Polymerization of Acrolein by Imidazole

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Abstract
Polymerization of acrolein(AL) in the presence of imidazole(Im) has been investigated in tetrahydrofuran or methanol below room temperature. The polymers obtained, white or pale yellow powders, were found to be composed of vinyl polymer with one Im group attached and having an aldehyde side chain, of which 70–80 mole % of the aldehyde revealed bridge structure. The number-average molecular weight (M n) of these polymers was determined to be in the range of 317 to 691. The rate of polmerization Rp was expressed by the equation, R + k[Im] [AL]2. The addition of water or dimethyl sulfoxide accelerated the polymerization reaction, while the presence of benzaldehyde or N,N'-dimethylformamide decreased Rp. The structure of addition products in the initial polymerization step was confirmed by IR and NMR spectra, and the observations of polymerization system was carried out by UV and NMR spectra. The polymerization mechanisms were discussed on the basis of these results.

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