GB126460A - Manufacture of Mordant-dyeing Azo-dyestuffs and Matal Compounds thereof, and their Application in Dyeing. - Google Patents

Abstract

126,460. Imray, O., (Soc. of Chemical Industry in Basle). May 9, 1918. Monoazo and disazo dyes are obtained by diazotizing an amide or arylide of an o-aminophenol sulphonic acid and coupling with azo-dye components, or by tetrazotizing an aminoarylide or imide of an o-aminophenol sulphonic acid and coupling with two molecules of an azo-dye component or with one molecule each of two components. Soluble metal (copper, chromium, nickel, &c.) compounds of the dyes can be obtained by the processes described in Specifications 26460/12, 1611/15, 15127/15, 15456/15, 16803/15, or 104,045. The metal compounds dye wool in acid baths; or the parent dyes may be dyed on wool in acid baths and after-treated with metal salts, or such salts may be added to the dye-baths. Examples are given of the preparation of the dyes and their copper, chromium, and nickel compounds. The properties are tabulated of the following dyes, and the copper and chromium compounds thereof :-monoazo dyes from : diazotized 2 - aminophenol - 4 - sulphonamide and 2 : 6- or 1 : 3 - naphthol sulphonic acid, 1 : 3: 6-, 1 : 3 : 8-, or 2 : 3 : 6 - naphthol disulphonic acid, or 1 : 8 : 3 : 6 - dioxynaphthalene disulphonic acid ; 2-aminophenol-4-sulphonanilide and #-naphthol or 1 : 8 : 3 : 6-dioxynaphthalene disulphonic acid; 4-methylphenylamide of 2-aminophenol-4-sulphonic acid and 1 : 8 : 3 : 6-dioxynaphthalene disulphonic acid; 3-carboxyphenylamide of 2-aminophenol-4-sulphonic acid and #-naphthol; 4- oxy-3-carboxyphenylamide of 2-aminophenol- 4-sulphonic acid and #-naphthol; 4-sulphophenylamide of 2-aminophenol-4-sulphonic acid and acetoaceticanilide; disazo dyes from : tetrazotized 4 - aminophenylamide of 2 - aminophenol - 4-sulphonic acid and two molecules of 1:4- naphthol sulphonic acid, one molecule each of 1 : 4-naphthol sulphonic acid and #-naphthol, or one molecule each of 1-p-sulphophenyl-3- methyl-5-pyrazolone and #-naphthol; the imide of 2-aminophenol-4-sulphonic acid and two molecules of 1-pheuyl-3-methyl-5-pyrazolone, #-naphthol, or m-toluylenediamine. Sulphonamides; sulphonimides.-The intermediate products described above are prepared by condensation of o-halogennitroaryl sulphochlorides with amonia, an arylamine or substitution product thereof, or an o-halogennitroaryl sulphonamide; the halogen atoms in the condensation products are then replaced by hydroxyl groups by means of alkali and the nitro groups are then reduced, e.g. by sodium sulphide. Examples are given of the preparation of 2-aminophenol-4-sulphonamide, 2-aminophenol-4-sulphonanilide. 4-aminophenylamide of 2-aminophenol-4-sulphonic acid, and the imide of 2-aminophenol-4-sulphonic acid.