An investigation into the initial degradation steps of four major dye chromophores: Study of their one-electron oxidation and reduction by EPR, ENDOR, cyclic voltammetry, and theoretical calculations

Journal of Physical Chemistry A

Volumn 109, Issue 49, 2005, Pages 11103-11109

  Stanoeva, Tsvetanka ^a   Neshchadin, Dmytro ^a   Gescheidt, Georg ^a   Ludvik, Jiri ^b   Lajoie, Barbora ^b,d   Batchelor, Stephen N ^c  

^a GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

^b J HEYROVSKÝ INSTITUTE OF PHYSICAL CHEMISTRY   (Czech Republic)

^c UNILEVER RESEARCH   (United Kingdom)

^d UNIVERSITÉ DE TOULOUSE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC VOLTAMMETRY; DEGRADATION; DYES; ELECTRON SPIN RESONANCE SPECTROSCOPY; OXIDATION; REDOX REACTIONS; REDUCTION;

ACID GREEN 25 (AG25); DYE CHROMOPHORES; METHYLENE BLUE (MB); REDOX POTENTIALS (RP);

CHROMOPHORES;

EID: 30544452890     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp053536l     Document Type: Article

References (46)

1. Hunger, K. Industrial Dyes: Chemistry, Properties and Applications; Wiley-VCH: Heidelberg, 2003.
2. Laursen, S. E.; Hansen, J.; Andersen, T. A.; Knudsen, H. H. "Danish EPA Working Report no. 10", 2002.
3. Brown, M. A.; Devito, S. C. Crit. Rev. Environ. Sci. Technol. 1993, 23, 249.
4. Batchelor, S. N.; Carr, D.; Coleman, C. E.; Fairclough, L.; Jarvis, A. Dyes Pigm. 2003, 59, 269.
5. Yue, P. L.; Feng, J. Y.; Hu, X. Water Sci. Technol. 2004, 49, 85.
6. Mu, Y.; Yu, H.-Q.; Zheng, J.-C; Zhang, S.-J. J. Photochem. Photobiol., A 2004, 163, 311.
7. Halmann, M., M. Photodegradation of Water Pollutants; CRC Press: Boca Raton, 1996.
8. Eckenfelder, W. W. Industrial Pollution Control; McGrawHill: Boston, 2000.
9. Stylidi, M.; Kondarides, D. I.; Verykios, X. E. Appl. Catal., B 2004, 47, 189.
10. Mendez-Paz, D.; Omil, F.; Lema, J. M. Water Sci. Technol. 2003, 48, 133.
11. Park, H.; Choi, W. J. Photochem. Photobiol, A 2003, 159, 241.
12. Batchelor, S. N. New J. Chem. 2004, 28, 1200.
13. CTFA International Color Handbook, 3rd ed.; Rosholt, A. P., Ed.; CTFA: New York, 2003.
14. Belitz, H. D.; Grosch, W. Food Chemistry, 2nd ed.; Springer-Verlag: Berlin, 1999.
15. Abbott, L. C.; Batchelor, S. N.; Oakes, J.; Lindsay-Smith, J. R.; Moore, J. N. J. Phys. Chem. A 2005, 109, 2894.
16. Bell, F. A.; Ledwith, A.; Sherrington, D. C. J. Chem. Soc. C 1969, 2719.
17. Duling, D. R. PEST Winsim; NIEHS: Research Triangle Park, NC, 1995.
18. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; J. A. Montgomery, J.; Stratmann, R. E. ; Burant, J. C.; Dapprich, S.; J. M. Millam; 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.; Q. Cui; 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.; Kora'aromi, 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 98; Gaussian, Inc.: Pittsburgh, PA, 1998.
19. Batra, R.; Giese, B.; Spichty, M.; Gescheidt, G.; Houk, K. N. J. Phys. Chem. 1996, 100, 18371.
20. Baizer, M. M.; Feoktistov, L. C. α,α-Unsaturated Carbonyls. In Organic Electrochemistry; Baizer, M. M., Lund, H., Eds.; Marcel Dekker: New York, 1983; p 369.
21. Okubayshi, S.; Yamazaki, A.; Koide, Y.; Shosenji, H. J. Soc. Dyers Colour 1999, 115, 312.
22. Vatanen, V.; Eloranta, J. M.; Vuolle, M. Magn. Reson. Chem. 1999, 37, 774.
23. Rathore, R.; Kochi, J. K. Adv. Phys. Org. Chem. 2000, 35, 193.
24. Vatanen, V.; Eloranta, J. M.; Vuolle, M. J. Chem. Soc., Perkin Trans. 2 1998, 2483.
25. Galus, Z.; Adams, R. N. J. Am. Chem. Soc. 1964, 86, 1666.
26. Smejtek, P.; Honzl, J.; Metalova, V. Collect. Czech. Chem. Commun. 1965, 30, 3875.
27. Zhan, R.; Song, S.; Liu, Y.; Dong, S. J. Chem. Soc., Faraday Trans. 1990, 86, 3125.
28. Guha, S. N.; Mittal, J. P. J. Chem. Soc., Faraday Trans. 1997, 93, 3647.
29. Gilbert, B. C.; Hanson, P.; Norman, R. O. C.; Sutcliffe, B. T. Chem. Commun. 1966, 161.
30. Heineken, F. W.; Bruin, F. J. Chem. Phys. 1962, 37, 7.
31. Bragger, J. L.; Lloyd, A. W.; Soozandehfar, S. H.; Bloomfield, S. F.; Marriotta, C.; Martin, G. P. Int. J. Pharm. 1997, 157, 61.
32. Sharma, K. K.; O'Neill, P.; Oakes, J.; Batchelor, S. N.; Rao, B. S. M. J. Phys. Chem. A 2003, 107, 7619.
33. Heikoop, G.; Van Beek, H. C. A. Recl. Trav. Chim. Pays-Bas 1977, 96, 83.
34. Yadav, P.; Rao, B.; S. M.; Batchelor, S. N.; O'Neill, P. J. Phys. Chem. A 2005, 109, 2039.
35. Thomas, F.; Jarjayes, O.; Jamet, H.; Hamman, S.; Saint, A.; Duboc, C.; Pierre, J.-L. Angew. Chem., Int. Ed. 2004, 43, 594.
36. Scheffler, K.; Stegmann, H. B. Z. Phys. Chem. 1965, 44, 353.
37. Gerson, F.; Sahin, C. J. Chem. Soc., Perkin Trans. 2 1997, 1127.
38. Gescheidt, G.; Lamprecht, A.; Heinze, J.; Schuler, B.; Schmittel, M.; Kiau, S.; Ruechardt, C. Helv. Chim. Acta 1992, 75, 1607.
39. Mendicino, M. E.; Blackstock, S. C. J. Am. Chem. Soc. 1991, 113, 713.
40. Wang, A.; Qu, J.; Liu, H.; Ge, J. Chemosphere 2004, 55, 1189.
41. Carneiro, P. A.; Osugi, M. E.; Sene, J. J.; Anderson, M. A.; Boldrin Zanoni, M. V. Electrochim. Acta 2004, 49, 3807.
42. Tang, J.; Zou, Z.; Yin, J.; Ye, J. Chem. Phys. Lett. 2003, 382, 175.
43. Oezen, A. S.; Aviyente, V.; Klein, R. A. J. Phys. Chem. A 2003, 107, 4898.
44. Tao, X.; Ma, W.; Zhang, T.; Zhao, J. Chem. Eur. J. 2002, 8, 1321.
45. Chen, F.; Ma, W.; He, J.; Zhao, J. J. Phys. Chem. A 2002, 106, 9485.
46. Joseph, J. M.; Destaillats, H.; Hung, H.-M.; Hoffmann, M. R. J. Phys. Chem. A 2000, 104, 301.