Patent GB-859198-A (GB)
Title: New triazine dyestuffs
Inventor: ANDREW HERBERT FRANCIS
IPC: C09B62/08
Filed: 1958-11-07
Abstract: The invention comprises dyes of formula:  <FORM:0859198/IV (c)/1> where W is R-A- or P-Q-, A and B are divalent benzene or naphthalene residues, E is the residue of a coupling component, R is a substituted or unsubstituted benz- or naphthatriazolyl radical, P is a benzene or naphthalene residue, Q is a benz- or naphthatriazolyl radical connected to P through one of the N atoms of the triazolyl ring, X is Hlg, Y is Hlg or a substituted or unsubstituted alkyl, aryl, alkoxy, aryloxy, alkylmercapto or arylmercapto radical or an OH, SCN or an amino group which may be substituted, Z is H or an alkyl group which may be substituted and m is 0 or 1 and the dyes must contain at least 2 sulphonic acid groups.  The dyes may be made by treating appropriate azo dyes with the required halotriazine or by diazotising an amine corresponding to W and coupling with a triazine component corresponding to E.  When Y is other than Hlg the dyes may be obtained by treating the di-halotriazine dyes with a component H-D where D corresponds to Y.  Metal complexes may be obtained in conventional fashion from those of the products which contain, in A, B, Q and E, metallisable groups.  Metallisation may be effected before, after or during reaction of the metallisable dye with the halotriazines.  Representative of residues specified for A and B are 1, 3- phenylene and 1, 4- naphthylene.  They may contain substituents such as SO3H, Me, O Et, Br and CH3 CONH. Substituents mentioned for P are SO3H, sulphophenylazo, b - phenylvinyl, COOH, NO2, Cl, Me, O Me and C6H5CONH.  Representative of values indicated for R and Q are 2- (51- methoxy- 11, 21, 4, 5- benztriazolyl) an 2- (51, 71- disulpho- 11, 21, 4, 5-), -(31, 61, 81- tri-sulpho- 11, 21, 4, 5-) and 2- (81- oxy -61- sulpho-11, 21, 4, 5-)-naphthatriazolyl. E is preferably a residue of a phenol, naphthol, acetoacetarylide, a 5- pyrazolone or a secondary or tertiary arylamine.  Representative of indicated components corresponding to E are m-toluidine, mamino-acetoacetanilide, 2- amino -5- naphthol -7- sulphonic acid, 1- (31- aminophenyl) -3- methyl -5-pyrazolone, mphenylenediamine, cresidine, #s-anisidine, 1- naphthylamine -6- sulphonic acid and 1- N- ethylamino -8- naphthol -3, 6- disulphonic acid.  Representative of values indicated for Y additional to those specified above are Et, phenyl, O Et, sulphophenoxy, methylmercapto, phenylmercapto, propyl-, dihydroxy-ethyl-, cyclohexyl-, benzyl-, stilbeneyl-, carboxy-phenyl- and N- methyl -N- propylamino, piperidyl, chloranilino and disulphonaphthyl-amino.  Z is specified as Me, Et, propyl and butyl which may contain substituents such as OH and O Me.  The indicated metallisable groups are -OH, -OAIK, -COOH, -OCH2COOH and NH2. Specified metals are Ni, Co, Cr and Cu the last-named being preferred.  The dyes are preferably isolated at pH 6-8 (see Specifications 838,337 and 842,933).  The dyes colour cellulosic textile material in conjunction with a treatment by an acid-binding agent (see Specification 797,946). Examples are provided illustrating the preparation of monodis- and trisazo dyes and metal complexes thereof and their use in dyeing cellulosic materials in red, yellow and blue shades.  Specification 852,911 also is referred to.