Abstract
Anionic polymerization of 3-phenylpropyl, 4-phenylbutyl, and butyl isocyanates was carried out with chiral anionic initiators such as tert-butyllithium-(−)-sparteine complex (t-BuLi-(−)-Sp), lithium (−)-menthoxide, and (+)-1-(2-pyrrolidinylmethyl)pyrrolidine lithium amide. The t-BuLi-(−)-Sp did not afford optically active polymers. However, the alkoxide and amide gave optically active polymers for 4-phenylbutyl and butyl isocyanates. The optical activities are probably based on the prevailing helicity of the polymer chains induced by chiral initiator residues attaching to an α-end group of the polymer chain. The optical rotation of the polymers depended greatly on molecular weight and temperature.
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Okamoto, Y., Matsuda, M., Nakano, T. et al. Asymmetric Polymerization of Isocyanates with Optically Active Anionic Initiators. Polym J 25, 391–396 (1993). https://doi.org/10.1295/polymj.25.391
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DOI: https://doi.org/10.1295/polymj.25.391
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