Patent GB-920419-A (GB)
Title: Improvements in the colouration of synthetic fibres or bulk plastics
Inventor: SUREAU ROBERT FREDERIC MICHEL
IPC: C09B57/12
Filed: 1959-06-16
Abstract: Bulk plastics, such as polyamides, polyurethanes, polyesters, polystyrene and polyethylene, are coloured by dissolving or mixing in the plastic mass, which may be molten, a compound containing once or twice in its molecule the N-(o-aminophenyl)-imide function in the peri position on a naphthalene residue, the benzene and naphthalene nuclei, if desired, being substituted by halogen atoms or by alkyl, alkoxy, nitro, sulphonamido, cyano, hydroxy, carboxy or hydroxyethoxy groups, and heating at a temperature above 90 DEG C., whereby the <FORM:0920419/IV(a)/1> ring is closed to produce a coloured naphthoylene benzimidazole. The plastic mass with the compound incorporated may be shaped as by spinning, casting, pressing or moulding at a temperature above 100 DEG C.  Numerous compounds are specified and examples describe (1) the incorporation of the compound in a molten polyamide at 200 DEG C., followed by spinning into fibres and (4) the mixing of the compound with polystyrene grains, followed by extrusion into a ribbon.ALSO:Compounds of the following formulae, for use as intermediates in the formation of dyestuffs on the fibre or in bulk plastics, (see Groups IV(a) and IV(c)), <FORM:0920419/IV(a)/1> <FORM:0920419/IV(a)/2> <FORM:0920419/IV(a)/3> in which the benzene and naphthalene nuclei may be substituted by halogen atoms or by alkyl, alkoxy, nitro, sulphonamido, cyano, hydroxy, carboxy or hydroxyethoxy groups, are obtained (in the case of Formula III) by heating an equimolecular mixture of a perinaphthalic acid or anhydride and an orthophenylene diamine, or (in the case of Formula IV) by condensing one mol of a 3 : 4 : 31 : 41-tetra-amino-diphenyl with two mols of a perinaphthalic acid or anhydride, or (in the case of Formula V) by condensing one mol of a 1 : 8 : 4 : 5-naphthalenetetracarboxylic acid or anhydride with two mols of an o-phenylene diamine.  Numerous examples are given.ALSO:Synthetic fibres, such as those of polyamides, polyurethanes or polyesters, are dyed or printed by applying a compound containing once or twice in its molecule the N-(o-aminophenyl)-imide function in the peri position on a naphthalene residue, the benzene and naphthalene nuclei, if desired, being substituted by halogen atoms or by alkyl, alkoxy, nitro, sulphonamido, cyano, hydroxy, carboxy or hydroxyethoxy groups, and heating at a temperature above 90 DEG C., whereby the <FORM:0920419/IV(a)/1> ring is closed to produce a coloured naphthoylene benzimidazole. As applied to dyeing, the compound is dispersed with, e.g. dinaphthylmethane-disulphoni acid, and dyeing effected at a temperature of 105 DEG -160 DEG C., or with the addition of a swelling agent such as o-phenyl-phenol to the bath, at a temperature of 100 DEG C.  As applied to printing with a paste containing the compound, the prints are developed by passage through a fluid at a temperature over 100 DEG C., or by calendering at a temperature of 120 DEG -160 DEG C.  Numerous compounds are specified and examples describe the dyeing and printing of polyamide and polyester fibres.