Patent GB-964258-A (GB)
Title: Improvements relating to metal-containing reactive monoazo dyestuffs and their use
IPC: C09B62/012
Filed: 1961-11-29
Abstract: The invention comprises a dyestuff of the general formula <FORM:0964258/C4-C5/1> wherein R represents a radical of the benzene or naphthalene series which contains the -O-Me-group in o-position to the azo bond, of X1 and X2 one X is hydrogen and the other is the -NH-alkylene-Y group in which the alkylene radical has 2-6 carbon atoms and Y is an amino group substituted by the acyl radical of a saturated or unsaturated a - or b -chloro- or bromo-fatty acid or of an aromatic 1,3-diazine or 1,3,5-triazine compound containing at least one reactive chlorine or bromine atom and Me represents a heavy metal of the atomic numbers 24 to 29 which in the case of cobalt or chromium can be co-ordinated with other complex formers and a process for the preparation thereof wherein the appropriate metallized amino azo dyestuff is reacted with a reactive derivative of a saturated or unsaturated a - or b -chloro- or bromo-fatty acid or with an aromatic 1,3-diazine- or 1,3,5-triazine compound containing at least two reactive chlorine or bromine atoms.  In a modification of the process a metallizable dye of the formula <FORM:0964258/C4-C5/2> where Q represents a hydroxy group or a substituent which under metallizing conditions can be replaced by or converted into oxygen having two separate linkages, which substituent is in the o-position to the azo bond, is reacted with agents giving off heavy metal of atomic numbers 24 to 29, the metallization being performed under conditions which do not remove the reactive chlorine or bromine atom of Y but which can convert the substituent Q into oxygen having two separate linkages. The radical R is preferably of the benzene series and contains one or two sulphonic acid groups.  The usual substituents may also be present, e.g. halogen, alkyl, alkoxy, alkylamino, acylamino, nitro, alkyl sulphone, sulphamide and carboxylic acid groups. Many suitable benzene and naphthalene series diazo components are specified. Chromium, cobalt and copper are specified as preferred metals. Additional values specified for Q include acetyloxy, tosyloxy, carbalkoxy and alkoxy groups containing up to five carbon atoms. Acyl radicals specified are derived from acids such as b -chloro- or bromo-propionic-, -acrylic-, -crotonic- and maleic acids 2,4 - dichloro - and 2,4 - dibromopyrimidines optionally containing additional substituents, e.g. chlorine and bromine atoms, or nitro, acyl, cyano, alkyl and phenyl groups, 2,4,6-trichloro- or tribromo - 1,3,5 - triazines and mono-condensation products of cyanuric halides with ammonia, primary or secondary amines, alcohols, thioalcohols, phenol or thiophenol.  The dyes are suitable for dyeing and printing wool, silk, leather, synthetic polyamides and natural or regenerated cellulose fibres.  The dyes are fixed on cellulosic materials advantageously by treatment with acid binding agents including sodium and potassium carbonates, bicarbonates, di- and tri-phosphates, metasilicate and caustic soda.  The alkaline treatment may be applied as an after treatment or during the dyeing process. Examples are furnished.