Aqueous-phase tandem catalytic conversion of xylose to furfuryl alcohol over [Al]-SBA-15 molecular sieves

Perez, Rafael F.; Albuquerque, Elise M.; Borges, Luiz Eduardo Pizarro; Hardacre, Christopher; Fraga, Marco A.

doi:10.1039/c9cy01235d

Cited by 13 publications

(30 citation statements)

References 67 publications

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“…In another contribution from Fraga's group, multiwalled carbon nanotubes-supported noble metal catalysts (Ru, Pt, Au, Pd and Rh) were assessed for the one-pot conversion of xylose in aqueous phase [116]. Under the experimental conditions ( [83]. The alterations to the surface of [Al]-SBA-15 guided the product distribution, FuOH being the main product and only FUR in a minor quantity despite the Si/Al ratio.…”

Section: Formation Of Furfuryl Alcohol From Xylose In One-pot Reactionsmentioning

confidence: 99%

“…This developed system was designed because it requires neither molecular hydrogen nor noble metal sites for xylose conversion to FuOH, which raises costs. Brønsted acid sites come across to be active for the pentose dehydration reaction, whereas Lewis acid sites promote the transfer hydrogenation of the adsorbed FUR intermediate to FuOH [83].…”

Section: Formation Of Furfuryl Alcohol From Xylose In One-pot Reactionsmentioning

confidence: 99%

“…This effect has been correlated with the interaction between water molecules from the reaction medium and/or formed upon reaction with the surface acid sites [130][131][132]. Subsequently, the water molecules may be kept linked to the acid centers reducing its inherent activity [83].…”

Section: Effect Of Solvents In the Formation Of Furfuryl Alcoholmentioning

confidence: 99%

“…By now, it is known that both Lewis and Brønsted acid sites on catalysts are active and take part in a significant part in the conversion of C 5 sugars to FuOH. In this reaction, Perez et al [83] proposed a tandem transformation of xylose/xylulose dehydration to FUR that rests principally on Brönsted acid sites [84][85][86], whereas the following stage (FUR transfer hydrogenation) takes place on the Lewis acid sites [87][88][89]. The surface sites engaged in each reaction step are highlighted in Scheme 3.…”

mentioning

confidence: 99%

“…Simplified scheme of xylose conversion into furfuryl alcohol (Reproduced from[83] with permission of The Royal Society of Chemistry, 2019).…”

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confidence: 99%

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Towards the Green Synthesis of Furfuryl Alcohol in A One-Pot System from Xylose: A Review

Millán

Sixta

2020

Catalysts

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In the pursuit of establishing a sustainable biobased economy, valorization of lignocellulosic biomass is increasing its value as a feedstock. Nevertheless, to achieve the integrated biorefinery paradigm, the selective fractionation of its complex matrix to its single constituents must be complete. This review presents and examines the novel catalytic pathways to form furfuryl alcohol (FuOH) from xylose in a one-pot system. This production concept takes on chemical, thermochemical and biochemical transformations or a combination of them. Still, the bulk of the research is targeted to develop heterogeneous catalytic systems to synthesize FuOH from furfural and xylose. The present review includes an overview of the economic aspects to produce this platform chemical in an industrial manner. In the last section of this review, an outlook and summary of catalytic processes to produce FuOH are highlighted.

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Section: Formation Of Furfuryl Alcohol From Xylose In One-pot Reactionsmentioning

confidence: 99%

Section: Formation Of Furfuryl Alcohol From Xylose In One-pot Reactionsmentioning

confidence: 99%

Section: Effect Of Solvents In the Formation Of Furfuryl Alcoholmentioning

confidence: 99%

mentioning

confidence: 99%

“…Simplified scheme of xylose conversion into furfuryl alcohol (Reproduced from[83] with permission of The Royal Society of Chemistry, 2019).…”

mentioning

confidence: 99%

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Towards the Green Synthesis of Furfuryl Alcohol in A One-Pot System from Xylose: A Review

Millán

Sixta

2020

Catalysts

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Hydrolysis of Furfuryl Alcohol to Angelica Lactones and Levulinic Acid over Nb‐based Catalysts

et al. 2023

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Levulinic acid and angelica lactones are important building blocks obtained from hemicellulose. This process comprises multiple chemical reactions at which furfuryl alcohol is an intermediate, but only few studies have investigated its hydrolysis. This work studied the role played by the nature of acid sites and the impact of their strength and amount on furfuryl alcohol hydrolysis over Nb2O5 and NbOPO4. It was disclosed that production of levulinic acid is a two‐step cascade reaction at which angelica lactones are intermediates. These two hydrolysis steps were catalyzed by Brønsted acid sites with no contribution from Lewis centers. Brønsted acidity of Nb2O5 presented no activity while phosphate moieties on NbOPO4 were effective. Mixtures of organic solvent and water hindered side reactions, improving selectivity to valued bioproducts. 1,4‐dioxane was the most suitable organic solvent. This study shows that selectivity of 96 % of levulinic acid and angelica lactones can be accomplished over NbOPO4.

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Iron(III) Arylhydrazone Complexes Immobilized on Amine‐Functionalized Mesoporous Silica: Catalysts for the Valorization of Biomass‐Derived Furfuryl Alcohol

et al. 2023

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The aquasoluble FeIII complexes [Fe(H2O)3(L1)] ⋅ 4H2O (Fe1) and [Fe(H2O)3(L2)] ⋅ 3H2O (Fe2), bearing the basic forms of 5‐chloro‐3‐(2‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)hydrazinyl)‐2‐hydroxy‐benzenesulfonic acid (H3L1) and 3‐(2‐(2,4‐dioxopentan‐3‐ylidene)hydrazinyl)‐2‐hydroxy‐5‐nitrobenzenesulfonic acid (H3L2), were incorporated for the first time into amine‐functionalized SBA‐15 support via an impregnation method. The successful preparation of the composites was confirmed by Fourier‐Transform Infrared spectroscopy (FT‐IR), powder X‐ray diffraction (XRD), scanning electron microscope (SEM/EDS), transmission electron microscopy (TEM), elemental analysis, and nitrogen adsorption‐desorption isotherms. The resulting Fe1@aptesSBA‐15 and Fe2@aptesSBA‐15 composites were tested as the first SBA‐15‐based heterogeneous catalysts for the conversion of furfuryl alcohol under mild reaction conditions (80 to 100 °C) and with an environmentally friendly oxidant (TBHP, 70 % aq. sol. with 1 : 1 oxidant/substrate molar ratio). The influence of various factors, such as reaction time, amounts of oxidant and catalyst, was investigated. The reaction time can be fairly reduced by adopting a microwave‐assisted method allowing it to reach complete conversion after 0.25 h, in the absence of any added solvent or additive. Under these conditions, a vigorous furfuryl alcohol polymerization process occurred, with furfural as a by‐product. Recycling studies were carried out for Fe2@aptesSBA‐15 and after four consecutive runs, the overall conversion of furfuryl alcohol remained high (≥99 %), without an appreciable change in the obtained yield.

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Aqueous-phase tandem catalytic conversion of xylose to furfuryl alcohol over [Al]-SBA-15 molecular sieves

Abstract: Catalytically active sites were controllably assembled into an SBA-15 framework by direct hydrothermal synthesis.

Cited by 13 publications

References 67 publications

Towards the Green Synthesis of Furfuryl Alcohol in A One-Pot System from Xylose: A Review

Towards the Green Synthesis of Furfuryl Alcohol in A One-Pot System from Xylose: A Review

Hydrolysis of Furfuryl Alcohol to Angelica Lactones and Levulinic Acid over Nb‐based Catalysts

Iron(III) Arylhydrazone Complexes Immobilized on Amine‐Functionalized Mesoporous Silica: Catalysts for the Valorization of Biomass‐Derived Furfuryl Alcohol

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