Selective Hydrodeoxygenation of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran over Heterogeneous Iron Catalysts

ChemSusChem. 2017 Apr 10;10(7):1436-1447. doi: 10.1002/cssc.201700105. Epub 2017 Mar 2.

Abstract

This work provided the first example of selective hydrodeoxygenation of 5-hydroxymethylfurfural (HMF) to 2,5-dimethylfuran (DMF) over heterogeneous Fe catalysts. A catalyst prepared by the pyrolysis of an Fe-phenanthroline complex on activated carbon at 800 °C was demonstrated to be the most active heterogeneous Fe catalyst. Under the optimal reaction conditions, complete conversion of HMF was achieved with 86.2 % selectivity to DMF. The reaction pathway was investigated thoroughly, and the hydrogenation of the C=O bond in HMF was demonstrated to be the rate-determining step during the hydrodeoxygenation, which could be accelerated greatly by using alcohol solvents as additional H-donors. The excellent stability of the Fe catalyst, which was probably a result of the well-preserved active species and the pore structure of the Fe catalyst in the presence of H2 , was demonstrated in batch and continuous flow fixed-bed reactors.

Keywords: 5-hydroxymethylfurfural; biomass; heterogeneous catalysis; hydrodeoxygenation; iron.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Furaldehyde / analogs & derivatives*
  • Furaldehyde / chemistry
  • Furans / chemistry*
  • Hydrogen / chemistry
  • Iron / chemistry*
  • Oxygen / chemistry
  • Pressure
  • Solvents / chemistry
  • Temperature

Substances

  • Furans
  • Solvents
  • 5-hydroxymethylfurfural
  • Hydrogen
  • Furaldehyde
  • 2,5-dimethylfuran
  • Iron
  • Oxygen