Skip to main content
Log in

Radical-induced destruction of diethyl phthalate in aqueous solution: kinetics, spectral properties, and degradation efficiencies studies

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

Abstract

In this work, the reactions of OH, e aq , and SO ∙−4 with diethyl phthalate (DEP) were investigated in aqueous solution by pulse radiolysis, and degradation efficiencies of DEP with OH and e aq were evaluated in water using steady-state radiolysis as well. The absolute rate constants of OH, e aq , and SO ∙−4 with DEP were determined as 2.3 × 109, 1.0 × 1010, and 1.0 × 108 M−1 s−1, respectively. The degradation efficiencies for the OH and e aq reactions were 81 and 33 %, respectively. Transient absorption spectra were observed for the intermediate radicals produced by OH, e aq , and SO ∙−4 reactions. The results suggested that e aq transferred to the ester group, resulting in the formation of DEP radical anions. In contrast, OH and SO ∙−4 added predominantly to the aromatic ring of DEP, forming the corresponding OH adducts. The fundamental mechanistic parameters and degradation efficiencies derived from these results were significant for evaluations and applications of advanced oxidation processes.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. G. Xu, F.H. Li, Q.H. Wang, Sci. Total Environ. 393, 333 (2008)

    Article  CAS  Google Scholar 

  2. Y.J. Jung, B.S. Oh, K.S. Kim, M. Koga, R. Shinohara, J.W. Kang, J. Water Health 8, 290 (2010)

    Article  CAS  Google Scholar 

  3. H.H.P. Fang, D.W. Liang, T. Zhang, Bioresour. Technol. 98, 717 (2007)

    Article  CAS  Google Scholar 

  4. F.R. Knudsen, T.G. Pottinger, Aquat. Toxicol. 44, 159 (1999)

    Article  CAS  Google Scholar 

  5. US Environmental Protection Agency (USEPA). Code of federal regulations. 40 CFR, Part 136 (1992)

  6. A. Penalver, E. Pocurull, F. Borrull, R.M. Marce, J. Chromatogr. A 872, 191 (2000)

    Article  CAS  Google Scholar 

  7. A.O. Ogunfowokan, N. Torto, A.A. Adenuga, E.K. Okoh, Environ. Monit. Assess. 118, 457 (2006)

    Article  CAS  Google Scholar 

  8. P. Montuori, E. Jover, M. Morgantini, J.M. Bayona, M. Triassi, Food Addit. Contam. 25, 511 (2008)

    Article  CAS  Google Scholar 

  9. F. Zeng, J.X. Wen, K.Y. Cui, L.N. Wu, M. Liu, Y.J. Li, Y.J. Lin, F. Zhu, Z.L. Ma, Z.X. Zeng, J. Hazard. Mater. 169, 719 (2009)

    Article  CAS  Google Scholar 

  10. C. Pereira, K. Mapuskar, C.V. Rao, Pestic. Biochem. Physiol. 90, 52 (2008)

    Article  CAS  Google Scholar 

  11. H.J. Koo, B.M. Lee, J. Toxicol. Environ. Health. A 67, 1901 (2004)

    Article  CAS  Google Scholar 

  12. H.G. Wahl, A. Hoffmann, H.U. Haring, H.M. Liebich, J. Chromatogr. A 847, 1 (1999)

    Article  CAS  Google Scholar 

  13. G.P. Yang, X.K. Zhao, X.J. Sun, X.L. Lu, J. Hazard. Mater. 126, 112 (2005)

    Article  CAS  Google Scholar 

  14. B. Xu, N.Y. Gao, X.F. Sun, S.J. Xia, M. Rui, M.O. Simonnot, C. Causserand, J.F. Zhao, J. Hazard. Mater. 139, 132 (2007)

    Article  CAS  Google Scholar 

  15. A. Muneer, J. Theurich, D. Bahnemann, J. Photochem. Photobiol. A 143, 213 (2001)

    Article  CAS  Google Scholar 

  16. G. Mailhot, M. Sarakha, B. Lavedrine, J. Caceres, S. Malato, Chemosphere 49, 525 (2002)

    Article  CAS  Google Scholar 

  17. S.P. Mezyk, T.J. Neubauer, W.J. Cooper, J.R. Peller, J. Phys. Chem. A 111, 9019 (2007)

    Article  CAS  Google Scholar 

  18. S.D. Yao, S.G. Sheng, J.H. Cai, J.S. Zhang, N.Y. Lin, Radiat. Phys. Chem. 46, 105 (1995)

    Article  Google Scholar 

  19. G.V. Buxton, C.L. Greenstock, W.P. Helman, A.B. Ross, J. Phys. Chem. Ref. Data 17, 513 (1988)

    Article  CAS  Google Scholar 

  20. G. Merga, B.S.M. Rao, H. Mohan, J.P. Mittal, J. Phys. Chem. Ref. Data 98, 9158 (1994)

    CAS  Google Scholar 

  21. G. Merga, H.P. Schuchmann, B.S.M. Rao, C. von Sonntag, J. Chem. Soc. Perkin Trans. 2(6), 1097 (1996)

    Google Scholar 

  22. K. Enomoto, J.A. LaVerne, J. Phys. Chem. A 112, 12430 (2008)

    Article  CAS  Google Scholar 

  23. M. Szadkowska-Nicze, J. Mayer, J. Polym. Sci. A Polym. Chem. 37, 2853 (1999)

    Article  CAS  Google Scholar 

  24. L.P. Candeias, S. Steenken, J. Am. Chem. Soc. 111, 1094 (1988)

    Article  Google Scholar 

  25. R. Grover, M. Mudaliar, B.S.M. Rao, H. Mohan, J.P. Mittal, Res. Chem. Intermed. 29, 157 (2003)

    Article  CAS  Google Scholar 

  26. S. Steenken, J. Chem. Soc. Faraday Trans. 1 83, 113 (1987)

    Article  CAS  Google Scholar 

  27. V. Jagannadham, S. Steenken, J. Am. Chem. Soc. 110, 21882192 (1988)

    Article  Google Scholar 

  28. J. Jeong, W.H. Song, W.J. Cooper, J. Jung, J. Greaves, Chemosphere 78, 533 (2010)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank the National Natural Science Foundation of China (nos. 40973073, 11025526, 11175112, 41073073), National Key Technology R&D Program in the 11th Five-Year Plan of China (no. 2009BAA24B04), and Shanghai Leading Academic Discipline Project (no. S30109) for the financial support of this study.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Gang Xu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Liu, N., Xu, G., Wu, M. et al. Radical-induced destruction of diethyl phthalate in aqueous solution: kinetics, spectral properties, and degradation efficiencies studies. Res Chem Intermed 39, 3727–3737 (2013). https://doi.org/10.1007/s11164-012-0876-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-012-0876-3

Keywords

Navigation