Grafting polymerization of single-handed helical poly(phenyl isocyanide)s on graphene oxide and their application in enantioselective separation

Yi Xiao, Hui Qing Wang, Hao Zhang, Zhi Qiang Jiang, Ya Qi Wang, Hai Li, Jun Yin, Yuan Yuan Zhu, Zong Quan Wu

科研成果: 期刊稿件文章同行评审

13 引用 (Scopus)

摘要

We herein report a “grafting from” strategy to immobilize optically active helical poly(phenyl isocyanide)s onto graphene oxide (GO) nanosheets. After covalently bounding alkyne-Pd(II) initiator onto GO nanosheets, the designed GO/polymer composites P1@GO and P1-b-P2@GO featuring single-handed helical poly(phenyl isocyanide)s growing from GO nanosheets were prepared by sequential addition of the chiral and achiral isocyanide monomers. Post-synthetic hydrolysis rendered P1-b-P3@GO to improve the hydrophilicity. The successful covalent bonding of poly(phenyl isocyanide)s chains onto GO nanosheets was certified by several cross evidences including scan emission microscopy, atomic force microscopy, Raman spectroscopy, X-ray photoelectron spectroscopy, and thermogravimetric analysis. Circular dichroism spectra proved that the chiral information was introduced through the grafted single-handed helical polymer chains successfully. In addition, the resulting GO/polymer composites were explored as a chiral additive to induce enantioselective crystallization of racemic organic molecules. Preferential formation of rod-like L-alanine crystals was induced by composites bearing right-handed helical poly(phenyl isocyanide)s. The enantiomeric excess value of the induced crystals reached 76%, displaying the potential in future applications.

源语言英语
页(从-至)2092-2103
页数12
期刊Journal of Polymer Science, Part A: Polymer Chemistry
55
12
DOI
出版状态已出版 - 15 6月 2017

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