Fiber-reactive mono-azo dyes

1. A compound according to formula (I)

wherein

R 1 is a C 1-4 -aikyl group or a substituted C 2-4 -alkyl group,

R 2 and R 3 are independently from each other; —OH; —CN: C 1-2 -alkyl; —SO 3 H; COOH; —OC 1-2 -alkyl or —NH 2 ,

X is a halogen radical and

Y signifies —CH═CH 2 or —CH 2 CH 2 -Z, wherein Z is a radical which can be eliminated by alkali,

or a salt thereof and/or mixtures thereof, with the proviso that

(i) mixtures with at least one compound of formula(I) wherein X is Cl and at least one compound of formula (I) wherein X is F are excluded from the scope of the protection.

2. A compound of formula (I) according to claim 1 wherein R 1 is a C 1-2 -alkyl group or a C 2-4 -alkyl group, which is monosubstituted by Cl, F, Br, —OH, —CN or —NH 2 and X is Cl or F.

3. A compound of formula (I) according to claim 2 wherein R 1 is a —C 2 H 5 radical.

4. A compound of formula (I ) according to claim 1 wherein R 2 and R 3 are independently from each other C 1-2 -alkyl; —SO 3 H or —OC 1-2 -alkyl.

5. A compound of formula (I) according to claim 1 having the formula (Ia′)

wherein

X′is Cl or F,

R′ 1 is a C 1-2 -alkyl, especially —C 2 H 5 , or a C 2-4 -alkyl group, which is monosubstituted by Cl, F, Br, —OH, —CN or —NH 2 ,

R′ 2 and R′ 3 , are independently from each other; C 1-2 -alkyl; —SO 3 H or —OC 1-2 alkyl, especially H; —CH 3 ; —SO 3 H or —OCH 3

Y signifies —CH═CH 2 or —CH 2 CH 2 -Z, wherein Z is a -OSO 3 H group,

or a salt thereof and/or mixtures thereof, with the proviso that

(i) mixtures with at least one compound of formula (I) wherein X is Cl and at least one compound of formula (I) wherein X is F are excluded from the scope of the protection.

6. A mixture comprising a compound of formula (Ib)

and a compound of formula (Ic)

and a mixture of a compound of formula (Id) and a compound of formula (Ie)

wherein

R 1 is a C 1-4 -alkyl group or a substituted C 2-4 -alkyl group,

R 2 and R 3 are independently from each other H; —OH; —CN; C 1-2 -alkyl; —SO 3 H; —COOH; —OC 1-2 -alkyl or —NH 2 ,

X is a halogen radical and

Y signifies —CH═CH 2 , or —CH 2 CH 2 -Z, wherein Z is a radical which can be eliminated by alkali,

or a salt thereof and/or mixtures thereof, with the provisos that

(i) the compounds of the following formula

 wherein X and Y have the same meanings as defined above and R 4 signifies methyl or ethyl,

are excluded from the scope of the protection and

(ii) mixtures with at least one compound of formula (I) wherein X is Cl and at least one compound of formula (I) wherein X is F are excluded from the scope of the protection as well.

7. A process of forming a fiber-reactive dyestuft of formula (I) as defined in claim 1 or a salt thereof comprising the step of reactIng a diazotized compound of the formula (II)

wherein Y, R 2 and R 3 have the meanings as defined claim 1 , with a compound of the formula (Ill)

wherein X, Y and R 1 have the meanings as defined in claim 1 .

8. A process of forming a mixture as defined in claim 6 where a compound of formula (lb)

wherein all substituents are defined as in claim 6 , is reacted with NaOH.

9. A method for dyeing or printing hydroxy-group-containing or nitrogen-containing organic substrates comprising the steps of:

providing a substrate which contains a hydrogen group or a nitrogen group;

providing a fiber-reactive dyestuff of fomiula (I) or a mixture thereof as defined in claim 1 ; and

contacting said substrate with said fiber-reactive dyestuff.

10. An ink-jet ink comprising a dyestuff according to claim 1 .

11. A hydroxy-group-containing or nitrogen-containing organic substxate dyed or printed with a fiber-reactive dyestuff of fonnula (I) according to claim 1 .

12. A method for ink jet printing hydroxy-group-containing or nitrogen-containing organic substrates comprising the steps of:

providing a substrate which contains a hydrogen group or a nitrogen group;

providing a fiber-reactive dyestuff of formula (I)

wherein

R 1 is a C 1-4 -alkyl group or a substituted C 2-4 -alkyl group,

R 2 and R 3 are independently from each other H: —OH; —CN; C 1-2 -alkyl; —SO 3 H; —COOH; —OC 1-2 -alkyl or —NH 2 ,

X is a halogen radical and

Y signifies —CH═CH 2 or —CH 2 CH 2 -Z, wherein Z is a radical which can be eliminated by alkali,

or a salt thereof and/or mixtures thereof, with the provisos that

(i) the compounds of the following formula

wherein X and Y have the same meanings as defined above and R 4 signifies methyl or ethyl,

are excluded from the scope of the protection and

(ii) mixtures with at least one compound of formula (I) wherein X is Cl and at least one compound of formula (I) wherein X is F are excluded from the scope of the protection as well

or a mixture thereof and

ink jet printing said substrate with said fiber-reactive dyestuff.

13. A method for dyeing or printing hydroxy-group-containing or nitrogen-containing organic substrates comprising the steps of:

providing a substrate which contains a hydrogen group or a nitrogen group;

providing a fiber-reactive dyestuff of formula (I) or a mixture according to claim 6 ; and

contacting said substrate with said fiber-reactive dyestuff.

14. A hydroxy-group-containing or nitrogen-containing organic substrate dyed or printed with a fiber-reactive dyestuff mixture according to claim 6 .

15. A method for ink jet printing hydroxy-group-containing or nitrogen-containing organic substrates comprising the steps of:

providing a substrate which contains a hydrogen group or a nitrogen group;

providing a fiber-reactive dyestuff mixture according to claim 6 and

ink jet printing said substrate with said fiber-reactive dyestuff mixture.

16. An ink-jet ink comprising a mixture of dyestuffs according to claim 6 .