Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate

doi:10.1016/j.cjche.2024.05.007

Chinese Journal of Chemical Engineering ›› 2024, Vol. 72 ›› Issue (8): 106-116.DOI: 10.1016/j.cjche.2024.05.007

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Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate

Zhaoyang Qi^1,3, Shiquan Zhong^1,3, Huiyun Su^1,3, Changshen Ye^1,3, Limei Ren², Ting Qiu^1,3,4, Jie Chen^1,3

1 College of Chemical Engineering, Fuzhou University, Fuzhou 350108, China;
2 Department of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035, China;
3 Qingyuan Innovation Laboratory, Quanzhou 362801, China;
4 Fuzhou University International Joint Laboratory of Thermochemical Conversion of Biomass, Fuzhou University, Fuzhou 350108, China

Received:2024-03-06 Revised:2024-05-17 Online:2024-10-17 Published:2024-08-28
Contact: Limei Ren,E-mail:aliceren0102@163.com;Ting Qiu,E-mail:tingqiu@fzu.edu.cn
Supported by:
This work was supported by the National Key Research and Development Program of China (2022YFB4101800), National Natural Science Foundation of China (22278077, 22108040), Key Program of Qingyuan Innovation Laboratory (00221004), Research Program of Qingyuan Innovation Laboratory (00523006), and Natural Science Foundation of Fujian Province (2022J02019).

Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate

Zhaoyang Qi^1,3, Shiquan Zhong^1,3, Huiyun Su^1,3, Changshen Ye^1,3, Limei Ren², Ting Qiu^1,3,4, Jie Chen^1,3

1 College of Chemical Engineering, Fuzhou University, Fuzhou 350108, China;
2 Department of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035, China;
3 Qingyuan Innovation Laboratory, Quanzhou 362801, China;
4 Fuzhou University International Joint Laboratory of Thermochemical Conversion of Biomass, Fuzhou University, Fuzhou 350108, China

通讯作者: Limei Ren,E-mail:aliceren0102@163.com;Ting Qiu,E-mail:tingqiu@fzu.edu.cn
基金资助:
This work was supported by the National Key Research and Development Program of China (2022YFB4101800), National Natural Science Foundation of China (22278077, 22108040), Key Program of Qingyuan Innovation Laboratory (00221004), Research Program of Qingyuan Innovation Laboratory (00523006), and Natural Science Foundation of Fujian Province (2022J02019).

Abstract

Abstract: Dimethyl carbonate (DMC) is a crucial chemical raw material widely used in organic synthesis, lithium-ion battery electrolytes, and various other fields. The current primary industrial process employs a conventional sodium methoxide basic catalyst to produce DMC through the transesterification reaction between vinyl carbonate and methanol. However, the utilization of this catalyst presents several challenges during the process, including equipment corrosion, the generation of solid waste, susceptibility to deactivation, and complexities in separation and recovery. To address these limitations, a series of alkaline poly(ionic liquid)s, i.e. [DVBPIL][PHO], [DVCPIL][PHO], and [TBVPIL][PHO], with different cross-linking degrees and structures, were synthesized through the construction of cross-linked polymeric monomers and functionalization. These poly(ionic liquid)s exhibit cross-linked structures and controllable cationic and anionic characteristics. Research was conducted to investigate the effect of the cross-linking degree and structure on the catalytic performance of transesterification in synthesizing DMC. It was discovered that the appropriate cross-linking degree and structure of the [DVCPIL][PHO] catalyst resulted in a DMC yield of up to 80.6%. Furthermore, this catalyst material exhibited good stability, maintaining its catalytic activity after repeated use five times without significant changes. The results of this study demonstrate the potential for using alkaline poly(ionic liquid)s as a highly efficient and sustainable alternative to traditional catalysts for the transesterification synthesis of DMC.

Key words: Poly(ionic liquid), Cross-linking degree, Dimethyl carbonate production, Transesterification reaction, Mechanism

摘要： Dimethyl carbonate (DMC) is a crucial chemical raw material widely used in organic synthesis, lithium-ion battery electrolytes, and various other fields. The current primary industrial process employs a conventional sodium methoxide basic catalyst to produce DMC through the transesterification reaction between vinyl carbonate and methanol. However, the utilization of this catalyst presents several challenges during the process, including equipment corrosion, the generation of solid waste, susceptibility to deactivation, and complexities in separation and recovery. To address these limitations, a series of alkaline poly(ionic liquid)s, i.e. [DVBPIL][PHO], [DVCPIL][PHO], and [TBVPIL][PHO], with different cross-linking degrees and structures, were synthesized through the construction of cross-linked polymeric monomers and functionalization. These poly(ionic liquid)s exhibit cross-linked structures and controllable cationic and anionic characteristics. Research was conducted to investigate the effect of the cross-linking degree and structure on the catalytic performance of transesterification in synthesizing DMC. It was discovered that the appropriate cross-linking degree and structure of the [DVCPIL][PHO] catalyst resulted in a DMC yield of up to 80.6%. Furthermore, this catalyst material exhibited good stability, maintaining its catalytic activity after repeated use five times without significant changes. The results of this study demonstrate the potential for using alkaline poly(ionic liquid)s as a highly efficient and sustainable alternative to traditional catalysts for the transesterification synthesis of DMC.

关键词: Poly(ionic liquid), Cross-linking degree, Dimethyl carbonate production, Transesterification reaction, Mechanism

Zhaoyang Qi, Shiquan Zhong, Huiyun Su, Changshen Ye, Limei Ren, Ting Qiu, Jie Chen. Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate[J]. Chinese Journal of Chemical Engineering, 2024, 72(8): 106-116.

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Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate

Tuning the cross-linked structure of basic poly(ionic liquid) to develop an efficient catalyst for the conversion of vinyl carbonate to dimethyl carbonate

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