Abstract
The novel styrene derivatives bearing various amino groups at ortho-position, 2-(1-indolinyl)methylstyrene (2), 2-(9-carbazolyl)methylstyrene (3), 2-(N,N-diphenylamino)methylstyrene (4), 2-(N-3-methoxyphenyl-N-phenylamino)methylstyrene (5), and 2-(N-3-methylphenyl-N-phenylamino)methylstyrene (6), were synthesized and polymerized with radical and anionic initiations. As the bulkiness of the substituents at the ortho-position increased, the polymerizabilities of these monomers during the radical and anionic methods significantly decreased. The anionic polymerization of 4–6 with the n-butyllithium (−)-sparteine complex in toluene at 0 °C afforded the optically active polymers ([α]25365 +48° to +22°), whereas no optical activity was observed for the polymers of 2 and 3 obtained under the same conditions. The optically active polymers likely have a chiral helical conformation which is related to a high stereoregularity.
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Ajiro, H., Habaue, S. & Okamoto, Y. Anionic Polymerization of Novel Styrene Derivatives Bearing Various Amino Groups at ortho-Position. Polym J 36, 323–328 (2004). https://doi.org/10.1295/polymj.36.323
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DOI: https://doi.org/10.1295/polymj.36.323
