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Catalytic Performance of Dicationic Ionic Liquids and ZnBr2 in the Reaction of Epichlorohydrin and Carbon Dioxide: Kinetic Study

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Abstract

Cyclic carbonate synthesis is an attractive route to utilize CO2 and reduce green house gas. Numbers of studies have been reported on catalytic synthesis of cyclic carbonate, however, very few studies reported on kinetic analysis of cycloaddition reaction. Present study reports a kinetic analysis for coupling reaction of epichlorohydrin (ECH) and carbon dioxide catalyzed by various dicationic ionic liquids (DILs) and zinc bromide. Effects of structural change of DILs on its catalytic activity towards cycloadditiion reaction have also been explored. In addition an attempt has also been made to discuss the plausible reaction mechanism at optimal reaction conditions for coupling of ECH and CO2. At a catalyst loading of 0.5 mmol% C6 (mim) (mim) Br2 and 0.25 mmol% ZnBr2, ECH conversion of 98% can be obtained at 90 °C and 3 MPa in 40 min. Maximum conversion efficiency (98%) and minimum activation energy (20 kJ/mol) was associated with catalytic system comprising of C6 (mim) (mim) Br2 and ZnBr2. Thus, from industrial application point of view C6 (mim) (mim) Br2 and ZnBr2 are potential catalysts for cyclic carbonate synthesis.

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References

  1. International Energy agency, https://www.iea.org/newsroomandevents/pressreleases/2016/march/decoupling-of-global-emissions-and-economic-growth-confirmed.html, Accessed 17 Feb 2017

  2. Liu M, Lan J, Liang L, Sun J, Arai M (2017) J Catal 347:138

    Article  CAS  Google Scholar 

  3. Li H, Niu Y (2011) Asian J Chem 23:3344

    CAS  Google Scholar 

  4. Li H, Niu Y (2011) React Funct Polym 71:121

    Article  CAS  Google Scholar 

  5. Wei-Li D, Bi J, Sheng-Lian L, Xu-Biao L, Xin-Man T, Chak-Tong A (2014) Catal Sci Tech 4:556

    Article  Google Scholar 

  6. Wong WL, Lee LYS, Ho KP, Zhou ZY, Fan T, Lin Z, Wong KY (2014) Appl Catal A 472:160

    Article  CAS  Google Scholar 

  7. Wang JQ, Cheng WG, Sun J, Shi TY, Zhang XP, Zhang SJ (2014) RSC Adv 4:2360

    Article  CAS  Google Scholar 

  8. North M, Pasquale R, Young C (2010) Green Chem 12:1514

    Article  CAS  Google Scholar 

  9. Sun J, Cheng W, Fan W, Wang Y, Meng Z, Zhang S (2009) Catal Today 148:361

    Article  CAS  Google Scholar 

  10. Liu M, Gao K, Liang L, Sun J, Sheng L, Arai M (2016) Catal Sci Technol 6:6406

    Article  CAS  Google Scholar 

  11. Liu M, Liang L, Li X, Gao X, Sun J (2016) Green Chem 18:2851

    Article  CAS  Google Scholar 

  12. Li H, Niu Y (2016) Polym Adv Technol 27:1191

    Article  CAS  Google Scholar 

  13. Niu Y, Li H (2013) Colloid Polym Sci 291:2181

    Article  CAS  Google Scholar 

  14. Yu JI, Ju HY, Kim KH, Park DW (2010) Korean J Chem Eng 27:446

    Article  CAS  Google Scholar 

  15. Comerford JW, Ingram ID, North M, Wu X (2015) Green Chem 17:1966

    Article  CAS  Google Scholar 

  16. He Q, O’Brien JW, Kitselman KA, Tompkins LE, Curtis GC, Kerton FM (2014) Catal Sci Technol 4:1513

    Article  CAS  Google Scholar 

  17. Shirota H, Mandai T, Fukazawa H, Kato T (2011) J Chem Eng Data 56:2453

    Article  CAS  Google Scholar 

  18. Payagala T, Huang J, Breitbach ZS, Sharma PS, Armstrong DW (2007) Chem Mater 19:5848

    Article  CAS  Google Scholar 

  19. Wei-Li D, Bi J, Sheng-Lian L, Xu-Biao L, Xin-Man T, Chak-Tong A (2014) Catal Today 233:92

    Article  Google Scholar 

  20. Liu M, Liang L, Liang T, Lin X, Shi L, Wang F, Sun J (2015) J Mol Catal A 408:242

    Article  CAS  Google Scholar 

  21. Anderson JL, Ding R, Ellern A, Armstrong DW (2005) J Am Chem Soc 127:593

    Article  CAS  Google Scholar 

  22. Fareghi-Alamdari R, Ghorbani-Zamania F, Shekarriz M (2015) Orient J Chem 31:1127

    Article  Google Scholar 

  23. Steudte S, Bemowsky S, Mahrova M, Bottin-Weber U, Tojo-Suarez E, Stepnowski P, Stolte S (2014) RSC Adv 4:5198

    Article  CAS  Google Scholar 

  24. Chang JC, Ho WY, Sun IW, Tung YL, Tsui MC, Wu TY, Liang SS (2010) Tetrahedron 66:6150

    Article  CAS  Google Scholar 

  25. Yang ZZ, He LN, Miao CX, Chanfreau S (2010) Adv Synth Catal 352:2233

    Article  CAS  Google Scholar 

  26. Yeganegi S, Soltanabadi A, Farmanzadeh D (2012) J Phys Chem B 116:11517

    Article  CAS  Google Scholar 

  27. Reichardt C, Welton T (2011) Solvents and solvent effects in organic chemistry. Wiley, Weinheim

    Google Scholar 

  28. Dai Y (2013) PhD thesis. Leiden University

  29. Li F, Xiao L, Xia C, Hu B (2004) Tetrahedron Lett 45:8307

    Article  CAS  Google Scholar 

  30. Sun J, Fujita SI, Zhao F, Arai M (2004) Green Chem 6:613

    Article  CAS  Google Scholar 

  31. Lee EH, Cha SW, Dharma MM, Choe Y, Ahn JY, Park DW (2007) Korean J Chem Eng 24:547

    Article  CAS  Google Scholar 

  32. Appaturi JN, Adam F (2013) Appl Catal B 136:150

    Article  Google Scholar 

  33. Kawanami H, Sasaki A, Matsui K, Ikushima Y (2003) Chem Commun 7:896

    Article  Google Scholar 

  34. Castro-Gómez F, Salassa G, Kleij AW, Bo C (2013) Chem Eur J 19:6289

    Article  Google Scholar 

  35. Xiao LF, Li FW, Peng JJ, Xia CG (2006) J Mol Catal A 253:265

    Article  CAS  Google Scholar 

  36. Tsang CW, Baharloo B, Riendl D, Yam M, Gates DP (2004) Angew Chem Int Ed 43:5682

    Article  CAS  Google Scholar 

  37. Tharun J, Hwang Y, Roshan R, Ahn S, Kathalikkattil AC, Park DW (2012) Catal Sci Technol 2:1674

    Article  CAS  Google Scholar 

  38. Zhang S, Chen Y, Li F, Lu X, Dai W, Mori R (2006) Catal Today 115:61

    Article  CAS  Google Scholar 

  39. Jaiswal P, Varma MN (2016) J CO2 Util 14:93

    Article  CAS  Google Scholar 

  40. Ju HY, Manju MD, Kim KH, Park SW, Park DW (2008) J Ind Eng Chem 14:157

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemical Engineering, Visvesvaraya National Institute of Technology (VNIT), South Ambazari Road, Nagpur, M.H., 440010, India

    Pooja Jaiswal & Mahesh N. Varma

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  1. Pooja Jaiswal
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  2. Mahesh N. Varma
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Correspondence to Mahesh N. Varma.

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Jaiswal, P., Varma, M.N. Catalytic Performance of Dicationic Ionic Liquids and ZnBr2 in the Reaction of Epichlorohydrin and Carbon Dioxide: Kinetic Study. Catal Lett 147, 2067–2076 (2017). https://doi.org/10.1007/s10562-017-2062-0

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  • DOI: https://doi.org/10.1007/s10562-017-2062-0

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