Efficient conversion of CO2 into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s

doi:10.1016/j.cjche.2022.05.018

Abstract

Abstract: A novel series of halogen free, hydroxyl group containing poly(ionic liquid)s (PILs) was first synthesized from glycerol dimethyl acrylate (GDA) and 1-vinyl imidazole (1-VIM) through free radical polymerization, follow by an alkylation step and an ion-exchange procedure to form the final imidazolium hydrogen carbonate heterogenous catalyst poly(HCO₃-OH-n). The chemical and physical properties were investigated by varying the monomer ratio between GDA and 1-VIM. Among them, poly (HCO₃-OH-2) exhibited the highest catalytic activity for CO₂ cycloaddition, with the yield of chloropropene carbonate 90% under mild conditions (80 ℃, 0.1 MPa, 12 h, 0.15 g catalyst for 32 mmol epichlorohydrin) in the absence of any cocatalyst, metal or solvent. A range of substrates with good to excellent yields under atmosphere was obtained. The poly(HCO₃-OH-n) catalyst is collectable and still remains acceptable catalytic activity after six runs. Finally, a preliminary kinetic is calculated on the basis of poly(HCO₃-OH-2) with the activation energy value of 79.5 kJ·mol^-1. This study highlights that the poly(HCO₃-OH-n) enable to reach efficient CO₂ conversion under mild conditions.

Key words: Ion exchange, Carbon dioxide, Polymerization, Heterogeneous catalyst, Kinetic modeling

摘要： A novel series of halogen free, hydroxyl group containing poly(ionic liquid)s (PILs) was first synthesized from glycerol dimethyl acrylate (GDA) and 1-vinyl imidazole (1-VIM) through free radical polymerization, follow by an alkylation step and an ion-exchange procedure to form the final imidazolium hydrogen carbonate heterogenous catalyst poly(HCO₃-OH-n). The chemical and physical properties were investigated by varying the monomer ratio between GDA and 1-VIM. Among them, poly (HCO₃-OH-2) exhibited the highest catalytic activity for CO₂ cycloaddition, with the yield of chloropropene carbonate 90% under mild conditions (80 ℃, 0.1 MPa, 12 h, 0.15 g catalyst for 32 mmol epichlorohydrin) in the absence of any cocatalyst, metal or solvent. A range of substrates with good to excellent yields under atmosphere was obtained. The poly(HCO₃-OH-n) catalyst is collectable and still remains acceptable catalytic activity after six runs. Finally, a preliminary kinetic is calculated on the basis of poly(HCO₃-OH-2) with the activation energy value of 79.5 kJ·mol^-1. This study highlights that the poly(HCO₃-OH-n) enable to reach efficient CO₂ conversion under mild conditions.

关键词: Ion exchange, Carbon dioxide, Polymerization, Heterogeneous catalyst, Kinetic modeling

Bowen Jiang, Jia Liu, Guoqiang Yang, Zhibing Zhang. Efficient conversion of CO₂ into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s[J]. Chinese Journal of Chemical Engineering, 2023, 55(3): 202-211.

Bowen Jiang, Jia Liu, Guoqiang Yang, Zhibing Zhang. Efficient conversion of CO₂ into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s[J]. 中国化学工程学报, 2023, 55(3): 202-211.

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Efficient conversion of CO₂ into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s

Efficient conversion of CO₂ into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s

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