Selective conversion of D-fructose to 5-hydroxymethylfurfural by ion-exchange resin in acetone/dimethyl sulfoxide solvent mixtures

Xinhua Qi, Masara Watanabe, Taku M. Aida, Richard Lee Smith

Research output: Contribution to journalArticlepeer-review

150 Citations (Scopus)

Abstract

Catalytic dehydration of D-fructose to 5-Hydroxymemylfurfural (5-HMF) in acetone/dimethyl sulfoxide solvent mixtures was studied in the presence of a strong acidic cation-exchange resin catalyst (DOWEX 50WX8-100) by microwave heating. The addition of acetone to me dimethyl sulfoxide (DMSO) solvent promoted die formation of 5-HMF from D-fructose. For a D-fructose conversion of 97.9%, the 5-HMF selectivity was 91.7% for a 20-min reaction time in 70:30 (w/w) acetone/DMSO solvent mixtures. Concentrations as high as 10 wt % D-fructose were studied, for which it was found that 5-HMF yields of 82.1% for a reaction time of 10 min could be obtained. The stability of the ion-exchange resin used as the catalyst was confirmed. Compared to pure DMSO solvent, the combination of low-boiling-point acetone with DMSO used as me reaction medium not only gives highly selective 5-HMF formation, but also improves the separation efficiency and reduces environmental risk.

Original languageEnglish
Pages (from-to)9234-9239
Number of pages6
JournalIndustrial and Engineering Chemistry Research
Volume47
Issue number23
DOIs
Publication statusPublished - 2008 Dec 3

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Industrial and Manufacturing Engineering

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