Rapid, high‐yield fructose dehydration to HMF in mixtures of water and the non‐coordinating Ionic Liquid [bmim][OTf]
File(s)CSC fructose to HMF AAC.pdf (1.7 MB)
Accepted version
Author(s)
Al Ghatta, Amir
Wilton-Ely, James
Hallett, Jason
Type
Journal Article
Abstract
The non‐coordinating ionic liquid [bmim][OTf] is an effective and versatile solvent for the high‐yield dehydration of fructose to the platform chemical HMF over short reaction times. In contrast to literature reports, which report low yields for this transformation in ionic liquids (ILs) with non‐coordinating anions, this contribution reveals that the water content is an essential parameter for an efficient reaction in ILs. Achieving the optimum amount of water can increase the yield dramatically by regulating the acidity of the catalyst and partially suppressing the side reaction caused by self‐condensation of HMF. Using acid catalysis in [bmim][OTf] with 3.5% water content, yields above 80% can be achieved at 100 °C in only 10 minutes, even at high (14%) fructose loading. These results suggest that [bmim][OTf] represents a superior medium for solvent extraction of HMF compared to halide‐based ILs, allowing the option of isolation or further valorisation of the HMF formed.
Date Issued
2019-10-08
Date Acceptance
2019-07-29
Citation
ChemSusChem, 2019, 12 (19), pp.4452-4460
ISSN
1864-5631
Publisher
Wiley
Start Page
4452
End Page
4460
Journal / Book Title
ChemSusChem
Volume
12
Issue
19
Copyright Statement
© 2019 Owner. This is the accepted version of the following article: Al Ghatta, A. , Wilton-Ely, J. and Hallett, J. (2019), Rapid, High‐Yield Fructose Dehydration to HMF in Mixtures of Water and the Non‐Coordinating Ionic Liquid [bmim][OTf]. ChemSusChem. Accepted Author Manuscript. doi:10.1002/cssc.201901529, which has been published in final form at https://doi.org/10.1002/cssc.201901529.
Subjects
Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Green & Sustainable Science & Technology
Chemistry
Science & Technology - Other Topics
biorenewables
catalysis
ionic liquids
platform chemicals
sustainable chemistry
SOLID ACID
CATALYTIC DEHYDRATION
GLUCOSE DEHYDRATION
AEROBIC OXIDATION
EFFICIENT CONVERSION
ALCOHOLS
SOLVENT
SYSTEM
ALDEHYDES
CHLORIDE
biorenewables
catalysis
ionic liquids
platform chemicals
sustainable chemistry
0399 Other Chemical Sciences
0904 Chemical Engineering
General Chemistry
Organic Chemistry
Publication Status
Published
Date Publish Online
2019-07-29