Sequence-controlled polymerization is one of the most challenging topics for polymer synthesis during recent years because a polymer with well-defined sequences exhibits smart performance. The N-substituted maleimides (RMIs) polymerize in the presence of a radical initiator to give a polymer with excellent thermal stability. The RMIs and maleic anhydride (MAn) as the electron-accepting monomers react with linear and cyclic 1,3-diene compounds, such as butadiene, isoprene, cyclopentadiene, and furans, to mainly provide Diels-Alder adducts, but not alternating copolymers. This is contrast to the easy formation of high-molecular-weight and alternating copolymers with olefins and styrenes in a high yield during a free-radical copolymerization process. Recently, we found that some methyl-substituted diene monomers provided the alternating copolymers with MAn and the RMIs in a high yield because of effectively suppressed Diels-Alder reaction (Scheme 1, Figure 1). The obtained copolymers included the anhydride group and the unsaturated carbon-to-carbon double bond in the main chain and they were used for the post polymerization reactions, such as cross-linking and oxidative ozonolysis (Scheme 2). We proposed a new method for the design of reworkable resins with excellent heat-resistance using controlled radical polymerization process. 

Degradable cross-linked polymers synthesized by controlled radical copolymerization of electron-accepting monomers with twisted 1,3-dienes

248th National Meeting (2014)

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