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Production of 5-Hydroxymethylfurfural from Mono- and Disaccharides in the Presence of Ionic Liquids

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Abstract

The one-pot dehydration/hydrolysis of mono- and disaccharides to 5-hydroxymethylfurfural (HMF) in the presence of several imidazolium ionic liquids was efficiently performed. The study aims to make a mechanistic insights on the direct transformation of sugars to HMF, including glucose, fructose, galactose, sucrose, maltose and lactose. With the catalyst of [NMP][HSO4], a HMF yield of 87 % was achieved from sucrose. In addition, [AMIM]Cl revealed a remarkable catalytic activity for the transformation of fructose to HMF without other catalyst or co-solvent and the yield of HMF was 91.1 %. Theoretical calculation results showed that [AMIM]Cl expressed a more efficient catalytic activity than [BMIM]Cl.

Graphical Abstract

Fructose could directly convert into HMF in [AMIM]Cl without catalyst. Behaviors of disaccharides are largely determined by their basic units. The mechanism to explain the activity of [AMIM]Cl has been confirmed by using DFT method.

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Acknowledgments

The authors are grateful to the Fundamental Research Funds for the Central Universities (JUSRP211A12) and Natural Science Foundation of Jiangsu Province (SBK201222312) for financial support.

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Authors and Affiliations

  1. School of Chemical and Material Engineering, Jiangnan University, 1800 Lihu Road, Wuxi, 214122, Jiangsu, China

    Jincai Shi, Wentao Liu, Ningning Wang, Yan Yang & Haijun Wang

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  1. Jincai Shi
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  2. Wentao Liu
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  3. Ningning Wang
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  4. Yan Yang
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  5. Haijun Wang
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Correspondence to Haijun Wang.

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Shi, J., Liu, W., Wang, N. et al. Production of 5-Hydroxymethylfurfural from Mono- and Disaccharides in the Presence of Ionic Liquids. Catal Lett 144, 252–260 (2014). https://doi.org/10.1007/s10562-013-1148-6

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  • DOI: https://doi.org/10.1007/s10562-013-1148-6

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