Poly(2-vinylpyridine) (P2VP) with cyclic structure was tentatively prepared through the reaction of linear P2VP having two living ends followed by coupling with a bifunctional coupling agent. Thus, prepared crude product was fractionated by preparative size exclusion chromatography in order to enrich the cyclic polymer portion. Then the existence of the ring structure in the fractionated P2VP sample was directly confirmed for the first time by pyrolysis-gas chromatography/mass spectrometry by detecting the characteristic fragments reflecting the coupling moiety of the polymers at which the coupling agent combined the living 2VP units at both functional points.

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Radical copolymerization behavior of alkyl cyclobutenecarboxylate‐derivatives 4‐6 and related norbornene‐derived compounds 7–9 is described. A variety of alkyl cyclobutenecarboxylates fused with cycloaliphatic framework (4–6) were prepared by [2 + 2] cycloaddition of five, six, and eight‐membered cycloolefins with alkyl propiolates [alkyl = Me, 2‐hydroxyethyl, and 3‐γ‐butyrolactonyl (γ‐BL)]. The fused cyclobutenecarboxylates 4–6 were radically copolymerized with n‐butyl acrylate (nBA) to afford random copolymers, and terpolymerized with alkyl methacrylates with bulky ester groups [alkyl = γ‐BL and 3‐(3‐methyladamantyl)]. The cyclobutane‐containing bicyclic framework incorporated in the resulting polymer backbone contributes to raising Tg of resulting copolymers. Similar results were obtained when a mixture of related norbornene‐derived compounds were used as monomers with an apparently enhanced Tg‐raising effect in the copolymerization with nBA. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2716–2724

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