4.5 Article

Hydrothermal conversion of N-acetyl-D-glucosamine to 5-hydroxymethylfurfural using ionic liquid as a recycled catalyst in a water-dimethyl sulfoxide mixture

Journal

CARBOHYDRATE RESEARCH
Volume 442, Issue -, Pages 1-8

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2017.02.002

Keywords

5-HydroxyMethylfurfural; N-Acetyl-D-glucosamine; Ionic liquid; Dehydration; Hydrothermal conversion

Funding

  1. National Natural Science Foundation of China [21406166]
  2. Municipal Natural Science Foundation of Tianjin [15JCQNJC13900]

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Here, N-acetyl-D-glucosamine (GlcNAc), the monomer composing the second most abundant biopolymer, chitin, was efficiently converted into 5-hydroxymethylfurfural (5-HMF) using ionic liquid (IL) catalysts in a water/dimethyl sulfoxide (DMSO) mixture solvent. Various reaction parameters, including reaction temperature and time, DMSO/water mass ratios and catalyst dosage were optimized. A series of ILs with different structures were analyzed to explore their impact on GlcNAc conversion. The substrate scope was expanded from GlcNAc to D-glucosamine, chitin, chitosan and monosaccharides, although 5-HMF yields obtained from polymers and other monosaccharides were generally lower than those from GlcNAc. Moreover, the IL N-methylimidazolium hydrogen sulfate ([Hmim][HSO4]) exhibited the best catalyst performance (64.6% yield) when GlcNAc was dehydrated in a DMSO/water mixture at 180 degrees C for 6 h without the addition of extra catalysts. To summarize, these results could provide knowledge essential to the production of valuable chemicals that are derived from renewable marine resources and benefit biofuel-related applications. (C) 2017 Elsevier Ltd. All rights reserved.

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