GB564506A - Improvements in or relating to process of preparing products by condensation of aldehydes with polyhydroxy alkylamines - Google Patents

Abstract

Condensation products of the probable formula <FORM:0564506/IV/1> where R = H, alkyl or alkylol, are prepared by mixing formaldehyde with a polyhydroxy alkylamine of the formula <FORM:0564506/IV/2> with gentle heating if necessary. Alkylamines specified are 2-amino-, 2-amino-2-methyl-, 2-amino-2-methylol-, 2-amino-2-ethyl-, 2-amino-2 - ethylol-, and 2 - amino - 2 - isopropyl - 1,3-propane-diols. These may be prepared by catalytic reduction of the nitrohydroxy compounds made by reacting aliphatic aldehydes with primary nitroparaffins. The condensation products are recovered by removing the water by evaporation, solvent extraction or azeotropic distillation with benzene, and may be purified by distillation or recrystallization. They may be reacted with fatty acids or isomerized fatty acids to produce esters useful as drying oils. In examples: (1) tris(hydroxymethyl) amino-methane is dissolved in formalin and water evaporated at room temperature to give a solid product which is probably 3,4-oxydimethyl - 4 - methylol oxazolidine. It is esterified with fatty acids of soya bean and linseed oils; (2) 2-methyl-2-amino-propanediol-1,3 is added to formalin, heated on a steam bath, cooled and the product extracted with ether. The extract is dried and evaporated to give the liquid condensation product; (3) 2-ethyl-2-amino-propanediol-1,3 is mixed with formalin, cooled, ether extracted, and the product, after evaporation of ether, distilled under vacuum. With linseed oil fatty acids it gives a drying oil.