4.7 Article

One-pot conversion of biomass-derived carbohydrates into 5-[(formyloxy)methyl]furfural: A novel alternative platform chemical

Journal

INDUSTRIAL CROPS AND PRODUCTS
Volume 83, Issue -, Pages 408-413

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.indcrop.2016.01.004

Keywords

5-[(formyloxy)methyl]furfural; Formic acid; Bromides; Biomass; Solid base pulp

Funding

  1. Foundation of Scientific Research Universities from the Department of Economy and Commercialization of Fujian Province of China [1270-K42004]
  2. Jiangsu Province Key Laboratory of Biomass Energy and Materials [JSBEM201403]
  3. Key Laboratory of Energy Thermal Conversion and Control of Ministry of Education
  4. Key Research Program of Cooperation between Universities and Industry from the Department of Science and Technology of Fujian Province of China [2013N5011]
  5. Natural Science Foundation of Fujian, China [2015J05034]

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5-(Hydroxymethyl)furfural (HMF) is an important platform chemical, but the large scale production is limited by its instability. In this research, 5-[(formyloxy)methyl]furfural (FMF), derived from HMF, was produced directly from cellulose in formic acid reaction system with a yield of 33.4 mol% at 150 degrees C for 2 h. Among numerous metal salt catalysts screened in this study, alkali metal bromides were found to be effective in catalyzing cellulose conversion to FMF. Bromide anions facilitation of the esterification of HMF to form FMF was confirmed. In addition, the effects of water, acid and other reaction parameters also were investigated when NaBr was used as the catalyst. Up to 2% of water or acid in this reaction system did not impact on the FMF yield. Increasing the temperature for every 20 degrees C from 130 degrees C to 170 degrees C halved the reaction time but did not change the maximum yield. FMF was more hydrophobic and thermostable than HMF, which made it easier to be recovered. In a two-step process, FMF with a recovery of 29.4 mol% and purity of 97 mol% was obtained. (C) 2016 Elsevier B.V. All rights reserved.

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