Abstract
The addition of alkylaluminum chlorides to 2-(o-allylphenoxy)ethyl acrylate (2-AOEA) and 4-(o-allylphenoxy)butyl acrylate (4-AOBA) has been reported to cause an increase in the cyclopolymerization tendency and to give polymers containing eleven- and thirteen-membered rings, respectively. At an Al/M molar ratio of 1.0 or above, the extent of cyclization increased to 90—96% for 2-AOEA and 89—93% for 4-AOBA. The cyclopolymerization tendency slightly decreased upon increasing the number of atoms between the acrylic and the allylic double bond, in the order of o-allylphenyl acrylate (APA)>2-AOEA>4-AOBA. The values of kp/kc, the ratio of rate constants for linear propagation and cyclization, for 2-AOEA and 4-AOBA were comparable to the value for acrylic anhydride, a symmetrical 1,6-diene, in the radical polymerization. The results suggested that the increase in the cyclopolymerization tendency would be caused by an intramolecular interaction between the two double bonds in the polymerization process.
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Yokota, K., Kakuchi, T. & Takada, Y. Studies of the Cyclopolymerization in the Presence of Alkylaluminum Chlorides. II. Polymerizations of 2-(o-Allylphenoxy)ethyl Acrylate and 4-(o-Allylphenoxy)butyl Acrylate. Polym J 8, 495–505 (1976). https://doi.org/10.1295/polymj.8.495
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DOI: https://doi.org/10.1295/polymj.8.495