Metal Free Acid Base Catalyst in the Selective Synthesis of 2,5-Diformylfuran from Hydroxymethylfurfural, Fructose, and Glucose

Rathod, Pramod V.; Nale, Sagar D.; Jadhav, Vrushali H.

doi:10.1021/acssuschemeng.6b02053

Cited by 57 publications

(25 citation statements)

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“…The catalyst was synthesized using hydrothermal carbonization of glucose and p‐toluenesulfonic acid (PTSA) at 180 °C for 24 h. Further, the catalyst is characterized by various spectroscopic techniques, such as Fourier Transforms Infrared (FTIR), Powder X‐ray Diffraction (PXRD), Scanning Electron Microscopy (SEM), and C NMR. (For characterization details see the supporting information)..…”

Section: Resultsmentioning

confidence: 99%

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

et al. 2019

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Section: Resultsmentioning

confidence: 99%

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

et al. 2019

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“…The molecule 5-hydroxymethylfurfural (HMF) possesses a hydroxyl group and an aldehyde group at the 2,5 positions of the furan ring, which enable it to perform different types of reactions, such as hydrogenation, [2,3] oxidation, [4,5] rearrangement, [6] decomposition [7] and polymerization. [8] HMF can be converted to value-added fine chemicals and liquid fuels, such as levulinic acid, [7] 2,5-furandialdehyde (DFF), [9,10] 2,5-furandicarboxylic acid (FDCA). [11,12] Among them, DFF is one of more attractive products.…”

Section: Introductionmentioning

confidence: 99%

A Carbon Catalyst Co‐Doped with P and N for Efficient and Selective Oxidation of 5‐Hydroxymethylfurfural into 2,5‐Diformylfuran

et al. 2020

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A newly designed N and P co-doped carbon material has been developed to catalyze the conversion of 5hydroxymethylfurfural (HMF) to 2,5-furandialdehyde (DFF) with unprecedented yield and selectivity and demonstrating a synergistic effect between the heteroatoms. The desired catalyst was first synthesized via a pyrolysis method using urea as the nitrogen and carbon source followed by calcination with phytic acid solution as the phosphorus source. The mass ratio of phytic acid to C 3 N 4 and calcination temperature were varied to investigate their effects on catalyst synthesis and microstructure as well as subsequent catalytic activity in simple reaction systems under oxygen. The effect of reaction conditions on the final HMF conversion and DFF selectivity were also investigated systematically. The PÀ CÀ N-5-800 catalyst obtained with the optimized annealing temperature of 800°C and mass ratio of phytic acid/C 3 N 4 of 5 enabled a 99.5 % DFF yield at 120°C for 9 h under 10 bar oxygen pressure, being the highest among any reported metal-free heterogeneous catalyst to date. The excellent performance of PÀ CÀ N-5-800 could be ascribed to the synergy between N and P heteroatoms as well as the high content of graphitic-N and the PÀ C species within the carbon structure. Reusability studies show that the PÀ CÀ N-5-800 catalyst was stable and reusable without deactivation. These results strongly suggest that PÀ CÀ N-5-800 is a promising catalyst for large-scale production of DFF in a green manner.

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“…In this study, we prepared carbonized d ‐glucose with para‐toluenesulfonic acid ( p ‐TSA) via a one‐pot process wherein structures embedded with the highly active –OH, –COOH, and –SO 3 H sites were formed. [ 26 ] These functional groups provide not only anchor sites but also electronic effects that aid in catalytic activity. [ 27 ] The catalyst surface was then modified with 3‐aminopropyltriethoxysilane (APTES) to produce the catalyst anchor sites for the immobilization of a small amount of copper (CuCl 2 ‧2H 2 O in EtOH).…”

Section: Introductionmentioning

confidence: 99%

Solvent‐free synthesis of propargylamines via A³ coupling reaction and organic pollutant degradation in aqueous condition using Cu/C catalyst

Rathod

Puguan

Kim

2020

Applied Organom Chemis

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The present report focuses on the efficient and operationally simple synthesis of biomass‐derived carbon as support to immobilize copper particles as a catalyst for the one‐pot synthesis of propargylamines from furfural via the A3 coupling reaction. This new catalyst showed remarkable catalytic performance leading to a 97% yield within 5 h at 80 °C using 5 mg (0.0022 mmol Cu) of Cu/C catalyst under solvent‐free condition. Moreover, nitro‐substituted compounds such as 4‐nitrophenol (4‐NP) are highly toxic and not easily degradable. Hence, a quick and effective method is required to neutralize these toxic compounds. The synthesized active support Cu/C catalyst having various electron‐donating groups containing small amounts of Cu plays an essential role in the catalytic reduction of 4‐NP (0.1 g). Using only 3 mg (0.0013 mmol Cu) of Cu/C catalyst and NaBH4 (10 mmol), a 99% yield (100% selectivity) in the aqueous condition at 25 °C was achieved. The catalytic reduction follows the pseudo‐first‐order kinetics with reaction rate constant of 0.028 s−1. Moreover, results demonstrate that the Cu/C catalyst has superior catalytic activity due to the presence of electron‐donating molecules such as O, S, and N atoms, which enable synergistic effect in enhancing the overall catalytic performance. Notably, the recoverability and recyclability of the synthesized catalyst were evaluated for up to four cycles, which confirmed its stability in these cycles.

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Metal Free Acid Base Catalyst in the Selective Synthesis of 2,5-Diformylfuran from Hydroxymethylfurfural, Fructose, and Glucose

Cited by 57 publications

References 53 publications

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

A Carbon Catalyst Co‐Doped with P and N for Efficient and Selective Oxidation of 5‐Hydroxymethylfurfural into 2,5‐Diformylfuran

Solvent‐free synthesis of propargylamines via A³ coupling reaction and organic pollutant degradation in aqueous condition using Cu/C catalyst

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Metal Free Acid Base Catalyst in the Selective Synthesis of 2,5-Diformylfuran from Hydroxymethylfurfural, Fructose, and Glucose

Cited by 57 publications

References 53 publications

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

Acidic Handle Assemble Heterogeneous Carbocatalyst for Facile Aliphatic Nucleophilic Fluorination

A Carbon Catalyst Co‐Doped with P and N for Efficient and Selective Oxidation of 5‐Hydroxymethylfurfural into 2,5‐Diformylfuran

Solvent‐free synthesis of propargylamines via A3 coupling reaction and organic pollutant degradation in aqueous condition using Cu/C catalyst

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Solvent‐free synthesis of propargylamines via A³ coupling reaction and organic pollutant degradation in aqueous condition using Cu/C catalyst