Patent GB-579130-A (GB)
Title: Improvements in and relating to reaction products of aldehydes and bis-(diamino triazinyl) disulphides
IPC: C08G12/30
Filed: 1943-01-11
Abstract: Synthetic resinous condensation products are prepared by heating together an aldehyde and bis-(diamino-s-triazinyl)-disulphide.  The term aldehyde is defined as including polymeric aldehydes, hydroxy aldehydes, and aldehyde-addition products which yield aldehyde under the conditions of the reaction.  The reaction may be performed under neutral, acid or alkaline conditions and at atmospheric, sub- or super-atmospheric pressure.  Solvents, diluents, fillers, other natural or synthetic resinous bodies or other compounds which can partake in the reaction may be present.  The reactants may be mixed together in the general way described in Specification 542,973.  The products may be used as plasticisers for other synthetic resins, as thermosetting moulding materials, for coating compositions, laminating varnishes, electrical insulation, or binders for mica flakes or abrasive grains.  Some of them are suitable for use as coating resins.  Dyes, pigments, plasticisers, lubricants, opacefiers, curing agents or fillers such as wood flour, glass fibres, asbestos, mineral wool, mica, or cloth cuttings may be incorporated into the resin compositions in the usual way.  Examples describe (1) alkaline condensation of bis-(diamino-s-triazinyl)-disulphide and formaldehyde and production of a moulding powder by addition of cellulose pulp and zinc stearate to the product, drying and grinding.  Chloracetamide may be added as a curing catalyst.  (2) A similar production of a moulding powder, urea also being present in the initial reaction mixture.  A list of other suitable curing catalysts is given.  (3) Similar to (1) but with the inclusion of p-toluene sulphonamide in the initial reaction mixture.  (4) Alkaline condensation of bis - (diamino - s - triazinyl)-disulphide and dimethylol urea with subsequent incorporation of chloracetamide, a -cellulose and zinc stearate to give a moulding powder.  (5) Bis - (diamino - s - triazinyl)-disulphide is used as a modifying reagent for a phenolic resin syrup prepared by alkaline condensation of phenol and formaldehyde.  Oxalic acid is added as a curing catalyst and addition of a -cellulose and zinc stearate followed by drying and grinding yields a moulding powder.  (6) Alkaline condensation of bis-(diamino-s-triazinyl)-disulphide and acrolein.  (7) Alkaline condensation of the triazinyl derivative and formaldehyde with acetamide as a modifying agent.  Addition of curing agents gives a product which cures on a 140 DEG  C. hot-plate, and which is suitable for modifying less plastic resins or for preparing thin moulded articles such as flexible covers.  (8) Acid condensation of bis - (diamino - s - triazinyl) - disulphide and formaldehyde in presence of glycerine yielding a product especially valuable as a film-forming agent.  (9) Similar to (8) but with butyl alcohol in place of glycerine.  The bis-(diamino-s-triazinyl)-disulphide may be prepared by reacting diamino, mercapto-1,3,5-triazine in alkaline solution with bromine and treating the hydrobromide with sodium hydroxide.  As open to public inspection under Sect. 91, the Specification covers the condensation products of aldehydes with compounds of the formula <FORM:0579130/IV/1> where R is hydrogen, or a monovalent hydrocarbon or substituted hydrocarbon radical.  The Specification includes long lists of materials which may be used to adjust the acidity or alkalinity of the reaction medium, and of modifying materials which may be included in the reaction.  The list of curing catalysts which may be used includes references to Specifications 9244/41 and 10917/41.  Many more aldehydes and aldehyde-addition products are also referred to.  This matter forms no part of the Specification as accepted.