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Polychlorinated dibenzo-p-dioxins and dibenzofurans as products of photodegradation of chlorophenols

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Results of the study into photodegradation of 2,4,6-trichlorophenol and pentachlorophenol in aqueous solutions have been presented. Quantum yields and rate constants of the reactions were determined. Intermediate products were identified by GC/MS method. The experiments confirmed formation of polychlorinated dibenzo-p-dioxins and dibenzofurans in photochemical reactions. The findings showed that formation of polychlorinated dibenzo-p-dioxins, and mainly octachlorodibenzo-p- -dioxin, is privileged in the studied reactions when compared to polychlorinated dibenzofurans regardless of the number of chlorine atoms in the molecule. It was also established that increase in the number of chlorine atoms in a molecule resulted in higher chemical efficiency of the reaction.
Rocznik
Strony
5--16
Opis fizyczny
Bibliogr. 25 poz., tab., rys.
Twórcy
autor
  • Institute of Non-Ferrous Metals, 44-100 Gliwice, ul. Sowińskiego 5, Poland
Bibliografia
  • [1] KENT M., JAMES A., Riegel’s Handbook of Industry Chemistry, Van Nostrand Reinhold Company, New York 1983.
  • [2] PAASIVIRTA J., HEINOLA K., HUMPPI T., KARJALAINEN A., KNUUTINEN J., MÄNTYKOSKI K., PAUKKU R., PIILOLA T., SURMA-AHO K., TARHANEN J., WELLING L., VIHONEN H., Polychlorinated phenols, guaiacols and catechols in environment, Chemosphere, 1985, 14, 469.
  • [3] HOEKSTRA E.J., WEERD H., DE LEER E.W.B., BRINKMAN U.A.T.H., Natural formation of chlorinated phenols, dibenzo-p-dioxins, and dibenzofurans in soil of a Douglas fir forest, Environ. Sci. Technol., 1999, 33, 2543.
  • [4] OLESZEK-KUDLAK S., GRABDA M., CZAPLICKA M., ROSIK-DULEWSKA C., SHIBATA E., NAKAMURA T., Fate of PCDD/PCDF’s during mechanical-biological sludge treatment, Chemosphere, 2005, 61, 389.
  • [5] KLANOVA J., KLAN P., NOSEK J., HOLOUBEK I., Environmental ice photochemistry. Monochlorophenols, Environ. Sci. Technol., 2003, 37 (8), 1568.
  • [6] CONNELL D.W., Basic Concepts of Environmental Chemistry, CRC Press, Boca Raton 1997.
  • [7] ÖBERG L.G., GLAS B., SWANSON S.E., RAPPE C., PAUL K.G., Peroxidase-catalyzed oxidation of chlorophenols to polychlorinated dibenzo-p-dioxins and dibenzofurans, Arch. Environ. Contam. Toxicol., 1990, 19, 930.
  • [8] ÖBERG L.G., RAPPE C., Biochemical formation of PCDD/Fs from chlorophenols, Chemosphere, 1992, 25, 49.
  • [9] HONG J., KIM D.-G., CHEONG C., JUNG S.-Y., UOO M.-R., KIM K.-J., KIM T.-K., PARK Y.-C., Identification of photolytical transformation products of pentachlorophenol in water, Analytical Science, 2000, 16, 621.
  • [10] CZAPLICKA M., MIELŻYŃSKA D., Influence of photodegradation reactions on toxicity and mutagenesis of aquatic solution of chlorophenols, Environ. Biotechnol., 2007, 3, 30.
  • [11] TRATNYEK P.G., HOLGNĔ V.G., Oxidation of substituted phenols in the environment. A QSAR analysis of rate constants for reaction with singlet oxygen, Environ. Sci. Technol., 1991, 25, 1596.
  • [12] BURROWS H.D., ERNESTOVA L.S., KEMP T.J., SKURLATOV Y.I., PURMAL A.P., YERMAKOV A.N., Kinetics and mechanism of photodegradation of chlorophenols, Prog. React. Kinet., 1998, 23, 145.
  • [13] WONG A.S., CROSBY D.G., Photolysis of pentachlorophenol in water, [in:] K.R. Rao (Ed.), Pentachlorophenol, Chemistry, Pharmacology and Environmental Toxicology, Plenum Press, New York 1978,
  • [14] VOLLMUTH S., ZAJC A., NIESSNER R., Formation of polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans during the photolysis of pentachlorohenol-containing water, Environ. Sci. Technol., 1994, 28, 1145.
  • [15] LIU P.-Y., ZHENG M.-H., XU X.-B., Phototransformation of polychlorinated dibenzo-p-dioxins from photolysis of pentachlorophenol on soils surface, Chemosphere, 2002, 46, 1191.
  • [16] SKURLATOV Y.I., ERNESTOVA L.S., VICHUTINSKAYA E.V., SAMSONOV D.P., SEMENOVA I.V., RODKO I.Y., SHVIDKY V.O., PERVUNINA R.I., KEMP T.J., Photochemical transformation of polychlorinated phenols, J. Photochem. Photobiol. A, 1997, 107, 207.
  • [17] CZAPLICKA M., CZAPLICKI A., Photodegradation of 2,3,4,5-tetrachlorophenol in water/methanol mixture, J. Photochem. Photobiol. A, 2006, 178, 90.
  • [18] CZAPLICKA M., Identification and determination of halogenated derivatives coking plant wastes and waters, J. Sep. Sci., 2003, 26, 1.
  • [19] WĘGIEL M., CHRZĄSZCZ R., MAŚLANKA A., GROCHOWALSKI A., Study on the determination of PCDDs/Fs and HCB in exhaust gas, Chemosphere, 2011, 85 (3), 481.
  • [20] PICCINI P., PICHAT P., GUILLARD C.J., Phototransformations of solid pentachlorophenol, J. Photochem., Photobiol. A, 1998, 119, 137.
  • [21] KANETOSHI A., OGAWA H., KATSURA E., KANESHIMA H., MIURA T., Formation of polychlorinated dibenzo-p-dioxins upon combustion of commercial textile products containing 2,4,4'-trichloro-2'- -hydroxydiphenyl ether (Irgasan DP300), J. Chromatogr., 1988, 442, 289.
  • [22] BORN J.G.P., LOUW R., MULDER P., Formation of dibenzodioxins and dibenzofurans in homogeneous gasphase reactions of phenols, Chemosphere, 1989, 18, 401.
  • [23] LATCH D.E., PACKER J.L., ARNOLD W.A., MCNEILL K., Photochemical conversion of triclosan to 2,8-dichlorodibenzo-p-dioxin in aqueous solution, J. Photochem, Photobiol. A., 2003, 158, 63.
  • [24] KATAMI T., YASUHARA A., OKUDA T., Formation of dioxins during the combustion of newspapers in the presence of sodium chloride and poly(vinyl) chloride, Environ. Sci. Technol., 2002, 36, 1320.
  • [25] WEBER R., Relevance of PCDD/PCDFs formation for the evaluation of POPs destruction technologies. Review on current status and assessment gaps, Chemosphere, 2007, 67, S109.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-bacb5f08-edc1-4e62-a691-664b8b3f50fd
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