MXPA02000482A - Cosmetic compositions containing a quaternary ammonium compound and tocopherol. - Google Patents
Cosmetic compositions containing a quaternary ammonium compound and tocopherol.Info
- Publication number
- MXPA02000482A MXPA02000482A MXPA02000482A MXPA02000482A MXPA02000482A MX PA02000482 A MXPA02000482 A MX PA02000482A MX PA02000482 A MXPA02000482 A MX PA02000482A MX PA02000482 A MXPA02000482 A MX PA02000482A MX PA02000482 A MXPA02000482 A MX PA02000482A
- Authority
- MX
- Mexico
- Prior art keywords
- skin
- quaternary ammonium
- tocopherol
- compositions
- composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 146
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 229930003799 tocopherol Natural products 0.000 title claims abstract description 27
- 229960001295 tocopherol Drugs 0.000 title claims abstract description 27
- 235000010384 tocopherol Nutrition 0.000 title claims abstract description 27
- 239000011732 tocopherol Substances 0.000 title claims abstract description 27
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 title claims abstract description 26
- 239000002537 cosmetic Substances 0.000 title claims abstract description 22
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title description 38
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 52
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 27
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 20
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 18
- 239000002516 radical scavenger Substances 0.000 claims abstract description 18
- -1 vitamin B3 compound Chemical class 0.000 claims description 56
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 claims description 24
- 239000003906 humectant Substances 0.000 claims description 17
- 239000004615 ingredient Substances 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 15
- 239000003974 emollient agent Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 claims description 13
- 150000001450 anions Chemical class 0.000 claims description 12
- 229940055726 pantothenic acid Drugs 0.000 claims description 12
- 235000019161 pantothenic acid Nutrition 0.000 claims description 12
- 239000011713 pantothenic acid Substances 0.000 claims description 12
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 7
- 229960003512 nicotinic acid Drugs 0.000 claims description 7
- DFPAKSUCGFBDDF-UHFFFAOYSA-N nicotinic acid amide Natural products NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 7
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 229940042585 tocopherol acetate Drugs 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 4
- 229930003537 Vitamin B3 Natural products 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 150000003611 tocopherol derivatives Chemical class 0.000 claims description 4
- 235000019160 vitamin B3 Nutrition 0.000 claims description 4
- 239000011708 vitamin B3 Substances 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 claims description 2
- 229940075554 sorbate Drugs 0.000 claims description 2
- 230000009286 beneficial effect Effects 0.000 claims 2
- 150000002948 pantothenic acids Chemical class 0.000 claims 1
- 235000006708 antioxidants Nutrition 0.000 abstract description 17
- 230000008901 benefit Effects 0.000 abstract description 12
- 230000007794 irritation Effects 0.000 abstract description 7
- 210000003491 skin Anatomy 0.000 description 78
- 229910052757 nitrogen Inorganic materials 0.000 description 22
- 239000003921 oil Substances 0.000 description 21
- 235000019198 oils Nutrition 0.000 description 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
- 239000000194 fatty acid Substances 0.000 description 14
- 229930195729 fatty acid Natural products 0.000 description 14
- 125000005456 glyceride group Chemical group 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 235000019441 ethanol Nutrition 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 229930006000 Sucrose Natural products 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 229920001223 polyethylene glycol Polymers 0.000 description 12
- 239000005720 sucrose Substances 0.000 description 12
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 11
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 11
- 239000000516 sunscreening agent Substances 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 150000004665 fatty acids Chemical class 0.000 description 9
- 229920005862 polyol Polymers 0.000 description 9
- 229920001296 polysiloxane Polymers 0.000 description 9
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 8
- 239000002798 polar solvent Substances 0.000 description 8
- 239000002562 thickening agent Substances 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 230000006866 deterioration Effects 0.000 description 7
- 150000005690 diesters Chemical class 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 235000011187 glycerol Nutrition 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 235000012424 soybean oil Nutrition 0.000 description 7
- 239000003549 soybean oil Substances 0.000 description 7
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 6
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 229940088594 vitamin Drugs 0.000 description 6
- 229930003231 vitamin Natural products 0.000 description 6
- 235000013343 vitamin Nutrition 0.000 description 6
- 239000011782 vitamin Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 5
- 229940024606 amino acid Drugs 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 239000002243 precursor Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 230000000475 sunscreen effect Effects 0.000 description 5
- 238000009736 wetting Methods 0.000 description 5
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 4
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 4
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 4
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- 241000723346 Cinnamomum camphora Species 0.000 description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000004166 Lanolin Substances 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 4
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 4
- 235000019482 Palm oil Nutrition 0.000 description 4
- 239000004264 Petrolatum Substances 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 229960000846 camphor Drugs 0.000 description 4
- 229930008380 camphor Natural products 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 4
- 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 4
- 235000012343 cottonseed oil Nutrition 0.000 description 4
- 239000002385 cottonseed oil Substances 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 229960003276 erythromycin Drugs 0.000 description 4
- 150000002190 fatty acyls Chemical group 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 229940074047 glyceryl cocoate Drugs 0.000 description 4
- 235000013980 iron oxide Nutrition 0.000 description 4
- 229940039717 lanolin Drugs 0.000 description 4
- 235000019388 lanolin Nutrition 0.000 description 4
- 229960003966 nicotinamide Drugs 0.000 description 4
- 235000005152 nicotinamide Nutrition 0.000 description 4
- 239000011570 nicotinamide Substances 0.000 description 4
- 239000002540 palm oil Substances 0.000 description 4
- 235000020957 pantothenol Nutrition 0.000 description 4
- 239000011619 pantothenol Substances 0.000 description 4
- 235000019271 petrolatum Nutrition 0.000 description 4
- 229940066842 petrolatum Drugs 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 230000004224 protection Effects 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 4
- 210000000434 stratum corneum Anatomy 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- SREBXDQNNJPDCZ-UHFFFAOYSA-N 2-hydroxyethylazanium;sulfate Chemical compound [NH3+]CCO.[NH3+]CCO.[O-]S([O-])(=O)=O SREBXDQNNJPDCZ-UHFFFAOYSA-N 0.000 description 3
- 206010013786 Dry skin Diseases 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 3
- 102000011782 Keratins Human genes 0.000 description 3
- 108010076876 Keratins Proteins 0.000 description 3
- 235000019483 Peanut oil Nutrition 0.000 description 3
- 235000019485 Safflower oil Nutrition 0.000 description 3
- 206010040844 Skin exfoliation Diseases 0.000 description 3
- 229930003427 Vitamin E Natural products 0.000 description 3
- 150000003868 ammonium compounds Chemical class 0.000 description 3
- UKMSUNONTOPOIO-UHFFFAOYSA-M behenate Chemical compound CCCCCCCCCCCCCCCCCCCCCC([O-])=O UKMSUNONTOPOIO-UHFFFAOYSA-M 0.000 description 3
- 229940116224 behenate Drugs 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000037336 dry skin Effects 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- AEUTYOVWOVBAKS-UWVGGRQHSA-N ethambutol Chemical compound CC[C@@H](CO)NCCN[C@@H](CC)CO AEUTYOVWOVBAKS-UWVGGRQHSA-N 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 3
- 229940074052 glyceryl isostearate Drugs 0.000 description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 235000001968 nicotinic acid Nutrition 0.000 description 3
- 239000011664 nicotinic acid Substances 0.000 description 3
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 229940101267 panthenol Drugs 0.000 description 3
- 239000000312 peanut oil Substances 0.000 description 3
- 235000005713 safflower oil Nutrition 0.000 description 3
- 239000003813 safflower oil Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- 235000019165 vitamin E Nutrition 0.000 description 3
- 239000011709 vitamin E Substances 0.000 description 3
- 229940046009 vitamin E Drugs 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-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
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 description 2
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 2
- MVQVNTPHUGQQHK-UHFFFAOYSA-N 3-pyridinemethanol Chemical compound OCC1=CC=CN=C1 MVQVNTPHUGQQHK-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-M 9-cis,12-cis-Octadecadienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O OYHQOLUKZRVURQ-HZJYTTRNSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 244000144725 Amygdalus communis Species 0.000 description 2
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 2
- 108010065839 Capreomycin Proteins 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 102000008186 Collagen Human genes 0.000 description 2
- 108010035532 Collagen Proteins 0.000 description 2
- 240000006766 Cornus mas Species 0.000 description 2
- 235000003363 Cornus mas Nutrition 0.000 description 2
- 235000004866 D-panthenol Nutrition 0.000 description 2
- 239000011703 D-panthenol Substances 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 229920002683 Glycosaminoglycan Polymers 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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Abstract
According to the present invention there is provided a cosmetic composition comprising: a) at least one quaternary ammonium agent; and b) at least one tocopherol-based anti-oxidant/radical scavenger. The compositions of the present invention give the benefits associated with tocopherol-based anti-oxidant/radical scavenger such as moisturisation and skin-protection while reducing the associated negatives such as irritation, tackiness and/or stickiness.
Description
COSMETIC COMPOSITIONS CONTAINING A COMPOUND OF QUATERNARY AMMONIUM AND TOCOPHEROL
TECHNICAL FIELD The present invention relates to cosmetic compositions. In particular, the present invention relates to cosmetic compositions for the treatment of the skin.
BACKGROUND OF THE INVENTION The skin is formed by several layers of cells, which coat and protect the fibrous proteins of keratin and collagen that form the skeleton of their structure. It is known that the outermost of these layers, referred to as the corneal layer (stratum corneum), is composed of 25 nm protein packages surrounded by 8 nm thick layers. Anionic surfactants and organic solvents typically penetrate the corneal layer membrane (stratum corneum) and, by means of delipidation (for example the separation of lipids from the stratum corneum), destroy their integrity. This destruction of the surface topography of the skin leads to a rough sensation and can, eventually, allow the surfactant or solvent to interact with the keratin, creating an irritation. Many people expose their skin to this type of mistreatment day by day. In addition, the skin can also be damaged by other factors such as exposure to the sun, cold air or wind, mechanical abrasion, immersion in water, etc. Accordingly, there is a need for a way to mitigate or lessen the deterioration of the skin. Previously, compositions have been formulated that aim to help maintain the stratum corneum in optimal performance, despite the harmful interactions to which the skin could be exposed during washing, work and recreation. The desirable properties of these compositions are that they have characteristics of a pleasant sensation in the skin, water retention, wetting, absorption and / or that can be rubbed. The prior art compositions have attempted to provide these properties through the use of one or more 'skin care agents'. For example, tocopherol (Vitamin E) is a well-known radical scavenger / antioxidant. The use of tocopherol and tocopherol derivatives in skin care products, such as shampoos and skin lotions, is also known. It has been reported that radical scavengers / antioxidants based on tocopherol, such as tocopherol acetate, an ester of tocopherol, are especially useful to provide protection against
P1440
.
UV radiation that can cause changes in the texture or greater desquamation of the skin layers and other agents that can cause skin damage. There seems to be a direct relationship between the amount of skin care agent and the effectiveness of the composition with respect to providing benefits to the skin. However, it is also the case that the higher the level of agent for skin care, the greater the risk of effects occurring
associated negatives. Accordingly, to date, it has been necessary to take stock of the benefits provided by the compositions comprising high levels of skin care agents with respect to the negative effects associated with levels
seniors of this class of agents. Therefore, there remains a need for compositions that contain high levels of skin care agents and, consequently, provide high levels of associated benefits, such as, for example, an excellent
skin feeling, softness and smoothness in the skin, but showing low levels of associated negative effects such as irritation, greasy feeling, sticky feeling or stickiness. The quaternary ammonium agents are known
with respect to its use in cosmetic compositions. See,
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^ jH ||| Ígg | ^^ - * íX * «-. *. . U FÍJL.
for example, O-A-99/27904, O-A-96/32089 and EP-A-789, 076. Also, US-A-5, 804, 205 which discloses dermatological care compositions that are claimed to provide a high degree of wetting without leaving "adhesive" or "sticky" residues. The compositions contain quaternary ammonium compounds having two alkyl groups of 16-22 carbon atoms, humectants and non-irritating hydrophobic microspheres having an average particle size of less than 50 μm. It is claimed that the hydrophobic polymer microspheres significantly reduce the "sticky feel" associated with high levels of humectants. The compositions of US-A-5,804,205 may also contain low levels of emollients such as petrolatum or mineral oil. It has now been found, unexpectedly, that compositions comprising at least one quaternary ammonium agent and a radical scavenger / antioxidant with tocopherol base provides skin moisturization and protection. These compositions have more acceptance by the user and therefore promote greater user compliance with the concomitant benefits, generally improved, in the care of the skin. Trying not to be limited by theory, it is thought that the quaternary ammonium agents of the present
Pl 40
jh, iJ A. -.-- «A -» -..- .. «-, ._j ,. . -. . -. . ' -,. / _ ".., -.._-- ,.») - _- ........, ...., -m jjtiJ. t-1 - invention lead to the deposition of the radical scavenger / antioxidant with tocopherol base, on the skin. This ensures that the maximum benefit for the skin is derived from the as that, at the same time, minimize the negative effects, such as irritation and / or stickiness. Quaternary ammonium agents also help reduce the loss of skin as due to environmental factors such as water or abrasion. On the other hand, it is thought that the quaternary ammonium agents alone administer skin care benefits such as, good wetting, pleasant skin feeling, softness of the skin.
SUMMARY OF THE INVENTION According to the present invention, there is provided a cosmetic composition comprising: (a) at least one quaternary ammonium agent; and (b) at least one radical / antioxidant scavenger with tocopherol base. The compositions of the present invention provide the benefits associated with a radical / antioxidant scavenger based on tocopherol, such as for example wetting and protecting the skin and at the same time reducing the associated negative effects, such as irritation and / or stickiness.
DETAILED DESCRIPTION OF THE INVENTION The compositions of the present invention comprise at least one quaternary ammonium agent and at least one radical scavenger / antioxidant with tocopherol base. These elements will be described in more detail below. The present compositions can be used for any suitable purpose. In particular, the present compositions are suitable for topical application on the skin. In particular, the skin care compositions can be in the form of creams, lotions, gels and the like. Preferably, the cosmetic compositions of this invention are in the form of an oil-in-water emulsion with one or more oil phases in a continuous aqueous phase, each oil phase comprising a single oily component or a mixture of oily components in miscible form or homogeneous but different oil phases containing different materials or combinations of materials from each. The compositions of the present invention preferably comprise several vesicles. Preferably, the vesicles comprise a quaternary ammonium agent and
P1440 a radical / antioxidant scavenger with tocopherol base. As used herein, the term "vesicle" means one or more bilayers arranged in a closed, normally spherical, geometry, the bilayer comprising a quaternary ammonium agent, as described below. Preferably, the compositions of the present invention comprise less than 10%, preferably less than 5%, more preferably less than 3%, even more preferably 0% by weight, of an anionic surfactant. The compositions of the present invention are preferably formulated such that they have a product viscosity of at least about 1,000 mPa.s and preferably within the range of about 1,000 to about 300,000 mPa.s, with greater preference of about 2,500 to about 250,000 mPa. s and especially from about 5,000 to about 200,000 mPa. s (26.8 ° C, pure, Brookfield DV-II + Spindle CP52 / CP41).
Quaternary ammonium agent The compositions of the present invention should comprise at least one quaternary ammonium agent. Any quaternary ammonium agent suitable for use in cosmetic compositions can be used in this invention. As the term is used
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"quaternary ammonium agent" means a compound or mixture of compounds having a quaternary nitrogen atom substituted with one or more, preferably two, fractions containing six or more carbon atoms.Preferably the quaternary ammonium agents that are used in this invention are selected from those having a quaternary nitrogen substituted with two fractions, wherein each fraction comprises ten or more, preferably 12 or more, carbon atoms. The highly preferred quaternary ammonium agents that are used in this invention are selected from those that have the ability to form vesicles in polar solvents, detected by means of microscopic analysis (polarized light microscope at a magnification of x60 using a Nikon Eclipse E800 microscope. ). Preferably, the present compositions comprise at least 0.01%, more preferably at least 0.1%, even more preferably at least 1%, still more preferably at least 3%, by weight, of ammonium agent quaternary. Preferably the quaternary ammonium agents that are used in this invention are selected from the group comprising: (a) quaternary ammonium compounds according to the general formula (I):
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1 »-2.fi. J¡. ¿J?
wherein, Rx and R2 are each, (C1-C4) alkyl groups or (C1-C4) hydroxyalkyl groups or hydrogen. Rx and R3 are each alkyl groups or alkenyl groups with about 8 to about 22 carbon atoms. X "is a salt forming anion, compatible with quaternary ammonium compounds and other adjunct ingredients.The preferred quaternary ammonium compounds, of this class, are quaternized amines having the general formula (I), wherein Ri and R2 are methyl or hydroxyethyl, and R3 and R are linear or branched alkyl or alkenyl chains comprising at least 11 atoms, preferably at least 15 carbon atoms (b) quaternary ammonium compounds according to general formula (II) or ( III):
(R5) 4- m N + -f (CH2) n Q R6) m X "(ll)
P1440 (Rd) 4- N + - (CH2) n-
wherein each R 5 unit is independently selected from the group consisting of hydrogen, straight or branched chain (C? -C6) alkyl, hydroxyalkyl (C? -C6) straight or branched chain and mixtures thereof , preferably methyl and hydroxyethyl; each R6 unit is independently a linear or branched (C11-C22) alkyl, straight or branched (Cn-C22) alkenyl, and mixtures thereof; X "is an anion that is compatible with the active ingredients for skin care and with the adjunct ingredients; m is a number from 1 to 4, preferably 2; n is a number from 1 to 4, preferably 2 and Q is a carbonyl unit selected from the group consisting of:
-C-O- P1440 -O-C-o-
-N-C-
OR R7 II I -C-N-, and
wherein R7 is hydrogen, (C? -C4) alkyl, hydroxyalkyl (Ci- C4) and mixtures thereof. In the above example of the quaternary ammonium compound, the -QRS unit contains a fatty acyl unit, which is typically derived from a triglyceride source. The source of triglycerides is preferably derived from tallow, partially hydrogenated tallow, lard, partially hydrogenated lard, vegetable oils and / or partially hydrogenated vegetable oils such as, for example, canola oil, safflower oil, peanut oil, rape seed oil, sunflower oil, corn oil, soybean oil, resin oil, rice bran oil, etc. and mixtures of these oils.
Pl 40
? .i? -i, ll.ji.i ,? ,. Xi ii - The counterion, X "of the above compounds, can be any compatible anion, preferably the anion of a strong acid, for example, chloride, bromide, methylisulfate, ethylsulfate, sulfate, nitrate and the like, more preferably chloride or metiisulfate The anion can also, but less preferred, carry a double charge, in which case X "represents half a group. Preferred quaternary ammonium compounds of the present invention are diester and / or quaternary ammonium diamide (DEQA) compounds, the diesters and diamides having general formula (II), wherein the carbonyl group Q is selected from:
O -O-C-,
O -O-O- and
Sebum and canola and palm oils are convenient and inexpensive sources of fatty acyl units suitable for use in the present invention as R6 units.
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XX.
The counterion X "may be chloride, bromide, methylisulfate, formate, sulfate, nitrate and mixtures thereof In fact, the anion X" is only present as a counter-ion of the positively charged quaternary ammonium compounds. The scope of the present invention is not supposed to be limited to any particular anion. As used in this invention, when the diester is specified, it will include the monoester and triester which are generally present as a result of the manufacturing process. (c) quaternary ammonium compounds according to the general formula (IV) or (V):
(IV) (V) wherein R9 is a group of an acyclic hydrocarbon
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aliphatic C15-C21 and Rio is an alkyl or alkylene (C? -C6). These ammonium compounds, which have a pKa value of no greater than about 4, have the ability to generate a cationic charge in itself when dispersed in an aqueous solution, provided that the pH of the final composition is not higher than approximately 6. (d) quaternary ammonium compounds according to the general formula (VI) or (VII):
wherein R9 and R10 are as specified above in this invention and Rn is selected from the groups alkyl and hydroxyalkyl (C1-C4).
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.ii.
The counterion X "can be chloride, bromide, methylisulfate, formate, sulfate, nitrate and mixtures thereof In fact, the anion X" is only present as a counter-ion of the positively charged quaternary ammonium compounds. The scope of the present invention is not supposed to be limited to any particular anion. (e) quaternary ammonium compounds according to the general formula (VIII) or (IX):
(VIII
(IX)
wherein, n is a number from 1 to 6, R9 is selected from C6-C2 aliphatic acyclic hydrocarbon groups? and R 2 is selected from alkyl and hydroxyalkyl groups (C 1 -C 4). These ammonium compounds (VIII), which have a pKa value of no greater than about 4, have the ability to generate a cationic charge in situ when dispersed in an aqueous solution, provided that the pH of the final composition is not greater than about 6. The counter ion X "(IX) may be chloride, bromide, methylisulfate, formate, sulfate, nitrate and mixtures thereof In fact, the anion X" is only present as a counter ion of the compounds of quaternary ammonium charged positively. The scope of the present invention is not supposed to be limited to any particular anion. (f) dicuaternary ammonium compounds according to the general formula (X), (XI), (XII) or (XIII):
-IR - Q- (CH2) 2X
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(XII
OH 2X
(XIII) wherein R5, R6, Q, n & X "are as defined above in this invention when referring to general formula (II) and (III), Ri3 is selected from alkylene groups (C? -C6), preferably an ethylene group, z is a
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JAA i .-. I, -.- ..,. .. ...; .., .-. ~. *. , L «i,.
number from 0 to 4. (g) mixtures of the above quaternary ammonium compounds. The preferred quaternary ammonium agents that are used in the present invention are those described in section (b) shown above in this invention. In particular, the diester and / or quaternary ammonium diamide (DEQA) compounds according to the general formula (II) shown above in this invention are preferred. The preferred diesters which are used in this invention are those according to the general formula (II), wherein R5 / R6 and X * are as defined above in this invention and Q is:
O - O-C-
Preferred diamides to be used in this invention are those according to the general formula (II), wherein R5, R6 and X "are as defined above in this invention and Q is:
H O -N- C-
P1440 ül AitiAfc-i. Preferred examples of suitable quaternary ammonium compounds which are used in the compositions of the present invention are N, N-di (canolyl-oxy-ethyl) -N, N-dimethyl ammonium chloride, N, N-di (canolyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium methylisulfate, N, N- di (canolyl-oxy-ethyl) -N-methyl, N- (2-) -chloride hydroxyethyl) ammonium and mixtures thereof. In particular, N, N-di (canolyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium methylisulfate is preferred for use in this invention. Although quaternary ammonium compounds are derived from fatty acyl groups "canolyl" are preferred, other suitable examples of quaternary ammonium compounds are derived from fatty acyl groups, wherein the term "canolyl" of the above examples is replaced by the terms " seboyl, cocoyl, palmyl, lauryl, oleyl, ricinoleyl, stearyl, palmityl "which correspond to the triglyceride source from which the fatty acyl units are derived. These alternative sources of fatty acyl can comprise chains either completely saturated or, preferably, at least partially unsaturated.
Free radical scavenger / antioxidant with tocopherol base The compositions of the present invention
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-t-i .- * -. Í-A .. * - taji¿¿ j. jfcj-tefcs. ... t_ _ .jtjat - _. ».« ... »....» f ^ ..acf. j .. * - I also understand, at least, a radical scavenger / antioxidant with tocopherol base. Preferred tocopherol radical / antioxidant scavengers are selected from tocopherol (vitamin E), tocopherol acetate, tocopherol sorbate, other tocopherol esters and mixtures thereof. Preferably, tocopherol acetate. For example, the use of tocopherol esters, which include tocopherol acetate in topical compositions, and which can be applied to the present invention are described in U.S. Patent No. 5,786,384. Preferably, the compositions of the present invention comprise between 0.1% and 10%, more preferably, between 0.1% and 5% by weight of the radical scavenger / antioxidant compositions with tocopherol base.
Optional Ingredients The compositions of the present invention may contain a variety of optional components suitable for administering the present compositions in a more cosmetically or aesthetically acceptable form, or provide additional benefits to the treatment. This class of conventional optional ingredients are well known to those who dominate the technical field. These include any ingredient cosmetically
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acceptable, such as, for example, those ingredients found in the CTFA International Cosmetic Ingredient Dictionary and Handbook, the edition, edited by Wenninger and McEwen, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, DC, 1991) . Some non-limiting examples of this class of optional ingredients are provided below.
Skin Care Agents It is highly preferred that the compositions of the present invention comprise a skin care agent. As used in this invention, the term "skin care agent" means any compound or mixture of compounds that, for example, provides hydration, protection, pleasant skin feel, benefits of softness and / or smoothness of the skin. skin. Preferred skin care agents that are used in the present invention are humectants, emollients and mixtures thereof. Preferably, the compositions of the present invention comprise humectants and emollients. Preferably, the compositions of the present invention comprise at least 1% by weight of the skin care agent. More preferably, the present compositions comprise from 2% to 70%, of
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.IA, preference 5% to 60%, even more preferably 10% to 55%, by weight of agent for skin care.
Humectant A highly preferred optional ingredient for the compositions of the present invention is the humectant. As used in this invention, the term "humectant" means a substance that provides the skin with the benefits of water retention. Preferably, the compositions of the present invention comprise at least 1%, more preferably at least 5%, still more preferably at least 10%, still more preferably at least 20%, by weight of humectant . Any suitable humectant to be used in cosmetic compositions can be used in this invention. Non-limiting examples of suitable humectants which are used in the present invention are described in 098/22085, 098/18444 and 097/01326. Preferably, the humectants that are used in this invention are selected from the group consisting of, but not limited to; amino acids and derivatives thereof such as proline and arginine aspartate, 1,3-butylene glycol, propylene glycol and water and codium to entosum extract, amino acids or collagen peptides,
P1440 creatinine, diglycerol, biosaccharide gum-1, glucamine salts, glucuronic acid salts, glutamic acid salts, polyethylene glycol glycerin ethers (eg, glycereth 20), glycerin, glycerol monopropoxylate, glycogen, hexylene glycol, honey and extracts or derivatives thereof, hydrogenated starch hydrolysates, hydrolyzed mucopolysaccharides, inositol, keratin amino acids, urea, LAREX A-200 (commercially available from Larex), glycosaminoglycans, methoxy PEG 10, 0 methyl gluceth-10 and -20 ( both commercially available from Amerchol, located in Edison, NJ), methyl glucose, 3-methyl-1,3-butanediol, N-acetyl glucosamine salts, polyethylene glycol and derivatives thereof (such as PEG 15 butanediol, PEG 4, PEG 5 pentaerythitol, PEG 5 6, PEG 8, PEG 9), pentaerythritol, 1,2 pentanediol, PPG-1 glyceryl ether, PPG-9, 2-pyrrolidone-5-carboxylic acid and its salts such as glyceryl pea, isomerate of sucrose, SEACARE (eat commonly available in Secma), sericin, silk amino acids, sodium acetylhyaluronate, sodium hyaluronate, sodium polyaspartate, sodium polyglutamate, sorbet 20, sorbet 6, sugar and sugar alcohols and derivatives thereof such as glucose, mannose and polyglycerol sorbitol, trehalose, triglycerol, trimethylolpropane, salts of tris (hydroxymethyl) amino-5-methane and yeast extract and mixtures thereof.
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More preferably, the humectants used in this invention are selected from the group consisting of glycerin, urea, butylene glycol, polyethylene glycol and derivatives thereof, or mixtures thereof. Even more preferably, the humectants that are used in this invention are selected from the group consisting of glycerin, urea and mixtures thereof, especially glycerin.
Emollients Another highly preferred optional ingredient of the compositions of the present invention is the emollient. Emollients tend to lubricate the skin, increase the softness and flexibility of the skin, prevent or alleviate the dryness of the skin, and / or protect the skin. A wide variety of suitable emollients are known and can be used in this invention. Sagarin, Cosmetics, Science and Technology, 2nd Edition, Vol. l, pp. 32 -43 (1912) contains numerous examples of suitable materials that are used as emollients. Preferably, the compositions of the present invention comprise more than 1%, more preferably at least 5%, even more preferably at least 10%, by weight, of emollient. Preferably, the emollients that are used in this invention are selected from the group found
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integrated by: i) Linear or branched hydrocarbon chains with from about 7 to about 40 carbon atoms, such as, for example, dodecane, squalane, petrolatum, cholesterol and derivatives thereof, hydrogenated polyisobutylene, isohexadecane and the C7-C40 isoparaffins, which are branched C7- C40 hydrocarbons. ii) C? -C30 alcohol esters of C? -C30 carboxylic acids and C2-C30 dicarboxylic acids, for example isononyl isononanoate, isopropyl myristate, myristyl propionate, isopropyl stearate, behenyl behenate, dioctyl maleate, adipate isopropyl and diisopropyl dilinoleate. iii) mono, di and triglycerides of C?-C 30 carboxylic acids and the ethoxylated derivatives thereof. Suitable polyethylene glycol derivatives of glycerides include PEG-20 glycerides of almonds, glycerides
PEG-60 of almonds, PEG-11 glycerides of avocado, PEG-6 capric / caprylic glycerides, corn PEG-20 glycerides, PEG-60 corn glycerides, glycerides
PEG-60 evening primrose oil, PEG-7 glyceryl cocoate, PEG-30 glyceryl cocoate, glyceryl cocoate
PEG-40, glyceryl cocoate PEG-78, glyceryl cocoate PEG-80, glyceryl dioleate PEG-12,
P1440 glyceryl isostearate PEG-15, glyceryl isostearate PEG-20, glyceryl isostearate PEG-30, PEG-75 glycerides of cocoa butter, PEG-20 hydrogenated palm oil glycerides, PEG-70 mango glycerides, PEG glycerides -13 of mink, glycerides PEG-75 of butter of the fruit of Shorea Robusta, glycerides PEG-10 of olive oil, glycerides PEG-12 of palm kernel, glycerides PEG-45 of palm kernel, laurate of glyceryl PEG-8 and PEG-30 glyceryl laurate. Mixtures of polyethylene glycol glyceride derivatives can also be used in this invention. iv) alkylene glycol esters of C x C 30 carboxylic acids, for example mono and di-esters of ethylene glycol and mono and di esters of propylene glycol of C? -C 30 carboxylic acids, for example ethylene glycol distearate. v) Organopolysiloxane oils. The organopolysiloxane oil can be volatile, non-volatile or a mixture of volatile and non-volatile silicones. The term "non-volatile", as used in this context, refers to those silicones which are liquid under ambient conditions and which have an ignition point (under conditions of a pressure atmosphere) of greater than about 100 °. C. He
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- * ~ «* -. ~ ...? .. A .. Í .Í. The term "volatile", as used in this context, refers to all other silicone oils. Suitable organopolysiloxanes can be selected from a wide variety of silicones that reach a wide range of volatilities and viscosities. Non-volatile polysiloxanes are preferred. Suitable silicones are disclosed in U.S. Patent No. 5, 069,897, filed December 3, 1991. The preferred organopolysiloxanes used in this invention are selected from the group consisting of polyalkylsiloxanes, dimethicones with alkyl substitution, dimethiconols, polyalkylaryl siloxanes and mixtures thereof. More preferred for use in this invention are polyalkylsiloxanes and cyclomethicones. Preferred among the polyalkylsiloxanes are the dimethicones. Vegetable oils and hydrogenated vegetable oils. Examples of vegetable oils and hydrogenated vegetable oils include safflower oil, castor oil, coconut oil, cottonseed oil, shad oil, palm kernel oil, palm oil, peanut oil, soybean oil, oil of rape seed, linseed oil, rice bran oil, pine oil, sesame oil, sunflower seed oil, partially and totally hydrogenated oils from the above sources and mixtures thereof. 5 vii) animal fats and oils, for example cod liver oil, lanolin and its derivatives such as acetylated lanolin and isopropyl lanolate. The lanolin oil is preferred, viii) Also useful are the C4-C2 alkyl ethers of polypropylene glycol, propylene glycol esters of C?-C20 carboxylic acid and di-C8-C30 alkyl ethers, examples of which include PPG-14 butyl ether, PPG-15 stearyl ether, dioctyl ether, dodecyl octyl ether and mixtures thereof. Ix) polyol carboxylic acid esters. x) mixtures of the above. Preferred emollients which are used in the compositions of this invention are selected from the group comprising dodecane, squalane, cholesterol and derivatives thereof, isohexadecane, isononyl isononanoate, petrolatum, lanolin and its derivatives, safflower oil, castor oil , coconut oil, cottonseed oil, palm kernel oil, palm oil, peanut oil, soybean oil, polyol carboxylic acid esters and mixtures thereof. Emollients with
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Higher preference that are used in this invention are selected among esters of polyol carboxylic acid, petrolatum and mixtures thereof. These esters are derived from a sugar or from a polyol fraction and from one or more carboxylic acid moieties. Depending on the acid constituent and the sugar, these esters can be found in either liquid or solid form at room temperature. Examples of liquid esters include: glucose tetraoleate, the glucose tetraesters of the fatty acids of soybean oil (unsaturated), the tetraesters of mixed fatty acid mannoses of soybean oil, the tetraesters of galactose of oleic acid, the tetraesters of arabinose from linoleic acid, xylose tetralinoleate, galactose pentaoleate, sorbitol tetraoleate, sorbitol hexaesters of unsaturated soybean oil fatty acids, xylitol pentaoleate, sucrose tetraoleate, sucrose pentaolate, sucrose hexaoleate, sucrose hepatoleate, sucrose octaoleate and mixtures thereof. Examples of solid esters include: sorbitol hexaester in which the carboxylic acid ester moieties are palmitoleate and arachididate in a 1: 2 molar ratio; the octaester of raffinose in which the carboxylic acid ester moieties are linoleate and behenate in a molar ratio
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? f - .1 * l í _ S afc-át _. " a- ^. «. < - »! j -.J 1: 3; the maltose heptaester, wherein the esterifying carboxylic acid moieties are sunflower seed oil fatty acids and lignocerate in a 3: 4 molar ratio; the octaester of sucrose wherein the esterifying carboxylic acid moieties are oleate and behenate in a 2: 6 molar ratio; and the octaester of sucrose, wherein the esterifying carboxylic acid moieties are laurate, linoleate and behenate in a 1: 3: 4 molar ratio. A preferred solid material is the sucrose polyester in which the degree of esterification is 7-8 and in which the fatty acid moieties are C ?8 mono- and / or di-unsaturated and behenic, in a molar ratio of unsaturated : Behenic from 1: 7 to 3: 5. A particularly preferred solid sugar polyester is the octaester of sucrose in which there are approximately 7 fractions of behenic fatty acid and about 1 oleic acid fraction in the molecule. Other materials include sucrose fatty acid esters of cottonseed oil or soybean oil. Ester materials are extensively described in, U.S. Patent No. 2,831,854, U.S. Patent No. 4,005,196, to Jandacek, filed January 25, 1977; U.S. Patent No. 4,005,195, to Jandacek, filed January 25, 1977, U.S. Patent No. 5,306,516, to Letton et al.,
P1440
; ... L.? ... ¿X? . ¿Sa? -? filed on April 26, 1994; U.S. Patent No. 5,306,515, to Letton et al., Filed April 26, 1994; U.S. Patent No. 5,305,514, to Letton et al., Filed April 26, 1994; U.S. Patent No. 4,797,300, to Jandacek et al., Filed January 10, 1989; U.S. Patent No. 3,963,699, to Rizzi et al., Filed June 15, 1976; U.S. Patent No. 4,518,772, to Volpenhein, filed May 21, 1985; and U.S. Patent No. 4,517,360, to Volpenhein, filed May 21, 1985. Suitable polyolesters of polyol fatty acids used in this invention can be prepared by a variety of well-known methods for those who master the technical field. These methods include: transesterification of the polyol with fatty acid esters of methyl, ethyl or glycerol using a variety of catalysts; acylation of the polyol with a fatty acid chloride; acylation of the polyol with a fatty acid anhydride; and acylating the polyol with a fatty acid per se. See, for example, U.S. Patent No. 2,831,854; U.S. Patent No. 4,005,196, for Jandacek, filed January 25,
P1440 1977. An especially preferred material is known by the INCI name of "sacarose policottonseedate", which is a fatty acid ester of cottonseed oil and sucrose.
Other Skin Care Agents Other skin care agents may be useful in the compositions of the present invention.
Examples of other skin care agents that can be used in the present compositions include:
(a) Tamine Vi Compounds 15 In contrast to the compositions discussed in the foregoing, the present compositions may comprise vitamin compounds, precursors and derivatives thereof. These vitamin compounds can be found either naturally or synthetically.
Suitable vitamin compounds include, Vitamin A compounds (eg, beta carotene, retinoic acid, retinol, retinoids, retinyl palmitate, retinyl proprionate, etc.), Vitamin B (eg, niacin, niacinamide, riboflavin, pantothenic acid) , etc.),
Vitamin C (for example, ascorbic acid, etc.), Vitamin D
P1440
-M-MM-n- -ÉtJ.I.A .. j --m ^ .. - -, - t.J .. "....,. ... Aili (for example, ergosterol, ergocalciferol, cholecalciferol, etc.), Vitamin E (for example, tocopheryl acetate, etc.) and Vitamin K (for example, phytonadione, menadione, phthiocol, etc.). The preferred vitamin compounds that are used in the compositions of the present invention are the compounds of vitamin B3. The Vitamin B3 compounds are particularly useful for regulating the condition of the skin as described in O-A-97/39733. When present, the compositions of the present invention preferably comprise from about 0.01% to about 50%, more preferably from about 0.1% to about 10%, even more preferably from about 0.5% to about 5%, by weight , of the vitamin B3 compound. As used in this invention, "vitamin B3 compound" means a compound having the following formula:
^ ^ N R
wherein R is -CONH2 (for example, niacinamide), -COOH (for example, nicotinic acid) or -CH20H (for example, nicotinyl alcohol); and the derivatives thereof; and the salts of any of the above.
P1440
The exemplary derivatives of the above vitamin B3 compounds include nicotinic acid esters, including non-vasodilating esters of nicotinic acid, nicotinic amino acids, nicotinyl alcohol esters of carboxylic acids, N- Nicotinic acid oxides and niacinamide N-oxides. Examples of suitable vitamin B3 compounds are well known in the technical field and are commercially available from various sources, for example, Sigma Chemical Company (St. Louis, MO); ICN Biomedicals, Inc. (Irvin, CA) and Aldrich Chemical Company (Milwaukee, Wl). The vitamin compounds may be included as the pure material substantially or as an extract obtained by means of physical and / or chemical isolation suitable from natural sources (e.g., plants). Other preferred vitamin compounds include pantothenic acid and / or a pantothenic acid precursor or derivative. Pantothenic acid, which is also known as N- (2,4-dihydroxy-3, 3-dimethylbutyryl) -B-alanine, is a member of the complete B vitamins and is sometimes referred to as vitamin B5. Pantothenic acid is an essential element in the diet of most mammals. The material can exist in the D (+) form, the
P14 0
ICÍFÍ.A 1 I i fe-lu ,. -fc - i .-., .. .._.... ..,. ,,, "... ,,., sfe, .... "-.-.«. - » ? L form (~) and the racemate. See the Merck Index, tenth edition, entry 6877, p. 1007 (1983). A variety of pantothenic acid precursors or derivatives are known and / or can be synthesized. Non-limiting examples include alcohol, aldehyde, alcohol esters, acid esters and the like. Suitable examples are detailed in United States patents 3,230,228; 4,514,338; 4,602,036; 5,136,093 and 5,750,122. Especially preferred is the alcohol derived from pantothenic acid for use in the compositions of the present invention. This alcohol, which is also known as pantotenyl alcohol, panthenol and pantothenol and 2,4-dihydroxy-N- (3-hydroxypropyl) -3-3-dimethylbutanamide is a stable source of pantothenic acid activity. As the acid of origin, panthenol can exist as the D (+) form, the L (~) form and the racemate. See the Merck Index, tenth edition, entry 2910, p. 426 (1983). The pantothenic acid precursors or derivatives are effective for the reduction of irritation caused by vitamin B3 compounds, as a result of individual factors (eg, hypersensitivity) and / or environmental conditions. With respect to environmental conditions, the compositions of the present invention for reducing irritation are supplied, preferably under ambient temperatures between 20 ° C and 55 ° C, of
P1440
? iii ti i i ^ a * - '• * «-« - «--- * -« -? - »'" aw. . «.----. -fc-fc.-: 1 JL preference between 25 ° C and 50 ° C and most preferably, between 30 ° C and 45 ° C and / or with relative humidity of between 50% and 100%, preferably between 65% and 100% and with the highest preference, between 80% and 100%. The pantothenic acid and / or the pantothenic acid precursor or derivative of the compositions useful in the present invention is preferably present in an amount of between 0.1% and 10%, more preferably between 0.1% and 5% and with the highest preference, between 0.5% and 3.5%. Preferably, the compositions of the present invention comprise between 0.1% and 10%, more preferably between 0.1% and 5%, still more preferably, between 0.5% and 3.5% and most preferably, between 0.5% and 1.5% by weight of panthenol. D-panthenol, which is also known as dexpanthenol, is preferred, in particular, to be used herein.
(b) Anti-wrinkle and anti-aging active ingredients of the skin Examples of anti-wrinkle and anti-aging active ingredients of the skin that can be used in the compositions of the present invention, including, but not limited to, lactic acid and derivatives thereof. same, retinoic acid and its derivatives (for example,
P1440
Jl ít lÍ? Í-Ífcfattet - g '- *** - "- - ... ... F ... ti? Tui,? --r - f ~ - > t-». - ^ , ~ «-« -.? ... ^ ^^^? E t.
cis and trans); retinol; retinyl esters; niacinamide, salicylic acid and derivatives thereof; D and L sulfur-containing amino acids and their derivatives and salts, particularly the N-acetyl derivatives, a preferred example of which is N-acetyl-L-cysteine; thiols, for example, ethanethiol; hydroxy acids, phytic acid, lipoic acid; lysophosphatidic acid and agents for exfoliating the skin (eg, phenol and the like).
(C) Antimicrobial and antifungal active ingredients Examples of antimicrobial and antifungal active ingredients that can be used in the compositions of the present invention, including, but not limited to, R-lactam drugs,
quinolone drugs, ciprofloxacin, norfloxacin, tetracycline, erythromycin, amikacin, 2, 4, 4'-trichloro-2'-hydroxy diphenyl ether, 3,4,4'-trichlorocarbanilide, phenoxyethanol, phenoxypropanol, phenoxyisopropanol, doxycycline, capreomycin, chlorhexidine, chlortetracycline,
oxytetracycline, clindamycin, ethambutol, hexamidine isethionate, metronidazole, pentamidine, gentamicin, kanamycin, lineomycin, metacycline, methenamine, minocycline, neomycin, netilmicin, paromomycin, streptomycin, tobramycin, miconazole, hydrochloride
Tetracycline, Erythromycin, Zinc Erythromycin, Stolate
P1440
of erythromycin, erythromycin stearate, amikacin sulfate, doxycycline hydrochloride, capreomycin sulfate, chlorhexidine gluconate, chlorhexidine hydrochloride, chlortetracycline hydrochloride, oxytetracycline hydrochloride, clindamycin hydrochloride, ethambutol hydrochloride, metronidazole hydrochloride, pentamidine hydrochloride , gentamicin sulfate, kanamycin sulfate, lineomycin hydrochloride, metacycline hydrochloride, methenamine hippurate, methenamine mandelate, minocycline hydrochloride, neomycin sulfate, netilmicin sulfate, paromomycin sulfate, streptomycin sulfate, tobramycin sulfate, hydrochloride of miconazole, amanfadine hydrochloride, amanfadine sulfate, octopyroxine, parachloro metaxylenol, nystatin, tolnaftate, zinc pyrithione and clotrimazole.
(d) Assets for solar filter The compositions herein may comprise active for sunscreen. A wide variety of sunscreen agents are useful herein. These sunscreen agents include both organic compounds and their salts, as well as particulate inorganic materials. Without being limited by theory, it is believed that sunscreen agents provide protection against ultraviolet radiation by means of one or more of
P1440
. i .- * a.-ki liátt? c the following mechanisms, among which are included: absorption, dispersion and reflection of ultraviolet radiation. Non-limiting examples of these sunscreen agents are described in U.S. Patent Nos. 5,087,445 issued on February 11, 1992 to Haffey et al .; 5,073,372 issued December 17, 1991 to Turner et al .; 5,073,371 issued December 17, 1991 to Turner et al .; 5,160,731 granted on November 3, 1992 to Sabatelli et al; 5,138,089 granted on August 11, 1992 to Sabatelli; 5,041,282 granted on August 20, 1991 to Sabatelli; 4,999,186 granted on March 12, 1991 to Sabatelli et al .; 4,937,370 granted on June 26, 1990 to Sabatelli; and Segarin, et al., in Chapter VIII, pgs. 189 and subsequent ones, from Cosmetics Science and Technology. Preferred sunscreen agents are those selected from the group consisting of 2-ethylhexyl p-methoxycinnamate, octyl salicylate, octocrylene, oxybenzone, 2-ethylhexyl N, N-dimethylaminobenzoate, p-aminobenzoic acid, 2-phenyl-benzimidazole acid -5-sulphonic, homomenthyl salicylate, DEA p-methoxycinnamate, 4,4'-methoxy-t-butyldibenzoylmethane, 4-isopropyldibenzoylmethane, camphor 3- (4-methylbenzylidene), camphor 3-benzylidene, acid ester
4-N, N-dimethylaminobenzoic acid with 2,4-dihydroxybenzophenone, 4-N, N-dimethylaminobenzoic acid ester with 2-hydroxy-4-
P1440
t JLt * .i JLi lufa- (2-hydroxyethoxy) benzophenone, 4-N, N-dimethylaminobenzoic acid ester with 4-hydroxydibenzoyl-methane, 4-N, N-dimethylaminobenzoic acid ester with 4- (2-hydroxyethyl) oxy) dibenzoylmethane, 4-N, N-di (2-ethylhexyl) -aminobenzoic acid ester with 2,4-dihydroxybenzophenone, 4-NN-di (2-ethylhexyl) aminobenzoic acid ester with 2-hydroxy-4- ( 2-hydroxyethoxy) benzophenone, 4-N, N-di (2-ethylhexyl) aminobenzoic acid ester with 4- (2-hydroxyeth-oxy) dibenzoylmethane, 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester with 2, 4-dihydroxybenzophenone, 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester with 2-hydroxy-4- (2-hydroxyethoxy) benzophenone, 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester with 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester -hi-droxidibenzoylmethane, 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester with 4- (2-hydroxyethoxy) dibenzoylmethane, titanium dioxide, zinc oxide, iron oxide and mixtures thereof. Most preferred for use in the compositions described herein are sunscreen agents selected from the group consisting of N, N-dimethyl-p-aminobenzoate 2-ethylhexyl, p-methoxycinnamate 2-ethylhexyl, octocryl, octyl salicylate, homomentil salicylate, p-aminobenzoic acid, oxybenzone, 2-phenylbenzimidazole-5-sulfonic acid, DEA p-methoxycinnamate, 4,4'-methoxy-t-butyldibenzoylmethane, 4-isopropyl dibenzoylmethane,
P1440
-i.? ? i. i aa * »». ^ camphor 3- (4-methylbenzylidene), camphor 3-benzylidene, 4-N, N- (2-ethylhexyl) methylaminobenzoic acid ester with 4- (2-hydroxyethyl oxy) dibenzoylmethane, titanium dioxide , zinc oxide, iron oxide and mixtures thereof. The exact amounts of sunscreens that can be used will vary depending on the sunscreen selected and the Sun Protection Factor (SPF) that you wish to obtain. SPF is a commonly used photoprotection drug for a sunscreen against erythema. See Federal Register, Vol. 43, No. 166, p. 38206-38269, August 25, 1978.
Polar Solvent The compositions of the present invention may also comprise polar solvents. Any polar solvent suitable for use in cosmetic compositions can be used in this invention. However, the polar solvent must be sufficiently polar to stimulate vesicle formation in the present invention. Preferably, the polar solvent used in the compositions of the present invention is water. The present compositions preferably comprise from 10% to 90%, more preferably from 20% to 80%, even more preferably from 30% to 60%, by weight, of polar solvent.
Thickeners The compositions of the present invention, preferably, comprise thickeners. Any suitable thickener to be used in cosmetic compositions can be used in this invention. Preferred thickeners are selected from water-soluble nonionic polymers, fatty alcohols and mixtures thereof. Suitable nonionic polymers include water-soluble polymers such as cellulose ethers (for example hydroxybutyl methyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, ethylhydroxyethyl cellulose, hydrophobically modified hydroxyethyl cellulose and hydroxyethyl cellulose), poly (ethylene oxide) , polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, amulose, hydroxyethyl amylose, starch and starch derivatives. Suitable fatty alcohols are primary alcohols of high molecular weight, non-volatile, having the general formula
RCH2OH
wherein R is a (C8-C20) alkyl. They can be produced from natural fats or oils by reducing the COOH grouping of the fatty acid to the
P14 0
i., 8 ... 1.i ¿.ffX.i ?. . i .yi.í .L. i ..
hydroxyl function. Alternatively, identical fatty alcohols or alcohols of similar structure can be produced according to conventional synthesis methods known in the technical field. Suitable fatty alcohols include, but are not limited to, behenyl alcohol, C9-Cn alcohols, C2-C3 alcohols, C2-C5 alcohols, C2-C16 alcohols, C4-C alcohols. ? 5, caprylic alcohol, cetearyl alcohol, coconut alcohol, decyl alcohol, isocetyl alcohol, isostearyl alcohol, lauryl alcohol, oleyl alcohol, palm kernel alcohol, stearyl alcohol, cetyl alcohol, beef tallow alcohol, tridecyl alcohol or alcohol myristic.
Other optional ingredients The compositions of the present invention may comprise a wide range of other optional components. These additional components must be pharmaceutically acceptable. Examples including, but not limited to, functional classes of suitable ingredients that are used in the compositions of the present invention: abrasives, absorbers, anti-acne active ingredients, anti-caking agents, anti-dandruff agents, antiperspirant agents, antioxidants, antiviral active ingredients , active ingredients and accelerators for artificial tanning, biological additives, bleaches,
P1440
activators of bleaches, brighteners, builders, pH buffering agents, chelating agents, chemical additives, dyes, cosmetics, cleansers, cosmetic astringents, cosmetic biocides, denaturants, deodorants, active ingredients for desquamation, epilators, astringent drugs, dyes, transfer agents of dyes, enzymes, external analgesics, foam generators, flavorings, film formers, fragrance components, insect repellents, fungicides, non-steroidal anti-inflammatory active ingredients, opacifying agents, oxidant dyes, oxidizing agents, ingredients for the control of pests, pH adjusters such as citric acid, buffer solutions, pharmaceutical active ingredients, plasticizers, preservatives, radical containers, skin, hair or nail bleaching agents, skin, hair or nail conditioners, penetration enhancers to P iel, hair or nails, stabilizers, surfactants, surface conditioners, reducing agents, temperature depressants, viscosity modifiers and heat generators such as exothermic zeolites. Also useful in this invention are aesthetic components such as colorants, essential oils and skin repairing agents. Other optional materials from
P14 0
This invention includes pigments. Suitable pigments that are used in the compositions of the present invention can be organic or inorganic. Also included within the term pigment, are materials that have a low color or luster such as agents for matte finish and also agents that provide a screen to light. Examples of suitable pigments are iron oxides, iron oxides, aciglutamate, titanium dioxide, ultramarine blue, D & C, carmine and mixtures thereof.
Formulation Processes Preferably, the compositions of the present invention are prepared in such a way that the quaternary ammonium compounds form vesicles. It is preferable that the vesicles also comprise a humectant. Preferably the vesicles also comprise an emollient. Even more preferably, the vesicles comprise at least one radical scavenger / antioxidant with tocopherol base. In order to ensure optimal performance characteristics, it is preferred that the compositions of the present invention be prepared in the following manner: (i) all or part of the quaternary ammonium agent is mixed with a humectant, sunscreen active ingredients soluble in water, ingredients
P1440
water-soluble skin care active ingredients (where included) and preferably a polar solvent at a temperature higher than the melting point of the quaternary ammonium agent; (ii) optionally, the mixture is stirred vigorously; (iii) the emulsion is prepared in a separate vessel in the following manner: (iv) The oil phase containing the emollients, the reagent thickener in case the thickener is soluble in oil, the radical scavenger / antioxidant with tocopherol base and any remaining quaternary ammonium agent are mixed together at a temperature higher than the melting point of the quaternary ammonium agent; The aqueous phase is prepared separately. The water, the relevant thickener, in the case that the thickener is soluble in water and the remaining water-soluble ingredients are heated to the same temperature at which the oil phase is found. (v) the temperature of the oil and aqueous phases of the emulsion is approximately equalized and the aqueous phase is combined with the oil phase by means of stirring. (vi) On the production of the emulsion, the mixture formed in step (i) is added to the emulsion before
P1440
Í Á?.? ..%. Aíí .. íf ?? ?.,. ..¿ .. i ,. ... -....... »,." --.-. «&-?,. > -, i.-t-l mentioned with agitation.
Methods of Use The cosmetic compositions of the present invention can be used in a conventional manner for the treatment of the skin. An effective amount of the composition, typically from about 0.1 grams to about 50 grams, preferably from about 1 gram to about 20 grams, is
applies to wet or dry skin, preferably wet. Application of the composition typically includes working the composition on the skin, usually with the hands and fingers. The composition is then left on the skin or, preferably, the skin is rinsed. The preferred method for treating the skin, therefore, comprises the steps of: (a) applying an effective amount of the cosmetic composition to the skin, (b) rinsing the skin. A preferred aspect of the present invention involves the above method with an application of the composition on dry skin before application on wet skin. Accordingly, a preferred method comprises: (i) application to dry skin of an amount
P14 0
ilb ^ M? i MMüL.
effective cosmetic composition; (ii) rinsing the skin under a shower; (iii) an additional application of the composition; and (iv) an additional rinse. Much of the deterioration to human skin is caused by repeated exposure to compositions containing surfactants during the washing routine. It has been found that this deterioration can be mitigated using the present compositions. Therefore, another preferred method comprises: (i) skin washing using a composition comprising surfactants; (ii) skin rinsing; (iii) application to the wet skin of a composition according to the present invention; (iv) rinsing the skin. It has also been found that the present compositions are particularly useful when incorporated as part of a regular routine. Accordingly, another preferred method comprises: (i) applying to the skin a composition comprising: (a) at least one quaternary ammonium compound;
P1440
IJ - *. * .- I.-l¿-i-Íl - ^. * .J-Í-M-fc ........ ...... .... .... F. .F .., .. ".... ..." .. ".., ...,. ...... ^? ^? a. *., -.-, (b) a humectant; and (ii) rinsing the skin; (iii) repetition of steps (i) and (ii) within a 48-hour period. The present compositions may also be useful for mitigating the deterioration caused by exposure of the skin to ultraviolet radiation, deterioration caused by exposure of the skin to water during swimming or similar water based exercises, deterioration caused by shaving or Exfoliation or deterioration caused by exposure of the skin to water during the daily bath.
EXAMPLES The following examples further illustrate the preferred embodiments within the scope of the present invention. The examples are provided solely for the purpose of illustration and should not be construed as limitations of the present invention since a variety of variations of the invention are possible without departing from its spirit or scope. Unless indicated otherwise, all ingredients are expressed as a percentage by weight of the active ingredient.
P1440
P1440
P1440
S-C! Fcs ji «P1440 ^ -ááij-a-Hf-rf ^ * 'P1440 lF¡X -:. Ti? FÍ * ¿a, i .." * | jtf "- *» A it J. ll ll; Commercially available in Croda 2; Commercially available at Floratech, AZ, USA 3; Commercially available at Hoffman La Roche, NJ, USA
4; Commercially available in Amerchol, NJ, USA 5; Commercially available in Rhodia, NJ, USA
• In examples 1, 4, 7, 9, 17, 20, 22, 24, 28, 36, 38, 47, 49, 53, 56 the quaternary ammonium compound used is distearyl dimethyl ammonium chloride supplied by Goldschmidt, name commercial Varisoft TA100. • In examples 2, 3, 5, 6, 8, 10, 15, 16, 18, 19, 21, 23, 26, 27, 31, 33, 34, 35, 37, 41, 45, 46, 48, 50, 51, 52, 54, 55 the quaternary ammonium compounds used are N, N-di (canolyl-oxy-ethyl) -N methyl, N- (2-hydroxyethyl) ammonium sulfate supplied by Goldschmidt, trade name Rewoquat V3620. • In example 11 the quaternary ammonium compound
P14 0
iM &?? áf. .h aifiF. ** áA > s - -t -J- - .. .. ",. ,,. Á, used is N, N-di (canolyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) -ammonium sulfate supplied by Goldschmidt, trade name Rewoquat E18. • In Example 12 the quaternary ammonium compound used is N, N-di (canolyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium chloride, supplied by Goldschmidt, development material (E25). • In Example 13 the quaternary ammonium compound used is methylbis (hydrogenated tallowamidoethyl) (2-hydroxyethyl) ammonium sulfate supplied by Goldschmidt, trade name Varisoft 110. • In Example 14 the quaternary ammonium compound used is methylbis (tallowamidoethyl) ) (2-hydroxyethyl) ammonium methyl sulfate supplied by Goldschmidt, trade name Varisoft 222. • In example 25 the quaternary ammonium compound used is methyl-l-tallowylethyl-2-seboimidazoline supplied by Goldschmidt, development material
• In Example 29 the quaternary ammonium compound used is methyl-l-tallowamidoethyl-2-seboimidazoline supplied by Goldschmidt, development material
• In Example 30 the quaternary ammonium compound used is methyl-l-tallowylethyl-2-seboimidazolinium methyl sulfate supplied by Goldschmidt, • In Example 32 the quaternary ammonium compound
Pl 40 used is methyl-l-tallowamidoethyl-2-seboimidazolinium methyl sulfate supplied by Goldschmidt, trade name Varisoft 475, Varisoft 445 • In example 39 the quaternary ammonium compound used is N, N-dimethyl-N- (canolyl-oxy) -ethyl) -N- (canolamidoethyl) amine, supplied by Kao. • In Example 40 the quaternary ammonium compound used is N, N-dimethyl-N- (canolyl-oxy-ethyl) -N- (canolamidoethyl) ammonium sulfate methyl, supplied by Kao. • In Example 42 the quaternary ammonium compound used is N, N'-bis (2-tallowoyloxyethyl) -N, N, N ', N'-tetramethylene diammonium dichloride, as disclosed in U.S. Patents US4728337 , US 4721512, US 4906413 of Ciba-Geigy Corporation. • In Example 43 the quaternary ammonium compound used is N, N'-bis (2-caninoyloxyethyl) -N, N'-dimethyl-N, N'- (2-hydroxyethyl) -1,6-hexan dimethyl sulfate. ammonium, as disclosed in patents EP 0503155A1 & amp;; EP 0803498 from Goldschmidticoco. • In Example 44 the quaternary ammonium compound used is the di and oligo ester quat made by the reaction of the fatty acid, difunctional (or multifunctional) acid and triethanolamine followed by quaternization as revealed in 098/49132 by Kao and in
P1440
U.S. Patent 5880289 by Henkel.
Process For those examples that include component C: 1. Premix 1: Combine the components of group A together, at a temperature higher than the transition temperature of the chosen quaternary ammonium compound, keeping behind a predetermined part of the quaternary ammonium compound and Water. Shake this premix vigorously. 2. Premix 2: Combine the components of groups B and C with the remaining parts of the quaternary ammonium compounds and water not previously used in premix 1. Heat above the melting point of quat and oils. 3. Combine premixes 1 & 2 and allow it to cool to a temperature of 40 ° C, stir in the perfume.
For those examples that include component D: 1. Premix 1: Combine the components of group A together, at a temperature higher than the transition temperature of the quaternary ammonium compound, keeping behind a predetermined part of water. Shake this premix vigorously.
P1440
2. Premix 2: Combine with agitation the components of group D with water that was not previously used in premix 1. 3. Combine premixes 1 & 2 and the components of the B & amp; E. Shake vigorously.
The compositions of the previous examples provide the benefits of good skin care, such as good wetting, good hydration, pleasant skin feeling, marked softness and / or smoothness of the skin, with low levels of effects negative such as greasy feeling, sticky feeling or adhesion.
P1440! A? ..? Í > lit.? . . ± .F * * aiAtf? -. ^ .¡¡ ± 0. *. J * ¡i.i.
Claims (10)
- CLAIMS: 1. A cosmetic composition comprising: (a) at least one quaternary ammonium agent; Y (b) at least one radical scavenger / antioxidant with tocopherol base.
- 2. A composition according to claim 1, wherein the radical scavenger / antioxidant with tocopherol base is selected from: tocopherol, tocopherol acetate, tocopherol sorbate, other tocopherol esters and mixtures thereof.
- 3. A composition according to claim 1 or 2, wherein the composition further comprises a pantothenic acid or a pantothenic acid derivative.
- 4. A composition according to any of the preceding claims, wherein the composition further comprises a vitamin B3 compound.
- 5. A composition according to any of the preceding claims, wherein the composition further comprises a skin beneficial agent.
- 6. A composition according to any of the preceding claims, wherein the composition further comprises a skin beneficial agent, selected from among humectants, emollients and mixtures thereof.
- 7. A composition according to any of the P1440 iJ -.-. Jd- b «A. previous claims, wherein the quaternium ammonium agent is selected from among the agents according to the general formula (II) or (III): (R5) 4. m N + - ((CH2) n Q- R * m x- (ll) (R5) 4.m- N + - (CH2) n- - wherein each R 5 unit is independently selected from the group consisting of hydrogen, straight or branched chain (C? -C6) alkyl, hydroxyalkyl (C? -C6) straight or branched chain and mixtures thereof , preferably methyl and hydroxyethyl; each Re unit is independently a linear or branched (Cn-C22) alkyl, straight or branched (C ??-C22) alkenyl, and mixtures thereof; X "is an anion that is compatible with the active ingredients for skin care and with the adjunct ingredients; m is a number from 1 to 4, preferably 2; n is a number from 1 to 4, preferably 2 and Q is a carbonyl unit selected from the group consisting of: P1440 X 61 O -O-C-, -CO- -O-C-O- R7 ° -N-C- OR R7 II I -C-N-, and 10 wherein R7 is hydrogen, alkyl (C? -C), hydroxyalkyl (Ci- C4) and mixtures thereof.
- 8. A composition according to any of the preceding claims, wherein the composition comprises vesicles, each vesicle comprising a quaternary ammonium agent and a radical scavenger / antioxidant with tocopherol base. 20
- 9. A composition according to any of the P1440 previous claims, wherein the composition comprises less than 5%, preferably less than 3%, preferably 0% by weight of anionic surfactant.
- 10. The use of a composition, according to any of the preceding claims, for the treatment of the skin. P1440 .i .. «... to A.« Aa: ..... ... .. j -....- .. "-" * - »- '-
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9915094.8A GB9915094D0 (en) | 1999-06-28 | 1999-06-28 | Cosmetic compositions |
| GBGB9915095.5A GB9915095D0 (en) | 1999-06-28 | 1999-06-28 | Cosmetic compositions |
| US20188100P | 2000-05-04 | 2000-05-04 | |
| PCT/US2000/017637 WO2001000165A1 (en) | 1999-06-28 | 2000-06-27 | Cosmetic compositions containing a quaternary ammonium compound and tocopherol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA02000482A true MXPA02000482A (en) | 2002-07-02 |
Family
ID=27269759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA02000482A MXPA02000482A (en) | 1999-06-28 | 2000-06-27 | Cosmetic compositions containing a quaternary ammonium compound and tocopherol. |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1189592A1 (en) |
| JP (1) | JP2003503337A (en) |
| KR (1) | KR20020040684A (en) |
| CN (1) | CN1371273A (en) |
| AU (1) | AU5770400A (en) |
| BR (1) | BR0012012A (en) |
| CA (1) | CA2376838A1 (en) |
| CZ (1) | CZ20014702A3 (en) |
| MX (1) | MXPA02000482A (en) |
| WO (1) | WO2001000165A1 (en) |
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| DE10132174A1 (en) * | 2001-07-03 | 2003-03-27 | Goldschmidt Ag Th | New betaine ester compounds are useful in hair and skin care products and in cleaning agents |
| JP2004536839A (en) * | 2001-07-13 | 2004-12-09 | ザ プロクター アンド ギャンブル カンパニー | Mousse-forming compositions containing quaternary ammonium agents |
| JP5279209B2 (en) * | 2006-06-27 | 2013-09-04 | ロート製薬株式会社 | Topical skin preparation |
| KR101423230B1 (en) * | 2012-07-25 | 2014-07-29 | 오스템임플란트 주식회사 | Tooth bleaching preservable material for preventing tooth from discoloring and coloring |
| WO2015012978A1 (en) * | 2013-07-22 | 2015-01-29 | The Procter & Gamble Company | Method of protecting skin from an environmental stressor |
| US10035970B2 (en) | 2016-05-09 | 2018-07-31 | Basf Se | Friction-reducing compound, method of producing same, and lubricant composition |
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| US5552137A (en) * | 1994-08-05 | 1996-09-03 | Witco Corporation | Biodegradable quaternary hair conditioners |
| KR100423458B1 (en) * | 1995-07-12 | 2004-05-17 | 가부시키가이샤 시세이도 | External skin preparation |
| US5804205A (en) * | 1996-02-26 | 1998-09-08 | Bausch & Lomb Incorporated | Skin care compositions |
| WO1997039734A1 (en) * | 1996-04-23 | 1997-10-30 | The Procter & Gamble Company | Methods of regulating skin condition with centella asiatica extract |
| FR2761912B1 (en) * | 1997-04-14 | 1999-07-02 | Capsulis | PROCESS FOR ADHERING A PRODUCT TO A SURFACE |
| US5968528A (en) * | 1997-05-23 | 1999-10-19 | The Procter & Gamble Company | Skin care compositions |
| EP1035832B1 (en) * | 1997-12-03 | 2002-09-11 | JOHNSON & JOHNSON CONSUMER COMPANIES, INC. | Skin care composition with improved skin hydration capability |
-
2000
- 2000-06-27 KR KR1020017016859A patent/KR20020040684A/en not_active Ceased
- 2000-06-27 EP EP00943196A patent/EP1189592A1/en not_active Withdrawn
- 2000-06-27 BR BR0012012-0A patent/BR0012012A/en not_active IP Right Cessation
- 2000-06-27 CA CA002376838A patent/CA2376838A1/en not_active Abandoned
- 2000-06-27 AU AU57704/00A patent/AU5770400A/en not_active Abandoned
- 2000-06-27 WO PCT/US2000/017637 patent/WO2001000165A1/en not_active Ceased
- 2000-06-27 CN CN00812231A patent/CN1371273A/en active Pending
- 2000-06-27 JP JP2001505878A patent/JP2003503337A/en not_active Withdrawn
- 2000-06-27 MX MXPA02000482A patent/MXPA02000482A/en unknown
- 2000-06-27 CZ CZ20014702A patent/CZ20014702A3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1371273A (en) | 2002-09-25 |
| AU5770400A (en) | 2001-01-31 |
| BR0012012A (en) | 2002-03-12 |
| CA2376838A1 (en) | 2001-01-04 |
| KR20020040684A (en) | 2002-05-30 |
| EP1189592A1 (en) | 2002-03-27 |
| CZ20014702A3 (en) | 2002-05-15 |
| WO2001000165A1 (en) | 2001-01-04 |
| JP2003503337A (en) | 2003-01-28 |
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