Selective Electrocatalytic Oxidation of Biomass-Derived 5-Hydroxymethylfurfural to 2,5-Diformylfuran: from Mechanistic Investigations to Catalyst Recovery
Type
ArticleAuthors
Kisszekelyi, PeterHardian, Rifan
Vovusha, Hakkim
Chen, Binglin
Zeng, Xianhai
Schwingenschlögl, Udo

Kupai, Jozsef
Szekely, Gyorgy

KAUST Department
Advanced Membranes and Porous Materials Research CenterChemical Engineering Program
Computational Physics and Materials Science (CPMS)
Material Science and Engineering Program
Physical Science and Engineering (PSE) Division
Date
2020-06-02Online Publication Date
2020-06-02Print Publication Date
2020-06-19Submitted Date
2020-02-19Permanent link to this record
http://hdl.handle.net/10754/662662
Metadata
Show full item recordAbstract
The catalytic transformation of bio-derived compounds, specifically 5-hydroxymethyfurfural (HMF), into value-added chemicals may provide sustainable alternatives to crude oil and natural gas based products. HMF can be obtained from fructose and successfully converted to 2,5-diformylfuran (DFF) by an environmental-friendly organic electrosynthesis performed in an ElectraSyn reactor, using cost-effective and sustainable graphite (anode) and stainless steel (cathode) electrodes in an undivided cell, without the need for conventional precious metal electrodes. In this work, we perform the electrocatalysis of HMF using green solvents such as acetonitrile, γ-valerolactone, as well as PolarClean that is used in electrocatalysis for the first time. The reaction parameters, and the synergistic effects of the TEMPO catalyst and 2,6-lutidine base are explored both experimentally and through computation modelling. The molecular design and synthesis of a size-enlarged C3-symmetric tris-TEMPO catalyst are also performed to facilitate a sustainable reaction work-up via nanofiltration. The obtained performance is then compared with those obtained by heterogeneous TEMPO alternatives recovered via an external magnetic field and microfiltration. Results show that our new method of electrocatalytic oxidation of HMF to DFF can be achieved with excellent selectivity, good yield, and excellent catalyst recovery.Citation
Kisszekelyi, P., Hardian, R., Vovusha, H., Chen, B., Zeng, X., Schwingenschlogl, U., … Szekely, G. (2020). Selective Electrocatalytic Oxidation of Biomass-derived 5-Hydroxymethylfurfural (HMF) to 2,5-Diformylfuran (DFF): From Mechanistic Investigations to Catalyst Recovery. ChemSusChem. doi:10.1002/cssc.202000453Sponsors
Scheme 1, Figure 7 and the table of contents illustrations were created by Heno Hwang, scientific illustrator at King Abdullah University of Science and Technology (KAUST). This work was supported by Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences (JK), the New National Excellence Program of the Ministry of Human Capacities, grant number ÚNKP-19-4-BME-415 (JK), and the Gedeon Richter's Talentum Foundation (PK). The research reported in this publication was supported by funding from KAUST.Publisher
WileyJournal
ChemSusChemAdditional Links
https://onlinelibrary.wiley.com/doi/abs/10.1002/cssc.202000453ae974a485f413a2113503eed53cd6c53
10.1002/cssc.202000453
Scopus Count
Collections
Articles
Except where otherwise noted, this item's license is described as © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.