JP4763170B2 - Surface coating powder and cosmetics containing the same - Google Patents
Surface coating powder and cosmetics containing the same Download PDFInfo
- Publication number
- JP4763170B2 JP4763170B2 JP2001239502A JP2001239502A JP4763170B2 JP 4763170 B2 JP4763170 B2 JP 4763170B2 JP 2001239502 A JP2001239502 A JP 2001239502A JP 2001239502 A JP2001239502 A JP 2001239502A JP 4763170 B2 JP4763170 B2 JP 4763170B2
- Authority
- JP
- Japan
- Prior art keywords
- powder
- acrylic
- oil
- graft copolymer
- coated
- 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 - Lifetime
Links
- 239000000843 powder Substances 0.000 title claims description 70
- 239000002537 cosmetic Substances 0.000 title claims description 40
- 239000011248 coating agent Substances 0.000 title description 6
- 238000000576 coating method Methods 0.000 title description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 67
- -1 fluoroalkyl acrylate Chemical compound 0.000 claims description 66
- 229920000578 graft copolymer Polymers 0.000 claims description 43
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 25
- 239000007787 solid Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 239000000178 monomer Substances 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims 1
- 239000003921 oil Substances 0.000 description 35
- 235000019198 oils Nutrition 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 235000014113 dietary fatty acids Nutrition 0.000 description 17
- 239000000194 fatty acid Substances 0.000 description 17
- 229930195729 fatty acid Natural products 0.000 description 17
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 9
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 9
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 8
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 8
- 239000004205 dimethyl polysiloxane Substances 0.000 description 8
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
- 239000004166 Lanolin Substances 0.000 description 7
- 235000019388 lanolin Nutrition 0.000 description 7
- 229940039717 lanolin Drugs 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000010445 mica Substances 0.000 description 7
- 229910052618 mica group Inorganic materials 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000010696 ester oil Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 229910052710 silicon Inorganic materials 0.000 description 6
- 239000010703 silicon Substances 0.000 description 6
- 239000010936 titanium Substances 0.000 description 6
- 229910052719 titanium Inorganic materials 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 229920002125 Sokalan® Polymers 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 229960003237 betaine Drugs 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000377 silicon dioxide Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 239000000454 talc Substances 0.000 description 5
- 229910052623 talc Inorganic materials 0.000 description 5
- 239000011787 zinc oxide Substances 0.000 description 5
- 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 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 3
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000010702 perfluoropolyether Substances 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 230000000475 sunscreen effect Effects 0.000 description 3
- 239000000516 sunscreening agent Substances 0.000 description 3
- 239000012756 surface treatment agent Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- BJDAUCLANVMIOB-UHFFFAOYSA-N (3-decanoyloxy-2,2-dimethylpropyl) decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCC BJDAUCLANVMIOB-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 229910052582 BN Inorganic materials 0.000 description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-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
- 102000008186 Collagen Human genes 0.000 description 2
- 108010035532 Collagen Proteins 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- RJDOZRNNYVAULJ-UHFFFAOYSA-L [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[F-].[F-].[Mg++].[Mg++].[Mg++].[Al+3].[Si+4].[Si+4].[Si+4].[K+] Chemical compound [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[F-].[F-].[Mg++].[Mg++].[Mg++].[Al+3].[Si+4].[Si+4].[Si+4].[K+] RJDOZRNNYVAULJ-UHFFFAOYSA-L 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 229920001436 collagen Polymers 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 210000004209 hair Anatomy 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000000391 magnesium silicate Substances 0.000 description 2
- 229910052919 magnesium silicate Inorganic materials 0.000 description 2
- 235000019792 magnesium silicate Nutrition 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 2
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- 229940104261 taurate Drugs 0.000 description 2
- VQESUJUJGIKMIC-UHFFFAOYSA-N tert-butylperoxy(trihydroxy)silane Chemical compound CC(C)(C)OO[Si](O)(O)O VQESUJUJGIKMIC-UHFFFAOYSA-N 0.000 description 2
- DUXYWXYOBMKGIN-UHFFFAOYSA-N trimyristin Chemical compound CCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC DUXYWXYOBMKGIN-UHFFFAOYSA-N 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N (R)-alpha-Tocopherol Natural products OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- WAYINTBTZWQNSN-UHFFFAOYSA-N 11-methyldodecyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCCCCCCOC(=O)CC(C)CC(C)(C)C WAYINTBTZWQNSN-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- DHGBAFGZLVRESL-UHFFFAOYSA-N 14-methylpentadecyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C DHGBAFGZLVRESL-UHFFFAOYSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
- RKJGFHYCZPZJPE-UHFFFAOYSA-N 2,2-bis(16-methylheptadecanoyloxymethyl)butyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCCCC(C)C RKJGFHYCZPZJPE-UHFFFAOYSA-N 0.000 description 1
- FUTGDWNFCMWSJT-UHFFFAOYSA-N 2,3-bis(14-methylpentadecanoyloxy)propyl 14-methylpentadecanoate Chemical compound CC(C)CCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCC(C)C FUTGDWNFCMWSJT-UHFFFAOYSA-N 0.000 description 1
- JNAYPSWVMNJOPQ-UHFFFAOYSA-N 2,3-bis(16-methylheptadecanoyloxy)propyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCCCC(C)C JNAYPSWVMNJOPQ-UHFFFAOYSA-N 0.000 description 1
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Description
【０００１】
【発明の属する技術分野】
本発明は、分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体で表面被覆した粉体、及び該表面被覆粉体を含有する化粧料に関し、更に詳しくは、撥水性及び油への分散性に優れた表面被覆粉体、及び肌馴染みが良好であるため肌負担感が無く、肌への付着性に優れ、滑らかな伸び広がりを有し、化粧持続性にも優れた化粧料に関するものである。
【０００２】
【従来の技術】
従来より、粉体に撥水性を付与する表面処理剤として、メチルハイドロジェンポリシロキサン等のシリコーン化合物、パーフルオロアルキルリン酸等のフッ素化合物、塩化ステアリルトリメチルアンモニウム等の界面活性剤等が用いられていた。また、ファンデーションや口紅等のメーキャップ化粧料、サンスクリーン料等の化粧料の化粧持続性を高めるために、これらの表面処理剤で処理された粉体が配合されてきた。
【０００３】
【発明が解決しようとする課題】
しかしながら、メチルハイドロジェンポリシロキサンにより処理された粉体は、経時的に未反応のＳｉ−Ｈ結合より水素が脱離し、水素ガスを発生させ、撥水性が変化する場合があった。このため、本出願人は、特開平５−３３９１２５号公報に開示したように、経時的に撥水性が変化しない処理剤として、アクリル−シリコーン系グラフト共重合体を開発した。しかし、アクリル−シリコーン系グラフト共重合体で表面処理した粉体は、経時的に撥水性が変化することが無い点で優れていたが、エステル系油剤への分散性が満足できない場合があった。また、パーフルオロアルキルリン酸により処理された粉体は、撥水性は優れるが、フッ素系油以外の一般油には分散性が悪いという欠点を有していた。更に、塩化ステアリルトリメチルアンモニウムにより処理された粉体は、水中又は油中で界面活性剤が脱離する場合があり、撥水性を維持できない場合があった。
【０００４】
また、メチルハイドロジェンポリシロキサンにより処理された粉体を配合した化粧料は、経時的に水素ガスを発生させたり、撥水性が変化する等、経時安定性に問題が生じる場合があった。また、アクリル−シリコーン系グラフト共重合体により処理された粉体を配合した化粧料は、化粧持続性において優れていたが、肌への付着性において、満足できない場合があった。更に、パーフルオロアルキルリン酸により処理された粉体を配合した化粧料は、該粉体を均一に油又は水に分散させることが難しく、肌への付着性も良好では無かった。そして、塩化ステアリルトリメチルアンモニウムにより処理された粉体を配合した化粧料は、経時的に撥水性が変化し、経時安定性上の問題を生じる場合があった。
【０００５】
【課題を解決するための手段】
かかる実情において、本発明者は、鋭意研究した結果、分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体で粉体を表面処理した結果、驚くべきことに、特開平５−３３９１２５号公報に記載されたアクリル−シリコーン系グラフト共重合体により処理された粉体よりも、撥水性及び油への分散性に優れた表面被覆粉体が得られることを見出し本発明を完成させた。また、該表面被覆粉体を含有させた化粧料が、特開平５−３３９１２５号公報に記載されたアクリル−シリコーン系グラフト共重合体により処理された粉体を含有する化粧料よりも、肌馴染みが良好であるため肌負担感が無く、肌への付着性に優れ、滑らかな伸び広がりを有し、化粧持続性にも優れることを見出し本発明を完成させた。
【０００６】
すなわち本発明は、分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体で表面被覆した粉体を提供するものである。また、該表面被覆粉体を含有する化粧料を提供するものである。
【０００７】
【発明の実施の形態】
以下、本発明を詳細に説明する。
本発明に用いられる分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体とは、特開平３−１６２４４２号公報、特開平４−３４２５１３号公報に記載されているシリコーン化合物等である。
【０００８】
本アクリル−シリコーン系グラフト共重合体に用いられる、分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物は、例えば、下記一般式（１）で表される化合物が挙げられる。
【化１】
一方、本アクリル−シリコーン系グラフト共重合体に用いられる、炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーは、ラジカル重合性不飽和結合を分子中に１個有する化合物である。ここで使用される炭素数１２〜３０のアクリレート及び／又はメタクリレートとしては、パルミチル（メタ）アクリレート、ステアリル（メタ）アクリレート、イソステアリル（メタ）アクリレート、ベヘニル（メタ）アクリレート等を例示することができる。また、本発明における炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーにおいて、前記の炭素数１２〜３０のアクリレート及び／又はメタクリレート以外にメチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート等のアルキル（メタ）アクリレート、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート等のヒドロキシアルキル（メタ）アクリレート、フルオロ炭素鎖１〜１０のパーフルオロアルキル（メタ）アクリレート、コレステリル（メタ）アクリレート、アルキルコレステリル（メタ）アクリレート、（メタ）アクリル酸アミド、スチレン、置換スチレン、酢酸ビニル、無水マレイン酸、マレイン酸エステル、フマル酸エステル、塩化ビニル、塩化ビニリデン、エチレン、プロピレン、ブタジエン、アクリロニトリル、フッ化オレフィン、Ｎ−ビニルピロリドン等を必要に応じて使用することができる。
【００１０】
上記分子鎖の片末端にラジカル重合性基を有するジメチルポリシロキサン化合物（Ａ）とアクリレート及び／又はメタクリレートを主体とするラジカル重合性モノマー（Ｂ）との共重合は、重合比率（（Ａ）／（Ｂ））：１／１９〜２／１の範囲内で、ベンゾイルパーオキサイド、ラウロイルパーオキサイド、アゾビスイソブチロニトリル等の通常のラジカル重合開始剤の存在下で行われ、溶液重合法、乳化重合法、懸濁重合法、バルク重合法の何れの方法の適用も可能である。このようなアクリル−シリコーン系グラフト共重合体は、市販品として、ＫＰ５６１、ＫＰ５６２（何れも、信越化学工業社製）等が挙げられる。
【００１１】
本発明において、上記アクリル−シリコーン系グラフト共重合体により表面処理される粉体は、球状、板状、針状等の形状、煙霧状、微粒子、顔料級等の粒子径、多孔質、無孔質等の粒子構造等により特に制限はない。具体的には、酸化チタン、酸化亜鉛等の白色顔料、微粒子酸化チタン、針状酸化チタン、紡錘状酸化チタン、微粒子酸化亜鉛、薄片状酸化亜鉛等の紫外線遮断粉体、ベンガラ、黄色酸化鉄、黒色酸化鉄、タール色素等の着色顔料、タルク、マイカ、セリサイト、合成マイカ、カオリン、シリカ、酸化アルミニウム、酸化ジルコニウム、酸化セリウム、酸化アンチモン、炭酸マグネシウム、酸化マグネシウム、炭酸カルシウム、硫酸バリウム、オキシ塩化ビスマス等の体質顔料、雲母チタン、酸化鉄被覆雲母チタン、微粒子酸化チタン被覆雲母チタン、微粒子酸化亜鉛被覆雲母チタン、タール色素被覆雲母チタン、硫酸バリウム被覆雲母チタン、ナイロン粉末、ポリスチレン粉末、ＰＭＭＡ粉末、アクリロニトリル−メタクリル酸共重合体パウダー、塩化ビニリデン−メタクリル酸共重合体パウダー、カルバミン酸エチルパウダー、ポリエチレンパウダー、窒化ホウ素、酸化クロム、水酸化クロム、カーボンブラック、炭化珪素、ケイ酸アルミニウム、メタケイ酸アルミニウムマグネシウム、ケイ酸マグネシウム、ケイ酸アルミニウムマグネシウム、ベントナイト、スメクタイト、オルガノポリシロキサンエラストマー、ポリテトラフルオロエチレンパウダー、オルガノポリシロキサンエラストマーパウダーやポリメチルシルセスキオキサンパウダーといった有機シリコーン樹脂粉末、ウールパウダー、シルクパウダー、結晶セルロース、ステアリン酸マグネシウム、ステアリン酸亜鉛、Ｎ−ラウロイルリジン、酸化チタン含有二酸化珪素、酸化亜鉛含有二酸化珪素等の複合粉体等が挙げられ、これらを一種又は二種以上を複合化したものを用いてもよい。また、これら粉体は、予め通常公知の方法、例えば、ジメチルポリシロキサン、メチルハイドロジエンポリシロキサン、トリメチルメトキシケイ酸等のシリコーン化合物による処理、パーフルオロポリエーテルリン酸やパーフルオロアルキルリン酸、フッ素変性シリコーン等の化合物による処理、ラウリン酸亜鉛等の金属石鹸処理、レシチン等の両性界面活性剤、陰イオン性界面活性剤、陽イオン性界面活性剤等の界面活性剤による処理、Ｎ−長鎖アシルアミノ酸等のアミノ酸処理、コラーゲン等の保湿剤処理、高級脂肪酸、高級アルコール、エステル、ワックス等の油処理を施して用いてもよい。
【００１２】
本発明において、上記アクリル−シリコーン系グラフト共重合体で粉体を処理する方法は、湿式法、乾式法を問わず通常公知の粉体被覆技術を用いることができる。具体的には、表面処理剤を溶解又は分散した有機溶媒中に粉体を分散させ、該有機溶媒を加熱し、減圧除去する方法、表面処理剤を溶解又は分散した有機溶媒を気相中で粉体に噴霧コーテイングする方法、高速衝撃攪拌機により乾式でメカノケミカル処理する方法等が挙げられる。これら方法の中でも、粉体への処理効率に優れるのは、湿式処理方法である。
【００１３】
本発明において、上記アクリル−シリコーン系グラフト共重合体を湿式法により粉体を処理する場合に用いられる溶媒としては、上記アクリル−シリコーン系グラフト共重合体が溶解又は分散するものであれば、何れでも良いが、製造作業環境、回収の容易さ等の観点より、メタノール、エタノール、イソプロピルアルコール、ｎ−ヘキサン、シクロヘキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、イソパラフィン等が挙げられ、これらを一種又は二種以上用いることができる。
【００１４】
本発明の表面被覆粉体における、粉体と上記アクリル−シリコーン系グラフト共重合体との比率は重量比で、粉体：上記アクリル−シリコーン系グラフト共重合体＝９９．９：０．１〜７０：３０が好ましく、９９．５：０．５〜８５：１５が特に好ましい。この範囲であれば、撥水性及び油への分散性が良好な被覆処理粉体が得られる。尚、表面処理の際に、上記アクリル−シリコーン系グラフト共重合体以外に本発明の効果を妨げない範囲で、パラメトキシケイ皮酸オクチル等の可塑剤、界面活性剤、油剤等を併用することができる。
【００１５】
次に、分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体で表面被覆した粉体を含有する化粧料について説明する。
【００１６】
本発明の表面被覆粉体を含有する化粧料は、ファンデーション、白粉、頬紅、コンシーラー、コントロール、皺隠し、肌のキメ隠し、肌の凹凸補正剤、ファンデーション下地、アイシャドウ、マスカラ、アイブロウ等のメーキャップ化粧料、日焼け止め、乳液、クリーム、美容液、パック、化粧水、洗浄料、クレンジング等の基礎化粧料、整髪料、ヘアクリーム、シャンプー、リンス等の頭髪化粧料等が挙げられる。この中でも、本発明の効果が発揮されやすい化粧料は、メーキャップ化粧料や日焼け止めである。また、これら化粧料の剤型は、粉末状、固形粉末状、油性状、油性固形状、水中油型乳化状、油中水型乳化状、水性状等が挙げられる。
【００１７】
本発明の化粧料における、該アクリル−シリコーン系グラフト共重合体で表面被覆した粉体の含有量は、粉体の含有目的、化粧料の種類、剤型等により異なるが、粉末状や固形粉末状の化粧料では概ね１〜９９％であり、油性状や油性固形状の化粧料では概ね０．１〜７０％であり、乳化状の化粧料では概ね０．１〜５０％、水性状の化粧料では概ね０．１〜５０％であることが好ましい。
【００１８】
本発明の分子鎖の片末端にラジカル重合性基を有するオルガノポリシロキサン化合物と炭素数１２〜３０のアルキル（メタ）アクリレートを主体とするラジカル重合性モノマーとを共重合して得られるアクリル−シリコーン系グラフト共重合体で表面被覆した粉体は、化粧料に通常用いられる油中で良好な分散性を示すが、特に油として、シリコーン油、エステル油、グリセライド油の場合に分散性が特に良好である。
【００１９】
本発明の化粧料には、上記成分の他、本発明の効果を損なわない範囲で、必要に応じて、油剤、界面活性剤、ベンゾフェノン系，ＰＡＢＡ系，桂皮酸系，サリチル酸系，４−ｔｅｒｔ−ブチル−４’−メトキシジベンゾイルメタン，オキシベンゾン等の紫外線吸収剤、グリセリン，タンパク質，ムコ多糖，コラーゲン，エラスチン等の保湿剤、α−トコフェロール，アスコルビン酸等の酸化防止剤、ビタミン類，消炎剤，生薬等の美容成分、パラオキシ安息香酸エステル，フェノキシエタノール等の防腐剤、トリメチルメトキシケイ酸，アクリル変性シリコーン等の被膜形成剤、メチルセルロース，ヒドロキシメチルセルロース，カルボキシビニルポリマー，アルキル変性カルボキシビニルポリマー，キサンタンガム，カラギーナン，グアーガム，寒天，ペクチン等の水溶性高分子、水、香料等を適宜配合することができる。
【００２０】
本発明の化粧料において、油剤を配合することにより、エモリエント感を付与したり、粉っぽさを低減することができる。ここで用いられる油剤としては、通常化粧料に用いられる油剤であれば特に限定されず、動物油、植物油、合成油等の起源及び、固形油、半固形油、液体油、揮発性油等の性状を問わず、炭化水素類、油脂類、ロウ類、硬化油類、エステル油類、脂肪酸類、高級アルコール類、シリコーン油類、フッ素系油類、ラノリン誘導体類等の油剤が挙げられる。具体的には、流動パラフィン、α−オレフィンオリゴマー、スクワラン、ワセリン等の炭化水素類、オリーブ油、ヒマシ油、ホホバ油、ミンク油、マカデミアンナッツ油等の油脂類、ミツロウ、カルナウバワックス、キャンデリラワックス、ゲイロウ等のロウ類、アジピン酸ジイソブチル、アジピン酸２−ヘキシルデシル、アジピン酸ジ−２−ヘプチルウンデシル、モノイソステアリン酸アルキルグリコール、イソステアリン酸イソセチル、トリイソステアリン酸トリメチロールプロパン、ジ−２−エチルヘキサン酸エチレングリコール、２−エチルヘキサン酸セチル、ジ−２−エチルヘキサン酸ネオペンチルグリコール、トリ−２−エチルヘキサン酸トリメチロールプロパン、テトラ−２−エチルヘキサン酸ペンタエリスリトール、オクタン酸セチル、オクチルドデシルガムエステル、オレイン酸オレイル、オレイン酸オクチルドデシル、オレイン酸デシル、ジカプリン酸ネオペンチルグリコール、クエン酸トリエチル、コハク酸２−エチルヘキシル、酢酸アミル、酢酸エチル、酢酸ブチル、ステアリン酸イソセチル、ステアリン酸ブチル、セバシン酸ジイソプロピル、セバシン酸ジ−２−エチルヘキシル、乳酸セチル、乳酸ミリスチル、パルミチン酸イソプロピル、パルミチン酸２−エチルヘキシル、パルミチン酸２−ヘキシルデシル、パルミチン酸２−ヘプチルウンデシル、１２−ヒドロキシステアリル酸コレステリル、ジペンタエリスリトール脂肪酸エステル、ミリスチン酸イソプロピル、ミリスチン酸２−オクチルドデシル、ミリスチン酸２−ヘキシルデシル、ミリスチン酸ミリスチル、ジメチルオクタン酸ヘキシルデシル、ラウリン酸エチル、ラウリン酸ヘキシル、Ｎ−ラウロイル−Ｌ−グルタミン酸−２−オクチルドデシルエステル、リンゴ酸ジイソステアリル、ロジン酸ペンタエリトリットエステル、アセトグリセリル、トリイソオクタン酸グリセリル、トリイソステアリン酸グリセリル、トリイソパルミチン酸グリセリル、トリ−２−エチルヘキサン酸グリセリル、モノステアリン酸グリセリル、ジ−２−ヘプチルウンデカン酸グリセリル、トリミリスチン酸グリセリル、ミリスチン酸イソステアリン酸ジグリセリル等のエステル類、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステアリル・２−オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル・ベヘニル・オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル・オクチルドデシル）等のアミノ酸系油剤、ステアリン酸、ラウリン酸、ミリスチン酸、ベヘニン酸、イソステアリン酸、オレイン酸、１２−ヒドロキシステアリン酸等の脂肪酸類、ステアリルアルコール、セチルアルコール、ベヘニルアルコール、ラウリルアルコール、オレイルアルコール、イソステアリルアルコール等の高級アルコール類、低重合度ジメチルポリシロキサン、高重合度ジメチルポリシロキサン、メチルフェニルポリシロキサン、デカメチルシクロペンタシロキサン、オクタメチルシクロテトラシロキサン、ポリエーテル変性ポリシロキサン、ポリオキシアルキレン・アルキルメチルポリシロキサン・メチルポリシロキサン共重合体、アルコキシ変性ポリシロキサン、架橋型オルガノポリシロキサン、フッ素変性シリコーン等のシリコーン類、パーフルオロポリエーテル等のフッ素系油類、ラノリン、酢酸ラノリン、ラノリン脂肪酸イソプロピル、ラノリンアルコール等のラノリン誘導体、デキストリン脂肪酸エステル、蔗糖脂肪酸エステル、デンプン脂肪酸エステル、１２−ヒドロキシステアリン酸アルミニウム、ステアリン酸カルシウム等の油性ゲル化剤類等が挙げられ、これらを一種又は二種以上用いることができる。本発明の化粧料における、これら油剤の配合量は、概ね０．１〜４０％である。
【００２１】
本発明の化粧料において、乳化剤、分散剤、湿潤剤等の目的で、界面活性剤を配合することができる。ここで用いられる界面活性剤としては、通常化粧料に用いられている界面活性剤であれば、何れでも良く、非イオン性界面活性剤、アニオン性界面活性剤、カチオン性界面活性剤、両性界面活性剤等が挙げられる。具体的には、非イオン界面活性剤としては、例えば、グリセリン脂肪酸エステル及びそのアルキレングリコール付加物、ポリグリセリン脂肪酸エステル及びそのアルキレングリコール付加物、プロピレングリコール脂肪酸エステル及びそのアルキレングリコール付加物、ソルビタン脂肪酸エステル及びそのアルキレングリコール付加物、ソルビトールの脂肪酸エステル及びそのアルキレングリコール付加物、ポリアルキレングリコール脂肪酸エステル、蔗糖脂肪酸エステル、ポリオキシアルキレンアルキルエーテル、グリセリンアルキルエーテル、ポリオキシエチレンアルキルフェニルエーテル、ポリオキシエチレン硬化ヒマシ油、ラノリンのアルキレングリコール付加物、ポリオキシアルキレンアルキル共変性シリコーン、ポリエーテル変性シリコーン等が挙げられ、これらを一種又は二種以上を用いることができる。アニオン界面活性剤としては、例えば、ステアリン酸、ラウリン酸のような脂肪酸の無機及び有機塩、アルキルベンゼン硫酸塩、アルキルスルホン酸塩、α−オレフィンスルホン酸塩、ジアルキルスルホコハク酸塩、α−スルホン化脂肪酸塩、アシルメチルタウリン塩、Ｎ−メチル−Ｎ−アルキルタウリン塩、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルキルフェニルエーテル硫酸塩、アルキル燐酸塩、ポリオキシエチレンアルキルエーテル燐酸塩、ポリオキシエチレンアルキルフェニルエーテル燐酸塩、Ｎ−アシルアミノ酸塩、Ｎ−アシル−Ｎ−アルキルアミノ酸塩、ο−アルキル置換リンゴ酸塩、アルキルスルホコハク酸塩等が挙げられ、これらを一種又は二種以上を用いることができる。カチオン界面活性剤としては、例えば、アルキルアミン塩、ポリアミン及びアルカノールアミン脂肪酸誘導体、アルキル四級アンモニウム塩、環式四級アンモニウム塩等が挙げられ、これらを一種又は二種以上を用いることができる。両性界面活性剤としては、アミノ酸タイプやベタインタイプのカルボン酸型、硫酸エステル型、スルホン酸型、リン酸エステル型のものがあり、人体に対して安全とされるものが使用できる。例えば、Ｎ−アルキル−Ｎ，Ｎ−ジメチル−Ｎ−カルボキシルメチルアンモニウムベタイン、Ｎ，Ｎ−ジアルキルアミノアルキレンカルボン酸、Ｎ，Ｎ，Ｎ−トリアルキル−Ｎ−スルフォアルキレンアンモニウムベタイン、Ｎ，Ｎ−ジアルキル−Ｎ，Ｎ−ビス（ポリオキシエチレン硫酸）アンモニウムベタイン、２−アルキル−１−ヒドロキシエチル−１−カルボキシメチルイミダゾリニウムベタイン、レシチン等が挙げられ、これらを一種又は二種以上を用いることができる。本発明の化粧料における、界面活性剤の配合量は、界面活性剤の配合目的により異なるが、概ね０．０１〜１０％である。
【００２２】
【実施例】
次に、実施例を挙げて本発明を更に説明するが、本発明はこれら実施例に限定されるものではない。
【００２３】
合成例１：アクリル−シリコーン系グラフト共重合体
下記一般式（２）で示される片末端メタクリレート置換ジメチルポリシロキサン５０ｇ、メチルメタクリレート１０ｇ、ステアリルメタクリレート４０ｇ、トルエン１００ｇを混合し、続いてアゾビスイソブチロニトリル１．５ｇを添加、溶解させた後、攪拌下に８０〜９０℃の温度範囲内で５時間反応させ、粘ちょうな溶液を得た。この溶液をメタノール中に注ぎ込み、グラフトポリマーを沈殿析出せしめた。この沈殿物を濾別し、乾燥させてアクリル−シリコーン系グラフト共重合体を得た。
【００２４】
【化２】
合成例２：アクリル−シリコーン系グラフト共重合体
下記一般式（３）で示される片末端メタクリレート置換ジメチルポリシロキサン６０ｇ、ｎ−ブチルメタクリレート５ｇ、ステアリルメタクリレート２５ｇ、ベヘニルメタクリレート１０ｇ、トルエン１００ｇを混合し、続いてアゾビスイソブチロニトリル１．５ｇを添加、溶解させた後、攪拌下に８０〜９０℃の温度範囲内で５時間反応させ、粘ちょうな溶液を得た。この溶液をメタノール中に注ぎ込み、グラフトポリマーを沈殿析出せしめた。この沈殿物を濾別し、乾燥させてアクリル−シリコーン系グラフト共重合体を得た。
【００２６】
【化３】
次に、表面被覆粉体の製造例を示す。
実施例１：アクリル−シリコーン系グラフト共重合体表面被覆セリサイト
合成例１のアクリル−シリコーン系グラフト共重合体５ｇをイソプロピルアルコール１００ｇに溶解し、セリサイト（サンシンセリサイトＦＳＥ：三信鉱業社製）９５ｇを添加し、混合分散する。その後、この分散液を１００℃に加熱しながら、イソプロピルアルコールを減圧除去する。次いで、得られた粉体を粉砕して、アクリル−シリコーン系グラフト共重合体表面被覆セリサイトを得た。
【００２８】
実施例２：アクリル−シリコーン系グラフト共重合体表面被覆セリサイト
実施例１におけるアクリル−シリコーン系グラフト共重合体を合成例２のアクリル−シリコーン系グラフト共重合体に代えて、同様にしてアクリル−シリコーン系グラフト共重合体表面被覆セリサイトを得た。
【００２９】
実施例３：アクリル−シリコーン系グラフト共重合体表面被覆セリサイト
合成例１のアクリル−シリコーン系グラフト共重合体５ｇとパラメトキシケイ皮酸オクチル３ｇをイソプロピルアルコール１００ｇに溶解し、セリサイト９２ｇを添加し、混合分散する。その後、この分散液を１００℃に加熱しながら、イソプロピルアルコールを減圧除去する。次いで、得られた粉体を粉砕して、アクリル−シリコーン系グラフト共重合体表面被覆セリサイトを得た。
【００３０】
比較例１：メチルハイドロジェンポリシロキサン表面被覆セリサイト
実施例１におけるアクリル−シリコーン系グラフト共重合体をメチルハイドロジェンポリシロキサン（シリコンＫＦ９９：信越化学工業社製）に代えて、同様にしてメチルハイドロジェンポリシロキサン表面被覆セリサイトを得た。
【００３１】
比較例２：エステル油表面被覆セリサイト
実施例１におけるアクリル−シリコーン系グラフト共重合体をトリオクタン酸グリセリル（トリファットＳ−３０８：日光ケミカルズ社製）に代えて、同様にしてエステル油表面被覆セリサイトを得た。
【００３２】
上記実施例１〜２及び比較例１〜２の表面被覆セリサイトについて、撥水性、分散性を以下の評価方法及び判定基準により、評価し結果を表１に示した。
【００３３】
（撥水性の評価方法及び判定基準）
試験管に上記実施例１〜２及び比較例１〜２の表面被覆セリサイトを１０ｇ入れ、これに精製水９０ｇを添加し、１０分間ペイントシェーカーで攪拌した。次いで、この分散液を１時間放置し、その時の状態を下記判定基準により、評価した。
判定 ：状態
◎ ：粉体が全て上層に浮いており、下層は透明である。
△ ：一部の粉体が上層に浮いているが、下層は濁っている。
× ：水中に分散している。
【００３４】
ビーカーに上記実施例１〜２及び比較例１〜２の表面被覆セリサイトを１０ｇ入れ、これに油剤４０ｇを添加し、１０分間デスパーミキサーで攪拌した。次いで、この分散液を沈降管に移し、１時間放置し、その時の状態を下記判定基準により、評価した。尚、油剤はデカメチルシクロペンタシロキサン（シリコンＫＦ９９５：信越化学工業社製）４０ｇ、ジカプリン酸ネオペンチルグリコール（エステモールＮ−０１：日清製油社製）の二種類用い、それぞれ実施した。
判定 ：状態
◎ ：上層の透明層が全体の１０％未満。
○ ：上層の透明層が全体の１０％以上〜２０％未満。
△ ：上層の透明層が全体の２０％以上〜６０％未満。
× ：上層の透明層が全体の６０％以上。
【００３５】
【表１】
表１より明らかなように、本発明の実施例１〜２のアクリル−シリコーン系グラフト共重合体表面被覆セリサイトは、撥水性、分散性に優れるものであった。一方、比較例１のメチルハイドロジェンポリシロキサン体表面被覆セリサイトは、撥水性は優れるが、油剤への分散性が劣っておいた。また、比較例２のエステル油表面被覆セリサイトは、撥水性及び環状シリコーンへの分散性が劣っていた。
【００３７】
次に、化粧料の実施例を示す。
実施例４〜８及び比較例３〜４：固形粉末状ファンデーション
表２に示す組成の固形粉末状ファンデーションを下記製造方法により調製し、それぞれについて、「滑らかな伸び広がり性」、「肌への付着性」、「肌負担感の無さ」、「化粧持続性」にの各項目を以下の評価方法及び判定基準により評価して、その結果を合わせて、表２に示した。
【００３８】
【表２】
製造方法：
Ａ：成分１〜１３をスーパーミキサーにて混合する。
Ｂ：成分１４〜１６を加熱混合し添加する。
Ｃ：ＡにＢ及び成分１７を加えて、混合分散する。
Ｄ：Ｃを粉砕後、金皿に圧縮成型して固形状ファンデーションを得た。
【００４０】
（評価方法及び判定基準）
化粧歴１０年以上の女性４０人を評価パネルとし、上記実施例及び比較例の固形粉末状ファンデーションを使用してもらい、塗布した際の「滑らかな伸び広がり性」、「肌への付着性」、「肌負担感の無さ」及び化粧して６時間後の状態を「化粧持続性」として、良好であると感じたパネル人数より、以下の判定基準で判定した。
（判定基準）
［判定］ ：［良好であると感じたパネル人数］
◎ ： ３１〜４０人
○ ： ２１〜３０人
△ ： １１〜２０人
× ： ０〜１０人
【００４１】
表２より明らかなように、本発明に係わる実施例４〜８の固形状ファンデーションは、滑らかな伸び広がり性、肌への付着性、肌負担感の無さ、化粧持続性の各項目に優れた固形粉末状ファンデーションであった。これに対し、比較例３〜４の固形粉末状ファンデーションは、全ての項目を満足するものは得られなかった。
【００４２】
実施例９：固形粉末状白粉
（成分） （質量％）
１．合成マイカ（注５） 残量
２．タルク（平均粒子径２０μｍ） ５
３．タルク（平均粒子径５μｍ） １０
４．球状ポリスチレン末（平均粒子径６μｍ） ５
５．窒化硼素 ５
６．板状硫酸バリウム（注６） ５
７．赤色２０２号 ０．０５
８．黄色４号 ０．１
９．実施例１の表面被覆セリサイト ５０
１０．パーフルオロポリエーテル（注７） ３
１１．イソノナン酸イソトリデシル １
１２．ステアリルアルコール ０．５
１３．グリセリン ０．５
１４．パラオキシ安息香酸メチル 適量
１５．アロエエキス 適量
（注５）ＰＤＭ−８Ｗ（トピー工業社製）
（注６）板状硫酸バリウム・ＨＬ（堺化学社製）
（注７）ＦＯＭＢＬＩＮ ＨＣ−２５（ＡＵＳＩＭＯＮＴ社製）
【００４３】
（製造方法）
Ａ：成分１〜９を混合分散する。
Ｂ：成分１０〜１３を混合する。
Ｃ：ヘンシェルミキサー中にて、ＡにＢ及び成分１４〜１５を添加し、混合分散後、粉砕する。
Ｄ：Ｃを金皿に圧縮成型し固形粉末状白粉を得た。
実施例９は、滑らかな伸び広がり性、肌への付着性、肌負担感の無さ、化粧持続性の各項目に優れた固形粉末状白粉であった。
【００４４】
実施例１０：油中水型固形状ファンデーション
（成分） （質量％）
１．表面被覆酸化チタン（注８） １０
２．ベンガラ ０．５
３．黄酸化鉄 １．５
４．黒酸化鉄 ０．１
５．球状シリカ（平均粒径６μｍ） ５
６．デカメチルシクロペンタシロキサン ３０
７．オクタメチルシクロテトラシロキサン １０
８．ジメチルポリシロキサン（注９） ０．５
９．セレシンワックス ５
１０．マイクロクリスタリンワックス １
１１．ＰＯＡ変性シリコーン（注１０） ３
１２．ＰＯＡ変性シリコーン（注１１） １
１３．精製水 残量
１４．キサンタンガム ０．５
１５．塩化ナトリウム ０．２
１６．１，３−ブチレングリコール １０
（注８）実施例１のセリサイトを酸化チタンに代えて、同様に調製した。
（注９）シリコンＫＦ９６（６ｃｓ）（信越化学工業社製）
（注１０）シリコンＫＦ６０１７（信越化学工業社製）
（注１１）シリコンＫＦ６０１５（信越化学工業社製）
【００４５】
（製造方法）
Ａ：成分８〜１２を加熱混合する。
Ｂ：Ａに成分１〜７を添加して、三本ローラーにて均一分散する。
Ｃ：成分１３〜１６を均一混合する。
Ｄ：Ｂを攪拌しながら、Ｃを徐々に添加して乳化する。
Ｅ：Ｄを加温溶解し、容器に流し込み、冷却して油中水型固形状ファンデーションを得た。
実施例１０は、滑らかな伸び広がり性、肌への付着性、肌負担感の無さ、化粧持続性の各項目に優れ、しかも経時安定性の良好な油中水型固形状ファンデーションであった。
【００４６】
実施例１１：水中油型液状ファンデーション
（成分） （質量％）
１．表面被覆酸化チタン（注８） １０
２．ベンガラ ０．５
３．黄酸化鉄 １．５
４．黒酸化鉄 ０．１
５．表面被覆タルク（注１２） ５
６．ステアリン酸 １．５
７．セタノール ０．８
８．モノステアリン酸グリセリル ０．８
９．パラメトキシ桂皮酸２−エチルヘキシル ２
１０．ジメチルポリシロキサン（注９） ２
１１．ＰＯＡ変性シリコーン（注１３） １
１２．セスキオレイン酸ソルビタン ０．５
１３．精製水 残量
１４．アルキル変性カルボキシビニルポリマー（注１４） ０．２
１５．カルボキシビニルポリマー ０．１
１６．ジプロピレングリコール １０
１７．トリエタノールアミン １．５
（注１２）実施例１のセリサイトをタルク（平均粒径５μｍ）に代えて、同様に調製した。
（注１３）シリコンＫＦ６０１１（信越化学工業社製）
（注１４）カーボポール１３４２（グッドリッチ社製）
【００４７】
（製造方法）
Ａ：成分６〜１２を加温溶解し、混合する。
Ｂ：Ａに成分１〜５を添加し、均一分散後、７０℃に加温する。
Ｃ：成分１３〜１７を均一分散し、７０℃に加温する。
Ｄ：ＢにＣを添加して、乳化する。
Ｅ：Ｄを冷却後、容器に充填して、水中油型液状ファンデーションを得た。
実施例１１は、滑らかな伸び広がり性、肌への付着性、肌負担感の無さ、化粧持続性の各項目に優れ、しかも経時安定性の良好な水中油型液状ファンデーションであった。
【００４８】
【発明の効果】
以上詳述したように、本発明の表面被覆粉体は、撥水性及び油への分散性に優れていた。また、本発明の表面被覆粉体を含有した化粧料は、肌馴染みが良好であるため肌負担感が無く、肌への付着性に優れ、滑らかな伸び広がりを有し、化粧持続性にも優れたもであった。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to an acrylic polymer obtained by copolymerizing an organopolysiloxane compound having a radical polymerizable group at one end of a molecular chain and a radical polymerizable monomer mainly composed of an alkyl (meth) acrylate having 12 to 30 carbon atoms. More specifically, the surface-coated powder excellent in water repellency and dispersibility in oil, and the skin familiarity are related to the powder surface-coated with the silicone-based graft copolymer and the cosmetic containing the surface-coated powder. The present invention relates to a cosmetic that has good skin feel, has no feeling of burden on the skin, has excellent adhesion to the skin, has a smooth spread, and has excellent makeup sustainability.
[0002]
[Prior art]
Conventionally, as a surface treating agent for imparting water repellency to a powder, silicone compounds such as methylhydrogenpolysiloxane, fluorine compounds such as perfluoroalkyl phosphoric acid, surfactants such as stearyltrimethylammonium chloride, and the like have been used. It was. In addition, powders treated with these surface treatment agents have been blended in order to enhance makeup sustainability of makeup cosmetics such as foundations and lipsticks, and cosmetics such as sunscreens.
[0003]
[Problems to be solved by the invention]
However, in the powder treated with methyl hydrogen polysiloxane, hydrogen is desorbed from unreacted Si—H bonds over time, hydrogen gas is generated, and water repellency may change. For this reason, as disclosed in JP-A-5-339125, the present applicant has developed an acrylic-silicone graft copolymer as a treating agent whose water repellency does not change with time. However, the powder surface-treated with the acrylic-silicone graft copolymer was excellent in that the water repellency did not change with time, but there were cases where dispersibility in the ester oil was not satisfactory. . In addition, the powder treated with perfluoroalkyl phosphoric acid is excellent in water repellency, but has a disadvantage that it is poor in dispersibility in general oils other than fluorine-based oils. In addition, the powder treated with stearyltrimethylammonium chloride sometimes loses the water repellency because the surfactant may be detached in water or oil.
[0004]
In addition, cosmetics containing powders treated with methyl hydrogen polysiloxane may have problems with stability over time, such as generation of hydrogen gas over time and changes in water repellency. Moreover, although the cosmetics which mix | blended the powder processed with the acryl-silicone type graft copolymer were excellent in makeup sustainability, in some cases, it was not satisfactory in the adhesiveness to skin. Furthermore, cosmetics containing powders treated with perfluoroalkyl phosphoric acid have difficulty in uniformly dispersing the powders in oil or water, and have poor adhesion to the skin. Further, cosmetics containing powders treated with stearyltrimethylammonium chloride sometimes have problems with stability over time due to changes in water repellency over time.
[0005]
[Means for Solving the Problems]
Under such circumstances, the present inventors have conducted extensive research and have found that radically polymerizable monomers mainly comprising an organopolysiloxane compound having a radically polymerizable group at one end of a molecular chain and an alkyl (meth) acrylate having 12 to 30 carbon atoms. As a result of the surface treatment of the powder with an acrylic-silicone graft copolymer obtained by copolymerization of the acryl-silicone graft copolymer, surprisingly, the acrylic-silicone graft copolymer described in JP-A-5-339125 The present invention was completed by finding that a surface-coated powder excellent in water repellency and dispersibility in oil was obtained compared to the treated powder. Further, the cosmetic containing the surface coating powder is more familiar to the skin than the cosmetic containing the powder treated with the acrylic-silicone graft copolymer described in JP-A-5-339125. Thus, the present invention was completed by finding that it has no skin burden, has excellent adhesion to the skin, has a smooth spread, and has excellent makeup sustainability.
[0006]
That is, the present invention relates to an acryl obtained by copolymerizing an organopolysiloxane compound having a radical polymerizable group at one end of a molecular chain and a radical polymerizable monomer mainly composed of an alkyl (meth) acrylate having 12 to 30 carbon atoms. -To provide a powder surface-coated with a silicone-based graft copolymer. Moreover, the cosmetics containing this surface coating powder are provided.
[0007]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in detail.
Acrylic obtained by copolymerizing an organopolysiloxane compound having a radically polymerizable group at one end of the molecular chain used in the present invention and a radically polymerizable monomer mainly comprising an alkyl (meth) acrylate having 12 to 30 carbon atoms. -Silicone graft copolymer is a silicone compound described in JP-A-3-162442 and JP-A-4-342513.
[0008]
Examples of the organopolysiloxane compound having a radical polymerizable group at one end of the molecular chain used in the acrylic-silicone graft copolymer include a compound represented by the following general formula (1).
[Chemical 1]
On the other hand, the radical polymerizable monomer mainly composed of alkyl (meth) acrylate having 12 to 30 carbon atoms used in the acrylic-silicone graft copolymer is a compound having one radical polymerizable unsaturated bond in the molecule. It is. Examples of the acrylate and / or methacrylate having 12 to 30 carbon atoms used here include palmityl (meth) acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, behenyl (meth) acrylate and the like. . Further, in the radical polymerizable monomer mainly composed of alkyl (meth) acrylate having 12 to 30 carbon atoms in the present invention, methyl (meth) acrylate, ethyl (meth) other than the above acrylate and / or methacrylate having 12 to 30 carbon atoms. ) Acrylate, n-butyl (meth) acrylate, alkyl (meth) acrylate such as 2-ethylhexyl (meth) acrylate, hydroxyalkyl (meth) such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate Acrylate, perfluoroalkyl (meth) acrylate having fluorocarbon chain 1 to 10, cholesteryl (meth) acrylate, alkyl cholesteryl (meth) acrylate, (meth) acrylic acid amide, styrene, substituted styrene, vinyl acetate Maleic anhydride, maleic acid esters, fumaric acid esters, vinyl chloride, vinylidene chloride, ethylene, propylene, butadiene, acrylonitrile, can be used as needed fluorinated olefin, N- vinylpyrrolidone.
[0010]
The copolymerization of the dimethylpolysiloxane compound (A) having a radical polymerizable group at one end of the molecular chain and the radical polymerizable monomer (B) mainly composed of acrylate and / or methacrylate is carried out by polymerization ratio ((A) / (B)): In the range of 1/19 to 2/1, it is carried out in the presence of a normal radical polymerization initiator such as benzoyl peroxide, lauroyl peroxide, azobisisobutyronitrile, solution polymerization method, Any of an emulsion polymerization method, a suspension polymerization method, and a bulk polymerization method can be applied. Examples of such acrylic-silicone graft copolymers include KP561, KP562 (both manufactured by Shin-Etsu Chemical Co., Ltd.) and the like.
[0011]
In the present invention, the powder to be surface-treated with the acrylic-silicone graft copolymer is spherical, plate-like, needle-like or the like, haze-like, fine particle, pigment grade particle size, porous, non-porous There is no particular limitation on the particle structure such as quality. Specifically, white pigments such as titanium oxide and zinc oxide, fine particle titanium oxide, acicular titanium oxide, spindle-shaped titanium oxide, fine particle zinc oxide, flaky zinc oxide and other ultraviolet blocking powders, bengara, yellow iron oxide, Black iron oxide, colored pigments such as tar dye, talc, mica, sericite, synthetic mica, kaolin, silica, aluminum oxide, zirconium oxide, cerium oxide, antimony oxide, magnesium carbonate, magnesium oxide, calcium carbonate, barium sulfate, oxy Body pigments such as bismuth chloride, titanium mica, iron oxide coated mica titanium, particulate titanium oxide coated mica titanium, particulate zinc oxide coated mica titanium, tar dye coated mica titanium, barium sulfate coated mica titanium, nylon powder, polystyrene powder, PMMA powder , Acrylonitrile-methacrylic acid copolymer pow -Vinylidene chloride-methacrylic acid copolymer powder, ethyl carbamate powder, polyethylene powder, boron nitride, chromium oxide, chromium hydroxide, carbon black, silicon carbide, aluminum silicate, magnesium magnesium silicate, magnesium silicate, silica Magnesium aluminum oxide, bentonite, smectite, organopolysiloxane elastomer, polytetrafluoroethylene powder, organosilicone resin powder such as organopolysiloxane elastomer powder and polymethylsilsesquioxane powder, wool powder, silk powder, crystalline cellulose, magnesium stearate , Zinc stearate, N-lauroyl lysine, titanium oxide-containing silicon dioxide, zinc oxide-containing silicon dioxide, etc. Gerare, these one or two or more may be used in which complexed. In addition, these powders are prepared by a generally known method in advance, for example, treatment with a silicone compound such as dimethylpolysiloxane, methylhydrogenpolysiloxane, trimethylmethoxysilicic acid, perfluoropolyether phosphoric acid, perfluoroalkyl phosphoric acid, fluorine Treatment with a compound such as modified silicone, metal soap treatment such as zinc laurate, amphoteric surfactant such as lecithin, treatment with surfactant such as anionic surfactant, cationic surfactant, N-long chain An amino acid treatment such as acylamino acid, a moisturizing agent treatment such as collagen, and an oil treatment such as higher fatty acid, higher alcohol, ester and wax may be used.
[0012]
In the present invention, as a method for treating powder with the acrylic-silicone graft copolymer, a generally known powder coating technique can be used regardless of a wet method or a dry method. Specifically, the powder is dispersed in an organic solvent in which the surface treatment agent is dissolved or dispersed, the organic solvent is heated and removed under reduced pressure, and the organic solvent in which the surface treatment agent is dissolved or dispersed in the gas phase. Examples thereof include a method of spray coating on powder and a method of dry mechanochemical treatment with a high-speed impact stirrer. Among these methods, the wet processing method is excellent in the processing efficiency to the powder.
[0013]
In the present invention, the solvent used when the above acrylic-silicone graft copolymer is processed by a wet method is any solvent as long as the acrylic-silicone graft copolymer is dissolved or dispersed. However, from the viewpoints of manufacturing work environment, ease of recovery, etc., methanol, ethanol, isopropyl alcohol, n-hexane, cyclohexane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, isoparaffin, etc. may be mentioned. One kind or two or more kinds can be used.
[0014]
In the surface-coated powder of the present invention, the ratio of the powder to the acrylic-silicone graft copolymer is a weight ratio, and the powder: the acrylic-silicone graft copolymer = 99.9: 0.1 70:30 is preferable, and 99.5: 0.5 to 85:15 is particularly preferable. Within this range, a coated powder having good water repellency and oil dispersibility can be obtained. In addition, in the surface treatment, a plasticizer such as octyl paramethoxycinnamate, a surfactant, an oil agent, etc. may be used in combination as long as the effects of the present invention are not hindered in addition to the acrylic-silicone graft copolymer. Can do.
[0015]
Next, an acryl-silicone obtained by copolymerizing an organopolysiloxane compound having a radical polymerizable group at one end of the molecular chain and a radical polymerizable monomer mainly composed of an alkyl (meth) acrylate having 12 to 30 carbon atoms. A cosmetic containing a powder surface-coated with a graft copolymer will be described.
[0016]
Cosmetics containing the surface coating powder of the present invention are makeup such as foundation, white powder, blusher, concealer, control, masking, skin texture, skin irregularity correction agent, foundation foundation, eye shadow, mascara, eyebrow, etc. Basic cosmetics such as cosmetics, sunscreens, milky lotions, creams, beauty liquids, packs, skin lotions, cleaning agents, cleansings, and hair cosmetics such as hair stylings, hair creams, shampoos, and rinses. Among these, cosmetics that can easily exert the effects of the present invention are makeup cosmetics and sunscreens. Examples of the dosage form of these cosmetics include powder, solid powder, oily, oily solid, oil-in-water emulsion, water-in-oil emulsion, and aqueous.
[0017]
The content of the powder surface-coated with the acrylic-silicone graft copolymer in the cosmetic of the present invention varies depending on the purpose of the powder, the type of cosmetic, the dosage form, etc. 1 to 99% for an oily cosmetic, approximately 0.1 to 70% for an oily or oily solid cosmetic, approximately 0.1 to 50% for an emulsified cosmetic, and an aqueous In cosmetics, it is preferable that it is about 0.1 to 50%.
[0018]
Acrylic-silicone obtained by copolymerizing an organopolysiloxane compound having a radical polymerizable group at one end of the molecular chain of the present invention and a radical polymerizable monomer mainly composed of an alkyl (meth) acrylate having 12 to 30 carbon atoms. The powder surface-coated with a graft copolymer shows good dispersibility in oils commonly used in cosmetics, but dispersibility is particularly good in the case of silicone oils, ester oils, and glyceride oils. It is.
[0019]
In the cosmetic of the present invention, in addition to the above components, oils, surfactants, benzophenone-based, PABA-based, cinnamic acid-based, salicylic acid-based, 4-tert as long as the effects of the present invention are not impaired. -UV absorbers such as butyl-4'-methoxydibenzoylmethane and oxybenzone, humectants such as glycerin, protein, mucopolysaccharide, collagen and elastin, antioxidants such as α-tocopherol and ascorbic acid, vitamins and anti-inflammatory agents , Cosmetic ingredients such as herbal medicines, antiseptics such as paraoxybenzoate and phenoxyethanol, film forming agents such as trimethylmethoxysilicic acid and acrylic modified silicone, methylcellulose, hydroxymethylcellulose, carboxyvinyl polymer, alkyl modified carboxyvinyl polymer, xanthan gum, carrageenan , Guaga May be formulated agar, water-soluble polymers pectin etc., water, perfumes and the like.
[0020]
In the cosmetic of the present invention, by adding an oil agent, emollient feeling can be imparted or the powderiness can be reduced. The oil agent used here is not particularly limited as long as it is an oil agent usually used in cosmetics, and origins of animal oil, vegetable oil, synthetic oil, etc., and properties such as solid oil, semi-solid oil, liquid oil, volatile oil, etc. Regardless of oil, oil agents such as hydrocarbons, fats and oils, waxes, hardened oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorine-based oils, lanolin derivatives and the like can be mentioned. Specifically, hydrocarbons such as liquid paraffin, α-olefin oligomer, squalane and petrolatum, oils and fats such as olive oil, castor oil, jojoba oil, mink oil, macadamian nut oil, beeswax, carnauba wax, candelilla Waxes, waxes such as gay wax, diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, alkyl glycol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, di-2- Ethylene glycol ethylhexanoate, cetyl 2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, octa Cetyl acid, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, Butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptyl undecyl palmitate, 12-hydroxy Cholesteryl stearyl, dipentaerythritol fatty acid ester, isopropyl myristate, 2-octyldodecyl myristate, 2-hexyldecyl myristate, myristine Myristyl acid, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, malic acid diisostearyl, rosin acid pentaerythritol ester, acetoglyceryl, triisooctanoic acid Esters such as glyceryl, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl tri-2-ethylhexanoate, glyceryl monostearate, glyceryl di-2-heptylundecanoate, glyceryl trimyristate, diglyceryl myristate N-lauroyl-L-glutamate di (phytostearyl 2-octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl behenyl octyldodecyl) ), Amino acid oils such as N-lauroyl-L-glutamate di (cholesteryl / octyldodecyl), stearic acid, lauric acid, myristic acid, behenic acid, isostearic acid, oleic acid, 12-hydroxystearic acid and the like fatty acids, Higher alcohols such as stearyl alcohol, cetyl alcohol, behenyl alcohol, lauryl alcohol, oleyl alcohol, isostearyl alcohol, low polymerization dimethylpolysiloxane, high polymerization dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethyl Cyclotetrasiloxane, polyether-modified polysiloxane, polyoxyalkylene-alkylmethylpolysiloxane-methylpolysiloxane copolymer, alkoxy-modified polysiloxane , Fluorinated oils such as perfluoropolyether, lanolin, lanolin acetate, lanolin fatty acid isopropyl, lanolin derivatives such as lanolin alcohol, dextrin fatty acid ester, sucrose fatty acid ester , Starch fatty acid esters, 12-hydroxyaluminum stearate, oily gelling agents such as calcium stearate, and the like, and one or more of them can be used. The blending amount of these oils in the cosmetic of the present invention is approximately 0.1 to 40%.
[0021]
In the cosmetic of the present invention, a surfactant can be blended for the purpose of an emulsifier, a dispersant, a wetting agent and the like. The surfactant used here may be any surfactant as long as it is usually used in cosmetics. Nonionic surfactant, anionic surfactant, cationic surfactant, amphoteric interface. Examples include activators. Specifically, examples of the nonionic surfactant include glycerin fatty acid esters and alkylene glycol adducts thereof, polyglycerin fatty acid esters and alkylene glycol adducts thereof, propylene glycol fatty acid esters and alkylene glycol adducts thereof, and sorbitan fatty acid esters. And its alkylene glycol adduct, fatty acid ester of sorbitol and its alkylene glycol adduct, polyalkylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyalkylene alkyl ether, glycerin alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene hydrogenated castor Oil, lanolin alkylene glycol adduct, polyoxyalkylene alkyl co-modified silicone, polyether modified Silicone and the like, can be used more than those one or two. Examples of the anionic surfactant include inorganic and organic salts of fatty acids such as stearic acid and lauric acid, alkylbenzene sulfate, alkyl sulfonate, α-olefin sulfonate, dialkyl sulfosuccinate, and α-sulfonated fatty acid. Salt, acylmethyl taurate, N-methyl-N-alkyl taurate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl Examples thereof include phenyl ether phosphate, N-acyl amino acid salt, N-acyl-N-alkyl amino acid salt, o-alkyl substituted malate, alkylsulfosuccinate, and the like. One or more of these can be used. . Examples of the cationic surfactant include alkylamine salts, polyamines and alkanolamine fatty acid derivatives, alkyl quaternary ammonium salts, cyclic quaternary ammonium salts, and the like, and one or more of these can be used. Examples of amphoteric surfactants include amino acid type and betaine type carboxylic acid types, sulfate ester types, sulfonic acid types, and phosphate ester types, and those that are safe for the human body can be used. For example, N-alkyl-N, N-dimethyl-N-carboxylmethylammonium betaine, N, N-dialkylaminoalkylene carboxylic acid, N, N, N-trialkyl-N-sulfoalkylene ammonium betaine, N, N- Examples include dialkyl-N, N-bis (polyoxyethylene sulfate) ammonium betaine, 2-alkyl-1-hydroxyethyl-1-carboxymethylimidazolinium betaine, lecithin, and the like, and one or more of these may be used. Can do. The blending amount of the surfactant in the cosmetic of the present invention is generally 0.01 to 10%, although it varies depending on the blending purpose of the surfactant.
[0022]
【Example】
EXAMPLES Next, although an Example is given and this invention is further demonstrated, this invention is not limited to these Examples.
[0023]
Synthesis Example 1: Acrylic-silicone graft copolymer
After mixing 50 g of one-end methacrylate-substituted dimethylpolysiloxane represented by the following general formula (2), 10 g of methyl methacrylate, 40 g of stearyl methacrylate and 100 g of toluene, and subsequently adding and dissolving 1.5 g of azobisisobutyronitrile. The mixture was reacted for 5 hours in the temperature range of 80 to 90 ° C. with stirring to obtain a viscous solution. This solution was poured into methanol to precipitate the graft polymer. This precipitate was separated by filtration and dried to obtain an acrylic-silicone graft copolymer.
[0024]
[Chemical 2]
Synthesis Example 2: Acrylic-silicone graft copolymer
60 g of one-end methacrylate-substituted dimethylpolysiloxane represented by the following general formula (3), 5 g of n-butyl methacrylate, 25 g of stearyl methacrylate, 10 g of behenyl methacrylate, and 100 g of toluene are mixed, followed by 1.5 g of azobisisobutyronitrile. After addition and dissolution, the mixture was reacted for 5 hours in the temperature range of 80 to 90 ° C. with stirring to obtain a viscous solution. This solution was poured into methanol to precipitate the graft polymer. This precipitate was separated by filtration and dried to obtain an acrylic-silicone graft copolymer.
[0026]
[Chemical 3]
Next, a production example of the surface coating powder will be shown.
Example 1: Acrylic-silicone graft copolymer surface-coated sericite
5 g of the acrylic-silicone graft copolymer of Synthesis Example 1 is dissolved in 100 g of isopropyl alcohol, and 95 g of sericite (Sun Synthericite FSE: Sanshin Mining Co., Ltd.) is added and mixed and dispersed. Thereafter, the isopropyl alcohol is removed under reduced pressure while the dispersion is heated to 100 ° C. Next, the obtained powder was pulverized to obtain an acrylic-silicone graft copolymer surface-coated sericite.
[0028]
Example 2: Acrylic-silicone graft copolymer surface-coated sericite
An acrylic-silicone graft copolymer surface-coated sericite was obtained in the same manner, except that the acrylic-silicone graft copolymer in Example 1 was replaced with the acrylic-silicone graft copolymer of Synthesis Example 2.
[0029]
Example 3: Acrylic-silicone graft copolymer surface-coated sericite
5 g of the acrylic-silicone graft copolymer of Synthesis Example 1 and 3 g of octyl paramethoxycinnamate are dissolved in 100 g of isopropyl alcohol, and 92 g of sericite is added and mixed and dispersed. Thereafter, the isopropyl alcohol is removed under reduced pressure while the dispersion is heated to 100 ° C. Next, the obtained powder was pulverized to obtain an acrylic-silicone graft copolymer surface-coated sericite.
[0030]
Comparative Example 1: Methylhydrogenpolysiloxane surface-coated sericite
The acrylic-silicone graft copolymer in Example 1 was replaced with methylhydrogenpolysiloxane (silicon KF99: manufactured by Shin-Etsu Chemical Co., Ltd.) to obtain methylhydrogenpolysiloxane surface-coated sericite in the same manner.
[0031]
Comparative Example 2: Ester oil surface-coated sericite
The acryl-silicone graft copolymer in Example 1 was replaced with glyceryl trioctanoate (Trifat S-308: manufactured by Nikko Chemicals) to obtain ester oil surface-coated sericite.
[0032]
The surface-coated sericite of Examples 1-2 and Comparative Examples 1-2 was evaluated for water repellency and dispersibility by the following evaluation methods and criteria, and the results are shown in Table 1.
[0033]
(Water repellency evaluation method and criteria)
10 g of the surface-coated sericite of Examples 1 and 2 and Comparative Examples 1 and 2 were put in a test tube, 90 g of purified water was added thereto, and the mixture was stirred for 10 minutes with a paint shaker. Next, this dispersion was allowed to stand for 1 hour, and the state at that time was evaluated according to the following criteria.
Judgment: Status
A: All powders are floating in the upper layer, and the lower layer is transparent.
(Triangle | delta): Some powder has floated in the upper layer, but the lower layer is cloudy.
X: Dispersed in water.
[0034]
10 g of the surface-coated sericite of Examples 1-2 and Comparative Examples 1-2 described above was put into a beaker, 40 g of an oil was added thereto, and the mixture was stirred with a desper mixer for 10 minutes. Next, this dispersion was transferred to a settling tube and allowed to stand for 1 hour, and the state at that time was evaluated according to the following criteria. In addition, the oil agent was carried out using two types of decamethylcyclopentasiloxane (silicon KF995: manufactured by Shin-Etsu Chemical Co., Ltd.) and neopentyl glycol dicaprate (Esthemol N-01: manufactured by Nisshin Oil Co., Ltd.).
Judgment: Status
A: The upper transparent layer is less than 10% of the whole.
○: The upper transparent layer is 10% to less than 20% of the whole.
Δ: The upper transparent layer is 20% or more to less than 60% of the whole.
X: The upper transparent layer is 60% or more of the whole.
[0035]
[Table 1]
As is apparent from Table 1, the acrylic-silicone graft copolymer surface-coated sericite of Examples 1 and 2 of the present invention was excellent in water repellency and dispersibility. On the other hand, the methyl hydrogen polysiloxane body surface-coated sericite of Comparative Example 1 was excellent in water repellency but poor in dispersibility in oil. Further, the ester oil surface-coated sericite of Comparative Example 2 was poor in water repellency and dispersibility in cyclic silicone.
[0037]
Next, examples of cosmetics are shown.
Examples 4-8 and Comparative Examples 3-4: Solid powdery foundation
Solid powdery foundations having the compositions shown in Table 2 were prepared by the following production methods, and for each, “smooth stretch spreadability”, “adhesion to skin”, “no skin burden”, “makeup persistence” Each item of "" was evaluated by the following evaluation methods and criteria, and the results are shown in Table 2.
[0038]
[Table 2]
Production method:
A: Components 1 to 13 are mixed with a super mixer.
B: Components 14 to 16 are heated and mixed and added.
C: B and component 17 are added to A and mixed and dispersed.
D: After pulverizing C, it was compression molded into a metal pan to obtain a solid foundation.
[0040]
(Evaluation method and criteria)
40 females with a makeup history of 10 years or more are used as evaluation panels, and the solid powder foundations of the above examples and comparative examples are used and applied to “smooth spreadability” and “adhesion to skin”. From the number of panel members who felt that “no skin burden” and 6 hours after makeup were considered “makeup sustainability”, the determination was made according to the following criteria.
(Criteria)
[Judgment]: [Number of panels felt good]
◎: 31-40 people
○: 21-30 people
Δ: 11-20 people
×: 0 to 10 people
[0041]
As is apparent from Table 2, the solid foundations of Examples 4 to 8 according to the present invention are excellent in each of smooth stretch spreadability, adhesion to the skin, lack of skin burden, and makeup sustainability. It was a solid powdery foundation. On the other hand, the solid powder foundations of Comparative Examples 3 to 4 were not obtained to satisfy all the items.
[0042]
Example 9: Solid powdery white powder
(Ingredient) (mass%)
1. Synthetic mica (Note 5)
2. Talc (average particle size 20 μm) 5
3. Talc (average particle size 5 μm) 10
4). Spherical polystyrene powder (average particle size 6 μm) 5
5. Boron nitride 5
6). Plate-like barium sulfate (Note 6) 5
7). Red No. 202 0.05
8). Yellow No.4 0.1
9. Surface coated sericite of Example 1 50
10. Perfluoropolyether (Note 7) 3
11. Isotridecyl isononanoate 1
12 Stearyl alcohol 0.5
13. Glycerin 0.5
14 Methyl paraoxybenzoate
15. Aloe extract appropriate amount
(Note 5) PDM-8W (Topy Industries, Ltd.)
(Note 6) Plate-like barium sulfate / HL (manufactured by Sakai Chemical Co., Ltd.)
(Note 7) FOMBLIN HC-25 (manufactured by AUSIMINT)
[0043]
(Production method)
A: Components 1 to 9 are mixed and dispersed.
B: Components 10 to 13 are mixed.
C: In a Henschel mixer, B and components 14 to 15 are added to A, mixed and dispersed, and then pulverized.
D: C was compression molded into a metal pan to obtain a white powdery solid powder.
Example 9 was a solid powdery white powder having excellent smooth spreadability, adhesion to the skin, no skin burden, and makeup sustainability.
[0044]
Example 10: Water-in-oil solid foundation
(Ingredient) (mass%)
1. Surface-coated titanium oxide (Note 8) 10
2. Bengala 0.5
3. Yellow iron oxide 1.5
4). Black iron oxide 0.1
5. Spherical silica (average particle size 6 μm) 5
6). Decamethylcyclopentasiloxane 30
7). Octamethylcyclotetrasiloxane 10
8). Dimethylpolysiloxane (Note 9) 0.5
9. Ceresin wax 5
10. Microcrystalline wax 1
11. POA-modified silicone (Note 10) 3
12 POA-modified silicone (Note 11) 1
13. Purified water remaining
14 Xanthan gum 0.5
15. Sodium chloride 0.2
16.1,3-Butylene glycol 10
(Note 8) The sericite of Example 1 was prepared in the same manner by replacing with titanium oxide.
(Note 9) Silicon KF96 (6cs) (Shin-Etsu Chemical Co., Ltd.)
(Note 10) Silicon KF6017 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 11) Silicon KF6015 (manufactured by Shin-Etsu Chemical Co., Ltd.)
[0045]
(Production method)
A: Components 8 to 12 are heated and mixed.
B: Components 1 to 7 are added to A and dispersed uniformly with a three-roller.
C: Components 13 to 16 are uniformly mixed.
D: While B is stirred, C is gradually added to emulsify.
E: D was heated and dissolved, poured into a container, and cooled to obtain a water-in-oil solid foundation.
Example 10 was a water-in-oil solid foundation that was excellent in each of the smooth spread and spreadability, adhesion to the skin, lack of skin burden, and makeup sustainability, and had good temporal stability. .
[0046]
Example 11: Oil-in-water liquid foundation
(Ingredient) (mass%)
1. Surface-coated titanium oxide (Note 8) 10
2. Bengala 0.5
3. Yellow iron oxide 1.5
4). Black iron oxide 0.1
5. Surface coated talc (Note 12) 5
6). Stearic acid 1.5
7). Cetanol 0.8
8). Glyceryl monostearate0.8
9. 2-methoxyhexyl paramethoxycinnamate 2
10. Dimethylpolysiloxane (Note 9) 2
11. POA-modified silicone (Note 13) 1
12 Sorbitan sesquioleate 0.5
13. Purified water remaining
14 Alkyl-modified carboxyvinyl polymer (Note 14) 0.2
15. Carboxyvinyl polymer 0.1
16. Dipropylene glycol 10
17. Triethanolamine 1.5
(Note 12) The sericite of Example 1 was prepared in the same manner by replacing with talc (average particle size 5 μm).
(Note 13) Silicon KF6011 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 14) Carbopol 1342 (Goodrich)
[0047]
(Production method)
A: Components 6 to 12 are dissolved by heating and mixed.
B: Components 1 to 5 are added to A. After uniform dispersion, the mixture is heated to 70 ° C.
C: Components 13 to 17 are uniformly dispersed and heated to 70 ° C.
D: C is added to B and emulsified.
E: After cooling D, the container was filled into an oil-in-water liquid foundation.
Example 11 was an oil-in-water liquid foundation that was excellent in each of the items of smooth spreadability, adhesion to the skin, no feeling of skin burden, and long-lasting makeup, and good stability over time.
[0048]
【The invention's effect】
As described above in detail, the surface-coated powder of the present invention was excellent in water repellency and dispersibility in oil. In addition, the cosmetic containing the surface-coated powder of the present invention has good skin familiarity, so there is no sense of burden on the skin, it has excellent adhesion to the skin, has a smooth stretch spread, and also has a makeup sustainability. It was excellent.
Claims (3)
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| JP4993983B2 (en) * | 2005-09-28 | 2012-08-08 | 信越化学工業株式会社 | Organopolysiloxane surface treatment agent system, powder surface-treated with the treatment agent system, and cosmetics containing the powder |
| KR100960629B1 (en) * | 2006-11-13 | 2010-06-07 | 로레알 | Compact Powder Composition |
| JP5066372B2 (en) * | 2007-02-14 | 2012-11-07 | 花王株式会社 | Aqueous two-layer cosmetic |
| JP6038433B2 (en) * | 2011-07-28 | 2016-12-07 | ポーラ化成工業株式会社 | Emulsified cosmetic |
| JP2013028556A (en) * | 2011-07-28 | 2013-02-07 | Pola Chemical Industries Inc | Emulsion type cosmetic |
| JP6029919B2 (en) * | 2012-10-02 | 2016-11-24 | 株式会社コーセー | Surface-coated powder using cationic (meth) acryl silicone graft copolymer, and powder dispersion composition and cosmetic containing the same |
| JP6282499B2 (en) * | 2014-03-20 | 2018-02-21 | 富士フイルム株式会社 | Pigment dispersion, white decorative material, transfer material for forming white decorative material, touch panel and their applications |
| WO2016002751A1 (en) * | 2014-06-30 | 2016-01-07 | 株式会社 資生堂 | Oil-in-water emulsion composition |
| JP6529318B2 (en) * | 2015-04-13 | 2019-06-12 | 日華化学株式会社 | Non-fluorinated polymer, water repellent composition, water repellent fiber product and method for producing water repellent fiber product |
| CN104909380B (en) * | 2015-05-26 | 2017-01-04 | 武汉理工大学 | A kind of method preparing sericite in powder used for cosmetic |
| KR101854536B1 (en) * | 2016-11-09 | 2018-05-03 | 주식회사 엘지생활건강 | Makeup cosmetic composition with excellent moisturizing and Method of preparing the same |
| JP6481748B2 (en) * | 2016-12-15 | 2019-03-13 | ダイキン工業株式会社 | Water repellent |
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| JP2767633B2 (en) * | 1989-11-21 | 1998-06-18 | 株式会社コーセー | Gel composition and cosmetic containing the same |
| JP2976146B2 (en) * | 1991-05-20 | 1999-11-10 | 株式会社コーセー | Solid composition and cosmetic containing the same |
| JP3501817B2 (en) * | 1992-06-12 | 2004-03-02 | 株式会社コーセー | Cosmetics |
| JPH0912428A (en) * | 1995-06-26 | 1997-01-14 | Daikin Ind Ltd | Water / oil repellent powder for cosmetics and cosmetics containing the powder |
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