Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO2 and CH3OH

doi:10.1016/j.cjche.2023.05.017

中国化学工程学报 ›› 2023, Vol. 64 ›› Issue (12): 188-195.DOI: 10.1016/j.cjche.2023.05.017

• Full Length Article • 上一篇下一篇

Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO₂ and CH₃OH

Yu-Gao Wang, Xiao-Chen Han, Bao Gu, Hua-Shuai Wu, Jun Shen

School of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, China

收稿日期:2023-03-08 修回日期:2023-05-25 出版日期:2023-12-28 发布日期:2024-02-05
通讯作者: Yu-Gao Wang,E-mail:wangyugao@tyut.edu.cn;Hua-Shuai Wu,E-mail:wuhuashuai@tyut.edu.cn
基金资助:
This work was financially supported by Natural Science Foundation of Shanxi Province (202203021221069 and 202103021223063); National Natural Science Foundation of China (21706172).

Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO₂ and CH₃OH

Yu-Gao Wang, Xiao-Chen Han, Bao Gu, Hua-Shuai Wu, Jun Shen

School of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, China

Received:2023-03-08 Revised:2023-05-25 Online:2023-12-28 Published:2024-02-05
Contact: Yu-Gao Wang,E-mail:wangyugao@tyut.edu.cn;Hua-Shuai Wu,E-mail:wuhuashuai@tyut.edu.cn
Supported by:
This work was financially supported by Natural Science Foundation of Shanxi Province (202203021221069 and 202103021223063); National Natural Science Foundation of China (21706172).

摘要/Abstract

摘要： The fermentation for succinic acid production outperforms other methods by low energy consumption and environmental benignity, with the resulting products mainly as disodium succinate (DSA). By directly esterifying DSA using CO₂ and CH₃OH, it is expected to avoid the use of inorganic acids. By high-resolution mass spectrometry analysis and theoretical calculation, this study establishes that the reaction consists of three steps, i.e., first forming 3-carboxypropanoate, then monomethyl succinate (MMS), and finally dimethyl succinate (DMS). A detailed kinetic analysis is further performed, the results demonstrate that the transformation of DSA to MMS is regarded to be a second-order reaction for reactant DSA, while the transformation of MMS to DMS is a first-order reaction for reactant MMS. The activation energy for the generation of MMS from DSA is 37.15 kJmol^-1, and that for the generation of DMS from MMS is 85.80 kJmol^-1, indicating the latter one is the rate-determining step.

关键词: Succinate, Carbon dioxide, Direct esterification, Reaction mechanism, Reaction kinetics, Kinetic modeling

Abstract: The fermentation for succinic acid production outperforms other methods by low energy consumption and environmental benignity, with the resulting products mainly as disodium succinate (DSA). By directly esterifying DSA using CO₂ and CH₃OH, it is expected to avoid the use of inorganic acids. By high-resolution mass spectrometry analysis and theoretical calculation, this study establishes that the reaction consists of three steps, i.e., first forming 3-carboxypropanoate, then monomethyl succinate (MMS), and finally dimethyl succinate (DMS). A detailed kinetic analysis is further performed, the results demonstrate that the transformation of DSA to MMS is regarded to be a second-order reaction for reactant DSA, while the transformation of MMS to DMS is a first-order reaction for reactant MMS. The activation energy for the generation of MMS from DSA is 37.15 kJmol^-1, and that for the generation of DMS from MMS is 85.80 kJmol^-1, indicating the latter one is the rate-determining step.

Key words: Succinate, Carbon dioxide, Direct esterification, Reaction mechanism, Reaction kinetics, Kinetic modeling

Yu-Gao Wang, Xiao-Chen Han, Bao Gu, Hua-Shuai Wu, Jun Shen. Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO₂ and CH₃OH[J]. 中国化学工程学报, 2023, 64(12): 188-195.

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Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO₂ and CH₃OH

Insight into the green route to dimethyl succinate by direct esterification of bio-based disodium succinate using CO₂ and CH₃OH

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