Patent GB-744674-A (GB)
Title: Improvements in or relating to condensation products of bis-aminotriazines
IPC: C08G12/30
Filed: 1953-02-27
Abstract: A condensation product is made by condensing formaldehyde with a bis-aminotriazine of formula <FORM:0744674/IV(a)/1> where R is an alkyl group of 1-8 carbon atoms, which contains a hydrogen atom on the carbon atom adjacent the nitrogen atom, R1 is hydrogen or methyl, and R2 is an alkyl group of 1-8 carbon atoms.  The preparation of these bis-aminotriazines are described in Specification 744,676, [Group IV (b)]. Preferably 6-10 mols. of formaldehyde are used per mol. of bisaminotriazine.  Condensation may be effected in presence of a monohydric alcohol, e.g. methyl, propyl, butyl, octyl or benzyl alcohol, to give products which may be used in coating compositions either alone or combined with alkyd resins.  The condensates may be used to improve the wet-strength of paper (see Group VIII) or to treat textiles (see Group IV (c)) or as adhesives.  The condensates may be combined with other nitrogen resins, e.g. those from urea or monoaminotriazines (e.g. melamine) and the bis-aminotriazines may be co-condensed with other resin-forming nitrogen compounds.  In examples, in which three different bis-aminotriazines were used, viz: A(R, R1 and R2 = CH3), B(R = O4H9, R1 and R2 = CH3), C(R = CH3, R1 = H, R3 = C8H17):-(1) A low condensate was made by heating bis-aminotriazine A with aqueous formaldehyde at 80 DEG  C. and at pH adjusted to 8.1 with sodium carbonate.  An aqueous solution of the condensate containing phosphoric acid was used to impregnate rayon. (2) The condensate of example (1) was further condensed by concentrating it from 13.1 per cent to 54.7 per cent solids and heating to 80 DEG  C. and was used (a) to glue plywood alone or with NH4SCN and (b) in aqueous solution containing phosphoric acid and a non-ionic wetting agent to impregnate wool flannel. (3) The condensate of example (2) was further condensed by diluting it with water and ageing it at 27-30 DEG  C. in a solution adjusted to pH 2.0 with hydrochloric acid.  The product was added to paper pulp.  (4) Bis-aminotriazine A, methanol, and a mixture of aqueous formaldehyde and paraformaldehyde were heated to 73 DEG  C. first in presence of sodium hydroxide at pH 8.4-8.6 and then in presence of formic acid at pH 3.8-4.0.  An aqueous solution of the product containing phosphoric acid was used to impregnate nylon fabric.  (5), (6) and (7) A mixture of bis-aminotriazine A, B or C, paraformaldehyde, butanol and xylol was heated to reflux first at pH 7.2-8.1 and then at pH 4.6-4.8 in presence of formic acid.  The water distilling off was removed.  The products may be diluted with butanol and incorporated in a baking enamel comprising also titanium dioxide and an alkyd resin from phthalic acid, glycerol and coconut oil acids.ALSO:Rayon or wool is rendered shrinkproof by treating it with a condensation product of formaldehyde and a bis-aminotriazine of formula <FORM:0744674/IV(c)/1> where R is an alkyl group of 1-8 carbon atoms and contains a hydrogen atom on the carbon atom adjacent to the nitrogen atom, R1 is hydrogen or methyl and R2 is an alkyl group of 1-8 carbon atoms.  Nylon is stiffened by treating it with such a condensate modified by methyl alcohol.  In examples (1) Rayon is padded through a 4.3 per cent aqueous solution of such a condensate adjusted to pH4 with phosphoric acid to a wet pick-up of 90 per cent and cured at 300 DEG F. for ten minutes; (2) wool flannel is padded through a 3 per cent solution of such a condensate containing a non-ionic wetting agent and phosphoric acid.  After passing through squeeze rolls the padding is repeated and the fabric dried at 240 DEG F. for 10 minutes; (3) nylon taffeta is padded through a 12.5 per cent aqueous solution of a methylated condensation product containing phosphoric acid, is squeezed and then dried at 300 DEG F. for ten minutes.