MXPA06011309A - Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof - Google Patents

Abstract

Compositions for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and one or more tricyclic fused 6-5-6 heteroaromatic keratin dyeing compounds having one heteroatom. A method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.

Description

COMPOUNDS FOR THE COLORATION OF KERATIN, COMPOSITIONS FOR THE COLORATION OF KERATIN THAT CONTAIN THEM. AND THE USE OF THESE FIELD OF THE INVENTION This invention relates to heteroaromatic tricyclic 6-6-5 compounds for the coloring of keratin with a heteroatom, compositions for the oxidative coloring of keratin fibers (preferably hair) comprising said compounds, and the use thereof.

BACKGROUND OF THE INVENTION Currently, the most widely used method for dyeing hair is an oxidative process that uses one or more oxidative coloring agents for the hair in combination with one or more oxidizing agents. A peroxide oxidizing agent combined with one or more developers or coupling agents, usually small molecules that can be spread by the hair, is commonly used. In this process, a peroxide material, such as hydrogen peroxide, activates the developers so that they react with the coupling agents to form, on the hair shaft, larger compounds to dye hair of various shades and colors. In these compositions and oxidative hair coloring systems a wide variety of developers and coupling agents have been used. However, there remains a need for other keratin dye compounds that can act as developers and as coupling agents that provide color benefits in a safe manner.

BRIEF DESCRIPTION OF THE INVENTION This invention relates to tricyclic heteroaromatic 6-6-5 compounds for the coloring of keratin with a heteroatom according to the formulas defined herein. This invention relates to a composition for the oxidative staining of keratin fibers, comprising a medium suitable for coloring and one or more tricyclic heteroaromatic 6-6-5 compounds for the coloring of keratin having a heteroatom. This invention further relates to a method for the oxidative dyeing of keratin fibers; The method comprises the application of such compositions in the presence of an oxidizing agent for a period sufficient to reveal the desired coloration. The keratin dye compounds of the present invention can act as a developer and / or a coupling agent. It should be understood that many potentially and truly tautomeric compounds are within the scope of this invention. Thus, for example, 2-mercaptopyridine (I) exists under known conditions in the form of the pyrimidine-2-thione (II) tautomer. ((11) It will be understood that when this development refers to a specific structure, all reasonable additional tautomeric structures are included In the industry, tautomeric structures are often represented by means of a single structure and the present invention follows this practice general.

DETAILED DESCRIPTION OF THE INVENTION While the specification concludes with the claims that particularly require and clearly claim the invention, it is considered that the present invention will be better understood from the following description. This invention relates to the heteroaromatic tricyclic 6-6-5 compounds for the keratin coloration having a heteroatom. The compounds of the present invention can act as developers and / or coupling agents that safely provide color benefits. In this document, the term "comprises" means that other steps or ingredients may be added that do not affect the final result. This term includes the expressions "consists of" and "consists essentially of". The compounds / compositions and methods / processes of the present invention may comprise, consist of, and consist essentially of the essential elements and limitations of the invention described herein, as well as any of the ingredients, components, additional or optional steps or limitations described in this document. All percentages, parts and proportions are based on a total weight of the compositions of the present invention, unless otherwise specified. All these weights as far as the listed ingredients are concerned, are based on the active level and, therefore, do not include the solvents or by-products that may be included in the materials available in the market, unless otherwise indicated. The term "percent by weight" can be represented as "% by weight" in the present document. Except for what is indicated in any other way, it is understood that all the amounts that include parts, percentages and proportions will be modified by the word "approximately", and that these do not intend to indicate important digits. Unless otherwise indicated, the articles "a / a" and "the" mean "one or more". As used herein, the term "keratin" refers to the scleroprotein of epidermal tissues that is modified into hard structures such as horns, hair and nails. Accordingly, "keratinous fibers" refers to the fibers in hair, skin and nails and in various parts of animals such as horns, hooves and feathers. As used herein, the term "hair" refers to keratinous fibers in a living body, for example in a person, or in a non-living body, for example in a wig, hairpiece or other aggregate of non-living keratinous fibers. Mammalian hair, preferably human hair is preferred. In particular hair, wool, fur and other keratinous fibers are suitable substrates for dyeing with the compounds and compositions described herein. As used herein, "keratin dye compounds" refers to compounds that can be used in the composition to act as developers, coupling agents, or both, to provide color to the keratinous fibers. As used herein, the term "keratin dye composition" refers to the composition that contains one or more keratin dye compounds, including the compounds described herein.

As used herein, "cosmetically acceptable" means that the ingredients described with this term are suitable for use in contact with the skin or hair of humans and animals of minor species without causing excessive toxicity, incompatibility, instability, irritation, allergic reaction and the like.

I. Keratin coloring compounds This invention relates to heteroaromatic tricyclic 6-6-5 compounds for the coloring of keratin having a heteroatom in accordance with the following formula: wherein Y is independently selected from the group comprising NA1, S and O; wherein R1, R2, R3, R4, R5, R6, R7, and R8 are the same or different and are selected from the group comprising: (a) monovalent substituents with C-bonds selected from the group comprising: (i) aliphatic systems, heteroaliphatics or hetero-olefins unsubstituted or substituted with branched or straight-chain alkyls, mono- or poly-unsaturated alkyls or heteroalkyls, (ii) mono- or polycyclic substituted or unsubstituted aliphatic, aryl or heterocyclic systems, and (iii) mono, poly, or perfluoroalkyl substituted or unsubstituted; wherein said systems of (i), (ii) and (iii) comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P, and Si; wherein the substituents of the substituted systems of the monovalent substituents with carbon bonds are selected from the group comprising amino, hydroxyl, linear (C 1 -C 5) alkylamino, branched, or cyclic), dialkylamino (linear, branched, or cyclic C 1 -C 5) ), hydroxyalkylamino (linear, branched, or cyclic C 1 -C 5), dihydroxyalkylamino (linear, branched, or cyclic C 1 -C 5), arylamino or substituted arylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), and heteroarylmethylamino or substituted heteroarylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoro methyl, amino, C1-C5 alkylamino), (b) monovalent substituents with S-bonds selected from the group comprising SA1, SO2A1, SO3A1, SSA1, SOA1, SO2NA1A2, SNA1 A2 and SONA1A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N-bonds selected from the group comprising NA A2, (NA1A2A3) +, NA1OA2, NA1SA2, NO2, N = NA1, N = NOA1, NA1CN and NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) monovalent fluoroalkyl substituents selected from the group comprising mono, poly, and perfluoroalkyl systems comprising from about 1 to about 12 carbon atoms and from about 0 to about 4 heteroatoms; and (g) hydrogen; wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising: H; aliphatic, heteroaliphatic, or heteroolefinic systems unsubstituted or substituted with straight or branched chain alkyls, mono- or polyunsaturated heteroalkyls or alkyls; aliphatic mono- or polycyclic, aryl, or substituted or unsubstituted heteroaryl systems; and substituted or unsubstituted mono, poly and perfluoroalkyl systems or A1 and A2 together with the nitrogen atom to which they are attached form a ring; wherein said systems comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P, and Si; and wherein X is a halogen selected from the group comprising F, Cl, Br, and I. In a preferred embodiment, R1, R2, R3, R4, R5, R6, R7 and R8 are selected from the group comprising an hydrogen; a halogen atom such as chlorine, bromine or fluorine; an amino substituent, a hydroxyl substituent; a cyano substituent; a C 4 alkyl substituent; a trifluoromethyl substituent, an alkylamino substituent (e.g., N, N-dimethylamino, N, N-diethylamino, N-methylamino, or N-ethylamino); a hydroxyalkylamino substituent (e.g., N- (hydroxyethyl) amino, N-hydroxymethylamino, N-hydroxypropylamino, N, N-bis (hydroxyethyl) amino, N- (2,3-dihydroxypropyl) amino or N, N-bis (hydroxypropyl) )Not me); an acetylamido substituent; a carboxyl substituent or its esters; an alkoxy substituent (eg, methoxy, ethoxy, propyloxy, benzyloxy, methoxyethoxy, phenoxyethoxy, 2-cyanoethoxy, phenethyloxy, phenoxyethoxy, p-chlorobenzyloxy or methoxyethylcarbamoylmethoxy); an alkoxyalkyl substituent (e.g., methoxymethyl, methoxyethyl, methoxypropyl, ethoxymethyl, ethoxyethyl or ethoxypropyl); a carbamoyl substituent; an alkylcarbamoyl substituent (e.g., methylcarbamoyl, ethylcarbamoyl, dimethylcarbamoyl, or diethylcarbamoyl); a hydroxyalkylcarbamoyl substituent (e.g., 2-hydroxyethylcarbamoyl, bis (2-hydroxyethyl) carbamoyl, hydroxymethylcarbamoyl, bis (hydroxymethyl) carbamoyl); an amido substituent; an alkylamido substituent (eg, acetoamido, propionamido or butyramido); an alkylcarbonyl substituent (e.g., acetyl, butyryl, or propionyl), an alkoxycarbonyl substituent (e.g., methoxycarbonyl, ethoxycarbonyl, or propoxycarbonyl,); an aryloxy substituent (e.g., phenoxy, 4-methoxyphenoxy, 4-nitrophenoxy, 4-cyanophenoxy, 4-methanesulfonamidophenoxy, 4-methanesulfonylphenoxy, 3-methylphenoxy or 1-naphthyloxy); an acyloxy substituent (eg, acetoxy, propanoyloxy, benzolyloxy, 2,4-dichlorobenzolyloxy, ethoxyalkyloxy, pyruviloyloxy, cinnamoyloxy or myristoyloxy); an alkylthio substituent (for example, methylthio, ethylthio, propylthio, butylthio, 2-cyanoethylthio, benzylthio, phenethyl, 2- (diethylamino) ethylthio, ethoxyethylthio or phenoxyethylthio); an arylthio substituent (for example, phenylthio, 4-carboxyphenylthio, 2-ethoxy-5-tert-butylphenylthio, 2-carboxyphenylthi or 4-methanesulfonylphenylthio); a heteroarylthio substituent (e.g., 5-phenyl-2,3,4,5-tetrazolyloxy or 2-benzothiazolyloxy); a heteroaryloxy substituent (e.g., 5-phenyl-2,3,4,5-tetrazolyloxy or 2-benzothiazolyloxy); a 3, 4, 5, 6, or 7-membered heterocycle having at least one nitrogen, oxygen or sulfur atom (e.g., pyridyl, quinolyl, morpholyl, furyl, tetrahydrofuryl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, imidazolyl) , thiadiazolyl, pyrolidine, piperidine, morpholine, piperazine, indoline, hexahydroazepine, aziridine, and azetidine) and being optionally substituted; an aryl substituent (e.g., phenyl or naphthyl) which is optionally substituted; a sulfonyl substituent; a sulfinyl substituent; a phosphonyl substituent; a sulfamoyl substituent; a siloxy substituent; an acyloxy substituent; a carbamoyloxy substituent; a sulfonamide substituent; an imide substituent; a ureido substituent; a sulfamoylamino substituent; an alkoxycarbonylamino substituent; an aryloxycarbonylamino substituent; an aryloxycarbonyl substituent; and a benzenesulfonamido substituent. If the compound of the present invention is used as a coupling agent, at least one of R1, R2, R3, R4, R5, R6, R7, and R8 is an amino group with at least one of the remaining R1, R2 , R3, R4, R5, R6, R7, and R8 is selected from substituents selected from the group comprising amino, hydroxyl, a 3, 4, 5, 6 or 7 membered heterocycle having at least one nitrogen, oxygen or sulfur (eg pyridyl, quinolyl, morpholyl, furyl, tetrahydrofuryl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, imidazolyl, thiadiazolyl, pyrrolidine, piperidine, morpholine, piperazine, indoline, hexahydroazepine, aziridine and azetidine), optionally substituted, alkylamino (Linear, branched or cyclic C1-C5), dialkylamine (linear, branched or cyclic C1-C5), hydroxyalkylamino (linear, branched or cyclic C1-C5), dihydroxyalkylamino (linear, branched or cyclic C1-C5), arylamino or arylamino substituted (substituents are halogen, C 1 -C 5 alkyl, C alkoxy 1-C5, trifluoromethyl, amino, C 1 -C 5 alkylamino), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino) and heteroarylmethylamino or substituted heteroarylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 alkoxy -C5, trifluoromethyl, amino, C1-C5 alkylamino). If the compound of the present invention is used as a coupling agent, at least one of R1, R2, R3, R4, R5, R6, R7 and R8 is selected from the group consisting of hydrogen, amino, hydroxyl, alkylamino (C1-) C5 linear, branched, or cyclic), hydroxyalkylamino (linear, branched, or cyclic C 1 -C 5), arylamino or substituted arylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, alkylamino C1-C5), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl, amino, C1-C5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C1-C5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), and heteroarylmethylamino or substituted heteroarylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino). The developers and coupling agents of the present invention may also contain nucleophobic leaving groups selected from the group comprising hydrogen, chloro, cyano, alkoxy, phenoxy, methylsulfonyloxy, pyridone and pyridazone. In a preferred embodiment, the coupling agents of the present invention are used in coitions together with suitable 5-membered ring developers selected from the following classes: thiophenes, pyrroles, furans, pyrazoles, imidazoles, thiazoles, oxazoles, isothiazoles or isoxazoles. In a more preferred embodiment, the coupling agents of the present invention are used in coitions together with pyrazoles. In an even more preferred embodiment, the coupling agents of the present invention are used in coitions together with the following pyrazoles: sulfates of 1-methyl-1 H-pyrazole-4,5-diamine, 2- (4,5-d) Amino-1H-pyrazol-1-yl) ethanol, 1-isopropyl-1H-pyrazole-4,5-diamine, 1- (4-methylbenzyl) -1H-pyrazole-4,5-diamine, 1 - ( benzyl) -1 H-pyrazole-4,5-diamine, 1- (4-chlorobenzyl) -1H-pyrazole-4,5-diamine and 1-hydroxyethyl-4,5-diaminopyrazole. Even more preferably, the coupling agents of the present invention are used in coitions together with 1-methyl-1 H-pyrazole-4,5-diamine; 1-hydroxyethyl-4,5-dlaminopyrazole sulfate; and 2- (4,5-diamino-1H-pyrazol-1-yl) ethanol. Without theoretical limitations of any kind, these combinations make it possible to obtain the most hypsochromic colors desired (eg, yellow) with respect to conventional combinations of developers and coupling agents. Preferably, the conds of the present invention may be a substituted or unsubstituted member selected from the group comprising carbazole, dibenzofuran, and dibenzothiophen. Preferred coupling developers and agents include the following tricyclic heteroaromatic 6-6-5 conds having a heteroatom: Carbazole to. Preferred developers Preferred carbazole developers are selected from the group comprising 9H-carbazole-1,4-diamine, N4-ethyl-9H-carbazole-1,4-diamine, 2- (1-amino-9H-carbazole-4-) lamino) -ethanol, 3- (1-amino-9H-carbazol-4-ylamino) -propan-1-ol, 2 - [(1-amino-9H-carbazol-4-yl) - (2-hydroxyethyl) - amino] -ethanol, 2 - [(1-amino-9H-carbazol-4-yl) -methylaminoj-ethanol, 3 - [(1-amino-9H-carbazol-4-yl) -methylamino] -propane- 1,2-diol, 6 - [(1-amino-9H-carbazol-4-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, 9-methyl-9H-carbazole-1, 4- diamine, N 4 -ethyl-9-methyl-9H-carbazole-1,4-diamine, 2- (1-amino-9-methyl-9H-carbazoyl-4-ylamino) -ethanol, 3- ( 1-amino-9-methyl-9H-carbazol-4-ylamino) -propan-1-ol, 2 - [(1-amino-9-methyl-9H-carbazol-4-yl) - (2-hydroxyethyl) - amino] -ethanol, 3 - [(1-amino-9-methyl-9H-carbazol-4-yl) -methylamino] -propane-1,2-diol, 6 - [(1-amino-9-methyl-9H -carbazol-4-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, 2- (1, 4-diamino-carbazol-9-yl) -ethanol, 2- (1-amino- 4-ethylamino-carbazol-9-yl) -ethanol, 2- [1 -amin o-9- (2-hydroxyethyl) -9H-carbazol-4-ylammon] -ethanol, 3- [1-amino-9- (2-hydroxyethyl) -9H-carbazol-4-ylamino] -propan-1 -ol, 2 - [[1-amino-9- (2-hydroxyethyl) -9H-carbazol-4-yl] - (2-hydroxyethyl) -amino] -ethanol, 2-. { [1-Amino-9- (2-hydroxyethyl) -9H-carbazol-4-yl] -methylamino} -ethanol, 3-. { [1-amino-9- (2-hydroxyethyl) -9H-carbazol-4-yl] -methylamino} -propane-1, 2-diol, 6-. { [1-amino-9- (2-hydroxyethyl) -9H-carbazol-4-yl] -methylamino} -hexane-1,2,3,4,5-pentaol, N 1 -ethyl-9H-carbazole-1,4-d-amines, 2- (4-amino-9H-carbazol-1-ylamino) -ethanol, - (4-amino-9H-carbazol-1-ylamino) -propan-1-ol, 2 - [(4-amino-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(4-amino-9H-carbazol-1-yl) -methylamino] -ethanol, 3 - [(4-amino-9H-carbazol-1-yl) -methylamino] -propane-1,2-diol , 6 - [(4-amino-9H-carbazol-1-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, N 1 -ethyl-9-methyl-9H-carbazole-1, 4 -diamine, 2- (4-amino-9-methyl-9H-carbazol-1-ylamino) -ethanol, 3- (4-amino-9-methyl-9H-carbazol-1-ylamino) -propan-1-ol , 2 - [(4-amino-9-methyl-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(4-amino-9-methyl-9H-carbazole-1 -yl) -methylamino] -ethanol, 3 - [(4-amino-9-methyl-9H-carbazol-1-yl) -methylamino] -propane-1,2-diol, 6 - [(4-amino-9 -methyl-9H-carbazol-1-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, 2-methyl-9H-carbazole-1,4-diamine, N4-ethyl-2-methyl -9H-carbazole-1,4-diamine, 2- (1-amino-2-methyl-9H-carbazol-4-ylamino) -ethanol, 3- (1-amino-2-methyl-9H-carbazole-4-) ilamino) -propan-1-ol, 2 - [(1-amino-2-methyl-9H-carbazol-4-yl) - (2-hydroxyethyl) -aminoj-ethanol, 2 - [(1-amino-2- methyl-9H-carbazol-4-yl) -methylamino] -ethanol, 3 - [(1-amino-2-methyl-9H-carbazol-4-yl) -methylamino] -propane-1,2-diol, 6- [(1-amino-2-methyl-9H-carbazol-4-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, 3-methyl-9H-carbazole-1,4-diamine, N 1 -ethyl-3-methyl-9H-carbazole-1,4-diamine, 2- (4-amino-3-methyl-9H-carbazol-1-ylamino) -ethanol, 3- (4-amino-3-methyl) -9H-carbazol-1-ylamino) -propan-1-ol, 2 - [(4-amino-3-methyl-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2- [(4-amino-3-methyl-9H-carbazol-1-yl) -methylamino] -ethanol, 3- [(4-amino-3-methyl-9H-carbazol-1-yl) -methylamino] -propane- 1,2-diol, 6 - [(4-amino-3-methyl-9H-carbazol-1-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, 3,9-dimethyl- 9H-carbazole-1,4-diamine, N1-ethyl-3,9-dimethyl-9H-carbazole-1,4-diamine, 2- (4-amino-3,9-dimethyl-9H-carbazol-1-ylamino) -ethanol, 3- (4-amino) -3,9-dimethyl-9H-carbazol-1-ylamino) -propan-1-ol, 2 - [(4-amino-3,9-dimethyl-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(4-amino-3,9-dimethyl-9H-carbazol-1-yl) -methylamino] -ethanol, 2 - [(4-amino-3,9-dimethyl-9H- carbazol-1-yl) -methylamino] -ethanol, 3 - [(4-amino-3,9-dimethyl-9H-carbazol-1-yl) -methylamino] -propane-1,2-diol, 6 - [(4- Amino-3,9-dimethyl-9H-carbazol-1-yl) -methylamino] -hexane-1, 2,3,4,5-pentaol, N4-thiophen-2-ylmethyl-9H-carbazole-1, 4- diamine, N4-thiophen-3-ylmethyl-9H-carbazole-1,4-diamine, N4-furan-2-ylmethyl-9H-carbazole-1,4-diamine, N4-furan-3-ylmethyl-9H-carbazole- 1,4-diamine, 4-pyrrolidin-1-yl-9H-carbazol-1-ylamine,. { 2 - [(1-amino-9H-carbazol-4-yl) - (2-hydroxyethyl-amino] -ethyl] -urea, 9-methyl-N 4 -thiophen-2-ylmethyl-9H-carbazole-1, 4-diamine, 9-methyl-N4-thiophen-3-ylmethyl-9H-carbazole-1,4-diamine, N4-furan-2-ylmethyl-9-methyl-9H-carbazole-1,4-diamine, N4- furan-3-ylmethyl-9-methyl-9H-carbazole-1,4-diamine, 9-methyl-4-pyrrolidin-1-yl-9H-carbazole-1-lamine, { 2 - [(1- amino-9-methy1-9H-carbazol-4-yl) - (2-hydroxyethyl) -amino] -etyl} -urea, N 1 -thiophen-2-ylmethyl-9H-carbazole-1,4 -diamine, N1-thiophen-3-ylmethyl-9H-carbazole-1,4-diamine, N1-furan-2-ylmethyl-9H-carbazole-1,4-diamine, N1-thiophen-3-ylmethyl-9H-carbazole -1,4-d-amines, 1-pyrrolidin-1-yl-9H-carbazol-4-ylamine,. {2 - [(4-amino-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethyl.}.-urea, 3-methoxy-9H-carbazole-1,4-diamine, 3-fluoro-9H-carbazole-1,4-diamine, 3-methylsulfanyl-9H-carbazole-1, 4 -diamine, 3-ethyl-9H-carbazole-1,4-diamine, 2- (1, 4-diamino-9H-carbazol-3-yloxy) -ethanol, (1,4-diamino-9H-carbazole-3-) ilo) -urea, 3-methoxy-9-methyl-9H-carbazole-1,4-diamine, 3 -fluoro-9-methyl-9H-carbazole-1,4-diamine, 9-methyl-3-methylsulfanyl-9H-carbazole-1,4-diamine, 2- (1,4-diamino-9-methyl-9H- carbazole-3-yloxy-ethanol, (, 4-diamino-9-methyl-9H-carbazol-3-yl) -urea, 1-amino-9H-carbazol-4-ol, 1-amino-2-methyl-9H -carbazole-4-ol, 1-amino-3-methyl-9H-carbazol-4-ol, 1-amino-9-methyl-9H-carbazol-4-ol, 1-amino-2,9-dimethyl-9H -carbazole-4-ol, 1-amino-3,9-dimethyl-9H-carbazol-4-ol, 9H-arbazole-1, 4,5,8-tetraamine, 1,8-diamino-9H-carbazole-4 , 5-diol, 9H-carbazole-2,7-diamine, N2-ethyl-9H-carbazole-2,7-diamine, 2- (7-amino-9H-carbazol-2-ylamino) -ethanol, 2- [ (7-amino-9H-carbazol-2-yl) - (2-hydroxyethyl) -amino] -ethanol, 7-pyrrolidin-1-yl-9H-carbazol-2-ylamine, 9-methyl-9H-carbazole-2 , 7-diamine, N-ethyl-9-methyl-9H-carbazole-2,7-diamine, 2- (7-amino-9-methyl-9H-carbazol-2-ylamino) -ethanol, 2- (7- amino-9-methyl-9H-carbazol-2-ylamino) -ethanol, 9-methyl-7-pyrrolidin-1-yl-9H-carbazol-2-alamine, 7-amino-9H-carbazol-2-ol, 7-amino-9-methyl-9H-carbazol-2-ol, 9H-carbazole-3,6-diamine, N3-ethyl-9H-carbazole -3,6-diamine, 2- (6-amino-9H-carbazol-3-ylamino) -ethanol, 2 - [(6-amino-9H-carbazol-3-yl) - (2-hydroxyethyl) -amino] -ethanol, 6-pyrrolidin-1-yl-9H-carbazol-3-ylamine, 6-amino-9H-carbazol-3-ol, 9-methyl-9H-carbazole-3,6-diamine, N-ethyl -9-methyl-9H-carbazole-3,6-diamine, 2- (6-amino-9-methyl-9H-carbazol-3-ylamino) -ethanol, 2 - [(6-amino-9-methyl-9H -carbazol-3-yl) - (2-hydroxyethyl) -amino] -ethanol, 9-methyl-6-pyrrolidin-1-yl-9H-carbazol-3-ylamine, 6-amino-9-methyl-9H-carbazole -3-ol, 9H-carbazole-2,3-diamine, 9H-carbazole-2,3,6,7-tetraamine, 3-amino-9H-carbazol-2-ol, 2-amino-9H-carbazole-3 -ol, and 2,7-diamino-9H-carbazole-3,6-diol. Especially preferred developers are selected from the group comprising 9H-carbazole-1,4-diamine, N4-ethyl-9H-carbazole-1,4-diamine, 2- (1-amino-9H-carbazole-4-lamino) ) -ethanol, 3- (1-amino-9H-carbazol-4-ylamino) -propan-1-ol, 2 - [(1-amino-9H-carbazol-4-yl) - (2-hydroxyethyl) -amino ] -ethanol, 2 - [(1-amino-9H-carbazol-4-yl) -methyl-amino-ethanol, 9-methyl-9H-carbazole-1,4-d-amine, N4-ethyl-9-methyl-9H -carbazole-1,4-diamine, 2- (1-amino-9-methyl-9H-carbazole-4-llamino) -ethanol, 3- (1-amino-9-methyl-9H-carbazol-4-ylamino) -propan-1-ol, 2 - [(1-amino-9-methyl-9H-carbazol-4-yl) - (2-hydroxyethyl) -amino] -ethanol, 2- (1-amino-4-) ethylamino-carbazole-9-yl) -ethanol, 2- [1-amino-9- (2-hydroxyethyl) -9H-carbazole-4-ylaminoj-ethanol, 3- [1-amino-9- (2-hydroxyethyl) -9H-carbazol-4-ylammon] -propan-1-ol, N1-ethyl-9-methyl-9H-carbazole-1,4-diamine 2- (4-amino-9-methyl-9H-carbazol-1-ylamino) -ethanol, 3- (4-amino-9-methyl-9H-carbazol-1-ylamino) -propan-1-ol, 2 -methyl-9H-carbazole-1,4-diamine, N4-ethyl-2-methyl-9H-carbazole-1,4-diamine, 2- (1-amino-2-methyl-9H-carbazol-4-ylamino) -ethanol, 3- (1-amino-2-methyl-9H-carbazol-4-ylamino) -propan-1-ol, 2 - [(1-amino-2-methyl-9H-carbazole-4-ylo) - (2-hydroxyethyl) -amino] -ethanol, 3-methyl-9H-carbazole-1,4-diamine, N1-ethyl-3-methyl-9H-carbazole-1,4-diamine, 2- (4-amino) -3-methyl-ethyl-9H-carbazol-1-ylamine) -ethanol, 3- (4-amino-3-methyl-9H-carbazol-1-ylamino) -propan-1-ol, 2 - [(4- amino-3-methyl-9H-carbazol-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 3,9-dimethyl-9H-carbazole-1,4-diamine, N1-ethyl-3,9- dimethyl-9H-carbazole-1,4-diamine, 2- (4-amino-3,9-dimethyl-9H-carbazol-1-ylamino) -ethanol, 3- (4-amino-3,9-dimethyl-9H) -carbazol-1-ylamino) -propan-1 -ol, 9H-carbazole-2,7-diamine, N2-ethyl-9H-carbazole-2,7-diamine, 2- (7-amino-9H-ca rbazol-2-ylamino) -ethanol, 2 - [(7-amino-9H-carbazol-2-yl) - (2-hydroxyethyl) -amino] -ethanol, 7-pyrrolidin-1-yl-9H-carbazole-2 -amylamine, 9-methyl-9H-carbazole-2,7-diammine, N-ethyl-9-methyl-9H-carbazole-2,7-diamine, 2- (7-amino-9-methyl-9H-carbazole- 2-ylamino) -ethanol, 2- (7-amino-9-methyl-9H-carbazol-2-ylamino) -ethanol, 9-methyl-7-pyrrolidin-1-yl-9H-carbazol-2-ylamine, -amino-9H-carbazol-2-ol, and 7-amino-9-methyl-9H-carbazol-2-ol. b. Preferred coupling agents The preferred carbazole coupling agents are selected from the group comprising 9H-carbazole-2-amine, 9H-carbazole-2,4-diamine, 9H-carbazole-2,7-diamine, 9H-carbazole-4- amine, 9H-carbazole-4,5-diamine, 9H-carbazole-1,3-diamine, 9H-carbazole-1,2-diamine, 9H-carbazole-2,3-diamine, 9H-carbazole-3,4- diamine, 9H-carbazole-1, 2,7,8-tetraamine, 9H-carbazole-2,3,6,7-tetraamine, 9H-carbazole-3,4,5,6-tetraamine, 9H-carbazole-2, 4,5,7-tetraamine, 9H-carbazole-1, 3,6,8-tetraamine, 9H-carbazol-2-ol, 9H-carbazole-2,4-diol, 9H-carbazole-2,7-dol, 9H-carbazol-4-ol, 9H-carbazole-4,5-diol, 9H-carbazole-1,3-diol, 9H-carbazole-1,2-diol, 9H-carbazole-3,4-diol, 9H- carbazole-2,3-diol, 9H-carbazole-2,4,5,7-tetraol, 9H-carbazole-1, 3,6,8-tetraol, 9H-carbazole-3,4-diol, 9H-carbazole- 1, 2,7,8-tetraol, 9H-carbazole-2,3,6,7-tetraol, 9H-carbazole-3,4,5,6-tetraol, N-ethyl-9H-carbazole-2-amine, 2- (9H-carbazol-7-ylamino) ethanol, 3- (9H-carbazol-7-ylamino) propan-1-ol, 2 - [(9H-carbazol-7-ylamino) - (2-hydro) oxiethyl) amino)] ethanol, 3- (9H-carbazol-7-ylamino) propane-1,2-diol, 2-amino-9H-carbazol-4-ol, 4-amino-9H-carbazol-2-ol, 7-amino-9H-carbazol-2-ol, 5-amino-9H-carbazol-4-ol, 1-amino-9H-carbazol-3-ol, 3-amino-9H-carbazol-1-ol, 2- amino-9H-carbazol-3-ol, 3-amino-9H-carbazol-2-ol, 2,7-diamino-9H-carbazole-4,5-diol, 4,5-diamino-9H-carbazole-2, 7-diol, 5,7-diamino-9H-carbazole-2,4-diol, 1,8-diamino-9H-carbazole-3,6-diol, 3,6-diamino-9H-carbazole-1, 8- diol, 6,8-diamino-9H-carbazole-1,3-diol, 2-amino-9H-carbazol-1-ol, 1-amino-9H-carbazol-2-ol, 3-amino-9H-carbazole- 2-ol, 2-amino-9H-carbazol-3-ol, 3-amino-9H-carbazol-4-ol, 4-amino-9H-carbazol-3-ol, 1,8-diamino-9H-carbazole- 2,7-diol, 2,7-diamino-9H-carbazole-1,8-diol, 2,7-diamino-9H-carbazole-3,6-diol, 3,6-diamino-9H-carbazole-2, 7-diol, 3,6-diamino-9H-carbazole-4,5-diol, 4,5-diamino-9H-carbazole-3,6-diol, 9-methyl-9H-carbazole-2-amine, 9- methyl-9H-carbazole-2,4-diamine, 9-methyl-9H-carbazole-2,7-diamine, 9-methyl-9H-carbazol-4-amine, 9-methyl-9H-carbazole-4,5- diamine , 9-methyl-9H-carbazole-1,3-diamine, 9-methyl-9H-carbazole-1,2-diamine, 9-methyl-9H-carbazole-2,3-diamine, 9-methyl-9H-carbazole -3,4-diamine, 9-methyl-9H-carbazole-1, 2,7,8-tetraamine, 9-methyl-9H-carbazole-2,3,6,7-tetraamine, 9-methyl-9H-carbazole-3,4,5, 6-tetraamine, 9-methyl-9H-carbazole-2,3-diamine, 9-methyl-9H-carbazole-2,4,5,7-tetraamine, 9-methyl-9H-carbazole-1, 3,6, 8-tetraamine, 9-methyl-9H-carbazol-2-ol, 9-methyl-9H-carbazole-2,4-diol, 9-methyl-9H-carbazole-2,7-diol, 9-methyl-9H- carbazole-4-ol, 9-methyl-9H-carbazole-4,5-diol, 9-methyl-9H-carbazole-1,3-diol, 9-methyl-9H-carbazole-1,2-diol, 9- methyl-9H-carbazole-3,4-diol, 9-methyl-9H-carbazole-2,3-diol, 9-methyl-9H-carbazole-2,4,5,7-tetraol, 9-methyl-9H- carbazole-1, 3,6,8-tetraol, 9-methyl-9H-carbazole-3,4-diol, 9-methyl-9H-carbazole-1, 2,7,8-tetraol, 9-methyl-9H- carbazole-2,3,6,7-tetraol, 9-methyl-9H-carbazole-3,4,5,6-tetraol, N-ethyl-9-methyl-9H-carbazol-2-amine, 2- (9 -methyl-9H-carbazol-7-ylamino) ethanol, 3- (9-methyl-9H-carbazol-7-ylamino) propan-1-ol, 2 - [(9-methyl-9H-carbazol-7-ylamino) - (2-hydroxyethyl) amino)] ethanol, 3- (9-methyl-9H-carbazol-7-ylamino) propane-1,2-diol, 2-amino-9-methyl-9H-carbazol-4-ol, 4-ami no-9-methyl-9H-carbazol-2-ol, 7-amino-9-methyl-9H-carbazol-2-ol, 5-amino-9-methyl-9H-carbazol-4-ol, 1-amino- 9-methyl-9H-carbazol-3-ol, 3-amino-9-methyl-9H-carbazol-1-ol, 2-amino-9-methyl-9H-carbazol-3-ol, 3-amino-9- methyl-9H-carbazol-2-ol, 2,7-diamino-9-methyl-9H-carbazole-4,5-diol, 4,5-diamino-9-methyl-9H-carbazole-2,7-diol, ,7-diamino-9-methyl-9H-carbazole-2,4-diol, 1,8-diamino-9-methyl-9H-carbazole-3,6-diol, 3,6-diamino-9-methyl- 9H-carbazole-1,8-diol, 6,8-diamino-9-methyl-9H-carbazole-1,3-diol, 2-amino-9-methyl-9H-carbazole-1-ol, 1-amino- 9-methyl-9H-carbazol-2-ol, 3-amino-9-methyl-9H-carbazol-2-ol, 2-amino-9-methyl-9H-carbazol-3-ol, 3-amino-9- methyl-9H-carbazol-4-ol, 4-amino-9-methyl-9H-carbazol-3-ol, 1,8-diamino-9-methyl-9H-carbazole-2,7-diol, 2,7- diamino-9-methyl-9H-carbazole-1,8-diol, 2,7-diamno-9-methyl-9H-carbazole-3,6-diol, 3,6-diamino-9-methyl-9H-carbazole- 2,7-diol, 3,6-diamino-9-methyl-9H-carbazole-4,5-diol, 4,5-diamino-9-methyl-9H-carbazole-3,6-diol, 9- (2-hydroxyethyl) -9H -carbazole-2-amine, 9- (2-hydroxyethyl) -9H-carbazole-2,4-diamine, 9- (2-hydroxyethyl) -9H-carbazole-2,7-diamine, 9- (2-hydroxyethyl) -9H-carbazole-4-amine, 9- (2-hydroxyethyl) -9H-carbazole-4,5-diamine, 9- (2-hydroxyethyl) -9H-carbazole-1,3-diamine, 9- (2- hydroxyethyl) -9H-carbazole-1,2-diamine, 9- (2-hydroxyethyl) -9H-carbazole-2,3-diamine, 9- (2-hydroxyethyl) -9H-carbazole-3,4-diamine, 9 - (2-hydroxyethyl) -9H-carbazole-1, 2,7,8-tetraamine, 9- (2-hydroxyethyl) -9H-carbazole-2,3,6,7-tetraamine, 9- (2-hydroxyethyl) -9H-carbazole-3,4,5,6-tetraamine, 9- (2-hydroxyethyl) -9H-carbazole-2,3-diamine, 9- (2-hydroxyethyl) -9H-carbazole-2,4,5 , 7-tetraamine, 9- (2-hydroxyethyl) -9H-carbazole-1, 3,6,8-tetraamine, 9- (2-hydroxyethyl) -9H-carbazol-2-ol, 9- (2-hydroxyethyl) -9H-carbazole-2,4-diol, 9- (2-hydroxyethyl) -9H-carbazole-2,7-diol, 9- (2-hydroxyethyl) -9H-carbazol-4-ol, 9- (2- hydroxyethyl) - 9H-carbazole-4,5-diol, 9- (2-hydroxyethyl) -9H-c arbazol-1,3-diol, 9- (2-hydroxyethyl) -9H-carbazole-1,2-diol, 9- (2-hydroxyethyl) -9H-carbazole-3,4-diol, 9- (2-hydroxyethyl) ) -9H-carbazole-2,3-diol, 9- (2-hydroxyethyl) -9H-carbazole-2,4,5,7-tetraol, 9- (2-hydroxyethyl) -9H-carbazole-1,3, 6,8-tetraol, 9- (2-hydroxyethyl) -9H-carbazole-3,4-diol, 9- (2-hydroxyethyl) -9H-carbazole-1, 2,7,8-tetraol, 9- (2 -hydroxyethyl) -9H-carbazole-2,3,6,7-tetraol, 9- (2-hydroxyethyl) -9H-carbazole-3,4,5,6-tetraol, N-ethyl-9- (2-hydroxyethyl) ) -9H-carbazol-2-amine, 2- (9- (2-hydroxyethyl) -9H-carbazol-7-ylamino) ethanol, 3- (9- (2-hydroxyethyl) -9H-carbazol-7-ylamino) propan-1-ol, 2 - [(9- (2-hydroxyethyl) -9H-carbazol-7-ylamino) - (2-hydroxyethyl) amino)] ethanol, 3- (9- (2-hydroxyethyl) -9H- carbazol-7-ylamino) propane-1,2-diol, 2-amino-9- (2-hydroxyethyl) -9H-carbazol-4-ol, 4-amino-9- (2-hydroxyethyl) -9H-carbazole- 2-ol, 7-amino-9- (2-hydroxyethyl) -9H-carbazol-2-ol, 5-amino-9- (2-hydroxyethyl) -9H-carbazol-4-ol, 1-amino-9- (2-hydroxyethyl) -9H-carbazol-3-ol, 3-amino-9- (2-hydroxyethyl) -9H-carbazol-1-ol, 2-ami no-9- (2-hydroxyethyl) -9H-carbazol-3-ol, 3-amino-9- (2-hydroxyethyl) -9H-carbazole-2-ol, 2,7-diamino-9- (2-hydroxyethyl) -9H-carbazole-4,5-diol, 4,5-diamino-9- (2-hydroxyethyl) -9H-carbazole-2,7-diol, 5, 7-diamino-9- (2-hydroxyethyl) -9H-carbazole-2,4-diol, 1,8-diamino-9- (2-hydroxyethyl) -9H-carbazole-3,6-diol, 3,6- diamino-9- (2-hydroxyethyl) -9H-carbazole-1,8-diol, 6,8-diamino-9- (2-hydroxyethyl) -9H-carbazole-1,3-diol, 2-amino-9- (2-hydroxyethyl) -9H-carbazol-1-ol, 1-amino-9- (2-hydroxyethyl) -9H-carbazol-2-ol, 3-amino-9- (2-hydroxyethyl) -9H- carbazol-2-ol, 2-amino-9- (2-hydroxyethyl) -9H-carbazol-3-ol, 3-amino-9- (2-hydroxyethyl) -9H-carbazol-4-ol, 4-amino- 9- (2-hydroxyethyl) -9H-carbazol-3-ol, 1, 8-diamino-9- (2-hydroxyethyl) -9H-carbazole-2,7-diol, 2,7-diamino-9- (2 -hydroxyethyl) -9H-carbazole-1,8-diol, 2,7-diamino-9- (2-hydroxyethyl) -9H-carbazole-3,6-diol, 3,6-diamino-9- (2-hydroxyethyl) ) -9H-carbazole-2,7-diol, 3,6-diamino-9- (2-hydroxyethyl) -9H-carbazole-4,5-diol, and 4,5-diamino-9- (2-hydroxyethyl) -9H- carbazole-3,6-diol. Especially preferred coupling agents are selected from the group comprising 9H-carbazole-2-amine, 9H-carbazole-2,7-diamine, 9H-carbazole-4,5-diamine, 9H-carbazole-2,4,5, 7-tetraamine, 9H-carbazole-1, 3,6,8-tetraamine, 9H-carbazol-2-ol, 9H-carbazole-2,7-diol, 9H-carbazole-4,5-diol, 9H-carbazole- 2,4,5,7-tetraol, 9H-carbazole-1, 3,6,8-tetraol, 9-methyl-9H-carbazol-2-amine, 9-methyl-9H-carbazole-2,7-diamine, 9-methyl-9H-carbazole-4,5-diamine, 9-methyl-9H-carbazole-2,4,5,7-tetraamine, 9-methyl-9H-carbazole-1,3,6,8-tetraamine, 9-methyl-9H-carbazol-2-ol, 9-methyl-9H-carbazole-2,7-diol, 9-methyl-9H-carbazole-4,5-diol, 9-methyI-9H-carbazole-2, 4,5,7-tetraol, and 9-methyl-9H-carbazol-1, 3,6,8-tetraol.

Dibenzofuran to. Preferred developers The dibenzofuran developers are selected from the group comprising dibenzofuran-1,4-diamine, N 1 -ethyl-dibenzofuran-1,4-diamine, 2- (4-amino-dibenzofuran-1-ylamino) -ethanol, 3- (4-amino-dibenzofuran-1-ylamino) -propan-1-ol, 2 - [(4-amino-dibenzofuran-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(4- amino-dibenzofuran-1-yl) -methyl-amino] -ethanol, 3 - [(4-amino-dibenzofuran-1-yl) -methyl-amino] -propane-1,2-diol, 6 - [(4- amino-dibenzofuran-1-yl) -methyl-amino] -hexane-1, 2,3,4,5-pentaol, N 4 -ethyl-dibenzofuran-1,4-diamine, 2- (1-amino-dibenzofuran-4) -iloamino) -ethanol, 3- (1-amino-dibenzofuran-4-ylamino) -propan-1-ol, 2 - [(1-amino-dlbenzofuran-4-yl) - (2-hydroxyethyl) -amino] - ethanol, 2 - [(1-amino-dibenzofuran-4-yl) -methyl-amino] -ethanol, 3 - [(1-amino-dibenzofuran-4-yl) -methyl-amino] -propane-1, 2- diol, 6 - [(1-amino-dibenzofuran-4-yl) -methyl-amino] -hexane-1, 2,3,4,5-pentao, 2-methyl-dibenzofuran-1,4-diamine, N4- ethyl-2-methyl-dibenzofuran-1,4-diamine, 2- (1-amino-2-methyl-dibenzofuran-4-i) lamino) -ethanol, 3- (1-amino-2-methyl-dibenzofuran-4-ylamino) -propan-1-ol, 2 - [(1-amino-2-methyl-dibenzofuran-4-yl) - (2 -hydroxyethyl) -amino] -ethanol, 2 - [(1-amino-2-methyl-dibenzofuran-4-yl) -methyl-amino] -ethanol, 3 - [(1-amino-2-methyl-dibenzofuran-4 -yl) -methyl-amino] -propane-1,2-diol, 6 - [(1-amino-2-methyl-dibenzofuran-4-yl) -methyl-amino] -hexane-1, 2,3,4 , 5-pentaol, 3-methyl-dibenzofuran-1,4-diamine, N1-ethyl-3-methyl-dibenzofuran-1,4-diamine, 2- (4-amino-3-methyl-dibenzofuran-1-ylamino) -ethanol, 3- (4-amino-3-methyl-dibenzofuran-1-ylamino) -propan-1-ol, 2 - [(4-amino-3-methyl-dibenzofuran-1-yl) - (2-hydroxyethyl) ) -amino] -ethanol, 2 - [(4-amino-3-methyl-dibenzofuran-1-yl) -methyl-amino] -ethanol, 3 - [(4-amino-3-methyl-dibenzofuran-1-yl) ) -methyl-amino] -propane-1,2-diol, 6 - [(4-Amino-3-methyl-dibenzofuran-1-yl) -methyl-amino] -exan-1,2,3,4,5 -pentaol, N 1 -thiophen-2-ylmethyl-dibenzofuran-1,4-diamine, N 1 -thiophen-3-ylmethyl-dibenzofuran-1,4-diamine, N 1 -furan-2-ylmethyl-dibenzofuran-1,4-diamine , N1 -furan-3-ylmethyl-dibenzofuran-1, 4-diamine, 1-pyrolidin-1-ylo-dibenzofuran-4-ylamine, . { 2 - [(4-amino-dibenzofuran-1-yl) - (2-hydroxyethyl) -amino] -ethyl} -urea, N4-thiophen-2-ylmethyl-dibenzofuran-1,4-diamine, N4-furan-2-ylmethyl-dibenzofuran-1,4-diamine, N4-thiophen-3-ylmethyl-dibenzofuran-1,4-diamine , N4-thiophen-3-ylmethyl-dibenzofuran-1,4-diamine, 4-pyrolidin-1-yl-dibenzofuran-1-lamine,. { 2 - [(1-amino-dibenzofuran-4-yl) - (2-hydroxyethyl) -amino] -ethyl} -urea, 2-methoxy-dibenzofuran-1,4-diamine, 2-fluoro-dibenzofuran-1,4-diamine, 2-methylsulfanyl-dibenzofuran-1,4-diamine, 2-ethyl-dibenzofuran-1,4-diamine, 2 - (1, 4-diamino-dibenzofuran-2-yloxy) -ethanol, (1,4-diamino-dibenzofuran-2-ylo) -urea, 3-methoxy-dibenzofuran-1,4-diamine, 3-fluoro- dibenzofuran-1,4-diamine, 3-methylsulfanyl-dibenzofuran-1,4-diamine, 3-ethyl-dibenzofuran-1,4-diamine, 2- (1,4-diamino-dibenzofuran-3-yloxy) - ethanol, (1,4-diamino-dibenzofuran-3-yl) -urea, 4-amino-dibenzofuran-1-ol, 4-amino-3-methyl-dibenzofuran-1-ol, 4-amino-2- methyl-dibenzofuran-1-ol, dibenzofuran-1, 4,6,9-tetraamine, 1-amino-dibenzofuran-4-ol, 1-amino-3-methyl-dibenzofuran-4-ol, 1-amino-2- methyl-dibenzofuran-4-ol, 1, 9-diamino-dibenzofuran-4,6-diol, 4,6-diamino-dibenzofuran-1, 9-diol, dibenzofuran-3,7-diamine, N3-ethyl-dibenzofuran- 3,7-diamine, 2- (7-amino-dibenzofuran-3-ylamino) -ethanol, 2 - [(7-amino-dibenzofuran-3-yl) - (2-hydroxyethyl) -amino] -ethanol, 7- pyrolidin-1-yl-dibenzofuran-3-ylamine, 7- amino-dibenz ofuran-3-ol, dibenzofuran-2,3-diamine, dibenzofuran-2,3,7,8-tetraamine, 2-amino-dibenzofuran-3-ol, 3-amino-dibenzofuran-2-ol, and 3,7 -diamino-dibenzofuran-2,8-diol. Especially preferred dibenzofuran developers are selected from the group comprising dibenzofuran-1,4-diamine, N 1 -ethyl-dibenzofuran-1,4-d-amines, 2- (4-amino-dibenzofuran-1-ylamino) -ethanol, 3- (4-amino-dibenzofuran-1-ylamino) -propan-1-ol, 2- [(4-amino-dibenzofuran-1-yl) - (2-hydroxyethyl) -amino] -ethanol, N4-ethyl -dibenzofuran-1,4-diamine, 2- (1-amino-dibenzofuran-4-ylamino) -ethanol, 3- (1-amino-dibenzofuran-4-ylamino) -propan-1-ol, 2 - [(1) amino-dibenzofuran-4-yl) - (2-hydroxyethyl) -amino] -ethanol, 2-methyl-dibenzofuran-1,4-diamine, N 4 -ethyl-2-methyl-dibenzofuran-1,4-diamine, 2 - (1-amino-2-methyl-dibenzofuran-4-ylamino) -ethanol, 3- (1-amino-2-methyl-d-benzofuran-4-ylamino) -propan-1-ol, 3-methyl-dibenzofuran -1,4-diamine, N 1 -ethyl-3-methyl-dibenzofuran-1,4-diamine, 2- (4-amino-3-methyl-dibenzofuran-1-ylamino) -ethanol, 3- (4-amino- 3-methyl-dibenzofuran-1-ylamino) -propan-1-ol, 2 - [(4-amino-3-methyl-dibenzofuran-1-yl) - (2-hydroxyethyl) -amino] -ethanol ,) 2-methoxy-dibenzofuran-1,4-diamine, 2 -fluoro-dibenzofuran-1,4-diamine, 2-methylsulfanyl-dibenzofuran-1,4-diamine, 2-ethyl-dibenzofuran-1,4-diamine, 2- (1,4-diamino-dibenzofuran-2-yloxy) -ethanol, (1,4-diamino-dibenzofuran-2-yl) -urea, 3-methoxy-dibenzofuran-1,4-diamine, 3-fluoro-dibenzofuran-1,4-diamine, 3-methylsulfanyl-dibenzofuran-1, 4 -diamine, 3-ethyl-dibenzofuran-1,4-diamine, 2- (1, 4-diamino-dibenzofuran-3-yloxy) -ethanol, (1,4-diamino-dibenzofuran-3-yl) -urea, -amino-dibenzofuran-1-ol, 4-amino-3-methyl-dibenzofuran-1-ol, 4-amino-2-methyl-dlbenzofuran-1-ol, dibenzofuran-1,4,6,9-tetraamine, 1 -amino-dibenzofuran-4-ol,) Dibenzofuran-3,7-diamine, N3-ethyl-dibenzofuran-3,7-diamine, 2- (7-amino-dibenzofuran-3-ylamino) -ethanol, 2 - [(7-amino-d-benzofuran-3- ilo) - (2-hydroxyethyl) -amino] -ethanol, 7-pyrolidin-1-yl-dibenzofuran-3-ylamine, and 7-amino-dibenzofuran-3-ol. b. Preferred coupling agents The preferred dibenzofuran coupling agents are selected from the group comprising dibenzofuran-3-amine, dibenzofuran-1,3-diamine, dibenzofuran-3,7-diamine, dibenzofuran-1-amino, dibenzofuran-1, 9 -diamine, dibenzofuran-2,4-diamine, dibenzofuran-3,4-diamine, dlbenzofuran-2,3-diamine, dibenzofuran-1,2-diamine, dibenzofuran-3,4,6,7-tetraamine, dibenzofuran -2,3,7,8-tetraamine, dibenzofuran-1, 2,8,9-tetraamine, dibenzofuran-1, 3,7,9-tetraamine, dibenzofuran-2,4,6,8-tetraamine, dibenzofuran -3-ol, dibenzofuran-1,3-diol, dibenzofuran-3,7-diol, dibenzofuran-1-ol, dibenzofuran-1, 9-diol, dibenzofuran-2,4-diol, dibenzofuran-3,4-diol , dibenzofuran-1,2-diol, dibenzofuran-2,3-diol, dibenzofuran-1, 3,7,9-tetraol, dibenzofuran-2,4,6,8-tetraol, dibenzofuran-1,2-diol, dibenzofuran -3,4,6,7-tetraol, dibenzofuran-2,3,7,8-tetraol, dibenzofuran-1, 2,8,9-tetraol, N-ethyl-dibenzofuran-3-amine, 2- (dibenzofuran- 7-ylamino) ethanol, 3- (dibenzofuran-7-ylamino) pro pan-1-ol, 2 - [(dibenzofuran-7-ylamino) - (2-hydroxyethyl) amino)] ethanol, 3- (dibenzofuran-7-ylamino) propane-1,2-diol, 3-amino-dibenzofuran- 1-ol, 1-amlno-dibenzofuran-3-ol, 7-amino-dibenzofuran-3-ol, 9-amino-dibenzofuran-1-ol, 4-amino-dibenzofuran-2-ol, 2-amino- dibenzofuran-4-ol, 3-amino-dibenzofuran-2-ol, 2-amino-dibenzofuran-3-ol, 3,7-diamino-dibenzofuran-1,9-diol, 1,9-diamino-dibenzofuran-3, 7-diol, 7,9-diamino-dibenzofuran-1,3-diol, 4,6-diamino-dibenzofuran-2,8-diol, 2,8-diamino-dibenzofuran-4,6-diol, 6,8- diamino-dibenzofuran-2,4-diol, 3-amino-dibenzofuran-4-ol, 4-amino-dibenzofuran-3-ol, 2-amino-dibenzofuran-3-ol, 3-amino-dibenzofuran-2-ol, 2-amino-dibenzofuran-1-ol, 1-amino-dibenzofuran-2-ol, 4,6-diamino-dibenzofuran-3,7-diol, 3,7-diamino-dibenzofuran-4,6-diol, 3, 7-diamino-dibenzofuran-2,8-diol, 2,8-diamino-dibenzofuran-3,7-diol, 2,8-diamino-dibenzofuran-1,9-diol, and 1,9-diamino-dibenzofuran-2 , 8-diol. Especially preferred coupling agents are selected from the group comprising dibenzofuran-3-amine, dibenzofuran-3,7-diamine, dibenzofuran-1, 9-diamine, dibenzofuran-1, 3,7,9-tetraamine, dibenzofuran-2, 4,6,8-tetraamine, dibenzofuran-3-ol, dibenzofuran-3,7-diol, dibenzofuran-1, 9-diol, dibenzofuran-1, 3,7,9-tetraol, dibe? Zofuran-2,4, 6,8-tetraol, dibenzofuran-1,3-diamine, and dibenzofuran-1,3-diol.

Dibenzothiophen to. Preferred developers Preferred dibenzothiophene developers are selected from the group comprising dibenzothiophene -1,4-diamine, N 1 -ethyl-dibenzothiophen-1,4-diamine, 2- (4-amino-dibenzothiophen-1-ylamino) -ethanol, - (4-amino-dibenzothiophen-1-ylamino) -propan-1-ol, 2 - [(4-amino-dibenzothiophen-1-ylo) - (2-hydroxyethyl) -amino] -ethanol, 2 - [( 4-amino-dibenzothiophen-1-yl) -methyl-amino-ethanol, 3 - [(4-Amino-dibenzothiophen-1-yl) -methyl-amino] -propane-1,2-diol, 6 - [(4 -amino-dibenzothiophen-1-yl) -methyl-amino] -hexane-1, 2,3,4,5-pentaol, N 4 -ethyl-dibenzothiophen-1,4-diamine, 2- (1-amino-dibenzothiophen- 4-ylamino) -ethanol, 3- (1-amino-dibenzothiophen-4-ylamino) -propan-1-ol, 2 - [(1-amino-dibenzothiophen-4-yl) - (2-hydroxyethyl) -amino] Ethanol, 2 - [(1-amino-dibenzothiophen-4-yl) -methyl-amino-ethanol, 3 - [(1-amino-dibenzothiophen-4-yl) -methyl-amino] -propane-1, 2- diol, 6 - [(1-amino-dibenzothiophen-4-yl) -methyl-amino] -hexane-1, 2,3,4,5-pentaol, 2-methyl-dibenzothiophen-1,4-diamine, N4- ethyl-2-methyl-dibenzothiophen -1, 4-diamine, 2- (1-amino-2-methyl-dibenzothiophen-4-ylamino) -ethanol, 3- (1-amino-2-methyl-dibenzothiophen-4-ylamino) -propan-1-ol , 2 - [(1-amino-2-methyl-dibenzothiophen-4-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(1-amino-2-methyl-dibenzothiophen-4-yl) - methyl-amino] -ethanol, 3 - [(1-amino-2-methyl-dlbenzothiophen-4-yl) -methyl-amino] -propane-1,2-diol, 6 - [(1-amino-2-methyl) -dibenzothiophen-4-yl) -methyl-amino] -hexane-1, 2,3,4,5-pentaol, 3-methyl-dibenzothiophen-1,4-diamine, N 1 -ethyl-3-methyl-dibenzothiophen-1 , 4-diamine, 2- (4-amino-3-methyl-dibenzothiophen-1-ylamino) -ethanol, 3- (4-amino-3-methyl-dibenzothiophen-1-ylamino) -propan-1-ol, 2 - [(4-amino-3-methyl-dibenzothiophen-1-yl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(4-amino-3-methyl-dibenzothiophen-1-yl) - (2 -hydroxyethyl) -amino] -ethanol, 3 - [(4-amino-3-methyl-dibenzothiophen-1-yio) -methyl-amino-propane-1,2-diol, 6 - [(4-amino-3- methyl-dibenzothiophen-1-yl) -methyl-amino] -hexane- 1, 2,3,4,5-pentaol, N 1 -thiophen-2-ylmethyl-dibenzothiophen-1,4-diamine, N 1 -thiofen- 3-ylmethyl-dibenzothiofen -1, 4-d iamine, 1-pyrolidin-1-yl-dibenzothiophene-4-lamel, N 1 -furan-2-ylmethyl-dibenzothiophen-1,4-diamine, N 1 -furan-3-ylmethyl-dibenzothiophen-1,4-diamine,. { 2 - [(4-Amino-dibenzothiophen-1-yl) - (2-hydroxyethyl) -amino] -ethyl} -urea, N4-thiophen-2-ylmethyl-dibenzothiophene -1, 4-diamine, N4-thiophen-3-ylmethyl-dibenzothiophene -1,4-diamine, 4-pyrolidin-1-yl-dibenzothiophen-1-ylamine, N4 -furan-2-ylmethyl-dibenzothiophen -1, 4-diamine, N4-thiophen-3-ylmethyl-dibenzothiophene -1,4-diamine. { 2 - [(1-amino-dibenzothiophen-4-yl) - (2-hydroxyethyl) -amino] -etl} -urea, 2-methoxy-dibenzothiophen -1, 4-diamine, 2-fluoro-dibenzothiophen-1,4-diamine, 2-methylsulfanyl-dibenzothiophen-1,4-diamine, 2-ethyl-dibenzothiophen-1,4-diamine 2- (1, 4-diamino-dibenzothiophen-2-yloxy) -ethanol, (1,4-diamino-dibenzothiophen-2-yl) -urea, 3-methoxy-dibenzothiophen-1,4-diamine, 3-fluoro -dibenzothiophen -1, 4-diamine, 3-methylsulfanyl-dibenzothiophen -1, 4-diamine, 3-ethyl-dibenzothiophen-1,4-diamine, 2- (1,4-diamino-dibenzothiophen-3-yloxy) -ethanol (1,4-diamino-dibenzothiophen-3-yl) -urea, 4-amino-dibenzothiophen-1-ol, 4-amino-3-methyl-dibenzothiophen-1-ol, 4-amino-2-methyl-dlbenzothiophen -1-ol, dibenzothiophen-1, 4,6,9-tetraamine, 4,6-diamino-dibenzothiophen-1, 9-diol, 1-amino-dibenzothiophen-4-ol, 1-amino-3-methyl-dibenzothiophen -4-ol, 1-amino-2-methyl-dibenzothiophen-4-ol, 1,9-diamino-dibenzothiophen-4,6-diol, dibenzothiophen-3,7-diamine, N 3 -ethyl-dibenzothiophen-3,7 -diamine, 2- (7-amino-dibenzothiophen-3-ylamino) -ethanol, 2 - [(7-amino-dibenzothiophen-3-ylo) - (2-hydroxyethyl) -aminoj-ethanol, 7-pyrrolidin-1 -ilo-d ibenzothiophene-3-lamin, 7-amino-dibenzothiophen-3-ol, dibenzothiophen-2,8-diamine, N 2 -ethyl-dibenzothiophen-2,8-diamine, 2- (8-amino-dibenzothiophen-2-ylamino) - ethanol, 2 - [(8-amino-dibenzothiophen-2-yl) - (2-hydroxyethyl) -amino] -ethanol, 8-pyrolidin-1-yl-dibenzothiophen-2-ylamine, 8-amino-dibenzothiophen-2-yl ol, dibenzothiophen -2,3-diamine, dibenzothiophen -2,3,7,8-tetraamine, 2-amino-dibenzothiophen-3-ol, 3-amino-dibenzothiophen-2-ol, and 3,7-diamino-dibenzothiophen -2,8-diol. Preferred dibenzothiophene developers are selected from the group comprising dibenzothiophen-1,4-diamine, N 1 -ethyl-dibenzothiophen-1,4-diamine, 2- (4-amino-dibenzothiophen-1-ylamino) -ethanol, 3- ( 4-amino-dibenzothiophen-1-ylamino) -propan-1-ol, 2 - [(4-amino-dibenzothiophen-1-yl) - (2-hydroxyethyl) -amino] -ethanol, N 4 -ethyl-dibenzothiophen-1 , 4-diamine, 2- (1-amino-dibenzothiophen-4-ylamino) -ethanol, 3- (1-amino-dibenzothiophen-4-ylamino) -propan-1-ol, 2 - [(1-amino-dibenzothiophen -4-yl) - (2-hydroxyethyl) -amino] -ethanol, 2-methyl-dibenzothiophen-1,4-diamine, N 4 -ethyl-2-methyl-dibenzothiophen-1,4-diamine, 2- (1- amino-2-methyl-dibenzothiophen-4-ylamino) -ethanol, 3- (1-amino-2-methyl-dibenzothiophen-4-ylamino) -propan-1-ol, 2 - [(1-amino-2-methyl) -dibenzothiophen-4-yl) - (2-hydroxyethyl) -amino] -ethanol, 3-methyl-dibenzothiophen-1,4-diamine, N 1 -ethyl-3-methyl-dibenzothiophen-1,4-diamine, 2- ( 4-amino-3-methyl-dibenzothiophen-1-ylamino) -ethanol, 3- (4-amino-3-methyl-dibenzothiophen-1-ylamino) -propan-1-ol, 2 - [(4-amino-3 -methyl-dibenzothiophen-1-yl) - (2- hydroxyethyl) -amino] -ethanol, 2-methoxy-dibenzothiophen-1, 4-diamine, 2-fluoro-dibenzothiophene-1, 4-diamine, 2-methylsulfanyl-dibenzothiophene-1, 4-diamine, 2-ethyl-dibenzothiophene-1, 4-diamine, 2- (1, 4-diamino- dibenzothiophene-2-yloxy) -ethanol, (1, 4-diamino-dibenzothiophene-2-yl) -urea, 3-methoxy-dibenzothiophene-1, 4-diamine, 3-fluoro-dibenzothiophene-1, 4-diamine, 3 -metilsulfanil-dibenzothiophene-1, 4-diamine, 3-ethyl-dibenzothiophene-1, 4-diamine, 2- (1, 4-diamino-dibenzothiophene-3-yloxy) -ethanol, (1, 4-diamino-dibenzotiofen- 3-yl) -urea, 4-amino-dibenzothiophen-1-ol, 4-amino-3-methyl-dibenzothiophene-1-ol, 4-amino-2-methyl-dibenzothiophene-1-ol, dibenzothiophene-1, 4 , 6,9-tetraamine, 4,6-diamino-dibenzothiophen-1, 9-diol, 1-amino-dibenzothiophen-4-ol, 1-amino-3-methyl-dibenzothiophen-4-ol, 1-amino-2 ibenzotiofen -methyl-4-ol, 1, 9-diamino-dibenzothiophene-4,6-diol, dibenzothiophene-3,7-diamine, N3-ethyl-dibenzothiophene-3,7-diamine, 2- (7-amino- dibenzothiophene-3-ylamino) -ethanol, 2- [(7-amino-dibenzothiophene-3-yl) - (2-hydroxyethyl) -amino] -ethanol, 7-pyrrolidin-1-yl-dibenzothiophen-3-ylamine, and 7-amino-dibenzothio fen-3-ol. b. Preferred coupling agents The preferred dibenzothiophene coupling agents are selected from the group comprising dibenzothiophen-3-amine, d-benzothiophen-1,3-diamine, dibenzothiophen-3,7-diamine, dibenzothiophen-1 -amine, dibenzothiophen-1. , 9-diamine, dibenzothiophen-2,4-diamine, dibenzothiophen-3,4-diamine, dibenzothiophen-2,3-diamine, dibenzothiophen-1,2-diamine, dibenzothiophen-3,4,6,7-tetraamine, dibenzothiophen -2,3,7,8-tetraamine, dibenzothiophen-1,2,8,9-tetraamine, dibenzothiophen-1,3,7,9-tetraamine, dibenzothiophen-2,4,6,8-tetraamine, dibenzothiophen-3 -ol, dibenzothiophen-1, 3-diol, dibenzothiophen-3,7-diol, dibenzothiophen-1-ol, dibenzothiophen-1, 9-diol, dibenzothiophen-2,4-diol, dibenzothiophen-3,4-diol, dibenzothiophen -1,2-diol, dibenzothiophen-2,3-diol, dibenzothiophen-1,3,7,9-tetraol, dibenzothiophen-2,4,6,8-tetraol, dibenzothiophen-1,2-diol, dibenzothiophen-3 , 4,6,7-tetraol, dibenzothiophen-2,3,7,8-tetraol, dibenzothiophen-1, 2,8,9-tetraol, N-ethyl-dibenzothiophen-3-amine, 2- (dibenzothiophen-7) ilamino) ethanol, 3 - (dibenzothiophen-7-ylamino) propan-1-ol, 2 - [(dibenzothiophen-7-ylamino) - (2-hydroxyethyl) amino)] ethanol, 3- (dibenzothiophen-7-ylamino) propane-1, 2- diol, 3-amino-dibenzothiophen-1-ol, 1-amino-dibenzothiophen-3-ol, 7-amino-dibenzothiophen-3-ol, 9-amino-dibenzothiophen-1-ol, 4-amino-dibenzothiophen-2 ol, 2-amino-dibenzothiophen-4-ol, 3-amino-dibenzothiophen-2-ol, 2-amino-dibenzothiophen-3-ol, 3,7-diamino-dibenzothiophen-1, 9-diol, 1, 9-diamino-dibenzothiophen-3,7-diol, 7,9-diamino-dibenzothiophen-1,3-diol, 4,6-diamino-dibenzothiophen-2,8-diol, 2,8-diamino-dibenzothiophen 4,6-diol, 6,8-diamino-dibenzothiophen-2,4-diol, 3-amino-dibenzothiophen-4-ol, 4-amino-dibenzothiophen-3-ol, 2-amino-dibenzothiophen-3-ol, 3-amino-dibenzothiophen-2-ol, 2-amino-dibenzothiophen-1-ol, 1-amino-dibenzothiophen-2-ol, 4,6-diamino-dibenzothiophen-3,7-diol, 3,7-diamino- dibenzothiophen-4,6-diol, 3,7-diamino-dibenzothiophen-2,8-diol, 2,8-diamino-dibenzothiophen-3,7-diol, 2,8-diamino-dibenzothiophen-1, 9-diol, and 1, 9-diamino-dibenzothiophen-2,8-dlol. The preferred dibenzothiophene coupling agents are selected from the group comprising dibenzothiophen-3-amine, dibenzothiophen-3,7-diamine, dibenzothiophen-1, 9-diamine, dibenzothiophen-1,3,7,9-tetraamine, dibenzothiophen-2. , 4,6,8-tetraamine, dibenzothiophen-3-ol, dibenzothiophen-3,7-diol, dibenzothiophen-1, 9-diol, dibenzothiophen-1, 3,7,9-tetraol, dibenzothiophen-2,4,6 , 8-tetraol, dibenzothiophen-1, 3-diamine, and dibenzothiophen-1,3-diol.

EXAMPLES OF SYNTHESIS The following are examples of non-restrictive syntheses of the present invention. Example A: 9H-Carbazole-1,4-diamine, is obtained from the following synthetic strategy: The nitration of 3,6-dichlorocarbazole 1 (J. Org. Chem. 1987, 52, 173) with nitric acid in acetic acid gives 4-nitro carbazole 2. The reduction of 2 with tin chloride followed by a treatment with acetic anhydride results in the formation of acetamidocarbazole 3. Nitration of 3 with nitric acid in acetic acid produces nitrocarbazole 4. Hydrogenation of 4 with hydrogen Pd / C at 41 Pa (60 psi) and subsequent hydrolysis with HCl allows the formation of 9H- carbazole-1, 4-diamine (Adv. Heterocyclic Chem. 1984, 35, 84). Example B: 9H-Carbazol-2-ylamine, is obtained from the following synthetic strategy: The acylation of carbazole 1 with acetic anhydride and trifluoride diethyl boron etherate produces 9-acetyl carbazole 2. The Friedel-Crafts reaction of 2 with acetyl chloride and aluminum chloride in carbon disulfide allows the creation of 2,9-diacetyl carbazole 3. The treatment of 3 with hydroxylamine hydrochloride in pyridine allows the creation of oxime 4, which is converted to 2,9-diacetyl carbazole 5 oxime. The Beckmann rearrangement is carried out by treating 5 with phosphorus pentachloride to produce compound 6. Hydrolysis of 6 with HCl in acetic acid results in 2-aminocarbazole 7 (Tetrahedron 1980, 36, 3017). Example C: 9H-Carbazol-3-ylamine, is obtained from the following synthetic strategy: The condensation of cyclohexane-1,4-dione 2 with phenylhydrazine 1 in ethanol allows the formation of bishidrazone 3. Treatment of 3 with sulfuric acid and acetic acid produces 3-aminocarbazole 4 (Tetrahedron 2003, 59, 1265). Example D: Dibenzofuran-1, 3,7,9-tetraol is obtained from the following synthetic strategy: 2 1-1 The reaction of 1, 3,5-trimethoxybenzene (CAS 621-23-8) with iodine results in Compound 1 (J. Antibiot., 2000, 53, 959). The reaction of compound 1 with copper yields compound 2 (J. Antibiot., 2000, 53, 959). The reaction of Compound 2 with hydroiodic acid results in dibenzo [b, d] furan-1, 3,7,9-tetrol 1-1 (J. Antibiot., 2000, 53, 959). Example E: Dibenzo [b, d] furan-1,3-diol is obtained from the following synthetic strategy: NaOMe 1-2 The reaction of 2-coumarin (CAS 553-86-6) with methyl (triphenylphosphoramylidene) acetate (CAS 2605-67-6) results in Compound 1 (Aust. J. Chem., 1975, 28, 1097). Reaction of Compound 1 with acetyl chloride (CAS 75-36-5) results in Compound 2 (J. Chem. Soc, Perkin Trans 1, 1984, 1605). The reaction of Compound 2 with sodium methylate results in dibenzo [b, d] furan-1,3-diol 1-2 (J. Chem. Soc, Perkin Trans 1, 1984, 1605). Example F: 9H-Carbazole-2,7-diamine, is obtained from the following synthetic strategy: 1-1 The reaction of benzidine dihydrochloride (CAS 531-85-1) with potassium nitrate and sulfuric acid results in Compound 1 (Zhurn, Obsh Khim., 1944, 14, 1019). The reaction of Compound 1 with iron and hydrochloric acid results in Compound 2 (Zhum, Obsh Khim., 1944, 14, 1019). The reaction of Compound 2 with sulfuric acid results in 9H-carbazole-2,7-diamine 1-1 (Zhurn, Obsh Khim., 1944, 14, 1019).

II. Components of the Keratin Coloring Composition The compositions of the invention for the oxidative dyeing of keratin fibers comprise the hair dyeing compound described above in the hair dyeing compositions section and a medium suitable for dyeing. The compositions of the invention may also comprise other components known, conventionally used or in any other form effective for use in oxidative coloring compositions including, but not limited to, dye developer compounds; coupling compounds for the colorant; direct dyes; oxidizing agents; thickeners; chelating agents; pH modifiers and buffering agents; carbonate ion sources and radical scavenger systems; anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, or mixtures thereof; anionic, cationic nonionic, amphoteric or zwitterionic polymers, or mixtures thereof; fragrances; shock absorbers; dispersing agents; peroxide stabilizing agents; natural ingredients, for example, proteins and protein derivatives, and plant materials (for example, extracts of aloe, chamomile and henna); silicones (volatile or non-volatile, modified or unmodified), film-forming agents, ceramides, preservatives; and opaque agents. Some adjuvants mentioned above, but not specifically described below, which are suitable, are listed in the International Cosmetics Dictionary and Handbook (Dictionary and ingredients manual of international cosmetics), (8th edition, published by The Cosmetics, Toiletry, and Fragrance Association (Association of cosmetics, bath products and fragrances), in particular sections 3 (Chemical classes) and 4 (Functions) of vol.2, are useful to identify specific adjuvants to achieve a particular purpose or several purposes.

A. Suitable medium for dyeing The suitable medium for the dye can be selected from water or a mixture of water and at least one organic solvent to dissolve the compounds that normally would not be sufficiently soluble in water. Suitable organic solvents for use herein include, but are not limited to, lower alkanols of C1 to C4 (e.g., ethanol, propanol, isopropanol), aromatic alcohols (e.g., benzyl alcohol and phenoxyethanol); polyols and polyol ethers (eg, carbithols, 2-butoxyethanol), propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, monomethyl ether, hexylene glycol, glycerol, ethoxy glycerol), and propylene carbonate. When present, organic solvents are typically present in an amount ranging from 1% to 30%, by weight, of the composition. Preferred solvents are water, ethanol, propanol, isopropanol, glycerol, 1,2-propylene glycol, hexylene glycol, ethoxydiglycol, and mixtures thereof. Other suitable means for dyeing may include oxidizing agents as described below.

B. Auxiliary developers Suitable developers for use in the compositions described herein include, but are not limited to, p-phenylenediamine derivatives, for example, benzene-1,4-diamine (commonly known as p-phenylenediamine), 2-methylbenzene -1,4-diamine, 2-chlorobenzene-1,4-diamine, N-phenyl-benzene-1,4-diamine, N- (2-ethoxyethyl) benzene-1,4-diamine, 2- (4- aminophenyl) - (2-hydroxyethyl) -amino] -ethanol, (commonly known as N, N-bis (2-hydroxyethyl) -p-phenylenediamine) (2,5-diaminophenyl) -methanol, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, 2- (2 , 5-diaminophenyl) -ethanol, N- (4-aminophenyl) benzene-1,4-diamine, 2,6-dimethylbenzene-1,4-diamine, 2-isopropyl-benzene-1,4-diamine, 1 - [(4-aminophenyl) amino] - propan-2-ol, 2-propyl-benzene-1,4-diamine, 1,3-bis [(4-aminophenyl) (2-hydroxyethyl) amino] propan-2-ol, N4, N4,2-trimethylbenzene- 1,4-diamine, 2-methoxybenzene-1,4-diamine, 1- (2,5-diaminophenyl) ethane-1,2-diol, 2,3-dimethylbenzene-1,4-diamine, N- (4- amino-3-hydroxyphenyl) -acetamide, 2,6-diethylbenzene-1, 4-diamine, 2,5-dimethylbenzene-1,4-diamine, 2-thien-2-ylbenzene-1,4-diamine, 2-thien -3- ilbenzene-1,4-diamine, 2-pyridin-3-ylbenzene-1,4-diamine, 1,1 '-biphenyl-2,5-diamine, 2- (methoxymethyl) benzene-1,4-diamine , 2- (aminomethyl) benzene-1,4-diamine, 2- (2,5-diaminophenoxy) ethanol, N- [2- (2,5-diaminophenoxy) ethyl] -acetamide, N, N-dimethylbenzene-1, 4-diamine, N, N-diethylbenzene-1,4-diamine, N, N-dipropylbenzene-1,4-diamine, 2 - [(4-aminophenyl) (ethyl) amino] ethanol, 2 - [(4-amino -3-methyl-phenyl) - (2-hydroxyethyl) -amino] -ethanol, N- (2-methoxyethyl) -benzene-1,4-diamine, 3 - [(4-aminophenyl) amin or] propan-1-ol, 3 - [(4-aminophenyl) -amino] propane-1,2-diol, N-. { 4 - [(4-aminophenyl) amino] butyl} benzene-1, 4-diamine, and 2- [2- (2- { 2 - [(2,5-diaminophenyl) -oxy] ethoxy} ethoxy) ethoxy] benzene-1,4-diamine; 1,3-Bis (N (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol; 2,2 '- [1,2-ethanediyl-bis- (oxy-2,1-ethanediyloxy)] - bis-benzene-1,4-diamine; N, N-bis (2-hydroxyethyl) -p-phenyl-indiamine; p-aminophenol derivatives such as: 4-aminophenol (commonly known as p-aminophenol), 4-methylaminophenol, 4-amino-3-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-1-hydroxy-2- (2'-hydroxyethylamomethyl) benzene, 4-amino-2-methoxymethylphenol, 5-amino-2-hydroxybenzoic acid, 1- (5-amino-2-hydroxyphenyl) -ethane-1,2-diol, 4-amino-2- (2-hydroxyethyl) -phenol, 4-amino-3- (hydroxymethyl) phenol, 4-amino-3-fluoro-phenol, 4-amino-2- (aminomethyl) -phenol, 4-amino-2-fluoro-phenol; 1-hydroxy-2,4-diaminobenzene; 1- (2'-hydroxyethyloxy) -2,4-diammonobenzene; 2,4-diamino-5-methylfenetol; o-phenylenediamine derivatives such as: 3,4-diaminobenzoic acid and salts thereof; o-aminophenol derivatives such as: 2-aminophenol (commonly known as o-aminophenol), 2,4-diaminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, N- (4-amino-3) -hydroxyphenyl) -acetamide, and 2-amino-4-methylphenol; and heterocyclic derivatives such as: pyrimidine-2,4,5,6-tetraamine (commonly known as 2,4,5,6-tetraaminopyridine), 1-methyl-1 H-pyrazole-4,5-diamine, 2- ( 4,5-diamino-1 H-pyrazol-1-yl) ethanol, N 2, N 2 -dimethylpyridine-2,5-diamine, 2 - [(3-amino-6-methoxypyridin-2-yl) amino] ethanol, 6 -methoxy-N2-methyl-pyridine-2,3-diamine, 2,5,6-tri- aminopyrimidin-4 (1 H) -one, pyridine-2,5-diamine, 1-isopropyl-1 H-pyrazole- 4,5-diamine, 1- (4-methylbenzyl) -1H-pyrazole-4,5-diamine, 1 - (benzyl) -1H-pyrazole-4,5-diamine, 1- (4-chlorobenzyl) - 1 H-pyrazole-4,5-diamine, pyrazolo [1,5-a] -pyrimidine-3,7-diamine, 5,6,7-trimethylpyrazolo [1,5-a] pyrimidin-3-ylamine hydrochloride, 7-Methylpyrazolo [1,5-a] pyrimidin-3-ylamine hydrochloride, 2,5,6,7-teramethyl-pyrazolo [1,5-a] pyrimidin-3-ylamine hydrochloride, 5,7- hydrochloride di-tert-butyl-pyrazolo [1,5-a] pyrimidin-3-ylamine, 5,7-di-trifluoromethyl-pyrazolo [1,5-a] pyrimidin-3-ylamine hydrochloride, 2-methylpyrazolohydrochloride [ 1,5-a] pyrimidine-3,7-diamine; 4-hydroxy-2,5,6-triaminopyrimidine; 1- (2'-Hydroxyethyl) -amino-3,4-methylenedioxybenzene; and 1-hydroxyethyl-4,5-diaminopyrazole sulfate. Other developers are selected from the group comprising? / - (3-furylmethyl) benzene-1,4-diamine; N-thiophen-3-ylmethylbenzene-1,4-diamine; ? / - (2-furylmethyl) benzene-1,4-diamine; N-thiophen-2-ylmethylbenzene-1,4-diamine; 4-hydroxybenzoic acid (2,5-diaminobenzylidene) -hydrazide; 3- (2,5-diaminophenyl) -N-ethyl-acrylamide; 2- [3- (3-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (4-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- (6-methylpyridin-2-yl) -benzene-1,4-diamine; 2-pyridin-2-yl-benzene-1,4-diamine; 2- [3- (4-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (3-aminophenylamino) -propenyl] -benzene-1,4-diamine; 3- (2,5-diaminophenyl) -N-ethyl-acrylamide; 2-thiazol-2-yl-benzene-1,4-diamine; 4-hydroxybenzoic acid (2,5-diaminobenzylidene) -hydrazide; 3'-fluorobiphenyl-2,5-diamine; 2-propenyl-benzene-1,4-diamine; 2'-chloro-biphenyl-2,5-diamine; N-thiophen-3-ylmethylbenzene-1,4-diamine; ? / - (3-furylmethyl) benzene-1,4-diamine; 4'-methoxy-biphenyl-2,5-diamine; N- (4-aminobenzyl) -benzene-1,4-diamine; 2-methyl-5 - [(1-H-pyrrol-2-ylmethyl) -amino] -phenol; 5 - [(furan-2-ylmethyl) -amino] -2-methylphenol; 5-isopropylamino-2-methylphenol; biphenyl-2,4,4'-triamine hydrochloride; 5- (4-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 5-phenylaminomethylbenzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3,5-diaminobenzylamino) -phenoxy] -ethanol hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; N- (2-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethylbenzene-1,3-diamine hydrochloride; 2 - [(3-amlnophenylamino) -methyl] -phenol hydrochloride; 4-amino-2-propylaminomethylphenol hydrochloride; N-Benzo [1, 3] dioxol-5-ylmethylbenzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2 H -pyrrazol-3-yl] -3- (5-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol hydrochloride; 4-thiophene-3-l-benzene-1,3-diamine hydrochloride; 5-phenylaminomethylbenzene-1,3-diamine hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 4-thiophen-3-yl-benzene-1,3-diamine hydrochloride; 2 ', 4'-diaminobiphenyl-4-ol hydrochloride; 5-cyclobutylamino-2-methylphenol hydrochloride; 5-cyclobutylamino-2-methylphenol hydrochloride; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 5-allylaminomethylbenzene-1,3-diamine hydrochloride; N- (4-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N- (4-methoxybenzyl) -benzene-1,3-diamine hydrochloride; N-thiophen-2-ylmethylbenzene-1,3-diamine hydrochloride; 4-amino-2 - [(2-hydroxy-5-nitro-phenylamino) -methyl] -phenol hydrochloride; 2 ', 4'-diaminobiphenyl-4-ol hydrochloride; biphenyl-2,4,4'-triamine; 5- (4-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3,5-diaminobenzylamino) -phenoxy] -ethanol hydrochloride; 5-allylaminomethylbenzene-1,3-diamine hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; N- (4-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N- (2-aminobenzyl) -benzene-1,3-diamine hydrochloride; N- (4-methoxybenzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethylbenzene-1,3-diamine hydrochloride; 2 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N-thiophen-2-ylmethylbenzene-1,3-diamine hydrochloride; N-Benzo [1, 3] dioxol-5-ylmethylbenzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (5-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4- amino-2-propylaminomethylphenol hydrochloride; 4-amino-2- (isopropylamino-methy) -phenol hydrochloride; 4-amino-2 - [(2-hydroxy-5-nitro-phenylamino) -methyl] -phenol hydrochloride; 2-methyl-5 - [(1-H-pyrrol-2-ylmethyl) -amino] -phenol; 5 - [(furan-2-ylmethyl) -amino] -2-methylphenol; 5-isopropylamino-2-methylphenol; 5-cyclobutylamino-2-methylphenol hydrochloride; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; and 5-cyclobutylamino-2-methylphenol. Preferred developers include, but are not limited to: p-phenylenediamine derivatives such as 2-methylbenzene-1,4-diamine; benzene-1, 4-diamine; 1- (2,5-diaminophenyl) -ethanol; 2- (2,5-diaminophenyl) -ethanol; N- (2-methoxyethyl) benzene-1,4-diamine; 2 - [(4-aminophenyl) - (2-hydroxyethyl) -amino] -ethanol; 1 - (2,5-diaminophenyl) ethane-1,2-diol; 1- (2'-hydroxyethyl) -2,5-diaminobenzene; 1,3-Bis (N (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol; 2,2 '- [1,2-ethanediyl-bis- (oxy-2,1-ethanediyloxy)] - bis-benzene-1,4-diamine; N, N-bis (2-hydroxyethyl) -p-phenyl-indiamine; and mixtures thereof, p-aminophenol derivatives such as: 4-aminophenol, 4-methylaminophenol, 4-amino-3-methylphenol, 4-amino-2-methoxymethylphenol; 1- (5-amino-2-hydroxyphenyl) -ethane-1,2-diol; 1-hydroxy-2,4-diaminobenzene; 1- (2'-hydroxyethyloxy) -2,4-d-aminobenzene; 4-amino-2-aminomethylphenol; 2,4-diamino-5-methylfenetol; 4-amino-1-hydroxy-2- (2'-hydroxyethylaminomethyl) benzene; 1-methoxy-2-amino-4- (2'-hydroxyethylamino) benzene; 5-aminosalicylic acid and its salts; and mixtures thereof, o-phenylenediamine derivatives such as: 3,4-diaminobenzoic acid and salts thereof; o-aminophenol derivatives such as: 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, N- (4-amino-3-hydroxyphenyl) -acetamide; 2-amino-4-methylphenol; and mixtures thereof, and heterocyclic derivatives such as: pyrimidine-2,4,5,6-tetraamine; 1-methyl-1 H-pyrazole-4,5-diamine; 2- (4,5-diamino-1 H-pyrazol-1-yl) ethanol; 1- (4-methylbenzyl) -1 H-pyrazole-4,5-diamine; 1- (benzyl) -1 H-pyrazole-4,5-diamine; N2, N2-dimethylpyridine-2,5-diamine; 4-hydroxy-2,5,6-triaminopyrimidine; 1- (2'-Hydroxyethyl) -amino-3,4-methylenedioxybenzene; and 1-hydroxyethyl-4,5-diaminopyrazole sulfate; and mixtures of these.

The most preferred developers include 2-methylbenzene-1,4-diamine; benzene-1, 4-diamine; N, N-bis (2-hydroxyethyl) -p-phenylenediamine; 4-aminophenol; 4-methylaminophenol; 4-amino-3-methylphenol; 1-hydroxy-2,4-diaminobenzene; 2-aminophenol; 2-amino-5-methylphenol; 2-amino-6-methylphenol; 1-methyl-1 H-pyrazole-4,5-diamine; 1-hydroxyethyl-4,5-diaminopyrazole sulfate; 2- (4,5-diamino-1 H-pyrazol-1-yl) ethanol; and mixtures of these.

O Auxiliary coupling agents Coupling agents suitable for use in the compositions described herein include, but are not limited to, phenols, resorcinol and naphthol derivatives such as naphthalene-1,7-diol, benzene-1, 3- diol, 4-chlorobenzene-1,3-dol, naphthalene-1-ol, 2-methylnaphthalene-1-ol, naphthalene-1,5-diol, naphthalene-2,7-diol, benzene-1,4-diol, 2-methylbenzene-1,3-diol, 7-amino-4-hydroxynaphthalene-2-sulfonic acid, 2-isopropyl-5-methylphenol, 1, 2,3,4-tetrahydro-naphthalene-1,5-diol, acid 2-chlorobenzene-1,3-diol, 4-hydroxynaphthalene-1-sulphonic acid, benzene-1, 2,3-triol, naphthalene-2,3-diol, 5-dichloro-2-methylbenzene-1, 3 -diol, 4,6-dichlorobenzene-1,3-diol and 2,3-dihydroxy- [1,4] naphthoquinone; and 1-acetoxy-2-methylnaphthalene; m-phenylenediamines such as: 2,4-diaminophenol, benzene-1,3-diamine, 2- (2,4-diaminophenoxy) -ethanol, 2 - [(3-aminophenyl) - (2-hydroxyethyl) -amino ] -ethanol, 2-methylbenzene-1,3-diamine, 2 - [[2- (2,4-diaminophenoxy) -ethyl] - (2-hydroxyethyl) -amino] -ethanol, 4-. { 3 - [(2,4-diaminophenyl) oxy] propoxy} benzene-1, 3-diamine, 2- (2,4-diaminophenyl) -ethanol, 2- (3-amino-4-methoxyphenylamino) -ethanol, 4- (2-aminoethoxy) -benzene-1,3-diamine, (2,4-diaminophenoxy) -acetic acid, 2- [2,4-diamino-5- (2-hydroxy-ethoxy) -phenoxy] -ethanol, 4-ethoxy-6-methylbenzene-1,3-diamine, 2 - (2,4-diammino-5-methy1-phenoxy) -ethanol, 4,6-dimethoxybenzene-1,3-diamine, 2- [3- (2-hydroxyethylamino) -2-methylphenylamino-ethanol, 3- (2,4-dlaminophenoxy) -propan-1-ol, N- [3- (dimethylamino) phenyl] urea, 4-methoxy-6-methylbenzene-1,3-diamine, 4-fluoro-6-methylbenzene-1, 3-diamine, 2- ( { 3 - [(2-hydroxyethyl) amino] -4,6-dimethoxyphenyl}. -amino) ethanol, 3- (2,4-diaminophenoxy) -propane-1, 2- diol, 2- [2-amino-4- (methylamino) -phenoxy] ethanol, 2 - [(5-amino-2-ethoxy-phenyl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(3 -aminophenyl) amino] ethanol, 2,4-diamino-5- (2'-hydroxyethyloxy) toluene; N, N-dimethyl-3-ureidoaniline; N- (2-aminoethyl) benzene-1,3-diamine, 4-. { [(2,4-diaminophenyl) oxy] methoxy} - benzene-1, 3-diamine, 1-methyl-2,6-bis (2-hydroxyethylamino) benzene; and 2,4-dimethoxybenzene-1,3-diamine; m-aminophenols such as: 3-aminophenol, 2- (3-hydroxy-4-methylphenylamino) -acetamide, 2- (3-hydroxyphenylamino) -acetamide, 5-amino-2-methylphenol, 5- (2-hydroxyethylamino) - 2-methylphenol, 5-amino-2,4-dichlorophenol, 3-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 5-amino-2- (2-hydroxy-ethoxy) -phenol, 2-chloro-5- (2,2,2-trifluoro-ethylamino) -phenol, 5-amino-4-chloro-2-methylphenol, 3-cyclopentylaminophenol, 5 - [(2-hydroxyethyl) amino] -4-methoxy -2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 3- (dimethylamino) phenol, 3- (diethylamino) phenol, 5-amino-4-fluoro-2-methylphenol, 5-amino-4-ethoxy -2-methylphenol, 3-amino-2,4-dichlorophenol, 3 - [(2-methoxyethyl) amlno] phenol, 3 - [(2-hydroxyethyl) amino] phenol, 5-amino-2-ethyl-phenol, -amino-2-methoxyphenol, 5 - [(3-hydroxypropyl) amino] -2-methylphenol, 3 - [(3-hydroxy-2-methylphenyl) -amino] propane-1,2-diol and 3 - [(2 -hydroxyethyl) amino] -2-methylphenol, and 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) aminobenzene; 1,3-bis- (2,4-diaminophenoxy) propane; 1-hydroxy-2-methyl-5-amino-6-chlorobenzene; and heterocyclic derivatives such as: 3,4-dlhydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, 6-methoxyquinoline- 8-amine, 4-methylpyridine-2,6-diol, 2,3-dihydro-1,4-benzodioxin-5-ol, 1,3-benzodioxol-5-ol, 2- (1,3-benzodioxol-5) -amino) ethanol, 3,4-dimethylpyridine-2,6-diol, 5-chloropyridine-2,3-diol, 2,6-dimethoxypyridine-3,5-diamine, 1,3-benzodioxol-5-amine, 2 -. { [3,5-diamino-6- (2-hydroxy-ethoxy) -pyridin-2-yl] oxy} -ethanol, 1 H-lndol-4-ol, -amino-2,6-dimethoxypyridin-3-ol, 1 H -indole-5,6-diol, 1H-indol-7-ol, 1 H-indol-5-ol, 1H-indol-6-ol, 6-bromo-1,3-benzodioxol-5-ol, 2-aminopyridin-3-ol, pyridine-2,6-diamine, 3 - [(3,5-diaminopyridin-2-yl) oxy] propane-1, 2-diol, 5 - [(3,5-diaminopyridin-2-yl) oxy] pentane-1,3-diol, 1 H-indole-2,3-dione, indollna-5,6-diol, 3.5 -dimethoxypyridine-2,6-diamine, 6-methoxypyridine-2,3-diamine; 3,4-dihydro-2H-1,4-benzoxazin-6-amine; 4-hydroxy-N-methylindol, 1 H-5-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo [1,5-b] -1, 2,4- triazole, 2,6-dimethyl [3,2-c] -1, 2,4-triazole, 6-methylpyrazolo- [1,5-a] benzimidazole, 2,6-dihydroxypyridine, 2,6-dihydroxy-3 , 4- dimethylpyridine, 5-methylopyrazolo [5,1-e] -1, 2,3-triazole, 5-methyl-6-chloropyrazolo [5,1-e] -1, 2,3, -triazole, 5- phenylpyrazolo [5,1-e] -1,3,3-triazole and its addition salts, tosylate of 1H-2,6-dimethylpyrazolo [1,5-b] -1,2,4-triazole, 7,8-dicyano 4-methylimidazole- [3,2-a] imidazole, 2,7-dimethylpyrazolo [1,5-a] pyrimidin-5-one, 2,5-dithmethypyrazolo [1,5-a] pyrimidine- 7-one, and 2-methyl-5-methoxymethyl-pyrazolo [1,5-a] pyrimidin-7-one; 6-hydroxybenzomorpholine; and 3-amino-2-methylamino-6-methoxypyridine; 1-Phenyl-3-methyl-5-pyrazolone-2,4-dihydro-5,2-phenyl-3H-pyrazol-3-one. Other coupling agents are selected from the group comprising? / - (3-furylmethyl) benzene-1,4-diamine; N-thiophen-3-ylmethylbenzene-1,4-diamine; ? / - (2-furylmethyl) benzene-1,4-diamine; N-thiophen-2-ylmethylbenzene-1,4-diamine; 4-hydroxybenzoic acid (2,5-diaminobenzylidene) -hydrazide; 3- (2,5-diaminophenyl) -N-ethyl-acrylamide; 2- [3- (3-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (4-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- (6-methylpyridin-2-yl) -benzene-1,4-diamine; 2-pyridin-2-yl-benzene-1,4-diamine; 2- [3- (4-aminophenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (3-aminophenylamino) -propenyl] -benzene-1,4-diamine; 3- (2,5-diaminophenyl) -N-ethyl-acrylamide; 2-thiazol-2-yl-benzene-1,4-diamine; 4-hydroxybenzoic acid (2,5-diaminobenzylidene) -hydrazide; 3'-fluorobiphenyl-2,5-diamine; 2-propenyl-benzene-1,4-diamine; 2'-chloro-biphenyl-2,5-diamine; N-thiophen-3-ylmethylbenzene-1,4-diamine; ? / - (3-furylmethyl) benzene-1,4-diamine; 4'-methoxy-biphenyl-2,5-diamine; N- (4-aminobenzyl) -benzene-1,4-diamine; 2-methyl-5 - [(1 -H-pyrrol-2-ylmethyl) -amino] -phenol; 5 - [(furan-2-ylmethyl) -amino] -2-methylphenol; 5-isopropylamino-2-methylphenol; biphenyl-2,4,4-triamine hydrochloride; 5- (4-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 5-phenylaminomethylbenzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3,5-diaminobenzylamino) -phenoxy] -ethanol hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; N- (2-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethylbenzene-1,3-diamine hydrochloride; 2 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; • 4-amino-2-propylaminomethylphenol hydrochloride; N-benzo [1,3] dioxol-5-lmethylbenzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (5-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol hydrochloride; 4-thiophen-3-yl-benzene-1,3-diamine hydrochloride; 5- phenylaminomethylbenzene-1,3-d-amine hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 4-thiophen-3-yl-benzene-1,3-diamine hydrochloride; 2 ', 4'-diaminobiphenyl-4-ol hydrochloride; 5-cyclobutylamino-2-methylphenol; 5-cyclobutylamino-2-methylphenol; 4- amino-2- (pyridin-3-ylaminomethyl) -phenol; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 5-allylaminomethylbenzene-1,3-d-amine hydrochloride; N- (4-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N- (4-methoxybenzyl) -benzene-1,3-diamine hydrochloride; N-thiophen-2-ylmethylbenzene-1,3-diamine hydrochloride; 4-amino-2 - [(2-hydroxy-5-nitro-phenylamino) -methyl] -phenol hydrochloride; 2 ', 4'-diaminobiphenyl-4-ol hydrochloride; biphenyl-2,4,4'-triamine; 5- (4-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3,5-diaminobenzylamino) -phenoxy] -ethanol hydrochloride; 5-allylaminomethylbenzene-1,3-diamine hydrochloride; 5- (3-aminophenyl) aminomethylbenzene-1,3-diamine hydrochloride; N- (4-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-benzyl-benzene-1,3-diamine hydrochloride; 3 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N- (2-aminobenzyl) -benzene-1,3-diamine hydrochloride; N- (4-methoxybenzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethylbenzene-1,3-diamine hydrochloride; 2 - [(3-aminophenylamino) -methyl] -phenol hydrochloride; N-thiophen-2-ylmethylbenzene-1,3-diamine hydrochloride; N-benzo [1,3] dioxol-5-ylmethylbenzene-1,3-d-amine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (5-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4-amino-2-propylaminomethylphenol hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol hydrochloride; 4-amino-2 - [(2-hydroxy-5-nitro-phenylamino) -methyl] -phenol hydrochloride; 2-methyl-5 - [(1-H-pyrrol-2-ylmethyl) -amino] -phenol; 5 - [(furan-2-ylmethyl) -amino] -2-methylphenol; 5-isopropylamino-2-methylphenol; 5-cyclobutylamino-2-methylphenol; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; and 5-cyclobutylamino-2-methylphenol. Preferred coupling agents include, but are not limited to, phenol, resorcinol, and naphthol derivatives such as naphthalene-1,7-diol, benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalene -1-ol, 2-methylnaphthalene-1-ol, naphthalene-1, 5-diol, naphthalene-2,7-diol, benzene-1,4-diol, 2-methylbenzene-1,3-diol and 2-isopropyl -5-methylphenol; 1,2,4-trihydroxybenzene; 1-acetoxy-2-methylnaphthalene; and mixtures of these; m-phenylenediamine derivatives such as: benzene-1,3-diamine, 2- (2,4-diaminophenoxy) -ethanol, 4-. { 3 - [(2,4-diaminophenyl) oxy] propoxy} benzene-1,3-diamine, 2- (3-amino-4-methoxyphenylamino) -ethanol, 2- [2,4-diamino-5- (2-hydroxy-ethoxy) -phenoxy] -ethanol and 3- (2 , 4-diaminophenoxy) -propane-1-ol; 2,4-diamino-5- (2'-hydroxyethyloxy) toluene; N, N-dimethyl-3-ureidoaniline; 2,4-diamino-5-fluorotoluene sulfate hydrate; 1-methyl-2,6-bis (2-hydroxyethylamino) benzene; and mixtures thereof, m-aminophenol derivatives such as 3-aminophenol, 5-amino-2-methylphenol, 5- (2-hydroxyethylamino) -2-methylphenol, and 3-amino-2-methylphenol; 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) aminobenzene; 1-hydroxy-3-amino-2,4-dichlorobenzene; 1,3-bis- (2,4-diaminophenoxy) propane; 1-hydroxy-2-methyl-5-amino-6-chlorobenzene; 5-amino-4-chloro-2-methylphenol; and mixtures thereof, and heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one , 1, 3-benzodioxol-5-ol, 1,3-benzodioxol-5-amine, 1 H -indole-4-ol, 1 H -indole-5,6-diol, 1H-indole-7-ol, 1 H-indol-5-ol, 1H-indol-6-ol, 1 H-indole-2,3-dione, pyridine-2,6-diamine, 2-aminopyridin-3-ol, 4-hydroxy-N-methylindole , 1 H-5-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo [1,5-b] -1,2,4-triazole, 2,6-dimethyl [3,2-c] -1,2,4-triazole, 6-methyloxyzolo- [1,5-a] benzimidazole; 2,6-dihydroxypyridine; 2,6-dihydroxy-3,4-dimethylpyridine; 6- hydroxybenzomorpholine; 2,6-dihydroxy-3,4-dimethylpyridine; 3,5-diamino-2,6-dimethoxypyridine; 3- amino-2-methylamino-6-methoxypyridine; 1-phenyl-3-methyl-5-pyrazolone-2,4-dihydro-5,2-phenyl-3H-pyrazol-3-one; and mixtures of these. More preferred coupling agents include: benzene-1,3-diol; 4-chlorobenzene-1,3-diol; 2-methylbenzene-1,3-diol; benzene-1, 3-diamine; 3-aminophenol; 5-amino-2-methylphenol; 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) aminobenzene; 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one; 2-aminopyridin-3-ol; 1-phenyl-3-methylpyrazol-5-one; 1-phenyl-3-methyl-5-pyrazolone-2,4-dihydro-5,2-phenyl-3H-pyrazol-3-one; and mixtures of these. Other preferred developers and coupling agents include 5-methoxymethyl-2-aminophenol, 5-ethyl-2-aminophenol, 5-phenyl-2-aminophenol and 5-cyanoethyl-2-aminophenol. Other preferred developers and coupling agents include keratin dye compounds which are heteroaromatic and 5-membered with one, two or three heteroatoms in accordance with the following compounds: wherein Z is selected from the group comprising S and O; wherein Y is selected from the group comprising NA1, S and O; bicyclic keratin dye compounds fused 5-5 heteroaromatics with two or three heteroatoms in accordance with the following compounds: wherein Y and Z are independently selected from the group comprising NA1, S and O; 5-5 bicyclic fused heteroaromatic compound having a ring nitrogen in accordance with the following formulas: (VII) (HIV) (IX) wherein Y is selected from the group comprising S and O; 5-6-5 heteroaromatic tricyclic keratin dye compounds having two heteroatoms in accordance with the following formulas: (i) (ll) (III) (IV) wherein Y and Z are selected from the group comprising NA1, S and O; 5-6 bicyclic keratin dye heteroaromatics with one nitrogen at the ring-bond and one or two additional heteroatoms according to the following formulas: (X) (XI) (XII) (XIII) (XIV) (XV) 6-6-6 tricyclic fused keratin dye heteroaromatics having a heteroatom according to the following formula: wherein Y is independently selected from the group comprising NA1, S and O; Aza-heteroaromatic 5-membered keratin dye compounds with an N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: wherein B- ?, B2, B3 and B4 are selected from the group comprising CH and N; wherein the corresponding R1, R2, R3 and R4 are absent when B is N; Keratin coloring compounds with bicyclic 5-6 aza-heteroaromatic systems wherein the 5-membered rings have one to three nitrogen atoms and a N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: wherein B1 and B2 are independently selected from CH or N; wherein the corresponding R1 and R2 are absent when B is N; Bicyclic keratin dye compounds fused aza-heteroaromatics 5-5 with an N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: Bicyclic keratin dye compounds fused aza-heteroaromatics 5-5 having a nitrogen at the link between rings and a N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: Vllb, d Villa. c Vlllb, d IXa, c, and IXb, d, f Xa, c Xb, d Bicyclic keratin dye compounds fused aza-heteroaromatics 5-5 having a nitrogen at the ring linkage and an N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: A B wherein B ^ B2, B3, B4 and B5 are selected from the group comprising CH and N; wherein the corresponding R1, R2, R3, R4 and R5 are absent when B is N; N-oxides of six-membered rings with one or two nitrogen atoms in accordance with the following formulas: IV v vi Vil Bicyclic keratin dye compounds fused aza-heteroaromatics 6-6 (0: 1, 0: 2, 1: 1, 1: 2) with one or two N-oxides, in accordance with the following formulas: XXXVII XXXVIII XXXIX XXXX XXXXIV Heteroaromatic fused bicyclic compounds 5-5 with a nitrogen (1: 0, 1: 1, 2: 0, 2: 1) at the ring junction, in accordance with the following formulas: (IV) (V) (VI) (VII) VIII) (IX) XI) (XII) (XIII) (XIV) (XV) wherein Y is selected from the group comprising CH2, NR7, O or S; coloring compounds and derivatives of these bicyclic fused heteroaromatics 5-5 (1: 2) of Keratin N-oxide, in accordance with the following formulas: (0 (II) (III) wherein Y and Z are selected from the group comprising NR5, O and S, mono-N-oxide derivatives of 5-6 heterocyclic fused bicyclic compounds and derivatives thereof, in accordance with the following formulas: (i) (ll) (lll) (IV) (V) (VI) where Y is O, NR5 or S; Derivatives of mono or di-N-oxide of fused bicyclic heteroaromatic compounds 5-6 (2: 0, 3: 0, 2: 1, 3: 1) and derivatives thereof, according to the following formulas: (XVI) wherein Y is selected from the group comprising NR8, O or S; N-oxide derivatives of fused bicyclic heteroaromatic compounds 5-6 with a nitrogen at the ring-bond (0: 1, 1: 0 &1: 1) and derivatives thereof, according to the following formulas: O) (ii) (lll) (IV) (V) (VI) (XVI) (XVII) (XVIII) (XVIX) (XX) (XXI) wherein all the R groups mentioned above are the same or different and are selected from the group comprising: (a) Monovalent substituents with C-bonds selected from the group comprising: (i) aliphatic, heteroaliphatic or hetero-olefinic systems unsubstituted or substituted with alkyls branched or straight-chain, mono- or poly-unsaturated alkyls or heteroalkyl, (ii) mono- or polycyclic substituted or unsubstituted aliphatic, aryl or heterocyclic systems, and (iii) mono-, poly- or perfluoroalkyl substituted or unsubstituted systems; wherein said systems of (i), (ii) and (iii) comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P, and Si; wherein the substituents of the substituted systems of the monovalent substituents with carbon bonds are selected from the group comprising amino, hydroxyl, linear (C1-C5) alkylamino, branched, or cyclic, dialkylamino (linear, branched, or cyclic Cl-C5) ), hydroxyalkylamino (linear, branched, or cyclic C 1 -C 5), dihydroxyalkylamino (linear, branched, or cyclic C 1 -C 5), arylamino or substituted arylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), and heteroarylmethylamino or substituted heteroarylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 alkoxy -C5, trifluoromethyl, amino, C1-C5 alkylamino), (b) monovalent substituents with S-bonds selected from the group comprising SA1, SO2A1, SO3A1, SSA1, SOA1, SO2NA1A2, SNA1 A2 and SONA1A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N-bonds selected from the group comprising NA1 A2, (NA1A2A3) +, NA1OA2, NA1SA2, NO2, N = NA1, N = NOA \ NA1CN and NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) monovalent fluoroalkyl substituents selected from the group comprising mono, poly, and perfluoroalkyl systems comprising from about 1 to about 12 carbon atoms and from about 0 to about 4 heteroatoms; and (g) hydrogen, wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising: H; aliphatic, heteroaliphatic, or heteroolefinic systems unsubstituted or substituted with straight or branched chain alkyls, mono- or polyunsaturated heteroalkyls or alkyls; aliphatic mono- or polycyclic, aryl, or substituted or unsubstituted heteroaryl systems; and mono, poly, or substituted or unsubstituted perfluoroalkyl systems, or A1 and A2 together with nitrogen atoms to which they are attached form a ring; wherein said systems comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P, and Si; wherein X is a halogen selected from the group comprising F, Cl, Br, and I.

D. Direct dyes The compositions of the invention may also comprise compatible direct dyes, in an amount sufficient to provide additional color, in particular with respect to intensity. Typically, this amount will vary from 0.05% to 4%, by weight, of the composition. Suitable direct dyes include, but are not limited to, Acid Yellow 1, Acid Orange 3, Dispersed Red 17, Basic Coffee 17, Acid Black 52, Acidic black 1, Dispersed violet 4, 4-nitro-o-phenylenediamine, 2-nitro-p-phenylenediamine, picric acid, Red HC no. 13, 1, 4-bis- (2'-hydroxyethyl) -amino-2-nitrobenzene, Yellow HC no. 5, Red HC no. 7, Blue HC no. 2, Yellow HC no. 4, Yellow HC no. 2, Orange HC no. 1, Red HC no. 1, 2-chloro-5-nitro-N-hydroxyethyl-p-phenylenediamine, Red HC no. 3, 4-amino-3-nitrophenol, 2-hydroxyethylamino-5-nitroanisole, 3-nitro-p-hydroxyethylaminophenol, 2-amino-3-nitrophenol, 6-nitro-o-toluldin, 3-methylamino-4-nitrophenoxyethanol, 2-nitro-5-glycerimethylamine, Yellow HC no. 11, Violet HC no. 1, Orange HC no. 2, Orange HC no. 3, Yellow HC no. 9, 4-nitrophenyl aminoethylurea, Red HC no. 10, Red HC no. 11, 2-hydroxyethyl picric acid, HC Blue no. 12, Yellow HC no. 6, hydroxyethyl-2-nitro-p-toluidine, Yellow HC no. 12, Blue HC no. 10, Yellow HC no. 7, Yellow HC no. 10, Blue HC no. 9, N-ethyl-3-nitro PABA, 4-amino-2-nitrophenylamine-2'-carboxylic acid, 2-chloro-6-ethalamino-4-nitrophenol, 6-nitro-2,5-pyridinediamine , Violet HC no. 2, 2-amino-6-chloro-4-nitrophenol, 4-hydroxypropylamino-3-nitrophenol, Yellow HC no. 13, 1, 2,3,4-tetrahydro-6-nitroquinoxalin, Red HC no. 14, Yellow HC no. 15, Yellow HC no. 14, 3-amino-6-methylamino-2-nitropyridine, 2,6-diamino-3 - ((pyridine-3-yl) azo) pyridine, Basic red no. 118, Basic orange no. 69, N- (2-nitro-4-aminophenyl) -allylamine, 4 - [(4-amino-3-methylphenyl) (4-imino-3-methyl-2,5-cyclohexadien-1-ylidene) methyl] - 2-methyl-benzenamine-hydrochloride, 1 H-imidazolium, 2 - [[4- (dimethylamino) phenyl] azo] -1,3-dimethylchloride, pyridinium, 1-methyl-4 - [(methylphenyl-hydrazone) methyl ] -, methyl sulfate, 1 H-imidazolium, 2 - [(4-aminophenyl) azo] -1,3-dimethyl, chloride, Basic Red 22, Basic Red 76, Basic Coffee 16, Basic Yellow 57, 7- ( 2 ', 4'-dimethyl-5, -sulfophenylazo) -5-sulfo-8-hydroxynaphthalene, Orange acid 7, Red acid 33, complex of 1- (3'-nitro-5'-sulfo-6'-oxophenylazo) -oxo-naphthalene chromium, acid yellow 23, acid blue 9, basic violet 14, basic blue 7, basic blue 26, sodium salt or the mixture of mono- and disulfonic acids (mainly the latter) of quinoftlanone or 2-quinolylindandione, basic red 2, Basic blue 99, Disperse red 15, Violet acid 43, Violet disperse 1, Acid blue 62, Pigment Blue 15, Acid Black 132, Basic Yellow 29, Dispersed Black 9, 1- (N-methylmorpholinium-propylamino) -4-hydroxy-anthraquinone methyl sulfate. Blue HC no. 8, Red HC no. 8, Green HC no. 1, Red HC no. 9, 2-hydroxy-1,4-naphthoquinone, Acid Blue 199, Acid Blue 25, Acid Red 4, Henna Red, Indigo, Cochenille, Blue HC 14, Disperse Blue 23, Disperse Blue 3, Violet 2, Disperse Blue 377, Red basic 51, Orange basic 31, Yellow basic 87, and mixtures of these. Preferred direct dyes include, but are not limited to, Dispersed Black 9, Yellow HC 2, Yellow HC 4, Yellow HC 15, 4-nitro-o-phenylenediamine, 2-amino-6-chloro-4-nitrophenol, Red HC 3, Scattered Violet 1, Blue HC 2, Scattered Blue 3, Scattered Blue 377, Basic Red 51, Basic Orange 31, Basic Yellow 87, and mixtures of these.

E. Oxidizing agent The compositions of the invention may comprise an oxidizing agent, present in an amount sufficient to whiten the melanin pigment in the hair or to produce the formation of coloring chromophores from the oxidative dye precursors (including the oxidation agents). coupling or developers, when present).

In general, an amount such as this varies from 1% to 20%, preferably from 3% to 15%, more preferably from 6% to 12%, by weight, of the developer composition. Inorganic peroxide compound materials capable of producing hydrogen peroxide in an aqueous medium are preferred and include, but are not limited to, hydrogen peroxide; inorganic peroxides of alkali metals (eg, sodium periodate and sodium peroxide); organic peroxides (e.g., urea peroxide, melamine peroxide); inorganic perhydrate salt bleaching compounds (for example, alkali metal salts of perborates, percarbonates, perfosphates, persilicates, and persulfate, preferably the sodium salts thereof), which may be incorporated as monohydrates, tetrahydrates, etc .; alkali metal bromates; enzymes; and mixtures of these. Hydrogen peroxide is preferred.

F. Thickeners The compositions of the invention may comprise a thickener in an amount sufficient to provide the composition with a viscosity such that it can be easily applied to the hair without excess draining of the hair and causing a problem. In general, this amount will be at least 0.1%, preferably at least 0.5%, more preferably at least 1% by weight, of the composition. Preferred thickeners for use herein are salt tolerant thickeners and include, but are not limited to, xanthan gum, guar gum, guar hydroxypropyl gum, scleroglucan, methylcellulose, ethylcellulose (distributed as AQUACOTE (TM)), hydroxyethylcellulose (NATROSOL) (TM)), carboxymethylcellulose, hydroxypropylmethylcellulose, microcrystalline cellulose, hydroxybutylmethylcellulose, hydroxypropylcellulose (available as KLUCEL (TM)), hydroxyethylethylcellulose, hydroxyethylcellulose, (available as NATROSOL (TM) Plus 330), N-vinylpyrrolidone (available as POVIDONE (TM)), itaconate copolymer Ceteth-20 / acrylates (available as STRUCTURE (TM) 3001), hydroxypropyl starch phosphate (available as STRUCTURE (TM) ZEA), polycarbamyl polyglycolyester or polyethoxylated urethanes (for example copolymer SMDI / Decil / PEG-150 (available as ACULYN (TM) 44), SMDI / Estearil / PEG-150 copolymer available as ACULYN (TM) 46), trlhydroxystearin (available as THIXCIN (TM)), acrylate copolymer (e.g. available as ACULYN (TM) 33) or hydrophobically modified acrylate copolymers (e.g. methacrylate steareth-20 / acrylates copolymer (available as ACULYN (TM) 22), nonionic amphiphilic polymers comprising at least one fatty chain and at least one hydrophilic unit selected from polyether urethanes comprising at least one fatty chain, and mixtures of ceteth-10 phosphate, dicetyl phosphate and cetearyl alcohol (available as CRODAFOS (TM) CES).

G. Chelants The compositions of the invention may comprise chelants in an amount sufficient to reduce the amount of metals available to interact with the components of the formulation, in particular with oxidizing agents, and more particularly, with peroxides. In general, this amount will vary from at least 0.25%, preferably at least 0.5%, by weight, of the composition. Chelating agents suitable for use herein include, but are not limited to, diamine chelating agents-N'-dipoly acid, monoamine monoamide-N, N'-dipolyzate and N, N'-bis ( 2-hydroxybenzyl) ethylenediamine-N, N'-diacetic (preferably EDDS (ethylenediamineadisuccinic acid)), carboxylic acids (preferably aminocarboxylic acids), phosphonic acids (preferably aminophosphonic acids) and polyphosphonic acids (in particular polyphosphoric acids of straight chain), its salts and derivatives. H. Buffering Agents and pH Modifiers The compositions of the invention may further comprise a buffering agent and / or a pH modifier in an amount that is sufficiently effective to adjust the pH of the composition until it is in the range of 3 to 13. , preferably from 8 to 12, more preferably from 9 to 11. Buffering and / or pH modifiers suitable for use herein include, but are not limited to, ammonia, alkanolamides such as monoethanolamine, diethanolamine, triethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, tripropanolamine, 2-amino-2-methyl-1-propanol and 2-amino-2-hydroxymethyl-1,3-propanediol and guanidium salts, carbonates and hydroxides of ammonium and alkali metal, preferably sodium hydroxide and ammonium carbonate, and acidulants such as organic and inorganic acids, for example phosphoric acid, acetic acid, ascorbic acid, citric acid or tartaric acid, hydrochloric acid co, and mixtures of these.

I. Radical debugging system and carbonate ion source The compositions of the invention may comprise a system comprising a carbonate ion source, carbamate ions and / or hydrocarbonate ions, and a radical scavenger, in sufficient quantity to reduce damage to the hair during the dyeing process. In general, this amount will vary from 0.1% to 15%, preferably from 0.1% to 10%, more preferably from 1% to 7%, by weight of the composition, of the carbonate ion, and from 0.1% to 10%, preferably 1% and 7%, by weight of the composition, of the radical scavenger. Preferably, the radical scavenger is present in an amount such that the ratio of radical scavenger to carbonate ions is from 1: 1 to 1: 4. The radical scavenger is preferably selected so that it is not of a species identical to that of the alkalizing agent. Suitable sources for the ions include, but are not limited to, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, guanidine carbonate, guanidine hydrogen carbonate, lithium carbonate, calcium carbonate, magnesium carbonate, barium carbonate, ammonium carbonate, ammonium hydrogen carbonate and mixtures thereof. The preferred carbonate ion sources are sodium hydrogen carbonate and potassium hydrogen carbonate. Ammonium carbonate and ammonium hydrogen carbonate are also preferred. The radical scavenger is a species that can react with a carbonate radical to convert it through a series of rapid reactions in a less reactive species. Preferably, when the radical scavenger contains an N atom, it has a pKa >; 7 to avoid the protonation of nitrogen. Preferred radical scavengers may be selected from the classes of alkanolamines, amino sugars, amino acids and mixtures thereof, and may include, but are not limited to, monoethanolamine, 3-amino-1-propanol, 4-amino-1-butanol, 5-amino-1-pentanol, 1-amino-2-propanol, 1-amino-2-butanol, 1-amino-2-pentanol, 1-amino-3-pentanol, 1-amino-4-pentanol, 3- amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, glucosamine, N-acetylglucosamine, glycine, arginine, lysine, proline, glutamine, histidine, serine, tryptophan and ammonium, sodium and potassium salts of the above, and mixtures thereof. Other preferred radical scavenging compounds include benzylamine, glutamic acid, imidazole, di-tert-butylhydroxytoluene, hydroquinone, catechol and mixtures thereof. lll. Manufacturing Methods The compounds of this invention can be obtained using conventional methods. A general description of the manner of making the compounds is given above and the specific examples appear below. The compositions of this invention can also be obtained using conventional methods. The keratin dye compositions can be formed as solutions, preferably as aqueous solutions or aqueous solutions of alcohol. The hair coloring product compositions may preferably be formed as thick liquids, creams, gels or emulsions whose composition is a mixture of the coloring compound and other coloring ingredients with conventional cosmetic additive ingredients suitable for the particular preparation.

IV. Methods of use The keratin dyeing compositions of the invention can be used by mixing them with a suitable oxidant, which reacts with the oxidative dye precursors to reveal the hair dye composition. In general, the oxidant is provided in an aqueous composition, which is normally supplied as a separate component of the finished keratin dye system, and is present in a separate container. When mixing the keratin dye composition, the adjuvants are supplied in the hair dye composition as it is applied to the hair to achieve the desired product attributes, e.g. eg, pH, viscosity, rheology, etc. As applied to the hair, the keratin dye composition can be slightly acidic, neutral or alkaline, according to its composition, which has, in general, a pH of 6 to 11, preferably 7 to 10, more preferably 8 to 10. The pH of the developer composition is typically acidic, and in general the pH is from 2.5 to 6.5, preferably from 3 to 5. The pH of the hair compositions can be adjusted using a pH modifier, such as was indicated above. In order to use the keratin dye composition, the compositions described above are mixed immediately before use and a sufficient amount of the mixture is applied to the hair according to the hair abundance, generally 60 to 200 grams. Immediately after the preparation, the hair dye composition is applied to the hair to be dyed and left in contact therewith for an effective period of time to achieve dyeing. Generally, the hair dye composition is allowed to act on the hair for 2 to 60, preferably 15 to 45 and more preferably 30 minutes, at a temperature ranging from 15 ° C to 50 ° C. , the hair is rinsed with water to remove the hair dye composition and then dried. If necessary, the hair is shampooed and rinsed, for example with water or a slightly acidic solution, for example a solution of citric acid or tartaric acid and dried. Optionally, a conditioning product can also be supplied separately. The combination of the composition components for the keratin coloration form a system for dyeing the hair. This system can be supplied as a kit comprising in a single container individual containers of the components of the keratin dye composition or of another hair treatment product, and the instructions for its use.

Examples The following are non-limiting examples of the compositions of the present invention. The examples are provided solely for the purpose of illustration and will not be considered as restrictions of the present invention since, as will be recognized by a person of ordinary skill in the industry, it is possible to effect many variations without departing from the spirit and scope of the invention. In the examples, all concentrations in percent by weight are listed, unless otherwise specified. As used in this, "minor components" refers to those optional components such as preservatives, viscosity modifiers, pH modifiers, fragrances, foaming agents, and the like. For a person of ordinary skill in the industry it is evident that the selection of these minor components will vary depending on the physical and chemical characteristics of the particular ingredients selected to prepare the present invention as described herein. The following compositions can be used to dye the hair. The coloring composition is mixed with an equal weight of a solution of 10% by volume of hydrogen peroxide (6% by weight). The resulting mixture is applied to the hair and allowed to remain in contact therewith for 30 minutes. This dyed hair is then washed with shampoo, rinsed with water and dried.

Common base (CB for its acronym in English) for coloring Ingredients Weight (g) Propylene glycol 9.5 Ammonium hydroxide 5 Ethoxydiglycol 4 Ethanolamine 4.5 Oleic acid 1 Hexylene glycol 6 Cocamidopropyl betaine 3.5 Oleth-10 0.3 Oleth-2 0.3 dilinoleic acid 1.5 C12-C15 -3 Paret 0.5 soyatrimonio chloride 7 Sodium metasilicate 0.05 Erythorbic acid 0.5 EDTA 0.03 Sulfite of sodium 0.3 1-phenyl-3-methyl-5-pyrazolone 0.2 Examples While particular embodiments of the present invention have been illustrated and described, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention. It has been intended, therefore, to cover in the appended claims all changes and modifications that are within the scope of the invention. All documents cited in the Background of the invention, Summary of the invention, and the detailed description of the invention are incorporated, in their pertinent part, herein by reference; The mention of any document should not be construed as an admission that it corresponds to a prior industry with respect to the present invention.

Claims (10)

1. A keratin dye composition; the composition comprises: (A) A suitable medium for dyeing; and (B) one or more tricyclic fused 6-6-5 heteroaromatics for the keratin coloration having two heteroatoms in accordance with the following formulas: characterized in that Y is selected from the group comprising NA1, S and O; wherein R1, R2, R3, R4, R5, R6, R7, and R8 are the same or different and are selected from the group comprising: (a) monovalent substituents with C-bonds selected from the group comprising: (i) aliphatic systems, heteroaliphatics or heteroolefins unsubstituted or substituted with branched or straight-chain alkyls, mono- or poly-unsaturated alkyls or heteroalkylies, (ii) mono- or polycyclic substituted or unsubstituted aliphatic, aryl or heterocyclic systems, and (iii) mono, poly, or perfluoroalkyl substituted or unsubstituted; wherein the systems of (i), (ii) and (iii) comprise from 1 to 10 carbon atoms and from 0 to 5 heteroatoms selected from the group comprising O, S, N, P, and Si; (b) monovalent substituents with S-bonds selected from the group comprising SA1, SO2A1, SO3A \ SSA1, SOA1, SO2NA A2, SNA1A2 and SONA1A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N-bonds selected from the group comprising NA1A2, (NA1A2A3) +, NA1OA2, NA1SA2, NO2, N = NA1, N = NOA1, NA1CN and NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) the monovalent fluoroalkyl substituents are selected from the group comprising mono, poly and perfluoroalkyl systems comprising from 1 to 12 carbon atoms and from 0 to 4 heteroatoms; Y (g) hydrogen; wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising: H; aliphatic, heteroaliphatic, or heteroolefinic systems unsubstituted or substituted with straight or branched chain alkyls, mono- or polyunsaturated heteroalkyls or alkyls; aliphatic mono- or polycyclic, aryl, or substituted or unsubstituted heteroaryl systems; and substituted or unsubstituted mono, poly and perfluoroalkyl systems or A1 and A2 together with the nitrogen atom to which they are attached form a ring; wherein the systems comprise from 1 to 10 carbon atoms and from 0 to 5 heteroatoms selected from the group comprising O, S, N, P, and Si; and wherein X is a halogen selected from the group comprising F, Cl, Br and I.

2. The composition according to claim 1, further characterized in that R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group comprising a hydrogen atom; a halogen atom; an amino substituent; a hydroxyl substituent; a cyano substituent; a C 4 alkyl substituent; a trifluoromethyl substituent; an alkylamino substituent; a hydroxyalkylamino substituent; an acetylamido substituent; a carboxyl substituent or its esters; an alkoxy substituent; an alkoxyalkyl substituent; a carbamoyl substituent; an alkylcarbamoyl substituent; a hydroxyalkylcarbamoyl substituent; an amido substituent; an alkylamido substituent; an alkylcarbonyl substituent; an alkoxycarbonyl substituent; an aryloxy substituent; an acyloxy substituent; an alkylthio substituent; an arylthio substituent; a heteroarylthio substituent; a heteroaryloxy substituent; a thiocyano substituent; a heterocycle of 3, 4, 5, 6 or 7 members with at least one nitrogen, oxygen or sulfur atom; an optionally substituted aryl substituent; a sulfonyl substituent; a sulfinyl substituent; a phosphonyl substituent; a sulfamoyl substituent; a siloxy substituent; an acyloxy substituent; a carbamoyloxy substituent; a sulfonamide substituent; an imide substituent; a ureido substituent; a sulfamoylamino substituent; an alkoxycarbonylamino substituent; an aryloxycarbonylamino substituent; an aryloxycarbonyl substituent; and a benzenesulfonamido substituent.

3. The composition according to claim 1, further characterized in that at least one of R1 or R4 is an amino group, with at least one of R1, R2, R3, R4, R5, R6, R7, and R8 leftovers selected from the group comprising amino, hydroxyl, a 3, 4, 5, 6, or 7-membered heterocycle having at least one nitrogen, oxygen, or one sulfur atom , Alkylamino (linear or branched C1-C5), Dialkylamino (linear or branched C1-C5), Hydroxyalkylamino (linear or branched C1-C5), Dihydroxyalkylamino (linear or branched C1-C5), Arylamino or substituted arylamino; Heteroarylamino or substituted heteroarylamino; Arylmethylamino or substituted arylmethylamino; and Heteroarylmethylamino or substituted heteroarylmethylamino, wherein the substituents are selected from the group comprising halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, and C 1 -C 5 alkylamino.

4. The composition according to claim 1, further characterized in that at least one of R1, R2, R3, R4, R5, R6, R7, and R8 is selected from the group consisting of hydrogen, chlorine, cyano, alkoxy, phenoxy , methylsulfonioxy, pyridone and pyridazone. The composition according to any of the preceding claims, further characterized in that the bicyclic heteroaromatic compound fused 5-5 -6 for the dyeing of keratin having a heteroatom is an unsubstituted or substituted member selected from the group comprising carbazole, dibenzofuran , and dibenzothiophen. The composition according to any of the preceding claims, further characterized in that it comprises at least one five-membered ring developer selected from the group comprising thiophenes, pyrroles, furans, pyrazoles, imidazoles, tlazoles, oxazoles, isothiazoles and isoxazoles, preferably a pyrazole. The composition according to claim 5, further characterized in that the five-membered ring developer is selected from the group comprising 1-methyl-1 H-pyrazole-4,5-diamine, 2- (4,5-diamino) -1 H-pyrazol-1-yl) ethanol, 1-isopropyl-1 H -pyrazole-4,5-diamine, 1- (4-methylbenzyl) -1 H -pyrazole-4,5-diamine, 1- (benzyl) ) -1 H-pyrazole-4,5-diamine, 1- (4-chlorobenzyl) -1 H-pyrazole-4,5-diamine, and 1-hydroxyethyl-4,5-diaminopyrazol sulfate. The composition according to any of the preceding claims, characterized in that it also comprises at least one additional component selected from the group comprising auxiliary developers, auxiliary coupling agents, direct dyes, oxidizing agents, thickeners, chelating agents, pH modifiers, buffering agents, and source of carbonate ion and radical scavenging systems. 9. A method to dye hair; the method characterized in that it comprises the steps of: (a) applying the composition of any of the preceding claims; and (b) rinse the hair. 10. A kit characterized in that it comprises: (a) The composition according to any of claims 1 to 8; (b) an oxidizing agent; and (c) auxiliary coupling agents and / or auxiliary developers.