Synthesis and polymerization of N-substituted maleimides based on l-alanine ester

Synthesis and polymerization of N-substituted maleimides based on l-alanine ester
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DOI:
10.1016/s0032-3861(98)00012-3
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发表时间:
1998-08
期刊:
影响因子:
4.6
通讯作者:
T. Oishi;H. Nagata;H. Tsutsumi
T. Oishi;H. Nagata;H. Tsutsumi
中科院分区:
化学2区
文献类型:
--
作者:
T. Oishi;H. Nagata;H. Tsutsumi

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四种类型的 N-马来酰基-L-丙氨酸酯 [RAM;合成酯取代基:丁基(BAM)、环己基(CHAM)、苯基(PHOAM)和萘基(NOAM)],并进行自由基和阴离子聚合以获得光学活性聚合物。进行 RAM (M1) 与苯乙烯 (ST; M2) 或甲基丙烯酸甲酯 (MMA; M2) 的自由基共聚,并测定单体反应率和 Alfrey Price Q-e。聚合物和共聚物的手性光学性质受N-取代基的显着影响。这可能归因于聚合物主链的不对称诱导。除CHAM-MMA和BAM-MMA体系外,共聚物的手性光学性质受M1-M2连续单元和孤立的M1单元的强烈影响,但不受M1-M1连续单元的影响。
Four types of N-maleoyl-l-alanine esters [RAM; ester 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 (M1) with styrene (ST; M2) or methyl methacrylate (MMA; M2) 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 M1-M2successive units and isolated M1units, but not M1-M1successive units.