CA2225996A1 - Glossy transfer resistant cosmetic compositions - Google Patents
Glossy transfer resistant cosmetic compositions Download PDFInfo
- Publication number
- CA2225996A1 CA2225996A1 CA002225996A CA2225996A CA2225996A1 CA 2225996 A1 CA2225996 A1 CA 2225996A1 CA 002225996 A CA002225996 A CA 002225996A CA 2225996 A CA2225996 A CA 2225996A CA 2225996 A1 CA2225996 A1 CA 2225996A1
- Authority
- CA
- Canada
- Prior art keywords
- composition
- nonvolatile
- polymer
- group
- mixtures
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 102
- 239000002537 cosmetic Substances 0.000 title claims abstract description 40
- 239000000346 nonvolatile oil Substances 0.000 claims abstract description 33
- 239000002904 solvent Substances 0.000 claims abstract description 32
- 239000013618 particulate matter Substances 0.000 claims abstract description 24
- 239000000853 adhesive Substances 0.000 claims abstract description 7
- 230000001070 adhesive effect Effects 0.000 claims abstract description 7
- 229920001577 copolymer Polymers 0.000 claims abstract description 5
- -1 cyclic fluoroalkyl alcohols Chemical class 0.000 claims description 49
- 229920000642 polymer Polymers 0.000 claims description 39
- 229920001296 polysiloxane Polymers 0.000 claims description 28
- 239000000178 monomer Substances 0.000 claims description 27
- 239000001993 wax Substances 0.000 claims description 27
- 239000000049 pigment Substances 0.000 claims description 23
- 239000000843 powder Substances 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 239000004166 Lanolin Substances 0.000 claims description 20
- 235000019388 lanolin Nutrition 0.000 claims description 20
- 229940039717 lanolin Drugs 0.000 claims description 20
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 20
- 229930195733 hydrocarbon Natural products 0.000 claims description 19
- 150000002430 hydrocarbons Chemical class 0.000 claims description 19
- 239000003921 oil Substances 0.000 claims description 16
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical group 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 claims description 15
- 229940086555 cyclomethicone Drugs 0.000 claims description 14
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- 239000002245 particle Substances 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000005647 linker group Chemical group 0.000 claims description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 238000002844 melting Methods 0.000 claims description 9
- 230000008018 melting Effects 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 150000003626 triacylglycerols Chemical class 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 125000003282 alkyl amino group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000000732 arylene group Chemical group 0.000 claims description 8
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 8
- 125000005908 glyceryl ester group Chemical group 0.000 claims description 8
- 235000014121 butter Nutrition 0.000 claims description 7
- 239000010702 perfluoropolyether Substances 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 6
- 125000005197 alkyl carbonyloxy alkyl group Chemical group 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- 229920000205 poly(isobutyl methacrylate) Polymers 0.000 claims description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 5
- 239000012188 paraffin wax Substances 0.000 claims description 5
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000013871 bee wax Nutrition 0.000 claims description 4
- 239000012166 beeswax Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 claims description 4
- 241000283153 Cetacea Species 0.000 claims description 3
- 244000180278 Copernicia prunifera Species 0.000 claims description 3
- 235000010919 Copernicia prunifera Nutrition 0.000 claims description 3
- 241001553290 Euphorbia antisyphilitica Species 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- 240000000111 Saccharum officinarum Species 0.000 claims description 3
- 235000007201 Saccharum officinarum Nutrition 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 229940110456 cocoa butter Drugs 0.000 claims description 3
- 235000019868 cocoa butter Nutrition 0.000 claims description 3
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 3
- 230000003014 reinforcing effect Effects 0.000 claims description 3
- 239000012177 spermaceti Substances 0.000 claims description 3
- 229940084106 spermaceti Drugs 0.000 claims description 3
- 244000303965 Cyamopsis psoralioides Species 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 229920000084 Gum arabic Polymers 0.000 claims description 2
- 229920001774 Perfluoroether Polymers 0.000 claims description 2
- 239000000205 acacia gum Substances 0.000 claims description 2
- 235000010489 acacia gum Nutrition 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 229920001400 block copolymer Polymers 0.000 claims description 2
- 229920000578 graft copolymer Polymers 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 235000009134 Myrica cerifera Nutrition 0.000 claims 2
- 229920001800 Shellac Polymers 0.000 claims 2
- 244000061457 Solanum nigrum Species 0.000 claims 2
- 239000004208 shellac Substances 0.000 claims 2
- 235000013874 shellac Nutrition 0.000 claims 2
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 claims 2
- 229940113147 shellac Drugs 0.000 claims 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 14
- 239000010445 mica Substances 0.000 description 12
- 229910052618 mica group Inorganic materials 0.000 description 12
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 11
- 230000000475 sunscreen effect Effects 0.000 description 10
- 239000000516 sunscreening agent Substances 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 229940008099 dimethicone Drugs 0.000 description 8
- 239000004408 titanium dioxide Substances 0.000 description 8
- VKPSKYDESGTTFR-UHFFFAOYSA-N 2,2,4,6,6-pentamethylheptane Chemical compound CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 7
- 239000006071 cream Substances 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 7
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 6
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 6
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 6
- 239000003906 humectant Substances 0.000 description 5
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N trilaurin Chemical compound CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 5
- IZHVBANLECCAGF-UHFFFAOYSA-N 2-hydroxy-3-(octadecanoyloxy)propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC IZHVBANLECCAGF-UHFFFAOYSA-N 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 235000013980 iron oxide Nutrition 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000003981 vehicle Substances 0.000 description 4
- 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 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000005687 corn oil Nutrition 0.000 description 3
- 239000002285 corn oil Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 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
- 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
- 239000000787 lecithin Substances 0.000 description 3
- 235000010445 lecithin Nutrition 0.000 description 3
- 229940067606 lecithin Drugs 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 3
- 229960002216 methylparaben Drugs 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000012860 organic pigment Substances 0.000 description 3
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 3
- 229960003415 propylparaben Drugs 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 2
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 2
- 229940073609 bismuth oxychloride Drugs 0.000 description 2
- 239000000378 calcium silicate Substances 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- FSBVERYRVPGNGG-UHFFFAOYSA-N dimagnesium dioxido-bis[[oxido(oxo)silyl]oxy]silane hydrate Chemical compound O.[Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O FSBVERYRVPGNGG-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- XJFGDLJQUJQUEI-UHFFFAOYSA-N dodecyl decanoate dodecyl octanoate Chemical compound CCCCCCCCCCCCOC(=O)CCCCCCC.CCCCCCCCCCCCOC(=O)CCCCCCCCC XJFGDLJQUJQUEI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical compound [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 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
- 229940074045 glyceryl distearate Drugs 0.000 description 2
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 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 2
- 239000000391 magnesium silicate Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- BWOROQSFKKODDR-UHFFFAOYSA-N oxobismuth;hydrochloride Chemical compound Cl.[Bi]=O BWOROQSFKKODDR-UHFFFAOYSA-N 0.000 description 2
- LSTDYDRCKUBPDI-UHFFFAOYSA-N palmityl acetate Chemical compound CCCCCCCCCCCCCCCCOC(C)=O LSTDYDRCKUBPDI-UHFFFAOYSA-N 0.000 description 2
- SSZBUIDZHHWXNJ-UHFFFAOYSA-N palmityl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC SSZBUIDZHHWXNJ-UHFFFAOYSA-N 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- CGIHFIDULQUVJG-UHFFFAOYSA-N phytantriol Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO CGIHFIDULQUVJG-UHFFFAOYSA-N 0.000 description 2
- CGIHFIDULQUVJG-VNTMZGSJSA-N phytantriol Natural products CC(C)CCC[C@H](C)CCC[C@H](C)CCC[C@@](C)(O)[C@H](O)CO CGIHFIDULQUVJG-VNTMZGSJSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 2
- 235000019155 vitamin A Nutrition 0.000 description 2
- 239000011719 vitamin A Substances 0.000 description 2
- 229940045997 vitamin a Drugs 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- DRAWQKGUORNASA-UHFFFAOYSA-N (2-hydroxy-3-octadec-9-enoyloxypropyl) octadec-9-enoate Chemical compound CCCCCCCCC=CCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCC=CCCCCCCCC DRAWQKGUORNASA-UHFFFAOYSA-N 0.000 description 1
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
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- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- JYQFMBYXIWYNBD-UHFFFAOYSA-N tridecyl octanoate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCCCC JYQFMBYXIWYNBD-UHFFFAOYSA-N 0.000 description 1
- GVPDNFYOFKBFEN-UHFFFAOYSA-N trimethyl(octadecoxy)silane Chemical compound CCCCCCCCCCCCCCCCCCO[Si](C)(C)C GVPDNFYOFKBFEN-UHFFFAOYSA-N 0.000 description 1
- WZKPOPMJOWWSBZ-UHFFFAOYSA-N trimethyl-[phenyl-[phenyl-bis(trimethylsilyloxy)silyl]oxy-trimethylsilyloxysilyl]oxysilane Chemical compound C=1C=CC=CC=1[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 WZKPOPMJOWWSBZ-UHFFFAOYSA-N 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 229940026256 trioctyldodecyl citrate Drugs 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- COXJMKGEQAWXNP-UHFFFAOYSA-N tris(14-methylpentadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCC(C)C COXJMKGEQAWXNP-UHFFFAOYSA-N 0.000 description 1
- BIEMOBPNIWQLMF-UHFFFAOYSA-N tris(2-octyldodecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CC(O)(C(=O)OCC(CCCCCCCC)CCCCCCCCCC)CC(=O)OCC(CCCCCCCC)CCCCCCCCCC BIEMOBPNIWQLMF-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- 229940098697 zinc laurate Drugs 0.000 description 1
- 229940105125 zinc myristate Drugs 0.000 description 1
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 1
- GBFLQPIIIRJQLU-UHFFFAOYSA-L zinc;tetradecanoate Chemical compound [Zn+2].CCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCC([O-])=O GBFLQPIIIRJQLU-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/05—Stick
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Abstract
A cosmetic composition having improved transfer resistance comprising: a) from about 0.1-60 % of a copolymer which is an adhesive at room temperature b) from about 0.1-60 % by weight of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25 ~C; c) 0.1-60 % by weight of a nonvolatile oil; and d) 0.1-80 % dry particulate matter.
Description
CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 GLOSSY TRANSFER RESISTANT COSMETIC COMPOSITIONS
This application claims priority from Provisional Patent Application Serial No. 60/000505 filed June 26, 1995.
Technical Field The invention is in the field of cosmetic compositions applied to the skin or hair.
Backqround of the Invention Cosmetic compositions are generally defined as compositions suitable for application to the human body.
Cosmetic compositions such as creams and lotions are used to moisturize the skin and keep it in a smooth supple condition.
15 Pigmented cosmetic compositions such as makeup, blush, lipstick, and eyeshadow, are used to color the skin and lips.
Since color is one of the most important reasons for wearing cosmetics, color containing cosmetics must be very carefully formulated to provide ~; wear and effect.
One of the long stAn~;ng problems with makeups such as face makeup, lipstick, mascara, and the like, is the tendency of the cosmetic to blot or transfer from the skin or lashes onto other surfaces such as glassware, silverware, or clothing. This not only creates soiling, but forces the z5 cosmetic user to reapply cosmetic at fairly short intervals.
Cosmetic compositions with improved transfer resistance are disclosed in U.S. Patent No. 5,505,937. However, these transfer resistant cosmetic compositions have a very matte texture on the skin and lips.
Marketing studies indicate that approximately three out of every five women prefer lipsticks which are glossy because they provide a dewy look which is associated with ~ youthfulness and good health. However, the traditional lipstick formulas provide very matte finishes, as do the 3S transfer resistant lipsticks which are currently so popular.
If ingredients which provide enhanced gloss are added to transfer resistant cosmetics in attempt to improve gloss, the SUBSTITUTE SHEET (RULE 26) CA 0222~996 1997-12-30 W O97/01321 PCT~US96/10642 transfer resistance tends to be compromised. Accordingly, there is a great desire to achieve cosmetic compositions with excellent adhesion to the skin, or superior transfer resistance, and at the same time provide high gloss.
The object of this invention is to formulate a cosmetic compositions, particularly a lipstick, with long lasting adherence to skin and which also has gloss and shine.
Another object of the invention is to formulate a high gloss high shine cosmetic which yields a film which does not 10 readily transfer to clothing or utensils.
Another object of the invention is to formulate a cosmetic which yields a film which exhibits reduced permeability to oil and water.
Unless otherwise indicated, all percentages and ratios 15 expressed herein are by weight.
SummarY of the Invention The invention is directed to a cosmetic composition with gloss and shine having ; L~ved transfer resistance:
a) from about 0.1-60% by weight of a polymer which is an adhesive at room temperature, b) from about 0.1-70% by weight of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., c) 0.1-60% of a nonvolatile oil d) 0.1-80% dry particulate matter.
Detailed Description THE POLYMER
The composition of the invention contains 0.1-60%, 30 preferably 0.5-50%, more preferably 1-30% of a polymer which is an adhesive at room temperature. The phrase "adhesive at room temperature" means that at approximately 20~C. the polymer exhibits good affinity to skin. Such polymers may be liquids or solids, and if solids, generally have a melting 35 point of up to 200~C. They are soluble or dispersible in nonpolar solvents. The polymer is of a density, molecular weight, and melting point such that when it is mixed with the SuBs77TuTE S~E~T (RUi E 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 volatile solvent in the disclosed proportions it is capable of forming a solid or gel.
In one preferred embodiment of the invention comprises a vinyl, methacrylic, or acrylic backbone and has pendant 5 siloxane groups and pendant fluorochemical groups. Such polymers preferably comprise repeating A, C, D and optionally B monomers wherein:
A is at least one free radically polymerizable acrylic or methacrylic ester of a l,1,-dihydroperfluoroalkanol or 10 analog thereof, omega-hydridofluoroalkanols, fluoroalkylsulfonamido alcohols, cyclic fluoroalkyl alcohols, and fluoroether alcohols, B is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula X(Y)nSi(R) 3-mZm wherein X is a vinyl group copolymerizable with the A and B
monomers, Y is a divalent linking group which is alkylene, 20 arylene, alkarylene, and aralkylene of 1 to 30 carbon atoms which may incorporate ester, amide, urethane, or urea groups, n is zero or 1;
m is an integer of from 1 to 3, R is hydrogen, C14 alkyl, aryl, or alkoxy, Z is a monovalent siloxane polymeric moiety; and D is at least one free radically polymerizable acrylate or methacrylate copolymer.
Such polymers and their manufacture are disclosed in U.S.
patent no.s 5,209,924 and 4,972,037, which are hereby 30 incorporated by reference.
Preferred is wherein the polymer is a combination of A, C, and D monomers wherein A is a polymerizable acrylic or methacrylic ester of a fluoroalkylsulfonamido alcohol, and where D is a methacrylic acid ester of a cll2 straight or 35 branched chain alkyl, and C is as defined above. Most preferred is a polymer having moieties of the general formula:
~1t~ u ~ (RLILE9~
-CA 0222~996 1997-12-30 W 097/01321 PCT~US96/10642 COOCH2CH(C~3)2 COOCH2CH2NS02c8F17 CH3 ~CH2 Cl )a (CH2--CH)b (CH2C)C-CH3cH2cH2cH~ l i{o~ n~-si-c~2cH2cH2ooc wherein a, b, and c are 1-100,000, and the terminal groups 15 can be C120 straight or branched chain alkyl, aryl, alkoxy, and the like.
These polymers may be purchased from M; nn~ota Mining and Manfacturing Company under the trad~n~ ~ "Silicone Plus"
polymers. Most preferred is poly(isobutyl methacrylate -co-20 methyl FOSEA) -g- poly(dimethylsiloxane) which is sold under the tradename SA 70-5 IBMMF.
In another preferred embodiment of the invention, the polymer has a vinyl, methacrylic, or acrylic polymeric backbone with pendant siloxane groups. Such polymers as 25 disclosed in U.S. patent no.s 4,693,935, 4,981,903, ~,981,902, and which are hereby incorporated by reference.
Preferably, these polymers are comprised of A, C, and optionally B monomers wherein:
A is at least on free radically polymerizable vinyl, 30 methacrylate, or acrylate monomer;
B, when present, is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula:
X(Y)nSi(R) 3-mZm 35 wherein:
X is a vinyl group copolymerizable with the A and B monomers;
Y is a divalent linking group;
SU~STITUTE SHE~ ~RULE 26) CA 0222~996 l997-l2-30 W O97/01321 PCTrUS96/10642 n is zero or l;
m is an integer of from 1 to 3;
R is hydrogen, Cl10 alkyl, substituted or unsubstituted phenyl, CllO alkoxy;
5 Z is a monovalent siloxane polymeric moiety.
Examples of A monomers are lower to intermediate methacrylic acid esters of C1l2 straight or branched chain alcohols, styrene, vinyl esters, vinyl chloride, vinylidene chloride, acryloyl monomers, and so on.
The B monomer, if present, is a polar acrylic or methacrylic monomer having at least one hydroxyl, amino, or ionic group (such as quaternary ammonium, carboxylate salt, sulfonic acid salt, and so on).
The C monomer is as above defined.
In~a third preferred embodiment of the invention, the preferred polymer is vinyl-silicone graft or block copolymer having the formula:
(R, ) 3-x Gs (/R3)3 q I
/ i--(OSi)y--OS~
(G 2sR2)x G6 (R4SG4)q wherein Gs represents monovalent moieties which can independently be the same or different selected from the 25 group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA; A represents a vinyl polymeric segment consisting essentially of a polymerized free radically polymerizable monomer, and Z is a divalent linking group such as C1l0 alkylene, aralkylene, arylene, and 30 alkoxylalkylene, most preferably Z methylene or propylene.
G6 is a monovalent moiety which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA;
G2 comprises A;
G4 comprises A;
SU3STITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCTrUS96/10642 Rl is a monovalent moiety which can independently be the same or different and is selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl; but preferably Cl4 alkyl or hydroxyl, 5 and most preferably methyl.
R2 is independently the same or different and is a divalent linking group such as CllO alkylene, arylene, aralkylene, and alkoxyalkylene, preferably Cl3 alkylene or C,lO aralkylene, and most preferably -CH2- or 1,3-propylene, 10 and R3 is a monovalent moiety which is independently alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, or hydroxyl, preferably Cl~ alkyl or hydroxyl, most preferably methyl;
R4 is independently the same or different and is a divalent linking group such as CllO alkylene, arylene, aralkylene, alkoxyalkylene, but preferabiy Cl3 alkylene and C,lO alkarylene, most preferably -CH2- or 1,3-propylene.
x is an integer of 0-3;
20 y is an integer of 5 or greater; preferably 10 to 270, and more preferably 40-270;
q is an integer of 0-3.
These polymers are described in U.S. Patent No.
5,468,477, which is hereby incorporated by reference. Most 25 preferred is poly(dimethylsiloxane)-g-poly(isobutyl methacrylate), which is manufactured by 3-M Company under the tradename VS 70 IBM.
THE VOLATILE SOLVENT
The volatile solvents of the invention generally have a low viscosity ranging from 0.1 to 20, and more preferably 0.5-10 centipoise at 25~C. The term "volatile" means that the solvent has a measureable vapor pressure, or in other words a vapor pressure of at least 2 mm. of mercury at 20~C.
35 Volatile solvents suitable in the composition of the invention include volatile low viscosity silicone fluids such as cyclic silicones having the formula:
SV~TITUTE SHE~r (RULE 26~
CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 sio -- CH3 n wherein n=3-7. Volatile linear polydimethylsiloxanes are also suitable and generally have from about 2 to 9 silicon 10 atoms and are of the formula:
(CH3)si--o-[-si(CH3)2--o-]n--si(CH3) 3 wherein n=0-7. These silicones are available from various sources including Dow Corning Corporation and General Electric. Dow Corning silicones are sold under the 15 trad~nA -~ Dow Corning 244, 245, 344, 345, and 200 fluids.
These fluids comprise octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexamethyldisiloxane, or mixtures thereof.
Also suitable as the volatile solvent component are 20 straight or branched chain paraffinic hydrocarbons having 5-20 carbon atoms, more preferably 10-16 carbon atoms.
Suitable hydrocarbons are pentane, hexane, heptane, decane, dodecane, tetradecane, tridecane, and C820 isoparaffins as disclosed in U.S. Patent no.s 3,439,088 and 3,818, 105, both 25 of which are hereby incorporated by reference. Preferred volatile paraffinic hydrocarbons have a molecular weight of 70 to 190, more preferably 160-180, and a boiling point range of 30 to 320~C., preferably 60-260OC., a viscosity of less than 20 centipoise at 25~C. Such paraffinic hydrocarbons are 30 available from EXXON under the ISOPARS trademark, and Permethyl Corporation. Such C520 paraffinic hydrocarbons such as Cl2 isoparaffin manufactured by the Permethyl Corporation having the tradename Permethyl 99ATM, or a C12 isoparaffin (isododecane) are distributed by Presperse having the tra~enA - Permethyl 99ATM. Various C16 isoparaffins c~ -~cially available, such as isohexadecane (having the tradename Permethyl RTM) are also suitable. The volatile SUBSTITUTE SHEET (R~TLF 26~
CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 solvent may be a mixture of volatile silicone and paraffinic hydrocarbons; a ratio of 1:20 to 20:1 respectively is suggested. The volatile solvent preferably ranges from 1-60%, or 10-60~ by weight of the total composition.
THE NONVOLATILE OIL
The nonvolatile oil ranges from 0.1-40~, preferably 0.5-30% by weight of the composition. The term "nonvolatile"
means that the oil does not have a measureable vapor 10 pressure, or in other words a vapor pressure of less than 2 mm. of mercury at 20~C. Preferably, the nonvolatile oil has a viscosity ranging from 10 to l,000,000 centipoise at 25~C., preferably 20 to 600,000 centipoise at 25~C.
The nonvolatile oil may comprise esters of the formula 15 RCO-OR' wherein R and R' are each independently a C125, preferably a C420 straight or branched chain alkyl, alkenyl or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl. ExampLes of such esters include isotridecyl isononanoate, PEG-4 diheptanoate, isostearyl neopentanoate, tridecyl ~0 neopentanoate, cetyl octanoate, cetyl palmitate, cetyl ricinoleate, cetyl stearate, cetyl myristate, coco-dicaprylate/caprate, decyl isostearate, isodecyl oLeate, isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl 25 myristate, octododecanol, and fatty alcohols such as oleyl alcohol, isocetyl alcohol, and the like, as well as the esters disclosed on pages 24-26 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
The nonvolatile oil may also comprise glyceryl esters of fatty acids, or triglycerides, such as castor oil, lanolin oil, triisocetyl citrate, C1018 triglycerides, caprylic/capric/triglycerides, coconut oil, corn oil, cottonseed oil, linseed oil, mink oil, olive oil, palm oil, 35 illipe butter, rapeseed oil, soybean oil, sunflower seed oil, walnut oil, and the like.
~U~3~;TITUTE S~EET (RUI~E 26 CA 0222~996 1997-12-30 W O 97/01321 PCTrUS96/10642 Also suitable as the nonvolatile oil are glyceryl esters (excluding fats and oils which are glyceryl esters of fatty acids) which are primarily fatty acid mono-di- and triglycerides which are modified by reaction with other 5 alcohols, for example, acetylated castor oil, glyceryl stearate, glyceryl dioleate, glyceryl distearate, glyceryl trioctanoate, glyceryl distearate, glyceryl linoleate, glyceryl myristate, glyceryl isostearate, PEG castor oils, PEG glyceryl oleates, PEG glyceryl stearates, PEG glyceryl 10 tallowates, and so on.
Also suitable as the nonvolatile oil are nonvolatile hydrocarbons such as isoparaffins, hydrogenated polyisobutene, mineral oil, squalene, petrolatum, and so on.
Also suitable as the nonvolatile oil are various lanolin 15 derivatives such as acetylated lanolin, acetylated lanolin alcohol, and so on.
Nonvolatile nonfluorinated silicones are also suitable as the nonvolatile compor,ent. Such silicones preferably have a viscosity of 10 to 600,000 centistokes, preferably 20 to 20 100,000 centistokes at 25~C. Suitable silicones include amodimethicone, bisphenylhexamethicone, dimethicone, dimethicone copolyol, dimethiconol, hexadecyl methicone, hexamethyldisiloxane, methicone, phenyl trimethicone, simethicone, dimethylhydrogensiloxane, stearoxy dimethicone, 25 stearoxytrimethylsilane, vinyldimethicone, and mixtures thereof. Such silicones are available from Dow Corning as the 3225C formulation aid, Dow 190 and 193 fluids, or similar products marketed by Goldschmidt under the ABIL tradename.
Also suitable as the nonvolatile oil are various 30 fluorinated oils such as fluorinated silicones or perfluropolyethers. Particularly suitable are fluorosilicones such as trimethylsilyl endcapped fluorosilicone oil, polytrifluoropropylmethylsiloxanes, and similar silicones such as those disclosed in U.S. patent no.
35 5,118,496 which is hereby incorporated by reference. The nonvolatile component may comprise mixtures of fluorosilicones and dimethylpolysiloxanes. The nonvolatile g SUBS~ITUTE ~ FEl- (RUL~ 26) CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 component may also comprise perfluoropolyethers like those disclosed in U.S. patent nos. 5,183,589, 4,803,067, 5,183,588 all of which are hereby incorporated by reference. These perfluoropolyethers are commercially available from 5 Montefluos under the trademark Fomblin.
Other suitable nonvolatiles include sorbitan derivatives such as PEG sorbitan beeswax, PEG sorbitan isostearate, PEG
sorbitan lanolate, PEG sorbitan laurate, PEG sorbitan oleate, PEG sorbitan palmitate, PEG sorbitan stearate, polysorbates, 10 sorbitan trioleates, sorbitan sesquioleates, sorbltan stearates, sorbitan tristearates, and so on.
THE DRY PARTICULATE MATTER
Preferably, the compositions of the invention contain 15 0.1-80%, preferably 0.1-60%, more preferably 0.1-50% dry particulate matter having a particle size of 0.02 to 200, preferably 0.5 to 100 microns. The particulate matter may be colored or non-colored (for example white). Suitable such powders include bismuth oxychloride, titanated mica, fumed 20 silica, spherical silica, polymethylmethacrylate, micronized teflon, boron nitride, acrylate polymers, aluminum silicate, aluminum starch octenylsuccinate, bentonite, calcium silicate, cellulose, chalk, corn starch, diatomaceous earth, fuller's earth, glyceryl starch, hectorite, hydrated silica, 25 kaolin, magnesium aluminum silicate, magnesium carbonate, magnesium hydroxide, magnesium oxide, magnesium silicate, magnesium trisilicate, maltodextrin, montmorillonite, microcrystalline cellulose, rice starch, silica, talc, mica, titanium dioxide, zinc laurate, zinc myristate, zinc 30 neodecanoate, zinc rosinate, zinc stearate, polyethylene, alumina, attapulgite, calcium carbonate, calcium silicate, dextran, kaolin, nylon, silica silylate, silk powder, sericite, soy flour, tin oxide, titanium hydroxide, trimagnesium phosphate, walnut shell powder, or mixtures 35 thereof. The above mentioned powders may be surface treated with lecithin, amino acids, mineral oil, silicone oil, or various other agents either alone or in combination, which SUBSTITUTE SI~EEr (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 coat the powder surface and render the particles hydrophobic in nature.
The powder component may also comprise various organic and inorganic pigments. The organic pigments are generally 5 various aromatic types including azo, indigoid, triphenylmethane, anthraquinone, and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges, reds, yellows, etc. Organic pigments generally consist of insoluble metallic salts of certified color additives, 10 referred to as the Lakes. Inorganic pigments include iron oxides, ultramarine and chromium or chromium hydroxide colors, and mixtures thereof. Other pigments such as manganese violet, carmine, iron blue (or ferric ammonium ferrocyanide) are also suitable.
Obviously the percentage of pigments used in the powder component will depend upon the type of cosmetic being formulated. Blushes, eyeshadows, lipsticks and similar cosmetics will contain higher percentages of pigment in the powder phase, usually ranging from 5-50% of the total 20 cosmetic composition. Preferably a combination of pigments and non-pigment powders are present, and the pigment:non-pigment powder weight ratio ranges from 1:20 to 20:1.
The cosmetic compositions of the invention may be in the 25 form of anhydrous compositions or water and oil emulsions.
Preferably the cosmetic compositions are anhydrous cosmetic sticks such as lipstick, eyeshadow sticks, concealer sticks, blush sticks, and the like. Preferred cosmetic stick compositions comprise:
0.1-30% polymer, 10-60% volatile solvent, 0.1-30% nonvolatile oil, 5-50% dry particulate matter, and 1-50% wax.
Suitable wax or wax-like materials generally have a melting point range of 25 to 140~C. Waxes in this category include synthetic waxes such as polyethylenes and derivatives ~iUBSTITUTE SHEI~T (RUI E ~6~
=
CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 thereof, ceresin, paraffin, ozokerite, illipe butter, beeswax, carnauba, microcrystalline, lanolin, lanolin derivatives, candelilla, cocoa butter, shellac wax, spermaceti, bran wax, capok wax, sugar cane wax, montan wax, 5 whale wax, bayberry wax, or mixtures thereof.
Preferably the cosmetic compositions are anhydrous lipsticks composition comprises:
0.1-30% of a polymer selected from the group consisting of poly(dimethylsiloxane)-g-poly(isobutyl methacrylate), 10 poly(isobutyl methacrylate-co-methyl FOSEA)-g-poly(dimethylsiloxane), and mixtures thereof;
10-60% of a volatile solvent which is a volatile silicone, volatile paraffinic hydrocarbon, or mixtures thereof, 0.1-30% of a nonvolatile oil, 5-50% of a dry particulate matter having a particle size of 0.02 to 100 microns, and 1-50% of a wax having a melting point of 25-140~C.
In addition, cosmetic stick compositions may 20 additionally contain one or more of preservatives, antioxidants, emulsifiers, thickeners, and so on. The ingredients corresponding to these categories are set forth in the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
Creams or lotions are generally water-in-oil or oil-in-water emulsions containing water, humectants, surfactants, preservatives, sunscreens, dry particulate matter, and the like. Generally the ranges of these ingredients are 0.1-80% water, 0.01-10% humectants, 0.01-5%
30 surfactants, 0.001-5% preservatives, and 0.001-5% sunscreens.
Suitable emollients, humectants, surfactants, preservatives and sunscreens are as set forth in the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
Creams may be anhydrous, or aqueous, and contain water, humectants, surfactants, thickeners, sunscreens, SUE~SmUTE SHEEl (RULE 26~
, CA 0222~996 1997-l2-30 W O 97/01321 PCTrUS96/10642 preservatives, and sunscreens, as mentione~ above, may also be included.
The creams and lotions of the invention are particularly good vehicles for sunscreen. In particular, about 0.01-10%
5 by weight of various sunscreen compounds such as PABA, cinn~ ~tes, benzophenones, and derivatives thereof can be incorporated into the cream or lotion. Because the compositions exhibit superior transfer resistance characteristics, the sunscreens are able to remain on the 10 skin for a longer time period. Suitable creams in accordance with the invention are sunscreen creams comprising:
1-30% polymer 1-40% volatile solvent 0.5-30% nonvolatile oil 0.1-70% dry particulate matter.
The dry particulate matter is largely titanium dioxide and other powdered materials which provide good sunscreen protection.
The compositions of the invention may also be in the 20 form of face powders comprising:
0.1-60% polymer, 0.1-60% of a volatile solvent having a viscosity -~f 0.5 to 20 centipoise at Z5~C., 0.1-60% of a nonvolatile oil, and 0.01-80% of a dry particulate matter.
The composition of the invention may also be incorporated into mascaras which generally comprise film formers, waxes, emulsifiers, and pigment.
Suitable mascara compositions comprise:
0.1-15% polymer 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-10% of a nonvolatile oil, 0.1-30% of a dry particulate matter, 0.1-20% film former, 0.1-30% wax, and 0.1-10% emulsifier.
SUBSTITUTE SHEET (RULE 26) . CA 0222~996 l997-l2-30 W O97/01321 PCT~US96/10642 Preferably, the volatile solvent comprisas a mixture of volatile silicone and a volatile hydrocarbon, and the dry particulate matter comprises a combination of pigments and non-pigment powders.
Suitable waxes are as set forth above. Suitable film formers include acacia gum, cellulose derivatives, guar derivatives and all those set forth on pages 68-69 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
1~ Suitable emulsifiers or emulsifying agents are as set forth on pages 90 to 94 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated oy reference.
The composition of the invention may also be 15 incorporated into water and oil emulsion makeup compositions.
Makeup generally contains water, and pigment in a~dition to an oil phase. Suitable cosmetic makeup compositions comprise:
0.1-20% polymer 2~ 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-25% of a nonvolatile oil, 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns, and 2c 0.1-50% water.
Preferably, the nonvolatile oils are dimethicone and dimethicone copolyol, and the pigment to non-pigment powder weight ratio is 1:20 to 20:1.
The cosmetically acceptab~e vehicle may also be a blush.
30 Preferred are blush compositions comprising:
0.1-20% polymer, 0.1-30% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-25% of a nonvolatile oil, 0.1-10% water, and 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns.
SUBSTITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCTrUS96/10642 In the above composition, it is preferred that the nonvolatile oils are dimethylhydrogen siloxane, dimethicone, dimethiconol, and fluorosilicone.
The cosmetically acceptable vehicle may also be an 5 eyeshadow. Eyeshadows generally contain pigment or powder in additlon to waxes and oils. Preferred eyeshadow compositions comprlse:
0.1-20% polymer, 0.1-30% of a volatile solvent having a viscosity of 0.5 10 to 20 centipoise at 25~C., 0.1-40% nonvolatile oil, 0.1-60% dry particulate matter having a particle size of 0.02 to 100 microns.
In the above eyeshadow composition, it is preferred that 15 the volatile solvent comprises cyclomethicone and the nonvolatile oil comprises dimethiconol.
The cosmetically acceptable vehicle may also be a concealer, which generally comprises pigment or other powder, wa~. and other ingredients such as humectants, preservatives, 20 etc. A preferred composition of the invention is a concealer comprising:
0.1-15% polymer, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-35% of a nonvolatile oil, and 0.1-40% of a dry particulate matter having a particle size of 0.02 to 100 microns.
In this concealer composition it is preferred that the nonvolatile oil comprises fluorinated silicone, 30 dimethylpolysiloxane or mixtures thereof.
The compositions of the invention provide cosmetics which adhere well to the skin and exhibit reduced transfer resistance.
The invention will be further described in connection 35 with the following examples which are set forth for the purpose of illustration only.
SUBSTITUTE SHEEr (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 A transfer resistant lipstick composition in the stick form was made as follows:
w/w%
5 Synthetic wax 7 00 Ceresin 3.50 Ozokerite 2.25 Paraffin 2.00 Octyldodecanol, cholestero~, trilaurin phospholip-ds, glycosphingolipids0.50 Illipe butter 0.20 Polypropylene 0.10 Methyl paraben 0 30 15 Propyl paraben 0.10 BHA 0.10 SA-70SIBMMF (25% in cyclomethicone)*10.50 ~?.ta~in E acetate 0.10 Apple extract/vegetable oil 0.50 2G Phytantriol 0.10 Vitamin A & D3 corn oil 0.20 Maleated soybean oil 0.50 Isostearyltrimethylolpropanesiloxysilicate/
black iron oxide 0.08 25 Mica, lecithin 14.37 Mica 2.50 Titanium dioxide, mica 2.00 Titanium dioxide, mica, iron oxide 1.00 Isododecane 12.00 Cyclomethicone 29.60 * 3-M, poly(isobutyl methacrylate -co- methyl FOSEA) -g-poly(dimethylsiloxane) The ingredients were heated, mixed, and poured into sticks. The sticks were hard, and when applied provided a slightly transfer proof finish that did not kiss off when the SUBSTITUTE SHEET (RULE 26) CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 lips were placed on the back of the hand. The stick provided a muted glossy, dewy finish on the lips.
w/w%
eyeshadow blush concealer Coco caprylate/caprate 2.2002.2002.200 Cetyl acetate/acetylated lanolin alcohol 1.0001.0001.000 (25% in cyclomethicone) 7.000 7.000 7.000 Synthetic wax 6.6006.6006.600 Ceresin wax 4.0004.0004.000 Paraffin wax 3.0003.0003.000 15 ozokerite 1.0001.0001.000 Octyldodecanol/trilaurin/
phospholipid/cholestero~/ 0 500 glycosphingolipid 0.5000.500 Illipe butter 0.2000.2000.200 Polypropylene 0.1000.1000.100 Methyl paraben 0.3000.3000.300 Propyl paraben 0.1000.1000.100 BHA 0.1000.1000.100 25 Lanolin oil 3.5003.5003.500 D&C red 7 ca lake -~ 2.100 -----FD&C yellow 5 al lake ----- 0.800 -----Red iron oxide 2.100 ----- 2.100 Yellow iron oxide 0.800 ----- 0.800 30 Black iron oxide 0.5000.5000.100 Titanium dioxide 0.1000.1000.100 Bismuth oxychloride 3.0003.0003.000 Titanium dioxide/mica 9.0009.0009.000 Cyclomethicone 41.4041.40041.400 Mica/dimethicone 2.0002.0002.000 Isododecane 9.0009.0009.000 SUBSTITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 Trioctyldodecyl citrate 2.000 2.000 2.000 Cococaprylate/caprate 0.500 0.500 0.500 The above cosmetic compositions were made by first 5 mixing the dry ingredients. The waxes and oils were added with heating to about 100~C. The volatile solvent and polymer were added. The remaining ingredients were added and the mixture stirred before pouring the mixtures into the appropriate molds and allowing to cool.
A transfer resistant lipstick composition in accordance with the inven~ion was made as follows:
w/w%
Synthetic wax 7.00 Ceresin 3.50 ~z~kerite 2.25 Par.~ffin 2.00 Gclyldodecanol,cholesterol,trilaurin phospholipids, glycosphingolipids0.50 illipe butter 0.20 ~olypropylene 0.10 Methyl paraben 0,30 25 Propyl paraben 0.10 BEA 0.10 VS 70 IBM in Finsolv (25% in cyclomethicone)* 10.50 Vitamin E acetate 0.10 Apple extract/vegetable oi~ 0.50 Phytantriol 0.10 Vitamin A & D3 corn oil 0.20 Maleated soybean oil 0.50 lsostearyltrimethylolpropanesiloxysilicate/black iron oxide 0.08 Mica, lecithin 14.37 Mica 2.50 SUBSTITUTE SHEEr (RULE 26) CA 0222~996 l997-l2-30 Titanium dioxide, mica 2.00 Titanium dioxide, mica, iron oxide 1.00 Isododecane 12.00 5 Cyclomethicone 29.60 * 3-M Company, poly(dimethylsiloxane)-g-poly(isobutyl methacrylate) A glossy transfer resistant lip gel was made as follows:
w/w%
VS70-51 in isododecane (50/50) 13.00 SA70-52 in cyclomethicone (25/75) 53.00 Di-lnethicone (0.65 cs) 27.00 Diisostearyl fumerate 7 . 00 i Poly(dimethylsiloxane)-g-poly(lsobutyl methacrylate) : ~oly(isobutyl methacrylate-c.o-methyl FOSEA-g-polydimethylsi.lcxane) The gel provides a very smooth, glossy finish when applied ~o the lips and does not transfer off.
~5 A lip gel with gloss and transrer resist~nce was made as follows:
w / w%
SA70-51 in cyclomethicone (25/75) 51.00 30 VS70-52 in isododecane 14.50 Dimethicone (0.65 cs) 27.00 Diisostearyl fumerate 7,00 ~ Synthetic hydrocarbons 0.50 1 Poly(isobutyl methacrylate-co-methyl FOSEA-g-polydimethylsiloxane) 2 Poly(dimethylsiloxane)-g-poly(isobutyl methacrylate) nt~ U SffEEr(RULE~t) =
CA 0222~996 l997-l2-30 W O97/01321 PCT~US96/10642 While the invention has been described in connection with preferred embodiments, it is not intended to limit the scope of the invention to the particular form set forth, but, on the contrary, it is intended to cover such alternatives, 5 modifications, and equivalents as may be ~ncluded within the spirit and scope of the invention as defined b~ the appended claims.
2~
SUBSTITUTE SHEET (RUEE 26)
This application claims priority from Provisional Patent Application Serial No. 60/000505 filed June 26, 1995.
Technical Field The invention is in the field of cosmetic compositions applied to the skin or hair.
Backqround of the Invention Cosmetic compositions are generally defined as compositions suitable for application to the human body.
Cosmetic compositions such as creams and lotions are used to moisturize the skin and keep it in a smooth supple condition.
15 Pigmented cosmetic compositions such as makeup, blush, lipstick, and eyeshadow, are used to color the skin and lips.
Since color is one of the most important reasons for wearing cosmetics, color containing cosmetics must be very carefully formulated to provide ~; wear and effect.
One of the long stAn~;ng problems with makeups such as face makeup, lipstick, mascara, and the like, is the tendency of the cosmetic to blot or transfer from the skin or lashes onto other surfaces such as glassware, silverware, or clothing. This not only creates soiling, but forces the z5 cosmetic user to reapply cosmetic at fairly short intervals.
Cosmetic compositions with improved transfer resistance are disclosed in U.S. Patent No. 5,505,937. However, these transfer resistant cosmetic compositions have a very matte texture on the skin and lips.
Marketing studies indicate that approximately three out of every five women prefer lipsticks which are glossy because they provide a dewy look which is associated with ~ youthfulness and good health. However, the traditional lipstick formulas provide very matte finishes, as do the 3S transfer resistant lipsticks which are currently so popular.
If ingredients which provide enhanced gloss are added to transfer resistant cosmetics in attempt to improve gloss, the SUBSTITUTE SHEET (RULE 26) CA 0222~996 1997-12-30 W O97/01321 PCT~US96/10642 transfer resistance tends to be compromised. Accordingly, there is a great desire to achieve cosmetic compositions with excellent adhesion to the skin, or superior transfer resistance, and at the same time provide high gloss.
The object of this invention is to formulate a cosmetic compositions, particularly a lipstick, with long lasting adherence to skin and which also has gloss and shine.
Another object of the invention is to formulate a high gloss high shine cosmetic which yields a film which does not 10 readily transfer to clothing or utensils.
Another object of the invention is to formulate a cosmetic which yields a film which exhibits reduced permeability to oil and water.
Unless otherwise indicated, all percentages and ratios 15 expressed herein are by weight.
SummarY of the Invention The invention is directed to a cosmetic composition with gloss and shine having ; L~ved transfer resistance:
a) from about 0.1-60% by weight of a polymer which is an adhesive at room temperature, b) from about 0.1-70% by weight of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., c) 0.1-60% of a nonvolatile oil d) 0.1-80% dry particulate matter.
Detailed Description THE POLYMER
The composition of the invention contains 0.1-60%, 30 preferably 0.5-50%, more preferably 1-30% of a polymer which is an adhesive at room temperature. The phrase "adhesive at room temperature" means that at approximately 20~C. the polymer exhibits good affinity to skin. Such polymers may be liquids or solids, and if solids, generally have a melting 35 point of up to 200~C. They are soluble or dispersible in nonpolar solvents. The polymer is of a density, molecular weight, and melting point such that when it is mixed with the SuBs77TuTE S~E~T (RUi E 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 volatile solvent in the disclosed proportions it is capable of forming a solid or gel.
In one preferred embodiment of the invention comprises a vinyl, methacrylic, or acrylic backbone and has pendant 5 siloxane groups and pendant fluorochemical groups. Such polymers preferably comprise repeating A, C, D and optionally B monomers wherein:
A is at least one free radically polymerizable acrylic or methacrylic ester of a l,1,-dihydroperfluoroalkanol or 10 analog thereof, omega-hydridofluoroalkanols, fluoroalkylsulfonamido alcohols, cyclic fluoroalkyl alcohols, and fluoroether alcohols, B is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula X(Y)nSi(R) 3-mZm wherein X is a vinyl group copolymerizable with the A and B
monomers, Y is a divalent linking group which is alkylene, 20 arylene, alkarylene, and aralkylene of 1 to 30 carbon atoms which may incorporate ester, amide, urethane, or urea groups, n is zero or 1;
m is an integer of from 1 to 3, R is hydrogen, C14 alkyl, aryl, or alkoxy, Z is a monovalent siloxane polymeric moiety; and D is at least one free radically polymerizable acrylate or methacrylate copolymer.
Such polymers and their manufacture are disclosed in U.S.
patent no.s 5,209,924 and 4,972,037, which are hereby 30 incorporated by reference.
Preferred is wherein the polymer is a combination of A, C, and D monomers wherein A is a polymerizable acrylic or methacrylic ester of a fluoroalkylsulfonamido alcohol, and where D is a methacrylic acid ester of a cll2 straight or 35 branched chain alkyl, and C is as defined above. Most preferred is a polymer having moieties of the general formula:
~1t~ u ~ (RLILE9~
-CA 0222~996 1997-12-30 W 097/01321 PCT~US96/10642 COOCH2CH(C~3)2 COOCH2CH2NS02c8F17 CH3 ~CH2 Cl )a (CH2--CH)b (CH2C)C-CH3cH2cH2cH~ l i{o~ n~-si-c~2cH2cH2ooc wherein a, b, and c are 1-100,000, and the terminal groups 15 can be C120 straight or branched chain alkyl, aryl, alkoxy, and the like.
These polymers may be purchased from M; nn~ota Mining and Manfacturing Company under the trad~n~ ~ "Silicone Plus"
polymers. Most preferred is poly(isobutyl methacrylate -co-20 methyl FOSEA) -g- poly(dimethylsiloxane) which is sold under the tradename SA 70-5 IBMMF.
In another preferred embodiment of the invention, the polymer has a vinyl, methacrylic, or acrylic polymeric backbone with pendant siloxane groups. Such polymers as 25 disclosed in U.S. patent no.s 4,693,935, 4,981,903, ~,981,902, and which are hereby incorporated by reference.
Preferably, these polymers are comprised of A, C, and optionally B monomers wherein:
A is at least on free radically polymerizable vinyl, 30 methacrylate, or acrylate monomer;
B, when present, is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula:
X(Y)nSi(R) 3-mZm 35 wherein:
X is a vinyl group copolymerizable with the A and B monomers;
Y is a divalent linking group;
SU~STITUTE SHE~ ~RULE 26) CA 0222~996 l997-l2-30 W O97/01321 PCTrUS96/10642 n is zero or l;
m is an integer of from 1 to 3;
R is hydrogen, Cl10 alkyl, substituted or unsubstituted phenyl, CllO alkoxy;
5 Z is a monovalent siloxane polymeric moiety.
Examples of A monomers are lower to intermediate methacrylic acid esters of C1l2 straight or branched chain alcohols, styrene, vinyl esters, vinyl chloride, vinylidene chloride, acryloyl monomers, and so on.
The B monomer, if present, is a polar acrylic or methacrylic monomer having at least one hydroxyl, amino, or ionic group (such as quaternary ammonium, carboxylate salt, sulfonic acid salt, and so on).
The C monomer is as above defined.
In~a third preferred embodiment of the invention, the preferred polymer is vinyl-silicone graft or block copolymer having the formula:
(R, ) 3-x Gs (/R3)3 q I
/ i--(OSi)y--OS~
(G 2sR2)x G6 (R4SG4)q wherein Gs represents monovalent moieties which can independently be the same or different selected from the 25 group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA; A represents a vinyl polymeric segment consisting essentially of a polymerized free radically polymerizable monomer, and Z is a divalent linking group such as C1l0 alkylene, aralkylene, arylene, and 30 alkoxylalkylene, most preferably Z methylene or propylene.
G6 is a monovalent moiety which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA;
G2 comprises A;
G4 comprises A;
SU3STITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCTrUS96/10642 Rl is a monovalent moiety which can independently be the same or different and is selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl; but preferably Cl4 alkyl or hydroxyl, 5 and most preferably methyl.
R2 is independently the same or different and is a divalent linking group such as CllO alkylene, arylene, aralkylene, and alkoxyalkylene, preferably Cl3 alkylene or C,lO aralkylene, and most preferably -CH2- or 1,3-propylene, 10 and R3 is a monovalent moiety which is independently alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, or hydroxyl, preferably Cl~ alkyl or hydroxyl, most preferably methyl;
R4 is independently the same or different and is a divalent linking group such as CllO alkylene, arylene, aralkylene, alkoxyalkylene, but preferabiy Cl3 alkylene and C,lO alkarylene, most preferably -CH2- or 1,3-propylene.
x is an integer of 0-3;
20 y is an integer of 5 or greater; preferably 10 to 270, and more preferably 40-270;
q is an integer of 0-3.
These polymers are described in U.S. Patent No.
5,468,477, which is hereby incorporated by reference. Most 25 preferred is poly(dimethylsiloxane)-g-poly(isobutyl methacrylate), which is manufactured by 3-M Company under the tradename VS 70 IBM.
THE VOLATILE SOLVENT
The volatile solvents of the invention generally have a low viscosity ranging from 0.1 to 20, and more preferably 0.5-10 centipoise at 25~C. The term "volatile" means that the solvent has a measureable vapor pressure, or in other words a vapor pressure of at least 2 mm. of mercury at 20~C.
35 Volatile solvents suitable in the composition of the invention include volatile low viscosity silicone fluids such as cyclic silicones having the formula:
SV~TITUTE SHE~r (RULE 26~
CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 sio -- CH3 n wherein n=3-7. Volatile linear polydimethylsiloxanes are also suitable and generally have from about 2 to 9 silicon 10 atoms and are of the formula:
(CH3)si--o-[-si(CH3)2--o-]n--si(CH3) 3 wherein n=0-7. These silicones are available from various sources including Dow Corning Corporation and General Electric. Dow Corning silicones are sold under the 15 trad~nA -~ Dow Corning 244, 245, 344, 345, and 200 fluids.
These fluids comprise octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexamethyldisiloxane, or mixtures thereof.
Also suitable as the volatile solvent component are 20 straight or branched chain paraffinic hydrocarbons having 5-20 carbon atoms, more preferably 10-16 carbon atoms.
Suitable hydrocarbons are pentane, hexane, heptane, decane, dodecane, tetradecane, tridecane, and C820 isoparaffins as disclosed in U.S. Patent no.s 3,439,088 and 3,818, 105, both 25 of which are hereby incorporated by reference. Preferred volatile paraffinic hydrocarbons have a molecular weight of 70 to 190, more preferably 160-180, and a boiling point range of 30 to 320~C., preferably 60-260OC., a viscosity of less than 20 centipoise at 25~C. Such paraffinic hydrocarbons are 30 available from EXXON under the ISOPARS trademark, and Permethyl Corporation. Such C520 paraffinic hydrocarbons such as Cl2 isoparaffin manufactured by the Permethyl Corporation having the tradename Permethyl 99ATM, or a C12 isoparaffin (isododecane) are distributed by Presperse having the tra~enA - Permethyl 99ATM. Various C16 isoparaffins c~ -~cially available, such as isohexadecane (having the tradename Permethyl RTM) are also suitable. The volatile SUBSTITUTE SHEET (R~TLF 26~
CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 solvent may be a mixture of volatile silicone and paraffinic hydrocarbons; a ratio of 1:20 to 20:1 respectively is suggested. The volatile solvent preferably ranges from 1-60%, or 10-60~ by weight of the total composition.
THE NONVOLATILE OIL
The nonvolatile oil ranges from 0.1-40~, preferably 0.5-30% by weight of the composition. The term "nonvolatile"
means that the oil does not have a measureable vapor 10 pressure, or in other words a vapor pressure of less than 2 mm. of mercury at 20~C. Preferably, the nonvolatile oil has a viscosity ranging from 10 to l,000,000 centipoise at 25~C., preferably 20 to 600,000 centipoise at 25~C.
The nonvolatile oil may comprise esters of the formula 15 RCO-OR' wherein R and R' are each independently a C125, preferably a C420 straight or branched chain alkyl, alkenyl or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl. ExampLes of such esters include isotridecyl isononanoate, PEG-4 diheptanoate, isostearyl neopentanoate, tridecyl ~0 neopentanoate, cetyl octanoate, cetyl palmitate, cetyl ricinoleate, cetyl stearate, cetyl myristate, coco-dicaprylate/caprate, decyl isostearate, isodecyl oLeate, isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl 25 myristate, octododecanol, and fatty alcohols such as oleyl alcohol, isocetyl alcohol, and the like, as well as the esters disclosed on pages 24-26 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
The nonvolatile oil may also comprise glyceryl esters of fatty acids, or triglycerides, such as castor oil, lanolin oil, triisocetyl citrate, C1018 triglycerides, caprylic/capric/triglycerides, coconut oil, corn oil, cottonseed oil, linseed oil, mink oil, olive oil, palm oil, 35 illipe butter, rapeseed oil, soybean oil, sunflower seed oil, walnut oil, and the like.
~U~3~;TITUTE S~EET (RUI~E 26 CA 0222~996 1997-12-30 W O 97/01321 PCTrUS96/10642 Also suitable as the nonvolatile oil are glyceryl esters (excluding fats and oils which are glyceryl esters of fatty acids) which are primarily fatty acid mono-di- and triglycerides which are modified by reaction with other 5 alcohols, for example, acetylated castor oil, glyceryl stearate, glyceryl dioleate, glyceryl distearate, glyceryl trioctanoate, glyceryl distearate, glyceryl linoleate, glyceryl myristate, glyceryl isostearate, PEG castor oils, PEG glyceryl oleates, PEG glyceryl stearates, PEG glyceryl 10 tallowates, and so on.
Also suitable as the nonvolatile oil are nonvolatile hydrocarbons such as isoparaffins, hydrogenated polyisobutene, mineral oil, squalene, petrolatum, and so on.
Also suitable as the nonvolatile oil are various lanolin 15 derivatives such as acetylated lanolin, acetylated lanolin alcohol, and so on.
Nonvolatile nonfluorinated silicones are also suitable as the nonvolatile compor,ent. Such silicones preferably have a viscosity of 10 to 600,000 centistokes, preferably 20 to 20 100,000 centistokes at 25~C. Suitable silicones include amodimethicone, bisphenylhexamethicone, dimethicone, dimethicone copolyol, dimethiconol, hexadecyl methicone, hexamethyldisiloxane, methicone, phenyl trimethicone, simethicone, dimethylhydrogensiloxane, stearoxy dimethicone, 25 stearoxytrimethylsilane, vinyldimethicone, and mixtures thereof. Such silicones are available from Dow Corning as the 3225C formulation aid, Dow 190 and 193 fluids, or similar products marketed by Goldschmidt under the ABIL tradename.
Also suitable as the nonvolatile oil are various 30 fluorinated oils such as fluorinated silicones or perfluropolyethers. Particularly suitable are fluorosilicones such as trimethylsilyl endcapped fluorosilicone oil, polytrifluoropropylmethylsiloxanes, and similar silicones such as those disclosed in U.S. patent no.
35 5,118,496 which is hereby incorporated by reference. The nonvolatile component may comprise mixtures of fluorosilicones and dimethylpolysiloxanes. The nonvolatile g SUBS~ITUTE ~ FEl- (RUL~ 26) CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 component may also comprise perfluoropolyethers like those disclosed in U.S. patent nos. 5,183,589, 4,803,067, 5,183,588 all of which are hereby incorporated by reference. These perfluoropolyethers are commercially available from 5 Montefluos under the trademark Fomblin.
Other suitable nonvolatiles include sorbitan derivatives such as PEG sorbitan beeswax, PEG sorbitan isostearate, PEG
sorbitan lanolate, PEG sorbitan laurate, PEG sorbitan oleate, PEG sorbitan palmitate, PEG sorbitan stearate, polysorbates, 10 sorbitan trioleates, sorbitan sesquioleates, sorbltan stearates, sorbitan tristearates, and so on.
THE DRY PARTICULATE MATTER
Preferably, the compositions of the invention contain 15 0.1-80%, preferably 0.1-60%, more preferably 0.1-50% dry particulate matter having a particle size of 0.02 to 200, preferably 0.5 to 100 microns. The particulate matter may be colored or non-colored (for example white). Suitable such powders include bismuth oxychloride, titanated mica, fumed 20 silica, spherical silica, polymethylmethacrylate, micronized teflon, boron nitride, acrylate polymers, aluminum silicate, aluminum starch octenylsuccinate, bentonite, calcium silicate, cellulose, chalk, corn starch, diatomaceous earth, fuller's earth, glyceryl starch, hectorite, hydrated silica, 25 kaolin, magnesium aluminum silicate, magnesium carbonate, magnesium hydroxide, magnesium oxide, magnesium silicate, magnesium trisilicate, maltodextrin, montmorillonite, microcrystalline cellulose, rice starch, silica, talc, mica, titanium dioxide, zinc laurate, zinc myristate, zinc 30 neodecanoate, zinc rosinate, zinc stearate, polyethylene, alumina, attapulgite, calcium carbonate, calcium silicate, dextran, kaolin, nylon, silica silylate, silk powder, sericite, soy flour, tin oxide, titanium hydroxide, trimagnesium phosphate, walnut shell powder, or mixtures 35 thereof. The above mentioned powders may be surface treated with lecithin, amino acids, mineral oil, silicone oil, or various other agents either alone or in combination, which SUBSTITUTE SI~EEr (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 coat the powder surface and render the particles hydrophobic in nature.
The powder component may also comprise various organic and inorganic pigments. The organic pigments are generally 5 various aromatic types including azo, indigoid, triphenylmethane, anthraquinone, and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges, reds, yellows, etc. Organic pigments generally consist of insoluble metallic salts of certified color additives, 10 referred to as the Lakes. Inorganic pigments include iron oxides, ultramarine and chromium or chromium hydroxide colors, and mixtures thereof. Other pigments such as manganese violet, carmine, iron blue (or ferric ammonium ferrocyanide) are also suitable.
Obviously the percentage of pigments used in the powder component will depend upon the type of cosmetic being formulated. Blushes, eyeshadows, lipsticks and similar cosmetics will contain higher percentages of pigment in the powder phase, usually ranging from 5-50% of the total 20 cosmetic composition. Preferably a combination of pigments and non-pigment powders are present, and the pigment:non-pigment powder weight ratio ranges from 1:20 to 20:1.
The cosmetic compositions of the invention may be in the 25 form of anhydrous compositions or water and oil emulsions.
Preferably the cosmetic compositions are anhydrous cosmetic sticks such as lipstick, eyeshadow sticks, concealer sticks, blush sticks, and the like. Preferred cosmetic stick compositions comprise:
0.1-30% polymer, 10-60% volatile solvent, 0.1-30% nonvolatile oil, 5-50% dry particulate matter, and 1-50% wax.
Suitable wax or wax-like materials generally have a melting point range of 25 to 140~C. Waxes in this category include synthetic waxes such as polyethylenes and derivatives ~iUBSTITUTE SHEI~T (RUI E ~6~
=
CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 thereof, ceresin, paraffin, ozokerite, illipe butter, beeswax, carnauba, microcrystalline, lanolin, lanolin derivatives, candelilla, cocoa butter, shellac wax, spermaceti, bran wax, capok wax, sugar cane wax, montan wax, 5 whale wax, bayberry wax, or mixtures thereof.
Preferably the cosmetic compositions are anhydrous lipsticks composition comprises:
0.1-30% of a polymer selected from the group consisting of poly(dimethylsiloxane)-g-poly(isobutyl methacrylate), 10 poly(isobutyl methacrylate-co-methyl FOSEA)-g-poly(dimethylsiloxane), and mixtures thereof;
10-60% of a volatile solvent which is a volatile silicone, volatile paraffinic hydrocarbon, or mixtures thereof, 0.1-30% of a nonvolatile oil, 5-50% of a dry particulate matter having a particle size of 0.02 to 100 microns, and 1-50% of a wax having a melting point of 25-140~C.
In addition, cosmetic stick compositions may 20 additionally contain one or more of preservatives, antioxidants, emulsifiers, thickeners, and so on. The ingredients corresponding to these categories are set forth in the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
Creams or lotions are generally water-in-oil or oil-in-water emulsions containing water, humectants, surfactants, preservatives, sunscreens, dry particulate matter, and the like. Generally the ranges of these ingredients are 0.1-80% water, 0.01-10% humectants, 0.01-5%
30 surfactants, 0.001-5% preservatives, and 0.001-5% sunscreens.
Suitable emollients, humectants, surfactants, preservatives and sunscreens are as set forth in the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
Creams may be anhydrous, or aqueous, and contain water, humectants, surfactants, thickeners, sunscreens, SUE~SmUTE SHEEl (RULE 26~
, CA 0222~996 1997-l2-30 W O 97/01321 PCTrUS96/10642 preservatives, and sunscreens, as mentione~ above, may also be included.
The creams and lotions of the invention are particularly good vehicles for sunscreen. In particular, about 0.01-10%
5 by weight of various sunscreen compounds such as PABA, cinn~ ~tes, benzophenones, and derivatives thereof can be incorporated into the cream or lotion. Because the compositions exhibit superior transfer resistance characteristics, the sunscreens are able to remain on the 10 skin for a longer time period. Suitable creams in accordance with the invention are sunscreen creams comprising:
1-30% polymer 1-40% volatile solvent 0.5-30% nonvolatile oil 0.1-70% dry particulate matter.
The dry particulate matter is largely titanium dioxide and other powdered materials which provide good sunscreen protection.
The compositions of the invention may also be in the 20 form of face powders comprising:
0.1-60% polymer, 0.1-60% of a volatile solvent having a viscosity -~f 0.5 to 20 centipoise at Z5~C., 0.1-60% of a nonvolatile oil, and 0.01-80% of a dry particulate matter.
The composition of the invention may also be incorporated into mascaras which generally comprise film formers, waxes, emulsifiers, and pigment.
Suitable mascara compositions comprise:
0.1-15% polymer 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-10% of a nonvolatile oil, 0.1-30% of a dry particulate matter, 0.1-20% film former, 0.1-30% wax, and 0.1-10% emulsifier.
SUBSTITUTE SHEET (RULE 26) . CA 0222~996 l997-l2-30 W O97/01321 PCT~US96/10642 Preferably, the volatile solvent comprisas a mixture of volatile silicone and a volatile hydrocarbon, and the dry particulate matter comprises a combination of pigments and non-pigment powders.
Suitable waxes are as set forth above. Suitable film formers include acacia gum, cellulose derivatives, guar derivatives and all those set forth on pages 68-69 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated by reference.
1~ Suitable emulsifiers or emulsifying agents are as set forth on pages 90 to 94 of the C.T.F.A. Cosmetic Inqredient Handbook, First Edition, 1988, which is hereby incorporated oy reference.
The composition of the invention may also be 15 incorporated into water and oil emulsion makeup compositions.
Makeup generally contains water, and pigment in a~dition to an oil phase. Suitable cosmetic makeup compositions comprise:
0.1-20% polymer 2~ 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-25% of a nonvolatile oil, 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns, and 2c 0.1-50% water.
Preferably, the nonvolatile oils are dimethicone and dimethicone copolyol, and the pigment to non-pigment powder weight ratio is 1:20 to 20:1.
The cosmetically acceptab~e vehicle may also be a blush.
30 Preferred are blush compositions comprising:
0.1-20% polymer, 0.1-30% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-25% of a nonvolatile oil, 0.1-10% water, and 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns.
SUBSTITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCTrUS96/10642 In the above composition, it is preferred that the nonvolatile oils are dimethylhydrogen siloxane, dimethicone, dimethiconol, and fluorosilicone.
The cosmetically acceptable vehicle may also be an 5 eyeshadow. Eyeshadows generally contain pigment or powder in additlon to waxes and oils. Preferred eyeshadow compositions comprlse:
0.1-20% polymer, 0.1-30% of a volatile solvent having a viscosity of 0.5 10 to 20 centipoise at 25~C., 0.1-40% nonvolatile oil, 0.1-60% dry particulate matter having a particle size of 0.02 to 100 microns.
In the above eyeshadow composition, it is preferred that 15 the volatile solvent comprises cyclomethicone and the nonvolatile oil comprises dimethiconol.
The cosmetically acceptable vehicle may also be a concealer, which generally comprises pigment or other powder, wa~. and other ingredients such as humectants, preservatives, 20 etc. A preferred composition of the invention is a concealer comprising:
0.1-15% polymer, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25~C., 0.1-35% of a nonvolatile oil, and 0.1-40% of a dry particulate matter having a particle size of 0.02 to 100 microns.
In this concealer composition it is preferred that the nonvolatile oil comprises fluorinated silicone, 30 dimethylpolysiloxane or mixtures thereof.
The compositions of the invention provide cosmetics which adhere well to the skin and exhibit reduced transfer resistance.
The invention will be further described in connection 35 with the following examples which are set forth for the purpose of illustration only.
SUBSTITUTE SHEEr (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 A transfer resistant lipstick composition in the stick form was made as follows:
w/w%
5 Synthetic wax 7 00 Ceresin 3.50 Ozokerite 2.25 Paraffin 2.00 Octyldodecanol, cholestero~, trilaurin phospholip-ds, glycosphingolipids0.50 Illipe butter 0.20 Polypropylene 0.10 Methyl paraben 0 30 15 Propyl paraben 0.10 BHA 0.10 SA-70SIBMMF (25% in cyclomethicone)*10.50 ~?.ta~in E acetate 0.10 Apple extract/vegetable oil 0.50 2G Phytantriol 0.10 Vitamin A & D3 corn oil 0.20 Maleated soybean oil 0.50 Isostearyltrimethylolpropanesiloxysilicate/
black iron oxide 0.08 25 Mica, lecithin 14.37 Mica 2.50 Titanium dioxide, mica 2.00 Titanium dioxide, mica, iron oxide 1.00 Isododecane 12.00 Cyclomethicone 29.60 * 3-M, poly(isobutyl methacrylate -co- methyl FOSEA) -g-poly(dimethylsiloxane) The ingredients were heated, mixed, and poured into sticks. The sticks were hard, and when applied provided a slightly transfer proof finish that did not kiss off when the SUBSTITUTE SHEET (RULE 26) CA 0222~996 1997-12-30 W O 97/01321 PCT~US96/10642 lips were placed on the back of the hand. The stick provided a muted glossy, dewy finish on the lips.
w/w%
eyeshadow blush concealer Coco caprylate/caprate 2.2002.2002.200 Cetyl acetate/acetylated lanolin alcohol 1.0001.0001.000 (25% in cyclomethicone) 7.000 7.000 7.000 Synthetic wax 6.6006.6006.600 Ceresin wax 4.0004.0004.000 Paraffin wax 3.0003.0003.000 15 ozokerite 1.0001.0001.000 Octyldodecanol/trilaurin/
phospholipid/cholestero~/ 0 500 glycosphingolipid 0.5000.500 Illipe butter 0.2000.2000.200 Polypropylene 0.1000.1000.100 Methyl paraben 0.3000.3000.300 Propyl paraben 0.1000.1000.100 BHA 0.1000.1000.100 25 Lanolin oil 3.5003.5003.500 D&C red 7 ca lake -~ 2.100 -----FD&C yellow 5 al lake ----- 0.800 -----Red iron oxide 2.100 ----- 2.100 Yellow iron oxide 0.800 ----- 0.800 30 Black iron oxide 0.5000.5000.100 Titanium dioxide 0.1000.1000.100 Bismuth oxychloride 3.0003.0003.000 Titanium dioxide/mica 9.0009.0009.000 Cyclomethicone 41.4041.40041.400 Mica/dimethicone 2.0002.0002.000 Isododecane 9.0009.0009.000 SUBSTITUTE SHEET (RULE 26) CA 0222~996 l997-l2-30 W O 97/01321 PCT~US96/10642 Trioctyldodecyl citrate 2.000 2.000 2.000 Cococaprylate/caprate 0.500 0.500 0.500 The above cosmetic compositions were made by first 5 mixing the dry ingredients. The waxes and oils were added with heating to about 100~C. The volatile solvent and polymer were added. The remaining ingredients were added and the mixture stirred before pouring the mixtures into the appropriate molds and allowing to cool.
A transfer resistant lipstick composition in accordance with the inven~ion was made as follows:
w/w%
Synthetic wax 7.00 Ceresin 3.50 ~z~kerite 2.25 Par.~ffin 2.00 Gclyldodecanol,cholesterol,trilaurin phospholipids, glycosphingolipids0.50 illipe butter 0.20 ~olypropylene 0.10 Methyl paraben 0,30 25 Propyl paraben 0.10 BEA 0.10 VS 70 IBM in Finsolv (25% in cyclomethicone)* 10.50 Vitamin E acetate 0.10 Apple extract/vegetable oi~ 0.50 Phytantriol 0.10 Vitamin A & D3 corn oil 0.20 Maleated soybean oil 0.50 lsostearyltrimethylolpropanesiloxysilicate/black iron oxide 0.08 Mica, lecithin 14.37 Mica 2.50 SUBSTITUTE SHEEr (RULE 26) CA 0222~996 l997-l2-30 Titanium dioxide, mica 2.00 Titanium dioxide, mica, iron oxide 1.00 Isododecane 12.00 5 Cyclomethicone 29.60 * 3-M Company, poly(dimethylsiloxane)-g-poly(isobutyl methacrylate) A glossy transfer resistant lip gel was made as follows:
w/w%
VS70-51 in isododecane (50/50) 13.00 SA70-52 in cyclomethicone (25/75) 53.00 Di-lnethicone (0.65 cs) 27.00 Diisostearyl fumerate 7 . 00 i Poly(dimethylsiloxane)-g-poly(lsobutyl methacrylate) : ~oly(isobutyl methacrylate-c.o-methyl FOSEA-g-polydimethylsi.lcxane) The gel provides a very smooth, glossy finish when applied ~o the lips and does not transfer off.
~5 A lip gel with gloss and transrer resist~nce was made as follows:
w / w%
SA70-51 in cyclomethicone (25/75) 51.00 30 VS70-52 in isododecane 14.50 Dimethicone (0.65 cs) 27.00 Diisostearyl fumerate 7,00 ~ Synthetic hydrocarbons 0.50 1 Poly(isobutyl methacrylate-co-methyl FOSEA-g-polydimethylsiloxane) 2 Poly(dimethylsiloxane)-g-poly(isobutyl methacrylate) nt~ U SffEEr(RULE~t) =
CA 0222~996 l997-l2-30 W O97/01321 PCT~US96/10642 While the invention has been described in connection with preferred embodiments, it is not intended to limit the scope of the invention to the particular form set forth, but, on the contrary, it is intended to cover such alternatives, 5 modifications, and equivalents as may be ~ncluded within the spirit and scope of the invention as defined b~ the appended claims.
2~
SUBSTITUTE SHEET (RUEE 26)
Claims (26)
1. A transfer resistant cosmetic composition comprising, by weight of the total composition:
a) from about 0.1-60% by weight of a polymer which is an adhesive at room temperature, b) from about 0.1-70% by weight of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., and c) 0.1-60% by weight of a nonvolatile oil, d) 0.1-80% dry particulate matter having a particle size of 0.02 to 200 microns which is a mixture of pigments and powders wherein the pigment to powder weight ratio ranges from 1:20 to 20:1, and e) 1-50% of a wax having a melting point of 25-140°C.
a) from about 0.1-60% by weight of a polymer which is an adhesive at room temperature, b) from about 0.1-70% by weight of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., and c) 0.1-60% by weight of a nonvolatile oil, d) 0.1-80% dry particulate matter having a particle size of 0.02 to 200 microns which is a mixture of pigments and powders wherein the pigment to powder weight ratio ranges from 1:20 to 20:1, and e) 1-50% of a wax having a melting point of 25-140°C.
2. The composition of claim 1 wherein the polymer has a vinyl, acrylic, or methacrylic backbone.
3. The composition of claim 2 wherein the polymer has pendant siloxane groups.
4. The composition of claim 2 wherein the polymer has pendant siloxane groups and pendant fluorochemical groups.
5. The composition of claim 4 comprising:
0.1-30% polymer, 10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., 0.1-30% of a nonvolatile oil, 5-50% of dry particulate matter having a particle size of 0.05 to 100 microns, and 1-50% of a wax having melting point of 25 to 140°C.
0.1-30% polymer, 10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., 0.1-30% of a nonvolatile oil, 5-50% of dry particulate matter having a particle size of 0.05 to 100 microns, and 1-50% of a wax having melting point of 25 to 140°C.
6. The composition of claim 5 wherein the polymer is a copolymer comprising repeating A, C, and D monomers wherein A is at least one free radically polymerizable acrylic or methacrylic ester of a 1,1,-dihydroperfluoroalkanol or analog thereof, omega-hydridofluoroalkanols, fluoroalkylsulfonamido alcohols, cyclic fluoroalkyl alcohols, and fluoroether alcohols;
C is a monomer having the general formula X(Y)nSi(R)3-mZm wherein X is a vinyl group copolymerizable with the A and B
monomers, Y is a divalent linking group which is alkylene, arylene, alkarylene, and aralkylene of 1 to 30 carbon atoms which may incorporate ester, amide, urethane, or urea groups, n is zero or 1;
m is an integer of from 1 to 3, R is hydrogen, C1-4 alkyl, aryl, phenyl, or substituted phenyl, or alkyoxy, Z is a monovalent siloxane polymeric moiety, and D is at least one free radically polymerizable acrylate or methacrylate copolymer.
C is a monomer having the general formula X(Y)nSi(R)3-mZm wherein X is a vinyl group copolymerizable with the A and B
monomers, Y is a divalent linking group which is alkylene, arylene, alkarylene, and aralkylene of 1 to 30 carbon atoms which may incorporate ester, amide, urethane, or urea groups, n is zero or 1;
m is an integer of from 1 to 3, R is hydrogen, C1-4 alkyl, aryl, phenyl, or substituted phenyl, or alkyoxy, Z is a monovalent siloxane polymeric moiety, and D is at least one free radically polymerizable acrylate or methacrylate copolymer.
7. The composition of claim 6 wherein the A monomer is a free radically polymerizable acrylic or methacrylic ester of fluoroalkylsulfonamido alcohol.
8. The composition of claim 6 wherein the unit of the C
monomer is X(Y)nSi(R)3-mZm wherein X is wherein R7 is COOH and R8 is methyl, Y is a divalent linking group, Z is wherein R10 is a C1-20 alkylene, R9 and R11 are methyl.
monomer is X(Y)nSi(R)3-mZm wherein X is wherein R7 is COOH and R8 is methyl, Y is a divalent linking group, Z is wherein R10 is a C1-20 alkylene, R9 and R11 are methyl.
9. The composition of claim 6 wherein the D monomer is a methacrylic acid ester of a C1-12 straight or branched chain alkyl.
10. The composition of claim 6 wherein the volatile solvent is cyclomethicone.
11. The composition of claim 6 wherein the volatile solvent is cyclomethicone, a linear volatile silicone, or a paraffinic hydrocarbon.
12. The composition of claim 6 wherein the nonvolatile oil is selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof.
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof.
13. The composition of claim 1 which is an anhydrous stick.
14. The composition of claim 6 wherein the wax is synthetic wax, ceresin, paraffin, ozokerite, illipe butter, beeswax, carnauba, microcrystalline, lanolin, candelilla, cocoa butter, shellac, spermaceti, bran, capok, sugar cane, montan, whale, bayberry or mixtures thereof.
15. An anhydrous stick cosmetic composition comprising, by weight of the total composition:
0.1-30% poly(isobutyl methacrylate-co-methyl FOSEA)-g-polydimethylsiloxane, 10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C. and selected from the group consisting of cyclomethicone, linear polydimethylsiloxane, paraffinic hydrocarbons, and mixtures thereof, 0.1-30% of a nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 5-50% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders where the pigment to powder weight ratio ranges from 1:20 to 20:1, and 1-50% of a wax having a melting point of 25 to 140°C.
0.1-30% poly(isobutyl methacrylate-co-methyl FOSEA)-g-polydimethylsiloxane, 10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C. and selected from the group consisting of cyclomethicone, linear polydimethylsiloxane, paraffinic hydrocarbons, and mixtures thereof, 0.1-30% of a nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 5-50% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders where the pigment to powder weight ratio ranges from 1:20 to 20:1, and 1-50% of a wax having a melting point of 25 to 140°C.
16. The composiiton of claim 3 wherein the polymer comprises A, C, and optionally B monomer units wherein:
A is at least one free radically polymerizable vinyl, methacrylate, or acrylate monomer;
B, when present, is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula:
X(Y)nSi(R)3-mZm wherein:
Y is a divalent linking group;
n is zero or 1;
m is an integer of from 1 to 3;
R is hydrogen, C1-10 alkyl, substituted or unsubstituted phenyl, C1-10 alkoxy;
Z is a monovalent siloxane polymeric moiety.
A is at least one free radically polymerizable vinyl, methacrylate, or acrylate monomer;
B, when present, is at least one reinforcing monomer copolymerizable with A, C is a monomer having the general formula:
X(Y)nSi(R)3-mZm wherein:
Y is a divalent linking group;
n is zero or 1;
m is an integer of from 1 to 3;
R is hydrogen, C1-10 alkyl, substituted or unsubstituted phenyl, C1-10 alkoxy;
Z is a monovalent siloxane polymeric moiety.
17. The composition of claim 1 wherein the polymer is a vinyl-silicone graft or block copolymer having the formula:
wherein G5 represents monovalent moieties which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA; A represents a vinyl polymeric segment consisting essentially of a polymerized free radically polymerizable monomer, and Z is a divalent linking group such as C1-10 alkylene, aralkylene, arylene, and alkoxylalkylene, most preferably Z methylene or propylene.
G6 is a monovalent moiety which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA;
G2 comprises A;
G4 comprises A;
R1 is a monovalent moiety which can independently be the same or different and is selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl; but preferably C1-4 alkyl or hydroxyl, and most preferably methyl.
R2 is independently the same or different and is a divalent linking group such as C1-10 alkylene, arylene, aralkylene, and alkoxyalkylene, preferably C1-3 alkylene and C7-10 aralkylene, and most preferably -CH2- or 1,3-propylene, and R3 is a monovalent moiety which is independently alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl, preferably C1-4 alkyl or hydroxyl, most preferably methyl;
R4 is independently the same or different and is a divalent linking group such as C1-10 alkylene, arylene, aralkylene, alkoxyalkylene, but preferably C1-3 alkylene and C7-10 alkarylene, most preferably -CH2- and 1,3-propylene.
x is an integer of 0-3;
y is an integer of 5 or greater; preferably 10 to 270, and more preferably 40-270;
q is an integer of 0-3.
wherein G5 represents monovalent moieties which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA; A represents a vinyl polymeric segment consisting essentially of a polymerized free radically polymerizable monomer, and Z is a divalent linking group such as C1-10 alkylene, aralkylene, arylene, and alkoxylalkylene, most preferably Z methylene or propylene.
G6 is a monovalent moiety which can independently be the same or different selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and -ZSA;
G2 comprises A;
G4 comprises A;
R1 is a monovalent moiety which can independently be the same or different and is selected from the group consisting of alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl; but preferably C1-4 alkyl or hydroxyl, and most preferably methyl.
R2 is independently the same or different and is a divalent linking group such as C1-10 alkylene, arylene, aralkylene, and alkoxyalkylene, preferably C1-3 alkylene and C7-10 aralkylene, and most preferably -CH2- or 1,3-propylene, and R3 is a monovalent moiety which is independently alkyl, aryl, aralkyl, alkoxy, alkylamino, fluoroalkyl, hydrogen, and hydroxyl, preferably C1-4 alkyl or hydroxyl, most preferably methyl;
R4 is independently the same or different and is a divalent linking group such as C1-10 alkylene, arylene, aralkylene, alkoxyalkylene, but preferably C1-3 alkylene and C7-10 alkarylene, most preferably -CH2- and 1,3-propylene.
x is an integer of 0-3;
y is an integer of 5 or greater; preferably 10 to 270, and more preferably 40-270;
q is an integer of 0-3.
18. The composition of claim 17 comprising:
0.1-30% polymer, 10-60% volatile solvent, 0.1-30% nonvolatile oil, 5-50% dry particulate matter, and 1-50% wax.
0.1-30% polymer, 10-60% volatile solvent, 0.1-30% nonvolatile oil, 5-50% dry particulate matter, and 1-50% wax.
19. The composition of claim 18 wherein the polymer is poly(dimethylsiloxane)-g-poly(isobutyl methacrylate).
20. The composition of claim 19 wherein the volatile solvent is cyclomethicone, a linear polydimethylsiloxane, a paraffinic hydrocarbon, or mixtures thereof.
21. The composition of claim 19 wherein the nonvolatile oil is selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof.
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof.
22. The composition of claim 19 wherein the wax is synthetic wax, ceresin, paraffin, ozokerite, illipe butter, beeswax, carnauba, microcrystalline, lanolin, candelilla, cocoa butter, shellac, spermaceti, bran, capok, sugar cane, montan, whale, bayberry or mixtures thereof.
23. An anhydrous cosmetic stick composition comprising, by weight of the total composition:
0.1-30% poly(dimethylsiloxane)-g-poly(isobutyl methacrylate).
10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C. and selected from the group consisting of cyclomethicone, linear polydimethylsiloxane, paraffinic hydrocarbons, and mixtures thereof, 0.1-30% of nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 5-50% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders where the pigment to powder weight ratio ranges from 1:20 to 20:1; and 1-50% of a wax having a melting point of 25 to 140°C.
0.1-30% poly(dimethylsiloxane)-g-poly(isobutyl methacrylate).
10-60% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C. and selected from the group consisting of cyclomethicone, linear polydimethylsiloxane, paraffinic hydrocarbons, and mixtures thereof, 0.1-30% of nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, alkoxycarbonylalkyl, or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 5-50% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders where the pigment to powder weight ratio ranges from 1:20 to 20:1; and 1-50% of a wax having a melting point of 25 to 140°C.
24. A mascara composition comprising, by weight of the total composition:
0.1-15% of a polymer which is an adhesive at room temperature, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., 0.1-10% of a nonvolatile oil, 0.1-30% of dry particulate matter having a particle size of 0.02 to 100 microns, 0.1-20% of a film former, 0.1-30% of a wax having a melting point of 25 to 140°C., and 0.1-10% of an emulsifier.
0.1-15% of a polymer which is an adhesive at room temperature, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C., 0.1-10% of a nonvolatile oil, 0.1-30% of dry particulate matter having a particle size of 0.02 to 100 microns, 0.1-20% of a film former, 0.1-30% of a wax having a melting point of 25 to 140°C., and 0.1-10% of an emulsifier.
25. The composition of claim 24 wherein the film former is acacia gum, a cellulose derivative, a guar derivative, or mixtures thereof.
26. A water and oil emulsion makeup composition comprising, by weight of the total composition:
0.1-20% of a polymer which is an adhesive at room temperature, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C.
0.1-25% of a nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders wherein the pigment to powder weight ratio is 1:20 to 20:1, and 0.1-50% water.
0.1-20% of a polymer which is an adhesive at room temperature, 0.1-40% of a volatile solvent having a viscosity of 0.5 to 20 centipoise at 25°C.
0.1-25% of a nonvolatile oil selected from the group consisting of:
a) esters of the formula RCO-OR' wherein R and R' are each independently a C1-25 straight or branched chain alkyl, alkenyl, or alkoxycarbonylalkyl or alkylcarbonyloxyalkyl, b) triglycerides, c) glyceryl esters, d) nonvolatile hydrocarbons, e) lanolin and lanolin derivatives, f) nonvolatile, nonfluorinated silicones, g) fluorinated silicones, h) perfluoropolyethers, i) sorbitan derivatives, j) and mixtures thereof, 0.1-70% dry particulate matter having a particle size of 0.02 to 100 microns which is a mixture of pigments and powders wherein the pigment to powder weight ratio is 1:20 to 20:1, and 0.1-50% water.
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EP (1) | EP0835091A4 (en) |
AR (2) | AR002603A1 (en) |
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US5219560A (en) * | 1989-03-20 | 1993-06-15 | Kobayashi Kose Co., Ltd. | Cosmetic composition |
US5209924A (en) * | 1989-08-07 | 1993-05-11 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith |
US4972037A (en) * | 1989-08-07 | 1990-11-20 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith |
US4981902A (en) * | 1989-08-07 | 1991-01-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer non-pressure sensitive topical binder composition and method of coating therewith |
US4981903A (en) * | 1989-08-07 | 1991-01-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafter copolymer topical binder composition with novel hydrophilic monomers and method of coating therewith |
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-
1996
- 1996-06-20 AU AU62862/96A patent/AU6286296A/en not_active Abandoned
- 1996-06-20 EP EP96921720A patent/EP0835091A4/en not_active Withdrawn
- 1996-06-20 US US08/670,827 patent/US5849275A/en not_active Expired - Lifetime
- 1996-06-20 CA CA002225996A patent/CA2225996A1/en not_active Abandoned
- 1996-06-20 WO PCT/US1996/010642 patent/WO1997001321A1/en not_active Application Discontinuation
- 1996-06-26 ZA ZA965426A patent/ZA965426B/en unknown
- 1996-06-26 AR ARP960103324A patent/AR002603A1/en not_active Application Discontinuation
- 1996-06-26 PE PE1996000482A patent/PE20498A1/en not_active Application Discontinuation
- 1996-06-26 AR ARP960103326A patent/AR009222A1/en unknown
-
1998
- 1998-08-26 US US09/140,820 patent/US6033650A/en not_active Expired - Lifetime
- 1998-08-27 US US09/141,313 patent/US6143283A/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3946252A4 (en) * | 2019-03-28 | 2022-07-20 | ELC Management LLC | Method of making a color cosmetic composition containing wax blend |
AU2020245575B2 (en) * | 2019-03-28 | 2023-11-16 | Elc Management Llc | Method of making a color cosmetic composition containing wax blend |
Also Published As
Publication number | Publication date |
---|---|
AU6286296A (en) | 1997-01-30 |
WO1997001321A1 (en) | 1997-01-16 |
AR002603A1 (en) | 1998-03-25 |
EP0835091A1 (en) | 1998-04-15 |
ZA965426B (en) | 1997-01-31 |
PE20498A1 (en) | 1998-04-25 |
US6033650A (en) | 2000-03-07 |
US6143283A (en) | 2000-11-07 |
US5849275A (en) | 1998-12-15 |
AR009222A1 (en) | 2000-04-12 |
EP0835091A4 (en) | 1999-08-04 |
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Legal Events
Date | Code | Title | Description |
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EEER | Examination request | ||
FZDE | Discontinued | ||
FZDE | Discontinued |
Effective date: 20030620 |