Skip to main content
Log in

Spectral-Luminescent Properties and Photolysis of Some Phenol Derivatives

  • OPTICS AND SPECTROSCOPY
  • Published:
Russian Physics Journal Aims and scope

The spectral-luminescent properties and photolysis of phenol and some of its derivatives have been considered experimentally and by methods of quantum chemistry. It has been shown that the substitution with a methyl group (p-cresol) and the introduction of the second benzene ring (bisphenol A) lead to a shift of absorption bands toward longer wavelengths and some changes in their intensity. The non-planar structure of p-cresol and bisphenol A promotes an increase in the efficiency of singlet-triplet conversion and a decrease in the fluorescence quantum yield. Results of calculations have established the mechanisms of photolysis of the considered molecular systems. It has been shown that the O–H bond in phenol and p-cresol is broken by the pre-dissociation mechanism. Photolysis of bisphenol A upon exposure to solar radiation proceeds by the mechanism of direct dissociation, but with a noticeable potential barrier (~12000 cm–1).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. L. N. Aleksandrova, Organic Substance of Soil and Processes of Its Transformation [in Russian], Nauka, Leningrad (1980).

  2. N. N. Alykov, E. V. Iglina, E. S. Savelyeva, et al., Ecol. Syst. Dev., N. 9, 38–40 (2008).

  3. L. I. Kozubova, Organic Pollutants of Drinking Water: An analytical Review [in Russian], State Public Scientific Technical Library of the Siberian Branch of the Russian Academy of Sciences, Novosibirsk (1993).

  4. V. V. Ershov, G. A. Nikiforov, and A. A. Volod’kin, Sterically Hindered Phenols, Khimiya, Moscow (1972).

  5. V. A. Roginskii, Phenol Antioxidants: Reactivity and Efficiency, Nauka, Moscow (1988).

  6. B. Halliwell and J. M. C. Gutteridge, Free Radicals in Biology and Medicine, Clarendon Press, Oxford (1999).

    Google Scholar 

  7. O. I. Shadyro, V. L. Sorokin, G. A. Ksendzova, et al., Bioorg. Med. Chem. Lett., 18, No. 7, 2420–2423 (2008).

    Article  Google Scholar 

  8. J. L. Coughlin, B. Winnick, and B. Buckley, Anal. Bioanal. Chem., 401, No. 3, 995–1002 (2011).

    Article  Google Scholar 

  9. F. Vela-Soria, O. Ballesteros, A. Zafra-Gómez, et al., Anal. Bioanal. Chem., 406, No. 15, 3773–3785 (2014).

    Article  Google Scholar 

  10. M. V. Bel’kov, G. A. Ksendzova, G. I. Polozov, et al., Zh. Prikl. Spektrosk., 75, No. 1, 69–74 (2008).

    Google Scholar 

  11. G. A. Ksendzova, G.L. Polozov, I. V. Skornyakov, et al., Opt. Spektrosk., 102, No. 4, 602–607 (2007).

    Article  Google Scholar 

  12. M. V. Bel’kov, G. A. Ksendzova, P. V. Kuzovkov, et al., Zh. Prikl. Spektrosk., 74, No. 5, 635–641 (2007).

    Google Scholar 

  13. O. K. Bazyl’, V. Ya. Artyukhov, G. V. Maier, et al., Opt. Spektrosk., 107, No. 4, 596–606 (2009).

  14. D. Zhou, F. Wu, N. Deng, et al., Water Res., 38, No. 19, 4107–4116 (2004).

    Article  Google Scholar 

  15. Yu.-P. Chin, P. L. Miller, L. Zeng, et al., Environ. Sci. Technol., 38, No. 22, 5888–5894 (2004).

    Article  ADS  Google Scholar 

  16. GOST 12997-84 “GSP Products. General Specifications,” TU BY 100424659.013-2006 “Spectrofluorimeter SM 2203.”

  17. V. Ya. Artyuhov and A. I. Galeeva, Russ. Phys. J., 29, No. 11, 949–952 (1986).

  18. G. V. Mayer, V. Ya. Artyukhov, and A. V. Karypov, Opt. Spektrosk., 66, No. 4, 823–826 (1989).

    Google Scholar 

  19. A. I. Kitaigorodskii, P. M. Zorkii, and V. K. Belskii, Structure of an Organic Substance (Data of Structural Research, 1929–1970) [in Russian], Nauka, Moscow (1980).

  20. D. S. McClure, J. Chem. Phys., 17, 905 (1949).

    Article  ADS  Google Scholar 

  21. Yu. P. Morozova, O. N. Tchaikovskaya, and N. Yu. Vasil’eva, Zh. Fiz. Khim., 72, No. 2, 272–279 (1998).

  22. R. Zagradnik and R. Polak, Fundamentals of Quantum Chemistry [Russian translation], Mir, Moscow (1979).

    Google Scholar 

  23. V. Ya. Artyukhov and O. K. Bazyl’, Computer Quantum Chemistry: Educational-Methodical Manual, Publishing House of Tomsk State University, Tomsk (2010).

  24. V. A. Blatov, A. P. Shevchenko, L. G. Samsonova, et al., Semiempirical Computational Methods of Quantum Chemistry: A Textbook, “Univer Grupp” Publishing House, Samara (2005).

  25. V. A. Bakulev, Yu. Yu. Morzherin, and Yu. O. Subbotina, Quantum-Chemical Calculations of Organic Molecules [Electronic Resource], Ural Federal University Publishing House, Ekaterinburg (2004).

  26. C. A. Parker, Photoluminescence of Solutions [Russian translation], Mir, Moscow (1972).

    Google Scholar 

  27. S. Udenfriend, Fluorescence Assay in Biology and Medicine [Russian translation], Mir, Moscow (1965).

    Google Scholar 

  28. É. M. Sokolov, L. É. Sheinkman, and D. V. Dergunov, Water Chem. Ecol., No. 4, 26–32 (2012).

  29. E. N. Bocharnikova, O. N. Tchaikovskaya, and V. Ya. Artukhov, Russ. Phys. J., 62, No. 9, 1700–1707 (2020).

    Article  Google Scholar 

  30. G. B. Tolstorozhev, M. V. Bel’kov, T. F. Raichenok, et al., Opt. Spektrosk., 115, No. 5, 807–816 (2013).

    Article  Google Scholar 

  31. V. A. Svetlichnyi, O. N. Tchaikovskaya, O. K. Bazyl’, et al., High Energy Chem., 35, No. 4, 258–264 (2001).

    Article  Google Scholar 

  32. O. N. Tchaikovskaya, Spectral-luminescent properties, photophysical, and photochemical processes in hydroxyaromatic compounds excited by ultraviolet radiation, Doctoral Thesis in Physical and Mathematical Sciences, Tomsk (2007).

  33. M. G. Kang, H.-E. Han, and K.-J. Kim, J. Photochem. Photobiol. A, 125, 119–125 (1999).

    Article  Google Scholar 

  34. E. N. Bocharnikova, O. N. Tchaikovskaya, O. K. Bazyl’, et al., Adv. Quantum Chem., 81, 191–217 (2020).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to O. N. Tchaikovskaya.

Additional information

Translated from Izvestiya Vysshikh Uchebnykh Zavedenii, Fizika, No. 8, pp. 3–8, August, 2021.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tchaikovskaya, O.N., Bazyl, O.K. & Bocharnikova, E.N. Spectral-Luminescent Properties and Photolysis of Some Phenol Derivatives. Russ Phys J 64, 1385–1390 (2021). https://doi.org/10.1007/s11182-021-02469-1

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11182-021-02469-1

Keywords

Navigation