Skip to main content
Log in

Esr and cidep studies of the photooxidation of phenols in single crystals and in solutions

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Photooxidation of single crystals of 2,6-di-tert-butyl-4-methylphenol and 2,6-di-tert-butylphenol, respectively, led to localized pair-wise trapping of triplet phenoxyl radical pairs. Electron ejection is not implicated in the primary photooxidation of phenols in single crystals, but in liquid solutions time-resolved CIDEP observations for the 2,4,6-tritert-butylphenol in hexaftuorobenzene suggest an initial formation of a phenol radical cation from the photoexcited triplet state.

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. a) M. Ye and R.H. Schuler, J. Phys. Chem., 93(1989)1898 and referencss therein; b) H.I. Joschek and S.I. Miller, J. Am. Chem. Soc, 88(1966)3273.

    Article  CAS  Google Scholar 

  2. D.C. Nonhebll and J.C. Walton, Free Radical Chemistry, Cambridge University Press, Cambridge, 1974, p. 327.

    Google Scholar 

  3. M. Ye, K.P. Madden, R.W. Fessendnn, and R.H. Schuler, J. Phys. Chem., 90(1986)5397.

    Article  CAS  Google Scholar 

  4. G.N.R. Tripathi and R.H. Schuler, J. Chem. Phys., 81(1984)113.

    Article  CAS  Google Scholar 

  5. M.C. Depew and J.K.S. Wan, in S. Patai and Z. Rappoport (Eds.), The Chemistry of the Quinonoid Compounds, Vol. 2, Wiley Intersicence, London, 1988, pp. 963–1018.

    Google Scholar 

  6. J.K.S. Wan and A.J. Elliot, Acc. Chem. Research, 10(1977)161.

    Article  CAS  Google Scholar 

  7. E.J. Land, G. Porter, and E. Strachan, Trans. Faradyy Soc, 57(1961)1885.

    Article  CAS  Google Scholar 

  8. E.J. Land and G. Porter, Trans. Faradyy Soc, 59(1963)2016.

    Article  CAS  Google Scholar 

  9. J.A. Schmidt, C. Heitner, G.P. Kelly, and F. Wilkinson, in 5th International Sympoiium on Wood and Pulping Chemsstry, Raleigh, May 1989, private communications.

  10. E. Kam, M.T. Craw, M.C. Depew, and J.K.S. Wan, J. Magn. Reson., 67(1986)556.

    CAS  Google Scholar 

  11. M.T. Craw, M.C. Depew, and J.K.S. Wan, Rev. Chem. Intermed., 7(1986) 215

    Article  CAS  Google Scholar 

  12. W. Gordy and R. Morehouse, Phys. Rev., 151(1966)207.

    Article  CAS  Google Scholar 

  13. M. Maze and C. Rerat, Compt. Rend., 259(1964)4612.

    CAS  Google Scholar 

  14. T.J. Stone and W.A. Waters, J. Chem. Soc, (1964)213.

  15. N.M. Atherton and R.S. Harding, J. Chem. Soc, (A), (1968)2352.

  16. J.K. Becconsall, S. Clough, and G. Scott, Trans. Faradyy Soc, 56(1960)459.

    Article  CAS  Google Scholar 

  17. D.A. Hutchinson, M.C. Depew, K.E. Russell, and J.K.S. Wan, Macromolecules, 15(1982)602.

    Article  CAS  Google Scholar 

  18. F. Nemoto, N. Tsuzuki, K. Mukai, and K. Ishizu, J. Phys. Chem., 85(1981)2450.

    Article  CAS  Google Scholar 

  19. A. Ronlan and V.D. Parker, J. Chem. Soc, (C), (1971)3214.

  20. P.D. Sullivan and L.J. Norman, Can. J. Chem., 50(1972)2141.

    Article  CAS  Google Scholar 

  21. T. Okamuaa and R.W. Yip, Bull. Chem. Soc. Jpn., 51(1978)937.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Depew, M.C., Emori, S. & Wan, J.K.S. Esr and cidep studies of the photooxidation of phenols in single crystals and in solutions. Res Chem Intermed 12, 275–284 (1989). https://doi.org/10.1163/156856789X00302

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1163/156856789X00302

Keywords

Navigation