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Effects of the degree of substitution on the physicochemical properties and photodynamic activity of zinc and aluminum phthalocyanine polycations

  • Photochemistry and Magnetochemistry
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Abstract

A series of zinc and aluminum phthalocyanines containing 3–8 pyridiniomethyl or cholinyl substituents on average were synthesized. As the number of cation substituents increased, in aqueous solutions, the aggregation ability of phthalocyanines decreased, while the quantum yields of fluorescence and singlet oxygen generation increased. The photodynamic inactivation of coliform bacteria sensitized by zinc and aluminum phthalocyanine polycations with an increase in the substitution degree became more effective.

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References

  1. The Phthalocyanines, Ed. by F. H. Moser (CRC Press, Thomas, Boca Raton, Fla, 1983), Vols. 1, 2.

    Google Scholar 

  2. G. Torre, P. Vazquez, and F. Agullo-Lopez, Chem. Rev. 104, 3723 (2004).

    Article  Google Scholar 

  3. S. Dogo, J. P. Germain, C. Maleysson, et al., Thin Solid Films 219, 251 (1992).

    Article  CAS  Google Scholar 

  4. O. L. Kaliya, E. A. Lukyanets, and G. N. Vorozhtsov, J. Porphyrins Phthalocyanines 3, 592 (1999).

    Article  CAS  Google Scholar 

  5. D. Wohrle, O. Suvorova, R. Gerdes, et al., J. Porphyrins Phthalocyanines 8, 1020 (2004).

    Article  Google Scholar 

  6. E. A. Lukyanets, Ros. Khim. Zh., No. 5, 9 (1998).

  7. R. Ackroyd, C. Kelty, and N. Brown, Photochem. Photobiol. 74, 656 (2001).

    Article  CAS  Google Scholar 

  8. N. A. Kuznetsova and O. L. Kaliya, Ros. Khim. Zh., No. 5, 36 (1998).

  9. G. Jori and S. Brown, Photochem. Photobiol. Sci. 3, 403 (2004).

    Article  CAS  Google Scholar 

  10. M. Hamblin and T. Hasan, Photochem. Photobiol. Sci. 3, 436 (2004).

    Article  CAS  Google Scholar 

  11. Patent RF No. 2281953 (2006).

  12. M. Soncin, C. Fabris, A. Busetti, et al., Photochem. Photobiol. Sci. 1, 815 (2002).

    Article  CAS  Google Scholar 

  13. N. A. Kuznetsova, N. S. Gretsova, V. M. Derkacheva, et al., Zh. Obshch. Khim. 72(2), 325 (2002).

    Google Scholar 

  14. V. Verdree, S. Pakhomov, G. Su, et al., Fluoresc. 17, 547 (2007).

    Article  CAS  Google Scholar 

  15. D. Makarov, O. Yuzhakova, L. Slivka, et al., J. Porphyrins Phthalocyanines 11, 586 (2007).

    Article  CAS  Google Scholar 

  16. A. Segalla, C. Borsarelli, S. Braslavsky, et al., Photochem. Photobiol. Sci. 1, 641 (2002).

    Article  CAS  Google Scholar 

  17. P. Zimcik, M. Miletin, Z. Musil, et al., J. Photochem. Photobiol. A 183, 59 (2006).

    Article  CAS  Google Scholar 

  18. N. A. Kuznetsova, N. S. Gretsova, V. M. Derkacheva, et al., J. Porphyrins Phthalocyanines 7, 147 (2003).

    Article  CAS  Google Scholar 

  19. I. Scalise and N. Durantini, Bioorg. Med. Chem. 13, 3037 (2005).

    Article  CAS  Google Scholar 

  20. L. Kassab, D. Dei, G. Roncucci, et al., Photochem. Photobiol. Sci. 2, 668 (2003).

    Article  CAS  Google Scholar 

  21. A. Minnok, D. Vernon, J. Schofield, et al., J. Photochem. Photobiol. B 32, 159 (1996).

    Article  Google Scholar 

  22. P. Jacques and A. M. Braun, Helv. Chim. Acta 64, 1800 (1981).

    Article  CAS  Google Scholar 

  23. V. Nardello and J.-M. Aubry, Tetrahedron Lett. 38, 7361 (1997).

    Article  CAS  Google Scholar 

  24. M. G. Strakhovskaya, A. P. Zarubina, V. G. Zhukhovitskii, et al., Dokl. Akad. Nauk 396(4), 177 (2004).

    CAS  Google Scholar 

  25. “Sanitary Microbiologic Analysis of Drinking Water: 4.2. Control Methods; Biologic and Microbiologic Factors,” Methodic Instructions MUK 4.2 (1018-01) [in Russian].

  26. Patent RF No. 2281952 (2006).

  27. Patent RF No. 2164233 (2001).

  28. R. Edrei, V. Gottfried, J. van Lier, et al., J. Porphyrins Phthalocyanines 2, 191 (1998).

    Article  CAS  Google Scholar 

  29. I. Gurol, M. Durmus, V. Ahsen, et al., J. Chem. Soc., Dalton Trans., p. 3782 (2007).

  30. A. Ogunsipe, J.-Y. Chen, and T. Nyokong, New J. Chem. 28, 822 (2004).

    Article  CAS  Google Scholar 

  31. D. Atilla, M. Durmus, O. Yilmaz, et al., Eur. J. Inorg. Chem., p. 3573 (2007).

  32. W. Spiller, H. Kliesch, D. Wohrle, et al., J. Porphyrins Phthalocyanines 2, 145 (1998).

    Article  CAS  Google Scholar 

  33. A. Ogunsipe and T. Nyokong, J. Photochem. Photobiol. A 173, 211 (2005).

    Article  CAS  Google Scholar 

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Correspondence to D. A. Makarov.

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Original Russian Text © D.A. Makarov, N.A. Kuznetsova, O.A. Yuzhakova, L.P. Savvina, O.L. Kaliya, E.A. Lukyanets, V.M. Negrimovskii, M.G. Strakhovskaya, 2009, published in Zhurnal Fizicheskoi Khimii, 2009, Vol. 83, No. 6, pp. 1183–1190.

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Makarov, D.A., Kuznetsova, N.A., Yuzhakova, O.A. et al. Effects of the degree of substitution on the physicochemical properties and photodynamic activity of zinc and aluminum phthalocyanine polycations. Russ. J. Phys. Chem. 83, 1044–1050 (2009). https://doi.org/10.1134/S0036024409060326

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  • DOI: https://doi.org/10.1134/S0036024409060326

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