Patent GB-637404-A (GB)
Title: Manufacture of metalliferous dyestuffs
IPC: C09B45/01
Filed: 1947-09-19
Abstract: Metalliferous dyestuffs are manufactured by treating azo dyestuffs free from sulphonic acid groups and from carboxylic acid groups in o-position to hydroxy groups, but containing the atomic grouping <FORM:0637404/IV (c)/1> in a neutral to alkaline medium with a metal (e.g. cobalt, iron, manganese, aluminium, copper, nickel or especially chromium) compound which contains an aromatic o-hydroxycarboxylic acid in complex union, this compound being used in a proportion corresponding to less than one (e.g. 0.3-0.9, preferably 0.5-0.7) atom of complex-forming metal for each of the above-defined groups in the dyestuff.  Suitable starting materials, which may contain further substituents (e.g. halogen atoms or alkyl, alkoxy, nitro, acylamino, sulphone or sulphoamide groups) are obtainable from o-hydroxydiazo compounds of the naphthalene or especially of the benzene series (e.g. 2-aminophenol or its 4- or 5-chloro-, 4 : 6-dichloro-, 3 : 4 : 6-trichloro-, 3 : 4 : 5 : 6-tetrachloro-, 4- or 5-nitro-, 4-chloro-, 5- or 6-nitro-, 4-nitro-6-chloro-, 4 : 6-dinitro-, 5- or 6-nitro-4-methyl- or 4-(or 6-)nitro-6-(or 4-)acetylamino-derivatives or its 4-sulphonic acid amide, anilide or alkylanilides, 3-amino-4-hydroxybenzanilide, 3-amino-4- or 2-hydroxy-5-chlorobenzanilide, 3-amino-4-hydroxyacetophenone, or 1 : 2- or 2 : 1-aminonaphthol) and coupling components capable of coupling in o-position to a hydroxy group in an aromatic nucleus or owing their capacity for coupling to a ketomethylene grouping (e.g. a - or b -naphthol, 5 : 8-dibromo- or dichloro- or 5-chloro-1-naphthol, 5 : 8-dichloro- or 6-bromo-2-naphthol, 4-hydroxy-1-naphthyl phenyl ketone, 4-alkyl - 1 - naphthols, 2 : 3 - hydroxynaphthoic arylides, 3 - hydroxynaphthalene - 1 : 8-dicarboxylic acid, 1 : 5-, 1 : 6-, 1 : 7-, 1 : 8-, 2 : 3-, 2 : 6- or 2 : 7-dihydroxynaphthalene or monoalkyl ethers thereof, aminonaphthols, acylaminonaphthols, naphtholsulphonic acid amides, resorcinol, p-cresol, 2-acetylamino-4-methylphenol, 4-acetylamino-3-methylphenol, acetoacetic arylides, 3-methyl-5-pyrazolone, 1-1 - aryl - 3 - methyl - 5 - pyrazolones, 2 : 4-dihydroxyquinoline and N - alkyl - 4 - hydroxy-2-quinolones).  The metallization may be effected in the presence of a dispersing agent (e.g. sulphonated castor oils, or a soap produced from potassium oleate and pine oil and containing a solvent).  Examples describe the treatment of dyestuffs derived from certain of the above-mentioned components, using the following metallizing agents: sodium, sodium-potassium and sodium-ammonium chromosalicylate, sodium-potassium chromocresotinate (from o- or p-cresotinic acid), and a chromium-aluminium-salicylic acid complex.  Reference is also made to the use of metal complexes from 1 - hydroxybenzene - 2 - carboxylic - 4-sulphonic acid and from 5-methyl-1-hydroxybenzene-2-carboxylic acid.  The products are useful for colouring lacquers and spinning solutions, and masses consisting of natural or artificial resins, cellulose derivatives (e.g. celluloid) or animal substances (e.g. casein or gelatine), and for dyeing artificial fibres of superpolyamides or superpolyurethanes. The Specification as open to inspection under Sect. 91 comprises also the treatment of other dyestuffs containing complex-forming groups, including those containing an o-hydroxycarboxylic acid grouping and azo dyestuffs in which one or both of the hydroxy groups in the grouping defined above is replaced by a substituted hydroxy group, a carboxylic group or an amino group, e.g. those obtained by using b -naphthylamine or 3-aminonaphthalene-1 : 8-dicarboxylic acid as coupling components.  This subject-matter does not appear in the Specification as accepted.