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Basic catalytic performance of amino and acylamide functionalized metal-organic framework in the synthesis of chloropropene carbonate from CO2 under atmospheric pressure

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Abstract

In this work, a metal-organic framework with free standing basic groups(e. g., amino and acylamide groups) decorated in the pore wall was utilized to catalyze the CO2 cycloaddition reaction and its basic properties were tested in Knoevenagel condensation reactions. The results reveal that the metal-organic framework(MOF) material has excellent catalytic activity and high repeatability for the synthesis of chloropropene carbonate from CO2 and epichlorohydrin with no co-catalyst under mild reaction conditions, suggesting that it is a promising heterogeneous catalyst for CO2 cycloaddition reaction.

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References

  1. Yin X. B., Tiance A., Wang Y., Zhang L. J., Chem. Res. Chinese Universities, 2014, 30(3), 356

    Article  Google Scholar 

  2. Han P. F., Yuan C. F., Xu J. Y., Liu J., Chem. Res. Chinese Universities, 2014, 30(1), 1

    Article  CAS  Google Scholar 

  3. Cavenati S., Grande C. A., Rodrigues A. E., Ind. Eng. Chem. Res., 2008, 47, 6333

    Article  CAS  Google Scholar 

  4. Mofarahi M., Khojasteh Y., Khaledi H., Farahnak A., Energy, 2008, 33, 1311

    Article  CAS  Google Scholar 

  5. Liu Y. Y., Couck S., Vandichel M., Grzywa M., Leus K., Biswas S., Volkmer D., Gascon J., Kapteijn F., Denayer J. F. M., Waroquier M., Speybroeck V. V., Voort P. V. D., Inorg. Chem., 2013, 52, 113

    Article  CAS  Google Scholar 

  6. Kim J., Bhattacharjee S., Jeong K. E., Jeong S. Y., Ahn W. S., Chem. Commun., 2009, 3904

    Google Scholar 

  7. Lee J. Y., Farha O. K., Roberts J., Scheidt K. A., Nguyen S. B. T., Hupp J. T., Chem. Soc. Rev., 2009, 38, 1450

    Article  CAS  Google Scholar 

  8. Mayoral E. P., Cejka J., Chem. Cat. Chem., 2011, 3, 157

    Google Scholar 

  9. Alaerts L., Séguin E., Poelman H., Thibault-Starzyk F., Jacobs P. A., de Vos D. E., Chem-Eur. J., 2006, 12, 7353

    Article  CAS  Google Scholar 

  10. Horcajada P., Chalati T., Serre C., Gillet B., Sebrie C., Baati T., Eubank J. F., Heurtaux D., Clayette P., Kreuz C., Chang J. S., Hwang Y. K., Marsaud V., Bories P. N., Cynober L., Gil S., Férey G., Couvreur P., Gref R., Nat. Mater., 2010, 9, 172

    Article  CAS  Google Scholar 

  11. Horcajada P., Serre C., Maurin G., Ramsahye N. A., Balas F., Vallet-Regí M., Sebban M., Taulelle F., Férey G., J. Am. Chem. Soc., 2008, 130, 6774

    Article  CAS  Google Scholar 

  12. Xie Z., Ma L., De Krafft K. E., Jin A., Lin W., J. Am. Chem. Soc., 2009, 131, 922

    Article  Google Scholar 

  13. Kim M., Cahill J. F., Fei H., Prather K. A., Cohen S. M., J. Am. Chem. Soc., 2012, 134, 18082

    Article  CAS  Google Scholar 

  14. Liu B., Shioyama H., Akita T., Xu Q., J. Am. Chem. Soc., 2008, 130, 5390

    Article  CAS  Google Scholar 

  15. Liu B., Shioyama H., Jiang H., Zhang X., Xu Q., Carbon, 2010, 48, 456

    Article  CAS  Google Scholar 

  16. Huang Y., Xu Y., Yariv A., Appl. Phys. Lett., 2004, 85, 5182

    Article  CAS  Google Scholar 

  17. Song L. L., Chen C., Chen X. B., Zhang N., New J. Chem., 2016, 40, 2904

    Article  CAS  Google Scholar 

  18. Chen C., Zhang J., Li G. H., Shen P., Jin H. C., Zhang N., Dalton Trans., 2014, 43, 13965

    Article  CAS  Google Scholar 

  19. Ema T., Miyazaki Y., Koyama S., Yano Y., Sakai T., Chem. Commun., 2012, 48, 4489

    Article  CAS  Google Scholar 

  20. Carreon M. A., Indian J. Chem. A, 2012, 51, 1306

    Google Scholar 

  21. Zalomaeva O. V., Chibiryaev A. M., Kovalenko K. A., Kholdeeva O. A., Balzhinimaev B. S., Fedin V. P., J. Catal., 2013, 298, 179

    Article  CAS  Google Scholar 

  22. Leitner W., Coord. Chem. Rev., 1996, 155, 257

    Article  Google Scholar 

  23. Darensbourg D. J., Holtcamp M. W., Coord. Chem. Rev., 1996, 153, 155

    Article  CAS  Google Scholar 

  24. Ema T., Miyazaki Y., Shimonishi J., Maeda C., Hasegawa J. Y., J. Am. Chem. Soc., 2014, 136, 15270

    Article  CAS  Google Scholar 

  25. Yang D. A., Cho H. Y., Kim J., Yang S. T., Ahn W. S., Energy Environ. Sci., 2012, 5, 6465

    Article  CAS  Google Scholar 

  26. Liu X. H., Ma J. G., Niu Z., Yang G. M., Cheng P., Angew. Chem. Int. Ed., 2014, 53, 1

    Article  CAS  Google Scholar 

  27. Biggadike K., Angell R. M., Burgess C. M., Farrell R. M., Hancock A. P., Harker A. J., Irving A. J., Irving W. R., Ioannou C., Procopiou P. A., Shaw R. E., Solanke Y. E., Singh O. M. P., Snowden M. A., Stubbs R., Walton S., Weston H. E., J. Med. Chem., 2000, 43, 19

    Article  CAS  Google Scholar 

  28. Shaikh A. A. G., Sivaram S., Chem. Rev., 1996, 96, 951

    Article  CAS  Google Scholar 

  29. Song J. L., Zhang Z. F., Hu S. Q., Wu T. B., Jiang T., Han B. X., Green Chem., 2009, 11, 1031

    Article  CAS  Google Scholar 

  30. Ren Y. W., Shi Y. C., Chen J. X., Yang S. R., Qi C. R., Jiang H. F., RSC Adv., 2013, 3, 2167

    Article  CAS  Google Scholar 

  31. Guillerm V., Weselinski L. J., Belmabkhout Y., Cairns A. J., D’Elia V., Wojtas L., Adil K., Eddaoudi M., Nat. Chem., 2014, 6, 673

    CAS  Google Scholar 

  32. Macias E. E., Ratnasamy P., Carreon M. A., Catal. Today, 2012, 198, 215

    Article  CAS  Google Scholar 

  33. Zhou X., Zhang Y., Yang X. G., Zhao L. Z., Wang G. Y., J. Mol. Catal. A Chem., 2012, 361/362, 12

    Article  Google Scholar 

  34. Gascon J., Aktay U., Hernandez-Alonso M. D., Gerard P. M., van Klink Kapteijn F., J. Catal., 2009, 261, 75

    Article  CAS  Google Scholar 

  35. An J., Geib S. J., Rosi N. L., J. Am. Chem. Soc., 2010, 132, 38

    Article  CAS  Google Scholar 

  36. Xu W. Y., Huang S. Y., Luo F., Inorg. Chem. Commun., 2014, 49, 56

    Article  CAS  Google Scholar 

  37. Duan J. G., Zou C. C., Li Q. Q., Jin W. Q., CrystEngComm, 2015, 17, 8226

    Article  CAS  Google Scholar 

  38. Luo F., Wang M. S., Luo M. B., Sun G. M., Song Y. M., Li P. X., Guo G. C., Chem. Commun., 2012, 48, 5989

    Article  CAS  Google Scholar 

  39. Phan A., Doonan C. J., Uribe-Romo F. J., Knobler C. B., Keefe M. O., Yaghi O. M., Acc. Chem. Res., 2010, 43, 58

    Article  CAS  Google Scholar 

  40. Couck S., Denayer J. F. M., Baron G. V., Rémy T., Gascon J., Kapteijn F., J. Am. Chem. Soc., 2009, 131, 6326

    Article  CAS  Google Scholar 

  41. Vaidhyanathan R., Iremonger S. S., Dawson K. W., Shimizu G. K. H., Chem. Comm., 2009, 5230

  42. Yang E., Li H. Y., Wang F., Yang H., Zhang J., CrystEngComm, 2013, 15, 658

    Article  CAS  Google Scholar 

  43. Zheng B. S., Bai J. F., Duan J. G., Wojtas L., Zaworotko M. J., J. Am. Chem. Soc., 2011, 133, 748

    Article  CAS  Google Scholar 

  44. Duan J. G., Yang Z., Bai J. F., Zheng B. S., Li Y. Z., Li S. H., Chem. Commun., 2012, 48, 3058

    Article  CAS  Google Scholar 

  45. Yu K. M. K., Curcic I., Gabriel J., Morganstewart H., Tsang S. C., J. Phys. Chem. A, 2010, 114, 3863

    Article  CAS  Google Scholar 

  46. Villaverde M., Bertero N., Garetto T., Catal. Today, 2013, 213, 87

    Article  CAS  Google Scholar 

  47. Seki T., Onaka M., J. Mol. Catal. A Chem., 2007, 263, 115

    Article  CAS  Google Scholar 

  48. Tamami B., Fadavi A., Catal. Commun., 2005, 6, 747

    Article  CAS  Google Scholar 

  49. Climent M. J., Corma A., Domínguez I., Iborra S., Sabater M. J., Sastre G., J. Catal., 2007, 246, 136

    Article  CAS  Google Scholar 

  50. Tu M., Davis R. J., J. Catal., 2001, 199, 85

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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Correspondence to Chao Chen or Ning Zhang.

Additional information

Supported by the National Natural Science Foundation of China(Nos.21261017, 21561020) and the Union of Industry Study Fund of Dongguan City, China(No.2014509112210).

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Song, L., Chen, C., Chen, X. et al. Basic catalytic performance of amino and acylamide functionalized metal-organic framework in the synthesis of chloropropene carbonate from CO2 under atmospheric pressure. Chem. Res. Chin. Univ. 32, 838–842 (2016). https://doi.org/10.1007/s40242-016-6076-8

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  • DOI: https://doi.org/10.1007/s40242-016-6076-8

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