KR20150032668A - Reactive dyes and their metal complexes, process for the production thereof and their use - Google Patents

Abstract

(식 중, n, A, B 및 K 는 청구항에 제시된 바와 같이 정의됨)
그의 제조 방법 및 히드록시, 아미노- 및/또는 카르복스아미도-함유 물질의 염색 및 프린팅을 위한 그의 용도에 관한 것이다.The present invention relates to dyes of the formula (I) and mixtures thereof:

(Where n, A, B and K are defined as set forth in the claims)
Its preparation and its use for the dyeing and printing of hydroxy, amino- and / or carboxamido-containing materials.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to reactive dyes and metal complexes thereof,

The present invention relates to the technical field of reactive dyes and metal complexes thereof for the dyeing and printing of hydroxyl-, amino- and / or carboxamido-containing materials.

Metal complex reactive dyes based on bis and polyazo moieties containing one or more anchors are known in the art and can be used as colorants in various applications and are described for example in DE 3514969, DE 3515407, US5319074, US3450689, US3462409 , US3457251, US3457252, GB1279283, GB1553474, WO2003104335, US5527886, DE3519551 and US4939243.

With respect to dyeing and printing of hydroxyl-, amino- and / or carboxamido-containing materials, known dyes have a number of technical disadvantages, such as low adhesion, normal wet fastness and light fastness. Therefore, the development of new reactive dyes with excellent technical performance is required.

Surprisingly, the dyes of formula (I) described below exhibit very favorable properties over known dyes. These include excellent wet fastness and light fastness, excellent ecological profile, and the ability to achieve a wide range of shades, including dark purple, dark brown, indigo and black.

The present invention relates to dyes of the formula (I) and mixtures thereof.

[Wherein,

n is an integer of 0 or 1;

K is a radical of a coupling heterocyclic component as described below;

A is a radical of the middle component as described below when n is 1 and B when n is 0;

B is a radical of a diazo component as described below;

M is hydrogen, lithium, sodium, potassium, ammonium or mono-, di-, tri- or tetra - (C ₁ -C ₄₎ - alkyl ammonium, one equivalent of an alkaline earth metal, or a monovalent organic cation;

K is a coupling component of the following general formulas (K1) to (K3)

{Wherein,

R ¹ and R ⁴ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido; and R < 2 >

R ² , R ⁵ and R ¹¹ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;

R ³ , R ⁶ to R ⁹ and R ¹² are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > -Dialkyl-amino, N-arylamino, N, N-diarylamino N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N- Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl- SO ₃ M, or from the group consisting of alkyl substituted with one or more substituents selected;

or

-SO ₂ X a substituted alkyl or aryl; At this time

X is a vinyl or radical -CH ₂ CH ₂ -Y where Y is a group which is removable under alkaline conditions and will leave the molecule under alkaline conditions to produce a vinylsulfone functional group such as OSO ₃ M, SSO ₃ M , OCOCH _3, OPO ₃ M, and halogen;

And

R ¹⁰ is a hydroxyl or an amino group;

And

At this time, the point of attachment, and in the formula K2 R ⁵ may be located at the ortho or para to the amino acid residues (rest) having a substituent R ⁶ and R ^7, which at the amino acid residues having the R ⁶ and R ⁷ attached to point substituents When placed in ortho for, R ⁵ is in its para, and vice versa;

or

K is a coupling component of the following general formulas (K4) to (K6):

{Wherein,

T is a reactive anchor of formulas (T1) to (T3);

(Wherein,

R ²⁴ and R ²⁵ independently of one another are halogen or

ego

R ²⁶ to R ³⁰ independently of one another are halogen;

or

Each of R ²⁴ to R ³⁰ independently of one another is substituted with one of the groups selected from the general formulas (1a) to (1c)

(Wherein,

R ³¹ , R ³² , R ³³⁹ and R ³⁴⁰ are independently of each other hydrogen, alkyl, phenyl, or phenyl substituted with one of alkyl, alkoxy, halogen, or -SO ₃ M; Cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl -Carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl- Monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl- N-monoaryl-sulfamoyl, N, N-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl- N, N-dialkylamino, N, N-diarylamino, N, N-dialkylamino, N-thioacylamino, ureido, alkylureido, phenylureido, -Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-di Cycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

Each R ³³ , R ³⁴ and R ³³⁸ independently of one another is hydrogen, alkyl, alkoxyl, halogen, trifluoromethyl, cyano, nitro, ester, carbamoyl, SO ₃ M or -SO ₂ X ;

Wherein M is hydrogen, sodium, potassium, lithium or ammonium;

X is vinyl or a radical -CH ₂ CH ₂ -Y, where Y is a group removable under alkaline conditions, such as OSO ₃ M, SSO ₃ M, OCOCH ₃ , OPO ₃ M or halogen;

and p is an integer of 1 to 5));

R ¹³ and R ¹⁵ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ¹² , R ¹⁶ and R ²² independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;

R ¹⁴ , R ¹⁷ to R ²⁰ and R ²³ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl N-dicycloalkyl-N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Dialkylamino, N-arylamino, N, N-diaryl N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N, N-dicycloalkylamino, -Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

R < ²¹ > is a hydroxyl or an amino group;

And

Wherein the point of attachment and the R ¹⁶ in the general formula K ⁵ can be located ortho or para to the amino moiety bearing the substituents R ¹⁷ and R ¹⁸ which means that the point of attachment is ortho to the amino moiety bearing the substituents R ¹⁷ and R ¹⁸ When positioned, R ¹⁶ is located in its para, and vice versa};

A is a phenylene or naphthylene intermediate component and has the general formula (A1) or (A2):

{Wherein,

R ³⁴¹ to R ³⁴⁸ independently of one another are hydrogen, alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N-monoalkyl-sulfamoyl, N, N-dicycloalkyl-sulfamoyl, N, N-dicycloalkyl-carbamoyl, sulfamoyl, N-monocycloalkyl- di-alkyl-sulfamoyl, N- monoaryl-sulfamoyl, N, N- diaryl-sulfamoyl, N- mono- cycloalkyl -N- monoaryl sulfamoyl, N- monoalkyl monoaryl -N- sulfamoyl or SO ₃ And M is alkyl substituted with one or more substituents selected from the group consisting of M;

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >

or

Origin of formulas (2a) to (2c):

Wherein R ³⁴⁹ and R ³⁵⁰ are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted, or T;

Wherein T has the same meaning as above;

U is -O-, -S-, or -N ( ^R329 ) -;

R ³²³ , R ³²⁷ and R ³²⁹ are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted;

R ³²⁴ , R ³²⁵ , R ³²⁶ and R ³²⁸ are independently of each other hydrogen, alkyl or an alkyl chain interrupted by one or two heteroatoms;

r is an integer from 0 to 6;

s is an integer from 1 to 6;

** represents the point of attachment to A1 or A2;

*** represents the point of attachment to T;

T is as defined above);

B is a diazo component and has one of the general formulas (B1) or (B2)

{Wherein,

R ³⁵ to R ⁴⁰ and R ³⁵¹ are, independently, hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ^41, CONH _2, S to each other (O) ₂ R ⁴² , -SO ₂ X, or T or amino substituted by one of the general formulas (E1) to (E3)

(Wherein,

V is -O-, -S-, or -N ( ^R352 ) -;

R ⁴³ , R ⁴⁷ and R ³⁵² are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted;

R ⁴⁴ , R ⁴⁵ , R ⁴⁶ and R ⁴⁸ independently of one another are hydrogen, alkyl or an alkyl chain interrupted by one or two heteroatoms;

R ³³⁰ to R ³³³ independently of one another are hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ³³⁴ , CONH ₂ , S ₂ R ³³⁵ or of formula (3a):

(Wherein,

R ³³⁶ and R ³³⁷ are independently of each other selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carbamoyl, N Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N-monoarylcarbamoyl, N, N-diarylcarbamoyl , N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- Amino-N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N, N-dialkylamino , N-arylamino, N, N-diarylamino, N-alkyl- N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or alkyl interrupted by one or more heteroatoms such as oxygen or sulfur; Or alkyl containing a moiety with free valencies linked to reactive anchor T);

R ⁴¹ , R ⁴² , R ³³⁴ and R ³³⁵ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;

c is an integer from 0 to 6;

d is an integer from 1 to 6;

**** indicates the point of attachment to B1 and B2;

***** represents the point of attachment to T;

****** represents the point of attachment to E3;

T and X are as defined above;

M is hydrogen, lithium, sodium, potassium, ammonium or mono-, di-, tri- or tetra - (C ₁ -C ₄₎ - alkyl ammonium, one equivalent of an alkaline earth metal, or a monovalent organic cation; Preferably an equivalent of hydrogen, lithium, sodium, potassium, ammonium, or an alkaline earth metal, particularly preferably hydrogen, sodium, potassium, or lithium;

Provided that the dye of formula (I) contains at least one reactive anchor.

The present invention relates to all kinds of tautomers and geometric isomers of the dyes of formula (I).

The alkyl groups presented herein may be linear or branched and may have from 1 to 12 carbon atoms such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, Octyl, n-decyl, n-undecyl and n-dodecyl, preferably methyl, ethyl, n-propyl, Isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, n-pentyl, isopentyl, n-hexyl, 2-ethylhexyl and particularly preferably methyl, , n-butyl, isobutyl, n-pentyl, isopentyl, n-hexyl, and 2-ethylhexyl. The same principles apply to alkoxy groups, examples of which are methoxy and ethoxy.

Cycloalkyl group is (C ₃ -C ₈₎ - cycloalkyl group, preferably a (C ₄ -C ₈₎ - the cycloalkyl, particularly preferably cyclopentyl and cyclohexyl. The term cycloalkyl also includes substituted cycloalkyl groups and unsaturated cycloalkyl groups for purposes herein. A preferred group of this type is cyclopentenyl. Preferred substituents are alkyl, cycloalkyl, heterocycloalkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, alkylthio, acyl, nitro, cyano, -SO ₃ M, -COOM, amino, monoalkylamino, dialkylamino Mono (hydroxyalkyl) amino, mono (hydroxyalkyl) amino, bis (hydroxyalkyl) amino, monoalkyl-mono (hydroxyalkyl) amino, carbamoyl, sulfamoyl, acylamino, ureido, aminosulfonylamino, Acyloxy. Especially preferred substituents are alkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, acyl, nitro, cyano, -SO ₃ M, -COOM, amino, monoalkylamino, dialkylamino, carbamoyl, sulfamoyl, ureido Lt; / RTI >

The alkenyl group may be linear or branched and is, for example, vinyl and allyl. The term alkenyl also includes alkynyl groups such as ethynyl and propargyl for purposes herein.

The heterocycloalkyl group is preferably pyrrolidine, piperidine, morpholine or piperazine, tetrahydrofuran, imidazole, triazole.

The aryl group represented herein is phenyl or naphthyl. The terms phenyl and naphthyl include unsubstituted as well as substituted phenyl and naphthyl. Preferred substituents are alkyl, cycloalkyl, heterocycloalkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, alkylthio, acyl, nitro, cyano, -SO ₃ M, -COOM, amino, monoalkylamino, dialkylamino Mono (hydroxyalkyl) amino, mono (hydroxyalkyl) amino, bis (hydroxyalkyl) amino, monoalkyl-mono (hydroxyalkyl) amino, carbamoyl, sulfamoyl, acylamino, ureido, aminosulfonylamino, Acyloxy. Especially preferred substituents are alkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, acyl, nitro, cyano, -SO ₃ M, -COOM, amino, monoalkylamino, dialkylamino, carbamoyl, sulfamoyl, ureido Lt; / RTI >

Halogen is fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine and particularly preferably chlorine and bromine.

A preferred embodiment of the present invention are the dyes of the formulas (Ia) to (If) and mixtures thereof:

[Wherein,

R ⁴⁹ , R ⁵⁸ , R ⁶⁶ , R ⁷⁴ , R ⁷⁸ and R ⁸⁵ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ⁵⁰ , R ⁵⁴ , R ⁵⁹ , R ⁶⁷ , R ⁷⁵ and R ⁷⁹ independently of one another are selected from the group consisting of cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, or sulfonyl, and -SO ₃ M;

R ⁵¹ , R ⁵⁵ , R ⁶⁰ and R ⁶⁸ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > Dialkylamino, N-arylamino, N, N-diarylamino N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N- Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

R ⁵² , R ⁵³ , R ⁵⁶ , R ⁵⁷ , R ⁶⁴ , R ⁶⁵ , R ⁷² , R ⁷³ , R ⁷⁶ , R ⁷⁷ , R ⁸³ and R ⁸⁴ independently of one another are hydrogen or alkyl, alkoxy, halogen, no, -SO ₃ M, trifluoromethyl, nitro, ^{ester, NHC (O) R 86,} CONH 2, S (O) 2 R 87 or -SO ₂ X a;

R ⁸⁶ and R ⁸⁷ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;

R ⁶¹ to R ⁶³ , R ⁶⁹ to R ⁷¹ and R ⁸⁰ to R ⁸² independently of one another are hydrogen, alkyl, substituted alkyl, alkyl chain with one or two heteroatoms interrupted, alkoxy, substituted alkoxy, halogen, Trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formula (2a) to (2c) as defined above.

In a particularly preferred dye of the present invention,

R ⁴⁹ , R ⁵⁸ , R ⁶⁶ , R ⁷⁴ , R ⁷⁸ and R ⁸⁵ are hydrogen or (C ₁ -C ₄ ) -alkyl or aryl;

R ⁵⁰ , R ⁵⁴ , R ⁵⁹ , R ⁶⁷ , R ⁷⁵ and R ⁷⁹ are cyano, carbamido, alkoxycarbonyl, carbonyl, sulfomethyl, -SO ₃ M or -COOM;

R ⁵¹ , R ⁵⁵ , R ⁶⁰ and R ⁶⁸ are alkyl or aryl; Alkyl, alkoxy, substituted with one or more substituents selected from halogen or -SO ₃ M aryl;

R ⁶¹ to R ⁶³ , R ⁶⁹ to R ⁷¹ and R ⁸⁰ to R ⁸² independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, Rove amido, and containing a group of a halogen or a -SO ₃ M or a or a group represented by the formula (2a) to (2c);

R ⁸⁶ and R ⁸⁷ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxyl;

R ⁸⁸ and R ⁸⁹ are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M;

T, X and M are as defined above.

Further preferred embodiments of the invention are the dyes of the formulas (Ig) and (Ih) and mixtures thereof:

[Wherein,

R ⁹⁰ and R ⁹⁴ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ⁹¹ and R ⁹⁵ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;

D ¹ and D ² are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N-monoarylcarbamoyl, N, N-diarylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N -Dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- Amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N, N-dialkylamino, N-arylamino, N, N-diarylamino, N-alkyl-N- N-cycloalkylamino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino, Cycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

R ^92, R ^93, R ⁹⁹ and R ¹⁰⁰ are, independently, hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ^101, together CONH _2, S (O) _2, and R ^102, or -SO ₂ X;

R ¹⁰¹ and R ¹⁰² are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen,

R ⁹⁶ to R ⁹⁸ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c) as defined above;

Provided that D ¹ and D ² contain a residue having a free valence connected to the reactive anchor T;

T and M are as defined above.

In particularly preferred dyes of formula (Ig) and (Ih)

R ⁹⁰ and R ⁹⁴ are, independently, hydrogen or (C ₁ -C ₄ ) -alkyl or aryl;

R ⁹¹ and R ⁹⁵ are, independently, cyano, carbamido, alkoxycarbonyl, carbonyl, sulfomethyl, -SO ₃ M or -COOM;

D ¹ and D ² are, independently, alkyl or aryl; An alkyl or aryl substituted with one or more substituents selected from alkyl, alkoxy, halogen or -SO ₃ M, amino, N- alkyl amino;

R ⁹⁶ to R ⁹⁸ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, halogen or -SO ₃ M, (2a) to (2c);

R ¹⁰¹ and R ¹⁰² are independently of each other hydrogen, alkyl or alkyl substituted with hydroxyl;

T, X and M are as defined above.

A further preferred embodiment of the invention are the dyes of the formulas (Ii) to (Il) and mixtures thereof:

[Wherein,

R ¹⁰⁵ , R ¹¹⁰ , R ¹¹⁵ and R ¹²³ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ¹⁰⁶ , R ¹¹¹ , R ¹¹⁶ and R ¹²⁴ independently of one another are selected from the group consisting of cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;

R ¹⁰⁷ , R ¹¹² , R ¹¹⁷ and R ¹²⁵ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl N-dicycloalkyl-N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Dialkylamino, N-arylamino, N, N-diaryl N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N, N-dicycloalkylamino, -Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

R ¹⁰⁸ , R ¹⁰⁹ , R ¹¹³ , R ¹¹⁴ , R ¹²¹ , R ¹²² , R ¹²⁹ and R ¹³⁰ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹³¹ , CONH ₂ , S (O) ₂ R ¹³² or -SO ₂ X;

R ¹³¹ and R ¹³² are independently of each other hydrogen, alkyl, or alkyl substituted with hydroxy or halogen,

R ¹¹⁸ to R ¹²⁰ and R ¹²⁶ to R ¹²⁸ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c);

E ⁴ to E ⁷ independently of one another are groups of formulas (E1) - (E3)].

In a particularly preferred dye of the present invention,

R ¹⁰⁵ , R ¹¹⁰ , R ¹¹⁵ and R ¹²³ independently from each other are hydrogen or (C ₁ -C ₄ ) -alkyl or aryl;

R ¹⁰⁶ , R ¹¹¹ , R ¹¹⁶ and R ¹²⁴ independently of one another are cyano, carbamido, alkoxycarbonyl, carbonyl, sulfomethyl, -SO ₃ M or -COOM;

R ¹⁰⁷ , R ¹¹² , R ¹¹⁷ and R ¹²⁵ , independently of each other, are alkyl or aryl; Alkyl, alkoxy, substituted with one or more substituents selected from halogen or -SO ₃ M aryl;

R ¹¹⁸ to R ¹²⁰ and R ¹²⁶ to R ¹²⁸ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, SO ₃ M or contain groups of formulas (2a) to (2c);

R ¹⁰⁸ , R ¹⁰⁹ , R ¹¹³ , R ¹¹⁴ , R ¹²¹ , R ¹²² , R ¹²⁹ and R ¹³⁰ are independently of each other hydrogen or alkyl, alkoxy, halogen, -SO ₃ M or -SO ₂ X;

R ¹³¹ and R ¹³² are independently of each other hydrogen, alkyl, or alkyl substituted with hydroxyl;

E ⁴ to E ⁷ independently of one another are groups of the formulas (E1) to (E3);

T, X and M are as defined above.

A further preferred embodiment of the invention are dyes of the formulas (Im) to (Ip) and mixtures thereof:

[Wherein,

R ¹³⁵ , R ¹³⁹ , R ¹⁴³ and R ¹⁵⁰ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ¹³⁶ , R ¹⁴⁰ , R ¹⁴⁴ and R ¹⁵¹ independently from each other are selected from the group consisting of cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;

D ³ , D ⁴ , D ⁵ and D ⁶ are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > Dialkylamino, N-arylamino, N, N-diarylamino, N- Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl- , N-heterocycloalkylamino, or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;

^{R 137, R 138, R 141} , R 142, R 148, R 149, R 155 and R ¹⁵⁶ are, independently of one another, hydrogen or methyl as alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹⁵⁷ , CONH ₂ , S (O) ₂ R ¹⁵⁸ or -SO ₂ X;

R ¹⁵⁷ and R ¹⁵⁸ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen,

R ¹⁴⁵ , R ¹⁴⁶ , R ¹⁴⁷ , R ¹⁵² , R ¹⁵³ and R ¹⁵⁴ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, Trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of the formulas (2a) to (2c) as defined above;

E ⁸ to E ¹¹ , independently of each other, are groups of the general formulas (E1) to (E3) as defined above;

T, X and M are as defined above.

In particularly preferred dyes of formulas (Im) to (Ip)

R ¹³⁵ , R ¹³⁹ , R ¹⁴³ and R ¹⁵⁰ are, independently of each other, hydrogen or (C ₁ -C ₄ ) -alkyl or aryl;

R ¹³⁶ , R ¹⁴⁰ , R ¹⁴⁴ and R ¹⁵¹ independently from each other are cyano, carbamido, alkoxycarbonyl, carbonyl, sulfomethyl, -SO ₃ M or -COOM;

D ³ , D ⁴ , D ⁵ and D ⁶ are, independently of each other, alkyl or aryl; Alkyl, alkoxy, halogen or -SO ₃ M, amino, alkyl or aryl, substituted with one or more substituents selected from N- alkylamino; Or an amino group substituted by T;

R ¹³⁷ , R ¹³⁸ , R ¹⁴¹ , R ¹⁴² , R ¹⁴⁸ , R ¹⁴⁹ , R ¹⁵⁵ and R ¹⁵⁶ are independently of each other hydrogen or alkyl, alkoxy, halogen, -SO ₃ M or -SO ₂ X;

R ¹⁴⁵ to R ¹⁴⁷ and R ¹⁵² to R ¹⁵⁴ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, halogen or containing a group of -SO ₃ M, or or a group represented by the formula (2a) to (2c), and;

E ⁸ to E ¹¹ independently of one another are groups of formulas (E1) to (E3);

T, X and M are as defined above.

A further preferred embodiment of the invention are the dyes of the formulas (Iq) to (It) and mixtures thereof:

[Wherein,

Each of R ¹⁶¹ , R ¹⁶⁸ , R ¹⁷⁵ and R ¹⁸⁵ is independently selected from the group consisting of alkyl, cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;

R ¹⁶² , R ¹⁶⁹ , R ¹⁷⁶ and R ¹⁸⁶ independently of one another are hydroxyl or amino;

R ¹⁶³ to R ¹⁶⁵ , R ¹⁷⁰ to R ¹⁷² , R ¹⁷⁷ to R ¹⁷⁹ and R ¹⁸⁷ to R ¹⁸⁹ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >

or

-SO ₂ X a substituted alkyl or aryl; Wherein X is vinyl or a radical -CH ₂ CH ₂ -Y, wherein Y is a group removable under alkaline conditions, such as OSO ₃ M;

Or a residue having a free valence linked to the reactive anchor T;

R ¹⁶⁶ , R ¹⁶⁷ , R ¹⁷³ , R ¹⁷⁴ , R ¹⁸³ , R ¹⁸⁴ , R ¹⁹³ and R ¹⁹⁴ independently of one another are hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹⁹⁵ , CONH ₂ , S (O) ₂ R ¹⁹⁶ or -SO ₂ X;

R ¹⁹⁵ and R ¹⁹⁶ are independently of each other hydrogen, alkyl, or alkyl substituted with hydroxy or halogen;

R ¹⁸⁰ to R ¹⁸² and R ¹⁹⁰ to R ¹⁹² independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of formulas (2a) to (2c);

X is as defined above.

In a particularly preferred dye of the present invention,

R ¹⁶¹ , R ¹⁶⁸ , R ¹⁷⁵ and R ¹⁸⁵ are (C ₁ -C ₄ ) -alkyl, cyano, carbamido, alkoxycarbonyl, carbonyl or sulfomethyl;

R ¹⁶² , R ¹⁶⁹ , R ¹⁷⁶ and R ¹⁸⁶ are hydroxyl or amino;

R ¹⁶³ to R ¹⁶⁵ , R ¹⁷⁰ to R ¹⁷² , R ¹⁷⁷ to R ¹⁷⁹ and R ¹⁸⁷ to R ¹⁸⁹ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkyloxy , Halogen, -SO ₃ M or -SO ₂ X or T;

R ¹⁶⁶ , R ¹⁶⁷ , R ¹⁷³ , R ¹⁷⁴ , R ¹⁸³ , R ¹⁸⁴ , R ¹⁹³ and R ¹⁹⁴ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) , halogen or a -SO ₃ M;

R ¹⁸⁰ to R ¹⁸² and R ¹⁹⁰ to R ¹⁹² independently represent hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, halogen or containing a group of -SO ₃ M, or or a group represented by the formula (2a) to (2c), and;

T, X and M are as defined above.

Further preferred embodiments of the present invention are the dyes of formulas (Iu) to (Ix) and mixtures thereof:

[Wherein,

R ¹⁹⁹ , R ²⁰⁶ , R ²¹³ and R ²²³ independently of one another are alkyl, cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;

R ²⁰⁰ , R ²⁰⁷ , R ²¹⁴ and R ²²⁴ independently of one another are hydroxyl or amino;

R ²⁰¹ to R ²⁰³ , R ²⁰⁸ to R ²¹⁰ , R ²¹⁵ to R ²¹⁷ and R ²²⁵ to R ²²⁷ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >

or

-SO ₂ X a substituted alkyl or aryl; At this time

X is vinyl or a radical -CH ₂ CH ₂ -Y, where Y is a group removable under alkaline conditions, for example, or OSO ₃ M;

Or a residue having a free valency connected to the residue reactive anchor T;

R ²⁰⁴ , R ²⁰⁵ , R ²¹¹ , R ²¹² , R ²²¹ , R ²²² , R ²³¹ and R ²³² are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, , An ester, NHC (O) R ²³³ , CONH ₂ , S (O) ₂ R ²³⁴ or -SO ₂ X;

R ²³³ and R ²³⁴ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;

R ²¹⁸ to R ²²⁰ and R ²²⁸ to R ²³⁰ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkyl chain with one or two heteroatoms interrupted, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of formulas (2a) to (2c) as defined above;

E ¹² to E ¹⁵ are, independently of each other, a group of the general formulas (E1) to (E3) as defined above;

T, X and M are as defined above.

In a particularly preferred dye of the present invention,

R ¹⁹⁹ , R ²⁰⁶ , R ²¹³ and R ²²³ independently of one another are (C ₁ -C ₄ ) -alkyl, cyano, carbamido, alkoxycarbonyl, carbonyl or sulfomethyl;

R ²⁰⁰ , R ²⁰⁷ , R ²¹⁴ and R ²²⁴ independently of one another are hydroxyl or amino;

R ²⁰¹ to R ²⁰³ , R ²⁰⁸ to R ²¹⁰ , R ²¹⁵ to R ²¹⁷ and R ²²⁵ to R ²²⁷ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) Oxy, halogen, -SO ₃ M or -SO ₂ X or T;

^{R 204, R 205, R 211} , R 212, R 221, R 222, R 231 and R ²³² are, independently from each other hydrogen, (C ₁ -C ₄₎ - alkyl, (C ₁ -C ₄₎ - alkoxyl , halogen or a -SO ₃ M;

R ²¹⁸ to R ²²⁰ and R ²²⁸ to R ²³⁰ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, SO ₃ M or contain groups of formulas (2a) to (2c);

E ¹² to E ¹⁵ independently of one another are groups of formulas (E1) to (E3);

T and X are as defined above.

A further preferred embodiment of the invention are the dyes of the formulas (Iy) to (Iab) and mixtures thereof:

[Wherein,

R ²³⁷ , R ²⁴⁵ , R ²⁵³ and R ²⁶⁴ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ²³⁸ , R ²⁴⁶ , R ²⁵⁴ and R ²⁶⁵ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;

R ²³⁹ to R ²⁴² , R ²⁴⁷ to R ²⁵⁰ , R ²⁵⁵ to R ²⁵⁸ and R ²⁶⁷ to R ²⁷⁰ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or a residue containing a free valence linked to the residue reactive anchor T;

R ²⁴³ , R ²⁴⁴ , R ²⁵¹ , R ²⁵² , R ²⁶² , R ²⁶³ , R ²⁷⁴ and R ²⁷⁵ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ²⁷⁶ , CONH ₂ , S (O) ₂ R ²⁷⁷ or -SO ₂ X;

R ²⁷⁶ and R ²⁷⁷ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;

R ²⁵⁹ to R ²⁶¹ and R ²⁷¹ to R ²⁷³ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or containing groups of formulas (2a) to (2c) as defined above.

In particularly preferred dyes of formulas (Iy) to (Iab)

R ²³⁷ , R ²⁴⁵ , R ²⁵³ and R ²⁶⁴ are hydrogen or (C ₁ -C ₄ ) -alkyl, aryl, (C ₁ -C ₄ ) -alkyloxy;

R ²³⁸ , R ²⁴⁶ , R ²⁵⁴ and R ²⁶⁵ are (C ₁ -C ₄ ) -alkyl, cyano, carbamido, alkoxycarbonyl, carbonyl or sulfomethyl;

R ²³⁹ to R ²⁴² , R ²⁴⁷ to R ²⁵⁰ , R ²⁵⁵ to R ²⁵⁸ and R ²⁶⁷ to R ²⁷⁰ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₆ ) -alkyl Oxy, aryl;

Or -Alk-SO ₂ X,

or

Halogen, -SO ₃ M or a substituted aryl group -SO one or more selected from X _2, or a free valence is substituted with T;

R ²⁴³ , R ²⁴⁴ , R ²⁵¹ , R ²⁵² , R ²⁶² , R ²⁶³ , R ²⁷⁴ and R ²⁷⁵ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) alkoxyl, halogen or -SO ₃ M, and;

R ²⁵⁹ to R ²⁶¹ and R ²⁷¹ to R ²⁷³ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, halogen or containing a group of -SO ₃ M, or or a group represented by the formula (2a) to (2c), and;

T, X and M have the meanings as defined above.

A further preferred embodiment of the invention are the dyes of the formulas (Iac) to (Iaf) and mixtures thereof:

[Wherein,

R ²⁸⁰ , R ²⁸⁸ , R ²⁹⁶ and R ³⁰⁷ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;

or

Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >

R ²⁸¹ , R ²⁸⁹ , R ²⁹⁷ and R ³⁰⁸ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;

R ²⁸² to R ²⁸⁵ , R ²⁹⁰ to R ²⁹³ , R ²⁹⁸ to R ³⁰¹ and R ³⁰⁹ to R ³¹² independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,

or

Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;

or

Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or an alkyl containing a moiety having a free valency linked to the residue reactive anchor T;

R ²⁸⁶ , R ²⁸⁷ , R ²⁹⁴ , R ²⁹⁵ , R ³⁰⁵ , R ³⁰⁶ , R ³¹⁶ and R ³¹⁷ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ³¹⁸ , CONH ₂ , S (O) ₂ R ³¹⁹ or -SO ₂ X;

R ³¹⁸ and R ³¹⁹ are independently of each other hydrogen, alkyl, or alkyl substituted by hydroxy or halogen;

R ³⁰² to R ³⁰⁴ and R ³¹³ to R ³¹⁵ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain through which one or two heteroatoms are interrupted, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM or a group of formulas (2a) to (2c) as defined above;

E ¹⁶ to E ¹⁹ independently of one another are groups of the general formulas (E1) to (E3) as defined above;

T, X and M are as defined above.

In a particularly preferred dye of the present invention,

R ²⁸⁰ , R ²⁸⁸ , R ²⁹⁶ and R ³⁰⁷ are independently of each other hydrogen or (C ₁ -C ₄ ) -alkyl, aryl, (C ₁ -C ₄ ) -alkyloxy;

R ²⁸¹ , R ²⁸⁹ , R ²⁹⁷ and R ³⁰⁸ independently of one another are (C ₁ -C ₄ ) -alkyl, cyano, carbamido, alkoxycarbonyl, carbonyl or sulfomethyl;

R ²⁸² to R ²⁸⁵ , R ²⁹⁰ to R ²⁹³ , R ²⁹⁸ to R ³⁰¹ and R ³⁰⁹ to R ³¹¹ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₆ ) -alkyl Oxy, aryl;

Or -Alk-SO ₂ X,

Or halogen, -SO ₃ M or a substituted aryl group selected from one or more -SO ₂ X, or a free valence is substituted with T;

R ²⁸⁶ , R ²⁸⁷ , R ²⁹⁴ , R ²⁹⁵ , R ³⁰⁵ , R ³⁰⁶ , R ³¹⁶ and R ³¹⁷ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) alkoxyl, halogen or -SO ₃ M, and;

R ³⁰² to R ³⁰⁴ and R ³¹³ to R ³¹⁵ independently of one another are hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, hydroxyl, carbamido, halogen or containing a group of -SO ₃ M, or or a group represented by the formula (2a) to (2c), and;

E ¹⁶ to E ¹⁹ independently of one another are groups of formulas (E1) to (E3);

T, X and M are as defined above.

Examples of preferred dyes of the present invention are the dyes 1 to 168 corresponding to the formula (II) (Table 1).

[Wherein,

K ⁷ is a radical of a heterocyclic coupling component and is as defined above for K;

A ³ is a radical of the intermediate component and has the meanings as defined above for A;

B ³ is a radical of the diazo component and has the meanings as defined above for B;

M is hydrogen, sodium, potassium, lithium or ammonium.

[Table 1]

Further examples of preferred dyes of the present invention are dyes 169 to 336 (Table 2) corresponding to formula (III)

[Wherein,

K ⁸ is a radical of a heterocyclic coupling component and is as defined above for K;

A ⁴ is a radical of the intermediate component and has the meanings as defined above for A;

B ⁴ is a radical of the diazo component and has the meanings as defined above for B;

M is hydrogen, sodium, potassium, lithium or ammonium.

[Table 2]

The present invention also relates to a process for the preparation of a dye of formula (I) comprising reacting a diazotization of a compound of formula (IV) and a correspondingly obtained diazonium salt with a compound of formula K to obtain an intermediate of formula (V) ≪ / RTI >

In a further step, the diazo component (B-NH ₂ ) is diazotized and coupled to intermediate V to yield the bisazo of general formula (VI).

Alternatively, the diazo component (B-NH ₂ ) can be diazotized and coupled onto the compound (A-NH ₂ ) to give intermediate (VII). Also intermediate (VII) is diazotized and coupled onto compound (V) to give the trisazo dye of general formula (VIII).

Further, the dyes (VI) and (VIII) are reacted with a copper salt, in particular copper sulfate, to obtain copper complex dyes (IX) and (X).

[Wherein A, B and K are as defined above]

The diazotization of compounds of formula (IV), B-NH ₂ and (VII) is effected by diazotization methods known to the person skilled in the art, preferably by treatment with inorganic acids such as hydrochloric acid, sulfuric acid or phosphoric acid or mixtures thereof or organic acids such as acetic acid or propionic acid or For example, by using sodium nitrite or nitrosyl sulfuric acid in an acidic medium using a mixture. It may also be advantageous to use a mixture of inorganic and organic acids.

The coupling reaction of the diazotized compounds of the formula (IV), B-NH ₂ and (VII) onto the compounds of the formulas (K) and (V) can also be carried out by known methods.

The complexation reaction of the dyes (VI) and (VIII) can likewise be carried out by known methods.

Compounds of the formulas A, B and K are known and can be synthesized by ordinary chemical reactions which are commercially available or known to the person skilled in the art.

The present invention also relates to the use of the dyes of the invention for the dyeing or printing of hydroxyl-, amino- and / or carboxamido-containing materials, or to the dyeing of hydroxyl- and / or carboxamido- Printing method, wherein the dye is applied to and adhered to the material by conventional means, and the method uses the dye according to the present invention.

The hydroxyl-containing material may be of natural or synthetic origin. Examples include cellulosic fiber materials, preferably cotton, linen, hemp, jute and ramie fibers, regenerated cellulose fibers such as preferably staple viscose and filament viscose, chemically modified cellulosic fibers such as aminated cellulose fibers and also polyvinyl alcohols .

Carboxamido-containing materials are, for example, synthetic and natural polyamides and polyurethanes such as wool and other animal fur, silk, leather, nylon-6,6, nylon-6, nylon-11 and nylon-

The mentioned hydroxyl- and / or carboxamido-containing materials may be presented in various forms. Such as paper and leather, film forms, such as nylon films, or bulk material forms, such as polyamides and polyurethanes, especially in the form of fibers, such as cellulosic fibers. The fibers are preferably in the form of woven fibers, such as woven or yarn-like or tufted or wrapped packages.

The dyes of the present invention and their salts or mixtures may be used as a single dye product in a dyeing or printing process or may be part of a 2- / 3- or multicomponent combination product in a dyeing or printing composition.

The dyes of the present invention and their salts or mixtures are highly miscible with other known and / or commercial dyes and can be used in conjunction with such dyes to obtain a particular hue of similarly good technical performance. Technical performance includes build-up, fastness and levelness.

The dyes according to the invention can be applied to materials mentioned by known application techniques for water-soluble dyes, in particular the fiber materials mentioned. This applies to both dyeing and printing processes. In particular a mixture of wool or other natural or synthetic polyamides and other fiber materials. Generally, the material to be dyed is introduced into a bath at a temperature of about 40 DEG C, shaken for a while, the dye bath is subsequently adjusted to the desired weakly acidic, preferably weak acetic acid, pH and the actual dyeing is carried out at a temperature of 60 to 98 DEG C do. However, dyeing may also be carried out in a sealed dyeing apparatus under boiling or at a temperature of less than < RTI ID = 0.0 > 106 C. < / RTI >

Since the water solubility of the dyes according to the invention is very good, they can also be advantageously used in conventional continuous dyeing processes. The dyes of the present invention can also be used in digital printing processes, particularly digital textile printing. To this end, the dye of the present invention needs to be formulated with an ink. The aqueous ink for digital printing comprising the dye according to the present invention similarly constitutes a part of the object of the present invention.

The inks of the present invention preferably contain the dye of the present invention in an amount of from about 0.1% to about 50% by weight, more preferably from 1% to 30% by weight, and most preferably from 1% by weight based on the total weight of the ink, % To 15% by weight.

In addition to the ink, the dye of the present invention may further contain a dye, which is optionally used for digital printing.

In the case of the ink of the present invention used in the continuous flow process, the conductivity can be set to 0.5 to 25 mS / m by adding an electrolyte. Useful electrolytes include, for example, lithium nitrate and potassium nitrate. The ink of the present invention may contain 1 to 50% by weight, preferably 5 to 30% by weight, of the total amount of the organic solvent. Suitable organic solvents include, for example, alcohols such as methanol, ethanol, 1-propanol, isopropanol, 1-butanol, tertbutanol, pentyl alcohol, polyhydric alcohols such as 1,2- Butanediol, 1,4-butanediol, 1,4-butanediol, 1,2-propanediol, 2,3-propanediol, pentanediol, D, L-1,2-hexanediol, 1,6-hexanediol, 1,2,6-hexanetriol, 1,2-octanediol, polyalkylene glycols such as polyethylene glycol, polypropylene glycol, Alkylene glycols having 1 to 8 alkylene groups such as monoethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, thioglycol, thiodiglycol, butyltriglycol, hexyleneglycol, propylene glycol, di Propylene glycol, tripropylene glycol, lower alkyl ethers of polyhydric alcohols, such as: ethylene glycol Ethylene glycol monoethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monohexyl ether, triethylene glycol monomethyl ether , Triethylene glycol monobutyl ether, tripropylene glycol monomethyl ether, tetraethylene glycol monomethyl ether, tetraethylene glycol monobutyl ether, tetraethylene glycol dimethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono Butyl ether, tripropylene glycol isopropyl ether, polyalkylene glycol ethers such as, for example, polyethylene glycol monomethyl ether, polypropylene glycol glycerol ether, polyethylene glycol Dodecylamine, diethanolamine, triethanolamine, N-methylpyrrolidone, N-methylpyrrolidone, N-methylpyrrolidone, N-methylpyrrolidone, For example, urea, thiourea, N-methylurea, N, N'-epsilon dimethylurea, ethylene urea, 1,1,3,3-tetramethyluronium hexafluorophosphate, 3-tetramethylurea, amides such as dimethylformamide, dimethylacetamide, acetamide, ketones or ketoalcohols such as acetone, diacetone alcohol, cyclic ethers such as, for example, Such as, for example: tetrahydrofuran, trimethylolethane, trimethylolpropane, 2-butoxyethanol, benzyl alcohol, 2-butoxyethanol, gamma butyrolactone, epsilon-caprolactam, Dimethyl sulfoxide, dimethyl sulfoxide, dibutyl sulfoxide, N-cyclohexylpyrrolidone, N-methyl-2-pyrrolidone, N Pyrrolidone, 1- (2-hydroxyethyl) -2-pyrrolidone, 1- (3-hydroxypropyl) 2- (2-methoxyethoxy) ethanol, 2- (2-imidazolidinone), 2- Butoxyethoxy) ethanol, 2- (2-propoxyethoxy) ethanol, pyridine, piperidine, butyrolactone, trimethylpropane, 1,2-dimethoxy Propane, dioxane ethyl acetate, ethylenediamine tetraacetate ethylpentyl ether, 1,2-dimethoxypropane and trimethylpropane.

The inks of the present invention may further comprise a viscosity modifier to set a viscosity in the range of 1.5 to 40.0 mPas in the usual range of additives, for example, a temperature range of 20 to 50 캜. Preferred inks have a viscosity of 1.5 to 20 mPas, and particularly preferred inks have a viscosity of 1.5 to 15 mPas.

Useful viscosity modifiers include rheology additives such as polyvinylcaprolactam, polyvinylpyrrolidone and its copolymer polyether polyol, associative thickener, polyurea, polyurethane, sodium alginate, modified galactomannan, poly Ether urea, polyurethane, and nonionic cellulose ethers.

As an additional additive, the inks of the present invention may comprise a surface-active component to set a surface tension of from 20 to 65 mN / m, which is adapted as needed according to the process used (thermal or piezo technique). Useful surface-active substances include, for example, all surfactants, preferably nonionic surfactants, butyldiglycol, 1,2-hexanediol.

The ink of the present invention may further contain conventional additives, for example, in amounts of 0.01 to 1% by weight, based on the total weight of the ink, of a substance inhibiting fungal and bacterial growth.

The inks can be prepared in a conventional manner by mixing the components in water.

The inks of the present invention are particularly useful in inkjet printing processes for printing a wide variety of pretreatment materials such as silk, leather, wool, polyamide fibers and polyurethanes, and all types of cellulosic fibrous materials. Blends of blend fabrics, such as cotton, silk, wool, and polyester fibers or polyamide fibers, can similarly be printed.

In contrast to conventional textile printing in which the printing ink already contains all the essential chemicals, in digital or inkjet printing the auxiliaries must be applied to the textile substrate in a separate pretreatment step.

Pretreatment of textile substrates such as cellulose and regenerated cellulose fibers and also silk and wool is carried out using an aqueous alkaline solution prior to printing. Also, thickening agents such as sodium alginate, modified polyacrylate or highly etherified galactomannan are required to prevent flow of motif when printing ink is applied.

These pretreatment reagents may be applied to the fabric substrate using a suitable applicator, for example a 2- or 3-roll pad, a non-contact spray technique, by foam application, or by using an inkjet technique employed, , And then dried.

The following examples are illustrative of the present invention. Parts and percentages are by weight unless otherwise indicated. The correlation between the weight part and the volume part is the relation of kilogram to liter.

Synthetic Procedure for Example 1

8.0 parts of 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid (a) was dissolved in 50 parts of water. The reaction vessel was cooled to 0-5 < 0 > C using an ice-salt mixture. After 10 minutes, 7.5 parts of 37% hydrochloric acid was added to the reaction mixture. The reaction mixture was stirred for 1 to 2 hours. After completion, 0.2 part of sulfamic acid was added to the reaction mixture.

8.7 parts of coupling component (b) was suspended in 50 parts of water. The pH was adjusted to 4.5. Diazo component was added. The reaction mixture was stirred for 2 hours. After completion, salt addition followed by filtration yielded 16.1 parts of product (c).

8.6 parts of 2,5-dimethoxyphenyl-4 (2-sulfatoethyl) sulfonylaniline (d) was suspended in 50 parts of water and stirred for 10 minutes. 7.5 parts of 37% hydrochloric acid was added to the reaction mixture. The reaction vessel was cooled to 0-5 < 0 > C using an ice-salt mixture. 5.1 parts of sodium nitrite solution was added to the reaction mixture. The reaction mixture was stirred for 1 to 2 hours.

After completion, 0.2 part of sulfamic acid was added to the reaction mixture. 17.7 parts of coupler (c) was dissolved in 50 parts of water. The diazo component was added dropwise to this solution for 1 hour. The reaction mixture was stirred for 2 hours. After completion, salt addition followed by filtration yielded 26.3 parts of Example 3.

13.16 parts of the dye (e) was dissolved in 50 parts of water and the pH was adjusted to be slightly acidic. 4.90 parts of copper sulfate and 8.26 parts of sodium acetate were added to the reaction mixture. The reaction mixture was heated to 100 < 0 > C for 1 hour. After completion, salt addition was followed by vacuum filtration to give Example (1) in an amount of 13.76 parts.

Dyeing Example 1

Two parts of the dye obtained according to formula (I) and 50 parts of sodium chloride were dissolved in 999 parts of water, 5 parts of sodium carbonate and 1 part of leveling agent were added. 100 parts of the woven cotton fabric were put into this dye bath. The temperature of the dye bath was raised to 30 < 0 > C and held for 30 minutes. The dye bath temperature was also raised to 60 DEG C and held at 60 DEG C for 60 minutes. The dyed fabric was then rinsed first with water. The dyed fabric was then neutralized with 1000 parts of an aqueous solution containing 1 part of 60% acetic acid and heated at 50 DEG C for 30 to 40 minutes. The dyed fabric was rinsed with 70 DEG C water, then boiled with laundry detergent for 30 to 40 minutes, then rinsed again with water and spin dried.

Dyeing Example 2

One part of the dye of formula (I) was dissolved in 2000 parts of water, heated to 80 DEG C for 20 minutes, and one part of leveling agent was added. The pH was then adjusted to 4.5 with acetic acid (60%), and 100 parts wool fabric was added to the dye bath. The dye bath was heated to < RTI ID = 0.0 > 40 C < / RTI > The temperature was raised to 98 占 폚 and maintained at 98 占 폚 for 90 minutes. After this, the dyeing was lowered to 60 캜, and the fabric was removed from the dye bath. The dyed fabric was washed with water and spin-dried.

Dyeing Example 3

One part of the dye of formula (I) was dissolved in 2000 parts of water and 1 part of leveling agent (based on the condensation product of the higher aliphatic amine and ethylene oxide) and 6 parts of sodium acetate were added. Thereafter, the pH was adjusted to 5 using acetic acid (80%). The dye bath was heated to 50 DEG C for 10 minutes, and then 100 parts of woven polyamide fabric was added. The temperature was raised to 110 DEG C over 50 minutes and then cooled to 60 DEG C to reduce staining and remove the stained material. The polyamide fabric was washed with hot water and low-temperature water, soaped, and spin-dried.

Dyeing Example 4

The mercerized fabric fabric was padded with a liquid containing 35 g / l sodium calcium carbonate, 100 g / l urea and 150 g / l low-viscosity sodium alginate solution (6%), Lt; / RTI > The liquid pick-up amount was 70%. The pretreated fabric was then coated onto a water-repellent substrate using a drop-on-demand (bubble jet) inkjet printing head using an aqueous solution containing 2% of dye of Example (I), 20% of sulfolane, 0.01% of Mergal K9N and 77.99% Ink. I dried the print sufficiently. Lt; RTI ID = 0.0 > 102 C < / RTI > for 8 minutes. Thereafter, the print was rinsed warm, and fastness rinsing treatment was performed with high temperature water of 95 캜. Again rinsed with lukewarm water and dried.

Claims (15)

Chemical compound according to formula (I):

[Wherein,
n is an integer of 0 or 1;
K is a radical of a coupling heterocyclic component as described below;
A is a radical of the middle component as described below when n is 1 and B when n is 0;
B is a radical of a diazo component as described below;
M is hydrogen, sodium, potassium, lithium or ammonium;
K is a coupling component of the following general formulas (K1) to (K3)

{Wherein,
R ¹ and R ⁴ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido; and R < 2 >
R ² , R ⁵ and R ¹¹ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;
R ³ , R ⁶ to R ⁹ and R ¹² are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > -Dialkyl-amino, N-arylamino, N, N-diarylamino N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N- Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl- SO ₃ M, or from the group consisting of alkyl substituted with one or more substituents selected;
or
Alkyl
or
-SO ₂ X a substituted alkyl or aryl; At this time
X is vinyl or a radical -CH ₂ CH ₂ -Y, wherein Y is a group removable under alkaline conditions such as OSO ₃ M; And
R ¹⁰ is a hydroxyl or an amino group;
And where in the general formula K2 the point of attachment and R ⁵ can be located ortho or para to the amino residue (rest) bearing the substituents R ⁶ and R ⁷ , which means that the point of attachment is an amino moiety having substituents R ⁶ and R ⁷ , When R ⁵ is located at its para, and vice versa;
Or K is a coupling component of the following general formulas (K4) to (K6):

{Wherein,
T is a reactive anchor of formulas (T1) to (T3);

(Wherein,
R ²⁴ and R ²⁵ independently of one another are halogen or

ego
R ²⁶ to R ³⁰ independently of one another are halogen;
or
Each of R ²⁴ to R ³⁰ independently of one another is substituted with one of the groups selected from the general formulas (1a) to (1c)

(Wherein,
R ³¹ , R ³² , R ³³⁹ and R ³⁴⁰ are independently of each other hydrogen, alkyl, phenyl, or phenyl substituted with one of alkyl, alkoxy, halogen, or -SO ₃ M; Cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl -Carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl- Monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl- N-monoaryl-sulfamoyl, N, N-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl- N, N-dialkylamino, N, N-diarylamino, N, N-dialkylamino, N-thioacylamino, ureido, alkylureido, phenylureido, -Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-di Cycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;
R ³³ , R ³⁴ and R ³³⁸ independently of one another are hydrogen, alkyl, alkoxyl, halogen, trifluoromethyl, cyano, nitro, ester, carbamoyl, SO ₃ M or -SO ₂ X;
Wherein M is hydrogen, sodium, potassium, lithium or ammonium;
X is vinyl or a radical -CH ₂ CH ₂ -Y, wherein Y is a group removable under alkaline conditions such as OSO ₃ M, SSO ₃ M, OCOCH ₃ , OPO ₃ M or halogen;
and p is an integer of 1 to 5));
R ¹³ and R ¹⁵ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ¹² , R ¹⁶ and R ²² independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;
R ¹⁴ , R ¹⁷ to R ²⁰ and R ²³ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl N-dicycloalkyl-N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Dialkylamino, N-arylamino, N, N-diaryl N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N, N-dicycloalkylamino, -Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;
R < ²¹ > is a hydroxyl or an amino group;
And in the general formula K5 the point of attachment and R ¹⁶ may be located ortho or para to the amino moiety bearing the substituents R ¹⁷ and R ¹⁸ which means that the point of attachment is not ortho to the amino moiety bearing the substituents R ¹⁷ and R ¹⁸ When R ¹⁶ is located at its para and vice versa;
A is a phenylene or naphthylene intermediate component and has the general formula (A1) or (A2):

{Wherein,
R ³⁴¹ to R ³⁴⁸ independently of one another are hydrogen, alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N-monoalkyl-sulfamoyl, N, N-dicycloalkyl-sulfamoyl, N, N-dicycloalkyl-carbamoyl, sulfamoyl, N-monocycloalkyl- di-alkyl-sulfamoyl, N- monoaryl-sulfamoyl, N, N- diaryl-sulfamoyl, N- mono- cycloalkyl -N- monoaryl sulfamoyl, N- monoalkyl monoaryl -N- sulfamoyl or SO ₃ And M is alkyl substituted with one or more substituents selected from the group consisting of M;
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >
Or (2a) to (2c):

Wherein R ³⁴⁹ and R ³⁵⁰ are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted, or T;
Wherein T has the same meaning as above;
U is -O-, -S-, or -N ( ^R329 ) -;
R ³²³ , R ³²⁷ and R ³²⁹ are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted;
R ³²⁴ , R ³²⁵ , R ³²⁶ and R ³²⁸ are independently of each other hydrogen, alkyl or an alkyl chain interrupted by one or two heteroatoms;
r is an integer from 0 to 6;
s is an integer from 1 to 6;
** represents the point of attachment to A1 or A2;
*** represents the point of attachment to T;
T is as defined above);
B is a diazo component and has one of the general formulas (B1) or (B2)

{Wherein,
R ³⁵ to R ⁴⁰ and R ³⁵¹ are, independently, hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ^41, CONH _2, S to each other (O) ₂ R ⁴² , -SO ₂ X, or T or amino substituted by one of the general formulas (E1) to (E3)

(Wherein,
V is -O-, -S-, or -N ( ^R352 ) -;
R ⁴³ , R ⁴⁷ and R ³⁵² are independently of each other hydrogen, alkyl, alkyl substituted with SO ₃ M, alkyl chain with one or two heteroatoms interrupted;
R ⁴⁴ , R ⁴⁵ , R ⁴⁶ and R ⁴⁸ independently of one another are hydrogen, alkyl or an alkyl chain interrupted by one or two heteroatoms;
R ³³⁰ to R ³³³ independently of one another are hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ³³⁴ , CONH ₂ , S ₂ R ³³⁵ or of formula (3a):

(Wherein,
R ³³⁶ and R ³³⁷ are independently of each other selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carbamoyl, N Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N-monoarylcarbamoyl, N, N-diarylcarbamoyl , N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- Amino-N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N, N-dialkylamino , N-arylamino, N, N-diarylamino, N-alkyl- N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or alkyl containing a moiety with free valencies linked to reactive anchor T);
R ⁴¹ , R ⁴² , R ³³⁴ and R ³³⁵ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
c is an integer from 0 to 6;
d is an integer from 1 to 6;
**** indicates the point of attachment to B1 and B2;
***** represents the point of attachment to T;
****** represents the point of attachment to E3;
T and X are as defined above;
M is hydrogen, lithium, sodium, potassium, ammonium or mono-, di-, tri- or tetra - (C ₁ -C ₄₎ - alkyl ammonium, one equivalent of an alkaline earth metal, or a monovalent organic cation Im};
Provided that the dye of formula (I) contains at least one reactive anchor. 2. The compound according to claim 1, wherein the chemical compound having the formula (Ia) to (If) and the mixture thereof:

[Wherein,
R ⁴⁹ , R ⁸⁵ , R ⁵⁸ , R ⁶⁶ , R ⁷⁴ and R ⁷⁸ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ⁵⁰ , R ⁵⁴ , R ⁵⁹ , R ⁶⁷ , R ⁷⁵ and R ⁷⁹ independently of one another are selected from the group consisting of cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, or sulfonyl, and -SO ₃ M;
R ⁵¹ , R ⁵⁵ , R ⁶⁰ and R ⁶⁸ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > Dialkylamino, N-arylamino, N, N-diarylamino N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N- Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;
R ⁵² , R ⁵³ , R ⁵⁶ , R ⁵⁷ , R ⁶⁴ , R ⁶⁵ , R ⁷² , R ⁷³ , R ⁷⁶ , R ⁷⁷ , R ⁸³ and R ⁸⁴ independently of one another are hydrogen or alkyl, alkoxy, halogen, no, -SO ₃ M, trifluoromethyl, nitro, ^{ester, NHC (O) R 86,} CONH 2, S (O) 2 R 87 or -SO ₂ X a;
R ⁸⁶ and R ⁸⁷ are independently of each other hydrogen, alkyl, or alkyl substituted by hydroxy or halogen;
R ⁶¹ to R ⁶³ , R ⁶⁹ to R ⁷¹ and R ⁸⁰ to R ⁸² independently of one another are hydrogen, alkyl, substituted alkyl, alkyl chain with one or two heteroatoms interrupted, alkoxy, substituted alkoxy, halogen, Trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c)
X and M are the same as in the above item 1]. 2. The chemical compound according to claim 1, having the formula (Ig) or (Ih):

[Wherein,
R ⁹⁰ and R ⁹⁴ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ⁹¹ and R ⁹⁵ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;
D ¹ and D ² are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N-monoarylcarbamoyl, N, N-diarylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N -Dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- Amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N, N-dialkylamino, N-arylamino, N, N-diarylamino, N-alkyl-N- N-cycloalkylamino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino, Cycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;
R ^92, R ^93, R ⁹⁹ and R ¹⁰⁰ are, independently, hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, nitro, ester, NHC (O) R ^101, together CONH _2, S (O) _2, and R ^102, or -SO ₂ X;
R ¹⁰¹ and R ¹⁰² are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
R ⁹⁶ to R ⁹⁸ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c);
Provided that D ¹ and D ² contain a residue having a free valence connected to the reactive anchor T;
T, X and M are as defined in claim 1. 2. The compound according to claim 1, wherein the chemical compound has one of the formulas (Ii) to (Il):

[Wherein,
R ¹⁰⁵ , R ¹¹⁰ , R ¹¹⁵ and R ¹²³ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ¹⁰⁶ , R ¹¹¹ , R ¹¹⁶ and R ¹²⁴ independently of one another are selected from the group consisting of cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;
R ¹⁰⁷ , R ¹¹² , R ¹¹⁷ and R ¹²⁵ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, Monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl N-dicycloalkyl-N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Dialkylamino, N-arylamino, N, N-diaryl N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N, N-dicycloalkylamino, -Heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl, or < RTI ID = 0.0 >
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < / RTI >M;
R ¹⁰⁸ , R ¹⁰⁹ , R ¹¹³ , R ¹¹⁴ , R ¹²¹ , R ¹²² , R ¹²⁹ and R ¹³⁰ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹³¹ , CONH ₂ , S (O) ₂ R ¹³² or -SO ₂ X;
R ¹³¹ and R ¹³² are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen,
R ¹¹⁸ to R ¹²⁰ and R ¹²⁶ to R ¹²⁸ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c);
E ⁴ to E ⁷ independently of one another are groups of the formulas (E1) to (E3);
M is as defined in claim 1]. 2. The chemical compound according to claim 1, having one of the formulas (Im) to (Ip):

[Wherein,
R ¹³⁵ , R ¹³⁹ , R ¹⁴³ and R ¹⁵⁰ are, independently of each other, hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ¹³⁶ , R ¹⁴⁰ , R ¹⁴⁴ and R ¹⁵¹ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;
D ³ , D ⁴ , D ⁵ and D ⁶ are each independently of the other hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl- Carbamoyl, N-monoalkyl-carbamoyl, N, N-dicycloalkyl-carbamoyl, N, N-dialkyl-carbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- Sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkylsulfamoyl, N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl- N, N < RTI ID = 0.0 > N < / RTI > Dialkylamino, N-arylamino, N, N-diarylamino, N- Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl- , N-heterocycloalkylamino, or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N-monocycloalkyl-amino, N-mono-cycloalkyl-amino, N-monoalkyl- Amino, N-alkylsulfonylamino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl N, N-dicyclohexylcarbamoyl, N-monoalkylcarbamoyl, N-monoalkylcarbamoyl, N, N-dicyclohexylcarbamoyl, N, N-dialkylcarbamoyl, N-monoarylcarbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkyl-sulfamoyl, N, N-dicycloalkyl-carbamoyl, sulfamoyl, N-monocycloalkyl- di-alkyl-sulfamoyl, N- monoaryl-sulfamoyl, N, N- diaryl-sulfamoyl, N- mono- cycloalkyl -N- monoaryl sulfamoyl, N- monoalkyl monoaryl -N- sulfamoyl or SO ₃ ≪ RTI ID = 0.0 > M < / RTI >
^{R 137, R 138, R 141} , R 142, R 148, R 149, R 155 and R ¹⁵⁶ are, independently of one another, hydrogen or methyl as alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹⁵⁷ , CONH ₂ , S (O) ₂ R ¹⁵⁸ or -SO ₂ X;
R ¹⁵⁷ and R ¹⁵⁸ are, independently of each other, hydrogen, alkyl, or alkyl substituted by hydroxy or halogen;
R ¹⁴⁵ , R ¹⁴⁶ , R ¹⁴⁷ , R ¹⁵² , R ¹⁵³ and R ¹⁵⁴ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, Trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of the formulas (2a) to (2c) as defined above;
E ⁸ to E ¹¹ , independently of each other, are groups of the general formulas (E1) to (E3) as defined above;
T, X and M are as defined in claim 1. 2. The chemical compound according to claim 1, having one of the formulas (Iq) to (It):

[Wherein,
Each of R ¹⁶¹ , R ¹⁶⁸ , R ¹⁷⁵ and R ¹⁸⁵ is independently selected from the group consisting of alkyl, cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;
R ¹⁶² , R ¹⁶⁹ , R ¹⁷⁶ and R ¹⁸⁶ independently of one another are hydroxyl or amino;
R ¹⁶³ to R ¹⁶⁵ , R ¹⁷⁰ to R ¹⁷² , R ¹⁷⁷ to R ¹⁷⁹ and R ¹⁸⁷ to R ¹⁸⁹ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >
or
-SO ₂ X a substituted alkyl or aryl; At this time
X is vinyl or a radical -CH ₂ CH ₂ -Y, wherein Y is or a group removable under alkaline conditions, such as OSO ₃ M; Or a residue having a free valence linked to the reactive anchor T;
R ¹⁶⁶ , R ¹⁶⁷ , R ¹⁷³ , R ¹⁷⁴ , R ¹⁸³ , R ¹⁸⁴ , R ¹⁹³ and R ¹⁹⁴ independently of one another are hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ¹⁹⁵ , CONH ₂ , S (O) ₂ R ¹⁹⁶ or -SO ₂ X;
R ¹⁹⁵ and R ¹⁹⁶ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
R ¹⁸⁰ to R ¹⁸² and R ¹⁹⁰ to R ¹⁹² independently of one another are hydrogen, alkyl, substituted alkyl, alkyl chain with one or two heteroatoms interrupted, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of formulas (2a) to (2c);
X is as defined above,
And M and T are as defined in claim 1. 2. The chemical compound according to claim 1, having one of formulas (Iu) to (Ix)

[Wherein,
R ¹⁹⁹ , R ²⁰⁶ , R ²¹³ and R ²²³ independently of one another are alkyl, cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M;
R ²⁰⁰ , R ²⁰⁷ , R ²¹⁴ and R ²²⁴ independently of one another are hydroxyl or amino;
R ²⁰¹ to R ²⁰³ , R ²⁰⁸ to R ²¹⁰ , R ²¹⁵ to R ²¹⁷ and R ²²⁵ to R ²²⁷ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI >
or
-SO ₂ X a substituted alkyl or aryl; At this time
X is vinyl or a radical -CH ₂ CH ₂ -Y, wherein Y is or a group removable under alkaline conditions, such as OSO ₃ M; Or a residue having a free valence linked to the reactive anchor T;
R ²⁰⁴ , R ²⁰⁵ , R ²¹¹ , R ²¹² , R ²²¹ , R ²²² , R ²³¹ and R ²³² are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, , An ester, NHC (O) R ²³³ , CONH ₂ , S (O) ₂ R ²³⁴ or -SO ₂ X;
R ²³³ and R ²³⁴ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
R ²¹⁸ to R ²²⁰ and R ²²⁸ to R ²³⁰ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkyl chain with one or two heteroatoms interrupted, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM; Or a group of formulas (2a) to (2c);
E ¹² to E ¹⁵ independently of one another are groups of formulas (E1) to (E3);
T, X and M are as defined in claim 1. Chemical compound according to one of formulas (Iy) to (Iab):

[Wherein,
R ²³⁷ , R ²⁴⁵ , R ²⁵³ and R ²⁶⁴ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ²³⁸ , R ²⁴⁶ , R ²⁵⁴ and R ²⁶⁵ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;
R ²³⁹ to R ²⁴² , R ²⁴⁷ to R ²⁵⁰ , R ²⁵⁵ to R ²⁵⁸ and R ²⁶⁷ to R ²⁷⁰ independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or an alkyl containing a moiety having a free valency linked to the residue reactive anchor T;
R ²⁴³ , R ²⁴⁴ , R ²⁵¹ , R ²⁵² , R ²⁶² , R ²⁶³ , R ²⁷⁴ and R ²⁷⁵ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ²⁷⁶ , CONH ₂ , S (O) ₂ R ²⁷⁷ or -SO ₂ X;
R ²⁷⁶ and R ²⁷⁷ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
R ²⁵⁹ to R ²⁶¹ and R ²⁷¹ to R ²⁷³ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, or COOM; Or a group of formulas (2a) to (2c);
X, M and T are as defined in claim 1. Chemical compound according to one of formulas (Iac) to (Iaf):

[Wherein,
R ²⁸⁰ , R ²⁸⁸ , R ²⁹⁶ and R ³⁰⁷ independently of one another are hydrogen, alkyl, cycloalkyl, trifluoromethyl; Alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino; Hydroxyl, monocycloalkyl-amino; Monoalkyl-amino; Di (cyclo) alkyl-amino; Dialkyl-amino; Monoaryl-amino; Diaryl-amino; Monocycloalkylmonoarylamino; Monoalkylmonoarylamino; Alkylthio; Arylthio;
or
Aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino , Alkylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido or phenylureido; and R < 2 >
R ²⁸¹ , R ²⁸⁹ , R ²⁹⁷ and R ³⁰⁸ independently of one another are cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, halogen, methylsulfonyl or -SO ₃ M ego;
R ²⁸² to R ²⁸⁵ , R ²⁹⁰ to R ²⁹³ , R ²⁹⁸ to R ³⁰¹ and R ³⁰⁹ to R ³¹² independently of one another are hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, Carbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, N, N-dialkylcarbamoyl, -Monoaryl-carbamoyl, N, N-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N -Monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N, N-dicycloalkylsulfamoyl, N, N-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N, -N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, Phenylureido, N-monoalkylamino, N, N-di Alkyl-N-aryl-amino, N-monocycloalkylamino, N, N-dicycloalkylamino, N-alkyl-N-cyclo Alkyl-amino, N-aryl-Ncycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino or hydroxyalkylsulfonylalkyl,
or
Lt; / RTI > is alkyl, interrupted by one or more heteroatoms such as oxygen or sulfur;
or
Amino, N-dialkylamino, N, N-dialkylamino, N, N-dialkylamino, N-alkyl- Amino, N, N-monocycloalkyl-amino, N, N-dicycloalkyl-amino, N-monoalkyl- Alkylthio, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, Aryl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxytithiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N, N-dialkylcarbamoyl, N-monoaryl-carbamoyl, N, N-diarylcarbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, Bam N, N-dicycloalkyl-sulfamoyl, N, N-monoalkyl-sulfamoyl, N-monoalkyl- N-monoarylsulfamoyl, N, N-diarylsulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamoyl or SO ₃ < RTI ID = 0.0 > M < / RTI > Or a residue having a free valence linked to the reactive anchor T;
R ²⁸⁶ , R ²⁸⁷ , R ²⁹⁴ , R ²⁹⁵ , R ³⁰⁵ , R ³⁰⁶ , R ³¹⁶ and R ³¹⁷ are independently of each other hydrogen or alkyl, alkoxy, halogen, cyano, -SO ₃ M, trifluoromethyl, Nitro, ester, NHC (O) R ³¹⁸ , CONH ₂ , S (O) ₂ R ³¹⁹ or -SO ₂ X;
R ³¹⁸ and R ³¹⁹ are independently of each other hydrogen, alkyl or alkyl substituted by hydroxy or halogen;
R ³⁰² to R ³⁰⁴ and R ³¹³ to R ³¹⁵ independently of one another are hydrogen, alkyl, substituted alkyl, an alkyl chain through which one or two heteroatoms are interrupted, alkoxy, substituted alkoxy, halogen, trifluoromethyl; Cycloalkyl; Heterocycloalkyl; Cyano; Nitro; Acyloxy; Alkylcarbonyl, acylamino; Arylamino, cinnamoylamino, alkylsulfonylamino; Alkylthio; Alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, alkylureido, SO ₃ M, COOM, or contains groups of formulas (2a) to (2c);
E ¹⁶ to E ¹⁹ independently of one another are groups of formulas (E1) to (E3);
T, X and M have the meanings as defined in claim 1]. 10. A chemical composition comprising two or more chemical compounds according to any one of claims 1 to 9. 10. A chemical composition comprising at least one chemical compound according to any one of claims 1 to 9. An aqueous solution for dyeing comprising at least one chemical compound according to any one of claims 1 to 9. A process for preparing a chemical compound according to formula (I) comprising the steps of:
a) Diazotizing the compound of formula (IV)
b) reacting the diazonium salt obtained in step a) with a compound of formula K to obtain an intermediate of formula (V)

c) Diazotizing the component (B-NH ₂ )
cx1) comprising: optionally, step c) coupled to the diazotized product of the compound (A-NH ₂₎ and the
cx2) Diazotizing the coupling product of step cx1)
d) coupling the diazotised product of step c) to intermediate V in the case of step c) to obtain the bisazo-product of formula (VI)

Or cx2) is coupled to intermediate V to obtain the trisazo-product of formula (VIII)

e) reacting the product of step d) with a copper salt having the formula (VI) or (VIII) to obtain the copper complex dye (IX) for (VI) or (X) for (VIII).

Vegetable fibers, seed fibers, cotton, kapok, coir from coconut shells; Bast fibers, flax, hemp, jute, kenaf, ramie, rattan; Leaf fibers, sisal, henequen, banana; Stalk fibers, bamboo; Wool, silk, cashmere wool, alpaca fibers, mohair, angora fibers and fur and leather materials; Manufacturing fibers, cellulose fibers; Paper and cellulose regenerated fibers, viscose rayon fibers, acetate and triacetate fibers and lyocell fibers; And a chemical compound according to any one of claims 1 to 9 for dyeing fibers selected from the group consisting of synthetic fiber materials, nylon materials, nylon-6, nylon-6.6 and aramid fibers, Use of the chemical composition according to claim 11 or the aqueous solution according to claim 12. Coir from vegetable fibers, seed fibers, cotton, kapok, coconut shells, comprising one or more chemical compounds according to any one of claims 1 to 9 in the form of chemical and / or physical bonds; Bast fibers, flax, hemp, jute, kenaf, ramie, rattan; Leaf fibers, sisal, heneken, banana; Stem fiber, bamboo; Wool, silk, cashmere wool, alpaca fibers, mohair, angora fibers and fur and leather materials; Manufacturing, recycling and recycling of fibers, cellulose fibers; Paper and cellulose regenerated fibers, viscose rayon fibers, acetate and triacetate fibers and lyocell fibers; And fibers selected from the group consisting of synthetic fiber materials, nylon materials, nylon-6, nylon-6.6, and aramid fibers.