A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones
A bifunctional heterogeneous catalyst was designed and synthesized, denoted DMEDA/IL–NH2-MIL-101. The structure and physical-chemical characterization of DMEDA/IL–NH2-MIL-101 and its precursors were characterized by SEM, N2 adsorption-desorption, XPS, FT-IR, PXRD, elemental analysis, and TGA techniq...
| Published in: | Green Energy & Environment |
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| Main Authors: | , , , , , , |
| Format: | Article |
| Language: | English |
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KeAi Communications Co., Ltd.
2020-04-01
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2468025720300340 |
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| author | Siying Chong Tongtong Wang Haijun Zhong Lingfei Xu Hailong Xu Zhongwu Lv Min Ji |
| author_facet | Siying Chong Tongtong Wang Haijun Zhong Lingfei Xu Hailong Xu Zhongwu Lv Min Ji |
| author_sort | Siying Chong |
| collection | DOAJ |
| container_title | Green Energy & Environment |
| description | A bifunctional heterogeneous catalyst was designed and synthesized, denoted DMEDA/IL–NH2-MIL-101. The structure and physical-chemical characterization of DMEDA/IL–NH2-MIL-101 and its precursors were characterized by SEM, N2 adsorption-desorption, XPS, FT-IR, PXRD, elemental analysis, and TGA techniques. The date showed that the two catalytic components of N, N-dimethylethylenediamine (DMEDA) and 1-butyl-3-methylimidazolium bromide (BmimBr) were chemically immobilized in NH2-MIL-101 nanocages. The amine of DMEDA was grafted onto carrier NH2-MIL-101 by N–Cr coordinate covalent bonds and the ionic liquid of BmimBr (IL (Br−)) was anchored in the NH2-MIL-101 nanocages by ‘ship-in-a-bottle’ method, in which the amidogen of NH2-MIL-101 condensed with N, N-carbonyldiimidazole (CDI) firstly, and then alkylated with 1-bromo butane. This novel heterogeneous catalyst with two different active sites can efficiently catalyze the synthesis of N-aryl oxazolidin-2-ones from carbon dioxide (CO2), epoxides, and anilines in one-pot under mild solvent-free conditions. It not only showed good stability and recoverability after five cycles but also exhibited shape selectivity for the substrate due to the synergic catalysis of amine, ionic liquid, and NH2-MIL-101. This novel bifunctional material is a promising solid catalyst for the green synthesis of N-aryl oxazolidin-2-ones. |
| format | Article |
| id | doaj-art-254bce573f664dcb96c00a2a23c307c4 |
| institution | Directory of Open Access Journals |
| issn | 2468-0257 |
| language | English |
| publishDate | 2020-04-01 |
| publisher | KeAi Communications Co., Ltd. |
| record_format | Article |
| spelling | doaj-art-254bce573f664dcb96c00a2a23c307c42025-08-19T21:08:18ZengKeAi Communications Co., Ltd.Green Energy & Environment2468-02572020-04-015215416510.1016/j.gee.2020.04.001A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-onesSiying Chong0Tongtong Wang1Haijun Zhong2Lingfei Xu3Hailong Xu4Zhongwu Lv5Min Ji6Department of Chemistry, School of Chemical Engineering, Dalian University of Technology, Dalian, 116023, ChinaDepartment of Chemistry, School of Chemical Engineering, Dalian University of Technology, Dalian, 116023, ChinaPetrochemical Research Institute, China National Petroleum Corporation, Beijing, 112206, ChinaDepartment of Chemistry, School of Chemical Engineering, Dalian University of Technology, Dalian, 116023, ChinaDepartment of Chemistry, School of Chemical Engineering, Dalian University of Technology, Dalian, 116023, ChinaPetrochemical Research Institute, China National Petroleum Corporation, Beijing, 112206, ChinaDepartment of Chemistry, School of Chemical Engineering, Dalian University of Technology, Dalian, 116023, China; Corresponding author.A bifunctional heterogeneous catalyst was designed and synthesized, denoted DMEDA/IL–NH2-MIL-101. The structure and physical-chemical characterization of DMEDA/IL–NH2-MIL-101 and its precursors were characterized by SEM, N2 adsorption-desorption, XPS, FT-IR, PXRD, elemental analysis, and TGA techniques. The date showed that the two catalytic components of N, N-dimethylethylenediamine (DMEDA) and 1-butyl-3-methylimidazolium bromide (BmimBr) were chemically immobilized in NH2-MIL-101 nanocages. The amine of DMEDA was grafted onto carrier NH2-MIL-101 by N–Cr coordinate covalent bonds and the ionic liquid of BmimBr (IL (Br−)) was anchored in the NH2-MIL-101 nanocages by ‘ship-in-a-bottle’ method, in which the amidogen of NH2-MIL-101 condensed with N, N-carbonyldiimidazole (CDI) firstly, and then alkylated with 1-bromo butane. This novel heterogeneous catalyst with two different active sites can efficiently catalyze the synthesis of N-aryl oxazolidin-2-ones from carbon dioxide (CO2), epoxides, and anilines in one-pot under mild solvent-free conditions. It not only showed good stability and recoverability after five cycles but also exhibited shape selectivity for the substrate due to the synergic catalysis of amine, ionic liquid, and NH2-MIL-101. This novel bifunctional material is a promising solid catalyst for the green synthesis of N-aryl oxazolidin-2-ones.http://www.sciencedirect.com/science/article/pii/S2468025720300340Metal-organic frameworksIonic liquid immobilizationN-aryl oxazolidin-2-onesOne-pot synthesisBifunctional heterogeneous catalyst |
| spellingShingle | Siying Chong Tongtong Wang Haijun Zhong Lingfei Xu Hailong Xu Zhongwu Lv Min Ji A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones Metal-organic frameworks Ionic liquid immobilization N-aryl oxazolidin-2-ones One-pot synthesis Bifunctional heterogeneous catalyst |
| title | A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones |
| title_full | A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones |
| title_fullStr | A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones |
| title_full_unstemmed | A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones |
| title_short | A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones |
| title_sort | bifunctional and recyclable catalyst amine and ionic liquid grafting on mofs for the one pot synthesis of n aryl oxazolidin 2 ones |
| topic | Metal-organic frameworks Ionic liquid immobilization N-aryl oxazolidin-2-ones One-pot synthesis Bifunctional heterogeneous catalyst |
| url | http://www.sciencedirect.com/science/article/pii/S2468025720300340 |
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