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Heterogeneous photocatalytic transformations of s-triazine derivatives

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Abstract

Photocatalytic processes arising from irradiated semiconductor oxide suspensions containing 1,3,5-triazine (s-triazine) derivatives are described. Whereas unsubstituted 1,3,5-triazine undergoes hydrolysis, irrespective of the presence of the photocatalyst, other chloro-, amino-, mercapto-, allyloxo-, carboxy- derivatives give rise, in the presence of band-gap excited semiconductor oxide, to nearly stoichiometric formation of 2,4,6-trihydroxy-1,3,5-triazine (cyanuric acid). This last compound is stable toward photocatalytic conditions as well as to ·OH chemically generated in homogeneous solution (H2O2/UV or Fenton's reagent). Only partial conversion in cyanuric acid is observed for 2,4,6-tris(2-pyridyl)-1,3,5-triazine and possible explanation is given. The formation of inorganic species (nitrate, chloride, sulfate and ammonium ions) is reported and the mechanism of their evolution presented.

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References

  1. E.M. Smolin and L. Rapoport. In: The Chemistry of Heterocyclic Compounds, Vol. 13., A. Weissenberg (Ed.), Interscience, New York, 1959.

    Chapter  Google Scholar 

  2. G.L. Bery, Farm Chemical Handbook, Meister Publ., Willonghby, Ohio, 1985.

    Google Scholar 

  3. Kirk-Othmer, The Encyclopedia of Chemical Technology, Wiley Interscience, New York, 1984, 3rd Ed.

    Google Scholar 

  4. N. Serpone and E. Pelizzetti (Eds.), Photocatalysis. Fundamentals and Applications, Wiley, New York, 1989.

    Google Scholar 

  5. M.R. Hoffmann, S.T. Martin, W. Choi, and D.W. Bahnemann, Chem. Rev. 95, 69 (1995).

    Article  CAS  Google Scholar 

  6. D.F. Ollis, E. Pelizzetti, and N. Serpone, Environ. Sci. Technol. 25, 1522 (1991).

    Article  CAS  Google Scholar 

  7. D.W. Bahnemann, J. Cunningham, M.A. Fox, E. Pelizzetti, P. Pichat, and N. Serpone. In: Aquatic and Surface Chemistry, G.R. Helz, R.G. Zepp, and D.G. Crosby (Eds.), Lewis, Boca Raton, 1994, p. 261.

    Google Scholar 

  8. E. Legrini, E. Oliveros, and A.M. Braun, Chem. Rev. 93, 671 (1993).

    Article  CAS  Google Scholar 

  9. E. Pelizzetti, V. Maurino, C. Minero, V. Carlin, E. Pramauro, O. Zerbinati, and M.L. Tosato, Environ. Sci. Technol. 24, 1559 (1990).

    Article  CAS  Google Scholar 

  10. E. Pelizzetti, C. Minero, M. Vincenti, E. Pramauro, V. Carlin, and M. Dolci, Chemosphere 24, 891 (1992).

    Article  CAS  Google Scholar 

  11. E. Pelizzetti, C. Minero, V. Maurino, and M. Vincenti, Melamine Transformation through Advanced Redox Processes, submitted.

  12. E. Pelizzetti, C. Minero, V. Maurino, A. Sclafani, H. Hidaka, and N. Serpone, Environ. Sci. Technol 23, 1380 (1989).

    Article  CAS  Google Scholar 

  13. C. Minero, E. Pelizzetti, S. Malato, and J. Blanco, Chemosphere 26, 2103 (1993).

    Article  CAS  Google Scholar 

  14. P.K. Dasgupta. In: Ion Chromatography, J.G. Tarter (Ed.), Marcel Dekker, New York, 1987, p. 257.

    Google Scholar 

  15. J. Augustynski, Struct. Bonding (Berlin) 69, 1 (1988).

    CAS  Google Scholar 

  16. R.W. Matthews. In: Photochemical Conversion and Storage of Solar Energy, E. Pelizzetti and M. Schiavello (Eds.), Kluwer, Dordrecht, 1991, p. 427.

    Google Scholar 

  17. R.B. Draper and M.A. Fox, Langmuir 6, 1396 (1990).

    Article  CAS  Google Scholar 

  18. Y. Sun and J.J. Pignatello, Environ. Sci. Technol. 29, 2065 (1995).

    Article  CAS  Google Scholar 

  19. C. Minero, Sol. Energy Mat. Sol. Cells 38, 421 (1995).

    Article  CAS  Google Scholar 

  20. C. Grundman and A. Kreutzberger, J. Am. Chem. Soc. 76, 5646 (1954).

    Article  Google Scholar 

  21. A. Burger and E.D. Hornbaker, J. Am. Chem. Soc. 75, 4579 (1953).

    Article  CAS  Google Scholar 

  22. G.G. Choudry, Curr. Top. Environ. Toxicol. Chem. 7, 143 (1984).

    Google Scholar 

  23. C.I. Harris, J. Agric. Food Chem. 15, 157 (1967).

    Article  CAS  Google Scholar 

  24. Y. Osawa, J. Phys. Chem. 88, 3069 (1984).

    Article  Google Scholar 

  25. T. Sakata, T. Kawai, and K. Hashimoto, J. Phys. Chem. 88, 2344 (1984).

    Article  CAS  Google Scholar 

  26. Ref. 1, p. 202.

    Chapter  Google Scholar 

  27. C. Maillard, C. Guillard, and P. Pichat, Chemosphere 24, 1085 (1992).

    Article  CAS  Google Scholar 

  28. P.L. Yue and D. Allen. In: Photocatalytic Purification and Treatment of Water and Air, D.F. Ollis and H. Al-Ekabi (Eds.), Elsevier, Amsterdam, 1993, p. 607.

    Google Scholar 

  29. Ref. 1., pag 44.

    Chapter  Google Scholar 

  30. A.M. Cook, P. Beilstein, H. Grossenbacher, and R. Hutter, Biochem. J. 231, 25 (1985).

    CAS  Google Scholar 

  31. A.M. Cook, FEMS Microbiol. Rev. 46, 93 (1987).

    Article  CAS  Google Scholar 

  32. P.C. Kearney, M.T. Muldoon, C.J. Somich, J.M. Ruth, and D.V. Voaden, J. Agric. Food. Chem. 36, 1301 (1988).

    Article  CAS  Google Scholar 

  33. M. Radosevich, S.J. Traina, Y.-L. Hao, and O.H. Tuovinen, Appl. Environ. Microbiol. 61, 297 (1995).

    CAS  Google Scholar 

  34. M.C. Gonzales, A.M. Braun, A. Bianco Prevot, and E. Pelizzetti, Chemosphere 28, 2121 (1994).

    Article  Google Scholar 

  35. S.R. Morrison, Electrochemistry at Semiconductor and Oxidized Metal Electrodes, Plenum, New York, 1980.

    Google Scholar 

  36. E. Canelli, Am. J. Public Health 64, 155 (1974).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Dipartimento di Chimica Analitica, Università di Torino, 10125, Torino, Italy

    C. Minero, V. Maurino & E. Pelizzetti

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  1. C. Minero
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  2. V. Maurino
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  3. E. Pelizzetti
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Minero, C., Maurino, V. & Pelizzetti, E. Heterogeneous photocatalytic transformations of s-triazine derivatives. Res. Chem. Intermed. 23, 291–310 (1997). https://doi.org/10.1163/156856797X00538

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  • DOI: https://doi.org/10.1163/156856797X00538

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