Reactive dyestuff, method for production thereof and use of the same

1. A dye of the general formula (1)

wherein

M is hydrogen or an alkali metal, and

X is chlorine or fluorine.

2. The dye according to claim 1 , wherein X is chlorine.

3. The dye according to claim 1 , wherein X is fluorine.

4. The dye according to claim 1 , wherein M is hydrogen.

5. The dye according to claim 1 , wherein M is an alkali metal.

6. A dye mixture comprising one or more of the dyes of the general formula (1)

wherein

M is hydrogen or an alkali metal, and

X is chlorine or fluorine and

also one or more further fiber-reactive dyes.

7. The dye mixture according to claim 6 , comprising one or more of the dyes of the general formula (1) and also at least one dye selected from the general formulae (2), (3) and (4)

wherein

D is the radical of benzene or of naphthalene;

R 1 is hydrogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy or —SO 3 M;

R 2 is amino, (C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkyl substituted by —COOM, —SO 3 M or —SO 2 —Y 1 ;

R 3 is hydrogen, chlorine, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy or —SO 3 M;

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

R 5 is hydrogen or —CO—R 2 or has one of the meanings of Z;

Y 1 is vinyl or is ethyl substituted by an alkali-eliminable substituent in the β position;

Z is a fiber-reactive radical selected from the group consisting of the halopyrimidines, of the dichloro-quinoxalines or of the halotriazines;

m is 1, 2 or 3;

n is 0 or 1; and

M is hydrogen or an alkali metal.

8. The dye mixture according to claim 7 , wherein the group (MO 3 S) m -D- in the general formula (2) represents the groups of the general formulae (5a) to (5c) and also of the general formulae (7a) to (7e)

9. The dye mixture according to claim 7 , wherein fiber-reactive radicals Z are halotriazines have the general formula (9)

where

X 4 is halogen, —NHCN or X 5 ; and

X 5 is a group of the general formula (10)

where

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

B is (C 2 -C 6 )-alkylene, (C 2 -C 6 )-alkylene interrupted by a heteroatom, or is phenylene; and

Y 1 is as defined above.

10. The dye mixture according to claim 9 , wherein X 4 is fluorine or chlorine, or —NHCN or is X 5 ; and

X 5 is a group of the general formula (10)

where

R 6 is hydrogen or methyl;

Y 1 is vinyl or is ethyl substituted by an alkali-elimnable in the β position; and

B is ethylene or (C 2 -C 6 )-alkylene interrupted by an —O—.

11. The dye mixture according to claim 7 , wherein the dye of the general formula (1) is present in an amount from 90% to 10% by weight and at least one dye selected from the general formulae (2), (3) and (4) is present in an amount from 10% to 90% by weight, all based on the total amount of dye.

12. A process for preparing a dye of the general formula (1),

wherein

M is hydrogen or an alkali metal, and

X is chlorine or fluorine,

which comprises acylating a monoazo compound of the general formula (11)

wherein M is hydrogen or an alkali metal, with a triazine compound of the general formula (12)

wherein X is chlorine or fluorine, and then condensing the resulting compound of the general formula (13)

with N-methyltaurine.

13. A process of printing or dying a hydroxyl- and/or carboxamido-containing material which comprises contacting said material with a dye of the general formula (1)

wherein

M is hydrogen or an alkali metal, and

X is chlorine or fluorine.

14. A printing ink comprising the dye of the general formula (1) according to claim 1 .

15. A process for producing the dye mixture according to claim 6 , which comprises mechanically mixing the dye of the general formula (I) and the further fiber-reactive dye.