DE20202609U1 - Colorants containing (1,1'-biphenyl) -3,5-diamine derivatives and new (1,1'-biphenyl) -3,5-diamine derivatives - Google Patents

Colorants containing (1,1'-biphenyl) -3,5-diamine derivatives and new (1,1'-biphenyl) -3,5-diamine derivatives

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DE20202609U1
DE20202609U1 DE20202609U DE20202609U DE20202609U1 DE 20202609 U1 DE20202609 U1 DE 20202609U1 DE 20202609 U DE20202609 U DE 20202609U DE 20202609 U DE20202609 U DE 20202609U DE 20202609 U1 DE20202609 U1 DE 20202609U1
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group
amino
diamino
hydrogen
benzene
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Procter and Gamble Deutschland GmbH
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Wella GmbH
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/52Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
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    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/69Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/49Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton
    • C07C211/50Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/51Phenylenediamines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/74Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/58Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58Radicals substituted by nitrogen atoms
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/32General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using oxidation dyes

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  • Cosmetics (AREA)

Description

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Claims (13)

1. Mittel zur oxidativen Färbung von Keratinfasern auf der Basis einer Entwicklersubstanz-Kupplersubstanz-Kombination, dadurch gekenn­ zeichnet, dass es als Kupplersubstanz mindestens ein [1,1'-Biphenyl]-3,5- diamin-Derivat der Formel (I) oder dessen Salz mit einer anorganischen oder organischen Säure enthält,
worin
R1 gleich Wasserstoff, einem Halogenatom, einer C1-C4-Alkoxygruppe, einer C1-C4 Hydroxyalkoxygruppe, einer C1-C6-Alkylgruppe, einer C1-C4- Alkylthioethergruppe, einer Trifluormethangruppe, einer -Si(CH3)3-Gruppe, einer C1-C4-Hydroxyalkylgruppe oder einer C2-C4 Dihydroxyalkylgruppe ist;
R2, R3, R4, R5, R6 gleich oder verschieden sein können und unabhängig voneinander Wasserstoff, ein Halogenatom, eine Cyanogruppe, eine Hydroxygruppe, eine C1-C4-Alkoxygruppe, eine C1-C4-Hydroxyalkoxy­ gruppe, eine C1-C6-Alkylgruppe, eine C1-C4-Alkyl-thioethergruppe, eine Mercaptogruppe, eine Nitrogruppe, eine Amino-gruppe (NH2), eine C1-C4- Monoalkylaminogruppe, eine Di(C1-C4)-alkyl-aminogruppe, eine Trifluor­ methangruppe eine -C(O)H-Gruppe, eine -C(O)CH3-Gruppe, eine -C(O)CF3-Gruppe, eine -Si(CH3)3-Gruppe, eine C1-C4-Hydroxyalkyl­ gruppe, eine C2-C4 Dihydroxyalkylgruppe, eine -CH=CHR7-Gruppe, eine -(CH2)p-CO2R8-Gruppe oder eine -(CH2)p-R9-Gruppe mit p = 1, 2, 3 oder 4, eine -C(R10)=NR11-Gruppe oder eine C(R13)H-NR14R15-Gruppe bedeuten, oder zwei nebeneinanderliegende Reste R2 bis R6 eine -O-CH2-O-Brücke bilden;
R7 gleich Wasserstoff, einer Nitrogruppe, einer CO2R8-Gruppe oder einer -C(O)CH3-Gruppe ist;
R8, R10 und R13 gleich oder verschieden sein können und unabhängig voneinander gleich Wasserstoff oder einer C1-C4-Alkylgruppe sind;
R9 gleich einer Aminogruppe oder einer Nitrilgruppe ist;
R11, R14 und R15 gleich oder verschieden sein können und unabhängig voneinander gleich Wasserstoff, einer Hydroxygruppe, einer C1-C4-Alkyl­ gruppe, einer C1-C4-Hydroxyalkylgruppe, einer C2-C4-Dihydroxyalkyl- gruppe oder einem Rest der Formel
sind;
R12 gleich Wasserstoff, einer Aminogruppe oder einer Hydroxygruppe ist; unter der Bedingung, dass die Verbindung der Formel (I) kein Inversions­ zentrum aufweist.
1. Agent for the oxidative dyeing of keratin fibers on the basis of a developer substance -coupler substance combination, characterized in that it contains at least one [1,1'-biphenyl] -3,5-diamine derivative of the formula (I) or as a coupler substance whose salt contains an inorganic or organic acid,
wherein
R1 is hydrogen, a halogen atom, a C 1 -C 4 alkoxy group, a C 1 -C 4 hydroxyalkoxy group, a C 1 -C 6 alkyl group, a C 1 -C 4 alkylthioether group, a trifluoromethane group, a -Si (CH 3 ) 3 group, a C 1 -C 4 hydroxyalkyl group or a C 2 -C 4 dihydroxyalkyl group;
R2, R3, R4, R5, R6 can be the same or different and, independently of one another, hydrogen, a halogen atom, a cyano group, a hydroxy group, a C 1 -C 4 alkoxy group, a C 1 -C 4 hydroxyalkoxy group, a C 1 -C 6 alkyl group, a C 1 -C 4 alkyl thioether group, a mercapto group, a nitro group, an amino group (NH2), a C 1 -C 4 monoalkylamino group, a di (C 1 -C 4 ) - alkyl-amino group, a trifluoromethane group, a -C (O) H group, a -C (O) CH 3 group, a -C (O) CF 3 group, an -Si (CH 3 ) 3 group, a C 1 -C 4 hydroxyalkyl group, a C 2 -C 4 dihydroxyalkyl group, a -CH = CHR7 group, a - (CH 2 ) p -CO 2 R8 group or a - (CH 2 ) p -R9- Group with p = 1, 2, 3 or 4, a -C (R10) = NR11 group or a C (R13) H-NR14R15 group, or two adjacent radicals R2 to R6 are an -O-CH 2 -O -Building a bridge;
R7 is hydrogen, a nitro group, a CO 2 R8 group or a -C (O) CH 3 group;
R8, R10 and R13 may be the same or different and, independently of one another, are hydrogen or a C 1 -C 4 -alkyl group;
R9 is an amino group or a nitrile group;
R11, R14 and R15 may be the same or different and, independently of one another, are the same as hydrogen, a hydroxyl group, a C 1 -C 4 -alkyl group, a C 1 -C 4 -hydroxyalkyl group, a C 2 -C 4 -dihydroxyalkyl group or one Rest of the formula
are;
R12 is hydrogen, an amino group or a hydroxy group; provided that the compound of formula (I) has no center of inversion.
2. Mittel nach Anspruch 1, dadurch gekennzeichnet, dass R1 gleich Wasserstoff ist.2. Composition according to claim 1, characterized in that R1 is the same Is hydrogen. 3. Mittel nach Anspruch 1 oder 2, dadurch gekennzeichnet, dass R1 gleich Wasserstoff ist und mindestens 3 der Reste R2 bis R6 Wasserstoff bedeuten.3. Means according to claim 1 or 2, characterized in that R1 is hydrogen and at least 3 of the radicals R2 to R6 are hydrogen mean. 4. Mittel nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass R1 gleich Wasserstoff ist, 3 der Reste R2 bis R6 gleich Wasserstoff sind und die beiden verbleibenden Reste R2 bis R6 unabhängig voneinander Wasserstoff, Fluor, eine Methoxygruppe, eine Hydroxy­ gruppe, eine Methylgruppe oder eine Aminogruppe darstellen.4. Agent according to one of claims 1 to 3, characterized in that R1 is hydrogen, 3 of the radicals R2 to R6 are hydrogen and the two remaining residues R2 to R6 are independent  from each other hydrogen, fluorine, a methoxy group, a hydroxy represent a group, a methyl group or an amino group. 5. Mittel nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass das [1,1'-Biphenyl]-3,5-diamin-Derivat der Formel (I) ausgewählt ist aus Biphenyl-3,5-diamin; 4-Benzo[1,3]dioxol-5-yl-benzol-1,3-diamin; 3',5'-Diamino-biphenyl-4-ol; 4'-Fluor-biphenyl-3,5-diamin; 4'-Amino­ biphenyl-3,5-diamin; 3'-Hydroxy-biphenyl-3,5-diamin; 4'-Methoxy­ biphenyl-3,5-diamin sowie deren physiologisch verträglichen Salzen.5. Agent according to one of claims 1 to 4, characterized in that the [1,1'-biphenyl] -3,5-diamine derivative of formula (I) is selected from biphenyl-3,5-diamine; 4-Benzo [1,3] dioxol-5-yl-benzene-1,3-diamine; 3 ', 5'-diamino-biphenyl-4-ol; 4'-fluoro-biphenyl-3,5-diamine; 4'-Amino biphenyl-3,5-diamine; 3'-hydroxy-biphenyl-3,5-diamine; 4'-methoxy biphenyl-3,5-diamine and their physiologically tolerable salts. 6. Mittel nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass das [1,1'-Biphenyl]-3,5-diamin der Formel (I) in einer Menge von 0,005 bis 20 Gewichtsprozent enthalten ist.6. Agent according to one of claims 1 to 5, characterized in that the [1,1'-biphenyl] -3,5-diamine of the formula (I) in an amount of 0.005 to 20 weight percent is included. 7. Mittel nach einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass die Entwicklersubstanz ausgewählt ist aus der Gruppe bestehend aus 1,4-Diaminobenzol, 1,4-Diamino-2-methyl-benzol, 1,4-Diamino-2,6- dimethyl-benzol, 1,4-Diamino-3,5-diethyl-benzol, 1,4-Diamino-2,5- dimethyl-benzol, 1,4-Diamino-2,3-dimethyl-benzol, 2-Chlor-1,4-diamino­ benzol, 1,4-Diamino-2-(thiophen-2-yl)benzol, 1,4-Diamino-2-(thiophen-3- yl)benzol, 1,4-Diamino-2-(pyridin-3-yl)benzol, 2,5-Diamino-biphenyl, 1,4-Diamino-2-methoxymethyl-benzol, 1,4-Diamino-2-aminomethyl- benzol, 1,4-Diamino-2-hydroxymethyl-benzol, 1,4-Diamino-2-(2- hydroxyethoxy)-benzol, 1-(2,5-Diamino-phenyl)-ethanol, 2-(2-(Acetyl­ amino)ethoxy)-1,4-diamino-benzol, 4-Phenylamino-anilin, 4-Dimethylamino-anilin, 4-Diethylamino-anilin, 4-Dipropylamino-anilin, 4-[Ethyl(2-hydroxyethyl)amino]-anilin, 4-[Di(2-hydroxyethyl)amino]-anilin, 4-[Di(2-hydroxyethyl)amino]-2-methyl-anilin, 4-[(2-Methoxyethyl)amino]- anilin, 4-[(3-Hydroxypropyl)amino]-anilin, 4-[(2,3-Dihydroxypropyl)amino]- anilin, 1,4-Diamino-2-(2-hydroxyethyl)-benzol, 1,4-Diamino-2-(1-methyl- ethyl)-benzol, 1,3-Bis[(4-aminophenyl)(2-hydroxyethyl)amino]-2-propanol, 1,4-Bis[(4-Aminophenyl)amino]-butan, 1,8-Bis(2,5-diaminophenoxy)-3,6- dioxaoctan, 4-Amino-phenol, 4-Amino-3-methyl-phenol, 4-Amino-3- (hydroxymethyl)-phenol, 4-Amino-3-fluor-phenol, 4-Methylamino-phenol, 4-Amino-2-(aminomethyl)-phenol, 4-Amino-2-(hydroxymethyl)-phenol, 4-Amino-2-fluor-phenol, 4-Amino-2-[(2-hydroxyethyl)-amino]methyl- phenol, 4-Amino-2-methyl-phenol, 4-Amino-2-(methoxymethyl)-phenol, 4-Amino-2-(2-hydroxyethyl)-phenol, 5-Amino-salicylsäure, 2,5-Diamino­ pyridin, 2,4,5,6-Tetraamino-pyrimidin, 2,5,6-Triamino-4-(1H)-pyrimidon, 4,5-Diamino-1-(2-hydroxyethyl)-1H-pyrazol, 4,5-Diamino-1-(1-methyl- ethyl)-1H-pyrazol, 4,5-Diamino-1-[(4-methylphenyl)methyl]-1H-pyrazol, 1-[(4-Chlorphenyl)methyl]-4,5-diamino-1H-pyrazol, 4,5-Diamino-1-methyl- 1H-pyrazol, 4,5-Diamino-3-methyl-1-methyl-1H-pyrazol, 4,5-Diamino-3- methyl-1-methyl-1H-pyrazol, 2-Amino-phenol, 2-Amino-6-methyl-phenol und 2-Amino-5-methyl-phenol.7. Agent according to one of claims 1 to 6, characterized in that the developer substance is selected from the group consisting of from 1,4-diaminobenzene, 1,4-diamino-2-methyl-benzene, 1,4-diamino-2,6- dimethyl-benzene, 1,4-diamino-3,5-diethyl-benzene, 1,4-diamino-2,5- dimethyl benzene, 1,4-diamino-2,3-dimethyl benzene, 2-chloro-1,4-diamino benzene, 1,4-diamino-2- (thiophene-2-yl) benzene, 1,4-diamino-2- (thiophene-3- yl) benzene, 1,4-diamino-2- (pyridin-3-yl) benzene, 2,5-diamino-biphenyl, 1,4-diamino-2-methoxymethyl-benzene, 1,4-diamino-2-aminomethyl- benzene, 1,4-diamino-2-hydroxymethyl-benzene, 1,4-diamino-2- (2- hydroxyethoxy) benzene, 1- (2,5-diaminophenyl) ethanol, 2- (2- (acetyl amino) ethoxy) -1,4-diamino-benzene, 4-phenylamino-aniline, 4-dimethylamino-aniline, 4-diethylamino-aniline, 4-dipropylamino-aniline, 4- [ethyl (2-hydroxyethyl) amino] aniline, 4- [di (2-hydroxyethyl) amino] aniline, 4- [di (2-hydroxyethyl) amino] -2-methyl-aniline, 4 - [(2-methoxyethyl) amino] -  aniline, 4 - [(3-hydroxypropyl) amino] aniline, 4 - [(2,3-dihydroxypropyl) amino] - aniline, 1,4-diamino-2- (2-hydroxyethyl) benzene, 1,4-diamino-2- (1-methyl- ethyl) benzene, 1,3-bis [(4-aminophenyl) (2-hydroxyethyl) amino] -2-propanol, 1,4-bis [(4-aminophenyl) amino] butane, 1,8-bis (2,5-diaminophenoxy) -3,6- dioxaoctane, 4-amino-phenol, 4-amino-3-methyl-phenol, 4-amino-3- (hydroxymethyl) phenol, 4-amino-3-fluoro-phenol, 4-methylamino-phenol, 4-amino-2- (aminomethyl) phenol, 4-amino-2- (hydroxymethyl) phenol, 4-amino-2-fluoro-phenol, 4-amino-2 - [(2-hydroxyethyl) amino] methyl- phenol, 4-amino-2-methylphenol, 4-amino-2- (methoxymethyl) phenol, 4-amino-2- (2-hydroxyethyl) phenol, 5-amino salicylic acid, 2,5-diamino pyridine, 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-4- (1H) pyrimidone, 4,5-diamino-1- (2-hydroxyethyl) -1H-pyrazole, 4,5-diamino-1- (1-methyl- ethyl) -1H-pyrazole, 4,5-diamino-1 - [(4-methylphenyl) methyl] -1H-pyrazole, 1 - [(4-chlorophenyl) methyl] -4,5-diamino-1H-pyrazole, 4,5-diamino-1-methyl- 1H-pyrazole, 4,5-diamino-3-methyl-1-methyl-1H-pyrazole, 4,5-diamino-3- methyl-1-methyl-1H-pyrazole, 2-amino-phenol, 2-amino-6-methyl-phenol and 2-amino-5-methylphenol. 8. Mittel einem der Ansprüche 1 bis 7, dadurch gekennzeichnet, dass es zusätzlich mindestens eine weitere Kupplersubstanz und/oder mindestens einen direktziehenden Farbstoff enthält.8. Means one of claims 1 to 7, characterized in that it additionally at least one further coupler substance and / or contains at least one substantive dye. 9. Mittel nach einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, dass die Entwicklersubstanzen und zusätzlichen Kupplersubstanzen, bezogen auf die Gesamtmenge des Färbemittels, jeweils in einer Gesamtmenge von 0,005 bis 20 Gewichtsprozent enthalten sind. 9. Composition according to one of claims 1 to 8, characterized in that the developer substances and additional coupler substances, based on the total amount of the colorant, each in one Total amount from 0.005 to 20 percent by weight are included.   10. Mittel nach einem der Ansprüche 1 bis 9, dadurch gekennzeichnet, dass es vor der Anwendung mit dem Oxidationsmittel in einem Gewichts­ verhältnis von 5 : 1 bis 1 : 3 vermischt wird.10. Agent according to one of claims 1 to 9, characterized in that it is in one weight with the oxidizer before use ratio of 5: 1 to 1: 3 is mixed. 11. Mittel nach Anspruch 10, dadurch gekennzeichnet, dass das gebrauchsfertige Oxidationsfärbemittel einen pH-Wert von 3 bis 11,5 aufweist.11. Means according to claim 10, characterized in that the ready-to-use oxidation colorants have a pH of 3 to 11.5 having. 12. Mittel nach einem der Ansprüche 1 bis 11, dadurch gekenn­ zeichnet, dass es ein Haarfärbemittel ist.12. Composition according to one of claims 1 to 11, characterized records that it is a hair dye. 13. [1,1'-Biphenyl]-3,5-diamin-Derivate der allgemeinen Formel (II),
worin
R1 gleich Wasserstoff, einem Halogenatom, einer C1-C4-Alkoxygruppe, einer C1-C4-Hydroxyalkoxygruppe, einer C1-C6-Alkylgruppe, einer C1-C4- Alkylthioethergruppe, einer Trifluormethangruppe, einer -Si(CH3)3-Gruppe, einer C1-C4-Hydroxyalkylgruppe oder einer C2-C4 Dihydroxyalkylgruppe ist;
R2, R3, R4, R5, R6 gleich oder verschieden sein können und unabhängig voneinander Wasserstoff, ein Halogenatom, eine Cyanogruppe, eine Hydroxygruppe, eine C1-C4-Alkoxygruppe, eine C1-C4-Hydroxyalkoxy­ gruppe, eine C1-C6-Alkylgruppe, eine C1-C4-Alkylthioethergruppe, eine Mercaptogruppe, eine Nitrogruppe, eine Amino-gruppe (NH2), eine C1-C4- Monoalkylaminogruppe, eine Di(C1-C4)-alkyl-aminogruppe, eine Trifluor­ methangruppe eine -C(O)H-Gruppe, eine -C(O)CH3-Gruppe, eine -C(O)CF3-Gruppe, eine -Si(CH3)3-Gruppe, eine C1-C4-Hydroxyalkyl­ gruppe, eine C2-C4 Dihydroxyalkylgruppe, eine -CH=CHR7-Gruppe, eine -(CH2)p-CO2R8-Gruppe oder eine -(CH2)p-R9-Gruppe mit p = 1, 2, 3 oder 4, eine -C(R10)=NR11-Gruppe oder eine C(R13)H-NR14R15-Gruppe bedeuten, oder zwei nebeneinanderliegende Reste R2 bis R6 eine -O-CH2-O-Brücke bilden;
R7 gleich Wasserstoff, einer Nitrogruppe, einer CO2R8-Gruppe oder einer -C(O)CH3-Gruppe ist;
R8, R10 und R13 gleich oder verschieden sein können und unabhängig voneinander gleich Wasserstoff oder einer C1-C4-Alkylgruppe sind;
R9 gleich einer Aminogruppe oder einer Nitrilgruppe ist;
R11, R14 und R15 gleich oder verschieden sein können und unabhängig voneinander gleich Wasserstoff, einer Hydroxygruppe, einer C1-C4-Alkyl­ gruppe, einer C1-C4-Hydroxyalkylgruppe, einer C2-C4-Dihydroxyalkyl­ gruppe oder einem Rest der Formel
sind;
R12 gleich Wasserstoff, einer Aminogruppe oder einer Hydroxygruppe ist;
unter den Bedingungen, dass dies Verbindung der Formel (II) kein Inversionszentrum aufweist, und mindestens einer der Rest R2 bis R6 nicht gleich Wasserstoff ist und R4 nicht gleich einer Hydroxygruppe ist, wenn gilt R2=R3=R5=R6=Wasserstoff.
13. [1,1'-biphenyl] -3,5-diamine derivatives of the general formula (II),
wherein
R1 is hydrogen, a halogen atom, a C 1 -C 4 alkoxy group, a C 1 -C 4 hydroxyalkoxy group, a C 1 -C 6 alkyl group, a C 1 -C 4 alkylthioether group, a trifluoromethane group, a -Si ( CH 3 ) 3 group, a C 1 -C 4 hydroxyalkyl group or a C 2 -C 4 dihydroxyalkyl group;
R2, R3, R4, R5, R6 can be the same or different and independently of one another hydrogen, a halogen atom, a cyano group, a hydroxy group, a C 1 -C 4 alkoxy group, a C 1 -C 4 hydroxyalkoxy group, a C 1 -C 6 alkyl group, a C 1 -C 4 alkyl thioether group, a mercapto group, a nitro group, an amino group (NH 2 ), a C 1 -C 4 monoalkylamino group, a di (C 1 -C 4 ) alkyl -amino group, a trifluoromethane group, a -C (O) H group, a -C (O) CH 3 group, a -C (O) CF 3 group, a -Si (CH 3 ) 3 group, a C 1 -C 4 hydroxyalkyl group, a C 2 -C 4 dihydroxyalkyl group, a -CH = CHR7 group, a - (CH 2 ) p -CO 2 R8 group or a - (CH 2 ) p -R9 group with p = 1, 2, 3 or 4, is a -C (R10) = NR11 group or a C (R13) H-NR14R15 group, or two adjacent radicals R2 to R6 are an -O-CH 2 -O- Build a bridge;
R7 is hydrogen, a nitro group, a CO 2 R8 group or a -C (O) CH 3 group;
R8, R10 and R13 may be the same or different and, independently of one another, are hydrogen or a C 1 -C 4 -alkyl group;
R9 is an amino group or a nitrile group;
R11, R14 and R15 may be the same or different and, independently of one another, are the same as hydrogen, a hydroxyl group, a C 1 -C 4 -alkyl group, a C 1 -C 4 -hydroxyalkyl group, a C 2 -C 4 -dihydroxyalkyl group or a radical of the formula
are;
R12 is hydrogen, an amino group or a hydroxy group;
under the conditions that this compound of formula (II) has no inversion center and at least one of the radicals R2 to R6 is not hydrogen and R4 is not a hydroxyl group if R2 = R3 = R5 = R6 = hydrogen.
DE20202609U 2001-03-13 2002-02-20 Colorants containing (1,1'-biphenyl) -3,5-diamine derivatives and new (1,1'-biphenyl) -3,5-diamine derivatives Expired - Lifetime DE20202609U1 (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004002604A1 (en) * 2004-01-15 2005-08-04 Beiersdorf Ag Visualization of sunscreen on the skin
CN112538031A (en) * 2020-12-02 2021-03-23 吉林奥来德光电材料股份有限公司 Antioxidant for thin film packaging, composition and application thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004002604A1 (en) * 2004-01-15 2005-08-04 Beiersdorf Ag Visualization of sunscreen on the skin
CN112538031A (en) * 2020-12-02 2021-03-23 吉林奥来德光电材料股份有限公司 Antioxidant for thin film packaging, composition and application thereof
CN112538031B (en) * 2020-12-02 2022-05-06 吉林奥来德光电材料股份有限公司 Antioxidant for thin film packaging, composition and application thereof

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