CH623228A5 - - Google Patents
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- CH623228A5 CH623228A5 CH1023077A CH1023077A CH623228A5 CH 623228 A5 CH623228 A5 CH 623228A5 CH 1023077 A CH1023077 A CH 1023077A CH 1023077 A CH1023077 A CH 1023077A CH 623228 A5 CH623228 A5 CH 623228A5
- Authority
- CH
- Switzerland
- Prior art keywords
- composition according
- composition
- weight
- hair
- group formed
- Prior art date
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- 239000000203 mixture Substances 0.000 claims description 98
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 44
- 239000000975 dye Substances 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 26
- 229910021529 ammonia Inorganic materials 0.000 claims description 22
- 238000004040 coloring Methods 0.000 claims description 19
- -1 alkanolamines Chemical compound 0.000 claims description 8
- 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 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000000118 hair dye Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 150000001555 benzenes Chemical class 0.000 claims description 3
- 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 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- HWWIVWKTKZAORO-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazin-6-ol Chemical compound O1CCNC2=CC(O)=CC=C21 HWWIVWKTKZAORO-UHFFFAOYSA-N 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- 239000000982 direct dye Substances 0.000 claims description 2
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000001005 nitro dye Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 2
- 235000013824 polyphenols Nutrition 0.000 claims description 2
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 2
- 230000008719 thickening Effects 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims 3
- 238000007254 oxidation reaction Methods 0.000 claims 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 230000003113 alkalizing effect Effects 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 230000035515 penetration Effects 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 24
- 239000000047 product Substances 0.000 description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 21
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 18
- 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 17
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 14
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 12
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
- ALSTYHKOOCGGFT-UHFFFAOYSA-N cis-oleyl alcohol Natural products CCCCCCCCC=CCCCCCCCCO ALSTYHKOOCGGFT-UHFFFAOYSA-N 0.000 description 11
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 10
- ICTNREHFNBMLKP-UHFFFAOYSA-N 4-n-(2-methoxyethyl)benzene-1,4-diamine;sulfuric acid Chemical compound OS(O)(=O)=O.COCCNC1=CC=C(N)C=C1 ICTNREHFNBMLKP-UHFFFAOYSA-N 0.000 description 10
- 229960005323 phenoxyethanol Drugs 0.000 description 10
- 150000003335 secondary amines Chemical class 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 8
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 8
- WZTQWXKHLAJTRC-UHFFFAOYSA-N benzyl 2-amino-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridine-5-carboxylate Chemical compound C1C=2SC(N)=NC=2CCN1C(=O)OCC1=CC=CC=C1 WZTQWXKHLAJTRC-UHFFFAOYSA-N 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000000155 melt Substances 0.000 description 7
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 7
- 239000002244 precipitate Substances 0.000 description 7
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 7
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 6
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 6
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 6
- BMJXMAAIWXBKBD-UHFFFAOYSA-N aniline;dihydrochloride Chemical compound Cl.Cl.NC1=CC=CC=C1 BMJXMAAIWXBKBD-UHFFFAOYSA-N 0.000 description 5
- 239000012429 reaction media Substances 0.000 description 5
- SCGFHWXUZPQQPI-UHFFFAOYSA-N 1-(2,4-diaminophenoxy)ethanol;dihydrochloride Chemical compound Cl.Cl.CC(O)OC1=CC=C(N)C=C1N SCGFHWXUZPQQPI-UHFFFAOYSA-N 0.000 description 4
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 102000011782 Keratins Human genes 0.000 description 4
- 108010076876 Keratins Proteins 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
- 150000003512 tertiary amines Chemical group 0.000 description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- YRLORWPBJZEGBX-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazine Chemical compound C1=CC=C2NCCOC2=C1 YRLORWPBJZEGBX-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- 235000014036 Castanea Nutrition 0.000 description 2
- 241001070941 Castanea Species 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- XEKAUTDWPYQNFU-UHFFFAOYSA-N chlorane Chemical compound Cl.Cl.Cl XEKAUTDWPYQNFU-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002828 nitro derivatives Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229960001755 resorcinol Drugs 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 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
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- OQWWMUWGSBRNMA-UHFFFAOYSA-N 1-(2,4-diaminophenoxy)ethanol Chemical compound CC(O)OC1=CC=C(N)C=C1N OQWWMUWGSBRNMA-UHFFFAOYSA-N 0.000 description 1
- ALCCYOJLWSEZJF-UHFFFAOYSA-N 1-(2,4-diaminophenoxy)ethanol;hydrochloride Chemical compound Cl.CC(O)OC1=CC=C(N)C=C1N ALCCYOJLWSEZJF-UHFFFAOYSA-N 0.000 description 1
- DTKPVPOLKLGLLG-UHFFFAOYSA-N 1-(2-methoxyethyl)-2-phenylhydrazine Chemical compound COCCNNC1=CC=CC=C1 DTKPVPOLKLGLLG-UHFFFAOYSA-N 0.000 description 1
- CSVZHGBFXQVNJZ-UHFFFAOYSA-N 1-(4-amino-2-hydroxy-3-methylphenyl)propan-1-one Chemical compound CCC(=O)C1=C(C(=C(C=C1)N)C)O CSVZHGBFXQVNJZ-UHFFFAOYSA-N 0.000 description 1
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 1
- WFQDTOYDVUWQMS-UHFFFAOYSA-N 1-fluoro-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(F)C=C1 WFQDTOYDVUWQMS-UHFFFAOYSA-N 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
- BAHPQISAXRFLCL-UHFFFAOYSA-N 2,4-Diaminoanisole Chemical compound COC1=CC=C(N)C=C1N BAHPQISAXRFLCL-UHFFFAOYSA-N 0.000 description 1
- BVWOHFHLLLPJLH-UHFFFAOYSA-N 2-methoxy-3,5-dimethylbenzene-1,4-diamine Chemical compound COC1=C(C)C(N)=C(C)C=C1N BVWOHFHLLLPJLH-UHFFFAOYSA-N 0.000 description 1
- JBESLYPTBIFSNQ-UHFFFAOYSA-N 2-methoxy-3,5-dimethylbenzene-1,4-diamine;dihydrochloride Chemical compound Cl.Cl.COC1=C(C)C(N)=C(C)C=C1N JBESLYPTBIFSNQ-UHFFFAOYSA-N 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
- XTTIQGSLJBWVIV-UHFFFAOYSA-N 2-methyl-4-nitroaniline Chemical compound CC1=CC([N+]([O-])=O)=CC=C1N XTTIQGSLJBWVIV-UHFFFAOYSA-N 0.000 description 1
- TWOVBCDGJXNSKA-UHFFFAOYSA-N 3-amino-2,6-dimethylphenol;lead Chemical compound [Pb].CC1=CC=C(N)C(C)=C1O TWOVBCDGJXNSKA-UHFFFAOYSA-N 0.000 description 1
- HEAHXMOKYXTEID-UHFFFAOYSA-N 3-amino-4-methoxyphenol Chemical compound COC1=CC=C(O)C=C1N HEAHXMOKYXTEID-UHFFFAOYSA-N 0.000 description 1
- CZGCEKJOLUNIFY-UHFFFAOYSA-N 4-Chloronitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1 CZGCEKJOLUNIFY-UHFFFAOYSA-N 0.000 description 1
- HDGMAACKJSBLMW-UHFFFAOYSA-N 4-amino-2-methylphenol Chemical compound CC1=CC(N)=CC=C1O HDGMAACKJSBLMW-UHFFFAOYSA-N 0.000 description 1
- PNLPXABQLXSICH-UHFFFAOYSA-N 4-amino-3-chlorophenol Chemical compound NC1=CC=C(O)C=C1Cl PNLPXABQLXSICH-UHFFFAOYSA-N 0.000 description 1
- IZCRFJSMFHZEJD-UHFFFAOYSA-N 4-methyl-2-n-phenylbenzene-1,2-diamine Chemical compound CC1=CC=C(N)C(NC=2C=CC=CC=2)=C1 IZCRFJSMFHZEJD-UHFFFAOYSA-N 0.000 description 1
- FOBPFZIORYGLRQ-UHFFFAOYSA-N 4-n-(3-methoxypropyl)benzene-1,4-diamine;dihydrochloride Chemical compound Cl.Cl.COCCCNC1=CC=C(N)C=C1 FOBPFZIORYGLRQ-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VYEFFNJZYZQQAU-UHFFFAOYSA-N C=1C=CC=CC=1C(NS(=O)(=O)C)COCC(NS(C)(=O)=O)C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C(NS(=O)(=O)C)COCC(NS(C)(=O)=O)C1=CC=CC=C1 VYEFFNJZYZQQAU-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000557626 Corvus corax Species 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Chemical class 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical group CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 244000104757 Viola obliqua Species 0.000 description 1
- 239000000205 acacia gum Chemical class 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 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
- SKFFBLHFAMMHFE-UHFFFAOYSA-N anisole;dihydrochloride Chemical compound Cl.Cl.COC1=CC=CC=C1 SKFFBLHFAMMHFE-UHFFFAOYSA-N 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
- 239000003830 anthracite Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 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
- 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
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 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
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 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
- JBTPRUMXWADORW-UHFFFAOYSA-N n-(3-methoxypropyl)-4-nitroaniline Chemical compound COCCCNC1=CC=C([N+]([O-])=O)C=C1 JBTPRUMXWADORW-UHFFFAOYSA-N 0.000 description 1
- XNZUXQQESDLANR-UHFFFAOYSA-N n-(3-methoxypropyl)aniline Chemical compound COCCCNC1=CC=CC=C1 XNZUXQQESDLANR-UHFFFAOYSA-N 0.000 description 1
- WCKJKLRSEPKMHV-UHFFFAOYSA-N n-[2-(2,4-diaminophenoxy)ethyl]methanesulfonamide Chemical compound CS(=O)(=O)NCCOC1=CC=C(N)C=C1N WCKJKLRSEPKMHV-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- XMVJITFPVVRMHC-UHFFFAOYSA-N roxarsone Chemical group OC1=CC=C([As](O)(O)=O)C=C1[N+]([O-])=O XMVJITFPVVRMHC-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000002453 shampoo Substances 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
- 235000011182 sodium carbonates Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 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
- A61K8/40—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
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)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7625386A FR2362112A1 (fr) | 1976-08-20 | 1976-08-20 | Nouvelles paraphenylenediamines et compositions tinctoriales pour fibres keratiniques les contenant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH623228A5 true CH623228A5 (de) | 1981-05-29 |
Family
ID=9177043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1023077A CH623228A5 (de) | 1976-08-20 | 1977-08-19 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4277244A (de) |
| JP (1) | JPS5925764B2 (de) |
| AR (1) | AR216090A1 (de) |
| AT (1) | AT352885B (de) |
| AU (1) | AU513955B2 (de) |
| BE (1) | BE857939A (de) |
| BR (1) | BR7705523A (de) |
| CA (1) | CA1102701A (de) |
| CH (1) | CH623228A5 (de) |
| DE (1) | DE2737291C3 (de) |
| DK (1) | DK154185C (de) |
| ES (1) | ES461761A1 (de) |
| FR (1) | FR2362112A1 (de) |
| GB (1) | GB1583599A (de) |
| IT (1) | IT1082290B (de) |
| NL (1) | NL171660C (de) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2421872A1 (fr) * | 1978-04-06 | 1979-11-02 | Oreal | Nouvelles paraphenylenediamines, compositions tinctoriales les contenant et procede de teinture correspondant |
| FR2460663A1 (fr) * | 1979-07-10 | 1981-01-30 | Oreal | Composition tinctoriale pour cheveux a base de paraphenylene diamines |
| DE3020891A1 (de) * | 1980-06-02 | 1981-12-17 | Basf Ag, 6700 Ludwigshafen | Fluessigeinstellungen von oxidationsfarbstoffen |
| LU83686A1 (fr) * | 1981-10-08 | 1983-06-08 | Oreal | Composition tinctoriale pour fibres keratiniques a base de colorants nitres benzeniques |
| US4630621A (en) * | 1985-09-27 | 1986-12-23 | Susanne Pontani | Method and composition for simultaneously permanently waving and dyeing human hair |
| US5161553A (en) * | 1986-09-19 | 1992-11-10 | Clairol Incorporated | Process for simultaneously waving and coloring hair |
| DE3723223A1 (de) * | 1987-07-14 | 1989-02-02 | Bosch Gmbh Robert | Magnetventil mit anschlusseinrichtung |
| US5279620A (en) * | 1988-09-12 | 1994-01-18 | L'oreal | Tinctorial compositions for keratin fibres containing precursors of oxidation colorants and indole couplers, and dyeing processes using these compositions |
| FR2654336B1 (fr) * | 1989-11-10 | 1994-06-03 | Oreal | Composition tinctoriale pour fibres keratiniques, contenant des precurseurs de colorants par oxydation et des coupleurs derives de 6- ou 7-hydroxyindole, et procede de teinture mettant en óoeuvre ces compositions. |
| DE4103292C2 (de) * | 1991-02-04 | 1994-02-10 | Goldwell Ag | Haarfärbemittel |
| DE4205329A1 (de) * | 1992-02-21 | 1993-08-26 | Henkel Kgaa | P-phenylendiaminderivate als oxidationsfarbstoffvorprodukte |
| FR2715296B1 (fr) * | 1994-01-24 | 1996-04-12 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant une paraphénylènediamine, une métalphénylènediamine et un para-aminophénol ou un méta-aminophénol, et procédé de teinture utilisant une telle composition. |
| FR2725368B1 (fr) * | 1994-10-07 | 1997-04-04 | Oreal | Compositions de teinture d'oxydation des fibres keratiniques comprenant une association d'au moins deux derives particuliers de paraphenylenediamine, et utilisation |
| FR2730923B1 (fr) * | 1995-02-27 | 1997-04-04 | Oreal | Composition pour la teinture d'oxydation des fibres keratiniques comprenant une base d'oxydation, un coupleur indolique et un coupleur heterocyclique additionnel, et procede de teinture |
| DE19534214C1 (de) * | 1995-09-15 | 1996-10-17 | Schwarzkopf Gmbh Hans | Substituierte und unsubstituierte 4-(2,5-Diaminophenoxymethyl)-1,3-dioxolane, Verfahren zu ihrer Herstellung und Haarfärbemittel |
| FR2769211B1 (fr) * | 1997-10-03 | 1999-12-24 | Oreal | Composition de teinture des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
| DE19847192A1 (de) | 1998-10-13 | 2000-04-27 | Wella Ag | Mittel und Verfahren zur Färbung von Fasern |
| US7435267B2 (en) | 2004-02-27 | 2008-10-14 | L'oreal S.A. | Secondary para-phenylenediamines bearing an alkoxy group, dye composition comprising them, processes therefor and uses thereof |
| FR2866877B1 (fr) * | 2004-02-27 | 2006-09-08 | Oreal | Para-phenylenediamines secondaires portant un groupe alcoxy, composition tinctoriale les comprenant, procedes et utilisations |
| US20170313920A1 (en) | 2010-10-06 | 2017-11-02 | Thomas P. Daly | Biological Buffers with Wide Buffering Ranges |
| US8519141B2 (en) | 2008-04-17 | 2013-08-27 | Thomas Daly | Biological buffers with wide buffering ranges |
| US9447310B2 (en) | 2008-04-17 | 2016-09-20 | Thomas P. Daly | Biological buffers with wide buffering ranges |
| US8822728B2 (en) | 2008-04-17 | 2014-09-02 | Thomas Daly | Biological buffers with wide buffering ranges |
| US7939659B2 (en) * | 2008-04-17 | 2011-05-10 | Thomas Daly | Biological buffers with wide buffering ranges |
| US7635791B2 (en) * | 2008-04-17 | 2009-12-22 | Tpat Ip Llc | Biological buffers with wide buffering ranges |
| US9090638B2 (en) | 2008-04-17 | 2015-07-28 | Thomas Daly | Biological buffers with wide buffering ranges |
| US8034951B2 (en) * | 2008-04-17 | 2011-10-11 | Thomas Daly | Biological buffers with wide buffering ranges |
| US8334402B2 (en) * | 2008-04-17 | 2012-12-18 | Thomas Daly | Biological buffers with wide buffering ranges |
| US9475754B2 (en) | 2011-10-06 | 2016-10-25 | Thomas P. Daly | Biological buffers with wide buffering ranges |
| GB201509794D0 (en) | 2015-06-05 | 2015-07-22 | Univ Leuven Kath | Method for preparing an assymetric membrane |
| WO2021219692A1 (en) | 2020-04-28 | 2021-11-04 | Katholieke Universiteit Leuven | Thin-film composite membranes synthesized by multi-step coating methods |
| WO2024105106A1 (en) | 2022-11-15 | 2024-05-23 | Katholieke Universiteit Leuven | Aliphatic polyamine thin-film composite membranes made via interfacial polymerization |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1932901A (en) * | 1930-08-01 | 1933-10-31 | Gen Aniline Works Inc | Process for dyeing furs, hairs, or feathers |
| US2684893A (en) * | 1951-10-01 | 1954-07-27 | Standard Oil Co | Gasoline antioxidants |
| US3819708A (en) * | 1971-02-24 | 1974-06-25 | Sandoz Ag | N,n'-disubstituted-p-phenylenediamines |
| BE786710A (fr) * | 1971-10-04 | 1973-01-25 | Bristol Myers Co | Composition pour la teinture du cheveu avec |
| US3981677A (en) * | 1974-01-02 | 1976-09-21 | Clairol Incorporated | Oxidative hair dye compositions containing N-substituted o-phenylenediamines and method for their use |
-
1976
- 1976-08-20 FR FR7625386A patent/FR2362112A1/fr active Granted
-
1977
- 1977-08-03 AU AU27596/77A patent/AU513955B2/en not_active Expired
- 1977-08-17 CA CA285,005A patent/CA1102701A/fr not_active Expired
- 1977-08-18 AT AT599877A patent/AT352885B/de active
- 1977-08-18 DE DE2737291A patent/DE2737291C3/de not_active Expired
- 1977-08-18 GB GB34787/77A patent/GB1583599A/en not_active Expired
- 1977-08-19 ES ES461761A patent/ES461761A1/es not_active Expired
- 1977-08-19 CH CH1023077A patent/CH623228A5/fr not_active IP Right Cessation
- 1977-08-19 NL NLAANVRAGE7709220,A patent/NL171660C/xx not_active IP Right Cessation
- 1977-08-19 BE BE180288A patent/BE857939A/xx not_active IP Right Cessation
- 1977-08-19 DK DK370677A patent/DK154185C/da active
- 1977-08-19 AR AR268873A patent/AR216090A1/es active
- 1977-08-19 BR BR7705523A patent/BR7705523A/pt unknown
- 1977-08-19 IT IT68890/77A patent/IT1082290B/it active
- 1977-08-20 JP JP52100048A patent/JPS5925764B2/ja not_active Expired
-
1979
- 1979-02-06 US US06/009,943 patent/US4277244A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US4277244A (en) | 1981-07-07 |
| ES461761A1 (es) | 1978-05-01 |
| AU513955B2 (en) | 1981-01-15 |
| CA1102701A (fr) | 1981-06-09 |
| NL171660B (nl) | 1982-12-01 |
| AR216090A1 (es) | 1979-11-30 |
| DK370677A (da) | 1978-02-21 |
| NL7709220A (nl) | 1978-02-22 |
| DE2737291B2 (de) | 1979-03-29 |
| NL171660C (nl) | 1983-05-02 |
| BR7705523A (pt) | 1978-04-25 |
| DK154185C (da) | 1989-03-13 |
| FR2362112B1 (de) | 1979-08-17 |
| JPS5925764B2 (ja) | 1984-06-21 |
| DE2737291C3 (de) | 1979-11-15 |
| GB1583599A (en) | 1981-01-28 |
| JPS5334933A (en) | 1978-03-31 |
| DE2737291A1 (de) | 1978-03-09 |
| AU2759677A (en) | 1979-02-08 |
| ATA599877A (de) | 1979-03-15 |
| DK154185B (da) | 1988-10-24 |
| BE857939A (fr) | 1978-02-20 |
| IT1082290B (it) | 1985-05-21 |
| FR2362112A1 (fr) | 1978-03-17 |
| AT352885B (de) | 1979-10-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |