Reactive azo dyes preparation thereof and use thereof

1. A reactive dye of the formula (1)

wherein

Y is a heterocyclic reactive group of the formula (2) or (3)

wherein

X 1 to X 3 are independently hydrogen, cyano or halogen, with the proviso that at least one

of X 1 to X 3 is halogen,

X 4 is fluorine or X 5 ,

Xs is a group of the general formula (4)

wherein

R 1 is hydrogen, alkyl or aryl;

B is alkylene, arylene or arylalkylene, and B alkylene is optionally interrupt by an oxygen atom; and

R 2 is an SO 2 CH 2 CH 2 Z or SO 2 CH═CH 2 radical, wherein Z is an alkali-eliminable moiety;

n is 0 or 1; and

M is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal.

2. The reactive dye as claimed in claim 1 , wherein n is 0.

3. The reactive dye as claimed in claim 1 , wherein

Y is a heterocyclic reactive group of the formula (3),

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

B is ethylene, propylene or phenylene and

R 2 is an —SO 2 CH 2 CH 2 Z radical wherein Z is sulfato.

4. The reactive dye as claimed in claim 2 , wherein

Y is a heterocyclic reactive group of the formula (3),

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

B is ethylene, propylene or phenylene and

R 2 is an —SO 2 CH 2 CH 2 Z radical wherein Z is sulfato.

5. The reactive dye as claimed in claim 1 , wherein the dye of formula (1) is a dye of the formula (1a)

wherein

M is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal, and

Y 1 is one of the radicals (2a) to (2i)

where M is as above.

6. The reactive dye as claimed in claim 1 , wherein the dye of formula (1) is a dye of the formulae (1b) to (1e)

wherein R is hydrogen, methyl or ethyl and M is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal.

7. The reactive dye as claimed in claim 1 , wherein M is hydrogen or sodium.

8. The reactive dye as claimed in claim 6 , wherein M is hydrogen or sodium.

9. A process for preparing the reactive dye as claimed in claim 1 , which comprises constructing said dye by reacting the compounds of the formulae (6), (7) and (2′) or (6), (7), (4′) and trifluorotriazine

wherein M, n, R 1 , R 2 , B, X 1 ,X 2 , X 3 are each as defined in claim 11 and X 0 is fluorine or chlorine, in any order in diazotization, coupling and condensation reactions.

10. The process of claim 9 , wherein a compound of the formula (8)

is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal, is diazotized and reacted with a compound of the formula (6).

11. The process of claim 9 , wherein a compound of the formula (9)

wherein M is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal, n is 0 or 1, is condensed with a halopyrimidine of the formula (2′) or with a triazine of the formula (3′)

X 4 is fluorine or X 5 ,

X 5 is a group of the general formula (4)

wherein

R 1 is hydrogen, alkyl or aryl;

B is alkylene, arylene or arylalkylene, and B alkylene is optionally interrupted by an oxygen atom; and

R 2 is an SO 2 CH 2 CH 2 Z or SO 2 CH═CH 2 radical, wherein Z is an alkali-eliminable moiety; and

X 0 is fluorine.

12. A process for dyeing and printing hydroxyl- and/or carboxamido-containing material, which comprises contacting the material with said dye as claimed in claim 1 .

13. The process as claimed in claim 12 wherein the material is a fiber material.