SPONTANEOUS REACTIONS AND NEW COPOLYMERS FROM ELECTRON DEFICIENT, HIGHLY SUBSTITUTED OLEFINS.
AuthorRIGHETTINI, ROBIN FRANCIS.
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PublisherThe University of Arizona.
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AbstractThe experimental results of the current work have three parts. First, the synthesis and characterization of several new copolymers by the free-radical copolymerization between several highly substituted electron-deficient olefins and furan, benzofuran, indene, alphamethylstyrene, and divinyl ether is discussed. Electron-poor olefins used included dimethyl cyanofumarate, carbomethoxymaleic anhydride and tricarbomethoxyethene. The spontaneous reactions of these monomer pairs were also investigated in both bulk and solution. Second, the effect of synthesis temperature on the composition of the previously reported (co)polymers of styrene with tricarbomethoxyethene and dimethyl dicyanofumarate are given. A ceiling temperature for the synthesis of this copolymer was found to be 220°C. Attempted copolymerization of tetracarbomethoxyethene gave evidence of a small but detectable amount of reaction. Finally, detailed procedures for the synthesis of dimethyl cyanofumarate, carbomethoxymaleic anhydride and tricarbomethoxyethene are given, including a new synthesis of carbomethoxymaleic anhydride.