EP2816992A2 - Nouveaux précurseurs de colorant par oxydation - Google Patents

Nouveaux précurseurs de colorant par oxydation

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Publication number
EP2816992A2
EP2816992A2 EP13707325.0A EP13707325A EP2816992A2 EP 2816992 A2 EP2816992 A2 EP 2816992A2 EP 13707325 A EP13707325 A EP 13707325A EP 2816992 A2 EP2816992 A2 EP 2816992A2
Authority
EP
European Patent Office
Prior art keywords
group
diamine
amino
dihydro
benzoxathiin
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.)
Withdrawn
Application number
EP13707325.0A
Other languages
German (de)
English (en)
Inventor
Antje Gebert
Annika Koenen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP2816992A2 publication Critical patent/EP2816992A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • 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
    • A61K8/4906—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
    • 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
    • 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
    • A61K8/4953—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 containing pyrimidine ring derivatives, e.g. minoxidil
    • 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
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/20—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring with substituents attached to the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06—Six-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use

Definitions

  • the invention relates to an agent for oxidative color change of keratin-containing fibers, in particular human hair, which contains certain fused p-phenylenediamine derivatives, the use of these agents as color change agents of keratin fibers for improving the dyeing results and a method for dyeing keratin fibers, in particular human hair ,
  • the change in the shape and color of the hair is an important area of modern cosmetics dar.
  • fashionable color design of hairstyles or lamination of gray hair or even white hair with fashionable or natural colors the consumer accesses to color-changing agents.
  • oxidation colorants For permanent, intensive colorations with corresponding fastness properties, so-called oxidation colorants are used. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components. The developer components form under the influence of oxidizing agents or of atmospheric oxygen with one another or with coupling with one or more coupler components, the actual dyes. The oxidation colorants are characterized by intensive excellent, long-lasting dyeing results. For natural-looking dyeings, a mixture of a larger number of oxidation dye precursors can be used, and in many cases direct substantive dyes are additionally used for shading.
  • oxidative hair dyes are disadvantageous to the user despite their advantageous dyeing properties.
  • some of the common oxidation dye precursors including p-phenylenediamine, to act irritating or irritating for some consumers and thereby trigger sensitization or even allergic reactions. Therefore, there is still room for improvement in their physiological compatibility profile for these substances.
  • many compounds have been explored, but often suffer from application problems, in particular lack of gray coverage.
  • the object of the present invention is therefore to overcome the above-mentioned disadvantages of oxidative hair to lower the colorant.
  • the colorants should produce intense colorations with high color and good resistance to external influences, in particular with good lightfastness and wash fastness, which suffer no color attenuation or color shift even after repeated shampooing of the hair.
  • the dyeings should be as selective as possible, ie to achieve as uniform, uniform dyeing results on differently pretreated hair.
  • the colorants should have a toxicologically advantageous profile.
  • fused p-phenylenediamine derivatives are suitable as oxidation dye precursors for the dyeing of keratin-containing fibers. They result in colorations with high color intensity and excellent brilliance as well as excellent gray coverage.
  • DE 3913477 discloses fused p-phenylenediamines in the form of unsubstituted 5,8-diaminobenzo-1, 4-dioxanes.
  • a first subject of the invention is therefore an agent for the oxidative color change of keratinic fibers, which is characterized in that it comprises, in a cosmetic carrier as a developer-type oxidation dye precursor, at least one compound of the formula (I)
  • R 1 and R 2 independently of one another represent a hydrogen atom, a C 1 -C 6 -alkyl group, a
  • R3, R4, R5, R6 each independently represent a hydrogen atom, a C1-C6 alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a d- C 6 alkoxy group, an amino group, a C -C 6 -alkylamino group, a di (C 1 -C 6 -alkyl) amino group, an N- (azacycloalkyl) group, an amino-C 1 -C 6 -alkyl group, a C 1 -C 6 -alkylamino-C 1 -C 6 -alkyl group, a di (Ci-C6-alkyl) amino-Ci-Cö-alkyl group, an N- (Azacycloalkyl) -Ci-C6-alkyl group, a C 2 -C 6 - polyhydroxy-alkyl group, an acetoxy-Ci-C6-alkyl group, a
  • X and Y are each independently oxygen, sulfur, a group N-R7 or
  • R 7 is hydrogen, a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, a d-
  • R 3 R 4, R 5 and / or R 6 is an amino-C 1 -C 6 -alkyl group, a C 1 -C 6 -cycloalkyl group Alkylamino-C 1 -C 6 -alkyl group, a di (C 1 -C 6 -alkyl) amino-C 1 -C 6 -alkyl group or an N- (azacycloalkyl) C 1 -C 6 -alkyl group,
  • Keratin fibers are wool, furs, feathers and especially human hair.
  • the colorants of the invention can in principle but also for dyeing other natural fibers such.
  • cotton, jute, sisal, linen or silk modified natural fibers, such as regenerated cellulose, nitro, alkyl or hydroxyalkyl or acetyl cellulose can be used.
  • the agents according to the invention contain the compounds of the formula (I) in a cosmetic carrier, preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a suitable aqueous, alcoholic or aqueous-alcoholic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • a suitable aqueous, alcoholic or aqueous-alcoholic carrier for the purpose of hair coloring
  • such carriers are, for example, creams, emulsions, gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
  • aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing from 3 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol.
  • the compositions of the invention may additionally contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • Ci-C s alkyl examples include -CH 3, -CH 2 CH 3, -CH 2 CH 2 CH 3, -CH (CH 3) 2, -CH 2 CH 2 CH 2 CH 3, -CH 2 CH ( CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , - (CH 2 ) 4 CH 3 , - (CH 2 ) 5 CH 3 .
  • Particularly preferred alkyl radicals are methyl and ethyl.
  • C 2 -C 6 -alkenyl groups are prop-2-enyl (allyl group), 2-methyl-prop-2-enyl, but-3-enyl, but-2-enyl, pent-4-enyl or pent -3-enyl.
  • Examples of d-Ce-hydroxyalkyl groups are -CH 2 OH, -CH 2 CH 2 OH, -CH 2 CH 2 CH 2 OH, -CH 2 CH (OH) CH 3 , -CH 2 CH 2 CH 2 CH 2 OH, wherein -CH 2 CH 2 OH is preferred.
  • C 2 -C 6 -polyhydroxyalkyl groups are 2,3-dihydroxypropyl group, 3,4-dihydroxybutyl group, 2,4-dihydroxybutyl group and 1, 2-dihydroxyethyl group.
  • Examples of C 1 -C 6 -alkoxy groups are -OCH 3 , -OCH 2 CH 3 , -OCH 2 CH 2 CH 3 , -OCH (CH 3 ) 2 or -OC (CH 3 ) 3 , preferably methoxy group (-OCH 3 ).
  • Examples of C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl groups are -CH 2 OCH 3 , -CH 2 OCH 2 CH 3 , -CH 2 OCH (CH 3 ) 2 ,
  • halogen are fluorine, chlorine, bromine or iodine, in particular fluorine, bromine and chlorine.
  • Examples of C 1 -C 6 -alkylamino groups are methylamino, ethylamino, 1-propylamino and 2-propylamino.
  • Examples of di (C 1 -C 6 -alkyl) amino groups are dimethylamino, diethylamino, and 3-propylamino.
  • Examples of an N- (azacycloalkyl) group are N-pyrrolidinyl and N-piperidyl.
  • Examples of amino-C 1 -C 6 -alkyl groups are aminomethyl, 2-aminoethyl, 3-aminopropyl or 2-aminopropyl.
  • Examples of C 1 -C 6 -alkylamino-C 1 -C 6 -alkyl groups are (methylamino) -methyl,
  • di (C 1 -C 6 -alkyl) aminoC 1 -C 6 -alkyl groups are (dimethylamino) methyl, 2- (dimethylamino) ethyl, 3- (dimethylamino) propyl, (diethylamino) methyl, 2- (diethylamino) ethyl and 3- (diethylamino) propyl.
  • N- (azacycloalkyl) -Ci-C6-alkyl group examples include N-pyrrolidinylmethyl, N-piperidylmethyl, 2- (N-pyrrolidinyl) ethyl and 2- (N-piperidyl) ethyl.
  • exemplary acetoxy-Ci-C6-alkyl groups are acetoxymethyl and 2- (acetoxy) ethyl.
  • Exemplary carboxy-Ci-C6-alkyl groups are carboxymethyl, 2- (carboxy) ethyl and 3- (carboxy) - propyl.
  • an agent according to the invention is characterized in that it contains a compound of the formula (I) in which X and Y each represent a group N-R7, in particular a group N-H.
  • an agent according to the invention is characterized in that it contains a compound of the formula (I) in which X is oxygen and Y is sulfur.
  • radicals R3, R4, R5 or R6 in each case independently of one another represent a hydrogen atom, a C 1 -C 6 -alkyl group, a C 1 -C 6 -alkoxy group, an amino group, a di (C i C6-alkyl) amino group, an N- (azacycloalkyl) group or a C 1 -C 6 -dialkylamino-C 1 -C 6 -alkyl group, in particular when X and Y are each a group N-R 7, in particular a group NH, or when X is oxygen and Y is sulfur.
  • a further embodiment of the first subject of the invention is therefore characterized in that the agent contains a compound of formula (I) in which the radicals R3, R4, R5 or R6 are each independently of one another a hydrogen atom, a Ci-Cö-alkyl group, a C1 -C6 alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (Azacycloalkyl) - group or a Ci-C6-dialkylamino-Ci-C6-alkyl group.
  • the radicals R3, R4, R5 or R6 are each independently of one another a hydrogen atom, a Ci-Cö-alkyl group, a C1 -C6 alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (Azacycloalkyl) - group or a Ci-C6-dialkylamino-Ci-C6-alkyl group.
  • X and Y are each oxygen
  • R 1 and R 2 independently of one another are hydrogen or methoxy and at least one of R 3, R 4, R 5 and / or R 6 is a C 1 -C 6 Dialkylamino-Ci-C6-alkyl group or an N- (Azacycloalkyl) -Ci-C6-alkyl group.
  • a further embodiment of the first subject of the invention is therefore characterized in that the agent contains a compound of the formula (I) in which X and Y are each oxygen, R 1 and R 2 independently of one another represent hydrogen or methoxy and at least one of the radicals R 3, R 4, R 5 and / or R 6 is a C 1 -C 6 -dialkylamino-C 1 -C 6 -alkyl group or an N- (azacycloalkyl) C 1 -C 6 -alkyl group.
  • the agent contains a compound of the formula (I) in which X and Y are each oxygen, R 1 and R 2 independently of one another represent hydrogen or methoxy and at least one of the radicals R 3, R 4, R 5 and / or R 6 is a C 1 -C 6 -dialkylamino-C 1 -C 6 -alkyl group or an N- (azacycloalkyl) C 1 -C 6 -alkyl group.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and only one of the two radicals R1 or R2 is hydrogen.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 represents a group selected 2 -C 6 alkyl group -Polyhydroxy- from a Ci-C6-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C, a hydroxy group, a Ci-C6-alkoxy group or a halogen atom.
  • X and Y are not simultaneously oxygen and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 represents a group selected 2 -C 6 alkyl group -Polyhydroxy- from a Ci-C6-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C, a hydroxy group
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 represent a methoxy group.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and both radicals R1 and R2 independently represent a group which is selected from a Ci-COE-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a hydroxy group, a d- C 6 alkoxy group or a halogen atom.
  • X and Y are not simultaneously oxygen and both radicals R1 and R2 independently represent a group which is selected from a Ci-COE-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a hydroxy group, a d- C 6 alkoxy group or a halogen atom.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and both radicals R1 and R2 represent a methoxy group.
  • the agent comprises a compound of formula (I) in which X and Y are not simultaneously oxygen and exactly one of R3, R4, R5 or R6 is a C1-C6 - Alkyl group, a Ci-C6-alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (Azacycloalkyl) group or a Ci-C6-dialkylamino-Ci-C6-alkyl group and the other three Radicals are hydrogen atoms.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) in which X and Y are not simultaneously oxygen and exactly one of R3, R4, R5 or R6 is a methyl group and the other three radicals are hydrogen atoms.
  • the agent contains a compound of the formula (I) in which X is oxygen and Y is sulfur and only one of the two radicals R 1 or R 2 is hydrogen.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of formula (I) in which X and Y are not simultaneously oxygen and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 represents a group selected 2 -C 6 alkyl group -Polyhydroxy- from a Ci-C6-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C, a hydroxy group, a Ci-C6-alkoxy group or a halogen atom.
  • X and Y are not simultaneously oxygen and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 represents a group selected 2 -C 6 alkyl group -Polyhydroxy- from a Ci-C6-alkyl group, a C 2 -C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C, a hydroxy group
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I), in X is oxygen and Y is sulfur and one of the two radicals R1 or R2 is hydrogen and the other radical R2 or R1 a methoxy group.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) wherein X is oxygen and Y is sulfur and both R1 and R2 independently represent a group selected from a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, a C 1 -C 6 -hydroxyalkyl group, a C 2 -C 6 -polyhydroxyalkyl group, a hydroxy group, a C 1 -C 6 -alkoxy group or a halogen atom.
  • X is oxygen and Y is sulfur and both R1 and R2 independently represent a group selected from a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, a C 1 -C 6 -hydroxyalkyl group, a C 2 -C 6 -polyhydroxyalkyl group, a hydroxy group, a C 1 -C 6 -alk
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) wherein X is oxygen and Y is sulfur and both R1 and R2 are methoxy.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) in which X is oxygen and Y is sulfur and exactly one of R3, R4, R5 or R6 is a Ci-Cö -Alkyl group, a Ci-C6-alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (Azacycloalkyl) group or a Ci-C6-dialkylamino-Ci-C6-alkyl group and the other three Radicals are hydrogen atoms.
  • R3, R4, R5 or R6 is a Ci-Cö -Alkyl group, a Ci-C6-alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (Azacycloalkyl) group or a Ci-C6-dialkylamino-Ci-C6-alkyl group and the other three Radicals are hydrogen
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) wherein X is oxygen and Y is sulfur and exactly one of R 3, R 4, R 5 or R 6 is methyl and the other three radicals are hydrogen atoms.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of the formula (I) in which X and Y stand for a group N-H and only one of the two radicals R 1 or R 2 is hydrogen.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) in which X and Y represent an NH group and one of the two R1 or R2 is hydrogen and the other Radical R2 or R1 represents a group selected from a Ci-COE-alkyl group, a C 2 - C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a hydroxy group, a C -C6 alkoxy group or a halogen atom.
  • X and Y represent an NH group and one of the two R1 or R2 is hydrogen and the other Radical R2 or R1 represents a group selected from a Ci-COE-alkyl group, a C 2 - C 6 alkenyl group, a Ci-C6-hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a hydroxy group, a C -C6
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent contains a compound of the formula (I) in which X and Y stand for a group NH and one of the two radicals R 1 or R 2 for hydrogen and the other radical R 2 or R 1 represent a methoxy group.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of formula (I) in which X and Y represent an NH group and both R1 and R2 independently represent a group selected from a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, a C 1 -C 6 -hydroxyalkyl group, a C 2 -C 6 -polyhydroxyalkyl group, a hydroxy group, a C 1 -C 6 -alkoxy group or a halogen atom.
  • formula (I) in which X and Y represent an NH group and both R1 and R2 independently represent a group selected from a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, a C 1 -C 6 -hydroxyalkyl group, a C 2 -C 6 -polyhydroxyalkyl group, a hydroxy group, a C 1
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of the formula (I) in which X and Y stand for a group N-H and both radicals R 1 and R 2 stand for a methoxy group.
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of the formula (I) in which X and Y stand for a group NH and exactly one of the radicals R3, R4, R5 or R6 for a Ci-Cö -Alkyl group, a Ci-C6-alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (azacycloalkyl) group or a Ci-C6-dialkylamino-Ci-C6-alkyl group and the other three radicals are hydrogen atoms.
  • the agent comprises a compound of the formula (I) in which X and Y stand for a group NH and exactly one of the radicals R3, R4, R5 or R6 for a Ci-Cö -Alkyl group, a Ci-C6-alkoxy group, an amino group, a di (Ci-C6-alkyl) amino group, an N- (azacycloal
  • a further preferred embodiment of the first subject of the invention is characterized in that the agent comprises a compound of the formula (I) in which X and Y stand for a group NH and exactly one of the radicals R3, R4, R5 or R6 stands for a methyl group and the other three radicals are hydrogen atoms.
  • a further embodiment of the first subject of the invention is characterized in that the agent comprises at least one compound according to formula (I) which is selected from
  • the following compounds occupy an outstanding position owing to their particularly advantageous performance properties: 2,3-dihydro-1,4-benzoxathiin-5,8-diamine, 2-methoxy-2,3-dihydro-1 , 4-benzoxathiin-5,8-diamine, 2-ethoxy-2,3-dihydro-1,4-benzoxathiin-5,8-diamine, N 2 , N 2 -dimethyl-2,3-dihydro-1, 4 benzoxathiin-2,5,8-triamine, 2 - [(dimethylamino) methyl] -2,3-dihydro-1,4-benzoxathiin-5,8-diamine, 3-methoxy-2,3-dihydro-1, 4-benzoxathiin-5,8-diamine, N 3 , N 3 -dimethyl-2,3-dihydro-1,4-benzoxathiin-3,5,8-triamine, 3
  • a further embodiment of the first subject of the invention is characterized in that the agent comprises at least one compound according to formula (I) selected from 2,3-dihydro-1,4-benzoxathiin-5,8-diamine, 2-methoxy-2, 3-dihydro-1,4-benzoxathiin-5,8-diamine, 2-ethoxy-2,3-dihydro-1,4-benzoxathiin-5,8-diamine, N 2 , N 2 -dimethyl-2, 3-dihydro-1,4-benzoxathiin-2,5,8-triamine, 2 - [(dimethylamino) methyl] -2,3-dihydro-1,4-benzoxathiin-5,8-diamine, 3-methoxy-2 , 3-dihydro-1,4-benzoxathiin-5,8-diamine, N 3 , N 3 -dimethyl-2,3-dihydro-1,4-benzoxathiin-3,5,
  • the compounds of the formula (I) according to the invention may contain at least one carbon atom with four different substituents. Because of these stereogenic centers stereoisomerism is possible in the substance group.
  • enantiomerism or diastereomerism is possible.
  • all enantiomers as well as the diastereomers are encompassed by the invention, i. both the R-enantiomer and the S-enantiomer and, in the presence of two chiral centers, the S, S, R, R, S, R, R, S stereoisomers of each substance are in accordance with the invention.
  • the compounds of the formula (I) can be used in the form of their physiologically tolerated salts, in particular the chlorides, the sulfates and bromides. Further preferred salts are derived from sulfonic acids, such as benzenesulfonates, p-toluenesulfonates, C 1 -C 4 -alkanesulfonates, C 1 -C 4 -alkyl sulfates or trifluoromethanesulfonates. Depending on the number of amino groups present in the compounds according to the invention, mono-, di-, tri-, tetra- and higher adducts may be present as salts.
  • Agents preferred according to the invention are characterized in that they contain the compounds of the formula (I) and / or their physiologically tolerable salts, in a proportion by weight of from 0.001 to 10.0% by weight, in particular from 0.05 to 5% by weight, based on the total weight of the ready-to-use agent.
  • the compounds of the formula (I) can be present as sole, color-changing compounds in the composition according to the invention. However, it is preferred according to the invention if the agent additionally contains at least one oxidation dye precursor of the type of a coupler component.
  • Coupler components do not form a significant color within the framework of the oxidative dyeing alone, but always require the presence of developer components.
  • Coupler components according to the invention allow at least one substitution of a chemical residue of the coupler by the oxidized form of the developer component. This forms covalent bonds between the coupler and developer components.
  • Coupler components according to the invention are preferably selected as at least one compound from one of the following classes:
  • o-aminophenol derivatives such as o-aminophenol
  • Naphthalene derivatives having at least one hydroxy group having at least one hydroxy group
  • Pyrazolone derivatives such as 1-phenyl-3-methylpyrazol-5-one,
  • Morpholine derivatives such as, for example, 6-hydroxybenzomorpholine or 6-aminobenzomorpholine,
  • coupler components according to the invention are selected from 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2 methylphenol, 5- (2-hydroxyethyl) amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 3-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 1, 3 Bis (2,4-diaminophenoxy) propane, 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene, 1, 3-bis (2,4-diaminophenyl) propane, 2,6-bis (2'-bis) hydroxyethylamino) -1-methylbenzene, 2 - ( ⁇ 3 - [(2-hydroxyethyl) amino] -4-methoxy-5-methylphenyl ⁇ amino) ethanol, 2 - ( ⁇ (2-
  • Resorcinol 2-methylresorcinol, 5-amino-2-methylphenol, 3-aminophenol, 2- (2,4-diaminophenoxy) ethanol, 1, 3-bis (2,4-diaminophenoxy) propane, very particular preference is hereby given.
  • the coupler components are preferably used in an amount of 0.0001 to 10 wt .-%, preferably 0.01 to 5.0 wt .-%, each based on the ready-to-use agent.
  • the agent contains at least one further colorant component which is selected from additional oxidation dye precursors of the developer type and / or substantive dyes.
  • compositions according to the invention may additionally comprise at least one further developer component.
  • Preferred further developer components are selected from at least one compound from the group formed from p-phenylenediamine, p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2- (1, 2-dihydroxyethyl) -p-phenylenediamine , N, N-bis (2-hydroxy-ethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazole) 1 -yl) propyl] amine, N, N'-bis (2-hydroxyethyl) -N, N'-bis (4-aminophenyl) -1, 3-diamino-propan-2-ol, bis (2 -hydroxy-5-a
  • Particularly preferred additional developer components are p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H - Imidazol-1-yl) propyl] amine, and / or 4,5-diamino-1 - (2-hydroxyethyl) pyrazole and their physiologically acceptable salts.
  • the additional developer components are preferably used in an amount of 0.0001 to 10 wt .-%, preferably 0.001 to 5 wt .-%, each based on the ready-to-use agent.
  • the agents according to the invention may contain at least one substantive dye. These are dyes that raise directly on the hair and do not require an oxidative process to form the color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • the substantive dyes are each preferably used in an amount of 0.001 to 20% by weight, in particular from 0.05 to 5 wt .-%, each based on the total application preparation.
  • the total amount of substantive dyes is preferably at most 3% by weight.
  • Direct dyes may be subdivided into anionic, cationic and nonionic substantive dyes which are selected and used by those skilled in the art for the requirements of the carrier base.
  • Preferred anionic substantive dyes are those having the international designations or trade names bromophenol blue, tetrabromophenol blue, Acid Yellow 1, Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57: 1, Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1 and Acid Black 52 Links.
  • Preferred cationic substantive dyes are Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), Basic Blue 99, Basic Brown 16 and Basic Brown 17 and Yellow 87, Basic Orange 31 and Basic Red 51.
  • Suitable nonionic substantive dyes are in particular nonionic nitro and quinone dyes and neutral azo dyes.
  • Preferred nonionic substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , and 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) - aminophenol, 2- (2-hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-amino-4
  • compositions according to the invention may, in addition to the compound of the formula (I), also contain nature-analogous dyes.
  • compositions according to the invention which comprise precursors of naturally-analogous dyes are preferably used as air-oxidative colorants. Consequently, in this embodiment, the said compositions are not added with an additional oxidizing agent.
  • the dye precursors of naturally-analogous dyes are each preferably used in an amount of from 0.001 to 5% by weight, based on the total application preparation.
  • Derivatives of 5,6-dihydroxyindoline, in particular 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6, are particularly suitable as precursors of naturally-analogous hair dyes -dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and 5,6-dihydroxyindoline-2-carboxylic acid, and also derivatives of 5,6-dihydroxyindole, in particular 5,6-dihydroxyindole, N-methyl-5,6- dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-but
  • oxidative dyeings the development of the color can in principle be done with atmospheric oxygen.
  • a chemical oxidizing agent is used, especially if, in addition to the coloring, a lightening effect on human hair is desired. This lightening effect may be desired regardless of the staining method.
  • the oxidizing agents used are persulfates, peroxodisulfates, chlorites, hypochlorites and in particular hydrogen peroxide or and / or one of its solid addition products of organic or inorganic compounds. bindings in question.
  • oxidation dye precursors and oxidizing agents themselves are expediently prepared separately from each other and brought into contact only immediately before use.
  • agents are preferred which are characterized in that they are prepared immediately before use by mixing at least two preparations, wherein the at least two preparations are provided in at least two separate prefabricated containers and wherein a container is a colorant (A), which contains in a cosmetic carrier at least one oxidation dye precursor according to formula (I), and a further container containing an oxidizing agent preparation (B) containing at least one oxidizing agent.
  • A a colorant
  • B an oxidizing agent preparation
  • the oxidizing agent preparation (B) preferably contains as the oxidizing agent hydrogen peroxide and / or one of its solid addition products of organic or inorganic compounds, such as urea, melamine and sodium borate.
  • the amount of oxidizing agent in the ready-to-use agent is preferably from 0.5 to 12% by weight, preferably from 2 to 10% by weight, more preferably from 3 to 6% by weight (calculated as 100% strength H 2 O 2 ), in each case based on the ready-to-use means.
  • the oxidation dye can also be applied to the hair together with a catalyst which activates the oxidation of the dye precursors.
  • a catalyst which activates the oxidation of the dye precursors.
  • Such catalysts are for.
  • the agents are provided as a liquid preparation and the agents therefore additionally added a surfactant, said surfactants depending on the field of application as surfactants or as emulsifiers: They are preferably selected from anionic, cationic, zwitterionic, amphoteric and nonionic surfactants and emulsifiers ,
  • Agents preferred according to the invention are characterized in that the agent additionally contains at least one anionic surfactant.
  • Preferred anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids having 10 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • the anionic surfactants are used in proportions of 0, 1 to 45 wt .-%, preferably 1 to 30 wt .-% and most preferably from 1 to 15 wt .-%, based on the total amount of the ready-to-use agent.
  • Agents preferred according to the invention are characterized in that the agent additionally contains at least one zwitterionic surfactant.
  • Preferred zwitterionic surfactants are betaines, N-alkyl-N, N-dimethylammonium glycinates, N-acyl-aminopropyl-N, N-dimethylammonium glycinates, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines.
  • a preferred zwitterionic surfactant is known by the INCI name Cocamidopropyl Betaine.
  • Agents preferred according to the invention are characterized in that the agent additionally contains min. contains at least one amphoteric surfactant.
  • Preferred amphoteric surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids.
  • Particularly preferred amphoteric surfactants are N-Kokosalkylaminopropionat, as Kokosacylaminoethylaminopropionat and Ci 2 -Ci 8 -Acylsarcosin.
  • the agents contain other, nonionic surfactants.
  • Preferred nonionic surfactants are alkyl polyglycosides and alkylene oxide adducts of fatty alcohols and fatty acids with in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
  • the nonionic, zwitterionic or amphoteric surfactants are used in proportions of 0, 1 to 45 wt .-%, preferably 1 to 30 wt .-% and most preferably from 1 to 15 wt .-%, based on the total amount of ready-to-use agents, used.
  • compositions suitable according to the invention may also contain cationic surfactants of the quaternary ammonium compound type, the esterquats and the amidoamines.
  • Preferred quaternary ammonium compounds are ammonium halides and the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • useful cationic surfactants are the quaternized protein hydrolyzates.
  • a according to the invention particularly suitable compound of the amidoamine is sold under the name Tegoamid ® S 18 commercially available stearamidopropyl dimethylamine.
  • Preferred esterquats are quaternized Estersalze of fatty acids with triethanolamine, quaternized Estersalze of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • the cationic surfactants are contained in the agents according to the invention preferably in proportions of 0.05 to 10 wt .-%, based on the total agent.
  • the ready-to-use colorants may contain other auxiliaries and additives.
  • the agent contains at least one thickener.
  • these thickeners there are no fundamental restrictions. Both organic and purely inorganic thickening agents can be used.
  • Suitable thickeners are anionic, synthetic polymers; cationic synthetic polymers; naturally occurring thickeners such as nonionic guar gums, scleroglucan gums or xanthan gums, gum arabic, ghatti gum, karaya gum, gum tragacanth, carrageenan gum, agar agar, locust bean gum, pectins, alginates, starch fractions and derivatives such as amylose , Amylopectin and dextrins, as well as cellulose derivatives such as methylcellulose, carboxyalkylcelluloses and hydroxyalkylcelluloses; nonionic, synthetic polymers, such as polyvinyl alcohol or polyvinylpyrrolidinone; and inorganic thickening agents, especially phyllosilicates such as bentonite, especially smectites, such as montmorillonite or hectorite.
  • nonionic, synthetic polymers such as polyvinyl alcohol or polyvinylpyr
  • the pH of the ready-to-use agent is between 6 and 11, in particular between 7 and 10.5.
  • the pH values are pH values which were measured at a temperature of 22 ° C.
  • the alkalizing agents which can be used according to the invention for adjusting the preferred pH can be selected from the group consisting of ammonia, alkanolamines, basic amino acids and inorganic alkalizing agents such as (earth) alkali metal hydroxides, (earth) alkali metal metasilicates, (earth) Alkali metal phosphates and (earth) alkali metal hydrogen phos- phates.
  • Preferred inorganic alkalizing agents are magnesium carbonate, sodium hydroxide, potassium hydroxide, sodium silicate and sodium metasilicate.
  • Organic alkalizing agents which can be used according to the invention are preferably selected from monoethanolamine, 2-amino-2-methylpropanol and triethanolamine.
  • the basic amino acids which can be used as alkalizing agents according to the invention are preferably selected from the group formed from arginine, lysine, ornithine and histidine, more preferably arginine.
  • the colorants in particular if they additionally contain hydrogen peroxide, contain at least one stabilizer or complexing agent.
  • Particularly preferred stabilizers are phenacetin, alkali benzoates (sodium benzoate) and salicylic acid.
  • all complexing agents of the prior art can be used.
  • Preferred complexing agents according to the invention are nitrogen-containing polycarboxylic acids, in particular EDTA and EDDS, and phosphonates, in particular 1-hydroxyethane-1, 1-diphosphonate (HEDP) and / or ethylenediamine tetramethylenephosphonate (EDTMP) and / or diethylenetriaminepentamethylenephosphonate (DTPMP) or their sodium salts.
  • the agents according to the invention may contain further active ingredients, auxiliaries and additives, such as nonionic polymers (for example vinylpyrrolidinone / vinyl acrylate copolymers, polyvinylpyrrolidinone, vinylpyrrolidinone / vinyl acetate copolymers, polyethylene glycols and polysiloxanes); Silicones, such as volatile or nonvolatile, straight-chain, branched or cyclic, crosslinked or uncrosslinked polyalkylsiloxanes (such as dimethicones or cyclomethicones), polyarylsiloxanes and / or polyalkylarylsiloxanes, especially polysiloxanes with organofunctional groups, such as substituted or unsubstituted amines (amodimethicones), carboxyl, Alkoxy and / or hydroxyl groups (dimethicone copolyols), linear polysiloxane (A) polyoxyalkylene (B) block copolymers,
  • the choice of these other substances will be made by those skilled in the art according to the desired properties of the agents. With regard to further optional components and the amounts of these components used, reference is expressly made to the relevant manuals known to the person skilled in the art.
  • the additional active ingredients and auxiliaries are preferably used in the agents according to the invention in amounts of from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based on the total weight of the application mixture.
  • compositions according to the invention may therefore additionally contain further bleaching and / or bleaching agents.
  • a bleaching preparation (C) containing at least one bleach activator, the mixture of oxidizing agent preparation (B) and the preparation (A) containing at least one oxidation dye precursor according to formula (I) is admixed.
  • a further embodiment of the present application is therefore an agent for bleaching and dyeing keratinic fibers, characterized in that it comprises mixing at least one oxidizing agent preparation (B) containing at least one oxidizing agent selected from hydrogen peroxide and its attachment compounds to solid carriers, at least one bleaching preparation (C) containing at least one bleaching power enhancer, and at least one preparation (A) comprising, in a cosmetic carrier, at least one oxidation dye precursor according to formula (I), prepared before use.
  • compositions according to the invention can also be prepared directly before use from two or more separately packaged preparations. This is particularly useful for the separation of incompatible ingredients to avoid premature reaction. Separation into multicomponent systems is particularly suitable where incompatibilities of the ingredients are to be expected or to be feared.
  • the ready-to-use agent in such systems is manufactured by the consumer just prior to application by mixing the components.
  • a preferred dosage form of the agent according to the invention is a packaging unit (kit-of-parts), which is made up of separately packaged containers
  • At least one preparation (A) comprising, in a cosmetic carrier, at least one oxidation dye precursor according to the formula (I), and
  • At least one oxidizing agent preparation (B) comprising, in a cosmetic carrier, at least one oxidizing agent,
  • a preferred further dosage form of the agent according to the invention is a packaging unit (kit-of-parts), which is made up of containers which are made up separately
  • At least one preparation (A) comprising in a cosmetic carrier at least one oxidation dye precursor according to the formula (I),
  • oxidizing agent preparation (B) containing at least one oxidizing agent
  • the multi-component packaging unit (kit-of-parts) preferably additionally contains an instruction manual.
  • an application aid such as a comb or a brush
  • personal protective equipment such as disposable gloves
  • the actual hair dye is expediently prepared immediately before use by mixing the preparations (A) with (B) and optionally (C).
  • the application temperatures can range between 15 and 40 ° C.
  • the hair dye is removed by rinsing of the hair to be dyed.
  • the washing with a shampoo is omitted if a strong surfactant-containing carrier, e.g. a dyeing shampoo was used.
  • Another object of the present invention is therefore a process for dyeing and optionally whitening human hair, in which an inventive composition according to the above instructions is applied to the hair, for a contact time of 5 to 45 minutes, preferably from 8 to 35 minutes, on the Hair is left, and rinsed out of the hair or washed out with a shampoo.
  • the heat input may be provided by an external heat source, e.g. warm air of a hot air blower, as well as, especially when a hair color on living subjects, done by the body temperature of the subject. In the latter case, usually the part to be dyed is covered with a hood.
  • the temperature during the contact time between 10 ° C and 45 ° C, in particular between 20 ° C and 40 ° C.
  • the colorants according to the invention give intensive dyeings even at physiologically compatible temperatures of below 45.degree. They are therefore particularly suitable for dyeing human hair.
  • Another object of the present invention is the use of an agent according to the invention in oxidative colorants for human hair to improve the gray coverage, the leveling, the color intensity, the durability and / or the color of the dyeing results.
  • a last subject of the present invention relates to compounds according to formula (I) of the first subject of the invention.
  • formula (I) of the first subject of the invention.
  • mutatis mutandis applies to the means of the invention.

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Abstract

L'invention concerne un produit de coloration par oxydation de fibres kératiniques, notamment de cheveux humains, ledit produit contenant au moins un composé de la formule (I).comme précurseur de colorant par oxydation du type développeur.
EP13707325.0A 2012-02-23 2013-02-21 Nouveaux précurseurs de colorant par oxydation Withdrawn EP2816992A2 (fr)

Applications Claiming Priority (2)

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DE102012202782A DE102012202782A1 (de) 2012-02-23 2012-02-23 Neue Oxidationsfarbstoffvorprodukte
PCT/EP2013/053470 WO2013124363A2 (fr) 2012-02-23 2013-02-21 Nouveaux précurseurs de colorant par oxydation

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DE102004039357A1 (de) * 2004-08-12 2006-03-02 Henkel Kgaa Oxidationsfärbemittel mit Diaminobenzolderivaten
FR2887547B1 (fr) * 2005-06-28 2009-07-24 Oreal Nouvelles para-phenylenediamines primaires 2,3 disubtituees et leur utlisation en teinture d'oxydation des fibres keratiniques

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