Dimethyl Phthalate Degradation by UV/H<sub>2</sub>O<sub>2</sub>: Combination of Experimental Methods and Quantum Chemical Calculation

Du, Erdeng; Feng, Xinxin; Guo, Yuhong; Peng, Mingguo; Feng, Hong-Qi; Wang, Juan-Lin; Zhang, Shuo

doi:10.1002/clen.201400369

Cited by 15 publications

(5 citation statements)

References 50 publications

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“…In the later degradation period of compounds containing aromatic rings, OH radicals could cleave the aromatic ring and produce small molecular organic acids. Several reports illustrate that the common organic acids, such as 1,2-dihydroxypropane, glycolic acid, pyruvic acid, formic acid, and propane-dioic acid, usually appear during the degradation of ibuprofen and dimethyl phthalate by the UV/H 2 O 2 process [40,48,57]. In this study, six organic acids were determined, including glycolic acid, oxalic acid, malonic acid, 2-butenedioic acid, tartronic acid, and malic acid ( Table 5).…”

Section: Degradation Mechanism Of Bpmentioning

confidence: 80%

“…A GC-MS (QP-2010, Shimadzu, Kyoto, Japan) equipped with a capillary column (DB-5, 30 m × 0.5 mm × 0.5 mm) was used to identify the degradation products, such as small molecular organic acids. Before the GC-MS analysis, water samples were prepared through freeze-drying and sequent derivatization by a BSTFA/TMCS reagent at 70 • C [48]. Sample preparation was repeated three times for LC-MS and GC-MS analysis.…”

Section: Degradation Products Identificationmentioning

confidence: 99%

“…by the UV/H2O2 process [40,48,57]. In this study, six organic acids were determined, including glycolic acid, oxalic acid, malonic acid, 2-butenedioic acid, tartronic acid, and malic acid (Table 5).…”

Section: Degradation Mechanism Of Bpmentioning

confidence: 99%

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Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Zhou

et al. 2018

Water

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Environmental problems caused by UV filters, a group of emerging contaminants, have attracted much attention. The removal of two typical UV filters benzophenone (BP) and 4,4 -dihydroxy-benzophenone (HBP) in water was investigated by the UV/H 2 O 2 process. The response surface methodology (RSM) and central composite design (CCD) were applied to investigate the effects of the process parameters on the degradation rate constants, including the initial contaminant concentration, H 2 O 2 dose, and UV light intensity. BP is more easily degraded by the UV/H 2 O 2 process. Both processes followed pseudo-first-order kinetics. The results obtained with the built RSM model are in accordance with the experimental results (adjusted coefficients R 2 (adj)= 0.9835 and 0.9778 for BP and HBP, respectively). For both processes, the initial contaminant concentration (exerting a negative effect) were the most important factors controlling the degradation, followed by H 2 O 2 dose and UV intensity (exerting positive effects). A total of 15 BP degradation products and 13 HBP degradation products during the UV/H 2 O 2 process were identified by LC/MS and GC/MS. A series of OH radical irritated reactions, including hydroxylation, carboxylation, and ring cleavage, led to the final degradation of BP and HBP. Degradation pathways of BP and HBP were also proposed. On the whole, this work is a unique contribution to the systematic elucidation of BP and HBP degradation by the UV/H 2 O 2 process.United States, Japan, and Switzerland [5,[8][9][10][11][12]. There are reports that the concentration of BP reached 250 ng/L in wastewater [13]. The potential risks resulting from the occurrence of BP and HBP must not be overlooked.Advanced oxidation processes (AOPs) are a series of processes that can generate hydroxyl radicals to efficiently degrade organic pollutants in contaminated water [4,14,15]. The UV/H 2 O 2 system is a type of AOP, in which hydrogen peroxide (H 2 O 2 ) is added in the presence of UV light to generate hydroxyl radicals [16][17][18]. It is found that the UV/H 2 O 2 process can remove a large range of organic pollutants, including cyanobacterial toxins [19], diclofenac [20], amoxicillin [21], and other emerging contaminants [22][23][24].Benzophenone-type UV filters are usually the hardly biodegradable substances [25]. There are over 20 benzophenone-type UV filters, including HBP, BP, benzophenone-2, benzophenone-3 (BP3), benzophenone-4, benzophenone-5, and benzophenone-9. Among them, BP3 is the dominant UV filter and the most-frequently detected in the aquatic environment [26,27]. Many reported works have focused on the occurrence, transformation, and fate of BP3 [28][29][30]. The removal, degradation mechanism, and ecotoxicity of BP3 by different treatment processes were assessed, such as UV/H 2 O 2 [31], ozone [32], fungal [33], chlorination [34,35], and activated persulfate [36,37]. In addition, the removal of other benzophenone-type UV filters, including BP2, BP4, and BP9, were also evaluated by different AOPs [38][39][40][4...

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Section: Degradation Mechanism Of Bpmentioning

confidence: 80%

Section: Degradation Products Identificationmentioning

confidence: 99%

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Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Zhou

et al. 2018

Water

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“…• − . In comparison to DMP and DBP degradation mechanisms, 41,42 the energetically favorable paths of DEP are different. The most energetically favorable paths of DMP, DEP, and DMP are radical addition reactions on the benzene ring, H-abstraction processes on the methyl group of aliphatic side chains, and H-abstraction processes on the methylene group of aliphatic side chains, respectively.…”

Section: Reaction Mechanisms Of Depmentioning

confidence: 99%

Degradation of Diethyl Phthalate by HO^• and SO₄^• ^– in the Aqueous Phase: Mechanisms, Kinetics, and Toxicity

Han

Yin

Zhao

2023

ACS Earth Space Chem.

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The chemical degradation processes of diethyl phthalate (DEP) induced by HO • and SO 4• − in aqueous solution were studied in a theoretical way. Not only radical addition and H-abstraction reactions but also singleelectron transfer processes of DEP were considered. The thermodynamic and kinetic results indicate that the more favorable pathways are the H abstraction occurring in aliphatic side chains for all HO • /SO 4• − -initiated degradation reactions of DEP. Subsequent reaction mechanisms of crucial primary intermediates were taken into account. At 298 K, the total rate constants for DEP degradation reactions induced by HO • and SO 4• − are 2.34 × 10 9 and 1.24 × 10 8 M −1 s −1 , respectively. They are in accordance with the experimental data. In comparison to SO 4• − , HO • has higher reactivity toward DEP in the research temperature range of 273−303 K. Considering the impact on the water ecoenvironment and human health, DEP and its 10 products have no bioaccumulation potential, but most products are developmentally toxic, except for (Z)-ethyl-2,5-dioxopent-3-enoate. Moreover, (Z)-ethyl-2,5-dioxopent-3-enoate is acutely toxic to fish; phthalic acid is mutagenicity positive; and we should pay more attention to them in the future.

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“…High concentrations of DMP prevents the penetration of UV C light, and subsequently decrease the interaction between SPS and UV C light to produce reactive species. On the other hand, fixed values of SPS and Fe 2+ against high amount of contaminate concentrations is insufficient to completely eliminate DMP which it consequently produces intermediate [53].…”

Section: Dmp Concentrationmentioning

confidence: 99%

Degradation of dimethyl phthalate using persulfate activated by UV and ferrous ions: optimizing operational parameters mechanism and pathway

Badi

Esrafili

Pasalari

et al. 2019

J Environ Health Sci Engineer

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The present study aimed to model and optimize the dimethyl phthalate (DMP) degradation from aqueous solution using UV C / Na 2 S 2 O 8 /Fe 2+ system based on the response surface methodology (RSM). A high removal efficiency (97%) and TOC reduction (64.2%) were obtained under optimum conditions i.e. contact time = 90 min, SPS concentration = 0.601 mM/L, Fe 2+ = 0.075 mM/L, pH = 11 and DMP concentration = 5 mg/L. Quenching experiments confirmed that sulfate radicals were predominant radical species for DMP degradation. The effect of CO 3 − on DMP degradation was more complicated than other aquatic background anions. The possible pathway for DMP decomposition was proposed according to HPLC and GC-MS analysis. The average oxidation state (AOS) and carbon oxidation state (COS) values as biodegradability indicators demonstrated that the UV C /SPS/Fe 2+ system can improve the bioavailability of DMP over the time. Finally, the performance of UV C /SPS/Fe 2+ system for DMP treatment in different aquatic solutions: tap water, surface runoff, treated and raw wastewater were found to be 95.7, 88.5, 80.5, and 56.4%, respectively.

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Dimethyl Phthalate Degradation by UV/H₂O₂: Combination of Experimental Methods and Quantum Chemical Calculation

Cited by 15 publications

References 50 publications

Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Degradation of Diethyl Phthalate by HO^• and SO₄^• ^– in the Aqueous Phase: Mechanisms, Kinetics, and Toxicity

Degradation of dimethyl phthalate using persulfate activated by UV and ferrous ions: optimizing operational parameters mechanism and pathway

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Dimethyl Phthalate Degradation by UV/H2O2: Combination of Experimental Methods and Quantum Chemical Calculation

Cited by 15 publications

References 50 publications

Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Insight into the Degradation of Two Benzophenone-Type UV Filters by the UV/H2O2 Advanced Oxidation Process

Degradation of Diethyl Phthalate by HO• and SO4• – in the Aqueous Phase: Mechanisms, Kinetics, and Toxicity

Degradation of dimethyl phthalate using persulfate activated by UV and ferrous ions: optimizing operational parameters mechanism and pathway

Contact Info

Product

Resources

About

Dimethyl Phthalate Degradation by UV/H₂O₂: Combination of Experimental Methods and Quantum Chemical Calculation

Degradation of Diethyl Phthalate by HO^• and SO₄^• ^– in the Aqueous Phase: Mechanisms, Kinetics, and Toxicity