Polymer, Vol.39, No.17, 4135-4146, 1998
Synthesis and polymerization of N-substituted maleimides based on L-alanine ester
Four types of N-maleoyl-L-alanine eaters [RAM; eater substituents : butyl (BAM), cyclohexyl (CHAM), phenyl (PHOAM) and naphthyl (NOAM)] were synthesized, and radically and anionically polymerized to obtain optically active polymers. Radical copolymerizations of RAM (M-1) with styrene (ST; M-2) or methyl methacrylate (MMA; M-2) were performed and monomer reactivity ratios and Alfrey-Price Q-e were determined. Chiroptical properties of the polymers and copolymers were significantly affected by N-substituents. This could be attributed to asymmetric induction into the polymer main chain. Chiroptical properties of the copolymers except for CHAM-MMA and BAM-MMA systems were strongly influenced by M-1-M-2 successive units and isolated M-1 units, but not M-1-M-1 successive units.
Keywords:ASYMMETRIC INDUCTION COPOLYMERIZATION;CHIROPTICAL PROPERTIES;POLYVINYL COMPOUNDS;CHIRALITY;POLYMERS