Patent GB-950255-A (GB)
Title: Processes for dyeing and printing hydroxyl group-containing materials
IPC: C09B62/78
Filed: 1962-03-16
Abstract: Compounds of the formula: <FORM:0950255/C2/1> are prepared by dropping in simultaneously to a suspension of 4, 41-difluoro- or 4-fluoro-41-chloro-3, 31-dinitrodiphenylsulphone in acetone an aqueous solution of 2, 4-diaminobenzene-sulphonic acid-(1) and triethylamine in acetone.  The compound of the formula: <FORM:0950255/C2/2> is prepared by reacting 4-fluoro-41-chloro-3, 31-dinitro diphenylsulphone and 2-aminonaphthol-(5)-sulphonic acid-(7) in dimethyl formamide and quinoline.ALSO:Hydroxyl group-containing materials are dyed or printed by applying dyestuffs or azo dyestuff intermediates which contain at least once a reactive halogen atom linked to a carbocyclic-aromatic ring with the exception of dyes of the formula <FORM:0950255/D1-D2/1> wherein E is the residue of a coupling component which contains a water-solubilising group or groups and m and n each represent 1 or 2 and may be the same or different, and fixing the dyes in the presence of an acid-binding agent, preferably at elevated temperature, with the formation of a carbocyclic aryl ether grouping and, if azo intermediates are used, converting them to the finished dyestuff.  The dyes and intermediates preferably contain -SO3H or -COOH groups and are water-soluble; the dyes may be from a large number of specified dyestuff series and may contain the reactive halogen atoms F, Cl or Br attached directly to an aromatic carbocyclic ring of the nucleus of the dye molecule or linked externally via a bridge member which may be sulphonamide, sulphonyl-amino, carbonamide, carbonylamino, alkylene, aralkylene, arylene, amino, alkyleneamino, aralkyleneamino, aryleneamino, amino groups which may be substituted, bis-sulphonylamide, sulphonyl-carboxylimide, sulphonyltriazinyl, sulphonylpyrimidinyl groups, urea and urethane groupings, triazinylamino and pyrimidinylamino radicals as well as oxygen and sulphur atoms.  The halogen atoms may be activated by known activating groups, e.g. nitro, sulphone, sulphoxide, cyano, thiocyanato, trizinoromethyl, aldehyde, ketone, ammonium, carbonium, diazonium and -P=O- groupings, preferably in o or pposition to the halogen atom.  Suitable azo dyes have halogen atoms substituted in the dye nucleus and may be formed on or off the fibre from many specified components.  Other types of dyestuff more conveniently contain externally bound halogen atoms.  Many dyes are specified in the examples (see Division C4). The specified acid-binding agents are alkali metal hydroxides, carbonates, bicarbonates, acetates and phosphates, borax, ammonium hydroxide, barium and magnesium hydroxides, potassium fluoride and trichloracetic acid salts; the acid-binding agent may be applied before, after or together with the dyestuff. Other additives to the dye liquor or printing paste specified are surfactants, e.g. alkyl sulphates, infraction inhibitors, e.g. sodium chloride and sulphate or urea, thickeners, e.g. oil-in-water emulsions tragacanth, alginates, methyl cellulose as well as caprolactam, turkey red oil, dimethyl formamide, N-methyl-pyrrolidone and acetamide.  The dyes may be applied by padding or printing and fixation achieved at 30-200 DEG C.; heating may be by steaming hot glue, heated rollers or hot concentrated salt bath treatments.  Alternatively the dyes may be applied from a dyebath while increasing the temperature to 85 DEG C. and adding portions of inorganic salts and later of alkaline substances.  In the event of dyestuffs containing groups capable of forming metal complexes, a metallising after-treatment with salts of Cu, Cr, Ni or Co may be given.  Examples are given.