NL8002364A - M-fenyleendiamine-derivaten, verfpreparaten die deze derivaten bevatten en werkwijze voor het verven. - Google Patents
M-fenyleendiamine-derivaten, verfpreparaten die deze derivaten bevatten en werkwijze voor het verven. Download PDFInfo
- Publication number
- NL8002364A NL8002364A NL8002364A NL8002364A NL8002364A NL 8002364 A NL8002364 A NL 8002364A NL 8002364 A NL8002364 A NL 8002364A NL 8002364 A NL8002364 A NL 8002364A NL 8002364 A NL8002364 A NL 8002364A
- Authority
- NL
- Netherlands
- Prior art keywords
- preparation
- acid
- aminophenol
- methyl
- agents
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 90
- 238000004043 dyeing Methods 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 150000004988 m-phenylenediamines Chemical class 0.000 title description 12
- 239000000203 mixture Substances 0.000 claims description 51
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 40
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 38
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 37
- -1 β-methoxyethyl Chemical group 0.000 claims description 36
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 30
- 239000003973 paint Substances 0.000 claims description 30
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 27
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 22
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 20
- 229910021529 ammonia Inorganic materials 0.000 claims description 19
- 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 claims description 17
- 239000002253 acid Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 15
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 14
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 14
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical group NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 11
- 239000007822 coupling agent Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 229940079827 sodium hydrogen sulfite Drugs 0.000 claims description 11
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 11
- 229940018563 3-aminophenol Drugs 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 8
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 102000011782 Keratins Human genes 0.000 claims description 6
- 108010076876 Keratins Proteins 0.000 claims description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims description 6
- 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
- 235000011054 acetic acid Nutrition 0.000 claims description 5
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000000975 dye Substances 0.000 claims description 5
- 239000007800 oxidant agent Substances 0.000 claims description 5
- 150000004989 p-phenylenediamines Chemical class 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 239000002535 acidifier Substances 0.000 claims description 4
- 230000003113 alkalizing effect Effects 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 235000006708 antioxidants Nutrition 0.000 claims description 4
- 150000001555 benzenes Chemical class 0.000 claims description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 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 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 4
- 150000003871 sulfonates Chemical class 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- YHYKLKNNBYLTQY-UHFFFAOYSA-N 1,1-diphenylhydrazine Chemical compound C=1C=CC=CC=1N(N)C1=CC=CC=C1 YHYKLKNNBYLTQY-UHFFFAOYSA-N 0.000 claims description 3
- 229920002125 Sokalan® Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 235000010980 cellulose Nutrition 0.000 claims description 3
- 238000001035 drying Methods 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
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 2
- GIGNQZIJYUEWTI-UHFFFAOYSA-N 2,3,5-trihydroxytoluene Chemical compound CC1=CC(O)=CC(O)=C1O GIGNQZIJYUEWTI-UHFFFAOYSA-N 0.000 claims description 2
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 claims description 2
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 claims description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims description 2
- BZEDRAKRSSJGDK-UHFFFAOYSA-N ClOCl.NC1=C(C=CC(=C1)N)O Chemical compound ClOCl.NC1=C(C=CC(=C1)N)O BZEDRAKRSSJGDK-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- 229920000084 Gum arabic Polymers 0.000 claims description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 2
- 235000010489 acacia gum Nutrition 0.000 claims description 2
- 239000000205 acacia gum Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 2
- 239000001099 ammonium carbonate Substances 0.000 claims description 2
- 235000012501 ammonium carbonate Nutrition 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims description 2
- 229960005070 ascorbic acid Drugs 0.000 claims description 2
- 239000011668 ascorbic acid Substances 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000003581 cosmetic carrier Substances 0.000 claims description 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims description 2
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- QFCGWLMVBQWKLP-UHFFFAOYSA-N ethyl n-(3-hydroxy-4-methoxyphenyl)carbamate Chemical compound CCOC(=O)NC1=CC=C(OC)C(O)=C1 QFCGWLMVBQWKLP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004088 foaming agent Substances 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 229920000609 methyl cellulose Polymers 0.000 claims description 2
- 239000001923 methylcellulose Substances 0.000 claims description 2
- 235000010981 methylcellulose Nutrition 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 150000002790 naphthalenes Chemical class 0.000 claims description 2
- 239000001005 nitro dye Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- 235000010413 sodium alginate Nutrition 0.000 claims description 2
- 239000000661 sodium alginate Substances 0.000 claims description 2
- 229940005550 sodium alginate Drugs 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 claims description 2
- 235000010265 sodium sulphite Nutrition 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 235000002906 tartaric acid Nutrition 0.000 claims description 2
- 239000011975 tartaric acid Substances 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims 1
- BKKZVMLVTLPYFV-UHFFFAOYSA-N 2-(2-amino-4-methoxyanilino)ethanol Chemical compound COC1=CC=C(NCCO)C(N)=C1 BKKZVMLVTLPYFV-UHFFFAOYSA-N 0.000 claims 1
- 241000978776 Senegalia senegal Species 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 150000002191 fatty alcohols Chemical class 0.000 claims 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 claims 1
- 230000000149 penetrating effect Effects 0.000 claims 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N trihydroxybenzene Natural products OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000000047 product Substances 0.000 description 14
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 12
- 229940055577 oleyl alcohol Drugs 0.000 description 12
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 12
- 238000011282 treatment Methods 0.000 description 11
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 9
- 239000002453 shampoo Substances 0.000 description 7
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 6
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 6
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 5
- BPBUKLWZRBCWDU-UHFFFAOYSA-N 4-[1-amino-2-[2-amino-2-(2,4-diaminophenyl)ethoxy]ethyl]benzene-1,3-diamine Chemical compound C=1C=C(N)C=C(N)C=1C(N)COCC(N)C1=CC=C(N)C=C1N BPBUKLWZRBCWDU-UHFFFAOYSA-N 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 229960003330 pentetic acid Drugs 0.000 description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 229960001484 edetic acid Drugs 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- HWWIVWKTKZAORO-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazin-6-ol Chemical compound O1CCNC2=CC(O)=CC=C21 HWWIVWKTKZAORO-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
- 239000005695 Ammonium acetate Substances 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- YOTMAUGRJHFNAL-UHFFFAOYSA-N CC(NC1=C(C(COCC(C(C=CC(N)=C2)=C2NC(C)=O)N)N)C=CC(N)=C1)=O Chemical compound CC(NC1=C(C(COCC(C(C=CC(N)=C2)=C2NC(C)=O)N)N)C=CC(N)=C1)=O YOTMAUGRJHFNAL-UHFFFAOYSA-N 0.000 description 2
- 241001070941 Castanea Species 0.000 description 2
- 235000014036 Castanea Nutrition 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 235000019257 ammonium acetate Nutrition 0.000 description 2
- 229940043376 ammonium acetate Drugs 0.000 description 2
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 2
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- XIXNSLABECPEMI-VURMDHGXSA-N (z)-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]pent-2-enoic acid Chemical compound CC\C=C(/C(O)=O)C1=CSC(NC(=O)OC(C)(C)C)=N1 XIXNSLABECPEMI-VURMDHGXSA-N 0.000 description 1
- LPMBTLLQQJBUOO-KTKRTIGZSA-N (z)-n,n-bis(2-hydroxyethyl)octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(CCO)CCO LPMBTLLQQJBUOO-KTKRTIGZSA-N 0.000 description 1
- ONMPHFNUPDMXIL-UHFFFAOYSA-N 1-(1-aminopropoxy)propan-1-amine Chemical compound CCC(N)OC(N)CC ONMPHFNUPDMXIL-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
- GXVUZYLYWKWJIM-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanamine Chemical compound NCCOCCN GXVUZYLYWKWJIM-UHFFFAOYSA-N 0.000 description 1
- UTHUZYBSSBFPES-UHFFFAOYSA-N 2-(4-amino-3-nitrophenoxy)ethanol Chemical compound NC1=CC=C(OCCO)C=C1[N+]([O-])=O UTHUZYBSSBFPES-UHFFFAOYSA-N 0.000 description 1
- AJWIWEGQLDDWQC-UHFFFAOYSA-N 2-amino-4-methyl-6-nitrophenol Chemical compound CC1=CC(N)=C(O)C([N+]([O-])=O)=C1 AJWIWEGQLDDWQC-UHFFFAOYSA-N 0.000 description 1
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical compound ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 description 1
- YXWXCSITLKQDLA-UHFFFAOYSA-N 2-nitro-6-propan-2-ylaniline Chemical compound CC(C)C1=CC=CC([N+]([O-])=O)=C1N YXWXCSITLKQDLA-UHFFFAOYSA-N 0.000 description 1
- KRPRVQWGKLEFKN-UHFFFAOYSA-N 3-(3-aminopropoxy)propan-1-amine Chemical compound NCCCOCCCN KRPRVQWGKLEFKN-UHFFFAOYSA-N 0.000 description 1
- KQCPMLJLAVCUOF-UHFFFAOYSA-N 3-methyl-3,4-dihydro-2h-1,4-benzoxazin-7-amine Chemical compound NC1=CC=C2NC(C)COC2=C1 KQCPMLJLAVCUOF-UHFFFAOYSA-N 0.000 description 1
- OQMOVLOOIDNTQX-UHFFFAOYSA-N 4-(3-bromopropyl)isoindole-1,3-dione Chemical compound BrCCCC1=CC=CC2=C1C(=O)NC2=O OQMOVLOOIDNTQX-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
- YGRFRBUGAPOJDU-UHFFFAOYSA-N 5-(2-hydroxyethylamino)-2-methylphenol Chemical compound CC1=CC=C(NCCO)C=C1O YGRFRBUGAPOJDU-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- MYHNCCDMXVKUBF-UHFFFAOYSA-N ClOCl.C(C)(C)C1=C(C=CC(=C1)N)N Chemical compound ClOCl.C(C)(C)C1=C(C=CC(=C1)N)N MYHNCCDMXVKUBF-UHFFFAOYSA-N 0.000 description 1
- FHHANZOGOUOLGZ-UHFFFAOYSA-N ClOCl.CC1=C(C(=CC(=C1)N)C)N Chemical compound ClOCl.CC1=C(C(=CC(=C1)N)C)N FHHANZOGOUOLGZ-UHFFFAOYSA-N 0.000 description 1
- RNHXQZUCRHSUFK-UHFFFAOYSA-N ClOCl.CC1=C(C=CC(=C1C)N)N Chemical compound ClOCl.CC1=C(C=CC(=C1C)N)N RNHXQZUCRHSUFK-UHFFFAOYSA-N 0.000 description 1
- CXYQSRJKBCQGHO-UHFFFAOYSA-N ClOCl.O(C1=CC=CC=C1)C(C)O Chemical compound ClOCl.O(C1=CC=CC=C1)C(C)O CXYQSRJKBCQGHO-UHFFFAOYSA-N 0.000 description 1
- 102100032373 Coiled-coil domain-containing protein 85B Human genes 0.000 description 1
- 101150015836 ENO1 gene Proteins 0.000 description 1
- 101000868814 Homo sapiens Coiled-coil domain-containing protein 85B Proteins 0.000 description 1
- HSHXDCVZWHOWCS-UHFFFAOYSA-N N'-hexadecylthiophene-2-carbohydrazide Chemical compound CCCCCCCCCCCCCCCCNNC(=O)c1cccs1 HSHXDCVZWHOWCS-UHFFFAOYSA-N 0.000 description 1
- YJSCDLNMVGOBIJ-UHFFFAOYSA-N N-[2-[3-[3-(2-acetamido-4-nitrophenyl)-3-aminopropoxy]-1-aminopropyl]-5-nitrophenyl]acetamide Chemical compound C(C)(=O)NC1=C(C=CC(=C1)[N+](=O)[O-])C(CCOCCC(C1=C(C=C(C=C1)[N+](=O)[O-])NC(C)=O)N)N YJSCDLNMVGOBIJ-UHFFFAOYSA-N 0.000 description 1
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 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
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 239000006083 mineral thickener Substances 0.000 description 1
- 231100000219 mutagenic Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- GFHYFPARONGSCD-UHFFFAOYSA-N n-(2-hydroxy-5-nitrophenyl)acetamide Chemical compound CC(=O)NC1=CC([N+]([O-])=O)=CC=C1O GFHYFPARONGSCD-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000004987 o-phenylenediamines Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- 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
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7910683 | 1979-04-26 | ||
| FR7910683A FR2455030A1 (fr) | 1979-04-26 | 1979-04-26 | Metaphenylenediamines et compositions tinctoriales les contenant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8002364A true NL8002364A (nl) | 1980-10-28 |
Family
ID=9224808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8002364A NL8002364A (nl) | 1979-04-26 | 1980-04-23 | M-fenyleendiamine-derivaten, verfpreparaten die deze derivaten bevatten en werkwijze voor het verven. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4333730A (en, 2012) |
| JP (1) | JPS5946990B2 (en, 2012) |
| AR (1) | AR228737A1 (en, 2012) |
| AT (1) | AT369985B (en, 2012) |
| AU (1) | AU535466B2 (en, 2012) |
| BE (1) | BE882925A (en, 2012) |
| BR (1) | BR8002575A (en, 2012) |
| CA (1) | CA1133940A (en, 2012) |
| CH (1) | CH644349A5 (en, 2012) |
| DE (1) | DE3016109A1 (en, 2012) |
| DK (1) | DK150539C (en, 2012) |
| ES (1) | ES490884A0 (en, 2012) |
| FR (1) | FR2455030A1 (en, 2012) |
| GB (1) | GB2049684B (en, 2012) |
| IT (1) | IT1130123B (en, 2012) |
| MX (1) | MX152662A (en, 2012) |
| NL (1) | NL8002364A (en, 2012) |
| PT (1) | PT71149A (en, 2012) |
| SE (1) | SE447101B (en, 2012) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2473513A1 (fr) | 1980-01-09 | 1981-07-17 | Oreal | Nouvelles metaphenylenediamines, compositions tinctoriales pour fibres keratiniques les contenant et procede de teinture correspondant |
| FR2579103B1 (fr) * | 1985-03-21 | 1988-02-19 | Oreal | Utilisation de 4,5-methylenedioxyphenol halogene dans la teinture des fibres keratiniques |
| JPH0720852B2 (ja) * | 1988-06-08 | 1995-03-08 | 花王株式会社 | 角質繊維用染色組成物 |
| JPH0794373B2 (ja) * | 1989-07-27 | 1995-10-11 | 花王株式会社 | 角質繊維染色用染料濃厚液 |
| FR2672210B1 (fr) * | 1991-02-01 | 1993-05-21 | Oreal | Procede de teinture des fibres keratiniques, associant l'isatine ou ses derives a un amino indole ou une amino indoline, compositions mises en óoeuvre. |
| FR2706297B1 (fr) * | 1993-06-16 | 1995-08-18 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant un paraaminophénol, un méta-aminophénol et un ortho-aminophénol, et procédé de teinture utilisant une telle composition. |
| FR2713928B1 (fr) * | 1993-12-22 | 1996-01-19 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant un 3-fluoroparaaminophénol, un métaaminophénol et/ou une métaphénylène diamine et procédé de teinture utilisant une telle composition. |
| FR2715298B1 (fr) * | 1994-01-24 | 1996-02-23 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant un dérivé de paraphénylènediamine et le 5-amino 2-méthyl phénol, et procédé de teinture utilisant une telle composition. |
| 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. |
| FR2715297B1 (fr) * | 1994-01-24 | 1996-02-23 | Oreal | Composition de teinture d'oxydation des fibres kératiniques comprenant un dérivé de paraphénylènediamine et un dérivé de métaaminophénol, et procédé de teinture utilisant une telle composition. |
| FR2726185B1 (fr) * | 1994-11-02 | 1997-04-25 | Oreal | Composition tinctoriale a base de colorants d'oxydation et procede de teinture mettant en oeuvre cette composition |
| FR2729564B1 (fr) * | 1995-01-19 | 1997-02-28 | Oreal | Composition de teinture d'oxydation des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
| US6001136A (en) * | 1996-07-19 | 1999-12-14 | L'oreal | Compositions for the oxidation dyeing of keratin fibres and dyeing process |
| US6406502B1 (en) * | 1996-07-19 | 2002-06-18 | L'oreal | Compositions for the oxidation dyeing of keratin fibres and dyeing process |
| FR2786092B1 (fr) * | 1998-11-20 | 2002-11-29 | Oreal | Composition de teinture d'oxydation des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
| FR3001386B1 (fr) | 2013-01-29 | 2015-06-05 | Oreal | Composition de teinture mettant en oeuvre au moins un coupleur de type meta-phenylenediamine substituee en position 4 dans un milieu comprenant un corps gras, procedes et dispositif |
| WO2019032671A1 (en) | 2017-08-10 | 2019-02-14 | Coty Inc. | OXIDIZING COLORED COUPLERS COMPRISING NEW AZOMETHINIC AUXOCHROMES AND COLORANTS SUBSTITUENTS AND THEIR LEUKODIFIED FORMS |
| FR3117830B1 (fr) * | 2020-12-17 | 2025-04-04 | Oreal | Composition comprenant une base de coloration d’oxydation particuliere, au moins un coupleur particulier et au moins un corps gras. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1644220A1 (de) * | 1967-07-15 | 1971-05-06 | Bayer Ag | Azofarbstoffe |
| FR2290186A1 (fr) * | 1974-11-05 | 1976-06-04 | Oreal | Compositions tinctoriales pour cheveux humains et nouveaux etheroxydes entrant dans ces compositions |
| FR2362116A1 (fr) * | 1976-08-20 | 1978-03-17 | Oreal | Metaphenylenediamines et compositions tinctoriales les contenant |
| FR2364888A1 (fr) * | 1976-09-17 | 1978-04-14 | Oreal | Nouvelles paraphenylenediamines substituees sur le noyau en position 2 et leur application dans la teinture des fibres keratiniques |
-
1979
- 1979-04-26 FR FR7910683A patent/FR2455030A1/fr active Granted
-
1980
- 1980-04-18 US US06/142,572 patent/US4333730A/en not_active Expired - Lifetime
- 1980-04-21 CA CA350,277A patent/CA1133940A/fr not_active Expired
- 1980-04-21 DK DK169080A patent/DK150539C/da not_active IP Right Cessation
- 1980-04-23 AT AT0216980A patent/AT369985B/de not_active IP Right Cessation
- 1980-04-23 BE BE0/200333A patent/BE882925A/fr not_active IP Right Cessation
- 1980-04-23 NL NL8002364A patent/NL8002364A/nl not_active Application Discontinuation
- 1980-04-24 IT IT67662/80A patent/IT1130123B/it active
- 1980-04-24 PT PT71149A patent/PT71149A/pt not_active IP Right Cessation
- 1980-04-24 SE SE8003095A patent/SE447101B/sv not_active IP Right Cessation
- 1980-04-24 AU AU57784/80A patent/AU535466B2/en not_active Ceased
- 1980-04-24 AR AR280800A patent/AR228737A1/es active
- 1980-04-25 ES ES490884A patent/ES490884A0/es active Granted
- 1980-04-25 GB GB8013757A patent/GB2049684B/en not_active Expired
- 1980-04-25 DE DE19803016109 patent/DE3016109A1/de active Granted
- 1980-04-25 CH CH321180A patent/CH644349A5/fr not_active IP Right Cessation
- 1980-04-25 BR BR8002575A patent/BR8002575A/pt unknown
- 1980-04-25 MX MX182097A patent/MX152662A/es unknown
- 1980-04-26 JP JP55054907A patent/JPS5946990B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5946990B2 (ja) | 1984-11-16 |
| AT369985B (de) | 1983-02-25 |
| GB2049684B (en) | 1983-05-18 |
| BR8002575A (pt) | 1980-12-09 |
| PT71149A (fr) | 1980-05-01 |
| DK150539B (da) | 1987-03-23 |
| DE3016109A1 (de) | 1980-11-06 |
| GB2049684A (en) | 1980-12-31 |
| ATA216980A (de) | 1982-07-15 |
| IT1130123B (it) | 1986-06-11 |
| US4333730A (en) | 1982-06-08 |
| AU535466B2 (en) | 1984-03-22 |
| IT8067662A0 (it) | 1980-04-24 |
| BE882925A (fr) | 1980-10-23 |
| ES8203827A1 (es) | 1982-04-16 |
| JPS55145762A (en) | 1980-11-13 |
| CA1133940A (fr) | 1982-10-19 |
| FR2455030B1 (en, 2012) | 1983-10-21 |
| DE3016109C2 (en, 2012) | 1990-10-11 |
| SE447101B (sv) | 1986-10-27 |
| MX152662A (es) | 1985-10-07 |
| DK150539C (da) | 1987-12-07 |
| SE8003095L (sv) | 1980-10-27 |
| CH644349A5 (fr) | 1984-07-31 |
| ES490884A0 (es) | 1982-04-16 |
| FR2455030A1 (fr) | 1980-11-21 |
| AU5778480A (en) | 1980-10-30 |
| DK169080A (da) | 1980-10-27 |
| AR228737A1 (es) | 1983-04-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2232426C (fr) | Procede de teinture d'oxydation des fibres keratiniques et composition mise en oeuvre au cours de ce procede | |
| AU674712B2 (en) | Dyeing compositions for keratinous fibres based on para- phenylenediamines, meta-phenylenediamines and benzimidazole derivatives, and dyeing process employing them | |
| US5609649A (en) | Tinctorial composition for keratinous fibers containing oxidation dye precursors and couplers derived from 4-hydroxyindole, and dyeing method using them | |
| NL8002364A (nl) | M-fenyleendiamine-derivaten, verfpreparaten die deze derivaten bevatten en werkwijze voor het verven. | |
| US5514188A (en) | Oxidation dye composition for keratinous fibres comprising a para-aminophenol, 2-methyl-5-aminophenol and a para-phenylenediamine and/or a bis(phenylalkylenediamine) | |
| US4268264A (en) | Composition for hair dyeing which contains a para base and an ortho base | |
| US6074438A (en) | Hair dyeing compositions containing 2-chloro- and 2,6-dichloro-4-aminophenol and phenylpyrazolones | |
| KR100195875B1 (ko) | 산성 ph의 4-히드록시인돌 유도체를 이용한 캐라틴섬유 염색방법과 그 조성물 | |
| HUP0102869A2 (hu) | Keratin szálak színezésére szolgáló festőanyag | |
| HU224430B1 (hu) | Keratintartalmú rostok oxidációs festésére való készítmény és festési eljárás a készítmény alkalmazásával | |
| NL7905264A (nl) | M-fenyleendiaminederivaten en verfpreparaten, die deze derivaten bevatten. | |
| JPH0776509A (ja) | 染毛剤 | |
| US4323360A (en) | Dyeing compositions for hair which contain 2,4-diamino-butoxybenzene and/or a salt thereof as the coupling agent | |
| US4330292A (en) | Dyeing compositions for keratin fibres containing meta-phenylenediamines | |
| US5518505A (en) | Compositions and methods for the dyeing of keratinous fibers with oxidation dye precursors, indole derivative couplers and oxidizing agents | |
| CA1252725A (fr) | Composition tinctoriale pour fibres keratiniques renfermant au moins une nitro-2 paraphenylenediamine n-substituee cosolubilisee et procede de teinture de fibres keratiniques correspondant | |
| JPH0214323B2 (en, 2012) | ||
| US6090160A (en) | Method for dyeing keratin fibers with compositions which contain 6- or 7-hydroxyindole derivatives as couplers and oxidation dye precursors | |
| US4668236A (en) | Dyeing composition for keratinous fibres containing at least one co-solubilized N-substituted 2-nitro-para-phenylenediamine and corresponding processes for dyeing keratinous fibres | |
| CA2253981C (en) | Novel bis-(2,4-diaminophenoxy) benzenes and their use as coupling components in oxidative hair coloring compositions and methods | |
| US6090161A (en) | Colorants for keratin fibers comprising a 5,6-dihydroxyindoline derivative and a secondary intermediate | |
| JPH036123B2 (en, 2012) | ||
| RU2176909C2 (ru) | Композиция для окислительной окраски кератиновых волокон, способ окраски кератиновых волокон и красильный набор | |
| GB2173516A (en) | Hair dyes | |
| JPH039085B2 (en, 2012) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A85 | Still pending on 85-01-01 | ||
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |