JP6705082B2 - Base for hair cosmetics, hair cosmetics, hair styling products - Google Patents
Base for hair cosmetics, hair cosmetics, hair styling products Download PDFInfo
- Publication number
- JP6705082B2 JP6705082B2 JP2015156289A JP2015156289A JP6705082B2 JP 6705082 B2 JP6705082 B2 JP 6705082B2 JP 2015156289 A JP2015156289 A JP 2015156289A JP 2015156289 A JP2015156289 A JP 2015156289A JP 6705082 B2 JP6705082 B2 JP 6705082B2
- Authority
- JP
- Japan
- Prior art keywords
- hair
- structural unit
- base
- hair cosmetics
- monomer
- 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
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- 239000003676 hair preparation Substances 0.000 title claims description 55
- 239000000178 monomer Substances 0.000 claims description 81
- -1 oxypropylene group Chemical group 0.000 claims description 41
- 229920001577 copolymer Polymers 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 238000007334 copolymerization reaction Methods 0.000 claims description 10
- 125000006353 oxyethylene group Chemical group 0.000 claims description 9
- 238000012661 block copolymerization Methods 0.000 claims description 4
- 239000000243 solution Substances 0.000 description 50
- 239000002537 cosmetic Substances 0.000 description 45
- 239000000203 mixture Substances 0.000 description 36
- 238000002360 preparation method Methods 0.000 description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 30
- 239000002904 solvent Substances 0.000 description 23
- 239000000443 aerosol Substances 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- 239000011347 resin Substances 0.000 description 19
- 229920005989 resin Polymers 0.000 description 19
- 239000000463 material Substances 0.000 description 17
- 229920001223 polyethylene glycol Polymers 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- 239000008266 hair spray Substances 0.000 description 15
- 239000002453 shampoo Substances 0.000 description 15
- 239000007787 solid Substances 0.000 description 15
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- 238000000034 method Methods 0.000 description 10
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- 239000000470 constituent Substances 0.000 description 9
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- 238000006386 neutralization reaction Methods 0.000 description 6
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- 230000000694 effects Effects 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
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- 125000004079 stearyl 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])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])[H] 0.000 description 3
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 2
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- 239000004615 ingredient Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 2
- ULYOZOPEFCQZHH-UHFFFAOYSA-N n-(methoxymethyl)prop-2-enamide Chemical compound COCNC(=O)C=C ULYOZOPEFCQZHH-UHFFFAOYSA-N 0.000 description 2
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- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
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- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 125000001117 oleyl 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])=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
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl 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])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
- 125000002958 pentadecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940035024 thioglycerol Drugs 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、一般には、毛髪化粧料用基剤、毛髪化粧料、及び整髪料に関し、詳細には、特に整髪料のために好適な毛髪化粧料用基剤、並びにこの毛髪化粧料用基剤が配合された毛髪化粧料及び整髪料に関する。 The present invention generally relates to a base for hair cosmetics, a hair cosmetic, and a hair styling product, and more particularly, a hair cosmetic base suitable for hair styling products, and this hair cosmetic base. The present invention relates to a hair cosmetic composition and a hairdressing composition.
従来、整髪料などの毛髪化粧料には、整髪成分として、種々の皮膜形成剤や融点の高い固形油分等が配合されている。整髪料としては、ヘアワックス、ヘアクリーム等の乳化型の製剤、ヘアスプレー、ヘアフォーム等のエアゾール製剤などがある。 2. Description of the Related Art Conventionally, hair cosmetics such as hair styling materials have been blended with various film-forming agents, solid oil components having a high melting point, etc. as hair styling ingredients. Examples of the hair styling agent include emulsion type preparations such as hair wax and hair cream, aerosol preparations such as hair spray and hair foam.
例えば、乳化型の製剤において、整髪成分として融点の高い固形油分であるキャンデリラロウやマイクロクリスタリンワックス等（固形ワックス）を配合した整髪料がある。 For example, in an emulsion type preparation, there is a hair styling composition containing, as a hair styling ingredient, solid oil having a high melting point, such as candelilla wax or microcrystalline wax (solid wax).
この整髪料は、固形ワックスが結晶性を有するため整髪性に優れるが、その油性の強さゆえに毛髪に付着した整髪料をシャンプー等の洗浄剤で除去しにくいという問題があった。 This hair styling agent has excellent hair styling properties because the solid wax has crystallinity, but has a problem that it is difficult to remove the hair styling agent attached to the hair with a detergent such as shampoo because of its oily strength.
こうした問題を解決する手段として、例えば特許文献１では、洗浄性を高めるためにグリコシルトレハロースを配合した、クリーム状やゲル状の整髪料が開示されている。 As means for solving such a problem, for example, Patent Document 1 discloses a cream-like or gel-like hair styling composition containing glycosyl trehalose for enhancing detergency.
しかし、特許文献１に記載の整髪料は、洗浄性や整髪性においてはまだ不十分である。 However, the hair styling agent described in Patent Document 1 is still insufficient in cleaning properties and hair styling properties.
また、特許文献１に記載の整髪料に含まれる融点の高い固形油分は、その整髪性や感触が非常に好まれてはいるものの、親水性溶媒への溶解性が低く、特許文献１に記載されているような乳化系での使用が一般的で、ヘアスプレー等のエアゾール製剤で使用されることはほとんどない。 Further, although the solid oil component having a high melting point contained in the hair styling agent described in Patent Document 1 is highly preferred for its hair styling property and feel, it has low solubility in a hydrophilic solvent and is described in Patent Document 1. It is generally used in an emulsion system as described above, and is rarely used in an aerosol formulation such as a hair spray.
本発明は上記の点に鑑みてなされたものであり、整髪性に優れると共に、洗浄剤によって毛髪から容易に除去することができ、固形油分の代わりとして乳化型の製剤へ配合することができ、さらにエアゾール製剤にも配合することができる毛髪化粧料用基剤、毛髪化粧料、及び整髪料を提供することを目的とする。 The present invention has been made in view of the above points, has excellent hair styling properties, can be easily removed from hair with a detergent, and can be incorporated into an emulsion-type preparation instead of a solid oil component, Furthermore, it aims at providing the base for hair cosmetics, the hair cosmetics, and the hair styling which can be mix|blended with an aerosol formulation.
本発明に係る毛髪化粧料用基剤は、エチレン性不飽和単量体（ａ）に由来する構成単位（Ａ）を含むノニオン性共重合体であり、
前記構成単位（Ａ）は、
下記式（Ｉａ）で示される構成単位（ＡＩａ）及び下記式（Ｉｂ）で示される構成単位（ＡＩｂ）のいずれか一方又は両方と、
下記式（ＩＩ）で示される構成単位（ＡＩＩ）と、
下記式（ＩＩＩ）で示される構成単位（ＡＩＩＩ）と、
を含み、
The hair cosmetic base according to the present invention is a nonionic copolymer containing a structural unit (A) derived from an ethylenically unsaturated monomer (a),
The structural unit (A) is
One or both of the structural unit (AIa) represented by the following formula (Ia) and the structural unit (AIb) represented by the following formula (Ib),
A structural unit (AII) represented by the following formula (II),
A structural unit (AIII) represented by the following formula (III),
Including,
式（Ｉａ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨであり、ｘ、ｙ、ｚは各々独立して０〜１００の整数であり、ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１であり、（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示し、−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がブロック共重合して構成される分子鎖を示し、
式（Ｉｂ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨであり、ｘ、ｙ、ｚは各々独立して０〜１００の整数であり、ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１であり、（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示し、[−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−]は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がランダム共重合して構成される分子鎖を示し、
式（ＩＩ）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨであり、ｎは１〜４の整数であり、ｍは１〜１００の整数であり、
式(ＩＩＩ)中、Ｒ５はＨ又はＣＨ３、Ｒ６は炭素数１８以上の直鎖アルキル基、Ａ３はＯ又はＮＨである。
In formula (Ia), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, A 1 is O or NH, and x, y, and z are each independently 0 to 100. And x+y≧1, y+z≧1, and z+x≧1, (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, (BO) represents an oxybutylene group, and-(EO) x- (PO) y- (BO) z- represents a molecular chain formed by block copolymerization of x (EO), y (PO), and z (BO).
In formula (Ib), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, A 1 is O or NH, and x, y, and z are each independently 0 to 100. And x+y≧1, y+z≧1, and z+x≧1, (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, (BO) represents an oxybutylene group, and [−(EO ) X- (PO) y- (BO) z- ] represents a molecular chain formed by random copolymerization of x (EO), y (PO), and z (BO). ,
In formula (II), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, A 2 is O or NH, n is an integer of 1 to 4, and m is 1 Is an integer from ~100,
In the formula (III), R 5 is H or CH 3 , R 6 is a linear alkyl group having 18 or more carbon atoms, and A 3 is O or NH.
本発明では、前記構成単位（Ａ）に対する、前記構成単位（ＡＩＩＩ）の割合が１５〜４０重量％の範囲内であることが好ましい。 In the present invention, the ratio of the structural unit (AIII) to the structural unit (A) is preferably within the range of 15 to 40% by weight.
本発明では、前記構成単位（Ａ）に対する、前記構成単位（ＡＩａ）及び前記構成単位（ＡＩｂ）の合計の割合が５〜３０重量％の範囲内であることが好ましい。 In the present invention, the total ratio of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is preferably in the range of 5 to 30% by weight.
本発明では、前記構成単位（Ａ）に対する、前記構成単位（ＡＩＩ）の割合が２〜１０重量％の範囲内であることが好ましい。 In the present invention, the ratio of the structural unit (AII) to the structural unit (A) is preferably within the range of 2 to 10% by weight.
本発明では、前記構成単位（ＡＩＩ）が、少なくとも下記式（ＩＶ）で示される構成単位（ＡＩＶ）を含むことが好ましい、 In the present invention, the structural unit (AII) preferably contains at least a structural unit (AIV) represented by the following formula (IV):
式（ＩＶ）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨであり、ｍは１〜１００の整数である。 In formula (IV), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, A 2 is O or NH, and m is an integer of 1 to 100.
本発明の毛髪化粧料は、毛髪化粧料用基剤を含有する。 The hair cosmetic of the present invention contains a base for hair cosmetics.
本発明の整髪料は、毛髪化粧料用基剤を含有する。 The hair styling product of the present invention contains a base for hair cosmetics.
本発明では、整髪性に優れると共に、洗浄剤によって毛髪から容易に除去することができ、固形油分の代わりとして乳化型の製剤に配合することができ、さらにエアゾール製剤にも配合することができる毛髪化粧料用基剤を提供することができる。 In the present invention, the hair has excellent hair styling properties, can be easily removed from the hair by a detergent, can be incorporated into an emulsion type formulation as a substitute for solid oil, and can also be incorporated into an aerosol formulation. A base material for cosmetics can be provided.
以下、本発明を実施するための形態を説明する。 Hereinafter, modes for carrying out the present invention will be described.
本実施形態の毛髪化粧料用基剤は、エチレン性不飽和単量体（ａ）に由来する構成単位（Ａ）を含むノニオン性共重合体である。 The hair cosmetic base of the present embodiment is a nonionic copolymer containing a structural unit (A) derived from an ethylenically unsaturated monomer (a).
構成単位（Ａ）は、下記式（Ｉａ）で示される構成単位（ＡＩａ）及び下記式（Ｉｂ）で示される構成単位（ＡＩｂ）のいずれか一方又は両方と、下記式（ＩＩ）で示される構成単位（ＡＩＩ）と、下記式（ＩＩＩ）で示される構成単位（ＡＩＩＩ）とを含む。 The structural unit (A) is represented by one or both of the structural unit (AIa) represented by the following formula (Ia) and the structural unit (AIb) represented by the following formula (Ib) and the following formula (II). The structural unit (AII) and the structural unit (AIII) represented by the following formula (III) are included.
式（Ｉａ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨである。ｘ、ｙ、ｚは各々独立して０〜１００の整数である。ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１である。（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示す。−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がブロック共重合して構成される分子鎖を示す。 In formula (Ia), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, and A 1 is O or NH. x, y, and z are each independently an integer of 0 to 100. x+y≧1, y+z≧1, and z+x≧1. (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, and (BO) represents an oxybutylene group. -(EO) x- (PO) y- (BO) z- is a molecular chain formed by block copolymerization of x (EO), y (PO), and z (BO). Indicates.
式（Ｉｂ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨである。ｘ、ｙ、ｚは各々独立して０〜１００の整数である。ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１である。（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示す。[−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−]は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がランダム共重合して構成される分子鎖を示す。 In formula (Ib), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, and A 1 is O or NH. x, y, and z are each independently an integer of 0 to 100. x+y≧1, y+z≧1, and z+x≧1. (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, and (BO) represents an oxybutylene group. [-(EO) x- (PO) y- (BO) z- ] is formed by random copolymerization of x (EO), y (PO), and z (BO). The molecular chain is shown.
式（ＩＩ）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨである。ｎは１〜４の整数であり、ｍは１〜１００の整数である。 In formula (II), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, and A 2 is O or NH. n is an integer of 1 to 4 and m is an integer of 1 to 100.
式(ＩＩＩ)中、Ｒ５はＨ又はＣＨ３、Ｒ６は炭素数１８以上の直鎖アルキル基、Ａ３はＯ又はＮＨである。 In the formula (III), R 5 is H or CH 3 , R 6 is a linear alkyl group having 18 or more carbon atoms, and A 3 is O or NH.
本実施形態の毛髪化粧料用基剤は、整髪性に優れると共に、シャンプー等の洗浄剤によって毛髪から容易に除去され、固形油分の代わりとして乳化型の製剤に配合することができ、さらにエアゾール製剤にも配合することができる。特に、毛髪化粧料用基剤を毛髪化粧料に配合する場合には、毛髪化粧料によって毛髪を容易にコーティングすることができる。特に、毛髪化粧料用基剤を整髪剤に配合する場合には、髪型を整えやすく、整えた髪型を保持しやすく、髪型が崩れても再び整えやすく、シャンプー等の洗浄剤によって毛髪から除去されやすい整髪料が得られる。その理由は、次の通りである。 The hair cosmetic base of the present embodiment has excellent hair styling properties, is easily removed from the hair by a detergent such as shampoo, and can be incorporated into an emulsion-type preparation instead of a solid oil content. Can also be compounded. In particular, when the hair cosmetic base is blended with the hair cosmetic, the hair can be easily coated with the hair cosmetic. In particular, when a hair cosmetic base is blended with a hair styling agent, it is easy to arrange the hairstyle, it is easy to hold the hairstyle that has been prepared, and it is easy to arrange again even if the hairstyle collapses, and it is removed from the hair by a detergent such as shampoo. An easy hair styling product can be obtained. The reason is as follows.
構成単位（ＡＩａ）及び構成単位（ＡＩｂ）は、上記式（Ｉａ）、式（Ｉｂ）の通り、オキシエチレン基（ＥＯ）、オキシプロピレン基（ＰＯ）、及びオキシブチレン基（ＢＯ）で構成される分子鎖を備える。このため毛髪化粧料用基剤の皮膜に柔軟性を付与するとともに水及び親水性有機溶媒への溶解性や分散性をも付与することができる。 The structural unit (AIa) and the structural unit (AIb) are composed of an oxyethylene group (EO), an oxypropylene group (PO), and an oxybutylene group (BO), as in the above formulas (Ia) and (Ib). It has a molecular chain that Therefore, it is possible to impart flexibility to the film of the base material for hair cosmetics and also impart solubility and dispersibility to water and hydrophilic organic solvents.
構成単位（ＡＩＩ）は、上記式（ＩＩ）の通り、（ＣｎＨ２ｎＯ）ｍを備えるため、この分子鎖とシャンプー等の洗浄剤に含まれる界面活性剤との相互作用により、毛髪化粧料用基剤が水へと容易に分散しやすい。このため、毛髪化粧料用基剤の皮膜を、シャンプー等の洗浄剤で容易に洗浄することができる。特に、上記式（ＩＩ）中のｎが１〜４の整数であり、ｍが１〜１００の整数であるため、分子鎖と界面活性剤との相互作用が生じやすい。 The structural unit (AII), as the above-mentioned formula (II), because with a (C n H 2n O) m , the interaction of the surfactant contained in the molecular chain and shampoo detergents, hair care The base material is easily dispersed in water. Therefore, the film of the base for hair cosmetics can be easily washed with a detergent such as shampoo. In particular, since n in the above formula (II) is an integer of 1 to 4 and m is an integer of 1 to 100, the interaction between the molecular chain and the surfactant is likely to occur.
つまり、毛髪化粧料用基剤が、構成単位（ＡＩａ）、構成単位（ＡＩｂ）及び構成単位（ＡＩＩ）を備えることによって、毛髪化粧料用基剤の皮膜に柔軟性を付与することができる。このため、毛髪化粧料用基剤を配合した整髪料を塗布した毛髪の柔軟さを確保することができると共に、毛髪化粧料用基剤の皮膜に適度な粘着性を付与することができ、整髪後の再整髪性を向上させることができる。また、シャンプー等の洗浄剤との相互作用により、毛髪化粧料が水へ分散しやすくなることで、毛髪化粧料の皮膜を容易に毛髪から除去することができる。 That is, when the base for hair cosmetics comprises the structural unit (AIa), the structural unit (AIb) and the structural unit (AII), flexibility can be imparted to the film of the base for hair cosmetics. For this reason, it is possible to ensure the flexibility of the hair coated with the hairdressing composition containing the hair cosmetics base, and to impart appropriate tackiness to the film of the hair cosmetics base. It is possible to improve the subsequent hairdressing property. Further, the hair cosmetic composition is easily dispersed in water by the interaction with a detergent such as shampoo, so that the film of the hair cosmetic composition can be easily removed from the hair.
構成単位（ＡＩＩＩ）は、上記式（ＩＩＩ）中のＲ６が炭素数１８以上の直鎖のアルキル基であるため、毛髪化粧料用基剤の疎水性を向上させることができる。このため、毛髪化粧料の水への溶解性を非常に低くすることができる。これにより、毛髪化粧料用基剤が配合された整髪料で整えた髪型が、空気中の水分等によって崩れにくくすることができ、髪型の保持力を向上させることができる。すなわち、構成単位（ＡＩＩＩ）によって上記の効果が得られるため、毛髪化粧料用基剤を配合した整髪料に、優れた整髪性、保持力を付与することができる。 In the structural unit (AIII), R 6 in the above formula (III) is a linear alkyl group having 18 or more carbon atoms, and therefore the hydrophobicity of the base for hair cosmetics can be improved. Therefore, the solubility of hair cosmetics in water can be made extremely low. As a result, the hairstyle prepared with the hairdressing preparation containing the hair cosmetic base can be prevented from being easily broken by moisture in the air, etc., and the holding power of the hairstyle can be improved. That is, since the above-mentioned effects are obtained by the structural unit (AIII), it is possible to impart excellent hair styling properties and holding power to the hair styling product containing the hair cosmetic base.
通常、整髪料の整髪性及び保持力を高めるために、毛髪化粧料用基剤の疎水性を高めると、毛髪化粧料をシャンプー等の洗浄剤で除去することが困難となる。また、整髪料を毛髪から除去し易くするために、毛髪化粧料料用基剤の親水性を高めると、毛髪化粧料の整髪性、及び保持力が低下してしまう。すなわち、毛髪化粧料の整髪性、及び保持力と、洗浄性とを両立させることは非常に困難であった。 Usually, if the hydrophobicity of the base material for hair cosmetics is increased in order to improve the hair styling property and holding power of the hair cosmetic, it becomes difficult to remove the hair cosmetic with a detergent such as shampoo. Further, if the hydrophilicity of the base material for a hair cosmetic composition is increased in order to make it easier to remove the hair styling material from the hair, the hair styling property and holding power of the hair cosmetic composition will decrease. That is, it was very difficult to achieve both the hair styling property and holding power of the hair cosmetic and the detergency.
これに対して、本実施形態の毛髪化粧料用基剤は、構成単位（Ａ）が、構成単位（ＡＩａ）及び構成単位（ＡＩｂ）のいずれか一方又は両方と、構成単位（ＡＩＩ）とを含むことにより、毛髪化粧料に優れた再整髪性及び洗浄性を付与することができる。更に、構成単位（Ａ）が構成単位（ＡＩＩＩ）を含むことにより、毛髪化粧料に優れた整髪性、及び保持力を付与することができる。 On the other hand, in the base material for hair cosmetics of the present embodiment, the structural unit (A) includes one or both of the structural unit (AIa) and the structural unit (AIb) and the structural unit (AII). By including the same, excellent hair restorative properties and cleansing properties can be imparted to the hair cosmetic composition. Furthermore, when the structural unit (A) contains the structural unit (AIII), excellent hair styling properties and holding power can be imparted to the hair cosmetic composition.
そして、構成単位（Ａ）が構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）をバランスよく含むことにより、毛髪化粧料用基剤を含む整髪料の整髪性、再整髪性、及び保持力を向上させることができると共に、洗浄性を向上させることができる。 Then, the constitutional unit (A) contains the constitutional unit (AIa), the constitutional unit (AIb), the constitutional unit (AII), and the constitutional unit (AIII) in a well-balanced manner, whereby a hairdressing preparation containing a hair cosmetic base is obtained. The hair styling property, the hair styling property, and the holding power can be improved, and the detergency can be improved.
本実施形態の毛髪化粧料用基剤は、疎水性が高く、乳化時の油相に均一に溶解あるいは分散可能であるため、固形油分の代わりに、乳化型の製剤に配合することができる。この乳化型の製剤は、毛髪化粧料用基剤と、液状の油分と、界面活性剤と、水と、親水性溶媒と、その他の添加剤とを、乳化させることにより製造され得る。 The base for hair cosmetics of the present embodiment is highly hydrophobic and can be uniformly dissolved or dispersed in the oil phase during emulsification. Therefore, it can be incorporated in an emulsion-type preparation instead of the solid oil. This emulsion-type preparation can be produced by emulsifying a hair cosmetic base, a liquid oil, a surfactant, water, a hydrophilic solvent, and other additives.
また、有機溶媒を含む溶液中に毛髪化粧料用基剤を溶解あるいは分散させ、噴出剤と共に耐圧容器に加圧封入することでヘアスプレーを調製することができる。すなわち、本実施形態の毛髪化粧料用基剤は、乳化型の製剤、エアゾール製剤のいずれにも配合することができる。 Further, a hair spray can be prepared by dissolving or dispersing a base material for hair cosmetics in a solution containing an organic solvent, and pressurizing the base material together with a jetting agent in a pressure resistant container. That is, the base for hair cosmetics of the present embodiment can be incorporated into both an emulsion type formulation and an aerosol formulation.
毛髪化粧料用基剤の成分について、更に詳しく説明する。 The components of the base for hair cosmetics will be described in more detail.
構成単位（Ａ）に対する、構成単位（ＡＩＩＩ）の割合は、１５〜４０重量％の範囲内であることが好ましい。構成単位（Ａ）に対する構成単位（ＡＩＩＩ）の割合が１５重量％以上であることにより、毛髪化粧料用基剤の疎水性を特に高めることができ、毛髪化粧料に特に優れた整髪性、及び保持力と付与することができる。構成単位（Ａ）に対する構成単位（ＡＩＩＩ）の割合が４０重量％以下であることにより、構成単位（ＡＩＩＩ）の疎水性が高くなりすぎることを抑制することができ、毛髪化粧料の洗浄性を十分に確保することができる。構成単位（Ａ）に対する構成単位（ＡＩＩＩ）の割合は、２５〜４０重量％の範囲内であることがより好ましい。 The ratio of the structural unit (AIII) to the structural unit (A) is preferably within the range of 15 to 40% by weight. When the ratio of the structural unit (AIII) to the structural unit (A) is 15% by weight or more, the hydrophobicity of the base for hair cosmetics can be particularly enhanced, and hair styling properties that are particularly excellent for hair cosmetics, and Can be imparted with holding power. When the ratio of the structural unit (AIII) to the structural unit (A) is 40% by weight or less, it is possible to prevent the structural unit (AIII) from becoming too hydrophobic, and to improve the cleanability of the hair cosmetic composition. You can secure enough. The ratio of the structural unit (AIII) to the structural unit (A) is more preferably in the range of 25 to 40% by weight.
構成単位（Ａ）に対する、構成単位（ＡＩａ）及び構成単位（ＡＩｂ）の合計量の割合は、５〜３０重量％の範囲内であることが好ましい。構成単位（Ａ）に対する構成単位（ＡＩａ）及び構成単位（ＡＩｂ）の合計の割合が５重量％以上であることにより、毛髪化粧料用基剤の皮膜に柔軟性や適度な粘着性を付与するとともに水及び親水性有機溶媒への溶解性や分散性をも付与することができるため、再整髪性および洗髪性を向上することができる。構成単位（Ａ）に対する構成単位（ＡＩａ）及び構成単位（ＡＩｂ）の合計量の割合が３０重量％以下であることにより、毛髪化粧料用基剤の皮膜に過度な粘着性が付与されることを抑制するとともに、吸湿性を抑制して、保持力を向上させることができる。 The ratio of the total amount of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is preferably in the range of 5 to 30% by weight. When the total ratio of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is 5% by weight or more, flexibility and appropriate tackiness are imparted to the film of the base for hair cosmetics. At the same time, solubility and dispersibility in water and a hydrophilic organic solvent can be imparted, so that the hair restyling property and the hair washing property can be improved. When the ratio of the total amount of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is 30% by weight or less, excessive stickiness is imparted to the film of the base for hair cosmetics. And the hygroscopicity can be suppressed, and the holding power can be improved.
構成単位（Ａ）に対する、構成単位（ＡＩａ）及び構成単位（ＡＩｂ）の合計量の割合は、１０〜３０重量％の範囲内であればより好ましい。 The ratio of the total amount of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is more preferably within the range of 10 to 30% by weight.
構成単位（Ａ）に対する、構成単位（ＡＩＩ）の割合は、２〜１０重量％の範囲内であることが好ましい。構成単位（Ａ）に対する構成単位（ＡＩＩ）の割合が２重量％以上であることにより、毛髪化粧料用基剤の皮膜に適度に親水性が付与され、洗髪性を向上することができる。構成単位（Ａ）に対する構成単位（ＡＩＩ）の割合が１０重量％以下であることにより、毛髪化粧料用基剤の皮膜に過度な親水性が付与されることを抑制すると共に、吸湿を抑制して、保持力を向上させることができる。構成単位（Ａ）に対する構成単位（ＡＩＩ）の割合は５〜１０重量％の範囲内であればより好ましい。 The ratio of the structural unit (AII) to the structural unit (A) is preferably within the range of 2 to 10% by weight. When the ratio of the structural unit (AII) to the structural unit (A) is 2% by weight or more, the film of the base material for hair cosmetics is imparted with appropriate hydrophilicity and the hair washability can be improved. When the ratio of the structural unit (AII) to the structural unit (A) is 10% by weight or less, it is possible to prevent excessive hydrophilicity from being imparted to the film of the base for hair cosmetics and to suppress moisture absorption. Therefore, the holding power can be improved. The ratio of the structural unit (AII) to the structural unit (A) is more preferably within the range of 5 to 10% by weight.
本実施形態では構成単位（Ａ）に対する、構成単位（ＡＩａ）及び構成単位（ＡＩｂ）の合計量の割合が５〜３０重量％であり、且つ構成単位（ＡＩＩ）の割合が２〜１０重量％の範囲内であることが特に好ましい。この場合、毛髪化粧料用基剤を含む毛髪化粧料を、シャンプー等の洗浄剤によって特に容易に洗い流すことができる。 In this embodiment, the ratio of the total amount of the structural unit (AIa) and the structural unit (AIb) to the structural unit (A) is 5 to 30% by weight, and the ratio of the structural unit (AII) is 2 to 10% by weight. It is particularly preferable that it is within the range. In this case, the hair cosmetic containing the base for hair cosmetics can be washed off particularly easily with a detergent such as shampoo.
本実施形態では、構成単位（ＡＩＩ）が下記式（ＩＶ）で示される構成単位（ＡＩＶ）を含むことが好ましい。 In the present embodiment, the structural unit (AII) preferably contains the structural unit (AIV) represented by the following formula (IV).
式（ＩＶ）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基であり、Ａ２はＯ又はＮＨであり、ｍは１〜１００の整数である。 In formula (IV), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, A 2 is O or NH, and m is an integer of 1 to 100.
構成単位（ＡＩＶ）は上記式（ＩＶ）中に（Ｃ２Ｈ４Ｏ）ｍを備えるため、親水性を付与することができる。構成単位（ＡＩＩ）全体に対する構成単位（ＡＩＶ）の割合は２０重量％以上であることが好ましい。この場合、構成単位（Ａ）に対する構成単位（ＡＩＩ）の割合が少ない場合であっても毛髪化粧料用基剤に十分な親水性を付与することができる。また、毛髪化粧料用基剤による過度な吸湿を抑制して、毛髪化粧料用基剤の耐湿性を損なうことなく、整髪性を向上させることができる。 Since the structural unit (AIV) includes (C 2 H 4 O) m in the above formula (IV), it can impart hydrophilicity. The ratio of the structural unit (AIV) to the entire structural unit (AII) is preferably 20% by weight or more. In this case, even when the ratio of the structural unit (AII) to the structural unit (A) is low, sufficient hydrophilicity can be imparted to the hair cosmetic base. Further, it is possible to suppress excessive moisture absorption by the base for hair cosmetics, and improve the hair styling property without impairing the moisture resistance of the base for hair cosmetics.
構成単位（Ａ）は、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）のみを含んでいてもよいが、これらの構成単位以外の構成単位を含んでいてもよい。構成単位（Ａ）に含まれる構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）以外の構成単位のことを以下、構成単位（Ｂ）ともいう。 The structural unit (A) may include only the structural unit (AIa), the structural unit (AIb), the structural unit (AII), and the structural unit (AIII), but includes structural units other than these structural units. You can leave. The constituent units other than the constituent unit (AIa), the constituent unit (AIb), the constituent unit (AII), and the constituent unit (AIII) included in the constituent unit (A) are hereinafter also referred to as the constituent unit (B).
構成単位（Ａ）に対する、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）の合計の割合は、３０〜１００重量％の範囲内であることが好ましい。すなわち、構成単位（Ａ）は、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）のみを含んでいてもよく、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）と、構成単位（Ｂ）とを含んでいてもよい。構成単位（Ａ）に対する、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）の合計の割合が３０重量％以上であることにより、毛髪化粧料の整髪性、再整髪性、保持力、及び洗浄性を十分に確保することができる。構成単位（Ａ）に対する、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）の合計の割合は、４０〜８０重量％の範囲内であることがより好ましい。 The total ratio of the structural unit (AIa), the structural unit (AIb), the structural unit (AII), and the structural unit (AIII) to the structural unit (A) is preferably in the range of 30 to 100% by weight. .. That is, the structural unit (A) may include only the structural unit (AIa), the structural unit (AIb), the structural unit (AII), and the structural unit (AIII), and the structural unit (AIa) and the structural unit ( AIb), a structural unit (AII), a structural unit (AIII), and a structural unit (B) may be included. The proportion of the total of the constitutional unit (AIa), the constitutional unit (AIb), the constitutional unit (AII), and the constitutional unit (AIII) to the constitutional unit (A) is 30% by weight or more, so that the hair styling of a hair cosmetic composition is achieved. The property, the hair restyling property, the holding power, and the cleaning property can be sufficiently ensured. The ratio of the total of the structural unit (AIa), the structural unit (AIb), the structural unit (AII), and the structural unit (AIII) to the structural unit (A) is more preferably in the range of 40 to 80% by weight. preferable.
構成単位（Ａ）が構成単位（Ｂ）を含む場合には、毛髪化粧料から形成される皮膜の硬さ、柔軟性、耐湿性、親水性、毛髪への密着性を調節することができる。 When the structural unit (A) contains the structural unit (B), the hardness, flexibility, moisture resistance, hydrophilicity, and adhesion to the hair of the film formed from the hair cosmetic composition can be adjusted.
構成単位（Ｂ）は、ノニオン性不飽和単量体に由来する構成単位からなる。ノニオン性不飽和単量体は、例えば、アクリロニトリル；酢酸ビニル；スチレン；ビニルピロリドン；アクリルアミド、ジアセトンアクリルアミド、Ｎ，Ｎ−ジメチルアクリルアミド、Ｎ−ｔ−ブチルアクリルアミド、Ｎ−オクチルアクリルアミド、Ｎ−ｔ−オクチルアクリルアミド、Ｎ−メトキシメチルアクリルアミド、（メタ）アクリル酸メチル、（メタ）アクリル酸ｎ−ブチル、（メタ）アクリル酸イソブチル、（メタ）アクリル酸ｔ−ブチル、（メタ）アクリル酸２−エチルヘキシル、（メタ）アクリル酸ｎ−ヘキシル、（メタ）アクリル酸ｎ−オクチル、（メタ）アクリル酸シクロヘキシル、（メタ）アクリル酸デシル、（メタ）アクリル酸ウンデシル、（メタ）アクリル酸ラウリル、（メタ）アクリル酸トリデシル、（メタ）アクリル酸ミリスチル、（メタ）アクリル酸ペンタデシル、（メタ）アクリル酸パルミチル、（メタ）アクリル酸ヘプタデシル、（メタ）アクリル酸テトラヒドロフルフリル、（メタ）アクリル酸イソボルニル、（メタ）アクリル酸グリシジル等の（メタ）アクリル酸のエステル類；（メタ）アクリル酸グリセリル等からなる群から選択される少なくとも一種を含むことができる。尚、本明細書においては、アクリロイル及び／又はメタクリロイルを（メタ）アクリロイルと表す。また、アクリレート及び／又はメタクリレートを（メタ）アクリレートと表す。また、アクリル酸及び／又はメタクリル酸を（メタ）アクリル酸と表す。 The structural unit (B) is composed of a structural unit derived from a nonionic unsaturated monomer. Nonionic unsaturated monomers include, for example, acrylonitrile; vinyl acetate; styrene; vinylpyrrolidone; acrylamide, diacetone acrylamide, N,N-dimethylacrylamide, Nt-butylacrylamide, N-octylacrylamide, Nt- Octyl acrylamide, N-methoxymethyl acrylamide, methyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, N-Hexyl (meth)acrylate, n-octyl (meth)acrylate, cyclohexyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, lauryl (meth)acrylate, (meth)acrylic Tridecyl acid, myristyl (meth)acrylate, pentadecyl (meth)acrylate, palmityl (meth)acrylate, heptadecyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, isobornyl (meth)acrylate, (meth) It may contain at least one selected from the group consisting of esters of (meth)acrylic acid such as glycidyl acrylate; glyceryl (meth)acrylate and the like. In the present specification, acryloyl and/or methacryloyl are referred to as (meth)acryloyl. Moreover, an acrylate and/or a methacrylate are represented as (meth)acrylate. Further, acrylic acid and/or methacrylic acid are referred to as (meth)acrylic acid.
本実施形態の毛髪化粧料用基剤は、構成単位（Ａ）を含む共重合体である。この共重合体の重量平均分子量は、特に制限されるものではなく、本発明の効果が阻害されない程度であれば、適宜の範囲に設定することができる。共重合体の重量平均分子量は、例えば、１００００〜５０００００、好ましくは２００００〜２０００００の範囲内である。 The base for hair cosmetics of the present embodiment is a copolymer containing the structural unit (A). The weight average molecular weight of this copolymer is not particularly limited, and can be set in an appropriate range as long as the effects of the present invention are not impaired. The weight average molecular weight of the copolymer is, for example, in the range of 10,000 to 500,000, preferably 20,000 to 200,000.
構成単位（Ａ）を含む共重合体は、例えば、エチレン性不飽和単量体（ａ）を重合させることにより製造される。 The copolymer containing the structural unit (A) is produced, for example, by polymerizing the ethylenically unsaturated monomer (a).
このエチレン性不飽和単量体（ａ）は、下記式（１ａ）で示される単量体（ａ１ａ）及び下記式（１ｂ）で示される単量体（ａ１ｂ）のいずれか一方又は両方と、下記式（２）で示される単量体（ａ２）と、下記式（３）で示される単量体（ａ３）とを含む。 This ethylenically unsaturated monomer (a) is either or both of a monomer (a1a) represented by the following formula (1a) and a monomer (a1b) represented by the following formula (1b), It contains a monomer (a2) represented by the following formula (2) and a monomer (a3) represented by the following formula (3).
エチレン性不飽和単量体（ａ）が単量体（ａ１ａ）を含むと、構成単位（Ａ）を含む共重合体中に、構成単位（ＡＩａ）が形成される。エチレン性不飽和単量体（ａ）が単量体（ａ１ｂ）を含むと、構成単位（Ａ）を含む共重合体中に、構成単位（ＡＩｂ）が形成される。エチレン性不飽和単量体（ａ）が単量体（ａ２）を含むと、構成単位（Ａ）を含む共重合体中に、構成単位（ＡＩＩ）が形成される。エチレン性不飽和単量体（ａ）が単量体（ａ３）を含むと、構成単位（Ａ）を含む共重合体中に、構成単位（ＡＩＩＩ）が形成される。 When the ethylenically unsaturated monomer (a) contains the monomer (a1a), the structural unit (AIa) is formed in the copolymer containing the structural unit (A). When the ethylenically unsaturated monomer (a) contains the monomer (a1b), the structural unit (AIb) is formed in the copolymer containing the structural unit (A). When the ethylenically unsaturated monomer (a) contains the monomer (a2), the structural unit (AII) is formed in the copolymer containing the structural unit (A). When the ethylenically unsaturated monomer (a) contains the monomer (a3), the structural unit (AIII) is formed in the copolymer containing the structural unit (A).
式（１ａ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨである。ｘ、ｙ、ｚは各々独立して０〜１００の整数である。ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１である。（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示す。−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がブロック共重合して構成される分子鎖を示す。 In formula (1a), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, and A 1 is O or NH. x, y, and z are each independently an integer of 0 to 100. x+y≧1, y+z≧1, and z+x≧1. (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, and (BO) represents an oxybutylene group. -(EO) x- (PO) y- (BO) z- is a molecular chain formed by block copolymerization of x (EO), y (PO), and z (BO). Indicates.
式（１ｂ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨである。ｘ、ｙ、ｚは各々独立して０〜１００の整数である。ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１である。（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示す。[−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−]は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がランダム共重合して構成される分子鎖を示す。 In formula (1b), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, and A 1 is O or NH. x, y, and z are each independently an integer of 0 to 100. x+y≧1, y+z≧1, and z+x≧1. (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, and (BO) represents an oxybutylene group. [-(EO) x- (PO) y- (BO) z- ] is formed by random copolymerization of x (EO), y (PO), and z (BO). The molecular chain is shown.
式（２）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨである。ｎは１〜４の整数であり、ｍは１〜１００の整数である。 In formula (2), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, and A 2 is O or NH. n is an integer of 1 to 4 and m is an integer of 1 to 100.
式(３)中、Ｒ５はＨ又はＣＨ３、Ｒ６は炭素数１８以上の直鎖アルキル基、Ａ３はＯ又はＮＨである。 In the formula (3), R 5 is H or CH 3 , R 6 is a linear alkyl group having 18 or more carbon atoms, and A 3 is O or NH.
構成単位（Ａ）を含む共重合体が、構成単位（ＡＩａ）、構成単位（ＡＩｂ）、構成単位（ＡＩＩ）、及び構成単位（ＡＩＩＩ）以外の構成単位を含む場合、エチレン性不飽和単量体（ａ）は単量体（ａ１ａ）、単量体（ａ１ｂ）、単量体（ａ２）、及び単量体（ａ３）以外の単量体を含んでいてもよい。単量体（ａ１ａ）、単量体（ａ１ｂ）、単量体（ａ２）、及び単量体（ａ３）以外の単量体としては、上述のノニオン性不飽和単量体が挙げられる。 When the copolymer containing the structural unit (A) contains a structural unit (AIa), a structural unit (AIb), a structural unit (AII), and a structural unit other than the structural unit (AIII), an ethylenically unsaturated monomer The body (a) may contain a monomer other than the monomer (a1a), the monomer (a1b), the monomer (a2), and the monomer (a3). Examples of the monomer other than the monomer (a1a), the monomer (a1b), the monomer (a2), and the monomer (a3) include the above-mentioned nonionic unsaturated monomers.
エチレン性不飽和単量体（ａ）に対する、単量体（ａ３）の割合は、１５〜４０重量％の範囲内であることが好ましい。 The ratio of the monomer (a3) to the ethylenically unsaturated monomer (a) is preferably in the range of 15 to 40% by weight.
エチレン性不飽和単量体（ａ）に対する、単量体（ａ１ａ）及び単量体（ａ１ｂ）の合計の割合は、５〜３０重量％の範囲内であることが好ましい。 The total ratio of the monomer (a1a) and the monomer (a1b) to the ethylenically unsaturated monomer (a) is preferably in the range of 5 to 30% by weight.
エチレン性不飽和単量体（ａ）に対する、単量体（ａ２）の割合は、２〜１０重量％の範囲内であることが好ましい。 The ratio of the monomer (a2) to the ethylenically unsaturated monomer (a) is preferably in the range of 2 to 10% by weight.
単量体（ａ１ａ）は、例えば、ポリエチレングリコール（ｘ＝５）ポリプロピレングリコール（ｙ＝２）モノメタクリレート、プロピレングリコールポリブチレングリコール（ｚ＝６）モノメタクリレート、オクトキシポリエチレングリコール（ｘ＝８）ポリプロピレングリコール（ｙ＝６）モノメタクリレート、及びオクトキシポリエチレングリコール（ｘ＝８）ポリプロピレングリコール（ｙ＝６）モノアクリレート等からなる群から選択される少なくとも一種を含むことができる。これらの単量体の具体的な製品として、例えば、ブレンマー７０ＰＥＰ−３５０Ｂ（日油株式会社製）、ブレンマー１０ＰＰＢ−５００Ｂ（日油株式会社製）、ブレンマー５０ＰＯＥＰ−８００Ｂ（日油株式会社製）、ブレンマー５０ＡＯＥＰ−８００Ｂ（日油株式会社製）が挙げられる。 Examples of the monomer (a1a) include polyethylene glycol (x=5) polypropylene glycol (y=2) monomethacrylate, propylene glycol polybutylene glycol (z=6) monomethacrylate, and octoxy polyethylene glycol (x=8) polypropylene. At least one selected from the group consisting of glycol (y=6) monomethacrylate, octoxy polyethylene glycol (x=8) polypropylene glycol (y=6) monoacrylate, and the like can be included. As specific products of these monomers, for example, Bremmer 70PEP-350B (manufactured by NOF Corporation), Bremmer 10PPB-500B (manufactured by NOF Corporation), Bremmer 50POEP-800B (manufactured by NOF Corporation), Bremmer 50AOEP-800B (made by NOF Corporation) is mentioned.
単量体（ａ１ｂ）は、例えば、ポリ（エチレングリコール（ｘ＝３．５）―プロピレングリコール（ｙ＝２．５））モノメタクリレート、ポリ（エチレングリコール（ｘ＝５）―テトラメチレングリコール（ｚ＝２））モノメタクリレート、ポリ（エチレングリコール（ｘ＝６）―テトラメチレングリコール（ｚ＝１０））モノメタクリレート、ポリ（エチレングリコール（ｘ＝１０）―テトラメチレングリコール（ｚ＝５））モノメタクリレート、ポリ（プロピレングリコール（ｙ＝４）―テトラメチレングリコール（ｚ＝８））モノメタクリレート、ポリ（プロピレングリコール（ｙ＝７）―テトラメチレングリコール（ｚ＝６））モノメタクリレート、及びポリ（プロピレングリコール（ｙ＝１０）―テトラメチレングリコール（ｚ＝３））モノメタクリレート等からなる群から選択される少なくとも一種を含むことができる。これらの単量体の具体的な製品として、例えば、ブレンマー５０ＰＥＰ−３００（日油株式会社製）、ブレンマー５５ＰＥＴ−４００（日油株式会社製）、ブレンマー３０ＰＥＴ−８００（日油株式会社製）、ブレンマー５５ＰＥＴ−８００（日油株式会社製）、ブレンマー３０ＰＰＴ−８００（日油株式会社製）、ブレンマー５０ＰＰＴ−８００（日油株式会社製）、ブレンマー７０ＰＰＴ−８００（日油株式会社製）が挙げられる。 Examples of the monomer (a1b) include poly(ethylene glycol (x=3.5)-propylene glycol (y=2.5)) monomethacrylate, poly(ethylene glycol (x=5)-tetramethylene glycol (z =2)) monomethacrylate, poly(ethylene glycol (x=6)-tetramethylene glycol (z=10)) monomethacrylate, poly(ethylene glycol (x=10)-tetramethylene glycol (z=5)) monomethacrylate , Poly(propylene glycol (y=4)-tetramethylene glycol (z=8)) monomethacrylate, poly(propylene glycol (y=7)-tetramethylene glycol (z=6)) monomethacrylate, and poly(propylene glycol) It can contain at least one selected from the group consisting of (y=10)-tetramethylene glycol (z=3)) monomethacrylate and the like. As specific products of these monomers, for example, Bremmer 50PEP-300 (manufactured by NOF Corporation), Bremmer 55PET-400 (manufactured by NOF Corporation), Bremmer 30PET-800 (manufactured by NOF Corporation), Blemmer 55PET-800 (manufactured by NOF CORPORATION), BREMMER 30PPT-800 (manufactured by NOF CORPORATION), BREMMER 50PPT-800 (manufactured by NOF CORPORATION), and Blemmer 70PPT-800 (manufactured by NOF CORPORATION). ..
単量体（ａ２）は、例えば、（メタ）アクリル酸−２−ヒドロキシエチル、（メタ）アクリル酸−２−ヒドロキシプロピル等の（メタ）アクリル酸ヒドロキシアルキルエステル；（メタ）アクリル酸エトキシエチル、（メタ）アクリル酸メトキシエチル等の（メタ）アクリル酸アルコキシアルキルエステル；ポリエチレングリコールモノ（メタ）アクリレート、ポリプロピレングリコールモノ（メタ）アクリレート等のポリアルキレングリコールと（メタ）アクリル酸とのモノエステル類；及びメトキシポリエチレングリコールモノ（メタ）アクリレート等のポリアルキレングリコールと（メタ）アクリル酸とのモノエステル類の水酸基末端がアルキルエーテル化されたもの等からなる群から選択される少なくとも一種を含むことができる。 The monomer (a2) is, for example, (meth)acrylic acid hydroxyalkyl ester such as (meth)acrylic acid-2-hydroxyethyl or (meth)acrylic acid-2-hydroxypropyl; (meth)acrylic acid ethoxyethyl, (Meth)acrylic acid alkoxyalkyl ester such as methoxyethyl (meth)acrylate; monoesters of polyalkylene glycol such as polyethylene glycol mono(meth)acrylate and polypropylene glycol mono(meth)acrylate with (meth)acrylic acid; And at least one selected from the group consisting of monoesters of polyalkylene glycol such as methoxypolyethylene glycol mono(meth)acrylate and (meth)acrylic acid with the hydroxyl group terminal being alkyl etherified. ..
単量体（ａ３）は、例えば、（メタ）アクリル酸ステアリル、（メタ）アクリル酸オレイル、及び（メタ）アクリル酸ベヘニル等からなる群から選択される少なくとも一種を含むことができる。 The monomer (a3) can include, for example, at least one selected from the group consisting of stearyl (meth)acrylate, oleyl (meth)acrylate, and behenyl (meth)acrylate.
構成単位（ＡＩＩ）が上述の構成単位（ＡＩＶ）を含む場合、単量体（ａ２）が下記式（４）で示される単量体（ａ４）を含むことが好ましい。 When the structural unit (AII) includes the above structural unit (AIV), it is preferable that the monomer (a2) includes the monomer (a4) represented by the following formula (4).
式（４）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨであり、ｍは１〜１００の整数である。 In formula (4), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, A 2 is O or NH, and m is an integer of 1 to 100.
単量体（ａ４）は、例えば、アクリル酸メトキシポリエチレングリコール（ｍ＝９）、メタクリル酸メトキシポリエチレングリコール（ｍ＝９）、メタクリル酸メトキシポリエチレングリコール（ｍ＝２３）、及びメタクリル酸メトキシポリエチレングリコール（ｍ＝９０）、メタクリル酸ステアロキシポリエチレングリコール（ｍ＝３０）等からなる群から選択される少なくとも一種を含むことができる。 Examples of the monomer (a4) include methoxy polyethylene glycol acrylate (m=9), methoxy polyethylene glycol methacrylate (m=9), methoxy polyethylene glycol methacrylate (m=23), and methoxy polyethylene glycol methacrylate (m=23). m=90), stearoxy polyethylene glycol methacrylate (m=30) and the like.
単量体（ａ２）に対する単量体（ａ４）の割合は、２０〜１００重量％の範囲内であることが好ましい。 The ratio of the monomer (a4) to the monomer (a2) is preferably in the range of 20 to 100% by weight.
上記のエチレン性不飽和単量体（ａ）を重合することにより、構成単位（Ａ）を含む共重合体が得られる。エチレン性不飽和単量体（ａ）を重合する方法として、例えば、親水性溶媒、又は水と親水性溶媒との混合溶媒を用いた溶液共重合法が挙げられる。 A copolymer containing the structural unit (A) is obtained by polymerizing the ethylenically unsaturated monomer (a). Examples of the method for polymerizing the ethylenically unsaturated monomer (a) include a solution copolymerization method using a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent.
溶液共重合法では、親水性溶媒又は混合溶媒中に、エチレン性不飽和単量体（ａ）を溶解すると共に、ラジカル重合開始剤を添加して反応溶液を調製し、この反応溶液を窒素気流下、溶媒の沸点又はそれに近い温度で攪拌する。これにより、エチレン性不飽和単量体（ａ）を重合することができる。 In the solution copolymerization method, the ethylenically unsaturated monomer (a) is dissolved in a hydrophilic solvent or mixed solvent, and a radical polymerization initiator is added to prepare a reaction solution. Then, the mixture is stirred at or near the boiling point of the solvent. Thereby, the ethylenically unsaturated monomer (a) can be polymerized.
この反応溶液中に、重合反応の開始当初からエチレン性不飽和単量体（ａ）に含まれる単量体の全種及び全量が溶解していてもよい。また、エチレン性不飽和単量体（ａ）に含まれる単量体の種類、量等に応じて重合反応を進行させながら、反応溶液中にエチレン性不飽和単量体（ａ）を分割して添加してもよい。或いは、重合反応を進行させながら、反応溶液中にエチレン性不飽和単量体（ａ）を連続滴下してもよい。親水性溶媒又は混合溶媒の使用量は、重合反応終了時の溶液中の樹脂固形分濃度が２０〜８０質量％の範囲となるように調整されることが好ましい。 From the beginning of the polymerization reaction, all species and all amounts of the monomers contained in the ethylenically unsaturated monomer (a) may be dissolved in this reaction solution. In addition, the ethylenically unsaturated monomer (a) is divided into the reaction solution while the polymerization reaction proceeds according to the type and amount of the monomer contained in the ethylenically unsaturated monomer (a). You may add it. Alternatively, the ethylenically unsaturated monomer (a) may be continuously added dropwise to the reaction solution while the polymerization reaction proceeds. The amount of the hydrophilic solvent or the mixed solvent used is preferably adjusted so that the resin solid content concentration in the solution at the end of the polymerization reaction is in the range of 20 to 80% by mass.
溶液共重合法において使用される溶媒は、上記のとおり親水性溶媒、又は水と親水性溶媒の混合溶媒である。この親水性溶媒は、水に対する溶解度が１０ｇ／水１００ｇ（２５℃）以上である有機溶媒であることが好ましい。このような有機溶媒は、例えば、メタノール、エタノール、２−プロパノール、ブタノール、エチレングリコール及びグリセリン等の炭素数が１〜４の脂肪族１〜４価アルコール；アセトン；メチルセロソルブ；エチルセロソルブ、ブチルセロソルブ等のグリコールエーテル；ジオキサン；酢酸メチル；酢酸エチル；及びジメチルホルムアミドからなる群から選択される一種以上の材料を含む。毛髪化粧料が人体に使用され、人体の皮膚に付着する可能性があることから、親水性溶媒がエタノール、２−プロパノール、或いはエタノールと２−プロパノールとの組み合わせであることが好ましい。 The solvent used in the solution copolymerization method is a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent as described above. This hydrophilic solvent is preferably an organic solvent having a water solubility of 10 g/water 100 g (25° C.) or more. Such organic solvents include, for example, aliphatic C1 to C4 alcohols such as methanol, ethanol, 2-propanol, butanol, ethylene glycol and glycerin; acetone; methyl cellosolve; ethyl cellosolve, butyl cellosolve, etc. Glycol ether; dioxane; methyl acetate; ethyl acetate; and one or more materials selected from the group consisting of dimethylformamide. It is preferable that the hydrophilic solvent is ethanol, 2-propanol, or a combination of ethanol and 2-propanol, because the hair cosmetic is used for the human body and may adhere to the skin of the human body.
溶液共重合法で使用されるラジカル重合開始剤は、例えば、過酸化ベンゾイル、過酸化ラウロイル、過酸化水素等の過酸化物；過硫酸アンモニウム、過硫酸カリウム等の過硫酸塩；及び２，２’−アゾビスイソブチロニトリル、２，２’−アゾビス−２−メチルブチロニトリル、２，２’−アゾビス−２，４−ジメチルバレロニトリル、１，１’−アゾビス−１−シクロヘキサンカルボニトリル、４，４’−アゾビスー４−シアノ吉草酸、２，２’−アゾビス−（２−アミジノプロパン）−ジヒドロクロリド等のアゾ系化合物からなる群から選択される一種以上の材料を含む。 Examples of the radical polymerization initiator used in the solution copolymerization method include peroxides such as benzoyl peroxide, lauroyl peroxide and hydrogen peroxide; persulfates such as ammonium persulfate and potassium persulfate; and 2,2′. -Azobisisobutyronitrile, 2,2'-azobis-2-methylbutyronitrile, 2,2'-azobis-2,4-dimethylvaleronitrile, 1,1'-azobis-1-cyclohexanecarbonitrile, It includes one or more materials selected from the group consisting of azo compounds such as 4,4′-azobis-4-cyanovaleric acid and 2,2′-azobis-(2-amidinopropane)-dihydrochloride.
溶液共重合法では、分子量調節のため、反応溶液中に連鎖移動剤を添加してもよい。連鎖移動剤は、例えばラウリルメルカプタン、ドデシルメルカプタン、チオグリセロール等のメルカプタン基を有する化合物；及び次亜リン酸ナトリウム、亜硫酸水素ナトリウム等の無機塩からなる群から選択される一種以上の材料を含む。連鎖移動剤の添加量は、重合体の分子量が所望の範囲となるように適宜決定され、例えば、エチレン性不飽和単量体（ａ）の総量１００重量部に対して、０．０１〜１０重量部の範囲であることが好ましい。 In the solution copolymerization method, a chain transfer agent may be added to the reaction solution in order to control the molecular weight. The chain transfer agent includes one or more materials selected from the group consisting of compounds having a mercaptan group such as lauryl mercaptan, dodecyl mercaptan and thioglycerol; and inorganic salts such as sodium hypophosphite and sodium hydrogen sulfite. The addition amount of the chain transfer agent is appropriately determined so that the molecular weight of the polymer falls within a desired range, and is, for example, 0.01 to 10 relative to 100 parts by weight of the total amount of the ethylenically unsaturated monomer (a). It is preferably in the range of parts by weight.
重合時の温度、時間等の重合条件は、エチレン性不飽和単量体（ａ）やラジカル重合開始剤の種類等に応じ、高い反応率で重合反応が進行するように適宜設定される。重合反応は、窒素ガス、アルゴンガス等の不活性ガスの雰囲気下で行ってもよい。重合反応終了時の未反応モノマーの残存量は少量であるほど好ましい。 Polymerization conditions such as temperature and time during the polymerization are appropriately set depending on the types of the ethylenically unsaturated monomer (a) and the radical polymerization initiator so that the polymerization reaction proceeds at a high reaction rate. The polymerization reaction may be performed in an atmosphere of an inert gas such as nitrogen gas or argon gas. The residual amount of unreacted monomer at the end of the polymerization reaction is preferably as small as possible.
エチレン性不飽和単量体（ａ）の重合方法は溶液共重合法に限られない。例えば、リビングラジカル重合法によりエチレン性不飽和単量体（ａ）を重合してもよい。この場合、重合体の重量平均分子量の調整が容易になると共に、連鎖移動剤を使用する場合よりも分子量分布の狭い重合体が生成する。 The method for polymerizing the ethylenically unsaturated monomer (a) is not limited to the solution copolymerization method. For example, the ethylenically unsaturated monomer (a) may be polymerized by a living radical polymerization method. In this case, it becomes easy to adjust the weight average molecular weight of the polymer, and a polymer having a narrower molecular weight distribution is produced than when a chain transfer agent is used.
以上のようにして、毛髪化粧料用基剤の溶媒溶液が得られる。この溶媒溶液中で、毛髪化粧料用基剤は溶解していてもよく、分散していてもよい。溶媒溶液は更に、構成単位（Ａ）を含む共重合体以外のポリマーを含んでいてもよく、重合禁止剤、光安定剤、希釈溶剤等の添加剤を含んでいてもよい。 As described above, a solvent solution of the base for hair cosmetics is obtained. In this solvent solution, the base for hair cosmetics may be dissolved or may be dispersed. The solvent solution may further contain a polymer other than the copolymer containing the structural unit (A), and may contain additives such as a polymerization inhibitor, a light stabilizer and a diluting solvent.
本実施形態の毛髪化粧料は、上記の毛髪化粧料用基剤と、種々の添加剤とを含む。毛髪化粧料の具体例として、整髪料、ヘアトリートメント等が挙げられる。 The hair cosmetic of the present embodiment contains the above-mentioned base for hair cosmetics and various additives. Specific examples of hair cosmetics include hair styling products and hair treatments.
毛髪化粧料は、例えば、毛髪化粧料基剤の溶媒溶液に、紫外線防止剤、酸化防止剤、毛髪栄養剤等の添加剤を必要に応じて配合することで調製することができる。毛髪化粧料は、例えば、毛髪化粧料用基剤の溶媒溶液から溶媒を留去して得られる固形状の共重合体に、種々の添加剤を配合することによっても調製することができる。 Hair cosmetics can be prepared, for example, by adding additives such as an ultraviolet ray inhibitor, an antioxidant, and a hair nutritional agent to a solvent solution of a hair cosmetic base, if necessary. Hair cosmetics can also be prepared, for example, by adding various additives to a solid copolymer obtained by distilling off the solvent from a solvent solution of a base for hair cosmetics.
毛髪化粧料に含まれる毛髪化粧料用基剤の割合は、毛髪化粧料の形態、毛髪化粧料の構成成分等に応じて適宜設定されるが、溶媒を含めた毛髪化粧料の全成分の総量に対して、１〜３０重量％の範囲内であることが好ましく、３〜２０重量％の範囲内であることがより好ましい。 The proportion of the base for hair cosmetics contained in the hair cosmetic is appropriately set according to the form of the hair cosmetic, the constituent components of the hair cosmetic, etc., but the total amount of all components of the hair cosmetic including the solvent. On the other hand, it is preferably in the range of 1 to 30% by weight, and more preferably in the range of 3 to 20% by weight.
特に、整髪料が毛髪化粧料用基剤を含む場合に、本実施形態の毛髪化粧料用基剤による効果が発揮されやすい。整髪料は、毛髪化粧料用基剤以外に、種々の添加剤を含む。整髪料は、例えば、乳化型の製剤、エアゾール製剤である。特に整髪料が、乳化型の製剤としてヘアワックス、又はエアゾール製剤としてヘアスプレーであることが好ましい。 In particular, when the hair styling material contains a hair cosmetic base, the effect of the hair cosmetic base of the present embodiment is likely to be exhibited. The hair styling agent contains various additives in addition to the base for hair cosmetics. The hair styling agent is, for example, an emulsion type preparation or an aerosol preparation. In particular, the hair styling agent is preferably hair wax as an emulsion-type preparation or hair spray as an aerosol preparation.
整髪料に含まれる毛髪化粧料用基剤の割合は、整髪料の形態、整髪料の構成成分等に応じて適宜設定されるが、溶媒を含めた整髪料の全成分の総量に対して、１〜４０重量％の範囲内であることが好ましく、５〜３０重量％の範囲内であることがより好ましい。 The ratio of the base for hair cosmetics contained in the hairdressing composition is appropriately set according to the form of the hairdressing composition, the constituent components of the hairdressing composition, etc., with respect to the total amount of all components of the hairdressing composition including the solvent. It is preferably in the range of 1 to 40% by weight, more preferably in the range of 5 to 30% by weight.
以下、整髪料が乳化型の製剤である場合、及び整髪料がエアゾール製剤である場合について、説明する。 Hereinafter, the case where the hairdressing preparation is an emulsion type preparation and the case where the hairdressing preparation is an aerosol preparation will be described.
整髪料が乳化型の製剤である場合、この乳化型の製剤は、例えば、以下のようにして製造される。毛髪化粧料用基剤の溶媒溶液、炭化水素、エステル油、シリコン油等の液状油分、高級アルコール、界面活性剤を適宜加熱および攪拌・混合して、油相成分を調製する。水、及び多価アルコール、並びに増粘剤等のその他添加剤を適宜加熱および撹拌・混合して、水相成分を調製する。この水相成分に、油相成分を徐々に添加して乳化させることにより、乳化型の製剤が製造される。乳化型の製剤に配合される添加剤は、通常、化粧品原料として許容されているものであれば、特に限定されない。乳化型の製剤で整髪する際には、例えば、乳化型の製剤を毛髪に直接塗布することにより整髪する。 When the hairdressing preparation is an emulsion-type preparation, this emulsion-type preparation is produced, for example, as follows. An oil phase component is prepared by appropriately heating, stirring and mixing a solvent solution of a base for hair cosmetics, a liquid oil component such as hydrocarbon, ester oil and silicone oil, a higher alcohol and a surfactant. Water, a polyhydric alcohol, and other additives such as a thickener are appropriately heated, stirred and mixed to prepare an aqueous phase component. An emulsion type preparation is manufactured by gradually adding an oil phase component to this water phase component and emulsifying the same. Additives to be added to the emulsion-type preparation are not particularly limited as long as they are generally acceptable as cosmetic raw materials. When the hair is prepared with the emulsion type preparation, for example, the hair is prepared by directly applying the emulsion type preparation onto the hair.
整髪料が乳化型の製剤である場合、この製剤は、髪型を整えやすく、整えた髪型を保持しやすく、髪型が崩れても再び整えやすく、更にシャンプー等の洗浄剤によって毛髪から除去しやすい。 When the hair styling agent is an emulsion type preparation, this preparation makes it easy to straighten the hairstyle, retains the straightened hairstyle, is easy to straighten even when the hairstyle is broken, and is easily removed from the hair by a detergent such as shampoo.
整髪料がエアゾール製剤である場合、このエアゾール製剤は、例えば、以下のようにして製造される。まず、毛髪化粧料用基剤を、炭素数１〜４の脂肪族アルコール、９５体積％のエタノール等の含水アルコール等の親水性溶媒に溶解あるいは分散させることで、エアゾール原液を製造する。このエアゾール原液には、例えば、多価アルコール、シリコン油、エステル油等の添加剤が含まれていてもよい。エアゾール原液に配合される添加剤は、通常、化粧品原料として許容されているものであれば、特に限定されない。このエアゾール原液と噴出剤とを、スプレー缶等の耐圧容器に加圧封入することにより、エアゾール製剤が製造される。この噴出剤は、例えば、プロパン、ブタン、イソブタンを主成分とする液化石油ガス（ＬＰＧ）；トリクロロモノフルオロメタン（フロン１１）、ジクロロジフルオロメタン（フロン１２）、ジクロロテトラフルオロエタン（フロン１１４）、メチレンクロライド、ハイドロフルオロカーボン（ＨＦＣ１５２ａ等）等を成分とするハロゲン化炭化水素；ジメチルエーテル；及び炭酸ガスからなる群から選択される少なくとも一種を含むことができる。この耐圧容器内には、エアゾール製剤と噴出剤とが２：８〜８：２の重量比で封入されることが好ましい。エアゾール製剤で整髪する際には、耐圧容器の噴出口から噴出したエアゾール原液を毛髪に吹き付けて整髪する。 When the hairdressing preparation is an aerosol preparation, this aerosol preparation is produced, for example, as follows. First, an aerosol undiluted solution is produced by dissolving or dispersing the hair cosmetic base in a hydrophilic solvent such as an aliphatic alcohol having 1 to 4 carbon atoms and a hydrous alcohol such as 95% by volume of ethanol. The aerosol stock solution may contain additives such as polyhydric alcohol, silicone oil, and ester oil. Additives to be added to the aerosol stock solution are not particularly limited as long as they are generally acceptable as cosmetic raw materials. The aerosol formulation is manufactured by pressurizing and encapsulating the aerosol stock solution and the propellant in a pressure resistant container such as a spray can. This propellant is, for example, liquefied petroleum gas (LPG) containing propane, butane, and isobutane as main components; trichloromonofluoromethane (CFC 11), dichlorodifluoromethane (CFC 12), dichlorotetrafluoroethane (CFC 114), It may contain at least one selected from the group consisting of halogenated hydrocarbons containing methylene chloride, hydrofluorocarbon (HFC152a etc.) and the like; dimethyl ether; and carbon dioxide gas. It is preferable that the aerosol formulation and the ejection agent are enclosed in the pressure container at a weight ratio of 2:8 to 8:2. When arranging hair with an aerosol preparation, the undiluted aerosol solution ejected from the ejection port of the pressure resistant container is sprayed onto the hair to prepare the hair.
整髪料がエアゾール製剤である場合、この製剤は、髪型を整えやすく、整えた髪型を保持しやすく、髪型が崩れても再び整えやすく、更にシャンプー等の洗浄剤によって毛髪から除去しやすい。 When the hair styling agent is an aerosol preparation, this preparation is easy to straighten the hairstyle, retains the straightened hairstyle, is easy to straighten even if the hairstyle is broken, and is easily removed from the hair by a detergent such as shampoo.
更に、毛髪化粧料用基材を含む毛髪化粧料は、アニオン性樹脂、カチオン性樹脂、両性樹脂、及びノニオン性樹脂からなる群から選択される少なくとも一種の樹脂を含むことができる。これらの樹脂として、例えば「薬事日報社編、「医薬部外品原料規格２００６」、株式会社薬事日報社、平成１８年６月１６日」に適合するものが挙げられる。これらの樹脂は固形状のものが販売され、或いはこれらの樹脂から調製された溶液や中和溶液が販売されている。毛髪化粧料に、これらの固形状の樹脂、溶液、中和溶液等を配合してもよい。固形状の樹脂から樹脂溶液や中和溶液等を調製し、この樹脂溶液や中和溶液等を毛髪化粧料中に配合してもよい。また、樹脂溶液から中和溶液を調製し、この中和溶液を毛髪化粧料に配合してもよい。 Furthermore, the hair cosmetic containing the base material for hair cosmetics can contain at least one resin selected from the group consisting of anionic resins, cationic resins, amphoteric resins, and nonionic resins. Examples of these resins include those conforming to "Yakuji Daily Co., Ltd., "Standards for Quasi-drug Raw Materials 2006", Yakuji Daily Co., Ltd., June 16, 2006. These resins are sold in solid form, or solutions prepared from these resins and neutralization solutions are sold. You may mix|blend these solid resin, a solution, a neutralization solution, etc. with hair cosmetics. You may prepare a resin solution, a neutralization solution, etc. from solid resin, and mix these resin solutions, a neutralization solution, etc. in hair cosmetics. Alternatively, a neutralization solution may be prepared from the resin solution, and the neutralization solution may be added to the hair cosmetic composition.
アニオン性樹脂の具体例として、プラスサイズＬ−９５４０Ｂ（互応化学工業株式会社製）等のアクリル樹脂アルカノールアミン液（成分コード５００００１）；カーボポール９４０（Ｂ．Ｆ．Ｇｏｏｄｒｉｃｈ製）等のカルボキシビニルポリマー（成分コード１０１２４３）；ウルトラホールド８（ＢＡＳＦ社製）等のアクリル酸・アクリル酸アミド・アクリル酸エチル共重合体（成分コード５２２００１）；レジン２８−１３１０（ＮＳＣ社製）等の酢酸ビニル・クロトン酸共重合体液（成分コード５２２０３７）；ガントレッツＥＳ−２２５（ＩＳＰ社製）等のビニルメチルエーテル・マレイン酸エチル共重合体液（成分コード５０４３０４）；ガントレッツＥＳ−４２５（ＩＳＰ社製）等のビニルメチルエーテル・マレイン酸ブチル共重合体液（成分コード５０４３０５）；ポリアクリル酸（成分コード１０８６２２）が挙げれらる。添加剤は、これらのうち一種のみを含んでいてもよく、複数種を含んでいてもよい。 Specific examples of the anionic resin include acrylic resin alkanolamine liquid (component code 500001) such as plus size L-9540B (manufactured by Kyouka Chemical Industry Co., Ltd.); carboxyvinyl polymer such as Carbopol 940 (manufactured by BF Goodrich). (Component code 101243); Acrylic acid/acrylic acid amide/ethyl acrylate copolymer such as Ultrahold 8 (manufactured by BASF) (Component code 522001); Vinyl acetate/croton such as Resin 28-1310 (manufactured by NSC) Acid copolymer liquid (component code 522037); vinyl methyl ether/ethyl maleate copolymer liquid such as Gantrez ES-225 (manufactured by ISP) (component code 504304); vinylmethyl such as Gantrez ES-425 (manufactured by ISP) Examples include an ether/butyl maleate copolymer liquid (component code 504305); polyacrylic acid (component code 108622). The additive may contain only one kind among these, or may contain plural kinds.
カチオン性樹脂の具体例として、マーコート５５０（カルゴン社製）等のアクリルアミド・アクリル酸・塩化ジメチルジアリルアンモニウム共重合体液（成分コード５３２００１）；ガフカット７５５（ＩＳＰ社製）等のビニルピロリドン・Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸共重合体ジエチル硫酸塩液（成分コード５２０５２６）；ポリ塩化ジメチルメチレンピペリジニウム液（成分コード５０６０２４）が挙げられる。添加剤は、これらのうち一種のみを含んでいてもよく、複数種を含んでいてもよい。 Specific examples of the cationic resin include acrylamide/acrylic acid/dimethyldiallylammonium chloride copolymer liquid (component code 532001) such as Mercoat 550 (manufactured by Calgon); vinylpyrrolidone N, N such as Gaffcut 755 (manufactured by ISP). -Dimethylaminoethyl methacrylic acid copolymer diethyl sulfate solution (component code 520526); polydimethylmethylene piperidinium chloride solution (component code 506024). The additive may contain only one kind among these, or may contain plural kinds.
ノニオン性樹脂の具体例として、ルビスコールＫ（ＢＡＳＦ社製）等のポリビニルピロリドン（成分コード００８８０５）；酢酸ビニル・ビニルピロリドン共重合体（成分コード５２３１０２）；ポリアクリルアミド（成分コード５２０９８８）が挙げられる。添加剤は、これらのうち一種のみを含んでいてもよく、複数種を含んでいてもよい。 Specific examples of the nonionic resin include polyvinylpyrrolidone (component code 008805) such as rubiscol K (manufactured by BASF); vinyl acetate/vinylpyrrolidone copolymer (component code 523102); polyacrylamide (component code 520988). .. The additive may contain only one kind among these, or may contain plural kinds.
両性樹脂の具体例として、プラスサイズＬ−４０１（互応化学工業株式会社製）等のポリメタクリロイルエチルジメチルベタイン液（成分コード５２１１１１）；プラスサイズＬ−４５０（互応化学工業株式会社製）等のメタクリロイルエチルジメチルベタイン・塩化メタクリロイルエチルトリメチルアンモニウム・メタクリル酸２−ヒドロキシエチル共重合体液（成分コード５２３２４５）；ユカフォーマーＡＭ−７５（三菱化学株式会社製）等のＮ−メタクリロイルオキシエチルＮ，Ｎ−ジメチルアンモニウム−α−Ｎ−メチルカルボキシベタイン・メタクリル酸アルキルエステル共重合体液（成分コード５２１１１２）が挙げられる。添加剤は、これらのうち一種のみを含んでいてもよく、複数種を含んでいてもよい。 Specific examples of the amphoteric resin include polymethacryloylethyl dimethyl betaine liquid (component code 5221111) such as plus size L-401 (manufactured by Kyowa Chemical Industry Co., Ltd.); methacryloyl such as plus size L-450 (manufactured by Kyowa Chemical Industry Co., Ltd.). N-methacryloyloxyethyl N,N-dimethylammonium-such as ethyldimethylbetaine/methacryloylethyltrimethylammonium chloride/2-hydroxyethyl methacrylate copolymer liquid (component code 523245); Yucaformer AM-75 (manufactured by Mitsubishi Chemical Corporation) An α-N-methylcarboxybetaine/methacrylic acid alkyl ester copolymer liquid (component code 521112) can be mentioned. The additive may contain only one kind among these, or may contain plural kinds.
以下、本発明を実施例によって具体的に説明する。 Hereinafter, the present invention will be specifically described with reference to examples.
〔実施例１〜８、比較例１〜４〕
反応容器として、還流冷却器、温度計、窒素置換用管、滴下漏斗及び撹拌機が取り付けられた容量１リットルの四つ口フラスコを用い、この反応容器中にエタノール１００部を仕込み、窒素気流下、昇温した。この反応容器中のエタノールが還流状態（約８０℃）になったところで、このエタノール中に重合開始剤を添加した。
[Examples 1 to 8 and Comparative Examples 1 to 4]
As a reaction vessel, a 4-liter flask with a capacity of 1 liter equipped with a reflux condenser, a thermometer, a tube for nitrogen substitution, a dropping funnel and a stirrer was used. , The temperature was raised. When the ethanol in the reaction vessel reached a reflux state (about 80° C.), a polymerization initiator was added to the ethanol.
次に、下記の表１に示す組成を備えたエチレン性不飽和単量体を反応容器内に加えて、８時間重合を行なった。得られた共重合体の重量平均分子量を表１に示す。その後、冷却し、反応容器内の溶液に、この溶液の固形分が５０質量％となるようにエタノールを加えて希釈した。これにより、毛髪化粧料用基剤の共重合体溶液を得た。 Next, an ethylenically unsaturated monomer having the composition shown in Table 1 below was added to the reaction vessel, and polymerization was carried out for 8 hours. Table 1 shows the weight average molecular weight of the obtained copolymer. Then, it cooled, and ethanol was added and diluted so that the solid content of this solution might be 50 mass% to the solution in a reaction container. As a result, a copolymer solution of a base for hair cosmetics was obtained.
ここで、表１中のエチレン性不飽和単量体の名称は以下の通りである。
・５０ＰＯＥＰ−８００Ｂ：オクトキシポリエチレングリコールポリプロピレングリコールメタクリレート（ｘ＝８、ｙ＝６、ｚ＝０）（日油株式会社製）
・１０ＰＰＢ−５００Ｂ：プロピレングリコールポリブチレングリコールメタクリレート（ｘ＝０、ｙ＝１、ｚ＝６）（日油株式会社製）
・５０ＰＰＴ−８００：ポリ（プロピレングリコール−テトラメチレングリコール）メタクリレート（ｘ＝０、ｙ＝７、ｚ＝６）（日油株式会社製）
・ＨＥＡ：アクリル酸ヒドロキシエチル
・ＡＭ−９０Ｇ：アクリル酸メトキシポリエチレングリコール（ｍ＝９、ｎ＝２）（新中村化学工業社製）
・Ｍ−９０Ｇ：メタクリル酸メトキシポリエチレングリコール（ｍ＝９、ｎ＝２）（新中村化学工業社製）
・Ｍ−２３０Ｇ：メタクリル酸メトキシポリエチレングリコール（ｍ＝２３、ｎ＝２）（新中村化学工業社製）
・ＰＭＥ−４０００：メタクリル酸メトキシポリエチレングリコール（ｍ＝９０、ｎ＝２）（日油株式会社製）
・ＰＳＥ−１３００：メタクリル酸ステアロキシポリエチレングリコール（ｍ＝３０、ｎ＝２）（日油株式会社製）
・ＡＰ−４００：アクリル酸ポリプロピレングリコール（ｍ＝６、ｎ＝３）（日油株式会社製）
・ＳＡ：アクリル酸ステアリル
・ＶＡ：アクリル酸ベヘニル
・ＳＭＡ：メタクリル酸ステアリル
・ＶＭＡ：メタクリル酸ベヘニル
・ＢＡ：アクリル酸ブチル
・ＬＡ：アクリル酸ラウリル
・ＭＭＡ：メタクリル酸メチル
・ＢＭＡ：メタクリル酸ブチル
・ＤＭＡＡ：Ｎ、Ｎ−ジメチルアクリルアミド
・ＤＡＡＭ：ジアセトンアクリルアミド
・ＮＭＭＡ：Ｎ−メトキシメチルアクリルアミド
Here, the names of the ethylenically unsaturated monomers in Table 1 are as follows.
50POEP-800B: Octoxy polyethylene glycol polypropylene glycol methacrylate (x=8, y=6, z=0) (manufactured by NOF CORPORATION)
10PPB-500B: Propylene glycol polybutylene glycol methacrylate (x=0, y=1, z=6) (manufactured by NOF CORPORATION)
50PPT-800: poly(propylene glycol-tetramethylene glycol) methacrylate (x=0, y=7, z=6) (manufactured by NOF CORPORATION)
-HEA: hydroxyethyl acrylate-AM-90G: methoxy polyethylene glycol acrylate (m=9, n=2) (manufactured by Shin-Nakamura Chemical Co., Ltd.)
M-90G: methoxypolyethylene glycol methacrylate (m=9, n=2) (manufactured by Shin-Nakamura Chemical Co., Ltd.)
M-230G: methoxypolyethylene glycol methacrylate (m=23, n=2) (manufactured by Shin-Nakamura Chemical Co., Ltd.)
PME-4000: methoxypolyethylene glycol methacrylate (m=90, n=2) (manufactured by NOF CORPORATION)
PSE-1300: stearoxy polyethylene glycol methacrylate (m=30, n=2) (manufactured by NOF CORPORATION)
AP-400: polypropylene glycol acrylate (m=6, n=3) (manufactured by NOF CORPORATION)
-SA: stearyl acrylate-VA: behenyl acrylate-SMA: stearyl methacrylate-VMA: behenyl methacrylate-BA: butyl acrylate-LA: lauryl acrylate-MMA: methyl methacrylate-BMA: butyl methacrylate-DMAA : N,N-dimethyl acrylamide/DAAM: diacetone acrylamide/NMMA: N-methoxymethyl acrylamide
＜耐水性＞
上記の実施例１〜８、及び比較例１〜４の共重合体溶液１ｇを、５×５ｃｍの舟形ペットフィルム上に流し込み、１００℃の熱風乾燥機内で乾燥した後、デシケータ内で常温に戻るまで放置することにより、乾燥皮膜を作製した。この乾燥皮膜上に精製水０．２ｍｌを乗せて皮膜の性状を観察し、その結果を次の基準で評価した。その結果を上記の表１に示す。
Ａ：乾燥皮膜に変化が生じなかった。
Ｂ：乾燥皮膜が膨潤した。
Ｃ：乾燥皮膜が溶解した。
<Water resistance>
1 g of the copolymer solutions of the above Examples 1 to 8 and Comparative Examples 1 to 4 were poured onto a 5×5 cm boat-shaped PET film, dried in a hot air dryer at 100° C., and then returned to room temperature in a desiccator. A dry film was prepared by leaving it to stand. Purified water (0.2 ml) was placed on the dried film to observe the properties of the film, and the results were evaluated according to the following criteria. The results are shown in Table 1 above.
A: The dry film did not change.
B: The dry film swelled.
C: The dry film was dissolved.
また、上記の実施例１〜８、及び比較例１〜４の共重合体溶液と、下記の表２に示す材料とを表２に示す割合で混合及び乳化して、乳化型の製剤（ヘアワックス）を作製した。 Further, the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 and the materials shown in Table 2 below were mixed and emulsified at the ratios shown in Table 2 to prepare an emulsion type preparation (hair. Wax) was prepared.
また、上記の実施例１〜８、及び比較例１〜４の共重合体溶液とエタノールとを混合することにより、エアゾール原液を作製した。このエアゾール原液と、噴出剤であるＬＰＧとを耐圧容器内に加圧封入して、エアゾール製剤（ヘアスプレー）を作製した。ヘアスプレーに含まれる共重合体溶液、エタノール、及びＬＰＧの配合割合は、下記の表３の通りである。 Further, an aerosol stock solution was prepared by mixing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 described above with ethanol. This aerosol stock solution and LPG, which is a propellant, were pressurized and sealed in a pressure resistant container to prepare an aerosol formulation (hair spray). The blending ratios of the copolymer solution, ethanol, and LPG contained in the hair spray are shown in Table 3 below.
実施例１〜８及び比較例１〜４の共重合体溶液を含むヘアワックス及びヘアスプレーについて、粘着性、整髪性、再整髪性、及び洗髪性を、以下の方法及び基準で評価した。その結果を上記の表１に示す。 The hair waxes and hair sprays containing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 were evaluated for tackiness, hair styling property, hair restyling property, and washability by the following methods and criteria. The results are shown in Table 1 above.
＜粘着性＞
実施例１〜８及び比較例１〜４の共重合体溶液を含むヘアワックス及びヘアスプレーを、１０人の被験者が頭髪に塗布して整髪を行い、整髪後の粘着性について、次の基準で評価した。
Ａ：整髪後に不快なべたつきを感じない被験者の数が８人以上。
Ｂ：整髪後に不快なべたつきを感じない被験者の数が４人以上７人以下。
Ｃ：整髪後に不快なべたつきを感じない被験者の数が３人以下。
<Adhesiveness>
Hair wax and hair spray containing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 were applied to hair by 10 test subjects to perform hair styling, and the tackiness after styling was measured according to the following criteria. evaluated.
A: The number of subjects who did not feel uncomfortable stickiness after styling was 8 or more.
B: The number of subjects who did not feel unpleasant stickiness after styling was 4 or more and 7 or less.
C: The number of subjects who did not feel uncomfortable stickiness after hair styling was 3 or less.
＜整髪性＞
実施例１〜８及び比較例１〜４の共重合体溶液を含むヘアワックス及びヘアスプレーを、１０人の被験者が頭髪に塗布して整髪を行い、整髪性について、次の基準で評価した。
Ａ：整髪時に好みの髪型に整えやすいと感じた被験者の数が８人以上。
Ｂ：整髪時に好みの髪型に整えやすいと感じた被験者の数が４人以上７人以下。
Ｃ：整髪時に好みの髪型に整えやすいと感じた被験者の数が３人以下。
<Hairdressing>
The hair waxes and the hair sprays containing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 were applied to the hair of 10 subjects to perform hair styling, and the hair styling property was evaluated according to the following criteria.
A: The number of test subjects who felt that it was easy to prepare the desired hairstyle when styling was 8 or more.
B: The number of test subjects who felt that it was easy to prepare a desired hairstyle when styling was 4 or more and 7 or less.
C: The number of test subjects who felt that it was easy to prepare a desired hairstyle when styling was 3 or less.
＜再整髪性＞
実施例１〜８及び比較例１〜４の共重合体溶液を含むヘアワックス及びヘアスプレーを、１０人の被験者が頭髪に塗布して整髪を行った後に髪型を一旦崩し、再整髪する際の整髪性について、次の基準で評価した。
Ａ：再整髪時に、髪型を整えやすいと感じた被験者の数が８人以上。
Ｂ：再整髪時に、髪型を整えやすいと感じた被験者の数が４人以上７人以下。
Ｃ：再整髪時に、髪型を整えやすいと感じた被験者の数が３人以下。
<Re-hairdressing>
Hair waxes and hair sprays containing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 were applied to the hair of 10 subjects, and after the hair styling was performed, the hairstyle was once broken and the hair was re-dosed. The hair styling property was evaluated according to the following criteria.
A: The number of test subjects who felt that the hairstyle was likely to be adjusted at the time of re-haircutting was 8 or more.
B: The number of test subjects who felt that the hairstyle was likely to be adjusted during the re-haircutting was 4 or more and 7 or less.
C: The number of test subjects who felt that the hairstyle was easy to be adjusted at the time of hair styling was 3 or less.
＜洗髪性＞
実施例１〜８及び比較例１〜４の共重合体溶液を含むヘアワックス及びヘアスプレーを、１０人の被験者が頭髪に塗布して整髪を行った後、市販のシャンプー（商品名パンテーン シルキースムースケアシャンプー、Ｐ＆Ｇ製）で洗浄した場合の洗髪性について、次の基準で評価した。
Ａ：シャンプーで洗髪した後、毛髪に製剤及びスプレー剤が残っていないと感じた被験者の数が８人以上。
Ｂ：シャンプーで洗髪した後、毛髪に製剤及びスプレー剤が残っていないと感じた被験者の数が４人以上７人以下。
Ｃ：シャンプーで洗髪した後、毛髪に製剤及びスプレー剤が残っていないと感じた被験者の数が３人以下。
<Hair washability>
Hair washes and hair sprays containing the copolymer solutions of Examples 1 to 8 and Comparative Examples 1 to 4 were applied to hair by 10 test subjects to prepare hair, and then commercially available shampoo (trade name: Pantone Silky Smooth). The following criteria were used to evaluate hair washability when washed with care shampoo, manufactured by P&G.
A: After washing the hair with shampoo, the number of subjects who felt that the preparation and the spray did not remain on the hair was 8 or more.
B: After washing the hair with shampoo, the number of test subjects who felt that there was no formulation or spray remaining on the hair was 4 or more and 7 or less.
C: The number of test subjects who felt that there was no formulation or spray remaining on the hair after washing the hair with shampoo was 3 or less.
表１に示すように、エチレン性不飽和単量体（ａ）中に、単量体（ａ１ａ）及び／又は（ａ１ｂ）と、単量体（ａ２）と、単量体（ａ３）とが含まれている実施例１〜８の共重合体溶液は、エチレン性不飽和単量体（ａ）中に単量体（ａ３）が含まれていない比較例３よりも、乾燥皮膜の耐水性が優れると共に、ヘアワックス及びヘアスプレーの粘着性及び整髪性が優れている。 As shown in Table 1, in the ethylenically unsaturated monomer (a), the monomer (a1a) and/or (a1b), the monomer (a2), and the monomer (a3) The contained copolymer solutions of Examples 1 to 8 were more water-resistant than the comparative example 3 in which the monomer (a3) was not contained in the ethylenically unsaturated monomer (a). In addition to being excellent, the adhesiveness and hair styling properties of hair wax and hair spray are excellent.
更に、実施例１〜８の共重合体溶液を含むヘアワックス及びヘアスプレーは、エチレン性不応和単量体（ａ）中に単量体（ａ２）が含まれていない比較例１よりも、洗髪性が優れている。 Furthermore, the hair waxes and hair sprays containing the copolymer solutions of Examples 1 to 8 are more than those of Comparative Example 1 in which the monomer (a2) is not contained in the ethylenically incompatible monomer (a). , Excellent hair washability.
更に、実施例１〜８の共重合体溶液を含むヘアワックス及びヘアスプレーは、エチレン性不飽和単量体（ａ）中に単量体（ａ１ａ）及び単量体（ａ１ｂ）が含まれていない比較例２よりも、整髪性及び再整髪性が優れている。 Furthermore, the hair waxes and hair sprays containing the copolymer solutions of Examples 1 to 8 contained the monomer (a1a) and the monomer (a1b) in the ethylenically unsaturated monomer (a). The hair styling property and the hair styling property are superior to those of Comparative Example 2 which does not have the same.
更に、実施例１〜８の共重合体溶液を含むヘアワックス及びヘアスプレーは、エチレン性不飽和単量体（ａ）中に単量体（ａ１ａ）、単量体（ａ１ｂ）、及び単量体（ａ２）が含まれていない比較例４よりも、再整髪性及び洗髪性に優れている。 Furthermore, the hair waxes and hair sprays containing the copolymer solutions of Examples 1 to 8 were obtained by using the monomer (a1a), the monomer (a1b), and the monomer in the ethylenically unsaturated monomer (a). It is more excellent in the restyling property and the washability than Comparative Example 4 in which the body (a2) is not included.
Claims (7)
前記構成単位（Ａ）は、
下記式（Ｉａ）で示される構成単位（ＡＩａ）及び下記式（Ｉｂ）で示される構成単位（ＡＩｂ）のいずれか一方又は両方と、
下記式（ＩＩ）で示される構成単位（ＡＩＩ）と、
下記式（ＩＩＩ）で示される構成単位（ＡＩＩＩ）と、
を含む毛髪化粧料用基剤、
式（Ｉｂ）中、Ｒ１はＨ又はＣＨ３、Ｒ２はＨ又は炭素数１〜１８のアルキル基、Ａ１はＯ又はＮＨであり、ｘ、ｙ、ｚは各々独立して０〜１００の整数であり、ｘ＋ｙ≧１、ｙ＋ｚ≧１、且つｚ＋ｘ≧１であり、（ＥＯ）はオキシエチレン基、（ＰＯ）はオキシプロピレン基、（ＢＯ）はオキシブチレン基を示し、[−（ＥＯ）ｘ−（ＰＯ）ｙ−（ＢＯ）ｚ−]は、ｘ個の（ＥＯ）、ｙ個の（ＰＯ）、及びｚ個の（ＢＯ）がランダム共重合して構成される分子鎖を示し、
式（ＩＩ）中、Ｒ３はＨ又はＣＨ３、Ｒ４はＨ又は炭素数１〜１８のアルキル基、Ａ２はＯ又はＮＨであり、ｎは１〜４の整数であり、ｍは１〜１００の整数であり、
式(ＩＩＩ)中、Ｒ５はＨ又はＣＨ３、Ｒ６は炭素数１８以上の直鎖アルキル基、Ａ３はＯ又はＮＨである。 A nonionic copolymer containing a structural unit (A) derived from an ethylenically unsaturated monomer (a),
The structural unit (A) is
One or both of the structural unit (AIa) represented by the following formula (Ia) and the structural unit (AIb) represented by the following formula (Ib),
A structural unit (AII) represented by the following formula (II),
A structural unit (AIII) represented by the following formula (III),
Base for hair cosmetics, including
In formula (Ib), R 1 is H or CH 3 , R 2 is H or an alkyl group having 1 to 18 carbon atoms, A 1 is O or NH, and x, y, and z are each independently 0 to 100. X+y≧1, y+z≧1, and z+x≧1, (EO) represents an oxyethylene group, (PO) represents an oxypropylene group, (BO) represents an oxybutylene group, and [−(EO ) X- (PO) y- (BO) z- ] represents a molecular chain formed by random copolymerization of x (EO), y (PO), and z (BO). ,
In formula (II), R 3 is H or CH 3 , R 4 is H or an alkyl group having 1 to 18 carbon atoms, A 2 is O or NH, n is an integer of 1 to 4, and m is 1 Is an integer from ~100,
In the formula (III), R 5 is H or CH 3 , R 6 is a linear alkyl group having 18 or more carbon atoms, and A 3 is O or NH.
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