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Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave

In this work, functionalized alkyl imidazolium hexafluorophosphate ILs were synthesized and characterized; then, they were applied in the conversion of xylose to furfural under the microwave method. The results showed that when C(n)MF was used as a catalyst, an acidic environment was provided to pro...

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Autores principales: Huang, Ting, Yuan, Kun, Nie, Xu-Liang, Chen, Jing, Zhang, Huang-Xian, Chen, Jin-Zhu, Xiong, Wan-Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8440960/
https://www.ncbi.nlm.nih.gov/pubmed/34540802
http://dx.doi.org/10.3389/fchem.2021.727382
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author Huang, Ting
Yuan, Kun
Nie, Xu-Liang
Chen, Jing
Zhang, Huang-Xian
Chen, Jin-Zhu
Xiong, Wan-Ming
author_facet Huang, Ting
Yuan, Kun
Nie, Xu-Liang
Chen, Jing
Zhang, Huang-Xian
Chen, Jin-Zhu
Xiong, Wan-Ming
author_sort Huang, Ting
collection PubMed
description In this work, functionalized alkyl imidazolium hexafluorophosphate ILs were synthesized and characterized; then, they were applied in the conversion of xylose to furfural under the microwave method. The results showed that when C(n)MF was used as a catalyst, an acidic environment was provided to promote the formation of furfural. In addition, the heating method, the solvent, and the different structures of cations in the ionic liquid influenced their catalytic activity. In an aqueous solution, the yield of furfural obtained using the microwave method was better than that of the conventional heating method, and the catalytic activity of diimidazole hexafluorophosphate was better than that of monoimidazole. Meanwhile, for the diimidazole hexafluorophosphate, the change of the carbon chain length between the imidazole rings also slightly influenced the yield. Finally, the optimal yield of 49.76% was obtained at 205°C for 8 min using 3,3′-methylenebis(1-methyl-1H-imidazol-3-ium), C(1)MF, as a catalyst. Mechanistic studies suggested that the catalytic activity of C(1)MF was mainly due to the combined effect of POF(n) (OH)(3-n) and imidazole ring. Without a doubt, the catalytic activity of C(1)MF was still available after five cycles, which not only showed its excellent catalytic activity in catalyzing the xylose to prepare the biomass platform compound furfural but also could promote the application of functionalized ionic liquids.
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spelling pubmed-84409602021-09-16 Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave Huang, Ting Yuan, Kun Nie, Xu-Liang Chen, Jing Zhang, Huang-Xian Chen, Jin-Zhu Xiong, Wan-Ming Front Chem Chemistry In this work, functionalized alkyl imidazolium hexafluorophosphate ILs were synthesized and characterized; then, they were applied in the conversion of xylose to furfural under the microwave method. The results showed that when C(n)MF was used as a catalyst, an acidic environment was provided to promote the formation of furfural. In addition, the heating method, the solvent, and the different structures of cations in the ionic liquid influenced their catalytic activity. In an aqueous solution, the yield of furfural obtained using the microwave method was better than that of the conventional heating method, and the catalytic activity of diimidazole hexafluorophosphate was better than that of monoimidazole. Meanwhile, for the diimidazole hexafluorophosphate, the change of the carbon chain length between the imidazole rings also slightly influenced the yield. Finally, the optimal yield of 49.76% was obtained at 205°C for 8 min using 3,3′-methylenebis(1-methyl-1H-imidazol-3-ium), C(1)MF, as a catalyst. Mechanistic studies suggested that the catalytic activity of C(1)MF was mainly due to the combined effect of POF(n) (OH)(3-n) and imidazole ring. Without a doubt, the catalytic activity of C(1)MF was still available after five cycles, which not only showed its excellent catalytic activity in catalyzing the xylose to prepare the biomass platform compound furfural but also could promote the application of functionalized ionic liquids. Frontiers Media S.A. 2021-09-01 /pmc/articles/PMC8440960/ /pubmed/34540802 http://dx.doi.org/10.3389/fchem.2021.727382 Text en Copyright © 2021 Huang, Yuan, Nie, Chen, Zhang, Chen and Xiong. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Huang, Ting
Yuan, Kun
Nie, Xu-Liang
Chen, Jing
Zhang, Huang-Xian
Chen, Jin-Zhu
Xiong, Wan-Ming
Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title_full Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title_fullStr Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title_full_unstemmed Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title_short Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave
title_sort preparation of furfural from xylose catalyzed by diimidazole hexafluorophosphate in microwave
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8440960/
https://www.ncbi.nlm.nih.gov/pubmed/34540802
http://dx.doi.org/10.3389/fchem.2021.727382
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