Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Effect of Butadiene in Catalytic Trimerization of Isobutene Using Commercial C4 Feeds

  • Yoon, Ji-Woong (Research Center for Nanocatalysts, Korea Research Institute of Chemical Technology) ;
  • Jhung, Sung-Hwa (Department of Chemistry, Kyungpook National University) ;
  • Lee, Ji-Sun (Research Center for Nanocatalysts, Korea Research Institute of Chemical Technology) ;
  • Kim, Tae-Jin (R&D Center, SK Energy) ;
  • Lee, Hee-Du (R&D Center, SK Energy) ;
  • Chang, Jong-San (Research Center for Nanocatalysts, Korea Research Institute of Chemical Technology)
  • Published : 2008.01.20
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Abstract

Catalytic oligomerization of isobutene to produce triisobutenes has been performed over a cation-exchange resin (Amberlyst-35) by using commercial C4 feeds. The catalytic activity in the oligomerization was retained without deactivation up to 90 h of reaction in a simulated reaction feed without butadiene, but its activity was significantly affected by the presence of butadiene in commercial C4 feeds. The isobutene conversion with time-on-stream was significantly decreased in the presence of butadiene, indicating the catalyst deactivation by butadiene. However, the stable activity for trimerization was accomplished when the oligomerization was carried out after eliminating butadiene by hydrogenation of the feeds. This work demonstrates that butadiene plays a role as a catalyst poison on the solid acid catalyst, so that its removal in the reactant feed is essential for practical application of trimerization.

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References

  1. Mantilla, A.; Ferrat, G.; Lopez-Ortega, A.; Romero, E.; Tzompantzi, F.; Torres, M.; Ortíz-Islas, E.; Gomez, R. J. Mol. Catal. A 2005, 228, 333 https://doi.org/10.1016/j.molcata.2004.09.080
  2. Alcantara, R.; Alcantara, E.; Canoira, L.; Franco, M. J.; Herrera, M.; Navarro, A. Reactive Funct. Polymer 2000, 45, 19 https://doi.org/10.1016/S1381-5148(00)00004-3
  3. www.axens.net
  4. Burnes, E.; Wichelns, D.; Hagen, J. W. Energy Policy 2005, 33, 1155 https://doi.org/10.1016/j.enpol.2003.11.013
  5. Jeon, J.-K.; Park, S.-K.; Park, Y.-K. Catal. Today 2004, 93-95, 467
  6. Honkela, M. L.; Krause, A. O. Ind. Eng. Chem. Res. 2004, 43, 3251 https://doi.org/10.1021/ie030842h
  7. Marchionna, M.; Girolamo, M. D.; Patrini, R. Catal. Today 2001, 65, 397 https://doi.org/10.1016/S0920-5861(00)00587-3
  8. Girolamo, M. D.; Marchionna, M. J. Mol. Catal. A 2001, 177, 33 https://doi.org/10.1016/S1381-1169(01)00307-7
  9. Chiche, B.; Sauvage, E.; Renzo, F. D.; Ivanova, I. I.; Fajula, F. J. Mol. Catal. A 1998, 134, 145 https://doi.org/10.1016/S1381-1169(98)00031-4
  10. Girolamo, M. D.; Lami, M.; Marchionna, M.; Percarollo, E.; Tagliabue, L.; Ancillotti, F. Ind. Eng. Chem. Res. 1997, 36, 4452 https://doi.org/10.1021/ie9700932
  11. Mantilla, A.; Tzompantzi, F.; Ferrat, G.; López-Ortega, A.; Romero, E.; Ortíz-Islas, E.; Gómez, R.; Torres, M. Chem. Commun. 2004, 1498
  12. Mantilla, A.; Tzompantzi, F.; Ferrat, G.; Lopez-Ortega, A.; Alfaro, S.; Gomez, R.; Torres, M. Catal. Today 2005, 107-108, 707 https://doi.org/10.1016/j.cattod.2005.07.153
  13. Yoon, J. W.; Chang, J.-S.; Lee, H.-D.; Kim, T.-J.; Jhung, S. H. J. Mol. Catal. A 2006, 260, 181 https://doi.org/10.1016/j.molcata.2006.07.026
  14. Japanese Patent JP 2005015383 (assigned to Idemitsu Kosan)
  15. Japanese Patent JP 2005015384 (assigned to Idemitsu Kosan)
  16. Yoon, J. W.; Chang, J.-S.; Lee, H.-D.; Kim, T.-J.; Jhung, S. H. J. Catal. 2007, 245, 253 https://doi.org/10.1016/j.jcat.2006.10.008
  17. Yoon, J. W.; Lee, J. H.; Chang, J.-S.; Choo, D. H.; Lee, S. J.; Jhung, S. H. Catal. Commun. 2007, 8, 967 https://doi.org/10.1016/j.catcom.2006.10.006
  18. Yoon, J. W.; Jhung, S. H.; Kim, T.-J.; Lee, H.-D.; Chang, J.-S. Bull. Kor. Chem. Soc. 2007, 28, 2075 https://doi.org/10.5012/bkcs.2007.28.11.2075
  19. Acid capacity of the CER is obtained from www.rhomandhaas. com/ionexchange/IP/sac.htm
  20. Pirngruber, G. D.; Seshan, K.; Lercher, J. A. Microporous Mesoporous Mater. 2000, 38, 221 https://doi.org/10.1016/S1387-1811(00)00142-6
  21. Podrebarac, G. G.; Ng, F. T. T.; Rempel, G. L. Appl. Catal. A 1996, 147, 159 https://doi.org/10.1016/S0926-860X(96)00196-2

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