DE20111038U1 - p-aminophenol derivatives and colorants containing these compounds - Google Patents

p-aminophenol derivatives and colorants containing these compounds

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Publication number
DE20111038U1
DE20111038U1 DE20111038U DE20111038U DE20111038U1 DE 20111038 U1 DE20111038 U1 DE 20111038U1 DE 20111038 U DE20111038 U DE 20111038U DE 20111038 U DE20111038 U DE 20111038U DE 20111038 U1 DE20111038 U1 DE 20111038U1
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Prior art keywords
amino
diamino
group
benzene
phenol
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DE20111038U
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German (de)
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Procter and Gamble Deutschland GmbH
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Wella GmbH
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Priority to DE20111038U priority Critical patent/DE20111038U1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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    • 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
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    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • 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
    • 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
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    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/74—Compounds 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
    • C07C215/76—Compounds 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 of the same non-condensed six-membered aromatic ring
    • C07C215/80—Compounds 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 of the same non-condensed six-membered aromatic ring containing at least two amino groups bound to the carbon skeleton
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    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
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    • C07C217/78—Compounds 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
    • C07C217/80—Compounds 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
    • C07C217/82—Compounds 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 of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds 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 of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/36—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
    • C07C239/08—Hydroxylamino compounds or their ethers or esters
    • C07C239/20—Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups etherified
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    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
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    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
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Description

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Claims (12)

1. p-Amino-phenol-Derivate der allgemeinen Formel (I) oder deren physiologisch verträglichen, wasserlöslichen Salze,
worin
R1 und R2 unabhänging voneinander gleich Wasserstoff, einer C1-C2-Alkoxygruppe, einer C1-C6-Alkylgruppe, einer ungesättigten C3-C6-Alkylgruppe, einer C2-C4-Hydroxyalkylgruppe, einer C3-C4-Dihydroxyalkylgruppe, einer C2-C4-Aminoalkylgruppe, einer C2-C4-Dimethylaminoatkylgruppe, einer C2-C4-Acetylaminoalkylgruppe einer C2-C4-Methoxyalkylgruppe, einer C2-C4-Ethoxyalkylgruppe, einer C1-C4-Cyanoalkylgruppe, einer C1-C4-CarboxyaNkylgruppe, einer C1-C4-Aminocarbonylalkylgruppe, einer Pyridylmethylgruppe, einer Furfurylgruppe, einer Thienylmethylgruppe, einer hydrierten Furfurylgruppe, einer substituierten Pyridylgruppe oder einem Rest der Formel (II) oder (III) sind,
oder R1 und R2 gemeinsam mit dem Stickstoffatom einen Ring der Formel
bilden;
R3 gleich Wasserstoff oder einer C1-C6-Alkylgruppe Gruppe ist;
R4, R5, R6, R7 und R8 unabhängig voneinander Wasserstoff, ein Halogenatom, eine Cyanogruppe, eine Hydroxygruppe, eine C1-C4 Alkoxygruppe, eine C1-C4-Hydroxyalkoxyygruppe, eine C1-C6-Alkyl­ gruppe, eine C1-C4-Alkylthioethergruppe, eine Mercaptogruppe, eine Nitrogruppe, eine Aminogruppe, eine Alkylaminogruppe, eine Hydroxyalkylaminogruppe, eine Dialkylaminogruppe, eine Di(hydroxy­ alkyl)aminogruppe, eine (Dihydroxyalkyl)aminogruppe, eine (Hydroxy­ alkyl)alkylaminogruppe, eine Trifluormethangruppe eine -C(O)H-Gruppe, eine -C(O)CH3 Gruppe, eine -C(O)CF3-Gruppe, eine -Si(CH3)3-Gruppe, eine C1-C4-Hydroxyalkylgruppe oder eine C2-C4-Dihydroxyalkylgruppe bedeuten, oder zwei nebeneinanderliegende Reste R9 bis R17 eine -O-CH2-O-Brücke bilden;
R9 gleich einer C1-C4-Alkylgruppe, einer Benzylgruppe oder einer C2-C4-Hydroxyalkylgruppe ist;
R10 gleich Wasserstoff oder einer C1-C6-Alkylgruppe ist;
R11 gleich Wasserstoff oder einer oder mehreren Hydroxygruppen, Carboxygruppen, Aminocarbonylgruppen oder Hydroxymethylgruppen ist;
R12 gleich Wasserstoff oder einer C1-C6-Alkylgruppe ist.1. p-aminophenol derivatives of the general formula (I) or their physiologically compatible, water-soluble salts,
wherein
R1 and R2 independently of one another are hydrogen, a C 1 -C 2 -alkoxy group, a C 1 -C 6 -alkyl group, an unsaturated C 3 -C 6 -alkyl group, a C 2 -C 4 -hydroxyalkyl group, a C 3 -C 4 -dihydroxyalkyl group, a C 2 -C 4 aminoalkyl group, a C 2 -C 4 dimethylaminoatkyl group, a C 2 -C 4 acetylaminoalkyl group, a C 2 -C 4 methoxyalkyl group, a C 2 -C 4 ethoxyalkyl group, a C 1 -C 4 cyanoalkyl group, a C 1 -C 4 carboxyalkyl group, a C 1 -C 4 aminocarbonylalkyl group, a pyridylmethyl group, a furfuryl group, a thienylmethyl group, a hydrogenated furfuryl group, a substituted pyridyl group or a radical of the formula (II) or (III) are
or R1 and R2 together with the nitrogen atom form a ring of the formula
form;
R3 is hydrogen or a C 1 -C 6 alkyl group;
R4, R5, R6, R7 and R8 independently of one another are 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 alkylthioether group, a mercapto group, a nitro group, an amino group, an alkylamino group, a hydroxyalkylamino group, a dialkylamino group, a di (hydroxyalkyl) amino group, a (dihydroxyalkyl) amino group, a (hydroxyalkyl) alkylamino group, a trifluoro group -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 or represent a C 2 -C 4 -dihydroxyalkyl group, or two adjacent radicals R9 to R17 form an -O-CH2-O bridge;
R9 is a C 1 -C 4 alkyl group, a benzyl group or a C 2 -C 4 hydroxyalkyl group;
R10 is hydrogen or a C 1 -C 6 alkyl group;
R11 is hydrogen or one or more hydroxyl groups, carboxy groups, aminocarbonyl groups or hydroxymethyl groups;
R12 is hydrogen or a C 1 -C 6 alkyl group. 2. p-Aminophenol-Derivat nach Anspruch 1, dadurch gekennzeichnet, dass in der Formel (I) (i) R3 gleich Wasserstoff ist und/oder (ii) R1 gleich Wasserstoff und R2 gleich einer C1-C4-Alkylgruppe, einer ungesättigten C3-C6-Alkylgruppe, einer C2-C4-Hydroxyalkylgruppe, einem substituierten Phenylrest oder einem subsituierten Pyrazoylrest ist.2. p-aminophenol derivative according to claim 1, characterized in that in formula (I) (i) R3 is hydrogen and / or (ii) R1 is hydrogen and R2 is a C 1 -C 4 alkyl group, one is an unsaturated C 3 -C 6 alkyl group, a C 2 -C 4 hydroxyalkyl group, a substituted phenyl radical or a substituted pyrazoyl radical. 3. p-Aminophenol-Derivat nach Anspruch 1 oder 2, dadurch gekennzeichnet, dass das es ausgewählt ist aus 4-Amino-2-[3-(4-hydroxy­ phenylamino)-propenyl]-phenol, 4-Amino-2-[3-(4-amino-phenyl-amino)- propenyl]-phenol, 4-Amino-2-[3-(3-hydroxy-phenyl-amino)-propenyl]- phenol und 4-Amino-2-[3-(3-amino-phenylamino)-propenyl]-phenol sowie deren physiologisch verträglichen Salzen.3. p-aminophenol derivative according to claim 1 or 2, characterized characterized in that it is selected from 4-amino-2- [3- (4-hydroxy phenylamino) propenyl] phenol, 4-amino-2- [3- (4-aminophenylamino) - propenyl] phenol, 4-amino-2- [3- (3-hydroxyphenylamino) propenyl] - phenol and 4-amino-2- [3- (3-aminophenylamino) propenyl] phenol as well their physiologically acceptable salts. 4. Mittel zur oxidativen Färbung von Keratinfasern auf der Basis einer Entwicklersubstanz-Kupplersubstanz-Kombination, dadurch gekenn­ zeichnet, dass es in einem geeigneten kosmetischen Träger mindestens ein p-Aminophenol-Derivat der Formel (I) nach einem der Ansprüche 1 bis 3 enthält.4. Agent for the oxidative coloring of keratin fibers on the basis of a Developer substance-coupler substance combination, characterized thereby records that it is in a suitable cosmetic carrier at least a p-aminophenol derivative of the formula (I) according to any one of claims 1 to 3 contains. 5. Mittel nach Anspruch 4, dadurch gekennzeichnet, dass das p-Amino-phenol-Derivat der Formel (I) in einer Menge von 0,005 bis 20 Gewichtsprozent enthalten ist.5. Means according to claim 4, characterized in that the p-Amino-phenol derivative of the formula (I) in an amount of 0.005 to 20 Weight percent is included. 6. Mittel nach Anspruch 4 oder 5 dadurch gekennzeichnet, dass die Kupplersubstanz ausgewählt ist aus er Gruppe bestehend aus N-(3-Dimethylamino-phenyl)-harnstoff, 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, 3,5-Diamino-2,6-dimethoxy-pyridin, 1,3-Diamino- benzol, 2,4-Diamino-1-(2-hydroxyethoxy)-benzol, 1,3-Diamino-4-(2,3- dihydroxypropoxy)-benzol, 1,3-Diamino-4-(3-hydroxypropoxy)-benzol, 1,3-Diamino-4-(2-methoxyethoxy)-benzol, 2,4-Diamino-1,5-di(2-hydroxy­ ethoxy)-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-diamino­ phenoxy)-propan, Di(2,4-diamino-phenoxy)-methan, 1,3-Diamino-2,4- dimethoxy-benzol, 2,6-Bis(2-hydroxy-ethyl)amino-toluol, 4-Hydroxyindol, 3-Dimethylamino-phenol, 3-Diethylamino-phenol, 5-Amino-2-methyl- phenol, 5-Amino-4-fluor-2-methyl-phenol, 5-Arnino-4-methoxy-2-methyl- phenol, 5-Amino-4-ethoxy-2-methyl-phenol, 3-Amino-2,4-dichlor-phenol, 5-Amino-2,4-dichlor-phenol, 3-Amino-2-methyl-phenol, 3-Amino-2-chlor-6- methyl-phenol, 3-Amino-phenol, 2-[(3-Hydroxyphenyl)amino]-acetamid, 5- [(2-Hydroxyethyl)amino]-4-methoxy-2-methyl-phenol, 5-[(2-Hydroxyethyl)- amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)amino]-phenol, 3-[(2-Methoxy­ ethyl)amino]-phenol, 5-Amino-2-ethyl-phenol, 5-Amino-2-methoxy-phenol, 2-(4-Amino-2-hydroxy-phenoxy)-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, 2,6-Dihydroxy-3,4-dimethylpyridin, 5-Amino-4-chlor-2-methyl-phenol, 1-Naphthol, 2-Methyl-1-naphthol, 1,5-Dihydroxy-naphthalin, 1,7-Dihydroxy-naphthalin, 2,3-Dihydroxy-naplhthalin, 2,7-Dihydroxy- naphthalin, 2-Methyl-1-naphthol-acetat, (m-Dihydroxy-phenyl)-acrylamid, 1-Chlor-2,4-dihydroxybenzol, 2-Chlor-(m-Dihydroxy-phenyl)-acrylamid, 1,2-Dichlor-3,5-dihydroxy-4-methyl-benzol, 1,5-Dichlor-2,4-dihydroxy­ benzol, 1,3-Dihydroxy-2-methyl-benzol, 3,4-Methylendioxy-phenol, 3,4-Methylendioxy-anilin, 5-[(2-Hydroxyethyl)amino]-1,3-benzodioxol, 6-Brom-1-hydroxy-3,4-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-pyrazolon, 5,6-Dihydroxy-indol, 5,6-Dihydroxy-indolin, 5-Hydroxy-indol, 6-Hydroxy-indol, 7-Hydroxy-indol und 2,3-Indolindion.6. Means according to claim 4 or 5, characterized in that the Coupler substance is selected from the group consisting of N- (3-dimethylaminophenyl) urea, 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, 3,5-diamino-2,6-dimethoxy pyridine, 1,3-diamino benzene, 2,4-diamino-1- (2-hydroxyethoxy) benzene, 1,3-diamino-4- (2,3- dihydroxypropoxy) benzene, 1,3-diamino-4- (3-hydroxypropoxy) benzene, 1,3-diamino-4- (2-methoxyethoxy) benzene, 2,4-diamino-1,5-di (2-hydroxy ethoxy) 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-diamino phenoxy) propane, di (2,4-diamino-phenoxy) methane, 1,3-diamino-2,4- dimethoxy-benzene, 2,6-bis (2-hydroxy-ethyl) aminotoluene, 4-hydroxyindole, 3-dimethylamino-phenol, 3-diethylamino-phenol, 5-amino-2-methyl- phenol, 5-amino-4-fluoro-2-methylphenol, 5-amino-4-methoxy-2-methyl phenol, 5-amino-4-ethoxy-2-methylphenol, 3-amino-2,4-dichlorophenol, 5-amino-2,4-dichlorophenol, 3-amino-2-methylphenol, 3-amino-2-chloro-6- methylphenol, 3-aminophenol, 2 - [(3-hydroxyphenyl) amino] acetamide, 5- [(2-hydroxyethyl) amino] -4-methoxy-2-methylphenol, 5 - [(2-hydroxyethyl) - amino] -2-methylphenol, 3 - [(2-hydroxyethyl) amino] phenol, 3 - [(2-methoxy ethyl) amino] phenol, 5-amino-2-ethylphenol, 5-amino-2-methoxyphenol, 2- (4-amino-2-hydroxyphenoxy) ethanol, 5 - [(3-hydroxypropyl) amino] -2- methylphenol, 3 - [(2,3-dihydroxypropyl) amino] -2-methylphenol, 3 - [(2-hydroxyethyl) amino] -2-methylphenol, 2-amino-3-hydroxy-pyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 5-amino-4-chloro-2-methylphenol, 1-naphthol, 2-methyl-1-naphthol, 1,5-dihydroxy-naphthalene, 1,7-dihydroxy-naphthalene, 2,3-dihydroxy-naphthalene, 2,7-dihydroxy- naphthalene, 2-methyl-1-naphthol acetate, (m-dihydroxyphenyl) acrylamide, 1-chloro-2,4-dihydroxybenzene, 2-chloro (m-dihydroxyphenyl) acrylamide,  1,2-dichloro-3,5-dihydroxy-4-methyl-benzene, 1,5-dichloro-2,4-dihydroxy benzene, 1,3-dihydroxy-2-methylbenzene, 3,4-methylenedioxyphenol, 3,4-methylenedioxy-aniline, 5 - [(2-hydroxyethyl) amino] -1,3-benzodioxole, 6-bromo-1-hydroxy-3,4-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-pyrazolone, 5,6-dihydroxyindole, 5,6-dihydroxy-indoline, 5-hydroxy-indole, 6-hydroxy-indole, 7-hydroxy-indole and 2,3-indole indione. 7. Mittel nach einem der Ansprüche 4 bis 6, dadurch gekennzeichnet, dass zusätzlich zu den Verbindungen der Formel (I) noch weitere bekannte Entwicklersubstanzen enthält, welche ausgewählt sind 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-Diaminobiphenyl, 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, 2-(2-(Acetylamino)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-Hydroxy­ propyl)amino]-anilin, 4-[(2,3-Dihydroxypropyl)amino]-anilin, 1,4-Diamino-2- (1-hydroxyethyl)-benzol, 1,4-Diamino-2-(2-hydroxyethyl)-benzol, 1,4-Diamino-2-(1-methylethyl)-benzol, 1,3-Bis[(4-aminophenyl)-(2- hydroxyethyl)amino]-2-propanol, 1,4-Bis[(4-arninophenyl)amino]-butan, 1,8-Bis(2,5-diamino-phenoxy)-3,6-dioxaoctan, 4-Amino-phenol, 4-Amino- 3-methyl-phenol, 4-Amino-3-(hydroxymethyl)-phenol, 4-Amino-3-fluor­ phenol, 4-Methyl-amino-phenol, 4-Amino-2-(aminomethyi)-phenol, 4-Amino-2-(hydroxymethyl)-phenol, 4-Amino-2-fluorphenol, 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-methylethyl)-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, 2-Amino-phenol, 2-Amino- 6-methyl-phenol, 2-Amino-5-methyl-phenol und 1,2,4-Trihydroxybenzol.7. Composition according to one of claims 4 to 6, characterized in that in addition to the compounds of formula (I) there are others contains known developer substances, which are selected from the Group consisting of 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-diaminobiphenyl, 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, 2- (2- (acetylamino) 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-hydroxy propyl) amino] aniline, 4 - [(2,3-dihydroxypropyl) amino] aniline, 1,4-diamino-2- (1-hydroxyethyl) benzene, 1,4-diamino-2- (2-hydroxyethyl) benzene, 1,4-diamino-2- (1-methylethyl) benzene, 1,3-bis [(4-aminophenyl) - (2- hydroxyethyl) amino] -2-propanol, 1,4-bis [(4-arninophenyl) amino] butane,  1,8-bis (2,5-diamino-phenoxy) -3,6-dioxaoctane, 4-amino-phenol, 4-amino- 3-methylphenol, 4-amino-3- (hydroxymethyl) phenol, 4-amino-3-fluoro phenol, 4-methylamino-phenol, 4-amino-2- (aminomethyi) phenol, 4-amino-2- (hydroxymethyl) 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-diamino-pyridine, 2,4,5,6-tetraamino-pyrimidine, 2,5,6-triamino-4- (1H) pyrimidone, 4,5-diamino-1- (2-hydroxyethyl) -1H pyrazole, 4,5-diamino-1- (1-methylethyl) -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, 2-amino-phenol, 2-amino- 6-methylphenol, 2-amino-5-methylphenol and 1,2,4-trihydroxybenzene. 8. Mittel nach einem der Ansprüche 4 bis 7, dadurch gekennzeichnet, dass die Entwicklersubstanzen und Kupplersubstanzen, bezogen auf die Gesamtmenge des Färbemittels, jeweils in einer Gesamtmenge von 0,005 bis 20 Gewichtsprozent enthalten sind.8. Agent according to one of claims 4 to 7, characterized in that the developer substances and coupler substances, based on the Total amount of the colorant, each in a total amount of 0.005 up to 20 percent by weight are included. 9. Mittel nach einem der Ansprüche 4 bis 8, dadurch gekennzeichnet, dass es zusätzlich mindestens einen direktziehenden Farbstoff enthält.9. Composition according to one of claims 4 to 8, characterized in that it also contains at least one substantive dye. 10. Mittel nach einem der Ansprüche 4 bis 9, dadurch gekennzeichnet, dass es einen pH-Wert von 6,5 bis 11,5 aufweist.10. Agent according to one of claims 4 to 9, characterized in that it has a pH of 6.5 to 11.5. 11. Mittel nach einem der Ansprüche 4 bis 10, dadurch gekenn­ zeichnet, dass es ein Haarfärbemittel ist. 11. Agent according to one of claims 4 to 10, characterized records that it is a hair dye.   12. Gebrauchsfertiges Mittel zum oxidativen Färben von Haaren, dadurch gekennzeichnet, dass es mindestens ein p-Amino-phenol- Derivat der Formel (I) gemäß einem der Ansprüche 1 bis 3 sowie ein Oxidationsmittel enthält.12. Ready-to-use agent for oxidative coloring of hair, characterized in that there is at least one p-amino-phenol Derivative of formula (I) according to one of claims 1 to 3 and a Contains oxidizing agents.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1298135A1 (en) * 2001-09-28 2003-04-02 L'oreal Dyeing composition containing silyl substituted p-aminophenol or p-phenylenediamine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1298135A1 (en) * 2001-09-28 2003-04-02 L'oreal Dyeing composition containing silyl substituted p-aminophenol or p-phenylenediamine
FR2830188A1 (en) * 2001-09-28 2003-04-04 Oreal TINCTORIAL COMPOSITION CONTAINING A PARA-AMINOPHENOL OR PARA-PHENYLENE DIAMINE COMPOUND SUBSTITUTED WITH A SILANIC RADICAL

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