Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate

Marçon, Henrique Magri; Pastre, Julio Cezar

doi:10.1039/d2ra00588c

Cited by 6 publications

(5 citation statements)

References 33 publications

(50 reference statements)

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“…One proposal to explain EL formation from hemicelluloses considers that furfuryl alcohol is produced via the Meerwein–Ponndorf–Verley (MPV) reduction reaction (Scheme ). , Since ethanol is the solvent, it could act as a H-donor for furfural reduction. Also, for this reaction to occur, the presence of a Lewis acid is necessary, usually a metal catalyst.…”

Section: Resultsmentioning

confidence: 99%

Direct Ethyl Levulinate Production from Raw Lignocellulosic Biomass Mediated by a Novel Taurine-Based Imidazolium Ionic Liquid

Gomes

Scopel

Rocha

et al. 2022

ACS Sustainable Chem. Eng.

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In this work, a novel renewable taurine-based ionic liquid (IL), [TauIm][HSO 4 ], was synthesized via the Debus− Radziszewski reaction. The synthesized IL was then used to produce ethyl levulinate (EL) from several lignocellulosic substrates under microwave irradiation. Experimental conditions (temperature, time, and IL quantity) for EL production from a model substrate (microcrystalline cellulose, MCC) were first investigated by design of experiment (DoE) using a central composite design (CCD). The highest EL yields (over 80%) in MCC were achieved at the upper limits of all factors (190 °C; 60 min; 10 equiv of IL). Computational studies revealed that the IL−cellobiose interaction is stronger than the IL itself at the reaction temperature (190 °C), indicating the efficiency of the IL in interacting with cellulose in the optimal reaction conditions. Moreover, the formation of the IL− cellobiose complex was mediated by the hydrogen sulfate anion, while the cation worked as a spacer. Optimized conditions from DoE were also applied to sugarcane bagasse and straw, elephant grass leaves and stems, rice husks and straw, and corn biomass. EL production yields from 12 to 59% were obtained from these biomasses using this novel imidazolium IL, with the highest EL yields obtained with raw sugarcane bagasse (SCB) without any pretreatments. The superior performance of SCB was associated with the higher content of hemicelluloses in its composition compared to that of the other biomasses. Together, these results presented herein open new possibilities for increasing biomass valorization using renewable and straightforward routes.

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Section: Resultsmentioning

confidence: 99%

Direct Ethyl Levulinate Production from Raw Lignocellulosic Biomass Mediated by a Novel Taurine-Based Imidazolium Ionic Liquid

Gomes

Scopel

Rocha

et al. 2022

ACS Sustainable Chem. Eng.

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“…[2][3][4] A possible strategy to carry out processes having the advantages of both heterogeneous and homogeneous catalysis is that of immobilising homogeneous catalytic functions over solid supports, hence making the catalyst insoluble and easy to recover or be integrated in continuous fixed-bed reactors. 5,6 The functionalisation of homogeneous catalysts can be achieved by grafting processes. 7,8 In this method, the support is usually suspended in a solvent under reflux and reacted with an appropriate loading of a suitable homogeneous catalyst precursor.…”

Section: Introductionmentioning

confidence: 99%

Heterogenised catalysts for the H-transfer reduction reaction of aldehydes: influence of solvent and solvation effects on reaction performances

Muhammad¹,

Zhu²,

Yu³

et al. 2023

Phys. Chem. Chem. Phys.

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“…Furfural (FU), an aldehyde obtained from the dehydration of C5 sugars of hemicellulose, is extremely interesting thanks to its particularly high reactivity, which enables its usage as a platform molecule to obtain numerous high-value-added chemicals [1][2][3]. The conversion of hexose-based materials such as glucose, cellulose, and alginic acid to furfural was also proved to be viable [4].…”

Section: Introductionmentioning

confidence: 99%

Ti/Zr/O Mixed Oxides for the Catalytic Transfer Hydrogenation of Furfural to GVL in a Liquid-Phase Continuous-Flow Reactor

et al. 2023

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This work aims to develop an efficient catalyst for the cascade reaction from furfural to γ-valerolactone in a liquid-phase continuous reactor. This process requires both Lewis and Brønsted acidity; hence, a bifunctional catalyst is necessary to complete the one-pot reaction. Ti/Zr/O mixed oxide-based catalysts were chosen to this end as balancing metal oxide composition allows the acidity characteristics of the overall material to be modulated. Oxides with different compositions were then synthesized using the co-precipitation method. After characterization via porosimetry and NH3-TPD, the catalyst with equimolar quantities of the two components was demonstrated to be the best one in terms of superficial area (279 m2/g) and acid site density (0.67 mmol/g). The synthesized materials were then tested using a plug flow reactor at 180 °C, with a 10 min contact time. Ti/Zr/O (1:1) was demonstrated to be the most promising catalyst during the recycling tests as it allowed obtaining the highest selectivities in the desired products (about 45% in furfuryl isopropyl ether and 20% in γ-valerolactone) contemporaneously with 100% furfural conversion.

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Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate

Abstract: Reduction of furfural and HMF in a continuous flow regime mediated by basic zirconium carbonate using 2-propanol as a solvent and reducing agent towards the synthesis of platform chemicals is presented.

Cited by 6 publications

References 33 publications

Direct Ethyl Levulinate Production from Raw Lignocellulosic Biomass Mediated by a Novel Taurine-Based Imidazolium Ionic Liquid

Direct Ethyl Levulinate Production from Raw Lignocellulosic Biomass Mediated by a Novel Taurine-Based Imidazolium Ionic Liquid

Heterogenised catalysts for the H-transfer reduction reaction of aldehydes: influence of solvent and solvation effects on reaction performances

Ti/Zr/O Mixed Oxides for the Catalytic Transfer Hydrogenation of Furfural to GVL in a Liquid-Phase Continuous-Flow Reactor

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