The Fundamental Basis for Cyclopolymerization. III. A Spectroscopic Study of Dimethacrylamides

Abstract

Abstract The purpose of this investigation was to prepare suitable solid 1,6-dienes and the corresponding monoenes and to compare their UV and NMR spectra. A comparison of their polymerization characteristics will be reported in the succeeding paper of this series. The compounds chosen for this study were dimethacrylamide, N-isobutyrylmethacrylamide, and their N-methyl and N-phenyl derivatives. Since the dimethacryl derivatives are solids at room temperature, they are suitable monomers for solid-state polymerization studies, the results of which could lead to significant conclusions regarding the fundamental basis for cyclopolymerization. A previously postulated electronic interaction between the neighboring double bonds of the dienes should be detectable when their UV spectra are compared with their monoene counterparts. The UV spectra of the N-isobutyrylmethacrylamides and dimethacrylamides were compared with the spectra of the related di-isobutyramides, methacrylamides, and isobutyramides. The spectra ...