Patent GB-737033-A (GB)
Title: Organotin oxide-ester reaction products and resinous compositions containing the same
IPC: C07F7/22
Filed: 1953-04-20
Abstract: A resinous composition comprises a vinyl chloride resin and 1/2 to 3 per cent by weight based on the weight of vinyl resin of an organo-tin compound obtained by reacting a carboxylic acid ester of the formula R(COOR1)x with an organo-tin oxide of the formula R112SnO, wherein R, R1 and R11 represent aliphatic or aromatic hydrocarbon radicals and x is 1 or 2, two molecules of organo-tin oxide being employed for each COOR1 radical reacted in the ester (see Group IV (b)). The preferred amount of organo-tin compound is about 3/4 to 1 1/2 per cent by weight based on the weight of vinyl resin. In the examples resinous compositions are prepared containing polyvinyl chloride, di-(2-ethylhexyl) phthalate and each one of the following organo-tin compounds: the reaction product of di-n-butyltin oxide with ethyl butyrate, n-butyl n-butyrate, n-butyl acetate, ethyl acetate, diphenyl phthalate, di-(2-ethylhexyl) phthalate, ethyl fumarate, 2-ethylhexyl maleate, n-butyl crotonate and ethyl sorbate, and the reaction product of dimethyltin oxide and phenyl stearate. The organo-tin compounds referred to above may be used as poylmerization accelerators.  Reference has been directed by the Comptroller to Specification 717,973.ALSO:The invention comprises the organo-tin compound obtained by reacting a carboxylic acid ester of the formula R(COOR1)x with an organo-tin oxide of the formula R112SnO, wherein R, R1 and R11 are aliphatic or aromatic hydrocarbon radicals and x is 1 or 2, two molecules of organo-tin oxide being employed for each COOR1 radical reacted in the ester, and a process for the preparation thereof by reacting the oxide and the ester at an elevated temperature not exceeding about 200 DEG  C., e.g. at a temperature of about 80 DEG  to 190 DEG  C.  It is preferable for the reactants to be substantially waterfree.  An inert solvent for the reaction product may be employed in the reaction, e.g. toluene or benzene or an excess of the ester reactant.  The process may be carried out by preheating the ester reactant, adding thereto with agitation and in small increments the organo-tin oxide at such a rate that the mass remains fluid at all times, and maintaining the reaction mass at an elevated temperature not exceeding about 200 DEG C., e.g. at a temperature of about 80 DEG  to 190 DEG  C., until the reaction is complete or by admixing the organo-tin oxide with the ester in the presence of an inert solvent or with an excess of the ester, slowly heating the reaction mixture to effect complete dissolution of the oxide in the ester and maintaining the reaction mixture at a temperature of about 80 DEG  to 190 DEG  C. until the reaction is complete.  The radicals R1 and R11 may be the methyl, ethyl, butyl, hexyl, 2-ethylhexyl or phenyl radical. The radical R may be derived from acetic, butyric, lauric, stearic, maleic, fumaric crotonic, sorbic, the dimer of linoleic or phthalic acid.  In the examples organo-tin compounds are prepared by reacting di-n-butyltin oxide with ethyl n-butyrate, n-butyl n-butyrate, n-hexyl acetate, n-butyl acetate, ethyl acetate, methyl laurate, methyl ester of the dimer linoleic acid, di (2-ethylhexyl) phthalate, diphenyl phthalate, ethyl maleate, 2-ethylhexyl maleate, ethyl fumarate, n-butyl crotonate and ethyl sorbate, by reacting dimethyltin oxide with di-(2-ethylhexyl) phthalate and phenyl stearate, and by reacting diphenyltin oxide with n-butyl n-butyrate.  Reference has been directed by the Comptroller to Specification 717,973.ALSO:A mineral oil additive comprises the organotin compound obtained by reacting a carboxylic acid ester of the formula R(COOR1)x with an organo-tin oxide of the formula R211SnO, wherein R, R1 and R11 represent aliphatic or aromatic hydrocarbon radicals and x is 1 or 2, two molecules of organo-tin oxide being employed for each COOR1 radical reacted in the ester (see Group IV (b)).  Reference has been directed by the Comptroller to Specification 717,973, [Group IV (a)].