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Poly(p‐benzamide) having isopropyl‐substituted chiral tri(ethylene glycol) side Chain: Synthesis and helical conformation
Authors:Akihiro Yokoyama  Suguru Nakano  Tomoaki Saiki  Tsutomu Yokozawa
Affiliation:1. Department of Materials and Life Science, Faculty of Science and Technology, Seikei University, Musashino, Tokyo, Japan;2. Department of Material and Life Chemistry, Kanagawa University, Rokkakubashi, Kanagawa‐ku, Yokohama, Japan
Abstract:Isopropyl‐substituted tri(ethylene glycol) is used as a chiral side chain of N‐substituted poly(p‐benzamide) in order to increase the difference of stability between the right‐ and left‐handed helical structures of the polymer. The target polymer is synthesized by the chain‐growth condensation polymerization of the corresponding monomer with an initiator using lithium 1,1,1,3,3,3‐hexamethyldisilazide as a base. A circular dichroism (CD) study of the polymer reveals that the CD signal is due to an excess of a thermodynamically controlled right‐handed helical structure of the polymer, and that the replacement of the methyl group with a bulkier isopropyl group at the side chain of poly(p‐benzamide) increases the abundance of right‐handed helical structure in chloroform. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53, 1623–1628
Keywords:chain‐growth polymerization  chiral  circular dichroism  helix  polyamides  synthesis
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