Patent GB-498575-A (GB)
Title: Manufacture of azo-dyestuffs containing metal in complex union
IPC: C09B45/18
Filed: 1938-03-07
Abstract: Metal compounds of azo dyes free from sulphonic acid groups and of the general formula R-N=N-R1 wherein R is a phenyl residue containing a group capable of binding metal in complex union and at least one further substituent (other than a sulphonic group) and R1 is the residue of a dihalogen-1-naphthol are suitable for colouring masses in substance or dissolved in a solvent such as water, alcohols, glycols, ketones, hydrocarbons, e.g. benzene or toluene, ethers, ether alcohols, esters, drying or hardening oils and mixtures of solvents.  The masses may contain natural resins such as copal, amber, shellac, colophony or wax, such as carnauba wax and ozokerite.ALSO:Azo dyes containing metal in complex union are made by treating with an agent yielding metal, an azo dyestuff free from sulphonic acid groups and of the general formula R-N=N-R1 wherein R is a phenyl residue containing a group capable of binding metal in complex union and at least one further substituent (other than a sulphonic group) and R1 is the residue of a dihalogen-1-naphthol. Agents yielding chromium, copper, cobalt, nickel or iron may be used. The dyes are soluble in lacquer solvents and lacquers and may be used for colouring masses in substance or dissolved in a solvent, e.g. water, alcohols, glycols, ketones, hydrocarbons, ethers, ether-alcohols, esters and drying or hardening oils, or mixtures of solvents.  Lacquers and plastic masses based on nitro, acetyl, ethyl or benzyl celluloses, copal, amber, shellac, colophony or wax, such as carnauba wax and ozokerite, natural products such as rubber, balata and guttapercha, artificial resins, such as the condensation products from aldehydes with phenols or aromatic amines or acid amides, e.g. urea, thiourea and aryl sulphamides, condensation products from polybasic acids with polyhydric alcohols, polymerization products, for instance, vinyl, styrene and acrylic acid resins and animal substances, e.g. gelatine, casein and other albumens may thus be coloured.  Softening agents, such as higher fatty acids, filling agents, for instance barium sulphate, zinc oxide or titanic oxide, or plasticizing agents, such as triphenyl or tricresyl phosphate, glycerol or castor oil may be added.  In the examples, 5 : 8-dichloro-1-naphthol is coupled with the diazo compounds of 5-nitro-4-chlor-2-aminophenol, 4- or 5-nitro-2-aminophenol, 4-chlor-2-aminophenol, 4-sulphamido - 2 - aminophenol or 6-nitro-4-methyl-2-aminophenol and the dyestuffs treated with cobalt, chromic, copper, nickel, iron, aluminium or manganese sulphate or ferric chloride in presence of tartaric acid and caustic soda.ALSO:Masses containing natural polymerization products, for instance rubber, balata and guttapercha are coloured by means of complex metal compounds of azo dyes free from sulphonic acid groups and of the general formula R-N = N-R1 wherein R is a phenyl residue containing a group capable of binding metal in complex union and at least one further substituent (other than a sulphonic group) and R1 is the residue of a dihalogen-1-naphthol.