NL8003851A - METHOD FOR DYEING HAIR AND METHOD FOR PREPARING A MIX TO BE USED - Google Patents
METHOD FOR DYEING HAIR AND METHOD FOR PREPARING A MIX TO BE USED Download PDFInfo
- Publication number
- NL8003851A NL8003851A NL8003851A NL8003851A NL8003851A NL 8003851 A NL8003851 A NL 8003851A NL 8003851 A NL8003851 A NL 8003851A NL 8003851 A NL8003851 A NL 8003851A NL 8003851 A NL8003851 A NL 8003851A
- Authority
- NL
- Netherlands
- Prior art keywords
- hydroxy
- hair
- methoxybenzaldehyde
- hydrogen atom
- group
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 21
- 238000004043 dyeing Methods 0.000 title claims description 20
- 210000004209 hair Anatomy 0.000 claims description 49
- 239000000975 dye Substances 0.000 claims description 29
- 239000007800 oxidant agent Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000000118 hair dye Substances 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims description 5
- 239000000982 direct dye Substances 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- JJVNINGBHGBWJH-UHFFFAOYSA-N ortho-vanillin Chemical compound COC1=CC=CC(C=O)=C1O JJVNINGBHGBWJH-UHFFFAOYSA-N 0.000 description 30
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 29
- WZUODJNEIXSNEU-UHFFFAOYSA-N 2-Hydroxy-4-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C(O)=C1 WZUODJNEIXSNEU-UHFFFAOYSA-N 0.000 description 26
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 20
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 18
- 238000002474 experimental method Methods 0.000 description 17
- 239000002243 precursor Substances 0.000 description 17
- FZHSPPYCNDYIKD-UHFFFAOYSA-N 5-methoxysalicylaldehyde Chemical compound COC1=CC=C(O)C(C=O)=C1 FZHSPPYCNDYIKD-UHFFFAOYSA-N 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- -1 alkoxy radical Chemical class 0.000 description 9
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 description 9
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 9
- IBGBGRVKPALMCQ-UHFFFAOYSA-N 3,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 description 8
- 238000004040 coloring Methods 0.000 description 7
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 230000037308 hair color Effects 0.000 description 6
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000003086 colorant Substances 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 5
- 229940018563 3-aminophenol Drugs 0.000 description 4
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- RFQSMLBZXQOMKK-UHFFFAOYSA-N [3-[(4,8-diamino-6-bromo-1,5-dioxonaphthalen-2-yl)amino]phenyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC(NC=2C(C3=C(N)C=C(Br)C(=O)C3=C(N)C=2)=O)=C1 RFQSMLBZXQOMKK-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 4
- RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 description 4
- 229940043349 potassium metabisulfite Drugs 0.000 description 4
- 235000010263 potassium metabisulphite Nutrition 0.000 description 4
- 229960003371 protocatechualdehyde Drugs 0.000 description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229940072033 potash Drugs 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- KZTWOUOZKZQDMN-UHFFFAOYSA-N 2,5-diaminotoluene sulfate Chemical compound OS(O)(=O)=O.CC1=CC(N)=CC=C1N KZTWOUOZKZQDMN-UHFFFAOYSA-N 0.000 description 2
- 229940075147 2,5-diaminotoluene sulfate Drugs 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- ZRVPOURSNDQODC-UHFFFAOYSA-M 4-[(2,4-dimethyl-1,2,4-triazol-4-ium-3-yl)diazenyl]-n,n-dimethylaniline;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(C)C)=CC=C1N=NC1=[N+](C)C=NN1C ZRVPOURSNDQODC-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- UXEAWNJALIUYRH-UHFFFAOYSA-N [8-[(4-aminophenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical compound [Cl-].C12=CC([N+](C)(C)C)=CC=C2C=CC(=O)\C1=N/NC1=CC=C(N)C=C1 UXEAWNJALIUYRH-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 150000003931 anilides Chemical class 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- CSFWPUWCSPOLJW-UHFFFAOYSA-N lawsone Chemical compound C1=CC=C2C(=O)C(O)=CC(=O)C2=C1 CSFWPUWCSPOLJW-UHFFFAOYSA-N 0.000 description 2
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 2
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical class CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- LXQOQPGNCGEELI-UHFFFAOYSA-N 2,4-dinitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O LXQOQPGNCGEELI-UHFFFAOYSA-N 0.000 description 1
- 229940075142 2,5-diaminotoluene Drugs 0.000 description 1
- MJAVQHPPPBDYAN-UHFFFAOYSA-N 2,6-dimethylbenzene-1,4-diamine Chemical compound CC1=CC(N)=CC(C)=C1N MJAVQHPPPBDYAN-UHFFFAOYSA-N 0.000 description 1
- ILDXSRFKXABMHH-UHFFFAOYSA-N 2-(2-aminophenyl)ethanol Chemical compound NC1=CC=CC=C1CCO ILDXSRFKXABMHH-UHFFFAOYSA-N 0.000 description 1
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 description 1
- DOPJTDJKZNWLRB-UHFFFAOYSA-N 2-Amino-5-nitrophenol Chemical compound NC1=CC=C([N+]([O-])=O)C=C1O DOPJTDJKZNWLRB-UHFFFAOYSA-N 0.000 description 1
- PKZJLOCLABXVMC-UHFFFAOYSA-N 2-Methoxybenzaldehyde Chemical compound COC1=CC=CC=C1C=O PKZJLOCLABXVMC-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- UBYRKVOEXRNDCV-UHFFFAOYSA-N 2-hydroxy-3-methoxybenzaldehyde 2-methylbenzene-1,4-diamine sulfuric acid Chemical compound S(=O)(=O)(O)O.NC1=C(C=C(C=C1)N)C.OC1=C(C=O)C=CC=C1OC UBYRKVOEXRNDCV-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- KNRVAYVZVIKHHL-UHFFFAOYSA-N 2-methoxy-5-methylbenzene-1,4-diamine Chemical compound COC1=CC(N)=C(C)C=C1N KNRVAYVZVIKHHL-UHFFFAOYSA-N 0.000 description 1
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 1
- NFCPRRWCTNLGSN-UHFFFAOYSA-N 2-n-phenylbenzene-1,2-diamine Chemical compound NC1=CC=CC=C1NC1=CC=CC=C1 NFCPRRWCTNLGSN-UHFFFAOYSA-N 0.000 description 1
- WHJNKCNHEVCICH-UHFFFAOYSA-N 2-nitro-1-n-phenylbenzene-1,4-diamine Chemical compound [O-][N+](=O)C1=CC(N)=CC=C1NC1=CC=CC=C1 WHJNKCNHEVCICH-UHFFFAOYSA-N 0.000 description 1
- HVHNMNGARPCGGD-UHFFFAOYSA-N 2-nitro-p-phenylenediamine Chemical compound NC1=CC=C(N)C([N+]([O-])=O)=C1 HVHNMNGARPCGGD-UHFFFAOYSA-N 0.000 description 1
- UNBOSJFEZZJZLR-UHFFFAOYSA-N 4-(4-nitrophenylazo)aniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 UNBOSJFEZZJZLR-UHFFFAOYSA-N 0.000 description 1
- WHODQVWERNSQEO-UHFFFAOYSA-N 4-Amino-2-nitrophenol Chemical compound NC1=CC=C(O)C([N+]([O-])=O)=C1 WHODQVWERNSQEO-UHFFFAOYSA-N 0.000 description 1
- IQXUIDYRTHQTET-UHFFFAOYSA-N 4-amino-3-nitrophenol Chemical compound NC1=CC=C(O)C=C1[N+]([O-])=O IQXUIDYRTHQTET-UHFFFAOYSA-N 0.000 description 1
- JRHHJNMASOIRDS-UHFFFAOYSA-N 4-ethoxybenzaldehyde Chemical compound CCOC1=CC=C(C=O)C=C1 JRHHJNMASOIRDS-UHFFFAOYSA-N 0.000 description 1
- XCJRRZLPXALCIP-UHFFFAOYSA-N 4-n-(2-methoxyethyl)benzene-1,4-diamine Chemical compound COCCNC1=CC=C(N)C=C1 XCJRRZLPXALCIP-UHFFFAOYSA-N 0.000 description 1
- RAUWPNXIALNKQM-UHFFFAOYSA-N 4-nitro-1,2-phenylenediamine Chemical compound NC1=CC=C([N+]([O-])=O)C=C1N RAUWPNXIALNKQM-UHFFFAOYSA-N 0.000 description 1
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 1
- AKFIUPCAMXNHFX-UHFFFAOYSA-N 5-nitro-2-phenyldiazenylaniline Chemical compound NC1=CC([N+]([O-])=O)=CC=C1N=NC1=CC=CC=C1 AKFIUPCAMXNHFX-UHFFFAOYSA-N 0.000 description 1
- OBUUVTWNUSMCJA-UHFFFAOYSA-N 6-hydroxy-6-methoxycyclohexa-2,4-diene-1-carbaldehyde Chemical compound COC1(O)C=CC=CC1C=O OBUUVTWNUSMCJA-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Chemical class 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000978776 Senegalia senegal Species 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Chemical class 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- URGYLQKORWLZAQ-UHFFFAOYSA-N azanium;periodate Chemical compound [NH4+].[O-]I(=O)(=O)=O URGYLQKORWLZAQ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000001913 cellulose Chemical class 0.000 description 1
- 229920002678 cellulose Chemical class 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- QRJOYPHTNNOAOJ-UHFFFAOYSA-N copper gold Chemical compound [Cu].[Au] QRJOYPHTNNOAOJ-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- IXQJPYHEEVWZBA-UHFFFAOYSA-N ethyl 3-amino-5-hydroxy-4-methoxybenzoate Chemical compound COC1=C(C=C(C=C1N)C(=O)OCC)O IXQJPYHEEVWZBA-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- UMVWJRMJMOPKKM-UHFFFAOYSA-N ethyl n-(3-hydroxy-4-methylphenyl)carbamate Chemical compound CCOC(=O)NC1=CC=C(C)C(O)=C1 UMVWJRMJMOPKKM-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000006083 mineral thickener Substances 0.000 description 1
- ODVQLBCSJIDHJL-UHFFFAOYSA-N n-(3-hydroxy-2,4-dimethylphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(C)C(O)=C1C ODVQLBCSJIDHJL-UHFFFAOYSA-N 0.000 description 1
- XRYSCSFJNUNNAU-UHFFFAOYSA-N n-chloro-n-phenylaniline Chemical compound C=1C=CC=CC=1N(Cl)C1=CC=CC=C1 XRYSCSFJNUNNAU-UHFFFAOYSA-N 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- RJSRSRITMWVIQT-UHFFFAOYSA-N quinolin-6-amine Chemical compound N1=CC=CC2=CC(N)=CC=C21 RJSRSRITMWVIQT-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical class OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000003351 stiffener Substances 0.000 description 1
- PVEFEIWVJKUCLJ-UHFFFAOYSA-N sulfuric acid;toluene Chemical compound OS(O)(=O)=O.CC1=CC=CC=C1 PVEFEIWVJKUCLJ-UHFFFAOYSA-N 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
* 4 -1- 21377/Vk/mv* 4 -1- 21377 / Vk / mv
Aanvrager: Hans Schwarzkopf GmbH, Hamburg, B.R.D,Applicant: Hans Schwarzkopf GmbH, Hamburg, B.R.D,
Korte aanduiding: Werkwijze voor het verven van haar en werkwijze voor het bereiden van een hiertoe te gebruiken mengsel.Short designation: Method for dyeing hair and method for preparing a mixture to be used for this purpose.
5 De uitvinding heeft betrekking op een werkwijze voor het bereiden van een mengsel dat toegepast kan worden voor het verven van haar, welk mengsel gebaseerd is op in een oplossing aanwezig hydroxybenzal-dehyds, eventueel een oxydatiemiddel, een voor haarverfstoffen bekend verfstofvoorproduct, eventueel een directe verfstof en de gebruikelijke 10 toevoegstoffen. Verder heeft de uitvinding betrekking op een werkwijze voor het verven van haar.The invention relates to a method for preparing a mixture which can be used for dyeing hair, which mixture is based on hydroxybenzaldehydes present in a solution, optionally an oxidizing agent, a dye precursor known for hair dyes, optionally a direct dyestuff and the usual additives. The invention further relates to a method of dyeing hair.
Middelen die kunnen worden toegepast voor het verven van haar, met name menselijk haar, door middel van bleken of blonderen en verval zijn bekend en beschreven in :bijvoorbeeld Ullmanns Encyklo-15 padie der technischen Chemie, 4e drul$ band 12, bladzijden 435-441.Agents that can be used for dyeing hair, especially human hair, by bleaching or bleaching and decay are known and described in, for example, Ullmann's Encyklo-15 paddy of the technicians Chemistry, 4th drul $ band 12, pages 435-441 .
Bij de werkwijze volgens de uitvinding wordt gestreefd naar een veelzijdige werkwijze en middelen voor het verven van menselijk haar die het mogelijk maken om het haar helder geel tot geel en bruin tot rood-bruin te kleuren, .waarbij de middelen ook een bijzonder goede 20 fysiologische verdraagzaamheid moeten hebben ai geen toxicologische bezwaren met zich mee moeten brengen. Verder wordt gestreefd naar een combinatie met directe kleurstoffen of naar een combinatie met verfstof-voorproducten en oxydatiemiddelen die het mogelijk maken om de gewenste haarkleuringen te bewerkstelligen.The method according to the invention aims for a versatile method and means for dyeing human hair that make it possible to color the hair bright yellow to yellow and brown to reddish-brown, whereby the agents also have a particularly good physiological should have tolerance if it should not involve toxicological concerns. Furthermore, the aim is to combine direct dyes or a combination of dye precursors and oxidizing agents which make it possible to achieve the desired hair coloring.
25 De nieuwe werkwijze en de nieuwe middelen moeten bovendien algemeen toepasbaar zijn en het mogelijk maken dat: 1) menselijk haar direct geel tot bruin te kleuren is zonder dat daarbij oxydatiemiddelen en/of verfstofvoorproducten nodig zijn, waarbij het gewenst is dat de haarkleuring zowel in hèt alkalische 30 gebied tot pH is 11 en in het zure gebied pH is 5 moet kunnen worden bewerkstelligd. Bovendien moet ter verkrijging van andere kleurmogelijk-heden de combinatiemogelijkheid met directe haarverfstoffen mogelijk zijn om gewenste haarkleuringen naar keuze te 'bereiden.The new method and the new agents must also be generally applicable and make it possible that: 1) human hair can be dyed directly yellow to brown without the need for oxidizing agents and / or dye precursors, whereby it is desirable that the hair coloring be both the alkaline range until pH is 11 and it must be achievable in the acidic range is pH 5. In addition, in order to obtain other color possibilities, the combination possibility with direct hair dyes must be possible to prepare desired hair dyes of choice.
2) de nieuwe middelen moeten met de gebruikelijke oxy-35 datiemiddelen op basis van waterstofperoxyde combineerbaar zijn om bruine haarkleuringen te bewerkstelligen.2) The new agents must be compatible with conventional hydrogen peroxide based oxidizing agents to achieve brown hair coloring.
3) de nieuwe middelen moeten met verfstofvoorproducten en waterstof peroxyde te combineren zijn om desgewenst bepaalde kleuringen AAATOR1 -2- 21377/Vk/mv te bereiken en wel zo dat in vergelijking met de oorspronkelijke toestand donkerdere en ook helderdere kleuren bereikbaar zijn.3) the new agents must be compatible with paint precursors and hydrogen peroxide in order to achieve certain colorations AAATOR1 -2- 21377 / Vk / mv if desired, in such a way that darker and brighter colors can be achieved compared to the original state.
Deze doelstellingen zijn te verwezenliiken met een werkwijze volgens de uitvinding en deze wordt hierdoor gekenmerkt dat men als hydroxybenzaldehyde een verbinding toepast met algemene formule 1, aan -gegeven op het formuleblad, waarbij een waterstofatoom is of een 0H-groep, R2 is een OCH^-groep of een waterstofatoom, R^ is een OCH^-groep een OH-grpep of een waterstofatoom en R^ is een OCH^-groep of een waterstofatoom. De werkwijze voor het verven van menselijk haar volgens de uitvinding wordt uitgevoerd door het bovenvermelde middel op haar aan te brengen.These objectives can be achieved by a process according to the invention and it is characterized in that the hydroxybenzaldehyde used is a compound of general formula 1, indicated on the formula sheet, wherein is a hydrogen atom or an OH group, R2 is an OCH2. group or a hydrogen atom, R ^ is an OCH ^ group an OH group or a hydrogen atom and R ^ is an OCH ^ group or a hydrogen atom. The method of dyeing human hair according to the invention is carried out by applying the above-mentioned agent to hair.
Voor·' haarverfstoffen bekende verfstofvoorproducten zijn arcanatische di- of polyfunctionele amines met ten minste een primaire aminogroep evenals verdere functionele groepen in de m-, o- of p-positie of heterocyclische aminoverbindingen of di- of poly functionele fenolen zoals p-fenyleendiamine met algemene formule 2, aangegeven op het formuleblad en/of ten minste een zuur additiezout. van deze verbindingen waarbij in de formule 2,R^, R2 en R^ gelijk zijn of verschillend en steeds een waterstofatoom of een alkyl- of alkoxyrest zijn met een of twee koolstof atomen evenals R^ en R,. gelijk of verschillend zijn en wel een waterstofatoom of een alkyl-, hydroxyalkyl-, alkoxyalkyl-, waarbij de alkoxyrest een of twee koolstofatomen heeft, carbamylalkyl-, mesylaminoalkyl-, acetylaminealkyl-, ureidoalkyl- of carbethoxyaminoalkylrest, waarbij de alkylrest in en 1 tot 3 koolstof atomen heeft, onder voorwaarde dat R, of R„ een waterstofatoom is wanneer R, en R,- geen waterstofatomen zijn.Dyestuff precursors known for hair dyes are arcanatic di- or polyfunctional amines with at least one primary amino group as well as further functional groups in the m, o or p position or heterocyclic amino compounds or di- or polyfunctional phenols such as p-phenylenediamine with general formula 2, indicated on the formula sheet and / or at least one acid addition salt. of these compounds wherein in formula 2, R 2, R 2 and R 2 are the same or different and are each a hydrogen atom or an alkyl or alkoxy radical having one or two carbon atoms as well as R 2 and R 1. the same or different being a hydrogen atom or an alkyl, hydroxyalkyl, alkoxyalkyl, the alkoxy radical having one or two carbon atoms, carbamylalkyl, mesylaminoalkyl, acetylaminealkyl, ureidoalkyl or carbethoxyaminoalkyl radical, the alkyl radical being in and 1 to 3 has carbon atoms, provided that R 1 or R 1 is a hydrogen atom when R 1 and R 1 are not hydrogen atoms.
Als p-fenyleendiamine kunnen worden'genoemd: p-fenyleendiamine, p-toluyleendiamine, 2-methyl-5-methoxy-p-fenyleendiamine, 2,6-dimethyl-p-fenyleendiamine, 2,6-diemthyl-3-methoxy-p-fenyleendiamine, 4-(N-methoxyethylamino)-aniline, 4-(N-ethyl-N-carba-mylethylamino)-aniline en/of 4-N,N-di-iÖ-hydroxyethylamino)-anilineThe following can be mentioned as p-phenylenediamine: p-phenylenediamine, p-toluylenediamine, 2-methyl-5-methoxy-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2,6-diemethyl-3-methoxy-p -phenylenediamine, 4- (N-methoxyethylamino) -aniline, 4- (N-ethyl-N-carba-mylethylamino) -aniline and / or 4-N, N-di-10-hydroxyethylamino) -aniline
Een bij voorkeur toegepaste uitvoeringsvorm van het middel volgens de uitvinding bevat 2-aminofenol en/of 2,5-diaminotolueen als verfstofvoorproduct.A preferred embodiment of the agent according to the invention contains 2-aminophenol and / or 2,5-diaminotoluene as a dye precursor.
Andere speciale verfstofvoorproducten en verbindingen zijn: 4-hydroxy-4’-aminodifenylamine en/of 4,4f-dihydroxydifenylaraine en/of de derivaten hiervan met name: 2-aceetamido-3,5-dimethyl-4,4f-dihydroxydifenylamine, 2- i n * a *; 1 * a -3- 21377/Vk/mv aceetamido-3,5-dimethyl-4,4'-dihydroxy-2-chloordifenylamine, 2-aceet-amido-5-methyl-4,41-dihydroxy-2'-chloordifenylamine, 2-ureido-3,5-dimethy1-4,41-dihydroxy-21-chloordifenylamine, 2-ureido-4-hydroxy-4'-amino-difenylamine, 2: -aceetamido-4-hydroxy-4'-aminodifenylamine, 2,5-5 dihydroxy-4,4'-di[(bis-2-hydroxyethyl) aminoJdifenylamine,2-me thoxy-4-amino-- 2f, 5r -di-hydroxy-4' - (2-hydroxy ethyl) arainodifenylamine, 2-aceetamido- 4- hydroxy-5,3’,5'-trimethyl-4*-aminodifenylamine, 2-aceetamido-4,4'-dihydroxy-5-methoxy-2'-chloordifenylamine, 2-ureido-4,4’-dihydroxy- 5- methoxy-21-chloordifenylamine, 2-ureido-4,41-dihydroxy-5-methoxy-2 *-10 chloordifenylamine, 2-ureido-4-hydroxy-5-methyl-4,-chloor-3’-methyl- aminodif enylamine , 2-ureido-4-bydroxy-5-methyl-4 ’ -N-e thyl-N-ureidoaminodi-fenylamine,Other special dye precursors and compounds include: 4-hydroxy-4'-aminodiphenylamine and / or 4,4f-dihydroxydiphenylaraine and / or their derivatives in particular: 2-acetamido-3,5-dimethyl-4,4f-dihydroxydiphenylamine, 2- in * a *; 1 * a -3- 21377 / Vk / mv acetamido-3,5-dimethyl-4,4'-dihydroxy-2-chlorodiphenylamine, 2-acetamido-5-methyl-4,41-dihydroxy-2'-chlorodiphenylamine 2-urea-3,5-dimethyl-4,4,4-dihydroxy-21-chlorodiphenylamine, 2-urido-4-hydroxy-4'-amino-diphenylamine, 2: -acetamido-4-hydroxy-4'-aminodiphenylamine, 2,5-5 dihydroxy-4,4'-di [(bis-2-hydroxyethyl) amino] diphenylamine, 2-methoxy-4-amino-2f, 5r-di-hydroxy-4 '- (2-hydroxy ethyl) arainodiphenylamine, 2-acetamido-4-hydroxy-5,3 ', 5'-trimethyl-4 * -aminodiphenylamine, 2-acetamido-4,4'-dihydroxy-5-methoxy-2'-chlorodiphenylamine, 2-urea-4 4'-dihydroxy-5-methoxy-21-chlorodiphenylamine, 2-urido-4,41-dihydroxy-5-methoxy-2 * -10 chlorodiphenylamine, 2-urido-4-hydroxy-5-methyl-4, -chlorine -3'-methyl-aminodiphenylamine, 2-urido-4-bydroxy-5-methyl-4'-ne-methyl-N-uridoaminodi-phenylamine,
Als verf'stofvoorproducten kunnen verder worden genoemd: resorcine, m-aminofenol, 2-methyl-5-aminofenol, methyl-5-(N-^-15 hydroxyethylamino)-fenol, 6-hydroxybenzomofoline, 2,6-dimethyl-5- acetylaminofenol, 2-methyl-5-carbethoxyaminofenol, 2-methoxy-5-carbethoxy-aminofenol en/of 2-methyl-5-ureidofenol.As dye precursors, further mention may be made of: resorcine, m-aminophenol, 2-methyl-5-aminophenol, methyl-5- (N-15-hydroxyethylamino) -phenol, 6-hydroxybenzomopholine, 2,6-dimethyl-5- acetylaminophenol, 2-methyl-5-carbethoxyaminophenol, 2-methoxy-5-carbethoxy-aminophenol and / or 2-methyl-5-urea-phenol.
Als verfstofvoorproducten kunnen ook polyamirofenol, monoamino-difenol, diaminodifenol er/of polyfenol worden toeg^past bij voorkeur 20 trihydroxybenzeen.Polyamirophenol, monoamino-diphenol, diaminodiphenol and / or polyphenol may also be used as dye precursors, preferably trihydroxybenzene.
Het haarverfmiddel kan als directe verfstof , nitroverfstoffen bevatten zoals 2,4~dinitronaftheen(1)sulfonzuur-(7)-dinatriumzout, 2,4-dinitro-4f-hydroxy-difenylamine, 4-nitro-4’-aminoazobenzeen, 2,4-dinitro-3'-sulfo-4’-fenylaminodifenylamine-natriumzou t, 2-methyl-4-bis(2-hydroxy-25 ethyl)amino-4'-nitroazobenzeen,(2-hydroxy-5-nitrofenyl-1-azo-d-aceet-azijnzuuranilide), 2-hydroxy-5-nitrofenyl-1-azo-3-butaan-2-on-1-zuuranilide , 1,2-diamino-4-nitrobenzeen, 1,4-diamino-2-nitrobenzeen, 1-hydroxy-2-amino-4-nitrobenzeen, 1-hydroxy-2-amino-5-nitrobenzeen , l-hydroxy-2-30 amino-4,6-dinitrobenzeen, 1-hydroxy-2-nitro-4-aminobenzeen, 1-amino- 2-nitro-4- bis(2-hydroxyethyl)aminobenzeen, 1-amino-2-nitro-4-methylarnino-benzeen, 2-nitro-4-aminodifenylamine, 1-hydroxy-3-nitro-4-aminobenzeen.As a direct dye, the hair dye may contain nitro dyes such as 2,4-dinitronaphthene (1) sulfonic acid (7) disodium salt, 2,4-dinitro-4f-hydroxy-diphenylamine, 4-nitro-4'-aminoazobenzene, 2.4 -dinitro-3'-sulfo-4'-phenylaminodiphenylamine-sodium salt, 2-methyl-4-bis (2-hydroxy-25 ethyl) amino-4'-nitroazobenzene, (2-hydroxy-5-nitrophenyl-1-azo -d-acetetic-acetic anilide), 2-hydroxy-5-nitrophenyl-1-azo-3-butan-2-one-1-acid anilide, 1,2-diamino-4-nitrobenzene, 1,4-diamino-2- nitrobenzene, 1-hydroxy-2-amino-4-nitrobenzene, 1-hydroxy-2-amino-5-nitrobenzene, 1-hydroxy-2-30 amino-4,6-dinitrobenzene, 1-hydroxy-2-nitro-4 -aminobenzene, 1-amino-2-nitro-4-bis (2-hydroxyethyl) aminobenzene, 1-amino-2-nitro-4-methylarnino-benzene, 2-nitro-4-aminodiphenylamine, 1-hydroxy-3-nitro -4-aminobenzene.
Volgens een uitvoeringsvorm bevat het middel ten minste een hulpstof uit de groep bestaande uit penetreermiddelen , schuimmiddelen ver-35 dikkingsmiddel, anto-oxydatiemiddelen, alkalische stoffen of zuren voor. het instellen van de pH, parfum, sequestreermiddelen en filmvormende middelen.According to an embodiment, the agent contains at least one auxiliary from the group consisting of penetrating agents, foaming agents, thickening agent, antioxidants, alkalis or acids. adjusting the pH, perfume, sequestrants and film-forming agents.
Volgens een speciale uitvoeringsvorm van het middel is de pH-O Λ Λ T Ö C 4 -4- 21377/Vk/mv waarde gelegen tussen 8 en 11,5 bij voorkeur tussen 9 en 10.According to a special embodiment of the agent, the pH-O Λ Λ T Ö C 4 -4-21377 / Vk / mv value is between 8 and 11.5, preferably between 9 and 10.
Als alkalische stof kan ten minste een verbinding worden gebruikt uit de groep bestaande uit ammoniak, alkylaminen, alkanolaminen, ammonium-derivaten, natrium- en kaliumhydroxyden evenals natrium- en kaliumcarbonaat.As the alkaline material, at least one compound can be used from the group consisting of ammonia, alkyl amines, alkanolamines, ammonium derivatives, sodium and potassium hydroxides, as well as sodium and potassium carbonate.
5 Verder kan men bij het 'middel volgens de uitvinding in water oplosbare anoinactieve, kationactieve, niet-ionogene en amfotere oppervlakte actieve stoffen gebruiken. Voorbeelden voor bijzonder geschikte oppervlakte actieve stoffen zijn verbindingen die gekozen zijn uit een groep bestaande uit alkylbenzeensulfonaten, alkylnafthalinesulfonaten, vetalkoholsulfaten, 10 vetalkohoL.ethersulfaten, alkylsulfonaten, quaternaire ammoniumzouten bij voorkeur trimethylcetylammoniumbromide of cetylpyridimiumchloride, cetylpyridiumbromide, diethamolamiden van vetzuren, polygeëthoxyleerde zuren en alkoholen evenals polygeëthoxy leerde alkylfenolen, De opperlakte actieve stoffen in het middel volgens de uitvinding zijn bij voorkeur aan-15 wezig in een hoeveelheid van 0,5 tot 30 gew.% in het bijzonder van 4 tot 25 gew.%.Furthermore, water-soluble anionic, cationic, nonionic and amphoteric surfactants can be used in the agent according to the invention. Examples of particularly suitable surfactants are compounds selected from a group consisting of alkyl benzene sulfonates, alkyl naphthalin sulfonates, fatty alcohol sulfates, fatty alcohol ethersulfates, alkyl sulfonates, quaternary ammonium salts, preferably trimethylcetylammonium bromide, or cetylpyridimium chloride, cetylpyridiumbromamethylbromideamethylbromamethylbromide, bromide, bromide, polyamethylbromide, bromide, bromide, bromide, polyamethyl, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide, bromide; alkylphenols taught. The surfactants in the agent of the invention are preferably present in an amount of 0.5 to 30% by weight, especially 4 to 25% by weight.
Verder kan men in het middel volgens de uitvinding organische oplossingsmiddelen gebruiken voor het doen oplossen van de in water niet voldoende oplosbare verbindingen. 'Voorbeelden van de bij voorkeur toege-20 paste oplosmiddelen zijn ethanol, isopropanol, glycerol, glycol, zoals butylglycol, ethyleenglycol, propyleenglycol, diethyleenglycolmonoethylether of monomethylether en analoge verbindingen. De oplosmiddelen kunnen in het middel volgens de uitvinding bij voorkeur worden toegepast in een hoeveelheid van 1-40 gew.% met name in een hoeveelheid van 5 tot 30 gew.%.In addition, organic solvents can be used in the agent according to the invention to dissolve the water-insoluble compounds. Examples of the preferred solvents are ethanol, isopropanol, glycerol, glycol, such as butyl glycol, ethylene glycol, propylene glycol, diethylene glycol monoethyl ether or monomethyl ether and analogous compounds. The solvents can preferably be used in the agent according to the invention in an amount of 1-40% by weight, in particular in an amount of 5 to 30% by weight.
25 Voorbeelden van bij voorkeur toe te passen verdikkingsmiddelen die toegevoegd kunnen worden aan het verfmiddel volgens de uitvinding zijn natriumalginaat, Arabische gom, cellulosederivaten zoals methylcellu-lose of het natriumzout van carboxymethylcellulose en acrylzure;, polymeren. Men kan ook minerale verdikkingsmiddelen toepassen zoals bentoniet.Examples of preferred thickeners which can be added to the dyeing agent according to the invention are sodium alginate, gum arabic, cellulose derivatives such as methyl cellulose or the sodium salt of carboxymethyl cellulose and acrylic acid polymers. Mineral thickeners such as bentonite can also be used.
30 Het gehalte aan verdikkingsmiddelen bedraagt bij voorkeur 0,5 tot 5 gew.% in het bijzonder 0,5 tot 3 gew.% berekend op het totale verfmiddel.The content of thickeners is preferably 0.5 to 5% by weight, in particular 0.5 to 3% by weight, based on the total dye.
Voorbeelden van antioxydatiemiddelen zijn kaliummetabisulfiet, natriumdithioniet, natriumsulfiet, thioglycolzuren, natriumbisulfiet en ascorbinezuur. Het gehalte aan antioxydatiemiddelen kan 0,05 tot 1 gew.% 35 bedragen, berekend op het totale gewicht aan het verflniddel.Examples of antioxidants are potassium metabisulfite, sodium dithionite, sodium sulfite, thioglycolic acids, sodium bisulfite and ascorbic acid. The antioxidant content may be from 0.05 to 1% by weight, based on the total weight of the dye.
Bij de verfbewerking volgens de uitvinding wordt het oxydatie-middel zoals waterstdifperoxyde, ureumperoxyde of perzouten zoals ammonium-persulfaat toegepast. Als oxydatiemiddel wordt bij voorkeur een waterige 8003851 * * -5- 21377/Vk/mv oplossing gebruikt die in het algemeen 3-10 gew.% 11^02 bevat of ureum-peroxyde of natriumperboraat.In the dyeing process according to the invention, the oxidizing agent such as hydrogen diffusion oxide, urea peroxide or persalts such as ammonium persulfate is used. As the oxidizing agent, an aqueous 8003851 * -5-21377 / Vk / mv solution is preferably used, which generally contains 3-10 wt.% 11 ^ 02 or urea peroxide or sodium perborate.
De verbindingen met algemene formule 1, zijn in het middel volgens de uitvinding aanwezig in een hoeveelheid van 0,01 tot 5,0 gew.% 5 berekend op het totale gewicht van het verftaiddel. Tot de verbindingen met algemene formule 1, behoren 4-hydroxy-3-methoxyb enzaldehyde, 2-hydroxy-5-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde, 2-hydroxy- 3-raethoxybenzaldehyde.The compounds of general formula 1 are present in the agent according to the invention in an amount of 0.01 to 5.0% by weight, based on the total weight of the dyeing agent. The compounds of the general formula 1 include 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde, 2-hydroxy-3-raethoxybenzaldehyde.
Het kleurstofmiddel volgens de uitvinding kan als oplossing, 10 pasta, crème of gel of in de vorm van een gewenst preparaat worden toegepast waarmee het verven van menselijk haar mogelijk is en in de handel worden gebracht als haarverflniddel, haarkleurmiddel, kleurversteviger en kleurspoelmiddel.The dye agent according to the invention can be used as a solution, paste, cream or gel or in the form of a desired preparation which permits the dyeing of human hair and can be marketed as a hair dye, hair dye, color intensifier and color rinse aid.
Om aan te tonen dat verdunde oplossingen van de verbindingen met 15 formule 1 ook in afwezigheid van oxydatiemiddelen het mogelijk maken om menselijk haar te verven werden de volgende experimenten uitgevoerd waarbij vooral moet worden opgemerkt dat hierbij de kleuringen in het pH-gebied van ongeveer 5 tot ongeveer 11 (met uitzondering van 2-hydroxy-4-methoxy-benzaldehyde en 4-hydroxy-3-methoxy-benzaldehyde) kunnen werden uit-20 gevoerd.In order to demonstrate that dilute solutions of the compounds of the formula I also allow the dyeing of human hair in the absence of oxidizing agents, the following experiments were carried out, in which it should be noted in particular that the colorations in the pH range of about 5 to about 11 (except 2-hydroxy-4-methoxy-benzaldehyde and 4-hydroxy-3-methoxy-benzaldehyde) can be run.
Experiment I: Voor het kleuren van strengen menselijk haar met 2-hydroxy»3-methoxybenzaldahyde.Experiment I: For coloring strands of human hair with 2-hydroxy »3-methoxybenzaldahyde.
2-Hydroxy-3-methoxybenzaldehyde werd in verschillende concéntraties in een oplossing met 47 gew.% water, 47 gew.% 2-propanol, 6 gew.% NH3 25 (25%) opgelost en de strengen menselijk haar werden steeds bij kamertemper ratuur gedurende 30 minuten hiermee behandeld. De hierbij verkregen gegevens zijn samengevat in tabel A.2-Hydroxy-3-methoxybenzaldehyde was dissolved in various concentrations in a solution containing 47 wt% water, 47 wt% 2-propanol, 6 wt% NH 3 (25%) and the strands of human hair were always heated at room temperature treated with this for 30 minutes. The data obtained is summarized in Table A.
TABEL ATABLE A
30 concentratie 2-hydroxy-3- resultaat van het verven in afwezig- iaethoxybenzaldehyde heid van een oxvdatiemiddel_ 0,1 gew.% zwak geel 0,2 gew.% iets geler 0,5 gew.% aanzienlijk geler 35 1,0 gew.% tamelijk geel 2.0 gew.% geel 5.0 gew.% geel (zoals met de 2% oplossing) -6- 21377/Vk/mvConcentration 2-hydroxy-3 result of dyeing in absent ethoxybenzaldehyde of an oxidizing agent 0.1 wt% weak yellow 0.2 wt% slightly more yellow 0.5 wt% considerably more yellow 1.0 wt. % fairly yellow 2.0 wt% yellow 5.0 wt% yellow (as with the 2% solution) -6- 21377 / Vk / mv
Met 2 gew.% 2-hydroxy-3-methoxy-benzaldehyde in de toegepaste oplossing is de optimale verzadigingsgrens van de kleurstof bereikt. Analoge resultaten werden verkregen bij het gebruik van 2-hydroxy-4-methoxy-benzaldehyde respectievelijk met 2-hydroxy-5-methoxybenzaldehyde.With 2 wt.% 2-hydroxy-3-methoxy-benzaldehyde in the solution used, the optimum saturation limit of the dye is reached. Analogous results were obtained using 2-hydroxy-4-methoxy-benzaldehyde and 2-hydroxy-5-methoxybenzaldehyde, respectively.
5 Uit de volgende experimenten blijkt dat verdunde oplossingen met 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde of 2-hydroxy-4-me thoxyben za1dehyde ook in combinatie met een oxydatiemiddel geschikt zijn voor het kleuren van menselijk haar.The following experiments show that dilute solutions with 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde or 2-hydroxy-4-methoxybenzaldehyde are also suitable in combination with an oxidizing agent are for coloring human hair.
10 Experiment II: Uitgevoerd voor het verven van strengen mense lijk haar met 2-hydróxy-2-methoxybenzaldehyde en waterstofperoxyde.Experiment II: Conducted for dyeing strands of human hair with 2-hydroxy-2-methoxybenzaldehyde and hydrogen peroxide.
Hierbij werd te werk gegaan zoals aangegeven is in experiment I waarbij echter de oplossing ook nog 3 gew.% waterstofperoxyde bevatte.The procedure was as described in Experiment I, but the solution also contained 3% by weight of hydrogen peroxide.
De verkregen resultaten zijn samengevat in tabel B 15The results obtained are summarized in Table B15
TABEL BTABLE B
concentratie 2-hydroxy-3- resultaten van het kleuren in aan-methpxybenzaldehyde wezigheid van een Qxvdatiemiddel 20 0,1 gew.% licht bruin 0,2 gew.% sterker bruin 0,5 gew.% stérker bruin 1.0 gew.% helder bruin 2.0 gew.%a helder middelmatg bruin ^ 5,0 gew.% middelmatig bruinconcentration 2-hydroxy-3 results of coloring in methoxybenzaldehyde in the presence of a oxidant 20 0.1 wt.% light brown 0.2 wt.% stronger brown 0.5 wt.% stronger brown 1.0 wt.% bright brown 2.0 wt% a clear medium brown ^ 5.0 wt% medium brown
Indien bij experiment II het 2-hydroxy-3-methoxybenzaldehyde werd vervangen door respectievelijk 4-hydroxy-3-methoxybenzaldehydei', 30 2-hydroxy-4-methoxybenzaldehyde of 2-hydroxy-5-methoxy-benzaldehyde werden analoge kleurresultaten bereikt.If in experiment II the 2-hydroxy-3-methoxybenzaldehyde was replaced by 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde or 2-hydroxy-5-methoxybenzaldehyde, respectively, analogous color results were obtained.
Experiment III: Voor het kleuren van strengen menselijk haar met 2-hydroxy-3-methoxybenzaldehyde, 2-aminofenol en waterstofperoxyde.Experiment III: For coloring strands of human hair with 2-hydroxy-3-methoxybenzaldehyde, 2-aminophenol and hydrogen peroxide.
Hierbij werd te werk gegaan zoals aangegeven in experiment 35 i waarbij echter aan de oplossing ook nog de stoffen werden toegevoegd die aangegeven zijn in tabel C te weten 2-aminofenol evenals 3 gew.% waterstofperoxyde. De hierbij verkregen gegevens zijn samengevat in tabel C.The procedure was as described in experiment 35 i, however, to the solution were also added the substances indicated in table C, namely 2-aminophenol as well as 3% by weight of hydrogen peroxide. The data obtained hereby are summarized in table C.
8003851 -7- 21377/Vk/mv8003851 -7- 21377 / Vk / mv
TABEL CTABLE C
concentratie 2-hydroxy-3- concentratie resultaat van de vervin.K metconcentration 2-hydroxy-3-concentration result of the completion with
Tiethoxybenzaldehyde 2-aminofenol het oxydatiemiddel_ g 1% 1% koper ..goudbruin ..,-.-1- -I ............ ..4....-1, II —. . — ....- ... -Tiethoxybenzaldehyde 2-aminophenol the oxidizing agent g 1% 1% copper ... golden brown .., -.- 1- -I ............ ..4 ....- 1, II -. . - ....- ... -
Om aan te tonen dat 2-hydroxy-3-methoxyb enzaldehyde met andere kleurstofvoorproducten in aanwezigheid van oxydatiemiddelen voor het 10 verven van menselijk haar kan worden toegepast werd experiment IV uitgevoerd.To demonstrate that 2-hydroxy-3-methoxybalsaldehyde can be used with other dye precursors in the presence of oxidizing agents for dyeing human hair, experiment IV was performed.
Experiment IV: Voor het verven van strengen menselijk haar met 2-hydroxy-3-methoxybenzaldehyde, waarbij verschillende verfstofvoor-producten werden gebruikt in aanwezigheid van een oxydatiemiddel.Experiment IV: For dyeing strands of human hair with 2-hydroxy-3-methoxybenzaldehyde using different dye precursors in the presence of an oxidizing agent.
15 Hierbij ging men te werk zoals aangegeven is in experiment I15 The procedure was as described in experiment I.
waarbij echter de concentratie van 2-hydroxy-3-methoxybenzaldehyde werd ingesteld op 1,0 gew.%. Het gehalte aan waterstofperoxyde bedroeg 3 gew.%.however, the concentration of 2-hydroxy-3-methoxybenzaldehyde was adjusted to 1.0% by weight. The hydrogen peroxide content was 3% by weight.
De verkregen gegevens zijn samengevat in tabel D.The data obtained are summarized in Table D.
20 TABEL D.20 TABLE D.
verfstofvoorproduet resultaat van +waters tdfperoxyde de verving 25 +2-hydroxy-3-methoxy-benzaldehyde 2,5-diaminotolueensulfaat geelgrijs 2.4- diaminofenolhydrochloride licht bruin 2.4- diaminoanisolsulfaat geel 1.2.4- triaminodihydrochloride groengrijs 30 2-hydroxy-1,4-nafthochinon licht bruin 2-aminorecoreinehydrochloride goudbruin 6-aminochinoline roodbruin 4-amino-difenylamine middel blond 2-aminofenol licht bruin 35 3-aminofenol middel bruin 4-aminofenol roodbruin pyrogallolx middel bruin ft η η 7 o k i -8-_ 21377/Vk/mvdye precursor result of + water tdfperoxide replaced 25 + 2-hydroxy-3-methoxy-benzaldehyde 2,5-diaminotoluene sulfate yellow-gray 2.4-diaminophenol hydrochloride light brown 2.4-diaminoanisol sulfate yellow 1.2.4-triamino-dihydrochloride green-gray 30 2-hydroxy-1,4-naphthoquinone light brown 2-aminorecorein hydrochloride golden brown 6-aminoquinoline red brown 4-amino-diphenylamine medium blond 2-aminophenol light brown 35 3-aminophenol medium brown 4-aminophenol red brown pyrogallolx medium brown ft η η 7 oki -8-_ 21377 / Vk / mv
Experiment V: Voor het verven van strengen menselijk haar met 4-hydroxy-3-methoxybenzaldehyde met verschillende verfstofvoorpro-ducten in aanwezigheid van een oxydatiemiddel.Experiment V: For dyeing strands of human hair with 4-hydroxy-3-methoxybenzaldehyde with various dye precursors in the presence of an oxidizing agent.
Hierbij ging men te werk zoals aangegeven is in experiment IV.This was done as indicated in experiment IV.
5 De verkregen resultaten zijn samengevat in tabel EThe results obtained are summarized in Table E.
TABEL ETABLE E
verfstofvoorproduct resultaat van de 10 + 4-hydroxy-3-me thoxy-b enzaldehyde verving fwaterstofperoxyde__ 2,5-diaminotolueensulfaat grijs 2- aminofenol licht bruin 3- aminofenol licht bruin Ί5 4-aminofenol roodbruin 4- aminodifenylamine middel blonddye precursor result of the 10 + 4-hydroxy-3-methoxy-benzaldehyde replaced hydrogen peroxide 2,5-diaminotoluenesulfate gray 2-aminophenol light brown 3-aminophenol light brown Ί5 4-aminophenol reddish brown 4-aminodiphenylamine medium blond
Experiment VI: Voor het verven van strengen menselijk haar met 20 2-hydroxy-4-methoxybenzaldehyde met verschillende verfstofvoorproducten in aanwezigheid van een oxydatiemiddel.Experiment VI: For dyeing human hair strands with 2-hydroxy-4-methoxybenzaldehyde with various dye precursors in the presence of an oxidizing agent.
Hierbij ging men te werk zoals aangegeven is in experiment χν waarbij echter de concentratie van 2-hydroxy-4-methoxybenzaldehyde werd ingesteld op 1,0 gew.%. De concentratie van'het verfstofvoorproduct bedroeg 25 steeds 1,0 gew.%*The procedure was as described in experiment waarbijν, however, the concentration of 2-hydroxy-4-methoxybenzaldehyde was adjusted to 1.0% by weight. The concentration of the dye precursor was always 1.0% by weight *
De verkregen resultaten zijn samengevat in tabel F.The results obtained are summarized in Table F.
8003851 -9- 21377/Vk/rav8003851 -9- 21377 / Uk / rav
TABEL FTABLE F
verfstofvoorproduct resultaat van de +wa ters to fp eroxyde verving 5 £2-hydroxy—4-methoxy-benzaldehyde _ 2,5-diaminotolueensulfaat grijs 2.4- diaminotolueen licht bruin 2.4- diaminoanisolsulfaat raiddel-bruin 2-aminofenol licht bruin 10 3-aminofenol licht bruin; 4-aminofenol middel· bruin pyrocatechine licht bruin resorcine licht bruin pyrogallol geelbruin 15 2-aminodifenylamine middeLblonddye precursor result of the + water to foxy substitute 5 £ 2-hydroxy-4-methoxy-benzaldehyde _ 2,5-diaminotoluene sulfate gray 2.4-diaminotoluene light brown 2.4-diaminoanisol sulfate raiddel-brown 2-aminophenol light brown 10 3-aminophenol light brown; 4-aminophenol medium · brown pyrocatechin light brown resorcine light brown pyrogallol tan 15 2-aminodiphenylamine middle blond
Experiment VII: Voor het verven van strengen menselijk haar met 2-hydróxy-3—methoxybenzaldehyde, respectievelijk 2-hydroxy-5-methöxy-20 benzaldehyde in een zuur medium.Experiment VII: For dyeing strands of human hair with 2-hydroxy-3-methoxybenzaldehyde and 2-hydroxy-5-methoxy-20-benzaldehyde in an acidic medium.
Hierbij werd steeds 2-hy droxy-me thoxyt en zal dehy de zoals boven vermeld als 1¾ oplossing in een mengsel van 50 gew.% water 49 gew.% 2-propanol en 1 gew.% azijnzuur (100%) opgelost en de strengen menselijk haar werden steeds bij kamertemperatuur gedurende 30 minuten hiermee be-25 handeld. Hierbij werden steeds geel gekleurde haarstrengen verkregen.In this case, 2-hydroxy methoxyt was always added and dehyde, as mentioned above, will be dissolved as 1 mengsel solution in a mixture of 50% by weight water, 49% by weight 2-propanol and 1% by weight acetic acid (100%) and the strands human hair was treated at room temperature for 30 minutes each time. Yellow strands of hair were always obtained.
Nadat de te verkrijgen effecten volgens de uitvinding zijn aangetoond met behulp van de experimenten zoals hierboven beschreven zal de uitvinding nader worden toegelicht aan de hand van de volgende voorbeelden.After the effects to be obtained according to the invention have been demonstrated by means of the experiments as described above, the invention will be further elucidated by means of the following examples.
30 Voorbeeld IExample I
a) Een haarkleurcrême werd bereid uit een mengsel bestaande uit: cetyl-stearylalkoholmengsel 27,00 g natriumlaurylsulfaat 11,40 g 35 water 11,60 ga) A hair coloring cream was prepared from a mixture consisting of: cetyl-stearyl alcohol mixture 27.00 g sodium lauryl sulfate 11.40 g 35 water 11.60 g
Dit mengsel werd tot een crème geëmulgeerd en gehomogeniseerd b) aan de verkregen creme werd toegevoegd: 6003851 -10- 21377/Vk/mv 4-hydroxy-3-methoxybenzaldehyde 1,0 g 2-aminofenol 1,0 g 2.5- diamino.tolueensulfaat 1,5 g 2-propanol 15,00 g 5 water 13,80 g c) in de volgende bewerkingstrappen werden aan de hierboven vermelde uitgangsmengsels de volgende stoffen toegevoegd: kaliummetabisulfiet 0,50 g 10 water 5,00 g d) vervolgens werd toegevoegd ammoniumhydroxyde (25%) in een hoeveelheid van 6,00 g.This mixture was emulsified to a cream and homogenized b) to the resulting cream was added: 6003851 -10-21377 / Vk / mv 4-hydroxy-3-methoxybenzaldehyde 1.0 g 2-aminophenol 1.0 g 2.5-diamino toluene sulfate 1.5 g 2-propanol 15.00 g 5 water 13.80 gc) in the following processing steps, the following substances were added to the above starting mixtures: potassium metabisulfite 0.50 g 10 water 5.00 gd) then ammonium hydroxide ( 25%) in an amount of 6.00 g.
15 e) het mengsel werd met water gebracht op 100’g en de pH-waarde werd ingesteld op 10,5-11,0 waarna de verkregen haarkleurcrême in tubes werd gedaan.E) the mixture was brought to 100g with water and the pH value was adjusted to 10.5-11.0 after which the obtained hair coloring cream was placed in tubes.
f) de haarkleurcrême werd gemengd met een waterige oplossing 20 van waterstofperoxyde (6%) in een gewichtsverhouding van 1:1 en aangebracht op tot 95% vergrijsd haar.f) the hair color cream was mixed with an aqueous solution of hydrogen peroxide (6%) in a weight ratio of 1: 1 and applied to up to 95% grayed hair.
Het mengsel liet men gedurende 30 minuten inwerken bij een temperatuur van 20 °C en vervolgens werden de haren gespoeld, met champoo behandeld en .gedroogd. De haren waren nu donker-bruin gekleurd.The mixture was allowed to act at a temperature of 20 ° C for 30 minutes and then the hairs were rinsed, treated with champoo and dried. The hair was now colored dark brown.
2525
Voorbeeld IIExample II
Hierbij ging men te werk zoals aangegeven is in voorbeeld I waarbij echter de volgende stoffen werden toegepast.The procedure was as described in Example 1, but the following substances were used.
a) cetyl-stearylalkohol 27,00 g 30 natriumlaurylsulfaat 11,40 g water 11,60 g b) 2-hydroxy-3-methoxybenzaldehyde 1,00 g 2-aminofenol 1,00 g 2.5- diaminotoiaeensulfaat 1,50 g 35 2-propanol 15,00 g water 11,50 g c) kaliummetabisulfiet 0,50 g water 5,00 g 8003851 -11- 21377/Vk/rav d) ammoniumhydroxyde (25%) 6,Q0 g e) het mengsel werd met water aangevuld tot 100,00 g. De pH- waarde werd ingesteld op 10,5-11· Na de behandeling waren de haren donkerbruin terwijl de haren waarvan werd uitgegaan tot 95 % grijs waren.a) cetyl-stearyl alcohol 27.00 g 30 sodium lauryl sulfate 11.40 g water 11.60 g b) 2-hydroxy-3-methoxybenzaldehyde 1.00 g 2-aminophenol 1.00 g 2.5-diaminotienesulfate 1.50 g 35 2-propanol 15.00 g water 11.50 gc) potassium metabisulfite 0.50 g water 5.00 g 8003851 -11-21377 / Vk / rav d) ammonium hydroxide (25%) 6, Q0) the mixture was made up to 100 with water. 00 g. The pH value was adjusted to 10.5-11 · After the treatment, the hairs were dark brown while the starting hairs were 95% gray.
55
Voorbeeld IIIExample III
a) cetyjb-stearylalkoholmengsel 27,00 g natriumlaurylsulfaat 11,40 g water 11,60 g 1.0 b) 2-hydroxy-3-methoxybenzaldehyde 1,0 g 2-aminofenol 1,0 g 2-propanol 15,00 g water 14,50 g c) kaliummetabisulfiet 0,50 g 15 water 5,00 g d) ammoniumhydroxyde (25%) 6,00 ga) cetyjb-stearyl alcohol mixture 27.00 g sodium lauryl sulfate 11.40 g water 11.60 g 1.0 b) 2-hydroxy-3-methoxybenzaldehyde 1.0 g 2-aminophenol 1.0 g 2-propanol 15.00 g water 14, 50 gc) potassium metabisulfite 0.50 g 15 water 5.00 gd) ammonium hydroxide (25%) 6.00 g
Het mengsel werd met water aangevuld tot 100,00 g en de pH- waarde werd ingesteld op 10,5-11· De haren waren na de behandeling koper-goudkleurig terwijl de haren voor de behandeling licht blond 20 waren.The mixture was made up to 100.00 g with water and the pH value was adjusted to 10.5-11. The hairs were copper-gold colored after the treatment while the hairs were light blond before the treatment.
Voorbeeld IVExample IV
Hierbij werd een gekleurde haarversteviger bereid op basis van het uitgangsmiddel dat uit de volgende stoffen werd samengesteld: 25 isopropylalkohol 30,000 g copolymerisaat van vinylpyrrolidon en vinyl-acetaat 2,000_g polyethyleenglycol (molecuulgewicht 1400-1600) 0,200 g laurylpyridiniumchloride 0,200 g 30 parfum 0,300 g ontzout water 67,165 gA colored hair enhancer was prepared on the basis of the starting agent composed of the following substances: isopropyl alcohol 30,000 g copolymerisate of vinyl pyrrolidone and vinyl acetate 2,000 µg polyethylene glycol (molecular weight 1400-1600) 0.200 g lauryl pyridinium chloride 0.200 g 30 perfume 0.300 g desalinated water 67.165 g
Basic Blue 99 (kleurindex 56059) 0,025 gBasic Blue 99 (color index 56059) 0.025 g
Basic Red 22 (kleurindex 11055) 0,010 g 2-hydroxy-3-methoxybenzaldehyde 0,100 g 35 100,000 gBasic Red 22 (color index 11055) 0.010 g 2-hydroxy-3-methoxybenzaldehyde 0.100 g 35 100,000 g
De pH-waarde werd ingesteld op 5,5·The pH value was adjusted to 5.5
Na behandeling met champoo en spoelen van het haar werd ver- 8003851 -12- 21377/Vk/mv volgens 15 tot 20 ral gekleurde haarversteviger aangebracht op het met een handdoek gedroogde haar. Vervolgens werden de haren afhankelijk van het gewenste kapsel gerold op watergolfkrullen. De haren werden gedurende 30 minuten gedroogd onder een droogkap en vervolgens gekamd. De haren 5 hebben dan een middeil-bruine kleur.After treatment with champoo and rinsing the hair, paint 8003851 -12-21377 / Vk / mv according to 15 to 20 ral colored hair stiffener was applied to the towel dried hair. Then, depending on the desired hairstyle, the hairs were rolled on water wave curls. The hairs were dried under a hair dryer for 30 minutes and then combed. The hairs 5 then have a mid-brown color.
Voorbeeld VExample V
Hierbij werd een kleunniddel bereid door uit te gaan van de volgende stoffen.In this case, a colorant was prepared by starting from the following substances.
10 2-hydroxy-5-methoxy-benzaldehyde 0,70 g2 2-hydroxy-5-methoxy-benzaldehyde 0.70 g
Basic Blue 99 (kleurindex 56059) 0,20 gBasic Blue 99 (color index 56059) 0.20 g
Basic Brown 16 (kleurindex 12250) 0,50 gBasic Brown 16 (color index 12250) 0.50 g
Basic Red 22 (kleurindex 11055) 0,10 g 2-propanol 10,00 g 15 hydroxyethylcellulose 1,00 g glycerol DAB 7 3,00 g monoethanolamine 1,00 g kaliloog (51%) 2,00 8 parfum 0,30 g 20 ontzout water 81,20 g - 100,00 gBasic Red 22 (color index 11055) 0.10 g 2-propanol 10.00 g 15 hydroxyethyl cellulose 1.00 g glycerol DAB 7 3.00 g monoethanolamine 1.00 g potash (51%) 2.00 8 perfume 0.30 g 20 desalinated water 81.20 g - 100.00 g
De pH- waarde werd ingesteld op 8,0-8,5. Het aldus verkregen kleurmiddel kan volgens bekende wijze in aerosoldozert worden gedaan onder toepassing van een drijftaiddel. Bij het gebruik werd het gekleurde 25 middel op de haren gesproeid waardoor deze rood-bruin .werden gekleurd.The pH value was adjusted to 8.0-8.5. The colorant thus obtained can be aerosol-dipped in a known manner using a propellant. In use, the colored agent was sprayed onto the hairs causing them to be colored red-brown.
Voorbeeld VIExample VI
Een verflniddel werd bereid door uit te gaan van de volgende stoffen: 30 2-hydroxy-4-methoxybenzaldehyde 0,70 gA dyeing agent was prepared starting from the following materials: 2-hydroxy-4-methoxybenzaldehyde 0.70 g
Basic Blue 99 (kleurindex 56059) 0,20 g 2-propanol 10,00 g hydroxyethylcellulose 1,00 g glycerol DAB 7 3,00 g 35 monoethyleenamine 1,00 g kaliloog (51%) 2,00 g parfum 0,30 g ontzout water 81,80 g 8 0 u 3 8 5 1 100,00 g _13- 21377/Vk/mvBasic Blue 99 (color index 56059) 0.20 g 2-propanol 10.00 g hydroxyethyl cellulose 1.00 g glycerol DAB 7 3.00 g 35 monoethyleneamine 1.00 g potash (51%) 2.00 g perfume 0.30 g desalinated water 81.80 g 8 0 h 3 8 5 1 100.00 g _13- 21377 / Vk / mv
De pH-waarde werd ingesteld op 8,0-8,5. Het verfmiddel kan zoals aangegeven is in voorbeeld V worden gedaan in houders en hiermee kunnen de haren groen-blond worden gekleurd, zodat het kleurmiddel werkt als middel om de rode kleur te compenseren.The pH value was adjusted to 8.0-8.5. As indicated in Example V, the dye can be put into holders and hereby the hairs can be colored green-blond so that the dye acts as a means to compensate for the red color.
55
Voorbeeld VIIExample VII
E8n kleurmiddel werd bereid door uit te gaan van de volgende stoffen: 2-btydroxy-5-methoxy-benzaldehyde 0,70 g 10 Basic Brown 16 (kleurindex 12250) 0,50 gA colorant was prepared starting from the following materials: 2-btydroxy-5-methoxy-benzaldehyde 0.70 g 10 Basic Brown 16 (color index 12250) 0.50 g
Basic Blue 99 (kleurindex 56059) 0,10 g 2-propanol 10,00 g hydroxyethylcellulose (Natrosol 250 HR) 1,00 g glycerol DAB 7 3,00 g 15 monoethanolamine 1,00 g kaliloog (51%) 2,00 g parfum 0,30 g ontzout water 81,40 g 100,00 g 20 De pH-waarde werd ingesteld op 8,0-8,5. Het verkregen kleur middel kan in houders worden gedaan zoals aangegeven is in voorbeeld V.Basic Blue 99 (color index 56059) 0.10 g 2-propanol 10.00 g hydroxyethyl cellulose (Natrosol 250 HR) 1.00 g glycerol DAB 7 3.00 g 15 monoethanolamine 1.00 g potash (51%) 2.00 g perfume 0.30 g desalinated water 81.40 g 100.00 g 20 The pH value was adjusted to 8.0-8.5. The colorant obtained can be placed in containers as indicated in Example V.
De haren kunnen dan licht blond worden gekleurd.The hair can then be colored light blond.
In het Duitse Auslegeschrift 1106925 is een werkwijze aangegeven voor het verven van menselijk haar waarbij een middel is toegepast 25 dat als werkzame stof een ortho-dihydroxybenzeenverbinding bevat waarbij als werkzame stof daar protocatechualdehyde de voorkeur verdiende zoals vermeld in kolom 2 regels 49-52 en in voorbeeld VI, waarbij het kleuren door alkaliën respectievelijk of ammoniumperjodaat en/of ammoniumpersulfaat als oxy-datiemiddel werd bewerkstelligd. In dat Auslegeschrift werd het gebruik van 30 2-hydroxy-3-methoxybenzaldehyde,2-hydroxy-4-methoxybenzaldehyde of 2-hydroxy-5-methoxybenzaldehyde alleen of van 4-hydroxy-3-methoxybenzalde-hyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde evenals 2-hydroxy-5-methoxybenzaldehyde in combinatie met een oxydatie-middel ter verkrijging van kleuren van menselijk haar niet voorgeschreven 35 en kon hieruit ook niet worden afgeleid. Het is dan ook verrassend dat bij de werkwijze volgens de uitvinding zonder oxydatiemiddel een geel-kleuring kan worden bewerkstelligd met 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde en 2-hydroxy-5-methoxybenzaldehyde wan- 80 0 385 1 -14- 21377/Vk/mv neer menselijk haar wordt geverfd terwijl protocatechualdehyde onder deze omstandigheden geen kleuring geeft. Nog verrassender is het dat protocatechualdehyde in aanwezigheid van een oxydatiemiddel slechts onder zeer speciale voorwaarden (oxydatiemiddel en pH-waarde) rood-bruinefrespectieve-5 lijk middal-bruine kleuringen van het haar geeft. Onder deze voonhet protocatechualdehyde noodzakelijke omstandigheden kunnen echter met 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydro-xy -4-methoxybenzaldehyde respectievelijk 2-hydroxy-5-raethoxybenzaldehyde geen bruine haarkleuringen worden verkregen.German Auslegeschrift No. 1106925 discloses a method for dyeing human hair in which an agent is used which contains the active substance an ortho-dihydroxybenzene compound, the active substance of which being protocatechualdehyde as stated in column 2 lines 49-52 and in Example VI, wherein the coloring by alkalis or ammonium periodate and / or ammonium persulfate, respectively, was effected as oxidizing agent. In that Auslegeschrift the use of 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde or 2-hydroxy-5-methoxybenzaldehyde alone or of 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-3- methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde as well as 2-hydroxy-5-methoxybenzaldehyde in combination with an oxidizing agent to obtain coloring of human hair were not prescribed and could not be deduced therefrom. It is therefore surprising that in the process according to the invention, yellowing can be effected without oxidizing agent with 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde and 2-hydroxy-5-methoxybenzaldehyde when 80 0 385 1 -14- 21377 / Vk / mv down human hair is dyed while protocatechualdehyde does not stain under these conditions. It is even more surprising that in the presence of an oxidizing agent, protocatechualdehyde gives red-brown or medium-brown coloring of the hair only under very special conditions (oxidizing agent and pH value). Under these conditions necessary for the protocatechualdehyde, however, brown hair dyes cannot be obtained with 4-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-4-methoxybenzaldehyde or 2-hydroxy-5-raethoxybenzaldehyde.
10 In tabel G zijn deze verrassende resultaten nader toegelicht aan de hand van vergelijkende experimental.In Table G these surprising results are further elucidated on the basis of comparative experimental.
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Claims (3)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2932489 | 1979-08-10 | ||
| DE2932489A DE2932489B1 (en) | 1979-08-10 | 1979-08-10 | Process for dyeing human hair and means for carrying it out |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8003851A true NL8003851A (en) | 1981-02-12 |
Family
ID=6078159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8003851A NL8003851A (en) | 1979-08-10 | 1980-07-03 | METHOD FOR DYEING HAIR AND METHOD FOR PREPARING A MIX TO BE USED |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5629515A (en) |
| AT (1) | ATA405480A (en) |
| BE (1) | BE884696A (en) |
| CH (1) | CH644014A5 (en) |
| DE (1) | DE2932489B1 (en) |
| FR (1) | FR2462907A1 (en) |
| GB (1) | GB2057019B (en) |
| IT (1) | IT1132375B (en) |
| NL (1) | NL8003851A (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2480599A1 (en) | 1980-04-17 | 1981-10-23 | Oreal | USE OF HYDROXYL DERIVATIVES OF BENZALDEHYDE FOR THE COLORING OF KERATIN FIBERS, PROCESS AND COMPOSITION IMPLEMENTING THEM |
| LU82860A1 (en) * | 1980-10-16 | 1982-05-10 | Oreal | TINCTORIAL COMPOSITIONS BASED ON PRECURSORS OF OXIDATION DYES AND NITER BENZENIC DYES STABLE IN AN ALKALINE REDUCING MEDIUM AND THEIR USE FOR DYEING KERATIN FIBERS |
| US5034014A (en) * | 1990-06-18 | 1991-07-23 | Clairol, Inc. | Hair dye composition and method |
| DE19618595A1 (en) † | 1996-05-09 | 1997-11-13 | Wella Ag | dye |
| FR2787706B1 (en) * | 1998-12-23 | 2002-06-14 | Oreal | DYEING PROCESS USING A CATIONIC HETEROCYCLIC AMINE AND A SELECTED COMPOUND AMONG AN ALDEHYDE, A KETONE, A QUINONE AND A DERIVATIVE OF DI-IMINO-ISOINDOLINE OR 3-AMINO-ISOINDOLONE |
| FR2787705B1 (en) * | 1998-12-23 | 2002-06-14 | Oreal | DYEING PROCESS USING AN ALIPHATIC CATIONIC AMINE AND A SELECTED COMPOUND AMONG AN ALDEHYDE, A KETONE, A QUINONE AND A DERIVATIVE OF DI-IMINO-ISOINDOLINE OR 3-AMINO-ISOINDOLONE |
| FR2787707B1 (en) * | 1998-12-23 | 2002-09-20 | Oreal | DYEING PROCESS USING A CATIONIC DERIVATIVE AND A SELECTED COMPOUND AMONG AN ALDEHYDE, A KETONE, A QUINONE AND A DERIVATIVE OF DI-IMINO-ISOINDOLINE OR 3-AMINO-ISOINDOLONE |
| FR2787708B1 (en) * | 1998-12-23 | 2002-09-13 | Oreal | DYEING PROCESS USING AN ACTIVE METHYLENE COMPOUND AND A COMPOUND CHOSEN FROM AN ALDEHYDE, A KETONE, A QUINONE AND A DERIVATIVE OF DI-IMINO-ISOINDOLINE OR 3-AMINO-ISOINDOLONE |
| DE19859809A1 (en) * | 1998-12-23 | 2000-06-29 | Henkel Kgaa | Agent for dyeing keratin fibers |
| FR2788432B1 (en) | 1999-01-19 | 2003-04-04 | Oreal | USE FOR THE DIRECT DYEING OF KERATINIC FIBERS FROM A COMBINATION OF TWO CATIONIC DYES |
| WO2012084472A1 (en) * | 2010-12-20 | 2012-06-28 | L'oreal | Process for dyeing keratin fibres using hydroxybenzaldehyde derivatives, oxidizing agents and alkalinizing agents in the presence of heat |
| FR2968949B1 (en) * | 2010-12-20 | 2012-12-14 | Oreal | PROCESS FOR COLORING KERATIN FIBERS FROM HYDROXYBENZALDEHYDE DERIVATIVES, OXIDIZING AGENTS, ALKALINIZING AGENTS IN THE PRESENCE OF HEAT |
| FR2969923B1 (en) * | 2011-01-05 | 2012-12-21 | Oreal | PROCESS FOR COLORING KERATIN FIBERS FROM HYDROXYBENZALDEHYDE DERIVATIVES, OXIDIZING AGENTS, ALKALINIZING AGENTS IN THE PRESENCE OF HEAT |
| FR2974509B1 (en) * | 2011-04-29 | 2013-10-11 | Oreal | COLORING COMPOSITION USING A PARTICULAR PHENOLIC COUPLER IN BODY-RICH MEDIA, METHODS AND DEVICE |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE272737C (en) * | ||||
| FR1164951A (en) * | 1957-01-21 | 1958-10-16 | Oreal | Process for dyeing the hair and other keratin substances, and new products thus obtained |
| IT1013014B (en) * | 1970-11-09 | 1977-03-30 | Procter & Gamble | SOLUTION FOR DYING HAIR AND COMPOSITION USED IN IT |
| CA986019A (en) * | 1971-03-30 | 1976-03-23 | Edward J. Milbrada | Oxidation hair dyes and process |
-
1979
- 1979-08-10 DE DE2932489A patent/DE2932489B1/en not_active Ceased
-
1980
- 1980-07-03 NL NL8003851A patent/NL8003851A/en not_active Application Discontinuation
- 1980-07-18 FR FR8015961A patent/FR2462907A1/en active Pending
- 1980-07-23 GB GB8024090A patent/GB2057019B/en not_active Expired
- 1980-07-24 CH CH567280A patent/CH644014A5/en not_active IP Right Cessation
- 1980-08-06 AT AT0405480A patent/ATA405480A/en not_active Application Discontinuation
- 1980-08-08 BE BE0/201688A patent/BE884696A/en not_active IP Right Cessation
- 1980-08-08 IT IT24086/80A patent/IT1132375B/en active
- 1980-08-11 JP JP10934280A patent/JPS5629515A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB2057019B (en) | 1983-04-07 |
| ATA405480A (en) | 1983-05-15 |
| FR2462907A1 (en) | 1981-02-20 |
| JPS5629515A (en) | 1981-03-24 |
| GB2057019A (en) | 1981-03-25 |
| IT8024086A0 (en) | 1980-08-08 |
| BE884696A (en) | 1980-12-01 |
| DE2932489B1 (en) | 1980-06-04 |
| CH644014A5 (en) | 1984-07-13 |
| IT1132375B (en) | 1986-07-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |