Patent GB-104743-A (GB)
Title: Manufacture of New Leuco-triarylmethane-azo-dyestuffs and Metal Compounds thereof, and the Application of the Dyestuffs and Compounds in Dyeing.
Inventor: IMRAY OLIVER
IPC: C09B45/16
Filed: 1916-03-17
Abstract: 104,743. Imray, O., (Society of Chemical Industry in Basle). March 17, 1916. o-Aminooxyleucotricrylmethane compounds are obtained by the following processes : (1) nitrating leueotriarylmethane compounds prepared by condensing aromatic oxyaldehydes with secondary or tertiary amines or oxycarboxylic acids, and reducing the nitro bodies; (2) condensing o-aminooxyaldehydes with secondary or tertiary amines or oxycarboxylic acids, or condensing o-nitrooxyaldehydes with secondary or tertiary amines or oxycarboxylic acids, and reducing the nitro bodies; (3) condensing o-aminophenols or o-aminonaphthols with hydrols obtained from secondary or tertiary amines or oxycarboxylic acids. According to examples : leucopatent blue is nitrated and then reduced; 3-nitrosalicyhaldehyde - 5 - sulphonic acid is condensed with ethyl-p-sulphobenzylaniline, and the product is reduced, or 3- aminosalicylaldehyde - 5 - sulphonic acid is condensed with ethyl - p - sulpho-benzylaniline; oaminophenol - p - sulphonic acid is condensed with tetramethyldiaminobenzbydrol. Monoazo dyes are prepared by coupling the diazo compounds of the above described oaminooxyleucotriarylmethane compounds with azo dye components; other monoazo dyes are prepared by coupling o-diazophenols or o-diazonaphthols with the leucotriarylmethane compounds prepared by condensing phenols with hydrols from secondary or tertiary amines or oxycarboxylic acids, or oxyaldehydes with secondary or tertiary amines or oxycarboxylic acids; monoazo dyes are also prepared by condensing o-oxyazo dyes from o-diazophenols or o-diazonaphthols and phenols or naphthols with hydrols from secondary or tertiary amines or oxycarboxylic acids. The above-described monoazo dyes dye animal fibres in acid baths, and may be converted into metal lakes on the fibre by aftertreatment of the dyeings with copper salts, chromates, etc., or by dyeing with addition of metal salts to the dye-bath. Soluble metal compounds of the monoazo dyes may be prepared by treating aqueous solutions or suspensions thereof with metals or metal salts, such as copper, chromium, nickel, cobalt, iron, or aluminium salts, and isolating the metal compounds of the dyes by precipitation or salting-out, as described in Specifications 26460/12, 1611/15, 12249/15, and 16803/15; the copper compounds may also be made by effecting the formation of the azo dyes in the presence of copper or copper compounds, as described in Specification 15127/15; the chromium compounds may also be made by the process described in Specification 15456/15, namely by converting the aminooxyleucotriarylmethane compound into a chromium compound, diazotising, and coupling, and then treating the resulting " half-chrome " compound with a chromium salt; or the chromium compounds may be made by treating the dyes with an alkali chromite as described in Specification 104,045. The metal compounds dye animai fibres in acid baths; the dyeings with such of them as contain a carboxylic group in the diazo component or an oxy and a carboxylic group in the coupling-component may be chromed, as described in Specification 13204/15. According to examples, azo dyes are prepared from the following pairs of components : aminoleucopatent blue and #-naphthol, 1 - phenyl- 3 - methyl - 5 - pyrazolone, or acetoaceticanilide; the leucotriphenylmethane compound from 3 - aminosalicylaldehyde - 5 - sulphonic acid and ethyl-p-sulphobenzylaniline and # -naphthol; the leucotriphenylmethane compound from o - aminophenol - p - sulphonic acid and tetramethyldiaminobenzhydrol and #-naphthol, H-acid, 1 - phenyl - 3 - methyl - 5 - pyrazolone, or acetoaceticanilide; o aminophenol - p - sulphonic acid or 4 - sulpho - 2 - aminophenol-6- carboxylic acid and the condensation product from tetramethyldiaminobenzhydrol and resorcin; picramic acid and the condensation product from resorcylic aldehyde and o - cresotinic acid; 1:2: 4 - aminonaphthol sulphonic acid and the last-mentioned condensation product. An example is also given of the condensation of the azo dye from o-aminophenol-p-sulphonic acid and resorcin with tetramethyldiaminobenzhydrol. Examples of the production of copper and chromium compounds of the azo dyes are also given. 3 - Nitrosalicylaldehyde - 5 - sulphonic acid is obtained by nitrating salicylaldehyde - 5 - sulphonic acid in concentrated sulphuric acid solution. 3 - Aminosalicylaldehyde - 5 - sulphonic acid is prepared by reducing the above compound.