Biphasic single-reactor process for dehydration of xylose and hydrogenation of produced furfural

Ordomskiy, V.; Schouten, J.C.; Schaaf, J. van der; Nijhuis, T.A.

doi:10.1016/j.apcata.2012.11.013

Cited by 110 publications

(76 citation statements)

References 33 publications

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“…As expected, we found that almost 56% of the produced 5-HMF was transferred 60 into the GDE phase due to the excellent GDE extraction efficiency. Moreover, the 5-HMF concentration in the top GDE phase of the GDE/[BMIM]Cl solvent system reaches 0.215 mmol/ml, which is higher than those reported for glucose dehydration in MIBK/water biphasic systems 11,33 and in 65 THF/water biphasic system, 34 which only reached a low 5-HMF concentration of about 0.05 mmol/ml at the optimized conditions. Because 5-HMF in the extraction phase can be recovered by distillation of the extraction solvent, the much increased 5-HMF concentration in the extraction phase can be expected to result in 70 significant energy saving in the production of 5-HMF.…”

Section: Effect Of Organics On 5-hmf Yieldcontrasting

confidence: 58%

An ionic liquid–organics–water ternary biphasic system enhances the 5-hydroxymethylfurfural yield in catalytic conversion of glucose at high concentrations

et al. 2015

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Increasing glucose loading in the 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) ionic liquid containing dissolved CrCl 3 catalyst system led to excessive formation of humins and serious decrease in 5-hydroxymethylfurfural (5-HMF) yield. A biphasic system containing glycol dimethyl ether (GDE) as 10 the extraction phase, and [BMIM]Cl/CrCl 3 /glucose in combination with a partitioned amount of GDE and an appropriate amount of water as the reaction phase was found highly efficient for the reaction; CrCl 3 catalyzed the formation of 5-HMF in 64.5 mol% yield from a very high glucose concentration (80 wt% with respect to the ionic liquid) at 108°C. This 5-HMF yield in the [BMIM]Cl-GDE-H 2 O ternary biphasic system nearly doubled that obtained in the single [BMIM]Cl/CrCl 3 /glucose reaction phase. Importantly, 15 the GDE phase contained about 56% of the generated 5-HMF without detectable contamination by the ionic liquid or carbohydrates. GDE served multiple functions: as a hydrogen-bond acceptor, it exhibited excellent extraction performance for 5-HMF; due to its low boiling point and suitable solubility saturation point in the ionic liquid, a sustained GDE bubbling phenomenon in the ionic liquid phase was observed that promoted the rate of inter-phase mass-transfer of 5-HMF under reaction; and GDE mediated the 20 [BMIM]Cl phase to a reduced viscosity. In addition, an appropriate amount of water in the ternary system promoted the extraction efficiency of 5-HMF and also lowered the viscosity of [BMIM]Cl/glucose. The ionic liquid-organics-water ternary biphasic system has been demonstrated for high 5-HMF productivity and separation efficiency.

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Section: Effect Of Organics On 5-hmf Yieldcontrasting

confidence: 58%

An ionic liquid–organics–water ternary biphasic system enhances the 5-hydroxymethylfurfural yield in catalytic conversion of glucose at high concentrations

et al. 2015

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“…Liquid- [41,[43][44][45] and gas-phase [42] furfuralh ydrogenation studies suggest THFAf ormation proceeds via the furfuryl alcohol intermediate on Ru [41,45] and on other transition-metal systems. [42][43][44] As the rate-determinings teps for THFAf ormation, through FA and THFu pathways, have competitive barriers of 126 kJ mol À1 and 116kJmol À1 ,r espectively ( Figure 3), THFAf ormation can proceed by either pathway.…”

Section: Fa and Thfaf Ormation (C 1 àOand C Ring Hydrogenation)mentioning

confidence: 99%

Reaction Pathways for the Deoxygenation of Biomass‐Pyrolysis‐Derived Bio‐oil on Ru: A DFT Study using Furfural as a Model Compound

Banerjee

Mushrif

2017

ChemCatChem

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Fast pyrolysis is emerging as a promising route for the production of liquid fuels from biomass. However, pyrolysis‐derived bio‐oil needs to be upgraded prior to its utilization as a fuel and hydrodeoxygenation (HDO) is an important catalytic step for its upgrade. Design of suitable catalysts with high activity and selectivity for the HDO process requires detailed understanding of the underlying catalytic reaction mechanism. As ruthenium (Ru)‐based catalysts have been proposed to be the most effective HDO catalysts, the complete reaction network for HDO of furfural, a representative of furanic compounds present in bio‐oil, is elucidated in this study on the Ru(0 0 1) surface by using first‐principles density functional theory calculations. The reaction pathways for the formation of furfuryl alcohol (FA), tetrahydrofurfuryl alcohol (THFA), methyltetrahydrofuran (MTHF), methylfuran (MF), cyclopentanol, 1,2‐ and 1,5‐pentane diols, furan, and pentanes are established. Furan ring‐opening is facile on Ru surfaces and our calculations predict pentane formation to be thermodynamically and kinetically favored in the vapor‐phase hydrodeoxygenation of furfural on Ru surfaces.

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“…Recently, a new biorefining strategy for converting the biomass to the furan compounds by utilizing biphasic systems was proposed (Carrasquillo-Flores et al, 2013;Guerbuez et al, 2012). In biphasic systems, target products are transferred from the aqueous phase to the organic phase once produced, thus ceases interfering side reactions (Daengprasert et al, 2011;Ordomsky et al, 2013;Pagan-Torres et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Production of furfural from xylose, water-insoluble hemicelluloses and water-soluble fraction of corncob via a tin-loaded montmorillonite solid acid catalyst

Ren

Zhong

et al. 2015

Bioresource Technology

114

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Biphasic single-reactor process for dehydration of xylose and hydrogenation of produced furfural

Cited by 110 publications

References 33 publications

An ionic liquid–organics–water ternary biphasic system enhances the 5-hydroxymethylfurfural yield in catalytic conversion of glucose at high concentrations

An ionic liquid–organics–water ternary biphasic system enhances the 5-hydroxymethylfurfural yield in catalytic conversion of glucose at high concentrations

Reaction Pathways for the Deoxygenation of Biomass‐Pyrolysis‐Derived Bio‐oil on Ru: A DFT Study using Furfural as a Model Compound

Production of furfural from xylose, water-insoluble hemicelluloses and water-soluble fraction of corncob via a tin-loaded montmorillonite solid acid catalyst

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