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Tunable Multi-Phase System for Highly Chemo-Selective Oxidation of Hydroxymethyl-Furfural
Daniele Polidoro1, Alvise Perosa1, Maurizio Selva1
1Department of Molecular Science and Nanosystem, Ca' Foscari, Università di Venezia, Via torino 155, 30172, Venezia Mestre, Italy.
Chemsuschem
|June 29, 2022
Summary
Multiphase systems efficiently oxidize 5-hydroxymethylfurfural (HMF) into valuable products like FDCA, FFCA, and DFF. These systems enable catalyst recycling and simplified product separation, showcasing sustainable chemical synthesis.
Area of Science:
- Green Chemistry and Sustainable Catalysis
- Organic Synthesis and Reaction Engineering
- Biomass Conversion and Valorization
Background:
- 5-hydroxymethylfurfural (HMF) is a key platform chemical derived from biomass.
- Selective oxidation of HMF is challenging due to its multiple functional groups.
- Efficient separation and catalyst recycling are crucial for sustainable industrial processes.
Purpose of the Study:
- To investigate the efficacy of multiphase systems for HMF oxidation.
- To control selectivity towards different oxidation products using tailored solvent systems.
- To demonstrate catalyst recyclability and simplified product separation in a semicontinuous process.
Main Methods:
- Employed three distinct multiphase systems (MP1-3) using immiscible liquids, with/without ionic liquids.
- Utilized 5% Ru/C as a catalyst and air (8 bar) as the oxidant for HMF oxidation.
- Analyzed product yields and catalyst leaching using standard analytical techniques.
Main Results:
- Achieved high yields (87–96%) for four distinct HMF oxidation products: FDCA, FFCA, HMFCA, and DFF.
- MP1 (water/isooctane) yielded 2,5-furandicarboxylic acid (FDCA, 91%).
- MP2 (with ionic liquid) produced 5-formyl-2-furancarboxylic acid (FFCA, 87–89%) and enabled HMFCA synthesis.
- MP3 (acetonitrile/cyclooctane) selectively produced 2,5-diformylfuran (DFF, 96%).
- Demonstrated excellent catalyst (Ru/C) segregation and recyclability with negligible leaching (<0.96 ppb).
Conclusions:
- Multiphase systems offer versatile and selective routes for HMF oxidation.
- These systems facilitate efficient catalyst recovery and reuse, enabling semicontinuous operation.
- The developed methods represent a significant advancement in sustainable HMF valorization.
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