Copyright (c) 2015 Fengping Yi, Jie Gao, Lirong Zhang, Xiaoyan Jiang
This work is licensed under a Creative Commons Attribution 4.0 International License.
New Bronsted-Lewis Acidic Quaternary Ammonium Ionic Liquids: Synthesis, Acidity Determination and Acidity-Catalytic Activity Relationship
Corresponding Author(s) : Lirong Zhang
zlir2008@163.com
Asian Journal of Chemistry,
Vol. 27 No. 4 (2015): Vol 27 Issue 4
Abstract
A series of new Brønsted-Lewis acidic ionic liquids,which are operational simplicity, high stability, low cost and applicable for scaling up, have been synthesized and their activity for acetalization was examined. The comprehensive studies on the acidity-catalytic performance relationship of the Brønsted-Lewis acidic ionic liquids were performed. IR spectroscopy results confirmed that the new Brønsted-Lewis acidic ionic liquids possess both Brønsted and Lewis acid sites. The acidities were determined by Hammett method, and further studies on acidity-activity relationship revealed that the acidity played a key role in the acid-catalyzed probe reactions.
Keywords
Brønsted-Lewis acidic quaternary ammonium ionic liquids
Acid type
Acidity-catalytic activity relationship
Yi, F. ., Gao, J. ., Zhang, L. ., & Jiang, X. (2015). New Bronsted-Lewis Acidic Quaternary Ammonium Ionic Liquids: Synthesis, Acidity Determination and Acidity-Catalytic Activity Relationship. Asian Journal of Chemistry, 27(4), 1260–1264. https://doi.org/10.14233/ajchem.2015.17494
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References
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References
1. J.P. Hallett and T. Welton, Chem. Rev., 111, 3508 (2011); doi:10.1021/cr1003248.
2. J. Dupont, R.F. de Souza and P.A.Z. Suarez, Chem. Rev., 102, 3667 (2002); doi:10.1021/cr010338r.
3. T. Welton, Chem. Rev., 99, 2071 (1999); doi:10.1021/cr980032t.
4. Y. Kou and Y.L. Yang, Petrochem. Technol., 33, 297 (2004).
5. S.W. Liu, C.X. Xie, S.T. Yu and F.S. Liu, Catal. Commun., 9, 2030 (2008); doi:10.1016/j.catcom.2008.03.045.
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7. X.F. Liu, L.F. Xiao, H.J. Wu, Z. Li, J. Chen and C.G. Xia, Catal. Commun., 10, 424 (2009); doi:10.1016/j.catcom.2008.09.007.
8. X.Z. Liang and C.Z. Qi, Catal. Commun., 12, 808 (2011); doi:10.1016/j.catcom.2011.01.018.
9. S.W. Liu, C.X. Xie, S.T. Yu, M. Xian and F. Liu, Chin. J. Catal., 30, 401 (2009); doi:10.1016/S1872-2067(08)60109-6.
10. Y.L. Yang and Y. Kou, Chem. Commun., 226 (2004); doi:10.1039/b311615h.
11. C. Thomazeau, H. Olivier-Bourbigou, L. Magna, S. Luts and B. Gilbert, J. Am. Chem. Soc., 125, 5264 (2003); doi:10.1021/ja0297382.
12. Y.L. Gu, J. Zhang, Z.Y. Duan and Y.Q. Deng, Adv. Synth. Catal., 347, 512 (2005); doi:10.1002/adsc.200404316.
13. Y.Y. Wang, X.X. Gong, Z.Z. Wang and L.Y. Dai, J. Mol. Catal. Chem., 322, 7 (2010); doi:10.1016/j.molcata.2010.01.011.
14. Z.Y. Duan, Y.L. Gu, J. Zhang, L.Y. Zhu and Y.Q. Deng, J. Mol. Catal. Chem., 250, 163 (2006); doi:10.1016/j.molcata.2006.01.035.
15. Y.W. Zhao, J.X. Long, F.G. Deng, X.F. Liu, Z. Li, C.G. Xia and J.J. Peng, Catal. Commun., 10, 732 (2009); doi:10.1016/j.catcom.2008.11.030.
16. R. Kore, T.J.D. Kumar and R. Srivastava, J. Mol. Catal. Chem., 360, 61 (2012); doi:10.1016/j.molcata.2012.04.010.
17. H.B. Xing, T. Wang, Z.H. Zhou and Y.Y. Dai, J. Mol. Catal. Chem., 264, 53 (2007); doi:10.1016/j.molcata.2006.08.080.
18. A. Clerici, N. Pastori and O. Porta, Tetrahedron, 54, 15679 (1998); doi:10.1016/S0040-4020(98)00982-X.
2. J. Dupont, R.F. de Souza and P.A.Z. Suarez, Chem. Rev., 102, 3667 (2002); doi:10.1021/cr010338r.
3. T. Welton, Chem. Rev., 99, 2071 (1999); doi:10.1021/cr980032t.
4. Y. Kou and Y.L. Yang, Petrochem. Technol., 33, 297 (2004).
5. S.W. Liu, C.X. Xie, S.T. Yu and F.S. Liu, Catal. Commun., 9, 2030 (2008); doi:10.1016/j.catcom.2008.03.045.
6. S. Liu, H. Zhou, S. Yu, C. Xie, F. Liu and Z. Song, Chem. Eng. J., 174, 396 (2011); doi:10.1016/j.cej.2011.09.017.
7. X.F. Liu, L.F. Xiao, H.J. Wu, Z. Li, J. Chen and C.G. Xia, Catal. Commun., 10, 424 (2009); doi:10.1016/j.catcom.2008.09.007.
8. X.Z. Liang and C.Z. Qi, Catal. Commun., 12, 808 (2011); doi:10.1016/j.catcom.2011.01.018.
9. S.W. Liu, C.X. Xie, S.T. Yu, M. Xian and F. Liu, Chin. J. Catal., 30, 401 (2009); doi:10.1016/S1872-2067(08)60109-6.
10. Y.L. Yang and Y. Kou, Chem. Commun., 226 (2004); doi:10.1039/b311615h.
11. C. Thomazeau, H. Olivier-Bourbigou, L. Magna, S. Luts and B. Gilbert, J. Am. Chem. Soc., 125, 5264 (2003); doi:10.1021/ja0297382.
12. Y.L. Gu, J. Zhang, Z.Y. Duan and Y.Q. Deng, Adv. Synth. Catal., 347, 512 (2005); doi:10.1002/adsc.200404316.
13. Y.Y. Wang, X.X. Gong, Z.Z. Wang and L.Y. Dai, J. Mol. Catal. Chem., 322, 7 (2010); doi:10.1016/j.molcata.2010.01.011.
14. Z.Y. Duan, Y.L. Gu, J. Zhang, L.Y. Zhu and Y.Q. Deng, J. Mol. Catal. Chem., 250, 163 (2006); doi:10.1016/j.molcata.2006.01.035.
15. Y.W. Zhao, J.X. Long, F.G. Deng, X.F. Liu, Z. Li, C.G. Xia and J.J. Peng, Catal. Commun., 10, 732 (2009); doi:10.1016/j.catcom.2008.11.030.
16. R. Kore, T.J.D. Kumar and R. Srivastava, J. Mol. Catal. Chem., 360, 61 (2012); doi:10.1016/j.molcata.2012.04.010.
17. H.B. Xing, T. Wang, Z.H. Zhou and Y.Y. Dai, J. Mol. Catal. Chem., 264, 53 (2007); doi:10.1016/j.molcata.2006.08.080.
18. A. Clerici, N. Pastori and O. Porta, Tetrahedron, 54, 15679 (1998); doi:10.1016/S0040-4020(98)00982-X.