JPH06157236A - Cosmetic - Google Patents
CosmeticInfo
- Publication number
- JPH06157236A JPH06157236A JP30371092A JP30371092A JPH06157236A JP H06157236 A JPH06157236 A JP H06157236A JP 30371092 A JP30371092 A JP 30371092A JP 30371092 A JP30371092 A JP 30371092A JP H06157236 A JPH06157236 A JP H06157236A
- Authority
- JP
- Japan
- Prior art keywords
- cosmetic
- silicone compound
- glycerin
- cosmetics
- hair
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、肌への付着性に優れ、
しっとりした肌ざわりでありながらべたつかず、さらっ
とした感触の化粧料に関する。FIELD OF THE INVENTION The present invention has excellent adhesion to the skin,
The present invention relates to a cosmetic that has a moist feel, yet is non-greasy, and has a silky feel.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】従来、
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、100cs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、きしむなど官能的にマイナスの
面もあった。従って、シリコーン油の優れた特性を有し
ながら、肌へのなじみが良く、しっとり感を有するなど
の感触に優れた化粧料が望まれていた。2. Description of the Related Art Conventionally, the problems to be solved by the invention
Silicone oils are used as a base for various compositions in a wide range of fields including pharmaceuticals and cosmetics.
In particular, a low-viscosity silicone oil having a viscosity of 100 cs or less has been widely studied for its use because of its excellent extensibility, refreshing feeling, and high safety. On the other hand, however, when silicone oil is blended in cosmetics and the like, it does not fit well on the skin, lacks a moist feeling, and has a sensual negative side such as squeak. Therefore, there has been a demand for a cosmetic composition which has the excellent properties of silicone oil, but also has a good feel on the skin and a moist feel.
【0003】一方、グリセリンはのびが重く、べたつく
など、使用感の悪いところもあるものの、肌への付着性
に優れ、肌をしっとりさせるため、広く保湿剤として用
いられている。On the other hand, glycerin is widely used as a moisturizing agent because it has a good spreadability and stickiness to the skin, but it has excellent adhesiveness to the skin and moisturizes the skin.
【0004】[0004]
【課題を解決するための手段】かかる実情において、本
発明者らは鋭意研究を行った結果、特定のグリセリン変
性シリコーン化合物を油剤として用いれば、肌への付着
性や感触に非常に優れた化粧料が得られることを見出
し、本発明を完成した。Under such circumstances, as a result of intensive studies by the present inventors, when a specific glycerin-modified silicone compound is used as an oil agent, cosmetics having excellent adhesion to the skin and feeling to the touch are obtained. The present invention has been completed by finding that a charge can be obtained.
【0005】すなわち、本発明は、一般式(1)又は
(2)That is, the present invention has the general formula (1) or (2)
【0006】[0006]
【化2】 [Chemical 2]
【0007】(式中、R1 〜R16は炭素数1〜10の炭
化水素基を示し、m及びpは2〜6の整数を示し、n、
q及びrは0以上の整数を示す)で表わされるグリセリ
ン変性シリコーン化合物を油剤として含有することを特
徴とする化粧料を提供するものである。(In the formula, R 1 to R 16 represent a hydrocarbon group having 1 to 10 carbon atoms, m and p represent an integer of 2 to 6, and n,
q and r each represent an integer of 0 or more), which provides a cosmetic comprising a glycerin-modified silicone compound represented by the formula (1) as an oil agent.
【0008】本発明で用いられるグリセリン変性シリコ
ーン化合物は、前記一般式(1)又は(2)で表わされ
るものであり、シリコーン鎖に二価の炭化水素基を介し
てグリセリン1個を結合させたものである。このもの
は、合成樹脂の表面改質剤として知られており(特開昭
62−195389号)、また界面活性剤としての利用
が提案されている(特公昭62−34039号)。一般
式(1)又は(2)中、R1 〜R16で示される炭素数1
〜10の炭化水素基としては、例えばメチル基、エチル
基、プロピル基等のアルキル基やフェニル基などが挙げ
られる。また、一般式(1)及び(2)で表わされるグ
リセリン変性シリコーンのうち、特に分子中のケイ素原
子数が1〜50、更に1〜10のものが好ましい。The glycerin-modified silicone compound used in the present invention is represented by the above general formula (1) or (2), and one glycerin is bonded to the silicone chain via a divalent hydrocarbon group. It is a thing. This is known as a surface modifier for synthetic resins (JP-A-62-195389), and its use as a surfactant has been proposed (JP-B-62-34039). In the general formula (1) or (2), the number of carbon atoms represented by R 1 to R 16 is 1
Examples of the hydrocarbon group of 10 include an alkyl group such as a methyl group, an ethyl group and a propyl group, and a phenyl group. Among the glycerin-modified silicones represented by the general formulas (1) and (2), those having 1 to 50, and more preferably 1 to 10, silicon atoms in the molecule are particularly preferable.
【0009】これらのグリセリン変性シリコーン化合物
の製法は特に限定されるものではなく、例えば前記の公
知方法などに従って製造することができる。The method for producing these glycerin-modified silicone compounds is not particularly limited, and they can be produced, for example, according to the above-mentioned known methods.
【0010】本発明において、グリセリン変性シリコー
ン化合物は、油剤として全組成中に1〜60重量%(以
下、単に%で示す)、特に5〜50%配合するのが好ま
しい。In the present invention, the glycerin-modified silicone compound is preferably added as an oil agent in an amount of 1 to 60% by weight (hereinafter referred to simply as%), particularly 5 to 50%.
【0011】本発明の化粧料にはグリセリン変性シリコ
ーン化合物以外に、通常の化粧料に使用される成分、例
えばグリセリン変性シリコーン化合物以外の油剤、白色
顔料、体質顔料、着色顔料、有機粉末、パール剤、ター
ル色素、界面活性剤、高分子化合物、ゲル化剤、紫外線
吸収剤、酸化防止剤、防腐剤、多価アルコール、香料、
美容成分、水などを、本発明の効果を損わない範囲で適
宜選択して配合することができる。In the cosmetic of the present invention, in addition to the glycerin-modified silicone compound, components used in ordinary cosmetics, for example, an oil agent other than the glycerin-modified silicone compound, a white pigment, an extender pigment, a coloring pigment, an organic powder, and a pearlescent agent are used. , Tar dyes, surfactants, polymer compounds, gelling agents, UV absorbers, antioxidants, preservatives, polyhydric alcohols, fragrances,
Cosmetic ingredients, water and the like can be appropriately selected and blended within a range that does not impair the effects of the present invention.
【0012】本発明の化粧料は、通常の方法に従って製
造することができる。また、その用途、形態は特に限定
されるものではなく、例えばクリーム、乳液等の基礎化
粧料;ファンデーション、口紅、頬紅、アイシャドウ、
アイライナー、マスカラ等のメーキャップ化粧料;整髪
料、ヘアトリートメント等の頭髪化粧料等の広い範囲の
ものとすることができる。The cosmetic composition of the present invention can be manufactured by a conventional method. Further, its use and form are not particularly limited, and examples thereof include basic cosmetics such as cream and emulsion; foundation, lipstick, blusher, eye shadow,
A wide range of makeup cosmetics such as eyeliner and mascara; hair cosmetics such as hair styling agents and hair treatments can be used.
【0013】[0013]
【実施例】次に、実施例を挙げて本発明を更に説明する
が、本発明はこれら実施例に限定されるものではない。EXAMPLES Next, the present invention will be further described with reference to examples, but the present invention is not limited to these examples.
【0014】参考例1 グリセリンにアセトンを付加したイソプロピリデンモノ
グリセリンを、アリルクロライドと付加反応させ、式
(3)で表わされるアリル化イソプロピリデンモノグリ
セリンを得た。Reference Example 1 Isopropylidene monoglycerin obtained by adding acetone to glycerin was subjected to an addition reaction with allyl chloride to obtain an allylated isopropylidene monoglycerin represented by the formula (3).
【0015】[0015]
【化3】 [Chemical 3]
【0016】平均構造式(4)で示されるシリコーン化
合物88.8g(0.4モル)、アリル化イソプロピリ
デンモノグリセリン(3)68.8g(0.4モル)、
イソプロパノール200g及び塩化白金酸のエタノール
溶液0.1g(白金濃度3%)を1lフラスコに仕込
み、イソプロパノール還流下、5時間反応を行った。88.8 g (0.4 mol) of the silicone compound represented by the average structural formula (4), 68.8 g (0.4 mol) of allylated isopropylidene monoglycerin (3),
200 g of isopropanol and 0.1 g of an ethanol solution of chloroplatinic acid (platinum concentration 3%) were charged in a 1-liter flask, and the reaction was carried out for 5 hours under reflux of isopropanol.
【0017】[0017]
【化4】 [Chemical 4]
【0018】次に、0.01N塩酸水100gを加え、
イソプロパノール還流下、5時間脱アセトン化を行った
後、反応液を減圧留去することにより、グリセリン変性
シリコーン化合物(5)130gを得た。得られた化合
物(5)は、褐色透明で粘度が128cs(25℃)、屈
折率が1.4345の液状油であった。Next, 100 g of 0.01N hydrochloric acid water was added,
After deacetonation was carried out for 5 hours under reflux of isopropanol, the reaction solution was distilled off under reduced pressure to obtain 130 g of glycerin-modified silicone compound (5). The obtained compound (5) was a liquid oil having a transparent brown color, a viscosity of 128 cs (25 ° C.), and a refractive index of 1.4345.
【0019】[0019]
【化5】 [Chemical 5]
【0020】参考例2 平均構造式(6)で示されるシリコーン化合物103.
6g(0.2モル)を用い、参考例1と同様にして、グ
リセリン変性シリコーン化合物(7)112gを得た。
得られた化合物(7)は、粘度385cs、屈折率1.4
308の透明な液状油であった。Reference Example 2 Silicone compound 103.
Using 6 g (0.2 mol), in the same manner as in Reference Example 1, 112 g of glycerin-modified silicone compound (7) was obtained.
The compound (7) obtained has a viscosity of 385 cs and a refractive index of 1.4.
It was 308 clear liquid oil.
【0021】[0021]
【化6】 [Chemical 6]
【0022】参考例3 3−クロロプロピルトリメチルシラン75.3g(0.
5モル)とイソプロピリデンモノグリセリン86g
(0.5モル)を反応させ、96〜98℃/2mmHgで蒸
留することにより、グリセリン変性シリコーン化合物
(8)120gを得た。得られた化合物(8)は、(無
色)透明な液状油であった。Reference Example 3 75.3 g of 3-chloropropyltrimethylsilane (0.
5 mol) and isopropylidene monoglycerin 86 g
(0.5 mol) was reacted and distilled at 96 to 98 ° C / 2 mmHg to obtain 120 g of glycerin-modified silicone compound (8). The obtained compound (8) was a (colorless) transparent liquid oil.
【0023】[0023]
【化7】 [Chemical 7]
【0024】参考例4 平均構造式(9)で示されるシリコーン化合物133.
2g(0.06モル)を用い、参考例1と同様にして、
グリセリン変性シリコーン化合物(10)125gを得
た。得られた化合物(10)は、粘度83cs、屈折率
1.4071の透明な液状油であった。Reference Example 4 Silicone Compound 133.
Using 2 g (0.06 mol) in the same manner as in Reference Example 1,
125 g of glycerin-modified silicone compound (10) was obtained. The compound (10) obtained was a transparent liquid oil having a viscosity of 83 cs and a refractive index of 1.4071.
【0025】[0025]
【化8】 [Chemical 8]
【0026】参考例5 平均構造式(11)で示されるシリコーン化合物148
g(0.1モル)を用い、参考例1と同様にして、グリ
セリン変性シリコーン化合物(12)142gを得た。
得られた化合物(12)は、粘度69cs、屈折率1.4
093の透明な液状油であった。Reference Example 5 Silicone compound 148 represented by average structural formula (11)
In the same manner as in Reference Example 1 using g (0.1 mol), 142 g of a glycerin-modified silicone compound (12) was obtained.
The compound (12) obtained has a viscosity of 69 cs and a refractive index of 1.4.
It was a clear liquid oil of 093.
【0027】[0027]
【化9】 [Chemical 9]
【0028】実施例1〜2、比較例1〜2 表2に示す組成の油性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。結果を表3に示す。 (製法) (A)成分1〜8を加熱溶解する。 (B)成分9〜13を(A)と混合する。 (C)(B)を三本ローラーにて均一分散する。 (D)加温、溶解し、脱泡した後、金皿に充填し、冷却
する。Examples 1 and 2, Comparative Examples 1 and 2 Oily foundations having the compositions shown in Table 2 were produced and their usability was evaluated. The results are shown in Table 3. (Production method) (A) Components 1 to 8 are heated and dissolved. (B) Components 9 to 13 are mixed with (A). (C) and (B) are uniformly dispersed by three rollers. (D) After heating, melting, and defoaming, a gold plate is filled and cooled.
【0029】(評価方法)女性パネル30名により使用
テストを行い、肌へののび、付着、おさまり、べとつき
のなさ、しっとり感及び仕上がりの美しさについて、下
記基準により評価し、その平均点で判定した。(Evaluation method) A 30-person female panel conducted a usage test, and the following criteria were used to evaluate the spread, adhesion, restorativeness, non-greasiness, moisturizing and beauty of the finish according to the following criteria. did.
【表1】 評価点; 非常に良い:5点 良い :4点 普通 :3点 悪い :2点 非常に悪い:1点 判定; 平均点4.0以上 :◎ 平均点3.0以上4.0未満:○ 平均点2.0以上3.0未満:△ 平均点2.0未満 :×[Table 1] Evaluation points: Very good: 5 points Good: 4 points Normal: 3 points Poor: 2 points Very bad: 1 point Judgment; Average score of 4.0 or higher: ◎ Average score of 3.0 or higher 4.0 Less than: ○ Average point 2.0 or more and less than 3.0: △ Average point less than 2.0: ×
【0030】[0030]
【表2】 [Table 2]
【0031】[0031]
【表3】 [Table 3]
【0032】[0032]
【表4】実施例3 O/Wクリーム; (成分) 1 ステアリン酸 2.5(%) 2 セタノール 3.0 3 流動パラフィン 10.0 4 ジメチルポリシロキサン(20cs) 5.0 5 グリセリン変性シリコーン化合物 (参考例3で得られたもの) 10.0 6 ワセリン 2.0 7 キャンデリラワックス 2.0 8 セスキオレイン酸ソルビタン 0.5 9 モノオレイン酸ポリオキシエチレンソルビタン (20E.O) 0.5 10 1,3−ブチレングリコール 10.0 11 グリセリン 5.0 12 トリエタノールアミン 0.5 13 防腐剤 適量 14 香料 適量 15 精製水 残量Table 4 Example 3 O / W cream; (ingredient) 1 stearic acid 2.5 (%) 2 cetanol 3.0 3 liquid paraffin 10.0 4 dimethylpolysiloxane (20cs) 5.0 5 glycerin-modified silicone compound (Obtained in Reference Example 3) 10.0 6 Vaseline 2.0 7 Candelilla wax 2.0 8 Sorbitan sesquioleate 0.5 9 Polyoxyethylene sorbitan monooleate (20EO) 0.5 10 1,3-butylene glycol 10.0 11 glycerin 5.0 12 triethanolamine 0.5 13 preservative appropriate amount 14 perfume appropriate amount 15 purified water residual amount
【0033】(製法) (A)成分1〜9を加熱溶解する。 (B)成分10〜13及び15を加熱溶解する。 (C)攪拌下、(A)に(B)を添加して乳化する。 (D)(C)に成分14を加えて、冷却する。(Production Method) Components (A) 1 to 9 are heated and dissolved. (B) Components 10 to 13 and 15 are heated and dissolved. (C) With stirring, (B) is added to (A) to emulsify. (D) Add component 14 to (C) and cool.
【0034】[0034]
【表5】実施例4 口紅; (成分) 1 マイクロクリスタリンワックス 4.0(%) 2 合成炭化水素ワックス 8.0 3 セレシンワックス 4.0 4 ロジン酸ペンタエリトリット 5.0 5 2−エチルヘキサン酸セチル 20.0 6 トリオクタン酸グリセリル 15.0 7 グリセリン変性シリコーン化合物 (参考例4で得られたもの) 20.0 8 着色顔料 4.0 9 雲母チタン 20.0[Table 5] Example 4 Lipstick; (Component) 1 Microcrystalline wax 4.0 (%) 2 Synthetic hydrocarbon wax 8.0 3 Ceresin wax 4.0 4 Pentaerythritol rosinate 5.0 5 2-Ethylhexane Cetyl acid 20.0 6 Glyceryl trioctanoate 15.0 7 Glycerin-modified silicone compound (obtained in Reference Example 4) 20.0 8 Coloring pigment 4.0 9 Mica titanium 20.0
【0035】(製法)成分1〜9を加熱混合溶解した
後、充填し、成型する。(Manufacturing method) Components 1 to 9 are heated, mixed and melted, and then filled and molded.
【0036】[0036]
【発明の効果】本発明の化粧料は、グリセリン変性シリ
コーン化合物(1)又は(2)を油剤として含有するこ
とにより、肌への付着性に優れ、しっとりした肌ざわり
でありながらべたつかず、さらっとした感触を有するも
のである。EFFECT OF THE INVENTION The cosmetic composition of the present invention, which contains the glycerin-modified silicone compound (1) or (2) as an oil agent, has excellent adhesion to the skin and is moisturized but non-greasy. It has a feeling of touch.
Claims (1)
し、m及びpは2〜6の整数を示し、n、q及びrは0
以上の整数を示す)で表わされるグリセリン変性シリコ
ーン化合物を油剤として含有することを特徴とする化粧
料。1. A compound represented by the general formula (1) or (2): (Wherein, R 1 to R 16 represents a hydrocarbon group having 1 to 10 carbon atoms, m and p is an integer of 2 to 6, n, q and r are 0
A cosmetic comprising a glycerin-modified silicone compound represented by the above integers) as an oil agent.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30371092A JP3389271B2 (en) | 1992-11-13 | 1992-11-13 | Cosmetics |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30371092A JP3389271B2 (en) | 1992-11-13 | 1992-11-13 | Cosmetics |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH06157236A true JPH06157236A (en) | 1994-06-03 |
JP3389271B2 JP3389271B2 (en) | 2003-03-24 |
Family
ID=17924322
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP30371092A Expired - Lifetime JP3389271B2 (en) | 1992-11-13 | 1992-11-13 | Cosmetics |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3389271B2 (en) |
Cited By (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0971504A (en) * | 1995-09-08 | 1997-03-18 | Kose Corp | Oily cosmetic |
JPH10310506A (en) * | 1997-05-09 | 1998-11-24 | Kose Corp | Low irritant cosmetic |
JPH10310508A (en) * | 1997-05-09 | 1998-11-24 | Kose Corp | Modified powder, and cosmetic containing the same |
JPH10310504A (en) * | 1997-05-09 | 1998-11-24 | Kose Corp | Emulsifyed cosmetic |
EP0953333A1 (en) * | 1998-04-08 | 1999-11-03 | Shin-Etsu Chemical Co., Ltd. | Cleansing composition |
FR2779641A1 (en) * | 1998-06-16 | 1999-12-17 | Oreal | DETERGENT COSMETIC COMPOSITIONS AND USE |
WO2003041664A1 (en) * | 2001-11-15 | 2003-05-22 | Shin-Etsu Chemical Co., Ltd. | Cosmetics containing clay mineral |
EP1597969A1 (en) | 2004-05-19 | 2005-11-23 | Shin-Etsu Chemical Company, Ltd. | Glycerol-modified silicone spreading agent and a composition comprising the same |
JP2005330220A (en) * | 2004-05-19 | 2005-12-02 | Shin Etsu Chem Co Ltd | Agrochemical spreader containing glycerol-modified silicone |
JP2005330221A (en) * | 2004-05-19 | 2005-12-02 | Shin Etsu Chem Co Ltd | Agrochemical spreader composition |
EP1616557A2 (en) | 2004-07-16 | 2006-01-18 | L'oreal | Cosmetic composition containing a selected silicone polymer and a film-forming agent |
EP1621230A1 (en) | 2004-07-16 | 2006-02-01 | L'oreal | Cosmetic composition comprising a defined polymeric silicone and a gelling agent |
EP1623700A1 (en) | 2004-07-16 | 2006-02-08 | L'oreal | Cosmetic composition showing an improved hold |
JP2007008915A (en) * | 2005-01-17 | 2007-01-18 | Shiseido Co Ltd | Cosmetic |
US20090238781A1 (en) * | 2008-03-21 | 2009-09-24 | Koji Sakuta | Polyglycerin-modified silicone and a cosmetic comprising the same |
US7771709B2 (en) | 2003-07-07 | 2010-08-10 | Shin-Etsu Chemical Co., Ltd. | Alternating copolymer of organopolysiloxane with grycerol derivative and a cosmetic comprising the same |
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 |
JP2011173818A (en) * | 2010-02-24 | 2011-09-08 | Kao Corp | Oily cosmetic |
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 |
WO2011136397A1 (en) | 2010-04-30 | 2011-11-03 | 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 |
US8080239B2 (en) | 2005-01-17 | 2011-12-20 | Shiseido Co., Ltd. | Cosmetic |
US8597619B2 (en) | 2009-12-21 | 2013-12-03 | Dow Corning Toray., Ltd. | Thickener or gellant for oil materials, gel composition comprising same, and method of producing cosmetic material or topical agent |
US9133309B2 (en) | 2009-10-23 | 2015-09-15 | Dow Corning Toray Co., Ltd. | Organopolysiloxane copolymer |
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-
1992
- 1992-11-13 JP JP30371092A patent/JP3389271B2/en not_active Expired - Lifetime
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