4.8 Article

Selective Electrosynthesis of 2,5-Diformylfuran in a Continuous-Flow System

Journal

CHEMSUSCHEM
Volume 15, Issue 3, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202102596

Keywords

biomass conversion; electrochemistry; electrooxidation; flow synthesis; hydrogen evolution reaction

Funding

  1. Science and Technology Commission of Shanghai Municipality [18230743400, 19JC1412600, 20520741400]
  2. National Natural Science Foundation of China [21771124, 21901156]

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An efficient synthesis of 2,5-diformylfuran (DFF) from 5-hydroxymethylfurfural (HMF) was achieved using a continuous-flow system with a redox mediator I-/I-2 and inexpensive graphite felt (GF) electrode. The method demonstrated high selectivity and potential for large-scale production of DFF.
The gram-scale selective oxidation of biomass-based chemicals, in particular 5-hydroxymethylfurfural (HMF), into value-added 2,5-diformylfuran (DFF) has a high application potential but suffers from high cost, low selectivity, and harsh reaction conditions. Besides, the electrooxidation strategy requires the usage of expensive electrodes and struggles with low selectivity and efficiency, which restricts its further scaled-up application. In this regard, a continuous-flow system was developed through redox mediator I-/I-2 for the efficient synthesis of DFF, which could accelerate the mass transfer of I- (I-2) to aqueous (organic) phase and avoid over-oxidation to achieve high selectivity. After the solvent system, iodine concentration, and reaction time were optimized, highly efficient DFF synthesis (selectivity >99 %) could be achieved in the electrochemical flow system using inexpensive graphite felt (GF) as electrode. Moreover, selective HMF oxidation was paired with the hydrogen evolution reaction with increased efficiency after using in-situ-loaded GF-CoS2/CoS and GF-Pt electrodes. As a result, the required energy to achieve the gram-scale synthesis of DFF was significantly reduced, demonstrating outstanding potential for large-scale production of the target product.

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