The degradation of diethyl phthalate (DEP) during ozonation: oxidation by-products study

Jung, Yeon Jung; Oh, Byung Soo; Kim, Kyoung Suk; Koga, Minoru; Shinohara, Ryota; Kang, Joon Wun

doi:10.2166/wh.2009.301

Cited by 28 publications

(9 citation statements)

References 28 publications

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“…Figure 3 shows that the COD decreased gradually during the initial O3 and O3/H2O2 processes due to the availability of OH radicals. Further, an increase in COD concentration was observed at 60 min (except for the O3 treatment alone), indicating the formation of organic acids during DEP degradation by AOP [13]. As the peroxone treatment continued, COD decreased further due to additional oxidation of the intermediates by OH radicals to the final COD.…”

Section: Effect Of O 3 /H 2 O 2 Process On Cod Uvc and Phmentioning

confidence: 96%

“…During the ozonation treatment, the pH gradually decreased from 7.5 to 5.1 with time and with the addition of H 2 O 2 . Alkaline pH enhances the formation of OH radicals as more hydroxide ions are present (Equations (12) and (13)). These hydroxide ions initiate O 3 decay.…”

Section: Dep Removal In O3 and O3/h2o2 Processesmentioning

confidence: 99%

“…Asaithambi et al showed that the synergistic effect of a O 3 /sonication/fenton-based AOP was more effective in treating leachate with minimal electrical energy for high removal efficiency of 100% color and 95% COD [4]. Several studies have shown the removal of DEP in water (not in leachate) using an AOP for the generation of OH radicals, such as ultraviolet radiation (UV)/TiO 2 [12], O 3 [13] and UV/H 2 O 2 [5]. These studies demonstrated that OH radicals play a dominant role in AOP efficacy for DEP removal in water.…”

Section: Introductionmentioning

confidence: 99%

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Treatment of Diethyl Phthalate Leached from Plastic Products in Municipal Solid Waste Using an Ozone-Based Advanced Oxidation Process

et al. 2019

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Plastic products in municipal solid waste result in the extraction of phthalates in leachate that also contains large amounts of organic matter, such as humic substances, ammonia, metals, chlorinated organics, phenolic compounds, and pesticide residues. Phthalate esters are endocrine disruptors, categorized as a priority pollutant by the US Environmental Protection Agency (USEPA). Biological processes are inefficient at degrading phthalates due to their stability and toxic characteristics. In this study, the peroxone (ozone/hydrogen peroxide) process (O3/H2O2), an O3-based advanced oxidation process (AOP), was demonstrated for the removal of diethyl phthalate (DEP) in synthetic leachate simulating solid-waste leachate from an open dump. The impact of the O3 dose during DEP degradation; the formation of ozonation intermediate by-products; and the effects of H2O2 dose, pH, and ultraviolet absorbance at 254 nm (UVC) were determined during ozonation. Removal of 99.9% of an initial 20 mg/L DEP was obtained via 120 min of ozonation (transferred O3 dose = 4971 mg/L) with 40 mg/L H2O2 in a semi-batch O3 system. Degradation mechanisms of DEP along with its intermediate products were also determined for the AOP treatment. Indirect OH radical exposure was determined by using a radical probe compound (pCBA) in the O3 treatment.

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Section: Effect Of O 3 /H 2 O 2 Process On Cod Uvc and Phmentioning

confidence: 96%

Section: Dep Removal In O3 and O3/h2o2 Processesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Treatment of Diethyl Phthalate Leached from Plastic Products in Municipal Solid Waste Using an Ozone-Based Advanced Oxidation Process

et al. 2019

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“…In previous studies, electron density distribution of chemicals has been used to find the initial positions of OH radical attack in oxidation (Watanabe et al, 2003;Jung et al, 2010;Heimstad et al, 2009). A higher electron density indicates more electrons in the bonds, resulting in electrophilic reaction (Horikoshi et al, 2004;Kaneco et al, 2006).…”

Section: Effect Of Electron Density On Transformation Of Carbamazepinmentioning

confidence: 99%

Removal and transformation of pharmaceuticals in wastewater treatment plants and constructed wetlands

Lee

Park

et al. 2013

Drink. Water Eng. Sci.

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Abstract. Since trace organic compounds such as pharmaceuticals in surface water have been a relevant threat to drinking water supplies, in this study removal of pharmaceuticals and transformation of pharmaceuticals into metabolites were investigated in the main source of micropollutants such as WWTPs and engineered constructed wetlands. Pharmaceuticals were effectively removed by different WWTP processes and wetlands. Pharmaceutical metabolites with relatively low log D value were resulted in the low removal efficiencies compared to parent compounds with relatively high log D value, indicating the stability of metabolites. And the constructed wetlands fed with wastewater effluent were encouraged to prevent direct release of micropollutants into surface waters. Among various pharmaceuticals, different transformation pattern of ibuprofen was observed with significant formation of 1-hydroxy-ibuprofen during biological treatment in WWTP, indicating preferential biotransformation of ibuprofen. Lastly, transformation of pharmaceuticals depending on their structural position was investigated in terms of electron density, and, the electron rich C1 = C2 bond of carbamazepine was revealed as an initial transformation position.

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“…Based on the elution patterns of DMP-1 and DMP-2, the peaks at retention times of 21.50 and 23.93 min were identified as diethyl 3-hydroxyphthalate (DEP-1) (Fig. These mono-and dihydroxylated derivatives were also detected as ozonation transformation products of DEP (Jung et al 2010). S1d), respectively.…”

Section: Diethyl Phthalatementioning

confidence: 99%

Fenton degradation of dialkylphthalates: products and mechanism

2011

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Contamination of wastewater by organic pollutants is a major worldwide issue. For instance plastic additives such as phthalates are found in wastewater. Efficient techniques are thus needed to clean wastewaters. The Fenton reaction involving H 2 O 2 and Fe(II) salts can be used to treat polluted water. During the Fenton reaction pollutants are decomposed directly by hydroxyl radicals. In some cases toxic by-products are produced. Here dimethyl phthalate, diethyl phthalate, and dipropyl phthalate by-products formed during the Fenton reaction were studied. Fenton degradation of selected phthalates yielded numerous transformation products such as hydroxylated phthalates. The hydroxylation reaction occurred at the aromatic ring of phthalates and yielded mono-and dihydroxylated phthalates. For monohydroxylated phthalate, 3-hydroxy-and 4-hydroxydialkylphthalates are the main transformation products. In addition to hydroxylated derivatives, aliphatic chain degraded mono-and dihydroxylated phthalates were also detected.Electronic supplementary material The online version of this article (

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The degradation of diethyl phthalate (DEP) during ozonation: oxidation by-products study

Cited by 28 publications

References 28 publications

Treatment of Diethyl Phthalate Leached from Plastic Products in Municipal Solid Waste Using an Ozone-Based Advanced Oxidation Process

Treatment of Diethyl Phthalate Leached from Plastic Products in Municipal Solid Waste Using an Ozone-Based Advanced Oxidation Process

Removal and transformation of pharmaceuticals in wastewater treatment plants and constructed wetlands

Fenton degradation of dialkylphthalates: products and mechanism

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