Abstract
The catalytic alcoholysis of fructose in methanol to methyl levulinate was performed by using phosphotungstic acid iron catalysts. The catalysts were characterized by powder X-ray diffraction, infrared spectroscopy, and X-ray fluorescence spectroscopy. The results showed that the exchanging of H+ with Fe3+ ions could modify the acidity of H3PW12O40 and introduce some Lewis acidity into the molecules. The highest yield of methyl levulinate was obtained over the Fe-HPW-1 catalyst. This catalyst showed 100 % fructose conversion with 73.7 % yield of methyl levulinate at 130 °C, 2 MPa for 2 h, and it could be reused at least five times without obvious loss of activity. The results suggest that the combination of Brønsted acidity with some Lewis acidity could effectively promote the conversion of fructose in methanol to methyl levulinate.
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Balat M, Balat H (2010) Appl Energy 87:1815
Naik SN, Goud VV, Rout PK, Dalai AK (2010) Energy Rev 14:578
Govindaswamy S, Vane LM (2010) Bioresour Technol 101:1277
Girisuta B, Janssen LPBM, Heeres HJ (2006) Chem Eng Res Des 84:339
Huber GW, Iborra S, Corma A (2006) Chem Rev 106:4044
Clark JH, Budarin V, Deswarte FEI, Hardy JJE, Kerton FMFM, Hunt AJ, Luque R, Macquarrie DJ, Milkowski K, Rodriguez A, Samuel O, Tavener SJ, White RJ, Wilson AJ (2006) Green Chem 8:853
Corma A, Iborra S, Velty A (2007) Chem Rev 107:2411
Digman B, Joo HS, Kim DS (2009) Environ Prog Sustain Energy 28:47
Lange JP, Price R, Ayoub PM, Louis J, Petrus L, Clarke L, Gosselink H (2010) Angew Chem Int Ed 49:4479
Hayes DJ (2009) Catal Today 145:138
Olson ES, Kjelden MR, Schlag AJ (2001) ACS Symp Ser 784:51
Mascal M, Nikitin EB (2010) Green Chem 12:370
Le Van Mao R, Zhao Q, Dima G, Petraccone D (2011) Catal Lett 141:271
Yaaini N, Amin NAS, Asmadi M (2012) Bioresour Technol 116:58
Hegner J, Pereira KC, DeBoef B, Lucht BL (2010) Tetrahedron Lett 51:2356
Hu X, Li CZ (2011) Green Chem 13:1676
Peng L, Lin L, Zhang J, Zhang B, Gong Y (2010) Molecules 15:5258
Saravanamurugan S, Van Nguyen Buu O, Riisager A (2011) ChemSusChem 4:723
Saravanamurugan S, Riisager A (2012) Catal Commun 17:71
Peng L, Lin L, Zhang J, Shi J, Li S (2011) Appl Catal A 397:259
Tominaga K, Mori A, Fukushima Y, Shimada S, Sato K (2011) Green Chem 13:810
Rataboul F, Essayem N (2011) Ind Eng Chem Res 50:799
Wu XY, Fu J, Lu XY (2012) Carbohydr Res 358:37
Peng LC, Lin L, Li H, Yang QL (2011) Appl Energy 88:4590
Mascal M, Nikitin EB (2010) ChemSusChem 3:1349
Peng L, Lin L, Li H (2012) Ind Crops Prod 40:136
Shimizu K-i, Niimi K, Satsuma A (2008) Appl Catal A: Gen 349:1
Shimizu K-I, Furukawa H, Kobayashi N, Itay Y, Satsuma A (2009) Green Chem 11:1627
Shimizu K-i, Niimi K, Satsuma A (2008) Catal Commun 9:980
Okuhara T (2002) Chem Rev 102:3641
Kozhevnikov IV (1998) Chem Rev 98:171
Zhu S, Gao X, Dong F, Zhu Y, Zheng H, Li Y (2013) J Catal 306:155
Misono M, Ono I, Koyano G, Aoshima A (2000) Pure Appl Chem 72:1305
Fan C, Guan H, Zhang H, Wang J, Wang S, Wang X (2011) Biomass Bioenerg 35:2659
Jia X, Ma J, Che P, Lu F, Miao H, Gao J, Xu J (2013) J Energ Chem 22:93
Wang FF, Liu CL, Dong WS (2013) Green Chem 15:2091
Acknowledgments
This work was financially supported by the National Natural Science Foundation of China (Grant No. 20976101), the Program for Key Science and Technology Innovation Team of Shaanxi Province (2012KCT-21), the Program for Changjiang Scholars and Innovative Research Team in University of China (IRT1070).
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Liu, Y., Liu, CL., Wu, HZ. et al. An Efficient Catalyst for the Conversion of Fructose into Methyl Levulinate. Catal Lett 143, 1346–1353 (2013). https://doi.org/10.1007/s10562-013-1094-3
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DOI: https://doi.org/10.1007/s10562-013-1094-3