화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.81, 323-331, January, 2020
DOI10.1016/j.jiec.2019.09.021  Export Citation
Synergistic catalysis of bifunctional polyacrylonitrile fiber for the synthesis of (E)-α,β-unsaturated esters from aldehydes by decarboxylative Doebner.Knoevenagel reaction
Pengyu Li†, Liwei Mi†, Yuanyuan Liu1, Wenqin Zhang2, and Xian-Lei Shi3, †
  • School of Material and Chemical Engineering, Centre for Advanced Materials Research, Zhongyuan University of Technology, Zhengzhou 450007, PR China
  • 1School of Computer Science, Zhongyuan University of Technology, Zhengzhou 450007, PR China
  • 2Collaborative Innovation Centre of Chemical Science and Engineering (Tianjin), Tianjin University, Tianjin 300072, PR China
  • 3College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo, Henan 454003, PR China
E-mail:, ,
A series of monofunctional and bifunctional polyacrylonitrile fiber catalysts have been successfully prepared to catalyze the decarboxylative Doebner.Knoevenagel reaction of aldehydes and monoethyl malonate for the syntheses of the (E)-α,β-unsaturated esters. Among which, the catalyst PANPDFII/I shows the best synergistic catalytic activity with high yields (89-96%), stereoselectivities (Z:E > 99:1) and reusability (up to 8 times). The influences of the N position on aminopyridine moiety, solvent and temperature on the catalytic system were investigated in detail. This catalytic system can process well in higher or lower polar organic solvents instead of moderate polar solvents, which is an interesting phenomenon in organic catalysis, and the reasons are explained in this work. Furthermore, a DMAP (4- dimethylaminopyridine) and piperazine synergistic catalytic mechanism in the micro-environment of the fiber catalyst has been conceived to explain the high catalytic performance of this catalytic system. Besides, the fiber catalyst PANPDFII/I shows high application potential in industry for its good performance in scaled-up experiment, as well as its advantages of the easy preparation, high mechanical strength, flexibility and high stability in air.
Keywords:Polyacrylonitrile fiber;Doebner.Knoevenagel reaction;(E)-α,β-unsaturated ester;Green catalyst;Synergistic catalysis
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