Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis and Physicochemical Properties of Ionic Liquids: 1-Alkenyl-2,3-dimethylimidazolium Tetrafluoroborates

  • Min, Gwan-Hong (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Yim, Tae-Eun (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Lee, Hyun-Yeong (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Kim, Hyo-Jin (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Mun, Jun-Young (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Kim, Sang-Mi (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Oh, Seung-M. (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University) ;
  • Kim, Young-Gyu (Department of Chemical and Biological Engineering, Research Center for Energy Conversion & Storage, Seoul National University)
  • Published : 2007.09.20
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Abstract

1-Alkenyl-2,3-dimethylimidazolium tetrafluoroborate ionic liquids having an olefinic substituent were synthesized and characterized. Among them, [AMMIm]BF4 with an allyl group showed lower viscosity, higher ionic conductivity, and a wider electrochemical window compared with its analogue having a saturated alkyl substituent. An EDLC with [AMMIm]BF4 showed better performance than that with [PMMIm]BF4, too.

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References

  1. Welton, T. Chem. Rev. 1999, 99, 2071-2083 https://doi.org/10.1021/cr980032t
  2. 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
  3. Song, C. E.; Yoon, M. Y.; Choi, D. S. Bull. Korean Chem. Soc. 2005, 26, 1321-1330 https://doi.org/10.5012/bkcs.2005.26.9.1321
  4. Jorapur, Y. R.; Chi, D. Y. Bull. Korean Chem. Soc. 2006, 27, 345-354 https://doi.org/10.5012/bkcs.2006.27.3.345
  5. Wasserscheid, P.; Keim, W. Angew. Chem. Int. Ed. 2000, 39, 3772-3789 https://doi.org/10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5
  6. Dyson, P. J. Transition Met. Chem. 2002, 27, 353-358 https://doi.org/10.1023/A:1015048222698
  7. Bonhote, P.; Dias, A.-P.; Armand, M.; Papageorgiou, N.; Kalyanasundaram, K.; Gratzel, M. Inorg. Chem. 1996, 35, 1168-1178 https://doi.org/10.1021/ic951325x
  8. Lee, J. S.; Bae, J. Y.; Lee, H.; Quan, N. D.; Kim, H. S.; Kim, H. J. Ind. Eng. Chem. 2004, 10, 1086-1089
  9. Buzzeo, M. C.; Evans, R. G.; Compton, R. G. ChemPhysChem 2004, 5, 1106-1120 https://doi.org/10.1002/cphc.200301017
  10. Electrochemical Aspects of Ionic Liquids; Ohno, H., ed.; Wiley-Interscience: Hoboken, 2005; pp 173-223
  11. 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
  12. Min, G.-H.; Yim, T.; Lee, H. Y.; Huh, D. H.; Lee, E.; Mun, J.; Oh, S. M.; Kim, Y. G. Bull. Korean Chem. Soc. 2006, 27, 847-852 https://doi.org/10.5012/bkcs.2006.27.6.847
  13. Nakagawa, H.; Izuchi, S.; Kuwana, K.; Nukuda, T.; Aihara, Y. J. Electrochem. Soc. 2003, 150, A695-A700 https://doi.org/10.1149/1.1568939
  14. Gifford, P. R.; Palmisano, J. B. J. Electrochem. Soc. 1987, 134, 610-614 https://doi.org/10.1149/1.2100516
  15. Koch, V. R.; Nanjundiah, C.; Appetecchi, G. B.; Scrosati, B. J. Electrochem. Soc. 1995, 142, L116-L118 https://doi.org/10.1149/1.2044332
  16. Wilkes, J. S.; Zaworotko, M. J. J. Chem. Soc., Chem. Commun. 1992, 965-967
  17. Sun, J.; MacFarlane, D. R.; Forsyth, M. Electrochim. Acta 2003, 48, 1707-1711 https://doi.org/10.1016/S0013-4686(03)00141-5
  18. Lee, J. S.; Quan, N. D.; Hwang, J. M.; Bae, J. Y.; Kim, H.; Cho, B. W.; Kim, H. S.; Lee, H. Electrochem. Commun. 2006, 8, 460-464 https://doi.org/10.1016/j.elecom.2006.01.009
  19. Ue, M.; Takeda, M.; Toriumi, A.; Kominato, A.; Hagiwara, R.; Itob, Y. J. Electrochem. Soc. 2003, 150, A499-A502 https://doi.org/10.1149/1.1559069
  20. Sato, T.; Masuda, G.; Takagi, K. Electrochim. Acta 2004, 49, 3603-3611 https://doi.org/10.1016/j.electacta.2004.03.030

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