Measuring the solubility of benzoic acid in room temperature ionic liquids using chronoamperometric techniques

Journal of Physical Organic Chemistry

Volumn 22, Issue 1, 2009, Pages 69-76

  He, Weisi ^a   Silvester, Debbie S ^a   Streeter, Ian ^a   Aldous, Leigh ^a   Hardacre, Christopher ^a   Compton, Richard G ^a,b  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

Author keywords

Acetonitrile; Benzoic acid; Chronoamperometry; Cyclic voltammetry; Diffusion coefficients; Electrochemical reduction; Room temperature ionic liquids; Solubility

Indexed keywords

ACETONITRILE; CHRONOAMPEROMETRY; CYCLIC VOLTAMMETRY; DIFFUSION; DISSOLUTION; ELECTROCHEMICAL ELECTRODES; ELECTRODES; ELECTROLYTIC REDUCTION; ELECTRON TRANSITIONS; IONIZATION OF LIQUIDS; IONS; LIQUIDS; PLATINUM; REDUCTION; SOLUBILITY; TERNARY SYSTEMS; VOLTAMMETRY;

BENZOIC ACID; CHRONOAMPEROMETRIC TECHNIQUES; DIFFERENT SIZES; DIFFUSION COEFFICIENTS; ELECTROCHEMICAL REDUCTION; ELECTRON-TRANSFER STEPS; HEXAFLUOROPHOSPHATE; HIGH SOLUBILITIES; MICRO-ELECTRODES; NITRATE ANIONS; ONE-ELECTRON TRANSFERS; ORGANIC SOLUTES; ORGANIC SPECIES; ROOM TEMPERATURE IONIC LIQUIDS; STRONG INTERACTIONS; TETRAFLUOROBORATE;

IONIC LIQUIDS;

EID: 59349110670     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1428     Document Type: Article

References (64)

1. K. N. Marsh, A. Deev, A. C.-T. Wu, E. Tran, A. Klamt, Korean J. Chem. Eng. 2002, 19, 357-362.
2. M. C. Buzzeo, R. G. Evans, R. G. Compton, Chem. Phys. Chem. 2004, 5, 1106-1120.
3. D.S. Silvester, R. G. Compton, Z. Phys. Chem. 2006, 220, 1247-1274.
4. F.Endres, S. Zein El Abedin, PhysChemChemPhys 2006, 8, 2101-2116.
5. M. J. Earle, K. R. Seddon, Pure Appl. Chem. 2000, 72, 1391-1398.
6. J. Dupont, C. Consorti, J. Spencer, J. Braz. Chem. Soc. 2000, 11, 337-344.
7. J. H. Davis, Jr. Chem. Lett. 2004, 33, 1072-1077.
8. J. H. Davis, Jr. Synthesis of Task-Specific lonic Liquids, in lonic Liquids in Synthesis, John Wiley & Sons, New York, USA, 2003.
9. C. Jork, C. Kristen, D. Pieraccini, A. Stark, C.Chiappe, Y. A. Beste, W. J. Arlt, Chem. Thermodyn. 2005, 37, 537-558.
10. F. Endres, ChemPhysChem 2002, 3, 144-154.
11. P. Wasserscheid, W. Keim, Angew. Chem. Int. Ed. 2000, 39, 3772-3789.
12. A.J.Carmichael, M.J. Earle, J. D. Holbrey, P. B. McCormac, K. R. Seddon, Org. Lett. 1999, 1, 997-1000.
13. I. Meracz, T. Oh, Tetrahedron Lett. 2003, 44, 6465-6468.
14. H. Zhao, Chem. Eng. Commun. 2006, 193, 1660-1677.
15. M. C. Buzzeo, C. Hardacre, R. G. Compton, Anal. Chem. 2004, 76, 4583-4588.
16. N. Papageorgiou, Y. Athanassov, M. Armand, P. Bonhôte, H. Pettersson, A. Azam, M. Grätzel, J. Electrochem. Soc. 1996, 143, 3099-3108.
17. R. F. de Souza, J. C. Padilha, R. S. Goncalves, J. Dupont, Electrochem. Commun. 2005, 5, 728-731.
18. M. Ue, M. Takeda, A. Toriumi, A. Kominato, R. Hagiwara, Y. lto, J. Electrochem. Soc. 2003, 150, A499-A502.
19. G. T. Sato, K. Masuda, K. Takagi, Electrochim. Acta 2004, 49, 3603-3611.
20. C. Thomazeau, H. Olivier-Bourbigou, L Magna, S. Luts, B. Gilbert, J. Am. Chem. Soc. 2003, 125, 5264-5265.
21. D. R. MacFarlane, S. A. Forsyth, ACS Symp. Ser. 2003, 856, 264-276.
22. D. R. MacFarlane, J. M. Pringle, K. M. Johansson, S. A. Forsyth, M. Forsyth, Chem. Commun. 2006, 1905-1917.
23. C. Hardacre, S. P. Katdare, D. Milroy, P. Nancarrow, D. W. Rooney, J. M. Thompson, J. Catal. 2004, 227, 44-52.
24. M. G. Del Pópolo, J. Kohanoff, R. M. Lynden-Bell, J. Phys. Chem. B 2006, 110, 8798-8803.
25. A.C. Cole, J. L. Jensen, I. Ntai, K.L.T. Tran, K.J. Weaver, D. C. Forbes, J. H. Davis, Jr J. Am. Chem. Soc. 2002, 124, 5962-5963.
26. Y. Du, F. Tian, Synth. Commun. 2005, 35, 2703-2708.
27. M. A. B. H. Susan, A. Noda, S. Mitsushima, M. Watanabe, Chem. Commun. 2003, 938-939.
28. D. S. Silvester, L Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. B 2007, 111, 5000-5007.
29. D. S. Silvester, K. R. Ward, L. Aldous, C. Hardacre, R. G. Compton, J. Electroanal. Chem. 2008, 618, 53-60.
30. X. Ji, D. S. Silvester, L. Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. C 2007, 111, 9562-9572.
31. W. C. Barrette, Jr D. T. Sawyer, Anal. Chem. 1984, 56, 653-657.
32. S. E. Treimer, D. H. Evans, J. Electroanal. Chem. 1998, 455 (1-2), 19-27.
33. W. Vielstich, D. Jahn, Z. Elektrochem. 1960, 64, 43-44.
34. W. J. Albery, R. P. Bell, Proc. Chem. Soc. 1963, 6, 169-170.
35. R. G. Barradas, O. Kutowy, D. W. Shoesmith, Electrochim. Acta. 1974, 19, 49-56.
36. L. Streeter, R. G. Compton, J. Electroanal. Chem. 2008, 615, 154-158.
37. S. Daniele, I. Lavagnini, M. Baldo, F. Magno, Anal. Chem. 1998, 70, 285-294.
38. S. Daniele, M. Baldo, C. Bragato, M. Abdelsalam, G. Denuault, Anal. Chem. 2002, 74, 3290-3296.
39. M. Fleischmann, F. Lasserre, J. Robinson, D. Swan, J. Electroanal. Chem. 1984, 177 (1-2), 97-114.
40. P. Bonhôte, A.-P. Dias, N. Papageorgiou, K. Kalyanasundaram, M. Grätzel, lnorg. Chem. 1996, 35, 1168-1178.
41. D. R. MacFarlane, P. Meakin, J. Sun, N. Amini, M. Forsyth, J. Phys. Chem. B 1999, 103, 4164-4170.
42. L. Cammarata, S. G. Kazarian, P. A. Salter, T. Welton, PhysChemChem Phys 2001, 3, 5192-5200.
43. U. Schröder, J. D. Wadhawan, R. G. Compton, F. Marken, P. A. Z. Suarez, C. S. Consorti, R. F. de Souza, J. Dupont, New J. Chem. 2000, 24, 1009-1015.
44. M. Sharp, Electrochim. Acta 1983, 28, 301-308.
45. R. G. Evans, O.V. Klymenko, P. D. Price, S. G. Davies, C. Hardacre, R. G. Compton, ChemPhysChem 2005, 6, 526-533.
46. D. Shoup, A. Szabo, J. Electroanal.Chem. Interfacial Electmchem. 1982, 140, 237-245.
47. C. A. Paddon, D. S. Silvester, F. L. Bhatti, T.J. Donohoe, R. G. Compton, Electroanalysis 2007, 19, 11-22.
48. D. S. Silvester, W. He, L. Aldous, C. Hardacre, R. G. Compton, The Electrochemical Reduction of Benzoic Acid and Substituted Benzoic Acid in Some Room Temperature lonic Liquids. J. Phys. Chem. C 2008, in press.
49. E. L. Rogers, D. S. Silvester, D. L. Poole, L. Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. C 2008, 112, 2729-2735.
50. T Hotta, S. Nii, T. Yajima, F. Kawaizumi, Chem. Eng. Technol. 2007, 30, 208-213.
51. O. J.Catchpole, M. B. King, Ind. Eng. Chem. Res. 1994, 33, 1828-1837.
52. R. G. Compton, C. E. Banks, Understanding Voltammetry, World Scientific, Singapore, 2007.
53. R. G. Evans, O. V. Klymenko, S. A. Saddoughi, C. Hardacre, R. G. Compton, J. Phys. Chem. B 2004, 108, 7878-7886.
54. L E. Barrosse-Antle, D. S. Silvester, L. Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. B 2008, 112, 3398-3404.
55. T. L. Broder, D. S. Silvester, L. Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. B 2007, 111, 7778-7785.
56. A. M. O'Mahony, D. S. Silvester, L Aldous, C. Hardacre, R. G. Compton, J. Phys. Chem. C 2008, 112, 7725-7730.
57. G. Dobinson, R. Mason, D. Russell, Chem. Commun. 1967, 62-63.
58. B. Faithful, R. Gillard, D.Tuck, R. Ugo, J. Chem. Soc. A 1966, 1185-1188.
59. A. Sengul, Turk. J. Chem. 2005, 29, 571-578.
60. L Siew, B. Sundheim, J. Phys. Chem. 1969, 73, 4135-4141.
61. M. Chantooni, Jr I. Kolthoff, J. Phys. Chem. 1974, 78, 839-846.
62. O.O.Okoturo, T. J. VanderNoot, J. Electroanal. Chem. 2004, 568, 167-181.
63. K. R. Seddon, A. Stark, M.-J. Torres, ACS Symp. Ser. 2002, 819, 34-39.
64. Ed.: D. R. Lide, Handbook of Chemistry and Physics (76th edn), CRC Press, Boca Raton, USA. 1996.