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Novel synthesis of porous one-handed helical poly(substituted phenylacetylene) bearing betulin derivatives pendant groups

Polymer Journal volume 55, pages 203–211 (2023)Cite this article

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Abstract

A novel substituted phenylacetylene with a pendant betulin derivative group was designed and synthesized successfully, and the chemical structure of the monomer was confirmed by nuclear magnetic resonance spectroscopy (NMR, 1H, 13C), high-resolution mass spectrometry (HRMS) and Fourier transform infrared spectroscopy (FTIR). The obtained monomer was further polymerized in an achiral [Rh(nbd)Cl]2/triethylamine (TEA) catalytic system, and the resulting polymer exhibited a strong Cotton effect at the main-chain absorption regions in the circular dichroism (CD) spectra. This one-handed helical backbone was induced by the chiral source on the side chain and maintained by the rigid betulin derivative pendant flats. Furthermore, the rigid betulin derivatives also contributed to the porous morphology and perfect thermal stability of the polymer. This study will provide a new method for preparing porous chiral polymers as efficient separation materials to solve practical issues.

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Acknowledgements

This work was partially supported by research projects of basic scientific research operating expenses of provincial universities of Heilongjiang Province of China (135209218).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Qiqihar University, Wenhua Street 42, Qiqihar, Heilongjiang, 161006, China

    Zhichun Shi, Jiaxiang Wen, Yingnan Zhao, Jun Li & Ming Zhao

  2. Technology Innovation Center of Industrial Hemp for State Market Regulation, Qiqihar, Heilongjiang, 161006, China

    Zhichun Shi, Yingnan Zhao, Jun Li & Ming Zhao

  3. College of Materials Science and Engineering, Qiqihar University, Wenhua Street 42, Qiqihar, Heilongjiang, 161006, China

    Jianjun Wang & Toshiki Aoki

  4. Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata, 950-2181, Japan

    Masahiro Teraguchi, Toshiki Aoki & Takashi Kaneko

  5. Graduate School of Science and Technology, Niigata University, Ikarashi 2-8050, Nishi-ku, Niigata, 950-2181, Japan

    Masahiro Teraguchi, Toshiki Aoki & Takashi Kaneko

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  1. Zhichun Shi
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Shi, Z., Wen, J., Zhao, Y. et al. Novel synthesis of porous one-handed helical poly(substituted phenylacetylene) bearing betulin derivatives pendant groups. Polym J 55, 203–211 (2023). https://doi.org/10.1038/s41428-022-00752-7

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