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Synergetic Effect of Bronsted/Lewis Acid Sites and Water on the Catalytic Dehydration of Glucose to 5-Hydroxymethylfurfural by Heteropolyacid-Based Ionic Hybrids.


ABSTRACT: The effective dehydration of glucose to 5-hydroxymethylfurfural (HMF) has attracted increasing attention. Herein, a series of sulfonic-acid-functionalized ionic liquid (IL)-heteropolyacid (HPA) hybrid catalysts are proposed for the conversion of glucose to HMF. A maximum total yield of HMF and levoglucosan (LGA; ?71?%) was achieved in the presence of pyrazine IL-HPA hybrid catalyst [PzS]H2PW in THF/H2O-NaCl (v/v 5:1). The mechanism of glucose dehydration was studied by tailoring the Brønsted/Lewis acid sites of the hybrid catalysts and altering the solvent composition. It was found that water and heteropolyanions have a significant effect on the reaction kinetics. Heteropolyanions are able to stabilize the intermediates and promote the direct dehydration of glucose and intermediate LGA to HMF. A small amount of water could facilitate the conversion of glucose to LGA and suppress the dehydration of LGA to levoglucosenone. In addition, the synergetic effect of Brønsted/Lewis acid sites and a little water was conducive to accelerated proton transfer, which improved the yield of HMF from glucose dehydration.

SUBMITTER: Zhao P 

PROVIDER: S-EPMC6182251 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Synergetic Effect of Brønsted/Lewis Acid Sites and Water on the Catalytic Dehydration of Glucose to 5-Hydroxymethylfurfural by Heteropolyacid-Based Ionic Hybrids.

Zhao Pingping P   Cui Hongyou H   Zhang Yunyun Y   Zhang Yuan Y   Wang Yong Y   Zhang Yali Y   Xie Yujiao Y   Yi Weiming W  

ChemistryOpen 20181012 10


The effective dehydration of glucose to 5-hydroxymethylfurfural (HMF) has attracted increasing attention. Herein, a series of sulfonic-acid-functionalized ionic liquid (IL)-heteropolyacid (HPA) hybrid catalysts are proposed for the conversion of glucose to HMF. A maximum total yield of HMF and levoglucosan (LGA; ≈71 %) was achieved in the presence of pyrazine IL-HPA hybrid catalyst [PzS]H<sub>2</sub>PW in THF/H<sub>2</sub>O-NaCl (v/v 5:1). The mechanism of glucose dehydration was studied by tail  ...[more]

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