Synthesis and properties of ionic liquids: Imidazolium tetrafluoroborates with unsaturated side chains

Bulletin of the Korean Chemical Society

Volumn 27, Issue 6, 2006, Pages 847-852

  Min, Gwan Hong ^a   Yim, Taeeun ^a   Hyun, Yeong Lee ^a   Dal, Ho Huh ^a   Lee, Eunjoo ^a   Mun, Junyoung ^a   Oh, Seung M ^a   Young, Gyu Kim ^a  

^a Seoul National University   (South Korea)

Author keywords

Imidazolium tetrafluoroborates; Ionic liquids; Physicochemical properties; Synthesis; Unsaturated side chains

Indexed keywords

ELECTRIC CONDUCTIVITY; ELECTRIC POTENTIAL; ELECTRODES; PLATINUM; STABILITY; SYNTHESIS (CHEMICAL); THERMAL EFFECTS; VISCOSITY;

IMIDAZOLIUM TETRAFLUOROBORATES; IONIC LIQUIDS; PHYSICOCHEMICAL PROPERTIES; UNSATURATED SIDE CHAINS;

IONS;

EID: 33745619785     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2006.27.6.847     Document Type: Article

References (31)

1. (a) Bonhôte, P.; Dias, A.-P.; Armand, M.; Papageorgiou, N.; Kalyanasundaram, K.; Grätzel, M. Inorg. Chem. 1996, 35, 1168-1178.
2. (b) Buzzeo, M. C.; Evans, R. G.; Compton, R. G. ChemPhysChem 2004, 5, 1106-1120.
3. (c) Lee, J. S.; Bae, J. Y.; Lee, H.; Quan, N. D.; Kim, H. S.; Kim, H. J. Ind. Eng. Chem. 2004, 10, 1086-1089.
4. For reviews, see: (a) Welton, T. Chem. Rev. 1999, 99, 2071-2083.
5. (b) Song, C. E.; Yoon, M. Y.; Choi, D. S. Bull. Korean Chem. Soc. 2005, 26, 1321-1330.
6. (c) Jorapur, Y. R.; Chi, D. Y. Bull. Korean Chem. Soc. 2006, 27, 345-354.
7. Anthony, J. L.; Brennecke, J. F.; Holbrey, J. D.; Maginn, E. J.; Mantz, R. A.; Rogers, R. D.; Trulove, P. C.; Visser, A. E.; Welton, T. In Ionic Liquids in Synthesis; Wasserscheid, P.; Welton, T., Eds.; Wiley-VCH Verlag: Weinheim, 2003; pp 41-126.
8. Wilkes, J. S.; Zaworotko, M. J. J. Chem. Soc., Chem. Commun. 1992, 965-967.
9. (a) Webber, A.; Blomgren, G. E. In Advances in Lithium-Ion Batteries; van Schalkwijk, W. A.; Scrosati, B., Eds.; Kluwer Academic/Plenum Publishers: New York, 2002; pp 185-232.
10. (b) In Electrochemical Aspects of Ionic Liquids; Ohno, H., ed.; Wiley-Interscience: Hoboken, 2005; pp 173-223.
11. (a) Hagiwara, R.; Ito, Y. J. Fluorine Chem. 2000, 105, 221-227.
12. (b) Nishida, T.; Tashiro, Y.; Yamamoto, M. J. Fluorine Chem. 2003, 120, 135-141.
13. (c) Holbrey, J. D.; Seddon, K. R. J. Chem. Soc., Dalton Trans. 1999, 2133-2139.
14. (a) Ue, M.; Takeda, M.; Takahashi, T.; Takehara, M. Electrochem. Solid State Lett. 2002, 5, A119-A121.
15. (b) Balducci, A.; Bardi, U.; Caporali, S.; Mastragostino, M.; Soavi, F. Electrochem. Commun. 2004, 6, 566-570.
16. (c) Sato, T.; Masuda, G.; Takagi, K. Electrochim. Acta 2004, 49, 3603-3611.
17. Wang, P.; Zakeeruddin, S. M.; Exnar, I.; Grätzel, M. Chem. Commun. 2002, 2972-2973.
18. de Souza, R. F.; Padilha, J. C.; Gonçalves, R. S.; Dupont, J. Electrochem. Commun. 2003, 5, 728-731.
19. Garcia, B.; Lavallée, S.; Perron, G.; Michot, C.; Armand, M. Electrochim. Acta 2004, 49, 4583-4588.
20. (a) Zhou, Z.-B.; Matsumoto, H.; Tatsumi, K. Chem. Eur. J. 2004, 10, 6581-6591.
21. (b) Yoshida, Y.; Muroi, K.; Otsuka, A.; Saito, G.; Takahashi, M.; Yoko, T. Inorg. Chem. 2004, 43, 1458-1462.
22. (a) Visser, A. E.; Swatloski, R. P.; Reichert, W. M.; Mayton, R.; Sheff, S.; Wierzbicki, A.; Davis, J. H., Jr.; Rogers, R. D. Chem. Commun. 2001, 135-136.
23. (b) Zhao, D.; Fei, Z.; Scopelliti, R.; Dyson, P. J. Inorg. Chem. 2004, 43, 2197-2205.
24. Presented in part at the 31st Korean Society of Industrial and Engineering Chemistry National Meeting, Daejeon, Korea, May 13-14, 2005, No. 1P-178.
25. The ILs of allyl-substituted imidazolium with halide anions have been reported recently; (a) Mizumo, T.; Marwanta, E.; Matsumi, N.; Ohno, H. Chem. Lett. 2004, 33, 1360-1361;
26. (b) Kölle, P.; Dronskowski, R. Eur. J. Inorg. Chem. 2004, 2313-2320.
27. - anion have been reported; (c) Zhao, D.; Fei, Z.; Geldbach, T. J.; Scopelliti, R.; Laurenczy, G.; Dyson, P. J. Helv. Chim. Acta 2005, 88, 665-675.
28. Kimbonguila, A. M.; Boucida, S.; Guibé, F.; Loffet, A. Tetrahedron 1997, 53, 12525-12538.
29. Similar differences in melting points can be found in the following compounds with the comparable structures; propylbenzene (mp -99°C) vs allylbenzene (mp -40°C) and ethylbenzene (mp -95°C) vs styrene (mp -31°C).
30. Sun, J.; MacFarlane, D. R.; Forsyth, M. Electrochim. Acta 2003, 48, 1707-1711.
31. Lee, J.-T.; Lin, Y.-W.; Jan, Y.-S. J. Power Sources 2004, 132, 244-248.