A simple hydroxypyridine ionic liquids for conversion of CO2 into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

doi:10.1016/j.cjche.2023.04.003

中国化学工程学报 ›› 2023, Vol. 62 ›› Issue (10): 217-224.DOI: 10.1016/j.cjche.2023.04.003

• Full Length Article • 上一篇下一篇

A simple hydroxypyridine ionic liquids for conversion of CO₂ into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

Bowen Jiang¹, Meiling Weng¹, Jigang An¹, Yuewei Fan¹, Jia Liu¹, Ying Liu¹, Ting Yu¹, Leizhi zheng², Guoqiang Yang¹, Zhibing Zhang¹

1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China;
2. School of Materials Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, China

收稿日期:2022-12-22 修回日期:2023-04-05 出版日期:2023-10-28 发布日期:2023-12-23
通讯作者: Guoqiang Yang,E-mail:ygq@nju.edu.cn;Zhibing Zhang,E-mail:zbzhang@nju.edu.cn
基金资助:
This work was supported by the National Natural Science Foundation of China (22278202) and the Natural Science Foundation of Jiangsu Province (BM2018007, BK20210185).

A simple hydroxypyridine ionic liquids for conversion of CO₂ into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

Bowen Jiang¹, Meiling Weng¹, Jigang An¹, Yuewei Fan¹, Jia Liu¹, Ying Liu¹, Ting Yu¹, Leizhi zheng², Guoqiang Yang¹, Zhibing Zhang¹

1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China;
2. School of Materials Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, China

Received:2022-12-22 Revised:2023-04-05 Online:2023-10-28 Published:2023-12-23
Contact: Guoqiang Yang,E-mail:ygq@nju.edu.cn;Zhibing Zhang,E-mail:zbzhang@nju.edu.cn
Supported by:
This work was supported by the National Natural Science Foundation of China (22278202) and the Natural Science Foundation of Jiangsu Province (BM2018007, BK20210185).

摘要/Abstract

摘要： The transformation of CO₂ into high value-added product is a promising pathway for utilizing CO₂. However, the process tends to require harsh reaction conditions owing to CO₂ chemical inertness. Designing a high efficiency catalytic system with environmentally benign characteristic are important determinants. In this work, protic ionic liquids [TMG][2-OPy] were prepared via one-step neutralization between 1,1,3,3-tetramethylguanidine and 2-hydroxypyridine, applying to the domain of synthesizing quinzoline-2,4(1H,3H)-diones from CO₂ and 2-aminobenzontiles without any solvent or metal, achieving the yield of 97% at 90 ℃ for 8 h under atmospheric. A series of substrates with good to acceptable yield were detected, revealing the generality and universality of the catalyst. Furthermore, the system could be facilely reused for at least six runs, retaining the yield of 94%. A preliminary kinetic equation is calculated with the activation energy of 68 kJ·mol^-1, and a plausible reaction mechanism was put forward. This study highlights that the [TMG][2-OPy] enables to activate CO₂ carboxylation efficiently.

关键词: CO₂ conversion, Homogeneous catalyst, Ionic liquids, Reaction kinetic

Abstract: The transformation of CO₂ into high value-added product is a promising pathway for utilizing CO₂. However, the process tends to require harsh reaction conditions owing to CO₂ chemical inertness. Designing a high efficiency catalytic system with environmentally benign characteristic are important determinants. In this work, protic ionic liquids [TMG][2-OPy] were prepared via one-step neutralization between 1,1,3,3-tetramethylguanidine and 2-hydroxypyridine, applying to the domain of synthesizing quinzoline-2,4(1H,3H)-diones from CO₂ and 2-aminobenzontiles without any solvent or metal, achieving the yield of 97% at 90 ℃ for 8 h under atmospheric. A series of substrates with good to acceptable yield were detected, revealing the generality and universality of the catalyst. Furthermore, the system could be facilely reused for at least six runs, retaining the yield of 94%. A preliminary kinetic equation is calculated with the activation energy of 68 kJ·mol^-1, and a plausible reaction mechanism was put forward. This study highlights that the [TMG][2-OPy] enables to activate CO₂ carboxylation efficiently.

Key words: CO₂ conversion, Homogeneous catalyst, Ionic liquids, Reaction kinetic

Bowen Jiang, Meiling Weng, Jigang An, Yuewei Fan, Jia Liu, Ying Liu, Ting Yu, Leizhi zheng, Guoqiang Yang, Zhibing Zhang. A simple hydroxypyridine ionic liquids for conversion of CO₂ into quinazoline-2,4(1H,3H)-diones under atmospheric conditions[J]. 中国化学工程学报, 2023, 62(10): 217-224.

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A simple hydroxypyridine ionic liquids for conversion of CO₂ into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

A simple hydroxypyridine ionic liquids for conversion of CO₂ into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

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