GB869801A - Improvements in and relating to pigments comprising sulphonamide-aminotriazine-formaldehyde resins - Google Patents

Abstract

A pigment comprises a dye incorporated with a finely divided thermoplastic resinous co-condensation product of (a) at least one aryl monosulphonamide having two reactive hydrogen atoms attached to N with (b) a diamino-1, 3, 5-triazine or a C-alkyl, aryl or aralkyl derivative thereof, and formaldehyde or with an alkanolmodified methylol derivative of the triazine, the alkanol containing up to eight carbon atoms. The dye may be incorporated into the resin before or after grinding. The sulphonamide and the aminotriazine may be separately combined with formaldehyde before co-condensation. Suitable sulphonamides are o- and p-toluene sulphonamides. Diamino-1, 3, 5-triazines mentioned are 2, 4-diamino-; 2-methyl-4, 6-diamino-; 2(3-hydroxybutyl)-4, 6-diamino-; 2-heptyl-4, 6-diamino-; 2-phenyl-4, 6-diamino-; and 2-benzyl-4, 6-diamino-triazine. If desired the aminotriazine may be introduced as a solution in an alkanol, and modified with the alkanol during the course of condensation. Preferred dyestuffs are fluorescent, e.g. the rhodamines and naphthalimides. In examples mixed o- and p-toluene sulphonamides are treated with paraformaldehyde and the mixture reacted with additional formaldehyde and with (1) 2-phenyl-4, 6-diamino-1, 3, 5-triazine; (2) 2-benzyl-4, 6-diamino-1, 3, 5-triazine, and (3) 2-(b -cyanoethyl)-4, 6-diamino-1, 3, 5-triazine. Examples 4-9 illustrate the introduction of various fluorescent dyestuffs into the molten resins of Examples 1-3. Titanium dioxide, lithopone or chrome yellow or a colourless ultra-violet light absorber such as benzophenone may also be added to the compositions. In Example 10 powdered resin is dyed in a dye-bath. In Example 11 acetone solutions of dye and resin are mixed, the solvent removed and the dyed resin ground. The remaining examples illustrate compositions containing the coloured resins, as follows:-(12) as pigment in an ink vehicle containing alkyd resin, aluminium stearate gel, driers and mineral spirits; (13) as pigment in an ink based on a petroleum solution of styrene-butadiene resin containing methyl dihydroabietate or of polystyrene-cyclised rubber mixture; (15) as a pigment in an alkyd paint; (16) as pigment in a flexible paint based on a xylol solution of chloro-sulphonated polyethylene; (17) as pigment in a plastisol of vinyl chloridevinyl acetate co-polymer with dioctyl phthalate and dioctyl sebacate as plasticizers, and an epoxy resin stabilizer; thinning this composition with naphtha yields an organosol. In Example 18 the coloured resin is dissolved with cellulose butyrate and dioctyl phthalate in methyl ethyl ketone, ethyl acetate and toluene to give a wood-coating composition.