The Preparation of Biobased 2,5-Furandicarboxylic Acid Derived from the Oxidation of 5-Hydroxymethylfurfural Over Potassium Ferrate

Zhang, Junhua; Xie, Wenxing; Li, Junke; Liang, Qidi; Guo, Daliang; Tang, Yanjun

doi:10.1166/jbmb.2018.1762

Cited by 4 publications

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“…Recently, we have developed a method the oxidation of HMF to FDCA, an 87.2% yield of FDCA was obtained under optimal reaction conditions [ 36 ]. It was reported that dipotassium phosphate buffer and metal compounds were helpful in improving the stability of potassium ferrate [ 40 ].…”

Section: Resultsmentioning

confidence: 99%

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An Eco-Friendly Method to Get a Bio-Based Dicarboxylic Acid Monomer 2,5-Furandicarboxylic Acid and Its Application in the Synthesis of Poly(hexylene 2,5-furandicarboxylate) (PHF)

et al. 2019

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Recently, we have developed an eco-friendly method for the preparation of a renewable dicarboxylic acid 2,5-furandicarboxylic acid (FDCA) from biomass-based 5-hydroxymethylfrufural (HMF). In the present work, we optimized our reported method, which used phosphate buffer and Fe(OH)3 as the stabilizer to improve the stability of potassium ferrate, then got a purified FDCA (up to 99%) in high yield (91.7 wt %) under mild conditions (25 °C, 15 min, air atmosphere). Subsequently, the obtained FDCA, along with 1,6-hexanediol (HDO), which was also made from HMF, were used as monomers for the synthesis of poly(hexylene 2,5-furandicarboxylate) (PHF) via direct esterification, and triphenyl phosphite was used as the antioxidant to alleviate the discoloration problem during the esterification. The intrinsic viscosity, mechanical properties, molecular structure, thermal properties, and degradability of the PHFs were measured or characterized by Koehler viscometer, universal tensile tester, Nuclear Magnetic Resonance (NMR), Fourier-transform Infrared (FTIR), X-ray diffraction (XRD), Differential Scanning Calorimeter (DSC), Derivative Thermogravimetry (DTG), Scanning Electron Microscope (SEM), and weight loss method. The experimental evidence clearly showed that the furan-aromatic polyesters prepared from biomass-based HMF are viable alternatives to the petrochemical benzene-aromatic polyesters, they can serve as low-melting heat bondable fiber, high gas-barrier packaging material, as well as specialty material for engineering applications.

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Section: Resultsmentioning

confidence: 99%

“…Recently, we have developed a method to get purified FDCA from HMF under mild conditions [ 36 , 37 ]. In the present study, we further optimized our reported technical route to get a purified FDCA in high yield.…”

Section: Introductionmentioning

confidence: 99%

An Eco-Friendly Method to Get a Bio-Based Dicarboxylic Acid Monomer 2,5-Furandicarboxylic Acid and Its Application in the Synthesis of Poly(hexylene 2,5-furandicarboxylate) (PHF)

et al. 2019

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“…Based on the wide application of BHMF, a mass of research on the hydrogenation of HMF into BHMF has been reported. − However, HMF is extremely active due to its three functional groups (carbonyl group, hydroxyl group, and furan ring). Therefore, it is challenging to selectively convert the carbonyl group into a hydroxyl group and avoid overhydrogenation of other functional groups.…”

Section: Introductionmentioning

confidence: 99%

Selective Hydrogenation of 5-Hydroxymethylfurfural into 2,5-Bis(hydroxymethyl)furan over a Cheap Carbon-Nanosheets-Supported Zr/Ca Bimetallic Catalyst

Zhang

Liu

et al. 2020

Energy Fuels

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Catalytic transfer hydrogenation (CTH) of 5-hydroxymethylfurfural (HMF) into 2,5-bis(hydroxymethyl)furan (BHMF) is an important method for the catalytic upgrading of biomass-derived platform compounds to fuels and chemicals, and the development of effective and economical catalysts for this purpose is of great significance. In this work, we designed and prepared a new carbon-nanosheets (CNS)-supported Zr/Ca bimetallic catalyst (ZrCa@CNS) with low cost by a "gel-blowing" strategy. Comprehensive studies revealed that ZrCa(2)@CNS-600 exhibited good catalytic activity on the CTH of HMF into BHMF via Meerwein−Ponndorf−Verley (MPV) reduction, and an 84.2% BHMF yield with a 91.2% HMF conversion was obtained in isopropyl alcohol at 190 °C in 10 h. ZrCa(2)@CNS-600 exhibited good heterogeneity, reusability, and stability, and it is readily recovered from the reaction mixture by filtration and consecutively recycled/reused for six times without an obvious loss in its catalytic activity.

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“…Among these platform molecules, HMF, the so‐called ‘sleeping giant’, has been honored as an important building block due to its rich chemistry bonds and potential availability . Both the oxidation and reduction of HMF due to its two functional handles attached to a furan ring offer access to numerous valuable building blocks, such as 2,5‐dimethylfuran (DMF), 2,5‐diformylfuran (DFF), 2,5‐furandicarboxylic acid (FDCA), and 2,5‐bishydroxymethyl furan (BHMF) . A typical synthetic transformation is the selective reduction of the formyl group on HMF to yield BHMF, which has a significant market potential for the production of insulating materials, resins, self‐healing polymers, and crown ethers …”

Section: Introductionmentioning

confidence: 99%

Nano‐Fibrillated Cellulose as a Versatile Carrier of Ru/Cu Nanoparticles for the Catalytic Transfer Hydrogenation of 5‐Hydroxymethyfural to 2,5‐Bishydroxymethylfuran

et al. 2019

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Nano‐fibrillated cellulose (NFC), an abundant natural biomacromolecule, has received much attention in the field of catalyst preparation due to its unique properties. Herein, NFC is used as a versatile carrier of ruthenium and copper nanoparticles to enhance their performance in the catalytic transfer hydrogenation (CTH) of 5‐hydroxymethylfurfural (HMF) into 2,5‐bis(hydroxymethyl)furan (BHMF). The obtained RuCu@NFC was first characterized by SEM‐EDX, TEM, FT‐IR, XRD, TGA, and XPS techniques. The results showed that ruthenium and copper nanoparticles were well‐distributed on the surface of NFC, and NFC had a good thermal stability under the temperature of 210 °C. The CTH of HMF into BHMF study showed that a 97.0% of HMF conversion with a satisfactory BHMF selectivity up to 91.5% was obtained at 210 °C in 12 h over RuCu@NFC using isopropanol as the H‐donor. And RuCu@NFC was a robust catalyst that could be continuously used at least third times without significant loss in its catalytic activity.

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The Preparation of Biobased 2,5-Furandicarboxylic Acid Derived from the Oxidation of 5-Hydroxymethylfurfural Over Potassium Ferrate

Cited by 4 publications

References 0 publications

An Eco-Friendly Method to Get a Bio-Based Dicarboxylic Acid Monomer 2,5-Furandicarboxylic Acid and Its Application in the Synthesis of Poly(hexylene 2,5-furandicarboxylate) (PHF)

An Eco-Friendly Method to Get a Bio-Based Dicarboxylic Acid Monomer 2,5-Furandicarboxylic Acid and Its Application in the Synthesis of Poly(hexylene 2,5-furandicarboxylate) (PHF)

Selective Hydrogenation of 5-Hydroxymethylfurfural into 2,5-Bis(hydroxymethyl)furan over a Cheap Carbon-Nanosheets-Supported Zr/Ca Bimetallic Catalyst

Nano‐Fibrillated Cellulose as a Versatile Carrier of Ru/Cu Nanoparticles for the Catalytic Transfer Hydrogenation of 5‐Hydroxymethyfural to 2,5‐Bishydroxymethylfuran

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