WO2012139943A2 - Hair care composition - Google Patents
Hair care composition Download PDFInfo
- Publication number
- WO2012139943A2 WO2012139943A2 PCT/EP2012/056152 EP2012056152W WO2012139943A2 WO 2012139943 A2 WO2012139943 A2 WO 2012139943A2 EP 2012056152 W EP2012056152 W EP 2012056152W WO 2012139943 A2 WO2012139943 A2 WO 2012139943A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- hair
- kit
- surfactant
- metal
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 144
- 239000002453 shampoo Substances 0.000 claims abstract description 38
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 30
- 239000004094 surface-active agent Substances 0.000 claims abstract description 30
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 29
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 29
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 23
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 22
- 238000004040 coloring Methods 0.000 claims abstract description 13
- 229910052751 metal Inorganic materials 0.000 claims abstract description 13
- 239000002184 metal Substances 0.000 claims abstract description 13
- 239000010949 copper Substances 0.000 claims abstract description 9
- 229910052742 iron Inorganic materials 0.000 claims abstract description 9
- 239000011572 manganese Substances 0.000 claims abstract description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 7
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract description 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000001298 alcohols Chemical class 0.000 claims abstract description 7
- 229910052802 copper Inorganic materials 0.000 claims abstract description 7
- 229910052748 manganese Inorganic materials 0.000 claims abstract description 7
- 239000011701 zinc Substances 0.000 claims abstract description 7
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 7
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 6
- 150000002989 phenols Chemical class 0.000 claims abstract description 6
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
- 239000007859 condensation product Substances 0.000 claims abstract description 5
- -1 alkyl gallate Natural products 0.000 claims description 40
- 150000003839 salts Chemical class 0.000 claims description 19
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 12
- 239000003446 ligand Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- FBSFWRHWHYMIOG-UHFFFAOYSA-N methyl 3,4,5-trihydroxybenzoate Chemical compound COC(=O)C1=CC(O)=C(O)C(O)=C1 FBSFWRHWHYMIOG-UHFFFAOYSA-N 0.000 claims description 8
- ZTHYODDOHIVTJV-UHFFFAOYSA-N gallic acid propyl ester Natural products CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 7
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- 229940074391 gallic acid Drugs 0.000 claims description 6
- 235000004515 gallic acid Nutrition 0.000 claims description 6
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 4
- 239000004222 ferrous gluconate Substances 0.000 claims description 4
- 235000013924 ferrous gluconate Nutrition 0.000 claims description 4
- 229940050410 gluconate Drugs 0.000 claims description 4
- IBKQQKPQRYUGBJ-UHFFFAOYSA-N methyl gallate Natural products CC(=O)C1=CC(O)=C(O)C(O)=C1 IBKQQKPQRYUGBJ-UHFFFAOYSA-N 0.000 claims description 4
- 235000010388 propyl gallate Nutrition 0.000 claims description 4
- 239000000473 propyl gallate Substances 0.000 claims description 4
- 229940075579 propyl gallate Drugs 0.000 claims description 4
- 229940072107 ascorbate Drugs 0.000 claims description 3
- 235000010323 ascorbic acid Nutrition 0.000 claims description 3
- 239000011668 ascorbic acid Substances 0.000 claims description 3
- 229940001447 lactate Drugs 0.000 claims description 3
- 150000005206 1,2-dihydroxybenzenes Chemical class 0.000 claims description 2
- 150000004696 coordination complex Chemical class 0.000 claims 1
- VRIVJOXICYMTAG-IYEMJOQQSA-L iron(ii) gluconate Chemical group [Fe+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O VRIVJOXICYMTAG-IYEMJOQQSA-L 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 description 34
- 229920001296 polysiloxane Polymers 0.000 description 27
- 230000003750 conditioning effect Effects 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- 239000000178 monomer Substances 0.000 description 17
- 125000002091 cationic group Chemical group 0.000 description 16
- 239000003093 cationic surfactant Substances 0.000 description 15
- 229920000642 polymer Polymers 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000002253 acid Substances 0.000 description 13
- 229920006317 cationic polymer Polymers 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 229920002125 Sokalan® Polymers 0.000 description 9
- 239000002280 amphoteric surfactant Substances 0.000 description 9
- 125000000129 anionic group Chemical group 0.000 description 9
- 239000002888 zwitterionic surfactant Substances 0.000 description 9
- 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 8
- 229920001577 copolymer Polymers 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 150000002191 fatty alcohols Chemical class 0.000 description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 241000282372 Panthera onca Species 0.000 description 7
- 125000002252 acyl group Chemical group 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 229920006395 saturated elastomer Polymers 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- XMOCLSLCDHWDHP-IUODEOHRSA-N epi-Gallocatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-IUODEOHRSA-N 0.000 description 6
- VFPFQHQNJCMNBZ-UHFFFAOYSA-N ethyl gallate Chemical compound CCOC(=O)C1=CC(O)=C(O)C(O)=C1 VFPFQHQNJCMNBZ-UHFFFAOYSA-N 0.000 description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 description 6
- 239000000375 suspending agent Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- XMOCLSLCDHWDHP-UHFFFAOYSA-N L-Epigallocatechin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-UHFFFAOYSA-N 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 4
- DZYNKLUGCOSVKS-UHFFFAOYSA-N epigallocatechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3cc(O)c(O)c(O)c3 DZYNKLUGCOSVKS-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 4
- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
- 239000004262 Ethyl gallate Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- WZUVPPKBWHMQCE-UHFFFAOYSA-N Haematoxylin Chemical compound C12=CC(O)=C(O)C=C2CC2(O)C1C1=CC=C(O)C(O)=C1OC2 WZUVPPKBWHMQCE-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 229920000289 Polyquaternium Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000920652 Quercus lusitanica Species 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 3
- 229920006037 cross link polymer Polymers 0.000 description 3
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 235000019277 ethyl gallate Nutrition 0.000 description 3
- 150000002194 fatty esters Chemical class 0.000 description 3
- 150000002206 flavan-3-ols Chemical class 0.000 description 3
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- HLBWMQJLOGMNBR-XRDLMGPZSA-N iron;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoic acid;hydrate Chemical compound O.[Fe].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O HLBWMQJLOGMNBR-XRDLMGPZSA-N 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 239000004530 micro-emulsion Substances 0.000 description 3
- 229940049292 n-(3-(dimethylamino)propyl)octadecanamide Drugs 0.000 description 3
- KKBOOQDFOWZSDC-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCN(CC)CC KKBOOQDFOWZSDC-UHFFFAOYSA-N 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229940032160 stearamidoethyl diethylamine Drugs 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- XMOCLSLCDHWDHP-SWLSCSKDSA-N (+)-Epigallocatechin Natural products C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-SWLSCSKDSA-N 0.000 description 2
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000004155 Chlorine dioxide Substances 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- CITFYDYEWQIEPX-UHFFFAOYSA-N Flavanol Chemical class O1C2=CC(OCC=C(C)C)=CC(O)=C2C(=O)C(O)C1C1=CC=C(O)C=C1 CITFYDYEWQIEPX-UHFFFAOYSA-N 0.000 description 2
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- 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
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
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- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 2
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 2
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- 230000000694 effects Effects 0.000 description 2
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- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
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- 239000011707 mineral Substances 0.000 description 2
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- 235000019868 cocoa butter Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000012754 curcumin Nutrition 0.000 description 1
- 239000004148 curcumin Substances 0.000 description 1
- 229940109262 curcumin Drugs 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-NJFSPNSNSA-N dodecane Chemical class CCCCCCCCCCC[14CH3] SNRUBQQJIBEYMU-NJFSPNSNSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229960002852 ellagic acid Drugs 0.000 description 1
- 235000004132 ellagic acid Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- VFZYLYJWCROVLO-UHFFFAOYSA-N ent-Fisetidinol Natural products OC1CC2=CC=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 VFZYLYJWCROVLO-UHFFFAOYSA-N 0.000 description 1
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 description 1
- 235000012734 epicatechin Nutrition 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- KSEBMYQBYZTDHS-HWKANZROSA-N ferulic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-N 0.000 description 1
- 229940114124 ferulic acid Drugs 0.000 description 1
- 235000001785 ferulic acid Nutrition 0.000 description 1
- KSEBMYQBYZTDHS-UHFFFAOYSA-N ferulic acid Natural products COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 description 1
- VFZYLYJWCROVLO-DZGCQCFKSA-N fisetinidol Chemical compound C1([C@H]2OC3=CC(O)=CC=C3C[C@@H]2O)=CC=C(O)C(O)=C1 VFZYLYJWCROVLO-DZGCQCFKSA-N 0.000 description 1
- 229930182497 flavan-3-ol Natural products 0.000 description 1
- 150000005836 flavan-4-ols Chemical class 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- LVJJFMLUMNSUFN-UHFFFAOYSA-N gallocatechin gallate Natural products C1=C(O)C=C2OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C1OC(=O)C1=CC(O)=C(O)C(O)=C1 LVJJFMLUMNSUFN-UHFFFAOYSA-N 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 125000003147 glycosyl group Chemical group 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- AIONOLUJZLIMTK-AWEZNQCLSA-N hesperetin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O)=CC(O)=C2C(=O)C1 AIONOLUJZLIMTK-AWEZNQCLSA-N 0.000 description 1
- AIONOLUJZLIMTK-UHFFFAOYSA-N hesperetin Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(O)=CC(O)=C2C(=O)C1 AIONOLUJZLIMTK-UHFFFAOYSA-N 0.000 description 1
- 235000010209 hesperetin Nutrition 0.000 description 1
- 229960001587 hesperetin Drugs 0.000 description 1
- DCAYPVUWAIABOU-NJFSPNSNSA-N hexadecane Chemical class CCCCCCCCCCCCCCC[14CH3] DCAYPVUWAIABOU-NJFSPNSNSA-N 0.000 description 1
- FTODBIPDTXRIGS-ZDUSSCGKSA-N homoeriodictyol Chemical compound C1=C(O)C(OC)=CC([C@H]2OC3=CC(O)=CC(O)=C3C(=O)C2)=C1 FTODBIPDTXRIGS-ZDUSSCGKSA-N 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- IZQSVPBOUDKVDZ-UHFFFAOYSA-N isorhamnetin Chemical compound C1=C(O)C(OC)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 IZQSVPBOUDKVDZ-UHFFFAOYSA-N 0.000 description 1
- 235000008800 isorhamnetin Nutrition 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 238000002356 laser light scattering Methods 0.000 description 1
- 229940094506 lauryl betaine Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000002535 lyotropic effect Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- TXULLYMENMRLHL-GXTWGEPZSA-N mesquitol Chemical compound C1([C@H]2OC3=C(O)C(O)=CC=C3C[C@@H]2O)=CC=C(O)C(O)=C1 TXULLYMENMRLHL-GXTWGEPZSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 150000002772 monosaccharides Chemical group 0.000 description 1
- PCOBUQBNVYZTBU-UHFFFAOYSA-N myricetin Natural products OC1=C(O)C(O)=CC(C=2OC3=CC(O)=C(O)C(O)=C3C(=O)C=2)=C1 PCOBUQBNVYZTBU-UHFFFAOYSA-N 0.000 description 1
- 235000007743 myricetin Nutrition 0.000 description 1
- 229940116852 myricetin Drugs 0.000 description 1
- KHPAAXRLVYMUHU-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)NCCN(CC)CC KHPAAXRLVYMUHU-UHFFFAOYSA-N 0.000 description 1
- NCBXVQKSCKRNTB-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]icosanamide Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)NCCN(C)C NCBXVQKSCKRNTB-UHFFFAOYSA-N 0.000 description 1
- XNJXGLWSAVUJRR-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCN(C)C XNJXGLWSAVUJRR-UHFFFAOYSA-N 0.000 description 1
- DYAVLIWAWOZKBI-UHFFFAOYSA-N n-[3-(diethylamino)propyl]hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(=O)NCCCN(CC)CC DYAVLIWAWOZKBI-UHFFFAOYSA-N 0.000 description 1
- OVCKOYOTKXBZKK-UHFFFAOYSA-N n-[3-(diethylamino)propyl]icosanamide Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)NCCCN(CC)CC OVCKOYOTKXBZKK-UHFFFAOYSA-N 0.000 description 1
- KUIOQEAUQATWEY-UHFFFAOYSA-N n-[3-(diethylamino)propyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN(CC)CC KUIOQEAUQATWEY-UHFFFAOYSA-N 0.000 description 1
- BDHJUCZXTYXGCZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(=O)NCCCN(C)C BDHJUCZXTYXGCZ-UHFFFAOYSA-N 0.000 description 1
- HJXPIPGLPXVLGN-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]icosanamide Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C HJXPIPGLPXVLGN-UHFFFAOYSA-N 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- KQFUXLQBMQGNRT-UHFFFAOYSA-N pachypodol Chemical compound C=1C(OC)=CC(O)=C(C(C=2OC)=O)C=1OC=2C1=CC=C(O)C(OC)=C1 KQFUXLQBMQGNRT-UHFFFAOYSA-N 0.000 description 1
- UOJMTSCORVQOHS-UHFFFAOYSA-N pachypodol Natural products COc1cc(ccc1O)C2=C(C)C(=O)c3c(O)cc(C)cc3O2 UOJMTSCORVQOHS-UHFFFAOYSA-N 0.000 description 1
- YCOZIPAWZNQLMR-UHFFFAOYSA-N pentadecane Chemical class CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229940032044 quaternium-18 Drugs 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- DOUMFZQKYFQNTF-MRXNPFEDSA-N rosemarinic acid Natural products C([C@H](C(=O)O)OC(=O)C=CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-MRXNPFEDSA-N 0.000 description 1
- DOUMFZQKYFQNTF-ZZXKWVIFSA-N rosmarinic acid Chemical compound C=1C=C(O)C(O)=CC=1/C=C/C(=O)OC(C(=O)O)CC1=CC=C(O)C(O)=C1 DOUMFZQKYFQNTF-ZZXKWVIFSA-N 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- BGHCVCJVXZWKCC-NJFSPNSNSA-N tetradecane Chemical class CCCCCCCCCCCCC[14CH3] BGHCVCJVXZWKCC-NJFSPNSNSA-N 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- IIYFAKIEWZDVMP-NJFSPNSNSA-N tridecane Chemical class CCCCCCCCCCCC[14CH3] IIYFAKIEWZDVMP-NJFSPNSNSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- AQZSPJRLCJSOED-UHFFFAOYSA-M trimethyl(octyl)azanium;chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(C)C AQZSPJRLCJSOED-UHFFFAOYSA-M 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/58—Metal complex; Coordination compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/884—Sequential application
Definitions
- the present invention relates to kits and methods for colouring hair. Background
- EP0327345 discloses a hair colouring shampoo containing an Fe(ll) salt and a second component is applied which contains a metal ligand including ortho substituted phenols.
- kits for colouring hair comprising:
- a kit for colouring hair comprising:
- a composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc, manganese or mixtures thereof and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic surfactant in which the nonionic surfactant comprises condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides and is the major component by weight of the surfactant mix and
- a second composition which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
- Also described is a method of colouring hair comprising the steps of applying to hair sequentially in any order:
- composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc or manganese and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic in which the nonionic surfactant is the major component by weight of the surfactant mix and
- a second composition which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
- Composition 1 is preferably a shampoo compositions of the invention are generally aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component.
- the composition will comprise from 50 to 98%, preferably from 60 to 90% water by weight based on the total weight of the composition.
- Shampoo compositions of the invention comprise at least one metal ion in the form of a salt and/or complex in which the metal ion is selected from iron, copper, zinc or manganese.
- the level of metal ion is preferably from 0.01 wt% to 5 wt% of the total shampoo composition more preferably 0.2 wt% to 3 wt%.
- the level of metal ion in the formulation may be determined by quantitative elemental analysis.
- the metal ion is preferably selected from Fe(ll), Fe(lll) and Cu(ll), most preferably Fe(ll).
- the metal ion is present as a salt or as a complex with a ligand.
- Simple salts include sulphates and halides, for instance Fe(ll)S0 4 and mixed salts, for instance Fe(ll) ammonium sulphate. It is preferred if the metal is present as a complex with a ligand.
- a ligand is a molecule that contains more than one organic group, preferably 2 to 4 groups, most preferably 2 groups, that co-ordinate with the metal ion.
- Groups for co-ordinating with the metal ion are COO " , OH, ketones, esters, primary amines, secondary amines and tertiary amines, more preferably COO " , tertiary amines and OH, most preferably COO " and OH.
- Polyphenols are not permitted as multidentate ligands.
- the ligand- metal complex may be pre-formed before addition to the shampoo for example iron (II) gluconate.
- the mole ratio of iron ion to ligand is from 1 : 1 to 1 :4, more preferably from 1 : 1 .5 to 1 :2.5.
- the metal ion is in the form of a salt and/or complex that is soluble in aqueous solution at the pH of the formulation.
- the metal ion in the form of a salt and/or complex has a solubility in demineralised water at the pH of the formulation of greater than 0.1 g/L.
- the ability of a ligand to complex with a metal ion, M n+ may be defined by its pM n+ value, wherein and the ligand concentration is 10 "5 mol/L and the total metal ion concentration is 10 "6 mol/L and [M n+ ]f re e is the molar concentration of uncomplexed metal ions.
- the ligand used has a lower pM n+ , than gallic acid.
- the pM" + are greater than 8 more preferably greater than 10.
- Polyamino carboxylic acids are preferably present at weight % levels of less than 1 /30th of the main ligand, preferably they are absent from the shampoo.
- a polyamino carboxylic acid is a compound containing two or more amines
- 2,2',2",2"'-(Ethane-1 ,2-diyldinitrilo)tetraacetic acid is a polyamino carboxylic acid.
- Diethylene triamine pentaacetic acid is a polyamino carboxylic acid.
- Ethylenediamine-/V,/V'-disuccinic acid is a polyamino carboxylic acid.
- the ligands are selected from gluconate, tartrate, ascorbate, citrate and lactate. Particularly preferred are gluconate, lactate or ascorbate.
- iron (II) gluconate and iron(ll) lactate are particularly preferred.
- iron (II) gluconate and iron(ll) lactate are particularly preferred.
- Shampoo compositions of the invention comprise cleansing surfactant, the surfactant is non-ionic in nature, however, other anionic and or
- amphoteric/zwitterionic surfactants may be present.
- the fraction of non-ionic surfactant in the surfactant mix (f N i) may be defined as
- ⁇ NI (Wt% non-ionic surfactant) / (total wt% of all surfactants).
- the non-ionic surfactant is the major surfactant component and f N> > 0.5,
- Shampoo compositions of the invention comprise at least 3 wt% to 50 wt% of the shampoo composition of a nonionic surfactant, preferably from 4 wt% to 20%, more preferably from 5 wt% to 15 wt%.
- Nonionic surfactants that are included in the shampoo compositions of the invention include condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides, preferably ethylene oxide and having from 6 to 30 ethylene oxide groups.
- AlkyI ethoxylates are particularly preferred. Most preferred are alkyl ethoxylates having the formula R-(OCH 2 CH2)nOI-l, where R is an alkyl chain of C12 to C15, and n is 5 to 9.
- Other suitable nonionic surfactants include mono- or di-alkyl alkanolamides. Examples include coco mono- or di-ethanolamide and coco mono- isopropanolamide.
- APG alkyl polyglycosides
- APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups.
- Preferred APGs are defined by the following formula:
- R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
- R may represent a mean alkyl chain length of from about C5 to about C2o-
- R represents a mean alkyl chain length of from about Cs to about C12.
- G may be selected from C5 or Ce monosaccharide residues, and is preferably a glucoside.
- G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof.
- G is glucose.
- the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
- the value of n lies from about 1 .1 to about 2.
- Most preferably the value of n lies from about 1 .3 to about 1 .5.
- Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
- Other sugar-derived nonionic surfactants which can be included in compositions of the invention include the C-io-C-is N-alkyl ( ⁇ - ⁇ ) polyhydroxy fatty acid amides, such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and US 5 194 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
- Shampoo compositions according to the invention may further comprise one or more anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
- anionic cleansing surfactants are the alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and salts thereof, especially sodium, magnesium, ammonium and mono-, di- and
- the alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated.
- the alkyl ether sulphates, alkyl ether sulphosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.
- anionic cleansing surfactants for use in shampoo compositions of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, sodium lauryl sulphate, sodium lauryl ether sulphate, sodium lauryl ether sulphosuccinate, ammonium lauryl sulphate, ammonium lauryl ether sulphate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyi isethionate, sodium lauryl isethionate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate.
- Preferred anionic cleansing surfactants are sodium lauryl sulphate, sodium lauryl ether sulphate(n)EO, (where n is from 1 to 3), sodium lauryl ether
- sulphosuccinate(n)EO (where n is from 1 to 3), ammonium lauryl sulphate, ammonium lauryl ether sulphate(n)EO, (where n is from 1 to 3), sodium cocoyl isethionate and lauryl ether carboxylic acid (n) EO (where n is from 10 to 20).
- anionic cleansing surfactants may also be suitable.
- the total amount of anionic cleansing surfactant in shampoo compositions of the invention generally ranges from 0.5 wt% to 45 wt%, more preferably from 1 .5 wt% to 10 wt%, however, when formulated it should be noted that the level of anionic surfactant should not exceed the level of non-ionic surfactant.
- Amphoteric or zwitterionic surfactant can be included in an amount ranging from 0.5 wt% to about 8 wt%, preferably from 1 wt% to 4 wt% of the total shampoo composition.
- amphoteric or zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms.
- Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine, lauryl betaine, cocoamidopropyl betaine and sodium cocoamphoacetate.
- a particularly preferred amphoteric or zwitterionic surfactant is cocoamidopropyl betaine. Mixtures of any of the foregoing amphoteric or zwitterionic surfactants may also be suitable. Preferred mixtures are those of cocamidopropyl betaine with further amphoteric or zwitterionic surfactants as described above. A preferred further amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.
- Cationic polymers are preferred ingredients in a shampoo composition of the invention for enhancing performance.
- Suitable cationic polymers may be homopolymers which are cationically substituted or may be formed from two or more types of monomers.
- the weight average (M w ) molecular weight of the polymers will generally be between 100,000 and 2 million daltons.
- the polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof. If the molecular weight of the polymer is too low, then the conditioning effect is poor. If too high, then there may be problems of high extensional viscosity leading to stringiness of the composition when it is poured.
- the cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer.
- the polymer is not a homopolymer it can contain spacer non-cationic monomer units.
- Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition.
- the ratio of the cationic to non-cationic monomer units is selected to give polymers having a cationic charge density in the required range, which is generally from 0.2 to 3.0 meq/gm.
- the cationic charge density of the polymer is suitably determined via the Kjeldahl method as described in the US
- Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyi and dialkyi (meth)acrylamides, alkyi (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine.
- the alkyi and dialkyi substituted monomers preferably have C1 -C7 alkyi groups, more preferably C1 -3 alkyi groups.
- Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
- the cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
- Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
- the cationic polymers can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
- Suitable cationic polymers include, for example: cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively; mineral acid salts of amino-alkyl esters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Patent 4,009,256); cationic polyacrylamides(as described in W095/2231 1 ).
- CTFA cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride
- cationic polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
- Cationic polysaccharide polymers suitable for use in compositions of the invention include monomers of the formula: A-O-[R-N + (R 1 )(R 2 )(R 3 )X " ], wherein: A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual.
- R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof.
- R 1 , R 2 and R 3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms.
- the total number of carbon atoms for each cationic moiety is preferably about 20 or less, and X is an anionic counterion.
- Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from the Amerchol Corporation, for instance under the tradename Polymer LM-200.
- Suitable cationic polysaccharide polymers include quaternary nitrogen- containing cellulose ethers (e.g. as described in U.S. Patent 3,962,418), and copolymers of etherified cellulose and starch (e.g. as described in U.S. Patent 3,958,581 ).
- a particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimethylammonium chloride (commercially available from Rhodia in their JAGUAR trademark series). Examples of such materials are JAGUAR C13S, JAGUAR C14, JAGUAR C15, JAGUAR C17 and JAGUAR C16 Jaguar CHT and JAGUAR C162.
- Mixtures of any of the above cationic polymers may be used.
- Cationic polymer will generally be present in a shampoo composition of the invention at levels of from 0.01 % to 5%, preferably from 0.05% to 1 %, more preferably from 0.08% to 0.5% by total weight of cationic polymer based on the total weight of the composition.
- an aqueous shampoo composition of the invention further comprises a suspending agent.
- Suitable suspending agents are selected from polyacrylic acids, cross-linked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of carboxylic acid-containing monomers and acrylic esters, cross-linked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums and crystalline long chain acyl derivatives.
- the long chain acyl derivative is desirably selected from ethylene glycol stearate, alkanolamides of fatty acids having from 16 to 22 carbon atoms and mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long chain acyl derivatives, since these impart pearlescence to the composition.
- Polyacrylic acid is available commercially as Carbopol 420,
- Carbopol 488 or Carbopol 493 Polymers of acrylic acid cross-linked with a polyfunctional agent may also be used; they are available commercially as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980.
- An example of a suitable copolymer of a carboxylic acid containing monomer and acrylic acid esters is Carbopol 1342. All Carbopol (trademark) materials are available from Lubrizol.
- Suitable cross-linked polymers of acrylic acid and acrylate esters are Pemulen TR1 or Pemulen TR2.
- a suitable heteropolysaccharide gum is xanthan gum, for example that available as Kelzan mu.
- suspending agents may be used.
- Preferred is a mixture of cross-linked polymer of acrylic acid and crystalline long chain acyl derivative.
- Suspending agent will generally be present in a shampoo composition of the invention at levels of from 0.1 % to 10%, preferably from 0.5% to 6%, more preferably from 0.9% to 4% by total weight of suspending agent based on the total weight of the composition.
- the shampoo composition has a pH of 2 to 8 measured using a calibrated pH meter, more preferably 3 to 6.5.
- Product form
- the shampoo is stored in an air tight container such as a bottle closed with an air tight cap.
- an air tight container such as a bottle closed with an air tight cap.
- the polyphenol containing composition is preferably an aqueous polyphenol solution.
- the polyphenol composition preferably comprises from 0.05 wt% to 10 wt% of the total composition, more preferably 0.3 wt% to 3 wt% of polyphenol.
- the polyphenol of the invention comprises at least one benzene ring substituted with a first OH group and a second OH or OCH 3 group, preferably OH.
- the first OH is ortho to the second OH group.
- the aqueous polyphenol solution has a pH preferably of 2 to 7 measured using a calibrated pH meter more preferably 3 to 6.
- Polyphenols may be found in the classes of phenolic acid, depsides, Anthocyanin, Anthocyanidin, flavanols, flavanones and gallates.
- Gallic Acid, Flavanols and flavanones are preferred.
- the polyphenol is not present as a henna based ingredient.
- a preferred polyphenol contains a benzene ring substituted in the:
- X is a carbon containing organic group, preferably selected from an ester group, COOH, chromenes and 3,4 dihydro- chromenes.
- the polyphenol is a ortho-dihydroxy benzene derivative.
- the polyphenol has a molecular weight of less than 1 ,000, more preferably less than 500, most preferably less than 310.
- Polyphenols may be suitably found in the wood and bark of trees and in the fruit, seeds and nuts of plants.
- Preferred compounds include gallic acid, methyl gallate, ethyl gallate, propyl gallate caffeic acid, chlorogenic acid, caftaric acid, ellagic acid, ferulic acid, 4-0- galloylgallic acid, nordihydroguaiaretuc acid, rosemarinic acid, catechin, epicatechin, catechin gallate, epicatechin gallate, gallocatechin, epigallocatechin, epigallocatechin gallate, curcumin, alizarin, quercetin, quercicitron, myricetin, alizarin, purpurin, morindone, isorhamnetin, pachypodol, rhamnazin, hesperetin, homoeriodictyol, logwood, natural black 1 , natural black 2, natural red 24,
- fisetinidol fisetinidol, robinetinidol, mesquitol.
- methyl gallate, ethyl gallate, propyl gallate and gallic acid are extracted from a natural source.
- they do not contain any active oxidase enzymes and have been heat treated to destroy any enzyme activity.
- the composition is stored in an airtight container, preferably a bottle closed with an air tight cap.
- the aqueous polyphenol solution contains water, preferably as the dominate ingredient.
- Auxiliary ingredients may be present for example to increase the viscosity, perfume and help solubilise the polyphenol.
- Solubilising ingredients include organic solvents and surfactants.
- the polyphenol containing composition is a conditioning composition, more preferably a rinse-off conditioning composition. Particularly preferred is a composition that is applied after shampooing. If present in a conditioner composition comprising a protonating organic acid, the polyphenol is preferably present at a higher molar concentration than the protonating organic acid. In this case the protonating organic acid does not include a polyphenol.
- the water used to formulate all compositions has a French hardness of from 0 to 36 degrees, more preferably 0 to 24 degrees, most preferably from 0 to 2 degrees.
- the water used to formulate all compositions contains less than 1 ppm of chlorine based bleaching agents such as chlorine dioxide or hypochlorite. Most preferably less than 50ppb
- compositions of the invention can contain, emulsified droplets of a silicone conditioning agent, for enhancing conditioning performance.
- Silicone conditioning agents may be present in the shampoo or conditioner.
- Suitable silicones include polydiorganosiloxanes, in particular
- compositions of the invention which have the CTFA designation dimethicone.
- compositions of the invention are polydimethyl siloxanes having hydroxyl end groups, which have the CTFA designation dimethiconol.
- silicone gums having a slight degree of cross-linking as are described for example in WO 96/31 188.
- the viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 est at 25 °C the viscosity of the silicone itself is preferably at least 60,000 est, most preferably at least 500,000 est, ideally at least 1 ,000,000 est. Preferably the viscosity does not exceed 10 9 est for ease of formulation.
- Emulsified silicones for use in the shampoo compositions of the invention will typically have an average silicone droplet size in the composition of less than 30, preferably less than 20, more preferably less than 10 ⁇ , ideally from 0.01 to 1 ⁇ . Silicone emulsions having an average silicone droplet size of ⁇ 0.15 ⁇ are generally termed microemulsions.
- Emulsified silicones for use in the conditioner compositions of the invention will typically have an size in the composition of less than 30, preferably less than 20, more preferably less than 15.
- the average silicone droplet is greater than 0.5 ⁇ , more preferably greater than 1 ⁇ , ideally from 2 to 8 ⁇ .
- Silicone particle size may be measured by means of a laser light scattering technique, for example using a 2600D Particle Sizer from Malvern Instruments.
- Suitable pre-formed emulsions include Xiameter MEM 1785 and microemulsion DC2-1865 available from Dow Corning. These are emulsions
- a further preferred class of silicones for inclusion in shampoos and conditioners of the invention are amino functional silicones.
- amino functional silicone is meant a silicone containing at least one primary, secondary or tertiary amine group, or a quaternary ammonium group.
- suitable amino functional silicones include: polysiloxanes having the CTFA designation "amodimethicone", Specific examples of amino functional silicones suitable for use in the invention are the aminosilicone oils DC2-8220, DC2-8166 and DC2-8566 (all ex Dow Corning).
- Suitable quaternary silicone polymers are described in EP-A-0 530 974.
- a preferred quaternary silicone polymer is K3474, ex Goldschmidt.
- emulsions of amino functional silicone oils with non ionic and/or cationic surfactant are also suitable.
- Pre-formed emulsions of amino functional silicone are also available from suppliers of silicone oils such as Dow Corning and General Electric. Specific examples include DC939 Cationic Emulsion and the non-ionic emulsions DC2- 7224, DC2-8467, DC2-8177 and DC2-8154 (all ex Dow Corning).
- the total amount of silicone is preferably from 0.01 wt% to 10 %wt of the total composition more preferably from 0.1 wt% to 5 wt%, most preferably 0.5 wt% to 3 wt% is a suitable level, especially for a shampoo composition.
- compositions according to the present invention may also comprise a dispersed, non-volatile, water-insoluble oily conditioning agent.
- a dispersed, non-volatile, water-insoluble oily conditioning agent Preferably such non-silicone conditioning oily conditioning agents are present in conditioner compositions.
- oily or fatty materials are selected from hydrocarbon oils, fatty esters and mixtures thereof. Straight chain hydrocarbon oils will preferably contain from about 12 to about 30 carbon atoms. Also suitable are polymeric hydrocarbons of alkenyl monomers, such as C2-C6 alkenyl monomers.
- hydrocarbon oils include paraffin oil, mineral oil, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, and mixtures thereof.
- Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons, can also be used.
- Suitable fatty esters are characterised by having at least 10 carbon atoms, and include esters with hydrocarbyl chains derived from fatty acids or alcohols, Monocarboxylic acid esters include esters of alcohols and/or acids of the formula R'COOR in which R' and R independently denote alkyl or alkenyl radicals and the sum of carbon atoms in R' and R is at least 10, preferably at least 20. Di- and trialkyl and alkenyl esters of carboxylic acids can also be used. Particularly, preferred fatty esters are mono-, di- and triglycerides, more specifically the mono-, di-, and tri-esters of glycerol and long chain carboxylic acids such as C1-C22 carboxylic acids.
- Preferred materials include cocoa butter, palm stearin, sunflower oil, soyabean oil and coconut oil.
- the oily or fatty material is suitably present at a level of from 0.05 wt% to 10 wt%, preferably from 0.2 wt% to 5wt%, more preferably from about 0.5 wt% to 3 wt%.
- Such conditioner compositions will typically comprise one or more conditioning surfactants which are cosmetically acceptable and suitable for topical application to the hair.
- Suitable conditioning surfactants include those selected from cationic surfactants, used singly or in admixture.
- the cationic surfactants have the formula N + R 1 R 2 R 3 R 4 wherein R 1 , R 2 , R 3 and R 4 are independently (Ci to C 30 ) alkyl or benzyl.
- R 1 , R 2 , R 3 and R 4 are independently (C 4 to C30) alkyl and the other R 1 , R 2 , R 3 and R 4 group or groups are ( ⁇ - ⁇ - ⁇ ) alkyl or benzyl.
- R 1 , R 2 , R 3 and R 4 are independently (Ce to C30) alkyl and the other R 1 , R 2 , R 3 and R 4 groups are (C1-C6) alkyl or benzyl groups.
- the alkyl groups may comprise one or more ester (-OCO- or - COO-) and/or ether (-O-) linkages within the alkyl chain.
- Alkyl groups may optionally be substituted with one or more hydroxyl groups.
- Alkyl groups may be straight chain or branched and, for alkyl groups having 3 or more carbon atoms, cyclic.
- the alkyl groups may be saturated or may contain one or more carbon- carbon double bonds (eg, oleyl).
- Alkyl groups are optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.
- Suitable cationic surfactants for use in conditioner compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride,
- Suitable cationic surfactants include those materials having the CTFA designations Quaternium-5, Quaternium-31 and
- a particularly useful cationic surfactant for use in conditioners according to the invention is cetyltrimethylammonium chloride, available commercially, for example as GENAMIN CTAC, ex Hoechst Celanese.
- Another particularly useful cationic surfactant for use in conditioners according to the invention is
- behenyltrimethylammonium chloride available commercially, for example as
- Another example of a class of suitable cationic surfactants for use in the invention, either alone or together with one or more other cationic surfactants, is a
- R is a hydrocarbyl chain having 10 or more carbon atoms
- R 2 and R 3 are independently selected from hydrocarbyl chains of from 1 to 10 carbon atoms
- n 1 to about 10; and an acid.
- hydrocarbyl chain means an alkyl or alkenyl chain.
- Preferred amidoamine compounds are those corresponding to formula (I) in which R 1 is a hydrocarbyl residue having from about 1 1 to about 24 carbon atoms, R 2 and R 3 are each independently hydrocarbyl residues, preferably alkyl groups, having from 1 to about 4 carbon atoms, and m is an integer from 1 to about 4.
- R 2 and R 3 are methyl or ethyl groups.
- m is 2 or 3, i.e. an ethylene or propylene group.
- Preferred amidoamines useful herein include stearamido-propyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine,
- arachidamidopropyldiethylamine arachid-amidoethyldiethylamine
- amidoamines useful herein are arachidamidoethyldimethylamine, and mixtures thereof.
- Particularly preferred amidoamines useful herein are
- stearamidopropyldimethylamine stearamidoethyldiethylamine, and mixtures thereof.
- amidoamines useful herein include:
- stearamidopropyldimethylamine with tradenames LEXAMINE S-13 available from Inolex (Philadelphia Pennsylvania, USA) and AMIDOAMINE MSP available from Nikko (Tokyo, Japan), stearamidoethyldiethylamine with a tradename
- AMIDOAMINE S available from Nikko, behenamidopropyldimethylamine with a tradename INCROMINE BB available from Croda (North Humberside, England), and various amidoamines with tradenames SCHERCODINE series available from Scher (Clifton New Jersey, USA).
- a protonating acid may be present.
- Acid may be any organic or mineral acid which is capable of protonating the amidoamine in the hair treatment composition.
- Suitable acids useful herein include hydrochloric acid, acetic acid, tartaric acid, fumaric acid, lactic acid, malic acid, succinic acid, and mixtures thereof.
- the acid is selected from the group consisting of acetic acid, tartaric acid, hydrochloric acid, fumaric acid, and mixtures thereof.
- the primary role of the acid is to protonate the amidoamine in the hair treatment composition thus forming a tertiary amine salt (TAS) in situ in the hair treatment composition.
- TAS tertiary amine salt
- the TAS in effect is a non-permanent quaternary ammonium or pseudo-quaternary ammonium cationic surfactant.
- the acid is included in a sufficient amount to protonate more than 95 mole% (293 K) of the amidoamine present.
- the level of cationic surfactant will generally range from 0.01 wt% to 10 wt%, more preferably 0.05 wt% to 7.5 wt%, most preferably 0.1 wt% to 5 wt% of the composition.
- Conditioners of the invention will typically also incorporate a fatty alcohol.
- fatty alcohols and cationic surfactants in conditioning compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
- Representative fatty alcohols comprise from 8 to 22 carbon atoms, more preferably 16 to 22.
- Fatty alcohols are typically compounds containing straight chain alkyl groups.
- suitable fatty alcohols include cetyl alcohol, stearyl alcohol and mixtures thereof. The use of these materials is also advantageous in that they contribute to the overall conditioning properties of compositions of the invention.
- the level of fatty alcohol in conditioners of the invention will generally range from 0.01 % to 10%, preferably from 0.1 % to 8%, more preferably from 0.2 % to 7%, most preferably from 0.3 % to 6% by weight of the composition.
- the weight ratio of cationic surfactant to fatty alcohol is suitably from 1 :1 to 1 : 10, preferably from 1 :1.5 to 1 :8, optimally from 1 :2 to 1 :5. If the weight ratio of cationic surfactant to fatty alcohol is too high, this can lead to eye irritancy from the composition. If it is too low, it can make the hair feel squeaky for some consumers.
- compositions of the present invention may also contain adjuncts suitable for hair care.
- Such ingredients are included individually at a level of up to 2 wt%, preferably up to 1 wt% of the total composition.
- Suitable hair care adjuncts include amino acids, sugars and ceramides and viscosity modifiers.
- the method of colouring hair comprising the steps of applying to hair sequentially in any order:
- a shampoo composition comprising at least one metal salt and/or complex in which the metal is selected from iron, copper, zinc or manganese and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic in which the nonionic surfactant is the major component by weight of the surfactant mix and (ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
- compositions of the invention are applied to wet hair, necessitating the step of wetting the hair before application of the compositions of the invention.
- a method preferably comprises the step of rinsing hair between application of the shampoo composition (i) and the second composition (ii). It is highly preferred if the hair is rinsed after application of both compositions of the invention.
- the level of each composition applied to the head of hair is preferably from 5g to 100g.
- each composition remains on the hair for 5 to 600 seconds, more preferably 10 to 300 seconds.
- the water used to wet and rinse the hair has a French hardness of from 0 to 36 degrees, more preferably 0 to 24 degrees, most preferably from 0 to 2 degrees.
- the water used to wet and rinse the hair contains less than 1 ppm of chlorine based bleaching agents such as chlorine dioxide or hypochlorite. Most preferably less than 50ppb
- a 0.7g twice bleached platinum blonde hair switch was rinsed for 30 seconds in running demineralised water (861 ml/minute).
- 0.5g of a shampoo containing 0.5w% of Fe(ll) gluconate and 12wt% surfactant was massaged in the hair for 30 seconds, the hair left for 90 seconds and rinsed for 30 seconds in running demineralised water (861 ml/minute).
- the shampoo procedure was then repeated (30 second wash, 90 second stand, 30 second rinse) and following this 0.5g of a 0.33wt% aqueous solution of haematein applied to the hair and massaged into the hair for 60 seconds, then the hair allowed to stand for 240 seconds.
- the switch was then rinsed for 60 seconds in running demineralised water (861 ml/minute), dried in air and the colour measured using a reflectometer (Color ⁇ 7) and expressed as the CIE L*a*b* values.
- the non-ionic surfactant provides the greatest colour change to the hair, as shown by the largest drop in L* value.
Abstract
A kit for colouring hair comprising: (i) a composition comprising at least one metal ion in the form ofa saltand/or complex in which the metal is selected from iron, copper, zinc, manganese or mixtures thereof and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic surfactant in which the nonionic surfactant comprises condensation products of aliphatic (C8 -C18) primary or secondary linear or branched chain alcohols or phenols with alkylene oxidesand is the major component by weight of the surfactant mix and (ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
Description
Hair Care Composition
The present invention relates to kits and methods for colouring hair. Background
Polyphenol compound mordanted with metal ions have been known to dye human hair for many years. EP0327345 (Beecham) discloses a hair colouring shampoo containing an Fe(ll) salt and a second component is applied which contains a metal ligand including ortho substituted phenols.
Two part colouring systems in which one part comprises a metal salt are disclosed in WO2010/135237 (Advance Cosmetic Technologies); WO/2007/130777 , WO 2000/29036 (Henkel).
However, there remains the need for a colourant that can be used routinely and which delivers an effective level of colouring to hair.
Description of the Invention
Accordingly the present invention provides a kit for colouring hair comprising:
(i) A kit for colouring hair comprising:
(i) a composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc, manganese or mixtures thereof and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic surfactant in which the nonionic surfactant comprises condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched
chain alcohols or phenols with alkylene oxides and is the major component by weight of the surfactant mix and
(ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
Also described is a method of colouring hair comprising the steps of applying to hair sequentially in any order:
(i) a composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc or manganese and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic in which the nonionic surfactant is the major component by weight of the surfactant mix and
(ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
Detailed Description of the Invention
Composition 1 Composition 1 is preferably a shampoo compositions of the invention are generally aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component. Suitably, the composition will comprise from 50 to 98%, preferably from 60 to 90% water by weight based on the total weight of the composition.
Metal Salt/Complex
Shampoo compositions of the invention comprise at least one metal ion in the form of a salt and/or complex in which the metal ion is selected from iron, copper, zinc or manganese. The level of metal ion is preferably from 0.01 wt% to 5 wt% of the total shampoo composition more preferably 0.2 wt% to 3 wt%.
The level of metal ion in the formulation may be determined by quantitative elemental analysis.
For the avoidance of doubt, if the formulation contains 2 wt% of the complex
With molecular weight of 446.14, then it will contain 55.84/446.14*2 = 0.25wt% of Fe(ll) (2 decimal places). If the formulation contained 1wt% of the salt FeC then the it will contain 55.84/126.75*1 = 0.44wt% of Fe(ll) 2 decimal places.
The metal ion is preferably selected from Fe(ll), Fe(lll) and Cu(ll), most preferably Fe(ll). The metal ion is present as a salt or as a complex with a ligand. Simple salts include sulphates and halides, for instance Fe(ll)S04 and mixed salts, for instance Fe(ll) ammonium sulphate. It is preferred if the metal is present as a complex with a ligand. In the context of this invention a ligand is a molecule that contains more than one organic group, preferably 2 to 4 groups, most preferably 2 groups, that co-ordinate with the metal ion. Groups for co-ordinating with the metal ion are COO", OH, ketones, esters, primary amines, secondary amines and tertiary amines, more preferably COO", tertiary amines and OH, most preferably COO" and OH. Polyphenols are not permitted as multidentate ligands. The ligand-
metal complex may be pre-formed before addition to the shampoo for example iron (II) gluconate. Preferably, the mole ratio of iron ion to ligand is from 1 : 1 to 1 :4, more preferably from 1 : 1 .5 to 1 :2.5. Preferably, the metal ion is in the form of a salt and/or complex that is soluble in aqueous solution at the pH of the formulation. Most preferably the metal ion in the form of a salt and/or complex has a solubility in demineralised water at the pH of the formulation of greater than 0.1 g/L. The ability of a ligand to complex with a metal ion, Mn+, may be defined by its pMn+ value, wherein
and the ligand concentration is 10"5 mol/L and the total metal ion concentration is 10"6 mol/L and [Mn+]free is the molar concentration of uncomplexed metal ions. Preferably, the ligand used has a lower pMn+, than gallic acid. Preferably, the pM"+are greater than 8 more preferably greater than 10. pMn+ values are most preferably measured at pH=4 in de-mineralised water, with the chloride salt of the metal ion, most preferably ferric chloride.
Polyamino carboxylic acids are preferably present at weight % levels of less than 1 /30th of the main ligand, preferably they are absent from the shampoo. A polyamino carboxylic acid is a compound containing two or more amines
connected through carbon atoms to two or more carboxylic acid groups.
2,2',2",2"'-(Ethane-1 ,2-diyldinitrilo)tetraacetic acid (EDTA) is a polyamino carboxylic acid. Diethylene triamine pentaacetic acid is a polyamino carboxylic acid. Ethylenediamine-/V,/V'-disuccinic acid is a polyamino carboxylic acid.
Most preferably the ligands are selected from gluconate, tartrate, ascorbate, citrate and lactate. Particularly preferred are gluconate, lactate or ascorbate.
Particularly preferred are iron (II) gluconate and iron(ll) lactate, most preferably iron (II) gluconate.
Surfactant Mix
Shampoo compositions of the invention comprise cleansing surfactant, the surfactant is non-ionic in nature, however, other anionic and or
amphoteric/zwitterionic surfactants may be present. The fraction of non-ionic surfactant in the surfactant mix (fNi) may be defined as
†NI = (Wt% non-ionic surfactant) / (total wt% of all surfactants). The non-ionic surfactant is the major surfactant component and fN> > 0.5,
More preferably fN> > 0.8, most preferably fN> > 0.95.
Nonionic surfactant
Shampoo compositions of the invention comprise at least 3 wt% to 50 wt% of the shampoo composition of a nonionic surfactant, preferably from 4 wt% to 20%, more preferably from 5 wt% to 15 wt%.
Nonionic surfactants that are included in the shampoo compositions of the invention include condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides, preferably ethylene oxide and having from 6 to 30 ethylene oxide groups. AlkyI ethoxylates are particularly preferred. Most preferred are alkyl ethoxylates having the formula R-(OCH2CH2)nOI-l, where R is an alkyl chain of C12 to C15, and n is 5 to 9.
Other suitable nonionic surfactants include mono- or di-alkyl alkanolamides. Examples include coco mono- or di-ethanolamide and coco mono- isopropanolamide. Further nonionic surfactants which can be included in shampoo compositions of the invention are the alkyl polyglycosides (APGs). Typically, APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula:
RO - (G)n wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
R may represent a mean alkyl chain length of from about C5 to about C2o- Preferably, R represents a mean alkyl chain length of from about Cs to about C12. Most preferably the value of R lies between about 9.5 and about 10.5. G may be selected from C5 or Ce monosaccharide residues, and is preferably a glucoside. G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably, G is glucose.
The degree of polymerisation, n, may have a value of from about 1 to about 10 or more. Preferably, the value of n lies from about 1 .1 to about 2. Most preferably the value of n lies from about 1 .3 to about 1 .5.
Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
Other sugar-derived nonionic surfactants which can be included in compositions of the invention include the C-io-C-is N-alkyl (Οι-Οβ) polyhydroxy fatty acid amides, such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and US 5 194 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
Anionic Cleansing Surfactant
Shampoo compositions according to the invention may further comprise one or more anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
Examples of suitable anionic cleansing surfactants are the alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and salts thereof, especially sodium, magnesium, ammonium and mono-, di- and
triethanolamine salts. The alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated. The alkyl ether sulphates, alkyl ether sulphosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.
Typical anionic cleansing surfactants for use in shampoo compositions of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, sodium lauryl sulphate, sodium lauryl ether sulphate, sodium lauryl ether sulphosuccinate, ammonium lauryl sulphate, ammonium lauryl ether sulphate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyi isethionate, sodium lauryl isethionate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate.
Preferred anionic cleansing surfactants are sodium lauryl sulphate, sodium lauryl ether sulphate(n)EO, (where n is from 1 to 3), sodium lauryl ether
sulphosuccinate(n)EO, (where n is from 1 to 3), ammonium lauryl sulphate, ammonium lauryl ether sulphate(n)EO, (where n is from 1 to 3), sodium cocoyl isethionate and lauryl ether carboxylic acid (n) EO (where n is from 10 to 20).
Mixtures of any of the foregoing anionic cleansing surfactants may also be suitable. The total amount of anionic cleansing surfactant in shampoo compositions of the invention generally ranges from 0.5 wt% to 45 wt%, more preferably from 1 .5 wt% to 10 wt%, however, when formulated it should be noted that the level of anionic surfactant should not exceed the level of non-ionic surfactant. Amphoteric/zwitterionic Surfactant
Amphoteric or zwitterionic surfactant can be included in an amount ranging from 0.5 wt% to about 8 wt%, preferably from 1 wt% to 4 wt% of the total shampoo composition. Examples of amphoteric or zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms. Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine, lauryl betaine, cocoamidopropyl betaine and sodium cocoamphoacetate.
A particularly preferred amphoteric or zwitterionic surfactant is cocoamidopropyl betaine.
Mixtures of any of the foregoing amphoteric or zwitterionic surfactants may also be suitable. Preferred mixtures are those of cocamidopropyl betaine with further amphoteric or zwitterionic surfactants as described above. A preferred further amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.
Further Ingredients
Cationic Polymers
Cationic polymers are preferred ingredients in a shampoo composition of the invention for enhancing performance.
Suitable cationic polymers may be homopolymers which are cationically substituted or may be formed from two or more types of monomers. The weight average (Mw) molecular weight of the polymers will generally be between 100,000 and 2 million daltons. The polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof. If the molecular weight of the polymer is too low, then the conditioning effect is poor. If too high, then there may be problems of high extensional viscosity leading to stringiness of the composition when it is poured.
The cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer. Thus when the polymer is not a homopolymer it can contain spacer non-cationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition. The ratio of the cationic to non-cationic monomer units is selected to give polymers having a cationic charge density in the required range, which is generally from 0.2 to 3.0 meq/gm. The cationic charge density of the polymer is suitably determined via the Kjeldahl method as described in the US
Pharmacopoeia under chemical tests for nitrogen determination.
Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyi and dialkyi (meth)acrylamides, alkyi (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine. The alkyi and dialkyi substituted monomers preferably have C1 -C7 alkyi groups, more preferably C1 -3 alkyi groups. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
The cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
The cationic polymers can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers. Suitable cationic polymers include, for example: cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively; mineral acid salts of amino-alkyl esters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Patent 4,009,256);
cationic polyacrylamides(as described in W095/2231 1 ).
Other cationic polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
Cationic polysaccharide polymers suitable for use in compositions of the invention include monomers of the formula: A-O-[R-N+(R1)(R2)(R3)X"], wherein: A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual. R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof. R1, R2 and R3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms. The total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1, R2 and R3) is preferably about 20 or less, and X is an anionic counterion. Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from the Amerchol Corporation, for instance under the tradename Polymer LM-200.
Other suitable cationic polysaccharide polymers include quaternary nitrogen- containing cellulose ethers (e.g. as described in U.S. Patent 3,962,418), and copolymers of etherified cellulose and starch (e.g. as described in U.S. Patent 3,958,581 ).
A particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimethylammonium chloride (commercially available from Rhodia in their JAGUAR trademark series). Examples of such materials are JAGUAR C13S, JAGUAR C14, JAGUAR C15, JAGUAR C17 and JAGUAR C16 Jaguar CHT and JAGUAR C162.
Mixtures of any of the above cationic polymers may be used.
Cationic polymer will generally be present in a shampoo composition of the invention at levels of from 0.01 % to 5%, preferably from 0.05% to 1 %, more preferably from 0.08% to 0.5% by total weight of cationic polymer based on the total weight of the composition.
Suspending Agent
Preferably, an aqueous shampoo composition of the invention further comprises a suspending agent. Suitable suspending agents are selected from polyacrylic acids, cross-linked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of carboxylic acid-containing monomers and acrylic esters, cross-linked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums and crystalline long chain acyl derivatives. The long chain acyl derivative is desirably selected from ethylene glycol stearate, alkanolamides of fatty acids having from 16 to 22 carbon atoms and mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long chain acyl derivatives, since these impart pearlescence to the composition. Polyacrylic acid is available commercially as Carbopol 420,
Carbopol 488 or Carbopol 493. Polymers of acrylic acid cross-linked with a polyfunctional agent may also be used; they are available commercially as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980. An example of a suitable copolymer of a carboxylic acid containing monomer and acrylic acid
esters is Carbopol 1342. All Carbopol (trademark) materials are available from Lubrizol.
Suitable cross-linked polymers of acrylic acid and acrylate esters are Pemulen TR1 or Pemulen TR2. A suitable heteropolysaccharide gum is xanthan gum, for example that available as Kelzan mu.
Mixtures of any of the above suspending agents may be used. Preferred is a mixture of cross-linked polymer of acrylic acid and crystalline long chain acyl derivative.
Suspending agent will generally be present in a shampoo composition of the invention at levels of from 0.1 % to 10%, preferably from 0.5% to 6%, more preferably from 0.9% to 4% by total weight of suspending agent based on the total weight of the composition.
Preferably, the shampoo composition has a pH of 2 to 8 measured using a calibrated pH meter, more preferably 3 to 6.5. Product form
It is preferred that the shampoo is stored in an air tight container such as a bottle closed with an air tight cap. Polyphenol containing composition
The polyphenol containing composition is preferably an aqueous polyphenol solution. The polyphenol composition preferably comprises from 0.05 wt% to 10 wt% of the total composition, more preferably 0.3 wt% to 3 wt% of polyphenol.
The polyphenol of the invention comprises at least one benzene ring substituted with a first OH group and a second OH or OCH3 group, preferably OH. Preferably the first OH is ortho to the second OH group. Wherein the aqueous polyphenol solution has a pH preferably of 2 to 7 measured using a calibrated pH meter more preferably 3 to 6.
Polyphenols may be found in the classes of phenolic acid, depsides, Anthocyanin, Anthocyanidin, flavanols, flavanones and gallates. For example flavan-3-ols, flavan-4-ols, flavan-3,4-ols. Gallic Acid, Flavanols and flavanones are preferred. Preferably the polyphenol is not present as a henna based ingredient.
A preferred polyphenol contains a benzene ring substituted in the:
1 position by an X group, wherein X is a carbon containing organic group, preferably selected from an ester group, COOH, chromenes and 3,4 dihydro- chromenes.
3 position by a H, OH or OCH3 group, preferably an OH group.
4 position by an OH group.
5 position by an OH or OCH3 group, preferably an OH group.
Preferably the polyphenol is a ortho-dihydroxy benzene derivative.
Most preferably the 2 and 6 positions are substituted by H.
Preferably, the polyphenol has a molecular weight of less than 1 ,000, more preferably less than 500, most preferably less than 310.
Polyphenols may be suitably found in the wood and bark of trees and in the fruit, seeds and nuts of plants. For example the leaves of Camilla senesis; the wood of Haematoxylum campechianum; the bark of Quercus velutina; the fruit of Vitis vinifer; the fruit of Olea europaea; the roots of Curcuma demoestica; the trunk and
bark of Quercus velutina and Quercus lusitanica; the trunk and bark of trees of the genus Pseudotsuga; the trunk and bark of Acacia catechu.
Preferred compounds include gallic acid, methyl gallate, ethyl gallate, propyl gallate caffeic acid, chlorogenic acid, caftaric acid, ellagic acid, ferulic acid, 4-0- galloylgallic acid, nordihydroguaiaretuc acid, rosemarinic acid, catechin, epicatechin, catechin gallate, epicatechin gallate, gallocatechin, epigallocatechin, epigallocatechin gallate, curcumin, alizarin, quercetin, quercicitron, myricetin, alizarin, purpurin, morindone, isorhamnetin, pachypodol, rhamnazin, hesperetin, homoeriodictyol, logwood, natural black 1 , natural black 2, natural red 24,
fisetinidol, robinetinidol, mesquitol. Most preferably haematein, haematoxylin, brazilin, methyl gallate, ethyl gallate, propyl gallate, gallic acid, epigallocatechin, epigallocatechin gallate and gallocatechin. Particularly preferred are methyl gallate, ethyl gallate, propyl gallate and gallic acid. Preferably, the polyphenols are extracted from a natural source. Preferably, they do not contain any active oxidase enzymes and have been heat treated to destroy any enzyme activity.
To avoid oxidation of the polyphenols by air it is preferred that the composition is stored in an airtight container, preferably a bottle closed with an air tight cap.
The aqueous polyphenol solution contains water, preferably as the dominate ingredient. Auxiliary ingredients may be present for example to increase the viscosity, perfume and help solubilise the polyphenol. Solubilising ingredients include organic solvents and surfactants.
It is preferable if the polyphenol containing composition is a conditioning composition, more preferably a rinse-off conditioning composition. Particularly preferred is a composition that is applied after shampooing.
If present in a conditioner composition comprising a protonating organic acid, the polyphenol is preferably present at a higher molar concentration than the protonating organic acid. In this case the protonating organic acid does not include a polyphenol.
Preferably, the water used to formulate all compositions has a French hardness of from 0 to 36 degrees, more preferably 0 to 24 degrees, most preferably from 0 to 2 degrees. Preferably, the water used to formulate all compositions contains less than 1 ppm of chlorine based bleaching agents such as chlorine dioxide or hypochlorite. Most preferably less than 50ppb
Conditioning Agents
Silicone Conditioning Agents
The compositions of the invention can contain, emulsified droplets of a silicone conditioning agent, for enhancing conditioning performance. Silicone conditioning agents may be present in the shampoo or conditioner.
Suitable silicones include polydiorganosiloxanes, in particular
polydimethylsiloxanes which have the CTFA designation dimethicone. Also suitable for use compositions of the invention (particularly shampoos and conditioners) are polydimethyl siloxanes having hydroxyl end groups, which have the CTFA designation dimethiconol. Also suitable for use in compositions of the invention are silicone gums having a slight degree of cross-linking, as are described for example in WO 96/31 188.
The viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 est at 25 °C the viscosity of
the silicone itself is preferably at least 60,000 est, most preferably at least 500,000 est, ideally at least 1 ,000,000 est. Preferably the viscosity does not exceed 109 est for ease of formulation. Emulsified silicones for use in the shampoo compositions of the invention will typically have an average silicone droplet size in the composition of less than 30, preferably less than 20, more preferably less than 10 μηι , ideally from 0.01 to 1 μπΊ . Silicone emulsions having an average silicone droplet size of < 0.15 μηι are generally termed microemulsions.
Emulsified silicones for use in the conditioner compositions of the invention will typically have an size in the composition of less than 30, preferably less than 20, more preferably less than 15. Preferably, the average silicone droplet is greater than 0.5 μηι, more preferably greater than 1 μηι , ideally from 2 to 8 μηι.
Silicone particle size may be measured by means of a laser light scattering technique, for example using a 2600D Particle Sizer from Malvern Instruments.
Examples of suitable pre-formed emulsions include Xiameter MEM 1785 and microemulsion DC2-1865 available from Dow Corning. These are emulsions
/microemulsions of dimethiconol. Cross-linked silicone gums are also available in a pre-emulsified form, which is advantageous for ease of formulation
A further preferred class of silicones for inclusion in shampoos and conditioners of the invention are amino functional silicones. By "amino functional silicone" is meant a silicone containing at least one primary, secondary or tertiary amine group, or a quaternary ammonium group. Examples of suitable amino functional silicones include: polysiloxanes having the CTFA designation "amodimethicone",
Specific examples of amino functional silicones suitable for use in the invention are the aminosilicone oils DC2-8220, DC2-8166 and DC2-8566 (all ex Dow Corning). Suitable quaternary silicone polymers are described in EP-A-0 530 974. A preferred quaternary silicone polymer is K3474, ex Goldschmidt.
Also suitable are emulsions of amino functional silicone oils with non ionic and/or cationic surfactant.
Pre-formed emulsions of amino functional silicone are also available from suppliers of silicone oils such as Dow Corning and General Electric. Specific examples include DC939 Cationic Emulsion and the non-ionic emulsions DC2- 7224, DC2-8467, DC2-8177 and DC2-8154 (all ex Dow Corning).
It is preferred to use a combination of amino and non amino functional silicones.
The total amount of silicone is preferably from 0.01 wt% to 10 %wt of the total composition more preferably from 0.1 wt% to 5 wt%, most preferably 0.5 wt% to 3 wt% is a suitable level, especially for a shampoo composition.
(ii) Non-silicone Oily Conditioning Components
Compositions according to the present invention may also comprise a dispersed, non-volatile, water-insoluble oily conditioning agent. Preferably such non-silicone conditioning oily conditioning agents are present in conditioner compositions.
By "insoluble" is meant that the material is not soluble in water (distilled or equivalent) at a concentration of 0.1 % (w/w), at 25°C.
Suitable oily or fatty materials are selected from hydrocarbon oils, fatty esters and mixtures thereof. Straight chain hydrocarbon oils will preferably contain from about 12 to about 30 carbon atoms. Also suitable are polymeric hydrocarbons of alkenyl monomers, such as C2-C6 alkenyl monomers.
Specific examples of suitable hydrocarbon oils include paraffin oil, mineral oil, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, and mixtures thereof. Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons, can also be used.
Suitable fatty esters are characterised by having at least 10 carbon atoms, and include esters with hydrocarbyl chains derived from fatty acids or alcohols, Monocarboxylic acid esters include esters of alcohols and/or acids of the formula R'COOR in which R' and R independently denote alkyl or alkenyl radicals and the sum of carbon atoms in R' and R is at least 10, preferably at least 20. Di- and trialkyl and alkenyl esters of carboxylic acids can also be used. Particularly, preferred fatty esters are mono-, di- and triglycerides, more specifically the mono-, di-, and tri-esters of glycerol and long chain carboxylic acids such as C1-C22 carboxylic acids. Preferred materials include cocoa butter, palm stearin, sunflower oil, soyabean oil and coconut oil. The oily or fatty material is suitably present at a level of from 0.05 wt% to 10 wt%, preferably from 0.2 wt% to 5wt%, more preferably from about 0.5 wt% to 3 wt%.
Cationic Conditioning Surfactants
Such conditioner compositions will typically comprise one or more conditioning surfactants which are cosmetically acceptable and suitable for topical application to the hair.
Suitable conditioning surfactants include those selected from cationic surfactants, used singly or in admixture. Preferably, the cationic surfactants have the formula N+R1R2R3R4 wherein R1, R2, R3 and R4 are independently (Ci to C30) alkyl or benzyl. Preferably, one, two or three of R1, R2, R3 and R4 are independently (C4 to C30) alkyl and the other R1, R2, R3 and R4 group or groups are (Ο-ι-Οβ) alkyl or benzyl. More preferably, one or two of R1, R2, R3 and R4 are independently (Ce to C30) alkyl and the other R1, R2, R3 and R4 groups are (C1-C6) alkyl or benzyl groups. Optionally, the alkyl groups may comprise one or more ester (-OCO- or - COO-) and/or ether (-O-) linkages within the alkyl chain. Alkyl groups may optionally be substituted with one or more hydroxyl groups. Alkyl groups may be straight chain or branched and, for alkyl groups having 3 or more carbon atoms, cyclic. The alkyl groups may be saturated or may contain one or more carbon- carbon double bonds (eg, oleyl). Alkyl groups are optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.
Suitable cationic surfactants for use in conditioner compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride,
tetraethylammonium chloride, octyltrimethylammonium chloride,
dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldimethylbenzylammonium chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, tallowtrimethylammonium chloride, dihydrogenated tallow dimethyl ammonium chloride (eg, Arquad 2HT/75 from Akzo
Nobel), cocotrimethylammonium chloride, PEG-2-oleammonium chloride and the corresponding hydroxides thereof. Further suitable cationic surfactants include those materials having the CTFA designations Quaternium-5, Quaternium-31 and
Quaternium-18. Mixtures of any of the foregoing materials may also be suitable. A particularly useful cationic surfactant for use in conditioners according to the invention is cetyltrimethylammonium chloride, available commercially, for example as GENAMIN CTAC, ex Hoechst Celanese. Another particularly useful cationic surfactant for use in conditioners according to the invention is
behenyltrimethylammonium chloride, available commercially, for example as
GENAMIN KDMP, ex Clariant.
Another example of a class of suitable cationic surfactants for use in the invention, either alone or together with one or more other cationic surfactants, is a
combination of (i) and (ii) below:
(i) an amidoamine corresponding to the general formula (I):
in which R is a hydrocarbyl chain having 10 or more carbon atoms, R2 and R3 are independently selected from hydrocarbyl chains of from 1 to 10 carbon atoms, and
m is an integer from 1 to about 10; and an acid.
As used herein, the term hydrocarbyl chain means an alkyl or alkenyl chain.
Preferred amidoamine compounds are those corresponding to formula (I) in which
R1 is a hydrocarbyl residue having from about 1 1 to about 24 carbon atoms, R2 and R3 are each independently hydrocarbyl residues, preferably alkyl groups, having from 1 to about 4 carbon atoms, and m is an integer from 1 to about 4.
Preferably, R2 and R3 are methyl or ethyl groups. Preferably, m is 2 or 3, i.e. an ethylene or propylene group. Preferred amidoamines useful herein include stearamido-propyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine,
stearamidoethyldimethylamine, palmitamidopropyldimethylamine,
palmitamidopropyl-diethylamine, palmitamidoethyldiethylamine,
palmitamidoethyldimethylamine, behenamidopropyldimethyl-amine,
behenamidopropyldiethylmine, behenamidoethyldiethyl-amine,
behenamidoethyldimethylamine, arachidamidopropyl-dimethylamine,
arachidamidopropyldiethylamine, arachid-amidoethyldiethylamine,
arachidamidoethyldimethylamine, and mixtures thereof. Particularly preferred amidoamines useful herein are
stearamidopropyldimethylamine, stearamidoethyldiethylamine, and mixtures thereof.
Commercially available amidoamines useful herein include:
stearamidopropyldimethylamine with tradenames LEXAMINE S-13 available from Inolex (Philadelphia Pennsylvania, USA) and AMIDOAMINE MSP available from Nikko (Tokyo, Japan), stearamidoethyldiethylamine with a tradename
AMIDOAMINE S available from Nikko, behenamidopropyldimethylamine with a tradename INCROMINE BB available from Croda (North Humberside, England),
and various amidoamines with tradenames SCHERCODINE series available from Scher (Clifton New Jersey, USA).
A protonating acid may be present. Acid may be any organic or mineral acid which is capable of protonating the amidoamine in the hair treatment composition.
Suitable acids useful herein include hydrochloric acid, acetic acid, tartaric acid, fumaric acid, lactic acid, malic acid, succinic acid, and mixtures thereof.
Preferably, the acid is selected from the group consisting of acetic acid, tartaric acid, hydrochloric acid, fumaric acid, and mixtures thereof.
The primary role of the acid is to protonate the amidoamine in the hair treatment composition thus forming a tertiary amine salt (TAS) in situ in the hair treatment composition. The TAS in effect is a non-permanent quaternary ammonium or pseudo-quaternary ammonium cationic surfactant.
Suitably, the acid is included in a sufficient amount to protonate more than 95 mole% (293 K) of the amidoamine present.
In conditioners of the invention, the level of cationic surfactant will generally range from 0.01 wt% to 10 wt%, more preferably 0.05 wt% to 7.5 wt%, most preferably 0.1 wt% to 5 wt% of the composition.
Conditioners of the invention will typically also incorporate a fatty alcohol. The combined use of fatty alcohols and cationic surfactants in conditioning compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
Representative fatty alcohols comprise from 8 to 22 carbon atoms, more preferably 16 to 22. Fatty alcohols are typically compounds containing straight chain alkyl groups. Examples of suitable fatty alcohols include cetyl alcohol, stearyl alcohol and
mixtures thereof. The use of these materials is also advantageous in that they contribute to the overall conditioning properties of compositions of the invention.
The level of fatty alcohol in conditioners of the invention will generally range from 0.01 % to 10%, preferably from 0.1 % to 8%, more preferably from 0.2 % to 7%, most preferably from 0.3 % to 6% by weight of the composition. The weight ratio of cationic surfactant to fatty alcohol is suitably from 1 :1 to 1 : 10, preferably from 1 :1.5 to 1 :8, optimally from 1 :2 to 1 :5. If the weight ratio of cationic surfactant to fatty alcohol is too high, this can lead to eye irritancy from the composition. If it is too low, it can make the hair feel squeaky for some consumers.
Adjuncts
The compositions of the present invention may also contain adjuncts suitable for hair care. Generally such ingredients are included individually at a level of up to 2 wt%, preferably up to 1 wt% of the total composition.
Suitable hair care adjuncts, include amino acids, sugars and ceramides and viscosity modifiers.
Method of use
The method of colouring hair comprising the steps of applying to hair sequentially in any order:
(i) a shampoo composition comprising at least one metal salt and/or complex in which the metal is selected from iron, copper, zinc or manganese and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic in which the nonionic surfactant is the major component by weight of the surfactant mix and
(ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
Preferably the compositions of the invention are applied to wet hair, necessitating the step of wetting the hair before application of the compositions of the invention.
A method preferably comprises the step of rinsing hair between application of the shampoo composition (i) and the second composition (ii). It is highly preferred if the hair is rinsed after application of both compositions of the invention.
Further conditioning and/or styling products may be applied as part of the colouring process.
The level of each composition applied to the head of hair is preferably from 5g to 100g.
Preferably, each composition remains on the hair for 5 to 600 seconds, more preferably 10 to 300 seconds. Preferably, the water used to wet and rinse the hair has a French hardness of from 0 to 36 degrees, more preferably 0 to 24 degrees, most preferably from 0 to 2 degrees.
Preferably, the water used to wet and rinse the hair contains less than 1 ppm of chlorine based bleaching agents such as chlorine dioxide or hypochlorite. Most preferably less than 50ppb
Examples
The invention will now be illustrated by the following non-limiting Examples:
A 0.7g twice bleached platinum blonde hair switch was rinsed for 30 seconds in running demineralised water (861 ml/minute). 0.5g of a shampoo containing 0.5w% of Fe(ll) gluconate and 12wt% surfactant, was massaged in the hair for 30 seconds, the hair left for 90 seconds and rinsed for 30 seconds in running demineralised water (861 ml/minute). The shampoo procedure was then repeated (30 second wash, 90 second stand, 30 second rinse) and following this 0.5g of a 0.33wt% aqueous solution of haematein applied to the hair and massaged into the hair for 60 seconds, then the hair allowed to stand for 240 seconds. The switch was then rinsed for 60 seconds in running demineralised water (861 ml/minute), dried in air and the colour measured using a reflectometer (Color \7) and expressed as the CIE L*a*b* values.
A variety of shampoo were tested and the results giving below
The non-ionic surfactant provides the greatest colour change to the hair, as shown by the largest drop in L* value.
Claims
A kit for colouring hair comprising:
(i) a composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc, manganese or mixtures thereof and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic surfactant in which the nonionic surfactant comprises condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides and is the major component by weight of the surfactant mix and
(ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
A kit as claimed in claim 1 in which the metal is in the form of a metal complex.
A kit as claimed in any preceding claim in which the metal ion is Fe(ll), Fe(lll) and Cu(ll).
A kit as claimed in claim 3 in which the metal ion is Fe (II).
A kit as claimed in any preceding claim in which complex comprises a ligand of gluconate, lactate or ascorbate.
A kit as claimed in any preceding claim in which the metal salt and/or complex is iron (II) gluconate.
7. A kit according to any preceding claim in which the level of metal ion is from 0.01 wt% to 5 wt% of composition 1 .
8. A composition as claimed in any preceding claim in which the polyphenol is a ortho-dihydroxybenzene derivative.
9. A composition as claimed in any preceding claim in which the polyphenol is methyl gallate, alkyl gallate, propyl gallate and gallic acid.
10. A method of colouring hair comprising the steps of applying to hair
sequentially in any order:
(i) A kit for colouring hair comprising:
(i) a composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc, manganese or mixtures thereof and a cleansing surfactant mix comprising from 3 wt% to 50 wt% of the total shampoo composition of a nonionic surfactant in which the nonionic surfactant comprises condensation products of aliphatic (Cs - C-is) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides and is the major component by weight of the surfactant mix and
(ii) a second composition, which comprises from 0.05 wt% to 10 wt% of the total second composition of a polyphenol.
1 1 A method according to claim 9 in which further comprises the step of
rinsing hair between application of composition 1 (i) and the second composition (ii).
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP11162233 | 2011-04-13 | ||
EP11162233.8 | 2011-04-13 |
Publications (2)
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WO2012139943A2 true WO2012139943A2 (en) | 2012-10-18 |
WO2012139943A3 WO2012139943A3 (en) | 2013-09-06 |
Family
ID=44584924
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2012/056152 WO2012139943A2 (en) | 2011-04-13 | 2012-04-04 | Hair care composition |
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AR (1) | AR086002A1 (en) |
WO (1) | WO2012139943A2 (en) |
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US3958581A (en) | 1972-05-17 | 1976-05-25 | L'oreal | Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair |
US3962418A (en) | 1972-12-11 | 1976-06-08 | The Procter & Gamble Company | Mild thickened shampoo compositions with conditioning properties |
US4009256A (en) | 1973-11-19 | 1977-02-22 | National Starch And Chemical Corporation | Novel shampoo composition containing a water-soluble cationic polymer |
EP0327345A2 (en) | 1988-02-04 | 1989-08-09 | Wella Aktiengesellschaft | Hair darkening compositions |
WO1992006154A1 (en) | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants to enhance enzyme performance |
EP0530974A1 (en) | 1991-08-05 | 1993-03-10 | Unilever Plc | Hair care composition |
US5194639A (en) | 1990-09-28 | 1993-03-16 | The Procter & Gamble Company | Preparation of polyhydroxy fatty acid amides in the presence of solvents |
WO1995022311A1 (en) | 1994-02-18 | 1995-08-24 | Unilever Plc | Personal washing compositions |
WO1996031188A1 (en) | 1995-04-06 | 1996-10-10 | Unilever Plc | Hair treatment compositions |
WO2000029036A2 (en) | 1998-11-17 | 2000-05-25 | Henkel Kommanditgesellschaft Auf Aktien | Colorants with transition metal complexes |
WO2007130777A2 (en) | 2006-05-01 | 2007-11-15 | Advanced Cosmetic Technologies Llc | Composition for dyeing keratin fibers and a method of dyeing hair using same |
WO2010135237A1 (en) | 2009-05-18 | 2010-11-25 | Advanced Cosmetic Technologies, Llc | Composition for dyeing keratin fibers and a method of dyeing hair using same |
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US5196029A (en) * | 1989-04-24 | 1993-03-23 | Kao Corporation | Hair-treatment composition, bleaching composition and hair color tone modifier composition |
JP2006348011A (en) * | 2005-06-17 | 2006-12-28 | Estate Chemical Kk | Hair dye |
MY153760A (en) * | 2009-02-20 | 2015-03-13 | Natural Medicine Inst Zhejiang Yangshengtang Co Ltd | A mordant and hair dyeing products containing the same |
US8034126B2 (en) * | 2009-06-15 | 2011-10-11 | Alex Vainshelboim | Henna and vegetable dye based compositions for coloring of human hair |
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2012
- 2012-04-04 WO PCT/EP2012/056152 patent/WO2012139943A2/en active Application Filing
- 2012-04-12 AR ARP120101258 patent/AR086002A1/en not_active Application Discontinuation
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3958581A (en) | 1972-05-17 | 1976-05-25 | L'oreal | Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair |
US3962418A (en) | 1972-12-11 | 1976-06-08 | The Procter & Gamble Company | Mild thickened shampoo compositions with conditioning properties |
US4009256A (en) | 1973-11-19 | 1977-02-22 | National Starch And Chemical Corporation | Novel shampoo composition containing a water-soluble cationic polymer |
EP0327345A2 (en) | 1988-02-04 | 1989-08-09 | Wella Aktiengesellschaft | Hair darkening compositions |
WO1992006154A1 (en) | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants to enhance enzyme performance |
US5194639A (en) | 1990-09-28 | 1993-03-16 | The Procter & Gamble Company | Preparation of polyhydroxy fatty acid amides in the presence of solvents |
EP0530974A1 (en) | 1991-08-05 | 1993-03-10 | Unilever Plc | Hair care composition |
WO1995022311A1 (en) | 1994-02-18 | 1995-08-24 | Unilever Plc | Personal washing compositions |
WO1996031188A1 (en) | 1995-04-06 | 1996-10-10 | Unilever Plc | Hair treatment compositions |
WO2000029036A2 (en) | 1998-11-17 | 2000-05-25 | Henkel Kommanditgesellschaft Auf Aktien | Colorants with transition metal complexes |
WO2007130777A2 (en) | 2006-05-01 | 2007-11-15 | Advanced Cosmetic Technologies Llc | Composition for dyeing keratin fibers and a method of dyeing hair using same |
WO2010135237A1 (en) | 2009-05-18 | 2010-11-25 | Advanced Cosmetic Technologies, Llc | Composition for dyeing keratin fibers and a method of dyeing hair using same |
Also Published As
Publication number | Publication date |
---|---|
AR086002A1 (en) | 2013-11-13 |
WO2012139943A3 (en) | 2013-09-06 |
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