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<p>The radical polymerization of ethyl 5-methylene-2,6-dioxo-4-phenylpiperidine-3-carboxylate, a cyclic acrylimide (CAI) bearing two bulky substituents on the ring, was investigated. Although (co)polymerization with (meth)acrylate did not progress effectively, copolymerization with styrene afforded an alternating copolymer, partially containing styrene–styrene homosequences. The <i>Q</i> and e values for Alfrey-Price scheme were estimated to be 0.58 and 1.3, respectively. These results suggest that CAI has superior reactivity against radical addition, although bulky substituents prevent homopolymerization. The glass transition temperatures (<i>T</i><sub>g</sub>) of the styrene copolymers obeyed the Fox equation, allowing the <i>T</i><sub>g</sub> of the CAI homopolymer to be estimated as 234 °C. Therefore, the copolymerization of CAI units drastically increases the <i>T</i><sub>g</sub> of the vinyl polymers.</p>

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Cyclic acrylimides bearing bulky substituents provide vinyl copolymers with high glass transition temperatures

  • 期刊论文

  • 发表日期：

    2026年7月30日

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  • Naoki Ohtani,
  • Ryo Kawatani,
  • Yasuhiro Kohsaka

摘要

The radical polymerization of ethyl 5-methylene-2,6-dioxo-4-phenylpiperidine-3-carboxylate, a cyclic acrylimide (CAI) bearing two bulky substituents on the ring, was investigated. Although (co)polymerization with (meth)acrylate did not progress effectively, copolymerization with styrene afforded an alternating copolymer, partially containing styrene–styrene homosequences. The Q and e values for Alfrey-Price scheme were estimated to be 0.58 and 1.3, respectively. These results suggest that CAI has superior reactivity against radical addition, although bulky substituents prevent homopolymerization. The glass transition temperatures (Tg) of the styrene copolymers obeyed the Fox equation, allowing the Tg of the CAI homopolymer to be estimated as 234 °C. Therefore, the copolymerization of CAI units drastically increases the Tg of the vinyl polymers.