JP5976456B2 - Cosmetics - Google Patents
Cosmetics Download PDFInfo
- Publication number
- JP5976456B2 JP5976456B2 JP2012183128A JP2012183128A JP5976456B2 JP 5976456 B2 JP5976456 B2 JP 5976456B2 JP 2012183128 A JP2012183128 A JP 2012183128A JP 2012183128 A JP2012183128 A JP 2012183128A JP 5976456 B2 JP5976456 B2 JP 5976456B2
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- JP
- Japan
- Prior art keywords
- group
- mass
- component
- monomer
- vinyl
- 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.)
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- 239000002537 cosmetic Substances 0.000 title claims description 43
- 239000000178 monomer Substances 0.000 claims description 62
- 239000000843 powder Substances 0.000 claims description 49
- 229920002554 vinyl polymer Polymers 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 27
- 125000000962 organic group Chemical group 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 239000000412 dendrimer Substances 0.000 claims description 22
- 229920000736 dendritic polymer Polymers 0.000 claims description 22
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 238000010526 radical polymerization reaction Methods 0.000 claims description 14
- 125000005353 silylalkyl group Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 229920002545 silicone oil Polymers 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 6
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- -1 methylmethylene group Chemical group 0.000 description 39
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 35
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- ZFJFYUXFKXTXGT-UHFFFAOYSA-N [dimethyl(methylsilyloxy)silyl]oxy-[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilane Chemical compound C[SiH2]O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C ZFJFYUXFKXTXGT-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 238000004220 aggregation Methods 0.000 description 5
- 230000002776 aggregation Effects 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 150000002222 fluorine compounds Chemical class 0.000 description 4
- 238000010422 painting Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 2
- 125000004837 1-methylpentylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 239000004909 Moisturizer Substances 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- ABBZJHFBQXYTLU-UHFFFAOYSA-N but-3-enamide Chemical compound NC(=O)CC=C ABBZJHFBQXYTLU-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 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
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 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 2
- 238000009826 distribution Methods 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 238000007561 laser diffraction method Methods 0.000 description 2
- 239000002649 leather substitute Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000001333 moisturizer Effects 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000000790 scattering method Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000005504 styryl group Chemical group 0.000 description 2
- 239000012756 surface treatment agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- GYDYJUYZBRGMCC-INIZCTEOSA-N (2s)-2-amino-6-(dodecanoylamino)hexanoic acid Chemical compound CCCCCCCCCCCC(=O)NCCCC[C@H](N)C(O)=O GYDYJUYZBRGMCC-INIZCTEOSA-N 0.000 description 1
- UKDKWYQGLUUPBF-UHFFFAOYSA-N 1-ethenoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOC=C UKDKWYQGLUUPBF-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical group OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- DSSAWHFZNWVJEC-UHFFFAOYSA-N 3-(ethenoxymethyl)heptane Chemical compound CCCCC(CC)COC=C DSSAWHFZNWVJEC-UHFFFAOYSA-N 0.000 description 1
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- YYSFXUWWPNHNAZ-OSDRTFJJSA-N 851536-75-9 Chemical compound C1[C@@H](OC)[C@H](OCCOCC)CC[C@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CCC2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 YYSFXUWWPNHNAZ-OSDRTFJJSA-N 0.000 description 1
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- 239000004925 Acrylic resin Substances 0.000 description 1
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- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001237961 Amanita rubescens Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
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- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
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- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 description 1
- RMKZLFMHXZAGTM-UHFFFAOYSA-N [dimethoxy(propyl)silyl]oxymethyl prop-2-enoate Chemical compound CCC[Si](OC)(OC)OCOC(=O)C=C RMKZLFMHXZAGTM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
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- 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 1
- 238000001035 drying Methods 0.000 description 1
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- IGBZOHMCHDADGY-UHFFFAOYSA-N ethenyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OC=C IGBZOHMCHDADGY-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- LZWYWAIOTBEZFN-UHFFFAOYSA-N ethenyl hexanoate Chemical compound CCCCCC(=O)OC=C LZWYWAIOTBEZFN-UHFFFAOYSA-N 0.000 description 1
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 125000005908 glyceryl ester group Chemical group 0.000 description 1
- 229910052864 hemimorphite Inorganic materials 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 210000003205 muscle Anatomy 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
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 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
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- BWOROQSFKKODDR-UHFFFAOYSA-N oxobismuth;hydrochloride Chemical compound Cl.[Bi]=O BWOROQSFKKODDR-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 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 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-UHFFFAOYSA-N 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、化粧料に関する。 The present invention relates to a cosmetic.
カルボシロキサンデンドリマー構造を有するビニル系重合体は、良好な使用感と表面保護性が得られ、これを配合した化粧料は、毛髪や皮膚への付着性、撥水性に優れることが知られている（特許文献１、特許文献２）。 A vinyl polymer having a carbosiloxane dendrimer structure provides a good feeling of use and surface protection, and cosmetics containing this are known to have excellent adhesion to water and skin and water repellency. (Patent Document 1, Patent Document 2).
しかしながら、カルボシロキサンデンドリマー構造を有するビニル系重合体とともに、粉体を配合した化粧料では、粉体の凝集が起きやすいため、筋むらができ、均一に塗布しにくく、仕上がりが汚くみえてしまうという課題を見出した。 However, cosmetics containing powder together with a vinyl polymer having a carbosiloxane dendrimer structure tend to agglomerate the powder, causing streaks, difficult to apply uniformly, and the finish looks dirty. I found a problem.
本発明者らは、ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマー及び分子中に水酸基を有するビニル系モノマーを重合させて得られるビニル系重合体と、液状のシリコーン油及び疎水化処理粉体を組み合わせて用いることにより、上記課題を解決した化粧料が得られることを見出した。 The present inventors have disclosed a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization, a vinyl polymer obtained by polymerizing a vinyl monomer having a hydroxyl group in the molecule, a liquid silicone oil, and a hydrophobized powder. It was found that a cosmetic material that solves the above problems can be obtained by using a combination of
本発明は、次の成分（Ａ）、（Ｂ）及び（Ｃ）：
（Ａ）全モノマー中、(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマー ２０〜５０質量％、(a2)分子中に水酸基を有するビニル系モノマー １５〜４０質量％を含むモノマーを重合させて得られるビニル系重合体、
（Ｂ）２５℃で液状のシリコーン油、
（Ｃ）疎水化処理粉体
を含有する化粧料を提供するものである。
The present invention includes the following components (A), (B) and (C):
(A) In all monomers, (a1) 20 to 50% by mass of a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization and (a2) a monomer containing 15 to 40% by mass of a vinyl-based monomer having a hydroxyl group in the molecule Vinyl polymer obtained by
(B) Silicone oil that is liquid at 25 ° C.
(C) To provide a cosmetic containing a hydrophobized powder.
本発明の化粧料は、粉体の分散性が良好で、筋むらができず、均一に塗布することができ、カバー力に優れたものである。また、塗り始めののびも良好である。 The cosmetic of the present invention has good powder dispersibility, does not cause streaks, can be applied uniformly, and has excellent covering power. Also, the spread at the beginning of coating is good.
本発明で用いる成分（Ａ）のビニル系重合体において、(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマーとしては、一般式（１）で表されるものが好ましい。 In the vinyl polymer of component (A) used in the present invention, (a1) the carbosiloxane dendrimer monomer having an organic group capable of radical polymerization is preferably represented by the general formula (1).
｛式中、Ｙはラジカル重合可能な有機基であり、Ｒ1は炭素原子数１〜１０のアルキル基又はアリール基である。Ｘ1はｉ＝１とした場合の次式で示されるシリルアルキル基である。 {In the formula, Y is an organic group capable of radical polymerization, and R 1 is an alkyl or aryl group having 1 to 10 carbon atoms. X 1 is a silylalkyl group represented by the following formula when i = 1.
（式中、Ｒ1は前記と同じであり、Ｒ2は炭素原子数２〜１０のアルキレン基であり、Ｒ3は炭素原子数１〜１０のアルキル基であり、Ｘi+1は水素原子、炭素原子数１〜１０のアルキル基、アリール基及び上記シリルアルキル基からなる群から選択される基である。ｉは該シリルアルキル基の階層を示している１〜１０の整数であり、ａiは０〜３の整数である。）｝ (In the formula, R 1 is the same as above, R 2 is an alkylene group having 2 to 10 carbon atoms, R 3 is an alkyl group having 1 to 10 carbon atoms, and X i + 1 is a hydrogen atom. , A group selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, an aryl group, and the above silylalkyl group, i is an integer of 1 to 10 indicating the hierarchy of the silylalkyl group, a i is an integer from 0 to 3.)}
Ｒ1は炭素原子数１〜１０のアルキル基又はアリール基であり、アルキル基としては、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、イソプロピル基、イソブチル基、シクロペンチル基、シクロヘキシル基等が例示され、アリール基としては、フェニル基、ナフチル基等が例示される。これらの中でもメチル基、フェニル基が好ましく、メチル基がより好ましい。
Ｘ1はｉ＝１とした場合の次式で示されるシリルアルキル基である。
R 1 is an alkyl group having 1 to 10 carbon atoms or an aryl group, and examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, an isopropyl group, an isobutyl group, a cyclopentyl group, and a cyclohexyl group. And examples of the aryl group include a phenyl group and a naphthyl group. Among these, a methyl group and a phenyl group are preferable, and a methyl group is more preferable.
X 1 is a silylalkyl group represented by the following formula when i = 1.
式中、Ｒ1は前記と同じである。
Ｒ2は炭素原子数２〜１０のアルキレン基であり、エチレン基、プロピレン基、ブチレン基、ヘキシレン基等の直鎖状アルキレン基；メチルメチレン基、メチルエチレン基、１−メチルペンチレン基、１，４−ジメチルブチレン基等の分岐状アルキレン基が例示される。これらの中でも、エチレン基、メチルエチレン基、ヘキシレン基、１−メチルペンチレン基、１，４−ジメチルブチレン基が好ましい。
Ｒ3は炭素原子数１〜１０のアルキル基であり、メチル基、エチル基、プロピル基、ブチル基、イソプロピル基等が例示される。
Ｘi+1は水素原子、炭素原子数１〜１０のアルキル基、アリール基および上記シリルアルキル基からなる群から選択される基である。ａiは０〜３の整数である。ｉは１〜１０の整数であり、これは該シリルアルキル基の階層数、即ち、該シリルアルキル基の繰り返し数を示している。
In the formula, R 1 is the same as described above.
R 2 is an alkylene group having 2 to 10 carbon atoms, and is a linear alkylene group such as ethylene group, propylene group, butylene group, hexylene group; methylmethylene group, methylethylene group, 1-methylpentylene group, 1 And a branched alkylene group such as 1,4-dimethylbutylene group. Among these, an ethylene group, a methylethylene group, a hexylene group, a 1-methylpentylene group, and a 1,4-dimethylbutylene group are preferable.
R 3 is an alkyl group having 1 to 10 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, and an isopropyl group.
X i + 1 is a group selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group, and the silylalkyl group. a i is an integer of 0-3. i is an integer of 1 to 10, which indicates the number of layers of the silylalkyl group, that is, the number of repetitions of the silylalkyl group.
また、一般式（１）中、Ｙはラジカル重合可能な有機基であり、ラジカル反応可能な有機基であればよいが、具体的には、下記一般式で表される（メタ）アクリロキシ基含有有機基、（メタ）アクリルアミド基含有有機基、スチリル基含有有機基、炭素原子数２〜１０のアルケニル基等が挙げられる。 In general formula (1), Y is an organic group capable of radical polymerization and may be any organic group capable of radical reaction. Specifically, it contains a (meth) acryloxy group represented by the following general formula. Examples thereof include an organic group, a (meth) acrylamide group-containing organic group, a styryl group-containing organic group, and an alkenyl group having 2 to 10 carbon atoms.
（式中、Ｒ4及びＲ6は水素原子又はメチル基であり、Ｒ5及びＲ8は炭素原子数１〜１０のアルキレン基であり、Ｒ7は炭素原子数１〜１０のアルキル基である。ｂは０〜４の整数であり、ｃは０または１である。） Wherein R 4 and R 6 are a hydrogen atom or a methyl group, R 5 and R 8 are alkylene groups having 1 to 10 carbon atoms, and R 7 is an alkyl group having 1 to 10 carbon atoms. B is an integer from 0 to 4 and c is 0 or 1.)
このようなラジカル重合可能な有機基としては、例えば、２−アクリロイルオキシエチル基、３−アクリロイルオキシプロピル基、２−メタクリロイルオキシエチル基、３−メタクリロイルオキシプロピル基、４−ビニルフェニル基、３−ビニルフェニル基、４−（２−プロペニル）フェニル基、３−（２−プロペニル）フェニル基、２−（４−ビニルフェニル）エチル基、２−（３−ビニルフェニル）エチル基、ビニル基、アリル基、メタリル基、５−ヘキセニル基等が挙げられる。 Examples of such radically polymerizable organic groups include 2-acryloyloxyethyl group, 3-acryloyloxypropyl group, 2-methacryloyloxyethyl group, 3-methacryloyloxypropyl group, 4-vinylphenyl group, 3-vinylphenyl group, Vinylphenyl group, 4- (2-propenyl) phenyl group, 3- (2-propenyl) phenyl group, 2- (4-vinylphenyl) ethyl group, 2- (3-vinylphenyl) ethyl group, vinyl group, allyl Group, methallyl group, 5-hexenyl group and the like.
一般式（１）において、ｉ＝１、すなわちシリルアルキル基の階層数が１である場合、（a1）のカルボシロキサンデンドリマーモノマーは、一般式： In the general formula (1), when i = 1, that is, when the number of silylalkyl groups is 1, the carbosiloxane dendrimer monomer of (a1) has the general formula:
（式中、Ｙ，Ｒ1，Ｒ2およびＲ3は前記と同じであり、Ｒ12は水素原子または前記Ｒ1と同じである。ａ1は前記ａiと同じであるが、１分子中のａ1の平均合計数は０〜７である。）で表される。
このようなラジカル重合可能な有機基を含有するカルボキシデンドリマーモノマー(a1)としては、下記平均組成式で示されるカルボシロキサンデンドリマーが例示される。
(Wherein, Y, R 1, R 2 and R 3 are as defined above, but .a 1 R 12 is the same as the hydrogen atom or the R 1 is the same as the a i, in one molecule The average total number of a 1 is 0 to 7.)
Examples of the carboxydendrimer monomer (a1) containing an organic group capable of radical polymerization include carbosiloxane dendrimers represented by the following average composition formula.
また、成分（Ａ）において、(a2)分子中に水酸基を有するビニル系モノマーとしては、疎水化処理粉体の分散性の点から、アルコール性水酸基を有するものが好ましく、一価または多価アルコール性水酸基を有するものがより好ましい。具体的には、（メタ）アクリル酸ヒドロキシエチル、（メタ）アクリル酸ヒドロキシプロピル、（メタ）アクリル酸ヒドロキシブチル、（メタ）アクリル酸グリセリル、ヒドロキシエチルアクリルアミド、ヒドロキシメチルアクリルアミド等が挙げられる。中でも、粉体の分散性に優れ、粉体の筋むらを抑制する点から、（メタ）アクリル酸の炭素数２〜６のヒドロキシアルキルエステル、または、(メタ)アクリル酸のグリセリルエステルが好ましく、（メタ）アクリル酸ヒドロキシエチル、（メタ）アクリル酸ヒドロキシプロピル、（メタ）アクリル酸ヒドロキシブチル、（メタ）アクリル酸グリセリルがより好ましく、（メタ）アクリル酸ヒドロキシエチル、（メタ）アクリル酸グリセリルがさらに好ましい。
従来、疎水化処理粉体を含有する場合、粉体同士が凝集しやすかったが、(a2)モノマーを有することで、成分（Ａ）が疎水化処理粉体の表面に付着し、粉体間の凝集を抑制することで、疎水化処理粉体の分散性が向上すると考えられる。
In the component (A), the vinyl monomer (a2) having a hydroxyl group in the molecule is preferably a monomer having an alcoholic hydroxyl group from the viewpoint of dispersibility of the hydrophobized powder. Those having a functional hydroxyl group are more preferred. Specific examples include hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, glyceryl (meth) acrylate, hydroxyethylacrylamide, hydroxymethylacrylamide and the like. Among them, from the viewpoint of excellent dispersibility of the powder and suppressing unevenness of the powder, a hydroxyalkyl ester of (meth) acrylic acid having 2 to 6 carbon atoms or a glyceryl ester of (meth) acrylic acid is preferable. Hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, and glyceryl (meth) acrylate are more preferable, and hydroxyethyl (meth) acrylate and glyceryl (meth) acrylate are further included. preferable.
Conventionally, when the hydrophobized powder is contained, the powder has been easily agglomerated. However, the component (A) adheres to the surface of the hydrophobized powder because the (a2) monomer is included. It is considered that the dispersibility of the hydrophobized powder is improved by suppressing the aggregation of.
(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマー、(a2)分子中に水酸基を有するビニル系モノマーは、それぞれ１種又は２種以上を組み合わせて用いることができる。
成分（Ａ）のビニル系重合体は、疎水化処理粉体の分散性の点から、全モノマー中、(a1)の質量割合が２０〜５０質量％、(a2)の質量割合が１５〜４０質量％を含むものであり、(a1)の質量割合が３０〜５０質量％、(a2)の質量割合が２０〜３５質量％を含むモノマーを重合させて得られるものが好ましい。
The (a1) carbosiloxane dendrimer monomer having an organic group capable of radical polymerization and the vinyl monomer (a2) having a hydroxyl group in the molecule can be used alone or in combination of two or more.
From the viewpoint of dispersibility of the hydrophobized powder, the vinyl polymer of component (A) has a mass ratio of (a1) of 20 to 50 mass% and a mass ratio of (a2) of 15 to 40 in all monomers. What is obtained by polymerizing a monomer containing a mass percentage of (a1) of 30 to 50 mass% and (a2) of 20 to 35 mass% is preferred.
成分（Ａ）のビニル系重合体のモノマーとしては、更に、(a3)分子中にフッ素化有機基を有するビニル系モノマーを用いることができる。
かかるモノマーとしては、次の一般式で表されるものが好ましい。
ＣＨ2＝ＣＲ20ＣＯＯＲf
式中、Ｒ20は水素原子またはメチル基である。Ｒfはフッ素化有機基であり、例えば、炭素数１〜２０のアルキル基や炭素数６〜２２のアルキルオキシアルキレン基の、水素原子の一部又は全部をフッ素原子で置換した、フルオロアルキル基やフルオロアルキルオキシフルオロアルキレン基などが挙げられる。
As the monomer of the vinyl polymer of component (A), (a3) a vinyl monomer having a fluorinated organic group in the molecule can be used.
As such a monomer, those represented by the following general formula are preferable.
CH 2 = CR 20 COOR f
In the formula, R 20 is a hydrogen atom or a methyl group. R f is a fluorinated organic group, for example, a fluoroalkyl group in which part or all of the hydrogen atoms of an alkyl group having 1 to 20 carbon atoms or an alkyloxyalkylene group having 6 to 22 carbon atoms are substituted with fluorine atoms. And a fluoroalkyloxyfluoroalkylene group.
より具体的には、下記式で示される化合物が挙げられる。下記式中、ｚは１〜４の整数である。
CH2=CCH3COO-CF3、CH2=CCH3COO-C2F5、CH2=CCH3COO-nC3F7、CH2=CCH3COO-CF(CF3)2、CH2=CCH3COO-nC4F9、CH2=CCH3COO-CF2CF(CF3)2、CH2=CCH3COO-nC5F11、CH2=CCH3COO-nC6F13、CH2=CCH3COO-nC8F17、CH2=CCH3COO-CH2CF3、CH2=CCH3COO-CH(CF3)2、CH2=CCH3COO-CH2CH(CF3)2、CH2=CCH3COO-CH2(CF2)2F、CH2=CCH3COO-CH2(CF2)3F、CH2=CCH3COO-CH2(CF2)4F、CH2=CCH3COO-CH2(CF2)6F、CH2=CCH3COO-CH2(CF2)8F、CH2=CCH3COO-CH2CH2CF3、CH2=CCH3COO-CH2CH2(CF2)2F、CH2=CCH3COO-CH2CH2(CF2)3F、CH2=CCH3COO-CH2CH2(CF2)4F、CH2=CCH3COO-CH2CH2(CF2)6F、CH2=CCH3COO-CH2CH2(CF2)8F、CH2=CCH3COO-CH2CH2(CF2)10F、CH2=CCH3COO-CH2CH2(CF2)12F、CH2=CCH3COO-CH2CH2(CF2)14F、CH2=CCH3COO-CH2CH2(CF2)16F、CH2=CCH3COO-CH2CH2CH2CF3、CH2=CCH3COO-CH2CH2CH2(CF2)2F、CH2=CCH3COO-CH2CH2CH2(CF2)2H、CH2=CCH3COO-CH2(CF2)4H、CH2=CCH3COO-CH2CH2(CF2)3H、CH2=CCH3COO-CH2CH2CF(CF3)-[OCF2CF(CF3)]z-OC3F7、CH2=CCH3COO-CH2CH2CF2CF2-[OCF2CF(CF3)]z-OC3F7CH2=CHCOO-CF3、CH2=CHCOO-C2F5、CH2=CHCOO-nC3F7、CH2=CHCOO-CF(CF3)2、CH2=CHCOO-nC4F9、CH2=CHCOO-CF2CF(CF3)2、CH2=CHCOO-nC5F11、CH2=CHCOO-nC6F13、CH2=CHCOO-nC8F17、CH2=CHCOO-CH2CF3、CH2=CHCOO-CH(CF3)2、CH2=CHCOO-CH2CH(CF3)2、CH2=CHCOO-CH2(CF2)2F、CH2=CHCOO-CH2(CF2)3F、CH2=CHCOO-CH2(CF2)4F、CH2=CHCOO-CH2(CF2)6F、CH2=CHCOO-CH2(CF2)8F、CH2=CHCOO-CH2CH2CF3、CH2=CHCOO-CH2CH2(CF2)2F、CH2=CHCOO-CH2CH2(CF2)3F、CH2=CHCOO-CH2CH2(CF2)4F、CH2=CHCOO-CH2CH2(CF2)6F、CH2=CHCOO-CH2CH2(CF2)8F、CH2=CHCOO-CH2CH2(CF2)10F、CH2=CHCOO-CH2CH2(CF2)12F、CH2=CHCOO-CH2CH2(CF2)14F、CH2=CHCOO-CH2CH2(CF2)16F、CH2=CHCOO-CH2CH2CH2CF3、CH2=CHCOO-CH2CH2CH2(CF2)2F、CH2=CHCOO-CH2CH2CH2(CF2)2H、CH2=CHCOO-CH2(CF2)4H、CH2=CHCOO-CH2CH2(CF2)3H、CH2=CHCOO-CH2CH2CF(CF3)-[OCF2CF(CF3)]z-OC3F7、CH2=CHCOO-CH2CH2CF2CF2-[OCF2CF(CF3)]z-OC3F7
More specifically, the compound shown by a following formula is mentioned. In the following formula, z is an integer of 1 to 4.
CH 2 = CCH 3 COO-CF 3 , CH 2 = CCH 3 COO-C 2 F 5 , CH 2 = CCH 3 COO-nC 3 F 7 , CH 2 = CCH 3 COO-CF (CF 3 ) 2 , CH 2 = CCH 3 COO-nC 4 F 9 , CH 2 = CCH 3 COO-CF 2 CF (CF 3 ) 2 , CH 2 = CCH 3 COO-nC 5 F 11 , CH 2 = CCH 3 COO-nC 6 F 13 , CH 2 = CCH 3 COO-nC 8 F 17 , CH 2 = CCH 3 COO-CH 2 CF 3 , CH 2 = CCH 3 COO-CH (CF 3 ) 2 , CH 2 = CCH 3 COO-CH 2 CH (CF 3 ) 2 , CH 2 = CCH 3 COO-CH 2 (CF 2 ) 2 F, CH 2 = CCH 3 COO-CH 2 (CF 2 ) 3 F, CH 2 = CCH 3 COO-CH 2 (CF 2 ) 4 F, CH 2 = CCH 3 COO-CH 2 (CF 2 ) 6 F, CH 2 = CCH 3 COO-CH 2 (CF 2 ) 8 F, CH 2 = CCH 3 COO-CH 2 CH 2 CF 3 , CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 2 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 3 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 4 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 6 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 8 F, CH 2 = CCH 3 COO-CH 2 CH 2 ( CF 2 ) 10 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 12 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 14 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 16 F, CH 2 = CCH 3 COO-CH 2 CH 2 CH 2 CF 3 , CH 2 = CCH 3 COO-CH 2 CH 2 CH 2 (CF 2 ) 2 F, CH 2 = CCH 3 COO-CH 2 CH 2 CH 2 (CF 2 ) 2 H, CH 2 = CCH 3 COO-CH 2 (CF 2 ) 4 H, CH 2 = CCH 3 COO- CH 2 CH 2 (CF 2 ) 3 H, CH 2 = CCH 3 COO-CH 2 CH 2 CF (CF 3 )-[OCF 2 CF (CF 3 )] z -OC 3 F 7 , CH 2 = CCH 3 COO -CH 2 CH 2 CF 2 CF 2- [OCF 2 CF (CF 3 )] z -OC 3 F 7 CH 2 = CHCOO-CF 3 , CH 2 = CHCOO-C 2 F 5 , CH 2 = CHCOO-nC 3 F 7 , CH 2 = CHCOO-CF (CF 3 ) 2 , CH 2 = CHCOO-nC 4 F 9 , CH 2 = CHCOO-CF 2 CF (CF 3 ) 2 , CH 2 = CHCOO-nC 5 F 11 , CH 2 = CHCOO-nC 6 F 13 , CH 2 = CHCOO-nC 8 F 17 , CH 2 = CHCOO-CH 2 CF 3 , CH 2 = CHCOO-CH (CF 3 ) 2 , CH 2 = CHCOO-CH 2 CH ( CF 3 ) 2 , CH 2 = CHCOO-CH 2 (CF 2 ) 2 F, CH 2 = CHCOO-CH 2 (CF 2 ) 3 F, CH 2 = CHCOO-CH 2 (CF 2 ) 4 F, CH 2 = CHCOO-CH 2 (CF 2 ) 6 F, CH 2 = CHCOO-CH 2 (CF 2 ) 8 F, CH 2 = CHCOO-CH 2 CH 2 CF 3 , CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 2 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 3 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 4 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 6 F , CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 8 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 10 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 12 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 14 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 16 F, CH 2 = CHCOO-CH 2 CH 2 CH 2 CF 3 , CH 2 = CHCOO-CH 2 CH 2 CH 2 (CF 2 ) 2 F, CH 2 = CHCOO-CH 2 CH 2 CH 2 (CF 2 ) 2 H, CH 2 = CHCOO-CH 2 (CF 2 ) 4 H, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 3 H, CH 2 = CHCOO-CH 2 CH 2 CF (CF 3 )-[OCF 2 CF (CF 3 )] z -OC 3 F 7 , CH 2 = CHCOO-CH 2 CH 2 CF 2 CF 2- [OCF 2 CF (CF 3 )] z -OC 3 F 7
これらの中でも、下記式で示されるビニル系モノマーが好ましい。
CH2=CHCOO-CH2CH2(CF2)6F、CH2=CHCOO-CH2CH2(CF2)8F、CH2=CCH3COO-CH2CH2(CF2)6F、CH2=CCH3COO-CH2CH2(CF2)8F、CH2=CHCOO-CH2CF3、CH2=CCH3COO-CH2CF3
さらに、下記式で示されるビニル系モノマーがより好ましい。
CH2=CHCOO-CH2CF3、CH2=CCH3COO-CH2CF3
Among these, vinyl monomers represented by the following formula are preferable.
CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 6 F, CH 2 = CHCOO-CH 2 CH 2 (CF 2 ) 8 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 6 F, CH 2 = CCH 3 COO-CH 2 CH 2 (CF 2 ) 8 F, CH 2 = CHCOO-CH 2 CF 3 , CH 2 = CCH 3 COO-CH 2 CF 3
Furthermore, a vinyl monomer represented by the following formula is more preferable.
CH 2 = CHCOO-CH 2 CF 3 , CH 2 = CCH 3 COO-CH 2 CF 3
(a3)分子中にフッ素化有機基を有するビニル系モノマーは、１種又は２種以上を用いることができ、粉体を均一に分散させる点から、全モノマー中１〜４５質量％含まれるのが好ましく、５〜４０質量％含まれるのがより好ましく、１０〜３２質量％含まれるのがさらに好ましい。 (a3) The vinyl monomer having a fluorinated organic group in the molecule can be used alone or in combination of two or more, and is contained in an amount of 1 to 45% by mass from the viewpoint of uniformly dispersing the powder. Is preferable, 5 to 40% by mass is more preferable, and 10 to 32% by mass is further preferable.
成分（Ａ）のビニル系重合体は、更に、(a1)、(a2)及び(a3)以外のビニル系モノマーを用いることができる。
かかるビニル系モノマーとしては、ラジカル重合性のビニル基を有するものであれば良く、例えば、（メタ）アクリル酸メチル、（メタ）アクリル酸エチル、（メタ）アクリル酸ｎ−プロピル、（メタ）アクリル酸イソプロピル、（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ｔｅｒｔ−ブチル、（メタ）アクリル酸ｎ−ヘキシル、（メタ）アクリル酸シクロヘキシル等の低級アルキル（メタ）アクリレート；（メタ）アクリル酸２−エチルヘキシル、（メタ）アクリル酸オクチル、（メタ）アクリル酸ラウリル、（メタ）アクリル酸ステアリル等の高級アルキル（メタ）アクリレート；酢酸ビニル、プロピオン酸ビニル、酪酸ビニル、カプロン酸ビニル、２−エチルヘキサン酸ビニル、ラウリン酸ビニル、ステアリン酸ビニル等の脂肪酸ビニルエステル；スチレン、ビニルトルエン、ベンジル（メタ）アクリレート、フェノキシエチル（メタ）アクリレート等の芳香族含有単量体；（メタ）アクリルアミド、Ｎ−メチロール（メタ）アクリルアミド、Ｎ−メトキシメチル（メタ）アクリルアミド、イソブトキシメトキシ（メタ）アクリルアミド、Ｎ，Ｎ−ジメチル（メタ）アクリルアミド、ビニルピロリドン、Ｎ−ビニルアセトアミド等のアミド基含有ビニル型単量体；（メタ）アクリル酸、イタコン酸、クロトン酸、フマル酸、マレイン酸等のカルボン酸含有ビニル型単量体及びそれらの塩；ブトキシエチル（メタ）アクリレート、セチルビニルエーテル、２ーエチルヘキシルビニルエーテル等のエーテル結合含有ビニル型単量体；（メタ）アリルグリシジルエーテル、メタクリロイルオキシエチルイソシアネート、（メタ）アクリロキシプロピルトリメトキシシラン等の反応性基含有モノマー；片末端に（メタ）アクリル基を含有したポリジメチルシロキサン、片末端にスチリル基を含有するポリジメチルシロキサンなどのマクロモノマー類；ブタジエン；塩化ビニル；塩化ビニリデン；（メタ）アクリロニトリル；フマル酸ジブチル；無水マレイン酸；スチレンスルホン酸、アクリルアミド−２−メチルプロパンスルホン酸のようなスルホン酸基を有するラジカル重合性不飽和単量体、およびそれらのアルカリ金属塩、アンモニウム塩、有機アミン塩；２−ヒドロキシ−３−メタクリルオキシプロピルトリメチルアンモニウムクロライドのような（メタ）アクリル酸から誘導される４級アンモニウム塩；メタクリル酸ジエチルアミノエチルのような３級アミノ基を有するアルコールのメタクリル酸エステル、ビニルピリジンおよびそれらの４級アンモニウム塩などが例示される。
For the vinyl polymer of component (A), vinyl monomers other than (a1), (a2) and (a3) can be used.
Such vinyl monomers may be those having a radical polymerizable vinyl group, such as methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, (meth) acrylic. Lower alkyl (meth) such as isopropyl acid, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, n-hexyl (meth) acrylate, cyclohexyl (meth) acrylate Acrylates; higher alkyl (meth) acrylates such as 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate; vinyl acetate, vinyl propionate, vinyl butyrate, Vinyl caproate, vinyl 2-ethylhexanoate, vinyl laurate Fatty acid vinyl esters such as styrene, vinyl stearate; aromatic-containing monomers such as styrene, vinyl toluene, benzyl (meth) acrylate, phenoxyethyl (meth) acrylate; (meth) acrylamide, N-methylol (meth) acrylamide, Amide group-containing vinyl monomers such as N-methoxymethyl (meth) acrylamide, isobutoxymethoxy (meth) acrylamide, N, N-dimethyl (meth) acrylamide, vinylpyrrolidone, N-vinylacetamide; (meth) acrylic acid , Vinyl monomers containing carboxylic acids such as itaconic acid, crotonic acid, fumaric acid, maleic acid and their salts; ether type vinyl monomers containing butoxyethyl (meth) acrylate, cetyl vinyl ether, 2-ethylhexyl vinyl ether, etc. Body; ) Reactive group-containing monomers such as allyl glycidyl ether, methacryloyloxyethyl isocyanate, (meth) acryloxypropyltrimethoxysilane; polydimethylsiloxane containing a (meth) acryl group at one end, and a styryl group at one end Macromonomers such as polydimethylsiloxane; butadiene; vinyl chloride; vinylidene chloride; (meth) acrylonitrile; dibutyl fumarate; maleic anhydride; sulfonic acid groups such as styrenesulfonic acid and acrylamide-2-methylpropanesulfonic acid Radical polymerizable unsaturated monomers and their alkali metal salts, ammonium salts, organic amine salts; derived from (meth) acrylic acid such as 2-hydroxy-3-methacryloxypropyltrimethylammonium chloride Examples thereof include methacrylic acid esters of alcohols having a tertiary amino group such as diethylaminoethyl methacrylate, vinyl pyridine and quaternary ammonium salts thereof.
また、多官能ビニル系単量体も使用可能であり、例えば、トリメチロールプロパントリ（メタ）アクリレート、ペンタエリスリトールトリ（メタ）アクリレート、エチレングリコールジ（メタ）アクリレート、テトラエチレングリコールジ（メタ）アクリレート、ポリエチレングリコールジ（メタ）アクリレート、１，４−ブタンジオールジ（メタ）アクリレート、１，６−ヘキサンジオールジ（メタ）アクリレート、ネオペンチルグリコールジ（メタ）アクリレート、トリメチロールプロパントリオキシエチル（メタ）アクリレート、トリス（２−ヒドロキシエチル）イソシアヌレートジ（メタ）アクリレート、トリス（２−ヒドロキシエチル）イソシアヌレートトリ（メタ）アクリレート、スチリル基封鎖ポリジメチルシロキサンなどの不飽和基含有シリコ−ン化合物等が例示される。 Polyfunctional vinyl monomers can also be used. For example, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, ethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate , Polyethylene glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, trimethylolpropane trioxyethyl (meta ) Acrylate, tris (2-hydroxyethyl) isocyanurate di (meth) acrylate, tris (2-hydroxyethyl) isocyanurate tri (meth) acrylate, styryl-blocked polydimethylsiloxane, etc. Saturated group containing silicone - emission compounds and the like.
(a1)、(a2)及び(a3)以外のビニル系モノマーは、１種又は２種以上を用いることができ、成膜性の点から、全モノマー中１〜７０質量％含まれることが好ましく、３〜３０質量％含まれるのがより好ましい。 Vinyl monomers other than (a1), (a2) and (a3) can be used singly or in combination of two or more, and from the viewpoint of film forming properties, it is preferably contained in an amount of 1 to 70% by mass. 3 to 30% by mass is more preferable.
成分（Ａ）のビニル系重合体は、前記モノマーを重合させることにより得ることができ、例えば、特開2000-63225号公報、特開2003-226611号公報に記載されている方法に従って製造することができる。 The vinyl polymer of component (A) can be obtained by polymerizing the monomer, and is produced, for example, according to the method described in JP-A-2000-63225 and JP-A-2003-226611. Can do.
また、本発明で用いられる成分（Ａ）のビニル系重合体の重量平均分子量は、化粧品原料としての配合のしやすさから、好ましくは、３，０００〜２００，０００であり、さらに好ましくは、５，０００〜１００，０００である。また、その性状は、常温で液状、ガム状、ペースト状、固体状などのいずれでも良いが、得られる化粧皮膜の持続性の観点から、固体状のものが好ましい。また、配合性の観点からは、溶媒によって希釈された溶液や分散液であることが好ましい。溶剤としては、揮発性炭化水素油又は揮発性シリコーン油が好ましく、なかでも、デカメチルシクロペンタシロキサン、イソドデカンが好ましい。 Further, the weight average molecular weight of the vinyl polymer of the component (A) used in the present invention is preferably 3,000 to 200,000, more preferably, from the ease of blending as a cosmetic raw material. 5,000 to 100,000. The property may be any of liquid, gum, paste, solid, etc. at room temperature, but is preferably solid from the viewpoint of the durability of the resulting cosmetic film. Further, from the viewpoint of compoundability, a solution or dispersion diluted with a solvent is preferable. As the solvent, volatile hydrocarbon oil or volatile silicone oil is preferable, and among them, decamethylcyclopentasiloxane and isododecane are preferable.
また、成分（Ａ）のビニル系重合体は、成膜性の点から、ガラス転移点が４０〜５４℃、さらに４３〜５２℃であるのが好ましい。
尚、ガラス転移点（Tg）の計算式は、以下のとおりである。
TgはFoxの式（出典：ラジカル重合ハンドブック、P566(1999)）
Tg=(ΣWn)/(ΣWn/Tgn), (Wn:モノマーの重量、Tgn:モノマーnのホモポリマーのTg、単位はK)より算出する。
Moreover, it is preferable that the vinyl polymer of a component (A) has a glass transition point of 40-54 degreeC, and also 43-52 degreeC from the point of film forming property.
The formula for calculating the glass transition point (Tg) is as follows.
Tg is the Fox formula (Source: Radical Polymerization Handbook, P566 (1999))
Tg = (ΣWn) / (ΣWn / Tgn), (Wn: weight of monomer, Tgn: Tg of homopolymer of monomer n, unit is K).
成分（Ａ）は、１種又は２種以上を用いることができ、筋むらができず、均一に塗布することができ、塗り始めののびも良好な点から、含有量は、全組成中に０．１質量％以上が好ましく、０．１５質量％以上がより好ましく、０．３質量％以上がさらに好ましい。そして、粉体の分散性が良好で、筋むらができず、均一に塗布することができ、カバー力に優れる点から、３０質量％以下が好ましく、７質量％以下がより好ましく、３質量％以下がさらに好ましい。また、成分（Ａ）は、全組成中に０．１〜３０質量％含有するのが好ましく、０．１５〜７質量％がより好ましく、０．３〜３質量％含有されるのがさらに好ましい。 Component (A) can be used singly or in combination of two or more, can not be streaked, can be applied uniformly, and the spread at the beginning of coating is good, the content is in the total composition 0.1 mass% or more is preferable, 0.15 mass% or more is more preferable, and 0.3 mass% or more is more preferable. Further, from the viewpoint of good dispersibility of the powder, non-uniformity of the stripe, uniform application, and excellent covering power, 30% by mass or less is preferable, 7% by mass or less is more preferable, and 3% by mass. The following is more preferable. Moreover, it is preferable to contain 0.1-30 mass% of components (A) in the whole composition, 0.15-7 mass% is more preferable, It is further more preferable that 0.3-3 mass% is contained. .
本発明で用いる成分（Ｂ）のシリコーン油は、２５℃で液状のものである。
かかるシリコーン油としては、通常の化粧料に用いられるものであれば特に制限されず、例えばジメチルポリシロキサン、ジメチルシクロポリシロキサン、メチルフェニルポリシロキサン、メチルエチルポリシロキサン、メチルハイドロジェンポリシロキサン、高級アルコール変性オルガノポリシロキサン等が挙げられる。
成分（Ｂ）のシリコーン油としては、２５℃における粘度が１ｍＰａ・ｓ以上が好ましく、２ｍＰａ・ｓ以上がより好ましく、１０００ｍＰａ・ｓ以下が好ましく、１００ｍＰａ・ｓ以下がより好ましい。
The component (B) silicone oil used in the present invention is liquid at 25 ° C.
Such silicone oil is not particularly limited as long as it is used in ordinary cosmetics. For example, dimethylpolysiloxane, dimethylcyclopolysiloxane, methylphenylpolysiloxane, methylethylpolysiloxane, methylhydrogenpolysiloxane, higher alcohol Examples include modified organopolysiloxane.
The silicone oil as component (B) has a viscosity at 25 ° C. of preferably 1 mPa · s or more, more preferably 2 mPa · s or more, preferably 1000 mPa · s or less, and more preferably 100 mPa · s or less.
成分（Ｂ）は、１種又は２種以上を用いることができ、使用感・安定性の観点から、含有量は、全組成中に１質量％以上が好ましく、５質量％以上がより好ましく、１０質量％以上がさらに好ましい。そして、使用感・安定性の点から、５０質量％以下が好ましく、４５質量％以下がより好ましく、４０質量％以下がさらに好ましい。また、成分（Ｂ）は、全組成中に１〜５０質量％含有するのが好ましく、５〜４５質量％がより好ましく、１０〜４０質量％含有されるのがさらに好ましい。 Component (B) can be used alone or in combination of two or more. From the viewpoint of usability and stability, the content is preferably 1% by mass or more, more preferably 5% by mass or more in the total composition, 10 mass% or more is more preferable. And from a use feeling and stability point, 50 mass% or less is preferable, 45 mass% or less is more preferable, and 40 mass% or less is further more preferable. Moreover, it is preferable to contain 1-50 mass% of components (B) in the whole composition, 5-45 mass% is more preferable, and it is further more preferable that 10-40 mass% is contained.
本発明で用いる成分（Ｃ）の粉体は、通常の化粧料に用いられる粉体を疎水化処理したものである。
処理される粉体としては、通常の化粧料に用いられる体質顔料、着色顔料であれば特に制限されず、例えば、ケイ酸、無水ケイ酸、ケイ酸マグネシウム、タルク、セリサイト、マイカ、カオリン、ベンガラ、クレー、ベントナイト、チタン被膜雲母、オキシ塩化ビスマス、酸化ジルコニウム、酸化マグネシウム、酸化チタン、酸化亜鉛、酸化アルミニウム、硫酸カルシウム、硫酸バリウム、硫酸マグネシウム、炭酸カルシウム、炭酸マグネシウム、酸化鉄、群青、酸化クロム、水酸化クロム、カラミン及びカーボンブラック、これらの複合体等の無機粉体；ポリアミド、ポリエステル、ポリプロピレン、ポリスチレン、ポリウレタン、ビニル樹脂、尿素樹脂、フェノール樹脂、フッ素樹脂、ケイ素樹脂、アクリル樹脂、メラミン樹脂、エポキシ樹脂、ポリカーボネート樹脂、ジビニルベンゼン・スチレン共重合体、シルクパウダー、セルロース、長鎖アルキルリン酸金属塩、Ｎ−モノ長鎖アルキルアシル塩基性アミノ酸、これらの複合体等の有機粉体；さらに、上記無機粉体と有機粉体との複合粉体などが挙げられる。
The powder of component (C) used in the present invention is a powder obtained by subjecting a powder used in ordinary cosmetics to a hydrophobic treatment.
The powder to be treated is not particularly limited as long as it is an extender pigment or a color pigment used in ordinary cosmetics, for example, silicic acid, silicic anhydride, magnesium silicate, talc, sericite, mica, kaolin, Bengala, clay, bentonite, titanium coated mica, bismuth oxychloride, zirconium oxide, magnesium oxide, titanium oxide, zinc oxide, aluminum oxide, calcium sulfate, barium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, iron oxide, ultramarine, oxidation Inorganic powders such as chromium, chromium hydroxide, calamine and carbon black, and composites thereof; polyamide, polyester, polypropylene, polystyrene, polyurethane, vinyl resin, urea resin, phenol resin, fluorine resin, silicon resin, acrylic resin, melamine Resin, Epoxy Organic powders such as resins, polycarbonate resins, divinylbenzene / styrene copolymers, silk powder, cellulose, long-chain alkyl phosphate metal salts, N-mono long-chain alkyl acyl basic amino acids, and complexes thereof; A composite powder of inorganic powder and organic powder can be used.
粉体を疎水化処理するには、公知の疎水化処理剤及び公知の疎水化処理方法を用いれば良く、例えば、フッ素化合物、シリコーン系化合物、金属石鹸、油剤等の表面処理剤を用い、乾式処理、湿式処理等を行うことができる。表面処理剤の具体例としては、パーフルオロアルキルリン酸エステル、パーフルオロアルキルアルコキシシラン等のフッ素系化合物；メチルハイドロジェンポリシロキサン、環状シリコーン、片末端又は両末端トリアルコキシ基変性オルガノポリシロキサン等のシリコーン系化合物；ステアリン酸アルミニウム、ステアリン酸亜鉛等の金属石鹸；ラウロイルリジン等のアミノ酸系化合物などが挙げられる。中でも、フッ素化合物処理が好ましく、パーフルオロアルキルリン酸エステル、パーフルオロアルキルアルコキシシラン等のフッ素系化合物処理がより好ましい。 In order to hydrophobize the powder, a known hydrophobizing agent and a known hydrophobizing method may be used. For example, a surface treatment agent such as a fluorine compound, a silicone compound, a metal soap, or an oil agent may be used. Processing, wet processing, and the like can be performed. Specific examples of the surface treatment agent include fluorine compounds such as perfluoroalkyl phosphate esters and perfluoroalkylalkoxysilanes; methylhydrogenpolysiloxanes, cyclic silicones, one- or both-end trialkoxy group-modified organopolysiloxanes, etc. Examples include silicone compounds; metal soaps such as aluminum stearate and zinc stearate; amino acid compounds such as lauroyllysine. Among these, fluorine compound treatment is preferable, and fluorine compound treatment such as perfluoroalkyl phosphate ester and perfluoroalkylalkoxysilane is more preferable.
疎水化処理量は粉体によって異なるが、処理される粉体の質量に対して、分散性に優れる点から、０．０５質量％以上が好ましく、０．１質量％以上がより好ましい。そして、分散性に優れる点から、５０質量％以下が好ましく、２０質量％以下がより好ましい。また、疎水化処理量は、粉体質量に対して、０．０５〜５０質量％であるのが好ましく、０．１〜２０質量％処理されるのがより好ましい。 The amount of hydrophobic treatment varies depending on the powder, but is preferably 0.05% by mass or more and more preferably 0.1% by mass or more from the viewpoint of excellent dispersibility with respect to the mass of the powder to be treated. And from the point which is excellent in a dispersibility, 50 mass% or less is preferable and 20 mass% or less is more preferable. Moreover, it is preferable that it is 0.05-50 mass% with respect to powder mass, and it is more preferable that the hydrophobic treatment amount is 0.1-20 mass%.
成分（Ｃ）は、カバー力に優れ、仕上がりの点から、平均粒子径が０．１〜２０μｍ、更に、０．１〜１０μｍであるのが好ましい。
なお、本発明において、成分（Ｃ）の粒子径は、電子顕微鏡観察、レーザー回折／散乱法による粒度分布測定機によって、測定される。具体的には、レーザー回折／散乱法の場合、エタノールを分散媒として、レーザー回折散乱式粒度分布測定器（例えば、堀場製作所製、ＬＡ−９２０）で測定する。
Component (C) is excellent in covering power and preferably has an average particle size of 0.1 to 20 μm, more preferably 0.1 to 10 μm, from the viewpoint of finishing.
In the present invention, the particle diameter of the component (C) is measured with an electron microscope observation and a particle size distribution measuring device by a laser diffraction / scattering method. Specifically, in the case of the laser diffraction / scattering method, measurement is performed with a laser diffraction / scattering particle size distribution analyzer (for example, LA-920, manufactured by Horiba, Ltd.) using ethanol as a dispersion medium.
成分（Ｃ）は、１種又は２種以上を用いることができ、カバー力に優れ、仕上がりの点の点から、含有量は、全組成中に１質量％以上が好ましく、より好ましくは５質量％以上、さらに好ましくは１０質量％以上である。そして、カバー力に優れ、仕上がりの点の点から、４０質量％以下が好ましく、より好ましくは３５質量％以下であり、さらに好ましくは３０質量％以下である。また、成分（Ｃ）は、全組成中に１〜４０質量％含有されるのが好ましく、より好ましくは５〜３５質量％であり、さらに好ましくは１０〜３０質量％含有される。 Component (C) can be used singly or in combination of two or more, and is excellent in covering power. From the viewpoint of finishing, the content is preferably 1% by mass or more, more preferably 5% by mass in the total composition. % Or more, more preferably 10% by mass or more. And it is excellent in covering power, and 40 mass% or less is preferable from the point of a finish, More preferably, it is 35 mass% or less, More preferably, it is 30 mass% or less. Moreover, it is preferable that a component (C) is contained 1-40 mass% in the whole composition, More preferably, it is 5-35 mass%, More preferably, it contains 10-30 mass%.
本発明において、成分（Ａ）及び成分（Ｃ）の質量割合（Ａ）／（Ｃ）は、疎水化処理粉体の分散性が良好で、筋むらを抑制し、均一に塗布することができ、カバー力に優れる点から、０．００３以上が好ましく、より好ましくは０．００５以上であり、更に好ましくは０．０１以上である。そして、粉体の分散性が良好で、筋むらができず、均一に塗布することができ、カバー力に優れる点から、３０以下が好ましく、より好ましくは５以下であり、更に好ましくは０．１以下である。また、成分（Ａ）及び成分（Ｃ）の質量割合は、（Ａ）／（Ｃ）＝０．００３〜３０が好ましく、より好ましくは０．００５〜５、さらに好ましくは０．０１〜０．１である。 In the present invention, the mass ratio (A) / (C) of the component (A) and the component (C) has good dispersibility of the hydrophobized powder, can suppress unevenness of the stripes, and can be applied uniformly. From the viewpoint of excellent covering power, 0.003 or more is preferable, more preferably 0.005 or more, and still more preferably 0.01 or more. And from the point which the dispersibility of powder is favorable, a stripe unevenness | corrugation cannot be applied uniformly, and it is excellent in covering power, 30 or less is preferable, More preferably, it is 5 or less, More preferably, it is 0.00. 1 or less. Moreover, (A) / (C) = 0.003-30 is preferable, as for the mass ratio of a component (A) and a component (C), More preferably, it is 0.005-5, More preferably, it is 0.01-0. 1.
更に、本発明において、パラメトキシケイ皮酸オクチルを成分（Ａ）と組み合わせて用いることにより、粉体の分散性に、より優れた効果を得ることができる。パラメトキシケイ皮酸オクチルの含有量は、化粧料全体に対し、０．１質量％以上が好ましく、１質量％以上がより好ましく、１５質量％以下が好ましく、６質量％以下がより好ましい。また、化粧料全体に対して、０．１〜１５質量％含有されるのが好ましく、１〜６質量％含有されるのがより好ましい。 Furthermore, in the present invention, by using octyl paramethoxycinnamate in combination with the component (A), a more excellent effect can be obtained on the dispersibility of the powder. The content of octyl paramethoxycinnamate is preferably 0.1% by mass or more, more preferably 1% by mass or more, preferably 15% by mass or less, and more preferably 6% by mass or less with respect to the entire cosmetic. Moreover, it is preferable to contain 0.1-15 mass% with respect to the whole cosmetics, and it is more preferable to contain 1-6 mass%.
本発明の化粧料は、前記成分のほか、通常の化粧料に用いられる成分、例えば、前記以外の油性成分、前記以外の粉体、水溶性及び油溶性ポリマー、界面活性剤、水、エタノール、多価アルコール、防腐剤、酸化防止剤、色素、増粘剤、pH調整剤、香料、保湿剤、血行促進剤、冷感剤、制汗剤、殺菌剤、皮膚賦活剤、保湿剤などを含有することができる。 In addition to the above components, the cosmetics of the present invention are components used in normal cosmetics, for example, oily components other than those described above, powders other than those described above, water-soluble and oil-soluble polymers, surfactants, water, ethanol, Contains polyhydric alcohols, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, moisturizers, blood circulation promoters, cooling agents, antiperspirants, bactericides, skin activators, moisturizers, etc. can do.
本発明の化粧料は、通常の方法に従って製造することができる。油溶解型化粧料、水相油相の二層分離型化粧料、油中水型乳化化粧料等とすることができ、油中水型乳化化粧料が好ましい。
また、化粧水、乳液、クリーム、美容液、洗浄剤等のスキンケア化粧料；ファンデーション、化粧下地、ほお紅、アイシャドウ、マスカラ、アイライナー、アイブロウ、オーバーコート剤、口紅等のメイクアップ化粧料などとして適用することができる。中でも、ファンデーション、化粧下地が好ましい。
上述した実施形態に関し、本発明は、更に以下の組成物を開示する。
The cosmetic of the present invention can be produced according to a usual method. Oil-soluble cosmetics, water-phase oil-phase two-layer separated cosmetics, water-in-oil emulsified cosmetics, and the like, and water-in-oil emulsified cosmetics are preferred.
Also, skin care cosmetics such as lotion, milky lotion, cream, beauty essence, detergent, etc .; makeup cosmetics such as foundation, makeup base, blusher, eye shadow, mascara, eyeliner, eyebrow, overcoat agent, lipstick, etc. Can be applied. Among these, a foundation and a makeup base are preferable.
This invention discloses the following compositions further regarding embodiment mentioned above.
＜１＞次の成分（Ａ）、（Ｂ）及び（Ｃ）：
（Ａ）全モノマー中、(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマー ２０〜５０質量％、(a2)分子中に水酸基を有するビニル系モノマー １５〜４０質量％を含むモノマーを重合させて得られるビニル系重合体、
（Ｂ）２５℃で液状のシリコーン油、
（Ｃ）疎水化処理粉体
を含有する化粧料。
<1> The following components (A), (B) and (C):
(A) In all monomers, (a1) 20 to 50% by mass of a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization and (a2) a monomer containing 15 to 40% by mass of a vinyl-based monomer having a hydroxyl group in the molecule Vinyl polymer obtained by
(B) Silicone oil that is liquid at 25 ° C.
(C) Cosmetics containing hydrophobized powder.
＜２＞成分（Ａ）において、(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマーが、次式（１） <2> In component (A), (a1) a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization is represented by the following formula (1):
｛式中、Ｙはラジカル重合可能な有機基であり、Ｒ1は炭素原子数１〜１０のアルキル基又はアリール基である。Ｘ1はｉ＝１とした場合の次式で示されるシリルアルキル基である。 {In the formula, Y is an organic group capable of radical polymerization, and R 1 is an alkyl or aryl group having 1 to 10 carbon atoms. X 1 is a silylalkyl group represented by the following formula when i = 1.
（式中、Ｒ1は前記と同じであり、Ｒ2は炭素原子数２〜１０のアルキレン基であり、Ｒ3は炭素原子数１〜１０のアルキル基であり、Ｘi+1は水素原子、炭素原子数１〜１０のアルキル基、アリール基及び上記シリルアルキル基からなる群から選択される基である。ｉは該シリルアルキル基の階層を示している１〜１０の整数であり、ａiは０〜３の整数である。）｝
で表されるものである前記＜１＞記載の化粧料。
(In the formula, R 1 is the same as above, R 2 is an alkylene group having 2 to 10 carbon atoms, R 3 is an alkyl group having 1 to 10 carbon atoms, and X i + 1 is a hydrogen atom. , A group selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, an aryl group, and the above silylalkyl group, i is an integer of 1 to 10 indicating the hierarchy of the silylalkyl group, a i is an integer from 0 to 3.)}
The cosmetic according to <1>, which is represented by the formula:
＜３＞成分（Ａ）の含有量が、０．１〜３０質量％であって、全組成中、０．１５質量％以上が好ましく、０．３質量％以上がより好ましく、７質量％以下が好ましく、３質量％以下がより好ましい前記＜１＞又は＜２＞記載の化粧料。
＜４＞成分（Ａ）及び成分（Ｃ）の質量割合が、（Ａ）／（Ｃ）＝０．００３〜３０であって、０．００５以上が好ましく、０．０１以上がより好ましく、５以下が好ましく、０．１以下がより好ましい前記＜１＞〜＜３＞のいずれか１記載の化粧料。
＜５＞成分（Ａ）が、更に(a3)分子中にフッ素化有機基を有するビニル系モノマー １〜４５質量％を含むモノマーを重合させて得られるビニル系重合体である前記＜１＞〜＜４＞のいずれか１記載の化粧料。
<3> The content of the component (A) is 0.1 to 30% by mass, preferably 0.15% by mass or more, more preferably 0.3% by mass or more, and 7% by mass or less in the total composition. The cosmetic according to <1> or <2>, wherein 3% by mass or less is more preferable.
<4> The mass ratio of the component (A) and the component (C) is (A) / (C) = 0.003-30, preferably 0.005 or more, more preferably 0.01 or more, and 5 The cosmetics according to any one of <1> to <3>, wherein the following is preferable, and 0.1 or less is more preferable.
<5> The above-mentioned <1>, wherein the component (A) is a vinyl polymer obtained by further polymerizing (a3) a monomer containing 1 to 45% by mass of a vinyl monomer having a fluorinated organic group in the molecule. Cosmetics any one of <4>.
＜６＞成分（Ｂ）の含有量が０．１〜３０質量％であって、全組成中、５質量％以上が好ましく、１０質量％以上がより好ましく、４５質量％以下が好ましく、４０質量％以下がより好ましい前記＜１＞〜＜５＞のいずれか１記載の化粧料。
＜７＞成分（Ｃ）の含有量が１〜４０質量％であって、全組成中、５質量％以上が好ましく、１０質量％以上がより好ましく、３５質量％以下が好ましく、３０質量％以下がより好ましいある前記＜１＞〜＜６＞のいずれか１記載の化粧料。
＜８＞パラメトキシケイ皮酸オクチルの含有量が０．１〜１５質量％であって、全組成中、１質量％以上が好ましく、６質量％以下が好ましい。前記＜１＞〜＜７＞のいずれか１記載の化粧料。
<6> The content of the component (B) is 0.1 to 30% by mass, preferably 5% by mass or more, more preferably 10% by mass or more, preferably 45% by mass or less, and 40% by mass in the total composition. % Or less of the cosmetics according to any one of the above items <1> to <5>.
<7> The content of the component (C) is 1 to 40% by mass. In the total composition, 5% by mass or more is preferable, 10% by mass or more is more preferable, 35% by mass or less is preferable, and 30% by mass or less. The cosmetic according to any one of <1> to <6>, wherein is more preferable.
<8> The content of octyl paramethoxycinnamate is 0.1 to 15% by mass, preferably 1% by mass or more, and preferably 6% by mass or less in the total composition. Cosmetics any one of said <1>-<7>.
以下、実施例および比較例を示し、本発明を具体的に説明するが、本発明は下記の実施例に限定されるものではない。粘度（動粘度）は２５℃における測定値である。また、各分子量は、ＧＰＣによるポリスチレン換算の重量平均分子量、または重量平均分子量と数平均分子量の比(Mw/Mn)である。
製造例で得られた重合体のモノマー組成、分子量、ガラス転移点を表１に示す。
EXAMPLES Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated concretely, this invention is not limited to the following Example. The viscosity (kinematic viscosity) is a measured value at 25 ° C. Each molecular weight is a polystyrene-reduced weight average molecular weight by GPC, or a ratio of weight average molecular weight to number average molecular weight (Mw / Mn).
Table 1 shows the monomer composition, molecular weight, and glass transition point of the polymers obtained in the production examples.
製造例１
攪拌装置，温度計，還流管を取り付けた５００ミリリットル４つ口フラスコに、イソプロピルアルコール（ＩＰＡ）を１００ｇ仕込み、窒素ガスでバブリングを行い十分に脱気し、８０℃に加熱した。滴下ロートにメチルメタクリレート２５ｇ、２−エチルヘキシルアクリレート １０ｇ、ヒドロキシエチルメタクリレート２０ｇ、下記式（Ａ）
Production Example 1
A 500 ml four-necked flask equipped with a stirrer, a thermometer, and a reflux tube was charged with 100 g of isopropyl alcohol (IPA), sufficiently deaerated by bubbling with nitrogen gas, and heated to 80 ° C. In a dropping funnel, 25 g of methyl methacrylate, 10 g of 2-ethylhexyl acrylate, 20 g of hydroxyethyl methacrylate, the following formula (A)
で示されるカルボシロキサンデンドリマーモノマー４５ｇ、イソプロピルアルコール ３０ｇ、２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込み、溶解させた。窒素雰囲気下、滴下ロートよりモノマー混合物を８０℃に保ったまま、２時間かけて滴下した。滴下終了後、窒素雰囲気下６時間加熱攪拌した。攪拌後の反応生成物をガスクロマトグラフィーにより重合添加率を分析したところ、重合の添加率は９７％であり、ビニル系重合体が得られたことが判明した。このビニル系重合体のイソプロピルアルコール溶液にデカメチルペンタシクロシロキサン２５０ｇ加えた後、１２０℃でＩＰＡを留出させた。減圧下、余剰のデカメチルペンタシクロシロキサン及び未反応単量体を留出させ、固形分濃度を３０質量％に調整した。
得られた重合体の重量平均分子量は、２１７００であり、Ｍｗ／Ｍｎは１．６６であった。
The carbosiloxane dendrimer monomer 45g shown below, 30 g of isopropyl alcohol, and 1.0 g of 2,2'-azobis-2-methylbutyronitrile (made by Otsuka Chemical) were prepared and dissolved. Under a nitrogen atmosphere, the monomer mixture was dropped from the dropping funnel over 2 hours while maintaining the temperature at 80 ° C. After completion of the dropping, the mixture was heated and stirred for 6 hours in a nitrogen atmosphere. When the polymerization addition rate of the reaction product after stirring was analyzed by gas chromatography, the polymerization addition rate was 97%, and it was found that a vinyl polymer was obtained. After adding 250 g of decamethylpentacyclosiloxane to the isopropyl alcohol solution of this vinyl polymer, IPA was distilled at 120 ° C. Under reduced pressure, excess decamethylpentacyclosiloxane and unreacted monomer were distilled off, and the solid content concentration was adjusted to 30% by mass.
The weight average molecular weight of the obtained polymer was 21700, and Mw / Mn was 1.66.
製造例２
滴下ロートにメチルメタクリレート１８ｇ、２−エチルヘキシルアクリレート ７ｇ、ヒドロキシエチルメタクリレート３０ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、１２８００であり、Ｍｗ／Ｍｎは２．２４であった。
Production Example 2
In a dropping funnel, 18 g of methyl methacrylate, 7 g of 2-ethylhexyl acrylate, 30 g of hydroxyethyl methacrylate, 45 g of carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) 1 Except that the composition was charged to 0.0 g, the same operation as in Example 1 was performed to obtain a decamethylpentasiloxane solution having a vinyl polymer solid concentration of 30% by mass.
The weight average molecular weight of the obtained polymer was 12800, and Mw / Mn was 2.24.
製造例３
滴下ロートにメタクリル酸２−エチルヘキシル３２ｇ、２−エチルヘキシルアクリレート ５ｇ、メタクリル酸グリセリル １８ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
Production Example 3
To a dropping funnel, 32 g of 2-ethylhexyl methacrylate, 5 g of 2-ethylhexyl acrylate, 18 g of glyceryl methacrylate, 45 g of a carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (Otsuka Chemical) (Product made) Except having changed into the composition charged 1.0g, operation similar to Example 1 was performed and the decamethylpentasiloxane solution with a solid content concentration of 30 mass% of a vinyl polymer was obtained.
製造例４
滴下ロートにメタクリル酸トリフルオロエチル ２０ｇ、２−エチルヘキシルアクリレート ５ｇ、メタクリル酸ヒドロキシエチル ３０ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、９３００であり、Ｍｗ／Ｍｎは４．６５であった。
Production Example 4
In a dropping funnel, 20 g of trifluoroethyl methacrylate, 5 g of 2-ethylhexyl acrylate, 30 g of hydroxyethyl methacrylate, 45 g of a carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (Otsuka) The same operation as in Example 1 was performed except that the composition was changed to 1.0 g, and a decamethylpentasiloxane solution having a vinyl polymer solid concentration of 30% by mass was obtained.
The weight average molecular weight of the obtained polymer was 9300, and Mw / Mn was 4.65.
製造例５
滴下ロートにメタクリル酸トリフルオロエチル １６ｇ、２−エチルヘキシルアクリレート ４ｇ、メタクリル酸ヒドロキシエチル ３５ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
Production Example 5
In a dropping funnel, 16 g of trifluoroethyl methacrylate, 4 g of 2-ethylhexyl acrylate, 35 g of hydroxyethyl methacrylate, 45 g of a carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (Otsuka) The same operation as in Example 1 was performed except that the composition was changed to 1.0 g, and a decamethylpentasiloxane solution having a vinyl polymer solid concentration of 30% by mass was obtained.
製造例６
滴下ロートにトリフルオロエチルメタクリレート３２ｇ、２−エチルヘキシルアクリレート ５ｇ、メタクリル酸グリセリル１８ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、６０８０であり、Ｍｗ／Ｍｎは３．３８であった。
Production Example 6
In a dropping funnel, 32 g of trifluoroethyl methacrylate, 5 g of 2-ethylhexyl acrylate, 18 g of glyceryl methacrylate, 45 g of a carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) ) A decamethylpentasiloxane solution having a vinyl polymer solid content concentration of 30% by mass was obtained in the same manner as in Example 1 except that the composition was changed to 1.0 g.
The weight average molecular weight of the obtained polymer was 6080, and Mw / Mn was 3.38.
製造例７
滴下ロートにメタクリル酸メチル ４２ｇ、２−エチルヘキシルアクリレート １０ｇ、メタクリル酸ヒドロキシエチル ３ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、７３３００であり、Ｍｗ／Ｍｎは３．３５であった。
Production Example 7
In a dropping funnel, 42 g of methyl methacrylate, 10 g of 2-ethylhexyl acrylate, 3 g of hydroxyethyl methacrylate, 45 g of carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) ) A decamethylpentasiloxane solution having a vinyl polymer solid content concentration of 30% by mass was obtained in the same manner as in Example 1 except that the composition was changed to 1.0 g.
The weight average molecular weight of the obtained polymer was 73300, and Mw / Mn was 3.35.
製造例８
滴下ロートにメタクリル酸メチル ３５ｇ、２−エチルヘキシルアクリレート １０ｇ、メタクリル酸ヒドロキシエチル １０ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、７１４００であり、Ｍｗ／Ｍｎは３．１３であった。
Production Example 8
In a dropping funnel, 35 g of methyl methacrylate, 10 g of 2-ethylhexyl acrylate, 10 g of hydroxyethyl methacrylate, 45 g of carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) ) A decamethylpentasiloxane solution having a vinyl polymer solid content concentration of 30% by mass was obtained in the same manner as in Example 1 except that the composition was changed to 1.0 g.
The weight average molecular weight of the obtained polymer was 71400, and Mw / Mn was 3.13.
製造例９
滴下ロートにメタクリル酸メチル ３６ｇ、２−エチルヘキシルアクリレート １４ｇ、ビニルアセトアミド ５ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、７９０００であり、Ｍｗ／Ｍｎは３．３５であった。
Production Example 9
In a dropping funnel, 36 g of methyl methacrylate, 14 g of 2-ethylhexyl acrylate, 5 g of vinylacetamide, 45 g of carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) 1 Except that the composition was charged to 0.0 g, the same operation as in Example 1 was performed to obtain a decamethylpentasiloxane solution having a vinyl polymer solid concentration of 30% by mass.
The weight average molecular weight of the obtained polymer was 79000, and Mw / Mn was 3.35.
製造例１０
滴下ロートにメタクリル酸メチル ２５ｇ、２−エチルヘキシルアクリレート ２５ｇ、ビニルアセトアミド ５ｇ、式（Ａ）で示されるカルボシロキサンデンドリマーモノマー４５ｇ及び２,２’−アゾビス−２−メチルブチロニトリル（大塚化学製）１．０ｇを仕込む組成に変更した以外は、実施例１と同様な操作を行い、ビニル重合体の固形分濃度３０質量％のデカメチルペンタシロキサン溶液を得た。
得られた重合体の重量平均分子量は、９１１００であり、Ｍｗ／Ｍｎは４．０７であった。
Production Example 10
In a dropping funnel, 25 g of methyl methacrylate, 25 g of 2-ethylhexyl acrylate, 5 g of vinylacetamide, 45 g of a carbosiloxane dendrimer monomer represented by the formula (A) and 2,2′-azobis-2-methylbutyronitrile (manufactured by Otsuka Chemical) 1 Except that the composition was charged to 0.0 g, the same operation as in Example 1 was performed to obtain a decamethylpentasiloxane solution having a vinyl polymer solid concentration of 30% by mass.
The weight average molecular weight of the obtained polymer was 91100, and Mw / Mn was 4.07.
実施例１〜８及び比較例１〜６
表２に示す組成のＷ／Ｏ乳化ファンデーションを製造し、粉体の分散性、化粧料塗布直後のカバー力、化粧料塗布直後の筋むらのできにくさ及び塗り始めののびを評価した。結果を表２に併せて示す。
Examples 1-8 and Comparative Examples 1-6
A W / O emulsified foundation having the composition shown in Table 2 was produced, and the dispersibility of the powder, the covering power immediately after application of the cosmetic, the difficulty of unevenness immediately after application of the cosmetic, and the spread at the start of application were evaluated. The results are also shown in Table 2.
（製法）
粉体成分を粗混合した後、アドマイザー粉砕機（不二パウダル社製）を用いて混合粉砕した。油相成分を混合し、粉砕した粉体成分を添加して、ディスパーで分散した。さらに水相成分を混合し、油相と紛体の混合物に添加して乳化した。その後、ホモミキサーで粘度調整して、Ｗ／Ｏ乳化ファンデーションを得た。
(Manufacturing method)
After roughly mixing the powder components, the powder components were mixed and pulverized using an Admizer pulverizer (Fuji Paudal). The oil phase component was mixed, and the pulverized powder component was added and dispersed with a disper. Furthermore, the water phase component was mixed and added to the oil phase and powder mixture to emulsify. Thereafter, the viscosity was adjusted with a homomixer to obtain a W / O emulsified foundation.
（評価方法）
専門評価者５名により、表２の各Ｗ／Ｏ乳化ファンデーションを使用した。化粧料塗布直後の肌上での「粉体の分散性」、「化粧料塗布直後のカバー力」、「化粧料塗布直後の筋むらのできにくさ」、また、化粧料塗布時の「塗り始めののび」を官能評価し、以下の基準で判定した。５名の評価結果の積算値を表２に示す。
(Evaluation method)
Each W / O emulsified foundation in Table 2 was used by 5 expert evaluators. "Powder dispersibility" on the skin immediately after applying cosmetics, "covering power immediately after applying cosmetics", "difficulty of streaking after applying cosmetics", and "coating" when applying cosmetics Sensory evaluation was performed on “First Nobi” and judged according to the following criteria. Table 2 shows the integrated values of the evaluation results of five people.
（１）粉体の分散性：
４；粉体の凝集が見られない。
３；粉体の凝集があまり見られない。
２；粉体の凝集がやや見られる。
１；粉体の凝集が見られる。
(1) Dispersibility of powder:
4; Aggregation of powder is not observed.
3; Aggregation of powder is not so much seen.
2; Some aggregation of powder is observed.
1: Aggregation of powder is observed.
（２）化粧料塗布直後のカバー力：
４；カバー力が非常に高い。
３；カバー力が高い。
２；カバー力があまり高くない。
１；カバー力が高くない。
(2) Covering power immediately after applying cosmetics:
4; Covering power is very high.
3; Covering power is high.
2; Covering power is not so high.
1: Covering power is not high.
（３）化粧料塗布直後の筋むらのできにくさ：
４；筋むらができない。
３；筋むらがあまりできない。
２；筋むらがややできる。
１；筋むらができる。
(3) Difficulty of streaking immediately after applying cosmetics:
4; Unevenness is not possible.
3; There is not so much unevenness.
2; Some unevenness in the muscles.
1; Streaks are generated.
（４）塗り始めののび：
４；塗り始めののびが非常に良い。
３；塗り始めののびが良い。
２；塗り始めののびがあまり良くない。
１；塗り始めののびが良くない。
(4) Nobori beginning:
4; The spread at the beginning of painting is very good.
3; Good spread at the beginning of painting.
2: The spread at the beginning of painting is not so good.
1: The spread at the beginning of painting is not good.
試験例１(粉体分散状態)
実施例２、４及び比較例２のＷ／Ｏ乳化ファンデーションを、それぞれ２５μｍのコーターで人工皮革に塗布し、ホットプレートを用いて３７℃で３時間乾燥した。乾燥後の粉体の分散状態をデジタルカメラにて撮影した。得られた画像を図１に示す。人工皮革は、オカモト新和社製の黒色のものを用いた。
Test example 1 (powder dispersion state)
The W / O emulsified foundations of Examples 2 and 4 and Comparative Example 2 were each applied to artificial leather with a coater of 25 μm and dried at 37 ° C. for 3 hours using a hot plate. The dispersion state of the powder after drying was photographed with a digital camera. The obtained image is shown in FIG. The artificial leather used was a black one manufactured by Okamoto Shinwa Co., Ltd.
Claims (4)
（Ａ）全モノマー中、(a1)ラジカル重合可能な有機基を有するカルボシロキサンデンドリマーモノマー ２０〜５０質量％、(a2)分子中に水酸基を有するビニル系モノマー １５〜４０質量％を含むモノマーを重合させて得られるビニル系重合体 全組成中に０．１〜３０質量％、
（Ｂ）２５℃で液状のシリコーン油、
（Ｃ）疎水化処理粉体
を含有し、成分（Ａ）及び成分（Ｃ）の質量割合が、（Ａ）／（Ｃ）＝０．００３〜０．１である化粧料。 The following components (A), (B) and (C):
(A) In all monomers, (a1) 20 to 50% by mass of a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization and (a2) a monomer containing 15 to 40% by mass of a vinyl-based monomer having a hydroxyl group in the molecule 0.1 to 30% by mass in the total composition of the vinyl polymer obtained by
(B) Silicone oil that is liquid at 25 ° C.
(C) Cosmetics containing hydrophobized powder and having a mass ratio of component (A) and component (C) of (A) / (C) = 0.003 to 0.1 .
で表されるものである請求項１記載の化粧料。 In component (A), (a1) a carbosiloxane dendrimer monomer having an organic group capable of radical polymerization is represented by the following formula (1):
The cosmetic according to claim 1, which is represented by:
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| JP2022516126A (en) | 2018-12-31 | 2022-02-24 | ダウ シリコーンズ コーポレーション | Branched organosilicon compounds, their preparation methods, and copolymers formed using them. |
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| EP3906281A1 (en) | 2018-12-31 | 2021-11-10 | Dow Silicones Corporation | Composition, method of preparing copolymer, and methods and end uses thereof |
| KR20210110673A (en) | 2018-12-31 | 2021-09-08 | 다우 실리콘즈 코포레이션 | Acrylate-functional branched organosilicon compounds, methods for their preparation, and copolymers formed therewith |
| WO2020142442A1 (en) | 2018-12-31 | 2020-07-09 | Dow Silicones Corporation | Branched organosilicon compound, method of preparing same, and compositions comprising same |
| WO2024113195A1 (en) | 2022-11-30 | 2024-06-06 | Dow Toray Co., Ltd. | A solid particle of organosilicon-functional co-polymer, manufacturing processthereof, and cosmetics comprising said solid particle |
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