Radical Cyclocopolymerization of Divinyl Ether Derivatives with Maleic Anhydride. The Structure Determination of the Alternating Copolymers by 13C-NMR Spectroscopy

Abstract

ABSTRACT:Radical copolymerizations of cis-propenyl vinyl ether, 2-methylpropenyl vinyl ether and cis-dipropenyl ether with maleic anhydride were carried out, and completely cyclized, and alternating copolymers were obtained with the I : 2 composition of divinyl ethers and maleic anhydride. 13 C-NMR spectroscopic data indicated that the polymers contained in common the bicyclic unit composed of one molecule of each monomer and the maleic anhydride unit. The bicyclic unit was characterized by the cis junction and the trans ring closure, and the maleic anhydride unit was formed by trans opening of the double bond. Introduction of methyl substituents do not appear to affect the polymer structure, though assignments become less definite.

Crown Ether Cavity-Containing Copolymers via Controlled Alternating Cyclocopolymerization

“…25,26 These studies prompted us to study the cyclocopolymerization of more flexible difunctional styrenic monomers with MAn since an alternating copolymer is preferentially obtained when styrene is copolymerized with MAn. 27,28 To the best of our knowledge, difunctional styrenic monomer cyclocopolymerization with MAn has never been reported.…”

“…In Butler's early studies, the cyclocopolymerization of flexible divinyl ether monomer with maleic anhydride (MAn) was achieved via radical initiation, resulting in large ring-containing copolymers, 21À24 but most reports on cyclocopolymerization all focused on the system of divinyl ether monomers and MAn. 25,26 These studies prompted us to study the cyclocopolymerization of more flexible difunctional styrenic monomers with MAn since an alternating copolymer is preferentially obtained when styrene is copolymerized with MAn. 27,28 To the best of our knowledge, difunctional styrenic monomer cyclocopolymerization with MAn has never been reported.…”

“…In Butler’s early studies, the cyclocopolymerization of flexible divinyl ether monomer with maleic anhydride (MAn) was achieved via radical initiation, resulting in large ring-containing copolymers, − but most reports on cyclocopolymerization all focused on the system of divinyl ether monomers and MAn. , These studies prompted us to study the cyclocopolymerization of more flexible difunctional styrenic monomers with MAn since an alternating copolymer is preferentially obtained when styrene is copolymerized with MAn. , To the best of our knowledge, difunctional styrenic monomer cyclocopolymerization with MAn has never been reported. With the development of controlled radical polymerization techniques, reports on the successful application of these methods to cyclo(co)polymerizable systems have appeared in the literature. ,,− The major objective of this study is to develop a new controlled cyclocopolymerization system for the common flexible monomers.…”