Dehydration of glucose into 5-hydroxymethylfurfural in SO 3H-functionalized ionic liquids

Chinese Chemical Letters

Volumn 25, Issue 5, 2014, Pages 757-761

  Tao, Fu Rong ^a   Zhuang, Chen ^a   Cui, Yue Zhi ^a   Xu, Jing ^a  

^a QILU UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Acidic ionic liquids; Dehydration; Glucose; HMF

Indexed keywords

EID: 84901232182     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2014.01.044     Document Type: Article

References (29)

1. G. Yong, Y.G. Zhang, and J.Y. Ying Efficient catalytic system for the selective production of 5-hydroxymethylfurfural from glucose and fructose Angew. Chem. Int. Ed. 47 2008 9345 9348
2. F. Benvenuti, C. Carlini, and P. Patrono et al. Heterogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2- furaldehyde from carbohydrates Appl. Catal. A: Gen. 193 2000 147 153
3. A.A. Rosatella, S.P. Simeonov, and C.A.M. Afonso et al. Supported ionic liquid silica nanoparticles (SILnPs) as an efficient and recyclable heterogeneous catalyst for the dehydration of fructose to 5- hydroxymethylfurfural Green Chem. 13 2011 754 793
4. F.M.A. Geilen, J. Klankermayer, and W. Leitner et al. Selective and flexible transformation of biomass-derived platform chemicals by a multifunctional catalytic system Angew. Chem. Int. Ed. 49 2010 5510 5514
5. K.I. Shimizu, R. Uozumi, and A. Satsuma Enhanced production of hydroxymethylfurfural from fructose with solid acid catalysts by simple water removal methods Catal. Commun. 10 2009 1849 1853
6. J.Y.G. Chan, and Y.G. Zhang Phosphotungstic acid encapsulated in metal-organic framework as catalysts for carbohydrate dehydration to 5-hydroxymethylfurfural Chemsuschem 2 2009 731 734
7. 3 solid acid catalysts Catal. Commun. 10 2009 1558 1563
8. Y.M. Zhang, V. Degirmenci, C. Li, and E.J.M. Hensen Phosphotungstic acid encapsulated in metal-organic framework as catalysts for carbohydrate dehydration to 5-hydroxymethylfurfural Chemsuschem 4 2011 59 64
9. Z.H. Zhang, and Z.K. Zhao Production of 5-hydroxymethylfurfural from glucose catalyzed by hydroxyapatite supported chromium chloride Bioresour. Technol. 102 2011 3970 3972
10. R.L. Huang, W. Qi, and R.X. Su et al. Integrating enzymatic and acid catalysis to convert glucose into 5-hydroxymethylfurfural Chem. Commun. 46 2010 1115 1117
11. M. Bicker, J. Hirth, and H. Vogel Dehydration of fructose to 5-hydroxymethylfurfural in sub and supercritical acetone Green Chem. 5 2003 280 284
12. M. Watanable, Y. Aizawa, and T. Iida et al. Glucose reactions with acid and base catalysts in hot compressed water at 473 K Carbohydr. Res. 340 2005 1925 1930
13. Y. Nakamura, and S. Morikawa The dehydration of d-fructose to 5-hydroxymethyl-2-furaldehyde Bull. Chem. Soc. Jpn. 53 1980 3705 3706
14. K.I. Seri, Y. Inoue, and H. Ishida Highly efficient catalytic activity of lanthanide(III) ions for conversion of saccharides to 5-hydroxymethyl-2- furfural in organic solvents Chem. Lett. 29 2000 22 23
15. K. Seri, Y. Inoue, and H. Ishida Catalytic activity of lanthanide(III) ions for the dehydration of hexose to 5-hydroxymethyl-2-furaldehyde in water Bull. Chem. Soc. Jpn. 74 2001 1145 1150
16. F.S. Asghari, and H. Yoshida Acid-catalyzed production of 5-hydroxymethyl furfural from d-fructose in subcritical water Ind. Eng. Chem. Res. 45 2006 2163 2173
17. R.P. Swatloski, S.K. Spear, Y. Aizawa, and R.D. Rogers A novel cellulose hydrogel prepared from its ionic liquid solution J. Am. Chem. Soc. 124 2002 4974 4975
18. X. Tong, Y. Ma, and Y. Li An efficient catalytic dehydration of fructose and sucrose to 5-hydroxymethylfurfural with protic ionic liquids Cabohydr. Res. 345 2010 1698 1701
19. H. Zhao, J.E. Holladay, H. Brown, and Z.C. Zhang Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural Science 316 2007 1597 1599
20. M. Lu, X.H. Guan, X.H. Xu, and D.Z. Wei Characteristic and mechanism of Cr(VI) adsorption by ammonium sulfamate-bacterial cellulose in aqueous solutions Chin. Chem. Lett. 24 2013 253 256
21. Y. Román-Leshkov, J.N. Chheda, and J.A. Dumesic Phase modifiers promote efficient production of hydroxymethylfurfural from fructose Science 312 2006 1933 1937
22. F. Tao, H. Song, and L. Chou Efficient process for the conversion of xylose to furfural with acidic ionic liquid Can. J. Chem. 89 2011 83 87
23. 4: an efficient reusable acidic ionic liquid for the synthesis of 1,8-dioxo-octahydroxanthenes J. Chin. Chem. Soc. 56 2009 659 665
24. A.C. Cole, J.L. Jensen, and L. Ntai et al. Novel Brønsted acidic ionic liquids and their use as dual solvent-catalysts J. Am. Chem. Soc. 124 2002 5962 5963
25. Q. Zhao, L. Wang, and S. Zhao et al. High selective production of 5-hydroymethylfurfural from fructose by a solid heteropolyacid catalyst Fuel 90 2011 2289 2293
26. B.F.M. Kuster 5-Hydroxymethylfurfural (HMF). A review focussing on its manufacture Starch 42 1990 314 321
27. X.H. Qi, M. Watanabe, and R.L. Smith et al. Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquids Green Chem. 11 2009 1327 1331
28. S.Q. Hu, Z.F. Zhang, and Y.X. Zhou et al. Conversion of fructose to 5-hydroxymethylfurfural using ionic liquids prepared from renewable materials Green Chem. 10 2008 1280 1283
29. 4 in an ionic liquid Green Chem. 11 2009 1327 1331