Fiber-reactive monoazo compound having 7-substituted amino-1-naphthol-sulfonic acid as coupling component

Claim 2

A monoazo compound according to Claim I, wherein R, and R 2 independently of one another denote hydrogen or methyl or ethyl, and A denotes phenylene unsubstituted or substituted with one or two members selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfo, or naphthylene unsubstituted or substituted with one sulfo.

Claim 3

A monoazo compound according to Claim I, wherein Z denotes -SO 2 CH=CH 2 , -SO 2 CH 2 CH 2 OSO 3 H, -SO 2 CH 2 CH 2 SSO 3 H, -SO 2 CH 2 OPO 3 H 2 or -SO 2 CH 2 CH 2 OCOCH 3 and X denotes chlorine, fluorine or a group of in which R 9 is hydrogen or methyl or ethyl.

Claim 4

A monoazo compound according to Claim I, wherein B denotes in which the asterisked linkage is bonded to the group

Claim 5

A compound of the following formula in a free acid form, wherein R s denotes hydrogen or sulfo, R 10 denotes hydrogen, methyl or ethyl, R,, denotes hydrogen, chlorine or sulfo, R 12 denotes methyl, ethyl, acetyl or propionyl, R 13 denotes hydrogen, methyl or ethyl, and Z, denotes -SO 2 CH=CH 2 or -SO 2 CH 2 CH 2 OSO 3 H.

Claim 6

A compound of the following formula in a free acid form, wherein R s denotes hydrogen or sulfo, R 10 denotes hydrogen, methyl or ethyl, R 11 denotes hydrogen, chlorine or sulfo, R 12 denotes methyl, ethyl, acetyl or propionyl, R 13 denotes hydrogen, methyl or ethyl, R 14 denotes hydrogen or sulfo, and Z, denotes -SO 2 CH = CH 2 or -SO 2 CH 2 CH 2 OSO 3 H.

Claim 7

A process for producing a monoazo compound of the following formula (I) in a free acid form, wherein R, and R 2 independently of one another denote hydrogen or unsubstituted or substituted lower alkyl, R 3 denotes unsubstituted or substituted lower alkyl, acyl or a group of the formula, R4 denotes hydrogen or unsubstituted or substituted lower alkyl, and R s denotes hydrogen or sulfo, B denotes a group of the formula, in which R 6 is hydrogen, chlorine, sulfo, carboxy, methyl, methoxy or ethoxy, or a group of the formula, X denotes chlorine, fluorine, lower alkoxy, unsubstituted or substituted phenoxy, or a group of the formula, in which R, and R 8 independently of one another are hydrogen or an unsubstituted or substituted lower alkyl, phenyl, naphthyl or benzyl group, A denotes an unsubstituted or substituted phenylene or naphthylene group, and Z denotes a group of the formula, -SO 2 CH=CH 2 or -SO 2 CH 2 CH 2 Y, in which Y is a group splittable by the action of an alkali, which comprises (a) reacting a diazonium salt of an amine compound of the following formula (IV), wherein R,, R 2 , A, B and Z are as defined above, and X, denotes chlorine or fluorine, with a naphthol compound of the following formula (V) wherein R 3 , F4 and R s are as defined above, or reacting any one of an aromatic amine compound of the following formula (III), wherein R,, A and Z are as defined above, or a monoazo naphthol compound of the following formula (VII), wherein R2, R 3 , R 4 , R s and B are as defined above, with cyanuric chloride or cyanuric fluoride, followed by the reaction with the remaining one, to obtain a monoazo compound of the following formula (I'), wherein R,, R 2 , R 3 , R4, R s , A, B, X, and Z are as defined above, which corresponds to the monoazo compound of the formula (I) having a chlorine or fluorine atom as X, or (b) reacting the monoazo compound of the formula (I') with a compound of the following formula (VIII), wherein X 2 denotes lower alkoxy, unsubstituted or substituted phenoxy or a group of the formula, wherein R, and R 8 are as defined above, or reacting any one of the monoazo naphthol compound of the formula (VII) or the compound of the formula (VIII) with cyanuric chloride or cyanuric fluoride, followed by the reaction with the remaining one, and then with the aromatic amine compound of the formula (III), to obtain a monoazo compound of the following formula (I"), wherein R 1 , R 2 , R3, R 4 , R s , A, B, X 2 and Z are as defined above, which corresponds to the monoazo compound of the formula (I) having a lower alkoxy group, an unsubstituted or substituted phenoxy group or a group of the formula, wherein R 7 and R 8 are as defined above.

Claim 8

A process for dyeing or printing fiber materials, which comprises using a monoazo compound of the following formula in a free acid form, wherein R, and R 2 independently of one another denote hydrogen or unsubstituted or substituted lower alkyl, R 3 denotes unsubstituted or substituted lower alkyl, acyl or a group of the formula, R 4 denotes hydrogen or unsubstituted or substituted lower alkyl, and R s denotes hydrogen or sulfo, B denotes a group of the formula, in which R 6 is hydrogen, chlorine sulfo, carboxy, methyl, methoxy or ethoxy, or a group of the formula, X denotes chlorine, fluorine, lower alkoxy or unsubstituted or substituted phenoxy, or a group of the formula, in which R, and R 8 independently of one another are hydrogen or an unsubstituted or substituted lower alkyl, phenyl, naphthyl or benzyl group, A denotes an unsubstituted or substituted phenylene or naphthylene group, and Z denotes a group of the formula, -SO 2 CH = CH2 or -SO 2 CH 2 CH 2 Y, in which Y is a group splittable by the action of an alkali.