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Luminescent properties of new naphthylnitroxyl radicals

  • Photochemistry
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Abstract

Method of time-resolved fluorescence was applied to study the luminescent properties of several 3-and 2-imidazoline derivatives of naphthalene. For 2-imidazoline derivatives in which the imidazoline fragment is directly bound to the naphthalene fragment, a weak (quantum yield φ < 0.001) luminescence of common π-system containing the radical group and the naphthalene core was recorded. 3-imidazoline derivatives, in which naphthalene and imidazoline fragments are separated by an ethylene bridge, demonstrate luminescence with the spectrum similar to that of free naphthalene. Quantum yield of luminescence and life-time of singlet excited state of 3-imidazoline derivatives are ca. 50 times less than for free naphthalene, because of intramolecular quenching of the luminophore luminescence by a stable radical.

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References

  1. Matsuda, K. and Irie, M., Chem.-Eur. J., 2001, vol. 7, no. 16, p. 3466.

    Article  CAS  Google Scholar 

  2. Teki, Y., Miyamoto, S., Nakatsuji, M., and Miura, Y., J. Am. Chem. Soc., 2001, vol. 123, no. 2, p. 294.

    Article  CAS  Google Scholar 

  3. Medvedeva, N., Martin, V.V., Weis, A.L., and Likhtenshtein, G.I., J. Photochem. Photobiol., A, 2004, vol. 163, nos. 1–2, p. 45.

    Article  CAS  Google Scholar 

  4. Blinco, J.P., Keddie, D.J., Wade, T., Barker, Ph.J., George, G.A., and Bottle, S.E., Polymer Degr. Stab., 2008, vol. 93, no. 9, p. 1613.

    Article  CAS  Google Scholar 

  5. Minaev, B.F., Zh. Fiz. Khim., 1992, vol. 66, no. 11, p. 2992.

    CAS  Google Scholar 

  6. Buchachenko, A.L., Ruban, L.V., Step, E.N., and Turro, N.J., Chem. Phys. Lett., 1995, vol. 233, no. 3, p. 315.

    Article  CAS  Google Scholar 

  7. Herblein, S.E. and Blough, N.V., J. Phys. Chem. B, 1998, vol. 102, no. 42, p. 8170.

    Article  Google Scholar 

  8. Green, S.A., Simpson, D.J., Zhou, G., Ho, P.S., and Blough, N.V., J. Am. Chem. Soc., 1990, vol. 112, no. 20, p. 7337.

    Article  CAS  Google Scholar 

  9. Lukzen, N.N., Usov, O.M., and Molin, Yu.N., Phys. Chem. Chem. Phys., 2002, vol. 4, no. 21, p. 5249.

    Article  CAS  Google Scholar 

  10. Sviridenko, F.B., Stass, D.V., Kobzeva, T.V., Tretyakov, E.V., Klyatskaya, S.V., Mshvidobadze, E.V., Vasilevsky, S.F., and Molin, Yu.N., J. Am. Chem. Soc., 2004, vol. 126, no. 9, p. 2807.

    Article  CAS  Google Scholar 

  11. Matveeva, A.G., Sviridenko, F.B., Korolev, V.V., Kuibida, L.V., Stass, D.V., Shundrin, L.A., Reznikov, V.A., and Grampp, G.G., J. Phys. Chem. A, 2008, vol. 112, no. 2, p. 183.

    Article  CAS  Google Scholar 

  12. Grabner, G., Rechthaler, K., Mayer, B., Kohler, G., and Rotkiewicz, K., J. Phys. Chem. A, 2000, vol. 104, no. 7, p. 1365.

    Article  CAS  Google Scholar 

  13. Ishii, K., Takeuchi, S., and Kobayashi, N., J. Phys. Chem. A, 2001, vol. 105, no. 28, p. 6794.

    Article  CAS  Google Scholar 

  14. Mitsui, M., Kobori, Y., Kawai, A., and Obi, K., J. Phys. Chem. A, 2004, vol. 108, no. 4, p. 6794.

    Article  Google Scholar 

  15. Likhtenshtein, G.I., Pure Appl. Chem., 2008, vol. 80, no. 10, p. 2125.

    Article  CAS  Google Scholar 

  16. Yeganeh, S., Wasielewski, M.R., and Ratner, M.A., J. Am. Chem. Soc., 2009, vol. 131, no. 6, p. 2268.

    Article  CAS  Google Scholar 

  17. Colvin, M.T., Giacobbe, E.M., Cohen, B., Miura, T., Scott, A.M., and Wasielewski, M.R., J. Phys. Chem. A, 2010, vol. 114, no. 4, p. 1741.

    Article  CAS  Google Scholar 

  18. Pina, F., Lima, J.C., Lodeiro, C., de Melo, J.S., Diaz, P., Albelda, M.T., and Garcia-Espana, E., J. Phys. Chem. A, 2002, vol. 106, no. 35, p. 8207.

    Article  CAS  Google Scholar 

  19. Nuin, E., Andreu, I., Torres, M.J., Jimenez, M.C., and Miranda, M.A., J. Phys. Chem. B, 2011, vol. 115, no. 5, p. 1158.

    Article  CAS  Google Scholar 

  20. Osiecki, J.H. and Ullman, E.F., J. Am. Chem. Soc., 1968, vol. 90, no. 4, p. 1078.

    Article  CAS  Google Scholar 

  21. Ullman, E.F., Call, L., and Osiecki, J.H., J. Org. Chem., 1970, vol. 35, no. 11, p. 3623.

    Article  CAS  Google Scholar 

  22. Eaton, D.F., Pure Appl. Chem., 1988, vol. 60, no. 7, p. 1107.

    Article  CAS  Google Scholar 

  23. Volodarskii, L.B., Grigor’ev, I.A., Dikanov, S.A., Reznikov, V.A., and Shchukin, G.I.,, in Imidazolinovye nitroksil’nye radikaly (Imidazolinium Nitroxylic Radicals), Novosibirsk: Nauka, 1988, p. 98.

    Google Scholar 

  24. Tretyakov, E.V., Samoilova, R.I., Ivanov, Yu.V., Plyusnin, V.F., Pashchenko, S.V., and Vasilevsky, S.F., Mendeleev Commun., 1999, vol. 9, no. 3, p. 92.

    Article  Google Scholar 

  25. Lescop, C., Bussiere, G., Beaulac, R., Belisle, H., Belorizky, E., Rey, P., Reber, C., and Luneau, D., J. Phys. Chem. Solids, 2004, vol. 65, no. 4, p. 773.

    Article  CAS  Google Scholar 

  26. Lukas, A.S., Bushard, P.J., Weiss, E.A., and Wasielewski, M.R., J. Am. Chem. Soc., 2003, vol. 125, no. 13, p. 3921.

    Article  CAS  Google Scholar 

  27. Chibisov, N.N., Usp. Khim., 1981, vol. 50, no. 7, p. 1769.

    Google Scholar 

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Correspondence to E. M. Glebov.

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Original Russian Text © A.G. Matveeva, E.M. Glebov, V.V. Korolev, I.P. Pozdnyakov, V.F. Plyusnin, D.V. Stass, V.A. Reznikov, 2011, published in Khimiya Vysokikh Energii, 2011, Vol. 45, No. 5, pp. 450–456.

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Matveeva, A.G., Glebov, E.M., Korolev, V.V. et al. Luminescent properties of new naphthylnitroxyl radicals. High Energy Chem 45, 416–422 (2011). https://doi.org/10.1134/S0018143911050134

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  • DOI: https://doi.org/10.1134/S0018143911050134

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