Dual catalytic function of 1,3-dialkylimidzolium halide ionic liquid on the dehydration of fructose to 5-hydroxymethylfurfural

Jihye Ryu, Jae Wook Choi, Dong Jin Suh, Dong June Ahn, Young Woong Suh

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

In the fructose dehydration to 5-hydroxymethylfurfural (HMF) in dimethyl sulfoxide, the catalytic function of 1,3-dialkylimidazolium-based ionic liquids with different counter-anions was investigated. It was found that the effects of alkyl chain length and additional alkyl group in Cl-containing ionic liquids were negligible whereas the activity of 1-butyl-3-methylimidazolium-based ionic liquids was considerably changed by varying the anion (particularly, halide ions). The latter finding was confirmed by the control experiment result that the addition of KBr or Ca(CH 3COO) 2 dramatically tuned the catalytic activity of 1-butyl-3-methylimidazolium chloride. From these results and the proposed reaction pathway, it was consequently believed that 1,3-dialkylimidazolium halide contained the dual catalytic function to act as both Brönsted acid and nucleophile for the fructose dehydration to HMF.

Original languageEnglish
Pages (from-to)11-15
Number of pages5
JournalCatalysis Communications
Volume24
DOIs
Publication statusPublished - 2012 Jul 5

Fingerprint

Ionic Liquids
Fructose
Dehydration
Ionic liquids
Anions
Negative ions
Nucleophiles
Dimethyl sulfoxide
Dimethyl Sulfoxide
Chain length
Catalyst activity
Ions
Acids
5-hydroxymethylfurfural
Experiments

Keywords

  • Alkylimidazolium-based ionic liquid
  • Dehydration
  • Fructose
  • Halide
  • HMF

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology
  • Chemistry(all)

Cite this

Dual catalytic function of 1,3-dialkylimidzolium halide ionic liquid on the dehydration of fructose to 5-hydroxymethylfurfural. / Ryu, Jihye; Choi, Jae Wook; Suh, Dong Jin; Ahn, Dong June; Suh, Young Woong.

In: Catalysis Communications, Vol. 24, 05.07.2012, p. 11-15.

Research output: Contribution to journalArticle

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AU - Suh, Dong Jin

AU - Ahn, Dong June

AU - Suh, Young Woong

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AB - In the fructose dehydration to 5-hydroxymethylfurfural (HMF) in dimethyl sulfoxide, the catalytic function of 1,3-dialkylimidazolium-based ionic liquids with different counter-anions was investigated. It was found that the effects of alkyl chain length and additional alkyl group in Cl-containing ionic liquids were negligible whereas the activity of 1-butyl-3-methylimidazolium-based ionic liquids was considerably changed by varying the anion (particularly, halide ions). The latter finding was confirmed by the control experiment result that the addition of KBr or Ca(CH 3COO) 2 dramatically tuned the catalytic activity of 1-butyl-3-methylimidazolium chloride. From these results and the proposed reaction pathway, it was consequently believed that 1,3-dialkylimidazolium halide contained the dual catalytic function to act as both Brönsted acid and nucleophile for the fructose dehydration to HMF.

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