GB647222A - Thermosetting polyarylbiguanide-fomaldehyde resins - Google Patents

Abstract

Thermosetting polyarylbiguanide - formaldehyde resins are formed by reacting 1 mol. dicyandiamide with the reaction product of 1 mol. primary aryl or secondary di-aryl or alkyl-aryl amine and 1 mol. formaldehyde, and treating the thus formed polyarylbiguanide resin with at least 1 mol. formaldehyde. If excess amine or aldehyde is employed in the first step, it should be removed from the equimolar condensation product before further treatment with dicyandiamide. Suitable amines may be represented by the formula <FORM:0647222/IV (a)/1> in which R represents hydrogen, alkyl or aryl, and X1 and X2 represent hydrogen, alkyl, aryl, halogen, halogenated alkyl, alkoxy, aryloxy or nitro groups and X2 may be a portion of a condensed ring system, e.g. naphthalene or quinoline. Amines mentioned are aniline, a -naphthylamine, b -naphthylamine, 2-toluidine, 3-toluidine, xylidine, 2-anisidine, 3-anisidine, 2-phenoxyaniline, 3-phenoxyaniline, 2-aminodiphenyl, 3-aminodiphenyl, 2-chloroaniline, 3-chloro-2-toluidine, 2,5-dichloroaniline, 2-nitroaniline, 3-nitroaniline, N-ethyl-5-nitrotoluidine, N-methyl-2-nitroaniline, diphenylamine, 2-nitrodiphenylamine, and 2-chlorodiphenylamine. A compound yielding formaldehyde, e.g. trioxymethylene, para-formaldehyde or methylol may be employed. Halogenated amines produce resins particularly stable to light and useful for treating textiles. In the initial reaction the amine is preferably employed as the salt of an acid and heating is unnecessary. The reaction with dicyandiamide is preferably carried out under reflux, and the product precipitated from solution by addition of alkali. The final reaction with formaldehyde is also preferably carried out with the polyarylbiguanide resin in the form of a salt, at a temperature of about 50 DEG C. In examples: (1) aqueous 3-chloro-2-toluidine hydrochloride is reacted with formaldehyde in an atmosphere of nitrogen. Dicyandiamide is added and the mixture refluxed. Alkali is added to precipitate the polymer, which is dried, dissolved in dilute acetic acid and reacted with formaldehyde; (2) aniline is employed as the amine in the initial reaction; (3) 6-chloro-a ,a ,a -trifluoro-3-toluidine was used as the amine. The products are useful for shrink-proofing or crease-proofing textiles, for rendering cotton substantive to wool dyes or resistant to mildew, as adhesives, or for increasing the wet strength of paper. Specifications 572,829, 589,782 and 647,220 are referred to.ALSO:Thermosetting polyarylbiguanide-formaldehyde resins (see Group IV (a)) applied as aqueous solutions to textiles which are then dried and baked. In an example a resin is prepared from 3-chloro-2-toluidine, dicyandiamide and formaldehyde and applied to woolen fabric to prevent shrinkage, or to cotton yarn to make it receptive to woollen dyes. In another example the amine employed was 6-chloro-a ,a ,-trifluoro-3-toluidine and the resin was used for crease-proofing cotton muslin and rendering it resistant to ultra-violet light.