Patent GB-408754-A (GB)
Title: Improvements in the manufacture of high molecular organic esters
IPC: C07C229/12
Filed: 1932-12-22
Abstract: Saponaceous products which may be used alone or with other soaps, fillers or compounds giving off oxygen are prepared by reacting tertiary amines with halogenated esters derived from non-aromatic carboxylic acids containing at least two carbon atoms and at least one reactive halogen atom, including derivatives thereof, by esterification with aliphatic or cycloaliphatic hydroxy compounds containing at least six carbon atoms.  In examples: (1) pyridine is treated with dodecyl chloracetic ester, octodecylchloracetic ester and the chloracetic ester of coconut alcohols: (2) triethylamine is converted into its quaternary ammonium compound with octodecylchloracetic ester.  Samples have been furnished under Section 2 (5) of products derived from pyridine and chloracetic - cyclohexylester and from pyridine and the mixed dodecyl esters of \su-chlorbutyric and \su-chlorvaleric acids.  Dichloracetic acid, bromsuccinic acid and a -bromlauric acid are specified and also the following hydroxy compounds: naphthene and resin alcohols, polyhydric alcohols and derivatives such as hydroxy fatty acids, their oxyalkylesters and amides, and hydroxyalkyl esters of the higher alcohols.  The Specification as open to inspection under Sect. 91 comprises also the treatment with tertiary amines of esters, including thio esters, derived from any carboxylic acid having a reactive halogen atom and aliphatic, hydroaromatic and aliphatic-aromatic hydroxy or mercapto compounds containing at least six carbon atoms. Benzyl alcohol and b -phenylethyl alcohol and benzyl-chloride-4-carboxylic acids, 2-chlorbenzoic acid and 5-sulpho-2-chlorbenzoic acid may be used for the synthesis of the esters.  This subject-matter does not appear in the Specification as accepted.ALSO:Halogenated esters derived from non-aromatic carboxylic acids containing at least two carbon atoms and at least one reactive halogen atom, including derivatives thereof, and aliphatic or cycloaliphatic hydroxy compounds containing at least six carbon atoms are treated with tertiary amines.  The water soluble products have saponaceous properties and may be used with other soaps, fillers or compounds giving off oxygen.  In examples: (1) pyridine is treated with dodecyl chloracetic ester, octodecylchloracetic ester and the chloracetic ester of coco-nut alcohols; (2) triethylamine is converted into its quaternary ammonium compound with octodecylchloracetic ester.  Samples have been furnished under Sect. 2 (5) of products derived from pyridine and chloracetic cyclohexylester and from pyridine and the mixed dodecyl esters of a -chlorbutyric and a -chlorvaleric acids. Dichloracetic acid, bromsuccinic acid and a -bromlauric acid are p  specified and also the following hydroxy compounds: naphthene and resin alcohols, polyhydric alcohols and derivatives such as hydroxy fatty acids, their oxyalkylesters and amides and hydroxyalkyl ethers of the higher alcohols.  The Specification as open to inspection under Sect. 91 comprises also the treatment with tertiary amines of esters, including thio esters, derived from any carboxylic acid having a reactive halogen atom and aliphatic, hydroaromatic or aliphatic-aromatic hydroxy or mercapto compounds containing at least six carbon atoms. Benzyl alcohol and b -phenyl-ethyl alcohol and benzyl-chloride-4-carboxylic acid, 2-chlorbenzoic acid and 5-sulpho-2-chlorbenzoic acid may be used for the synthesis of the esters.  This subject-matter does not appear in the Specification as accepted.