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Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane

5-Hydroxymethylfurfural (HMF) is a typical dehydration product of C6 carbohydrates, and it can be converted into a series of chemicals and liquid fuels. In this study, an advanced low-boiling single-phase reaction system consisting of water and 1,2-dimethoxyethane (DMOE) was proposed for the product...

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Detalles Bibliográficos
Autores principales: Zhao, Yuan, Wang, Shurong, Lin, Haizhou, Chen, Jingping, Xu, Hao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078408/
https://www.ncbi.nlm.nih.gov/pubmed/35540323
http://dx.doi.org/10.1039/c7ra13387a
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author Zhao, Yuan
Wang, Shurong
Lin, Haizhou
Chen, Jingping
Xu, Hao
author_facet Zhao, Yuan
Wang, Shurong
Lin, Haizhou
Chen, Jingping
Xu, Hao
author_sort Zhao, Yuan
collection PubMed
description 5-Hydroxymethylfurfural (HMF) is a typical dehydration product of C6 carbohydrates, and it can be converted into a series of chemicals and liquid fuels. In this study, an advanced low-boiling single-phase reaction system consisting of water and 1,2-dimethoxyethane (DMOE) was proposed for the production of HMF from microcrystalline cellulose (MCC). AlCl(3) and H(3)PO(4) were selected as the Lewis acidic catalyst and Brønsted acidic catalyst, respectively, and the influence of these two catalysts on the conversion behavior of MCC was studied. The results showed that MCC could be selectively converted into HMF or levulinic acid (LA) by altering the solvent composition. As for the composition of the catalyst, high AlCl(3) content favored the generation of HMF, whereas high H(3)PO(4) content could decrease the HMF yield and promote the formation of glucose and fructose. The highest HMF yield of 49.42% was obtained at an AlCl(3)–H(3)PO(4) ratio of 1 : 0.8. GC-MS analysis suggested that much MCC was transformed into furans and cyclopentenones in the presence of AlCl(3), while anhydrosugars tended to be generated with a high H(3)PO(4) proportion in the catalyst. Besides, FTIR analysis of the insoluble humin formed during MCC conversion indicated that AlCl(3) could also facilitate the depolymerization of MCC.
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spelling pubmed-90784082022-05-09 Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane Zhao, Yuan Wang, Shurong Lin, Haizhou Chen, Jingping Xu, Hao RSC Adv Chemistry 5-Hydroxymethylfurfural (HMF) is a typical dehydration product of C6 carbohydrates, and it can be converted into a series of chemicals and liquid fuels. In this study, an advanced low-boiling single-phase reaction system consisting of water and 1,2-dimethoxyethane (DMOE) was proposed for the production of HMF from microcrystalline cellulose (MCC). AlCl(3) and H(3)PO(4) were selected as the Lewis acidic catalyst and Brønsted acidic catalyst, respectively, and the influence of these two catalysts on the conversion behavior of MCC was studied. The results showed that MCC could be selectively converted into HMF or levulinic acid (LA) by altering the solvent composition. As for the composition of the catalyst, high AlCl(3) content favored the generation of HMF, whereas high H(3)PO(4) content could decrease the HMF yield and promote the formation of glucose and fructose. The highest HMF yield of 49.42% was obtained at an AlCl(3)–H(3)PO(4) ratio of 1 : 0.8. GC-MS analysis suggested that much MCC was transformed into furans and cyclopentenones in the presence of AlCl(3), while anhydrosugars tended to be generated with a high H(3)PO(4) proportion in the catalyst. Besides, FTIR analysis of the insoluble humin formed during MCC conversion indicated that AlCl(3) could also facilitate the depolymerization of MCC. The Royal Society of Chemistry 2018-02-13 /pmc/articles/PMC9078408/ /pubmed/35540323 http://dx.doi.org/10.1039/c7ra13387a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhao, Yuan
Wang, Shurong
Lin, Haizhou
Chen, Jingping
Xu, Hao
Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title_full Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title_fullStr Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title_full_unstemmed Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title_short Influence of a Lewis acid and a Brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
title_sort influence of a lewis acid and a brønsted acid on the conversion of microcrystalline cellulose into 5-hydroxymethylfurfural in a single-phase reaction system of water and 1,2-dimethoxyethane
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078408/
https://www.ncbi.nlm.nih.gov/pubmed/35540323
http://dx.doi.org/10.1039/c7ra13387a
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