Abstract
The copolymerization of cyclopentene, cyclohexene or cyclopentadiene with acrylonitrile was investigated in the presence of ethylaluminum chloride as a complexing agent and a transition metal compound as a promotor. In the case of copolymerization of cyclopentene with acrylonitrile, an alternating copolymer was obtained in the presence of an equimolar amount of EtAlCl2 contained in acrylonitrile. The addition of a transition metal compound enhanced the yield of the copolymer, but brought about no effect on the copolymer composition. A trace amount of Cr(acac)3 was the most effective promotor. Cyclohexene afforded an alternating copolymer in low yield in a nonpolar solvent such as heptane. On the other hand, cyclopentadiene hardly gave any alternating copolymer, but primarily a Diels–Alder adduct. It is noteworthy that cyclopentene or cyclohexene reacts with toluene as the solvent to produce alkylation products of a Friedel–Crafts type. The present monomer systems may prefer ionic species susceptible to side reactions rather than alternating copolymerization.
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Furukawa, J., Kobayashi, E. & Wakui, T. Alternating Copolymerization of Cyclopentene, Cyclohexene or Cyclopentadiene with Acrylonitrile. Polym J 15, 435–441 (1983). https://doi.org/10.1295/polymj.15.435
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DOI: https://doi.org/10.1295/polymj.15.435