Synthesis and helical properties of N-substituted p-benzamide random copolymers possessing chiral/achiral and (S)/(R) side chains

Synthesis and helical properties of N-substituted p-benzamide random copolymers possessing chiral/achiral and (S)/(R) side chains
复制标题

手性/非手性和(S)/(R)侧链N-取代对苯甲酰胺无规共聚物的合成及螺旋性能

DOI:
10.1002/pola.24559
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发表时间:
2011
期刊:
J. Polym. Sci., Part A : Polym. Chem.
影响因子:
--
通讯作者:
Tsutomu Yokozawa
Tsutomu Yokozawa
中科院分区:
--
文献类型:
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作者:
Akihiro Yokoyama;Yuko Inagaki;Tomomi Ono;Tsutomu Yokozawa

文献摘要

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通过N-取代的4-氨基苯甲酸酯单体与碱在引发剂存在下的共聚反应,合成了具有甲基取代的三(乙二醇)单元作为手性侧链和非取代的三(乙二醇)或支链烷基单元作为非手性侧链的聚(对苯甲酰胺)的无规共聚物。手性(S)-单体与N-三(乙二醇)非手性单体以及与外消旋单体的共聚通过将两种单体的混合物和引发剂一次性加入碱的溶液中来进行,得到相应的无规共聚物。另一方面,手性单体与具有非手性支化烷基侧链的单体的无规共聚需要将非手性单体逐滴添加到手性单体、引发剂和碱的混合物中。这些共聚物形成螺旋结构,但CD光谱分析表明,沿着共聚物的单体单元之间的协同性的情况下。© 2011 Wiley Periodicals,Inc.聚合物科学杂志A部分:聚合物化学,2011年
Random copolymers of poly(p‐benzamide)s having a methyl‐substituted tri(ethylene glycol) unit as a chiral side chain and a nonsubstituted tri(ethylene glycol) or branching alkyl unit as an achiral side chain were synthesized by copolymerization ofN‐substituted 4‐aminobenzoic acid ester monomers with a base in the presence of an initiator. Copolymerizations of the chiral (S)‐monomer withN‐tri(ethylene glycol) achiral monomer and with the racemic monomer were carried out by the addition of a mixture of two monomers and an initiator to a solution of a base all at once, affording the corresponding random copolymers. On the other hand, random copolymerization of the chiral monomer with monomer having an achiral branching alkyl side chain required dropwise addition of the achiral monomer to a mixture of the chiral monomer, the initiator, and the base. These copolymers formed helical structures, but analysis of the CD spectra indicated the absence of cooperativity between the monomer units along the copolymers. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011