Skip to main content

Photodegradation of Pyrene on Solid Phase

  • Chapter
Environmental Chemistry

Abstract

Photodegradation of 1% weight ratio pyrene on different model supports SiO2CaCO3 and montmorillonite was investigated. The kinetic studies show that the pyrene pseudo half-lives depend on the nature of the support, and on the presence of water: on dry support, t1/2 = 3 h on SiO2, 3 h on CaCO3, and 6 h on montmorillonite whereas, in presence of water, t1/2 = 9.9 h, 9.9 h, and 221 h, respectively. The irradiation of pyrene revealed degradation products such as 1-hydroxypyrene, 4,5-dihydro-4,5-dihydroxypyrene, 1,6 and/or 1,8-dihydroxypyrene, 1,6 and/or 1,8-pyrenequinone and 1,1′-bipyrene. Given (i) the byproducts identified, (ii) the inhibition of pyrene transfer S1→T1 with HgCl2 and (iii) an oxidation non photosensitized by rose bengal, a possible degradation pathway is proposed which involves the formation of a pyrene radical cation via the singlet state of pyrene.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Barbas JT, Sigman ME, Dabestani R (1996) Photochemical of phenanthrene sorbed on silica gel. Environ Sci Technol 30:1776–1780

    Article  Google Scholar 

  • Behimer TD, Hites RA (1988) Photolysis of polycyclic aromatic hydrocarbons adsorbed on fly ash. Environ Sci Technol 22:1311–1319

    Google Scholar 

  • Cope VW, Kalkwarf DR (1987) Photooxidation of selected polycyclic aromatic hydrocarbons and pyrenequinones coaled on glass surfaces. Environ Sci Technol 21:643–648

    Article  Google Scholar 

  • David B, Boule P (1993) Phototransformation of hydrophobic pollutants in aqueous suspension. Chemosphere 26:1617–1630

    Article  Google Scholar 

  • Jones KC, Stratford JA, Waterhouse KS, Furlong ED, Giger W, Hites RA, Schaffner C, Johnston AE (1989) Increase in the PAH content of an agricultural soil over the last century. Environ Sci Technol 23:95–101

    Article  Google Scholar 

  • Korfmacher WA, Wehry EL, Mamantov G, Natush DFS (1980) Resistance to photochemical decomposition of polycyclic aromatic hydrocarbons vapor-adsorbed on coal fly ash. Environ Sci Technol 14:1094–1098

    Article  Google Scholar 

  • Launen L, Pinto L, Wiebe C, Kieklmann E, Moore M (1995) The oxidation of pyrene and benzo[a]pyrene by nonbasidiomycete soil fungi. Can J Microbiol 41:477–488

    PubMed  Google Scholar 

  • Lawrence JF, Weakland S, Plummer EF, Busby WF, Lafleur AL (1995) Photoxidation of selected PAHs in aqueous organic media in the presence of Ti(IV)oxide. Int J Environ Anal Chem 60:113–122

    Google Scholar 

  • Liste H, Alexander M (1999) Accumulation of phenanthrene and pyrene in rhizosphere soil. Chemosphere 40:11–14

    Google Scholar 

  • Mao Y, Iu KK, Thomas JK (1994) Chemical reaction of pyrene and its chlorinated derivative on silica-alumina surfaces induced by ionizing radiation. Langmuir 10:709–716

    Article  Google Scholar 

  • Prado G, Westmoreland PR, Andon PH, Leary JA, Biemann K, Thilly WG, Longwell JP, Howard JB (1981) Formation of polycyclic aromatic hydrocarbons in premixed flames. Chemical analysis and mutagenicity. In: Cooke M, Dennis AJ (eds) Chemical analysis and biological fate: PAHs. Batelle, Ohio, pp 189–198

    Google Scholar 

  • Reyes CA, Medina M, Crespo-Hernandez C, Cedeno MZ, Arce R, Rosario O, Steffenson DM, Ivanov IN, Sigman ME, Dabestini R (2000) Photochemistry of pyrene on unactived and actived silica surfaces. Environ Sci Technol 34:415–421

    Article  Google Scholar 

  • Schneider J, Grosser R, Jayasimhulu K, Xue W, Warshawsky D (1996) Degradation of pyrene, benz[a]anthracene, and benzo[a]pyrene by Mycobacterium sp. strain RJGII-135, isolated from a former coal gasification site. Appl Environ Microbiol 62:13–19

    PubMed  Google Scholar 

  • Sharak Genthner BR, Townsend GT, Lantz SE, Mueller JG (1997) Persistence of PAH components of creosote under anaerobic enrichment conditions. Arch Environ Contam Toxicol 32:99–105

    Article  PubMed  Google Scholar 

  • Sigman ME, Schuler PF, Ghosh MM, Dabestani RT (1998) Mechanism of pyrene photochemical oxidation in aqueous and surfactant solutions. Environ Sci Technol 32:3980–3985

    Google Scholar 

  • Smith JH, Mabey WR, Bahonos N, Holt BR, Chou TW, Lee SS, Wenberger, DC Mill T (1979) Environmental pathways of selected chemicals in fresh water system. US Environmental Protection Agency, EPA-600/7-78-074

    Google Scholar 

  • Sparks DL (1995) Inorganic soil components. In: Sparks DL (ed) Environmental Soil Chemistry. Academic Press, London, pp 23–38

    Google Scholar 

  • Surapol P, Thomas K (1991) Reflectance spectroscopic studies of the cation radical and the triplet of pyrene on alumina. J Phys Chem 95:6990–6996

    Article  Google Scholar 

  • Wislocki PG, Bagan ES, Lu AYH (1986) Tumorigenicity of nitrated derivatives of pyrene, benzo[a]anthracene, chrysene and benzo[a]pyrene in the newborn mouse assay. Carcinogenesis 7:1317–1322

    PubMed  Google Scholar 

  • Yokley RA, Garrison AA, Wehri EL, Mamantov G (1986) Photochemical transformation of pyrene and benzo[a]pyrene vapor-deposited on eight coal stack ashes. Environ Sci Technol 20:86–90

    Article  Google Scholar 

  • Zepp RG, Schlotzhauer PF (1979) Photoreactivity of selected aromatic hydrocarbons in water. In: Jones PW, Leber P (ed) Polynuclear aromatic hydrocarbons. Ann Arbor Science Publishers, pp 141–158

    Google Scholar 

Download references

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2005 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Boscher, A., David, B., Guittonneau, S. (2005). Photodegradation of Pyrene on Solid Phase. In: Lichtfouse, E., Schwarzbauer, J., Robert, D. (eds) Environmental Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-26531-7_40

Download citation

Publish with us

Policies and ethics