Highly efficient one-pot aerobic oxidation of cyclohexane to adipic acid using task-specific metal-based ionic liquid

被引:4
作者
Liu, Yumei [1 ,2 ]
Yang, Deshuai [3 ,4 ]
Zeng, Guixiang
Wang, Ruirui [2 ]
Zhang, Ruirui [2 ]
Ji, Min [1 ]
Liu, Ruixia [2 ]
机构
[1] Dalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
[2] Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R China
[3] Nanjing Univ, Kuang Yaming Honors Sch, Nanjing 210023, Peoples R China
[4] Nanjing Univ, Inst Brain Sci, Nanjing 210023, Peoples R China
关键词
Metal -based ionic liquid; Coordination interaction; Hydrogen bond interaction; Cyclohexane oxidation; Adipic acid; ELECTRON-PARAMAGNETIC-RESONANCE; SCHIFF-BASE; SELECTIVE OXIDATION; CONVERSION; COMPLEXES; CATALYST; OXYGEN; SUBSTITUENTS; PORPHYRINS; ABSENCE;
D O I
10.1016/j.ces.2023.119373
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
Adipic acid is a significant building block of polymers and is manufactured on a massive scale, primarily to produce nylon. However, the current route depends heavily on using corrosive HNO3 while releasing N2O as a potent greenhouse gas. Herein, we developed an efficient strategy for the highly selective aerobic oxidation of cyclohexane into adipic acid using metal-based ionic liquid as a catalyst. Particularly, the optimised catalyst 1carboxymethyl-3-methylimidazolium chloride cobalt exhibited a high selectivity towards adipic acid (73.9%). It was discovered that the electron-donating ability of anions and the electrostatic between cations and anions could influence the charge density of Co(II) by anion coordination and then influence the oxidation performance. Meanwhile, the hydrogen bond interaction between the hydrogen-bond donor groups of the IL and cyclohexanone, as well as between the hydrogen-bond donor groups of the IL and the carboxylic radicals could promote the formation of adipic acid. This simple, efficient and green protocol has great potential for industrial applications in adipic acid production.
引用
收藏
页数:10
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