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Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquids
Abstract
An efficient process for the dehydration of fructose into 5-hydroxymethylfurfural (5-HMF) in ionic liquid 1-butyl-3-methyl imidazolium chloride ([BMIM][Cl]) by using a sulfonic ion-exchange resin as catalyst was developed. A fructose conversion of 98.6% with a 5-HMF yield of 83.3% was achieved in 10 min reaction time at 80 °C. When the reaction temperature was increased to 120 °C, a 5-HMF yield of 82.2% was obtained in only 1 min for essentially 100% fructose conversion. No large decrease in 5-HMF selectivity occurred for initial fructose concentrations of up to 20 wt.%. Water content of up to 5% in the [BMIM][Cl] had no effect on the fructose conversion rate and 5-HMF yield, but water content higher than 5 wt.% led to lower conversions and yields. The ionic liquid and sulfonic ion-exchange resin could be recycled and exhibited constant activity for 7 successive trials. The proposed process of using an ionic liquid with ion-exchange resin catalyst greatly reduces the reaction time required over previous works for converting fructose to 5-HMF.
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Citations
Cites
Metal Chlorides in Ionic Liquid Solvents Convert Sugars to 5-Hydroxymethylfurfural
Zhao, H., Holladay, J. E., Brown, H., & Zhang, Z. C. (2007) · Science · doi:10.1126/science.1141199 · Cited by 1,997
Acid-Catalyzed Production of 5-Hydroxymethyl Furfural from d-Fructose in Subcritical Water
Salak Asghari, F., & Yoshida, H. (2006) · Industrial & Engineering Chemistry Research · doi:10.1021/ie051088y · Cited by 500
Cited by
Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources
van Putten, R.-J., van der Waal, J. C., de Jong, E., Rasrendra, C. B., Heeres, H. J., & de Vries, J. G. (2013) · Chemical Reviews · doi:10.1021/cr300182k · Cited by 2,886
Advances on biomass pretreatment using ionic liquids: An overview
Tadesse, H., & Luque, R. (2011) · Energy & Environmental Science · doi:10.1039/c0ee00667j · Cited by 434
Activation of Carbonyl-Containing Molecules with Solid Lewis Acids in Aqueous Media
Román-Leshkov, Y., & Davis, M. E. (2011) · ACS Catalysis · doi:10.1021/cs200411d · Cited by 401
Gandini, A. (2010) · Polym. Chem. · doi:10.1039/b9py00233b · Cited by 295
Metadata
- Authors
- Qi, X., Watanabe, M., Aida, T. M., & Smith, Jr.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2009
- Volume
- 11
- Issue
- 9
- Pages
- 1327
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W2064799493
- Cited by
- 297
- References
- 2
- FWCI
- 16.89
- Type
- journal article
- Language
- en
- Open access
- closed
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