Organo-tin monomers and polymers

Abstract

THE possibility of polymerization and copolymerization of organo-tin trialkyl stannyl methacrylates and dialkylstannylene dimethaerylates was established by us earlier [1, 2]. In the present communication, syntheses of trialkyl(aryl) stannyl methacrylates RaSnOCOC(CHa)=CH~ and of dialkyl(aryl)stannylene dimethacrylates R2Sn[OCOC(CHa)=CH~] z, where R is from CH 3 to CaHz~ and Cell 5 are described; it is established that the indicated compounds polymerize and copolymerize with unsaturated compounds--methyl methacrylate, styrene, cyclopentadiene, and other monomers. Together with the compounds mentioned, we obtained trimethyland triphenylstannols and also hexa-alkyl(aryl)stannoxides RaSnOSnRa: hexapropyl-, hexabutyl-, hexaisobutyl-, hexaisoamyl-, hexahexyl-, hexaheptyl-, and hexaoctylstannoxides. The hexa-alkylstannoxides listed were synthesized first. Some physico-ehemical properties of the hexa-alkyl(aryl)stannoxides synthesized are given in Table 1. Trimethyland triethylstannols form white pulverulent substances soluble in water and ether and insoluble in petroleum ether and chloroform. Tripropyl-, tributyland tri-isobutyl and the higher hydroxy compounds are unstable compounds and readily undergo dehydration with the formation of the corresponding hexa-alkyl(aryl)stannoxides RaSnOSnR 3. The production of tributylstannol itself, as indicated in a recently published communication [3], is doubtful. By repeated syntheses, elementary analyses and molecular weight determinations, in benzene and dioxan we established that the product of the hydrolysis of (n-C,Hg)3SnX is hexabutylstannoxide (n-C4Hg)aSnOSn(n-C4H0) a, and not tributylstannol (n-C4Hg)aSnOH as Ketch assumed [3]. We observed similar transformations in the case of the hydrolysis of tripropyl-, tri-isobutyl-, triamyl-, trihexyl-, triheptyl-, and trioctylbromostannanes. The results of the analyses are given in Table 1. ttexa-alkyl stannoxides are liquids soluble in the usual organic solvents. Hexamethylstannoxide was not obtained in pure form but the other members