Abstract

An investigation of cyclopolymerization in the presence of alkylaluminum chlorides was extented to 2-[2-(o-allylphenoxy)ethoxy]ethyl acrylate and methacrylate, and higher homologues containing oligooxyethylene units capable of forming 14-, 17- and 20-membered rings, respectively. Although the effect of alkylaluminum chlorides was gradually reduced with increasing ring size, it was remarkable in the formation of 14-membered rings for methacrylates and even the 20-membered rings for acrylates. When combined with previous results for the analogues containing oligomethylene units, the present data showed that oxyethylene groups had favorable effects on cyclopolymerization. A plot of the extent of cyclization against ring size showed that monomers containing oligooxyethylene units had a greater cyclization tendency than those containing oligomethylene units. The relation of log (kp/kc) against ring size gave a straight line in the ring-size range from 11 to 20 for acrylates.

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