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Received September 3, 2006
Accepted May 29, 2007
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Ozonation of polycyclic aromatic hydrocarbon in hexane and water: Identification of intermediates and pathway
Department of Environmental Engineering, Silla University, Busan 617-736, Korea 1Department of Civil and Environmental Engineering, University of Utah, Salt Lake City, Utah 84112, USA
Korean Journal of Chemical Engineering, November 2007, 24(6), 1003-1008(6), 10.1007/s11814-007-0111-x
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Abstract
The recalcitrant nature of pyrene and other polycyclic aromatic hydrocarbons (PAHs) lies in part in their low solubility in water, rendering them less susceptible to chemical and biological degradation. To overcome this remediation obstacle, this work investigates the use of a 2-stage ozonation process, first in nonpolar hexane phase then in polar aqueous phase, for the treatment of hydrophobic contaminants using pyrene as a model compound. The objectives of this research are to break down pyrene by using ozonation, identify the intermediates of pyrene, show a general degradation pathway of pyrene subject to ozonation and test the biodegradability of intermediates and byproducts of pyrene in the aqueous phase. The first stage briefly ozonates the contaminant at high concentration in organic solvent hexane, which facilitates very efficient conversion of the hydrophobic compounds into ring-opened polar intermediates containing alcohol, aldehyde, and acid functional groups.
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References
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Danheux C, Hanoteau L, Martin RH, Van Binst G, Bull. Soc. Chim. Belg., 72, 289 (1963)
Sturrock MG, Duncan RA, J. Org. Chem., 33, 2149 (1968)
Kefely AA, Rakovski SK, Shopov DM, Razumovskii SD, Rakovski RS, Zaikov GE, J. Poly. Sci., 19, 2175 (1981)
Legube B, Guyon S, Sugimitsu H, Dore M, Water Res., 20, 197 (1986)
Kornmuller A, Cuno M, Wiesmann U, Water Sci. Technol., 35, 57 (1997)
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Chen JN, Chang CY, Tox. Envirn. Chem., 59, 7 (1997)
Freshour AR, Mawhinney S, Bhattacharyya D, Water Res., 30, 1949 (1996)
Yao JJ, Huang ZH, Masten SJ, Water Res., 32, 3001 (1998)
Yao JJ, Huang ZH, Masten SJ, Water Res., 32, 3235 (1998)
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