GB903048A - New pyrimidine dyestuffs, and their manufacture and use - Google Patents

Abstract

The invention comprises dyes which contain, bound to the dye residue via a nitrogen atom, the acyl radicle of a halo-pyrimidine carboxylic acid. The dyes are made by conventional processes of diazotisation and coupling or by acylation and condensation. Nitro stilbene, acridone, xanthene, thioxanthone, azine, thiazine, dioxazine, acid phthalocyanine, acid anthraquinone and particularly azo dyes, including metal complexes, especially those of copper, chromium or cobalt, and vat dyes are indicated. Preferred are dyes, especially vat-dyes, containing a residue of formula <FORM:0903048/IV (b)/1> where n is an integer, preferably 1 and X is Cl or Br, with preferably one or two SO3H groups, and water-soluble dyes which contain in addition to more than one group imparting solubility in water a radicle of formula <FORM:0903048/IV (b)/2> where X and Y are Hlg and Z is H or Hlg. The nitrogen atom may have an aliphatic, cycloaliphatic, araliphatic or aryl radicle attached thereto. The acylamino residue may be bound to a nucleus of the dye molecule via an alkylene radicle but is preferably bound directly or via an SO2NH group. Water-solubilising groups indicated are sulphonamide groups, which may be acylated, a methyl sulphone group, or advantageously a COOH, SO3H or HO3SO group. Other substitutents such as halogen, nitro, acylamino, alkyl or alkoxy groups may be present. Representative of indicated starting materials are acylatable azo dyes obtained from coupling components such as 1-arnino-3-alkyl- or -acylamino-benzene, b -ketocarboxylic acid arylides, m or p-aminophenyl-5-pyrazolones and aminonaphthol sulphonic acids, 1-amino-4-(31- or 41-aminophenylamino)-anthraquinone-2-sulphonic acids, 1 -amino-4-(31-aminophenylamino)-anthraquinone-2,21, 8-trisulphonic acid, 1,5-dioxy-4,8-diaminoanthraquinone -2,6-disulphonic acid, 8-amino-1-acylaminoanthraquinones, aminoisodibenzanthrone sulphonic acids and a phthalocyanine tri- or tetra-sulphonic acid chloride, partially amidated with diaminobenzene sulphonic acid. The dyes colour polyhydroxylated fibrous materials such as cellulosic materials, regenrated cellulose, linen and cotton and may be chemically fixed on the fibre by alkali and heat treatment. The dyes also colour nitrogenous textile materials such as leather, silk and wool and polyamides and -urethanes, from a weakly alkaline, or a neutral or acid dye bath. Numerous examples are provided of the preparation of the dyes of all classes and their use in colouring processes, a variety of colour shades being obtained. Specification 781,384 is referred to.