Acetate-based ionic liquid immobilized Fe-MIL-101-NH2: A highly efficient heterogeneous catalyst for the conversion of CO2 into oxazolidinones with N-aryl epoxy amines

被引:0
作者
Niu, Junping [1 ,2 ,3 ]
Wang, Guanghui [1 ,2 ,3 ]
Qiao, He [1 ,2 ,3 ]
Yan, Ligang [1 ,2 ,3 ]
Wu, Jiakai [1 ,2 ,3 ]
Gao, Yuanyuan [1 ,2 ,3 ]
Han, Limin [1 ,2 ,3 ,4 ]
Zhu, Ning [1 ,2 ,3 ]
机构
[1] Inner Mongolia Univ Technol, Coll Chem Engn, Hohhot 010051, Peoples R China
[2] Key Lab CO 2 Resource Utilizat Univ Inner Mongolia, Hohhot 010051, Peoples R China
[3] Inner Mongolia Engn Res Ctr CO 2 Capture & Utiliza, Hohhot 010051, Peoples R China
[4] Inner Mongolia Vocat Coll Chem Engn, Hohhot 010070, Peoples R China
来源
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING | 2024年 / 12卷 / 05期
基金
中国国家自然科学基金;
关键词
IL immobilized MOFs; Oxazolidinones; Epoxy amines; EPOXIDES; INHIBITORS; POTENT;
D O I
10.1016/j.jece.2024.113503
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
A novel acetate-based ionic liquid immobilized metal organic frameworks catalyst, Fe-MIL-101-N(Bnme2)OAc, was synthesized using a straightforward ion exchange strategy. Initially, Fe-MIL-101-N(Bnme2)Br was prepared by condensing a quaternary ammonium salt ionic liquid (N(BzBnme2)Br) with Fe-MIL-101-NH2. Subsequently, the Br- ions were exchanged with OAc- ions from potassium acetate to produce the desired catalyst. The morphology, structure and physicochemical properties of the catalyst were comprehensively characterized by XRD, SEM, FT-IR, DRS UV-vis, TGA, BET, and EA, which confirmed both the successful preparation of the catalyst and the integrity of the MOFs framework. The heterogeneous catalyst Fe-MIL-101-N(Bnme2)OAc demonstrated high activity in catalyzing the reaction of N-aryl epoxy amines with CO2 to form oxazolidinone compounds under optimal conditions (80 degrees C, 8 h, 1 mL of MeCN, 1.0 MPa CO2 and 5 mg catalyst), achieving a yield of up to 99 % with almost no production of the by-product cyclic carbonate. Moreover, this catalyst displayed excellent recyclability and extensive substrate applicability, maintaining its catalytic activity for at least five consecutive uses. Substrates with various substituents also produced the corresponding oxazolidinone products in high yields.
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页数:11
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共 44 条
[1]   Ionic liquid post-modified carboxylate-rich MOFs for efficient catalytic CO2 cycloaddition under solvent-free conditions [J].
Bao, Wen-Li ;
Kuai, Jie ;
Gao, Hai-Yang ;
Zheng, Meng-Qi ;
Sun, Zhong-Hua ;
He, Ming-Yang ;
Chen, Qun ;
Zhang, Zhi-Hui .
DALTON TRANSACTIONS, 2024, 53 (14) :6215-6223
[2]   Bimetallic Aluminum(salen) Catalyzed Synthesis of Oxazolidinones from Epoxides and Isocyanates [J].
Baronsky, Thilo ;
Beattie, Christopher ;
Harrington, Ross W. ;
Irfan, Reyhan ;
North, Michael ;
Osende, Javier G. ;
Young, Carl .
ACS CATALYSIS, 2013, 3 (04) :790-797
[3]   VanadiumV(salen) catalysed synthesis of oxazolidinones from epoxides and isocyanates [J].
Beattie, Christopher ;
North, Michael .
RSC ADVANCES, 2014, 4 (59) :31345-31352
[4]   Bypassing the Inertness of Aziridine/CO2Systems to Access 5-Aryl-2-Oxazolidinones: Catalyst-Free Synthesis Under Ambient Conditions [J].
Bresciani, Giulio ;
Antico, Emanuele ;
Ciancaleoni, Gianluca ;
Zacchini, Stefano ;
Pampaloni, Guido ;
Marchetti, Fabio .
CHEMSUSCHEM, 2020, 13 (20) :5586-5594
[5]   Metal-Organic Framework MIL-101-NH2-Supported Acetate-Based Butylimidazolium Ionic Liquid as a Highly Efficient Heterogeneous Catalyst for the Synthesis of 3-Aryl-2-oxazolidinones [J].
Chong, S. Y. ;
Wang, T. T. ;
Cheng, L. C. ;
Lv, H. Y. ;
Ji, M. .
LANGMUIR, 2019, 35 (02) :495-503
[6]   A magnetic pore-confined catalyst with ionic liquids supported on MOFs for the synthesis of aryl-oxazolidinones: design, performance, and recyclability [J].
Chong, Siying ;
Li, Jiaoyan ;
Zhao, Shuang ;
Huang, Gangwei ;
Zhang, Yajing ;
Liu, Ruirui ;
Wang, Kangjun .
CHEMICAL ENGINEERING JOURNAL, 2024, 481
[7]   A bifunctional and recyclable catalyst: Amine and ionic liquid grafting on MOFs for the one-pot synthesis of N-aryl oxazolidin-2-ones [J].
Chong, Siying ;
Wang, Tongtong ;
Zhong, Haijun ;
Xu, Lingfei ;
Xu, Hailong ;
Lv, Zhongwu ;
Ji, Min .
GREEN ENERGY & ENVIRONMENT, 2020, 5 (02) :154-165
[8]   Installation of an aryl boronic acid function into the external section of (N)under-bar-aryl-oxazolidinones: Synthesis and antimicrobial evaluation [J].
Cruz, Cristina D. ;
Wrigstedt, Pauli ;
Moslova, Karina ;
Iashin, Vladimir ;
Makkyla, Heidi ;
Ghemtio, Leo ;
Heikkinen, Sami ;
Tammela, Paivi ;
Perea-Buceta, Jesus E. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2021, 211
[9]   Strategic design of a bifunctional Ag(i)-grafted NHC-MOF for efficient chemical fixation of CO2 from a dilute gas under ambient conditions [J].
Das, Rajesh ;
Parihar, Vaibhav ;
Nagaraja, C. M. .
INORGANIC CHEMISTRY FRONTIERS, 2022, 9 (11) :2583-2593
[10]   Functionalization of UiO-66-NH2 with rhodanine via amidation: Towarding a robust adsorbent with dual coordination sites for selective capture of Ag(I) from wastewater [J].
Ding, Lin ;
Shao, Penghui ;
Luo, Yu ;
Yin, Xiaocui ;
Yu, Shuiping ;
Fang, Lili ;
Yang, Liming ;
Yang, Jiakuan ;
Luo, Xubiao .
CHEMICAL ENGINEERING JOURNAL, 2020, 382