Abstract
4-Tert-octylphenol (4-t-OP), a kind of endocrine-disrupting compounds, is widely distributed in natural water surroundings but can hardly be biodegraded. The advanced oxidation processes (AOPs) have been proved to be an efficient method to degrade 4-t-OP. In this study, the photodegradation of 4-t-OP in aqueous solution promoted by Fe(III) and the photooxidation mechanism were investigated. The ferric perchlorate was added into the aqueous solution for the production of hydroxyl radical. The efficiency of mineralization was monitored by total organic carbon analyzer, and photooxidation products were determined by high-performance liquid chromatography and liquid chromatography-mass spectrometer. 4-t-OP (2.4 × 10−5 M) in aqueous solution was completely degraded after 45 min in the presence of Fe(III) (1.2 × 10−3 M) under UV irradiation (λ = 365 nm). The optimal pH was 3.5. Higher Fe(III) concentration or lower initial 4-t-OP concentration led to increased photodegradation efficiency of 4-t-OP. The reaction was almost completely inhibited in the presence of 2-propanol. About 70 % mineralization of the solution was obtained after 50 h. The photooxidation product was supposed to be 4-tert-octyl catechol. 4-t-OP in aqueous solution can be degraded in the presence of Fe(III) under the solar irradiation. The photoinduced degradation is due to the reaction with hydroxyl radicals. It shows that the 4-t-OP is mineralized by the inducement of Fe(III) aquacomplexes, which exposes to solar light. Therefore, the results would provide useful information for the potential application of the AOPs to remove 4-t-OP in water surroundings.
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References
Adamson AW, Fleischauer PD (1975) Concepts of inorganic photochemistry. Wiley, New York
Aydoğan M, Barlas N (2006) Effects of maternal 4-tert-octylphenol exposure on the reproductive tract of male rats at adulthood. Reprod Toxicol 22:455–460
Balzani V, Carassiti V (1970) Photochemistry of coordination compounds. Academic, London
Benkelberg HJ, Warneck P (1995) Photodecomposition of iron(III) hydroxo and sulfato complexes in aqueous solution: wavelength dependence of OH and SO -4 quantum yields. J Phys Chem 99:5214–5221
Bledzka D, Gryglik D, Olak M, Gebicki JL, Miller JS (2010) Degradation of n-butylparaben and 4-tert-octylphenol in H2O2/UV system. Radiat Phys Chem 79:409–416
Brand N, Mailhot G, Bolte M (1997) Degradation and photodegradation of tetraacetylethylenediamine (TAED) in the presence of iron(III) in aqueous solution. Chemosphere 34:2637–2648
Brand N, Mailhot G, Bolte M (2000) The interaction “light, Fe(III)” as a tool for pollutant removal in aqueous solution: degradation of alcohol ethoxylates. Chemosphere 40:395–401
Calvert JG, Pitts JM (1996) Photochemistry. Wiley, New York
Catastini C, Sarakha M, Mailhot G, Bolte M (2002) Iron (III) aquacomplexes as effective photocatalysts for the degradation of pesticides in homogeneous aqueous solutions. Sci Total Environ 298:219–228
Catastini C, Rafqah S, Mailhot G, Sarakha M (2004) Degradation of amitrole by excitation of iron(III) aquacomplexes in aqueous solutions. J Photochem Photobiol A 162:97–103
Céspedes R, Lacorte S, Raldúa D, Ginebreda A, Barceló D, Piña B (2005) Distribution of endocrine disruptors in the Llobregat River basin. Chemosphere 61:1710–1719
Debbache N, Djebbar K, Lavedrine B, Mailhot G, Bolte M (2008) Fe(III) promoted LAS (linear alkylbenzenesulfonate) removal from waters. Chemosphere 72:457–464
Faust BC, Hoigné J (1990) Photolysis of Fe(III)-hydroxy complexes as sources of OH radicals in clouds, fog and rain. Atmos Environ 24A:79–89
Ferrara F, Fabietti F, Delise M, Funari E (2005) Alkylphenols and alkylphenol ethoxylates contamination of crustaceans and fishes from the Adriatic Sea. Chemosphere 59(8):1145–1150
Guo J, Du YY, Lan YQ, Mao JD (2011) Photodegradation mechanism and kinetics of methyl orange catalyzed by Fe(III) and citric acid. J Hazard Mater 186:2083–2088
Hussein MR (2005) Ultraviolet radiation and skin cancer:molecular mechanisms. J Cutan Pathol 32(3):191–205
Lever ABP (1974) Charge transfer spectra of transition metal complexes. J Chem Educ 51:612–616
Liu Y, Wang F, Xia SQ, Zhao JF (2008) Study of 4-t-octylphenol degradation and microbial community in granular sludge. J Environ Sci 20:167–171
Madsen LL, Korsgaard B, Bjerregaard P (2006) Oral single pulse exposure of flounder Platichthys flesus to 4-tert-octylphenol: relations between tissue levels and estrogenic effects. Mar Environ Res 61:352–362
Mazellier P, Bolte M (1997) Iron(III) promoted degradation of 2,6-dimethylphenol in aqueous solution. Chemosphere 35(10):2181–2192
Mazellier P, Leverd J (2003) Transformation of 4-tert-octylphenol by UV irradiation and by an H2O2/UV process in aqueous solution. Photochem Photobiol Sci 2:946–953
Ning B, Graham NJD, Zhang YP (2007) Degradation of octylphenol and nonylphenol by ozone—part I: direct reaction. Chemosphere 68:1163–1172
Sabik H, Gagné F, Blaise C, Marcogliese DJ, Jeannot R (2003) Occurrence of alkylphenol polyethoxylates in the St. Lawrence River and their bioconcentration by mussels. Chemosphere 51:349–356
Shao B, Han H, Hu JY, Zhao J, Wu GH, Xue Y, Ma YL, Zhang SJ (2005) Determination of alkylphenol and bisphenol A in beverages using liquid chromatography/electrospray ionization tandem mass spectrometry. Anal Chim Acta 530:245–252
Sun Y, Pignatello JJ (1993) Photochemical reactions involved in the total mineralization of 2,4-D by iron(3+)/hydrogen peroxide/UV. Environ Sci Technol 27:304–310
Wang L, Zhang CB, Mestankova H, Wu F, Deng NS, Pan G, Boltea M, Mailhot G (2009) Photoinduced degradation of 2,4-dichlorophenol in water: influence of various Fe(III) carboxylates. Photochem Photobiol Sci 8(7):1059–1065
Wu F, Deng NS (2000) Photochemistry of hydrolytic iron(III) species and photoinduced degradation of organic compounds. A minireview. Chemosphere 41:1137–1147
Yamazaki S, Mori T, Katou T, Sugihara M, Saeki A, Tanimura T (2008) Photocatalytic degradation of 4-tert-octylphenol in water and the effect of peroxydisulfate as additives. J Photochem Photobiol A 199:330–335
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This research was financially supported by National Natural Science Foundation of China (NSFC 21077027) and Research Fund for the Doctoral Program of Higher Education of China (RFDP 200802460006).
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Wu, Y., Yuan, H., Wei, G. et al. Photodegradation of 4-tert octylphenol in aqueous solution promoted by Fe(III). Environ Sci Pollut Res 20, 3–9 (2013). https://doi.org/10.1007/s11356-012-1039-1
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DOI: https://doi.org/10.1007/s11356-012-1039-1