Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts

Davis, Sara E.; Houk, Levi R.; Tamargo, Erin C.; Datye, Abhaya K.; Davis, Robert J.

doi:10.1016/j.cattod.2010.06.004

Cited by 368 publications

(373 citation statements)

References 17 publications

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“…The basic medium provides higher reaction rates and, in the majority of cases, is essential to get a high catalytic activity. However, the basic medium also favors HMF degradation and requires a final neutralization step, which is not desirable from the environmental and Au-based catalysts have been reported to perform this reaction in water and in the presence of an excess of base with high yields of FDCA [56][57][58][59][60][61]. Au-containing bimetallic catalysts were developed in order to improve the catalytic performance, but required the use of a homogenous base [33,58,[62][63][64][65][66][67].…”

Section: Base-free 5-hydroxymethylfurfural Oxidationmentioning

confidence: 99%

Advances in Base-Free Oxidation of Bio-Based Compounds on Supported Gold Catalysts

et al. 2017

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Abstract:The oxidation of bio-based molecules in general, and of carbohydrates and furanics in particular, is a highly attractive process. The catalytic conversion of renewable compounds is of high importance. Acids and other chemical intermediates issued from oxidation processes have many applications related, especially, to food and detergents, as well as to pharmaceutics, cosmetics, and the chemical industry. Until now, the oxidation of sugars, furfural, or 5-hydroxymethylfurfural has been mainly conducted through biochemical processes or with strong inorganic oxidants. The use of these processes very often presents many disadvantages, especially regarding products separation and selectivity control. Generally, the oxidation is performed in batch conditions using an appropriate catalyst and a basic aqueous solution (pH 7-9), while bubbling oxygen or air through the slurry. However, there is a renewed interest in working in base-free conditions to avoid the production of salts. Actually, this gives direct access to different acids or diacids without laborious product purification steps. This review focuses on processes applying gold-based catalysts, and on the catalytic properties of these systems in the base-free oxidation of important compounds: C5-C6 sugars, furfural, and 5-hydroxymethylfurfural. A better understanding of the chemical and physical properties of the catalysts and of the operating conditions applied in the oxidation reactions is essential. For this reason, in this review we put emphasis on these most impacting factors.

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Section: Base-free 5-hydroxymethylfurfural Oxidationmentioning

confidence: 99%

Advances in Base-Free Oxidation of Bio-Based Compounds on Supported Gold Catalysts

et al. 2017

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“…D-glucose, D-fructose, and D-mannose) present in lignocellulosic biomass. HMF derivatives like dimethylfuran [19][20][21] and its ethers such as methoxymethylfurfural and ethoxymethylfurfural [22] have potential as fuel (additives), whereas 2,5-furandicarboxylic acid (FDCA) [23][24][25][26][27][28][29][30][31], and tetrahydrofuran-dimethanol (THFDM) may serve as building blocks in advanced polymers [32][33][34][35][36][37][38].…”

Section: 6-hexanediolmentioning

confidence: 99%

From 5-Hydroxymethylfurfural (HMF) to Polymer Precursors: Catalyst Screening Studies on the Conversion of 1,2,6-hexanetriol to 1,6-hexanediol

et al. 2012

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1,6-hexanediol (1) is an important polymer precursor for the polyester industry. In this paper, exploratory catalyst screening studies on the synthesis of 1 from 1,2,6-hexanetriol (2) are described via two different routes. The latter is available by a two-step procedure from 5-hydroxymethylfurfural (HMF, 3), a promising bio-based platform chemical. In the first approach, the direct catalytic hydrodeoxygenation of 2 to 1 with heterogeneous catalysts and molecular hydrogen was explored. Best results were obtained using a Rh-ReO x /SiO 2 catalyst in water (180°C, 80 bar H 2 , 20 h reaction time), leading to full conversion of 2 and 73 % selectivity to 1, the main byproduct being 1,5-hexanediol (4). In a second approach, 2 was first converted to tetrahydropyran-2-methanol (2-THPM, 5) in quantitative yield using triflic acid as catalyst (125°C, 30 min). Various catalysts were explored for the subsequent ring opening/hydrodeoxygenation of 5 to 1 using a hydrogenation protocol and the best results were obtained with a Rh-ReO x /SiO 2 catalyst, viz. 96 % selectivity to 1 at 26 % conversion (120°C, 80 bar H 2 , 20 h).

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“…Studies have shown that Pt/C and Pd/C only achieved 79 and 71 % yields towards FDCA, respectively. [12] Gold catalysts as promising oxidation candidates have received more attention. [14][15][16][17][18][19][20][21][22][23] Recently, Corma et al realized the efficient oxidation of HMF to FDCA with high yield by using CeO 2 -supported Au nanoparticles (NPs) (3.5 nm) at 130 8C under 1 MPa air pressure.…”

Section: Introductionmentioning

confidence: 99%

Gold Nanoclusters Confined in a Supercage of Y Zeolite for Aerobic Oxidation of HMF under Mild Conditions

Cai

Zhang

et al. 2013

Chemistry A European J

192

104

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Au nanoclusters with an average size of approximately 1 nm size supported on HY zeolite exhibit a superior catalytic performance for the selective oxidation of 5‐hydroxymethyl‐2‐furfural (HMF) into 2,5‐furandicarboxylic acid (FDCA). It achieved >99 % yield of 2,5‐furandicarboxylic acid in water under mild conditions (60 °C, 0.3 MPa oxygen), which is much higher than that of Au supported on metal oxides/hydroxide (TiO2, CeO2, and Mg(OH)2) and channel‐type zeolites (ZSM‐5 and H‐MOR). Detailed characterizations, such as X‐ray diffraction, transmission electron microscopy, N2‐physisorption, and H2‐temperature‐programmed reduction (TPR), revealed that the Au nanoclusters are well encapsulated in the HY zeolite supercage, which is considered to restrict and avoid further growing of the Au nanoclusters into large particles. The acidic hydroxyl groups of the supercage were proven to be responsible for the formation and stabilization of the gold nanoclusters. Moreover, the interaction between the hydroxyl groups in the supercage and the Au nanoclusters leads to electronic modification of the Au nanoparticles, which is supposed to contribute to the high efficiency in the catalytic oxidation of HMF to FDCA.

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Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts

Cited by 368 publications

References 17 publications

Advances in Base-Free Oxidation of Bio-Based Compounds on Supported Gold Catalysts

Advances in Base-Free Oxidation of Bio-Based Compounds on Supported Gold Catalysts

From 5-Hydroxymethylfurfural (HMF) to Polymer Precursors: Catalyst Screening Studies on the Conversion of 1,2,6-hexanetriol to 1,6-hexanediol

Gold Nanoclusters Confined in a Supercage of Y Zeolite for Aerobic Oxidation of HMF under Mild Conditions

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