Patent GB-486577-A (GB)
Title: Manufacture of condensation products from aminotriazines
IPC: C08G12/42
Filed: 1936-10-28
Abstract: Condensation products are prepared by condensing an aminotriazine, a compound containing at least five carbon atoms and at least one alcoholic hydroxyl group, and an aldehyde or a substance yielding an aldehyde, all or part of the alcoholic compound being added after the reaction between the other compounds.  Reactants specified include: aminotriazines-2 : 4 : 6 - triamino-1 : 3 : 5-triazine (melamine), 2-amino-1 : 3 : 5-triazine, 2 - amino - 4 - oxy - 6 - chloro-1 : 3 : 5-triazine, 2 - amino - 4 - oxy - 6 - phenyl - 1 : 3 : 5-triazine, 2 : 4-diamine-1 : 3 : 5-triazine, 2 : 4-diamine-6-p-oxyphenyl-1 : 3 : 5-triazine, 2-methylamino - 4 - amino - 6 - chloro - 1 : 3 : 5-triazine, 2 : 4-diamino-6-phenylamino-1 : 3 : 5-triazine, 2-amino-4 : 6-diphenylamino-1 : 3 : 5-triazine, 2 : 4 : 6 - trimethylamino - 1 : 3 : 5-triazine, 2 : 4 : 6 - triphenylamino - 1 : 3 : 5-triazine, 3-amino-1 : 2 : 4-phentriazoxine, melam, melem and melone; alcohols-aliphatic, aromatic, hydroaromatic or heterocyclic alcohols which may also contain other substituents (such as aldehyde, keto, carboxyl or amino groups or halogen atoms) or substances which under reaction conditions are converted into alcohols (such as acetals, esters, and enolizable keto compounds) such as ethylbutanol, ethylhexanol, lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, mannitol, sorbitol, benzyl alcohol, terpineol, borneol, abietinol, wool fat alcohols, furfuryl alcohol, carbohydrates, glucose, cane sugar, trihexosane, dextrine, starches, gum arabic, gum tragacanth, ricinoleic acid, saccharic acid (or their esters), halogen alkyl alcohols, aminoalcohols, triethanolamine, glycerol monoethyl ether, glycerol diethyl ether, cyclohexanone-glycerol, glycerol mono- or di-esters of fatty acids, and alkyd resins (glycerol-phthalic acid, -sebacic acid or -adipic acid esters) containing free hydroxyl groups; aldehydes-formaldehyde, paraformaldehyde, trioxymethylene, acetaldehyde, crotonaldehyde, acrolein, benzaldehyde or furfural.  Further substances capable of reacting with an amino group or an alcohol group (such as acid chlorides or acid anhydrides) or with an aldehyde group (such as amines, aniline, amides, urea, thiourea, sulphamides or phenols) may be present during the reaction or caused to react with the condensation product.  Reactants containing other substituents (such as carboxyl, carbonyl, hydroxy, or amino groups or halogen atoms) may be further reacted by virtue of the substituents with such substances as acid chlorides or anhydrides, alcoholates, salts of carboxylic acids, amines or amides.  The condensation products may be mixed with, condensed with, or made in the presence of, artificial or natural resins, dyestuffs, fillers, softeners, dehydrating agents or waterproofing agents.  The products, which may be thermohardening or thermosetting (the latter being convertible into the former by reaction with aldehyde) may be used in the manufacture of moulding powders, moulded articles, binding agents, for glueing wood, paper, textile fabrics, for the production of artificial cork, artificial wood, for brush cements, for fixing colouring materials, for the production of insectides, for impregnating textile webs and forming laminated bodies therefrom, as lacquers and as addition to air-drying oils, for the manufacture of cast articles, and in the textile industry as finishes, non-creasing agents, for diminishing swelling capacity, as thickening, stiffening or softening agents, as agents for making fillers or finishes water-resistant and in the preparation of dyed or printed materials.  In examples melamine is condensed with aqueous formaldehyde and the product treated with (1) benzyl alcohol; (2) methanol; (3) a mixture of ethyl alcohol and ethyl-2-hexanol; or (5) glycerol or glycol; (4) melamine is condensed with alcoholic formaldehyde and the product condensed with cetyl, lauryl, stearyl or oleyl alcohol, terpineol, wool fat alcohol, castor oil, diethyl tartrate, diethylin, glycerol-a -monochlorhydrin, or cyclohexanone glycerol; (6) melamine is condensed with aqueous formaldehyde and the dehydrated mass is mixed with glycerol and wood flour, hot kneaded, comminuted and moulded; (7) melamine is condensed with alcoholic formaldehyde and heated with (a) a mixture of ricinoleic acid monoglyceride, (b) benzene, alcohol and a resin prepared by condensing equimolecular proportions of glycerol and phthalic carhydride; (8) a condensate of melamine and alcoholic formaldehyde is heated with a solution in alcohol and benzene of a condensate of adipic acid and glycerol; (9) a condensation product of 3-amino-1 : 2 : 4-phentriazoxine and aqueous formaldehyde is heated with a mixture of glycol and ethyl-2-butanol.