Production of 5-hydroxymethylfurfural in ionic liquids under high fructose concentration conditions

Carbohydr Res. 2010 Sep 3;345(13):1846-50. doi: 10.1016/j.carres.2010.07.003. Epub 2010 Jul 30.

Abstract

Acid-promoted, selective production of 5-hydroxymethylfurfural (HMF) under high fructose concentration conditions was achieved in ionic liquids (ILs) at 80 degrees C. A HMF yield up to 97% was obtained in 8min using 1-butyl-3-methylimidazolium chloride ([C(4)mim]Cl) catalyzed with 9mol% hydrochloric acid. More significantly, an HMF yield of 51% was observed when fructose was loaded at a high concentration of 67wt% in [C(4)mim]Cl. Water content below 15.4% in the system had little effect on HMF yield, whereas a higher water content was detrimental to both reaction rate and HMF yield. In situ NMR analysis suggested that the transformation of fructose to HMF was a highly selective reaction that proceeded through the cyclic fructofuranosyl intermediate pathway. This work increased our capacity to produce HMF, and should be valuable to facilitate cost-efficient conversion of biomass into biofuels and bio-based products.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Fructose / chemistry*
  • Furaldehyde / analogs & derivatives*
  • Furaldehyde / chemistry
  • Ionic Liquids / chemistry*
  • Temperature
  • Water / chemistry

Substances

  • Ionic Liquids
  • Water
  • Fructose
  • 5-hydroxymethylfurfural
  • Furaldehyde