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Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts

Brønsted-Lewis acidic ionic liquids (ILs) were applied to catalyze cellobiose to prepare levulinic acid (LA) in one pot under hydrothermal conditions. Under the optimum conditions, the highest LA yield of 67.51% was obtained when low [HO(3)S-(CH(2))(3)-mim]Cl-FeCl(3) (molar fraction of FeCl(3) x = 0...

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Autores principales: Liu, Shiwei, Wang, Kai, Yu, Hailong, Li, Binghan, Yu, Shitao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6372595/
https://www.ncbi.nlm.nih.gov/pubmed/30755650
http://dx.doi.org/10.1038/s41598-018-38051-y
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author Liu, Shiwei
Wang, Kai
Yu, Hailong
Li, Binghan
Yu, Shitao
author_facet Liu, Shiwei
Wang, Kai
Yu, Hailong
Li, Binghan
Yu, Shitao
author_sort Liu, Shiwei
collection PubMed
description Brønsted-Lewis acidic ionic liquids (ILs) were applied to catalyze cellobiose to prepare levulinic acid (LA) in one pot under hydrothermal conditions. Under the optimum conditions, the highest LA yield of 67.51% was obtained when low [HO(3)S-(CH(2))(3)-mim]Cl-FeCl(3) (molar fraction of FeCl(3) x = 0.60) was used. This indicated the Brønsted-Lewis acidic ILs played an active role in the conversion of cellobiose to LA. The catalytic mechanism of ILs had been established, disclosing that the Brønsted-Lewis acidic ILs had the catalytic synergistic effect originating from its double acid sites. During the reaction process, the Lewis acid sites improved the isomerization of glucose to fructose, then the Brønsted and Lewis acid sites simultaneously enhanced the dehydration of fructose to produce hydroxymethylfurfural (HMF), which was propitious to the synthesize LA with high yield. In addition, LA could be easily extracted by methyl isobutyl ketone (MIBK), and the ILs could retain its basic activity after 5 cycles. The solid residues were characterized using SEM, FT-IR and TG-DTG spectroscopy. It was the conclusion that a large amount of humins were produced during the cellobiose conversion process. In this reaction, the ILs not only overcomes the problems of the conventional catalyst, but also completes the reaction-separation integration and the recycling of the catalyst. This paper provided an important theoretical basis for the application of ILs in the field of biomass.
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spelling pubmed-63725952019-02-15 Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts Liu, Shiwei Wang, Kai Yu, Hailong Li, Binghan Yu, Shitao Sci Rep Article Brønsted-Lewis acidic ionic liquids (ILs) were applied to catalyze cellobiose to prepare levulinic acid (LA) in one pot under hydrothermal conditions. Under the optimum conditions, the highest LA yield of 67.51% was obtained when low [HO(3)S-(CH(2))(3)-mim]Cl-FeCl(3) (molar fraction of FeCl(3) x = 0.60) was used. This indicated the Brønsted-Lewis acidic ILs played an active role in the conversion of cellobiose to LA. The catalytic mechanism of ILs had been established, disclosing that the Brønsted-Lewis acidic ILs had the catalytic synergistic effect originating from its double acid sites. During the reaction process, the Lewis acid sites improved the isomerization of glucose to fructose, then the Brønsted and Lewis acid sites simultaneously enhanced the dehydration of fructose to produce hydroxymethylfurfural (HMF), which was propitious to the synthesize LA with high yield. In addition, LA could be easily extracted by methyl isobutyl ketone (MIBK), and the ILs could retain its basic activity after 5 cycles. The solid residues were characterized using SEM, FT-IR and TG-DTG spectroscopy. It was the conclusion that a large amount of humins were produced during the cellobiose conversion process. In this reaction, the ILs not only overcomes the problems of the conventional catalyst, but also completes the reaction-separation integration and the recycling of the catalyst. This paper provided an important theoretical basis for the application of ILs in the field of biomass. Nature Publishing Group UK 2019-02-12 /pmc/articles/PMC6372595/ /pubmed/30755650 http://dx.doi.org/10.1038/s41598-018-38051-y Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Liu, Shiwei
Wang, Kai
Yu, Hailong
Li, Binghan
Yu, Shitao
Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title_full Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title_fullStr Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title_full_unstemmed Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title_short Catalytic preparation of levulinic acid from cellobiose via Brønsted-Lewis acidic ionic liquids functional catalysts
title_sort catalytic preparation of levulinic acid from cellobiose via brønsted-lewis acidic ionic liquids functional catalysts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6372595/
https://www.ncbi.nlm.nih.gov/pubmed/30755650
http://dx.doi.org/10.1038/s41598-018-38051-y
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