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Cycloaddition of carbon dioxide with propylene oxide using zeolitic imidazolate framework ZIF-23 as a catalyst

  • The 11th Korea-China Clean Energy Workshop
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Abstract

Zeolitic imidazolate framework ZIF-23 was prepared and used as catalyst for the solventless synthesis of cyclic carbonate from CO2 and propylene oxide with or without TBAB co-catalyst. ZIF-23 catalysts were prepared by a solvothermal or microwave method and they were characterized by various physicochemical techniques such as XRD, FT-IR, BET, TGA, and FE-SEM. The effects of reaction parameters such as temperature, reaction time, CO2 pressure, and co-catalyst on the reactivity of catalyst were investigated. ZIF-23 was recyclable up to four times without any considerable loss of its initial activity. Reaction mechanism containing the role of ZIF-23 with TBAB co-catalyst was also proposed.

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References

  1. M. Aresta, A. Dibenedetto and A. Angelini, Chem. Rev., 114, 1709 (2014).

    Article  CAS  Google Scholar 

  2. R. Roshan, T. Jose, R. Babu, G.Y. Hwang, A. C. Kathalikkattil, D.W. Kim and D.W. Park, Appl. Catal. B: Environ., 182, 562 (2016).

    Article  Google Scholar 

  3. J. Ma, J. Liu, Z. Zhang and B. Han, Green Chem., 14, 2410 (2012).

    Article  CAS  Google Scholar 

  4. Z. Yang, J. Sun, W. Cheng, J. Wang, Q. Li and S. Zhang, Catal. Commun., 44, 6 (2014).

    Article  CAS  Google Scholar 

  5. H. Kawanami and Y. Ikushima, Chem. Commun., 21, 2089 (2000).

    Article  Google Scholar 

  6. A. Barbarini, R. Maggi, A. Mazzacani, G. Mori, G. Sartori and R. Sartorio, Tetrahedron Lett., 44, 2931 (2003).

    Article  CAS  Google Scholar 

  7. M. Tu and R. J. Davis, J. Catal., 199, 85 (2001).

    Article  CAS  Google Scholar 

  8. E. J. Doskocil, Micropor. Mesopor. Mater., 76, 177 (2004).

    Article  CAS  Google Scholar 

  9. E. J. Doskocil, J. Phys. Chem. B., 109, 2315 (2005).

    Article  CAS  Google Scholar 

  10. C. Martín, G. Fiorani and A.W. Kleij, ACS Catal., 5, 1353 (2015).

    Article  Google Scholar 

  11. M. North and R. Pasquale, Angew. Chem. Int. Ed., 48, 2946 (2009).

    Article  CAS  Google Scholar 

  12. C. J. Whiteoak, N. Kielland, V. Laserna, E. C. Escudero-Adan, E. Martin and A.W. Kleij, J. Am. Chem. Soc., 135, 1228 (2013).

    Article  CAS  Google Scholar 

  13. H.Y. Ju, J.Y. Ahn, M.D. Manju, K. H. Kim and D.W. Park, Korean J. Chem. Eng., 25, 471 (2008).

    Article  CAS  Google Scholar 

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

    Article  Google Scholar 

  15. E.H. Lee, J.Y. Ahn, M.M. Dharman, D.W. Park, S.W. Park and I. Kim, Catal. Today, 131, 130 (2008).

    Article  CAS  Google Scholar 

  16. J. Peng and Y. Deng, New J. Chem., 25, 639 (2001).

    Article  CAS  Google Scholar 

  17. B.H. Xu, J.Q. Wang, J. Sun, Y. Huang, J. P. Zhang, X. P. Zhang and S. J. Zhang, Green Chem., 17, 108 (2015).

    Article  CAS  Google Scholar 

  18. A. Decortes, A. M. Castilla and A.W. Kleij, Angew. Chem. Int. Ed., 49, 9822 (2010).

    Article  CAS  Google Scholar 

  19. X. B. Lu and D. J. Darensbourg, Chem. Soc. Rev., 41, 1462 (2012).

    Article  CAS  Google Scholar 

  20. F. Castro-Gómez, G. Salassa, A.W. Kleij and C. Bo, Chem. Eur. J., 19, 6289 (2013).

    Article  Google Scholar 

  21. J.Q. Wang, X.D. Yue, F. Cai and L. N. He, Catal. Commun., 8, 167 (2007).

    Article  CAS  Google Scholar 

  22. L. Han, S. W. Park and D. W. Park, Energy Environ. Sci., 2, 1286 (2009).

    Article  CAS  Google Scholar 

  23. S. Udayakumar, M. Lee, H. Shim, S. Park and D.W. Park, Catal. Commun., 10, 659 (2009).

    Article  CAS  Google Scholar 

  24. L. Han, H. J. Choi, S. J. Choi, B. Liu and D.W. Park, Green Chem., 13, 1023 (2011).

    Article  CAS  Google Scholar 

  25. K. Motokura, S. Itagaki, Y. Iwasawa, A. Miyaji and T. Baba, Green Chem., 11, 1876 (2009).

    Article  CAS  Google Scholar 

  26. C. Aprile, F. Giacalone, P. Agrigento, L. F. Liotta, J. A. Martens, P. P. Pescarmona and M. Gruttadauria, ChemSusChem, 4, 1830 (2011).

    Article  CAS  Google Scholar 

  27. C. Kohrt and T. Werner, ChemSusChem, 8, 2031 (2015).

    Article  CAS  Google Scholar 

  28. J. Sun, J. Wang, W. Cheng, J. Zhang, X. Li, S. Zhang and Y. She, Green Chem., 14, 654 (2012).

    Article  CAS  Google Scholar 

  29. K.R. Roshan, G. Mathai, J. Kim, J. Tharun, G.A. Park and D.W. Park, Green Chem., 14, 2933 (2012).

    Article  CAS  Google Scholar 

  30. A.C. Kathalikkattil, J. Tharun, R. Roshan, H. G. Soek and D.W. Park, Appl. Catal. A., 447, 107 (2012).

    Article  Google Scholar 

  31. J. Tharun, Y. Hwang, R. Roshan, S. Ahn, A.C. Kathalikkattil and D.W. Park, Catal. Sci.Technol., 2, 1674 (2012).

    Article  CAS  Google Scholar 

  32. K.R. Roshan, J. Tharun, A. C. Kathalikkattil, D.W. Kim, B. Kim and D.W. Park, Appl. Catal. A., 467, 17 (2013).

    Article  CAS  Google Scholar 

  33. H. Hayashi, A.P. Cote, H. Furukawa, M. O’Keeffe and O. M. Yaghi, Nature Mater., 6, 501 (2007).

    Article  CAS  Google Scholar 

  34. S.A. Moggach, T.D. Bennett and A. K. Cheetham, Angew. Chem., 121, 7221 (2009).

    Article  Google Scholar 

  35. D. Fairen-Jimenez, S. A. Moggach, M.T. Wharmby, P. A. Wright, S. Parsons and T. Duren, J. Am. Chem. Soc., 133, 8900 (2011).

    Article  CAS  Google Scholar 

  36. U.P.N. Tran, K.K.A. Le and N.T. S. Phan, ACS Catal., 1, 120 (2011).

    Article  CAS  Google Scholar 

  37. L.T. L. Nguyen, K. K. A. Le, H. X. Truong and N.T. S. Phan, Catal. Sci. Technol., 2, 521 (2012).

    Article  CAS  Google Scholar 

  38. L.T. L. Nguyen, K. K. A. Le and N.T. S. Phan, Chinese J. Catal., 33, 688 (2012).

    Article  CAS  Google Scholar 

  39. L. H. Wee, T. Lescouet, J. Ethiraj, F. Bonino, R. Vidruk, E. Garrier, D. Packet, S. Bordiga, D. Farrusseng, M. Herskowitz and J.A. Martens, ChemCatChem, 5, 3562 (2013).

    Article  CAS  Google Scholar 

  40. F.X. Llabres i Xamena, O. Casanova, R. G. Tailleur, H. Garcia and A. Corma, J. Catal., 255, 220 (2008).

    Article  CAS  Google Scholar 

  41. J. Zakzeski, A. Debczak, P.C. A. Bruijnincx and B.M. Weckhuysen, Appl. Catal. A., 394, 79 (2011).

    Article  CAS  Google Scholar 

  42. A. Zhang, L. Li, J. Li, Y. Zhang and S. Gao, Catal. Commun., 12, 1183 (2011).

    Article  CAS  Google Scholar 

  43. J. Tharun, Y.S. Hwang, D.W. Kim, M. I. Kim and D.W. Park, Catal. Today, 245, 61 (2014).

    Google Scholar 

  44. J. Tharun, G. Mathai, A. C. Kathalikkattil, R. Roshan, Y. S. Won, S. J. Cho, J. S. Chang and D.W. Park, ChemPlusChem, 80, 715 (2015).

    Article  CAS  Google Scholar 

  45. J. Tharun, K. M. Bhin, R. Roshan, D.W. Kim, A. C. Kathalikkattil, R. Babu, H.Y. Ahn, Y. S. Won and D.W. Park, Green Chem., 18, 2479 (2016).

    Article  CAS  Google Scholar 

  46. L. Yang, L. Yu, G. Diao, M. Sun, G. Cheng and S. Chen, J. Mol. Catal. A: Chem., 392, 278 (2014).

    Article  CAS  Google Scholar 

  47. S. Bhattacharjee, M. S. Jang, H. J. Kwon and W. S. Ahn, Catal. Surv. Asia, 18, 101 (2014).

    Article  CAS  Google Scholar 

  48. M. Zhu, D. Srinivas, S. Bhogeswararao, P. Ratnasamy and M.A. Carreon, Catal. Commun., 32, 36 (2013).

    Article  CAS  Google Scholar 

  49. T. Lescouet, C. Chizallet and D. Farrusseng, ChemCatChem, 4, 1725 (2012).

    Article  CAS  Google Scholar 

  50. J. Kim, S. N. Kim, H. G. Jang, G. Seo and W. S. Ahn, Appl. Catal. A: Gen., 453, 175 (2013).

    Article  CAS  Google Scholar 

  51. C.M. Miralda, E. E. Macias, M. Zhu, P. Ratnasamy and M.A. Carreon, ACS Catal., 2, 180 (2012).

    Article  CAS  Google Scholar 

  52. T. Jose, Y. S. Hwang, D.W. Kim, M. I. Kim and D.W. Park, Catal. Today, 61, 245 (2015).

    Google Scholar 

  53. L. Yang, L. Yu, G. Diao, M. Sun, G. Cheng and S. Chen, J. Mol. Catal. A., 392, 278 (2014).

    Article  CAS  Google Scholar 

  54. A. Zhu, T. Jiang, B. Han, J. Zhang, Y. Xie and X. Ma, Green Chem., 9, 169 (2007).

    Article  CAS  Google Scholar 

  55. J. Tharun, G. Mathai, A. C. Kathalikkattil, R. Roshan, J.Y. Kwak, and D.W. Park, Green Chem., 15, 1673 (2013).

    Article  CAS  Google Scholar 

  56. M. Zhu and M. A. Carreon, J. Appl. Polym. Sci., 131, 39738 (2014).

    Google Scholar 

  57. A.C. Kathalikkattil, R. Babu, R.K. Roshan, H. Lee, H. Kim, J. Tharun, E. Suresh and D.W. Park, J. Mater. Chem. A., 3, 22636 (2015).

    Article  CAS  Google Scholar 

  58. S.D. Lee, B. M. Kim, D.W. Kim, M. I. Kim, K.R. Roshan, M.K. Kim, Y. S. Won and D.W. Park, Appl. Catal. A: Gen., 486, 69 (2014).

    Article  CAS  Google Scholar 

  59. K.R. Roshan, B. M. Kim, A. C. Kathalikkattil, J. Tharun, Y. S. Won and D.W. Park, Chem. Commun., 50, 13664 (2014).

    Article  CAS  Google Scholar 

  60. F. Castro-Gomez, G. Salassa, A.W. Kleij and C. Bo, Chem. Eur. J., 19, 6289 (2013).

    Article  CAS  Google Scholar 

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Ryu, H., Roshan, R., Kim, MI. et al. Cycloaddition of carbon dioxide with propylene oxide using zeolitic imidazolate framework ZIF-23 as a catalyst. Korean J. Chem. Eng. 34, 928–934 (2017). https://doi.org/10.1007/s11814-016-0339-4

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