Azo compounds

1. A dyestuff or a mixture of dyestuffs of formula (I)

wherein

X is H; halogen, —CN; —SO 2 CH 3 ; —OH; —OCH 3 or —NO 2 ,

Y is H; halogen, or —CN, and

K is a coupling component radical of the 6-hydroxypyridone-2, aniline, a-naphthylamine, 5-aminopyrazole, 5-hydroxypyrazole, indole, tetrahydrochinoline, 2-aminothiazole, 2-aminothiophene, phenole which is not 3,5-dimethyl substituted and the substituents in the 3 and 5 position are not members of a second ring, 2-naphthol, benzomorpholine or 2,6-diaminopyridine series.

2. A dyestuff or mixture of dyestuffs according to claim 1 of formula (I-B)

wherein

X is H; halogen, —OH; —OCH 3 or NO 2

Y is H,

R 7 is H; benzyl; phenyl; C 1-6 -alkyl; substituted C 2-4 -alkyl,

C 1-2 -alkylene-COOC 1-2 -alkyl; —NHC 6 H 5 or —NH 2 , as well as mixtures thereof.

3. A dyestuff or mixture of dyestuffs according to claim 1 of formula (I-A)

wherein

X is H; halogen, —CN, —OH; —OCH 3 or —NO 2 ,

Y is H; halogen, or —CN, and

R 1 is C 1-6 -alkyl; substituted C 2-4 -alkyl, C 3-4 -alkenyl; substituted C 3-4 -alkenyl, C 3-4 -alkinyl, C 2-4 -alkylene-OCO—C 1-3 -alkyl; C 2-4 -alkylene-O(CO)O—C 1-3 -alkyl; C 1-3 alkylene-COO—R 5 ; —C 1-3 -alkylene-COO—C 2-3 -alkylene-N-phthalimid; C 1-3 -alkylene-COOCH 2 COOR 5 or C 1-3 -alkylene-COOCH 2 COR 6 ,

R 5 is C 1-4 -alkyl; C 1-2 -alkoxyethyl; C 3-4 -alkenyl; C 3-4 -alkinyl; cinnamyl; phenoxyethyl; phenyl-C 1-3 alkyl; tetrahydrofurfuryl-2; phenyl or phenyl, substituted by —CH 3 , —OCH 3 , —COOCH 3 or —COOC 2 H 5 ,

R 6 is C 1-4 -alkyl; phenyl or substituted phenyl,

R 2 is H; C 1-6 -alkyl; substituted C 2-4 -alkyl, C 3-4 -alkenyl; substituted C 3-4 -alkenyl,

C 3-4 -alkinyl, preferably propargyl;

C 2-4 -alkylene-OCO—C 1-3 -alkyl or C 1-3 alkylene-COO—R 5 ,

R 3 is H; CH 3 —; —NHCO—A 1 or —NHCOO—A 2 ,

wherein

A 1 is H; C 1-4 -alkyl; C 2-3 -alkenyl; phenyl; —NH 2 or substituted C 1-2 -alkyl,

A 2 is C 1-4 -alkyl or substituted C 2-4 -alkyl, and

R 4 is H; halogen or C 1-4 alkoxy.

4. A dyestuff of mixture of dyestuffs according to claim 1 of formula (I-C)

wherein

X is H; halogen, —OH; —OCH 3 or NO 2 ;

Y is H,

R 8 is H; C 1-6 -alkyl; cyclo-hexyl; phenyl; substituted phenyl,

R 9 is C 1-4 -alkyl; phenyl or —CF 3 .

5. A process for the production of a dyestuff of formula (I), according to claim 1 comprising the step of coupling a diazotized amine of formula (II)

with an amine of formula (III)

H—K  (III).

6. A dyed or printed fiber or thread dyed with a dyestuff or a mixture of dyestuffs according to claim 1 , wherein the fiber or thread comprise, fully or semi-synthetic, hydrophobic, organic materials.

7. An inkjet for an inkjet printing process or hot melt inkjet process comprising a dyestuff or mixture of dyestuffs according to claim 1 .

8. A composition comprising a dyestuff or a mixture of dyestuffs according to claim 1 .

9. The composition according to claim 8 wherein the composition is a printing paste, a printing ink, an inkjet printing ink or a hot melt inkjet printing ink.

10. Fibers or threads or materials produced thereof, wherein the fibers or threads comprise fully or semi-synthetic, hydrophobic, organic materials dyed or printed with a dyestuff or a mixture of dyestuffs as claimed in claim 2 .

11. A dyestuff or mixture of dyestuffs according to claim 1 , wherein X is Cl or Br.

12. A dyestuff or mixture of dyestuffs according to claim 1 , wherein Y is Cl or Br.

13. A dyestuff or mixture of dyestuffs according to claim 2 , wherein X is Cl or Br.

14. A dyestuff or mixture of dyestuffs according to claim 2 , wherein the substituted C 2-4 -alkyl is substituted by one substituent selected from the group consisting of halogen, —CN, —OH, —OC 1-4 -alkyl, —OCOC 1-2 -alkyl, —OC 6 H 5 and —C 6 H 5 .

15. A dyestuff or mixture of dyestuffs according to claim 3 , wherein X is Cl or Br.

16. A dyestuff or mixture of dyestuffs according to claim 3 , wherein Y is Cl or Br.

17. A dyestuff or mixture of dyestuffs according to claim 3 , wherein substituted C 2-4 -alkyl of R 1 is substituted by one or more substituents selected from the group consisting of halogen, —CN, —SCN —OC 1-4 -alkyl, —OCOC 1-3 -alkyl, —OCHO, —OC 6 H 5 and —C 6 H 5 .

18. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted C 3-4 -alkenyl of R 1 is substituted by —Cl or —Br.

19. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the C 3-4 -alkinyl of R 1 is propargyl.

20. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted phenyl of R 6 is substituted by one or more substituents selected from the group consisting of —CH 3 , —OCH 3 , —OC 2 H 5 , halogen and —OH.

21. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted C 2-4 -alkyl of R 2 is substituted by one or more substituents selected from the group consisting of halogen, —CN, —OH, —OC 1-4 -alkyl, —OCOC 1-3 -alkyl, —OC 6 H 5 and —C 6 H 5 .

22. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted C 3-4 -alkenyl of R 2 is substituted by —Cl or —Br.

23. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the C 3-4 -alkinyl of R 2 is propargyl.

24. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted C 1-2 -alkyl of A 1 is substituted by one or more substituents selected from the group consisting of —OH, —Cl, —OCH 3 , OC 2 H 5 and —C 6 H 5 .

25. A dyestuff or mixture of dyestuffs according to claim 3 , wherein the substituted C 2-4 -alkyl of A 2 is substituted by one substituents selected from the group consisting of —Cl, —OCH 3 and —OC 2 H 5 .

26. A dyestuff or mixture of dyestuffs according to claim 4 , wherein X is Cl or Br.

27. A dyestuff or mixture of dyestuffs according to claim 4 , wherein the substituted phenyl of R 8 is substituted by one substituent selected from the group consisting of halogen, —CH 3 , —CN, —OH, —OC 1-4 -alkyl, —OCOC 1-2 -alkyl, —COC 1-2 -alkyl, —COOH, —SO 2 C 2 H 4 OH and —NO 2 .

28. A material comprising the dyed or printed fiber or thread according to claim 6 .