Patent GB-593717-A (GB)
Title: Fatty-radical-containing compounds
IPC: C07D273/04
Filed: 1945-05-25
Abstract: Fatty radical - containing compounds are prepared by melting together an amido compound having one of the general formula R.CONH2, RCO.NHCONH2, RO.CONH2 or ROCO.NHCONH2, or methylol derivatives thereof, where R stands for the hydrocarbon radical of a fatty acid of an animal or vegetable fat or for the hydrocarbon radical of the corresponding alcohol, said radical being saturated or unsaturated and, if desired, substituted with one or more hydroxyl groups, with a lower alkyl ether of a methylol derivative of a compound containing a primary or secondary amino group and capable of resin-forming condensation with formaldehyde, said compound being selected from amino-substituted heterocyclic nitrogen compounds, amides of polybasic carboxylic acids, urea and thiourea and substituted ureas and thioureas.  The term "lower alkyl ethers" is defined as meaning the methyl, ethyl, propyl or butyl ethers. Examples of the lower alkyl ether compounds are the lower alkyl ethers of polymethylol melamine, for example methylated methylol melamines including hexamethoxymethyl melamine, or the methyl or ethyl ethers of methylol derivatives of diamino triazines of benzo guanamine, of 2 : 4 : 6-triaminopyrimidine, or of oxamide, succinamide or adipamide; N : N-bis-(methoxymethyl) uron; and the methyl or ethyl ethers of dimethylolurea, dimethylolthiourea, dimethylol ethylene di-urea or dimethylol hexamethylene di-urea. If desired, the reactants may first be heated together in the presence of a solvent or diluent, for example acetone, ethyl alcohol or ethyl acetate in order to bring them into intimate contact, the solvent being then removed by evaporation; thereafter, on heating, reaction occurs and is preferably allowed to continue until no more formaldehyde and a lower alcohol are evolved, yielding a soft to more brittle product depending on the p  duration of heating.  The process is preferably effected at a temperature from 120 DEG  to 160 DEG  C. and under reduced pressure.  The products are stated to be novel.  In examples: (1) N : N1-bis-(methoxymethyl) uron is heated with methylol stearamide yielding a colourless soft wax, almost insoluble in water, but soluble in benzene or ethyl acetate; in like manner there are reacted: (2) methylol stearamide and dimethylolurea dimethyl ether; (3) methylol stearamide and methylated methylol melamine; (4) the methylol derivative of octadecyl carbamate and methylated methylol melamine; (5) the methylol derivative of the amide from hardened rape oil fatty acids and hexamethoxymethylmelamine; (6) methylol stearyl urea and dimethylol-urea diethyl ether; (7) methylol stearamide and dimethylol-urea dimethyl ether, the reactants being mixed in acetone solution and the solvent then removed as described above; (8) stearamide and dimethylol-urea dimethyl ether; (9) octadecyl carbamate and hexamethoxymethyl melamine; (10) commercial stearamide and hexamethoxymethyl melamine; (11) the amide from coconut oil fatty acids and N : N1-bis-(methoxymethyl) uron; (12) hexamethoxy methyl melamine and linoleic acid amide; or (13) the methylol derivatives of the amides of castor oil fatty acids; and (14) methylated methylol melamine and the methylol derivative of 12-hydroxy stearamide; or (15) of linoleic acid amide. Additional amido compounds which may be used include those derived from lauric, myristic, palmitic, oleic, cerotic and behenic acids and mixtures of fatty acids from sperm oil and palm oil.  The products of the invention may be used as textile assistants. Specifications 537,971 and 607,950 are referred to. According to the Provisional Specifications there may be used lower alkyl ethers of any compound containing primary or secondary amino groups and which is capable of resin-forming condensation with formaldehyde.