Gold-catalyzed selective glucose oxidation at high glucose concentrations and oxygen partial pressures

Prüße, Ulf; Herrmann, Mirko; Baatz, Christine; Decker, Nadine

doi:10.1016/j.apcata.2011.08.013

Cited by 43 publications

(25 citation statements)

References 20 publications

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“…The results also demonstrated that the catalyst with smaller Au nanoparticles possesses higher catalytic activity than that with larger Au nanoparticles. As reported by Prüße, 11 the supported Au/Al 2 O 3 catalysts had a long-term stability for the catalytic oxidation of glucose, because the Au nanoparticles did not sinter into larger particles. The previous studies undoubtedly indicated that Au nanoparticles with smaller size (<5 nm) are more catalytically active than those with larger size (>10 nm) in the aerobic oxidation of glucose.…”

Section: Introductionmentioning

confidence: 70%

Mesoporous carbon-confined Au catalysts with superior activity for selective oxidation of glucose to gluconic acid

Xue

et al. 2013

Green Chem.

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A series of ordered mesoporous carbon (OMC)-supported Au catalysts were successfully prepared by nano-replication, followed by colloidal gold deposition method. Structural analysis showed that the mesopore sizes of the catalysts can be tuned controllably in the range of 3.2-7.6 nm by adjusting the dosage of boric acid used to prepare the carbon supports. TEM observations revealed that the Au nanoparticles were dispersed uniformly in the mesopore channels of the carbon supports. These Au/OMC catalysts were tested for the aerobic oxidation of glucose to produce gluconic acid at 40°C and pH 9. As demonstrated by the structural analysis and reaction results, the activities of these catalysts were closely related to their mesopore sizes. The catalyst with a mesopore size of 5.4 nm exhibited a superior catalytic activity with a TOF of 4.308 mol glucose mol Au −1 s −1 to the catalysts reported previously by other researchers. This high activity was mainly ascribed to its unique structure, consisting of 5.4 nm mesopore channels incorporated with 3.3 nm Au nanoparticles, which facilitates contact between glucose molecules and Au nanoparticles. Besides, the abundant active oxygen species existing on this catalyst surface also promote glucose oxidation.

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Section: Introductionmentioning

confidence: 70%

Mesoporous carbon-confined Au catalysts with superior activity for selective oxidation of glucose to gluconic acid

Xue

et al. 2013

Green Chem.

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“…After cellulose depolimerazion the subsequent transformation of glucose to valuable compounds involves a variety of processes such as hydrogenation [7], isomerization [8], dehydration [9] and oxidation [10]. Every single mentioned process or a combination of them lead to the formation of different 'platform chemicals'.…”

Section: Introductionmentioning

confidence: 99%

“…Within the renewable materials the vegetal biomass, mostly constituted by carbohydrates, represents around 75% of the total renewable biomass [5]. Among the carbohydrates represented in this biomass the cellulose remains the most attractive fuel precursor, mainly due to its low price, chemical purity and because it is formed only by one monomerglucose [6].After cellulose depolimerazion the subsequent transformation of glucose to valuable compounds involves a variety of processes such as hydrogenation [7], isomerization [8], dehydration [9] and oxidation [10]. Every single mentioned process or a combination of them lead to the formation of different 'platform chemicals'.…”

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confidence: 99%

Influence of gold particle size in Au/C catalysts for base-free oxidation of glucose

et al. 2018

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A series of gold colloids were prepared and immobilized on commercial activated carbon.The influence of the colloid preparation and stability were studied and related to the gold particle size in the final catalyst. The catalysts show an important activity in the glucose to gluconic acid oxidation reaction, leading to gluconic acid yield close to 90% in base free mild conditions (0.1 MPa O2 and 40ºC). The size-activity correlation and probable mechanism were also discussed. Finally, the viability of the catalyst was tested by recycling it up to four times. IntroductionBiorefinery, defined as the efficient transformation of renewable materials to fuels and intermediate chemicals, and associated to environmental and economic benefits, has driven the research in this area to notable increase in the last decades [1][2][3][4]. Within the renewable materials the vegetal biomass, mostly constituted by carbohydrates, represents around 75% of the total renewable biomass [5]. Among the carbohydrates represented in this biomass the cellulose remains the most attractive fuel precursor, mainly due to its low price, chemical purity and because it is formed only by one monomerglucose [6].After cellulose depolimerazion the subsequent transformation of glucose to valuable compounds involves a variety of processes such as hydrogenation [7], isomerization [8], dehydration [9] and oxidation [10]. Every single mentioned process or a combination of them lead to the formation of different 'platform chemicals'. As an example, the D-Gluconic acid, derived from the oxidation of glucose at anomeric position, results to be an useful food additive and raw material for drugs and biodegradable polymers manufacturing [11,12]. Industrially D-Gluconic acid is produced by enzymatic fermentation process [13,14] for which the principal inconvenient for sustainable largescale production is the necessity of a neutralization step in order to avoid enzymes deactivation by the produced acid [15]. This problem could be solved either by using a base or by the substitution of the enzymes with a heterogeneous catalyst able to oxidize glucose under mild base-free conditions by using either O2 or H2O2 as oxidants [16][17][18][19].Although the use of base (NaOH and a relatively high pH of around 9-9.5) results in increase of heterogeneous catalyst's activity due to particle size stabilization and metal leaching suppression [20][21][22], a decrease in the selectivity to gluconic acid is often observed caused by the glucose to fructose isomerization process [23]. In addition, the formation of gluconate salt instead of pure gluconic acid occurs and entails the need of cost effective post-reaction treatment to obtain the target acid. Therefore, a simple basefree heterogeneously catalyzed process able to produce selectively gluconic acid and avoiding the problems of particle size sintering and metal leaching is highly desirable.Within the catalyst's candidates for such a process, the most promising alternative is nanometric gold. Glucose oxidation has been carried o...

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“…Uncontrolled pH in the reaction medium quickly deactivates the catalyst and the oxidation process is stopped immediately. [32][33][34][35][36][37][38] The oxidation of the diluted anhydrosugar solution after hydrolysis with Amberlyst-15 was conducted in a carbonate buffer to maintain the pH at 9.3 during the course of the reaction. [31] The improvement of reaction rates and heterogeneous catalyst stability for the oxidation of sugars at lower pH values is a current area of significant research interest.…”

Section: Selective Oxidation To Gluconic Acidmentioning

confidence: 99%

Gluconic Acid from Biomass Fast Pyrolysis Oils: Specialty Chemicals from the Thermochemical Conversion of Biomass

et al. 2014

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Fast pyrolysis of biomass to produce a bio-oil followed by catalytic upgrading is a widely studied approach for the potential production of fuels from biomass. Because of the complexity of the bio-oil, most upgrading strategies focus on removing oxygen from the entire mixture to produce fuels. Here we report a novel method for the production of the specialty chemical, gluconic acid, from the pyrolysis of biomass. Through a combination of sequential condensation of pyrolysis vapors and water extraction, a solution rich in levoglucosan is obtained that accounts for over 30% of the carbon in the bio-oil produced from red oak. A simple filtration step yields a stream of high-purity levoglucosan. This stream of levoglucosan is then hydrolyzed and partially oxidized to yield gluconic acid with high purity and selectivity. This combination of cost-effective pyrolysis coupled with simple separation and upgrading could enable a variety of new product markets for chemicals from biomass.

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Gold-catalyzed selective glucose oxidation at high glucose concentrations and oxygen partial pressures

Cited by 43 publications

References 20 publications

Mesoporous carbon-confined Au catalysts with superior activity for selective oxidation of glucose to gluconic acid

Mesoporous carbon-confined Au catalysts with superior activity for selective oxidation of glucose to gluconic acid

Influence of gold particle size in Au/C catalysts for base-free oxidation of glucose

Gluconic Acid from Biomass Fast Pyrolysis Oils: Specialty Chemicals from the Thermochemical Conversion of Biomass

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