Disperse dyes, their preparation and their use

1. A dye of the formula (I)

where

D is the radical of a diazo component;

R 1 is hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C 1 -C 6 )-alkyl, —NHCOaryl, —NHSO 2 (C 1 -C 6 )-alkyl or —NHSO 2 aryl;

R 2 is hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, phenoxy or halogen;

R 3 is hydrogen, (C 1 -C 6 )-alkyl, substituted (C 1 -C 6 )-alkyl, (C 3 -C 4 )-alkenyl or substituted (C 3 -C 4 )-alkenyl;

or R 2 and R 3 combine to form the radical —C*H(CH 3 )CH 2 C(CH 3 ) 2 —, where the carbon atom marked by * is attached to the phenyl nucleus;

R 4 is hydrogen, (C 1 -C 6 )-alkyl or phenyl;

R 5 is (C 1 -C 6 )-alkyl or substituted (C 1 -C 6 )-alkyl;

R 6 is hydrogen or (C 1 -C 6 )-alkyl;

R 7 is hydrogen, (C 1 -C 6 )-alkyl or phenyl; and

n 0, 1, 2 or 3;

although the compounds of the formulae

shall be excluded.

2. The dye as claimed in claim 1 , wherein D represents a group of the formula (IIa)

where

T 1 and T 2 independently are hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, —SO 2 (C 1 -C 6 )-alkyl, —SO 2 aryl, cyano, halogen or nitro; and

T 4 and T 3 independently are hydrogen, halogen, trifluoromethyl, cyano, —SCN, —SO 2 CH 3 or nitro;

although at least one of T 1 , T 2 , T 3 and T 4 is not hydrogen;

or represents a group of the formula (IIb)

where

T 5 and T 5′ independently are hydrogen or halogen; and

T 6 is hydrogen, —SO 2 CH 3 , —SCN, (C 1 -C 4 )-alkoxy, halogen or nitro;

although at least one of T 5 , T 5′ and T 6 is not hydrogen;

or represents a group of the formula (IIc)

where

T 12 is hydrogen or halogen;

or represents a group of the formula (IId)

where

T 7 is nitro, —CHO, cyano, —COCH 3 or a group of the formula

where T 10 is hydrogen, halogen, nitro or cyano;

T 8 is hydrogen, (C 1 -C 6 )-alkyl or halogen; and

T 9 is nitro, cyano, —COCH 3 or —COOT 11 ; where T 11 is (C 1 -C 4 )-alkyl;

or represents a group of the formula (IIe)

where T 7 and T 8 are each as defined above;

or represents a group of the formula (IIf)

where T 13 is phenyl or S—(C 1 -C 4 )-alkyl.

3. The dye as claimed in claim 1 , wherein

R 1 is hydrogen, chlorine, methyl, ethyl, methoxy, hydroxyl, ethoxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino or phenylsulfonylamino;

R 2 is hydrogen, chlorine, methyl, ethyl, methoxy, ethoxy or phenoxy;

R 3 is hydrogen, methyl, ethyl, propyl, butyl, benzyl, phenylethyl, phenoxyethyl, methoxyethyl, cyanoethyl, —C 2 H 4 OCOCH 3 , —C 2 H 4 OCOC 2 H 5 , —C 2 H 4 COOCH 3 , —C 2 H 4 COOC 2 H 5 or allyl;

R 4 and R 7 are hydrogen, methyl or phenyl;

R 5 is methyl or ethyl;

R 6 is hydrogen or methyl; and

n is 0 or 1;

although the compounds of the formulae

shall be excluded.

4. The dye as claimed in claim 2 , wherein

R 1 is hydrogen, chlorine, methyl, ethyl, methoxy, hydroxyl, ethoxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino or phenylsulfonylamino;

R 2 is hydrogen, chlorine, methyl, ethyl, methoxy, ethoxy or phenoxy;

R 3 is hydrogen, methyl, ethyl, propyl, butyl, benzyl, phenylethyl, phenoxyethyl, methoxyethyl, cyanoethyl, —C 2 H 4 OCOCH 3 , —C 2 H 4 OCOC 2 H 5 , —C 2 H 4 COOCH 3 , —C 2 H 4 COOC 2 H 5 or allyl;

R 4 and R 7 are hydrogen, methyl or phenyl;

R 5 is methyl or ethyl;

R 6 is hydrogen or methyl; and

n is 0 or 1;

although the compounds of the formulae

shall be excluded.

5. The dye according to claim 1 , conforming to the formula (Ia)

where T 1 to T 4 , R 1 to R 7 and n are each as defined in claim 1 , although the compounds of the formulae

shall be excluded.

6. The dye as claimed in claim 5 , wherein

R 1 is acetylamino, propionylamino, benzoylamino or methylsulfonylamino;

R 2 is hydrogen, chlorine, methoxy or ethoxy;

R 3 is hydrogen, methyl, ethyl, allyl or benzyl;

R 4 is hydrogen or methyl;

R 5 methyl or ethyl;

R 6 is hydrogen or methyl and

R 7 is hydrogen, methyl or phenyl.

7. The dye as claimed in claim 5 , conforming to the formula (Iaa)

where

T 1 is hydrogen, nitro or methyl;

T 2 is hydrogen, nitro or chlorine;

T 3 is hydrogen, cyano, chlorine or bromine;

T 4 is hydrogen, cyano, nitro, chlorine, bromine or trifluoromethyl;

R 1 is hydrogen, hydroxyl, chlorine, methyl, acetylamino, propionylamino, benzoylamino or methylsulfonylamino;

R 2 is hydrogen, chlorine, methyl, phenoxy, methoxy or ethoxy;

R 3 is hydrogen, methyl, ethyl, butyl, benzyl, phenylethyl, phenoxyethyl or allyl;

R 5 is methyl or ethyl; and

R 4 and R 7 are hydrogen, methyl or phenyl;

although the compounds of the formulae

shall be excluded.

8. The dye as claimed in claim 7 , wherein T 3 is chlorine or bromine and R 1 is hydrogen or methyl.

9. A process for preparing a dye of the formula (I) as claimed in claim 1 , which comprises diazoting a compound of the formula (III)

D-NH 2   (III)

where D is as defined in claim 1 , and coupling onto a compound of the formula (IV)

where R 1 to R 7 and n are each as defined in claim 1 .

10. A process for dyeing and printing a hydrophobic material which comprises contacting the material with the dye as claimed in claim 1 .

11. An ink for digital textile printing by the ink jet process, comprising the dye of the formula (I) as claimed in claim 1 .

12. An ink for digital textile printing by the ink jet process, comprising the dye of the formula (I) as claimed in claim 8 .