Hydrogen bonding behaviors of binary systems containing the ionic liquid 1-butyl-3-methylimidazolium trifluoroacetate and water/methanol

Journal of Physical Chemistry B

Volumn 115, Issue 38, 2011, Pages 11127-11136

  Zhang, Qing Guo ^a,b   Wang, Nan Nan ^a   Wang, Shuang Long ^b   Yu, Zhi Wu ^a  

^a TSINGHUA UNIVERSITY   (China)

^b BOHAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ATMOSPHERIC COMPOSITION; BROMINE; FUNCTIONAL GROUPS; HYDROGEN; HYDROGEN BONDS; INFRARED SPECTROSCOPY; IONIC LIQUIDS; METHANOL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POSITIVE IONS; QUANTUM CHEMISTRY; SYSTEMS (METALLURGICAL);

ATTENUATED TOTAL REFLECTANCE INFRARED SPECTROSCOPY; BINARY SYSTEMS; CARBOXYLIC GROUP; CONCENTRATION RANGES; COSOLVENT MOLECULES; COSOLVENTS; H NMR SPECTROSCOPY; H-BONDING INTERACTION; H-BONDS; HYDROGEN BONDING INTERACTIONS; HYDROGEN BONDINGS; HYDROPHILIC IONIC LIQUIDS; INTERACTION SITE; INTERACTION STRENGTH; LOW CONCENTRATIONS; LOW WATER; METHYL GROUP; PROTON DONORS; QUANTUM CHEMICAL CALCULATIONS; TRIFLUOROACETATES;

CARBON DIOXIDE;

EID: 80053115373     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp204305g     Document Type: Article

References (77)

1. Ionic Liquids Industrial Applications for Green Chemistry; Rogers, R. D., Seddon, K. R., Eds.; ACS Symposium Series 818; American Chemical Society: Washington, DC, 2002.
2. Ionic Liquids as Green Solvent; Rogers, R. D., Seddon, K. R., Eds.; ACS Symposium Series 856; American Chemical Society: Washington, DC, 2003; Chapter 12.
3. Ionic Liquids IIIA: Fundamentals, Progress, Challenges, and Opportunities: Properties and Structure; Rogers, R. D., Seddon, K. R., Eds.; American Chemical Society: Washington, DC, 2005; Vol. 901.
4. Earle, M.; Forestier, A.; Olivier-Bourbigou, H.; Wasserscheid, P. Ionic Liquids in Synthesis; Wasserscheid, P., Welton, T., Eds.; Wiley-VCH Verlag: Weinheim, Germany, 2003.
5. Welton, T. Chem. Rev. 1999, 99, 2071-2083
6. Fumino, K.; Wulf, A.; Ludwig, R. Angew. Chem., Int. Ed. 2008, 47, 8731-8734
7. Dupont, J.; de Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667-3692
8. Macfarlane, D. R.; Seddon, K. R. Aust. J. Chem. 2007, 60, 3-5
9. Zhao, H.; Xia, S.; Ma, P. J. Chem. Technol. Biotechnol. 2005, 80, 1089-1096
10. Krossing, I.; Slattery, J. M. Z. Phys. Chem. 2006, 220, 1343-1359
11. Holbrey, J. D.; Reichert, W. M.; Swatloski, R. P.; Seddon, K. R.; Rogers, R. D. Green Chem. 2002, 4, 407-413
12. Borra, E. F.; Seddiki, O.; Angel, R.; Eisenstein, D.; Hickson, P.; Seddon, K. R.; Worden, S. P. Nature 2007, 447, 979-981
13. Torrecilla, J. S.; Rojo, E.; García, J.; Rodríguez, F. Ind. Eng. Chem. Res. 2008, 47, 4025-4028
14. Ficke, L. E.; Rodríguez, H.; Brennecke, J. F. J. Chem. Eng. Data 2008, 53, 2112-2119
15. González, E. J.; González, B.; Calvar, N.; Domínguez, A. J. Chem. Eng. Data 2007, 52, 1641-1648
16. Torrecilla, J. S.; Rafione, T.; García, J.; Rodríguez, F. J. Chem. Eng. Data 2008, 53, 923-928
17. Fröba, A. P.; Wasserscheid, P.; Gerhard, D.; Kremer, H.; Leipertz, A. J. Phys. Chem. B 2007, 111, 12817-12822
18. Rogers, R. D.; Seddon, K. R. Science 2003, 302, 792-793
19. Carvalho, P. J.; Alvarez, V. H.; Schroeder, B.; Gil, A. M.; Marrucho, I. M.; Aznar, M.; Santos, L. M. N. B. F.; Coutinho, J. A. P. J. Phys. Chem. B 2009, 113, 6803-6812
20. Plechkova, N. V.; Seddon, K. R. Chem. Soc. Rev. 2008, 37, 123-150
21. Ficke, L. E.; Brennecke, J. F. J. Phys. Chem. B 2010, 114 (32) 10496-10501
22. Seddon, K. R.; Stark, A.; Torres, M. J. Pure Appl. Chem. 2000, 72, 2275-2287
23. Huddleston, J. G.; Visser, A. E.; Reichert, W. M.; Willauer, H. D.; Broker, G. A.; Rogers, R. D. Green Chem. 2001, 3, 156-164
24. Marsh, K. N.; Boxall, J. A.; Lichtenthaler, R. Fluid Phase Equilib. 2004, 219, 93-98
25. Mayrand-Provencher, L.; Rochefort, D. J. Phys. Chem. C 2009, 113, 1632-1639
26. Le Bideau, J.; Viaub, L.; Vioux, A. Chem. Soc. Rev. 2011, 40, 907-925
27. Wang, Y.; Radosevich, M.; Hayes, D.; Labbe, N. Biotechnol. Bioeng. 2011, 108, 1042-1048
28. Arbizzani, C.; Gabrielli, G.; Mastragostino, M. J. Power Sources 2011, 196, 4801-4805
29. Zhang, X. Y.; Li, D. F.; Jia, X. F.; Wang, J. J.; Fan, X. S. Catal. Commun. 2011, 12, 839-843
30. Fang, D.; Yang, J. M.; Liu, Z. L. J. Heterocycl. Chem. 2011, 48, 468-472
31. Kelkar, M. S.; Shi, W.; Maginn, E. J. Ind. Eng. Chem. Res. 2008, 47, 9115-9126
32. Wang, J. F.; Li, C. X.; Wang, Z. H. J. Chem. Eng. Data 2007, 52, 1307-1312
33. Widegren, J. A.; Saurer, E. M.; Marsh, K. N.; Magee, J. W. J. Chem. Thermodyn. 2005, 37, 569-575
34. Heintz, A.; Lehmann, J. K.; Wertz, C.; Jacquemin, J. J. Chem. Eng. Data 2005, 50, 956-960
35. Najdanovic-Visak, V.; Rebelo, L. P. N.; Ponte, da M. N. Green Chem. 2005, 7, 443-450
36. Zhang, L. Q.; Wang, Y.; Xu, Z.; Li, H. R. J. Phys. Chem. B 2009, 113, 5978-5984
37. Zhang, L. Q.; Xu, Z.; Wang, Y.; Li, H. R. J. Phys. Chem. B 2008, 112, 6411-6419
38. Zhang, Q. G.; Wang, N. N.; Yu, Z. W. J. Phys. Chem. B 2010, 114, 4747-4754
39. Wang, N. N.; Zhang, Q. G.; Wu, F. G.; Li, Q. Z.; Yu, Z. W. J. Phys. Chem. B 2010, 114, 8689-8700
40. Zhao, Y.; Gao, S. J.; Wang, J. J.; Tang, J. M. J. Phys. Chem. B 2008, 112, 2031-2039
41. Wang, J. J.; Wang, H. Y.; Zhang, S. L.; Zhang, H. C.; Zhao, Y. J. Phys. Chem. B 2007, 111, 6181-6188
42. Singh, T.; Kumar, A. J. Phys. Chem. B 2007, 111, 7843-7851
43. Bowers, J.; Butts, C. P.; Martin, P. J.; Vergara-Gutierrez, M. C.; Heenan, R. K. Langmuir 2004, 20, 2191-2198
44. Köddermann, T.; Wertz, C.; Heintz, A.; Ludwig, R. Angew. Chem., Int. Ed. 2006, 45, 3697-3702
45. Cammarata, L.; Kazarian, S. G.; Salterb, P. A.; Welton, T. Phys. Chem. Chem. Phys. 2001, 3, 5192-5200
46. Porter, A. R.; Liem, S. Y.; Popelier, P. L.A. Phys. Chem. Chem. Phys. 2008, 10, 4240-4248
47. Katayanagi, H.; Nishikawa, K.; Shimozaki, H.; Miki, K.; Westh, P.; Koga, Y. J. Phys. Chem. B 2004, 108, 19451-19457
48. Miki, K.; Westh, P.; Nishikawa, K.; Koga, Y. J. Phys. Chem. B 2005, 109, 9014-9019
49. Takamuku, T.; Kyoshoin, Y.; Shimomura, T.; Kittaka, S.; Yamaguchi, T. J. Phys. Chem. B 2009, 113, 10817-10824
50. Chang, H. C.; Jiang, J. C.; Tsai, W. C.; Chen, G. C.; Lin, S. H. J. Phys. Chem. B 2006, 110, 3302-3307
51. Köeddermann, T.; Wertz, C.; Heintz, A.; Ludwig, R. ChemPhysChem 2006, 7, 1944-1949
52. Köddermann, T.; Paschek, D.; Ludwig, R. ChemPhysChem 2008, 9, 549-555
53. Jeon, Y.; Sung, J.; Kim, D.; Seo, C.; Cheong, H.; Ouchi, Y.; Ozawa, R.; Hamaguchi, H. J. Phys. Chem. B 2008, 112, 923-928
54. Moreno, M.; Castiglione, F.; Mele, A.; Pasqui, C.; Raos, G. J. Phys. Chem. B 2008, 112, 7826-7836
55. Lasségues, J. C.; Grondin, J.; Cavagnat, D.; Johansson, P. J. Phys. Chem. A 2009, 113, 6419-6421
56. Carvalho, P. J.; Alvarez, V. H.; Schroeder, B.; Gil, A. M.; Marrucho, I. M.; Aznar, M.; Santos, L. M. N. B. F.; Coutinho, J. A. P. J. Phys. Chem. B 2009, 113, 6803-6812
57. Shiflett, M. B.; Yokozeki, A. J. Chem. Eng. Data 2009, 54, 108-114
58. Bonhote, P.; Dias, A. P.; Papageorgiou, N.; Kalyanasundaram, K.; Gratzel, M. Inorg. Chem. 1996, 35, 1168-1178
59. Wu, F. G.; Wang, N. N.; Yu, J. S.; Luo, J. J.; Yu, Z. W. J. Phys. Chem. B 2010, 114, 2158-2164
60. Wang, N. N.; Jia, Q.; Li, Q. Z.; Yu, Z. W. J. Mol. Struct. 2008, 883-884, 55-60
61. Wang, N. N.; Li, Q. Z.; Yu, Z. W. Appl. Spectrosc. 2009, 63, 1356-1362
62. Li, Q. Z.; Wang, N. N.; Zhou, Q.; Sun, S. Q.; Yu, Z. W. Appl. Spectrosc. 2008, 62, 166-170
63. Li, Q. Z.; Wu, G. S.; Yu, Z. W. J. Am. Chem. Soc. 2006, 128, 1438-1439
64. Koga, Y.; Sebe, F.; Minami, T.; Otake, K.; Saitow, K.; Nishikawa, K. J. Phys. Chem. B 2009, 113, 11928-11935
65. Suarez, P. A. Z.; Consorti, C. S.; de Souza, R. F.; Dupont, J.; Goncalves, R. S. J. Braz. Chem. Soc. 2002, 13, 106-109
66. Hansen, W. N. Spectrochim. Acta 1965, 21, 815-833
67. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheesman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 03, revision B.03; Gaussian Inc.: Pittsburgh, PA, 2003.
68. Dhumal, N. R.; Kim, H. J.; Kiefer, J. J. Phys. Chem. A 2009, 113, 10397-10404
69. Talaty, E. R.; Raja, S.; Storhaug, V. J.; Dolle, A.; Carper, W. R. J. Phys. Chem. B 2004, 108, 13177-13184
70. Izgorodina, E. I.; Bernard, U. L.; MacFarlane, D. R. J. Phys. Chem. A 2009, 113, 7064-7072
71. Socrates, G. Infrared Characteristic Group Frequencies; John Wiley & Sons: Chichester, U.K., 1980; pp 91-92.
72. Kiefer, J.; Fries, J.; Leipertz, A. Appl. Spectrosc. 2007, 61, 1306-1311
73. Joseph, J.; Jemmis, E. D. J. Am. Chem. Soc. 2007, 129, 4620-4632
74. Fawcett, W. R.; Kloss, A. A. J. Phys. Chem. B 1996, 100, 2019-2024
75. Abraham, M. H.; Platts, J. A. J. Org. Chem. 2001, 66, 3484-3491
76. Pauling, L. The Nature of the Chemical Bond, 3 rd ed.; Cornell University Press: New York, 1960.
77. Keefe, C. D.; Istvankova, Z. Can. J. Chem. 2011, 89, 34-46