Sustainable production of 5-hydroxymethylfurfural from fructose and inulin using active and stable acidic ionic liquids as homogeneous and heterogeneous catalysts
Two Brønsted acidic ionic liquids (IL) were synthesized by quaternization of an organic base (imidazole and triethylammonium) with 1,4-butane sultone and its successive protonation with sulfuric acid. After a deep characterization, they were tested, as catalyst and solvent, in the 5-hydroxymethylfur...
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Published in | Sustainable chemistry and pharmacy Vol. 39; p. 101576 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier B.V
01.06.2024
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Subjects | |
Online Access | Get full text |
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Summary: | Two Brønsted acidic ionic liquids (IL) were synthesized by quaternization of an organic base (imidazole and triethylammonium) with 1,4-butane sultone and its successive protonation with sulfuric acid. After a deep characterization, they were tested, as catalyst and solvent, in the 5-hydroxymethylfurfural production from D-fructose. IL1, [C4SO3Hmim][HSO4], showed the best catalytic activity in the dehydration of fructose, obtaining 58% of 5-HMF. This IL could be recycled and reused without appreciable loss of catalytic activity in four catalytic cycles (58%, 57%, 56%, and 53%, respectively). It was used with other carbohydrates (monosaccharides, disaccharides, and polysaccharides) showing that all substrates containing fructose units were efficiently converted to 5-HMF. Furthermore, a heterogeneous system was prepared with IL1 supported on silica gel, and this system exhibited high activity in the fructose dehydration reaction and a yield of 70% of isolated and purified 5-HMF was achieved.
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•Sustainable production of 5-HMF by dehydration was carried out.•Ionic liquids catalyzed the dehydration of fructose.•Dehydration of different sugars was archived.•The [C4SO3Hmim][HSO4] supported on silica gel exhibited high activity and selectivity. |
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ISSN: | 2352-5541 2352-5541 |
DOI: | 10.1016/j.scp.2024.101576 |