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Studies of the Cyclopolymerization in the Presence of Alkylaluminum Chlorides. I. Polymerization of o-Allylphenyl Acrylate

The addition of complexing agents, alkylaluminum chlorides, to o-allylphenyl acrylate has been reported to cause an increase in its cyclopolymerization tendency. For the polymerization in the presence of AlEt2Cl, the extent of cyclization was larger than that for the conventional radical polymerization. The increase in the extent of cyclization was attributed to the action of AlEt2Cl, by which the side reaction producing residual double bonds was depressed. In the presence of AlEt1.5Cl1.5 and AlEtCl2 the extent of cyclization and the rate of polymerization were far larger than those in the case of AlEt2Cl. At an Al/M molar ratio of 1.0 or above, the extent of cyclization increased to 93—97%. The results suggested that there would be an intramolecular interaction between the acrylic double bond and the allylie double bond.