Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran under Mild Conditions without Any Additive

Yang, Youdi; Liu, Hangyu; Li, Shaopeng; Chen, Chunjun; Wu, Tianbin; Mei, Qingqing; Wang, Yanyan; Chen, Bingfeng; Liu, Huizhen; Han, Buxing

doi:10.1021/acssuschemeng.8b04937

Cited by 38 publications

(36 citation statements)

References 36 publications

(56 reference statements)

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“…Their advantage is the high temperature limit. When a small number of reaction products were observed [66], the carbon balance was nearly fully closed. Of course, typical internal standards (e.g.…”

Section: Gas and Liquid Chromatographymentioning

confidence: 99%

Separation procedures in the identification of the hydrogenation products of biomass-derived hydroxymethylfurfural

Soszka

Ruppert

2020

Reviews in Analytical Chemistry

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Lignocellulosic biomass is considered an attractive and most abundant renewable carbon feedstock. Hydroxymethylfurfural (HMF) is one of the platform molecules obtained from biomass. HMF transformation in the reductive atmosphere allows to obtain numerous value-added molecules with applications in several recently emerged sectors, e.g. biofuels and biopolymers. This process is still intensively investigated, and more efficient, stable and sustainable solutions are envisaged. Therefore, the choice of efficient analytical methods is of great importance. This review covers the methodologies used for the analysis of HMF hydrodeoxygenation, including chromatographic and spectrometric methods. Techniques such as gas chromatography, high-performance liquid chromatography, Fourier transform infrared spectroscopy, nuclear magnetic resonance, and mass spectrometry are mentioned as well in this review.

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Section: Gas and Liquid Chromatographymentioning

confidence: 99%

Separation procedures in the identification of the hydrogenation products of biomass-derived hydroxymethylfurfural

Soszka

Ruppert

2020

Reviews in Analytical Chemistry

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“…Recently, a Pd/C catalyst prepared in γ-valerolactone (Pd-GVL/C) attained an excellent yield of DMF without using any additive. The preparation of catalysts in GVL furnished Pd particles with a narrow size distribution, increasing catalytic efficiency [165]. The same group designed another Co-N-C/NiAl-MMO catalyst, which displayed outstanding selectivity of DMF [166].…”

Section: Hmf To Dmfmentioning

confidence: 99%

Energy Densification of Biomass-Derived Furfurals to Furanic Biofuels by Catalytic Hydrogenation and Hydrodeoxygenation Reactions

Vinod¹,

Dutta²

2021

Sustainable Chemistry

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The concomitant hydrolysis and dehydration of biomass-derived cellulose and hemicellulose to furfural (FUR) and 5-(hydroxymethyl)furfural (HMF) under acid catalysis allows a dramatic reduction in the oxygen content of the parent sugar molecules with a 100% carbon economy. However, most applications of FUR or HMF necessitate synthetic modifications. Catalytic hydrogenation and hydrogenolysis have been recognized as efficient strategies for the selective deoxygenation and energy densification of biomass-derived furfurals generating water as the sole byproduct. Efficient and eco-friendly catalysts have been developed for the selective hydrogenation of furfurals affording renewable furanic compounds such as 2-methylfuran, 2,5-dimethylfuran and 2-methyltetrahydrofuran with potential applications as biofuel, solvent and chemical feedstock. Hydrogen gas or hydrogen donor molecules, required for the above processes, can also be renewably obtained from biomass using catalytic processes, enabling a circular economy. In this review, the recent developments in the energy densification of furfurals to furanic compounds of commercial significance are elaborated, emphasizing the role of catalyst and the reaction parameters employed. Critical discussion on sourcing hydrogen gas required for the processes, using hydrogen donor solvents, catalyst design and the potential markets of furanic intermediates have been made. Critical evaluations of the accomplishments and challenges in this field are also provided.

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“…For example, 58.0% yield of FFA could be obtained from the hydrogenation of FF over Ni/C catalyst, while 21.0% yield of tetrahydrofurfuryl alcohol (THFA) was generated in the meantime ( Wu et al, 2019 ). Moreover, the hydrogenolysis of hydroxyl and furan ring groups often occurs simultaneausly with C=O hydrogenation to form other by-products, such as 2-methyltetrahydrofuran (2-MTHF), 2-methylfurfuran (2-MF), 2-pentanol, 2,5-dimethylfuran (DMF), and 2,5-dimethyltetrahydrofuran (DMTHF), attenuating the selectivity to FFA/DHMF ( Perez and Fraga, 2014 ; Mitra et al, 2015 ; Srivastava et al, 2015 ; Chacón-Huete et al, 2018 ; Tan et al, 2019 ; Yang et al, 2019 ). It is desirable but highly challenging to selectively catalyze the hydrogenation of carbonyls while keeping the furan rings and hydroxyl unaffected.…”

Section: Introductionmentioning

confidence: 99%

Selective Hydrogenation of the Carbonyls in Furfural and 5-Hydroxymethylfurfural Catalyzed by PtNi Alloy Supported on SBA-15 in Aqueous Solution Under Mild Conditions

Gao

Jiang

2021

Front. Chem.

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Valuable furfuryl alcohol (FFA) and 2,5-dihydroxymethylfuran (DHMF) could be produced by selective hydrogenation of biomass-derived furfural (FF) and 5-hydroxymethylfurfural (HMF) with high atom economy. In this study, SBA-15 (a kind of mesoporous silica molecular sieve)-supported low metal loading (3 wt% total metal content) PtNi alloy catalyst (PtNi/SBA-15) was synthesized via two steps, including the generation of PtNi alloy by hydrothermal method, and the immobilization of PtNi alloy on SBA-15. PtNi/SBA-15 has ordered mesoporous structure with high surface area, and high dispersion of the PtNi alloy with the formation of Ptδ−-Niδ+ surface pairs on SBA-15, which benefit hydrogen activation and selective carbonyl hydrogenation. The selective hydrogenation of FF and HMF over PtNi/SBA-15 in water solvent at 303 K with 1.5 MPa H2 within 2 h, could respectively yield 64.6% FFA with 77.0% selectivity, and 68.2% DHMF with 81.9% selectivity. Besides, PtNi/SBA-15 exhibited a satisfactory water resistance and stability after recycling at least five runs.

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Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran under Mild Conditions without Any Additive

Cited by 38 publications

References 36 publications

Separation procedures in the identification of the hydrogenation products of biomass-derived hydroxymethylfurfural

Separation procedures in the identification of the hydrogenation products of biomass-derived hydroxymethylfurfural

Energy Densification of Biomass-Derived Furfurals to Furanic Biofuels by Catalytic Hydrogenation and Hydrodeoxygenation Reactions

Selective Hydrogenation of the Carbonyls in Furfural and 5-Hydroxymethylfurfural Catalyzed by PtNi Alloy Supported on SBA-15 in Aqueous Solution Under Mild Conditions

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