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Hypercrosslinking Polymers Fabricated from Divinyl Benzene via Friedel-Crafts Addition Polymerization

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Abstract

Microporous organic polymers with high surface area are widely used in many applications. Among them, hypercrosslinked polymers have been extensively concerned because of their simple processes and low-cost reagents. However, due to most state-of-the-art strategies for HCPs based on condensation reactions, the release of small molecules such as hydrochloric acid and methanol involved in such strategies brings about new hazards to environment. Herein, we propose a method of fabrication of hypercrosslinked polymers via self-addition polymerization of divinyl benzene and its crosslinking with polar aromatic molecules. The hypercrosslinked polyDVB-based products are demonstrated by Friedel-Crafts addition reaction of double bonds on DVB that can connect adjacent phenyl rings of aromatic molecules to form the crosslinked networks. The HCPDVB-CB obtained in 1-chlorobutane as solvent has a high micropore content and displays high surface area up to 931 m2/g. Following this finding, DVB is used as a novel external crosslinker for knitting polar aromatic molecules. When L-phenylalanine and bisphenol A are used as the aromatic units, the obtained HCP(Phe-DVB) and HCP(BPA-DVB) could reach surface area of 612 and 471 m2/g, and have hydrogen uptake of 0.62 wt% and 0.58 wt% at 77 K and 1.13 bar by comparison with HCPDVB-CB having hydrogen uptake of 0.30 wt%, respectively.

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Acknowledgments

The authors gratefully thank National Key R&D Program of China (No. 2017YFC1600404) and Natural Science Foundation of Shandong Province (No. ZR2013BM011) for financial support. The research was also supported by Open Projects Fund of Shandong Key Laboratory of Carbohydrate Chemistry and Glycobiology, Shandong University (No. 2019CCG02), Shandong Key Laboratory of Fluorine Chemistry and Chemical Engineering Materials, and Science and Technology Bureau of Jinan (No. 2021GXRC105). The authors thank Dr. Yang Xu for valuable discussion with preparation and characterization of HCPs.

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  1. Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, School of Chemistry and Chemical Engineering, University of Jinan, Jinan, 250022, China

    Zheng-Yu Duan, Yan-Yan Wang, Qi-Wei Pan & Zhi-Yong Chen

  2. Nutrition & Health Research Institute, COFCO Corporation, Beijing Key Laboratory of Nutrition & Health and Food Safety, Beijing, 102209, China

    Yun-Feng Xie

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  1. Zheng-Yu Duan
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Correspondence to Qi-Wei Pan, Yun-Feng Xie or Zhi-Yong Chen.

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Duan, ZY., Wang, YY., Pan, QW. et al. Hypercrosslinking Polymers Fabricated from Divinyl Benzene via Friedel-Crafts Addition Polymerization. Chin J Polym Sci 40, 310–320 (2022). https://doi.org/10.1007/s10118-022-2667-7

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