GB840182A - Improvements relating to monoazo dyestuffs containing disulphimide groups and their use - Google Patents

Abstract

The invention comprises dyes which are free from SO3H and COOH groups and are of formula: <FORM:0840182/IV (c)/1> where A is a benzene or naphthalene residue, B is a benzene residue bound to the azo link #s to a sulphone or sulphonamide group, X is H or OH and Y is -SO2-alkyl, -SO2-aryl, -SO2-O-aryl and -SO2-R where R is a secondary amino group. They are made by coupling, in an acid, preferably aqueous organic medium, a diazo composed of an amine of formula A-SO2,-NH-SO2-B-NH2 with an appropriate 2-naphthylamine. The diazo compounds are preferably made by an indirect method. Preferred dyes are made from diazo components which contain the diazo group in the #s-position to a disulphimide or sulphone group and in which Y is -SO2 N-(phenyl),Me or Et. Other preferred dyes are those in which A is an unsubstituted or chloro or methyl substituted phenyl radical. The aryl residues, especially A and B, may contain groups such as alkyl, trifluoromethyl, tetramethylene, ether, alkyl- or phenyl-thio, sulphoxide, sulphone, sulphonamide groups derived from secondary amines, sulphonic acid aryl ester, carboxylic acid ester, cyano and halogen groups. Indicated for A are residues of benzene, toluene, xylene and cymol sulphonic acids, mono- or di-halogenbenzene- and halogen alkylbenzene sulphonic acids and naphthalene-, dybenyl- and tetrahydronaphthalene sulphonic acids. Indicated for B are residues from 2-aminobenzene-1-sulphonic acids e.g. 4- and 5-halogen-, acylamino and alkyl-and aryl sulphonyl and 4-alkyl and alkoxy2-aminobenzene-1-sulphonic acids and 3-amino-4-aryl-or-alkyl-sulphonyl-, sulphonic acid aryl ester- or sulphonic acid amide-benzene-1-sulphonic acids. Specified secondary amines from which Y may be derived are dimethyl, dibutyl, diethyl, N-methyl-phenyl, N-ethyl-phenyl, N-butyl-phenyl and dicyclohexyl-amines. Sulphonic acid phenyl- and methyl- and chlorophenyl ester residues are also indicated for group Y. If X is OH, Y is preferably in the 6-position. Indicated as azo components are derivatives of 2-naphthylamine -5-, -6- or -7- and 2-amino-8-naphthol-6-sulphonic acids. The dyes colour wool, silk, Lanital, polypeptide and polymethane fibres in orange to red shades. They may also be used in printing processes and especially in the "Vigoureux" process. Numerous examples are provided illustrating the preparation of the dyes and their use in dyeing processes, the components being chosen from those indicated above and additional components including those in which A is substituted by acylamino groups.