Synthesis of chiral strainer using polydienes containing dialkylamide function

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Diblock copolymers composed of polystyrene and poly(L-N-(2-methylene-3-butenoyl) -3-methoxymethylpyrrolidine), Poly(St-block-LMPy) were prepared by sequential anionic living polymerization and/or RAFT polymerization using benzyl dithiobenzoate as a chain-transfer agent. The microstructure of poly(LMPy) segment in the block copolymer depends on the polymerization mechanism. 1, 4-structure predominates in the polymer obtained by RAFT polymerization whereas complex mixed structure of 1, 4-E, 1, 4-Z, and 1, 2- were obtained in the polymer by anionic polymerization.THE solution of the block copolymer thus obtained was mixed with fine glass beads to coat the surface of the beads. Then the ability of chiral recognition was evaluated by liquid chromatography by charging the polymer coated glass beads in the column. The racemic mixture of prolin was charged in the column and the retention time for L- and D- isomers were compared. Although variety of sample concentration and resolution temperature, no significant optical resolution was possible.