Degradation of chlorophenols and alkylphenol ethoxylates, two representative textile chemicals, in water by advanced oxidation processes: The state of the art on transformation products and toxicity

Chemosphere

Volumn 99, Issue , 2014, Pages 1-18

  Karci, Akin ^a  

^a BOGAZICI UNIVERSITY   (Turkey)

Author keywords

Advanced oxidation processes; Alkylphenol ethoxylates; Chlorophenols; Textile chemicals; Toxicity; Transformation products

Indexed keywords

HEALTH RISKS; LINEAR TRANSFORMATIONS; OXIDATION; PHENOLS; SEWAGE; SURFACE ACTIVE AGENTS; TEXTILE CHEMICAL TREATMENT; TEXTILE INDUSTRY; TEXTILES; TOXICITY;

ADVANCED OXIDATION PROCESSES; ALKYLPHENOL ETHOXYLATES; CHLOROPHENOLS; TEXTILE CHEMICALS; TRANSFORMATION PRODUCTS;

EFFLUENTS;

ALKYLPHENOL; ALKYLPHENOL POLYOXYETHYL ETHER; CHLOROPHENOL; UNCLASSIFIED DRUG; WATER;

DEGRADATION; EFFLUENT; HEALTH RISK; INHIBITION; OXIDATION; PHENOL; TEXTILE INDUSTRY; TOXICITY TEST; TRANSFORMATION;

CORRELATION ANALYSIS; DEGRADATION; FENTON REACTION; NONHUMAN; OXIDATION; PHOTOLYSIS; REVIEW; TEXTILE; TEXTILE INDUSTRY; TOXICITY; TOXICITY TESTING;

ADVANCED OXIDATION PROCESSES; ALKYLPHENOL ETHOXYLATES; CHLOROPHENOLS; TEXTILE CHEMICALS; TOXICITY; TRANSFORMATION PRODUCTS;

CHLOROPHENOLS; HUMANS; HYDROXYL RADICAL; OXIDATION-REDUCTION; PHENOLS; TEXTILE INDUSTRY; TEXTILES; WASTE DISPOSAL, FLUID; WATER POLLUTANTS, CHEMICAL;

EID: 84893756903     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2013.10.034     Document Type: Review

References (177)

1. 3+ and UV-enhanced ozonation of chlorophenolic compounds in aqueous medium. Chemosphere 1997, 35:2837-2847.
2. Agustina T.E., Ang H.M., Vareek V.K. A review of synergistic effect of photocatalysis and ozonation on wastewater treatment. J. Photochem. Photobiol. C 2005, 6:264-273.
3. Al Momani F. Biodegradability enhancement of 2,4-dichlorophenol aqueous solution by means of photo-Fenton reaction. Environ. Eng. Sci. 2006, 23:722-733.
4. Alaton I.A., Insel G., Eremektar G., Babuna F.G., Orhon D. Effect of textile auxiliaries on the biodegradation of dyehouse effluent in activated sludge. Chemosphere 2006, 62:1549-1557.
5. 2 photolysis. Water Res. 2000, 34:463-472.
6. Andreozzi R., Canterino M., Lo Giudice R., Marotta R., Pinto G., Pollio A. Lincomycin solar photodegradation, algal toxicity and removal from wastewaters by means of ozonation. Water Res. 2006, 40:630-638.
7. Androulaki E., Hiskia A., Dimotikali D., Minero C., Calza P., Pelizzetti E., Papaconstantinou E. Light induced elimination of mono- and polychlorinated phenols from aqueous solutions by PW12O403-. The case of 2,4,6-trichlorophenol. Environ. Sci. Technol. 2000, 34:2024-2028.
8. Arsene D., Catrinescu C., Drǎgoi B., Teodosiu C. Catalytic wet hydrogen peroxide oxidation of 4-chlorophenol over iron-exchanged clays. Environ. Eng. Manage. J. 2010, 9:7-16.
9. Arsene D., Musteret C.P., Catrinescu C., Apopei P., Barjoveanu G., Teodosiu C. Combined oxidation and ultrafiltration processes for the removal of priority organic pollutants from wastewaters. Environ. Eng. Manage. J. 2011, 10:1967-1976.
10. Arslan-Alaton I. Degradation of a commercial textile biocide with advanced oxidation processes and ozone. J. Environ. Manage. 2007, 82:145-154.
11. Arslan-Alaton I., Alaton I. Degradation of xenobiotics originating from the textile preparation, dyeing, and finishing industry using ozonation and advanced oxidation. Ecotoxicol. Environ. Saf. 2007, 68:98-107.
12. 2/UV-C treatment of textile preparation wastewater: kinetic investigation on alternative combinations of commercial textile preparation auxiliaries. Environ. Technol. 2012, 33:1531-1537.
13. Arslan-Alaton I., Shayin S., Olmez-Hanci T. The hydroxyl radical scavenging effect of textile preparation auxiliaries on the photochemical treatment of nonylphenol ethoxylate. Environ. Technol. 2012, 33:419-427.
14. 1 and whey effluents. Environ. Technol. 2004, 25:867-872.
15. Barreto-Rodrigues M., Silva F.T., Paiva T.C.B. Optimization of Brazilian TNT industry wastewater treatment using combined zero-valent iron and fenton processes. J. Hazard. Mater. 2009, 168:1065-1069.
16. Basu S., Wei I.W. Advanced chemical oxidation of 2,4,6 trichlorophenol in aqueous phase by Fenton's reagent - Part I: effects of the amounts of oxidant and catalyst on the treatment reaction. Chem. Eng. Commun. 1998, 164:111-137.
17. 3 processes. Ozone Sci. Eng. 2011, 33:23-30.
18. Baun A., Hartmann N.B., Grieger K., Kusk K.O. Ecotoxicity of engineered nanoparticles to aquatic invertebrates: a brief review and recommendations for future toxicity testing. Ecotoxicology 2008, 17:387-395.
19. Beltrán F.J. Ozone Reaction Kinetics for Water and Wastewater Systems 2005, Lewis Publ., Boca Raton.
20. Bermejo M.D., Cocero M.J. Supercritical water oxidation: a technical review. AIChE J. 2006, 52:3933-3951.
21. Berryman D., Houde F., DeBlois C., O'Shea M. Nonylphenolic compounds in drinking and surface waters downstream of treated textile and pulp and paper effluents: a survey and preliminary assessment of their potential effects on public health and aquatic life. Chemosphere 2004, 56:247-255.
22. nEOs from secondary effluents of municipal WWTPs by means of ozonation. Ozone Sci. Eng. 2010, 32:204-208.
23. 2 photolysis in the degradation of 2-chlorophenol. J. Hazard. Mater. 2006, B138:46-52.
24. Blackburn M.A., Waldock M.J. Concentrations of alkylphenols in rivers and estuaries in England and Wales. Water Res. 1995, 29:1623-1629.
25. Bojanowska-Czajka A., Nichipor H., Drzewicz P., Szostek B., Gałezowska A., Meczyńska S., Kruszewski M., Zimek Z., Nałecz-Jawecki G., Trojanowicz M. Radiolytic decomposition of pesticide carbendazim in waters and wastes for environmental protection. J. Radioanal. Nucl. Chem. 2011, 289:303-314.
26. Brand N., Mailhot G., Bolte M. Degradation photoinduced by Fe(III): method of alkylphenol ethoxylates removal in water. Environ. Sci. Technol. 1998, 32:2715-2720.
27. Brillas E., Calpe J.C., Casado J. Mineralization of 2,4-D by advanced electrochemical oxidation processes. Water Res. 2000, 34:2253-2262.
28. Bundschuh M., Gessner M.O., Fink G., Ternes T.A., Sögding C., Schulz R. Ecotoxicological evaluation of wastewater ozonation based on detritus-detritivore interactions. Chemosphere 2011, 82:355-361.
29. Castillo M., Peñuela G., Barceló D. Identification of photocatalytic degradation products of non-ionic polyethoxylated surfactants in wastewaters by solid-phase extraction followed by liquid chromatography-mass spectrometric detection. Fresenius' J. Anal. Chem. 2001, 369:620-628.
30. Catrinescu C., Arsene D., Teodosiu C. Catalytic wet hydrogen peroxide oxidation of para-chlorophenol over Al/Fe pillared clays (AlFePILCs) prepared from different host clays. Appl. Catal., B 2011, 101:451-460.
31. Chen R., Pignatello J.J. Role of quinone intermediates as electron shuttles in Fenton and photoassisted Fenton oxidations of aromatic compounds. Environ. Sci. Technol. 1997, 31:2399-2406.
32. Chen P.-J., Kullman S.W., Hinton D.E., Linden K.G. Comparisons of polychromatic and monochromatic UV-based treatments of bisphenol A in water via toxicity assessments. Chemosphere 2007, 68:1041-1049.
33. Chen L., Zhou H.Y., Liu L., Deng Q.Y. Mechanism study on UV-induced photodegradation of nonylphenol ethoxylates by intermediate products analysis. Chin. Chem. Lett. 2007, 18:473-475.
34. Chen L., Zhou H.Y., Deng Q.Y. Photolysis of nonylphenol ethoxylates: the determination of the degradation kinetics and the intermediate products. Chemosphere 2007, 68:354-359.
35. Chiu T.Y., Paterakis N., Cartmell E., Scrimshaw M.D., Lester J.N. A critical review of the formation of mono and dicarboxylated metabolic intermediates of alkylphenol polyethoxylates during wastewater treatment and their environmental significance. Crit. Rev. Environ. Sci. Technol. 2010, 40. 199-138.
36. Chu W., Kwan C.Y., Chan K.H., Kam S.K. A study of kinetic modelling and reaction pathway of 2,4-dichlorophenol transformation by photo-fenton-like oxidation. J. Hazard. Mater. 2005, B121:119-126.
37. Cokgor E.U., Ozdemir S., Karahan O., Insel G., Orhon D. Critical appraisal of respirometric methods for metal inhibition on activated sludge. J. Hazard. Mater. 2007, 139:332-339.
38. Cokgor E.U., Insel G., Aydin E., Orhon D. Respirometric evaluation of a mixture of organic chemicals with different biodegradation kinetics. J. Hazard. Mater. 2009, 161:35-41.
39. Comninellis C., Kapalka A., Malato S., Parsons S.A., Poulios I., Mantzavinos D. Advanced oxidation processes for water treatment: advances and trends for R&D. J. Chem. Technol. Biotechnol. 2008, 83:769-776.
40. 2) and biological remediation for treatment of produced water from petroleum refineries. J. Environ. Eng. 2010, 136:40-45.
41. Correia V.M., Stephenson T., Judd S.C. Characterization of textile wastewaters - a review. Environ. Technol. 1994, 15:917-929.
42. Cravotto G., Binello A., Di Carlo S., Orio L., Wu Z.-L., Ondruschka B. Oxidative degradation of chlorophenol derivatives promoted by microwaves or power ultrasound: a mechanism investigation. Environ. Sci. Pollut. Res. 2010, 17:674-687.
43. de la Fuente L., Acosta T., Babay P., Curutchet G., Candal R., Litter M.I. Degradation of nonylphenol ethoxylate-9 (NPE-9) by photochemical advanced oxidation technologies. Ind. Eng. Chem. Res. 2010, 49:6909-6915.
44. De Schepper W., Dries J., Geuens L., Robbens J., Blust R. Conventional and (eco) toxicological assessment of batch partial ozone oxidation and subsequent biological treatment of a tank truck cleaning generated concentrate. Water Res. 2009, 43:4037-4049.
45. de Souza S.M.d.A.G.U., Bonilla K.A.S., de Souza A.A.U. Removal of COD and color from hydrolized textile azo dye by combined ozonation and biological treatment. J. Hazard. Mater. 2010, 179:35-42.
46. Delanghe B., Mekras C.I., Graham N.J.D. Aqueous ozonation of surfactants: a review. Ozone Sci. Eng. 1991, 13:639-673.
47. Destaillats H., Hung H.-M., Hoffmann M.R. Degradation of alkylphenol ethoxylate surfactants in water with ultrasonic irradiation. Environ. Sci. Technol. 2000, 34:311-317.
48. Detomaso A., Lopez A., Lovecchio G., Mascolo G., Curci R. Practical applications of the Fenton reaction to the removal of chlorinated aromatic pollutants. Environ. Sci. Pollut. Res. 2003, 10:379-384.
49. Du Y., Zhou M., Lei L. Role of the intermediates in the degradation of phenolic compounds by Fenton-like process. J. Hazard. Mater. 2006, B136:859-865.
50. Du Y., Zhou M., Lei L. The role of oxygen in the degradation of p-chlorophenol by Fenton system. J. Hazard. Mater. 2007, B139:108-115.
51. Engwall M.A., Pignatello J.J., Grasso D. Degradation and detoxification of the wood preservatives creosote and pentachlorophenol in water by the photo-Fenton reaction. Water Res. 1999, 33:1151-1158.
52. Escher B.I., Fenner K. Recent advances in environmental risk assessment of transformation products. Environ. Sci. Technol. 2011, 45:3835-3847.
53. Escher B., Leusch F., Chapman H., Poulsen A. Bioanalytical Tools in Water Quality Assessment 2011, IWA Publishing, London, UK.
54. Escher B.I., Lawrence M., Macova M., Mueller J.F., Poussade Y., Robillot C., Roux A., Gernjak W. Evaluation of contaminant removal of reverse osmosis and advanced oxidation in full-scale operation by combining passive sampling with chemical analysis and bioanalytical tools. Environ. Sci. Technol. 2011, 45:5387-5394.
55. Essam T., Amin M.A., El Tayeb O., Mattiasson B., Guieysse B. Sequential photochemical-biological degradation of chlorophenols. Chemosphere 2007, 66:2201-2209.
56. Farré M., Barceló D. Toxicity testing of wastewater and sewage sludge by biosensors, bioassays and chemical analysis. Trends Anal. Chem. 2003, 22:299-310.
57. Fatta-Kassinos D., Vasquez M.I., Kümmerer K. Transformation products of pharmaceuticals in surface waters and wastewater formed during photolysis and advanced oxidation processes - degradation, elucidation of byproducts and assessment of their biological potency. Chemosphere 2011, 85:693-709.
58. Fox M.A., Dulay M.T. Heterogeneous photocatalysis. Chem. Rev. 1993, 93:341-357.
59. Fukushima M., Tatsumi K. Degradation pathways of pentachlorophenol by photo-Fenton systems in the presence of iron(III), humic acid, and hydrogen peroxide. Environ. Sci. Technol. 2001, 35:1771-1778.
60. García-Ripoll A., Amat A.M., Arques A., Vicente R., Martín M.M.B., Pérez J.A.S., Oller I., Malato S. Confirming Pseudomonas putida as a reliable bioassay for demonstrating biocompatability enhancement by solar photo-oxidative processes of a biorecalcitrant effluent. J. Hazard. Mater. 2009, 162:1223-1227.
61. 2 photocatalysis and solar photo-Fenton. Sol. Energy 2004, 77:567-572.
62. 2 and photo-Fenton process. A comparative study. Waste Manage. 2001, 21:41-47.
63. 2 in suspension. Water Res. 2010, 44:5158-5167.
64. Glaze W.H., Lay Y., Kang J.-W. Advanced oxidation processes. A kinetic model for the oxidation of 1,2-dibromo-3-chloropropane in water by the combination of hydrogen peroxide and UV radiation. Ind. Eng. Chem. Res. 1995, 34:2314-2323.
65. Gogate P.R., Pandit A.B. A review of imperative technologies for wastewater treatment I: oxidation technologies at ambient conditions. Adv. Environ. Res. 2004, 8:501-551.
66. Goi A., Trapido M. Hydrogen peroxide photolysis, Fenton reagent and photo-Fenton for the degradation of nitrophenols: a comparative study. Chemosphere 2002, 46:913-922.
67. Gomez M., Murcia M.D., Gomez E., Gomez J.L., Dams R., Christofi N. Enhancement of 4-chlorophenol photodegradation with KrCl excimer UV lamp by adding hydrogen peroxide. Sep. Sci. Technol. 2010, 45:1603-1609.
68. Gomez M., Murcia M.D., Gomez J.L., Gomez E., Maximo M.F., Garcia A. A KrCl exciplex flow-through photoreactor for degrading 4-chlorophenol: experimental and modelling. Appl. Catal., B 2012, 117-118:194-203.
69. Gomez M., Murcia M.D., Dams R., Christofi N., Gómez E., Gómez J.L. Removal efficiency and toxicity reduction of 4-chlorophenol with physical, chemical and biochemical methods. Environ. Technol. 2012, 33:1055-1064.
70. González S., Petrovic M., Barceló D. Advanced liquid chromatography-mass spectrometry (LC-MS) methods applied to wastewater removal and the fate of surfactants in the environment. Trends Anal. Chem. 2007, 26:116-124.
71. Goto R., Kubota T., Ibuki Y., Kaji K., Goto A. Degradation of nonylphenol polyethoxylates by ultraviolet B irradiation and effects of their products on mammalian cultured cells. Toxicology 2004, 202:237-247.
72. He Z., Zhu R., Xu X., Song S., Chen J. Ozonation combined with sonolysis for degradation and detoxification of m-nitrotoluene in aqueous solution. Ind. Eng. Chem. Res. 2009, 48:5578-5583.
73. Hidaka H., Zhao J., Suenaga S., Serpone N., Pelizzetti E. Photodegradation of surfactants. VII. Peroxide and aldehyde formation in the photocatalyzed oxidation of nonionic surfactants. Yukagaku 1990, 39:963-966.
74. Hincapié M., Maldonado M.I., Oller I., Gernjak W., Sánchez-Pérez J.A., Ballesteros M.M., Malato S. Solar photocatalytic degradation and detoxification of EU priority substances. Catal. Today 2005, 101:203-210.
75. Hirvonen A., Trapido M., Hentunen J., Tarhanen J. Formation of hydroxylated and dimeric intermediates during oxidation of chlorinated phenols in aqueous solution. Chemosphere 2000, 41:1211-1218.
76. Hoffmann M.R., Martin S.T., Choi W., Bahnemann D.W. Environmental applications of semiconductor photocatalysis. Chem. Rev. 1995, 95:69-96.
77. 2 immobilized fiberglass cloth. Appl. Catal., B 2002, 37:117-129.
78. Ikehata K., El-Din M.G. Degradation of recalcitrant surfactants in wastewater by ozonation and advanced oxidation processes: a review. Ozone Sci. Eng. 2004, 26:327-343.
79. Ikehata K., Naghashkar N.J., El-Din M.G. Degradation of aqueous pharmaceuticals by ozonation and advanced oxidation processes: a review. Ozone Sci. Eng. 2006, 28:353-414.
80. Insel G., Karahan O., Özdemir S., Pala L., Katipoǧlu T., Cokgör E.U., Orhon D. Unified basis for the respirometric evaluation of inhibition for activated sludge. J. Environ. Sci. Health, Part A: Environ. Sci. Eng. 2006, 41:1763-1780.
81. ISO, 1996. Water Quality-Determination of the Inhibition of the Mobility of Daphnia magna Straus (Cladocera, Crustacea)-Acute Toxicity Test. ISO 6341, Geneva, Switzerland.
82. ISO, 2007. Water Quality-Test for Inhibition of Oxygen Consumption by Activated Sludge for Carbonaceous and Ammonium Oxidation. ISO 8192, Geneva, Switzerland.
83. Jamroz T., Ledakowicz S., Miller J.S., Sencio B. Microbiological evaluation of toxicity of three polycyclic aromatic hydrocarbons and their decomposition products formed by advanced oxidation processes. Environ. Toxicol. 2003, 18:187-191.
84. Jonkers N., Knepper T.P., de Voogt P. Aerobic biodegradation studies of nonylphenol ethoxylates in river water using liquid chromatography-electrospray tandem mass spectrometry. Environ. Sci. Technol. 2001, 35:335-340.
85. Joseph C.G., Li Puma G., Bono A., Krishnaiah D. Sonophotocatalysis in advanced oxidation process: a short review. Ultrason. Sonochem. 2009, 16:583-589.
86. Kang N., Lee D.S., Yoon J. Kinetic modeling of Fenton oxidation of phenol and monochlorophenols. Chemosphere 2002, 47:915-924.
87. Karahan Ö., Olmez-Hanci T., Arslan-Alaton I., Orhon D. Modelling biodegradation of nonylphenol ethoxylate in acclimated and non-acclimated microbial cultures. Bioresour. Technol. 2010, 101:8058-8066.
88. 2/UV-C, Fenton and photo-Fenton processes: oxidation products and toxicity evolution. J. Photochem. Photobiol., A 2012, 230:65-73.
89. 2/UV-C process: a comparative study. Chem. Eng. J 2012, 10.1016/j.cej.2012.11.049.
90. Kasprzyk-Hordern B., Ziółek M., Nawrocki J. Catalytic ozonation and methods of enhancing molecular ozone reactions in water treatment. Appl. Catal., B 2003, 46:639-669.
91. Khadhraoui M., Trabelsi H., Ksibi M., Bouguerra S., Elleuch B. Discoloration and detoxification of a Congo red dye solution by means of ozone treatment for a possible water reuse. J. Hazard. Mater. 2009, 161:974-981.
92. Kim D.H., Mulholland J.A., Ryu J.-Y. Chlorinated naphthalene formation from the oxidation of dichlorophenols. Chemosphere 2007, 67:S135-S143.
93. Kong L., Lemley A.T. Effect of nonionic surfactants on the oxidation of carbaryl by anodic Fenton treatment. Water Res. 2007, 41:2794-2802.
94. 2: the application of experimental design and kinetic modeling approach. Chem. Eng. J. 2010, 158:154-166.
95. Krebel M., Kusic H., Koprivanac N., Meixner J., Bozic A.L. Treatment of chlorophenols by UV-based processes: correlation of oxidation by-products, wastewater parameters, and toxicity. J. Environ. Eng. 2011, 137:639-649.
96. Kubota T., Toyooka T., Ibuki Y. Nonylphenol polyethoxylates degraded by three different wavelengths of UV and their genotoxic change - detected by generation of γ-H2AX. Photochem. Photobiol. 2013, 89:461-467.
97. Kucharska M., Naumczyk J. Degradation of selected chlorophenols by advanced oxidation processes. Environ. Prot. Eng. 2009, 35:47-55.
98. Kusvuran E., Gulnaz O., Samil A., Yildirim Ö. Decolorization of malachite green, decolorization kinetics and stoichiometry of ozone-malachite green and removal of antibacterial activity with ozonation processes. J. Hazard. Mater. 2011, 186:133-143.
99. Lacasse K., Baumann W. Textile Chemicals: Environmental Data and Facts 2004, Springer, Heidelberg.
100. 2 solar photo-assisted processes. Ecotoxicol. Environ. Saf. 2008, 69:546-555.
101. Ledakowicz S., Perkowski J., Bulska A., Jamroz T., Sencio B. Ozonation impact on degradation and toxicity of non-ionic surfactants. Ozone Sci. Eng. 2005, 27:437-445.
102. Legrini O., Oliveros E., Braun A.M. Photochemical processes for water treatment. Chem. Rev. 1993, 93:671-698.
103. Lenz K., Beck V., Fuerhacker M. Behaviour of bisphenol A (BPA), 4-nonylphenol (4-NP) and 4-nonylphenol ethoxylates (4-NP1EO, 4-NP2EO) in oxidative water treatment processes. Water Sci. Technol. 2004, 50:141-147.
104. Levec J., Pintar A. Catalytic wet-air oxidation processes: a review. Catal. Today 2007, 124:172-184.
105. Lewis M.A. Use of freshwater plants for phytotoxicity testing: a review. Environ. Pollut. 1995, 87:319-336.
106. Li X.-y., Cui Y.-h., Feng Y.-j., Xie Z.-m., Gu J.-D. Reaction pathways and mechanisms of the electrochemical degradation of phenol on different electrodes. Water Res. 2005, 39:1972-1981.
107. Liang C., Lin Y.-T., Shin W.-H. Persulfate regeneration of trichloroethylene spent activated carbon. J. Hazard. Mater. 2009, 168:187-192.
108. 2. Chemosphere 2004, 55:1271-1280.
109. Lipczynska-Kochany E., Bolton J.R. Flash photolysis/HPLC applications. 2. Direct photolysis vs. hydrogen peroxide mediated photodegradation of 4-chlorophenol as studied by a flash photolysis/HPLC technique. Environ. Sci. Technol. 1992, 26:259-262.
110. Liu G., Zheng S., Xing X., Li Y., Yin D., Ding Y., Pang W. Fe(III)-oxalate complexes mediated photolysis of aqueous alkylphenol ethoxylates under simulated sunlight conditions. Chemosphere 2010, 78:402-408.
111. Loos R., Hanke G., Umlauf G., Eisenreich S.J. LC-MS-MS analysis and occurrence of octyl- and nonylphenol, their ethoxylates and their carboxylates in Belgian and Italian textile industry, waste water treatment plant effluents and surface waters. Chemosphere 2007, 66:690-699.
112. Malato S., Blanco J., Vidal A., Richter C. Photocatalysis with solar energy at a pilot-plant scale: an overview. Appl. Catal., B 2002, 37:1-15.
113. Malato S., Blanco J., Vidal A., Alarcón D., Maldonado M.I., Cáceres J., Gernjak W. Applied studies in solar photocatalytic detoxification: an overview. Sol. Energy 2003, 75:329-336.
114. Malato S., Fernández-Ibáñez P., Maldonado M.I., Blanco J., Gernjak W. Decontamination and disinfection of water by solar photocatalysis: recent overview and trends. Catal. Today 2009, 147:1-59.
115. 2 and Fenton plus photo-Fenton in a solar pilot plant. J. Photochem. Photobiol., A 2007, 185:354-363.
116. Mann R.M., Boddy M.R. Biodegradation of a nonylphenol ethoxylate by the autochthonous microflora in lake water with observations on the influence of light. Chemosphere 2000, 41:1361-1369.
117. Martins A.F., Mayer F., Confortin E.C., Frank C.d.S. A study of photocatalytic processes involving the degradation of the organic load and amoxicillin in hospital wastewater. Clean - Soil, Air, Water 2009, 37:365-371.
118. Mascolo G., Lopez A., Detomaso A., Lovecchio G. Ion chromatography-electrospray mass spectrometry for the identification of low-molecular-weight organic acids during the 2,4-dichlorophenol degradation. J. Chromatogr., A 2005, 1067:191-196.
119. McCarthy B.J. Biocides for use in the textile industry. Handbook of Biocide and Preservative Use 1995, Blackie Academic and Professional, Glasgow, UK. H.W. Rossmoore (Ed.).
120. Mills A., Le Hunte S. An overview of semiconductor photocatalysis. J. Photochem. Photobiol., A 1997, 108:1-35.
121. Moradas G., Auresenia J., Gallardo S., Guieysse B. Biodegradability and toxicity assessment of trans-chlordane photochemical treatment. Chemosphere 2008, 73:1512-1517.
122. Moza P.N., Fytianos K., Samanidou V., Korte F. Photodecomposition of chlorophenols in aqueous medium in presence of hydrogen peroxide. Bull. Environ. Contam. Toxicol. 1988, 41:678-682.
123. Munoz M., de Pedro Z.M., Casas J.A., Rodriguez J.J. Assessment of the generation of chlorinated byproducts upon Fenton-like oxidation of chlorophenols at different conditions. J. Hazard. Mater. 2011, 190:993-1000.
124. Munoz M., de Pedro Z.M., Casas J.A., Rodriguez J.J. Triclosan breakdown by Fenton-like oxidation. Chem. Eng. J. 2012, 198-199:275-281.
125. Munoz M., de Pedro Z.M., Pliego G., Casas J.A., Rodriguez J.J. Chlorinated byproducts from the Fenton-like oxidation of polychlorinated phenols. Ind. Eng. Chem. Res. 2012, 51:13092-13099.
126. Murcia M.D., Gomez M., Gomez E., Gomez J.L., Christofi N. Comparison of different advanced oxidation processes for degrading 4-chlorophenol. World Acad. Sci. Eng. Technol. 2009, 31:245-249.
127. Murcia M.D., Gómez M., Gómez E., Gómez J.L., Hidalgo A.M., Christofi N. A new substrate and by-product kinetic model for the photodegradation of 4-chlorophenol with KrCl exciplex UV lamp and hydrogen peroxide. Chem. Eng. J. 2012, 187:36-44.
128. Naddeo V., Meriç S., Kassinos D., Belgiorno V., Guida M. Fate of pharmaceuticals in contaminated urban wastewater effluent under ultrasonic irradiation. Water Res. 2009, 43:4019-4027.
129. Naddeo V., Belgiorno V., Kassinos D., Mantzavinos D., Meric S. Ultrasonic degradation, mineralization and detoxification of diclofenac in water: optimization of operating parameters. Ultrason. Sonochem. 2010, 17:179-185.
130. Nagarnaik P.M., Boulanger B. Advanced oxidation of alkylphenol ethoxylates in aqueous systems. Chemosphere 2011, 85:854-860.
131. Neyens E., Baeyens J. A review of classic Fenton's peroxidation as an advanced oxidation technique. J. Hazard. Mater. 2003, B98:33-50.
132. Ning B., Graham N., Zhang Y., Nakonechny M., El-Din M.G. Degradation of endocrine disrupting chemicals by ozone/AOPs. Ozone Sci. Eng. 2007, 29:153-176.
133. Oller I., Malato S., Sánchez-Pérez J.A., Maldonado M.I., Gassó R. Detoxification of wastewater containing five common pesticides by solar AOPs-biological coupled system. Catal. Today 2007, 129:69-78.
134. Oller I., Malato S., Sánchez-Perez J.A. Combination of advanced oxidation processes and biological treatments for wastewater decontamination - a review. Sci. Total Environ. 2011, 409:4141-4166.
135. 2/UV-C process by using the capabilities of response surface methodology. J. Hazard. Mater. 2011, 185:193-203.
136. 2. Water Res. 1997, 31:2387-2391.
137. Ortiz de la Plata G.B., Alfano O.M., Cassano A.E. 2-Chlorophenol degradation via photo Fenton reaction employing zero valent iron nanoparticles. J. Photochem. Photobiol., A 2012, 233:53-59.
138. Oturan N., Trajkovska S., Oturan M.A., Couderchet M., Aaron J.-J. Study of the toxicity of diuron and its metabolites formed in aqueous medium during application of the electrochemical advanced oxidation process "electro-Fenton". Chemosphere 2008, 73:1550-1556.
139. Parvez S., Venkataraman C., Mukherji S. A review on advantages of implementing luminescence inhibition test (Vibrio fischeri) for acute toxicity prediction of chemicals. Environ. Int. 2006, 32:265-268.
140. 2 photocatalysis. Water Res. 2006, 40:1276-1286.
141. Pelizzetti E., Minero C., Maurino V., Sclafani A., Hidaka H., Serpone N. Photocatalytic degradation of nonylphenol ethoxylated surfactants. Environ. Sci. Technol. 1989, 23:1380-1385.
142. 2/UV. J. Photochem. Photobiol., A 2003, 156:189-194.
143. Pera-Titus M., García-Molina V., Baños M.A., Giménez J., Esplugas S. Degradation of chlorophenols by means of advanced oxidation processes: a general review. Appl. Catal., B 2004, 47:219-256.
144. Pérez-Moya M., Graells M., del Valle L.J., Centelles E., Mansilla H.D. Fenton and photo-Fenton degradation of 2-chlorophenol: multivariate analysis and toxicity monitoring. Catal. Today 2007, 124:163-171.
145. Peternel I., Koprivanac N., Grcic I. Mineralization of p-chlorophenol in water solution by AOPs based on UV irradiation. Environ. Technol. 2012, 33:27-36.
146. Petrovic M., Diaz A., Ventura F., Barceló D. Occurrence and removal of estrogenic short-chain ethoxy nonylphenolic compounds and their halogenated derivatives during drinking water production. Environ. Sci. Technol. 2003, 37:4442-4448.
147. Petrovic M., Gehringer P., Eschweiler H., Barceló D. LC-MS-(MS) determination of oxidative degradation products of nonylphenol ethoxylates, carboxylates and nonylphenols in water. Water Sci. Technol. 2004, 50:227-234.
148. Petrovic M., Gehringer P., Eschweiler H., Barceló D. Radiolytic decomposition of multi-class surfactants and their biotransformation products in sewage treatment plant effluents. Chemosphere 2007, 66:114-122.
149. Pimentel M., Oturan N., Dezotti M., Oturan M.A. Phenol degradation by advanced electrochemical oxidation process electro-Fenton using a carbon felt cathode. Appl. Catal., B 2008, 83:140-149.
150. Poerschmann J., Trommler U. Pathways of advanced oxidation of phenol by Fenton's reagent - identification of oxidative coupling intermediates by extractive acetylation. J. Chromatogr., A 2009, 1216:5570-5579.
151. Poerschmann J., Trommler U., Górecki T., Kopinke F.-D. Formation of chlorinated biphenyls, diphenyl ethers and benzofurans as a result of Fenton-driven oxidation of 2-chlorophenol. Chemosphere 2009, 75:772-780.
152. Poulopoulos S.G., Nikolaki M., Karampetsos D., Philippopoulos C.J. Photochemical treatment of 2-chlorophenol aqueous solutions using ultraviolet radiation, hydrogen peroxide and photo-Fenton reaction. J. Hazard. Mater. 2008, 153:582-587.
153. Rizzo L. Bioassays as a tool for evaluating advanced oxidation processes in water and wastewater treatment. Water Res. 2011, 45:4311-4340.
154. Rizzo L., Meric S., Guida M., Kassinos D., Belgiorno V. Heterogeneous photocatalytic degradation kinetics and detoxification of an urban wastewater treatment plant effluent contaminated with pharmaceuticals. Water Res. 2009, 43:4070-4078.
155. 2 photocatalysis: UV absorbance kinetics and process evaluation through a set of toxicity bioassays. Water Res. 2009, 43:979-988.
156. Rodrigues A.C., Boroski M., Shimada N.S., Garcia J.C., Nozaki J., Hioka N. Treatment of paper pulp and paper mill wastewater by coagulation-flocculation followed by heterogeneous photocatalysis. J. Photochem. Photobiol., A 2008, 194:1-10.
157. Rutherford L., Garron C., Ernst W., Kennedy K. The aquatic environment and textile mill effluents - an ecological risk assessment. Hum. Ecol. Risk Assess. 2003, 9:589-606.
158. Samet Y., Ayadi M., Abdelhedi R. Degradation of 4-chloroguaiacol by dark Fenton and solar photo-Fenton advanced oxidation processes. Water Environ. Res. 2009, 81:2389-2397.
159. Santos A., Yustos P., Quintanilla A., García-Ochoa F., Casas J.A., Rodríguez J.J. Evolution of toxicity upon wet catalytic oxidation of phenol. Environ. Sci. Technol. 2004, 38:133-138.
160. Schröder H.F. Tracing of surfactants in the biological wastewater treatment process and the identification of their metabolites by flow injection - mass spectrometry and liquid chromatography - mass spectrometry and -tandem mass spectrometry. J. Chromatogr., A 2001, 926:127-150.
161. Sharma S., Mukhopadhyay M., Murthy Z.V.P. Treatment of chlorophenols from wastewaters by advanced oxidation processes. Sep. Purif. Rev. 2013, 42:263-295.
162. Stalter D., Magdeburg A., Oehlmann J. Comparative toxicity assessment of ozone and activated carbon treated sewage effluents using an in vivo test battery. Water Res. 2010, 44:2610-2620.
163. Stalter D., Magdeburg A., Weil M., Knacker T., Oehlmann J. Toxication or detoxication ? In vivo toxicity assessment of ozonation as advanced wastewater treatment with the rainbow trout. Water Res. 2010, 44:439-448.
164. Tehrani-Bagha A.R., Mahmoodi N.M., Menger F.M. Degradation of a persistent organic dye from colored textile wastewater by ozonation. Desalination 2010, 260:34-38.
165. Tothill I.E., Turner A.P.F. Developments in bioassay methods for toxicity testing in water treatment. Trends Anal. Chem. 1996, 15:178-188.
166. Toyooka T., Kubota T., Ibuki Y. UVB irradiation changes genotoxic potential of nonylphenolpolyethoxylates - remarkable generation of γ-H2AX with degradation of chemical structure. Mutagenesis 2013, 28:7-14.
167. Trovó A.G., Nogueira R.F.P., Agüera A., Fernandez-Alba A.R., Malato S. Degradation of the antibiotic amoxicillin by photo-Fenton process - chemical and toxicological assessment. Water Res. 2011, 45:1394-1402.
168. Tünay O., Kabdaşli I., Arslan-Alaton I., Ölmez-Hanci T. Chemical Oxidation Applications for Industrial Wastewaters 2010, IWA Publ., London.
169. Türgay O., Ersöz G., Atalay S., Forss J., Welander U. The treatment of azo dyes found in textile industry wastewater by anaerobic biological method and chemical oxidation. Sep. Purif. Technol. 2011, 79:26-33.
170. Vega-Morales T., Sosa-Ferrera Z., Santana-Rodríguez J.J. Determination of alkylphenol polyethoxylates, bisphenol-A, 17α-ethynylestradiol and 17β-estradiol and its metabolites in sewage samples by SPE and LC/MS/MS. J. Hazard. Mater. 2010, 183:701-711.
171. Vengris T., Binkiene R., Butkiene R., Dikčius A., Karitonas R., Manusadžianas L. Treatment of spent offset-printing developer with Fenton's reagent. Chemija 2007, 18:1-6.
172. Wang W., Freemark K. The use of plants for environmental monitoring and assessment. Ecotoxicol. Environ. Saf. 1995, 30:289-301.
173. Wu T., Cruz V., Mezyk S., Cooper W.J., O'Shea K.E. Gamma radiolysis of methyl t-butyl ether: a study of hydroxyl radical mediated reaction pathways. Radiat. Phys. Chem. 2002, 65:335-341.
174. 2 as semiconductor. Chem. Eng. J. 2009, 152:14-19.
175. Zazo Z.A., Casas J.A., Molina C.B., Quintanilla A., Rodriguez J.J. Evolution of ecotoxicity upon Fenton's oxidation of phenol in water. Environ. Sci. Technol. 2007, 41:7164-7170.
176. Zimbron J.A., Reardon K.F. Fenton's oxidation of pentachlorophenol. Water Res. 2009, 43:1831-1840.
177. Zimbron J.A., Reardon K.F. Continuous combined Fenton's oxidation and biodegradation for the treatment of pentachlorophenol-contaminated water. Water Res. 2011, 45:5705-5714.