Patent GB-950861-A (GB)
Title: Improvements relating to metal-containing formazane reactive dyestuffs and their use
IPC: C09B62/018
Filed: 1960-11-11
Abstract: The invention comprises dyes of formula <FORM:0950861/C3/1> where R1 is a monovalent radicle, A and B are residues of diazo components with X1 or X2 o to the azo link, X1 and X2 are metal binding substituents, Y is a salt forming, water-solubilizing substituent which dissociates acid, W is a benzoylene amino group, Z is an acyl radicle which has at least one mobile halogen atom of atomic number 17-35 which reacts with alkalis while splitting off an anion, R2 is H or an aliphatic radicle having 1 to 4 C atoms, an araliphatic or cycloaliphatic radicle, Me is a metal of atomic number 24-29, n is 1-5 and 9 and m are 1 or 2.  The dyes may be made in conventional fashion by acylating corresponding dyes in which Z is H, by metallizing appropriate formazone dyes or by metallizing a dye of formula <FORM:0950861/C3/2> and coupling with an appropriate diazo component. R1 is especially an electrophilic radicle, e.g. an aromatic-isocyclic or -heterocyclic radicle, or a nitro, cyano, carbacyl or carbalkoxy group.  A and B may be aromatic-isocyclic or -heterocyclic radicles.  X1 and X2 are preferably hydroxy or carboxylic acid groups.  Y is preferably a sulphonic acid group but may also be a carboxy, phosphonic acid or an acylated sulphamide group.  W is indicated as a m- or p-benzoylene amino group. Indicated for Z are a - or b -fatty acid or, preferably, cyclic carbimide halide radicles, the latter containing at least one halogen atom at a ring carbon atom vicinal to a tertiary ring nitrogen atom and is especially an azine ring of aromatic character with at least 2 tertiary ring nitrogen atoms which has at least one halogen of atomic number 17-35 at the neighbouring ring carbon atoms and Me is specified as Co, Cr, Ni or Cu, the last named being preferred.  In particularly preferred products Me is Cu, A and B are benzenic or naphthalenic residues and R1 is an organic substituent.  Azine residues specified include those of 2,4,6-tribromo and -chloro-1,3,5-triazines, 2-alkoxy-, alkyl-, phenylamino-, sulphophenylamino or ureido-4,6-dichloro-1,3,5-triazines and 2,4- or 4,6-dibromo or dichloropyrinidines which in the remaining positions contain halogen atoms or groups such as nitro, acyl, cyano, alkyl or phenyl groups and tetrameric cyanogen chloride or bromide.  Fatty acid residues specified include b -chloro- or -bromo-crotonic acid chloride or bromide and m - (b  - chloroethylsulphamyl) - benzoyl chloride. The acylation reaction is effected at pH's of about 2-7 and temperatures of 0-60 DEG  C. Metallization, in the second of the above process, is performed at pH's of about 1-7 and at moderately high temperatures.  R2 is preferably H, other values indicated including methyl, butyl, hydroxy- and cyanocarboxy and sulphomethyl, b -sulphatoethyl, cyclohexyl and benzyl groups.  The products colour natural and regenerated cellulosic fibres and natural and synthetic polyamide fibres in a variety of shades.  Dyeings on cellulose are fixed with an acid-binding agent.  Polyamide fibres are advantageously dyed in an acid bath or printed with neutral or weakly acid inks and treated with acid binding agents.  Numerous examples are provided of the preparation of the dyes and their use in colouring cotton and wool.  Reference has been directed by the Comptroller to Specification 758,662.