GB927771A - New metallised disazo-triazine dyestuffs - Google Patents

Abstract

The invention comprises metal complexes of compounds which, in their free acid form, are of formula <FORM:0927771/IV(a)/1> where D is SO3H or COOH, n is 2, 3 or 4, E is a coupling component residue attached to the azo link in an o or vicinal position to an OH, or enolizable keto, group, R is H or an alkyl radical of 1-4 C atoms, X is OH, alko, COOH or a carboxyalkoxy group, Y is Cl or Br, Z is Cl or Br or an alkyl, aryl, alkoxy, aryloxy, amino or substituted amino group, A is a divalent residue of the benzene series and the benzene or naphthalene residue B may be substituted. The complexes are made in conventional fashion by treating an appropriate amino-azo dye with a metallizing agent and a triazine of formula <FORM:0927771/IV(a)/2> metallization preferably preceding the reaction with a triazine, or, when Z is other than Cl or Br, by treating a metal complex of an appropriate dihalotriazine azo dye with a compound TQ, where Q is an alkoxy, aryloxy, amino, or substituted amino, group and T is H, or an alkali metal. Representative of specified groups for R are methyl and butyl. Specified for X are methoxy, ethoxy and carboxymethoxy. Representative of specified values for Z are methyl, ethyl, methoxy, ethoxy, propoxy, phenyl, phenoxy, amino, ethylamino, di-(b -hydroxyethyl)amino and carboxy-, hydroxy- and disulphoanilino. Amongst values indicated for A are phenylene, sulpho- and carboxy-phenylene, a ,b diphenylethylene disulphonic acid and diphenylene. Specified substituents for B are methyl, methoxy, ethoxy, carboxymethoxy, carboxyethoxy and hydroxy. E is indicated as a residue of a phenol, a naphthol, acetoacetarylide or 5-pyrazolone. Copper is the preferred metal, others specified being nickel, cobalt and chromium. Preferred are the copper complexes of dyes which, as free acids, are of formula <FORM:0927771/IV(a)/3> where D, E, Y and Z are as above, p is 1, 2 or 3, A1 is sulphophenylene, B1 may have an Me or OMe substituent and X1 is OH or OMe. Especially preferred dyes of this class have Y and Z as Cl, X1 as OMe and E as the residue of a 5-pyrazolone with substituents on the 1 and 3 positions of the heterocyclic ring or of a naphthol sulphonic acid which may contain a substituted amino group, e.g. a phenylamino group. The complexes colour cellulosic materials, e.g. cotton, viscose rayon and linen and are preferably applied in conjunction with an acid-binding agent. Bluish-red to green shades are obtained. Examples are provided of the preparation of the dyes and their use in colouring cellulosic materials. Specifications 797,946, 838,337, 842,933 and 847,635 are referred to.