Hydrogen Peroxide Assisted Selective Oxidation of 5‐Hydroxymethylfurfural in Water under Mild Conditions

Chen, Ching‐Tien; Nguyen, Chi Van; Wang, Zheng Yen; Bandô, Yoshio; Yamauchi, Yusuke; Bazziz, Manar Tareq Saleh; Fatehmulla, Amanullah; Farooq, W. A.; Yoshikawa, Takuya; Masuda, Toshio; Wu, Kevin C.‐W.

doi:10.1002/cctc.201701302

Cited by 61 publications

(39 citation statements)

References 37 publications

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“…As a matter of fact, both HPLC and ESI-mass analysis showed the presence of other compounds, within which we saw the presence of maleic acid. This compound has already been found in literature as a derivative of HMF oxidation [ 79 ] using H 2 O 2 [ 80 , 81 ]; so it is possible that hydrogen peroxide formed by radical reaction using TiO 2 as the photocatalyst in water [ 69 ] promoted the formation of this compound. Other by-products might be formed in reactions with reactive oxygen species produced by the photocatalytic reaction over TiO 2 (such as h+, • O 2 − , • OH, and H 2 O 2 ); in fact, it is well known that aliphatic intermediates can be obtained from molecules that are able to form a peroxy-bridge, as also observed in the photooxidation of phenol [ 69 ].…”

Section: Resultsmentioning

confidence: 99%

Selective Oxidation of HMF via Catalytic and Photocatalytic Processes Using Metal-Supported Catalysts

et al. 2018

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In this study, 5-hydroxymethylfurfural (HMF) oxidation was carried out via both the catalytic and the photocatalytic approach. Special attention was devoted to the preparation of the TiO2-based catalysts, since this oxide has been widely used for catalytic and photocatalytic application in alcohol oxidation reactions. Thus, in the catalytic process, the colloidal heterocoagulation of very stable sols, followed by the spray-freeze-drying (SFD) approach, was successfully applied for the preparation of nanostructured porous TiO2-SiO2 mixed-oxides with high surface areas. The versatility of the process made it possible to encapsulate Pt particles and use this material in the liquid-phase oxidation of HMF. The photocatalytic activity of a commercial titania and a homemade oxide prepared with the microemulsion technique was then compared. The influence of gold, base addition, and oxygen content on product distribution in the photocatalytic process was evaluated.

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Section: Resultsmentioning

confidence: 99%

Selective Oxidation of HMF via Catalytic and Photocatalytic Processes Using Metal-Supported Catalysts

et al. 2018

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“…Due to maximum product separation capability, oxidation of HMF is considered as advantageous process to produce FDCA in an economical way [27]. Various catalytic systems involving heterogeneous catalysts [28], homogeneous catalysts [29], and bio-catalysts [30] have been reported for this process in aqueous media as well as organic and biphasic systems [31]. Eectrochemical [32] and photocatalytic [33] processes have also been studied for HMF oxidation to FDCA.…”

Section: Methodsmentioning

confidence: 99%

Recent Developments in Metal-Based Catalysts for the Catalytic Aerobic Oxidation of 5-Hydroxymethyl-Furfural to 2,5-Furandicarboxylic Acid

et al. 2020

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Biomass can be used as an alternative feedstock for the production of fuels and valuable chemicals, which can alleviate the current global dependence on fossil resources. One of the biomass-derived molecules, 2,5-furandicarboxylic acid (FDCA), has attracted great interest due to its broad applications in various fields. In particular, it is considered a potential substitute of petrochemical-derived terephthalic acid (PTA), and can be used for the preparation of valuable bio-based polyesters such as polyethylene furanoate (PEF). Therefore, significant attempts have been made for efficient production of FDCA and the catalytic chemical approach for FDCA production, typically from a biomass-derived platform molecule, 5-hydroxymethylfurfural (HMF), over metal catalysts is the focus of great research attention. In this review, we provide a systematic critical overview of recent progress in the use of different metal-based catalysts for the catalytic aerobic oxidation of HMF to FDCA. Catalytic performance and reaction mechanisms are described and discussed to understand the details of this reaction. Special emphasis is also placed on the base-free system, which is a more green process considering the environmental aspect. Finally, conclusions are given and perspectives related to further development of the catalysts are also provided, for the potential production of FDCA on a large scale in an economical and environmentally friendly manner.

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“…However, the need of high O 2 pressure in the oxidation of HMF to FDCA raises safety issues. Therefore, H 2 O 2 which produces O 2 and water was tested in place of O 2 in the oxidation of HMF to FDCA (Chen C. T. et al, 2018). Chen C. T. et al (2018) reported a high yield of 91% FDCA when a molar ratio of 10 between HMF and Ru/C was used in Na 2 CO 3 solution at 75 • C and a reaction time of 6 h with H 2 O 2 as the oxidant.…”

Section: H 2 O 2 As An Oxidantmentioning

confidence: 99%

Heterogeneous Catalytic Conversion of Sugars Into 2,5-Furandicarboxylic Acid

et al. 2020

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Achieving the goal of living in a sustainable and greener society, will need the chemical industry to move away from petroleum-based refineries to bio-refineries. This aim can be achieved by using biomass as the feedstock to produce platform chemicals. A platform chemical, 2,5-furandicarboxylic acid (FDCA) has gained much attention in recent years because of its chemical attributes as it can be used to produce green polymers such polyethylene 2,5-furandicarboxylate (PEF) that is an alternative to polyethylene terephthalate (PET) produced from fossil fuel. Typically, 5-(hydroxymethyl)furfural (HMF), an intermediate product of the acid dehydration of sugars, can be used as a precursor for the production of FDCA, and this transformation reaction has been extensively studied using both homogeneous and heterogeneous catalysts in different reaction media such as basic, neutral, and acidic media. In addition to the use of catalysts, conversion of HMF to FDCA occurs in the presence of oxidants such as air, O 2 , H 2 O 2 , and t-BuOOH. Among them, O 2 has been the preferred oxidant due to its low cost and availability. However, due to the low stability of HMF and high processing cost to convert HMF to FDCA, researchers are studying the direct conversion of carbohydrates and biomass using both a single-and multi-phase approach for FDCA production. As there are issues arising from FDCA purification, much attention is now being paid to produce FDCA derivatives such as 2, 5-furandicarboxylic acid dimethyl ester (FDCDM) to circumvent these problems. Despite these technical barriers, what is pivotal to achieve in a cost-effective manner high yields of FDCA and derivatives, is the design of highly efficient, stable, and selective multi-functional catalysts. In this review, we summarize in detail the advances in the reaction chemistry, catalysts, and operating conditions for FDCA production from sugars and carbohydrates.

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Hydrogen Peroxide Assisted Selective Oxidation of 5‐Hydroxymethylfurfural in Water under Mild Conditions

Cited by 61 publications

References 37 publications

Selective Oxidation of HMF via Catalytic and Photocatalytic Processes Using Metal-Supported Catalysts

Selective Oxidation of HMF via Catalytic and Photocatalytic Processes Using Metal-Supported Catalysts

Recent Developments in Metal-Based Catalysts for the Catalytic Aerobic Oxidation of 5-Hydroxymethyl-Furfural to 2,5-Furandicarboxylic Acid

Heterogeneous Catalytic Conversion of Sugars Into 2,5-Furandicarboxylic Acid

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