Simple and selective conversion of fructose into HMF using extractive-reaction process in microreactor

Lueckgen, Janine; Vanoye, Laurent; Philippe, Régis; Eternot, Marion; Fongarland, Pascal; Bellefon, Claude de; Favre‐Réguillon, Alain

doi:10.1007/s41981-018-0004-7

Cited by 34 publications

(35 citation statements)

References 31 publications

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“…Due to the strong shear force generated by centrifugal forces in the CCCS, liquid-liquid mixing is enhanced considerably, accelerating reactions with fast kinetics that are limited by mass transfer. [134] Typically, microreactors have been used for single liquid phase and biphasic (gas-liquid or liquid-liquid) catalytic transformation of biomass derivatives to valuable products using homogeneous or heterogeneous catalysts (e. g., the (biphasic) synthesis of furans from sugars, [135][136][137][138][139][140][141][142][143][144] (aerobic) oxidation, [144][145][146][147][148][149] and hydrogenation of biomass derivatives [144,[150][151][152][153] ). [126] Another intensified reactor configuration for multiphase (gasliquid or liquid-liquid) catalytic biomass transformation is the spinning disc reactor, consisting of a rotating disc around which fluids are fed.…”

Section: Process Intensification For Biomass Conversionmentioning

confidence: 99%

“…With this, 60 % HMF yield at 91 % fructose conversion could be obtained from the homogeneous acid (0.25 M HCl) catalyzed dehydration of 30 wt% fructose after 2.5-3 min at 180°C in a biphasic aqueous-organic (2 : 3 volume ratio) batch system. [135][136][137][138][139][140][141][142]216] A glass chip-based microreactor was used for the biphasic synthesis of HMF by dehydration of fructose using a mixture of MIBK and 2-butanol as the organic solvent (70/30 wt%) and HCl as the catalyst in the aqueous phase (Table 4, entry 2). [215] By operating such a biphasic system in a microreactor under slug flow operation (Figures 2D, 3B and 5), the superior mixing for an efficient reaction in the aqueous phase is ensured and the extraction rate of HMF towards the non-reactive organic phase is accelerated by the enhanced mass transfer inside droplets/slugs and across the interface (due to internal circulation and high interfacial area available), thus reducing the occurrence of side reactions and increasing the yield and selectivity towards HMF.…”

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

“…Several researchers performed the biphasic dehydration of fructose to HMF using MIBK as the organic solvent in hydrophobic PEEK capillary microreactors (Table 4, entries 3-4), [136][137][138] which is a preferred wall material to prevent humin deposition on the reactor wall. The increase in the extraction rate under a biphasic slug flow operation gave higher HMF yield (88.5 %) and selectivity (91.1 %) as compared to those in batch, after 3 min reaction time using 0.025 M HCl as catalyst.…”

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

“…The increase in the extraction rate under a biphasic slug flow operation gave higher HMF yield (88.5 %) and selectivity (91.1 %) as compared to those in batch, after 3 min reaction time using 0.025 M HCl as catalyst. [137,138] However, the need to add high amounts of organic solvent is industrially unfavorable, as it results in a lower space-time yield and a more energy intensive product retrieval. [137] Furthermore, relatively high 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 organic to aqueous flow ratios resulted in a higher yield and selectivity towards HMF by shifting the distribution equilibrium towards the organic phase.…”

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

“…Many reactions have potential for intensification in microreactors, [133] and they hold great promises for improving (certain types of) biomass transformations. [134] Typically, microreactors have been used for single liquid phase and biphasic (gas-liquid or liquid-liquid) catalytic transformation of biomass derivatives to valuable products using homogeneous or heterogeneous catalysts (e. g., the (biphasic) synthesis of furans from sugars, [135][136][137][138][139][140][141][142][143][144] (aerobic) oxidation, [144][145][146][147][148][149] and hydrogenation of biomass derivatives [144,[150][151][152][153] ). Furthermore, biodiesel synthesis by the (trans)esterification of triglycerides and fatty acids derived from plant oils, waste cooking oils and animal fats has been extensively studied in microreactors using inorganic [154][155][156] or enzymatic catalysts.…”

Section: Process Intensification For Biomass Conversionmentioning

confidence: 99%

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Catalytic Transformation of Biomass Derivatives to Value‐Added Chemicals and Fuels in Continuous Flow Microreactors

2019

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Biomass as a renewable and abundantly available carbon source is a promising alternative to fossil resources for the production of chemicals and fuels. The development of biobased chemistry, along with catalyst design, has received much research attention over recent years. However, dedicated reactor concepts for the conversion of biomass and its derivatives are a relatively new research field. Continuous flow microreactors are a promising tool for process intensification, especially for reactions in multiphase systems. In this work, the potential of microreactors for the catalytic conversion of biomass derivatives to value-added chemicals and fuels is critically reviewed. Emphases are laid on the biphasic synthesis of furans from sugars, oxidation and hydrogenation of biomass derivatives. Microreactor processing has been shown capable of improving the efficiency of many biobased reactions, due to the transport intensification and a fine control over the process. Microreactors are expected to contribute in accelerating the technological development of biomass conversion and have a promising potential for industrial application in this area.

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Section: Process Intensification For Biomass Conversionmentioning

confidence: 99%

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

Section: Homogeneously Catalyzed Furan Synthesis In a Biphasic Systemmentioning

confidence: 99%

Section: Process Intensification For Biomass Conversionmentioning

confidence: 99%

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Catalytic Transformation of Biomass Derivatives to Value‐Added Chemicals and Fuels in Continuous Flow Microreactors

2019

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Model‐based equipment design for the biphasic production of 5‐hydroxymethylfurfural in a tubular reactor

et al. 2019

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Herein, a novel concept for the acid catalyzed dehydration of fructose (FRC) to 5-hydroxymethylfurfural (5-HMF) in a biphasic tubular reactor is presented. Reaction kinetic models were developed based on experiments performed in a newly developed lab-scale autoclave that enables a decoupled investigation of singlephase reaction and 5-HMF mass transfer. Our reaction kinetic models allow an accurate description of the biphasic reaction. Subsequently, we integrate the reaction kinetic models in the model-based design of a tailored reactor unit. This reactor unit employs the concept of in-situ extraction in a countercurrent flow of a monodisperse droplet swarm within a continuous aqueous phase. From reactor calculations, we obtain a maximum 5-HMF yield of 76% at full FRC conversion.Countercurrent in-situ extraction enables over 99% 5-HMF recovery in the organic phase.

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Phase Effects in Zirconia Catalysed Glucose Conversion to 5‐(Hydroxymethyl)furfural

Liu,

Forster,

Mavridis

et al. 2024

ChemSusChem

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5‐(hydroxymethyl)furfural (HMF) is a key biomass derived platform chemicals used to produce fuel precursors or additives and value‐added chemicals, synthesised by the cascade isomerisation of glucose and subsequent dehydration of reactively formed fructose to HMF over Lewis and Bronsted acid catalysts respectively. Zirconia is a promising catalyst for such reactions; however, the impact of acid properties of different zirconia phases is poorly understood. In this work, we unravel the role of the zirconia crystalline phase in glucose isomerisation and fructose dehydration to HMF. The Lewis acidic monoclinic phase of zirconia is revealed to preferentially facilitate glucose isomerisation, while the nanoparticulate tetragonal phase possesses Brønsted acid sites which favour fructose dehydration. Synergy between both zirconia phases facilitates cascade HMF production, with both catalysts investigated as physical mixtures in batch and flow reactor configurations. Using a physical mixture of only 15 wt% m‐ZrO2 with 85 wt% t‐ZrO2 in either batch or packed bed reactor configuration is sufficient to reach equilibrium conversion of glucose for subsequent dehydration by the t‐ZrO2 component. Under continuous flow, a six‐fold increase in HMF production was obtained when operating with a physical mixture of m‐ and t‐ZrO2 compared to that from a single bed of t‐ZrO2.

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Simple and selective conversion of fructose into HMF using extractive-reaction process in microreactor

Cited by 34 publications

References 31 publications

Catalytic Transformation of Biomass Derivatives to Value‐Added Chemicals and Fuels in Continuous Flow Microreactors

Catalytic Transformation of Biomass Derivatives to Value‐Added Chemicals and Fuels in Continuous Flow Microreactors

Model‐based equipment design for the biphasic production of 5‐hydroxymethylfurfural in a tubular reactor

Phase Effects in Zirconia Catalysed Glucose Conversion to 5‐(Hydroxymethyl)furfural

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