N-Vinylcarbazole was free radically copolymerized with (-)-menthyl acrylate and (-)-menthyl methacrylate in benzene at 55 "C to give optically active copolymers characterized by a marked induced optical rotation in the heteroaromatic co-units. Electronic absorption and emission properties, and the estimated reactivity ratios, are entirely consistent with quasi-random copolymerizations with, however, a tendency to alternation, especially for the N-vinylcarbazole unit. In contrast to the known behavior of copolymers of chiral monomers with other vinylaromatic monomers, the differential dichroic absorption exhibits a maximum value for copolymers containing approximately 40 mol % N-vinylcarbazole units. A similar maximum has been noted previously for copolymers of N-vinylcarbazole with (-)-menthyl vinyl ether and confirms the unique value of carbazole units as probes for asymmetric induction in polymer chains.

Optically active vinyl polymers containing fluorescent groups. 8. Synthesis and properties of copolymers of N-vinylcarbazole and (-)-menthyl acrylate and (-)-menthyl methacrylate

CHIELLINI, EMO;GALLI, GIANCARLO;SOLARO, ROBERTO;
1980

Abstract

N-Vinylcarbazole was free radically copolymerized with (-)-menthyl acrylate and (-)-menthyl methacrylate in benzene at 55 "C to give optically active copolymers characterized by a marked induced optical rotation in the heteroaromatic co-units. Electronic absorption and emission properties, and the estimated reactivity ratios, are entirely consistent with quasi-random copolymerizations with, however, a tendency to alternation, especially for the N-vinylcarbazole unit. In contrast to the known behavior of copolymers of chiral monomers with other vinylaromatic monomers, the differential dichroic absorption exhibits a maximum value for copolymers containing approximately 40 mol % N-vinylcarbazole units. A similar maximum has been noted previously for copolymers of N-vinylcarbazole with (-)-menthyl vinyl ether and confirms the unique value of carbazole units as probes for asymmetric induction in polymer chains.
Chiellini, Emo; Galli, Giancarlo; Solaro, Roberto; Ledwith, A.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/209118
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