JPH0242008A - Additive for cosmetic - Google Patents
Additive for cosmeticInfo
- Publication number
- JPH0242008A JPH0242008A JP19070888A JP19070888A JPH0242008A JP H0242008 A JPH0242008 A JP H0242008A JP 19070888 A JP19070888 A JP 19070888A JP 19070888 A JP19070888 A JP 19070888A JP H0242008 A JPH0242008 A JP H0242008A
- Authority
- JP
- Japan
- Prior art keywords
- silicone resin
- units
- additive
- cosmetic
- mol
- 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
- 239000002537 cosmetic Substances 0.000 title claims abstract description 21
- 239000000654 additive Substances 0.000 title claims abstract description 13
- 230000000996 additive effect Effects 0.000 title claims abstract description 12
- 229920002050 silicone resin Polymers 0.000 claims abstract description 35
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 150000002430 hydrocarbons Chemical group 0.000 claims abstract description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 3
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 3
- 239000000490 cosmetic additive Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 210000004243 sweat Anatomy 0.000 abstract description 2
- 239000008269 hand cream Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 51
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 229910000077 silane Inorganic materials 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- HLXDKGBELJJMHR-UHFFFAOYSA-N methyl-tri(propan-2-yloxy)silane Chemical compound CC(C)O[Si](C)(OC(C)C)OC(C)C HLXDKGBELJJMHR-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- -1 cyclic siloxane Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910020489 SiO3 Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 101100070120 Xenopus laevis has-rs gene Proteins 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 229920006222 acrylic ester polymer Polymers 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 230000003766 combability Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- SHEYKHMHFCPWCL-UHFFFAOYSA-N disilanyl-hydroxy-methylsilane Chemical compound C[SiH](O)[SiH2][SiH3] SHEYKHMHFCPWCL-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000003699 hair surface Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000002653 sulfanylmethyl group Chemical group [H]SC([H])([H])[*] 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- 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
-
- 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
Abstract
Description
【発明の詳細な説明】 [発明の技術分野] 本発明は化粧料用添加剤に関する。[Detailed description of the invention] [Technical field of invention] The present invention relates to additives for cosmetics.
[発明の技術的背景とその問題点]
近年、メークアップ化粧料に対する需要は多用化の一途
をたどり、これを受ける形でその製品形態も、口紅、フ
ァンデーション、おしろい、ネイルなどの品目構成面の
みならず、これをより細分化する形で液状、粉末状、固
型、乳化型などの剤型面の要素が加わって多岐にわたる
ものとなっている。特に最近の化粧料には従来以上の耐
水性、耐汗性(耐皮脂性)、耐摩擦性などの物理的、化
学的諸特性が要求されるようになっている。[Technical background of the invention and its problems] In recent years, the demand for makeup cosmetics has become more and more versatile, and in response to this trend, the product format has become limited to items such as lipstick, foundation, face powder, and nail polish. However, by further subdividing this into a wide variety of formulations, elements such as liquid, powder, solid, and emulsified formulations have been added. In particular, modern cosmetics are required to have better physical and chemical properties than ever before, such as water resistance, sweat resistance (sebum resistance), and abrasion resistance.
このような要求を満足させるものとして、皮膜形成能を
有するシリコーン樹脂を用いる方法が提案されている。A method using a silicone resin having a film-forming ability has been proposed to satisfy these demands.
このような樹脂の化粧料用途への応用に関しては、例え
ば、耐水、耐油性を付与することを目的としてジクロロ
シランとトリクロロシランの加水分解・縮合物のメーク
アップ化粧料への応用(特開昭61−18708号公報
参照)、(R)3SiO坏単位と5i02単位からなる
樹脂の皮膚化粧料への応用(特開昭61−65808号
公報および同61−65809号公報参押)、SiO2
単位、R31O”/2単位および(R)SiO単位から
なる樹脂を揮発性シリコーン油を用いたもの(特開昭6
2−234012号公報)、(R)3SiO!4単位と
SiO□単位およびR51O’/2単位と(R)zSi
OSi上有する樹脂を用いた化粧料用添加剤(特開昭6
2−298512号公報および同61−298519号
公報参照)、硬化性シリコーンゴムと環状シロキサンを
用いる整髪組成物(特開昭63−22010号公報参照
)などが公知である。Regarding the application of such resins to cosmetics, for example, the application of hydrolyzed and condensed products of dichlorosilane and trichlorosilane to makeup cosmetics for the purpose of imparting water and oil resistance (Japanese Patent Application Laid-open No. 61-18708), Application of resins consisting of (R)3SiO units and 5i02 units to skin cosmetics (Japanese Patent Application Laid-open Nos. 61-65808 and 61-65809), SiO2
A resin consisting of R31O"/2 units and (R)SiO units is prepared using volatile silicone oil (Japanese Patent Application Laid-open No. 6
2-234012), (R)3SiO! 4 units and SiO□ units and R51O'/2 units and (R)zSi
Cosmetic additives using resins on OSi (Japanese Patent Laid-Open No. 1983
2-298512 and 61-298519), and hair styling compositions using curable silicone rubber and cyclic siloxane (see JP-A-63-22010).
[発明の目的]
本発明は各種化粧料の添加剤として有用な化粧料用添加
剤を提供することを目的とする。[Object of the Invention] An object of the present invention is to provide a cosmetic additive useful as an additive for various cosmetics.
[発明の構成コ
本発明の化粧料用添加剤は、RS i O”/2単位(
式中Rは置換または非置換の1価の炭化水素基を示す)
を70モル%以上含むシリコーン樹脂を含有することを
特徴とする。[Constitution of the Invention] The cosmetic additive of the present invention has an RS i O"/2 unit (
In the formula, R represents a substituted or unsubstituted monovalent hydrocarbon group)
It is characterized by containing a silicone resin containing 70 mol% or more of.
本発明の化粧料用添加剤は特定のシリコーン樹脂を必須
の構成要素とするものである。The cosmetic additive of the present invention contains a specific silicone resin as an essential component.
このシリコーン樹脂はR31O3/2単位を70モル%
以上含有するものである。This silicone resin contains 70 mol% of R31O3/2 units.
It contains the above.
R51O3/z単位中のHの置換または非置換の1価の
炭化水素基としては、メチル基、エチル基、プロピル基
、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オ
クチル基、ノニル基、デシル基、ドデシル基のようなア
ルキル基ニジクロペンチル基、シクロヘキシル基のよう
なシクロアルキル基:2−フェニルエチル基、2−フェ
ニルプロピル基のようなアラルキル基:フェニル基、ト
ノル基のようなアリール基:ビニル基、アリル基のよう
なアルケニル基:およびクロロメチル基、クロロフェニ
ル基、3.3.3−1−リフルオロプロピル基などの炭
化水素基を例示することができる。これらのなかでも原
料の入手が容易であることからメチル基まr・”−フェ
ニル基が好ましい。The substituted or unsubstituted monovalent hydrocarbon group for H in the R51O3/z unit includes methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group. alkyl groups such as dichloropentyl and cyclohexyl groups; aralkyl groups such as 2-phenylethyl and 2-phenylpropyl groups; aryl groups such as phenyl and tonol groups; : Alkenyl groups such as vinyl group and allyl group; and hydrocarbon groups such as chloromethyl group, chlorophenyl group, and 3.3.3-1-lifluoropropyl group. Among these, methyl group or r.''-phenyl group is preferred because raw materials are easily available.
R51O”/z単位の含有量が70モル%未満であると
樹脂の軟化温度が低くなり、特に体温付近の温度におけ
る使用が一般的な化粧品用途においてはベタツキ等によ
り使用感が悪くなることから好ましくない。RS i
O’/z単位の含有量はさらに好ましくは75モル%以
上である。If the content of R51O''/z units is less than 70 mol%, the softening temperature of the resin will be low, and especially in cosmetic applications where use at temperatures around body temperature is common, the feeling of use will be poor due to stickiness, so it is preferable. No.RS i
The content of O'/z units is more preferably 75 mol% or more.
シリコーン樹脂を構成する他の構成単位は特に制限され
るものではない。Other structural units constituting the silicone resin are not particularly limited.
かかるシリコーン樹脂は次式;RSi (X) 3で示
されるシランおよび他のシランを加水分解・縮合するこ
とにより得ることができる。Such a silicone resin can be obtained by hydrolyzing and condensing a silane represented by the following formula; RSi (X) 3 and other silanes.
前記式中のXは加水分解性基であり、−M9にはハロゲ
ン元素、水酸基、アルコキシ基などを例示することがで
きる。これらのなかでも反応性および副生物の取り扱い
の容易さから炭素数1〜3のアルコキシ基が好ましい。X in the above formula is a hydrolyzable group, and -M9 can be exemplified by a halogen element, a hydroxyl group, an alkoxy group, etc. Among these, alkoxy groups having 1 to 3 carbon atoms are preferred from the viewpoint of reactivity and ease of handling by-products.
RSi (X)、で示されるシランとしては、メチルト
リメトキシシラン、メチルトリエトキシシラン、メチル
トリイソプロポキシシラン、フェニルトリメトキシシラ
ン、メチルトリクロロシラン、メチルトリシラノールな
どを例示することができる。Examples of the silane represented by RSi (X) include methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane, phenyltrimethoxysilane, methyltrichlorosilane, and methyltrisilanol.
また本発明の化粧料用添加剤は、(A)RS i O”
/2単位70〜99モル%、SiO,+j11位5〜O
モル%および(R)zsiO単位(式中のHの意味は前
記と同じである)30〜1モル%からなるシリコーン樹
脂、ならびに(B)R5iO3/25iO3/2単oモ
ル%およびSiO2単位10〜0モル%からなるシリコ
ーン樹脂、の混合物を含有することを特徴とする。Further, the cosmetic additive of the present invention includes (A) RS i O”
/2 unit 70-99 mol%, SiO, +j11 position 5-O
A silicone resin consisting of 30 to 1 mol% of (R) zsiO units (the meaning of H in the formula is the same as above), and (B) R5iO3/25iO3/2 monomol% and 10 to 10 of SiO2 units. It is characterized by containing a mixture of silicone resin consisting of 0 mol %.
(A)成分のシリコーン樹脂はRS i 03/2単位
、S i 02単位および(R)2s1o単位カラなる
ものである。The silicone resin as the component (A) has RS i 03/2 units, S i 02 units, and (R) 2s1o units.
各構成単位の含有割合は、RS 103/ z単位が7
0〜99モル%、5iOz単位5〜0モル%および(R
)SiO単位30〜1モル%である。The content ratio of each structural unit is RS 103/z unit is 7
0-99 mol%, 5-0 mol% of 5iOz units and (R
) 30 to 1 mol % of SiO units.
R51O3/2単位の割合が70モル%未満であると樹
脂の軟化温度が低くなり、(B)成分との配合後もベタ
ツヤが残りやすい。また、(B)成分の軟化温度との差
が太き(なるとCB)成分との配合による軟化温度の制
御が困難となり、(B)成分との相溶性も低下する。When the proportion of R51O3/2 units is less than 70 mol %, the softening temperature of the resin becomes low, and sticky gloss tends to remain even after blending with component (B). Moreover, if the difference between the softening temperature of the component (B) and the component (B) is large (if this occurs, it becomes difficult to control the softening temperature by blending with the component CB), and the compatibility with the component (B) also decreases.
また、SiO2単位の割合が5モル%を超えると軟化温
度の制御が困難になる。Furthermore, if the proportion of SiO2 units exceeds 5 mol%, it becomes difficult to control the softening temperature.
(A)成分のシリコーン樹脂は、次式:%式%
(R) 2Si (X) 2で示されるシランを
加水分解・縮合することにより得ることができる。The silicone resin of component (A) can be obtained by hydrolyzing and condensing a silane represented by the following formula: % (R) 2Si (X) 2.
RSi (X)−で示されるシランとしては上記のも
のを使用することができる。As the silane represented by RSi (X)-, the above-mentioned ones can be used.
SL (X)、で示されるシランとしてはテトラメトキ
シシラン、テトラエトキシシランなどを例示することが
できる。Examples of the silane represented by SL (X) include tetramethoxysilane and tetraethoxysilane.
(R) 2Si (X) 2で示されるシランと
しては、ジメチルジメトキシシラン、ジメチルジェトキ
シシラン、ジフェニルジメトキシシラン、ジフェニルジ
ェトキシシラン、ジメチルジクロロシラン、ジフェニル
ジクロロシランなどを例示することができる。Examples of the silane represented by (R) 2Si (X) 2 include dimethyldimethoxysilane, dimethyljethoxysilane, diphenyldimethoxysilane, diphenyljethoxysilane, dimethyldichlorosilane, and diphenyldichlorosilane.
各シランの使用量は、RSi (X)−が70〜99モ
ル%、Si (X) 4が5〜0モル%および(R)
2Si (X) 2が30〜1モル%である。The amount of each silane used is 70 to 99 mol% for RSi(X)-, 5 to 0 mol% for Si(X)4, and (R)
2Si(X)2 is 30-1 mol%.
加水分解・縮合反応は、トルエン、キシレンなどの芳香
族系溶媒、メタノール、エタノールなどのアルコール系
溶媒、アセトンなどのケトン系溶媒およびこれらの混合
溶媒中において、30〜80°Cで、10〜2時間行う
。The hydrolysis/condensation reaction is carried out in an aromatic solvent such as toluene or xylene, an alcohol solvent such as methanol or ethanol, a ketone solvent such as acetone, or a mixed solvent thereof at 30 to 80°C for 10 to 2 hours. Do time.
(B)成分のシリコーン樹脂はR31O3/z単位およ
びSin、単位からなるものである。The silicone resin of component (B) consists of R31O3/z units and Sin units.
各構成単位の含有割合はR5i O33単位が90〜1
00モル%であり、5i02単位が10〜0モル%であ
る。RS iO3/2単位の割合が90モル%未満であ
ると熱軟化性を示さない樹脂になりやすく、軟化点の調
整が困難となるため好ましくない。The content ratio of each structural unit is 90 to 1 R5i O33 unit.
00 mol%, and 10 to 0 mol% of 5i02 units. If the proportion of RS iO3/2 units is less than 90 mol%, the resin tends to show no heat softening properties, making it difficult to adjust the softening point, which is not preferable.
(B)成分のシリコーン樹脂は次式:
%式%
ランを加水分解・縮合することにより得ることができる
。The silicone resin of the component (B) can be obtained by hydrolyzing and condensing Ran.
RSi (X) 、J5J:びSi (X)
4で示されるシランとしては上記と同様なものを使用す
ることができる。RSi (X), J5J:BiSi (X)
As the silane represented by 4, the same ones as mentioned above can be used.
加水分解・縮合方法としては上記(A)成分のシリコー
ン樹脂の方法と同様にすることができる。The hydrolysis/condensation method can be the same as that for the silicone resin component (A).
(A)およびCB)成分は、加水分解・縮合物のトルエ
ンなどの溶液のまま、または溶媒を除去した固体状のも
のを混合することができる。Components (A) and CB) can be mixed as a solution of the hydrolyzed/condensed product in toluene or the like, or as a solid after removing the solvent.
(A)および(B)成分の混合量は、(A)成分100
重量部に対して(B)成分がO〜1.000重量部であ
ることが好ましい。(B)成分の混合量があまり多すぎ
ると溶媒等に溶解させた場合の溶解性が低下したり、相
溶性の理由から好ましくない。The mixing amount of components (A) and (B) is 100% of component (A).
It is preferable that the amount of component (B) is 0 to 1.000 parts by weight based on the weight parts. If the amount of component (B) mixed is too large, the solubility when dissolved in a solvent etc. may decrease, and this is not preferable for reasons of compatibility.
本発明の化粧料用添加剤は、必須成分である上記のシリ
コーン樹脂のほかに通常化粧料の構成材料として使用さ
れる各種粉体、油分、顔料、分散剤などを配合すること
ができる。The additive for cosmetics of the present invention can contain various powders, oils, pigments, dispersants, etc. that are commonly used as constituent materials of cosmetics, in addition to the above-mentioned silicone resin which is an essential component.
[発明の効果]
本発明の化粧料用添加剤は、メークアップ化粧料用添加
剤の他、ヘアセット開用の基材、毛髪表面キューティク
ルの保護コーティング剤、耐水および耐洗浄性が優れた
ハンドクリーム、ハンドローション用の添加剤としても
有用である。[Effects of the Invention] In addition to being an additive for make-up cosmetics, the additive for cosmetics of the present invention can be used as a base material for hair styling, a protective coating agent for the hair surface cuticle, and a hand with excellent water resistance and wash resistance. It is also useful as an additive for creams and hand lotions.
本発明の化粧料用添加剤の主構成成分であるシリコーン
樹脂は通常のシリコーン樹脂に生じやすいブロッキング
現象を生じることがないために化粧料に配合した場合に
も使用感が良好である。The silicone resin, which is the main component of the cosmetic additive of the present invention, does not cause the blocking phenomenon that occurs with ordinary silicone resins, so it has a good feel when used in cosmetics.
特に、ヘアセット開用としては、従来のアクリル系レジ
ンに比べ、臭気が少なく、光沢や潤滑性が優れている。In particular, when used for hair styling, it has less odor and has superior gloss and lubricity compared to conventional acrylic resins.
そしてこのヘアセット剤の場合も毛髪を所望の形状に保
持するためのセット力を一定に維持するために、樹脂の
熱軟化温度を一定に制御する必要があるが、再現性よく
熱軟化温度を制御できるシリコーン樹脂を含有する本発
明の化粧料用添加剤は有用である。In the case of this hair setting agent, it is necessary to control the heat softening temperature of the resin at a constant level in order to maintain a constant setting force to hold the hair in the desired shape. Cosmetic additives of the present invention containing controllable silicone resins are useful.
[実施例] 以下、本発明を実施例および比較例によって説明する。[Example] The present invention will be explained below with reference to Examples and Comparative Examples.
これらの例において部は重量部を示す。In these examples, parts are by weight.
合成例1
撹拌機、コンデンサー、温度計および加熱、冷却用ジャ
ケットを備えた反応容器に500部のトルエン、800
部のメチルトリイソブロポキシシランを仕込み、均一に
なるように撹拌した。次いで、200部の市水を滴下し
、加水分解を行った。その後、撹拌しつつ50°Cまで
昇温し、還流状態にして温度を一定に保持しながらさら
に80分間撹拌を続けた。次いで、反応液を静置して有
機層と水層を分離させた。これに市水200部を加えて
水洗した。再び静置分離を行い、淡黄色透明なC[(−
5103部2単位100モル%からなるシリコーン樹脂
のトルエン溶液500部を得た。Synthesis Example 1 500 parts of toluene and 800 parts of toluene were placed in a reaction vessel equipped with a stirrer, condenser, thermometer, and heating and cooling jackets.
of methyltriisopropoxysilane was added and stirred to make it homogeneous. Next, 200 parts of city water was added dropwise to perform hydrolysis. Thereafter, the temperature was raised to 50°C while stirring, and stirring was continued for an additional 80 minutes while keeping the temperature constant under reflux. Next, the reaction solution was allowed to stand to separate an organic layer and an aqueous layer. 200 parts of city water was added to this and washed with water. Separation by standing still was performed again, and a pale yellow transparent C[(-
5103 parts 500 parts of a toluene solution of a silicone resin containing 100 mol% of 2 units was obtained.
この溶液にさらにトルエンを加えてシリコーン樹脂量が
30重量%の溶液(L−1)とした。Toluene was further added to this solution to obtain a solution (L-1) containing 30% by weight of silicone resin.
合成例2
撹拌機、コンデンサー、温度計および加熱、冷却用ジャ
ケットを備えた反応容器に477部のトルエン、528
部のメチルトリイソプロポキシシランおよび774部の
ジメチルジクロロシランを仕込み、均一になるように撹
拌した。次いで、200部の市水を滴下し加水分解を行
った。その後、撹拌しつつ50°Cまで昇温し、還流状
態にして温度を一定に保持しながらさらに80分間撹拌
を続けた。次いで、反応液を静置して有機層と水層を分
離させた。これに市水200部を加えて水洗した。再び
静置分離を行い、淡黄色透明なCH35l○3/2単位
80モル%および(CH3) 2SiO単位20モル
%からなるシリコーン樹脂のトルエン溶液500部を得
た。この溶液にさらにトルエンを加えてシリコーン樹脂
量が30重量%の溶液(L−2)とした。Synthesis Example 2 477 parts of toluene and 528 parts of toluene were placed in a reaction vessel equipped with a stirrer, condenser, thermometer, and heating and cooling jackets.
1 part of methyltriisopropoxysilane and 774 parts of dimethyldichlorosilane were charged and stirred to become uniform. Next, 200 parts of city water was added dropwise to perform hydrolysis. Thereafter, the temperature was raised to 50°C while stirring, and stirring was continued for an additional 80 minutes while keeping the temperature constant under reflux. Next, the reaction solution was allowed to stand to separate an organic layer and an aqueous layer. 200 parts of city water was added to this and washed with water. Static separation was performed again to obtain 500 parts of a toluene solution of a silicone resin containing 80 mol % of CH35l○3/2 units and 20 mol % of (CH3) 2SiO units, which was pale yellow and transparent. Toluene was further added to this solution to obtain a solution (L-2) containing 30% by weight of silicone resin.
合成例3
撹拌機、コンデンサー、温度計および加熱、冷却用ジャ
ケットを備えた反応容器に477部のトルエン、594
部のメチルトリイソプロポキシシランおよび38.7部
のジメチルジクロロシランを仕込み、均一になるように
撹拌した。次いで、200部の市水を滴下し加水分解を
行った。その後、撹拌しつつ50℃まで昇温し、還流状
態にして温度式一定に保持しな、がらさらに80分間撹
拌を続けた。次いで、反応液を静置して有機層と水層を
分離させた。これに市水200部を加えて水洗した。再
び静置分離を行い、淡黄色透明なCH,Sj O3/2
単位90モル%および(C)13) 2SiO単位1
0モル%からなるシリコーン樹脂のトルエン重液500
部を得た。この溶液にさらにトルエンを加えてシリコー
ン樹脂量が30重量%の溶液(L−3)とした。Synthesis Example 3 477 parts of toluene and 594 parts of toluene were placed in a reaction vessel equipped with a stirrer, condenser, thermometer, and heating and cooling jackets.
1 part of methyltriisopropoxysilane and 38.7 parts of dimethyldichlorosilane were charged and stirred to become uniform. Next, 200 parts of city water was added dropwise to perform hydrolysis. Thereafter, the temperature was raised to 50° C. while stirring, and stirring was continued for an additional 80 minutes while keeping the temperature constant under reflux. Next, the reaction solution was allowed to stand to separate an organic layer and an aqueous layer. 200 parts of city water was added to this and washed with water. Static separation was performed again, and pale yellow transparent CH, Sj O3/2 was obtained.
90 mol% units and (C)13) 2SiO units 1
Toluene heavy liquid of silicone resin consisting of 0 mol% 500
I got the department. Toluene was further added to this solution to obtain a solution (L-3) containing 30% by weight of silicone resin.
合成例4
撹拌機、コンデンサー、温度計および加熱、冷却用ジャ
ケットを備えた反応容器に477部のトルエン、396
部のメチルトリイソプロポキシシランおよび155部の
ジメチルジクロロシランを仕込み、均一になるように撹
拌した。次いで、200部の市水を滴下し加水分解を行
った。その後、撹拌しつつ50℃まで昇1品し、還流状
態にして温度を一定に保持しながらさらに80分間撹拌
を続けた。次いで、反応液を静置して有機層と水層を分
離させた。これに市水200部を加えて水洗した。再び
静置分離を行い、淡黄色透明なCH,Si O3/、単
位80モル%および(CH3) 2SiOj1位20
モル%からなるシリコーン樹脂のトルエン溶液(L−4
)500部を得た。Synthesis Example 4 477 parts of toluene and 396 parts of toluene were placed in a reaction vessel equipped with a stirrer, condenser, thermometer, and heating and cooling jackets.
1 part of methyltriisopropoxysilane and 155 parts of dimethyldichlorosilane were charged and stirred to become uniform. Next, 200 parts of city water was added dropwise to perform hydrolysis. Thereafter, the temperature was raised to 50° C. with stirring, and stirring was continued for an additional 80 minutes while keeping the temperature constant under reflux. Next, the reaction solution was allowed to stand to separate an organic layer and an aqueous layer. 200 parts of city water was added to this and washed with water. Static separation was performed again, and pale yellow transparent CH, SiO3/, unit 80 mol% and (CH3) 2SiOj 1st position 20
A toluene solution of silicone resin (L-4
) 500 copies were obtained.
実施例1〜6および比較例1.2
第1表に示す割合でL〜1〜L −4を配合し、均一に
なるように撹拌した。その後、120’C/ 30 T
orrの条件で減圧加熱し溶剤を除去して固形シリコー
ン樹脂P〜1〜P−5を得た。なお、表中においてTは
CH3S t 03部2単位を表し、Dは(CHl)
2SiO単位を表し、T/D比はモル比を表す。軟化
点は環球法により測定した。Examples 1 to 6 and Comparative Example 1.2 L to L-4 were blended in the proportions shown in Table 1 and stirred to be uniform. Then 120'C/30T
The solid silicone resins P-1 to P-5 were obtained by heating under reduced pressure and removing the solvent. In addition, in the table, T represents CH3S t 03 parts 2 units, and D represents (CHl)
It represents 2SiO units, and the T/D ratio represents the molar ratio. The softening point was measured by the ring and ball method.
第1表
次に、前記シリコーン樹脂およびアクリル樹脂を用い、
第2表に示す配合でヘアセットレジンとしての評価を行
った。評価はカール保持率、吸湿量および官能試験によ
る感触について下記の方法により行った2結果を第3表
に示す。Table 1 Next, using the silicone resin and acrylic resin,
The formulations shown in Table 2 were evaluated as hair setting resins. Evaluations were made using the following methods regarding curl retention, moisture absorption, and sensory test feel, and the results are shown in Table 3.
カール保持率:長さ15cmの毛髪の標準見本を、その
長さが約8cmになるように成形具に合わせてカールを
行った。樹脂溶液を塗布しながらカールした毛髪に樹脂
が確実に均一に分散分布するように成形具上の毛髪を2
5r、p、m、で回転させた。その後、その毛髪を24
°C1相対湿度90%のキャビネット内の掛は具に吊し
て3時間放置し、その長さを測定し、次式によりカール
保持率を求めた。Curl retention rate: A standard sample of hair with a length of 15 cm was curled using a shaping tool so that the length was approximately 8 cm. While applying the resin solution, place the hair on the former twice to ensure even distribution of the resin on the curled hair.
Rotated at 5r, p, m. After that, remove the hair for 24 hours.
The curl was hung on the utensil in a cabinet at 90% relative humidity at °C and left for 3 hours, its length was measured, and the curl retention rate was determined using the following formula.
柔らかさ、櫛の通り性、べたつきおよび光沢を評価した
。表示は第2表のとおりである。Softness, combability, stickiness and gloss were evaluated. The display is as shown in Table 2.
吸湿量:相対湿度40%、60%および80%の雰囲気
中に3時間放置した場合の吸湿量(%)により評価した
。Moisture absorption: Evaluated by moisture absorption (%) when left in an atmosphere with relative humidity of 40%, 60% and 80% for 3 hours.
官能試験による感触:下記の判定基準により、高温高湿
下におけるカール保持率については、従来のアクリル酸
エステル系ポリマーと同等以上の効果を示し、吸湿性に
ついては低湿度下、高湿度下とも低い値を示し、吸湿に
よりベタツキが少ないことが分かる。Feeling based on sensory test: According to the following criteria, the curl retention rate under high temperature and high humidity conditions is equivalent to or better than conventional acrylic ester polymers, and the hygroscopicity is low under both low and high humidity conditions. It can be seen that there is less stickiness due to moisture absorption.
また、感触についてはアクリル酸エステル系ボッマーに
くらべて光沢、滑り(<シ通り性)が改良されている。In addition, in terms of feel, the gloss and slippage (<stickability) are improved compared to acrylic acid ester bombers.
さらにシリコーン樹脂であるためにほとんど臭気がない
ことも化粧料用添加剤としては優れている。Furthermore, since it is a silicone resin, it has almost no odor, which makes it an excellent additive for cosmetics.
手続補正書 平成Procedural amendment Heisei
Claims (2)
の1価の炭化水素基を示す)を70モル%以上含むシリ
コーン樹脂を含有することを特徴とする化粧料用添加剤
。(1) A cosmetic additive characterized by containing a silicone resin containing 70 mol% or more of RSiO3/2 units (in the formula, R represents a substituted or unsubstituted monovalent hydrocarbon group).
2単位5〜0モル%および(R)_SiO単位(式中の
Rの意味は前記と同じである)30〜1モル%からなる
シリコーン樹脂、ならびに (B)RSiO3/2単位90〜100モル%およびS
iO_2単位10〜0モル%からなるシリコーン樹脂、 の混合物である請求項1記載の化粧料用添加剤。(2) The silicone resin contains (A) 70 to 99 mol% of RSiO3/2 units, SiO_
A silicone resin consisting of 5 to 0 mol% of 2 units and 30 to 1 mol% of (R)_SiO units (the meaning of R in the formula is the same as above), and (B) 90 to 100 mol% of RSiO3/2 units. and S
The additive for cosmetics according to claim 1, which is a mixture of a silicone resin comprising 10 to 0 mol% of iO_2 units.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19070888A JPH0242008A (en) | 1988-08-01 | 1988-08-01 | Additive for cosmetic |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19070888A JPH0242008A (en) | 1988-08-01 | 1988-08-01 | Additive for cosmetic |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0242008A true JPH0242008A (en) | 1990-02-13 |
Family
ID=16262513
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP19070888A Pending JPH0242008A (en) | 1988-08-01 | 1988-08-01 | Additive for cosmetic |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0242008A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5573709A (en) * | 1990-12-05 | 1996-11-12 | Procter & Gamble | Shampoo compositions with silicone and cationic organic polymeric conditioning agents |
US5676938A (en) * | 1992-09-29 | 1997-10-14 | Toshiba Silicone Co., Ltd. | Cosmetic composition |
US5710113A (en) * | 1990-12-05 | 1998-01-20 | The Procter & Gamble Company | Hair conditioning compositions with silicone conditioning agent containing silicone resin |
US5714446A (en) * | 1990-12-05 | 1998-02-03 | The Procter & Gamble Company | Shampoo compositions with silicone and cationic surfactant conditioning agents |
US6991782B2 (en) | 2000-06-19 | 2006-01-31 | L'oréal | Cosmetic compositions comprising at least one polymethylsilsesquioxane film former |
WO2009136486A1 (en) | 2008-05-08 | 2009-11-12 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | Cosmetic |
-
1988
- 1988-08-01 JP JP19070888A patent/JPH0242008A/en active Pending
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5573709A (en) * | 1990-12-05 | 1996-11-12 | Procter & Gamble | Shampoo compositions with silicone and cationic organic polymeric conditioning agents |
US5710113A (en) * | 1990-12-05 | 1998-01-20 | The Procter & Gamble Company | Hair conditioning compositions with silicone conditioning agent containing silicone resin |
US5714446A (en) * | 1990-12-05 | 1998-02-03 | The Procter & Gamble Company | Shampoo compositions with silicone and cationic surfactant conditioning agents |
US5676938A (en) * | 1992-09-29 | 1997-10-14 | Toshiba Silicone Co., Ltd. | Cosmetic composition |
US6991782B2 (en) | 2000-06-19 | 2006-01-31 | L'oréal | Cosmetic compositions comprising at least one polymethylsilsesquioxane film former |
WO2009136486A1 (en) | 2008-05-08 | 2009-11-12 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | Cosmetic |
US8329153B2 (en) | 2008-05-08 | 2012-12-11 | Momentive Performance Materials Japan Llc | Cosmetic product |
EP2730276A2 (en) | 2008-05-08 | 2014-05-14 | Momentive Performance Materials Japan LLC | Cosmetic product |
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