Water-soluble triphendioxazine compounds

A water-soluble triphendioxazine compound corresponding to the formula ( 1) ##STR39## in which:

• T is alkyl of 1 to 6 carbon atoms which may be interrupted by 1 or 2 hetero groups which are selected from the groups of the formulae --O--, --S--, --NH-- and --N(R')-- in which R' has the meaning given below, and the alkyl group T is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo, but with the exclusion of substituents which conform to the group Y defined below, or
• T is phenyl or naphthyl, or is phenyl or naphthyl both of which are substituted by substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, sulfo, carboxy, carbamoyl unsubstituted or monosubstituted or disubstituted by phenyl, alkyl of 1 to 4 carbon atoms, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, sulfamoyl unsubstituted or monosubstituted or disubstituted by phenyl, alkyl of 1 to 4 carbon atoms, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, trifluoromethyl, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, nitro and amino unsubstituted or monosubstituted or disubstituted by phenyl, alkyl of 1 to 4 carbon atoms, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms;
• B is an oxygen or sulfur atom or an amino group of the formula --NH-- or --N(R')-- in which
• R' is alkyl of 1 to 6 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo;
• W is alkylene of 1 to 6 carbon atoms which may be interrupted by 1 or 2 hetero groups which are selected from groups of the formulae --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R.sup.o)-- in which R.sup.o has one of the meanings of R' or is alkanoyl of 2 to 5 carbon atoms, and the alkylene W is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo, or
• W is an alkylene-phenylene, phenylene-alkylene, phenylene-alkylene-phenylene or alkylene-phenylene-alkylene group, the alkylene moieties of which are of 1 to 6 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo, and interrupted or non-interrupted by 1 or 2 hetero groups selected from those mentioned above, and the phenylene moieties of which are unsubstituted or substituted by 1 or 2 substituents selected from the group of substituents consisting of sulfo, carboxy, sulfamoyl, carbamoyl, methyl, ethyl, methoxy, ethoxy, nitro, chlorine, amino and amino substituted by alkyl of 1 to 4 carbon atoms, phenyl and/or phenylalkyl with an alkyl of 1 to 4 carbon atoms, or
• W is phenylene or naphthylene, or phenylene or naphthylene both of which are substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, sulfo, carboxy, sulfamoyl, carbamoyl, carbamoyl which is mono- or disubstituted by alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, sulfamoyl which is mono- or disubstituted by alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, trifluoromethyl, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, nitro, amino and amiono mono- or di-substituted by alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl of 1 to 4 carbon atoms, and/or cycloalkyl of 5 to 8 carbon atoms, or
• W is one of the above-mentioned alkylene and arylene moieties which are connected with one another by one of the above-mentioned hetero groups, or
• W is a cycloalkylene of 5 to 10 carbon atoms unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, or is an alkylene-cycloalkylene or cycloalkylene-alkylene or alkylene-cycloalkylene-alkylene the alkylene moieties of which are of 1 to 4 carbon atoms and the cycloalkylene moieties of which are of 5 to 8 carbon atoms and may be substituted by alkyl of 1 to 4 carbon atoms, or
• W is a group of the formula ##STR40## in which R* is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo, and
• W.sup.x is alkylene of 1 to 6 carbon atoms which may be interrupted by 1 or 2 hetero groups which are selected from groups of the formulae --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R.sup.o)-- in which R.sup.o has one of the meanings of R' or is alkanoyl of 2 to 5 carbon atoms, and the alkylene W.sup.x is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo, or
• W.sup.x is an alkylene-phenylene, phenylene-alkylene, phenylene-alkylene-phenylene or alkylene-phenylene-alkylene group, the alkylene moieties of which are of 1 to 6 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from chlorine, alkoxy of 1 to 4 carbon atoms, benzoylamino, sulfobenzoylamino, alkanoylamino of 2 to 5 carbon atoms, hydroxy, sulfato, phosphato, acetoxy, sulfo, carboxy and phenyl unsubstituted or substituted by substituents selected from alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and sulfo, and interrupted or non-interrupted by 1 or 2 hetero groups selected from those mentioned above, and the phenylene moieties of which are unsubstituted or substituted by 1 or 2 substituents selected from the group of substituents consisting of sulfo, carboxy, sulfamoyl, carbamoyl, methyl, ethyl, methoxy, ethoxy, nitro, chlorine, amino and amino substituted by alkyl of 1 to 4 carbon atoms, phenyl and/or phenylalkyl with an alkyl of 1 to 4 carbon atoms, or
• W.sup.x is phenylene or naphthylene, or phenylene or naphthylene both of which are substituted by substituents selected from alkyl or 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, sulfo, carboxy, sulfamoyl, carbamoyl, carbamoyl which is mono- or disubstituted by phenyl, alkyl of 1 to 4 carbon atoms, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, sulfamoyl which is mono- or disubstituted by alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, trifluoromethyl, benzoylamino, sulfobenzoylamino, alkanoylamino fo 2 to 5 carbon atoms, nitro, amino and amino mono- or di-substituted by alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl of 1 to 4 carbon atoms and/or cycloalkyl of 5 to 8 carbon atoms, or
• W.sup.x is one of the above-mentioned alkylene and arylene moieties which are connected with one another by one of the above-mentioned hetero groups, or
• W.sup.x is a cycloalkylene of 5 to 10 carbon atoms unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, or is an alkylene-cycloalkylene or cycloalkylene-alkylene or alkylene-cycloalkylene-alkylene the alkylene moieties of which are of 1 to 4 carbon atoms and the cycloalkylene moieties of which are of 5 to 8 carbon atoms and may be substituted by alkyl of 1 to 4 carbon atoms;
• W.sup.1 has one of the meanings mentioned above for W to be an alkylene unsubstituted or substituted or optionally interrupted by hetero groups or to be an alkylene-phenylene, phenylene-alkylene, phenylene-alkylene-phenylene or alkylene-phenylene-alkylene, each unsubstituted or substituted or optionnally interrupted or bound with one another by hetero groups as defined above for W, or to be a phenylene or naphthylene, optionally substituted as defined above, or
• W.sup.1 is a group of the formula ##STR41## in which R* has one of the above-mentioned meanings and W* has one of the meanings given above for W.sup.x ;
• R is hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 5 carbon atoms, halogen, carboxy or sulfo;
• X.sup.1 is hydrogen, halogen, cycloalkyl of 5 to 8 carbon atoms, phenylalkoxy with an alkyl moiety of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, phenyloxy, alkyl of 1 to 4 carbon atoms, phenyl, phenylalkyl with an alkyl moiety of 1 to 4 carbon atoms, cyano, carboxy, carbalkoxy of 2 to 5 carbon atoms, phenylamino, carbamoyl, N--(C.sub.1 -C.sub.4 -alkyl)-carbamoyl, N,N-di-(C.sub.1 -C.sub.4 -alkyl)-carbamoyl, N-phenyl-carbamoyl, alkanoylamino of 2 to 5 carbon atoms, benzoylamino and benzoylamino substituted by 1 or 2 substituents selected from halogen, nitro, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy and sulfo;
• X.sup.2 is identical to X.sup.1 or different from X.sup.1 and has one of the meanings given for X.sup.1 ;
• n is 1 or 2;
• Y is vinyl or is an ethyl group substituted in the .beta.-position by a substituent which can be eliminated by an alkali;
• at least one of the sulfo and sulfato groups which may be present in the molecule as mentioned above, is necessarily present in the molecule.