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Super Chirality Promotion of Helical Poly(Phenyl Isocyanide)s by Grafting onto Ethyl Cellulose
Author(s) -
Shen Xiaofei,
Huang Hailong,
Qian Hao,
Tang Longxiang,
Zhang Yan,
Xu Min,
Wang Huiqing,
Wang Zhongkai
Publication year - 2021
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.202100103
Subject(s) - circular dichroism , chirality (physics) , polymer chemistry , copolymer , grafting , chemistry , polymer , fourier transform infrared spectroscopy , isocyanide , cotton effect , cellulose , materials science , stereochemistry , organic chemistry , chemical engineering , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , engineering , quark
Abstract Chiral property of cellulose can be transferred to final materials, here artificial helical polymer, right‐handed helical poly(phenyl isocyanide) (PPI) is grafted onto ethyl cellulose (EC) with expecting to enhance the chiral effect of PPI. EC‐2,3‐g‐PPI n copolymers are prepared via “click” chemistry of copper‐catalyzed alkyne‐azide cycloaddition, and confirmed by high‐resolution 1 H and 13 C NMR, Fourier transform infrared spectroscopy (FTIR), and gel permeation chromatography (GPC). The resulting EC‐2,3‐g‐PPI n copolymer takes a right‐handed helical structure with super circular dichroism intensity which is 302% higher than that of PPI, which indicates that EC backbone promotes the right‐handed chirality of PPI n . Furthermore, EC‐2,3‐g‐PPI n exhibits good chiral recognition ability of the D/L‐Ala‐DNSP fluorescent probe, and induces a uniquely visible blue shift for L‐Ala‐DNSP. Therefore, a novel facile strategy is provided to highly improve chiral property and chiral recognition ability of artificial helical polymers by grafting onto EC.