DFT study of fructose dehydration to 5-hydroxymethylfurfural catalyzed by imidazolium-based ionic liquid

Li, Jingjing; Yang, Yiying; Zhang, Dongju

doi:10.1016/j.cplett.2019.03.047

Cited by 21 publications

(10 citation statements)

References 40 publications

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“…Daorattanachai et al [22] . investigated the effect of acid (H 3 PO 4 ) and base (NaOH) catalysts on the reaction mechanism and energy profile of glucose transformation using DFT, while Li et at [23] . presented DFT calculation results to explain the role of a representative imidazolium‐based ionic liquid in HMF conversion from fructose.…”

Section: Introductionmentioning

confidence: 99%

“…[21,22] Daorattanachai et al [22] investigated the effect of acid (H 3 PO 4 ) and base (NaOH) catalysts on the reaction mechanism and energy profile of glucose transformation using DFT, while Li et at. [23] presented DFT calculation results to explain the role of a representative imidazolium-based ionic liquid in HMF conversion from fructose. To the best of our knowledge, no reaction mechanism of sugar conversion over Lewis acid sites α-Cu 2 P 2 O 7 heterogeneous catalysts has previously been reported.…”

Section: Introductionmentioning

confidence: 99%

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Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst

et al. 2021

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Key information on direct conversion of fructose into 5‐hydroxymethylfurfural (5‐HMF) over Lewis acid sites was investigated by combining experimental and computational studies. A series of alpha‐copper pyrophosphate (α‐Cu2P2O7) was synthesized and used as a heterogeneous catalyst model for bifunctional acid‐catalyzed fructose dehydration under hot compressed water at mild temperature. Structural and phase transformations of the catalyst samples were systematically characterized by in situ X‐ray absorption spectroscopy (in situ XAS), X‐ray powder diffraction (XRD) and Transmission electron microscopy (TEM). The type of acidic site was verified by in situ pyridine‐adsorbed Fourier‐transform infrared spectroscopy (in situ Py‐FTIR). Results revealed that calcination temperature greatly impacted microstructure, acid strength, and activity of the α‐Cu2P2O7 catalysts. Lewis acid sites showed the main activity on α‐Cu2P2O7 catalyst surfaces. Catalytic performance was strongly dependent on reaction temperature and reaction time. Under optimal reaction condition, the calcined sample at 900 °C exhibited the best catalytic performance with 5‐HMF production yield of 42.0%. Results from density functional theory (DFT) revealed that fructose dehydration over α‐Cu2P2O7 catalyst was enhanced by increasing reaction thermodynamics via Lewis acid sites.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst

et al. 2021

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“…In this reaction system, both the zirconium phytates and the [Bmim]Cl played a significant role in the dehydration. First, as well-accepted, [Bmim]Cl acting as an effective solvent could significantly decrease the overall barrier of the dehydration process by the solvation of the fructose molecules via the formation of hydrogen bonding between the hydroxy groups in the carbohydrates and the chloride ions of [Bmim]Cl ( Li et al., 2019 ; Xiao and Song, 2014 ; Zhao et al., 2007 ), thus promoting the dehydration of carbohydrates. Second, the solid catalysts ( i.e.…”

Section: Resultsmentioning

confidence: 99%

Deep eutectic solvent-assisted fabrication of zirconium phytate thin nanosheets for important biomass transformations

Song

Xue

2022

iScience

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“…All the calculations were performed at the level of the B3PW91 functional and 6-311+G(d,p) basis set, as implemented in Gaussian 16 . The method of B3PW91 was reported to well describe the ionic hydrogen bonds involved in the complexes . Geometries of reactants, intermediates, products, and transition states were fully optimized in the water on the model of the polarizable continuum model (PCM).…”

Section: Methodsmentioning

confidence: 99%

Highly Efficient and Selective Preparation of 5-Hydroxymethylfurfural from Concentrated Carbohydrates Using Deep Eutectic Solvents

Guo

Zhu

et al. 2022

ACS Sustainable Chem. Eng.

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Converting carbohydrates to 5-hydroxymethylfurfural (HMF) is an important goal for biorefinery. Although various deep eutectic solvents (DESs) have been reported for HMF production, the field lacks systematic research on the effect of cations and anions and an effective catalytic system for converting concentrated carbohydrates. Here, 12 kinds of DESs containing four cations and six anions were systematically evaluated and tetraethylammonium bromide (TEAB) was confirmed as the most effective DES, which provided HMF yields of 90 and 76% from fructose and glucose, respectively. The stable bromide-substituted intermediate may explain the positive effect of bromide based on the results of density functional theory calculation. A high concentration substrate has an adverse impact on the selectivity of HMF due to the HMF concentration caused by glucose, CrCl3·6H2O, and concentrated HMF. To inhibit the condensation, a biphasic system of TEAB/THF is developed to convert a highly concentrated glucose of 62.5 wt % (83.3 wt % with respect to TEAB), providing an excellent HMF yield of 72%. This study has revealed the impact of cations and anions of DESs on HMF production, which will serve as a base for designing task-specific DESs. Moreover, an efficient catalytic system to produce HMF from concentrated glucose was also provided.

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DFT study of fructose dehydration to 5-hydroxymethylfurfural catalyzed by imidazolium-based ionic liquid

Cited by 21 publications

References 40 publications

Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst

Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst

Deep eutectic solvent-assisted fabrication of zirconium phytate thin nanosheets for important biomass transformations

Highly Efficient and Selective Preparation of 5-Hydroxymethylfurfural from Concentrated Carbohydrates Using Deep Eutectic Solvents

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DFT study of fructose dehydration to 5-hydroxymethylfurfural catalyzed by imidazolium-based ionic liquid

Cited by 21 publications

References 40 publications

Insight into Fructose Dehydration over Lewis Acid α‐Cu2P2O7 Catalyst

Insight into Fructose Dehydration over Lewis Acid α‐Cu2P2O7 Catalyst

Deep eutectic solvent-assisted fabrication of zirconium phytate thin nanosheets for important biomass transformations

Highly Efficient and Selective Preparation of 5-Hydroxymethylfurfural from Concentrated Carbohydrates Using Deep Eutectic Solvents

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Product

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Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst

Insight into Fructose Dehydration over Lewis Acid α‐Cu₂P₂O₇ Catalyst