Patent GB-403883-A (GB)
Title: Improvements in the manufacture of high molecular organic esters
Filed: 1932-12-20
Abstract: Aminoesters which are stated to have saponaceous properties are prepared by treating ammonia or its organic mono-or di-substituted derivatives with esters which are derived from non aromatic carboxylic acids containing at least one reactive halogen atom and at least two carbon atoms by esterification with monomeric aliphatic, cycloaliphatic or aliphaticaromatic compounds containing hydroxy groups and having at least six carbon atoms. The products may be employed with soaps, fillers, or compounds giving off oxygen.  In examples, dodecyl-, tetradecyl- and hexadecylesters of chloracetic acid or of bromacetic acid are condensed with aniline, piperidine bases, hydroxyethylaniline, dihydroxyethyl aniline or p-toluidine. The following halogen acids are also specified: monobromsuccinic acid, dichloracetic acid, a -bromlauric acid and the following hydroxy compounds: benzyl alcohol, paraffin alcohols, b -phenylethyl alcohol, naphthene and resin alcohols, polyhydric alcohols and alcoholic derivatives such as hydroxy fatty acids, their esters and amides and oxyalkyl ethers of the higher alcohols.  The Specification as open to inspection under Sect. 91 comprises also the treatment with ammonia or amines of esters, including thioesters, derived from aromatic carboxylic acids containing reactive halogen atoms and any aliphatic, hydro-aromatic or aliphatic-aromatic hydroxy or mercapto compound containing at least six carbon atoms. Benzylchloride-4-carboxylic acid, 2-chlorbenzoic acid and 5-sulpho-2-chlorbenzoic acid may be used as acid components for the synthesis of the esters, and polyhydric mercaptans and oxyalkylthioethers of the higher alcohols as the alcoholic or mercapto components.  Mono and diethylamine, aminoacetic acid and aminoethanesulphonic acid are also specified, and in an additional example, chloracetic dodecyl ester is treated with b -phenyl aminoethylalcohol.  This subject-matter does not appear in the Specification as accepted.ALSO:Aminoesters are prepared by treating ammonia or its organic mono or di substituted derivatives with esters which are derived from nonaromatic carboxylic acids containing at least one reactive halogen atom and at least two carbon atoms by esterfication with monomeric aliphatic, cycloaliphatic or aliphaticaromatic compounds containing hydroxy groups and having at least six carbon atoms.  In examples, dodecyl-, tetradecyl- and hexadecylesters of chloracetic acid or of bromacetic acid are condensed with aniline, piperidine bases, hydroxyethylaniline, dihydroxyethylaniline or p-toluidine.  The soluble products are stated to have saponaceous properties and may be employed with soaps, fillers, or compounds giving off oxygen.  The insoluble products are useful as softening agents for textiles.  The following halogen acids are also specified: monobromsuccinic acid, dichloracetic acid, a -bromlauric acid and the following hydroxy compounds: benzyl alcohol, paraffin alcohols, b -phenylethyl alcohol, naphthene and resin alcohols, polyhydric alcohols and alcoholic derivatives such as hydroxy fatty acids, their esters and amides and oxyalkyl ethers of the higher alcohols.  The Specification as open to inspection under Sect. 91 comprises also the treatment with ammonia or amines of esters, including thio esters, derived from aromatic carboxylic acids containing reactive halogen atoms and any aliphatic, hydroaromatic or aliphatic-aromatic hydroxy or mercapto compound containing at least six carbonatoms.  Benzylchloride-4-carboxylic acid, 2-chlorbenzoic acid and 5-sulpho-2-chlorbenzoic acid may be used as acid components for the synthesis of the esters, and polyhydric mercaptans and oxyalkylthioethers of the higher alcohols as the alcoholic components.  Mono and diethylamine, aminoacetic acid and aminoethanesulphonic acid are also specified and in an additional example, chloracetic dodecyl ester is treated with b -phenyl aminoethylalcohol.  This subject-matter does not appear in the Specification as accepted.