Electrochemical derivatization of carbon surface by reduction of in situ generated diazonium cations

Journal of Physical Chemistry B

Volumn 109, Issue 51, 2005, Pages 24401-24410

  Baranton, Stève ^a   Bélanger, Daniel ^a  

^a UNIVERSITÉ DU QUÉBEC À MONTRÉAL   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CYCLIC VOLTAMMETRY; ELECTROCHEMISTRY; ELECTRODES; ORGANIC COMPOUNDS; PHOTOELECTRON SPECTROSCOPY; POSITIVE IONS; REDUCTION;

AQUEOUS ACID SOLUTION; ELECTROCHEMICAL DERIVATIZATION; GLASSY CARBON ELECTRODE SURFACE;

CARBON;

EID: 30344443642     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp054513+     Document Type: Article

References (59)

1. Allongue, P.; Delamar, M.; Desbat, B.; Fagebaume, O.; Hitmi, R.; Pinson, J.; Savéant, J.-M. J. Am. Chem. Soc. 1997, 119, 201.
2. Kariuki, J. K.; McDermott, M. T. Langmuir 1999, 15, 6534.
3. Downard, A. J. Langmuir 2000, 16, 9680.
4. Bahr, J. L.; Yang, J.; Kosynkin, D. V.; Bronikowski, M. J.; Smalley, R. E.; Tour, J. M. J. Am. Chem. Soc. 2001, 123, 6536.
5. Delamar, M.; Désarmot, G.; Fagebaume, O.; Hitmi, R.; Pinson, J.; Savéant, J. M. Carbon 1997, 35, 801.
6. Delamar, M.; Hitmi, R.; Pinson, J.; Savéant, J. M. J. Am. Chem. Soc. 1992, 114, 5883.
7. Andrieux, C. P.; Pinson, J. J. Am. Chem. Soc. 2003, 125, 14801.
8. Fitzer, E.; Oeigl, K. H.; Heitner, W.; Weiss, R. Carbon 1987, 18, 389.
9. Hoffman, W. P.; Curley, W. C.; Owens, T. W.; Phan, H. T. J. Mater. Sci. 1991, 26, 4545.
10. Downard, A. J. Electroanalysis 2000, 12, 1085.
11. Pinson, J.; Podvorica, F. Chem. Soc. Rev. 2005, 34, 429.
12. Liu, J.; Cheng, L.; Li, B.; Dong,S. Langmuir 2000, 16, 7471.
13. Marwan, J.; Addou, T.; Bélanger, D. Chem. Mater. 2005, 17, 2395.
14. Downard, A. J.; Roddick, A. D.; Bond, A. M. Anal. Chim. Acta 1995, 317, 303.
15. Bourdillon, C.; Delamar, M.; Demaille, C.; Hitmi, R.; Moiroux, J.; Pinson, J. J. Electroanal. Chem. 1992, 336, 113.
16. Ghodbane, O.; Chamoulaud, G.; Bélanger, D. Electrochem. Commun. 2004, 6, 254.
17. Coulon, E.; Pinson, J.; Bourzat, J. D.; Commerçon, A.; Pulicani, J. P. J. Org. Chem. 2002, 67, 8513.
18. Dunker, M. F. W.; Stakey, E. B.; Jenkins, G. L. J. Am. Chem. Soc. 1936, 55, 2308.
19. Yang, X.; Hall, S. B.; Tan, S. N. Electroanalysis 2003, 15, 885.
20. Bernard, M.-C.; Chaussé, A.; Cabet-Deliry, E.; Chehimi, M. M.; Pinson, J.; Podvorica, F.; Vautrin-Ul, C. Chem. Mater. 2003, 15, 3450.
21. Strano, M. S.; Dyke, C. A.; Usrey, M. L.; Barone, P. W.; Allen, M. J.; Shan, H.; Kittrell, C.; Hauge, R. H.; Tour, J. M.; Smalley, R. E. Science 2003, 301, 1519.
22. Pandurangappa, M.; Lawrence, N. S.; Compton, R. G. Analyst 2002, 127, 1568.
23. Toupin, M.; Bélanger, D. Work in progress.
24. Belmont, J. A. (Cabot Corporation) U.S. Patent 5554739, 1996.
25. Belmont, J. A.; Amici, R. M.; Galloway, C. P. (Cabot Corporation) U.S. Patent 5851280, 1998.
26. Cabot Corporation website, October 5, 2005. http://www.cabot-corp.com/cws/businesses.nsf/8969ddd26dc8427385256c2c004dad01/ ffa05e513f25449385256c7a00502291/$FILE/SurfaceModification.pdf http://www.cabot-corp.com/cws/businesses.nsf/8969ddd26dc8427385256-c2c004dad01/ 2e4e0b1c141c64e185256c7a0050229a/$FILE/_289nn6t3-fdog4ikp6agg2gch9_.pdf http://www.cabot-corp.com/cws/businesses.nsf/8969ddd26dc8427385256c2c004dad01/ 2e4e0b1c141c64e185256c7a-0050229a/$FILE/_q89nn6t3fdog4ikp6agg2gc99_.pdf.
27. Monta, K.; Yamaguchi, A.; Teramae, N. J. Electroanal. Chem. 2004, 563, 249.
28. Blankespoor, R.; Limoges, B.; Schöllhorn, B.; Syssa-Magalé, J.-L.; Yazidi, D. Langmuir 2005, 21, 3362.
29. Lyskawa, J.; Bélanger, D. Work in progress.
30. Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. Vogel's Textbook of Practical Organic Chemistry, 5th ed.; Longman: London, UK, 1989; p 920.
31. Silverstein, R. M.; Bassler, G. C.; Morrill, T. C. Spectrometric Identification of Organic Compounds, 5th ed.; Wiley: New York, 1991.
32. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; 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.; 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. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.1; Gaussian, Inc.: Pittsburgh, PA, 2001.
33. Brooksby, P. A.; Downard, A. J. Langmuir 2004, 20, 5038.
34. Laforgue, A.; Addou, T.; Bélanger, D. Langmuir 2005, 21, 6855.
35. Ortiz, B.; Saby, C.; Champagne, G. Y.; Bélanger, D. J. Electroanal. Chem. 1998, 455, 75.
36. D'Amours, M.; Bélanger, D. J. Phys. Chem. B 2003, 107, 4811.
37. Saby, C.; Ortiz, B.; Champagne, G. Y.; Bélanger, D. Langmuir 1997, 13, 6805.
38. Adenier, A.; Cabet-Deliry, E.; Chausse, A.; Griveau, S.; Mercier, F.; Pinson, J.; Vautrin-Ul, C. Chem. Mater. 2005, 17, 491.
39. Moulder, J. F.; Stickle, W. F.; Sobol, P. E.; Bomben, K. D. Handbook of X-ray Photoelectron Spectroscopy; Perkin-Elmer Corporation: Eden Prairie, MN, 1992; pp 227-228.
40. Weast, R. C. CRC Handbook of Chemistry and Physics, 54th ed.; CRC Press: Boca Raton, FL, 1974.
41. March, J. Advanced Organic Chemistry: Reactions, mechanisms, and structure; McGraw-Hill: New York, 1968; p 241.
42. Lewis, E. S.; Johnson, M. D. J. Am. Chem. Soc. 1959, 87, 2070.
43. Downard, A. J.; Prince, M. J. Langmuir 2001, 17, 5581.
44. Brooksby, P. A.; Downard, A. J. J. Phys. Chem. B 2005, 109, 8791.
45. Li, X.; Wan, Y.; Sun, C. J. Electroanal. Chem. 2004, 569, 79.
46. Komura, T.; Yamaguchi, T.; Shimatani, H.; Okushio, R. Electrochim. Acta 2004, 49, 597.
47. Sun, L.; Johnson, B.; Wade, T.; Crooks, R. M. J. Phys. Chem. 1990, 94, 8869.
48. Wang, J.; Frostman, L. M.; Ward, M. D. J. Phys. Chem. 1992, 96, 5224.
49. Burke, S. E.; Barrett, C. J. Langmuir 2003, 19, 3297.
50. Creager, S. E.; Clarke, J. Langmuir 1994, 10, 3675.
51. Rmaile, H. H.; Schlennoff, J. B. Langmuir 2002, 18, 8263.
52. Smalley, J. F. Langmuir 2003, 19, 9284.
53. Smith, C. P.; White, H. S. Langmuir 1995, 9, 1.
54. Fawcett, W. R.; Fedurco, M.; Kováčová, Z. Langmuir 1994, 10, 2403.
55. Smalley, J. F.; Chalfant, K.; Feldberg, S. W.; Nahir, T. M.; Bowden, E. F. J. Phys. Chem. B 1999, 103, 1676.
56. Xu, Z.; Qi, Z.; Kaufman, A. Electochem, Solid-State Lett. 2003, 6, A171.
57. McMurry, J. Organic Chemistry, 4th ed.; Brooks/Cole Publication Co.: Pacific Grove, CA, 1996; p 981.
58. Swarts, J. C.; Laws, D.; Geiger, W. E. Organometallics 2005, 24, 341.
59. Baranton, S.; Bélanger, D. Work in progress.