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A Bifunctional Cationic Covalent Organic Polymer for Cooperative Conversion of CO2 to Cyclic Carbonate without Co-catalyst

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Abstract

A cationic covalent organic polymer with bifunctional active site was synthesized, which was treated by N, N'-bis(5-bromomethylsalicylaldehyde)ethylenediamine (salen ligand) and tris(1H-imidazol-1-yl) triazine (TIT) in the presence of aluminum ethoxide. The bifunctional cationic covalent organic polymer was investigated by various characterization technologies including PXRD, FT-IR, XPS, TG, SEM, EDS, N2-adsorption and CO2-adsorption. In this polymer, aluminum acts as lewis acid site and bromine ion acts as nucleophile, cooperatively catalyzing the cycloaddition reaction of CO2 and epoxides. Due to its cooperative effect, a higher catalytic activity was found to exhibit 98.1% conversion of epichlorohydrin under optimized conditions (Initial pressure 1.0 MPa, 0.57 mol% catalyst of COP-Al, 90 °C, reaction time 18 h, in the absence of a co-catalyst). Notably, the heterogeneous catalyst still showed good activity and stability after five cycles.

Graphic Abstract

A salen-based cationic covalent organic polymers (COP-Al) was used as a bifunctional catalyst for the cycloaddition reaction of CO2 and epoxides with high activity under solvent-free and co-catalyst-free conditions.

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Acknowledgements

We thank the National Natural Science Foundation of China (21671090 and 21701076), LiaoNing Revitalization Talents Program (XLYC1802125), and Liaoning Province Doctor Startup Fund (20180540056) for financial support of this work.

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Authors and Affiliations

  1. College of Chemistry, Liaoning University, Shenyang, 110036, People’s Republic of China

    Rui-Ying Zhang, Yue Zhang, Jian Tong, Lin Liu & Zheng-Bo Han

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  1. Rui-Ying Zhang
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  2. Yue Zhang
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  3. Jian Tong
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  4. Lin Liu
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  5. Zheng-Bo Han
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Contributions

R-YZ: Writing-Original Draft, Software, Investigation. YZ: Investigation, Validation, Formal analysis. JT: Visualization, Software. LL: Resources, Visualization. Z-BH: Conceptualization, Methodology, Resources, Writing-Review & Editing, Supervision.

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Correspondence to Lin Liu or Zheng-Bo Han.

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Zhang, RY., Zhang, Y., Tong, J. et al. A Bifunctional Cationic Covalent Organic Polymer for Cooperative Conversion of CO2 to Cyclic Carbonate without Co-catalyst. Catal Lett 151, 2833–2841 (2021). https://doi.org/10.1007/s10562-021-03534-7

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  • DOI: https://doi.org/10.1007/s10562-021-03534-7

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