Construction of a Binary Organocatalytic System Based on Urea-Based Hydrogen Bond Donors and Polyether Ionic Liquids and its Application to CO₂ Cycloaddition Reactions

Abstract:

To alleviate the environmental problems caused by the excessive emission of CO₂, this study designed and synthesized a binary organocatalytic system based on urea-based hydrogen bond donors and polyether ionic liquids based on a cycloaddition reaction that converts CO₂ and small-molecule epoxides into cyclic carbonates with high industrial application value. The binary system is based on a polyether ionic liquid, introducing an organic base (to trap and activate CO₂), hydrogen bond donor (to activate the epoxide), and nucleophilic reagent unit (to help open the ring of epoxides), with a variety of active sites. In this paper, the effects of the hydrogen bond donor as well as polyether ionic liquids structure on the activity of the binary system were investigated, the optimal HBD/Lewis base binary catalytic system was established, and the cycle life of this binary system was tested.

• Periodical: Materials Science Forum (Volume 1138)
• Pages: 49-54
• DOI: https://doi.org/10.4028/p-txk48H
• Online since: December 2024
• Authors: Ya Ya Wang*, Xin Jin
• Keywords: CO₂ Cycloaddition Reaction, Cyclic Carbonate, Polyether Ionic Liquid, Urea Hydrogen Bond Donor

References

[1] Wang D, Gao Z, Duan S, Wei J, Ma L, Wang N, et al. A series of bifunctional metalloporphyrins as efficient catalysts for cycloaddition of CO2 with epoxides. 2023; 37(7): e7121.

DOI: 10.1002/aoc.7121

[2] Ouyang Y, Li Q, Xin Y, Hu S, Wang S, Wang L. Metal-polyacrylic acid complex aerogels for efficient cycloaddition of CO2 with propylene oxide. Molecular Catalysis 2023; 549: 113462.

DOI: 10.1016/j.mcat.2023.113462

[3] Wang F, Xie C, Song H, et al. Functionally enhanced basic amino acid-based binary organocatalysts based on physical doping for efficient coupling of CO2 with epoxides [J]. Green Chemistry, 2023, 25: 8134–8144.

DOI: 10.1039/d3gc02475j

[4] Lu Q, Wang S, Ji C, Chen G, Dong J, Gao FJJoPM. MCM-41 supported quaternary ammonium ionic liquids as an effective heterogeneous catalyst for CO2 cycloaddition reaction. 2024: 1-16.

DOI: 10.1007/s10934-024-01555-2

[5] Zhou D, Sun J, Xue M, Xu Q, Yin JJJoCP. Imidazole based ionic liquid grafted graphene for enhancing the new green conversion process of carbon dioxide. 2024; 434: 140083.

DOI: 10.1016/j.jclepro.2023.140083

[6] Liu M, Liang L, Li X, Gao X, Sun J. Novel urea derivative-based ionic liquids with dual-functions: CO2 capture and conversion under metal- and solvent-free conditions. Green Chem 2016; 18: 2851-63.

DOI: 10.1039/c5gc02605a

[7] Qi Y, Cheng W, Xu F, Chen S, Zhang SJSC. Amino acids/superbases as eco-friendly catalyst system for the synthesis of cyclic carbonates under metal-free and halide-free conditions. 2018; 48(8): 876-86.

DOI: 10.1080/00397911.2017.1339802

[8] F Castro‐Gómez, Salassa G, Kleij A W, et al. A DFT Study on the Mechanism of the Cycloaddition Reaction of CO2 to Epoxides Catalyzed by Zn(Salphen) Complexes [J]. Chemistry – A European Journal, 2013, 19 (20): 6289-6298.

DOI: 10.1002/chem.201203985