JPS62244431A - Lowly irritable surfactant - Google Patents
Lowly irritable surfactantInfo
- Publication number
- JPS62244431A JPS62244431A JP61086519A JP8651986A JPS62244431A JP S62244431 A JPS62244431 A JP S62244431A JP 61086519 A JP61086519 A JP 61086519A JP 8651986 A JP8651986 A JP 8651986A JP S62244431 A JPS62244431 A JP S62244431A
- Authority
- JP
- Japan
- Prior art keywords
- surfactant
- formulas
- polyoxyalkylene
- group
- skin
- 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.)
- Pending
Links
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 17
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 2
- 239000000126 substance Substances 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000000774 hypoallergenic effect Effects 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 10
- 230000007794 irritation Effects 0.000 abstract description 8
- 239000002537 cosmetic Substances 0.000 abstract description 6
- -1 polysiloxane group Polymers 0.000 abstract description 4
- 239000003599 detergent Substances 0.000 abstract description 2
- 239000000839 emulsion Substances 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 125000005375 organosiloxane group Chemical group 0.000 abstract 1
- 229920001281 polyalkylene Polymers 0.000 abstract 1
- 206010040880 Skin irritation Diseases 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 230000036556 skin irritation Effects 0.000 description 10
- 231100000475 skin irritation Toxicity 0.000 description 10
- LDDUCKDUDZVHLN-UHFFFAOYSA-N [2-hydroxy-3-[2-hydroxy-3-(16-methylheptadecanoyloxy)propoxy]propyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCC(C)C LDDUCKDUDZVHLN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NCHJGQKLPRTMAO-XWVZOOPGSA-N [(2R)-2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NCHJGQKLPRTMAO-XWVZOOPGSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000003676 hair preparation Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Silicon Polymers (AREA)
Abstract
Description
【発明の詳細な説明】
「産業上の利用分野」
本発明は新規な界面活性剤、ざらに詳しくは皮膚刺激性
の低い、人体に極めて安全性の高い界面活性剤に関する
。DETAILED DESCRIPTION OF THE INVENTION "Field of Industrial Application" The present invention relates to a novel surfactant, and more specifically to a surfactant that has low skin irritation and is extremely safe for the human body.
「従来の技術］
界面活性剤は、香料成分等を水系中に溶解させ ゛
たり、油成分と水成分とを均一に混合させたり、顔料を
水または油成分中に分散させるための、可溶化剤、乳化
剤もしくは分散剤等として必要不可欠のものである。``Prior art'' Surfactants are used as solubilizers to dissolve fragrance ingredients in aqueous systems, to uniformly mix oil and water components, and to disperse pigments in water or oil components. It is indispensable as an agent, emulsifier, or dispersant.
しかしながら、一般に界面活性剤は皮膚刺激性が強いと
いう問題点を有している。However, surfactants generally have the problem of being highly irritating to the skin.
そこで化粧品中の界面活性剤の配合量は、出来るかぎり
最少必要量が用いられているのが一般で・：ぐある。Therefore, the amount of surfactant added in cosmetics is generally the minimum amount necessary.
［発明が解決しようとする問題点］
本発明者らは、こうした事情に鑑み、鋭意研究分重ねた
結果、特定の界面活性剤が皮膚刺激性が氏いことを見出
し、この知見に基づいて本発明を帛成するに至った。[Problems to be solved by the invention] In view of these circumstances, the inventors of the present invention have conducted intensive research and have discovered that certain surfactants are less irritating to the skin.Based on this knowledge, the present inventors have developed the present invention. He came up with an invention.
［問題点を解決するための手段］
すなわち本発明は、下記一般式（Ｉ）、（ＩＴ）また：
よ（Ｉｌｌ ）で示され、分子中にポリオキシアルキレ
ン聰を２〜４０重量％含有し、且つ平均分子量が５００
０〜！００００であるポリオキシアルキレン変性オルガ
ノポリシロキサン□からなる界面活性剤である。[Means for Solving the Problems] That is, the present invention provides the following general formulas (I), (IT) or:
It is represented by Ill, contains 2 to 40% by weight of polyoxyalkylene in the molecule, and has an average molecular weight of 500.
0~! This is a surfactant made of polyoxyalkylene-modified organopolysiloxane □, which is 0000.
（以下余白） ［Ｉ］ ［ＩＩＩ ］ 以下本発明の構成について詳述する。(Margin below) [I] [III] The configuration of the present invention will be explained in detail below.
本発明のポリオキシアルキレン変性オルガノポリシロキ
サンは、分子中にポリオキシアルキレン基を２〜４０重
量％含有し、かつ平均分子量が５０００〜２００００を
有するものであり、一般式中のｘ、ｍおよびｎは平均数
であるがこの値を満足する任意の組合せから選ばれる。The polyoxyalkylene-modified organopolysiloxane of the present invention contains 2 to 40% by weight of polyoxyalkylene groups in the molecule and has an average molecular weight of 5,000 to 20,000, and x, m, and n in the general formula is an average number, and is selected from any combination that satisfies this value.
本発明のポリオキシアルキレン変性オルガノポリシロキ
サンは頭髪化粧品の油分や乳化剤として用いられること
は知られているが、これらで用いられる物は平均力−Ｆ
ｆｆｌが１０００〜３０００の比較的低分子量のもので
あり、本発明のポリオキシアルキレン変性オルガノポリ
シロキサンとは異なるものである。It is known that the polyoxyalkylene-modified organopolysiloxane of the present invention is used as an oil component or an emulsifier in hair cosmetics, but the products used in these products have an average force of -F
It has a relatively low molecular weight with ffl of 1,000 to 3,000, and is different from the polyoxyalkylene-modified organopolysiloxane of the present invention.
本発明の界面活性剤は、従来公知の方法を用い製造でき
る。所望の分子量を得るためにアルキンオキシドの仕込
み鼠、ホ核−３ｉＯ（Ｒ２）−の重合度を適宜選択する
ことに」：す、本発明の弁面活性剤がせいそうできる。The surfactant of the present invention can be produced using a conventionally known method. In order to obtain a desired molecular weight, the degree of polymerization of the alkyne oxide charge and the nucleus -3iO(R2)- can be appropriately selected.
本発明の界面活性剤は、基礎化粧品、メークアップ化粧
品、頭髪化粧品および洗浄剤等に用いることができる。The surfactant of the present invention can be used in basic cosmetics, makeup cosmetics, hair cosmetics, detergents, and the like.
化粧量等に配合する場合の配合量は組成物全量中の０．
１〜９０重里％が適当である。When added to cosmetics, etc., the amount to be added is 0.00% of the total amount of the composition.
1 to 90% is appropriate.
し実施例］ 以下、実施例により本発明をざらに詳細に説明する。Examples] EXAMPLES Hereinafter, the present invention will be roughly explained in detail with reference to Examples.
実施例１
炭化水素油として流動パラフィンおよびスクワラン、エ
ステル油としてイソオクタン酸セヂルおトリー２−エチ
ルへキリ′ン酸グリセリンを油分とし、一般式（Ｉ）の
構造を有し、ポリオキシエチレン基を２０重量％含有し
、平均分子量が６０００であるポリオキシエチレン変性
オルガノボリシロキザンをこれらの油分に対し、５０重
量％配合した組成物を調整し、モルモットの皮膚に１日
１回、３日間解放塗布し、皮膚−次刺激性値を調べた。Example 1 Liquid paraffin and squalane are used as hydrocarbon oils, and glycerin isooctanoate and 2-ethylhexyloxylate are used as ester oils. A composition containing 50% by weight of polyoxyethylene-modified organoborisiloxane having an average molecular weight of 6,000 and an average molecular weight of 6,000 was prepared based on these oils, and the composition was applied to the skin of guinea pigs once a day for 3 days. Then, the skin irritation value was investigated.
結果を表１に示す。The results are shown in Table 1.
皮膚−次刺激性の評価は刺激値が０〜２未満は刺激性は
なく、刺激値が２〜４は刺激性があることを示す。In the evaluation of skin irritation, irritation values of 0 to less than 2 indicate no irritation, and irritation values of 2 to 4 indicate irritation.
（以下余白）
表 １
表１の結果より、いずれの組成物も刺激性が２以下であ
り、皮膚１ｉ１Ｊ激性かなく、また各油分の刺激性を低
減していることがわかる。(Margin below) Table 1 From the results in Table 1, it can be seen that all compositions had an irritation level of 2 or less, were not irritating to the skin, and had reduced the irritation of each oil.
次に、本発明の界面活性剤として一般式（Ｉ）の構造を
有し、分子内ポリ副キシエチレン基を２０重量％含有し
、平均分子量が６０００であるポリオキシエチレン変性
オルガノポリシロキサンを用い、比較側照として、一般
式（１）の構造をもち、分子内にポリオキシエチレン基
を２０重量％含有し、平均分子量が３０００であるポリ
オキシエチレン変性オルガノポリシロキサン、ジイソス
テアリン酸ジグリセリンおよびモノイソステアリン酸ソ
ルビタンを用い、これらと上記で用いたと同じ４種類の
油分との５０重量％の組成物を調整し、上記と同様の皮
膚刺激性試験を行なって刺激性を調べた。Next, as the surfactant of the present invention, a polyoxyethylene-modified organopolysiloxane having the structure of general formula (I), containing 20% by weight of polyauxiliary xyethylene groups, and having an average molecular weight of 6000, was used. For comparison, polyoxyethylene-modified organopolysiloxane, diglyceryl diisostearate, and monoisostearin, which have the structure of general formula (1), contain 20% by weight of polyoxyethylene groups in the molecule, and have an average molecular weight of 3000. A 50% by weight composition of acid sorbitan and the same four types of oils as used above was prepared, and the same skin irritation test as above was conducted to examine the irritation.
結果を表２に示す。The results are shown in Table 2.
（以下余白）
表２
（１）ニ一般式（Ｉ） ポリオキシエチレン基２０重
量％、平均分子量６０００
（２）ニ一般式（Ｉ） ポリオキシエチレン基２０！
［ｉｔ％、平均分子Ｊｉ３０００
（３）ニジイソステアリン酸ジグリセリン（４）：モノ
イステアリン酸ソルビタン１．１
表２の結果より、平均分子量が３０００のポリオキシエ
チレン変性オルガノポリシロキサン、ツインステアリン
酸ジグリセリンおよびモノイソステアリン酸ソルビタン
は油分の皮膚刺激性を増大するのに対し、本発明のポリ
オキシエチレン変性オルガノポリシロキサンは皮膚刺激
性がなく、安全性に優れていることがわかる。(Margin below) Table 2 (1) General formula (I) Polyoxyethylene group 20% by weight, average molecular weight 6000 (2) General formula (I) Polyoxyethylene group 20!
[it%, average molecular weight Ji3000 (3) Diglyceryl diisostearate (4): Sorbitan monostearate 1.1 From the results in Table 2, polyoxyethylene-modified organopolysiloxane with an average molecular weight of 3000, diglyceryl twinstearate It can be seen that while sorbitan monoisostearate and sorbitan monoisostearate increase the skin irritation of oils, the polyoxyethylene-modified organopolysiloxane of the present invention has no skin irritation and is excellent in safety.
実施例２ 表３に示す処方の乳化組成物を製造した。Example 2 An emulsion composition having the formulation shown in Table 3 was produced.
（以下余白）
表３
この乳化組成物を実施例１と同じ方法で調べた皮膚刺激
性の結果を表４に示した。(The following is a blank space) Table 3 Table 4 shows the results of skin irritation of this emulsified composition, which was investigated using the same method as in Example 1.
かないことがわかり、本発明の界面活性剤は皮膚刺激性
がなく、安全性に優れていることがわがる。It was found that the surfactant of the present invention has no skin irritation and is excellent in safety.
［発明の効果］
本発明の界面活性剤は、皮膚刺激性の著しく低い界面活
性剤であり、とくに油分等と混合した場合、油分の皮膚
刺激値を低減する界面活性剤である。[Effects of the Invention] The surfactant of the present invention is a surfactant with extremely low skin irritation, and particularly when mixed with oil, etc., it is a surfactant that reduces the skin irritation value of oil.
Claims (1)
れ、分子中にポリオキシアルキレン基を２〜４０重量％
含有し、且つ平均分子量が５０００〜２００００である
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
なる低刺激性界面活性剤。 ▲数式、化学式、表等があります▼［ I ］ ▲数式、化学式、表等があります▼［II］ ▲数式、化学式、表等があります▼［III］ ［一般式（ I ）、（II）、（III）中、Ｒはメチル基ま
たは一部がフェニル基、Ｒ′は水素または炭素数１〜１
２のアルキル基、Ｐは１〜５の数、ｑは２〜３の数であ
る。］(1) It is represented by the following general formula (I), (II) or (III), and contains 2 to 40% by weight of polyoxyalkylene groups in the molecule.
A hypoallergenic surfactant consisting of a polyoxyalkylene-modified organopolysiloxane containing the following compounds and having an average molecular weight of 5,000 to 20,000. ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [I] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [II] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [III] [General formulas (I), (II), In (III), R is a methyl group or partially a phenyl group, and R' is hydrogen or has 1 to 1 carbon atoms.
2, P is a number from 1 to 5, and q is a number from 2 to 3. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61086519A JPS62244431A (en) | 1986-04-15 | 1986-04-15 | Lowly irritable surfactant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61086519A JPS62244431A (en) | 1986-04-15 | 1986-04-15 | Lowly irritable surfactant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62244431A true JPS62244431A (en) | 1987-10-24 |
Family
ID=13889232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61086519A Pending JPS62244431A (en) | 1986-04-15 | 1986-04-15 | Lowly irritable surfactant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62244431A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5154849A (en) * | 1990-11-16 | 1992-10-13 | The Procter & Gamble Company | Mild skin cleansing toilet bar with silicone skin mildness/moisturizing aid |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5539576A (en) * | 1978-09-14 | 1980-03-19 | Atsushi Yokomizo | Faucet |
| JPS5679614A (en) * | 1979-12-03 | 1981-06-30 | Dow Corning | Personal care emulsion composition |
| JPS57131251A (en) * | 1978-09-28 | 1982-08-14 | Dow Corning | Oil-in-water type polishing blend |
-
1986
- 1986-04-15 JP JP61086519A patent/JPS62244431A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5539576A (en) * | 1978-09-14 | 1980-03-19 | Atsushi Yokomizo | Faucet |
| JPS57131251A (en) * | 1978-09-28 | 1982-08-14 | Dow Corning | Oil-in-water type polishing blend |
| JPS5679614A (en) * | 1979-12-03 | 1981-06-30 | Dow Corning | Personal care emulsion composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5154849A (en) * | 1990-11-16 | 1992-10-13 | The Procter & Gamble Company | Mild skin cleansing toilet bar with silicone skin mildness/moisturizing aid |
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