Condensation of pentose-derived furan compounds to C15 fuel precursors using supported phosphotungstic acid catalysts: Strategy for designing heterogeneous acid catalysts based on the acid strength and pore structures

Kwon, Ji Sun; Choo, Hyunah; Choi, Jae Wook; Jae, Jungho; Suh, Dong Jin; Lee, Kwan Young; Ha, Jeong Myeong

doi:10.1016/j.apcata.2018.10.025

Cited by 17 publications

(3 citation statements)

References 25 publications

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“…Sequential hydroformylation followed by hydroxyalkylation would offer a one-pot route to branched, oxygenated fuel precursors from alkenes, wherein reactively formed carbonyls undergo HAA (Scheme ). Various homogeneous and heterogeneous Brønsted acid catalysts have been reported for the production of oxygenated fuel precursors by condensation of carbonyl compounds and 2-MF, including phosphotungstic acid, sulfonic acid-functionalized carbons ,− and polymers, and doped zirconia catalysts . However, to our knowledge, the synthesis of oxygenated fuel precursors directly from olefins through hydroformylation followed by alkylation of bioderived 2-MF has not been reported.…”

Section: Cascade Hydroformylation Of 1-octene and Hydroxyalkylation W...mentioning

confidence: 99%

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Ravi,

Lee,

Wilson

et al. 2024

ACS Sustainable Chem. Eng.

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Utilization of renewable resources to produce value-added chemicals is highly desirable in biorefineries. However, the direct use of lignocellulosic biomass is difficult, with current processes requiring expensive multistep fractionation and downstream isolation steps such as steam explosion or organosolv treatments followed by enzymatic or chemical hydrolysis. Here, we describe the use of a homogeneous Al catalyst for the direct one-pot hydrolysis and dehydration of sugarcane bagasse to levulinic acid and concomitant formation of an immobilized AlOOH/C hydrochar residue, which finds value as a solid acid catalyst. A range of Al-containing metal salts were screened for the acid-catalyzed hydrothermal depolymerization of sugarcane bagasse, with AlCl 3 found to be most active and selective for levulinic acid production, with a yield of 39 wt % relative to the dry biomass in 6 h at 210 °C. In the presence of a Rh(CO) 2 (acac) and tri(2-furyl)phosphine cocatalyst, the resulting acidic AlOOH/C hydrochar is efficient for the one-pot twostep cascade of hydroformylation of 1-alkenes with CO/H 2 to form linear and branched aldehydes, and their subsequent hydroxyalkylation with 2-methylfuran to form oxygenated jet fuel precursors. The functionalized AlOOH/C hydrochar support is recyclable for the hydroxyalkylation step with minimal loss of activity.

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Section: Cascade Hydroformylation Of 1-octene and Hydroxyalkylation W...mentioning

confidence: 99%

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Ravi,

Lee,

Wilson

et al. 2024

ACS Sustainable Chem. Eng.

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“…Ha and coworkers studied the acid-catalyzed condensation of furfural with two equivalents of 2-methylfuran, yielding a C15 trimer with potential applications as a hydrocarbon fuel after further hydrodeoxygenation. 600 The reaction took place in a fixed-bed continuous flow reactor packed with various catalysts based on supported phosphotungstic acid (H 3 PW 12 O 40 ). Silica-supported H 3 PW 12 O 40 improved the results by comparison to other supports, giving the C15 trimer in up to 43% yield.…”

Section: Upgrading Of Furansmentioning

confidence: 99%

Continuous Flow Upgrading of Selected C₂–C₆Platform Chemicals Derived from Biomass

et al. 2020

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The ever increasing industrial production of commodity and specialty chemicals inexorably depletes the finite primary fossil resources available on Earth. The forecast of population growth over the next 3 decades is a very strong incentive for the identification of alternative primary resources other than petro-based ones. In contrast with fossil resources, renewable biomass is a virtually inexhaustible reservoir of chemical building blocks. Shifting the current industrial paradigm from almost exclusively petro-based resources to alternative bio-based raw materials requires more than vibrant political messages; it requires a profound revision of the concepts and technologies on which industrial chemical processes rely. Only a small fraction of molecules extracted from biomass bears significant chemical and commercial potentials to be considered as ubiquitous chemical platforms upon which a new, bio-based industry can thrive. Owing to its inherent assets in terms of unique process experience, scalability, and reduced environmental footprint, flow chemistry arguably has a major role to play in this context. This review covers a selection of C2 to C6 bio-based chemical platforms with existing commercial markets including polyols (ethylene glycol, 1,2-propanediol, 1,3-propanediol, glycerol, 1,4-butanediol, xylitol, and sorbitol), furanoids (furfural and 5-hydroxymethylfurfural) and carboxylic acids (lactic acid, succinic acid, fumaric acid, malic acid, itaconic acid, and levulinic acid). The aim of this review is to illustrate the various aspects of upgrading bio-based platform molecules toward commodity or specialty chemicals using new process concepts that fall under the umbrella of continuous flow technology and that could change the future perspectives of biorefineries.

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“…However, even more desirable is to operate continuous-flow reactions, which are often preferred for industrial applications. In this respect, Kwon et al [13] demonstrated selective condensation of 2-methylfuran and furfural to C 15 compounds with supported phosphotungstic acid catalysts in a continuous-flow fixed-bed reactor system, where formation of unwanted viscous tetramers (C 20 ) were suppressed. Moreover, Weng et al [14] applied carbon supported phosphated Ru-Mo catalysts in a continuous trickle-bed reactor to convert sorbitol into renewable alkanes and higher alcohols.…”

Section: New Reaction Strategiesmentioning

confidence: 99%

New synthetic approaches to biofuels from lignocellulosic biomass

Zhu

Abdelaziz

Hulteberg

et al. 2020

Current Opinion in Green and Sustainable Chemistry

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Condensation of pentose-derived furan compounds to C15 fuel precursors using supported phosphotungstic acid catalysts: Strategy for designing heterogeneous acid catalysts based on the acid strength and pore structures

Cited by 17 publications

References 25 publications

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Continuous Flow Upgrading of Selected C₂–C₆Platform Chemicals Derived from Biomass

New synthetic approaches to biofuels from lignocellulosic biomass

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Condensation of pentose-derived furan compounds to C15 fuel precursors using supported phosphotungstic acid catalysts: Strategy for designing heterogeneous acid catalysts based on the acid strength and pore structures

Cited by 17 publications

References 25 publications

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Catalytic Valorization of Sugarcane Bagasse to Chemicals and Aviation Fuel Precursors

Continuous Flow Upgrading of Selected C2–C6Platform Chemicals Derived from Biomass

New synthetic approaches to biofuels from lignocellulosic biomass

Contact Info

Product

Resources

About

Continuous Flow Upgrading of Selected C₂–C₆Platform Chemicals Derived from Biomass