Ionic liquids enable highly efficient Knoevenagel reaction by dual-responsive emulsion microreactor
文献类型:期刊论文
作者 | Yuan, Xiaoqing1,2,3; Liu, Ju1,2,3; Wang, Yanlei1,2,3; Jie, Xingming4; Qin, Jingyu1,2,3; He, Hongyan1,2,3 |
刊名 | CHEMICAL ENGINEERING JOURNAL |
出版日期 | 2023 |
卷号 | 451页码:9 |
ISSN号 | 1385-8947 |
关键词 | Ionic liquids Stimuli-responsive Knoevenagel condensation Emulsion microreactor |
DOI | 10.1016/j.cej.2022.138941 |
英文摘要 | Knoevenagel condensation reaction is important for generating C-C double bonds and providing various valuable intermediates in organic chemistry, which always need harsh conditions including high reaction temperature, difficult catalyst recovery, difficult product separation, etc. In this work, a novel class of dual -responsive emulsion reactor was prepared for the Knoevenagel condensation reaction between malononitrile and aromatic aldehyde, where the temperature and CO2-responsive ionic liquids (ILs) were used as an emulsifier, responder, and catalyst simultaneously. Driven by temperature or CO2, the emulsion reactor undergoes reversible and controllable transformations between emulsification and demulsification, where efficient catalytic reactions, product separation, and reactor recovery are all achieved. The isolated product yield of 2-(4-chlorobenzylidene)-malononitrile remained above 90% after 5 cycles of the emulsion reactor. NMR and molecular dynamics simulations showed that the temperature drives the reversible stretching and curling of the polyether chain on the cation, while CO2 reacts with the -COO- group on the anion to form carbonates and carboxylic acids in water, leading to changes in the surface activity of ILs, thereby reversibly regulating the demulsification and emulsification of the emulsion. Hence, through the dual stimuli-responsive ILs, the efficient reaction can be performed in the homogeneous phase, and the products and catalysts can be easily separated in the heterogeneous phase. These results on the revisable microreactor can not only help to design the smart and efficient "homogeneous reaction-heterogeneous separation " systems but also support the development of green sustainable chemistry. |
WOS关键词 | PHASE-BEHAVIOR ; CONDENSATION ; SOLVENT ; GREEN ; CATALYSTS ; LITHIUM ; OIL |
资助项目 | National Key R & D Program of China[2021YFB3802600] ; National Natural Science Foundation of China[21922813] ; National Natural Science Foundation of China[21890762] ; National Natural Science Foundation of China[22178344] ; Youth Innovation Promotion Association of Chinese Academy of Sciences[2021046] ; Youth Innovation Promotion Association of Chinese Academy of Sciences[Y2021022] ; DNL Cooperation Fund of Chinese Academy of Sciences[DNL180202] |
WOS研究方向 | Engineering |
语种 | 英语 |
出版者 | ELSEVIER SCIENCE SA |
WOS记录号 | WOS:000859311100003 |
资助机构 | National Key R & D Program of China ; National Natural Science Foundation of China ; Youth Innovation Promotion Association of Chinese Academy of Sciences ; DNL Cooperation Fund of Chinese Academy of Sciences |
源URL | [http://ir.ipe.ac.cn/handle/122111/54853] |
专题 | 中国科学院过程工程研究所 |
通讯作者 | Wang, Yanlei; He, Hongyan |
作者单位 | 1.Chinese Acad Sci, Key Lab Green Proc & Engn, Beijing Key Lab Ion Liquids Clean Proc, Inst Proc Engn,State Key Lab Multiphase Complex Sy, Beijing 100190, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China 4.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China |
推荐引用方式 GB/T 7714 | Yuan, Xiaoqing,Liu, Ju,Wang, Yanlei,et al. Ionic liquids enable highly efficient Knoevenagel reaction by dual-responsive emulsion microreactor[J]. CHEMICAL ENGINEERING JOURNAL,2023,451:9. |
APA | Yuan, Xiaoqing,Liu, Ju,Wang, Yanlei,Jie, Xingming,Qin, Jingyu,&He, Hongyan.(2023).Ionic liquids enable highly efficient Knoevenagel reaction by dual-responsive emulsion microreactor.CHEMICAL ENGINEERING JOURNAL,451,9. |
MLA | Yuan, Xiaoqing,et al."Ionic liquids enable highly efficient Knoevenagel reaction by dual-responsive emulsion microreactor".CHEMICAL ENGINEERING JOURNAL 451(2023):9. |
入库方式: OAI收割
来源:过程工程研究所
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