Polymerizability and Chiroptical Properties of the N-Substituted Maleimide Bearing L-Phenylalanine Alkyl Ester
Polymerizability and Chiroptical Properties of the N-Substituted Maleimide Bearing L-Phenylalanine Alkyl Ester
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N-取代马来酰亚胺 L-苯丙氨酸烷基酯的聚合性和手性光学性质
DOI：
10.1295/polymj.28.1
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发表时间：
1996
期刊：
影响因子：
2.8
通讯作者：
T. Oishi
中科院分区：
文献类型：
--
作者：
Kensoh Kagawa;T. Oishi
以顺丁烯二酸酐、L苯丙氨酸和相应的醇(乙醇、丁醇、十二烷醇和苯甲醇)为原料，合成了4种N-马来酰基-L-苯丙酸烷基酯聚合物。进行了自由基聚合和阴离子聚合。酯基的膨胀性降低了聚合性。然而，膨胀性有利于不对称诱导进入均聚物主链。此外，自由基聚合得到的聚合物具有规则的主链结构，比阴离子聚合得到的聚合物要小。规律性的不同导致了聚合物的手性不同。进行了与苯乙烯(St)或甲基丙烯酸甲酯(MMA)的自由基共聚合，测定了单体竞聚率和Alfrey-Price Q-e。St或MMA共聚单元对共聚物的手感性能有显著影响。酯基的膨胀性对共聚物的手性几乎没有影响。
Four types of N-maleoyl-L-phenylalanine alkyl ester (RPAM) polymers were synthesized from maleic anhydride, L-phenylalanine and the corresponding alcohols, i.e., ethyl, butyl, dodecyl, or benzyl alcohol. Radical and anionic polymerizations were performed. Bulkiness of the ester group decreased polymerizability. However, bulkiness was favorable to asymmetric induction into the homopolymer main chain. In addition, polymers obtained by radical polymerizations had regular main chain structures smaller than those obtained by anionic polymerizations. The difference of the regularity caused different chiroptical properties of the polymers. Radical copolymerizations with styrene (ST) or methyl methacrylate (MMA) were performed and monomer reactivity ratios and Alfrey-Price Q-e were determined. Chiroptical properties of the copolymers were significantly influenced by the ST or MMA co-unit. Bulkiness of the ester group hardly influenced chiroptical properties of the copolymers.