Patent GB-343006-A (GB)
Title: Manufacture of azo-dyestuffs
IPC: C09B29/00
Filed: 1929-11-02
Abstract: Lacquers or varnishes such as those known under the Registered Trade Mark "Zapon" are coloured yellow to red shades by the use of monoazo dyes made by coupling a diazotized aromatic sulphonic acid ester of a non-sulphonated o-aminophenol with a non-sulphonated amino- or oxy-compound of the benzene series or with a N-w-methylsulphonate of a non-sulphonated aromatic amine of the benzene series, saponifying the dye thus obtained and then alkylating or acylating; in an example, the dye p-toluene sulphonic acid ester of o-aminophenol --> sodium aniline-w-sulphonate is saponified and acylated with acetylchloride and then dissolved in finished Zapon varnish giving a transparent yellow coating.ALSO:Monoazo dyes are made by coupling a diazotized aromatic sulphonic acid ester of a non-sulphonated o-aminophenol with a non-sulphonated amino- or oxy-compound of the benzene series or with a N-w-methylsulphonate of a non-sulphonated aromatic amine of the benzene series, saponifying the dyestuff thus obtained and then alkylating or acidylating.  The dyes may also be treated with agents yielding metals to give metalliferous dyes having increased properties of fastness.  In examples (1) the dyestuff p-toluene sulphonic acid ester of 2-aminophenol (or its 5-nitro, 4-methyl and 4-chloro derivatives) --> m-toluidine, p-xylidine, p-cresidine or the sodium-w-methanesulphonates of aniline, o-toluidine and o-anisidine is saponified and then acidylated with acetyl chloride.  (2) The dyestuff p-toluene sulphonic acid ester of 2-aminophenol (or its 5-nitro and 4-chloro compounds) --> sodium phenolate or other compound of the benzene series containing a hydroxyl group such as o- or m-cresol and m-chlorphenol is saponified and then alkylated with ethyl chloride or bromide, dimethyl sulphate or methyl alcohol and sulphuric acid.  The dyestuffs may be used as follows: (a) the dyestuff p-toluene sulphonic acid ester of o-aminophenol --> sodium aniline-w-sulphonate is saponified and acidylated with acetyl chloride and dissolved in "Zapon" varnish to give a yellow lacquer.  The dyestuff itself also dyes acetate silk a fast greenish-yellow shade.  (b) The dyestuff p-toluene sulphonic acid ester of o-aminophenol --> sodium phenolate is saponified and then alkylated with ethyl chloride.  It is then dispersed with a dispersing agent such as sulphite cellulose liquor or the sulphonation product of the residue of benzaldehyde manufacture and mixed with a soap solution to give a dyebath which dyes acetate silk yellow.  The dyestuffs in general are suitable for colouring lacquers or varnishes such as that known under the Registered Trade Mark "Zapon" or ethers or esters of cellulose yellow to red tints.  The Specification as open to inspection under Sect. 91 (3) (a) specifies the following additional coupling components: dimethyl or diethylaniline b -naphthol, b -naphthylamine, 2 : 3- or 1 : 4-oxynaphthoic acid ester or a naphthol or naphthylamine.  The use of Turkey Red Oil as a dispersing agent for the dyes is also specified. This subject-matter does not appear in the Specification as accepted.