JPH0512979B2 - - Google Patents
Info
- Publication number
- JPH0512979B2 JPH0512979B2 JP61059844A JP5984486A JPH0512979B2 JP H0512979 B2 JPH0512979 B2 JP H0512979B2 JP 61059844 A JP61059844 A JP 61059844A JP 5984486 A JP5984486 A JP 5984486A JP H0512979 B2 JPH0512979 B2 JP H0512979B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- oil
- polyhydric alcohol
- weight
- polyoxyalkylene
- 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
- 239000000203 mixture Substances 0.000 claims description 21
- 150000005846 sugar alcohols Polymers 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000000839 emulsion Substances 0.000 claims description 11
- 229920002545 silicone oil Polymers 0.000 claims description 11
- 229920001296 polysiloxane Polymers 0.000 claims description 10
- 239000002734 clay mineral Substances 0.000 claims description 7
- 239000003093 cationic surfactant Substances 0.000 claims description 5
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000007762 w/o emulsion Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- -1 glycerin fatty acid ester Chemical class 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003883 ointment base Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/26—Aluminium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Colloid Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は化粧品基剤や軟膏基剤として有用な油
中水および多価アルコール型乳化組成物に関し、
更に詳しくは外相となる油分としてシリコン油を
用いることができ、かつ得られた乳化組成物の温
度安定性が優れているという特徴を持つ油中水お
よび多価アルコール型乳化組成物に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a water-in-oil and polyhydric alcohol emulsion composition useful as a cosmetic base or an ointment base.
More specifically, the present invention relates to a water-in-oil and polyhydric alcohol type emulsion composition that can use silicone oil as the oil component serving as the external phase and has the characteristics that the resulting emulsion composition has excellent temperature stability.
本発明で、油中水型乳化組成物または油中多価
アルコール型乳化組成物と記載しなかつたのは、
本発明の乳化組成物は内相の主成分が水である領
域から多価アルコールである領域にまたがつてお
り、どちらの表現も的確ではないからであり、油
中水および多価アルコール型乳化組成物とは油相
中に水と多価アルコールを共に含有した乳化組成
物を意味している。 In the present invention, the reason why the water-in-oil emulsion composition or the polyhydric alcohol-in-oil emulsion composition is not described is that
This is because the emulsifying composition of the present invention straddles the range from a region in which the main component of the internal phase is water to a region in which the main component is polyhydric alcohol, and neither expression is accurate. The composition means an emulsified composition containing both water and polyhydric alcohol in the oil phase.
［従来の技術］
従来水を主内相とする油中水型乳化組成物を得
るには、乳化剤としてHLB値が１〜12の親油性
界面活性剤、例えばグリセリン脂肪酸エステル、
ソルビタン脂肪酸エステル等の多価アルコール脂
肪酸エステル系活性剤を用い、油相に該活性を
0.4〜5.0ｇ程度添加し、70〜80℃程度に加熱溶解
したのち、同程度の温度に加温した水を添加して
ホモミキサー等で撹拌して目的の油中水型乳化組
成物を得ていた。[Prior Art] Conventionally, in order to obtain a water-in-oil emulsion composition containing water as the main internal phase, a lipophilic surfactant with an HLB value of 1 to 12, such as a glycerin fatty acid ester, is used as an emulsifier.
Using a polyhydric alcohol fatty acid ester activator such as sorbitan fatty acid ester, this activity is added to the oil phase.
Add about 0.4 to 5.0 g, heat and dissolve at about 70 to 80°C, then add water heated to the same temperature and stir with a homomixer etc. to obtain the desired water-in-oil emulsion composition. was.
［発明が解決しようとする問題点］
しかしながら、こうして得られた油中水型乳化
組成物は、温度安定性や使用性の優れた系が得ら
れにくいという欠点があつた。たとえば温度安定
性に関しては、低温においては水の凝集による連
続相である油相の分離が生じ易く、また高温では
水の合一により粒子径が増大し、下層へ沈降して
しまい上層部が油相のみとなる油相分離といつた
現象が生じ易い。[Problems to be Solved by the Invention] However, the water-in-oil emulsion composition thus obtained has the disadvantage that it is difficult to obtain a system with excellent temperature stability and usability. For example, regarding temperature stability, at low temperatures the continuous oil phase tends to separate due to water agglomeration, and at high temperatures the particle size increases due to water coalescence and settles to the lower layer, leaving the upper layer with oil. Phenomena such as oil phase separation, where only a phase is formed, are likely to occur.
温度安定性を改良する方法の一つとしては、油
相にワツクスを多量に配合して粘稠性を高める方
法があるが、これは低温安定性は向上するが高温
保存においては、配合したワツクスの軟化や融解
等により、水の合一による油相分離は充分に改良
し得ず、のびが重くなる等の使用性に関する新た
な問題が生ずるという欠点があつた。これを解決
する手段として発明者らは水膨潤性粘土鉱物を第
四級アンモニウム塩型カチオン界面活性剤と非イ
オン界面活性剤とで処理して得られる有機変性粘
土鉱物を用いることを見出していた。 One way to improve temperature stability is to increase the viscosity by blending a large amount of wax into the oil phase.This method improves low temperature stability, but during high temperature storage, the blended wax The oil phase separation caused by the coalescence of water cannot be sufficiently improved due to the softening and melting of the oil, and new problems regarding usability such as difficulty in spreading arise. As a means to solve this problem, the inventors discovered the use of an organically modified clay mineral obtained by treating a water-swellable clay mineral with a quaternary ammonium salt type cationic surfactant and a nonionic surfactant. .
一方、油相成分としてシリコン油はなめらかな
使用性を持ち撥水性に優れていることから多用さ
れ、とりわけ、揮発性のシリコンを配合したもの
は塗布時ののびが良くのばすにつれて揮発性シリ
コン油が揮発し、肌表面上に残存するオイルをす
くなくする為、密着性がよく、また皮脂や汗に強
く、くずれにくいことから多用されてきている。 On the other hand, silicone oil is often used as an oil phase component because it is smooth to use and has excellent water repellency.In particular, products that contain volatile silicone spread well during application, and as they are spread, the volatile silicone oil is released. It is widely used because it evaporates and removes the remaining oil on the skin surface, has good adhesion, is resistant to sebum and sweat, and does not easily fall off.
このような使用性の優れたシリコン油の配合は
好ましいが、従来用いられてきたＷ／Ｏ型乳化剤
ではシリコン油を配合した系で安定性の優れた油
中水型乳化組成物を生成することは困難で、特に
多価アルコールを配合した場合にはさらに困難で
あつた。 Although it is preferable to blend silicone oil with excellent usability, conventionally used W/O emulsifiers cannot produce water-in-oil emulsion compositions with excellent stability in systems containing silicone oil. It is difficult, and it is even more difficult when polyhydric alcohol is blended.
本発明者等はこうした先行技術の欠点を改良す
べく鋭意研究を重ねた結果、上記一般式〔１〕、
〔２〕および〔３〕で示されるポリオキシアルキ
レン変性オルガノポリシロキサンからなる郡から
選ばれる一種又は二種以上と水膨潤性粘土鉱物と
第四級アンモニウム塩型カチオン界面活性剤とを
乳化剤として用いることによりワツクス等を配合
する必要もなく、シリコン油を多量に配合した系
でも粘稠性が高く、かつ温度安定性や使用性に優
れた油中水および多価アルコール型乳化組成物が
得られることを見出し、この知見に基づいて本発
明を完成するに至つた。 The present inventors have conducted intensive research to improve the shortcomings of the prior art, and as a result, the above general formula [1],
One or more selected from the group consisting of polyoxyalkylene-modified organopolysiloxanes shown in [2] and [3], a water-swellable clay mineral, and a quaternary ammonium salt type cationic surfactant are used as emulsifiers. As a result, there is no need to incorporate wax, etc., and water-in-oil and polyhydric alcohol emulsion compositions with high viscosity and excellent temperature stability and usability can be obtained even in systems containing a large amount of silicone oil. Based on this finding, we have completed the present invention.
［問題点を解決するための手段］
即ち本発明は、ポリオキシアルキレン変性オル
ガノポリシロキサンと水膨潤性粘土鉱物と第四級
アンモニウム塩型カチオン界面活性剤とを乳化剤
とし、シリコン油を含有した油分と、水と多価ア
ルコールからなる油中水および多価アルコール型
乳化組成物を提供するものである。[Means for Solving the Problems] That is, the present invention uses a polyoxyalkylene-modified organopolysiloxane, a water-swellable clay mineral, and a quaternary ammonium salt type cationic surfactant as an emulsifier, and emulsifies an oil containing silicone oil. and a water-in-oil and polyhydric alcohol emulsion composition comprising water and a polyhydric alcohol.
以下本発明の構成について述べる。 The configuration of the present invention will be described below.
本発明に用いるポリオキシアルキレン変性オル
ガノポリシロキサンは、一般式［１］、［２］、
［３］で示され、式中Ｒはメチル基または一部が
フエニル基、R′は水素または炭素数１〜12のア
ルキル基、ｐは１〜５の数、ｑは２〜３の数、
ｘ、ｍ、ｎは平均数でポリオキシアルキレン変性
オルガノポリシロキサンが分子中にポリオキシア
ルキレン基を５〜40重量％含有し且つ該ポリオキ
シアルキレン変性オルガノポリシロキサンの分子
量が2000以上になるような数値を表す。 The polyoxyalkylene-modified organopolysiloxane used in the present invention has general formulas [1], [2],
[3], where R is a methyl group or a part of phenyl group, R' is hydrogen or an alkyl group having 1 to 12 carbon atoms, p is a number of 1 to 5, q is a number of 2 to 3,
x, m, and n are average numbers such that the polyoxyalkylene-modified organopolysiloxane contains 5 to 40% by weight of polyoxyalkylene groups in the molecule and the molecular weight of the polyoxyalkylene-modified organopolysiloxane is 2000 or more. Represents a numerical value.
ここで、ポリオキシアルキレン基５％以下の場
合、シリコン油に溶解して十分な効果が得られ
ず、40％以上になると親水性が増大し好ましくな
い。また、分子量が2000以下では乳化組成物が不
安定化して好ましくない。本発明の実施にあたつ
ては、これらのうち一種または二種以上が任意混
合して用いられる。本発明に用いる水膨潤性粘土
鉱物は、三層構造を有するコロイド性含水ケイ酸
アルミニウムの一種で、一般に下記一般式
（Ｘ，Ｙ）2〜3（Si，Al）4O10（
OH）2Z1/3 Here, if the polyoxyalkylene group content is less than 5%, it will dissolve in silicone oil and a sufficient effect will not be obtained, and if it is more than 40%, hydrophilicity will increase, which is not preferable. Furthermore, if the molecular weight is less than 2000, the emulsion composition will become unstable, which is not preferable. In carrying out the present invention, one or more of these may be used in any combination. The water-swellable clay mineral used in the present invention is a type of colloidal hydrated aluminum silicate having a three-layer structure, and generally has the following general formula (X, Y) 2-3 (Si, Al) 4 O 10 (
OH) 2 Z 1/3
Claims (1)
れるポリオキシアルキレン変性オルガノポリシロ
キサンからなる郡から選ばれる一種又は二種以上
と、水膨潤性粘土鉱物と、第四級アンモニウム塩
型カチオン界面活性剤と、シリコン油を含有した
油相と、水および多価アルコールとを含有してな
る油中水および多価アルコール型乳化組成物。 ｛一般式〔１〕、〔２〕、〔３〕中、Ｒはメチル基
または一部がフエニル基、R′は水素または炭素
数１〜12のアルキル基、ｐは１〜５の数、ｑは２
〜３の数、ｘ，ｍ，ｎは平均数でポリオキシアル
キレン変性オルガノポリシロキサンが分子中にポ
リオキシアルキレン基を５〜40重量％含有し且つ
該ポリオキシアルキレン変性オルガノポリシロキ
サンの分子量が2000以上になるような数値を表
す。｝ ２ 乳化組成物中に配合される一般式〔１〕、
〔２〕および〔３〕で示されるポリオキシアルキ
レン変性オルガノポリシロキサンからなる郡から
選ばれる一種又は二種以上が0.5〜10重量％、水
膨潤性粘土鉱物が0.1〜５重量％、第四級アンモ
ニウム塩型カチオン界面活性剤が0.1〜２重量％
である特許請求の範囲第１項記載の油中水および
多価アルコール型乳化組成物。 ３ 乳化組成物中に配合される水と多価アルコー
ルとの混合比が重量比で９：１〜１：９であつ
て、水と多価アルコールのトータル量が５〜80重
量％である特許請求の範囲第１項記載の油中水お
よび多価アルコール型乳化組成物。 ４ シリコン油を含有した油相中のシリコン油含
有量が50重量％以上である特許請求の範囲第１項
記載の油中水および多価アルコール型乳化組成
物。[Scope of Claims] 1. One or more selected from the group consisting of polyoxyalkylene-modified organopolysiloxanes represented by the following general formulas [1], [2] and [3], and a water-swellable clay mineral. A water-in-oil and polyhydric alcohol emulsion composition comprising a quaternary ammonium salt cationic surfactant, an oil phase containing silicone oil, water and a polyhydric alcohol. {In the general formulas [1], [2], [3], R is a methyl group or a partial phenyl group, R' is hydrogen or an alkyl group having 1 to 12 carbon atoms, p is a number of 1 to 5, q is 2
The numbers x, m, and n are average numbers, and the polyoxyalkylene-modified organopolysiloxane contains 5 to 40% by weight of polyoxyalkylene groups in the molecule, and the molecular weight of the polyoxyalkylene-modified organopolysiloxane is 2000. Represents a number that is greater than or equal to. } 2 General formula [1] blended into the emulsified composition,
0.5 to 10% by weight of one or more selected from the group consisting of polyoxyalkylene-modified organopolysiloxanes shown in [2] and [3], 0.1 to 5% by weight of water-swellable clay minerals, and quaternary Ammonium salt type cationic surfactant 0.1-2% by weight
The water-in-oil and polyhydric alcohol emulsion composition according to claim 1. 3. A patent in which the mixing ratio of water and polyhydric alcohol contained in the emulsified composition is 9:1 to 1:9 by weight, and the total amount of water and polyhydric alcohol is 5 to 80% by weight. The water-in-oil and polyhydric alcohol type emulsion composition according to claim 1. 4. The water-in-oil and polyhydric alcohol emulsion composition according to claim 1, wherein the silicone oil content in the oil phase containing silicone oil is 50% by weight or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61059844A JPS62216635A (en) | 1986-03-18 | 1986-03-18 | Water-in-oil and polyhydric alcohol type emulsion composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61059844A JPS62216635A (en) | 1986-03-18 | 1986-03-18 | Water-in-oil and polyhydric alcohol type emulsion composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62216635A JPS62216635A (en) | 1987-09-24 |
| JPH0512979B2 true JPH0512979B2 (en) | 1993-02-19 |
Family
ID=13124925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61059844A Granted JPS62216635A (en) | 1986-03-18 | 1986-03-18 | Water-in-oil and polyhydric alcohol type emulsion composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62216635A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2505602A1 (en) | 2011-03-29 | 2012-10-03 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane and cosmetic containing it |
| US10662294B2 (en) | 2016-03-28 | 2020-05-26 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane, cosmetics, and method for manufacturing organopolysiloxane |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63216815A (en) * | 1987-03-06 | 1988-09-09 | Terumo Corp | Skin protective agent |
| JP2657504B2 (en) * | 1988-01-12 | 1997-09-24 | 株式会社資生堂 | Water-in-oil emulsion composition |
| GB8914905D0 (en) * | 1989-06-29 | 1989-08-23 | Unilever Plc | Cosmetic composition |
| JP2544045B2 (en) * | 1991-10-01 | 1996-10-16 | 信越化学工業株式会社 | Water-in-oil type silicone emulsion composition |
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-
1986
- 1986-03-18 JP JP61059844A patent/JPS62216635A/en active Granted
Cited By (3)
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|---|---|---|---|---|
| EP2505602A1 (en) | 2011-03-29 | 2012-10-03 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane and cosmetic containing it |
| US8697042B2 (en) | 2011-03-29 | 2014-04-15 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane and cosmetic containing it |
| US10662294B2 (en) | 2016-03-28 | 2020-05-26 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane, cosmetics, and method for manufacturing organopolysiloxane |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62216635A (en) | 1987-09-24 |
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