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Issue
Korean Chemical Engineering Research,
Vol.54, No.4, 519-526, 2016
Synthesis of Renewable Jet Fuel Precursors from C-C Bond Condensation of Furfural and Ethyl Levulinate in Water
Cai C, Liu Q, Tan J, Wang T, Zhang Q, Ma L
Biomass derived jet fuel is proven as a potential alternative for the currently used fossil oriented energy. The efficient production of jet fuel precursor with special molecular structure is prerequisite in producing biomass derived jet fuel. We synthesized a new jet fuel precursor containing branched C15 framework by aldol condensation of furfural (FA) and ethyl levulinate (EL), where the latter of two could be easily produced from lignocellulose by acid catalyzed processes. The highest yield of 56% for target jet fuel precursor could be obtained at the optimal reaction condition (molar ratio of FA/EL of 2, 323 K, 50 min) by using KOH as catalyst. The chemical structure of C15 precursor was specified as (3E, 5E)-6-(furan-2-yl)-3-(furan-2-ylmethylene)-4-oxohex-5-enoic acid (F2E). For stabilization, this yellowish solid precursor was hydrogenated at low temperature to obtain C=C bonds saturated product, and the chemical structure was proposed as 4-oxo-6-(tetrahydrofuran-2-yl)-3-(tetrahydrofuran-2-yl)-methyl hexanoic acid (H-F2E). The successful synthesis of the new jet fuel precursors showed the significance that branched jet fuel could be potentially produced from biomass derived FA and EL via fewer steps.
Keywords: Aldol Condensation; Furfural; Ethyl Levulinate; Jet Fuel Precursor; Biomass
[References]
  1. Roman-Leshkov Y, Barrett CJ, Liu ZY, Dumesic JA, Nature, 447, 982, 2007
  2. Li GY, Li N, Li SS, Wang AQ, Cong Y, Wang X, Zhang T, Chem. Commun., 49, 5727, 2013
  3. Climent MJ, Corma A, Iborra S, Green Chem., 16, 516, 2014
  4. Corma A, Torre DL, Renz M, Villandier N, Angew. Chem.-Int. Edit., 123, 2423, 2011
  5. Xu GQ, Li Q, Feng J, Liu Q, Zhang ZJ, Wang XC, Zhang XY, Mu XD, Chemsuschem., 7, 105, 2014
  6. Pestman R, Koster RM, Vanduijne A, Pieterse JA, Ponec V, J. Catal., 168(2), 265, 1997
  7. Yang JF, Li N, Li GY, Wang WT, Wang AQ, Wang XD, Cong Y, Zhang T, Chem. Commun., 50, 2572, 2014
  8. Lee WM, Kim KL, Korean Chem. Eng. Res., 28, 255, 1990
  9. Lee JG, Lee HG, Korean Chem. Eng. Res., 14, 451, 1997
  10. Kunkes EL, Gurbuz EI, Dumesic JA, J. Catal., 266(2), 236, 2009
  11. Li GY, Li N, Wang XK, Sheng XR, Li SS, Wang AQ, Cong Y, Wang XD, Zhang T, Energy Fuels, 28(8), 5112, 2014
  12. Cortright RD, Davda RR, Dumesic JA, Nature, 418, 964, 2002
  13. Chheda JN, Huber GW, Dumesic JA, Angew. Chem.-Int. Edit., 46, 7164, 2007
  14. West RM, Liu ZY, Peter M, Gartner CA, Dumesic JA, J. Mol. Catal. A-Chem., 296(1-2), 18, 2008
  15. Huber GW, Chheda JN, Barrett CJ, Dumesic JA, Science, 308, 1446, 2005
  16. Huber GW, Iborra S, Corma A, Chem. Rev., 106(9), 4044, 2006
  17. Li GY, Li N, Wang ZQ, Li CZ, Wang AQ, Wang XD, Cong Y, Zhang T, Chemsuschem., 5, 1958, 2012
  18. Huang YB, Yang Z, Dai JJ, Guo QX, Fu Y, RSC Advances, 2, 11211, 2012
  19. Olson ES, Heide C, “Multiproduct Biorefinery for Synthesis of Fuel Components and Chemicals from Lignocellulosic via Levulinate Condensations,” U.S. Patent No.0,312,028(2010).
  20. Hachihama Y, Hayashi L, Makromol. Chem., 13, 201, 1954
  21. Barrett CJ, Chheda JN, Huber GW, Dumesic JA, Appl. Catal. B: Environ., 66(1-2), 111, 2006
  22. Corma A, Torre D, Renz M, Chemsuschem., 4, 1574, 2011
  23. Li GY, Li N, Yang JF, Li L, Wang AQ, Wang XD, Cong Y, Zhang T, Green Chem., 16, 594, 2014
  24. Amarasekara AS, Singh TB, Larkin E, Hasan MA, Fan HJ, Ind. Crop. Prod., 65, 546, 2015
  25. Mark M, Saikat D, Inaki G, Angew. Chem.-Int. Edit., 53, 1854, 2014
  26. Fakhfakh N, Cognet P, Cabassud M, Lucchese Y, Rios MDDL, Chem. Eng. Process., 47(3), 349, 2008
  27. Lange JP, Heide C, Buijtenen J, Chem Sus Chem., 5, 150, 2012
  28. Wu MS, “The Regioselective Study of Ethyl Levulinate and Benzaldehyde’S Nucleophilic Addition Reaction,” M. S. Dissertation, Hebei Normal University, Shi Jia Zhuang(2009).
  29. Huber GW, Dumesic JA, Catal. Today, 111(1-2), 119, 2006
  30. Cho HB, Lee BU, Ryu CH, Nakayama T, Park YH, Korean J. Chem. Eng., 30(2), 306, 2013
  31. Ryan M, Liu ZY, Maximilian P, Chemsuschem., 1, 417, 2008
  32. Faba L, Diaz E, Ordonez S, Chemsuschem., 6, 463, 2013
[Cited By]
  1. Jung E, Kim CU, Jeon JK, Korean Chemical Engineering Research, 54(5), 712, 2016
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