DE20000268U1 - Means for coloring keratin fibers - Google Patents
Means for coloring keratin fibersInfo
- Publication number
- DE20000268U1 DE20000268U1 DE20000268U DE20000268U DE20000268U1 DE 20000268 U1 DE20000268 U1 DE 20000268U1 DE 20000268 U DE20000268 U DE 20000268U DE 20000268 U DE20000268 U DE 20000268U DE 20000268 U1 DE20000268 U1 DE 20000268U1
- Authority
- DE
- Germany
- Prior art keywords
- alkyl radical
- phenylenediamine
- diamino
- pyrazole
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000004040 coloring Methods 0.000 title claims description 10
- 102000011782 Keratins Human genes 0.000 title claims description 4
- 108010076876 Keratins Proteins 0.000 title claims description 4
- 239000000835 fiber Substances 0.000 title claims description 4
- 239000000126 substance Substances 0.000 claims description 30
- -1 -(C 1 -C 6 )-alkyl radical Chemical class 0.000 claims description 29
- 239000000118 hair dye Substances 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- QGNGOGOOPUYKMC-UHFFFAOYSA-N 4-hydroxy-6-methylaniline Chemical compound CC1=CC(O)=CC=C1N QGNGOGOOPUYKMC-UHFFFAOYSA-N 0.000 claims description 12
- KDBUTNSQYYLYOY-UHFFFAOYSA-N 2-(4,5-diaminopyrazol-1-yl)ethanol Chemical compound NC=1C=NN(CCO)C=1N KDBUTNSQYYLYOY-UHFFFAOYSA-N 0.000 claims description 11
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 10
- URWKQPHSJZKEOB-UHFFFAOYSA-N 3-(2,4-diaminophenoxy)propan-1-ol Chemical compound NC1=CC=C(OCCCO)C(N)=C1 URWKQPHSJZKEOB-UHFFFAOYSA-N 0.000 claims description 7
- GCNUGWIBKQDYGG-UHFFFAOYSA-N 2-thiophen-2-ylbenzene-1,4-diamine Chemical compound NC1=CC=C(N)C(C=2SC=CC=2)=C1 GCNUGWIBKQDYGG-UHFFFAOYSA-N 0.000 claims description 6
- 150000001491 aromatic compounds Chemical class 0.000 claims description 6
- 125000002837 carbocyclic group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 150000004989 p-phenylenediamines Chemical class 0.000 claims description 6
- AVKBLCWBDLLVRL-UHFFFAOYSA-N 2-(methoxymethyl)benzene-1,4-diamine Chemical compound COCC1=CC(N)=CC=C1N AVKBLCWBDLLVRL-UHFFFAOYSA-N 0.000 claims description 5
- FKHKSWSHWLYDOI-UHFFFAOYSA-N 2-phenylbenzene-1,4-diamine Chemical group NC1=CC=C(N)C(C=2C=CC=CC=2)=C1 FKHKSWSHWLYDOI-UHFFFAOYSA-N 0.000 claims description 5
- HHVMYUPMJJDVPG-UHFFFAOYSA-N 1-(2,5-diaminophenyl)ethanol Chemical compound CC(O)C1=CC(N)=CC=C1N HHVMYUPMJJDVPG-UHFFFAOYSA-N 0.000 claims description 4
- LHGQFZQWSOXLEW-UHFFFAOYSA-N 1h-pyrazole-4,5-diamine Chemical class NC=1C=NNC=1N LHGQFZQWSOXLEW-UHFFFAOYSA-N 0.000 claims description 4
- KULOFVMDAJSPOK-UHFFFAOYSA-N 2-(2,5-diaminophenoxy)ethanol Chemical compound NC1=CC=C(N)C(OCCO)=C1 KULOFVMDAJSPOK-UHFFFAOYSA-N 0.000 claims description 4
- RBUQOUQQUQCSAU-UHFFFAOYSA-N 2-(4-aminoanilino)ethanol Chemical compound NC1=CC=C(NCCO)C=C1 RBUQOUQQUQCSAU-UHFFFAOYSA-N 0.000 claims description 4
- BYYOWEYWJDNTBJ-UHFFFAOYSA-N 2-[(4-methylphenyl)methyl]pyrazole-3,4-diamine Chemical compound C1=CC(C)=CC=C1CN1C(N)=C(N)C=N1 BYYOWEYWJDNTBJ-UHFFFAOYSA-N 0.000 claims description 4
- XOAXOKSJNVLLHZ-UHFFFAOYSA-N 2-methylpyrazole-3,4-diamine Chemical compound CN1N=CC(N)=C1N XOAXOKSJNVLLHZ-UHFFFAOYSA-N 0.000 claims description 4
- PZKNKZNLQYKXFV-UHFFFAOYSA-N 4-amino-2-(aminomethyl)phenol Chemical compound NCC1=CC(N)=CC=C1O PZKNKZNLQYKXFV-UHFFFAOYSA-N 0.000 claims description 4
- NKNCGBHPGCHYCQ-UHFFFAOYSA-N (2,5-diaminophenyl)methanol Chemical compound NC1=CC=C(N)C(CO)=C1 NKNCGBHPGCHYCQ-UHFFFAOYSA-N 0.000 claims description 3
- IYNWDOLJDNUWPD-UHFFFAOYSA-N 1-(2,5-diaminophenyl)ethane-1,2-diol Chemical compound NC1=CC=C(N)C(C(O)CO)=C1 IYNWDOLJDNUWPD-UHFFFAOYSA-N 0.000 claims description 3
- LYEBIHUMFJCIMG-UHFFFAOYSA-N 2-methyl-5-phenylpyrazole-3,4-diamine Chemical compound NC1=C(N)N(C)N=C1C1=CC=CC=C1 LYEBIHUMFJCIMG-UHFFFAOYSA-N 0.000 claims description 3
- DAWNEUSXWHZHRZ-UHFFFAOYSA-N 2-propan-2-ylpyrazole-3,4-diamine Chemical compound CC(C)N1N=CC(N)=C1N DAWNEUSXWHZHRZ-UHFFFAOYSA-N 0.000 claims description 3
- YFHBPZJUEOCAMK-UHFFFAOYSA-N 2-propylbenzene-1,4-diamine Chemical compound CCCC1=CC(N)=CC=C1N YFHBPZJUEOCAMK-UHFFFAOYSA-N 0.000 claims description 3
- UEWPUMVXPDOGGA-UHFFFAOYSA-N 2-pyridin-3-ylbenzene-1,4-diamine Chemical compound NC1=CC=C(N)C(C=2C=NC=CC=2)=C1 UEWPUMVXPDOGGA-UHFFFAOYSA-N 0.000 claims description 3
- WSEFOZIMAJPJHW-UHFFFAOYSA-N 4-amino-2-(hydroxymethyl)phenol Chemical compound NC1=CC=C(O)C(CO)=C1 WSEFOZIMAJPJHW-UHFFFAOYSA-N 0.000 claims description 3
- OUIITAOCYATDMY-UHFFFAOYSA-N 4-amino-2-phenylphenol Chemical compound NC1=CC=C(O)C(C=2C=CC=CC=2)=C1 OUIITAOCYATDMY-UHFFFAOYSA-N 0.000 claims description 3
- UHPYSQWCGLSXEE-UHFFFAOYSA-N 4-amino-2-thiophen-2-ylphenol Chemical compound NC1=CC=C(O)C(C=2SC=CC=2)=C1 UHPYSQWCGLSXEE-UHFFFAOYSA-N 0.000 claims description 3
- GMKMUQWGODPEDC-UHFFFAOYSA-N 4-amino-2-thiophen-3-ylphenol Chemical compound NC1=CC=C(O)C(C2=CSC=C2)=C1 GMKMUQWGODPEDC-UHFFFAOYSA-N 0.000 claims description 3
- DHKIYDNMIXSKQP-UHFFFAOYSA-N 4-amino-3-(hydroxymethyl)phenol Chemical compound NC1=CC=C(O)C=C1CO DHKIYDNMIXSKQP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000982 direct dye Substances 0.000 claims description 3
- NWCIKTGBDQPYHS-UHFFFAOYSA-N 2-(2-methoxyethyl)benzene-1,4-diamine Chemical compound COCCC1=CC(N)=CC=C1N NWCIKTGBDQPYHS-UHFFFAOYSA-N 0.000 claims description 2
- QBOQGVXXIUOJRM-UHFFFAOYSA-N 2-(4,5-diamino-3-methylpyrazol-1-yl)ethanol Chemical compound CC1=NN(CCO)C(N)=C1N QBOQGVXXIUOJRM-UHFFFAOYSA-N 0.000 claims description 2
- URPJUMVYJFHGOR-UHFFFAOYSA-N 2-benzylpyrazole-3,4-diamine Chemical compound NC1=C(N)C=NN1CC1=CC=CC=C1 URPJUMVYJFHGOR-UHFFFAOYSA-N 0.000 claims description 2
- HUGIREQZMZZHCH-UHFFFAOYSA-N 2-thiophen-3-ylbenzene-1,4-diamine Chemical compound NC1=CC=C(N)C(C2=CSC=C2)=C1 HUGIREQZMZZHCH-UHFFFAOYSA-N 0.000 claims description 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 2
- YUJXSPKHJRUTMT-UHFFFAOYSA-N 3-(2,5-diaminophenyl)propan-1-ol Chemical compound NC1=CC=C(N)C(CCCO)=C1 YUJXSPKHJRUTMT-UHFFFAOYSA-N 0.000 claims description 2
- IREVRMLVENIKAQ-UHFFFAOYSA-N 4-amino-3-thiophen-2-ylphenol Chemical compound NC1=CC=C(O)C=C1C1=CC=CS1 IREVRMLVENIKAQ-UHFFFAOYSA-N 0.000 claims description 2
- ITYZZGPLUKMXKZ-UHFFFAOYSA-N 4-amino-3-thiophen-3-ylphenol Chemical compound NC1=CC=C(O)C=C1C1=CSC=C1 ITYZZGPLUKMXKZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000003217 pyrazoles Chemical class 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 41
- 229940044613 1-propanol Drugs 0.000 description 40
- 239000000975 dye Substances 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 230000037308 hair color Effects 0.000 description 9
- 238000011282 treatment Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000007800 oxidant agent Substances 0.000 description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 5
- 150000007524 organic acids Chemical class 0.000 description 5
- 210000004243 sweat Anatomy 0.000 description 5
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 4
- 229940018563 3-aminophenol Drugs 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
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 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
- BQHMISUMCDYQTR-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-ylamino)ethanol Chemical compound OCCNC1=CC=C2OCOC2=C1 BQHMISUMCDYQTR-UHFFFAOYSA-N 0.000 description 3
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 description 3
- SCAQKKJDFGHYLV-UHFFFAOYSA-N 3-(2,4-diaminophenoxy)propan-1-ol;dihydrochloride Chemical compound Cl.Cl.NC1=CC=C(OCCCO)C(N)=C1 SCAQKKJDFGHYLV-UHFFFAOYSA-N 0.000 description 3
- QTTFTBLRELUPIY-UHFFFAOYSA-N 3-(2,4-diaminophenoxy)propyl hydrogen sulfate Chemical compound NC1=CC=C(OCCCOS(O)(=O)=O)C(N)=C1 QTTFTBLRELUPIY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 235000010323 ascorbic acid Nutrition 0.000 description 3
- 229960005070 ascorbic acid Drugs 0.000 description 3
- 239000011668 ascorbic acid Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 229940093915 gynecological organic acid Drugs 0.000 description 3
- 235000005985 organic acids Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229960001755 resorcinol Drugs 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- GWHLYFOWAINYAH-UHFFFAOYSA-N (3-azaniumyl-4-methoxyphenyl)-(2-hydroxyethyl)azanium;sulfate Chemical compound OS(O)(=O)=O.COC1=CC=C(NCCO)C=C1N GWHLYFOWAINYAH-UHFFFAOYSA-N 0.000 description 2
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- 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
- VBSLNFWECRRALP-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol;sulfuric acid Chemical compound [O-]S([O-])(=O)=O.[NH3+]C1=CC=C([NH3+])C(CCO)=C1 VBSLNFWECRRALP-UHFFFAOYSA-N 0.000 description 2
- IBCDZZHMNXXYAP-UHFFFAOYSA-N 2-(4,5-diaminopyrazol-1-yl)ethanol;sulfuric acid Chemical compound OS(O)(=O)=O.NC=1C=NN(CCO)C=1N IBCDZZHMNXXYAP-UHFFFAOYSA-N 0.000 description 2
- SRSHPLKELVTXGV-UHFFFAOYSA-N 2-(aminomethyl)benzene-1,4-diamine;dihydrochloride Chemical compound Cl.Cl.NCC1=CC(N)=CC=C1N SRSHPLKELVTXGV-UHFFFAOYSA-N 0.000 description 2
- UCKAMCWBLXVEBX-UHFFFAOYSA-N 2-(methoxymethyl)benzene-1,4-diamine;dihydrochloride Chemical compound Cl.Cl.COCC1=CC(N)=CC=C1N UCKAMCWBLXVEBX-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 2
- VKGPVOKDWZAKKE-UHFFFAOYSA-N 2-propan-2-ylpyrazole-3,4-diamine;sulfuric acid Chemical compound OS(O)(=O)=O.CC(C)N1N=CC(N)=C1N VKGPVOKDWZAKKE-UHFFFAOYSA-N 0.000 description 2
- HDGMAACKJSBLMW-UHFFFAOYSA-N 4-amino-2-methylphenol Chemical compound CC1=CC(N)=CC=C1O HDGMAACKJSBLMW-UHFFFAOYSA-N 0.000 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 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Chemical compound OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 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 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 244000172533 Viola sororia Species 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 244000309464 bull Species 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- WVOAPRDRMLHUMI-UHFFFAOYSA-N (2-methylnaphthalen-1-yl) acetate Chemical compound C1=CC=C2C(OC(=O)C)=C(C)C=CC2=C1 WVOAPRDRMLHUMI-UHFFFAOYSA-N 0.000 description 1
- XGNXYCFREOZBOL-UHFFFAOYSA-N 1,3-benzodioxol-5-amine Chemical compound NC1=CC=C2OCOC2=C1 XGNXYCFREOZBOL-UHFFFAOYSA-N 0.000 description 1
- VIXBPSTZNCRCJE-UHFFFAOYSA-N 1,3-bis[4-amino-n-(2-hydroxyethyl)anilino]propan-2-ol Chemical compound C1=CC(N)=CC=C1N(CCO)CC(O)CN(CCO)C1=CC=C(N)C=C1 VIXBPSTZNCRCJE-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- FBMQNRKSAWNXBT-UHFFFAOYSA-N 1,4-diaminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2N FBMQNRKSAWNXBT-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 1
- XAWPKHNOFIWWNZ-UHFFFAOYSA-N 1h-indol-6-ol Chemical compound OC1=CC=C2C=CNC2=C1 XAWPKHNOFIWWNZ-UHFFFAOYSA-N 0.000 description 1
- ORVPXPKEZLTMNW-UHFFFAOYSA-N 1h-indol-7-ol Chemical compound OC1=CC=CC2=C1NC=C2 ORVPXPKEZLTMNW-UHFFFAOYSA-N 0.000 description 1
- GZVVXXLYQIFVCA-UHFFFAOYSA-N 2,3-dimethylbenzene-1,4-diamine Chemical compound CC1=C(C)C(N)=CC=C1N GZVVXXLYQIFVCA-UHFFFAOYSA-N 0.000 description 1
- MJMRSGYLARBUDK-UHFFFAOYSA-N 2,4-dimethoxybenzene-1,3-diamine Chemical compound COC1=CC=C(N)C(OC)=C1N MJMRSGYLARBUDK-UHFFFAOYSA-N 0.000 description 1
- SYEYEGBZVSWYPK-UHFFFAOYSA-N 2,5,6-triamino-4-hydroxypyrimidine Chemical compound NC1=NC(N)=C(N)C(O)=N1 SYEYEGBZVSWYPK-UHFFFAOYSA-N 0.000 description 1
- BWAPJIHJXDYDPW-UHFFFAOYSA-N 2,5-dimethyl-p-phenylenediamine Chemical compound CC1=CC(N)=C(C)C=C1N BWAPJIHJXDYDPW-UHFFFAOYSA-N 0.000 description 1
- KEEQZNSCYCPKOJ-UHFFFAOYSA-N 2,6-diethylbenzene-1,4-diamine Chemical compound CCC1=CC(N)=CC(CC)=C1N KEEQZNSCYCPKOJ-UHFFFAOYSA-N 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
- ZFFAFXDAFACVBX-UHFFFAOYSA-N 2-(2,4-diamino-5-methylphenoxy)ethanol Chemical compound CC1=CC(OCCO)=C(N)C=C1N ZFFAFXDAFACVBX-UHFFFAOYSA-N 0.000 description 1
- UEANEAODIZOETQ-UHFFFAOYSA-N 2-(2,4-diaminophenoxy)acetic acid Chemical compound NC1=CC=C(OCC(O)=O)C(N)=C1 UEANEAODIZOETQ-UHFFFAOYSA-N 0.000 description 1
- WCPGNFONICRLCL-UHFFFAOYSA-N 2-(2,4-diaminophenoxy)ethanol Chemical compound NC1=CC=C(OCCO)C(N)=C1 WCPGNFONICRLCL-UHFFFAOYSA-N 0.000 description 1
- SBUMIGFDXJIPLE-UHFFFAOYSA-N 2-(3-amino-4-methoxyanilino)ethanol Chemical compound COC1=CC=C(NCCO)C=C1N SBUMIGFDXJIPLE-UHFFFAOYSA-N 0.000 description 1
- ZTNLMELMADJSAH-UHFFFAOYSA-N 2-(3-aminoanilino)ethanol Chemical compound NC1=CC=CC(NCCO)=C1 ZTNLMELMADJSAH-UHFFFAOYSA-N 0.000 description 1
- JEGKOEYHLJTZGJ-UHFFFAOYSA-N 2-(3-hydroxyanilino)acetamide Chemical compound NC(=O)CNC1=CC=CC(O)=C1 JEGKOEYHLJTZGJ-UHFFFAOYSA-N 0.000 description 1
- DAGCJJZWDAVKRE-UHFFFAOYSA-N 2-(4-amino-3-nitroanilino)ethanol Chemical compound NC1=CC=C(NCCO)C=C1[N+]([O-])=O DAGCJJZWDAVKRE-UHFFFAOYSA-N 0.000 description 1
- LGGKGPQFSCBUOR-UHFFFAOYSA-N 2-(4-chloro-2-nitroanilino)ethanol Chemical compound OCCNC1=CC=C(Cl)C=C1[N+]([O-])=O LGGKGPQFSCBUOR-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- PBBRFJWECSDSDZ-UHFFFAOYSA-N 2-[2,4-diamino-5-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound NC1=CC(N)=C(OCCO)C=C1OCCO PBBRFJWECSDSDZ-UHFFFAOYSA-N 0.000 description 1
- DMUXRIHPNREBPF-UHFFFAOYSA-N 2-[2-[2-[2-(2,5-diaminophenoxy)ethoxy]ethoxy]ethoxy]benzene-1,4-diamine Chemical compound NC1=CC=C(N)C(OCCOCCOCCOC=2C(=CC=C(N)C=2)N)=C1 DMUXRIHPNREBPF-UHFFFAOYSA-N 0.000 description 1
- QSQJPVOCPBBFNL-UHFFFAOYSA-N 2-[2-amino-4-(methylamino)phenoxy]ethanol Chemical compound CNC1=CC=C(OCCO)C(N)=C1 QSQJPVOCPBBFNL-UHFFFAOYSA-N 0.000 description 1
- FGYCMSFOZIRDLN-UHFFFAOYSA-N 2-[3-(2-hydroxyethylamino)-2-methylanilino]ethanol Chemical compound CC1=C(NCCO)C=CC=C1NCCO FGYCMSFOZIRDLN-UHFFFAOYSA-N 0.000 description 1
- MQMMMSDSVNOFJM-UHFFFAOYSA-N 2-[3-amino-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=CC(N(CCO)CCO)=C1 MQMMMSDSVNOFJM-UHFFFAOYSA-N 0.000 description 1
- AMIJCNOXVOQKHY-UHFFFAOYSA-N 2-[4-(nitromethyl)anilino]ethanol Chemical compound OCCNC1=CC=C(C[N+]([O-])=O)C=C1 AMIJCNOXVOQKHY-UHFFFAOYSA-N 0.000 description 1
- KBHHZOYDILVUBF-UHFFFAOYSA-N 2-[4-amino-n-(2-hydroxyethyl)-3-methylanilino]ethanol Chemical compound CC1=CC(N(CCO)CCO)=CC=C1N KBHHZOYDILVUBF-UHFFFAOYSA-N 0.000 description 1
- ISCYHXYLVTWDJT-UHFFFAOYSA-N 2-[4-amino-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=C(N(CCO)CCO)C=C1 ISCYHXYLVTWDJT-UHFFFAOYSA-N 0.000 description 1
- PDFQDTGOGSGZPN-UHFFFAOYSA-N 2-[5-(2-hydroxyethylamino)-2,4-dimethoxyanilino]ethanol Chemical compound COC1=CC(OC)=C(NCCO)C=C1NCCO PDFQDTGOGSGZPN-UHFFFAOYSA-N 0.000 description 1
- ZARYBZGMUVAJMK-UHFFFAOYSA-N 2-amino-4-chloro-5-nitrophenol Chemical compound NC1=CC(Cl)=C([N+]([O-])=O)C=C1O ZARYBZGMUVAJMK-UHFFFAOYSA-N 0.000 description 1
- MHAFRUMLQZZSIN-UHFFFAOYSA-N 2-amino-4-chloro-6-nitrophenol Chemical compound NC1=CC(Cl)=CC([N+]([O-])=O)=C1O MHAFRUMLQZZSIN-UHFFFAOYSA-N 0.000 description 1
- HCPJEHJGFKWRFM-UHFFFAOYSA-N 2-amino-5-methylphenol Chemical compound CC1=CC=C(N)C(O)=C1 HCPJEHJGFKWRFM-UHFFFAOYSA-N 0.000 description 1
- ALQKEYVDQYGZDN-UHFFFAOYSA-N 2-amino-6-methylphenol Chemical compound CC1=CC=CC(N)=C1O ALQKEYVDQYGZDN-UHFFFAOYSA-N 0.000 description 1
- BMTSZVZQNMNPCT-UHFFFAOYSA-N 2-aminopyridin-3-ol Chemical compound NC1=NC=CC=C1O BMTSZVZQNMNPCT-UHFFFAOYSA-N 0.000 description 1
- CDFNUSAXZDSXKF-UHFFFAOYSA-N 2-chloro-6-(ethylamino)-4-nitrophenol Chemical compound CCNC1=CC([N+]([O-])=O)=CC(Cl)=C1O CDFNUSAXZDSXKF-UHFFFAOYSA-N 0.000 description 1
- SWZVJOLLQTWFCW-UHFFFAOYSA-N 2-chlorobenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1Cl SWZVJOLLQTWFCW-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- HEMGYNNCNNODNX-UHFFFAOYSA-N 3,4-diaminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1N HEMGYNNCNNODNX-UHFFFAOYSA-N 0.000 description 1
- UVUGDGRIYQQKIT-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazin-6-amine Chemical compound O1CCNC2=CC(N)=CC=C21 UVUGDGRIYQQKIT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- CEAZJJWZNUEYAN-UHFFFAOYSA-N 3,5-dimethoxypyridine-2,6-diamine Chemical compound COC1=CC(OC)=C(N)N=C1N CEAZJJWZNUEYAN-UHFFFAOYSA-N 0.000 description 1
- LMLXFTWWTZTUSE-UHFFFAOYSA-N 3-(2-hydroxyethylamino)-2-methylphenol Chemical compound CC1=C(O)C=CC=C1NCCO LMLXFTWWTZTUSE-UHFFFAOYSA-N 0.000 description 1
- YBJRIYRYCGKUIM-UHFFFAOYSA-N 3-(2-hydroxyethylamino)phenol Chemical compound OCCNC1=CC=CC(O)=C1 YBJRIYRYCGKUIM-UHFFFAOYSA-N 0.000 description 1
- GOIOOIZLSGKBBH-UHFFFAOYSA-N 3-(2-methoxyethylamino)phenol Chemical compound COCCNC1=CC=CC(O)=C1 GOIOOIZLSGKBBH-UHFFFAOYSA-N 0.000 description 1
- YHRACTMMZSGROP-UHFFFAOYSA-N 3-(3-hydroxy-2-methylanilino)propane-1,2-diol Chemical compound CC1=C(O)C=CC=C1NCC(O)CO YHRACTMMZSGROP-UHFFFAOYSA-N 0.000 description 1
- MZQGZBUNWFAKAC-UHFFFAOYSA-N 3-(4-aminoanilino)propan-1-ol Chemical compound NC1=CC=C(NCCCO)C=C1 MZQGZBUNWFAKAC-UHFFFAOYSA-N 0.000 description 1
- XMROXKQCNKMNBG-UHFFFAOYSA-N 3-(4-aminoanilino)propane-1,2-diol Chemical compound NC1=CC=C(NCC(O)CO)C=C1 XMROXKQCNKMNBG-UHFFFAOYSA-N 0.000 description 1
- WAVOOWVINKGEHS-UHFFFAOYSA-N 3-(diethylamino)phenol Chemical compound CCN(CC)C1=CC=CC(O)=C1 WAVOOWVINKGEHS-UHFFFAOYSA-N 0.000 description 1
- MESJRHHDBDCQTH-UHFFFAOYSA-N 3-(dimethylamino)phenol Chemical compound CN(C)C1=CC=CC(O)=C1 MESJRHHDBDCQTH-UHFFFAOYSA-N 0.000 description 1
- SYRZWFBWUASJJI-UHFFFAOYSA-N 3-amino-2,4-dichlorophenol Chemical compound NC1=C(Cl)C=CC(O)=C1Cl SYRZWFBWUASJJI-UHFFFAOYSA-N 0.000 description 1
- XYRDGCCCBJITBH-UHFFFAOYSA-N 3-amino-2-chloro-6-methylphenol Chemical compound CC1=CC=C(N)C(Cl)=C1O XYRDGCCCBJITBH-UHFFFAOYSA-N 0.000 description 1
- LRZCBJYTBUZEFK-UHFFFAOYSA-N 3-n-(2-aminoethyl)benzene-1,3-diamine Chemical compound NCCNC1=CC=CC(N)=C1 LRZCBJYTBUZEFK-UHFFFAOYSA-N 0.000 description 1
- BNRMHEDSMWOIMC-UHFFFAOYSA-N 4-(2-aminoethoxy)benzene-1,3-diamine Chemical compound NCCOC1=CC=C(N)C=C1N BNRMHEDSMWOIMC-UHFFFAOYSA-N 0.000 description 1
- MWKPYVXITDAZLL-UHFFFAOYSA-N 4-[3-(2,4-diaminophenoxy)propoxy]benzene-1,3-diamine Chemical compound NC1=CC(N)=CC=C1OCCCOC1=CC=C(N)C=C1N MWKPYVXITDAZLL-UHFFFAOYSA-N 0.000 description 1
- NZMFZUGEOCZRAX-UHFFFAOYSA-N 4-amino-2-(2-hydroxyethyl)phenol Chemical compound NC1=CC=C(O)C(CCO)=C1 NZMFZUGEOCZRAX-UHFFFAOYSA-N 0.000 description 1
- RGKJLNMYCNSVKZ-UHFFFAOYSA-N 4-amino-2-(methoxymethyl)phenol Chemical compound COCC1=CC(N)=CC=C1O RGKJLNMYCNSVKZ-UHFFFAOYSA-N 0.000 description 1
- UPHYVIFVOBTQNW-UHFFFAOYSA-N 4-amino-2-[(2-hydroxyethylamino)methyl]phenol Chemical compound NC1=CC=C(O)C(CNCCO)=C1 UPHYVIFVOBTQNW-UHFFFAOYSA-N 0.000 description 1
- MXJQJURZHQZLNN-UHFFFAOYSA-N 4-amino-2-fluorophenol Chemical compound NC1=CC=C(O)C(F)=C1 MXJQJURZHQZLNN-UHFFFAOYSA-N 0.000 description 1
- MNPLTKHJEAFOCA-UHFFFAOYSA-N 4-amino-3-fluorophenol Chemical compound NC1=CC=C(O)C=C1F MNPLTKHJEAFOCA-UHFFFAOYSA-N 0.000 description 1
- AYAKPRUPZTWPLK-UHFFFAOYSA-N 4-ethoxy-6-methylbenzene-1,3-diamine Chemical compound CCOC1=CC(C)=C(N)C=C1N AYAKPRUPZTWPLK-UHFFFAOYSA-N 0.000 description 1
- GPMWAWDEZPFUTN-UHFFFAOYSA-N 4-fluoro-6-methylbenzene-1,3-diamine Chemical compound CC1=CC(F)=C(N)C=C1N GPMWAWDEZPFUTN-UHFFFAOYSA-N 0.000 description 1
- NLMQHXUGJIAKTH-UHFFFAOYSA-N 4-hydroxyindole Chemical compound OC1=CC=CC2=C1C=CN2 NLMQHXUGJIAKTH-UHFFFAOYSA-N 0.000 description 1
- JOJAEBZHFWYZAY-UHFFFAOYSA-N 4-methoxy-6-methylbenzene-1,3-diamine Chemical compound COC1=CC(C)=C(N)C=C1N JOJAEBZHFWYZAY-UHFFFAOYSA-N 0.000 description 1
- ZFIQGRISGKSVAG-UHFFFAOYSA-N 4-methylaminophenol Chemical compound CNC1=CC=C(O)C=C1 ZFIQGRISGKSVAG-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
- OOPWJBCZQDTTNE-UHFFFAOYSA-N 4-n-[4-(4-aminoanilino)butyl]benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NCCCCNC1=CC=C(N)C=C1 OOPWJBCZQDTTNE-UHFFFAOYSA-N 0.000 description 1
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-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
- XOVBEQRPIHPGPO-UHFFFAOYSA-N 5-(3-hydroxypropylamino)-2-methylphenol Chemical compound CC1=CC=C(NCCCO)C=C1O XOVBEQRPIHPGPO-UHFFFAOYSA-N 0.000 description 1
- QPHMVRPABQUYGN-UHFFFAOYSA-N 5-amino-2,4-dichlorophenol Chemical compound NC1=CC(O)=C(Cl)C=C1Cl QPHMVRPABQUYGN-UHFFFAOYSA-N 0.000 description 1
- CNEHJJGZSQRWRR-UHFFFAOYSA-N 5-amino-2-(2-hydroxyethoxy)phenol Chemical compound NC1=CC=C(OCCO)C(O)=C1 CNEHJJGZSQRWRR-UHFFFAOYSA-N 0.000 description 1
- SZNMBMXMWVVCOE-UHFFFAOYSA-N 5-amino-2-ethylphenol Chemical compound CCC1=CC=C(N)C=C1O SZNMBMXMWVVCOE-UHFFFAOYSA-N 0.000 description 1
- WDQMXRWYXILWPT-UHFFFAOYSA-N 5-amino-4-chloro-2-methylphenol Chemical compound CC1=CC(Cl)=C(N)C=C1O WDQMXRWYXILWPT-UHFFFAOYSA-N 0.000 description 1
- PERWLJUQQIWGLB-UHFFFAOYSA-N 5-amino-4-ethoxy-2-methylphenol Chemical compound CCOC1=CC(C)=C(O)C=C1N PERWLJUQQIWGLB-UHFFFAOYSA-N 0.000 description 1
- HEAQOCBITATQEW-UHFFFAOYSA-N 5-amino-4-fluoro-2-methylphenol Chemical compound CC1=CC(F)=C(N)C=C1O HEAQOCBITATQEW-UHFFFAOYSA-N 0.000 description 1
- MUHQJMUYRYHUIW-UHFFFAOYSA-N 5-amino-4-methoxy-2-methylphenol Chemical compound COC1=CC(C)=C(O)C=C1N MUHQJMUYRYHUIW-UHFFFAOYSA-N 0.000 description 1
- LMIQERWZRIFWNZ-UHFFFAOYSA-N 5-hydroxyindole Chemical compound OC1=CC=C2NC=CC2=C1 LMIQERWZRIFWNZ-UHFFFAOYSA-N 0.000 description 1
- XKVUYEYANWFIJX-UHFFFAOYSA-N 5-methyl-1h-pyrazole Chemical compound CC1=CC=NN1 XKVUYEYANWFIJX-UHFFFAOYSA-N 0.000 description 1
- ATCBPVDYYNJHSG-UHFFFAOYSA-N 6-methoxy-2-n-methylpyridine-2,3-diamine Chemical compound CNC1=NC(OC)=CC=C1N ATCBPVDYYNJHSG-UHFFFAOYSA-N 0.000 description 1
- WEPOCTWSRWLQLL-UHFFFAOYSA-N 6-methoxypyridine-2,3-diamine Chemical compound COC1=CC=C(N)C(N)=N1 WEPOCTWSRWLQLL-UHFFFAOYSA-N 0.000 description 1
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 description 1
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical compound O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 229920002472 Starch Chemical class 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 244000154870 Viola adunca Species 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001913 cellulose Chemical class 0.000 description 1
- 229920002678 cellulose Chemical class 0.000 description 1
- 229940082500 cetostearyl alcohol Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000000490 cosmetic additive Substances 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000002223 garnet Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- VGSVNUGKHOVSPK-UHFFFAOYSA-N leukoaminochrome Chemical compound C1=C(O)C(O)=CC2=C1NCC2 VGSVNUGKHOVSPK-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- KBOPZPXVLCULAV-UHFFFAOYSA-N mesalamine Chemical compound NC1=CC=C(O)C(C(O)=O)=C1 KBOPZPXVLCULAV-UHFFFAOYSA-N 0.000 description 1
- 229960004963 mesalazine Drugs 0.000 description 1
- ZUVBIBLYOCVYJU-UHFFFAOYSA-N naphthalene-1,7-diol Chemical compound C1=CC=C(O)C2=CC(O)=CC=C21 ZUVBIBLYOCVYJU-UHFFFAOYSA-N 0.000 description 1
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical compound C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 description 1
- DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229960005335 propanol Drugs 0.000 description 1
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 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
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008107 starch Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing 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
- A61K8/40—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
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
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)
Description
Die vorliegende Erfindung betrifft eine Zusammensetzung zur Färbung von keratinischen Fasern, insbesondere von menschlichen Haaren, mit einem Gehalt an 3-(2,4-Diaminophenoxy)-1-propanol sowie mindestens einem p-Phenylendiaminderivat oder 4,5-Diamino-1 H-pyrazolderivat oder p-Aminophenolderivat.The present invention relates to a composition for coloring keratin fibers, in particular human hair, containing 3-(2,4-diaminophenoxy)-1-propanol and at least one p-phenylenediamine derivative or 4,5-diamino-1H-pyrazole derivative or p-aminophenol derivative.
Auf dem Gebiet der Haarfärbung haben Oxidationsfarbstoffe eine wesentliche Bedeutung erlangt. Die Färbung entsteht hierbei durch Reaktion bestimmter Entwicklersubstanzen mit bestimmten Kupplersubstanzen in Gegenwart eines Oxidationsmittels.Oxidation dyes have become very important in the field of hair coloring. The color is created by the reaction of certain developing substances with certain coupling substances in the presence of an oxidizing agent.
An Oxidationsfarbstoffe, die zur Färbung menschlicher Haare verwendet werden sollen, sind zahlreiche besondere Anforderungen gestellt. Die Farbstoffe müssen in toxikologischer und dermatologischer Hinsicht unbedenklich sowie nicht sensibilisierend sein und Färbungen in der gewünschten Intensität ermöglichen.There are numerous special requirements for oxidation dyes that are to be used to color human hair. The dyes must be toxicologically and dermatologically safe, non-sensitizing and enable coloring to be achieved at the desired intensity.
Die Haarfärbungen sollen für mindestens vier bis sechs Wochen stabil bleiben. Es wird auch erwartet, daß die Haarfärbungen bei der Anwendung von weiteren kosmetischen Behandlungen wie Shampoonieren oder Haarumformung stabil bleiben. Im weiteren sollen die Haarfärbungen auch stabil sein gegen äußere Einwirkungen wie Licht und Wetter sowie gegenüber Schweiß oder mechanischem Abrieb.The hair dyes should remain stable for at least four to six weeks. It is also expected that the hair dyes will remain stable when other cosmetic treatments such as shampooing or hair styling are applied. Furthermore, the hair dyes should also be stable against external influences such as light and weather as well as against sweat or mechanical abrasion.
Außerdem ist es erforderlich, daß durch Kombination geeigneter Entwicklersubstanzen und Kupplersubstanzen eine breite Palette verschiedener Farbnuancen erzeugt werden kann.In addition, it is necessary that a wide range of different color nuances can be produced by combining suitable developing substances and coupler substances.
Ein besonderes Problem stellt die Erzeugung von stabilen blauen und rötlichen Farbtönen dar. Blaufärbende Haarfarbkuppler werden zusammen mit gelben und roten Farbkomponenten zur Erzeugung von natürlich wirkenden Haarfärbungen benötigt. Modische rötliche Haarfärbungen werden dagegen durch Verwendung eines Überschusses an roten Farbkomponenten erzeugt.A particular problem is the production of stable blue and reddish colors. Blue-dyeing hair color couplers are needed together with yellow and red color components to produce natural-looking hair colors. Fashionable reddish hair colors, on the other hand, are produced by using an excess of red color components.
Die Stabilität der Haarfärbungen sowohl im Blaubereich als auch im Rotbereich läßt bei herkömmlichen Haarfärbemitteln besonders hinsichtlich der Einwirkung von organischen Säuren beziehungsweise Schweiß jedoch noch viele Wünsche offen.However, the stability of hair dyes in both the blue and red ranges of conventional hair dyes still leaves much to be desired, especially with regard to the effects of organic acids or sweat.
Es wurde nun überraschend gefunden, daß mit einer Kombination bestehend aus der Kupplersubstanz 3-(2,4-Diaminophenoxy)-1-propanol und mindestens einer Entwicklersubstanz aus der Gruppe bestehend aus bestimmten p-Phenylendiaminderivaten, 4,5-Diamino-1 H-pyrazolderivaten und p-Aminophenolderivaten Haarfärbemittel erhalten werden, die neben einer hervorragenden Waschstabilität und Lichtstabilität eine gegenüber dem Stand der Technik wesentlich verbesserte Stabilität gegenüber der Einwirkung von organischen Säuren beziehungsweise Schweiß aufweisen.It has now surprisingly been found that with a combination consisting of the coupler substance 3-(2,4-diaminophenoxy)-1-propanol and at least one developer substance from the group consisting of certain p-phenylenediamine derivatives, 4,5-diamino-1 H-pyrazole derivatives and p-aminophenol derivatives, hair dyes are obtained which, in addition to excellent washing stability and light stability, have significantly improved stability against the effects of organic acids or sweat compared to the prior art.
Die Darstellung von 3-(2,4-Diaminophenoxy)-1-propanol-dihydrochlorid sowie dessen Verwendung in Haarfärbemitteln ist aus der US-PS 4 259 261 und US-PS 4 329 504 bekannt.The preparation of 3-(2,4-diaminophenoxy)-1-propanol dihydrochloride and its use in hair dyes is known from US-PS 4,259,261 and US-PS 4,329,504.
Gegenstand der vorliegenden Erfindung ist ein Mittel zur Färbung von Keratinfasern, insbesondere menschlichen Haaren, auf der Basis einer Entwicklersubstanz-Kupplersubstanz-Kombination, welches dadurch gekennzeichnet ist, dass es als Kupplersubstanz 3-(2,4-Diaminophenoxy)-1-propanol und als EntwicklersubstanzThe present invention relates to an agent for coloring keratin fibers, in particular human hair, based on a developer substance-coupler substance combination, which is characterized in that it contains 3-(2,4-diaminophenoxy)-1-propanol as the coupler substance and
- ein am Benzolring monosubstituiertes p-Phenylendiaminderivat der allgemeinen Formel (I),- a p-phenylenediamine derivative of the general formula (I) monosubstituted on the benzene ring,
(I)(I)
worin m gleich 0 oder 1 ist und Ri eine geradkettigen oder verzweigten Cr C6-Alkylrest, einen geradkettigen oder verzweigten Monohydroxy-(Ci-C6)-alkylrest oder Polyhydroxy-(C2-C6)-alkylrest, einen geradkettigen oder verzweigten Mono-(C2-C6)-alkoxy-(C2-C6)-alkylrest oder Poly-(C2-C6)-alkoxy-(C2-C6)-alkylrest oder eine carbozyklischen oder heterozyklische, substituierte oder unsubstituierte, aromatische Verbindung darstellt; und/oder - ein 4,5-Diamino-IH-Pyrazolderivat gemäß der allgemeinen Formel (II)wherein m is 0 or 1 and Ri is a straight-chain or branched C 1 -C 6 alkyl radical, a straight-chain or branched monohydroxy-(C 1 -C 6 )-alkyl radical or polyhydroxy-(C 2 -C 6 )-alkyl radical, a straight-chain or branched mono-(C 2 -C 6 )-alkoxy-(C 2 -C 6 )-alkyl radical or poly-(C 2 -C 6 )-alkoxy-(C 2 -C 6 )-alkyl radical or a carbocyclic or heterocyclic, substituted or unsubstituted, aromatic compound; and/or - a 4,5-diamino-IH-pyrazole derivative according to the general formula (II)
(ID(ID
IXIX
worin R2, R4 und R5 unabhängig voneinander ein Wasserstoffatom oder einen geradkettigen oder verzweigten d-C6-Alkylrest, einen geradkettigen oder verzweigten Monohydroxy-(Ci-C6)-alkylrest oder Polyhydroxy-(C2-C6)-alkylrest oder einen unsubstituierten oder am Aromaten substituierten Benzylrest darstellen, und R3 gleich einem geradkettigen oder verzweigten CrCö-Alkylrest, einem geradkettigen oder verzweigten Monohydroxy-(Cr C6)-alkylrest oder Polyhydroxy-(C2-C6)-alkylrest, einem geradkettigen oderwherein R2, R4 and R5 independently of one another represent a hydrogen atom or a straight-chain or branched C1-C6-alkyl radical, a straight-chain or branched monohydroxy-(C1- C6 )-alkyl radical or polyhydroxy-( C2 - C6 )-alkyl radical or an unsubstituted or aromatic-substituted benzyl radical, and R3 is equal to a straight-chain or branched C1-C6-alkyl radical, a straight-chain or branched monohydroxy-(C1- C6 )-alkyl radical or polyhydroxy-( C2 - C6 )-alkyl radical, a straight-chain or
verzweigten Mono-(C2-C6)-alkoxy-(C2-C6)-alkylrest oder PoIy-(C2-Co)-alkoxy-(C2-C6)-alkylrest oder einer carbozyklischen oder heterozyklischen, substituierten oder unsubstituierten, aromatischen Verbindung ist, und/oderbranched mono-(C2-C6)-alkoxy-(C 2 -C 6 )-alkyl radical or poly-(C 2 -Co)-alkoxy-(C 2 -C 6 )-alkyl radical or a carbocyclic or heterocyclic, substituted or unsubstituted, aromatic compound, and/or
- ein p-Aminophenolderivat der allgemeinen Formel (III)- a p-aminophenol derivative of the general formula (III)
OHOH
Rß (III) Rß (III)
worin R6 gleich einem geradkettigen oder verzweigten CrCe-Alkylrest, einem geradkettigen oder verzweigten Monohydroxy-(Ci-C6)-alkylrest oder Polyhydroxy-(C2-C6)-alkylrest, einem geradkettigen oder verzweigten Mono-(C2-C6)-alkoxy-(C2-C6)-alkylrestoderPoly-(C2-C6)-alkoxy-(C2-C6)-alkylrest, einem geradkettigen oder verzweigten Amino-(C2-C6)-Alkylrest oder einer carbozyklischen oder heterozyklischen, substituierten oder unsubstituierten, aromatischen Verbindung ist, enthält.wherein R 6 is a straight-chain or branched C 1 -C 6 alkyl radical, a straight-chain or branched monohydroxy-(C 1 -C 6 )-alkyl radical or polyhydroxy-(C 2 -C 6 )-alkyl radical, a straight-chain or branched mono-(C 2 -C 6)-alkoxy-(C 2 -C 6 )-alkyl radical or poly-(C 2 -C 6 )-alkoxy-(C 2 -C 6 )-alkyl radical, a straight-chain or branched amino-(C 2 -C 6 )-alkyl radical or a carbocyclic or heterocyclic, substituted or unsubstituted, aromatic compound.
Bevorzugte p-Phenylendiamindehvate der Formel (I) sind 2-Propyl-pphenylendiamin, 2-(Hydroxymethyl)-p-phenylendiamin, 2-(1 -Hydroxyethyl)-p-phenylendiamin, 2-(2-Hydroxyethyl)-p-phenylendiamin, 2-(3-Hydroxypropyl)-p-phenylendiamin, 2-(1,2-Dihydroxyethyl)-pphenylendiamin, 2-(Methoxymethyl)-p-phenylendiamin, 2-(2-Methoxyethyl)-p-phenylendiamin, 2-(2-Hydroxyethoxy)-p-phenylendiamin, 2,5-Diaminobiphenyl, 2-(2-Thienyl)-p-phenylendiamin, 2-(3-Thienyl)-pphenylendiamin und 3-(2,5-Diaminophenyl)pyridin.Preferred p-phenylenediamine derivatives of the formula (I) are 2-propyl-pphenylenediamine, 2-(hydroxymethyl)-p-phenylenediamine, 2-(1-hydroxyethyl)-p-phenylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2-(3-Hydroxypropyl)-p-phenylenediamine, 2-(1,2-dihydroxyethyl)-pphenylenediamine, 2-(methoxymethyl)-p-phenylenediamine, 2-(2-methoxyethyl)-p-phenylenediamine, 2-(2 -Hydroxyethoxy)-p-phenylenediamine, 2,5-diaminobiphenyl, 2-(2-thienyl)-p-phenylenediamine, 2-(3-thienyl)-pphenylenediamine and 3-(2,5-diaminophenyl)pyridine.
Bevorzugte Pyrazolderivate der Formel (II) sind 4,5-Diamino-1-methyl-1H-pyrazol, 4,5-Diamino-1-(2-hydroxy-ethyl)-1H-pyrazol, 4,5-Diamino-1-(1-methylethyl)-1 H-pyrazol, 4,5-Diamino-1-(phenylmethyl)-1 H-pyrazol,Preferred pyrazole derivatives of the formula (II) are 4,5-diamino-1-methyl-1H-pyrazole, 4,5-diamino-1-(2-hydroxy-ethyl)-1H-pyrazole, 4,5-diamino-1- (1-methylethyl)-1 H-pyrazole, 4,5-diamino-1-(phenylmethyl)-1 H-pyrazole,
4,5-Diamino-1-((4-methylphenyl)nnethyl)-1H-pyrazol, 4,5-Diamino-1-(2-hydroxyethyl)-3-methyl-1 H-pyrazol und 4,5-Diamino-1-methyl-3-phenyl-1H-pyrazol. 4,5-diamino-1-((4-methylphenyl)nnethyl)-1H-pyrazole, 4,5-diamino-1-(2-hydroxyethyl)-3-methyl-1H-pyrazole and 4,5-diamino- 1-methyl-3-phenyl-1H-pyrazole.
Bevorzugte p-Aminophenolderivate der Formel (III) sind 3-Methyl-p-aminophenol, 2-Aminomethyl-p-amino-phenol, 2-Hydroxymethyl-p-aminophenol, 3-Hydroxymethyl-p-amino-phenol, 2-Phenyl-p-aminophenol, 2-(2-Thienyl)-p-aminophenol, 2-(3-Thienyl)-p-aminophenol, 3-(2-Thienyl)-p-aminophenol und 3-(3-Thienyl)-p-aminophenol.Preferred p-aminophenol derivatives of the formula (III) are 3-methyl-p-aminophenol, 2-aminomethyl-p-amino-phenol, 2-hydroxymethyl-p-aminophenol, 3-hydroxymethyl-p-amino-phenol, 2-phenyl- p-aminophenol, 2-(2-thienyl)-p-aminophenol, 2-(3-thienyl)-p-aminophenol, 3-(2-thienyl)-p-aminophenol and 3-(3-thienyl)-p-aminophenol aminophenol.
Zur Abrundung des Farbergebnisses sowie zur Erzeugung von speziellen Farbeffekten können den erfindungsgemäßen Kombinationen weitere Entwicklersubstanzen und/oder Kupplersubstanzen sowie direktziehende Farbstoffe zugesetzt werden.To round off the color result and to produce special color effects, further developer substances and/or coupler substances as well as direct dyes can be added to the combinations according to the invention.
Als Entwicklersubstanzen können beispielsweise die folgenden Verbindungen genannt werden: 1,4-Diaminobenzol; 1 ^-Diamino^-methylbenzol; 1,4-Diamino-2,6-dimethylbenzol; 2,5-Diamino-1,3-diethylbenzol, 1,4-Diamino-2,5-dimethylbenzol; 1,4-Diamino-2,3-dimethyl-benzol; 2-ChIoM ,4-diamino-benzol; 1 -(Aminomethyl)-2,5-diaminobenzol, 2-(2-(Acetylamino)ethoxy)-1,4-diaminobenzol, 4-Phenylamino-anilin; 4-Dimethylamino-anilin; 4-(Dipropylamino)anilin; 4-Diethylamino-anilin; 4-(Ethyl(2-hydroxyethyl)amino)anilin; 4-(Di(2-hydroxyethyl)amino)-anilin; 4-(Di(2-hydroxyethyl)amino)-2-methylanilin; 4-((2-Methoxyethyl)amino)-anilin; 4-((3-Hydroxypropyl)amino)-anilin; 4-((2,3-Dihydroxypropyl)-amino)anilin; 1,3-Bis-((4-aminophenyl)(2-hydroxyethyl)amino)-2-propanol; 1,4-Di((4-Aminophenyl)amino)butan; 1,8-Bis-(2,5-diaminophenoxy)-3,6-dioxaoctan; 4-Aminophenol; 4-Amino-3-fluorphenol; 4-Methylaminophenol; 4-Amino-2-(aminomethyl)-phenol; 4-Amino-2-(hydroxymethyl)-The following compounds can be mentioned as developing substances, for example: 1,4-diaminobenzene; 1 ^-diamino^-methylbenzene; 1,4-diamino-2,6-dimethylbenzene; 2,5-diamino-1,3-diethylbenzene, 1,4-diamino-2,5-dimethylbenzene; 1,4-diamino-2,3-dimethylbenzene; 2-chloro-4-methyl-2 ... 4-(Di(2-hydroxyethyl)amino)-2-methylaniline; 4-((2-Methoxyethyl)amino)aniline; 4-((3-Hydroxypropyl)amino)aniline; 4-((2,3-Dihydroxypropyl)-amino)aniline; 1,3-Bis-((4-aminophenyl)(2-hydroxyethyl)amino)-2-propanol; 1,4-Di((4-Aminophenyl)amino)butane; 1,8-bis-(2,5-diaminophenoxy)-3,6-dioxaoctane; 4-aminophenol; 4-amino-3-fluorophenol; 4-methylaminophenol; 4-amino-2-(aminomethyl)phenol; 4-Amino-2-(hydroxymethyl)-
phenol; 4-Amino-2-fluorphenol; 4-Amino-2-((2-hydroxyethyl)amino)methylphenol; 4-Amino-2-methylphenol; 4-Amino-2-(methoxymethyl)-phenol; 4-Amino-2-(2-hydroxyethyl)-phenol; 5-Amino-salicylsäure; 2,5-Diaminopyridin; 2,4,5,6-Tetraamino-pyrimidin und 2,5,6-Triamino-4(1H)-pyrimidon.phenol; 4-amino-2-fluorophenol; 4-Amino-2-((2-hydroxyethyl)amino)methylphenol; 4-amino-2-methylphenol; 4-amino-2-(methoxymethyl)phenol; 4-amino-2-(2-hydroxyethyl)phenol; 5-amino-salicylic acid; 2,5-diaminopyridine; 2,4,5,6-Tetraamino-pyrimidine and 2,5,6-triamino-4(1H)-pyrimidone.
Als Kupplersubstanzen können beispielsweise die folgenden Verbindungen genannt werden: 2,6-Diamino-pyridin, 2-Amino-4-[(2-hydroxyethyl)-amino]-anisol, 2,4-Diamino-1-fluor-5-methyl-benzol, 2,4-Diamino-1-methoxy-5-methyl-benzol, 2,4-Diamino-1-ethoxy-5-methyl-benzol, 2,4-Diamino-1-(2-hydroxyethoxy)-5-methyl-benzol, 2,4-Di[(2-hydroxyethyl)-amino]-1,5-dimethoxy-benzol, 2,3-Diamino-6-methoxy-pyridin, 3-Amino-6-methoxy-2-(methylamino)-pyridin, 2,6-Diamino-3,5-dimethoxy-pyridin, S.ö-Diamino^.e-dimethoxy-pyridin, 1,3-Diamino-benzol, 2,4-Diamino-1-(2-hydroxyethoxy)-benzol, 2,4-Diamino-1,5-di(2-hydroxyethoxy)-benzol, 1-(2-Aminoethoxy)-2,4-diamino-benzol, 2-Amino-1-(2-hydroxyethoxy)-4-methylamino-benzol, 2,4-Diaminophenoxy-essigsäure, 3-[Di(2-hydroxyethyl)amino]-anilin, 4-Amino-2-di[(2-hydroxyethyl)amino]-1-ethoxy-benzol, 5-Methyl-2-(1-methylethyl)-phenol, 3-[(2-Hydroxyethyl)amino]-anilin, 3-[(2-Aminoethyl)amino]-anilin, 1,3-Di(2,4-diaminophenoxy)-propan, Di(2,4-diaminophenoxy)-methan, 1,3-Diamino-2,4-dimethoxy-benzol, 2,6-Bis(2-hydroxyethyl)amino-toluol, 4-Hydroxyindol, 3-Dimethylaminophenol, 3-Diethylamino-phenol, 5-Amino-2-methyl-phenol, 5-Amino-4-fluor-2-methyl-phenol, 5-Amino-4-methoxy-2-methyl-phenol, 5-Amino-4-ethoxy-2-methyl-phenol, 3-Amino-2,4-dichlor-phenol, 5-Amino-2,4-dichlorphenol, S-Amino^-methyl-phenol, S-Amino^-chlor-ö-methyl-phenol, 3-Amino-phenol, 2-[(3-Hydroxyphenyl)amino]-acetamid, 5-[(2-Hydroxyethyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)amino]-phenol, 3-[(2-Methoxyethyl)amino]-phenol, 5-Amino-2-ethyl-phenol, 2-(4-Amino-2-hydroxyphenoxy)-ethanol, 5-[(3-Hydroxypropyl)amino]-2-methyl-phenol,The following compounds can be mentioned as coupling substances: 2,6-diamino-pyridine, 2-amino-4-[(2-hydroxyethyl)-amino]-anisole, 2,4-diamino-1-fluoro-5-methyl-benzene, 2,4-diamino-1-methoxy-5-methyl-benzene, 2,4-diamino-1-ethoxy-5-methyl-benzene, 2,4-diamino-1-(2-hydroxyethoxy)-5-methyl-benzene, 2,4-di[(2-hydroxyethyl)-amino]-1,5-dimethoxy-benzene, 2,3-diamino-6-methoxy-pyridine, 3-amino-6-methoxy-2-(methylamino)-pyridine, 2,6-diamino-3,5-dimethoxy-pyridine, S.ö-diamino^.e-dimethoxy-pyridine, 1,3-diamino-benzene, 2,4-diamino-1-(2-hydroxyethoxy)-benzene, 2,4-diamino-1,5-di(2-hydroxyethoxy)-benzene, 1-(2-aminoethoxy)-2,4-diamino-benzene, 2-amino-1-(2-hydroxyethoxy)-4-methylamino-benzene, 2,4-diaminophenoxy-acetic acid, 3-[Di(2 -hydroxyethyl)amino]-aniline, 4-amino-2-di[(2-hydroxyethyl)amino]-1-ethoxy-benzene, 5-methyl-2-(1-methylethyl)-phenol, 3-[(2-hydroxyethyl)amino]-aniline, 3-[(2-aminoethyl)amino]-aniline, 1,3-di(2,4-diaminophenoxy)-propane, di(2,4-dia minophenoxy)-methane, 1,3-diamino-2,4-dimethoxy-benzene, 2,6-Bis(2-hydroxyethyl)amino-toluol, 4-Hydroxyindol, 3-Dimethylaminophenol, 3-Diethylamino-phenol, 5-Amino-2-methyl-phenol, 5-Amino-4-fluor-2-methyl-phenol, 5-Amino-4-methoxy-2-methyl-phenol, 5-Amino-4-ethoxy-2-methyl-phenol, 3-Amino-2,4-dichlor-phenol, 5-Amino-2,4-dichlorphenol, S-Amino^-methyl-phenol, S-Amino^-chlor-ö-methyl-phenol, 3-Amino-phenol, 2-[(3-Hydroxyphenyl)amino]-acetamid, 5-[(2-Hydroxyethyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)amino]-phenol, 3-[(2-Methoxyethyl)amino]-phenol, 5-Amino-2-ethyl-phenol, 2-(4-Amino-2-hydroxyphenoxy)-ethanol, 5-[(3-Hydroxypropyl)amino]-2-methyl-phenol,
3-[(2,3-Dihydroxypropyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)-amino]-2-methyl-phenol, 2-Amino-3-hydroxy-pyridin, 5-Amino-4-chlor-2-methyl-phenol, 1-Naphthol, 1,5-Dihydroxy-naphthalin, 1,7-Dihydroxynaphthalin, 2,3-Dihydroxy-naphthalin, 2,7-Dihydroxy-naphthalin, 2-Methyl-1 -naphthol-acetat, 1,3-Dihydroxy-benzol, 1 -Chlor^^-dihydroxy-benzol, 2-Chlor-1,3-dihydroxy-benzol, 1,2-DiChIOr-S,5-dihydroxy-4-methyl-benzol, 1 ,ö-Dichlor^^-dihydroxy-benzol, 1 ,S-Dihydroxy^-methyl-benzol, 3,4-Methylendioxy-phenol, 3,4-Methylendioxy-anilin, 5-[(2-Hydroxyethyl)-amino]-1,3-benzodioxol, 6-Brom-1 -hydroxy-S^-methylendioxy-benzol, 3,4-Diamino-benzoesäure, 3,4-Dihydro-6-hydroxy-1,4(2H)-benzoxazin, 6-Amino-3,4-dihydro-1,4(2H)-benzoxazin, 3-Methyl-1 -phenyl-5-pyrazoIon, 5,6-Dihydroxy-indol, 5,6-Dihydroxy-indolin, 5-Hydroxy-indol, 6-Hydroxyindol,7-Hydroxy-indol und 2,3-lndolindion.3-[(2,3-Dihydroxypropyl)amino]-2-methyl-phenol, 3-[(2-hydroxyethyl)-amino]-2-methyl-phenol, 2-amino-3-hydroxy-pyridine, 5-amino -4-chloro-2-methyl-phenol, 1-naphthol, 1,5-dihydroxy-naphthalene, 1,7-dihydroxynaphthalene, 2,3-dihydroxy-naphthalene, 2,7-dihydroxy-naphthalene, 2-methyl-1 -naphthol acetate, 1,3-dihydroxy-benzene, 1-chloro^^-dihydroxy-benzene, 2-chloro-1,3-dihydroxy-benzene, 1,2-DiChIOr-S,5-dihydroxy-4-methyl -benzene, 1,δ-dichloro^^-dihydroxy-benzene, 1,S-dihydroxy^-methyl-benzene, 3,4-methylenedioxy-phenol, 3,4-methylenedioxy-aniline, 5-[(2-hydroxyethyl)-amino]-1,3-benzodioxole, 6-bromo-1-hydroxy-S^-methylenedioxy-benzene, 3 ,4-Diamino-benzoic acid, 3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine, 6-amino-3,4-dihydro-1,4(2H)-benzoxazine, 3-methyl-1 -phenyl-5-pyrazoIone, 5,6-dihydroxy-indole, 5,6-dihydroxy-indoline, 5-hydroxy-indole, 6-hydroxyindole, 7-hydroxy-indole and 2,3-indolindione.
Weiterhin kann das erfindungsgemäße Färbemittel zusätzlich andere Farbkomponenten, wie zum Beispiel 2-Aminophenol, 2-Amino-6-methylphenol oder 2-Amino-5-methylphenol, enthalten.Furthermore, the colorant according to the invention can additionally contain other color components, such as 2-aminophenol, 2-amino-6-methylphenol or 2-amino-5-methylphenol.
Als direktziehenden Farbstoffe können beispielsweise die folgenden Verbindungen genannt werden: 4-[(4'-Aminophenyl)-(4'-imino-2",5"-cyclohexadien-1"-yliden)-methyl]-2-methylaminobenzol-monohydrochlorid (Cl. 42 510), 4-[(4'-Amino-31-methyl-phenyl)-(4"-imino-3"-methyl-2",5"cyclohexadien-1"-yliden)-methyl]-2-methyl-aminobenzol monohydrochlorid (Cl. 42 520), 4-(2'-Hydroxy-ethyl)amino-nitrotoluol, 2-Amino-4,6-dinitrophenol, 2-Amino-5-(2'-hydroxyethyl)amino-nitrobenzol, 2-Chlor-6-(ethylamino)-4-nitrophenol, 4-Chlor-N-(2-hydroxyethyl)-2-nitroanilin, 5-Chlor-2-hydroxy-4-nitroanilin, 2-Amino-4-chlor-6-nitrophenol, 1-[(2'-Ureidoethyl)amino-4-nitrobenzol, 6-[(4'-Aminophenyl)azo]-5hydroxynaphthalin-1-sulfonsäure-Natriumsalz(CI. 14 805), 1,4-Diaminoanthrachinon und. 1,4,5,8-Tetraamino-antrachinon.The following compounds can be mentioned as direct dyes: 4-[(4'-aminophenyl)-(4'-imino-2",5"-cyclohexadien-1"-ylidene)-methyl]-2-methylaminobenzene monohydrochloride (Cl. 42 510), 4-[(4'-amino-3 1 -methyl-phenyl)-(4"-imino-3"-methyl-2",5"cyclohexadien-1"-ylidene)-methyl]-2-methyl-aminobenzene monohydrochloride (Cl. 42 520), 4-(2'-hydroxy-ethyl)amino-nitrotoluene, 2-amino-4,6-dinitrophenol, 2-amino-5-(2'-hydroxyethyl)amino-nitrobenzene, 2-chloro-6-(ethylamino)-4-nitrophenol, 4-chloro-N-(2-hydroxyethyl)-2-nitroaniline, 5-Chloro-2-hydroxy-4-nitroaniline, 2-amino-4-chloro-6-nitrophenol, 1-[(2'-ureidoethyl)amino-4-nitrobenzene, 6-[(4'-aminophenyl)azo]-5hydroxynaphthalene-1-sulfonic acid sodium salt (CI 14 805), 1,4-diaminoanthraquinone and 1,4,5,8-tetraaminoanthraquinone.
e · «■···· ti e · «■···· ti
Besonders bevorzugt sind Haarfärbemittel, welche eine der folgenden erfindungsgemässen Entwicklersubstanz-Kupplersubstanz-KombinationenParticularly preferred are hair dyes which contain one of the following developer substance-coupler substance combinations according to the invention
enthalten:contain:
-3-(2,4-Diaminophenoxy)-1-propanol und 2-(1-Hydroxyethyl)-p-phenylendiamin; -3-(2,4-Diaminophenoxy)-1-propanol und 2-(2-Hydroxyethyl)-p-phenylendiamin; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-Propyl-p-phenylendiamin;-3-(2,4-diaminophenoxy)-1-propanol and 2-(1-hydroxyethyl)-p-phenylenediamine; -3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethyl)-p-phenylenediamine; -3-(2,4-diaminophenoxy)-1-propanol and 2-propyl-p-phenylenediamine;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(3-Hydroxypropyl)-p-phenylen--3-(2,4-diaminophenoxy)-1-propanol and 2-(3-hydroxypropyl)-p-phenylene-
diamin; -3-(2,4-Diaminophenoxy)-1-propanol und 2-(1,2-Dihydroxyethyl)-p-phenylendiamin; diamine; -3-(2,4-diaminophenoxy)-1-propanol and 2-(1,2-dihydroxyethyl)-p-phenylenediamine;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(Methoxymethyl)-p-phenylen--3-(2,4-diaminophenoxy)-1-propanol and 2-(methoxymethyl)-p-phenylene-
diamin;diamine;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Methoxyethyl)-p-phenylen--3-(2,4-diaminophenoxy)-1-propanol and 2-(2-methoxyethyl)-p-phenylene-
diamin; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Hydroxyethoxy)-p-phenylendiamin; -3-(2,4-Diaminophenoxy)-1-propanol und 2,5-Diaminobiphenyl;diamine; -3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethoxy)-p-phenylenediamine; -3-(2,4-diaminophenoxy)-1-propanol and 2,5-diaminobiphenyl;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Thienyl)-p-phenylendiamin; -3-(2,4-Diaminophenoxy)-1-propanol und 2-(3-Thienyl)-p-phenylendiamin; -3-(2,4-Diaminophenoxy)-1 -propanol und 3-(2,5-Diaminophenyl)-pyridin;-3-(2,4-diaminophenoxy)-1-propanol and 2-(2-thienyl)-p-phenylenediamine; -3-(2,4-diaminophenoxy)-1-propanol and 2-(3-thienyl)-p-phenylenediamine; -3-(2,4-diaminophenoxy)-1-propanol and 3-(2,5-diaminophenyl)-pyridine;
-3-(2,4-Diaminophenoxy)-1-propanol und 4,5-Diamino-1-methyl-1H-pyrazol; -3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-methyl-1H-pyrazole;
-3-(2,4-Diaminophenoxy)-1-propanol und 4,5-Diamino-1-(2-hydroxyethyl)--3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-(2-hydroxyethyl)-
1H-pyrazol;1H-pyrazole;
-3-(2,4-Diaminophenoxy)-1-propanol und 4,5-Diamino-1-(1-methylethyl)--3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-(1-methylethyl)-
1H-pyrazol;1H-pyrazole;
-3-(2,4-Diaminophenoxy)-1 -propanol und 4,5-Diamino-1 -(phenylmethyl)-1H-pyrazo!; -3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-(phenylmethyl)-1H-pyrazo!;
-3-(2,4-Diaminophenoxy)-1 -propanol und 4,5-Diamino-1 -((4-methylphenyl)methyl)-1 H-pyrazol;-3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-((4-methylphenyl)methyl)-1 H-pyrazole;
-3-(2,4-Diaminophenoxy)-1-propanol und 4,5-Diamino-1-(2-hydroxyethyl)--3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-(2-hydroxyethyl)-
3-methyl-1 H-pyrazol;3-methyl-1H-pyrazole;
-3-(2,4-Diaminophenoxy)-1 -propanol und 4,5-Diamino-1 -methyl-3-phenyl--3-(2,4-diaminophenoxy)-1-propanol and 4,5-diamino-1-methyl-3-phenyl-
1 H-pyrazol;1 H-pyrazole;
-3-(2,4-Diaminophenoxy)-1-propanol und 3-Methyl-p-aminophenol;-3-(2,4-diaminophenoxy)-1-propanol and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1-propanol und 2-Aminomethyl-p-aminophenol;-3-(2,4-diaminophenoxy)-1-propanol and 2-aminomethyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1-propanol und 2-Phenyl-p-aminophenol; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Thienyl)-p-aminophenol; -3-(2,4-Diaminophenoxy)-1-propanol und 2-(3-Thienyl)-p-aminophenol; -3-(2,4-Diaminophenoxy)-1 -propanol und 3-(2-Thienyl)~p-aminophenol; -3-(2,4-Diaminophenoxy)-1-propanol und 3-(3-Thienyl)-p-aminophenol;-3-(2,4-diaminophenoxy)-1-propanol and 2-phenyl-p-aminophenol; -3-(2,4-diaminophenoxy)-1-propanol and 2-(2-thienyl)-p-aminophenol; -3-(2,4-diaminophenoxy)-1-propanol and 2-(3-thienyl)-p-aminophenol; -3-(2,4-diaminophenoxy)-1-propanol and 3-(2-thienyl)~p-aminophenol; -3-(2,4-diaminophenoxy)-1-propanol and 3-(3-thienyl)-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Hydroxyethyl)-p-phenylen--3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethyl)-p-phenylene-
diamin und 3-Methyl-p-aminophenol;diamine and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Hydroxyethyl)-p-phenylen--3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethyl)-p-phenylene-
diamin und 4,5-Diamino-1-(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-Methyl-p-phenylendiamin und 3-Methyl-p-aminophenol;diamine and 4,5-diamino-1-(2-hydroxyethyl)-1 H-pyrazole; -3-(2,4-diaminophenoxy)-1 -propanol and 2-methyl-p-phenylenediamine and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-Methyl-p-phenylendiamin und 4,5-Diamino-1 -(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-Methoxymethyl-p-phenylendiamin und 3-Methyl-p-aminophenol;-3-(2,4-diaminophenoxy)-1-propanol and 2-methyl-p-phenylenediamine and 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole; -3-(2,4-diaminophenoxy)-1-propanol and 2-methoxymethyl-p-phenylenediamine and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-Methoxymethyl-p-phenylendiamin und 4,5-Diamino-1-(2-hydroxyethyl)-1 H-pyrazol;-3-(2,4-diaminophenoxy)-1-propanol and 2-methoxymethyl-p-phenylenediamine and 4,5-diamino-1-(2-hydroxyethyl)-1 H-pyrazole;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Thienyl)-p-phenylendiamin-3-(2,4-diaminophenoxy)-1-propanol and 2-(2-thienyl)-p-phenylenediamine
und 3-Methyl-p-aminophenol;and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1-propanol und 2-(2-Thienyl)-p-phenylendiamin-3-(2,4-diaminophenoxy)-1-propanol and 2-(2-thienyl)-p-phenylenediamine
1010
und 4,5-Diamino-1 -(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1 -propanol und 2,5-Diamino-1,1 '-biphenyl und 3-Methyl-p-aminophenol;and 4,5-diamino-1-(2-hydroxyethyl)-1 H-pyrazole; -3-(2,4-diaminophenoxy)-1-propanol and 2,5-diamino-1,1'-biphenyl and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1-propanol und 2,5-Diamino-1,1'-biphenyl und 4,5-Diamino-1 -(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Hydroxyethoxy-'p-phenylendiamin und 3-Methyl-p-aminophenol;-3-(2,4-diaminophenoxy)-1-propanol and 2,5-diamino-1,1'-biphenyl and 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole; -3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethoxy-'p-phenylenediamine and 3-methyl-p-aminophenol;
-3-(2,4-Diaminophenoxy)-1 -propanol und 2-(2-Hydroxyethoxy-p-phenylendiamin und 4,5-Diamino-1-(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1-propanol und N,N-Bis(2-hydroxyethyl)-p-phenylendiamin und 4,5-Diamino-1-(2-hydroxyethyl)-1 H-pyrazol; -3-(2,4-Diaminophenoxy)-1-propanol und p-Phenylendiamin und 4,5-Diamino-1 -(2-hydroxyethyl)-1 H-pyrazol.-3-(2,4-diaminophenoxy)-1-propanol and 2-(2-hydroxyethoxy-p-phenylenediamine and 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole; -3-(2,4-diaminophenoxy)-1-propanol and N,N-bis(2-hydroxyethyl)-p-phenylenediamine and 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole; -3-(2,4-diaminophenoxy)-1-propanol and p-phenylenediamine and 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole.
Die vorgenannten erfindungsgemässen Kombinationen können noch einen oder mehrere zusätzliche Kuppler, insbesondere Resorcin, 2-Methylresorcin, 3-Aminophenol, 5-Amino-2-methylphenol, 3-Amino-2-chlor-6-methyIphenol oder 1-Naphthol, enthalten.The abovementioned combinations according to the invention can also contain one or more additional couplers, in particular resorcinol, 2-methylresorcinol, 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol or 1-naphthol.
Selbstverständlich können die Kupplersubstanzen und Entwicklersubstanzen sowie die anderen Farbkomponenten, sofern es Basen sind, auch in Form der physiologisch verträglichen Salze mit organischen oder anorganischen Säuren, wie beispielsweise Salzsäure oder Schwefelsäure, beziehungsweise - sofern sie aromatische OH-Gruppen besitzen - in Form der Salze mit Basen, zum Beispiel als Alkaliphenolate, eingesetzt werden.Of course, the coupler substances and developer substances as well as the other color components, if they are bases, can also be used in the form of physiologically acceptable salts with organic or inorganic acids, such as hydrochloric acid or sulfuric acid, or - if they have aromatic OH groups - in the form of salts with bases, for example as alkali phenolates.
Das erfindungsgemäße Haarfärbemittel enthält das 3-(2,4-Diaminophenoxy)-1 -propanol sowie die Verbindungen der Formel (I) bis (III) jeweils in einer Menge von etwa 0,01 bis 5 Gewichtsprozent, vorzugsweise 0,01 bis 3,0 Gewichtsprozent, wobei die Gesamtmenge anThe hair dye according to the invention contains the 3-(2,4-diaminophenoxy)-1-propanol and the compounds of formula (I) to (III) each in an amount of about 0.01 to 5 percent by weight, preferably 0.01 to 3.0 percent by weight, the total amount of
• ··
Entwicklersubstanzen und Kupplersubstanzen in dem erfindungsgemässen Mittel etwa 0,1 bis 10 Gewichtsprozent beträgt.developer substances and coupler substances in the agent according to the invention is about 0.1 to 10 percent by weight.
Darüber hinaus können in den Färbemitteln, falls diese zur Färbung von Haaren verwendet werden sollen, noch weitere übliche kosmetische Zusätze, beispielsweise Antioxidantien wie Ascorbinsäure, Thioglykolsäure oder Natriumsulfit, sowie Parfümöle, Komplexbildner, Netzmittel, Emulgatoren, Verdicker und Pflegestoffe enthalten sein.In addition, if the dyes are to be used to color hair, they may also contain other common cosmetic additives, for example antioxidants such as ascorbic acid, thioglycolic acid or sodium sulfite, as well as perfume oils, complexing agents, wetting agents, emulsifiers, thickeners and care substances.
Die Zubereitungsform des erfindungsgemässen Färbemittels kann beispielsweise eine Lösung, insbesondere eine wässrige oder wässrigalkoholische Lösung, eine Creme, ein Gel, ein Aerosolschaum oder eine Emulsion sein, wobei die verwendung in Form einer Creme, eines Geles oder einer Emulsion besonders bevorzugt ist. Ihre Zusammensetzung stellt eine Mischung der Farbstoffkomponenten mit den für solche Zubereitungen üblichen Zusätzen dar.The preparation form of the colorant according to the invention can be, for example, a solution, in particular an aqueous or aqueous-alcoholic solution, a cream, a gel, an aerosol foam or an emulsion, with use in the form of a cream, a gel or an emulsion being particularly preferred. Their composition represents a mixture of the dye components with the additives customary for such preparations.
Übliche Zusätze in Lösungen, Cremes, Emulsionen oder Gelen sind zum Beispiel Lösungsmittel wie Wasser, niedere aliphatische Alkohole, beispielsweise Ethanol, Propanol oder Isopropanol, Glycerin oder Glykole wie 1,2-Propylenglykol, weiterhin Netzmittel oder Emulgatoren aus den Klassen der anionischen, kationischen, amphoteren oder nichtionogenen oberflächenaktiven Substanzen wie zum Beispiel Fettalkoholsulfate, oxethylierte Fettalkoholsulfate, Alkylsulfonate, Alkylbenzolsulfonate, Alkyltrimethylammoniumsalze, Alkylbetaine, oxethylierte Fettalkohole, oxethylierte Nonylphenole, Fettsäurealkanolamide und oxethylierte Fettsäureester ferner Verdicker wie höhere Fettalkohole, Stärke, Cellulosederivate, Petrolatum, Paraffinöl und Fettsäuren, sowie außerdem Pflegestoffe wie kationische Harze, Lanolinderivate, Cholesterin,Common additives in solutions, creams, emulsions or gels are, for example, solvents such as water, lower aliphatic alcohols, for example ethanol, propanol or isopropanol, glycerin or glycols such as 1,2-propylene glycol, furthermore wetting agents or emulsifiers from the classes of anionic, cationic, amphoteric or non-ionic surface-active substances such as fatty alcohol sulfates, oxyethylated fatty alcohol sulfates, alkyl sulfonates, alkylbenzene sulfonates, alkyltrimethylammonium salts, alkyl betaines, oxyethylated fatty alcohols, oxyethylated nonylphenols, fatty acid alkanolamides and oxyethylated fatty acid esters, furthermore thickeners such as higher fatty alcohols, starch, cellulose derivatives, petrolatum, paraffin oil and fatty acids, as well as care substances such as cationic resins, lanolin derivatives, cholesterol,
Pantothensäure und Betain. Die erwähnten Bestandteile werden in den für solche Zwecke üblichen Mengen verwendet, zum Beispiel die Netzmittel und Emulgatoren in Konzentrationen von etwa 0,5 bis 30 Gewichtsprozent, die Verdicker in einer Menge von etwa 0,1 bis 25 Gewichtsprozent und die Pflegestoffe in einer Konzentration von etwa 0,1 bis 5,0 Gewichtsprozent.Pantothenic acid and betaine. The above-mentioned ingredients are used in the amounts customary for such purposes, for example the wetting agents and emulsifiers in concentrations of about 0.5 to 30 percent by weight, the thickeners in an amount of about 0.1 to 25 percent by weight and the care substances in a concentration of about 0.1 to 5.0 percent by weight.
Je nach Zusammensetzung kann das erfindungsgemäße Färbemittel schwach sauer, neutral oder alkalisch reagieren. Insbesondere weist es einen pH-Wert von 6,8 bis 11,5 auf, wobei die basische Einstellung vorzugsweise mit Ammoniak erfolgt. Es können aber auch organische Amine, zum Beispiel Monoethanolamin und Triethanolamin, oder auch anorganische Basen wie Natriumhydroxid und Kaliumhydroxid Verwendung finden. Für eine pH-Einstellung im sauren Bereich kommen anorganische oder organische Säuren, zum Beispiel Phosphorsäure, Essigsäure Zitronensäure oder Weinsäure, in Betracht.Depending on the composition, the colorant according to the invention can react in a slightly acidic, neutral or alkaline manner. In particular, it has a pH value of 6.8 to 11.5, with the basic adjustment preferably taking place with ammonia. However, organic amines, for example monoethanolamine and triethanolamine, or inorganic bases such as sodium hydroxide and potassium hydroxide can also be used. Inorganic or organic acids, for example phosphoric acid, acetic acid, citric acid or tartaric acid, can be used for pH adjustment in the acidic range.
Für die Anwendung zur oxidativen Färbung von Haaren vermischt man das vorstehend beschriebene Färbemittel unmittelbar vor dem Gebrauch mit einem Oxidationsmittel und trägt eine für die Haarfärbebehandlung ausreichende Menge, je nach Haarfülle, im allgemeinen etwa 60 bis 200 Gramm, dieses Gemisches auf das Haar auf.For use in the oxidative coloring of hair, the dye described above is mixed with an oxidizing agent immediately before use and a sufficient amount of this mixture for the hair coloring treatment, depending on the thickness of the hair, generally about 60 to 200 grams, is applied to the hair.
Als Oxidationsmittel zur Entwicklung der Haarfärbung kommen hauptsächlich Wasserstoffperoxid oder dessen Additionsverbindungen an Harnstoff, Melamin, Natriumborat oder Natriumcarbonat in Form einer 3- bis 12prozentigen, vorzugsweise 6prozentigen, wässrigen Lösung, aber auch Luftsauerstoff in Betracht. Wird eine 6prozentige Wasserstoffperoxid-Lösung als Oxidationsmittel verwendet, so beträgt das Gewichtsverhältnis zwischen Haarfärbemittel und Oxidationsmittel 5:1 bis 1:2,The oxidizing agents used to develop hair coloring are mainly hydrogen peroxide or its addition compounds with urea, melamine, sodium borate or sodium carbonate in the form of a 3 to 12 percent, preferably 6 percent, aqueous solution, but also atmospheric oxygen. If a 6 percent hydrogen peroxide solution is used as the oxidizing agent, the weight ratio between hair dye and oxidizing agent is 5:1 to 1:2.
■ · ·· ·· I9 ■ · ·· ·· I 9
vorzugsweise jedoch 1:1. Größere Mengen an Oxidationsmittel werden vor allem bei höheren Farbstoffkonzentrationen im Haarfärbemittel, oder wenn gleichzeitig eine stärkere Bleichung des Haares beabsichtigt ist, verwendet. Man läßt das Gemisch bei 15 bis 50 Grad Celsius etwa 10 bis 45 Minuten lang, vorzugsweise 30 Minuten lang, auf das Haar einwirken, spült sodann das Haar mit Wasser aus und trocknet es. Gegebenenfalls wird im Anschluß an diese Spülung mit einem Shampoo gewaschen und eventuell mit einer schwachen organischen Säure, wie zum Beispiel Zitronensäure oder Weinsäure, nachgespült. Anschließend wird das Haar getrocknet.but preferably 1:1. Larger amounts of oxidizing agent are used above all when the dye concentration in the hair dye is higher, or when the hair is to be bleached more strongly. The mixture is left to act on the hair at 15 to 50 degrees Celsius for about 10 to 45 minutes, preferably 30 minutes, then the hair is rinsed with water and dried. If necessary, the hair is washed with a shampoo after this rinse and possibly rinsed with a weak organic acid, such as citric acid or tartaric acid. The hair is then dried.
Das erfindungsgemäße Haarfärbemittel zeichnet sich durch eine ausgezeichnete physiologische Verträglichkeit aus und ermöglicht Haarfärbungen mit ausgezeichneter Farbechtheit, insbesondere was die Lichtechtheit, Waschechtheit und Reibeechtheit sowie die Stabilität gegenüber der Einwirkung von Säuren beziehungsweise der Absonderung von Schweiß anbetrifft. Weiterhin hat sich gezeigt, dass solche Kombinationen, welche das Sulfatsalz des 3-(2,4-Di-aminophenoxy)-1-propanols enthalten, besonders stabile Haarfärbungen ergeben.Hinsichtlich der färberischen Eigenschaften bieten die erfindungsgemäßen Haarfärbemittel je nach Art und Zusammensetzung der Farbkomponenten eine breite Palette verschiedener Farbnuancen, welche sich von blonden über braune, purpurne, violette bis hin zu blauen und schwarzen Farbtönen erstreckt. Hierbei zeichnen sich die Farbtöne durch ihre besondere Farbintensität aus. Die sehr guten färberischen Eigenschaften der Haarfärbemittel gemäß der vorliegenden Anmeldung zeigen sich weiterhin darin, daß diese Mittel eine Anfärbung von ergrauten, chemisch nicht vorgeschädigten Haaren problemlos und mit guter Deckkraft ermöglichen.The hair dye according to the invention is characterized by excellent physiological compatibility and enables hair coloring with excellent color fastness, in particular with regard to light fastness, wash fastness and rub fastness as well as stability against the effects of acids or the secretion of sweat. It has also been shown that combinations containing the sulfate salt of 3-(2,4-diaminophenoxy)-1-propanol produce particularly stable hair colorings. With regard to the coloring properties, the hair dyes according to the invention offer a wide range of different color nuances, depending on the type and composition of the color components, ranging from blonde to brown, purple, violet to blue and black shades. The shades are characterized by their particular color intensity. The very good coloring properties of the hair dyes according to the present application are also shown in the fact that these agents enable graying hair that has not been chemically damaged to be colored easily and with good coverage.
• * · &phgr; · · «&phgr; 4 • * · φ · · «&phgr; 4 m * «&phgr; m * «φ
1414
Die nachfolgenden Beispiele sollen den Gegenstand der Erfindung näher erläutern, ohne ihn darauf zu beschränken.The following examples are intended to illustrate the subject matter of the invention in more detail without limiting it thereto.
10,00 g Ethanol10.00 g ethanol
10,00 g Natriumlaurylethersulfat, 28%ige Lösung in Wasser10.00 g sodium lauryl ether sulfate, 28% solution in water
10,00 g Ammoniak 25%ige wässrige Lösung10.00 g ammonia 25% aqueous solution
0,30 g Ascorbinsäure0.30 g ascorbic acid
0,70 g 3-(2,4-Diaminophenoxy)-1-propanol-sulfat0.70 g 3-(2,4-diaminophenoxy)-1-propanol sulfate
X g Entwicklersubstanz gemäß Tabelle 1X g developer substance according to Table 1
ad 100,00 g Wasser, entmineralisiertad 100.00 g water, demineralized
Vorder Anwendung werden 10 Gramm der vorstehenden Haarfärbelösung
mit 10 Gramm einer 6%igen wässrigen Wasserstoffperoxidlösung gemischt. Das so enthaltene Oxidationshaarfärbemittel, das eine pH-Wert zwischen 9 und 11 aufweist, wird anschliessend in der erforderlichen
Menge auf gebleichte Haare aufgetragen. Nach einer Einwirkungszeit von 30 Minuten bei 40 0C wird mit einem Farbpflegeshampoo gewaschen, gespült und getrocknet. Die erhaltenen Farbnuancen und Farbintensitäten sind in Tabelle 1 zusammengefaßt.Before use, 10 grams of the above hair dye solution
with 10 grams of a 6% aqueous hydrogen peroxide solution. The resulting oxidation hair dye, which has a pH value between 9 and 11, is then diluted in the required
Amount applied to bleached hair. After an exposure time of 30 minutes at 40 0 C, wash with a color care shampoo, rinse and dry. The color nuances and color intensities obtained are summarized in Table 1.
16 Beispiele 21 - 30: Haarfärbecreme, basisch16 Examples 21 - 30: Hair dye cream, basic
15,00 g Cetylstearylalkohol 50/5015.00 g cetostearyl alcohol 50/50
5,00 g Glycerinmonostearat5.00 g glycerol monostearate
10,00 g Natriumlaurylethersulfat, 28%ige wässrige Lösung10.00 g sodium lauryl ether sulfate, 28% aqueous solution
0,30 g Natriumsulfit0.30 g sodium sulphite
5,00 g Ammoniak, 25%ige wässrige Lösung5.00 g ammonia, 25% aqueous solution
X g Farbstoff gemäß TabelleX g dye according to table
ad 100,00 g Wasser, entmineralisiertad 100.00 g water, demineralized
Unmittelbar vor der Anwendung wird die vorstehende Färbecreme mit 100 Gramm einer 6%igen wässrigen Wasserstoffperoxidlösung vermischt. Das so erhaltene Oxidationshaarfärbemittel wird anschliessend in der notwendigen Menge auf mittelblonde Naturhaare aufgetragen. Nach einer Einwirkungszeit von 30 Minuten bei 40 °C wird das Haar mit lauwarmem Wasser gespült und sodann getrocknet.Immediately before use, the above dye cream is mixed with 100 grams of a 6% aqueous hydrogen peroxide solution. The oxidation hair dye thus obtained is then applied to medium-blonde natural hair in the required amount. After an exposure time of 30 minutes at 40 °C, the hair is rinsed with lukewarm water and then dried.
Tabelle 2: Färbeergebnisse der Beispiele 22 - Table 2: Staining results of examples 22 -
Tabelle 3: Haarfärbebeispiele 21 - 30 (alle Mengenangaben in Gramm/100 g Färbemittel) Table 3: Hair dye examples 21 - 30 (all quantities in grams/100 g dye)
Tabelle 3: Haarfärbebeispiele 22 - 31 (alle Mengenangaben in Gramm/100 g Färbemittel) Table 3: Hair dye examples 22 - 31 (all quantities in grams/100 g dye)
1919
Zum Nachweis der besseren Säurestabilität/Schweißstabilität der mit den erfindungsgemässen Haarfärbemitteln erhaltenen Färbungen wurden Haare, die mit einem erfindungsgemässen Mittel (Beispiel A-D) beziehungsweise einem nicht-erfindungsgemässen Mittel (Beispiel A'-D') gefärbt wurden, mit einer mit Milchsäure auf pH 3,2 eingestellten Lösung von 10% Natriumchlorid, 1% Dikaliumhydrogenphosphat und 0,25% Histidin 48 Stunden lang bei 37 0C behandelt. Die Haare wurden anschliessend mit Wasser ausgespült und getrocknet.To demonstrate the better acid stability/sweat stability of the colorations obtained with the hair dyes according to the invention, hair that had been dyed with an agent according to the invention (Example AD) or a non-inventive agent (Example A'-D') was treated with a solution of 10% sodium chloride, 1% dipotassium hydrogen phosphate and 0.25% histidine adjusted to pH 3.2 with lactic acid for 48 hours at 37 0 C. The hair was then rinsed with water and dried.
Der erhaltene Farbton wurde anschliessend jeweils mit einem Farbmessgerät der Firma Minolta, Typ Chromameter II, im Lab-System gemessen und mit den entsprechenden Farbmesswerten der gefärbten Haare vor der Säurebehandlung verglichen. Hierbei steht der L-Wert für die Helligkeit (das heißt je geringer der L-Wert ist, umso grosser ist die Farbintensität), während der a-Wert ein Maß für den Rotanteil ist (das heißt je grosser der a-Wert ist, umso grosser ist der Rotanteil). Der b-Wert ist ein Maß für den Blauanteil der Farbe, wobei der Blauanteil umso grosser ist, je negativer der b-Wert ist.The resulting color was then measured using a Minolta Chromameter II colorimeter in the Lab system and compared with the corresponding color measurement values of the dyed hair before acid treatment. The L value represents the brightness (i.e. the lower the L value, the greater the color intensity), while the a value is a measure of the red component (i.e. the higher the a value, the greater the red component). The b value is a measure of the blue component of the color, with the blue component being greater the more negative the b value is.
Als Mass für den Stabilität der Färbung wurde die Gesamtfarbänderung &Dgr;&Egr; der Haarsträhnchen bei der Behandlung mit Säure nach folgender Formel ermittelt:As a measure of the stability of the coloring, the total color change Δε of the hair strands during treatment with acid was determined using the following formula:
L0: Helligkeit vor der BehandlungL 0 : Brightness before treatment
Ls: Helligkeit nach der BehandlungL s : Brightness after treatment
a0: Rot-Grün-Wert vor der Behandlunga 0 : Red-green value before treatment
as: Rot-Grün-Wert nach der Behandlunga s : Red-green value after treatment
b0: Gelb-Blau-Wert vor der Behandlungb 0 : Yellow-blue value before treatment
bs: Gelb-Blau-Wert nach der Behandlungb s : Yellow-blue value after treatment
10,00 g Ethanol10.00 g ethanol
10,00 g Natriumlaurylethersulfat, 28%ige Lösung in Wasser10.00 g sodium lauryl ether sulfate, 28% solution in water
10,00 g Ammoniak 25%ige wässrige Lösung10.00 g ammonia 25% aqueous solution
0,30 g Ascorbinsäure0.30 g ascorbic acid
2,5 mmol Kupplersubstanz gemäß Tabelle 42.5 mmol coupler substance according to Table 4
2,5 mmol Entwicklersubstanz gemäß Tabelle 42.5 mmol developer substance according to Table 4
ad 100,00 g Wasser, entmineralisiertad 100.00 g water, demineralized
(erfindungsgemäss) A
(according to the invention)
1 -propanol-dihydrochlorid3-(2,4-Diaminophenoxy)-
1-propanol dihydrochloride
p-phenylendiaminsulfat2-(2-Hydroxyethyl)-
p-phenylenediamine sulfate
ethanol-dihydrochlorid2-(2,4-Diaminophenoxy)-
ethanol dihydrochloride
p-phenylendiaminsulfat2-(2-Hydroxyethyl)-
p-phenylenediamine sulfate
(erfindungsgemäss)B
(according to the invention)
1 -propanol-dihydrochlorid3-(2,4-Diaminophenoxy)-
1-propanol dihydrochloride
1 H-pyrazol-sulfat4,5-Diamino-1 -(2-hydroxyethyl)-
1 H-pyrazole sulfate
ethanol-dihydrochlorid2-(2,4-Diaminophenoxy)-
ethanol dihydrochloride
1 H-pyrazol-sulfat4,5-Diamino-1 -(2-hydroxyethyl)-
1 H-pyrazole sulfate
(erfindungsgemäss)C
(according to the invention)
1-propanol-sulfat3-(2,4-Diaminophenoxy)-
1-propanol sulfate
p-phenylendiaminsulfat2-(2-Hydroxyethyl)-
p-phenylenediamine sulfate
ethanol-sulfat2-(2,4-Diaminophenoxy)-
ethanol sulfate
p-phenylendiaminsulfat2-(2-Hydroxyethyl)-
p-phenylenediamine sulfate
(erfindungsgemäss)D
(according to the invention)
1-propanol-sulfat3-(2,4-Diaminophenoxy)-
1-propanol sulfate
1 H-pyrazol-sulfat4,5-Diamino-1 -(2-hydroxyethyl)-
1 H-pyrazole sulfate
ethanol-sulfat2-(2,4-Diaminophenoxy)-
ethanol sulfate
1 H-pyrazol-sulfat4,5-Diamino-1 -(2-hydroxyethyl)-
1 H-pyrazole sulfate
2121
spielgame
A'A'
16,0117.16
16.01
+2,30+3.73
+2.30
-5,20-8.88
-5.20
24,4025.02
24.40
+7,45+6.52
+7.45
-5,12 -5.52
-5.12
9,89.8
B'B'
19,4719.67
19.47
+23,84+24.27
+23.84
+4,13+4.52
+4.13
33,2528,00
33.25
+29,40+25.69
+29.40
+5,21+5.51
+5.21
14,914.9
CC
17,0315.66
17.03
+2,96+1.66
+2.96
-6,86-3.48
-6.86
27,0121.80
27.01
+6,21+6.12
+6.21
-3,55-2.58
-3.55
11,011.0
D'T'
20,4519.72
20.45
+29,76+24.21
+29.76
+5,31+4.44
+5.31
30,8525.57
30.85
+30,02+27.65
+30.02
+3,75+3.75
10,510.5
Alle Prozentangaben stellen soweit nicht anders angegeben Gewichtsprozente dar.All percentages are by weight unless otherwise stated.
• 0 ···• 0 ···
Claims (8)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20000268U DE20000268U1 (en) | 2000-01-07 | 2000-01-07 | Means for coloring keratin fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20000268U DE20000268U1 (en) | 2000-01-07 | 2000-01-07 | Means for coloring keratin fibers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE20000268U1 true DE20000268U1 (en) | 2000-03-09 |
Family
ID=7935673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE20000268U Expired - Lifetime DE20000268U1 (en) | 2000-01-07 | 2000-01-07 | Means for coloring keratin fibers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE20000268U1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1166749A3 (en) * | 2000-07-01 | 2003-05-14 | Wella Aktiengesellschaft | Composition and process for dyeing keratinic fibres |
| EP2863876B1 (en) | 2012-06-25 | 2019-06-12 | Noxell Corporation | Hair colorant compositions comprising 2-methoxymethyl-1,4-diaminobenzene, methods, and kits |
-
2000
- 2000-01-07 DE DE20000268U patent/DE20000268U1/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1166749A3 (en) * | 2000-07-01 | 2003-05-14 | Wella Aktiengesellschaft | Composition and process for dyeing keratinic fibres |
| EP2863876B1 (en) | 2012-06-25 | 2019-06-12 | Noxell Corporation | Hair colorant compositions comprising 2-methoxymethyl-1,4-diaminobenzene, methods, and kits |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1158954B1 (en) | Means and method for dying keratinic fibres | |
| DE10032135B4 (en) | Agent containing 2,4-diamino-1- (2-methoxyethoxy) benzene and process for coloring human hair | |
| DE19812059C1 (en) | Diaminobenzene derivatives and hair dye containing these diaminobenzene derivatives | |
| DE10218588A1 (en) | Agent for the oxidative dyeing of keratin fibers | |
| DE19812058C1 (en) | New 2-heterocyclyl-1,4-phenylenediamine derivatives | |
| DE10037158A1 (en) | Oxidative colorant for keratin fibers, especially hair colorant, contains combination of 2,5-diamino-1-(1'-hydroxyalkyl)benzene(s) and 1-substituted 4,5-diaminopyrazole | |
| DE20107481U1 (en) | Means for coloring keratin fibers | |
| DE20118089U1 (en) | Oxidation hair | |
| EP1558204B1 (en) | Means for colouring keratin fibres comprising 2-amino-5-ethylphenol | |
| EP1108708B1 (en) | 1,4-Diaminobenzene derivatives and colouring agents containing these compounds | |
| DE10102085C1 (en) | New 1,4-diamino-2-alkenyl-benzene derivatives and physiologically compatible, water-soluble salts are used as developer substance in oxidative colorant for keratin fibers, especially human hair | |
| DE20013156U1 (en) | Colorants for keratin fibers | |
| EP1226107B1 (en) | N-benzyl-p-phenylenediamine-derivatives containing colouring agents for keratin fibres and novel n-benzyl-p-phenylenediamine-derivatives | |
| DE29912882U1 (en) | Medium for coloring keratin colors | |
| DE20110356U1 (en) | m-Dihydroxybenzene derivatives as well as colorants for keratin fibers containing these compounds | |
| EP1720946A1 (en) | Agents containing 4-(2-hydroxyethyl)amino-3-nitro-1-benzotrifluoride for dyeing keratin fibers | |
| DE20000268U1 (en) | Means for coloring keratin fibers | |
| DE10102084B4 (en) | Hair colorants containing 1,4-diamino-2- (thiazol-2-yl) benzene derivatives | |
| DE10042786C2 (en) | N-heteroarylmethyl-p-phenylenediamine derivatives and hair dyes containing these compounds | |
| DE20013155U1 (en) | Dyes for keratin fibers containing 2,5-diamino-1- (1'-hydroxyalkyl) benzene derivatives | |
| EP1261599A1 (en) | Dyes for keratin fibres containing 1,3-diamino-4-heteroarylbenzene derivatives and novel 1,3-diamino-4-heteroarylbenzene derivatives | |
| DE20107484U1 (en) | Means for coloring keratin fibers | |
| DE10251106A1 (en) | Composition for oxidative dyeing of keratin fibre, especially human hair, based on a developer-coupler combination which also contains a 4-amino-biphenyl- 3-ol derivative or soluble salt thereof | |
| DE29912881U1 (en) | Medium for coloring keratin colors | |
| EP1355619A1 (en) | Colouring agents for keratin fibres containing (1.1'-biphenyl)-2.4-diamine derivatives in addition to novel (1.1'-biphenyl)-2.4-diamine-derivatives |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R207 | Utility model specification |
Effective date: 20000413 |
|
| R150 | Utility model maintained after payment of first maintenance fee after three years |
Effective date: 20030203 |
|
| R079 | Amendment of ipc main class |
Free format text: PREVIOUS MAIN CLASS: A61K0007130000 Ipc: A61K0008490000 |
|
| R151 | Utility model maintained after payment of second maintenance fee after six years |
Effective date: 20060215 |
|
| R152 | Utility model maintained after payment of third maintenance fee after eight years |
Effective date: 20080219 |
|
| R071 | Expiry of right |