Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Styrene Epoxidation over Cobalt Cyclam Immobilized SBA-15 Catalyst

  • Sujandi (Lab. of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology, Department of Chemistry,Inha University) ;
  • Prasetyanto, Eko Adi (Lab. of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology, Department of Chemistry,Inha University) ;
  • Han, Sang-Cheol (Lab. of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology, Department of Chemistry,Inha University) ;
  • Park, Sang-Eon (Lab. of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology, Department of Chemistry,Inha University)
  • Published : 2006.09.20
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Abstract

Cobalt (cyclam) complex has been successfully immobilized onto SBA-15, and proven to be an active catalyst for the epoxidation of styrene with tert-butyl hydroperoxide as a terminal oxidant. The selectivity for styrene oxide was observed to be up to 66% with 40% styrene conversion after 12h reaction time. The reversible redox cycle between Co(III) and Co(II) couple which was supposed to play key role during the epoxidation reaction was supported by a cyclic voltametry analysis. The textural properties of the catalyst was characterized by XRD, N2 adsorption-desorption, and TEM analysis.

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References

  1. Chang, J.-S.; Hwang, J. S.; Park, S.-E. Res. Chem. Intermed. 2003, 29, 921 https://doi.org/10.1163/156856703322601915
  2. Ying, J. Y.; Mehnert, C. P.; Wong, M. S. Angew. Chem., Int. Ed. 1999, 38, 56 https://doi.org/10.1002/(SICI)1521-3773(19990115)38:1/2<56::AID-ANIE56>3.0.CO;2-E
  3. De Vos, D. E.; Dams, M.; Sels, B. F.; Jacobs, P. A. Chem. Rev. 2002, 102, 3615 https://doi.org/10.1021/cr010368u
  4. Prub, T.; Macquarrie, D. J.; Clark, J. H. App. Catal. A 2004, 276, 29 https://doi.org/10.1016/j.apcata.2003.12.001
  5. Koola, J. D.; Kochi, J. K. J. Org. Chem. 1987, 52, 4545 https://doi.org/10.1021/jo00229a022
  6. Lindoy, L. F. The Chemistry of Macrocyclic Ligand Complexes; Cambridge University Press: Cambridge, 1989
  7. Harrowfield, J. M.; Kim, Y.; Koutsantonis, G. A.; Lee, Y. H.; Thuery, P. Inorg. Chem. 2004, 43, 1689 https://doi.org/10.1021/ic034912o
  8. Nam, W.; Kim, H. J.; Kim, S. H.; Ho, R. Y. N.; Valentine, J. S. Inorg. Chem. 1996, 35, 1045 https://doi.org/10.1021/ic950782a
  9. Barefield, E. K.; Wagner, F.; Herlinger, A. W.; Dahl, A. R. In Inorganic Synthesis; Basolo, F., Ed.; McGraw-Hill: New York, 1976; Vol. 16, p 220
  10. Wight, A. P.; Davis, M. E. Chem. Rev. 2002, 102, 3589 https://doi.org/10.1021/cr010334m
  11. Han, S.-C.; Sujandi; Park, S.-E. Bull. Korean Chem. Soc. 2005, 26, 1381 https://doi.org/10.5012/bkcs.2005.26.9.1381
  12. Materi-Farahani, M.; Farzaneh, F.; Ghandi, M. J. Mol. Catal. A 2006, 243, 170 https://doi.org/10.1016/j.molcata.2005.08.013
  13. Park, S.-E.; Kim, D. S.; Chang, J.-S.; Kim, W. Y. Catal. Today 1998, 44, 301 https://doi.org/10.1016/S0920-5861(98)00203-X
  14. Park, S.-E.; Chang, J.-S.; Hwang, Y. K.; Kim, D. S.; Jhung, S. H.; Hwang, J. S. Catal. Surv. Asia 2004, 8, 91 https://doi.org/10.1023/B:CATS.0000026990.25778.a8
  15. Hwang, Y. K.; Chang, J.-S.; Kwon, Y.-U.; Park, S.-E. Micro. Meso. Mater. 2004, 68, 21 https://doi.org/10.1016/j.micromeso.2003.12.004
  16. Zhao, D.; Huo, Q.; Feng, J.; Chmelka, B. F.; Stucky, G. D. J. Am. Chem. Soc. 1998, 120, 6024 https://doi.org/10.1021/ja974025i
  17. Sujandi; Han, S.-C.; Han, D.-S.; Jin, M. J.; Park, S.-E. submitted for publication
  18. Xu, L.; Fu, H.; Schlup, J. R. J. Am. Chem. Soc. 1994, 116, 2821 https://doi.org/10.1021/ja00086a015
  19. Bosnich, B.; Poon, C. K.; Tobe, M. L. Inorg. Chem. 1965, 4, 1102 https://doi.org/10.1021/ic50030a003
  20. Hung, Y.; Martin, L. Y.; Jackels, S. C.; Tait, A. M.; Busch, D. H. J. Am. Chem. Soc. 1977, 99, 4029 https://doi.org/10.1021/ja00454a022
  21. Simon, E.; L'Haridon, P.; Pichon, R.; L'Her, M. Inorg. Chim. Acta 1998, 282, 173 https://doi.org/10.1016/S0020-1693(98)00220-5
  22. Lin, Y. H.; Williams, I. D.; Li, P. Appl. Catal. A 1997, 150, 221 https://doi.org/10.1016/S0926-860X(96)00187-1
  23. Sheldon, R. A.; Van Door, J. J. Catal. 1973, 31, 427 https://doi.org/10.1016/0021-9517(73)90314-X
  24. Huleaa, V.; Dumitriu, E. Appl. Catal. A 2004, 277, 99 https://doi.org/10.1016/j.apcata.2004.09.001
  25. Farzaneh, F.; Taghavi, J.; Malakooti, R.; Ghandi, M. J. Mol. Catal. A: Chem. 2006, 244, 252 https://doi.org/10.1016/j.molcata.2005.08.058

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