid oil, production thereof and cosmetic containing same oil | |
| JPH01190757A (en) | Silicone gel composition and cosmetic containing same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20031224 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |