Fluorocarbons dissolved in supercritical carbon dioxide. NMR evidence for specific solute-solvent interactions

Journal of Physical Chemistry B

Volumn 102, Issue 10, 1998, Pages 1775-1780

  Dardin, Alexander ^a,b   DeSimone, Joseph M ^a   Samulski, Edward T ^a  

^a University of North Carolina at Chapel Hill   (United States)

^b RohMax Additives GmbH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001496210     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp972127p     Document Type: Article

References (52)

1. Stofesky, D.; Reid, M.; Enick, R. M. In Proceedings of the 2nd International Symposium on Supercritical Fluids; McHugh, M. A., Ed.; Johns Hopkins University: Baltimore, MD, 1991.
2. Johnston, K. P.; Penninger, J. M. L. Supercritical Fluid Science and Technology; ACS Symp. Ser. 1989, 406.
3. Eckert, C. A.; Knutson, B. L.; Debenedetti, P. G. Nature 1996, 383, 313.
4. McHugh, M. A.; Krukonis, V. J. Supercritical Fluid Extraction-Principles and Practice; Butterwoth-Heinemann: Boston, 1994.
5. Hyatt, J. A. J. Org. Chem. 1984, 49, 5097.
6. Consani, K. A.; Smith, R. D. J. Supercrit. Fluids 1990, 3, 51.
7. Laintz, K. E.; Yonker, C. R.; Smith, R. D.; Wai, C. M. J. Supercrit. Fluids 1991, 4, 194.
8. Wang, W. V.; Kramer, E. J.; Sachse, W. J. J. Polym. Sci., Polym. Phys. Ed. 1982, 20, 1371.
9. Smith, P. B.; Moll, D. J. Macromolecules 1990, 23, 3250.
10. DeSimone, J. M.; Guan, Z.; Elsbernd, C. S. Science 1992, 257, 954.
11. DeSimone, J. M.; Maury, E. E.; Menceloglu, Y. Z.; Combes J. R.; McClain, J. B.; Romack, T. J. Science 1994, 265, 356.
12. McClain, J. B.; Betts, D. E.; Canelas, D. A.; Samulski, E. T.; DeSimone, J. M.; Londono, J. D.; Cochran, H. D.; Wignall, G. D.; Chillura-Martino, D.; Triolo, R. Science 1996, 274, 2049.
13. Canelas, D. A.; Betts, D. E.; DeSimone, J. M. Macromolecules 1996, 29, 2818.
14. Politzer, P.; Murray, J. S.; Lane, P.; Brink, T. J. Chem. Phys. 1993, 97, 729.
15. Famini, G. R.; Wilson, L. Y. J. Phys. Org. Chem. 1993, 6, 539.
16. Meredith, J. C.; Johnston, K. P.; Seminario, J. M.; Kazarian, S. G.; Eckert, C. A. J. Phys. Chem. 1996, 100, 10837.
17. Yee, G. G.; Fulton, J. L.; Smith, R. D. J. Chem. Phys. 1992, 96, 6172.
18. Cece, A.; Jureller, S. H.; Kerschner, J. L.; Moschner, K. F. J. Phys. Chem. 1996, 100, 7435.
19. Johnston, K. P.; Penninger, J. M. L. Supercritical Fluid Science and Technology; ACS Symp. Ser. 1989, 406.
20. Bright, F. V.; McNally, M. E. P. Supercritical Fluid Technology: Theoretical and Applied Approaches in Analytical Chemistry; ACS Symp. Ser. 1992, 488.
21. Dickinson, W. C. Phys. Rev. 1951, 81, 717.
22. Rummens, F. H. A. van der Waals Forces and Shielding Effects. In NMR, Basic Principles and Progress; Diehl, P., Fluck, H., Kosfeld, R., Seelig, J., Eds.; Springer-Verlag: Berlin, 1975; Vol. 10.
23. Lau, E. Y.; Gerig, J. T. J. Am. Chem. Soc. 1996, 118, 1194.
24. Bothner-By, A. A.; Glick, R. E. J. Am. Chem. Soc. 1956, 78, 1071; J. Chem. Phys. 1957, 26, 1647; J. Chem. Phys. 1957, 26, 1651.
25. Bothner-By, A. A.; Glick, R. E. J. Am. Chem. Soc. 1956, 78, 1071; J. Chem. Phys. 1957, 26, 1647; J. Chem. Phys. 1957, 26, 1651.
26. Bothner-By, A. A.; Glick, R. E. J. Am. Chem. Soc. 1956, 78, 1071; J. Chem. Phys. 1957, 26, 1647; J. Chem. Phys. 1957, 26, 1651.
27. Bothner-By, A. A. J. Mol. Spectrosc. 1960, 5, 52.
28. Rummens, F. H. A.; Bernstein, H. J. J. Chem. Phys. 1965, 43, 2971.
29. Rummens, F. H. A.; Raynes, W. T.; Bernstein, H. J. Chem. Phys. 1968, 72, 2111.
30. Bernstein, H. J.; Raynes, W. T. Presented at a NMR Symposium, Boulder, CO, 1962.
31. Kromhout, R. A.; Linder, B. J. Magn. Reson. 1969. 1, 450.
32. March, J. Advanced Organic Chemistry; John Wiley & Sons: New York, 1992; p 771.
33. Pfund, D. M.; Zemanian, T. S.; Linehan, J. C.; Fulton, J. L.; Yonker, C. R. J. Phys. Chem. 1994, 98, 11846.
34. Yonker, C. R.; Zemanian, T. S.; Wallen, S. L.; Linehan, J. C.; Franz, J. A. J. Magn. Reson., Ser. A 1995, 113, 102.
35. 2; National Bureau of Standards: Boulder, CO, 1986.
36. Handbook of Chemistry and Physics; Chemical Rubber Company: Cleveland, OH, 1968.
37. Pople, J. A.; Schneider, W. G.; Bernstein, H. J. High-Resolution Nuclear Magnetic Resonance; McGraw-Hill: New York, 1959.
38. Dardin, A.; Samulski, E. T. Unpublished data.
39. Buckingham, A. D.; Pople, J. A. Discuss. Faraday Soc. 1956, 22, 17.
40. Raynes, W. T.; Buckingham, A. D.; Bernstein, H. J. J. Chem. Phys. 1962, 36, 3481.
41. Kanegsberg, E.; Pass, B.; Carr, H. Y. Phys. Rev. Lett. 1969, 23, 572.
42. Jameson, A. K.; Jameson, C. I.; Gutowsky, H. S. J. Chem. Phys. 1970, 53, 2310.
43. Raynes, W. T. Mol. Phys. 1969, 17, 169.
44. Jameson, C. J.; Jameson, A. K. J. Phys. Chem. 1980, 73, 6013. Jameson, C. J.; Jameson, A. K.; Oppusunggu, D. J. Chem. Phys. 1984, 81, 85, 1198, 2313, 2571. Jameson, C. J.; Jameson, A. K. J. Magn. Reson. 1985, 62, 209. Jameson, C. J. Chem. Rev. (Washington, D.C.) 1991, 91, 1375.
45. Jameson, C. J.; Jameson, A. K. J. Phys. Chem. 1980, 73, 6013. Jameson, C. J.; Jameson, A. K.; Oppusunggu, D. J. Chem. Phys. 1984, 81, 85, 1198, 2313, 2571. Jameson, C. J.; Jameson, A. K. J. Magn. Reson. 1985, 62, 209. Jameson, C. J. Chem. Rev. (Washington, D.C.) 1991, 91, 1375.
46. Jameson, C. J.; Jameson, A. K. J. Phys. Chem. 1980, 73, 6013. Jameson, C. J.; Jameson, A. K.; Oppusunggu, D. J. Chem. Phys. 1984, 81, 85, 1198, 2313, 2571. Jameson, C. J.; Jameson, A. K. J. Magn. Reson. 1985, 62, 209. Jameson, C. J. Chem. Rev. (Washington, D.C.) 1991, 91, 1375.
47. Jameson, C. J.; Jameson, A. K. J. Phys. Chem. 1980, 73, 6013. Jameson, C. J.; Jameson, A. K.; Oppusunggu, D. J. Chem. Phys. 1984, 81, 85, 1198, 2313, 2571. Jameson, C. J.; Jameson, A. K. J. Magn. Reson. 1985, 62, 209. Jameson, C. J. Chem. Rev. (Washington, D.C.) 1991, 91, 1375.
48. Dipole moments were estimated from molecular simulation.
49. Hesse, M.; Meier, H.; Zeeh, B. Spectroscopic Methods in Organic Chemistry; Georg Thieme Verlag: Stuttgart, 1987.
50. 2 were calculated for each possible conformation of the molecule using SIBYL with a MOPAC package and weighted with the Boltzmann factor.
51. Kazarian, S. G.; Vincent, M. F.; Bright, F. V.; Liotta, C. L.; Eckert, C. A. J. Am. Chem. Soc. 1996, 118, 1729.
52. Han, Y.-K.; Jeong, H. Y. J. Phys. Chem. A 1997, 101, 5004.