About The Journal
  Aims and Scope
  Editorial Board
  Submit a Manuscript 
  Subscription Information
  Guidelines for Publication
  Ethics
Articles & Issues
  Search
  Issue
  Online First
  KJChE on
For Authors
  Instructions to Authors
  Ethical Responsibilities of
  Authors in KJChE
  Ethics in Publishing
  Peer Review Process
  Author's Checklist
  Copyright Transfer Form
Contact us
 
 
 
Issue
Korean Journal of Chemical Engineering,
Vol.26, No.4, 985-989, 2009
Catalytic oxidation of 1,3-diisopropylbenzene using imidazolium ionic liquid as catalyst
Xu S, Huang C, Zhang J, Liu J, Chen B
Peroxidation of alkylaromatics is the key step in the synthesis of phenols. Different imidazolium ionic liquids were investigated for the oxidation of cumene. The selectivity of cumene hydroperoxide (CHP) increased with different ionic liquids in the order [C4mim]Cl<[C4mim]Br<[C4mim]BF4<[C4mim]OH. This finding could be interpreted as being due to the partial decomposition of CHP by the acidic proton of the imidazolium cation. Thus [C4mim]OH was chosen as the catalyst for the oxidation of 1,3-diisopropylbenzene to corresponding hydroperoxides and its derivatives. The catalytic performance of [C4mim]OH was also better than that of the traditional catalyst NaOH. Furthermore, the effects of the operating variables were investigated and the mechanism was discussed.
Keywords: Catalysis; Ionic Liquid; 1,3-Diisopropylbenzene; Hydroperoxide; Oxidation
[References]
  1. Schmidt RJ, Appl. Catal. A: Gen., 280(1), 89, 2005
  2. Wu CY, Pittsburgh P, US Patent, 4,935,551, 1990
  3. Takaishi HS, Nishinomiya ID, Toyonaka TC, Tanimoto K, Hosaka H, US Patent, 3,953,521, 1976
  4. Minisci F, Recupero F, Cecchetto A, Gambarotti C, Punta C, Paganelli R, Org. Process Res. Dev., 8, 163, 2004
  5. Boyaci FG, Takac S, Ozdamar TH, Appl. Catal. A: Gen., 172(1), 59, 1998
  6. Fukuda O, Sakaguchi S, Ishii Y, Adv. Synth. Catal., 343, 809, 2001
  7. Aoki Y, Sakaguchi S, Ishii Y, Adv. Synth. Catal., 346, 199, 2004
  8. Ishii Y, Sakaguchi S, Iwahama T, Adv. Synth. Catal., 343, 393, 2001
  9. Sheldon RA, Arends IWCE, J. Mol. Catal. A-Chem., 251(1-2), 200, 2006
  10. Minisci F, Punta C, Recupero F, J. Mol. Catal. A-Chem., 251(1-2), 129, 2006
  11. Aoki Y, Hirai N, Sakaguchi S, Ishii Y, Tetrahedron., 61, 10995, 2005
  12. Welton T, Chem. Rev., 99(8), 2071, 1999
  13. Sheldon R, Chem. Commun., 2399, 2001
  14. Wasserscheid P, Keim W, Angew. Chem. Int. Ed., 39, 3772, 2000
  15. Rogers RD, Seddon KR, Science, 302, 792, 2003
  16. Ju HY, Manju MD, Kim KH, Park SW, Park DW, Korean J. Chem. Eng., 24(5), 917, 2007
  17. Lee EH, Cha SW, Dharma MM, Choe Y, Ahn JY, Park DW, Korean J. Chem. Eng., 24(3), 547, 2007
  18. Mun NY, Kim KH, Park DW, Choe Y, Kim I, Korean J. Chem. Eng., 22(4), 556, 2005
  19. Ju HY, Ahn JY, Manju MD, Kim KH, Park DW, Korean J. Chem. Eng., 25(3), 471, 2008
  20. Muzart J, Adv. Synth. Catal., 348, 275, 2006
  21. Zhu HP, Yang F, Tang J, He MY, Green Chem., 5, 38, 2003
  22. Driver G, Johnson KE, Green Chem., 5, 163, 2003
  23. Seddon KR, Stark A, Green Chem., 4, 119, 2002
  24. Mehnert CP, Dispenziere NC, Cook RA, Chem. Commun., 1610, 2002
  25. Rossi LM, Machado G, Fichtner PFP, Teixeira SR, Dupont J, Catal. Lett., 92(3-4), 149, 2004
  26. Wan QX, Liu Y, Lu Y, Li M, Wu HH, Catal. Lett., 121, 331, 2008
  27. Ranu BC, Banerjee S, Org. Lett., 7, 3049, 2005
  28. Xu JM, Qiao C, Liu BK, Wu Q, Lin XF, Tetrahedron., 63, 986, 2007
  29. Ranu BC, Banerjee S, Jana R, Tetrahedron., 63, 776, 2007
  30. Huddleston JG, Visser AE, Reichert WM, Willauer HD, Broker GA, Rogers RD, Green Chem., 3, 156, 2001
  31. Bonhote P, Dias AP, Papageorgiou N, Kalyanasundaram K, Gratzel M, Inorg. Chem., 35(5), 1168, 1996
  32. Handy ST, Okello M, J. Org. Chem., 70, 1915, 2005
  33. Wu CY, US Patent, 4,847,437, 1989
[Cited By]
  1. Chun JA, Lee JW, Yi YB, Hong SS, Chung CH, Korean Journal of Chemical Engineering, 27(3), 930, 2010
  2. Oh KJ, Mun SM, Kim SS, Park SW, Korean Journal of Chemical Engineering, 28(2), 567, 2011
  3. Dai L, Zhao Q, Zhao H, Li Y, Jiang T, Korean Journal of Chemical Engineering, 34(5), 1358, 2017
  4. Gogoi G, Hazarika S, Korean Journal of Chemical Engineering, 36(10), 1626, 2019
참고문헌정보(참고문헌, 인용문헌)는 화학공학소재연구정보센터에 의해 제공되고 있습니다.