Patent GB-935978-A (GB)
Title: New monoazo triazine dyestuffs
Inventor: BARKER PETER WILLIAM
IPC: C09B62/085
Filed: 1960-03-14
Abstract: The invention comprises dyes of formula <FORM:0935978/IV(a)/1> where A is a residue of the azonaphthalene series, n is an integer, preferably 1 to 5, and R is a sulphonated mono- or di-cyclic aryl residue.  The dyes may be made by condensing a cyanuric halide, in either order, with the required proportions of aminoazo dye and sulphonated naphthol or phenol or, when containing an OH group in the o-position to the azo link in the naphthalene nucleus attached to the triazine ring, may also be made by conventional diazotization and coupling processes, the coupling component containing the triazine residue. Representative of specified values for R are 4-sulpho-, 2-nitro-4-sulpho- and 4-methyl-2-sulpho-phenyl, 4-sulpho-2-carboxyphenyl and 4-sulphol-1-naphthyl.  Indicated dyes are those of formula <FORM:0935978/IV(a)/2> where D is a naphthyl residue, n and R are as above, the heterocyclic group is preferably in the 6, 7 or 8 position and the latter may contain a 5- or 6- sulpho group, especially preferred being those dyes where D is a sulphonated 2-naphthyl residue which contains a 1-sulpho group; dyes, as above, where the heterocyclic group is attached to a benzoylamino, or an anilino, group which is in the 6, 7 or 8 position of the naphthyl residue and dyes of formula <FORM:0935978/IV(a)/3> where D1 is a naphthyl residue, n and R are as above, m is 1 or 2 and one X is H and the other H a So3H.  Cyanuric chloride is the preferred cyanuric halide although the bromide is also mentioned.  Indicative of specified aminoazo dyes are 8-amino-1-hydroxy-2,21-azo-naphthalene-11,3,51, 6-tetrasulphonic acid, 6-methylamino-1-hydroxy-2,21-azonaphthalene-11, 3,51-trisulphonic acid and 4-amino-3-methoxy-1,21-azonaphthalene-41,7, 81-trisulphonic acid. Amongst specified diazo components are 1-naphthylamine and its 5-mono- and 3,7-disulphonic acids and 2-naphthylamine and its 6-mono-,5,7-di- and 3,6,8-tri-sulphonic acids, preferred being 2-naphthylamine-1-sulphonic acid or 2-naphthylamine-polysulphonic acids with a sulpho group in the 1-position.  Amongst indicated naphthalene derivatives, from which the coupling residue of the dye is derived, are 1- and 2-amino-5-naphthols, and especially aminonaphthol sulphonic acids and their Nalkyl, -aminophenyl and -aminobenzoylamino derivatives, and 1-naphthylamine and its 6 and 7 sulphonic acids and their 2-methoxy derivatives.  The dyes colour textile materials made from e.g. cotton, viscose rayon, regenerated cellulose, wool, silk, cellulose acetate, polyamides, polyacrylonitriles, modified polyacrylonitriles and aromatic polyesters.  The dyes are stated to be reactive to textile materials containing active hydrogen atoms.  As reactive dyes for cellulosic materials they are applied in conjunction with an acid-binding agent. As reactive dyes for nitrogenous materials they are applied from a mildly alkaline, neutral or acid dyebath. Examples are provided of the preparation of the dyes and their use in colouring cellulosic materials in red and orange shades. Specifications 846,765 and 857,186 are referred to.