Conversion of glucose into levulinic acid with solid metal(IV) phosphate catalysts

Weingarten, Ronen; Kim, Yong Tae; Tompsett, Geoffrey A.; Fernández, Alejandro; Han, Kee Sung; Hagaman, Edward W.; Conner, W. Curtis; Dumesic, James A.; Huber, George W.

doi:10.1016/j.jcat.2013.03.023

Cited by 200 publications

(165 citation statements)

References 95 publications

Supporting

Mentioning

151

Contrasting

Order By: Relevance

“…They postulated that the Brønsted acid sites possibly arise from geminal P(OH) groups, while the Lewis acid centers could be attributed to Zr 4+ [26,27]. Moreover, they found that the total acidity decreased with increasing the calcination temperature to the range 450-550 • C.…”

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

“…Mesoporous ZrP materials, with P/Zr molar ratios 1.1 and 0.7, were obtained, which exhibited high surface area (260-312 m 2 g −1 ), larger pore size (~5.0 nm) with respect to the material obtained by post-synthesis method, and strong Lewis and Bronsted acid sites, thus reducing the probability of pore blocking and inhomogeneity problem [26].…”

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

“…Friedel-Craft reaction (synthesis of aromatic compounds using benzylchloride) [23] Synthesis of 5-Hydroxymethyl-2-furfural (HMF) [25] Esterification of long chain fatty acids [28] Synthesis of furfural [29] Pechmann condensation (synthesis of coumarins) [30] Aza-Diels Alder reaction [31] Amorphous ZrP 276 Glucose dehydration (synthesis of levulinic acid) [26] Zirconium phosphate/sulfophenylphosphonate 24 Biginelli-type reaction [32,33] ZrP functionalized with γ-propyl mercaptotrimethoxysilane -Baeyer-Villiger reaction (oxidation of cyclohexanone to ε-caprolactone) [34] Zirconium (1-hydroxyethylidene-1,1) diphosphonate 702 Synthesis of ribofuranoside derivative [35] Zirconium phosphate/alkyl (aryl) phosphonate 238 Aza-Diels Alder reaction [36] Zirconium phenylphosphonate/phosphite -Esterification of glycerol or trimethylolpropane with oleic acid [37] Zirconium methyl (phenyl) phosphonate with L-proline pendant groups -Asymmetric aldol addition of p-nitrobenzaldehyde to cyclohexanone [38] Sinhamahapatra et al evaluated the catalytic properties of m-ZrP in the benzylation reaction (Friedel-Craft reaction) of aromatic compounds using benzylchloride as the benzylating agent in solvent free conditions [23]. A 94% conversion of benzylchloride with 100% selectivity for di-phenyl methane in the benzylation of benzene was reached.…”

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

“…An interesting work was carried out by Weingarten et al [26] on the characterization of the different catalytic sites on metal (IV) phosphate solid acid catalysts and on the identification of their roles in catalyzing the aqueous phase dehydration of glucose to levulinic acid. They precipitated three amorphous zirconium phosphates from aqueous medium by reaction of ZrOCl 2 ·8H 2 O with different amounts of NH 4 H 2 PO 4 at room temperature, followed by calcination at 400 • C. Among the obtained compounds, the product labeled as ZrP2 exhibited the higher P/Zr molar ratio (≈2), the higher surface area (276 m 2 g −1 ), together with the higher fraction of hydroxyl Brønsted acid sites lying on the catalyst surface.…”

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

See 3 more Smart Citations

Zirconium Phosphate Catalysts in the XXI Century: State of the Art from 2010 to Date

Pica

2017

Catalysts

View full text Add to dashboard Cite

An overview on the developments of zirconium phosphate (ZrP) and its organic derivatives in heterogeneous catalysis in recent years is reported in the present review. Two basic aspects have been emphasized: first, the catalytic properties of zirconium phosphates were discussed, with particular attention to the effect of surface acidity and hydrophobic/hydrophilic character, textural properties, and particle morphology on the catalytic performances. Then, the use of zirconium phosphates as support for catalytic active species was reported, including organometallic complexes, metal ions, noble metal, and metal oxide nanoparticles. Zirconium phosphate plays, in those cases, a dual role, since it promotes the dispersion and stabilization of the catalysts, thanks to their interaction with the active sites on the surface of ZrP, and facilitates the recovery and reuse of the catalytic species due to their immobilization on the solid support.

show abstract

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

Section: Zirconium Phosphate/phosphonates As Heterogeneous Catalystsmentioning

confidence: 99%

See 2 more Smart Citations

Zirconium Phosphate Catalysts in the XXI Century: State of the Art from 2010 to Date

Pica

2017

Catalysts

View full text Add to dashboard Cite

show abstract

“…Levulinic acid is a by-product in the dehydration of fructose to 5-HMF. It can be obtained in high yields by acidic treatment of glucose, fructose or cellulose but also directly from lignocellulose 141) or catalytically from glucose on solid metal(IV) phosphate catalysts 142) . Levulinic acid itself has no direct application, but can be converted to other valuable compounds like γ-valerolactone (a first step towards the production of 2-methyltetrahydrofurane) via hydrogenation over Ruof Pt-based noble metal catalysts 143) or via hydrogenolysis over γ-alumina-based nickel _ copper bimetallic catalysts 144) .…”

Section: C4 Molecules Butanediolsmentioning

confidence: 99%

Biomass-derived Platform Molecules Upgrading through Catalytic Processes: Yielding Chemicals and Fuels

Dumeignil

Capron

Katryniok

et al. 2015

J. Jpn. Petrol. Inst.

View full text Add to dashboard Cite

Biomass valorization is a booming field. Especially, the valorization of platform molecules by catalytic processes has driven a large interest in the recent years, and many groups are actively working on the transformation of biosourced substrates to a variety of upgraded chemicals. In this context, in the present paper we put in perspectives the scientific works of our research team. We first classified catalytic transformations of industrial interest according to the number of carbons of the starting material, from C1 to C6. They involve, among others, acid catalysts (e.g., for glycerol dehydration), redox catalysts (e.g., for 5-HMF conversion to diformylfuran), acid and redox catalysts (e.g., for direct acetalization of alcohols), or complex multifunctional catalysts, especially for the Guerbet reaction. Further, we also developed what we called 'toolboxes,' which are general concepts or technologies with a broader field of applications. For example, we adapted the two zones fluidized bed reactor (TZFBR) concept to the single reactor continuous regeneration of coking catalysts. Further, we designed a completely new high throughput platform enabling synthetizing, characterizing and testing the performances of many catalysts for considerably accelerating the catalysts discovery/optimization loop.

show abstract

The challenge of converting biomass polysaccharides into levulinic acid through heterogeneous catalytic processes

Covinich

Clauser

Felissia

et al. 2019

Biofuels Bioprod Bioref

View full text Add to dashboard Cite

The differences between a biorefinery and an oil refinery are determined by the higher oxygen content of the biorefinery's biomass, its high degree of functionalization, its low thermal stability, its polar components, which are mostly acidic, its highly heterogeneous structure, and its quality variation as result of genotypic and phenotypic characteristics. Levulinic acid (LA) is one of the main high value‐added chemicals that can be produced from lignocellulosic biomass as raw material. The main challenges for the conversion of lignocellulosic biomass to levulinic acid are related to the improvement of the technologies to obtain a pure and cost‐competitive product, the design and use of efficient heterogeneous catalysts, and the improvements in the selectivity and useful life of the catalyst. This is an up‐to‐date review of the state of knowledge about the heterogeneous catalytic conversion of biomass into LA, addressing the technical hurdles that impede the attainment of high yields. This work outlines the chemistry of LA synthesis and discusses in detail the influence of the lignocellulosic raw material, reaction time, temperature, solvent according to the chemical pathway, and efficiency of the chosen Lewis and Brønsted solid acid catalysts. © 2019 Society of Chemical Industry and John Wiley & Sons, Ltd.

show abstract

Conversion of glucose into levulinic acid with solid metal(IV) phosphate catalysts

Cited by 200 publications

References 95 publications

Zirconium Phosphate Catalysts in the XXI Century: State of the Art from 2010 to Date

Zirconium Phosphate Catalysts in the XXI Century: State of the Art from 2010 to Date

Biomass-derived Platform Molecules Upgrading through Catalytic Processes: Yielding Chemicals and Fuels

The challenge of converting biomass polysaccharides into levulinic acid through heterogeneous catalytic processes

Contact Info

Product

Resources

About