Patent GB-847106-A (GB)
Title: Antistatic treatment of plastics
IPC: C07C317/18
Filed: 1957-03-28
Abstract: Hydrogen peroxide is added to a solution of 2-ethylmercaptoethanol and glacial acetic acid in the preparation of 2-hydroxyethyl (ethyl) sulphone.  (Example 1) 2 moles of 2-hydroxyethyl (ethyl) sulphone is reacted with 1 mole of phthalic anhydride and an excess of hydrogen in the presence of sulphuric acid to give 2-phthaloxyethyl (ethyl) sulphone. (Example 2) 1 mole of 2-ethylmercaptoethanol is reacted with 1 mole of pelargonic acid to form 2-ethyl mercaptoethyl pelargonate which is oxidised to 2-pelargonoxyethyl (ethyl) sulphone with glacial acetic acid and hydrogen peroxide.  (Example 3) Other compounds having the formula: (RSO2 R1)#c R11 where R is C1-C6 alkyl (straight or branched chain), R1 is C1 to C6 alkylene, x is 1 or 2, and R11 is an acyloxy or diacyloxy group according to whether x is 1 or 2 may be prepared by similar methods.ALSO:Synthetic fibres, yarns, filaments, films or textiles are treated with a compound of the formula (RSO2R1)xR11 where x is 1 or 2 where R is a C1-6 alkyl group, R1 a C1-6 alkylene group, x is 1 or 2 and, when x is 1, R11 is a hydroxyl group or an acyloxy group derived from a saturated aliphatic monocarboxylic acid having from 1 to 17 carbon atoms, and when x is 2, R11 is a diacyloxy group derived from a saturated aliphatic dicarboxylic acid having from 2 to 10 carbon atoms or a benzene dicarboxylic acid.  The R alkyl group may be a straight or branch chain and the R1 may be the corresponding or a different alkylene group.  Many compounds are specified, including 2-hydroxy ethyl (ethyl) sulphone, 2-formoxyethyl (ethyl) sulphone, 2-pelargonoxyethyl (ethyl) sulphone, 2-palmitoxyethyl (ethyl) sulphone, 2-adipoxyethyl (ethyl) sulphone, 2-azeloxyethyl (ethyl) sulphone, 2-phthaloxyethyl (ethyl) sulphone and 2-terephthaloxyethyl (ethyl) sulphone.  The compounds may be applied in solution in alcohols, ketones and ester solvents or in hydrocarbon and chlorinated hydrocarbon solvents or in water according to their solubility characteristics, by spraying, wiping, brushing, or dipping.  In examples, (6) polyacrylonitrile and polyethylene terephthalate fibres are treated with various sulphones in ethanol solutions; (7) polyacrylonitrile fabric is treated with aqueous solutions of 2-hydroxyethyl (ethyl) sulphone at pH values from 1,5 to 10,7.  The compound is retained on the surface of the article treated.ALSO:Synthetic plastic films, and wall tiles are treated with a compound of the formula (RSO2R1)xR11 where x is 1 or 2 where R is a C1-C6 alkyl group, R1 a C1-C6 alkylene group, x is 1 or 2 and, when x is 1, R11 is a hydroxyl group or an acyloxy group derived from a saturated aliphatic monocarboxylic acid having from 1 to 17 carbon atoms, and when x is 2, R11 is a diacyloxy group derived from a saturated aliphatic dicarboxylic acid having from 2 to 10 carbon atoms or a benzene dicarboxylic acid.  The R alkyl group may be a straight or branch chain and the R1 may be the corresponding or a different alkylene group.  Many compounds are specified, including 2-hydroxy ethyl (ethyl) sulphone, 2-formoxyethyl (ethyl) sulphone, 2-pelargonoxyethyl (ethyl) sulphone, 2-palmitoxyethyl (ethyl) sulphone, 2-adipoxyethyl (ethyl) sulphone, 2-azeloxyethyl (ethyl) sulphone, 2-phthaloxyethyl (ethyl) sulphone, and 2-terephthaloxyethyl (ethyl) sulphone.  The compounds may be applied in solution in alcohols, ketones and ester solvents or in hydrocarbon and chlorinated hydrocarbon solvents or in water according to their solubility characteristics, by spraying, wiping, brushing or dipping. In example (5), wall tiles are treated with hexane solutions of various sulphones.  The compound is retained on the surface of the article treated.