MXPA99005972A - Hair coloring compositions - Google Patents
Hair coloring compositionsInfo
- Publication number
- MXPA99005972A MXPA99005972A MXPA/A/1999/005972A MX9905972A MXPA99005972A MX PA99005972 A MXPA99005972 A MX PA99005972A MX 9905972 A MX9905972 A MX 9905972A MX PA99005972 A MXPA99005972 A MX PA99005972A
- Authority
- MX
- Mexico
- Prior art keywords
- hair
- less
- dye
- color
- delta
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 335
- 230000037308 hair color Effects 0.000 title claims abstract description 43
- 210000004209 Hair Anatomy 0.000 claims abstract description 236
- 239000007800 oxidant agent Substances 0.000 claims abstract description 120
- 230000001590 oxidative Effects 0.000 claims abstract description 114
- 238000003860 storage Methods 0.000 claims abstract description 54
- 239000000975 dye Substances 0.000 claims description 117
- 239000000118 hair dye Substances 0.000 claims description 80
- -1 nonionic Chemical group 0.000 claims description 67
- 239000003795 chemical substances by application Substances 0.000 claims description 54
- 238000004043 dyeing Methods 0.000 claims description 44
- 239000004094 surface-active agent Substances 0.000 claims description 28
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 22
- 239000000463 material Substances 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 19
- 239000003085 diluting agent Substances 0.000 claims description 13
- 239000002562 thickening agent Substances 0.000 claims description 13
- 238000005562 fading Methods 0.000 claims description 12
- 150000004967 organic peroxy acids Chemical class 0.000 claims description 12
- 239000006172 buffering agent Substances 0.000 claims description 10
- 239000002280 amphoteric surfactant Substances 0.000 claims description 9
- 239000000835 fiber Substances 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 5
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- 230000000111 anti-oxidant Effects 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 125000002091 cationic group Chemical group 0.000 claims description 3
- 150000001451 organic peroxides Chemical class 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- 229960005261 Aspartic Acid Drugs 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- 239000003086 colorant Substances 0.000 abstract description 34
- 125000004432 carbon atoms Chemical group C* 0.000 description 54
- 239000000543 intermediate Substances 0.000 description 29
- 210000003491 Skin Anatomy 0.000 description 28
- 239000002253 acid Substances 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
- 125000000217 alkyl group Chemical group 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 24
- 238000004040 coloring Methods 0.000 description 21
- 238000010186 staining Methods 0.000 description 21
- 239000011780 sodium chloride Substances 0.000 description 20
- 239000003054 catalyst Substances 0.000 description 18
- 239000003352 sequestering agent Substances 0.000 description 18
- 150000003839 salts Chemical class 0.000 description 16
- 238000005406 washing Methods 0.000 description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 15
- 102000004190 Enzymes Human genes 0.000 description 13
- 108090000790 Enzymes Proteins 0.000 description 13
- 230000003647 oxidation Effects 0.000 description 13
- 238000007254 oxidation reaction Methods 0.000 description 13
- 230000002829 reduced Effects 0.000 description 13
- 229910052783 alkali metal Inorganic materials 0.000 description 12
- 125000003342 alkenyl group Chemical group 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 125000001424 substituent group Chemical group 0.000 description 12
- YCIMNLLNPGFGHC-UHFFFAOYSA-N Catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 11
- 229910001385 heavy metal Inorganic materials 0.000 description 11
- 239000011572 manganese Substances 0.000 description 11
- 150000001340 alkali metals Chemical class 0.000 description 10
- 150000002989 phenols Chemical class 0.000 description 10
- 229940088598 Enzyme Drugs 0.000 description 9
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 9
- 108090000437 Peroxidases Proteins 0.000 description 9
- 102000003992 Peroxidases Human genes 0.000 description 9
- KWIUHFFTVRNATP-UHFFFAOYSA-N Trimethylglycine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 9
- 238000004140 cleaning Methods 0.000 description 9
- 150000002500 ions Chemical class 0.000 description 9
- 241000894007 species Species 0.000 description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 8
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 229910052748 manganese Inorganic materials 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 229920001223 polyethylene glycol Polymers 0.000 description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N precursor Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- 239000004367 Lipase Substances 0.000 description 7
- 102000014961 Protein Precursors Human genes 0.000 description 7
- 108010078762 Protein Precursors Proteins 0.000 description 7
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 7
- 150000001342 alkaline earth metals Chemical group 0.000 description 7
- 125000002877 alkyl aryl group Chemical group 0.000 description 7
- 108090001060 lipase Proteins 0.000 description 7
- 235000019421 lipase Nutrition 0.000 description 7
- 102000004882 lipase Human genes 0.000 description 7
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 150000002978 peroxides Chemical class 0.000 description 7
- 230000000717 retained Effects 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 229940040461 Lipase Drugs 0.000 description 6
- WQGWDDDVZFFDIG-UHFFFAOYSA-N Pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 6
- 206010040880 Skin irritation Diseases 0.000 description 6
- 235000011054 acetic acid Nutrition 0.000 description 6
- 125000005466 alkylenyl group Chemical group 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002367 halogens Chemical class 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000002453 shampoo Substances 0.000 description 6
- 230000036556 skin irritation Effects 0.000 description 6
- 231100000475 skin irritation Toxicity 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-Aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 5
- WZCQRUWWHSTZEM-UHFFFAOYSA-N M-Phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 150000004984 aromatic diamines Chemical class 0.000 description 5
- 230000027455 binding Effects 0.000 description 5
- 150000001768 cations Chemical class 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 description 5
- 150000002431 hydrogen Chemical group 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 230000001603 reducing Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 235000000346 sugar Nutrition 0.000 description 5
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 4
- 108010065511 Amylases Proteins 0.000 description 4
- 102000013142 Amylases Human genes 0.000 description 4
- GUBGYTABKSRVRQ-YOLKTULGSA-N Maltose Natural products O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@H]1CO)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 GUBGYTABKSRVRQ-YOLKTULGSA-N 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L Sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 150000004982 aromatic amines Chemical class 0.000 description 4
- 150000001555 benzenes Chemical group 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 230000003197 catalytic Effects 0.000 description 4
- 230000001808 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 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 4
- 230000000694 effects Effects 0.000 description 4
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 235000019645 odor Nutrition 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- BMTSZVZQNMNPCT-UHFFFAOYSA-N 2-aminopyridin-3-ol Chemical compound NC1=NC=CC=C1O BMTSZVZQNMNPCT-UHFFFAOYSA-N 0.000 description 3
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 3
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 description 3
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-Aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 3
- WTDRDQBEARUVNC-LURJTMIESA-N 3-hydroxy-L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-Hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 3
- 229940025131 Amylases Drugs 0.000 description 3
- 229940074047 Glyceryl Cocoate Drugs 0.000 description 3
- TTZMPOZCBFTTPR-UHFFFAOYSA-N O=P1OCO1 Chemical compound O=P1OCO1 TTZMPOZCBFTTPR-UHFFFAOYSA-N 0.000 description 3
- GLDOVTGHNKAZLK-UHFFFAOYSA-N Stearyl alcohol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 3
- 241000282898 Sus scrofa Species 0.000 description 3
- 241000209149 Zea Species 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 235000019418 amylase Nutrition 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000004429 atoms Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 230000006399 behavior Effects 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000002738 chelating agent Substances 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 235000005824 corn Nutrition 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 3
- 239000000978 natural dye Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 150000004965 peroxy acids Chemical class 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2R,3R,4S,5R,6S)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2R,3R,4S,5R,6R)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N 1,2-ethanediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-Propanediol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- WLDGDTPNAKWAIR-UHFFFAOYSA-N 1,4,7-trimethyl-1,4,7-triazonane Chemical compound CN1CCN(C)CCN(C)CC1 WLDGDTPNAKWAIR-UHFFFAOYSA-N 0.000 description 2
- BAHPQISAXRFLCL-UHFFFAOYSA-N 2,4-Diaminoanisole Chemical compound COC1=CC=C(N)C=C1N BAHPQISAXRFLCL-UHFFFAOYSA-N 0.000 description 2
- IUNJCFABHJZSKB-UHFFFAOYSA-N 2,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C(O)=C1 IUNJCFABHJZSKB-UHFFFAOYSA-N 0.000 description 2
- 229940075142 2,5-diaminotoluene Drugs 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N 2-(2-Ethoxyethoxy)ethanol Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-Ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- VKZRWSNIWNFCIQ-UHFFFAOYSA-N 2-[2-(1,2-dicarboxyethylamino)ethylamino]butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NCCNC(C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-UHFFFAOYSA-N 0.000 description 2
- HVHNMNGARPCGGD-UHFFFAOYSA-N 2-nitro-p-phenylenediamine Chemical compound NC1=CC=C(N)C([N+]([O-])=O)=C1 HVHNMNGARPCGGD-UHFFFAOYSA-N 0.000 description 2
- XYYUAOIALFMRGY-UHFFFAOYSA-N 3-[2-carboxyethyl(dodecyl)amino]propanoic acid Chemical compound CCCCCCCCCCCCN(CCC(O)=O)CCC(O)=O XYYUAOIALFMRGY-UHFFFAOYSA-N 0.000 description 2
- 229940018563 3-aminophenol Drugs 0.000 description 2
- WHODQVWERNSQEO-UHFFFAOYSA-N 4-Amino-2-nitrophenol Chemical compound NC1=CC=C(O)C([N+]([O-])=O)=C1 WHODQVWERNSQEO-UHFFFAOYSA-N 0.000 description 2
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-Hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 description 2
- RMKRCLBDIMSFQB-UHFFFAOYSA-N 4-amino-2-benzylphenol Chemical compound NC1=CC=C(O)C(CC=2C=CC=CC=2)=C1 RMKRCLBDIMSFQB-UHFFFAOYSA-N 0.000 description 2
- 235000019489 Almond oil Nutrition 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N Cetyl alcohol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 229940089960 Chloroacetate Drugs 0.000 description 2
- 229910014569 C—OOH Inorganic materials 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N DETA Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- 229960002887 Deanol Drugs 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- BZORFPDSXLZWJF-UHFFFAOYSA-N Dimethyl-4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 2
- 102000033147 ERVK-25 Human genes 0.000 description 2
- BJHIKXHVCXFQLS-UYFOZJQFSA-N Fructose Natural products OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 2
- 229940074046 GLYCERYL LAURATE Drugs 0.000 description 2
- MNQZXJOMYWMBOU-UHFFFAOYSA-N Glyceraldehyde Chemical compound OCC(O)C=O MNQZXJOMYWMBOU-UHFFFAOYSA-N 0.000 description 2
- 229940093915 Gynecological Organic acids Drugs 0.000 description 2
- 210000004919 Hair shaft Anatomy 0.000 description 2
- 108010001336 Horseradish Peroxidase Proteins 0.000 description 2
- 241000223198 Humicola Species 0.000 description 2
- 102000011782 Keratins Human genes 0.000 description 2
- 108010076876 Keratins Proteins 0.000 description 2
- 229940018564 M-PHENYLENEDIAMINE Drugs 0.000 description 2
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- DCQJDRNKCUQEMA-UHFFFAOYSA-N tetradecanediperoxoic acid Chemical compound OOC(=O)CCCCCCCCCCCCC(=O)OO DCQJDRNKCUQEMA-UHFFFAOYSA-N 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4H-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N α-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- SJZRECIVHVDYJC-UHFFFAOYSA-N γ-Hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 1
Abstract
A hair coloring composition present in a single package suitable for direct application to the hair wherein the hair coloring mixture comprises:a) an oxidising agent;and b) an oxidative hair coloring agent;and wherein the combined mixture of a) and b) has a pH in the range of from about 1 to about 5 and wherein the resultant color delivered to the hair (Delta E), after at least about 1 month of storage at room temperature, is up to about 75%, preferably up to about 85%, more preferably up to about 90%and most preferably up to about 95%of the total color delivered to the hair (Delta E) from a mixture of a) and b) on application. The products are storage stable, re-usable and can provide both excellent hair coloring and in-use efficacy benefits as well as improved color development potential after storage at room temperature.
Description
COMPOSITIONS OF DYE FOR HAIR
TECHNICAL FIELD The present invention relates to processes and compositions for hair dyeing and, more specifically, to hair dyeing compositions comprising any of: (i) a separate, storage stable, oxidizing agent component in combination with a oxidative hair dye component, stable to storage, separated, each at an acid pH of between about 1 and about 6, which when combined, result in a dye composition, reusable, stable to storage, combined, having a pH of between about 1 and about 5, or (ii) a reusable, storage-stable mixture of oxidizing agent and hair dye oxidative agent at a combined acidic pH of between about 1 and about 5.
BACKGROUND OF GA INVENTION The desire to alter the color of human hair is not a facet of modern times. From the days of the Roman Empire the color of human hair was routinely altered to adjust for changes in fashion and style. However, the achievement of precise colors
P834 initials that were retained by the hair for a desired period has remained an elusive goal. The difficulties in the development of hair coloring compositions that can provide accurate and long-lasting colors are due in part to the inherent structure of the hair itself and partly to the conditions necessary for the effectiveness of the processes for dyeing the hair. Over the years, important effects have been realized towards the elimination of many of the problems associated with the dyeing of human hair. Several approaches to dyeing have been developed, including direct-acting dyes, natural dyes, metallic dyes and oxidative dyes. To dye human or animal hair using oxidative dye technology, the hair is usually treated with a mixture of oxidative-type hair dyeing agents and with an oxidizing agent. Hair dye oxidative agents and oxidizing agents can be used to supply a variety of colors to the hair. However, substantial improvements are needed in the area of the application characteristics of the dye compositions, for example time to prepare the dye composition, avoid complicated operations in the application, waste of the unused product, waste of packaging (for using systems of multiple components), storage stability (of the dye composition once mixed) and the ability to reuse the mixed dye composition. Reusing a coloring composition, as defined herein, refers to error correction, retouching or root coverage and re-tinting future hair with the same product as well as color tests and / or locks on small areas of the hair. In addition to the improvements in the application characteristics that are detailed in the foregoing, a substantial improvement in dyeing characteristics such as color saturation, color development, accurate initial color consistency, improved color fastness as compared to washing, improved color condition and lower levels of hair damage. Conventional oxidative hair dye compositions generally comprise at least two components packaged separately. Typically, these components include oxidizing agent (below pH), for example hydrogen peroxide and dye material (at high pH) for example oxidative agents for hair dyeing. In order to facilitate the hair dyeing process, these components are packaged separately and are generally mixed before being applied as a hair dye composition. After mixing, these high pH compositions tend to degrade, which can lead to decreased or decreased ability to stain. High pH hair dyeing compositions are typically used soon after mixing. In general, any combination dye composition is discarded after the application of the required amount to the hair. Furthermore, these conventional dye compositions, once mixed, can not be stored or reused, since the activated oxidative dye system deteriorates rapidly over time. Therefore, it would be desirable to develop an oxidative hair dye composition comprising oxidizing agents as coloring oxidative agents that is storage stable and / or reusable. As detailed below, oxidative-type hair dye compositions generally comprise at least two separately packaged components. In addition to the time required to efficiently mix these components, the mixing process itself can be both complicated as it can result in waste and cause greater convenience to the user. Therefore, it would be desirable to develop a convenient and easy-to-use method for delivering oxidative compositions of hair dye, which does not require mixing of the dye and oxidant components. It would also be desirable to develop a dye composition comprising an oxidizing agent and an oxidative agent for hair dye which can be stored as separately packaged, low pH, stable components which, when mixed, provide a low pH, storage stable mixture. that is suitable for direct application to hair. The low pH mixture can be stored and reused. This would allow the consumer to correct errors, make adjustments to the roots or re-apply the product without having to buy it again. It has been found that mixtures of low pH of oxidizing agents and hair dye oxidation agents can be packaged together, in a single package, and stored with stability so that they can be reused. It has also been found that these mixtures of low pH of oxidizing agent and oxidative agent for hair dyeing provide improved initial hair color attributes against conventional high pH compositions. It has been found that the low pH mixtures of the oxidizing agents and the hair dye oxidation agents, which have been stored at room temperature, provide a better potential for color development in relation to conventional dye compositions. It has also been found that, below pH, both the oxidizing agent and the hair dye oxidation agents are stable over time and can be stored that way. It is an object of the present invention to provide low pH hair dye compositions comprising both oxidizing agents and hair dye oxidation agents, which are packaged in a single package, have fast action, are easy to use , stable to storage and that can be reused. It has been found that the above objects can be met with the low pH, storage stable, reusable hair dye compositions of the present invention. All percentages are given by weight of the final compositions in the form intended for use unless otherwise specified.
SUMMARY OF THE INVENTION The object of the present invention is a hair dye composition suitable for the treatment of human or animal hair. According to one aspect of the present invention,
P834 a hair dyeing composition is provided, wherein the dye mixture is present in a single container suitable for direct application to the hair and wherein the hair dye mixture comprises: (a) an oxidizing agent; and (b) a hair dye oxidative agent; wherein the combined mixture of (a) and (b) has a pH in the range of between about 1 to about 6 and wherein the resulting color supplied to the hair (Delta E), after at least 1 month of storage at room temperature, is up to about 75%, preferably up to about 85%, more preferably up to about 90% and still more preferably up to about 95% of the color supplied to the hair (Delta E) from a mixture of (a ) and (b) in the first application. According to a further aspect of the present invention, there is provided a method for hair dyeing, wherein the dye mixture is present in a single container suitable for direct application to hair and wherein the dye mixture for hair comprises : (a) an oxidizing agent; and (b) a hair dye oxidative agent;
wherein the combined mixture of (a) and (b) has a pH in the range of from about 1 to about 5 and wherein the resulting dye supplied to the hair (Delta E), after at least about 1 month of storage at room temperature, it is up to about 75%, preferably up to about 85%, more preferably up to about 90% and still more preferably up to about 95% of the total color delivered to the hair (Delta E) from a mixture of (a) and (b), during mixing.
DETAILED DESCRIPTION OF THE INVENTION In the sense used herein, "hair" to be treated can refer to "live" hair, that is to say in a living body or it can be "non-living" hair, that is to say in a wig, hairpiece or other aggregation of hair. non-living fibers, for example those used in textiles and fabrics. SE mammal hair is preferred, preferably human hair. However, wool fibers, animal skins and other fibers containing melanin are suitable as substrates for the compositions according to the present invention. In the sense used herein the term "hair dye composition" is used in the broad sense in that it is intended to encompass compositions containing the present combinations of a low pH (from about 1 to about 6) mixture of an agent oxidant and an oxidative coloring agent. In addition, it is also intended to include complex compositions containing other components that may or may not be active ingredients. Therefore, the term "dye composition or hair dyeing" is intended to be applied to compositions containing, in addition to a mixture of active oxidizing agent and oxidative dyeing agents, other components, such as, for example, oxidizing auxiliaries, sequestrants, stabilizers, thickeners, regular pH, postadores, surfactants, solvents, antioxidants, polymers, non-oxidative dyes and conditioners. As discussed above, the low pH hair dye compositions, in a single package, storage stable and / or reusable according to the present invention, comprise an oxidizing agent (a), which is packaged in combination with a hair dye oxidative agent (b), wherein the combined mixture of (a) and (b) is stable to storage in the pH range of between about 1 to about 5. Preferably the pH of the combined mixture of (a) and (b) is in the range of from about 1.5 to about 5, more preferably from about 1.8 to about 4.7, still more preferably from about 2.5 to about 4.5 and especially from about 2.7 to about 3.8.
Dye Oxidation Processes Hair Coloring Those skilled in the art are understood to successfully color human or animal hair with oxidative dyes in general, it is necessary to treat the hair with a mixture of oxidizing agent or oxidative coloring agent of the hair. As already mentioned before, the most common oxidizing agent is hydrogen peroxide. The hydrogen peroxide has a pKa in the range of about 11.2 to about 11.6 and, as such is generally understood to be more effective as a dye oxidizing agent at pHs in the range of about 9 to about 12. Surprisingly, it has been found that, at a low pH, oxidative, reusable and / or storage stable hair dye compositions can be developed. In addition, it has been found that improved hair dyeing characteristics such as for example initial color development and improved color fastness to washing, are provided by oxidative, reusable and / or storage stable hair dye compositions, in a single container, of low pH, of the present invention, at pHs that
P834 are in the range of about pH 1 to about pH 6, preferably about pH
1. 5 to about pH 5.8, more preferably from about pH 1.5 to about pH 5.5, still more preferably from about pH 2 to about pH 5, and especially from about pH 2.5 to about pH 4.5.
Compositions of Stable Color, in a single container, of low pH, stable to storage. The hair dye compositions in a single package according to the present invention comprise as an essential characteristic a mixture of an oxidizing agent and a hair dye oxidative agent at a low pH in the range of about pH 1 to about pH 5. As described above, the combined mixture in a single container of the dye components and oxidants of the hair dye compositions according to the present invention, have improved storage stability under low pH conditions (approximately pH 1 at about pH 5) against the high pH, conventional type dye compositions. The single-pack hair dye compositions, stable to storage, are defined
P834 here, refer to single component dye compositions which are suitable for direct application to hair and which may comprise a premixed combination of an oxidizing agent and an oxidative dyeing agent for hair, wherein the dyeing composition retains the ability to develop a consistent / predesirable initial hair color, either immediately after the first formulation (creation of the premix) or purchase, as well as after storage over time. In terms of consumer perception, the consistent / predictable initial color refers to the color supplied to the hair, for the composition stored (Delta E stored) is not visibly different from the color supplied to the composition of the first application (first application After the purchase, the initial color of the hair as well as the color of the hair after storage, as will be explained in detail below, can be measured in terms of Delta E (Delta E white, Delta E stored.) The retained potential of the development Color, as defined herein, refers to the color developed by the hair dye composition at the first application (Delta E white) that is substantially administered to the hair after a prolonged period of storage of the composition.
P834 In the compositions according to the present invention, the color administered to the hair after at least about 1 hour (60 minutes) of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75%, preferably greater than about 80%, more preferably greater than about 85%, still more preferably greater than about 90% and especially greater than about 95% of the color administered to the hair at the first application (Delta E white). In the preferred compositions according to the present invention, the color administered to the hair at least 1 day (24 hours) of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75%, preferably greater than about 80%, more preferably greater than about 85%, still more preferably greater than about 90% and especially greater than about 95% of the color administered to the hair at the first application (Delta E white). In the compositions more preferably according to the present invention, the color administered to the hair after at least about 1 month (720 hours) of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75. %, preferably greater than approximately 80%, with higher
P834 preferably greater than about 85%, still more preferably greater than about 90% and especially greater than about 95% of the color administered to the hair at the first application (Delta E white). According to one aspect of the present invention, there is provided a hair dye composition, in a single container, storage stable, reusable, comprising: (a) an oxidizing agent; and (b) a hair dye oxidative agent; wherein the combined mixture of (a) and (b) has a pH in the range of about 1 to about 5 and wherein the mixture of (a) and (b) is capable of being stored at a low pH, at least for about 1 month and wherein the resulting dye administered to the hair (Delta E storage) is greater than about 75%, preferably greater than about 85%, more preferably greater than about 90% and still more preferably greater than about 95 % of the total color administered to the hair (Delta E white) from a mixture of (a) and (b) at the first application. It is generally accepted that the pH within the strand of human hair is about pH 5.5 to pH 6 (C. Robbins, Chemical and Physical Behavior of Human Hair, 2nd
P834 Ed. Pl57) and that human hair has an inherent buffering capacity of pH. It is known that certain oxidizing agents, for example hydrogen peroxide, are storage stable at about pH 4. Although it is not desired to be limited by a particular theory, it is believed that at pHs in the range of about 1 to about 5, preferably in the range of from about 1.5 to about 5, more preferably in the range of from about 1.8 to about 4.7, more preferably from about 2.5 to about 4.5 and especially from about 2.7 to about 3.8, the oxidative coupling regime between the agent Oxidant and oxidative agents of hair dye is relatively slow. Thus, it is proposed here that, at a low pH, mixtures of hair dye oxidative agent and oxidizing agents can be stored stably without significant impact on the color development potential of the resulting hair dye composition. . The low-pH, reusable, oxidative hair dye compositions in a single package of this invention are also suitable for use in a multi-application format (i.e. the consumer may use a single package for several color applications in the course of of time) that
P834 provides the consumer with the ability to reuse the mixed dye composition for error correction, touch-up or root coverage, future hair re-coloration with the same product / color and / or tests on locks or in small areas of the hair. By in a single package, as defined herein, it refers to a hair dye composition comprising a component in a single container, containing therein an oxidizing agent and an oxidative dyeing agent, together, in a stable mixture. and low pH.
Components Parts of the Hair Dye Compositions. As detailed below, it has been found that oxidative hair dye materials can be stored at low pH with excellent retained potential for color development. As defined herein, retained coloring potential for the oxidative component of dye (b) refers to the color, as developed by mixing the oxidative component of hair dye (b) with the oxidizing agent (a), in Zero time (ie Delta E white) is approximately equivalent to color as it develops with the mixture of the oxidative component of hair dye (b) and the oxidizing agent (a) after a period of storage
P834 (Delta E stored) at room temperature, 25 ° C for X hours. In the single-pack dye compositions, of low pH, stable to storage preferred according to the present invention, Delta E (X hours) is greater than about 90%, preferably greater than about 93%, more preferably greater than about 95% and still more preferred Greater than approximately 98% of Delta E (white). Therefore, according to another aspect of the present invention, a reusable, storage stable, low pH hair dye composition is provided in a single package, comprising: (a) an oxidizing agent; and (b) a hair dye oxidative agent; wherein the combined mixture of (a) and (b) has a pH in the range of about 1 to about 5 and wherein the mixture of (a) and (b) is capable of being stored at a low pH, at room temperature (about 25 ° C) for at least 1 month, and wherein the color potential administered to the hair (Delta E) is greater than about 75%, preferably greater than about 85%, more preferably greater than about 90% and still more preferably greater than about 95%
P834 of the total color administered to the hair (Delta E) from a mixture of (a) and (b) at the first application.
Oxidizing Agents The compositions of the invention comprise as an essential characteristic at least one oxidizing agent. The oxidizing agent must be safe and effective for use in the compositions herein. Preferably, suitable oxidizing agents that are used herein will be soluble in the compositions according to the present invention, when in liquid form and / or in the form intended for use. Preferably, suitable oxidizing agents that are used herein will be soluble in water. The water-soluble oxidizing agents defined herein refer to agents having a solubility in the degree of about 10Og in 10000ml of deionized water at 25 ° C ("Chemistry" CE Mortimer, 5th Edn., P277). Suitable oxidizing agents that are used herein are selected from inorganic peroxygen oxidizing agents, preformed organic peroxyacid oxidizing agents and organic peroxide oxidizing agents or mixtures thereof.
P834 Inorganic Oxidizing Agents The compositions of the invention comprise at least one inorganic oxidizing agent (hereinafter referred to as "inorganic peroxygen oxidizing agent"). The inorganic peroxygen oxidizing agent must be safe and effective for use in the compositions herein. Preferably, the inorganic peroxygen oxidizing agents suitable for use herein will be soluble in the compositions according to the present invention when they are in liquid form and / or in the form intended for use. Preferably, the inorganic peroxygen oxidizing agents suitable for use herein will be soluble in water. Water-soluble inorganic peroxygen oxidizing agents as defined herein refer to agents having a solubility in a degree of about 10 g in 100 ml of deionized water at 25 ° C ("Chemistry" CE Mortimer, 5th Edn. P277 ). The inorganic peroxygen oxidizing agents useful herein are in general inorganic peroxygen materials capable of providing peroxide in an aqueous solution. Inorganic peroxygen oxidizing agents are well known in the art and include hydrogen peroxide, inorganic peroxides of alkali metal such as for example sodium periodate,
P834 sodium and sodium peroxide, and inorganic salt oxidizing compounds of perhydrate, for example alkali metal salts of perborates, percarbonates, perfosphates, persilicates, persulfates and the like. These inorganic salts of perhydrate can be incorporated as monohydrates, tetrahydrates, etc. Mixtures of two or more of these inorganic peroxygen oxidizing agents may be useful if desired. While the iodates and alkali metal bromates are suitable for use herein, bromates are preferred. The use in the compositions according to the present invention of hydrogen peroxide is to a large extent preferred. It has been found that, under the conditions of low pH according to the present invention, it is possible to provide both improved initial color development and color consistency, color fastness to washing and color intensity against high pH systems of type conventional (using equivalent levels of peroxide and dyes) and also color equivalent development (below detailed in the section of Experimental Data in terms of Delta E) against conventional systems at high pH, while using substantially less amount of oxidizing agent of inorganic peroxygen (up to 75% less) as well as providing equivalent color development against what
P834 is obtained by conventional high pH systems, while substantially less oxidative hair coloring agents (up to 50% less) are used. Therefore, the low storage pH and / or reusable hair coloring compositions of the hair, according to the invention can be formulated to reduce the level of damage to the hair and the levels of staining and irritation of the skin. In addition, as the low pH storage stable and / or reusable hair coloring compositions according to the present invention can be formulated without ammonia, there is no ammonia related odor or skin irritation which are negative aspects associated with these compositions. The inorganic peroxygen oxidizing agent, when present, is found in the compositions according to the invention at a molar level of about 0.0003 mole (per lOOg of composition) to less than about 0.2 mole (per lOOg of composition), Preferably, the inorganic peroxygen oxidizing agent is present at a molar level from about 0.003 mole to about 0.15 mole, more preferably from about 0.006 mole to about 0.1 mole and especially from about 0.05 mole to about 0.09 mole (per lOOg of the composition ).
P834 The inorganic peroxygen oxidizing agent, when present, is present in the compositions of this invention at a level of from about 0.01% to about 1%, preferably from about 0.01% to about 0.8%, more preferably about 0.01% at about 0.75%, still more preferably from about 0.01% to about 0.55% and especially from about 0.01% to about 0.5% by weight.
Preformed Organic Peroxyacid The compositions according to this invention may contain one or more preformed organic peroxyacid oxidizing agents. Suitable organic peroxyacid oxidizing agents which are used in the dye or dye compositions of the invention in the following formula:
R - C (O) OOH
wherein R is selected from unsubstituted saturated or unsaturated, substituted straight or branched alkyl, aryl, or alkaryl groups of 1 to 14 carbon atoms. A class of suitable organic peroxyacid compounds
P834 which are used herein are the amide substituted compounds of the following general formula:
R1-C-N-R2-C-OOH R -N-C-R'-C-OOH II I II I II II
O R O or O O
wherein R1 is an alkyl or alkaryl group, or an aryl group, having 1 to 14 carbon atoms. R 2 is a saturated or unsaturated alkyl or alkaryl group, or an aryl group, having 1 to 14 carbon atoms, and R 5 is H or a saturated or unsaturated alkyl or alkaryl group, or an aryl group, having 1 to 10 carbon atoms. An amide-substituted organic peroxyacid compound of this type is disclosed in EP-A-0,170,386. Other suitable organic peroxyacid oxidizing agents include peracetic, pernanoic, nonilamidoperoxycarpoic (NAPCA), perbenzoic, perbenzoic, m-chloroperbenzoic, di-peroxy-isophthalic, mono-peroxyphalic, peroxylauric, hexanesulfonyl peroxy propionic, N, N-phthaloylamino peroxycaproic, monoperic succinic, nonanoyloxybenzoic, dodecanediolyl-monoperoxybenzoic, peroxyadipic acid nonyliamide, diacyl and tetraacylperoxides, especially diperoxydecanedioic acid, diperoxytetradecanedioic acid and deoxyhexadecanedioic acid and derivatives thereof.
P834 Mono and diperazelaic acid, mono and diperbrasyl acid and N-phthaloylaminoperoxycaproic acid and derivatives thereof are also used here. Preferred peroxyacid materials suitable for use herein are selected from peracetic and pernanoic acid and mixtures thereof. The oxidizing agents of preformed organic peroxyacids must be safe and effective in their use in the compositions. Preferably, the preformed organic peroxyacid oxidizing agents to be used herein will be soluble in the compositions according to the present invention when they are in the liquid form and in the form they are intended to be used. Preferably, the preformed peroxyacid oxidizing agents suitable for use herein will be soluble in water. Preformed organic peroxyacid oxidizing agents that are soluble in water are defined herein as agents having a solubility in the range of about 10Og in 100Oml in deionized water to 252C ("Chemistry" CE Mortimer, 5th Edn. P277). The preformed organic peroxyacid oxidizing agent, when present, is present at a molar level of about 0.0013 mol to about 0.105 mol (per lOOg of the composition), more preferably about 0.0013 mol to
P834 about 0.05 moles, more preferably from about 0.002 moles to about 0.04 moles, and especially from about 0.004 to about 0.03 moles (per 100g) of the hair dye composition according to the present invention. The preformed organic peroxyacid oxidizing agent is preferably present at a level of from about 0.01% to about 8%, more preferably from about 0.1% to about 6%, still more preferably from about 0.2% to about 4%, and especially from about 0.3% to about 3% by weight of the hair dye composition. The weight ratio of the inorganic peroxygen oxidizing agent to the preformed peroxyorganic acid is preferably in the range of about 0.0125: 1 to about 500: 1, more preferably 0.0125: 1 to about 50: 1. The addition of the preformed organic peroxy acid oxidizing agents and the inorganic peroxygen oxidizing agents suitable for use herein, in the compositions of the present invention, comprises additional organic peroxides such as urea peroxide, melanin peroxide and mixtures thereof. The peroxide level, when present, is between about 0.01% to about 3%, preferably between
P834 about 0.01% to about 2%, more preferably from about 0.1% to about 1.5% and still more preferably from about 0.2% to about 1% by weight of the composition.
Hair Dyeing Once the hair has been dyed there is a desire for the color to be resistant to fading, which is caused by washing (characteristic also known as color fastness to washing), perspiration, deworming. hair and other external factors such as the action of the sun and also that the color is retained in a consistent manner for a predictable period of time. The additional damage to the hair can lead to an irregular absorption of dye as discussed above, can lead to a greater fading of the damaged portions of the hair and, consequently, to irregular levels of color fading over time. An additional difficulty commonly associated with human hair staining is the need for dyeing systems that avoid any adverse effect on the wearer's hair and skin, for example brittle hair or skin irritation or skin staining (staining). Therefore, it would be desirable to develop a
P834 hair dye composition that exhibits reduced fading, provides better resistance to washout during a regular cleaning regime, can provide an essentially consistent hair color throughout the hair, with a minor irritant effect on the skin, and that can reduce the staining of the skin, with less adverse effects on the user's hair. It has been found that the combination of oxidizing agent with one or more oxidative hair dyeing agents at a pH below the internal pH of the hair, between about 1 and about 5, in the hair dye compositions can deliver an excellent color initial to the hair in combination with better characteristics of color and solidity of the color in front of the wash, in the course of the time, desirable saturation of the color and attributes of vivacity, reduced damage to the hair, minor irritation of the skin, minor staining of the skin and a more efficient dyeing In addition, it has been found that the color development efficiency (color change) of the oxidizing agent and oxidative hair dyeing agents improves under the low pH conditions of the present invention. In addition, it has been found that hair dye compositions according to the present invention can administer these excellent hair dye attributes resulting in a
P834 minimum damage to the hair, at a low pH (from about 1 to about 6). An object of the present invention is to provide re-usable, storage-stable, low pH hair colorants that deliver the combination of improved hair dye attributes such as longer color duration (less fading), initial color generation, Greater absorption of color and color consistency in all hair types. Hair types as defined herein refer to hair in different conditions and at different ages, ie untreated virgin hair, gray hair, permed hair, discolored hair, etc. Yet another object of the present invention is to provide low pH, reusable, storage stable hair dye compositions having reduced levels of skin irritation and / or skin staining compared to conventional high-stain systems. pH and that they impart a minimum damage to the fibers of the hair and a reduced staining of the skin in combination with an acceptable odor. Still another object of the present invention is to provide low pH, reusable, storage stable hair dye compositions which
P834 exhibit greater efficiency (improved color development). The color development that is defined here refers to the change in hair color, expressed in terms of Delta E, as defined in the Experimental section below. Yet another object of the present invention is to provide dye compositions with reduced damage to the skin and / or hair, which can deliver an equivalent color development (as compared to conventional high pH systems) in combination with improved color fastness against washing and improved color consistency while using less dye and / or less oxidizing agent.
Hair Coloring or Dyeing Agents The low pH hair coloring compositions of this invention include as an essential characteristic an oxidative hair coloring agent. These oxidative coloring agents are used in combination with the oxidant systems of the present invention to formulate hair dye compositions of low pH of permanent, demi-permanent, semi-permanent or temporary type. Permanent hair dye compositions are defined herein as compositions that once applied to the hair are essentially resistant to
P834 wash off. Demi-permanent hair dye compositions are defined herein as those that are substantially removed from the hair after 24 washes. The semi-permanent hair dye compositions as defined herein are compositions that once applied to the hair are substantially removed from it after up to 10 washes. Temporary hair dye compositions defined herein are compositions that once applied to the hair are essentially removed from it after up to 2 washes. The different types of hair dye compositions can be formulated by specific combination of oxidants and / or dyes at different proportions and levels. Wiping, as described here, is the process by which hair color is removed from the hair over time during the normal hair-cleaning regime. Solidity versus washing as defined herein, refers to the resistance to washout of dyed hair. The fastness to washing as described herein can be measured in terms of the relative color change in the dyed hair (Delta E) with respect to several washes (shampoo). The substantial removal of dye from the hair as defined herein refers to the color change in the dyed hair (Delta E) which is greater than about 2 after 10 washes.
P834 The concentration of each hair oxidative coloring agent in the low pH coloring compositions according to the invention is from about 0.001% to about 3% by weight and preferably from about 0.01% to about 2% by weight. The total combined level of the hair oxidative coloring agents in the compositions according to the invention is from about 0.001% to about 5%, preferably from about 0.01% to about 4%, more preferably from about 0.1% to about 3%, still more preferably from about 0.1% to about 1% by weight. Typically, conventional hair dye compositions have a total level of oxidative coloring agent present in the composition in the range of about 0.2% to about 3.5% by weight. Accordingly, the compositions according to the invention can exhibit improved attributes of hair dyeing such as initial color development and initial color consistency in combination with improved fastness to washing over time, when compared to systems conventional high pH that have similar levels of dye. The color consistency, in the sense used here, refers both to the capacity
P834 relative to predict the initial color as to the improved color retention over time through different hair types. The effectiveness of oxidative dyes is improved at a low pH so that the compositions of the present invention are valuable in providing colors with a very high intensity (dark colors) with reduced levels of dye. In particular, good hair dye results in combination with color development (against high pH systems) can be achieved using the inorganic peroxygen oxidizing agents of the present invention and substantially less coloring against high hair coloring compositions. pH of conventional type. Therefore, according to a further aspect of the present invention, there is provided a dye composition comprising: (a) an oxidizing agent; (b) an oxidative hair coloring agent; and (c) a suitable diluent to be applied to the hair; wherein the pH of each of (a) and (b) is in the range of about 1 to about 6 and wherein the combined mixture of (a) and (b) has a pH in the range of about 1 to about 5 and in
P834 where both (a) and (b) are capable of being stored at low pH, either separately or once mixed, for at least about 1 month at room temperature and where the resulting color is delivered to the hair (Delta E ) is greater than about 75%, preferably greater than about 85%, more preferably greater than about 90% and still more preferably greater than about 95% of the total color administered to the hair (Delta E white) from a mixture from (a) and (b), during mixing. As described above, it has been found that the combination of oxidizing agents with oxidative hair coloring agents at a low pH is valuable in providing excellent attributes of hair ink in combination with reduced levels of hair damage, skin irritation and staining of the skin, in combination with an improved odor profile (with respect to conventional high pH compositions) An additional benefit of the low pH colorations according to this invention is that there are reduced levels of skin staining with these compositions in relation to what is presented with conventional high pH compositions. Therefore, in accordance with still another aspect of the present invention, there is provided a hair coloring composition capable of providing a light brown to light brown color having 40% gray, comprising: (a) an oxidizing agent; (b) an oxidative hair coloring agent; and (c) a suitable diluent to be applied to the hair; wherein the pH of each of the components (a) and (b) is in the range of about 1 to about 5 and wherein the combined mixture of (a) and (b) has a pH in the range of between about 1 and about 6 and wherein both (a) and (b) are capable of being stored at low pH, either separately or once mixed, for at least about 1 month at room temperature and where the change in the Level of staining of the skin after application of the product (Delta E) is less than about 4, preferably less than about 3, less preferably about 2.7. Light brown hair that has 430% gray coverage is defined in terms of the L, a, b values with an "L" value in the range of between 35 to about 37, and an "a" value in the range of about 4.5 to about 5.5 and a "b" value in the range of about 11.5 to about 12.7. Without being limited by any particular theory, these improvements are considered (in relation to the lowest
P834 irritation and / or staining of the skin) result from the combination of (a) reduced levels of dyes and low pH;
(b) reduction of paraphenyl diamine (PPD) by contact sensitization down pH (high levels of PPD have been shown to develop contact sensitization at high pH but not at low pH); (c) elimination of the formation of nitrobenzene contact sensitisers
(which can occur in high pH compositions); (d) reduced levels of skin staining at low pH against those obtained at high pH, and; (e) reduction of skin irritation and negative odors as a result of ammonia removal and the use of alternative oxidizing agents in low pH dyeing compositions, according to the present invention.
Oxidative Hair Coloring Processes Any hair oxidative coloring agent can be used in the compositions of the present invention. Typically, without intending to be limited thereby, the hair oxidative coloring agents consist essentially of at least two components, collectively referred to as dye-forming intermediates (or precursors). The dye-forming intermediates can react in the presence of a suitable oxidant to form a suitable molecule. The dye-forming intermediates used in oxidative dyes for hair include: aromatic diamines, amonophenols, various heterocyclics, phenols, naphthols and their derivatives. These dye-forming intermediates can be broadly classified as: primary intermediates and secondary intermediates. Primary intermediates, which are also known as oxidative dye precursors, are chemical compounds that have been activated by oxidation and then react with each other and / or with copulants to form colored dye complexes. Secondary intermediates, also known as couplers or color modifiers, are generally colorless molecules that can form colors in the presence of activated precursors / primary intermediates, and are used with other intermediates to generate specific color effects or to stabilize the color. Suitable primary intermediates which are used in the compositions and processes herein include: aromatic diamines, polyhydric phenols, amino phenols and derivatives of these aromatic compounds (for example N-substituted derivatives of the amines and ethers of the phenols). These primary intermediates are generally colorless molecules prior to
P834 oxidation. Although it is not desired to be limited by any particular theory, it is proposed here that the processes by which color is generated from primary intermediates and secondary coupling compounds generally includes a step-by-step sequence by which the The primary intermediate can be activated (by oxidation), and then linked with a copulant to give a colored, conjugated, dimeric species, which in turn can bind with another "activated" primary intermediate to produce a colored, conjugated, trimeric molecule.
Chemistry of Oxidative Hair Coloration Through pH While not wishing to be limited to any particular theory, it is generally understood that conventional oxidative dyeing typically occurs between oxidative precursor molecules, oxidative coupling molecules and an agent peroxygen oxidant at a high pH (8 to 10). Typical precursors include 1,4-disubstituted benzene derivatives and typical couplers including 1,2 or 1,3-disubstituted benzene derivatives. It is generally accepted that the pH within the hair strand, human, is between pH 5.5 to pH 6 (C.R.
P834 Robbins, Chemical and Physical Behavior of Human Hair, 2nd, De. Pl57), and that the hair has an inherent pH regulating capacity in this pH range. Surprisingly, it has been found that the oxidative coloring of the hair at a pH of 6 or less with the oxidizing agents, at a molar level of between about 0.000294 moles (per lOOg of composition) to-less than about 0.0883 moles (per lOOg of composition) ), and an oxidative hair coloring agent, is valuable for providing an excellent initial color to the hair in combination with an improved color and color fastness with respect to washing over time, a desirable color saturation and vividness attributes, Less damage to the hair, less irritation to the skin and less staining of the skin as well as a more efficient dyeing. In addition, it has been found that the color development efficiency (ie, greater color change) from the inorganic peroxygen oxidizing agents and the oxidative coloring agents for the hair of the present invention, improves under a low pH condition. according to the present invention. In addition, it has been found that hair dye compositions at low pH according to the invention can provide these excellent hair coloring attributes with a minimum of damage thereto. It has been found that at pH levels less than 5,
P834 preferably pH from 1.5 to 5.8, more preferably from pH 1.5 to approximately 5, more preferably from 1.8 to approximately 4.7, more preferably from 2.5 to approximately 4.5 and especially from 2.7 to approximately 3.8, further improvements are achieved in the development of color.
Dye Precursors or Oxidative Dye In general terms, the primary intermediates of oxidative dye include those monomeric materials that, during oxidation, form oligomers or polymers that have extended conjugated systems of electrons in their molecular structure. Due to the new electronic structure, the oligomers and polymers exhibit a shift in their electronic spectra towards the visible range and appear colored. For example, oxidative primary intermediates capable of forming colored polymers include materials such as aniline, which have a single functional group, and which, during oxidation, form a series of conjugated imines and trimers, quinoid dimers, etc., which vary in color from green to black. Compounds such as p-phenylenediamine, which has two functional groups, are capable of oxidative polymerization to provide high molecular weight colored materials having a high molecular weight.
P834 extended colored electron system. The oxidative dyes known in the art can be used in low pH compositions according to the present invention. A representative list of primary intermediaries and secondary couplers suitable for use herein are found in Sagarin, "Cosmetic Science and Technology". Interscience, Special De. Vol. 2 pages 308-310. It is understood that the primary intermediaries detailed below are given only by way of examples and are not intended to limit the compositions and processes herein. Typical aromatic diamines, polyhydric phenols, amino-phenols and derivatives thereof, which are described above as primary intermediates may also have additional substituents on the aromatic ring, for example halogen, aldehyde, carboxylic acid, nitro, sulfonic acid and groups of substituted and unsubstituted hydrocarbons, as well as other substituents of amino nitrogen and phenolic oxygen, for example substituted and unsubstituted alkyl and aryl groups. Examples of aromatic diamines, amino phenols, polyhydric phenols and suitable derivatives thereof, respectively, are compounds having the following general formulas (I), (II) and (III):
P834
OR
wherein Y is hydrogen, halogen, (eg, fluorine, chlorine, bromine or iodine), nitro, amino, hydroxyl.
-CH
-COOM or -S03M (wherein M is hydrogen or an alkali metal or alkaline earth metal, ammonium, or substituted ammonium wherein one or more hydrogen of the ammonium ion is replaced with alkyl radical or hydroxyalkyls of 1 to 3 carbon atoms), wherein Rx, R2, R3 and R4 are the same or different from each other and are selected from the group consisting of
P834 hydrogen, alkyl or alkenyl of Cx to C4 and aryl, alkaryl or alkenyl of C6 to C9, and Rs is hydrogen, alkyl or substituted or unsubstituted alkenyl of C to C4, wherein the substituents are selected from those designated as Y, previously or substituted or unsubstituted aryl, alkeryl or arachyl of C6 to C9, wherein the substituents are selected from those designated as Y, above. As the precursors of formula (I) are amines, these can be used here in the form of peroxide-compatible salts, as mentioned, wherein X represents peroxide-compatible anions of the type detailed above. The general formula of the salt indicated should be understood to encompass those salts having mono, di and tri-negative anions. Specific examples of the formula (I) are: o-phenylenediamine, m-phenylenediamine, p-phenylenediamine, 2-chloro-p-phenylenediamine, 2-iodo-p-phenylenediamine, 4-nitro-o-phenylenediamine, 2-nitro -p-phenylenediamine, 1,3,5-triaminobenzoic acid, 2-hydroxy-p-phenylenediamine, 2,4-diaminobenzoic acid, sodium 2,4-diaminobenzoate, calcium 2,4-diaminobenzoate, di-2,4-diaminobenzoate , 2,4-diaminobenzoate ammonium, 4-diaminobenzoate trimethylamine, 2,4-diaminobenzoate tri- (2-hydroxyethyl) aminium, 2,4-carbonate carbonate diaminobenzaldehyde, 2,4-diaminobenzenesulfonic acid, 2,4
P834 potassium diaminobenzenesulfonate, N, N-diisopropy1-p-phenylenediamine bicarbonate, N, N-dimethyl-p-phenylenediamine, N-ethyl-N '- (2-propenyl) -p-phenylenediamine, N-phenyl-p- phenylenediamine, N-phenyl-N-benzyl-p-phenylenediamine, N-ethyl-N '- (3-ethylphenyl) -p-phenylenediamine, 2,4-toluenediamine, 2-ethyl-p-phenylenediamine, 2- (2- bromoethyl) -p-phenylenediamine, laurate of 2-phenyl-p-phenylenediamine, 4- (2,5-diaminophenyl) benzaldehyde, 2-benzyl-p-phenylenediamine acetate, 2- (4-nitrobenzyl) -p-phenylenediamine, 2- (4-methylphenyl) -p-phenylenediamine, 2- (2,5-diaminophenyl) -5-methylbenzoic acid, methoxyparaphenylenediamine, dimethyl-p-phenylenediamine, 2,5-dimethylpara-phenylenediamine, 2-methyl-5-methoxy -para-phenylenediamine, 2,6-methyl-5-methoxy-para-phenylenediamine, 3-methyl-4-amino-N, N-diethylaniline, N, N-bis (β-hydroxyethyl) -para-phenylenediamine, 3- methyl-4-amino-N, N-bis (β-hydroxyethyl) aniline, 3-chloro-4-amino-N, N-bis (β-hydroxyethyl) aniline, 4-amino-N-ethyl-N- (carbamethyl) Aniline, 3-metuk-4-amino-N-et il-N- (carbamethyl) aniline, 4-amino-N-ethyl- (β-piperidonoethyl) aniline, 3-methyl-4-amino-N-ethyl- (β-piperidonoethyl) aniline, 4-amino-N-ethyl -N- (β-morpholinoethyl) aniline, 3-methyl-4-amino-N-ethyl-N- (β-mesylaminoethyl) aniline, 4-amino-N-ethyl-N- (β-sulfoethyl) aniline, 3- methyl-4-amino-N-ethyl-N- (β-sulfoethyl) aniline, N- (4-aminophenyl) morpholine, N- (4-
P834 aminophenyl) piperidine, 2,3-dimethyl-p-phenylenediamine, isopropyl-p-phenylenediamine, N, N-bis- (2-hydroxyethyl) -p-phenylenediamine sulfate.
0
wherein X and Y are the same as in the formula (I), R1 and R2 may be the same or different from each other and are the same as in the formula (I). R 5 is the same as in the formula (I) and R 5 is hydrogen or alkenyl or substituted or unsubstituted alkyl of C 1, to C 4. , 'where
P834 substitutes are selected from those defined as Y in formula (I). Specific examples of compounds of the formula (II) are: o-aminophenol, m-aminophenol, p-aminophenol, 2-odo-p-aminophenol, 2-nitro-p-aminophenol, 3,4-dihydroxyaniline, 3, 4 -diaminophenol, chloroacetate, 2-hydroxy-4-aminobenzoic acid, 2-hydroxy-4-aminobenzaldehyde, 3-amino-4-hydroxybenzenesulfonic acid, N, N-diisopropyl-p-aminophenol, N-methyl-N- (1-propenyl) -p-aminophenol, N-pheny1-N-benzyl-p-aminophenol sulfate, N-methyl-N- (3-ethylphenyl) -p-aminophenol, 2-nitro -5-ethyl-p-aminophenol, 2-nitro-5- (2-bromoethyl) -p-aminophenol, (2-hydroxy-5-adophenyl) acetaldehyde, 2-methyl-p-aminophenyl, acid (2-hydroxy) -5-aminophenyl) acetic acid, 3- (2-hydroxy-5-aminophenyl) -1-propene, 3- (2-hydroxy-5-aminophenyl) -2-chloro-1-propene, 2-phenyl-p-aminophenol palmitate, 2- (4-nitrophenyl) -p-aminophenol, 2-benzyl-p-aminophenol, 2-benzyl-p-aminophenol, 2- (4-chlorobenzyl-p-aminophenol perchlorate, 2- (4-methylphenyl) - p-aminophenol, 2- (2-amino-4-methylphenyl) -p-aminophenol, p-methoxyaniline, 2-bromoethyl-4-aminophenyl ether phosphate, 2-nitroethyl-4-aminophenyl bromide ether, 2- aminoethyl-4-aminophenyl, 2-hydroxyethyl-4-aminophenyl ether,
(4-aminophenoxy) acetaldehyde, (4-aminophenoxy) acetic acid, (4-aminophenoxy) methanesulfonic acid, isobutyrate ether 1-
P834 propenyl-4-aminophenyl, (2-chloro) -l-propenyl-4-aminophenyl ether, (2-nitro) -l-propenyl-4-aminophenyl ether, (2-amino) -propenyl-4-ether -aminophenyl, (2-hydroxy) -l-propenyl-4-aminophenyl ether, N-methyl-p-aminophenol, 3-methyl-4-aminophenol, 2-chloro-4-aminophenol, 3-chloro-4-aminophenol , 2, 6-dimethyl-4-aminophenol, 3,5-dimethyl-4-aminophenol, 2,3-dimethyl-4-aminophenol, 2,5-dimethyl-4-aminophenol, 2-hydroxymethyl-4-aminophenol, 3 -hydroxymethyl-4-aminophenol.
wherein Y, R5 and R6 are as defined above for formula (II). Specific examples of the compounds of the formula (III) are: o-hydroxyphenol (catechol), m-hydroxyphenol (resorcinol), p-hydroxyphenol (hydroquinone), 4-methoxyphenol, 2-methoxyphenol, 4- (2-chloroethoxy) phenol, 4- (2-propenoxy) phenol, 4- (3-chloro-2-propenoxy) phenol, 2-chloro-4-hydroxyphenol (2-
P834 chlorohydroquinone), 2-nitro-4-hydroxyphenol (2-nitrohydroquinone), 2-amino-4-hydroxyphenol, 1,2,3-trihydroxybenzene (pyrogallol), 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzoic acid, acid 2,4-dihydroxybenzenesulfonic acid, 3-ethyl-4-hydroxyphenol, 3- (2-nitroethyl) -4-hydroxyphenol, 3- (2-propenyl) -4-hydroxyphenol, 3- (3-chloro-2-propenyl) - 4-hydroxyphenol, 2-phenyl-4-hydroxyphenol, 2- (4-chlorophenyl) -4-hydroxyphenol, 2-benzyl-4-hydroxyphenol, 2- (2-nitrophenyl) -4-hydroxyphenol, 2- (2-methylphenyl) ) -4-hydroxyphenol, 2- (2-methyl-4-chlorophenyl) -4-hydroxyphenol, 3-methoxy-4-hydroxy-benzaldehyde, 2-methoxy-4- (1-propenyl) phenol, 4-hydroxy acid 3-methoxycinnamic acid, 2,5-dimethoxyaniline, 2-methylresorcinol, alpha-naphthol and salts thereof. The secondary coupling compounds
(color modifiers) such as those detailed below, are preferably used together with the primary intermediates herein and are thought to interpose themselves in the colored polymers during their formation and to cause displacements in the electronic spectra thereof. , resulting in slight changes in color. Secondary coupling compounds that are suitable for inclusion in the dyeing compositions and processes hereinbefore described, include certain
P834 aromatic amines and phenols and derivatives thereof that do not produce a single color, but modify the color, tone or intensity of the colors developed by the primary oxidized dye intermediates. Certain aromatic amines and phenolic compounds and derivatives thereof include some aromatic diamines and polyhydric phenols of the types described by formulas (I), (II) and (III) above, but which are well known in the art as non-primary intermediates suitable, and here they are considered as suitable couplers. Polyhydric alcohols are also useful for use as copulants herein. The aromatic amines and phenols and derivatives that are described above as copulators may also have additional substituents on the aromatic ring, i.e. halogen, aldehyde, carboxylic acid, nitro, sulfonyl and substituted or unsubstituted by hydrocarbon groups, as well as additional substituents in the amino nitrogen or in the phenolic oxygen, for example substituted or unsubstituted alkyl or aryl groups. Once again, the peroxide-compatible salts thereof are suitable for use herein. Examples of aromatic amines, phenols and derivatives thereof are compounds of the following general formulas (IV) and (V):
P834
or
wherein Z is hydrogen, alkyl C. and C3, halogen (for example fluorine, chlorine, bromine or iodine) nitro,
OR
II -CH
-COOM or S03M, (wherein M is hydrogen or an alkali metal or alkaline earth metal, ammonium or substituted ammonium in
P834 where one or more ammonium ion hydrogens are replaced with an alkyl or hydroxyalkyl radical of 1 to 3 carbon atoms), wherein R and R2 are the same or different and are selected from the group consisting of C1 to C4 alkyl or alkenyl and aril, C6 to C9 alkaryl or aralkyl and R, is hydrogen. Alkyl or substituted or unsubstituted alkenyl of Cx to C4, wherein the substituents are selected from those designated as Z above or substituted or unsubstituted aryl, alkaryl or aralkyl from C6 to C9, wherein the substituents are selected from those defined as Z above and where X is as defined in formula (I). Specific examples of the compounds of the formula (IV) are: aniline, p-chloroaniline, p-fluoroaniline, p-nitroaniline, p-aminobenzaldehyde, p-aminobenzoic acid, sodium p-aminobenzoate, lithium p-aminobenzoate, calcium-p-aminobenzoate, ammonium p-aminobenzoate, trimethylammonium p-aminobenzoate, tri (2-hydroxyethyl) -p-aminobenzoate, p-aminobenzenesulfonic acid, potassium p-aminobenzenesulfonate, N-methylaniline, N-propyl-N -phenylaniline, N-methyl-N-2-propenylaniline, N-benzilaniline, N- (2-ethylphenyl) aniline, 4-methylaniline, 4- (2-bromoethyl) aniline, 2- (2-nitroethyl) aniline, (4 -aminophenyl) acetaldehyde, (4-aminophenyl) acetic acid, 4- (2-propenyl) aniline acetate, 4- (3-
P834 bromo-2-propenyl) aniline, 4-phenylalanine chloroacetate, 4- (3-chlorophenyl) aniline, 4-benzilaniline, 4- (4-iodobenzyl) aniline, 4- (3-ethylphenyl) aniline, 4- (2 -chloro-4-ethylphenyl) aniline.
wherein Z and R7 are defined as the formula (IV) and R8 is hydrogen or alkenyl or substituted or unsubstituted alkyl of C ^^ to C4, wherein the substituents are selected from those defined as Z in the formula (IV). Specific examples of the compounds of the formula (V) are: phenol, p-chlorophenol, p-nitrophenol, p-hydroxybenzaldehyde, p-hydroxybenzoic acid, p-hydroxybenzenesulfonic acid, ethylphenyl ether, 2-chloroethylphenyl ether, 2-nitroethylphenyl ether, phenoxyacetaldehyde, phenoxyacetic acid, 3-phenoxy-1-propene, 3-phenoxy-2-nitro-1-propene, 3-phenoxy-2-bromo-1-propene, 4-propylphenol, 4- (3-bromopropyl) phenol, 2- (2-Nitroethyl) phenol, (4-hydroxyphenyl) acetaldehyde, acid (4-
P834 hydroxyphenyl) acetic acid, 4- (2-propenyl) phenol, 4-phenylphenol, 4-benzylphenol, 4- (3-fluoro-2-propenyl) phenol, 4- (4-chlorobenzyl) phenol, 4- (3-ethylphenyl) ) phenol, 4- (2-chloro-3-ethylphenyl) phenol, 2,5-xylenol, 2,5-diaminopyridine, 2-hydroxy-5-aminopyridine, 2-amino-3-hydroxypyridine, tetraaminopyrimidine, 1, 2, 4-trihydroxybenzene, 1,2,4-trihydroxy-5- (C to C6 alkyl) benzene, 1,2,3-trihydroxybenzene, 4-aminoresorcinol, 1,2-dihydroxybenzene, 2-amino-1,4-dihydroxybenzene, 2-amino-4-methoxyphenol, 2,4-diaminophenol, 3-methoxy-1,2-dihydroxybenzene, 1,4-dihydroxy-2- (N, N-diethylamino) benzene, 2,5-diamino-4-methoxy -l-hydroxybenzene, 4,6-dimethoxy-3-amino-l-hydroxybenzene, 2,6-dimethyl-4- [N- (p-hydroxyphenyl) amino] -1-hydroxybenzene, 1,5-diamino-2- meti1-4- [N- (p-hydroxyphenyl) amino] benzene and salts thereof. Additional primary intermediates suitable for use herein include catechol species and in particular the "dopa" catechol species that include dopa itself as well as homologs, analogs and DOPA derivatives. Examples of suitable catechol species include cysteinyl dopa, alpha alkyl dopa having 1 to 4, preferably 1 to 2 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having from 1 to 6 carbon atoms and preferably from 1 to 2 carbon atoms in the alkyl group.
P834 The general suitable catechols are represented by the following formula (VI):
wherein R1, R2 and R3, which may be the same or different, are electron acceptor or donor substituents selected from H, lower alkyl (C.-C,), OH, OR, COOR, NHCOR, CN, COOH, Halogen, N02, CF3, S03H or NR4R5, provided that only one of R ?, R2 or R3 can be CN, COOH, halogen, N02, CF3 or S03H: R4 and R5, which may be the same or different are H, lower alkyl (C ^ -C) or substituted lower alkyl (C1-C6) wherein the substituent may be OH, OR, NHCOR6, NHCONH2, NHC02R6, NHCSNH2, CN, COOH, S03H, S02NR6, S02R6 or C02R6; R6 is lower alkyl (-C8), hydroxyalkyl (Cj-C8) phenyl lower bound to the nitrogen with an alkylene, phenyl or phenyl chain substituted with the substituent defined as Rx and R is C1-C6 alkyl or hydroxyalkyl Cj-C8. Also included here are oxidative hair dyeing agents of the general formula:
P834 H
wherein Rx = substituted or unsubstituted benzene ring, tertiary butyl, etc .; R = substituted or unsubstituted benzene ring and the formula:
i
wherein R = aminoalkyl, amidoalkyl, aminobenzene
(substituted or unsubstituted), amidobenzene (substituted or unsubstituted), alkyl, substituted or unsubstituted benzene ring; R = substituted or unsubstituted benzene ring. The primary intermediates can be used here alone or in combination with other primary intermediates, and one or more can be used in combination with one or more couplers. The choice of primary and copulant intermediaries will be determined by the color, tone or
P834 intensity of coloring, whatever is desired. There are nineteen preferred primary and preferred copulators that can be used here, in simple form or in combination, to provide dyes having a variety of shades ranging from ash blond to black, these are: pyrogallol, resorcinol, p-toluenediamine, p-phenylenediamine, o-phenylenediamine, m-phenylenediamine, or- aminophenol, p-aminophenol, 4-amino-2-nitrophenol, nitro-p-phenylenediamine, N-phenyl-p-phenylenediamine, m-aminophenol, 2-amino-3-hydroxypyridine, l-naphthol, N, N bis (2 -hydroxyethyl) p-phenylenediamine, 4-amino-2-hydroxytoluene, 1,5-dihydroxynaphthalene, 2-methyl resorcinol and 2,4-diaminoanisole. These can be used in the molecular form or in the form of salts compatible with peroxide, as mentioned above. The primary intermediates and coupling compounds mentioned above may be combined to provide a wide variety of colors to the hair. Hair colors can vary in both color depth and color intensity. As described above, the compositions according to the present invention are valuable in order to provide high intensity colors. Color intensity, as defined herein, refers to the amount of color compound formed in the hair and retained by it. In general,
P834 the high intensity as defined here refers to dark or deep colors such as dark red, dark brown or black, etc. In accordance with the foregoing, it is possible to formulate hair colors of variable color intensity by adjusting the initial levels of each of the oxidative dye materials. For example, low intensity colors such as natural blonde to light brown hair shades, generally comprise from about 0.001% to about 5%, preferably from about 0.1% to about 2%, more preferably about 0.2. % to about 1% by weight of the dyeing compositions of total oxidative dyeing agents and can be achieved by the combination of primary intermediates such as 1,4-diamino-benzene, 2,5-diamino toluene, 2,5-diamino-anisole , 4-aminophenol, 2,5-diamino-benzyl alcohol and 2- (2 ', 5'-diamino) phenylethanol with couplers such as resorcinol, 2-methyl resorcinol or 4-chloro resorcinol. Similar combinations of the above primary intermediates with couplers, for example, 5-amino-2-methylphenol and 1,3-diamino-benzene derivatives such as for example 2,4-diamino-anisole at levels of about 0.5% to about 1 % of total dyeing agents, can lead to red colors of medium intensity. The
P834 high intensity colors such as blue to violet blue hair tones can be produced by the combination of the above primary intermediates with couplers such as 1,3-diamino-benzene or its derivatives such as 2,5-diamino-toluene at levels of about 1% to about 6% by weight of the composition of the total dyeing agents. The colors for black hair can be obtained by combining the aforementioned primary intermediates with couplers such as 1,3-diaminobenzene or its derivatives. However, considerations have to be made against the physiological compatibility of para-amino phenol which is commonly used to impart red color to hair. Similarly, the physiological compatibility of some of the favored agents for the production of the black color, for example paraphenylenediamine (PPD), has resurfaced. There is therefore a need for oxidative hair dye compositions having an improved safety profile and in particular oxidative dye compositions that provide dark colors, i.e. high color intensity dyes, which have an improved safety profile. As discussed above, the low pH compositions of the present invention provide excellent attributes of hair dye in combination with reduced levels of damage to the hair.
P834 hair and spotting and / or skin irritation. As such, the compositions of the present invention are valuable in providing improved condition attributes to the hair in combination with good initial color development and consistency and improved color fastness to washing over time, in addition to having reduced levels of damage to the hair and of irritation and / or staining to the skin.
Non Oxidating and Other Dyes The hair coloring compositions of the present invention, in addition to the essential, oxidizing, hair coloring agents, may optionally include non-oxidizing and other dye materials. Optional non-oxidizing and other dyes suitable for use in hair coloring compositions and processes in accordance with the present invention include both semi-permanent, temporary and other dyes. Non-oxidizing dyes as defined herein include so-called "direct-acting dyes", metallic dyes, metal chelate dyes, fiber-reactive dyes and other synthetic and natural dyes. Several types of non-oxidizing dyes are detailed in: Chemical and Physical Behavior of Human Hair '3rd Ed.
P834 by Clarence Robbis (pp 250-259); ? The Chemistry and Manufacture of Cosmetics. Volume IV. 2 - Ed. Maison G. De Navarre at chapter 45 by G.S. Kass (pp 841-920); 'Cosmetics: Science and Technology' 2nd ed., vol. II Balsam Sagarin, chapter 23 by F.E. Wall (pp 279-343): 'The Science of Hair Care' edited by C. Zviak, chapter 7 (pp 235-261) and? Hair Dyes'. J.C. Johnson. Noyes Data Corp., Park Ridge, U.S.A. (1973), (pp 3-91 and 139). Direct-acting dyes that do not require an oxidizing effect in order to develop color are also referred to as hair dyes and have been known for a long time in the art. They are usually applied to the hair in a base matrix including surfactant material. Direct-acting dyes include nitro dyes such as the nitroamino-benzene or nitroaminophenol derivatives; dispersion dyes such as nitroarylamines, aminoaritraquinones or azo dyes, anthraquinone dyes, naphthoquinone dyes, basic dyes such as Acridine Orange C.l. 46005. Nitro dyes are added to the dyeing compositions to improve the color of the dye and to add aesthetic color, suitable to the dye mixture before application.
P834 Additional examples of direct-acting dyes include: the dyes of Arianor, basic coffee 17, C.l. (color index) - no. 12,251; basic red 76, C.l. - 12,245, basic coffee 16, C.l. - 12,250; basic yellow 57, C.l. - 12,719 and basic blue 99, C.l. - 56,059 and additional direct-acting dyes such as acid yellow 1, C.l. - 10,316 (D &C yellow No. 7); acid yellow 9, Cl. -13,015; basic violet C.l. -45-170; dispersed yellow 3, C.l. - 11,855, basic yellow 57, C.l. - 12,719; scattered yellow 1,
Cl. - 10.345; violet basic 1, Cl. - 42,535 basic violet 3, C.l. 42,555; greenish blue, C.l. - 42090
(FD &C Blue No. 1); yellowish red, Cl. -14700 (FD &C red No. 4); yellow, C.l. 19140 (FD &C yellow No. 5), yellowish orange, C.l. 15985, (FD &C yellow No. 6); bluish green, Cl. 42053 (FD &C green No. 3); yellowish red, Cl. 16035 (FD &C red No. 40); bluish green, C.l. 61560 (D &C green No. 3); orange, C.l. 45370 (D &C orange No. 5); red, C.l. 15850 (D &C red No. 6); bluish red, C.l. 15850 (D &C red No. 7); light blue bluish C.l. 45380 (D &C red No. 22); bluish red, C.l. 45410 (D &C red No. 28); bluish red, Cl. 73360 (D &C red No. 30); reddish purple, Cl. 17200 (D &C red No. 33); impure blue-red, C.l. 15880 (D &C red No. 34); bright yellow red, Cl. 12085
P834 (D &C red No. 36); bright orange, C.l. 15510 (D &C orange No. 4); greenish yellow, C.l. 45005 (D &C yellow No. 10); bluish green, C.l. 59040 (D &C green No. 8); violet blue, C.l. 60730 (Ext D &C Violet No. 2); greenish yellow, C.l. 10316 (Ext. D &C yellow No. 7); Reactive dyes with fibers include Procion (RTM), Drimarene (RTM), Cibacron (RTM), Levafix (RTM) and Remazol (RTM) dyes available from ICI, Sandoz, Ciba-Geigy, Bayer and Hoechst, respectively. Natural dyes and vegetable dyes as defined herein include henna (La sonia alba), chamomile (Matricaria chamomila or anthemus nobilis), indigo, palo de campeche and nut shell extract. Temporary hair dyes, or hair coloring rinses, are generally comprised of dye molecules which are too large to diffuse into the hair shaft and which act on the outside of the hair. Usually, they are applied via a leave-in procedure in which the dye solution is allowed to dry on the hair surface. Since these dyes are typically less resistant to the effects of washing and cleaning the
P834 hair with surfactants, and wash hair with relative ease. Any temporary dye for the hair can be suitably used in the compositions of the invention and examples for temporary, preferred hair dyes, as illustrated below.
Yellow blue
Hair dyes, semi-permanent, are dyes that are generally smaller in size and perform temporary hair rinses, but are generally larger than permanent dyes (oxidants). Typically, semi-permanent dyes act in a manner similar to oxidant dyes and
P834 that have the potential to spread on the hair shaft. However, semi-permanent dyes are generally smaller in size than the conjugated oxidizing dye molecules mentioned above and as such are predisposed to gradual diffusion out of the hair once again. The simple washing and cleansing action of the hair will encourage this process and in general the semi-permanent dyes are largely washed from the hair after approximately 5 to 8 weeks. Any semi-permanent dye system in the compositions of the present invention can suitably be used. Semi-permanent dyes suitable for use in the compositions of the present invention are Blue HC 2, Yellow HC 4, Red HC 3, Violet Dispersed 4, Black Dispersed 9, Blue HC 7, Yellow HC 2, Blue Dispersed 3, Violet Dispersed 1 and mixtures thereof. The examples of semi-permanent dyes are illustrated below:
P834 Blue Blue Yellow Red Red
Typical semi-permanent dye systems incorporate mixtures of both large and small color molecules. Since the size of the hair is not
P834 uniform from the root to the tip, the small molecules will diffuse both at the root and at the tip, but will not be retained inside the tip, while the larger molecules will generally be only able to diffuse at the ends of the hair . This combination of dye molecule size is used to help give consistent color results from the root to the tip of the hair both during the initial dyeing process and during subsequent washing.
Buffering Agents The coloring compositions of the present invention have a pH in the range of from about 1 to about 5, preferably from 1.5 to about 5, more preferably from about 1.8 to about 4.7, more preferably from about 2.5 to about 4.5 and especially from about 2.7 to about 3.8. As described hereinbefore, the pH of the preferred coloring compositions of the present invention is maintained within the desired range of pH via the action of the oxidizing agent of
P834 inorganic oxygen. However, if desired, the compositions may contain one or more optional buffering agents and / or hair-swelling agents (HSAs). Various different pH modifiers can be used to adjust the pH of the final composition or any constituent part thereof. This pH adjustment can be effected by using well-known acidifying agents in the field of treatment of keratin fibers, and in particular human hair, such as inorganic and organic acids such as hydrochloric acid, tartaric acid, citric acid, acid succinic, phosphoric acid and carboxylic or sulphonic acids such as ascorbic acid, acetic acid, lactic acid, sulfuric acid, formic acid, ammonium sulfate and sodium dihydrogen phosphate / phosphoric acid, disodium hydrogen phosphate / phosphoric acid, potassium chloride / hydrochloric acid potassium dihydrogen-phthalate / hydrochloric acid, dihydrogen-potassium citrate / hydrochloric acid, dihydrogen-potassium citrate / citric acid, sodium citrate / citric acid, sodium tartarate / tartaric acid, sodium lactate / lactic acid, acetate sodium / acetic acid, disodium hydrogen phosphate / citric acid and sodium chloride / glycine-acid
P834 hydrochloric, succinic acid and mixtures thereof. Examples of alkaline buffering agents are ammonium hydroxide, ethylamine, dipropylamine, triethylamine and alkanediamines such as 1,3-diaminopropane, alkaline alkanolamines, anhydrouss such as mono- or di-ethanolamine, preferably those which are completely substituted in the amine group. such as dimethylaminoethanol, polyalkylene polyamines, such as diethylenetriamine or a heterocyclic amine such as morpholine as well as alkali metal hydroxides, such as sodium and potassium hydroxide, alkaline earth metal hydroxides, such as hydroxide and magnesium and calcium, basic amino acids such as L -arginine, lysine, alanine, leucine, iso-leucine, oxilisin and histidine and alkanolamines such as dimethylaminoethanol and aminoalkylpropanediol and mixtures thereof. Also suitable for use are the compounds that form HC03- by dissociation in water (hereinafter referred to as "ion-forming compounds"). Examples of suitable ion-forming compounds are Na 2 CO 3, NaHCO 3, K 2 CO 3, (NH 4) 2 CO 3, NH 4 HCO 3, CaCO 3 and Ca (HC 3) and mixtures thereof. Preferred for use herein as buffering agents are organic acids and
P834 inorganic having a first pKa below pH 6, and their conjugate bases. As defined in this, the first pKa means, the negative logarithm (to the base 10) of the equilibrium constant K, where K is the maximum dissociation constant. Organic and inorganic acids suitable for use herein are: aspartic, maleic, tartaric, glutamic, glycolic, acetic, succinic, salicylic, formic, benzoic, malic, lactic, malonic, oxalic, citric, phosphoric and mixtures of the same. Particularly preferred are acetic acid, succinic, salicylic and phosphoric acid and mixtures thereof. The low pH dye compositions according to the present invention, when in the form of the intended use may, as described below, be comprised of a final solution containing both the oxidizing agent and a dye oxidative agent. for hair, which have been mixed before application to the hair, or a one-component system. In addition, optional materials may be present either in combination with the oxidizing agent / coloring agent mixture or as units in separate containers. In this way, the compositions according to the present invention may comprise cases for hair dyeing in
P834 several types of separate components. In oxidizing and coloring equipment comprising a portion of the inorganic peroxygen oxidizing agent, which may be present in either the solid or liquid form, a solution of buffering agent may be used to stabilize the hydrogen peroxide. Since hydrogen peroxide is stable in the pH range from 2 to 4, it is necessary to use a buffering agent having a pH within this range. Diluted acids are suitable buffering agents for hydrogen peroxide. In oxidizing and coloring equipment comprising an oxidizing agent (which may be in either solid or liquid form) in combination with one or more coloring agents, a buffering agent capable of maintaining a pH of solution in the range of about 1. to about 5, preferably from about 1.5 to about 5, more preferably from about 1.5 to about 5, more preferably from about 1.8 to about 4.7, more preferably from about 2.5 to about 4.5 and especially from about 2.7 to approximately 3.8. As such, it is necessary to use a
P834 buffer agent having a pH within this range.
Catalyst The colorant compositions herein may optionally contain a transition metal-containing catalyst for the peroxygen oxidizing agents and the peroxyacid oxidizing agent (s), preformed, optional. A suitable type of catalyst is a catalyst system comprising a heavy metal cation of the catalytic activity of a bleach, defined, such as copper, iron or manganese cations, an auxiliary metal cation having little or no catalytic activity of bleaching, such as zinc or aluminum cations, and a sequestrant having the stability constants defined for the catalytic and auxiliary metal cations, particularly ethylenediaminetetraacetic acid, ethylenediaminetetra (methylenephosphonic acid) and water soluble salts thereof. These catalysts are described in US-A-4, 430, 243. Other types of suitable catalysts include the manganese-based complexes described in US-A-5,246, 621 and US-A-5, 244, 594. Preferred examples of These catalysts include MnIV2 (u-
P834 O) 3 (1, 4, 7 -trimeti1-1, 4, 7-triazacyclononane) 2- (PF6) 2, (uO) 1 (u-OAc) 2 (1,4, 7-trimeti1-1, 4 , 7-triazacyclononane) 2- (ClO 2, MnIV4 (iu-0) 6 (1, 4,7-triazacyclononane) 4- (C104) 2, MnI? P: MnIV4 (uO) 1 (u-OAc) 2- (1, 4, 7-trimethyl-1,4,7-triazacyclononane) 2 (C104) 3, and mixtures thereof Others are described in EP-A-0,6549,272 Other ligands suitable for use in present include 1, 5, 9-trimethyl-l, 5, 9-triazacyclododecane, 2-methyl-1,4-, 7-triazacyclononane, 2-methyl-1,4,4-triazacyclononane, 1, 2, 4, 7 -tetramethyl-1, 4, 7-triazacyclononane, and mixtures thereof For examples of suitable catalysts see US-A-4,246, 612 and US-A-5, 227, 084. Also see US-A-5,194,416 which teaches mononuclear manganese (IV) complexes such as Mn (1, 4, 7-trimethyl-1,4,7-triazacyclononane) (OCH 3) 3- (PF 6) Still another suitable type of catalyst, as described in US-A -5,114,606, is a water soluble complex of manganese (II), and / or (IV) with a li which is a polyhydroxy non-carboxylate compound having at least three consecutive C-OH groups. Other examples include binuclear Mn formed in complex with tetra-N-dentate and ligands of bi-N-dentate including N4M? IIG (uO) 2 nIN4) + and [Bipy2MnXII (u-0) 2 Mn? Vbipy2] - (Cl04) ) 3. Suitable catalysts are described,
Additional P834, for example, in EP-A-0, 408, 131
(Cobalt complex catalysts), EP-A-8, 384, 503, and EP-A-0, 306, 089 (metallo-porphyrin catalysts),
US-A-4, 728, 455 (manganese / multidentate ligand catalysts), US-A-4, 711, 748 and EP-A-0, 224, 952,
(manganese absorbed in aluminosilicate catalyst), US-4,601,845 (aluminosilicate support with manganese and zinc and magnesium salt), US-A-4, 626, 373 (manganese / ligand catalyst), US-1-4, 119 , 557 (ferric complex catalyst), DE-A-2, 054, 019 (cobalt chelator catalyst), CA-A-866,191 (transition metal containing salts), US-A-430,243 (chelators with cations of manganese and non-catalytic metal cations), and US-A-4, 728, 455 (manganese gluconate catalysts).
Heavy metal ion sequestrants The coloring compositions of the invention may contain as an additional component a heavy metal ion sequestrant. By "heavy metal ion sequestrant" is meant herein components that act to sequester (chelate or remove) heavy metal ions. These components can also have
P834 calcium and magnesium chelation capacity, but preferentially show selectivity for the binding of heavy metal ions such as iron, manganese and copper. These sequestering agents are valuable in the hair coloring compositions as described herein for the distribution of the controlled oxidizing action as well as for the provision of good storage stability of the hair coloring products. Heavy metal ion sequestrants are generally present at a level from about 0.005% to about 20%, preferably from about 0.01% to about 10%, more preferably from about 0.05% to about 2% by weight of The compositions. Various sequestering agents, including amino phosphonates, available as Dequest (RTM) from Monsanto, nitriloacetates, hydroxyethyl ethylene triamines and the like are known for this use. Suitable heavy metal ion sequestrants for use herein include organic phosphonates, such as amino alkylene poly (alkylene phosphonates), alkali metal ethane 1-hydroxy disphosphonates and nitrile trimethylene phosphonates.
P834 Preferred among the above species are diethylene triamine penta (methylene phosphonate), ethylene diamine tri (methylene phosphonate), hexa ethylene diamine tetra (methylene phosphonate) and hydroxy ethylene 1,1. -disphosphonate. Preferred heavy-metal, non-phosphorus, non-phosphorus ion sequestrants suitable for use herein include nitrilotriacetic acid and polyaminocarboxylic acids such as ethylenediaminetetraacetic acid, ethylenetriamine pentaacetic acid, ethylenediamine disuccinic acid, ethylenediamine diglutaric acid, acid 2-hydroxypropylenediamine disuccinic, or any of the salts thereof. Especially preferred are ethylenediamine-N, N'-disuccinic acid (EDDS), see US-A-4,704,233, or the salts of alkali metals, alkaline earth metals, ammonium or substituted ammonium thereof, or mixtures thereof. Other suitable heavy metal ion sequestrants for use herein are iminodiacetic acid derivatives such as 2-hydroxyethyl diacetic acid or glyceryl imino diacetic acid, described in EP-A-317,542 and EP-A-399, 133. The sequestrants of iminodiacetic acid-N-2-hydroxypropyl-sulphonic acid and aspartic acid-N-acid
P834 carboxymethyl-N-2-hydroxypropyl-1-3-sulfonic acids described in EP-A-516,102 are also suitable herein. Sequestrants of β-alanine-N, β-diacetic acid, aspartic acid-N, β-diacetic, aspartic acid-N-monoacetic acid and iminodisuscinic acid described in EP-A-509,382 are also suitable. EP-A-476,257 describes suitable amino-based sequestrants. EP-A-510,331 describes suitable sequestrants derived from collagen, keratin or casein. EP-A-528,859 describes a suitable alkyl-iminodiacetic acid sequestrant. Also suitable are dipicolinic acid and 2-phosphonabutane-1,2,4-tricarboxylic acid. Also suitable are glycinamide-N, N'-disuccinic acid (GADS), ethylenediamine-N-N '-diglutaric acid (EDDG) and 2-hydroxypropylenediamine-N-N'-disuccinic acid (HPDDS). The heavy metal ion sequestrants of the present invention can be used in their alkali metal or alkaline earth metal salts.
Thickeners The coloring compositions of the present invention may additionally include a thickener at a level from about 0.05% to about 20%, preferably from about
P834 about 0.1% to about 10%, more preferably from about 0.5% to about 5% by weight. Thickening agents suitable for use in the compositions herein are selected from oleic acid, cetyl acid, oleyl alcohol, sodium chloride, cetearyl alcohol, stearyl alcohol, synthetic thickeners such as Carbopol, Aculyn and Acrosyl and mixtures thereof. same. Preferred thickeners for use herein are Aculyn 22 (RTM), steareth-20 methacrylate copolymer; Aculyn 44 (RTM), polyurethane resin and Acusol 830 (RTM), acrylate copolymer available from Rohm and Haas, Philadelphia, PA, USA. Additional thickeners suitable for use herein include sodium alginate or gum arabic, or cellulose derivatives, such as methylcellulose or the sodium salt of carboxymethylcellulose or acrylic polymers.
Diluent Water is the preferred diluent for the compositions according to the present invention. However, the compositions according to the present invention can include one or more solvents as additional diluent materials. In general,
P834 solvents suitable for use in the coloring compositions of the present invention are selected to be water-miscible and harmless to the skin. Solvents suitable for use as additional diluents herein include mono- or polyhydric alcohols of 1 to 20 carbon atoms and their esters, glycerin, with monohydric and dihydric alcohols and their esters which are more preferred. In these compounds, alcohol residues containing from 2 to 10 carbon atoms are preferred. Thus, a preferred group includes ethanol, isopropanol, n-propanol, butanol, propylene glycol, ethylene glycol monoethyl ether, and mixtures thereof. Water is the preferred main diluent in the compositions according to the present invention. The main diluent, as defined herein, means that the present water level is higher than the total level of any other diluent. The diluent is present at a level of preferably from about 5% to about 99.98%, preferably from about 15% to about 99.5%, more preferably at least from about 30% to about 39%, and especially from about
P834 about 50% to about 98% by weight of the compositions herein.
Enzyme An additional, extensive material useful in hair coloring compositions according to the present invention is one or more enzymes. Suitable enzyme materials include the commercially available lipases, cutinases, amylases, neutral and alkaline proteases, esterases, cellulases, peptinases, lactases and peroxidases commercially incorporated into the detergent compositions. Suitable enzymes are discussed in U.S. Patent No. 3,519,570 and 3,533,139. Peroxidases are specific hemoproteins for peroxide, but using a wide range of substrates as donors. Catalase that decomposes peroxide is included in the present in view of the fact that it is generally similar in structure and properties and is capable of certain oxidations by H202. The decomposition of H202 can be considered as the oxidation of one molecule by the other. It extends into aerobic cells and may have some more important function. The coenzyme, peroxidases are not haemoproteins and at least one is falvoprotein. Other
P834 flavoproteins such as xanthine oxidase will also use H202 among other acceptors, and the coenzyme, peroxidases will resemble these in place of the classical peroxidases that are not specific for H202. Peroxidases suitable for the decomposition of the present invention include horseradish peroxidase, Japanese horseradish peroxidase, cow's milk peroxidase, rat liver peroxidase, linginase and haloperoxidase such as chlorine- and bromo-peroxidase. The enzymes are optionally incorporated at levels sufficient to provide up to about 50 mg by weight, more typically about 0.01 mg to about 10 mg of active enzyme per gram of the hair treatment composition of the invention. Expressed otherwise, the enzyme peroxidase may be incorporated in the compositions according to the invention at a level from about 0.0001% to about 5%, preferably from about 0.001% to about 1%, more preferably from about 0.01. % up to about 1% active enzyme per weight of the composition. Commercially available protease enzymes include those sold under the trademarks Alcalase, Savinase, Primase, Durazym, and
P834 Waiting for Novo Industries A / S (Denmark), those sold by the trademark Maxatase, Maxacal and Maxapem by Gist-Brocades, those sold by Genecor International, and those sold under the trade name Opticlean and Optimase by Solvay Enzymes. The protease enzyme can be incorporated into the compositions according to the invention at a level from about 0.0001% to 4% active enzyme per weight of the composition. Amylases include, for example, α-amylases obtained from a special strain of B-licheniformis, described in more detail in GB-1,269,839
(Novo) Preferred commercially available amylases include, for example, those sold under the trademark Rapidase by Gist-Brocades, and those sold under the trademark Termamyl and BAN by Novo Industries A / S. The amylase enzyme can be incorporated in the composition according to the invention at a level from about 0.0001% to 2% active enzyme by weight of the composition. The lipolytic enzyme can be presented at levels of the active lipolytic enzyme from about 0.0001% to 2% by weight, preferably 0.001% to 1% by weight, more preferably from 0.001% to 0.5% by weight of the
P834 compositions. The lipase may be obtained from fungal or bacterial origin, for example, from a strain that produces Humicola lipase, sp. , Thermomyces, sp. 0 Pseudomonas sp. Including Pseudomonas pseudoalcaligenes or Pseudomas fluorescens. The lipase of chemically or genetically modified mutants of these strains are also useful, for example. A preferred lipase is derived from Pseudomonas pseudoalcaligenes, which is described in the European Patent issued, EP-B-0218272. Another preferred lipase herein is obtained by cloning the gene from Humicola lanuqinosay and expressing the gene in Aspergillus Oryza, as a host, as described in European Patent Application, EP-A-0258, 068, which is commercially available from Novo Industri A / S Bagsvaerd, Denmark, under the trade name Lipolase. This lipase is also described in U.S. Patent No. 4,810,414 to Huge-Jensen, et al., Issued March 7, 1989.
Surfactant Materials The compositions of the present invention may additionally contain a surfactant system. The suitable surfactants for
P834 inclusion in the compositions of the invention generally have a lipophilic chain length from about 8 to about 22 carbon atoms and can be selected from surfactants, anionic, cationic, amphoteric, zwitterionic, and mixtures thereof.
(i) Anionic Surfactants Suitable anionic surfactants for inclusion in the compositions of the invention include alkyl sulfates, ethoxylated alkyl sulfates, alkyl glyceryl ether sulfates, methyl acyl taurates, fatty acyl glycinates, N- acyl glutamates, acyl isethionates, alkyl sulfosuccinates, alkyl ethoxysulfosuccinates, alpha-sulfonated fatty acids, their salts and / or esters, alkyl ethoxy carboxylates, alkyl phosphate ethers, ethoxylated alkyl phosphate esters, sulfates of alkyl, acyl sarcosinates and fatty acid / protein condensates and mixtures thereof. The lengths of the alkyl and / or acyl chain for these surfactants are from 12 to 22 carbon atoms, more preferably from 12 to 18 carbon atoms, more preferably from 12 to 14 carbon atoms.
(ii) Nonionic Surfactants The compositions of the invention may also comprise a water-soluble nonionic surfactant (s). Surfactants of this class include mono- and di-ethanolamines of fatty acid of 12 to 14 carbon atoms, sucrose-polyester surfactants and polyhydroxy fatty acid amide surfactants having the general formula below:
O R "R.-C-N-Z,
The fatty acid amide surfactants of N-alkyl, N-alkoxy or N-aryloxy, polyhydroxy, according to the above formula are those in which R8 is hydrocarbyl of 5 to 31 carbon atoms, preferably hydrocarbyl of 6 to 19 carbon atoms, including straight chain and branched chain alkyl and alkenyl, or mixtures thereof and R 9 is typically hydrogen, alkyl of 1 to 8 carbon atoms or hydroxyalkyl, preferably methyl, or a group of the formula -R1-0-R2, wherein R1 is hydrocarbyl of 2 to 8 carbon atoms including straight chain, branched chain and cyclic (including
P834 aryl), and is preferably alkylene of 2 to 4 carbon atoms, R2 is straight chain hydrocarbyl, branched chain and cyclic chain of 1 to 8 carbon atoms, including aryl and oxyhydrocarbyl, and is preferably alkyl of 1 to 4 atoms of carbon, especially methyl or phenyl. Z2 is a polyhydroxyhydrocarbyl portion having a linear hydrocarbyl chain with at least 2 (in the case of glyceraldehyde) or at least 3 hydroxyl (in the case of other reducing sugars) directly connected to the chain, or alkoxylated derivative (preferably ethoxylated) or propoxylated) thereof. Z2 will be preferably derived from a reducing sugar in a reductive amination reaction, more preferably Z2 is a glycityl portion. Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose, as well as glyceraldehyde. As raw materials, high dextrose corn syrup, high fructose corn syrup, high maltose corn syrup, as well as the individual sugars listed above can be used. These corn syrups can produce a mixture of sugar components for Z2. It will be understood that it does not intend to exclude other raw materials. Z2 will preferably be selected from the group consisting of -CH2 (CHOH) n-CH2OH, -CH (CH2OH) - (CHOH) n-l-CH2H. CH2 (CHOH) 2 (CHOR ') CHOH) -CH2OH, wherein n is an integer from 1 to 5, inclusive, and R' is H or a cyclic mono- or polysaccharide, and alkoxylated derivatives thereof. As noted, more preferred are glycityls wherein n is 4, particularly _CH2- (CHOH) 4-CH2OH. The most preferred polyhydroxy fatty acid amide has the formula R8 (CO) N (CH3) CH2 (CHOH) 4CH2OH wherein R8 is a straight chain alkyl or alkylene group of 6 to 19 carbon atoms. In the compounds of the above formula, R8-C0-N < it can be, for example, cocoamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmiamide, seboamide, etc. Nonionic surfactants, oil derivatives suitable for use herein include emollients derived from animals and plants, soluble in water, such as triglycerides with a polyethylene glycol chain inserted, mono and di-glycerides ethoxylated, polyethoxylated lanolines and derivatives of butter, ethoxylates. A preferred class of oil-derived nonionic surfactants for use herein have the general formula below.
P834 RCOCH2CH (OH) CH2 (OCH2CH2) nOH
wherein n is from about 5 to about 200, preferably from about 20 to about 100, more preferably from about 30 to about 85, and wherein R comprises an aliphatic radical having an average of from about 5 to 20 atoms carbon, preferably from about 7 to about 18 carbon atoms. Suitable oils and ethoxylated acids of this class include polyethylene glycol glyceryl cocoate derivatives, glyceryl caproate, glyceryl caprylate, glyceryl seboate, glyceryl palmate, glyceryl stearate, glyceryl laurate, glyceryl oleate, glyceryl ricinoleate. , and glyceryl fatty esters derived from triglycerides, such as palm oil, almond oil, and corn oil, preferably glyceryl ceboate, and glyceryl cocoate. Preferred for use herein are non-ionic fatty alcohol surfactants of 9 to 15 carbon atoms, polyethoxylated, based on
P834 polyethylene glycol, which contains an average of from about 5 to about 50 portions of ethyleneoxy per mole of surfactant. Fatty acids of 9 to 15 carbon atoms, polyethoxylated, based on polyethylene glycol, suitable for use herein include Pareth-3 of 9 to 11 carbon atoms, and Pareth-4 of 9 to 11 carbon atoms, Partht 5 of 9 to 11 carbon atoms, Pareth-6 of 9 to 11 carbon atoms, Pareth-7 of 9 to 11 carbon atoms, Pareth-8 of 11 to 15 carbon atoms, Pareth-3 of 11 to 15 atoms of carbon, Pareth-4 of 11 to 15 carbon atoms, Pareth-5 of 11 to 15 carbon atoms, Pareth-6 of 11 to 15 carbon atoms, Pareth-7 of 11 to 15 carbon atoms, Pareth-8 from 11 to 15 carbon atoms, Pareth-9 from 11 to 15 carbon atoms and Pareth-10 from 11 to 15 carbon atoms, Pareth-11 from 11 to 15 carbon atoms, Pareth-12 from 11 to 15 carbon atoms. carbon, Pareth-13 of 11 to 15 carbon atoms and Pareth-14 of 11 to 15 carbon atoms. Hydrogenated castor oil, PEG 40 is commercially available under the trademark Cremaphor (RTM) from BASF. Glyceryl cocoate PEG 7 and glyceryl laurate PEG 20 are commercially available from Henkel under the tradenames of Cetiol (RTM) HE and Lamacit (RTM) GML 20,
P834 respectively. Pareth-8 DE 9 to 11 carbon atoms is commercially available from Shell Ltd under the trade name Dobanol (RTM) 91-8. Particularly preferred for use herein are the polyethylene glycol ethers of cetearyl alcohol such as Ceteareth 25 which is available from BASF under the tradename Cremaphor A25. Also suitable for use herein are the nonionic surfactants derived from vegetable fat obtained from the fruit of the Shea tree (Butyrospermum Karkii Kotschy) and derivatives thereof. Similarly, the ethoxylated derivatives of Mango, Cacao and Hipe butter can be used in compositions according to the invention. Although these are classified as non-ionic, ethoxylated surfactants, it is understood that a certain proportion can remain as vegetable oil, or non-ethoxylated fat. Other suitable nonionic surfactants, oil derivatives, include ethoxylated derivatives of almond oil, peanut oil, rice bran oil, wheat germ oil, linseed oil, jojoba oil, chabacano bone oil, nuts, palm kernel, pistachios, sesame seeds, nava, juniper oil, corn oil,
P834 peach pit oil, poppy seed oil, pine oil, castor oil, soybean oil, avocado oil, safflower oil, coconut oil, hazelnut oil, olive oil, grape seed oil , and sunflower seed oil.
(iii) Amphoteric surfactants Amphoteric surfactants, for use in the compositions of the invention include: (a) imidazolinium surfactant of the formula (VIII)
C2H4OR2 CH2Z R- N- wherein R ± is alkyl of 7 to 22 carbon atoms or alkenyl, R2 is hydrogen or CH2Z, each Z is independently C02M or CH2C02M, and M is H, derived from alkali metal, alkaline earth metal, ammonium or alkanolammonium and / or ammonium of the formula (VIII).
C2H4OH R, CONH (CH-,) -, N * CH-, Z
P834 where Rlf R2 and Z are as defined above; (b) aminoalkanoates of the formula (IX)
i NlKCHa ^ COaM
Iminodialkanoates of the formula (X)
R1N [(CH2) CO2] 2
And iminopolyalkanoates of the formula (XI)
Rl.fN (CH2) p] qN [CH C? 2M32 - I I
CH2C02M
wherein n, m, p, and q are numbers from 1 to 4, and R1 and M are independently selected from the groups specified above; Y
(c) Mixtures thereof Suitable amphoteric surfactants of type (a) are sold under the trademark Miranol and Empigen and are understood to comprise a complex mixture of species. Traditionally, miranoles have been described as having the general formula (VII), although the
P834 CTFA cosmetic ingredients dictionary, 3rd Edition indicates the non-cyclic structure (VIII), while the 4th Edition indicates yet another structural isomer in which R2 is O-linked instead of N-linked. In practice, a complex mixture of cyclical and non-cyclic species probably exists and both definitions are given in the present for the sake of fullness. Preferred for use herein, however, are non-ionic species. Examples of suitable amphoteric surfactants of type (a) include compounds of formula XII and / or XIII in which R is C8H17 (especially iso-capryl), CgH19 and C?:? H23-alkyl. Especially preferred are compounds in which R ± is CgH19, Z is C02M and R2 is H; the compounds in which Rx is C1: LH23, Z is C02M and R2 is CH2C02M; and compounds in which R ± is C1: LH23, Z is C02M and R2 is H. In the CTFA nomenclature, suitable materials for use in the present invention include cocoanfocarboxipropionate, cocoanfocarboxypropionic acid, and especially cocoanfoacetate and cocoamphodiacetate (otherwise referred to as cocoanfocarboxiglicinates). Specific commercial products include those sold under the names
Commercial P834 of Ampholak 7TX (carboxy-methyl-tallow-polypropyl-aminosodic), Empigen CDL60 and CDR 60
(Albright &Wilson), Miranol H2M Conc. Miranol C2M
Conc. N.P., Miranol C2M Conc. OP., Miranol C2M SF, Miranol CM Special (Rhone-Poulenc); Alcateric 2CIB
(Alcaril Chemicals); Amphoterge -2 (Lonza, Inc.);
Monateric CDX-38, Monateric CSH-32 (Mona Industries);
Rewoteric AM-2C (Rewo Chemical Group); and Schercotic MS-2 (Scher Chemicals). Additional examples of amphoteric surfactants suitable for use herein include octoxynol-1 (RTM), polyoxyethylene octylphenyl ether (1); nonoxonil-4 (RTM), polyoxyethylene nonylphenyl ether (4) and Nonoxynol-9, polyoxyethylene nonylphenyl ether (9). It will be understood that a number of commercially available amphoteric surfactants of this type are manufactured and sold in the form of electroneutral complexes with, for example, hydroxid counterions or with anionic sulfate or sulfonate surfactants, especially those of sulfated alcohol of 8 to 18 carbon atoms, ethoxylated alcohol of 8 to 18 carbon atoms, or acyl glyceride types of 8 to 18 carbon atoms. It is pointed out that the concentrations and weight ratios of the amphoteric surfactants are based on the present invention.
P834 the non-complex forms of the surfactants, any contra-ion of anionic surfactant that is considered as part of the complete content of the anionic surfactant component. Examples of preferred amphoteric surfactants of type (b) include N-alkyl-polytrimethylene-poly, carboxymethylamines, sold under the trade names Ampholak X07 and Ampholak 7CX by Berol Nobel and their salts, especially the triethanolammonium salts and the salts thereof. N-lauryl-beta-amino propionic acid and N-lauryl-imino-dipropionic acid. These materials are sold under the trade name Deriphat by Henkel and Mirataine by Rhóne-Poulenc.
(iv) Zwitterionic surfactants The zwitterionic, auxiliary, water-soluble surfactants suitable for inclusion in the composition of the present invention include alkyl betaines of the formula R5R6R7N + (CH2) nC02M and amidobetaines of the formula (XII) a continuation:
R-CON CK ^ KICH ^: O2
P834 wherein R5 is alkyl or alkenyl of 11 to 22 carbon atoms, R6 and R7 are independently alkyl of 1 to 3 carbon atoms, M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium, and n, m are each numbers from 1 to 4. Preferred betaines include cocoamidopropyl dimethylcarboxymethyl betaine, laurylamidopropyl dimethylcarboxymethyl betaine and Tego betaine (RTM). The water-soluble auxiliary sultaine surfactants suitable for inclusion in the compositions of the present invention include alkyl sultaines of the formula (XIII) below:
R1CON (CH2) mN * (CH2) nCH (OH) CH2SO3- +
R3
wherein R1 is alkyl or alkenyl of 7 to 22 carbon atoms, R2 and R3 are independently alkyl of 1 to 3 carbon atoms, M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium and m and n are numbers from 1 to 4. Preferred for use in the present
P834 is coco-amido-propylhydroxy-sultaine. The water-soluble auxiliary amine oxide surfactants suitable for inclusion in the compositions of the present invention include alkyl amine oxide RsR6R7NO and amido-amine oxides of the formula (XIV) below:
R5CON (CH2) mN
«7
wherein R5 is alkyl or alkenyl of 11 to 22 carbon atoms, R6 and R7 are independently alkyl of 1 to 3 carbon atoms, M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium, and m is a number of 1 to 4. Preferred amine oxides include cocoamidopropylamine oxide, lauryl dimethyl amine oxide and myristyl dimethyl amine oxide.
Optional Materials A number of optional additional materials may be added to the presently described coloration compositions, each at a level from about 0.001% to about 5.
P834%, preferably from about 0.01% to about 3%, more preferably from about 0.05% to about 2% of the composition. These materials include proteins and polypeptides and derivatives thereof. Water soluble or solubilizable preservatives such as DMDM Hydantoin, Germall 115, methyl, ethyl, propyl, and butyl esters of hydroxybenzoic acid, EDTA, Euxyl (RTM) K400, natural preservatives such as benzyl alcohol, potassium sorbate and bisabalol, benzoic acid , sodium benzoate and 2-phenoxyethanol; antioxidants such as sodium sulfite, hydroquinone sodium bisulfite, sodium metabisulfite and thioglycolic acid, sodium dithionite, erythrobic acid and other mercaptans; dye removers such as oxalic acid, sulphated castor oil, salicylic acid and sodium thiosulfate; H202 stabilizers such as tin compound such as sodium stannate, stannic hydroxide, and stannous octoate, acetanilide, colloidal silica with phenacetin such as magnesium silicate, oxyquinoline sulfate, sodium sulfate, and tetrasodium pyrophosphate; and p-hydroxybenzoates, wetting agents such as hyaluronic acid, chitin, and sodium polyacrylates grafted with starch such as Sanwet (RTM) MI-1000, MI-1500 and
P834 MI-2500 available from Cleanese Superabsorbent Materials, Portsmith, VA, USA and described in US-A-4,076,663, as well as methyl cellulose, starch, higher fatty alcohols, paraffin oils, fatty acids and the like; solvents; antibacterial agents such as Oxeco (phenoxy-isopropanol); low temperature phase modifiers such as ammonium ion sources (e.g., NH.C1); viscosity control agents such as magnesium sulfate and other electrolytes; quaternary amine compounds such as distearyl-dialuryl, di-hydrogenated beef bait, dimethyl-ammonium chloride, diacetyl ammonium sulfate, dimethyl ammonium-methoxyl sulfate, disoya-dimethyl-ammonium chloride, and dicoco-dimethyl-ammonium chloride; hair conditioning agents such as silicones, higher alcohols, cationic polymers and the like; enzyme stabilizers such as water soluble sources of calcium or borate species; coloring agents; Ti02 and mica coated with Ti02; perfumes and solubilisables of perfume; and zeolites such as Valfour BV400 and derivatives thereof and Ca2 + / Mg2 + sequestrants such as polycarboxylates, amino polycarboxylates, polyphosphonates, amino polyphosphonates, etc., and aqueous softening agents such as sodium citrate.
P834 The present invention is represented by the following non-limiting examples. In the examples, all concentrations are on an active basis of 100% and all percentages by weight unless otherwise indicated and abbreviations have the following designations:
Oxidizing agent 1 Hydrogen peroxide Oxidizing agent 2 Peracetic acid Oxidizing stain 1 Para-phenylenediamine Oxidant stain 2 Para-aminophenol Oxidant stain 3 Meta-aminophenol Oxidant stain 4 2 -amino-3-hydroxy-pyridine Oxidant stain 5 4-amino-2 - hydroxytoluene Non-oxidizing dye Basic red 76 Chelating agent Ethylenediamine-tetraacetic acid Surfactant 1 Ceteareth-25 Surfactant 2 Cocoamidopropyl-betaine Thickener 1 Cetyl alcohol Thickener 2 Stearyl alcohol Antioxidant Sodium sulfite Buffering agent Acetic acid
Examples I-VII The following are compositions of the
P834 hair treatment in the form of hair coloring compositions which are representative of the present invention.
II III Ingredient - IV V VI VII
Oxidizing agent 1 0.7 0.7 0.7 0.7 0.7 - 0.2
Oxidizing agent 2 - - - 2.0 0.5
Oxidizing dye 1 0.24 0.14 0.24 0.15 0.24 0.475 0.24
Oxidizing dye 2 0.09 0.05 0.009 0.5 0.09 0.18 - Oxidizing dye 3 0.006 0.004 0.006 - 0.006 0.012 0.006
Oxidizing dye 4 0.06 0.03 0.06 0.1 0.06 0.11 0.06
Oxidizing dye 5 0.5 _ _ _
Dye no 0.1 oxidant Agent 1.5 1.7 1.5 1.5 1.5 3.0 - surfactant 1 Agent - - - - - - 1.5 surfactant 2 Agent 0.1 0.06 0.09 0.2 0.1 0.2 0.1 chelating Thickener 1 2.3 2.6 2.3 2.3 2.3 4.5 2.3
Thickener 2 2.3 2.6 2.3 2.3 2.3 4.5 2.3
Antioxidant 0.1 0.06 0.1 0.2 0.1 0.2 0.1
Shock absorber - - - 0.5 0.5 - - Water For The Rest PH 4.0 3.8 3.9 4.6 2.7 2.4 _ In the examples, water is used as the
P834 diluent. However, in variations of the present water may be replaced, in part, by from about 0.5% to about 50% by weight of the total water content of the examples or diluents such as lower alcohols, eg, ethylene glycol, ether ethylene glycol monoethyl ether, diethylene glycol, diethylene glycol monoethyl ether, propylene glycol, 1,3-propanediol, ethanol, isopropyl alcohol, glycerin, butoxy ethane. , ethoxydiglycol, hexylene glycol, polyglyceryl-2-oleyl ether and mixtures thereof.
EXPERIMENTAL METHODS
Assessment I.- Initial Color Assessment and Color Change The equipment used to measure both the initial color and the color change in the substrates (hair / skin) stained with the low pH coloration compositions in a single container, of the present invention is a Hunter Colorquest spectrophotometer. The value used to express the degree of color change in any particular substrate is Delta E (? E). Delta E, as defined herein, is represented by an accurate sum of the values L, a and b
P834 such as:
? E = (? L2 +? A2 +? B2) l / 2
and L is a measure of clarity and darkness (color intensity), where L = 100 is equivalent to white and L = 0 is equivalent to black. Also, "a" is a measure of the green and red ratios (color tone) such that positive is equal to red and negative is equal to green, and "b" is a measure of the yellow and blue ratio (color tone) such that positive is equal to yellow and negative is equal to blue. Hunter Coloquest measurements can be performed on the Hunter Labscan Colorimeter which is a full-spectrum spectrocolorimeter with a wavelength of 400-7700 nanometers that records the color of the test hair braids
(strands) in terms of the values "L", "a" and "b".
The machine adjusts to mode- 0/45, hole size- 1 inch, division size - 1 inch; light - D65; division field -10 s; UV lamp / filter -none. The hair is placed in a sample holder designed to hold the hair in a uniform orientation during measurement. Equivalent colorimeters can be used, but it must be ensured that the
P834 hair does not move during the measurement. The hair should be extended to cover the 1-inch hole during the color measurement. Points are placed on the braid support to guide the placement of the support in the hole. The points are aligned with a mark in the hole and the readings are taken at each site. Eight measurements are taken per braid, 4 on each side, and three braids are run per treatment.
II. Assessment of Color Retention Potential The equipment used to measure both the initial color potential (Delta E White) and the color development potential after a storage period (Delta E stored) for any hair dye composition in a only specific container is detailed below as Hunter Colorquest Spectrophotometer. The Delta E White? ET, represents the color developed by the composition in the first application (initial) to the hair. Delta E Storage,? ES, represents the color developed by the composition after a period of storage (at approximately room temperature, 25 ° C). The beginning of the storage period, X, is defined here as zero time, ie from the point of initial use of the composition to the hair dye at a low pH. The storage period can
P834 be from a few days to several months. The retention potential of the color? EP, can be expressed as the difference between the initial development of the color? ET and the color development after the storage? ES as illustrated in the following formula:
? EP =? ET -? ES
The smaller the difference between? ET and? The greater the potential for color development? EP. In the preferred compositions according to the invention,? Ep after at least about 1 hour (60 minutes) of storage is less than about 2, preferably less than about 1, more preferably less than about 0.2. After at least about 1 day (24 hours) EP is less than about 2, preferably less than about 1, more preferably less than about 0.3. After at least about 1 month, EP is less than about 3, preferably less than about 1.5, more preferably less than about 0.3. The relative change in the color development potential after a storage period (X),%? EP, can also be expressed in terms of the percentage of
P834 initial white color? ET, which is administered to the hair after storage. In this way, the percentage of color development potential for any specific composition can be expressed with the following formula:
%? EP =? ET -? ES /? ET X 100
In the preferred compositions according to the present invention, the color administered to the hair at least 1 hour (60 minutes) of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75%, preferably greater than about 80%, more preferably greater than about 85%, still more preferably greater than about 90% and especially greater than about 95% of the color administered to the hair during the first application (initial Delta E). Preferred compositions according to the present invention, the color administered to the hair after at least 1 day (24 hours) of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75%, preferably greater than about 80%, more preferably greater than about 85%, still more preferably greater than about 90% and especially greater than about
P834 95% of the color administered to the hair at the first application (initial Delta E). In the preferred compositions according to the present invention the color administered to the hair after at least one month of storage (Delta E stored) at room temperature (25 ° C) is greater than about 75%, preferably greater than about 80 %, more preferably greater than about 85%, still more preferably greater than about 90% and especially preferably greater than about 95% of the color administered to the hair in the first application (initial Delta E).
III. Normal Hair Braid The compositions according to the present invention can be used to color hair of all colors, types and condition. For the purposes of illustration, two types of test hair braids have been tested herein; light coffee and light coffee with 40% gray coverage. These braids of normal hair can be measured in terms of their values L, a, and b.
- b Light coffee 60 9 32 Light coffee with 40% gray 35-37 4.5 - 5.5 11.5 - 12.7
P834 IV. Method to Dye a Hair Braid To dye the hair, a braid of 4 grams and approximately 8 inches long, hangs in a suitable container. The test dye product is prepared at this time (ie, when applied, the components that come in separate bottles are mixed) and approximately 8 grams of product are applied directly to the test hair insert. The dye is massaged through the hairpiece for about 1 minute and then left on the hairpiece for approximately 30 minutes. After rinsing with tap water for about 1 to 2 minutes, the colored hairpiece is cleaned (according to a shampooing protocol) and dried. Drying can be done either naturally (without heat) or using a dryer. The color development (initial color) of the hair test hair, dry, clean, and dyed, can then be assessed using a Hunter Colorquest Spectrophotometer. For the administration of a red tone (hue) to light brown hair, previously discolored, and permanently (which has values L, a, b of approximately 60, 9 and 32) the preferred initial shade of the dyed hair will have a value of hue (tangent arc of (b / a)) in the range of about 25 to about 70, with
P834 more preferably from about 30 to about 65, still more preferably from about 35 to about 60 and wherein the initial color intensity (L) is greater than about 10 and less than about 70, preferably greater than about 15 and less of about 65, more preferably greater than about 20 and less than about 60. For the administration of a brown or black shade (hue) to a light brown hair, previously discolored, previously with permanent (having values L, a, b about 60, 9 and 32) the preferred initial shade of the dyed hair will be a hue value (tangent arc of (b / a)) of less than about 25, preferably less than about 20 and the initial color intensity (L ) will be greater than about 1 and less than about 50, preferably greater than about 5 and less than about 45. Administer a light brown tone (hue) to a brown hair previously clear discolored, previously with permanent (having values L, a, b of approximately 60, 9 and 32) the preferred initial hue of the dyed hair will have a tone or hue value (tangent arc of (b / a)) in the range of about 70 to about 110 and wherein the initial color intensity (L) will be greater than about 20 and less than about 95, of
P834 greater preference of about 25 and less than about 90.
V. Braid Hair Cleaning Method Colored hair braids were subjected to a repeated cleaning cycle where the following process is repeated up to 10 times. An 8-inch test-tube, 4 grams of colored hair was held in a suitable container and thoroughly rinsed for approximately 10 seconds using hot water (at approximately 100 ° F. in approximately 1.5 gallons / minute of pressure). Then shampoo (approximately 0.4 ml of nonconditioning shampoo) was directly applied to the wet test lock using a syringe. After foaming of the hair for about 30 seconds, the hair was rinsed in warm, running water for about 30 seconds. The process of washing with shampoo and foaming was then repeated with a final rinse of 60 seconds. Then the excess water (squeezed) of the test braid is removed using the fingers. The test lock is then dried either manually, using a preheated dryer box at approximately 1402F (for about 30 minutes).
P834 minutes). The test hair braid, dry, clean, colored, then it can be evaluated in its color (delta E). During any individual test cycle, each different braid to be evaluated must be tested in water temperature, pressure level and hardness level, equivalents. The results of delta E fading for light brown hair pre-whitened, pre-treated for permanent hair (having L, a, b values of approximately 60.9 and 32) to be colored to red hue (of tone value in the range from about 25 to about 70) are generally less than about 5.0, preferably less than about 4.5, more preferably less than 4.0, and where the change in hair color,% delta E, after 20 washes , and less than about 20%, and preferably less than about 15%, more preferably less than about 10%. The results of delta E fading for light brown hair, pre-whitened, pre-treated for permanent hair (having L, a, b values of approximately 60.9 and 32) that has been colored to a brown or black hue (of tone value) in the interval
P834 from about 25) are generally less than about 2.3, preferably less than about 2.0, more preferably less than about 1.7, and wherein the change in hair color,% delta E, after 20 washes, and less than about 5%, and preferably less than about 4.5%, more preferably less than about 4% more preferably less than about 3.5%. The results of delta E fading for light brown hair, pre-whitened, pre-treated for permanent (having L, a, b values of approximately 60.9 and 32) that have been colored to a brown or black hue (of tone value in the range from about 70 to about 110) are generally less than about 2.6, preferably less than about 2.3, and wherein the change in hair color,% delta E, after 20 washes, and less than about 15%, and preferably less than about 12%, more preferably less than about 10% more preferably less than about 8%.
SAW. Skin Stain Test Method For the purposes of the present invention,
P834 skin staining results are based on pig staining data. Skin staining measurements can be made on pig ears, preferably freshly slaughtered pig ears. The ears should not have been subjected to undue heating (burn). The hair is shaved from the flatter section of the ear that is going to be dyed. An area of at least 1 centimeter by 5 centimeters in the ear is pre-marked (using permanent marker) and the ear is then cleaned with non-conditioning shampoo (0.1 g / cm2 at 10% dilution). After massaging the shampoo for about 1 minute, the ear is rinsed for approximately 30 seconds then gently patted by hand with a paper towel. The readings of the color evaluation of the baseline (L, a, b) for the pre-marked area. The test temp then is applied to the pre-marked test area (approximately 0.25 g / cm2) and massaged for approximately 1 minute and allowed to remain in the ear for approximately 30 minutes. The accumulated ear is then rinsed with approximately 2 liters of tap water at approximately 372C and then dried by hand as before. Then the reading of color information (L, a, b) is taken for the pre-marked area of the dry ear. The total
Color change P834 (Delta E) can then be calculated from the L, a, b values and expressed as relative levels of skin staining (against baseline color)
VII. PH Measurement For the purposes of the present invention, as described herein, all pH measurements are carried out on a Mettler Toledo 320 pH meter. All pH measurements of the dyes, oxidizing agents and mixtures of the same, either individually or in combination with a suitable distributor medium, such as water and surfactant and / or dispersants, are carried out at room temperature (approximately 252C). The pH of the dye mixtures was measured in the proposed light shape and before the application. A preferred teaching medium for use herein comprises an emulsion of ceteareth-25 at a level of from about 1% to about 3% by weight; cetyl alcohol at a level of from about 2% to about 5% by weight and stearyl alcohol at a level from about 2% to about 5% of the composition solution.
P834 EXPERIMENTAL DATA I. Color Retention Potential (color administered after storage) The formulas of Examples I-VII provide enhanced potential for color retention over time in relation to similar compositions having a pH outside the range of a present invention.
II. Initial Color and Washing Firmness Example Formula I provides improved initial color and fading resistance against a similar composition having pH outside the scope of the present invention. Example Formula II provides improved initial color development and wash fastness against a high pH Formula, similar that contains same level of oxidant and up to 60% more dye. Exemplary Formula III provides improved initial color development against a high pH formula containing the same level of temp but more inorganic peroxygen oxidizing agent.
III. Relative Skin Staining Sample Formula IV provides levels
P834 reduced skin staining in a pig's ear against a composition equivalent to high pH.
Manufacturing Method It is important that the dyeing compositions be in a form that is easy and combined to be prepared and used by the consumer, since the oxidizing agent must remain in contact with the hair for a certain period of time and not run or dripping of the hair, possibly causing irritation of the skin or eye. To solve the above, the dye compositions of the present invention are provided in the form of coloring and oxidizing components comprising a single container. The coloring composition of the present invention can either be used to dye the hair and keep the rest for future use or save the entire composition for future use. As described hereinabove, the compositions according to the present invention can be used by the consumer as a single component package. This individual package will comprise an individual solution at pH 1 to 5 containing both the oxidizing agent and oxidative dye precursors and, optional additional agents,
P834 such as, for example, surfactants, antioxidants, thickeners, etc. The oxidation will be applied directly to the hair by the consumer without the need for any pretreatment or mixing, thus providing a simple, fast, easy to use, non-tangling hair coloring system. The additional advantage of this individual component system is that it can be stored and reused, that is, a small individual could contain sufficient coloration composition for several applications over time. Thus, in accordance with a further aspect of the present invention, there is provided: A method for coloring the hair wherein a hair coloring mixture is presented in an individual package and applied directly to the hair and wherein the mixture of hair hair coloration comprises: (a) from about 0.01% to about 6% by weight of an oxidizing agent; and (b) from about 0.001% to about
% by weight of a hair dye oxidative agent, wherein the combined mixture of (a) and (b) has a pH in the range of about 1 to about 6 and wherein the resulting color delivered to the hair (Delta E), after at least 1 month of storage at
P834 ambient temperature is greater than about 75%, preferably greater than about 85%, more preferably greater than about 90% and still more preferably greater than about 95% of the total color delivered to the hair (Delta E) from a mixture of (a) and (b) to the application.
Method of Use The individual pack compositions described herein are used to color the hair. The coloring compositions are applied to the hair in the present for periods of from 1 to 60 minutes depending on the degree of coloring required. A preferred time is between 5 minutes and 30 minutes. The coloring compositions according to the present invention can be applied to both wet and dry hair. As described hereinabove, the coloring composition is present as an individual pack, containing both an oxidizing agent and an oxidative agent of hair dye in a storage stable mixture, at low pH, suitable for direct application to the hair. hair. The hair coloring compositions according to the present invention can be used to color the hair
P834 hair in several ways that include: (i) the unique component of the kit, low pH, pre-mixed is applied directly to the hair. (ii) the single component of the kit, at low pH, pre-mixed is applied directly to the hair after a period of storage at room temperature. The products according to the present invention are storage stable and are reusable and provide excellent initial hair coloring and good efficacy benefits during use.
P834
Claims (17)
- REIVIHDICACIO - IES - 1. A hair dye composition wherein the dye mixture is present in a single container suitable for direct application to hair and wherein the dye mixture for hair comprises: (a) an agent oxidant; and (b) a hair dye oxidative agent; and wherein the combined mixture of (a) and (b) has a pH in the range of about 1 to about 5 and wherein the resulting dye administered to the hair (Delta E) after at least about 1 month of storage at room temperature, it is up to about 75%, preferably up to about 85%, more preferably up to about 90% and still more preferably up to about 95% of the total color delivered to the hair (Delta E) from a mixture of (a) and (b), during the application. A composition according to claim 1, wherein the pH of the composition is in the range of from about 1.5 to about 5, more preferably from about 1.8 to about 4.7, still more preferably from about 2.5 to about 4.5 and especially from about 2.7 to about 3.8.
- P834
- 3. A composition according to claim 1 or2, wherein the oxidizing agent is selected from inorganic peroxygen oxidizing agents, preformed organic peroxyacid oxidizing agents, organic peroxide oxidizing agents and mixtures thereof.
- 4. A composition according to claim 1 or3, wherein the oxidizing agent is a preceding inorganic peroxygen oxidizing agent at a level of from about 0.01% to about 3%, preferably from about 0.01% to about 2%, more preferably from about 0.01% to about 1% , and still especially from about 0.01% to about 0.7% by weight of the total composition.
- 5. A composition according to any of claims 1 to 4, wherein the inorganic peroxygen oxidizing agent is hydrogen peroxide.
- 6. A composition according to any of claims 1 to 5, wherein the total combined level of hair dye oxidative agent is from about 0.001% to about 5%, preferably from about 0.01% to about 4%, with higher preferably from about 0.1% to about 3%, still more preferably from about 0.1% to about 1% by weight.
- 7. A composition according to any of the
- P834 claims 1 to 6, wherein each hair dye oxidative agent is present at a level between about 0.001% to about 3%, preferably between about 0.01% to about 2% by weight. A composition according to any of claims 1 to 7, further comprising one or more buffering agents, preferably an organic compound and / or organic acid having a first pKa below pH 6, selected from: aspartic acid, maleic , tartaric, glutamic, glycolic, acetic, succinic, salicylic, formic, benzoic, malic, lactic, malonic, oxalic, citric, phosphoric and mixtures thereof, more preferably selected from acetic, succinic, salicylic and phosphoric acid and mixtures thereof.
- 9. A composition according to any of claims 1 to 8, further comprising one or more surfactants selected from anionic, nonionic, cationic, zwitterionic, amphoteric surfactants and mixtures thereof.
- 10. A composition according to any of claims 1 to 9, further comprising thickeners, stabilizers, antioxidants and / or any other cosmetically acceptable material.
- 11. Use of hair dye compositionsP834 according to any of claims 1 to 10, for dyeing human or animal hair.
- 12. A method for dyeing human or animal hair with a composition according to any of claims 1 to 10, wherein the composition is applied directly to the hair.
- 13. A process capable of imparting a reddish tint to the hair, comprising applying to the hair a hair dye composition, packaged in a single package, comprising: (i) from about 0.01% to about 3% by weight of a hair inorganic peroxygen oxidizing agent; and (ii) from about 0.001% to about 5% by weight of a hair dye oxidative agent and mixtures thereof; wherein the untreated hair is light brown hair, previously decolorized, previously with permanent, having values L, a, b of approximately 60, 9 and 32 and where the initial tone of the dyed hair has a value of hue or tone ( tangent arc of (b / a)) in the range of from about 25 to about 70, preferably from about 30 to about 65, more preferably from about 35 to about 60, and wherein the initial color intensity (L) is greater fromP834 about 10 and less than about 70, preferably greater than about 15 and less than about 65, more preferably greater than about 20 and less than about 60, and wherein the delta E fading is less than about 5.0, preferably less than about 4.5, more preferably less than about 4.0, and wherein the change in hair color,% delta E, after up to 20 washes, is less than about 20% and preferably less than about 15%, more preferably less of approximately 10%.
- 14. A process capable of administering a brown or black tone to the hair, comprising: applying to the hair a hair dye composition that comes in a single package, comprising: (i) from about 0.01% to about 3% by weight weight of an inorganic peroxygen oxidizing agent; and (ii) from about 0.001% to about5% by weight of a hair dye oxidative agent and mixtures thereof; wherein the untreated hair is light brown hair, previously decolorized, previously permeated having values L, a, b of approximately 60, 9 and 32 and where theP834 initial shade of the dyed hair has a hue value (tangent arc of (b / a)) of less than about 25, preferably less than about 20 and where the initial color intensity (L) is greater than about 1 and less than about 50, preferably greater than about 5 and less than about 45 and wherein the delta fading E is less than about 2.3, preferably less than about 2.0, more preferably less than about 1.7, and wherein the change in hair color,% delta E, after up to 20 washes, is less than about 5%, preferably less than about 4.5%, more preferably less than about 4%, and still more preferably less than about 3.5 %.
- 15. A process capable of administering a light brown to the hair, comprising: applying to the hair a hair dye composition contained in a single package, comprising: (i) from about 0.01% to about 3% by weight of an inorganic peroxygen oxidizing agent; and (ii) from about 0.001% to about 5% by weight of a hair dye oxidative agent and mixtures thereof; YP834 where the untreated hair is light brown hair, previously bleached, previously with permanent, having values L, a, b of approximately 60, 9 and 32 and where the initial tone of the dyed hair has a tone or shade value (arc tangent of (b / a)) in the range of about 70 to about 110 and wherein the initial color intensity (L) is greater than about 20 and less than about 95, preferably greater than about 25 and less than about 90 and wherein the delta fading E is less than about 2.6, preferably less than about 2.3, and wherein the change in hair color,% delta E, after up to 20 washes, is less than about 15%, preference less than about 12% and more preferably less than about 10%, still more preferably less than about 8%.
- 16. A hair dyeing method at a pH in the range of about 1 to about 5, comprising applying to the hair a hair dye composition contained in a single package comprising: (a) of about 0.01 % to about 3% by weight of an inorganic peroxygen oxidizing agent at a pH of between about 1 to about 6; and (b) from about 0.001% to aboutP834 5% by weight of an oxidative hair dyeing agent at a pH of between about 1 to about 6; (c) from about 0.001% to about 99.98% by weight of a suitable diluent to be applied to the hair; and wherein the combined pH of (a) and (b) is in the range of about pH 1 to about pH 5, stored at low pH, or once mixed for at least 1 month at room temperature.
- 17. A method for dyeing textiles and / or fibers comprising the direct application of a composition contained in a single package, according to any of claims 1 to 10, to a textile or fibrous substrate.P834
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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GB9626711.7 | 1996-12-23 |
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Publication Number | Publication Date |
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MXPA99005972A true MXPA99005972A (en) | 2000-01-21 |
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