Catalytic production of oxygenated additives by glycerol etherification

Catia Cannilla 1 , Giuseppe Bonura 1 , Leone Frusteri 2 , and Francesco Frusteri 1
  • 1 “Nicola Giordano”
  • 2 University of Messina

Abstract

In this work the etherification reaction of glycerol with isobutene (IB) and tert-butyl alcohol (TBA) has been studied with the aim of preparing mixtures with high content of poly-substituted ethers. The results obtained using solid acid catalysts have shown that the reaction with IB proceeds at a high rate but the formation of undesired di-isobutene (DIB) represents a serious problem when catalysts with high density of acid sites, such as Amberlyst, are used. When using TBA as a reactant, the main problem is the formation of water that, due to thermodynamic reasons, prevents the formation of poly-substituted ethers regardless of the catalyst used. Some preliminary experiments carried out with a water permselective tubular membrane have demonstrated that the yield of poly-substituted ethers significantly increases once water was selectively removed from the reaction medium by recirculation of the gas phase.

If the inline PDF is not rendering correctly, you can download the PDF file here.

  • [1] N. Rahmat, A.Z. Abdullah, A.R. Mohamed, Renew. Sust. Energ. Rev. 14, 987 (2010) http://dx.doi.org/10.1016/j.rser.2009.11.010

  • [2] C. Cannilla, G. Bonura, F. Arena, E. Rombi, F. Frusteri, Catal. Today 195(1), 32 (2012) http://dx.doi.org/10.1016/j.cattod.2012.04.051

  • [3] Y. Zheng, X. Chen, Y. Shen, Chem. Rev. 108, 5253 (2008) http://dx.doi.org/10.1021/cr068216s

  • [4] D.M. Alonso, S.G. Wettstein, J. Sumesic, Chem. Soc. Rev. 41, 8075 (2012) http://dx.doi.org/10.1039/c2cs35188a

  • [5] H. Noureddini, US Patent 6,174,501 (2001)

  • [6] V.P. Gupta, US Patent 5,476,971 (1995)

  • [7] D.S. Bradin, US Patent 5,578,090 (1996)

  • [8] T.J. Jalisnki, US Patent WO2006084048-A1 (2006)

  • [9] P.J. Delgado, EP Patent 1,331,260 A2 (2003)

  • [10] F. Frusteri, C. Cannilla, G. Bonura, L. Spadaro, A. Mezzapica, C. Beatrice, G. Di Blasio, C. Guido, Top. Catal. 56(1–8), 378 (2013) http://dx.doi.org/10.1007/s11244-013-9983-7

  • [11] E. Lotero, J.G. Goodwin Jr, D.A. Bruce, K. Suwannakarn, Y. Liu, D.E. Lopez, Catal. 19, 41 (2006)

  • [12] F. Ataya, M.A. Dube, M. Ternan, Energy Fuels 22, 679 (2008) http://dx.doi.org/10.1021/ef7005386

  • [13] R. Palkovits, I. Nieddu, C.A. Kruithof, R.J.M. Klein Gebbink, B.M. Wecknuysen, Chem. Eur. J. 14, 8995 (2008) http://dx.doi.org/10.1002/chem.200800792

  • [14] J.A. Melero, G. Vicente, G. Morales, M. Paniagua, J. M. Moreno, R. Roldán, A. Ezquerro, C. Pérez, Appl. Catal. A-Gen. 346, 44 (2008) http://dx.doi.org/10.1016/j.apcata.2008.04.041

  • [15] C. Beatrice, G. Di Blasio, M. Lazzaro, C. Cannilla, G. Bonura, F. Frusteri, F. Asdrubali, G. Baldinelli, A. Presciutti, F. Fantozzi, G. Bidini, P. Bartocci, Appl. Energ. 102, 63 (2013) http://dx.doi.org/10.1016/j.apenergy.2012.08.006

  • [16] M.O. Guerrero-Pérez, J.M Rosas, J. Bedi, J. Rodríguez-Mirasol, R. Cordero, Recent Patents on Chemical Engineering 2, 11 (2009) http://dx.doi.org/10.2174/2211334710902010011

  • [17] F. Frusteri, L. Frusteri, C. Cannilla, G. Bonura, Bioresour. Technol. 118, 350 (2012) http://dx.doi.org/10.1016/j.biortech.2012.04.103

  • [18] H.J. Lee, D. Seung, K.S. Jung, H. Kim, I.N. Filimonov, Appl. Catal. A-Gen. 390, 235 (2010) http://dx.doi.org/10.1016/j.apcata.2010.10.014

  • [19] R.S. Karinen, A.O.I. Krause, Appl. Catal. A-Gen. 306, 128 (2006) http://dx.doi.org/10.1016/j.apcata.2006.03.047

  • [20] K. Klepáčová, D. Mravec, M. Bajus, Appl. Catal. A-Gen. 294, 141 (2005) http://dx.doi.org/10.1016/j.apcata.2005.06.027

  • [21] K. Klepáčová, D. Mravec, A. Kaszonyi, M. Bajus, Appl. Catal. A-Gen. 328, 1 (2007) http://dx.doi.org/10.1016/j.apcata.2007.03.031

  • [22] W. Zhao, C. Yi, B. Yang, J. Hu, Xinming Huang, Fuel Process Technol. 112, 70 (2013) http://dx.doi.org/10.1016/j.fuproc.2013.02.012

  • [23] M.D. González, P. Salagre, E. Taboada, J. Llorca, E. Molins, Appl. Catal. B-Env. 136–137, 287 (2013) http://dx.doi.org/10.1016/j.apcatb.2013.02.018

  • [24] F. Frusteri, F. Arena, G. Bonura, C. Cannilla, L. Spadaro, O. Di Blasi, Appl. Catal. A-Gen. 367, 77 (2009) http://dx.doi.org/10.1016/j.apcata.2009.07.037

  • [25] K. Klepáčová, D. Mravec, M. Bajus, Chem. Pap. 60(3), 224 (2006) http://dx.doi.org/10.2478/s11696-006-0040-x

  • [26] K. Klepáčová, D. Mravec, E. Hájeková, M. Bajus, Petrol. Coal, 45(1-2) 54 (2003)

  • [27] R. Luque, V. Buadrin, J.H. Clark, D. J. Macquarrie, App. Catal. B-Env. 82, 157 (2008) http://dx.doi.org/10.1016/j.apcatb.2008.01.015

  • [28] J. Janaun, N. Ellis, J. Appl. Sci, 10(21), 2633 (2010) http://dx.doi.org/10.3923/jas.2010.2633.2637

  • [29] W. Kiatkittipong, P. Intaracharoen, N. Laosiripojana, C. Chaisuk, P. Praserthdam, S. Assabumrungrat, Comput. Chem. Eng. 35, 2034 (2011) http://dx.doi.org/10.1016/j.compchemeng.2011.01.016

  • [30] M.L. Honkela, A.O.I. Krause, Ind. Eng. Chem. Res. 43, 3251 (2004) http://dx.doi.org/10.1021/ie030842h

  • [31] M.L. Holkela, A. Root, M. Lindblad, A.O.I. Krause, Appl. Catal. A-Gen. 295, 216 (2005) http://dx.doi.org/10.1016/j.apcata.2005.08.023

OPEN ACCESS

Journal + Issues

Search