Patent GB-935979-A (GB)
Title: New disazo triazine dyestuffs
Inventor: BARKER PETER WILLIAM
IPC: C09B62/09
Filed: 1960-03-14
Abstract: The invention comprises dyes of formula <FORM:0935979/IV(a)/1> where A is an aryl residue, B a 1,4-arylene residue, E the residue of a coupling component, n 1-5 and R a sulphonated mono- or di-cyclic aryl residue, and the copper complexes of the dyes when both A and B or B and E have metallizable groups in o-position to the azo groups linking both residues.  The metal-free dyes are made by condensing a cyanuric halide, in either order, with the required proportions of aminodisazo dye and sulphonated phenol or naphthol or, when E has an OH group, or an enolized or enolizable keto group, o-to the azo group, by coupling a diazotized amine of formula A-N=N-B-NH2 with an appropriate coupling component.  The copper complexes are made by the above condensation using a copper complex of a metallizable aminodisazo dye.  Preferably the metallizable groups are in B and E. Hydroxy, carboxylic acid, lower alkoxy and carboxy-methoxy are indicated metallizable groups.  Representative of specified values for R and 4-sulphophenyl, 2-nitro- and -chloro-4-sulphophenyl, 3,5-disulphophenyl, 4-sulpho-2-carboxyphenyl and 6-sulpho-2-naphthyl. Dyes of the following classes are particularly referred to:-those of formula <FORM:0935979/IV(a)/2> where the triazinylamino group is preferably in the 6, 7 or 8 position and the latter may have an So3H group in the 5 or 6 position, especially preferred being dyes where A is sulphonated phenyl, naphthyl or hydroxynaphthyl and B is 1,4-phenylene or 6-sulpho-1,4-naphthylene with an MeO group oto the azo link between B and the naphthol residue, and their copper complexes; (2) dyes as in (1) in which the triazinylamino group is attached to an anilino or benzoylamino group attached to the 6, 7 or 8 position of the naphthalene nucleus; (3) dyes as in (1) where E is a 1,4-phenylene or -naphthylene residue derived from a p-coupling amine of the benzene or naphthalene series and (4) dyes as in (1) where E is the residue of a 5-pyrazolone coupled to the azo group in 4-position of the pyrazole ring and having in the 1 position of the pyrazole ring a mono- or di-cyclic aryl residue e.g. benzene or stilbene, to which is attached the triazinylamino group, and their copper complexes.  Cyanuric chloride and bromide are specified cyanuric halides the former being preferred. Representative of specified disazo starting materials are 8-amino-2-[41-(211-sulphophenylazo) -21-methoxy-51-methylphenylazo] -1-naphthol-3,6-disulphonic acid, and its copper complex, 4-amino-1-(41-phenylazophenylazo)naphthalene-21, 411,6-trisulphonic acid and the copper complexes of 7-(41-amino-31-sulphoanilino) -2-[411-(2111,5111-disulphophenylazo) -211-methoxy-511-methylphenylazo]-1-napthol -3-sulphonic acid, 1-(31-aminophenyl) -3-methyl-4-[(411-(2111-naphthylazo) -211-carboxyphenylazo) -5-pyrazolone-41,5111,7111 trisulphonic acid and 4,41-bis(611-amino-111-hydroxy-311, 511-disulpho-211-naphthylazo)-3, 31-dimethoxydiphenyl.  The dyes colour textile materials, e.g. cotton, viscose rayon, regenerated cellulose, wool, silk, cellulose acetate, polyamides, polyacrylonitrile, modified polyacrylonitrile and aromatic polyesters.  The dyes are reactive dyes for textile materials containing active hydrogen atoms such as cellulosic and nitrogenous materials. Nitrogenous materials are dyed from a weakly alkaline, neutral or acid dye bath.  Examples are provided of the preparation of the dyes and their copper complexes, and the use of both metal-free, and copper-containing dyes, in the colouring of cellulosic materials in a variety of colours.  Specifications 846,765 and 857,186 are referred to.