Journal
GREEN CHEMISTRY
Volume 14, Issue 10, Pages 2752-2758Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2gc35845j
Keywords
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Funding
- National Natural Science Foundation of China [21172125, 21003129]
- Ministry of Science and Technology [2012BAD32B10]
- Ministry of Education of China [B06005]
- Committee of Science and Technology of Tianjin
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A combined experimental and computational study on the imidazolium ionic liquid-promoted conversion of fructose to 5-hydroxymethylfurfural (HMF) was performed. In particular, 1-butyl-3-methylimidazolium bromide (BMImBr) was found to be unexpectedly effective for conversion of fructose into HMF without utilizing any other additive or catalyst. Under the optimized conditions, nearly 100% conversion of fructose with a 95% yield of HMF could be obtained. In addition, BMImBr could be easily recovered and reused over 6 times without significant loss of activity. This protocol represents a simple, recyclable and environmentally friendly pathway for HMF production. Furthermore, the detailed mechanism of the BMImBr-promoted conversion of fructose into HMF was also studied through an in situ FT-IR technique, NMR and density functional theory calculations, and demonstrated that the hydrogen bond interaction between BMImBr and fructose could play an important role in promoting the dehydration of fructose. This work also provides further understanding at the molecular level of the reaction process for ionic liquid-promoted conversion of fructose to HMF.
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