Patent GB-740392-A (GB)
Title: Tin compounds linked to esters of mercapto alcohols with mono basic acids and resins stabilized therewith
IPC: C08K5/58
Filed: 1953-05-13
Abstract: Resinous compositions comprise a halogenated polyvinyl resin or a copolymer of a vinyl halogenide with vinyl acetate, vinylidene chloride or styrene and as a stabilizer an organo-tin compound of the general formula RnSnX4-n, wherein R represents an alkyl radical of an ester of an aliphatic mercapto alcohol having from 2 to 4 carbon atoms with a monobasic aliphatic or hydroaromatic carboxylic acid containing 6 to 20 carbon atoms having its sulphur atom linked to tin, and n is 1, 2 or 3.  In the examples, resinous compositions are prepared containing a copolymer of vinyl chloride with vinyl acetate, dioctyl phthalate and an organo-tin compound of the formula <FORM:0740392/IV(a)/1> and containing a copolymer of vinyl chloride with vinyl acetate, commercial tricresyl phosphate and an organo-tin compound of the formula <FORM:0740392/IV(a)/2> and the composition is dissolved in a mixture of methyl ethyl ketone and toluene.ALSO:The invention comprises organo-tin compounds of the general formula RnSnX4-n, wherein R represents an alkyl radical, X represents the radical of an ester of an aliphatic mercapto alcohol having 2 to 4 carbon atoms with a monobasic aliphatic or hydroaromatic carboxylic acid containing 6 to 20 carbon atoms having its sulphur atom linked to tin, and n is 1, 2 or 3, and the preparation thereof by esterifying an aliphatic mercapto alcohol having 2 to 4 carbon atoms with a monobasic aliphatic or hydroaromatic carboxylic acid containing 6 to 20 carbon atoms and the resulting ester is reacted preferably by heating with the required organo-tin chloride, organo-tin oxide or organostannoic acid.  The alcohol used in the above process may be b -mercapto-ethanol, o -mercapto-butanol or mono-1-thioglycerin.  The alkyl radical may be the methyl, ethyl, butyl, octyl, dodecyl or octadecyl radical.  In the examples compounds of the above general formula are prepared in which R represents the n-butyl radical, n is 2 and X is derived from the ester obtained by esterifying b -mercaptoethanol with 2,3,4-trimethylhexanoic, lauric and tetrahydro-abietic acid and by esterifying o  - mercapto - n - butanol with 2,3,4 - trimethylhexanoic acid, in which R represents the n-butyl radical, n is 3 and X is derived from the diester obtained by esterifying mono-1-thioglycerin with lauric acid, and in which R represents the isopropyl radical, n is 3 and X is derived from the ester obtained by esterifying b -mercapto-ethanol with 2,3,4-trimethylhexanoic acid. The organo-tin compounds are suitable for use as antioxidants and are particularly useful for stabilizing halogen containing organic compounds, e.g. chlorinated paraffins having from 10-40 carbon atoms. The organotin compounds may be present in a quantity from 0.1 to 10 per cent by weight based on the compound to be stabilized.  In an example, a chlorinated paraffin having an average carbon content of 20 carbon atoms and containing 40 per cent chlorine is stabilized with di-n-butyltin - SS1 - di - (mercaptobutanol - 2,3,4 - trimethylhexanoic acid ester).