Citation: LI Wei, QI Chuan-Song, WU Xin-Min, RONG Hua, NG Liang-Fa. Relationship between Melting Point and the Interaction Energy of Alkyl Imidazolium Tetrafluoroborate Ionic Liquids[J]. Acta Physico-Chimica Sinica, ;2011, 27(09): 2059-2064. doi: 10.3866/PKU.WHXB20110914 shu

Relationship between Melting Point and the Interaction Energy of Alkyl Imidazolium Tetrafluoroborate Ionic Liquids

1.
College of Chemical Engineering, Beijing Institute of Petro-chemical Technology, Beijing 102617, P. R. China

Received Date: 26 April 2011
Available Online: 11 July 2011
Fund Project: 北京市属高等学校人才强教深化计划(PHR201008349)资助项目 (PHR201008349)

Eleven types of alkyl imidazolium tetrafluoroborate ionic liquids (ILs) have been investigated using the density functional theory (DFT) B3LYP method together with basis set 6-311++G(d,p). First, we performed geometry optimization of the ion system {[XIM] [BF₄]_n}^(n-1)-(n=2, 3), which is composed of one alkyl imidazolium cation XIM⁺ and two or three BF₄^- anions. Then the intramolecular interaction energies were calculated for those structures with the lowest energies, and the basis set superposition error was corrected by the counterpoise method. The relationship between the experimental melting points and the interaction energies was also investigated. A linear correlation was found for the alkyl imidazolium tetrafluoroborate compounds studied, which was also consistent with the linear correlation previously found for amino acid cation based ILs. Our work shows the possibility of designing ILs with the help of quantum chemistry in the future.
- Density functional theory,
- Imidazolium tetrafluoroborate,
- Interaction energy,
- Ionic liquid,
- Melting point
1. [1]
  (1) Katritzky, A. R.; Jain, R.; Lomaka, A.; Petrukhin, R.; Karelson, M.; Visser, A. E.; Rogers, R. D. J. Chem. Inf. Comput. Sci. 2002, 42, 225.
2. [2]
  (2) Rogers, R. D.; Seddon, K. R. Science 2003, 302, 792.
3. [3]
  (3) Li, R. X. Green Solvent - the Synthesis and Application of Ionic Liquids; Chemical Industry Press: Beijing, 2004. [李汝雄. 绿色溶剂——离子液体的合成与应用. 北京: 化学工业出版社, 2004.]
4. [4]
  (4) Zhang, S. J.; Lü, X. M. Ionic Liquids -from Fundamentals to Applications; Scientific Publish Ltd.: Beijing, 2006. [张锁江, 吕兴梅. 离子液体——从基础研究到工业应用. 北京: 科学出版社, 2006.]
5. [5]
  (5) Katritzky, A. R.; Lomaka, A.; Petrukhin, R.; Jain, R.; Karelson, M.; Visser, A. E.; Rogers, R. D. J. Chem. Inf. Comput. Sci. 2002, 42, 71.
6. [6]
  (6) Varnek, A.; Kireeva, N.; Tetko, I. V.; Baskin, I. I.; Solovev, V. P. J. Chem. Inf. Model. 2007, 47, 1111.
7. [7]
  (7) López-Martin, I.; Burello, E.; Davey, P. N.; Seddon, K. R.; Rothenberg, G. ChemPhysChem 2007, 8, 690.
8. [8]
  (8) Ren, Y. Y.; Qin, J.; Liu, H. X.; Yao, X. J.; Liu, M. C. QSAR Comb. Sci. 2009, 28, 1237.
9. [9]
  (9) Yan, C. Q.; Han, M. J.;Wan, H.; Guan, G. F. Fluid Phase Equilibria 2010, 292, 104.
10. [10]
  (10) Katsyuba, S. A.; Zvereva, E. E.; Vidis, A.; Dyson, P. J. J. Phys. Chem. A 2007, 111, 352.
11. [11]
  (11) Turner, E. A.; Pye, C. C.; Singer, R. D. J. Phys. Chem. A 2003, 107, 2277.
12. [12]
  (12) Li,W.;Wu, X. M.; Qi, C. S.; Rong, H.; ng, L. F. J. Mol. Struct.-Theochem 2010, 942, 19.
13. [13]
  (13) Li,W.; Rong, H.; Chen, Z. Y.;Wu, X. M. Acta Phys. -Chim. Sin. 2008, 24, 868. [李巍, 荣华, 陈中元, 吴新民. 物理化学学报, 2008, 24, 868.]
14. [14]
  (14) Lü, R. Q.; Cao, Z. G.; Shen, G. P. J. Natural Gas Chem. 2007, 16, 428.
15. [15]
  (15) Umebayashi, Y.; Hamano, H.; Tsuzuki, S.; Lopes, J. N. C.; Pádua, A. A. H.; Kameda, Y.; Kohara, S.; Yamaguchi, T.; Fujii, K.; Ishiguro, S. J. Phys. Chem. B 2010, 114, 11715.
16. [16]
  (16) Tsuzuki, S.; Katoh, R.; Mikami, M. Mol. Phys. 2008, 106, 1621.
17. [17]
  (17) Shukla, M.; Srivastava, N.; Saha, S. J. Mol. Struct. 2010, 975, 349.
18. [18]
  (18) Xuan, X.; Guo, M.; Pei, Y.; Zheng, Y. Spectrochimica Acta A 2011, 78, 1492.
19. [19]
  (19) de Andrade, J.; Böes, E. S.; Stassen, H. J. Phys. Chem. B 2009, 113, 7541.
20. [20]
  (20) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al . Gaussian 03, Revision E.01; Gaussian Inc.:Wallingford, CT, 2004.
21. [21]
  (21) Morrow, T. I.; Maginn, E. J. J. Phys. Chem. B 2002, 106, 12807.
22. [22]
  (22) van Duijneveldt, F. B.; van Duijneveldt-van de Rijdt, J. G. C. M.; van Lenthe, J. H. Chem. Rev. 1994, 94, 1873.
23. [23]
  (23) Jansen, H. B.; Ros, P. Chem. Phys. Lett. 1969, 3, 140.
24. [24]
  (24) Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553.
25. [25]
  (25) Elaiwi, A.; Hitchcock, P. B.; Seddon, K. R.; Srinivasan, N.; Tan, Y. M.;Welton, T.; Zora, J. A. J. Chem. Soc. Dalton Tran. 1995, 3467.
26. [26]
  (26) Dymek, C. J.; Grossie, D. A.; Fratini, A. V. J. Mol. Struct. 1989, 213, 25.
27. [27]
  (27) The Reaxys Database. http://www.reaxys.com (accessed Jan 20, 2011).
28. [28]
  (28) Jiang, D.;Wang, Y. Y.; Liu, J.; Dai, L. Y. Chemistry 2007, 70, 371. [蒋栋, 王媛媛, 刘洁, 戴立益. 化学通报, 2007, 70, 371.]
29. [29]
  (29) Atkins, P.W.; Jones, L. L. Chemical Principles: The Quest for Insight;W. H. Freeman and Company: New York, 2002.
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