Oligoether carboxylates: Task-specific room-temperature ionic liquids

Journal of Physical Chemistry B

Volumn 115, Issue 29, 2011, Pages 8961-8969

  Klein, Regina ^a   Zech, Oliver ^a,b   Maurer, Eva ^a   Kellermeier, Matthias ^a   Kunz, Werner ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b Nal von Minden   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIUM COMPOUNDS; CARBOXYLATION; GLASS TRANSITION; LITHIUM; METAL IONS; POSITIVE IONS; SALTS; SOLVENTS; VISCOSITY;

ALKALI CATIONS; ALKALI ION; AMBIENT TEMPERATURES; ENVIRONMENTALLY BENIGN; HIGH VISCOSITIES; ION-PAIRING; KAMLET-TAFT PARAMETERS; LOW CONDUCTIVITY; OLIGOETHERS; QUATERNARY AMMONIUM; QUATERNARY AMMONIUM IONS; ROOM TEMPERATURE IONIC LIQUIDS; SODIUM IONS; SOLVENT POLARITY; TAA CATIONS; TETRAALKYLAMMONIUM; TETRABUTYLAMMONIUM;

IONIC LIQUIDS;

EID: 79960637126     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp200624g     Document Type: Article

References (75)

1. Wasserscheid, P.; Keim, W. Angew. Chem., Int. Ed. 2000, 39, 3772-3789
2. Krossing, I.; Slattery, J. M.; Daguenet, C.; Dyson, P. J.; Oleinikova, A.; Weingaertner, H. J. Am. Chem. Soc. 2006, 128, 13427-13434
3. Greaves, T. L.; Drummond, C. J. Chem. Soc. Rev. 2008, 37, 1709-1726
4. Stolte, S.; Arning, J.; Bottin-Weber, U.; Matzke, M.; Stock, F.; Thiele, K.; Uerdingen, M.; Welz-Biermann, U.; Jastorff, B.; Ranke, J. Green Chem. 2006, 8, 621-629
5. Stolte, S.; Matzke, M.; Arning, J.; Böschen, A.; Pitner, W.-R.; Welz-Biermann, U.; Jastorff, B.; Ranke, J. Green Chem. 2007, 9, 1170-1179
6. Matzke, M.; Stolte, S.; Thiele, K.; Juffernholz, T.; Arning, J.; Ranke, J.; Welz-Biermann, U.; Jastorff, B. Green Chem. 2007, 9, 1198-1207
7. Ranke, J.; Moelter, K.; Stock, F.; Bottin-Weber, U.; Poczobutt, J.; Hoffmann, J.; Ondruschka, B.; Filser, J.; Jastorff, B. Ecotoxicol. Environ. Saf. 2004, 58, 396-404
8. Wang, X.; Ohlin, C. A.; Lu, Q.; Fei, Z.; Hu, J.; Dyson, P. J. Green Chem. 2007, 9, 1191-1197
9. Cross, J.; Singer, E. J. Cationic Surfactants-Analytical and Biological Evaluation; Dekker: New York, 1994; Vol. 53.
10. Zech, O.; Kellermeier, M.; Thomaier, S.; Maurer, E.; Klein, R.; Schreiner, C.; Kunz, W. Chem.-Eur. J. 2009, 15, 1341-1345
11. Kunz, W.; Thomaier, S.; Maurer, E.; Zech, O.; Kellermeier, M.; Klein, R. WO/2008/135482, BASF SE, Germany, 2008.
12. Zech, O.; Hunger, J.; Sangoro, J. R.; Iacob, C.; Kremer, F.; Kunz, W.; Buchner, R. Phys. Chem. Chem. Phys. 2010, 12, 14341-14350
13. Kunz, W. Curr. Opin. Colloid Interface Sci. 2010, 15, 34-39
14. Klein, R.; Kellermeier, M.; Drechsler, M.; Touraud, D.; Kunz, W. Colloids Surf., A 2009, 338, 129-134
15. Yoshizawa, M.; Xu, W.; Angell, C. A. J. Am. Chem. Soc. 2003, 125, 15411-15419
16. Xu, W.; Cooper, E. I.; Angell, C. A. J. Phys. Chem. B 2003, 107, 6170-6178
17. Blusztajn, J. K. Science (Washington, D. C.) 1998, 281, 794-795
18. Blusztajn, J. K.; Wurtman, R. J. Science (Washington, D. C.) 1983, 221, 614-620
19. Klein, R.; Touraud, D.; Kunz, W. Green Chem. 2008, 10, 433-435
20. Matsumoto, H.; Kageyama, H.; Miyazaki, Y. Chem. Lett. 2001, 182-183
21. Matsumoto, H.; Kageyama, H.; Miyazaki, Y. Chem. Commun. (Cambridge, U. K.) 2002, 1726-1727
22. Matsumoto, H.; Matsuda, T.; Tsuda, T.; Hagiwara, R.; Ito, Y.; Miyazaki, Y. Chem. Lett. 2001, 26-27
23. Zhou, Z.-B.; Matsumoto, H.; Tatsumi, K. Chem.-Eur. J. 2005, 11, 752-766
24. Petkovic, M.; Ferguson, J. L.; Gunaratne, H. Q. N.; Ferreira, R.; Leitao, M. C.; Seddon, K. R.; Rebelo, L. P. N.; Pereira, C. S. Green Chem. 2010, 12, 643-649
25. Constantinescu, D.; Schaber, K.; Agel, F.; Klingele, M. H.; Schubert, T. J. S. J. Chem. Eng. Data 2007, 52, 1280-1285
26. Nockemann, P.; Thijs, B.; Driesen, K.; Janssen, C. R.; Van Hecke, K.; Van Meervelt, L.; Kossmann, S.; Kirchner, B.; Binnemans, K. J. Phys. Chem. B 2007, 111, 5254-5263
27. Pernak, J.; Syguda, A.; Mirska, I.; Pernak, A.; Nawrot, J.; Pra̧dzyńska, A.; Griffin, S.; Rogers, R. Chem.-Eur. J. 2007, 13, 6817-6827
28. Weaver, K. D.; Kim, H. J.; Sun, J.; MacFarlane, D. R.; Elliott, G. D. Green Chem. 2010, 12, 507-513
29. Yu, Y.; Lu, X.; Zhou, Q.; Dong, K.; Yao, H.; Zhang, S. Chem.-Eur. J. 2008, 14, 11174-11182
30. Xu, W.; Angell, C. A. Science 2003, 302, 422-425
31. CRC-Handbook of Chemistry and Physics, 85 th ed.; Lide, D. R., Ed.; CRC Press: Boca Raton, FL, 2004.
32. Barthel, J.; Wachter, R.; Gores, H. J. Mod. Aspects Electrochem. 1979, 13, 1-79
33. Wachter, R.; Barthel, J. Ber. Bunsen-Ges. 1979, 83, 634-642
34. Barthel, J.; Feuerlein, F.; Neueder, R.; Wachter, R. J. Solution Chem. 1980, 9, 209-219
35. Hoover, T. B. J. Phys. Chem. 1964, 68, 876-879
36. Electrolyte Solutions, 2 nd ed.; Robinson, R. A.; Stokes, R. H., Eds.; Butterworth: London, 1959.
37. Reichardt, C. Green Chem. 2005, 7, 339-351
38. Reichardt, C. Chem. Rev. (Washington, D. C.) 1994, 94, 2319-2358
39. Reichardt, C. Pure Appl. Chem. 2004, 76, 1903-1919
40. Kamlet, M. J.; Taft, R. W. J. Am. Chem. Soc. 1976, 98, 377-383
41. Taft, R. W.; Kamlet, M. J. J. Am. Chem. Soc. 1976, 98, 2886-2894
42. Lee, J.-M.; Ruckes, S.; Prausnitz, J. M. J. Phys. Chem. B 2008, 112, 1473-1476
43. Marcus, Y. Chem. Soc. Rev. 1993, 22, 409-416
44. Yu, H.; Wu, Y.-T.; Jiang, Y.-Y.; Zhou, Z.; Zhang, Z.-B. New J. Chem. 2009, 33, 2385-2390
45. Fukaya, Y.; Iizuka, Y.; Sekikawa, K.; Ohno, H. Green Chem. 2007, 9, 1155-1157
46. Xu, W.; Wang, L.-M.; Nieman, R. A.; Angell, C. A. J. Phys. Chem. B 2003, 107, 11749-11756
47. Klein, R.; Dutton, H.; Diat, O.; Tiddy, G. J. T.; Kunz, W. J. Phys. Chem. B 2011, 115, 3838-3847
48. Grandjean, A.; Malki, M.; Simonnet, C.; Manara, D.; Penelon, B. Phys. Rev. B: Condens. Matter Mater. Phys. 2007, 75, 054112/054111-054112/054117
49. Kerton, F. M. Room Temperature Ionic Liquids and Eutectic Mixtures. In Alternative Solvents for Green Chemistry; Royal Society of Chemistry: Cambridge, U.K., 2009; pp 118-142.
50. Adams, D. J.; Dyson, P. J.; Taverner, S. J. Chemistry in Alternative Reaction Media; John Wiley & Sons: Chichester, U.K., 2004.
51. Zech, O.; Stoppa, A.; Buchner, R.; Kunz, W. J. Chem. Eng. Data 2010, 55, 1774-1778
52. Jiang, Y.-Y.; Wang, G.-N.; Zhou, Z.; Wu, Y.-T.; Geng, J.; Zhang, Z.-B. Chem. Commun. (Cambridge, U. K.) 2008, 505-507
53. Stoimenovski, J.; Izgorodina, E. I.; MacFarlane, D. R. Phys. Chem. Chem. Phys. 2010, 12, 10341-10347
54. Walden, P. Z. Phys. Chem., Stoechiom. Verwandtschaftsl. 1906, 55, 207-249
55. Welton, T. Chem. Rev. (Washington, D. C.) 1999, 99, 2071-2083
56. MacFarlane, D. R.; Forsyth, M.; Izgorodina, E. I.; Abbott, A. P.; Annat, G.; Fraser, K. Phys. Chem. Chem. Phys. 2009, 11, 4962-4967
57. Shobukawa, H.; Tokuda, H.; Susan, M. A. B. H.; Watanabe, M. Electrochim. Acta 2005, 50, 3872-3877
58. Shobukawa, H.; Tokuda, H.; Tabata, S.-I.; Watanabe, M. Electrochim. Acta 2004, 50, 305-309
59. Müller, P. Pure Appl. Chem. 1994, 66, 1077-1184
60. Reichardt, C. Org. Process Res. Dev. 2007, 11, 105-113
61. Reichardt, C. Pure Appl. Chem. 2008, 80, 1415-1432
62. Baker, S. N.; Baker, G. A.; Bright, F. V. Green Chem. 2002, 4, 165-169
63. Harrod, W. B.; Pienta, N. J. J. Phys. Org. Chem. 1990, 3, 534-544
64. Khupse, N. D.; Kumar, A. J. Phys. Chem. B 2010, 114, 376-381
65. Fraser, K. J.; Izgorodina, E. I.; Forsyth, M.; Scott, J. L.; MacFarlane, D. R. Chem. Commun. (Cambridge, U. K.) 2007, 3817-3819
66. Tokuda, H.; Ishii, K.; Susan, M. A. B. H.; Tsuzuki, S.; Hayamizu, K.; Watanabe, M. J. Phys. Chem. B 2006, 110, 2833-2839
67. Zhang, S.; Qi, X.; Ma, X.; Lu, L.; Deng, Y. J. Phys. Chem. B 2010, 114, 3912-3920
68. Jin, H.; O'Hare, B.; Dong, J.; Arzhantsev, S.; Baker, G. A.; Wishart, J. F.; Benesi, A. J.; Maroncelli, M. J. Phys. Chem. B 2008, 112, 81-92
69. Trivedi, S.; Malek, N. I.; Behera, K.; Pandey, S. J. Phys. Chem. B 2010, 114, 8118-8125
70. Kunz, W.; Calmettes, P.; Turq, P. J. Chem. Phys. 1990, 92, 2367-2373
71. Persson, I. Pure Appl. Chem. 1986, 58, 1153-1161
72. Crowhurst, L.; Mawdsley, P. R.; Perez-Arlandis, J. M.; Salter, P. A.; Welton, T. Phys. Chem. Chem. Phys. 2003, 5, 2790-2794
73. Lungwitz, R.; Spange, S. New J. Chem. 2008, 32, 392-394
74. Oehlke, A.; Hofmann, K.; Spange, S. New J. Chem. 2006, 30, 533-536
75. Doherty, T. V.; Mora-Pale, M.; Foley, S. E.; Linhardt, R. J.; Dordick, J. S. Green Chem. 2010, 12, 1967-1975