Patent GB-1004928-A (GB)
Title: Water-soluble reactive azo dyes containing an indole coupling component
Inventor: DEHNERT JOHANNES
IPC: C09B62/006
Filed: 1963-06-18
Abstract: The invention comprises water-soluble azo dyes of formula <FORM:1004928/C4-C5/1> wherein A is the radical of a carbo- or heterocyclic diazo component, R1 is a substituted or unsubstituted aliphatic, araliphatic or phenyl radical, R2 is a hydrogen atom or an aliphatic or phenyl radical, X is a water-solubilizing group, Y is a reactive group capable of forming a covalent link between the dye and a fibre containing functional groups, Z is a hydrogen, chlorine or bromine atom or a methoxy, acetyl, amino, thiocyano, carboxymethyleneoxy or sulphonamide group, n is 1, 2 or 3, m is 0, 1 or 2 and when m is 0 the dye contains at least one group which will react with a polyfunctional reactive compound (i.e. a compound which will react with both the dye and a fibre to form covalent links with each) under normal dyeing conditions for reactive dyes (see Division D1). The dyes are prepared by the axial coupling processes or by treating dyes wherein m is 0 with, for example, cyanuric chloride or its primary condensation products.  Many reactive groups and polyfunctional reactive compounds are specified.  The dyes are used to colour wool, silk and polyamide fibres and in particular cellulose fibres by the usual processes for reactive dyes.  Specification 958,659 is referred to.ALSO:Azo dyes of formula <FORM:1004928/D1-D2/1> wherein A is the radical of a carbo- or heterocyclic diazo component, R1 is a substituted or unsubstituted aliphatic, araliphatic or phenyl radical, R2 is a hydrogen atom or an aliphatic or phenyl radical, X is a water-solubilising group Y is a reactive group capable of forming a covalent link between the dye and a fibre containing functional groups, Z is a hydrogen, chlorine or bromine atom or a methoxy, acetyl, amino, thiocyano, carboxymethyleneoxy or sulphonamide group, n is 1, 2 or 3 and m is 0 1 or 2 and when m is O the dye contains at least one group which will react with a polyfunctional compound are used to dye and print nitrogenous and, preferably, cellulose fibres in acid or alkaline medium when required together with polyfunctional reactive compounds (i.e. compounds which will react with both the dye and the fibre to form covalent links with each).  Specified polyfunctional compounds include (a) alkaline medium:-butachiene dioxide, cyanuric chloride and hexahydro-1,3,5-triacryloyl-s-triazine (b) acid medium:-visable aminoplast-forming substances containing groups of formula <FORM:1004928/D1-D2/2> wherein X is O, S, NH or ­N,R4 is hydrogen, or aryl or an aliphatic radical which may form a ring with the nitrogen and carbon atoms and R1 is alkyl or hydrogen, such as dimethylolurea, dimethyloldicyano-diamide, methylolthioured, dimethylolguanidine and trimethlol-melamine.  In Example (19) the dye 2-ammonaphthalene-4, 8-disulphonic acid --> 1-(3-amino-n-propyl)-2-phenylindole is pasted with hexahydro-1,3,5-triacryloyl-s-triazine, polyvinyl alcohol, formaldehyde-naphthalene-sulphonic acid condensate, urea, water, sodium bicarbonate and sodium alginate, the paste printed on cotton and steamed to give a yellow print.  In Example 20 the reactive dye of Example 10 is employed to dye cotton in conventional manner.