Patent GB-597712-A (GB)
Title: Improvements in and relating to synthetic resinous condensation products
IPC: C08G12/28
Filed: 1945-08-24
Abstract: Synthetic resinous condensation products are produced by heating together under alkaline conditions an aldehyde (including polymeric aldehydes, hydroxy aldehydes and aldehyde addition products which yield aldehyde under the conditions of the reaction) and a mixture of two isomers each corresponding with the general formula <FORM:0597712/IV/1> and the NH2 group being attached in one isomer to the 3 position in the triazole nucleus and in the other to the 5 position.  Solvents, diluents, fillers and conventional modifying agents, e.g. urea or phenol, or ketone, alcohol, halogenated acetamide, or materials exemplified in Specification 16678/43, as open to inspection under Sect. 91 may be incorporated in the reaction mixture.  The reactants may be mixed in any order, e.g. as described in Specification 542,932.  The products may be used for moulding or casting compositions, for liquid coating compositions, if desired after dilution or concentration, or as adhesives.  Dyes, pigments, plasticizers, mould lubricants and fillers, e.g. wood flour, glass fibres, asbestos, mineral wool, mica or cloth cuttings may be compounded with the resins in the usual way.  In the examples all of which employ the mixed isomers of parahydroxyanilino, amino, 1-2-4-triazole, (1) the mixed isomers were refluxed with formaldehyde, ammonia and caustic soda, sulphuric acid being added during the reaction.  A heat curable syrup results which, mixed with a -cellulose and zinc stearate, dried and ground, yields a moulding powder.  A list of curing catalysts other than sulphuric acid is given; (2) is similar but employs a mixture of urea, melamine or other aminotriazine with the mixed isomers, or may use a methylol urea or methylol aminotriazine as starting material; (3) the mixed isomers were refluxed with a syrupy condensation product of phenol and formaldehyde, the product acidified with oxalic acid and a moulding composition prepared by addition of a -cellulose and zinc stearate; (4) the mixed isomers were reacted with furfural; (5) acrolein is used as the aldehyde; (6) the isomer mixture is reacted with formaldehyde in presence of butyl alcohol as modifying agent; (7) diethyl malonate is used as modifier; (8) acetamide is used as modifier; (9) glycerine is used as modifier; (10) polyvinyl alcohol is used as modier.  Specification 578,196 also is referred to.  The mixtures of isomers are prepared by refluxing meta- or para-hydroxyphenyl biguanide or the hydrochloride thereof with hydrazine in presence of aqueous hydrochloric acid, evaporating to dryness, dissolving the residue in ethyl alcohol, cooling, filtering off ammonium chloride and precipitating the product by addition of ether and cooling.  The Specification as open to inspection under Sect. 91 includes the use of mixtures of isomeric triazoles fitting the general formula: <FORM:0597712/IV/2> in which R represents aliphatic, cycloaliphatic, aryl, alkaryl or aralkyl groups, a list of possibilities being given.  The reaction may be carried out under neutral or acid conditions and, if desired, at room temperature. This subject-matter does not appear in the Specification as accepted.