Patent GB-781266-A (GB)
Title: Derivatives of amino-triazine-formaldehyde condensation products
IPC: D06M15/423
Filed: 1953-05-29
Abstract: A hardenable aminotriazine formaldehyde condensation product is made by reacting under practically anhydrous conditions (a) a formaldehyde condensation product of an amino-1 : 3 : 5-triazine containing at least two -NH2 groups in which condensation product at least one oxymethyl group for every -NH2 group is etherified with an alcohol containing at most 4 carbon atoms, and which condensation product also contains bound to at least one -NH2 group a -CH2-O- group bound to an atomic group -R or <FORM:0781266/IV (a)/1> (in which R represents an aliphatic hydrocarbon radical containing at least 7 carbon atoms, which may contain substituents) with (b) an amide or N-methylol amide of an aliphatic monocarboxylic acid containing at least 12 carbon atoms or an aliphatic urethane or N-methylol urethane derived from an alcohol containing at least 12 carbon atoms. Reaction is preferably effected at 120-200 DEG  C. under reduced pressure and, if desired, in presence of an acid catalyst.  If an acid catalyst is used it is neutralized or removed at the end of the reaction.  The reaction components (a) are made by reacting an alcohol of formula HO-R or carboxylic acid of formula HOOC-R with etherified methylol aminotriazines. The products are waxy, they dissolve in esters, ketones, higher alcohols and aliphatic or aromatic hydrocarbons and are compatible with fatty oils, colophony, colophony-phenol resins, phenol-formaldehyde resins, maleic acid esters, heat-treated copals, alkyd resins, styrolized oils, urea and aminotriazine resins, vinyl resins and epoxide resins.  The products are especially suitable for producing water-repellent dressings on textiles (see Group VIII] in which case impregnation may be effected with an aqueous emulsion or a solution in an organic solvent, e.g. carbon tetrachloride, trichlorethylene, perchlorethylene, benzine or orthodichlorobenzene.  Hardening agents are added.  Other substances capable of imparting water-repellent effect may also be used, e.g. beeswax, montan wax, carnauba wax, paraffin wax or synthetic waxes obtained from high molecular weight mono-carboxylic acids and higher monohydric or dihydric alcohols.  When using aqueous emulsions there may be added aluminium salts of formic, acetic or sulphuric acids or zirconium salts or sols of hydrated zirconium dioxide.  Mixtures suitable for preparing impregnating baths with organic solvents or for preparing aqueous bath may comprise (a) a condensation product of the present invention; (b) a basic ternary aminotriazine condensation product of Specification 748,016; (c) paraffin wax; (d) a hardening catalyst and, if desired, (e) ethyl alcohol, isopropyl alcohol, benzene, toluene, xylene, chlorobenzene, or 1,2-dichloroethane.  In examples: (1)-(5) methylated methylol melamine was prepared by heating hexamethylol melamine with methyl alcohol in presence of concentrated hydrochloric acid, followed by neutralization with sodium carbonate, filtering off the precipitated salt and evaporation under reduced pressure; the ether was heated under reduced pressure with octadecyl alcohol or stearic acid and the product heated under reduced pressure with stearic acid amide, N-methylol stearic acid amide, octadecyl urethane or N-methylol octadecyl urethane; (6) an aqueous emulsion for waterproofing cotton comprises a condensate of Examples 1-5 (or a mixture thereof with paraffin wax), an acetic acid salt of a ternary condensate of triethanolamine, methylated methylol melamine and stearic acid, glacial acetic acid, water and ammonium chloride; (7) an aqueous emulsion comprises a condensate of Examples 1-5, the ternary condensate of Example 6, chlorobenzene, glacial acetic acid, water and aluminium sulphate; (8) an organic waterproofing solution comprises a condensate of Examples 1-5, paraffin wax, carbon tetrachloride (or trichlorethylene, per-chlorethylene or benzine), and monochloroacetic acid in ethanol.