Patent GB-596286-A (GB)
Title: Improvements in and relating to the preparation of synthetic resinous reaction products of aldehydes and triazine derivatives
IPC: C08G12/34
Filed: 1943-07-21
Abstract: Synthetic resins are prepared by reacting at elevated temperatures and under alkaline conditions an aldehyde or a compound engendering formaldehyde under the conditions of the reaction with 2-phenylhydrazino-4,6-diamino-s-triazine.  The reaction may be performed at atmospheric, sub- or super-atmospheric pressures. Alkaline conditions may be produced by addition of sodium, potassium or calcium hydroxide, sodium or potassium carbonate or monodi- or tri-amines.  If desired a nitrogen-containing basic catalyst may be used in conjunction with a smaller amount of an auxiliary catalyst which is advantageously a fixed alkali.  Solvents, diluents, fillers, natural or synthetic resins, or organic compounds capable of reacting with aldehydes or triazines may be included in the reaction mixture in the usual way.  A list of such modifying reactants includes inter alia urea thiourea, guanidine, melamine, amides and amines.  The products may be used for moulding materials.  Liquid intermediate products may be concentrated or diluted to form coating materials. Gel-like intermediates may be dried and granulated to give clear unfilled convertible resins. The products may also be used for laminated sheet materials or for bonding mica flakes or abrasive material or for treating textiles and for electrical insulation. Fibres, pigments, dyes, lubricants, plasticizers or curing agents may be incorporated. Lists of curing agents and of aldehydic materials which may be used are given in the Specification.  In the examples, the 2-phenylhydrazino-4.6-diamino-s-triazine is: (1) condensed with formaldehyde by refluxing in presence of alkali.  Addition of chloracetamide, alpha cellulose and zinc stearate, drying and grinding yielded a moulding powder; (2) condensed with formaldehyde in presence of urea to yield a moulding powder as in example 1; (3) is heated with a phenol-formaldehyde liquid partial condensate, acidification with oxalic acid, followed by addition of alpha cellulose and zinc stearate yielding a moulding powder after drying and grinding; (4) is condensed with furfural in presence of alkali to yield a heat-curable syrup; (5) is condensed with acrolein in alkaline solution; (6) is condensed with alkaline formaldehyde in presence of butyl alcohol yielding a film-forming material, curing of which may be accelerated by addition of curing agents; (7) is condensed with alkaline formaldehyde in presence of acetamide to yield after addition of curing agents a heat-curable syrup particularly useful as a modifier for other resinous materials, especially aminoplastics; (8) is condensed with alkaline formaldehyde in presence of diethyl malonate; (9) is condensed with alkaline formaldehyde in presence of glycerine; (10) is condensed with alkaline formaldehyde in presence of polyvinyl alcohol.  2 - Phenylhydrazino - 4, 6 - diamino - s - triazine may be prepared by heating melamine with phenylhydrazine, working the product with cold water, dissolving it in water, decolourising the solution with carbon and chilling it to yield the triazine derivative as flaky white crystals.  Specification 542,934 is referred to.  The Specification as open to inspection under Sect. 91 includes the use of any triazine deviation corresponding to the general formula <FORM:0596286/IV/1> where n is 1, 2 or 3, R is hydrogen or a hydrocarbon or substituted hydrocarbon radical and R1 is a hydrocarbon or substituted hydrocarbon radical.  Lists are given of radicals which R and R1 may represent and the lists of modifying reagents and of aldehyde materials which may be used are larger than those given in the Specification as accepted.  The reaction may be effected under neutral or acid conditions and without application of heat.  This subject-matter does not appear in the Specification as accepted.