Cyclopolymerization of a bisacrylate through selective formation of a 19-membered ring

Abstract

Radical polymerization of a bisacrylate monomer trans-1,2-bisacryloyloxyethylcarbamoyloxycyclohexane proceeded via cyclopolymerization. The repeating unit consisted of a 19-membered ring structure. Notably, highly selective cyclopolymerization proceeded at a monomer concentration of 0.033 mol l−1 and produced the corresponding polymer in high yield. The selectivity was validated by size-exclusion chromatography, and nuclear magnetic resonance and matrix-assisted laser desorption ionization time-of-flight mass spectroscopic analyses. Radical polymerization of a bisacrylate monomer trans-1,2-bisacryloyloxyethylcarbamoyloxycyclohexane proceeded via cyclopolymerization. The repeating unit consisted of a 19-membered ring structure. Notably, highly selective cyclopolymerization proceeded at a monomer concentration of 0.033 mol l−1 and produced the corresponding polymer in high yield. The selectivity was validated by size-exclusion chromatography, and nuclear magnetic resonance and matrix-assisted laser desorption ionization time-of-flight mass spectroscopic analyses.