Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on manganese oxide catalysts

Nie, Junfang; Liu, Haichao

doi:10.1016/j.jcat.2014.05.003

Cited by 143 publications

(81 citation statements)

References 53 publications

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“…XPS spectra of M‐MnO x and Mn 3 O 4 in the O 1s region are presented in Figure . Each O 1s spectrum can be deconvoluted into three components: saturated lattice oxygen (O sat , BE≈530 eV), unsaturated oxygen species (O unsat , e.g., hydroxy species, BE≈532 eV), and surface‐adsorbed water (BE≈534 eV) . Curve‐fitting analyses of these XPS spectra resulted in O unsat /(O sat +O unsat ) values of 0.30 for Mn 3 O 4 , 0.31 for Fe‐MnO x , 0.36 for Co‐MnO x , 0.55 for Ni‐MnO x , and 0.36 for Cu‐MnO x (Table ).…”

Section: Resultsmentioning

confidence: 96%

Aerobic Oxygenation of Alkylarenes over Ultrafine Transition‐Metal‐Containing Manganese‐Based Oxides

et al. 2018

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The oxygenation of alkylarenes to the corresponding aryl ketones is an important reaction, and the development of efficient heterogeneous catalysts that can utilize O2 as the sole oxidant is highly desired. In this study, we developed an efficient alkylarene oxygenation process catalyzed by ultrafine transition‐metal‐containing Mn‐based oxides with spinel or spinel‐like structures (M‐MnOx, M=Fe, Co, Ni, Cu). These M‐MnOx catalysts were prepared by a low‐temperature reduction method in 2‐propanol‐based solutions using tetra‐n‐butyl ammonium permanganate (TBAMnO4) as the Mn source, and they exhibited high Brunauer–Emmett–Teller surface areas (typically >400 m2 g−1). Using fluorene as the model substrate, the catalytic activities of M‐MnOx and Mn3O4 were compared. The catalytic activities of M‐MnOx were significantly higher than that of Mn3O4, which demonstrates that the incorporation of transition metals in manganese oxide was critical. Among the series of M‐MnOx catalysts examined, Ni‐MnOx exhibited the highest catalytic activity for the oxygenation. In addition, the catalytic activity of Ni‐MnOx was higher than that of a physical mixture of Mn3O4 and NiO. Furthermore, Ni‐MnOx exhibited a broad substrate scope with respect to various types of structurally diverse (hetero)alkylarenes (16 examples). The observed catalysis was truly heterogeneous, and the Ni‐MnOx catalyst was reusable for the oxygenation of fluorene at least three times and its high catalytic performance was preserved, for example, the reaction rate, final product yield, and product selectivity. The present Ni‐MnOx‐catalyzed oxygenation process is possibly initiated by a single‐electron oxidation process, and herein a plausible oxygen‐transfer mechanism is proposed based on several pieces of experimental evidence.

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Section: Resultsmentioning

confidence: 96%

Aerobic Oxygenation of Alkylarenes over Ultrafine Transition‐Metal‐Containing Manganese‐Based Oxides

et al. 2018

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“…studied MnO 2 supported Ag catalysts for HMF oxidation with excellent conversion (99 %) and selectivity to DFF (100 %) . Liu's team recently developed cost‐effective octahedral molecular sieve MnO 2 catalysts for highly selective oxidation of HMF to DFF in aqueous phase [TOF: 77.6 mmol HMF/(g cat .h), S: 97.6 %, 110 °C, 0.5 MPa O 2 ] . Surface Mn n+ species are very sensitive to oxidation environment thus showing very good redox properties during HMF conversion.…”

Section: Figurementioning

confidence: 99%

Nanostructured Metal Catalysts for Selective Hydrogenation and Oxidation of Cellulosic Biomass to Chemicals

Jin

Fang

Wang

et al. 2018

The Chemical Record

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Conversion of biomass to chemicals provides essential products to human society from renewable resources. In this context, achieving atom‐economical and energy‐efficient conversion with high selectivity towards target products remains a key challenge. Recent developments in nanostructured catalysts address this challenge reporting remarkable performances in shape and morphology dependent catalysis by metals on nano scale in energy and environmental applications. In this review, most recent advances in synthesis of heterogeneous nanomaterials, surface characterization and catalytic performances for hydrogenation and oxidation for biorenewables with plausible mechanism have been discussed. The perspectives obtained from this review paper will provide insights into rational design of active, selective and stable catalytic materials for sustainable production of value‐added chemicals from biomass resources.

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“…Therefore, selective oxidation of HMF to DFF with environment friendly molecular oxygen as oxidant satisfied the requirement of green chemistry. To date, homogeneous metal/bromide systems (Co/Mn/Br, Co/Mn/Zr/Br) 16 and heterogeneous transition metal-based catalysts such as ruthenium, [17][18][19][20][21] vanadium, 22-31 manganese, 9,32,33 copper 23,26 and silver 34 have been developed for the production of DFF from HMF or directly from carbohydrate. [35][36][37][38][39][40] Recently, our team achieved one-step approach to DFF directly from fructose by using acidic cesium salts of molybdovanadophosphoric heteropolyacids (CsMVP-HPAs) 39 as well as proton-and vanadium-containing graphitic carbon nitride [V-g-C 3 N 4 (H + )].…”

Section: Introductionmentioning

confidence: 99%

Ruthenium complex immobilized on poly(4-vinylpyridine)-functionalized carbon-nanotube for selective aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran

et al. 2015

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Polymer-carbon composite material of poly(4-vinylpyridine)-functionalized carbon-nanotube (PVP/CNT) was prepared by in situ polymerization of 4-vinylpyridine monomer in the presence of CNT suspension. Raman spectra analysis confirmed the almost unchanged graphitized surfaces of CNT moiety in the 10 PVP/CNT after the covalent functionalization of pristine CNT with PVP. Catalyst made of ruthenium complex immobilized on PVP/CNT (Ru-PVP/CNT) was fully characterized by ICP-OES, TG-DTA, FT-IR, Raman, XRD, UV-vis, BET, TEM, XPS and H 2 -TPR. Moreover, Ru-PVP/CNT shows excellent catalytic performance towards the selective oxidation of biomass-based 5-hydroxymethylfurfural (HMF) to 2,5-diformylfuran (DFF) with molecular oxygen as oxidant. The reaction parameters such as the 15 reaction temperature, reaction time, solvent, catalyst amount, oxidant, and oxygen pressure were systematically investigated for this important biomass-related transformation. Under the optimal condition, a DFF yield of 94% with a full HMF conversion were obtained by using Ru-PVP/CNT in N,Ndimethylformamide (DMF) under 2.0 MPa O 2 at 120 °C.

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Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on manganese oxide catalysts

Cited by 143 publications

References 53 publications

Aerobic Oxygenation of Alkylarenes over Ultrafine Transition‐Metal‐Containing Manganese‐Based Oxides

Aerobic Oxygenation of Alkylarenes over Ultrafine Transition‐Metal‐Containing Manganese‐Based Oxides

Nanostructured Metal Catalysts for Selective Hydrogenation and Oxidation of Cellulosic Biomass to Chemicals

Ruthenium complex immobilized on poly(4-vinylpyridine)-functionalized carbon-nanotube for selective aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran

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