Abstract
An investigation of effects of alkylaluminum chlorides on the cyclopolymerization was extended to 2-(o-allylphenoxy)ethyl, 4-(o-allylphenoxy)butyl, 6-(o-allylphenoxy)hexyl, and 10-(o-allylphenoxy)decyl methacrylates (2-AOEM, 4-AOBM, 6-AOHM, and 10-AODM) which are capable of forming 11-, 13-, 15-, and 19-membered rings, respectively. The addition of alkylaluminum chlorides to these monomers was effective for increasing the extent of cyclization. The effect of alkylaluminum chlorides was remarkable in formation of the 11-membered ring, but was suddenly less for lower membered rings. Considerable along with previous results, the present data provide insight into the difference in the reactivities between the acrylates and the methacrylates. Although the cyclopolymerization tendency was larger for the former than for the latter, the relation of log (kp/kc) against ring size gave straight lines having about the same slope in the ring-size range from 8 to 15 for both monomer series. Therefore, there is not substantial difference in a mechanism of the cyclopolymerization between the acrylates and the methacrylates.
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Yokota, K., Kakuchi, T., Nanasawa, A. et al. Studies of the Cyclopolymerization in the Presence of Alkylaluminum Chlorides. VI. Cyclopolymerizations of 2-(o-Allylphenoxy)ethyl Methacrylate and the Higher Homologues in the 11—19-Membered-Ring Region. Polym J 14, 509–516 (1982). https://doi.org/10.1295/polymj.14.509
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DOI: https://doi.org/10.1295/polymj.14.509