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Synthesis of polymeric phthalocyanine sulfonate photosensitizer and its photodegradation on rhodamine B in aqueous medium

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Abstract

Novel phthalocyanine sulfonate (H2PPcSx) was synthesized from the sulfonation of a steric polymeric phthalocyanine and investigated as a photocatalyst in a homogenous system. The molecular weight of H2PPcSx was characterized as 9213–11692 by MALDI-TOF MS, classified as an oligomer with a 14–18 degree of polymerization. The electronic spectrum indicated a less aggregative tendency of H2PPCSx than the usual monomeric phthalocyanine photocatalyst. Efficient photodegradation of butyl Rhodamine B (bu Rh B) catalyzed by H2PPcSx was achieved in a homogenous solution; the spectral character indicated that decomposition occurred on the benzene ring in the Rh B molecular. For a 50 mg L−1 bu Rh B solution, the percentage degradation reached 95% in 4 h using 100 mg H2PPcSx as a photocatalyst. A mechanism involving the participation of both singlet oxygen and radicals was established for the photodegradation.

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References

  1. H. Shinohara, O. Tsaryova, G. Schnurpfeil, and D. Wöhrle, J. Photochem. Photobiol. A-Chem., 184, 50 (2006).

    Article  CAS  Google Scholar 

  2. Y. S. Choe, S. Y. Park, D. W. Park, and W. H. Kim, Macromol. Res., 14, 38 (2006).

    CAS  Google Scholar 

  3. Z. L. Song, F. S. Zhang, X. Li, C. Shek-Kiu, F. Q. Zhao, and Y. W. Tang, J. Porphyrins Phthalocyanines, 64, 84 (2002).

    Google Scholar 

  4. M. C. DeRosa and R. J. Crutchley, Coodin. Chem. Rev., 233–234, 351 (2002).

    Article  Google Scholar 

  5. E. Silva, M. M. Pereira, H. D. Burrows, M. E. Azenha, M. Sarakha, and M. Bolte, Photochem. Photobiol. Sci., 2, 200 (2004).

    Article  Google Scholar 

  6. K. I. Ozoemena, N. Kuznetsova, and T. Nyokong, J. Photochem. Photobiol. A-Chem., 139, 217 (2001).

    Article  CAS  Google Scholar 

  7. A. E. Alegria, Y. Inostroza, and A. Kumar, Photochem. Photobiol., 84, 1583 (2008).

    Article  CAS  Google Scholar 

  8. W. Spiller, H. Kliesch, D. Wohrle, S. Hackbarth, B. Roder, and G. Schnurpfeil, J. Porphyrins Phthalocyanines, 21, 45 (1998).

    Google Scholar 

  9. K. I. Ozoemena, N. Kuznetsova, and T. Nyokong, J. Mol. Catal. A-Chem., 176, 29 (2001).

    Article  CAS  Google Scholar 

  10. T. Nyokong, Coodin. Chem. Rev., 251, 1707 (2007).

    Article  CAS  Google Scholar 

  11. J. B. McKeown, J. Mater. Chem., 91, 979 (2001).

    Google Scholar 

  12. V. Iliev, A. Mihaylova, and L. Bilyarska, J. Mol. Catal. AChem., 184, 121 (2002).

    Article  CAS  Google Scholar 

  13. V. Iliev and A. Mihaylova, J. Photochem. Photobiol. A: Chem., 149, 23 (2002).

    Article  CAS  Google Scholar 

  14. Q. Liang, P. Zhao, L. H. Niu, J. W. Woo, Y. S. Park, and F. S. Zhang, Macromol. Res., 18, 113 (2010).

    Article  Google Scholar 

  15. M. Kaneko and I. Okura, Photocatalysis: science and technology, Springer-Verlag, Berlin, 2002, chapter 9.

    Google Scholar 

  16. Q. Liang, A. X. Han, L. H. Niu, and F. S. Zhang, Chin. J. Org. Chem., 24, 1052 (2004).

    CAS  Google Scholar 

  17. H. J. Kim, H. L. Morton, E. M. Shin, and S. Y. Nam, Macromol. Res., 12, 545 (2004).

    CAS  Google Scholar 

  18. W. A. Nevin, W. Liu, S. Greenberg, M. R. Hempstead, S. M. Marcuccio, M. Melnik, C. C. Lenznoff, and A. B. P. Lever, Inorg. Chem., 26, 891 (1987).

    Article  CAS  Google Scholar 

  19. P. Kluson, M. Drobek, T. Strasak, J. Krysa, M. Karaskova, and J. Rakusan, J. Mol. Catal. A-Chem., 272, 213 (2007).

    Article  CAS  Google Scholar 

  20. M. Idowu and T. Nyokong, J. Photochem. Photobiol. A-Chem., 199, 282 (2008).

    Article  CAS  Google Scholar 

  21. I. Kralji and S. E. Mohsni, Photochem. Photobiol., 28, 577 (1978).

    Article  Google Scholar 

  22. H. Rebelo, A. Melo, R. Coimbra, M. E. Azenha, M. M. Pereira, H. D. Burrows, and M. Sarakha, Environ. Chem. Lett., 52, 9 (2007).

    Google Scholar 

  23. D. Woehrle, U. Marose, and R. Knoop, Macromol. Chem., 186, 2209 (1985).

    Article  CAS  Google Scholar 

  24. D. Woehrle, Adv. Polym. Sci., 50, 45 (1983).

    Article  CAS  Google Scholar 

  25. I. Seotsanyana-Mokhosi, S. Maree, M. D. Maree, and T. Nyokong, J. Porphyrins Phthalocyanine, 71, 67 (2003).

    Google Scholar 

  26. Z. Y. Wang, C. Chen, F. Q. Wu, B. Zou, M. Zhao, J. X. Wang, and C. H. Feng, J. Hazard. Mater., 164, 615 (2009).

    Article  CAS  Google Scholar 

  27. P. Wilhelm and D. Stephan, J. Photochem. Photobiol. AChem., 185, 19 (2007).

    Article  CAS  Google Scholar 

  28. C. J. Yang, J. Sun, K. J. Deng, and D. Y. Wang, Cataly. Commun., 9, 321 (2008).

    Article  CAS  Google Scholar 

  29. M. Asiltürka, F. Sayllkanb, S. Erdemoğlua, M. Akarsuc, H. Sayllkanb, M. Erdemoğlud, and E. Arpaçe, J. Hazard. Mater., 129, 164 (2006).

    Article  Google Scholar 

  30. T. X. Wu, G. M. Liu, J. C. Zhao, and N. Serpone, J. Phys. Chem. B, 102, 5845 (1998).

    Article  CAS  Google Scholar 

  31. H. Yang, Q. H. Shen, and J. W. Gao, Chin. J. Cata., 28, 1072 (2007).

    CAS  Google Scholar 

  32. C. Hadjura, G. Wagnièresa, F. Ihringerb, Ph. Monnierc, and H. van den Bergha, J. Photochem. Photobiol. B: Biol., 38, 196 (1997).

    Article  Google Scholar 

  33. T. G. Gantchev, W. M. Sharman, and J. E. van Lier, Photochem. Photobiol., 77, 469 (2003).

    Article  CAS  Google Scholar 

  34. J. K Kim and H. J. Ahn, Macromol. Res., 16, 163 (2008).

    CAS  Google Scholar 

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Correspondence to Peng Zhao.

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Zhao, P., Woo, Jw., Park, Ys. et al. Synthesis of polymeric phthalocyanine sulfonate photosensitizer and its photodegradation on rhodamine B in aqueous medium. Macromol. Res. 18, 496–503 (2010). https://doi.org/10.1007/s13233-010-0502-4

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