Dehydration of Glucose to 5-Hydroxymethylfurfural Using Nb-doped Tungstite.
| Title: | Dehydration of Glucose to 5-Hydroxymethylfurfural Using Nb-doped Tungstite. |
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| Authors: | Yue C; Inorganic Materials Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.; King Abdullah University of Science and Technology, KAUST Catalysis Center, Physical Sciences and Engineering Division, 4700 KAUST, Thuwal, 23955-6900, Saudi Arabia.; Li G; Inorganic Materials Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.; Pidko EA; Inorganic Materials Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.; Wiesfeld JJ; Inorganic Materials Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.; Rigutto M; Shell Global Solutions International B.V., P.O. Box 38000, 1030 BN, Amsterdam, The Netherlands.; Hensen EJ; Inorganic Materials Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands. e.j.m.hensen@tue.nl. |
| Source: | ChemSusChem [ChemSusChem] 2016 Sep 08; Vol. 9 (17), pp. 2421-9. Date of Electronic Publication: 2016 Aug 05. |
| Publication Type: | Journal Article; Research Support, Non-U.S. Gov't |
| Language: | English |
| Journal Info: | Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 101319536 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1864-564X (Electronic) Linking ISSN: 18645631 NLM ISO Abbreviation: ChemSusChem Subsets: MEDLINE |
| Imprint Name(s): | Original Publication: Weinheim : Wiley-VCH |
| MeSH Terms: | Furaldehyde/*analogs & derivatives ; Glucose/*chemistry ; Niobium/*chemistry ; Oxides/*chemistry ; Tungsten/*chemistry ; Water/*chemistry; Furaldehyde/chemistry ; Solvents/chemistry ; Quantum Theory |
| Abstract: | Dehydration of glucose to 5-hydroxymethylfurfural (HMF) remains a significant problem in the context of the valorization of lignocellulosic biomass. Hydrolysis of WCl6 and NbCl5 leads to precipitation of Nb-containing tungstite (WO3 ⋅H2 O) at low Nb content and mixtures of tungstite and niobic acid at higher Nb content. Tungstite is a promising catalyst for the dehydration of glucose to HMF. Compared with Nb2 O5 , fewer by-products are formed because of the low Brønsted acidity of the (mixed) oxides. In water, an optimum yield of HMF was obtained for Nb-W oxides with low Nb content owing to balanced Lewis and Brønsted acidity. In THF/water, the strong Lewis acidity and weak Brønsted acidity caused the reaction to proceed through isomerization to fructose and dehydration of fructose to a partially dehydrated intermediate, which was identified by LC-ESI-MS. The addition of HCl to the reaction mixture resulted in rapid dehydration of this intermediate to HMF. The HMF yield obtained in this way was approximately 56 % for all tungstite catalysts. Density functional theory calculations show that the Lewis acid centers on the tungstite surface can isomerize glucose into fructose. Substitution of W by Nb lowers the overall activation barrier for glucose isomerization by stabilizing the deprotonated glucose adsorbate.; (© 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.) |
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| Contributed Indexing: | Keywords: 5-hydroxylmethylfurfural; dehydration; glucose; niobium oxide; tungsten oxide |
| Substance Nomenclature: | 0 (Oxides); 0 (Solvents); 05175J654G (Niobium); 059QF0KO0R (Water); 70ETD81LF0 (5-hydroxymethylfurfural); 940E10M08M (tungsten oxide); DJ1HGI319P (Furaldehyde); IY9XDZ35W2 (Glucose); V9306CXO6G (Tungsten) |
| Entry Date(s): | Date Created: 20160806 Date Completed: 20170606 Latest Revision: 20231111 |
| Update Code: | 20260130 |
| PubMed Central ID: | PMC5129542 |
| DOI: | 10.1002/cssc.201600649 |
| PMID: | 27493127 |
| Database: | MEDLINE |
Journal Article; Research Support, Non-U.S. Gov't