Heteropolyacid supported on Zr-Beta zeolite as an active catalyst for one-pot transformation of furfural to γ-valerolactone

Winoto, Haryo Pandu; Fikri, Zuhroni Ali; Ha, Jeong‐Myeong; Park, Young-Kwon; Lee, Hyunjoo; Suh, Dong Jin; Jae, Jungho

doi:10.1016/j.apcatb.2018.09.031

Cited by 177 publications

(93 citation statements)

References 49 publications

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“…For economic and cost‐saving purpose, it is more desirable to produce GVL from one‐pot conversion of the abundant biomass‐derived C5 carbohydrates such as furfural, xylose and hemicellulose. However, only a handful of catalyst systems have been developed to accomplish this goal so far . Such as Román‐Leshkov and co‐workers achieved a 78 % yield of GVL from the domino reaction catalyzed by zeolites with both Brønsted and Lewis acid catalyst sites in 2013 .…”

Section: Introductionmentioning

confidence: 99%

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Production of γ‐Valerolactone from One‐Pot Transformation of Biomass‐Derived Carbohydrates Over Chitosan‐Supported Ruthenium Catalyst Combined with Zeolite ZSM‐5

Wang

Zhang

2020

Eur J Org Chem

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It remains as a challenge to directly transform the biomass‐derived C5 carbohydrates, such as furfural (FF) and its upstream product xylose and hemicellulose, to γ‐valerolactone (GVL), a versatile renewable chemical platform, due to various restrictions in the current synthetic strategies. Using formic acid as green hydrogen source, we synthesized the recyclable chitosan‐Ru/PPh3 catalyst system, effective for both the hydrogenation of FF to furfuryl alcohol (FAL) and the reduction of levulinic acid (LA) or ethyl levulinate (EL) to GVL, affording up to 99 % product yields. The combination of chitosan‐Ru/PPh3 with ZSM‐5 could successfully achieve up to 79 % yield of GVL from one‐pot conversion of FF under mild condition. Preliminary studies indicated that this method could also be applied to the direct conversion of biomass‐derived C5 carbohydrates such as xylose and hemicellulose to GVL in 37 % or 30 % yield, respectively.

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Section: Introductionmentioning

confidence: 99%

“…In 2018, hafnium‐based metal‐organic frameworks was combined with Brønsted‐acidic Al‐beta zeolite to furnish a 75 % yield of GVL from one‐pot conversion of FF . Heteropoly acid supported on Zr‐Beta zeolite was also reported to obtain GVL in 68 % yield from one‐pot transformation of FF …”

Section: Introductionmentioning

confidence: 99%

Production of γ‐Valerolactone from One‐Pot Transformation of Biomass‐Derived Carbohydrates Over Chitosan‐Supported Ruthenium Catalyst Combined with Zeolite ZSM‐5

Wang

Zhang

2020

Eur J Org Chem

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“…[7] Solid acid catalysts can mitigate these issues and so may gradually replace the more traditional liquid acids. [8] Solid acid catalysts include ion-exchange resins, [9,10] zeolites, [11,12] heteropolyacids, [13,14] solid superacids [15,16] and sulfonic-acid-type carbon-based solid acids. [17,18] The latter materials are typically synthesized by modifying carbon materials with sulfonating agents.…”

Section: Introductionmentioning

confidence: 99%

“…Solid acid catalysts include ion‐exchange resins, zeolites, heteropolyacids, solid superacids and sulfonic‐acid‐type carbon‐based solid acids . The latter materials are typically synthesized by modifying carbon materials with sulfonating agents.…”

Section: Introductionmentioning

confidence: 99%

Preparation of a Sulfonic‐Acid‐Type Ordered Mesoporous Carbon Solid Acid via Hydrothermal Synthesis for the Transesterification of Waste Frying Oil

Huang

2020

ChemistrySelect

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Hydrothermal carbonisation was used to synthesise hydrothermally ordered mesoporous carbon (HOMC), employing sucrose as the carbon source, a P123 block copolymer as the surfactant and tetraethyl orthosilicate as the silicon source. A high-density sulfonic-acid-based solid acid catalyst (HOMC-SO 3 H) was subsequently prepared via low-temperature sulfonation of the HOMC with concentrated sulfuric acid. Transmission electron microscopy and small-angle X-ray diffraction analyses showed that both the HOMC and HOMC-SO 3 H exhibited an ordered mesoporous structure. The N 2 Brunauer-Emmett-Teller surface areas of the HOMC and HOMC-SO 3 H were determined to be 112 and 87 m 2 /g, respectively, and the average pore sizes were 11.0 and 15.1 nm, respectively. X-ray photoelectron spectroscopy data confirmed that À SO 3 H groups were successfully introduced onto the HOMC surface by the sulfonation process, and a surface acid concentration of 5.9 mmol/g HOMC-SO 3 H was determined by acid-base titration. The HOMC-SO 3 H was applied to the transesterification of waste frying oil with methanol and a fatty acid methyl ester yield of 95 % was obtained after a 5 h reaction at 180°C.

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“…Catalysts 2019, 9, 796 3 of 33 Catalysts 2018, 8, x FOR PEER REVIEW 3 of 36 Scheme 1. Illustrative representation of reaction pathways in furfural hydrogenation.Other downstream products of furfural hydrogenation, such as (tetrahydro)furan [32], tetrahydrofurfural [33], lactones [34][35][36][37], levulinates [38,39], cyclopentanone(l) [40][41][42][43][44][45][46][47][48][49][50][51]. or diols [52][53][54][55], could also be employed as fuel additives, solvents, and platform molecules.…”

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confidence: 99%

Recent Advances in Catalytic Hydrogenation of Furfural

et al. 2019

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Furfural has been considered as one of the most promising platform molecules directly derived from biomass. The hydrogenation of furfural is one of the most versatile reactions to upgrade furanic components to biofuels. For instance, it can lead to plenty of downstream products, such as (tetrahydro)furfuryl alcohol, 2-methyl(tetrahydro)furan, lactones, levulinates, cyclopentanone(l), or diols, etc. The aim of this review is to discuss recent advances in the catalytic hydrogenation of furfural towards (tetrahydro)furfuryl alcohol and 2-methyl(tetrahydro)furan in terms of different non-noble metal and noble metal catalytic systems. Reaction mechanisms that are related to the different catalytic materials and reaction conditions are properly discussed. Selective hydrogenation of furfural could be modified not only by varying the types of catalyst (nature of metal, support, and preparation method) and reaction conditions, but also by altering the reaction regime, namely from batch to continuous flow. In any case, furfural catalytic hydrogenation is an open research line, which represents an attractive option for biomass valorization towards valuable chemicals and fuels.FA is a very important monomer for the synthesis of furan resins, which are widely used in thermoset polymer matrix composites, cements, adhesives, coatings, and casting/foundry resins. This molecule is also used as a non-reactive diluent for epoxy resin, a modifier for phenolic and urea resins, an oil well, and a carbon binder. Furthermore, the salt of FA is used in the synthesis of lysine, vitamin C, lubricants, and plasticizers [22,23]. Moreover, it should be highlighted that FA is also an important intermediate for the production of further hydrogenation products (as shown in Scheme 1), such as 2-methylfuran (MF), a potential alternative fuel with better combustion performance and higher Research Octane Number (RON = 103) than that of gasoline (RON = 96.8) [24]. In other applications, MF is used in perfume intermediates, chloroquine lateral chains in medical intermediates, and as a raw material for the production of chrysanthemate pesticides [25].Moreover, tetrahydrofurfuryl alcohol (THFA) can be used as a green solvent in the pharmaceutical industry and, in addition, it constitutes an outstanding intermediate to produce dihydropyran [26], pyridine [27], tetrahydrofuran, and pentan-1,5-diol [28][29][30]. Particularly, the latest molecule is an important monomer in the plastics industry. Furthermore, 2-methyltetrahydrofuran (MTHF) is quite engaging for its possible applications in organometallic chemistry, as well as in organic reactions that are related to organocatalysis, biotransformations, and biomass processing [31]. Catalysts 2019, 9, 796 3 of 33 Catalysts 2018, 8, x FOR PEER REVIEW 3 of 36 Scheme 1. Illustrative representation of reaction pathways in furfural hydrogenation.Other downstream products of furfural hydrogenation, such as (tetrahydro)furan [32], tetrahydrofurfural [33], lactones [34][35][36][37], levulinates [38,39], cyclopentanone...

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Heteropolyacid supported on Zr-Beta zeolite as an active catalyst for one-pot transformation of furfural to γ-valerolactone

Cited by 177 publications

References 49 publications

Production of γ‐Valerolactone from One‐Pot Transformation of Biomass‐Derived Carbohydrates Over Chitosan‐Supported Ruthenium Catalyst Combined with Zeolite ZSM‐5

Production of γ‐Valerolactone from One‐Pot Transformation of Biomass‐Derived Carbohydrates Over Chitosan‐Supported Ruthenium Catalyst Combined with Zeolite ZSM‐5

Preparation of a Sulfonic‐Acid‐Type Ordered Mesoporous Carbon Solid Acid via Hydrothermal Synthesis for the Transesterification of Waste Frying Oil

Recent Advances in Catalytic Hydrogenation of Furfural

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