Abstract
N-tert-Butylmaleimide (tBMI), N-tert-amylmaleimide (tAMI) and N-tert-octylmaleimide (tOMI) were polymerized in the presence of a radical initiator to give high molecular weight polymers. The polymerization reactivity was found to depend on the bulkiness of the N-substituent. From thermogravimetric analysis of the polymers obtained, it was revealed that these polymers thermally decomposed via a two-step mechanism, i.e. elimination of olefins at the first step and decomposition of the resulting N-unsubstituted polymaleimide (poly(MI)) at the second step. The high molecular weight poly(MI) was isolated by thermolysis of poly(tBMI), poly(tAMI) and poly(tOMI) with elimination of isobutene, 2-methyl-1-butene and 2-methyl-2-butene, and 2,4,4-trimethyl-1-pentene and 2,4,4-trimethyl-2-pentene, respectively. It was also confirmed that the resulting poly(MI) had excellent thermal stability.
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Otsu, T., Matsumoto, A. & Tatsumi, A. Synthesis and characterization of poly(N-tert-alkylmaleimide)s. Polymer Bulletin 24, 467–474 (1990). https://doi.org/10.1007/BF00395566
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DOI: https://doi.org/10.1007/BF00395566