JPS6143325B2 - - Google Patents
Info
- Publication number
- JPS6143325B2 JPS6143325B2 JP9395578A JP9395578A JPS6143325B2 JP S6143325 B2 JPS6143325 B2 JP S6143325B2 JP 9395578 A JP9395578 A JP 9395578A JP 9395578 A JP9395578 A JP 9395578A JP S6143325 B2 JPS6143325 B2 JP S6143325B2
- Authority
- JP
- Japan
- Prior art keywords
- makeup
- iron oxide
- weight
- oil
- cosmetic
- 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
Links
- 239000002537 cosmetic Substances 0.000 claims description 12
- 150000003377 silicon compounds Chemical class 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000004203 carnauba wax Substances 0.000 description 5
- 235000013869 carnauba wax Nutrition 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- -1 Hexamethyldisilylbutylene Chemical group 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 3
- 239000010445 mica Substances 0.000 description 3
- 229910052618 mica group Inorganic materials 0.000 description 3
- 239000004200 microcrystalline wax Substances 0.000 description 3
- 235000019808 microcrystalline wax Nutrition 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 2
- 229940063655 aluminum stearate Drugs 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical class O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 239000010696 ester oil Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000003961 organosilicon compounds Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000001593 sorbitan monooleate Substances 0.000 description 2
- 229940035049 sorbitan monooleate Drugs 0.000 description 2
- 235000011069 sorbitan monooleate Nutrition 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 239000000341 volatile oil Substances 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
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001237961 Amanita rubescens Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000001771 impaired effect Effects 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
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- 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
- 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Description
本発明は化粧料に、シリコン―カーボン結合を
有する有機シリコン化合物を配合した化粧料、特
にメーキヤツプ化粧料に関する。
従来の油性メーキヤツプ化粧料は鉱物油、エス
テル油を主原料としているため、形状(スチツク
状、クリーム状)のいかんを問わず皮膚に塗布す
る際油つぽさを感ずるものであつた。又、塗布部
位によつては経時での化粧くずれが目立ち、メー
キヤプ本来の目的である仕上り感が損われ、消費
者から不満の声も多かつた。
本発明者等は油性メーキヤツプ化粧料の特徴を
有し、かつ上記欠点を回避する目的で揮発性油分
に着目し探索してきた。その結果、以下に示すよ
うな揮発性油分を用いることにより所期の目的を
達成したメーキヤツプ化粧料を得ることができ
た。
(1) 低沸点炭化水素
(2) 低重合度ジメチルポリシロキサン
(3) 低重合度環状ジメチルポリシロキサン
(4) 一般式()で示されるシリコン―カーボン
結合を有する有機シリコン化合物
これらの中、(1),(2),(3)は現在メーキヤツプ化
粧料に使用されているが、化粧品原料として具備
しなくてはならない無味、無臭、無害の条件を考
慮すれば、(1),(2)は特異臭があり、又、(3)は匂い
の点は優れているが、他の化粧品原料との相溶性
の面で処方構成上の制約がある。
本発明者等は、シリコン―カーボン結合を有す
る一般式()で示される有機シリコン化合物を
配合することにより、種々の条件を満足した化粧
料を得ることに成功した。
表、に本原料の化学恒数を示す。
The present invention relates to cosmetics, particularly makeup cosmetics, containing organic silicon compounds having silicon-carbon bonds. Since conventional oil-based makeup cosmetics are mainly made of mineral oil or ester oil, they feel greasy when applied to the skin, regardless of the form (stick or cream). In addition, depending on the application area, makeup fading becomes noticeable over time, and the original purpose of makeup makeup, the finish, is impaired, and many consumers complain. The present inventors have focused on volatile oils and have been searching for them to have the characteristics of oil-based makeup cosmetics and avoid the above-mentioned drawbacks. As a result, it was possible to obtain a makeup cosmetic that achieved the intended purpose by using volatile oil components as shown below. (1) Low boiling point hydrocarbons (2) Low degree of polymerization dimethylpolysiloxane (3) Low degree of polymerization cyclic dimethylpolysiloxane (4) Organosilicon compounds having a silicon-carbon bond represented by the general formula () Among these, ( 1), (2), and (3) are currently used in makeup cosmetics, but considering the requirements of being tasteless, odorless, and harmless as cosmetic raw materials, (1), (2) (3) has a unique odor, and (3) has an excellent odor, but there are restrictions on formulation composition in terms of compatibility with other cosmetic raw materials. The present inventors succeeded in obtaining a cosmetic that satisfies various conditions by blending an organosilicon compound represented by the general formula () having a silicon-carbon bond. Table 1 shows the chemical constants of this raw material.
【表】
当然のことながら、メチル基、エチル基を混合
した化合物、或は―CH2―基の水素にアルキル基
を導入することは本発明の主旨を逸脱するもので
はないが、いずれの組合せを用いても沸点が常圧
で300℃以下が好ましい。
次に各種化粧品原料との相溶性を表に示す。[Table] Naturally, it does not depart from the spirit of the present invention to introduce a compound containing a mixture of methyl groups and ethyl groups, or the introduction of an alkyl group to the hydrogen of the -CH 2 - group, but any combination Even if used, the boiling point is preferably 300°C or less at normal pressure. Next, the compatibility with various cosmetic raw materials is shown in the table.
【表】
また、揮発速度は沸点とほぼ対応があるが、
紙法により測定した。
アルキル鎖、或はメチレンの数により任意に揮
発速度を調節することができる。
第1図は、紙上に0.5c.c.滴下した試料を温度
25℃、湿度50%の条件下で、経時による重量損失
をプロツトしたものである。
第1図中の数字は
1:アルコール
2:ヘキサメチルジシリルエチレン
3:ヘキサメチルジシリルブチレン
4:ヘキサメチルジシリルペンチレン
5:ヘキサエチルジシリルエチレン
式()で示されるケイ素化合物の合成法は、
ジヤーナル オブ ザ オルガニツク ケミスト
リー(Journal of the Organic Chemistry)第
18巻1739〜1742頁 1953年に記載されているが、
Liを用いハロゲン化エチレン、トリアルキルロシ
ランを低温で加え撹拌し、蒸溜により単離する。
次にこれらを用いた化粧料の実施例を示す。
実施例 1 フアウンデーシヨン
(重量部)
ヘキサエチルジシリルエチレン 50
カルナウバワツクス 1.5
セレシンB 5
ソルビタンモノオレート 1.5
マイカ 20
カオリン 10
酸化チタン 10
酸化鉄 赤、黄、黒 2
香料 適量
得られたフアウンデーシヨンは、塗布する際滑
らかに伸び、数分間でヘキサエチルジシリルエチ
レンが揮散する。その後はさつぱりした感じで肌
に密着して化粧くずれしにくく、海水浴等でも全
く落ちない耐水性を兼備している。
実施例 2 マスカラ
(重量部)
ヘキサメチルジシリルエチレン 52
カルナウバワツクス 4
マイクロクリスタリンワツクス 10
ソルビタノモノステアレート 1
セルロース誘導体 4
精製水 6
タルク 13
酸化鉄黒 10
香料 適量
まばたき等により、下瞼に着色するという従来
の油性マスカラの欠点が全くなく、経時の化粧も
ちが良く耐水性も優れたマスカラが得られた。
実施例 3 アイライナー
(重量部)
ヘキサメチルジシリルエチレン 50
ビースワツクス 7
カルナウバワツクス 2
セルロース誘導体 5
高級アルコール 5
有機変性ベントナイト 3
アルミニウムステアレート 3
アルコール 5
タルク 8
酸化鉄黒 12
香料 適量
実施例2のマスカラと同様、ヘキサメチルジシ
リルエチレン揮散後は、耐水性、耐油性に優れた
アイライナーが得られた。
実施例 4 アイシヤドウ
(重量部)
ヘキサメチルジシリルブチレン 40
カルナウバワツクス 2
マイクロクリスタリンワツクス 5
ソルビタンモノオレート 1
エステル油 5
アルミニウムステアレート 2
高級アルコール 5
マイカ 12
カリオン 10
酸化チタン 5
群青 10
酸化鉄黄 2
酸化鉄黒 1
香料 適量
耐水性アイシヤドウで、塗布時は滑らかにの
び、揮発後の残留物は化粧くずれしにくい。
実施例 5 頬 紅
(重量部)
ヘキサメチルジシリルブチレン 65
カルナウバワツクス 1
マイクロクリスタリンワツクス 5
ソルビタンセスキオレート 1
有機変性ベントナイト 3
エタノール 5
マイカ 10
ヘリンドンピンク 5
酸化鉄赤 3
酸化鉄黄 2
香料 適量
得られた頬紅は塗布時は滑らかに伸び、揮散後
の残留物は化粧くずれしにくい。
又、一連の化合物は、公知の低沸点炭化水素環
状・鎖状ジメチルポリシロキサンとの相溶性も良
好なので併用して実施する事は本発明の主旨を逸
脱するものではない。[Table] Also, the volatilization rate roughly corresponds to the boiling point,
Measured by paper method. The volatilization rate can be arbitrarily adjusted by adjusting the number of alkyl chains or methylenes. Figure 1 shows the temperature of a sample dropped 0.5cc onto paper.
This is a plot of weight loss over time under conditions of 25°C and 50% humidity. The numbers in Figure 1 are 1: Alcohol 2: Hexamethyldisilylethylene 3: Hexamethyldisilylbutylene 4: Hexamethyldisilylpentylene 5: Hexaethyldisilylethylene Synthesis method of silicon compound represented by formula () teeth,
Journal of the Organic Chemistry No.
Volume 18, pages 1739-1742, published in 1953,
Using Li, halogenated ethylene and trialkylosilane are added at low temperature, stirred, and isolated by distillation. Next, examples of cosmetics using these will be shown. Example 1 Foundation (parts by weight) Hexaethyldisilylethylene 50 Carnauba wax 1.5 Ceresin B 5 Sorbitan monooleate 1.5 Mica 20 Kaolin 10 Titanium oxide 10 Iron oxide Red, yellow, black 2 Fragrance Appropriate amount Obtained powder The foundation spreads smoothly when applied, and the hexaethyldisilylethylene evaporates in a few minutes. Afterwards, it feels refreshing and adheres closely to the skin, making it difficult for makeup to come off, and it is also water resistant so it won't come off even when bathing in the sea. Example 2 Mascara (parts by weight) Hexamethyldisilylethylene 52 Carnauba wax 4 Microcrystalline wax 10 Sorbitano monostearate 1 Cellulose derivative 4 Purified water 6 Talc 13 Iron oxide black 10 Fragrance Appropriate amount The result is a mascara that has no drawbacks of conventional oil-based mascaras such as coloring, has good makeup retention over time, and has excellent water resistance. Example 3 Eyeliner (parts by weight) Hexamethyldisilylethylene 50 Beeswax 7 Carnauba wax 2 Cellulose derivative 5 Higher alcohol 5 Organically modified bentonite 3 Aluminum stearate 3 Alcohol 5 Talc 8 Iron oxide black 12 Fragrance Appropriate amount of Example 2 As with mascara, after volatilizing the hexamethyldisilylethylene, an eyeliner with excellent water resistance and oil resistance was obtained. Example 4 Eye shadow (parts by weight) Hexamethyldisilylbutylene 40 Carnauba wax 2 Microcrystalline wax 5 Sorbitan monooleate 1 Ester oil 5 Aluminum stearate 2 Higher alcohol 5 Mica 12 Carion 10 Titanium oxide 5 Ultramarine 10 Iron oxide yellow 2 Iron oxide black 1 Fragrance Appropriate amount A water-resistant eye shadow that spreads smoothly when applied, and the residue after volatilization does not easily ruin your makeup. Example 5 Cheek blush (parts by weight) Hexamethyldisilylbutylene 65 Carnauba wax 1 Microcrystalline wax 5 Sorbitan sesquiolate 1 Organically modified bentonite 3 Ethanol 5 Mica 10 Herringdon pink 5 Iron oxide red 3 Iron oxide yellow 2 Fragrance Appropriate amount The resulting blusher spreads smoothly when applied, and the residue after volatilization does not easily disturb the makeup. Furthermore, since the series of compounds have good compatibility with known low-boiling hydrocarbon cyclic/chain dimethylpolysiloxanes, it does not depart from the spirit of the present invention to use them in combination.
第1図は、紙上に滴下した本発明に使用する
R3Si(CH2)nSiR3(n=2〜5)の揮発による
重量変化を示したグラフである。
Figure 1 shows a droplet used in the present invention on paper.
It is a graph showing the weight change due to volatilization of R 3 Si(CH 2 )nSiR 3 (n=2 to 5).
Claims (1)
の一種又は二種以上を配合した事を特徴とする化
粧料。 R3Si(CH2)nSiR3 () (但し、式中Rは各々独立にメチル基、または
エチル基を示し、nは2〜5の整数を示す。)[Scope of Claims] 1. A cosmetic comprising one or more organic silicon compounds represented by the general formula (). R 3 Si(CH 2 )nSiR 3 () (However, in the formula, each R independently represents a methyl group or an ethyl group, and n represents an integer from 2 to 5.)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9395578A JPS5520734A (en) | 1978-08-01 | 1978-08-01 | Cosmetic |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9395578A JPS5520734A (en) | 1978-08-01 | 1978-08-01 | Cosmetic |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5520734A JPS5520734A (en) | 1980-02-14 |
JPS6143325B2 true JPS6143325B2 (en) | 1986-09-26 |
Family
ID=14096837
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9395578A Granted JPS5520734A (en) | 1978-08-01 | 1978-08-01 | Cosmetic |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5520734A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS606607A (en) * | 1983-06-24 | 1985-01-14 | Pola Chem Ind Inc | Point makeup cosmetic |
JPS61268763A (en) * | 1984-11-26 | 1986-11-28 | Shiseido Co Ltd | Production of treated powder |
US5151538A (en) * | 1989-01-13 | 1992-09-29 | Agency Of Industrial Science And Technology | Organosilicon compound and process for producing organosilicon compound |
-
1978
- 1978-08-01 JP JP9395578A patent/JPS5520734A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5520734A (en) | 1980-02-14 |
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