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Catalytic oxidation of 5-hydroxymethylfurfural into 2,5-diformylfuran using V-containing heteropoly acid catalysts

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Abstract

2,5-Diformylfuran (DFF) is an attractive and challenging compound that can be synthesized with good selectivity by the oxidation of bio-based 5‐hydroxymethylfurfural (5-HMF) using specific catalysts. Vanadium-containing heteropoly acids (PMoV HPAs) are highly active oxidation catalysts whose activity can be tuned by changing vanadium(V) (VV) content. This study reports the preparation of a number of PMoV HPAs with different VV amount and type of outer-sphere cation and investigating their catalytic performance in 5-HMF-to-DFF conversion. The characterization of synthesized HPAs by simple instrumental methods (pH-measurement, potentiometry, and titration analysis) and NMR revealed retaining Keggin structure and increasing oxidation potential with rising VV amount. The complete optimization of reaction conditions allowed one to reach a DFF yield of 92% using Co2H6P3Mo18V7O84 at 110 °C in water/MIBK for 90 min under atmospheric pressure. The described method of 5-HMF oxidation is based on using effective soft oxidants that can be easily recycled and reused at least five times without significant loss of catalytic activity.

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Acknowledgements

The reported study was funded by Russian Foundation for Basic Research according to the research project No 18–33-00073.

Funding

This study was funded by RFBR (research project number 18–33-00073).

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Authors and Affiliations

  1. Department of Fine Organic Synthesis and Renewable Energy Source, Boreskov Institute of Catalysis SB RAS, Pr. Akad. Lavrentieva 5, Novosibirsk, 630090, Russian Federation

    Yulia Rodikova & Elena Zhizhina

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  1. Yulia Rodikova
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  2. Elena Zhizhina
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All authors made an equal contribution to implementation of the study and preparation of the manuscript.

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Correspondence to Yulia Rodikova.

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Rodikova, Y., Zhizhina, E. Catalytic oxidation of 5-hydroxymethylfurfural into 2,5-diformylfuran using V-containing heteropoly acid catalysts. Reac Kinet Mech Cat 130, 403–415 (2020). https://doi.org/10.1007/s11144-020-01782-z

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  • DOI: https://doi.org/10.1007/s11144-020-01782-z

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