journal article·2018-12-21Open access

Degradation of Diallyl Phthalate (DAP) by Fenton Oxidation: Mechanistic and Kinetic Studies

Sondos Dbira, Nasr Bensalah, Moustafa M. Zagho, Ahmed Bedoui

Applied Sciences· Volume 9· Issue 1

Abstract

In this work, the degradation and mineralization of Diallyl Phthalate (DAP) in water by Fenton oxidation was investigated. The effects of different experimental parameters including the initial pH, the hydrogen peroxide (H2O2) dose, the catalyst (Fe2+) dose, the iron source, and the DAP concentration on the rate and the yield of DAP degradation by Fenton oxidation were evaluated. DAP and its intermediates were quantified by high performance liquid chromatography (HPLC) analysis and the measurement of total organic carbon (TOC) during Fenton oxidation. The results obtained confirmed that hydroxyl radicals (HO•) generated from Fenton’s reaction were capable of completely eliminating DAP from water. Fenton oxidation of 100 mg/L DAP aqueous solution at pH = 3.2 required 1000 mg/L H2O2 and 50 mg/L Fe2+. Under these conditions, more than TOC removal exceeded 95% after 300 min Fenton oxidation. The competition kinetics method was used to determine an absolute rate constant of 7.26.109 M−1 s−1 for the reaction between DAP and HO• radicals. HPLC analysis showed that phthalic acid, 1,2-dihydroxybenzene, 1,2,4-trihydroxybenzene, maleic acid, formic acid and oxalic acid were the main intermediates formed during DAP degradation. Accordingly, a simple DAP degradation mechanism by the Fenton reaction was proposed. These promising results proved the potential of Fenton oxidation as a cost-effective method for the decontamination of wastewaters containing phthalates.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Advanced oxidation water treatment · Pharmaceutical and Antibiotic Environmental Impacts · Wastewater Treatment and Reuse

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry, Faculty of Sciences of Gabes, University of Gabes, Gabes 6072, Tunisia

Department of Chemistry and Earth Sciences, College of Arts and Sciences, Qatar University, P.O. Box 2713, Doha, Qatar

Materials Science and Technology Program, College of Arts and Sciences, Qatar University, P.O. Box 2713, Doha, Qatar

References (35)

Show source-provided references
1. Occurrence of phthalates and musk fragrances in indoor air and dust from apartments and kindergartens in Berlin (Germany)10.1111/j.1600-0668.2004.00223.x ↗
2. Plastics additives in the indoor environment—Flame retardants and plasticizers10.1016/j.scitotenv.2004.10.028 ↗
3. Intake of phthalates and di(2-ethylhexyl)adipate: Results of the Integrated Exposure Assessment Survey based on duplicate diet samples and biomonitoring data10.1016/j.envint.2007.05.006 ↗
4. A comparative study on antioxidant status combined with integrated biomarker response in Carassius auratus fish exposed to nine phthalates10.1002/tox.21985 ↗
5. NTP-CERHR Expert Panel Update on the Reproductive and Developmental Toxicity of Di(2-ethylhexyl) phthalate10.1016/j.reprotox.2006.04.007 ↗
6. Plastics, the environment and human health: Current consensus and future trends10.1098/rstb.2009.0053 ↗
7. Developmental toxic potential of di-n-propyl phthalate administered orally to rats10.1002/jat.1565 ↗
8. Meta-analysis of environmental contamination by phthalates10.1007/s11356-013-1982-5 ↗
9. Huang, J., Nkrumah, P.N., Li, Y., and Appiah-Sefah, G. (2013). Reviews of Environmental Contamination and Toxicology, Springer Science & Business Media.
10. Phthalate contamination in aquatic environment: A critical review of the process factors that influence their removal in conventional and advanced wastewater treatment10.1080/10643389.2016.1245552 ↗
11. Potential adverse effects of phthalic acid esters on human health: A review of recent studies on reproduction10.1016/j.yrtph.2007.09.004 ↗
12. Study on the leaching of phthalates from polyethylene terephthalate bottles into mineral water10.1016/j.scitotenv.2013.04.056 ↗
13. Emerging pollutants in wastewater: A review of the literature10.1016/j.ijheh.2011.08.002 ↗
14. Removal of phthalates from aqueous solution by different adsorbents: A short review10.1016/j.jenvman.2011.09.006 ↗
15. Determination of di(2-ethylhexyl) phthalate migration from toys into artificial sweat by gas chromatography mass spectrometry after activated carbon enrichment10.1016/j.polymertesting.2012.01.007 ↗
16. Evaluation of the developmental toxicity of diallyl phthalate administered orally to rats10.1016/j.fct.2008.02.012 ↗
17. A proteomics based approach to assessing the toxicity of bisphenol A and diallyl phthalate to the abalone (Haliotis diversicolor supertexta)10.1016/j.chemosphere.2010.01.052 ↗
18. Optimization of Fenton process for the treatment of landfill leachate10.1016/j.jhazmat.2005.05.025 ↗
19. Advanced Oxidation Processes for Organic Contaminant Destruction Based on the Fenton Reaction and Related Chemistry10.1080/10643380500326564 ↗
20. An overview of the application of Fenton oxidation to industrial wastewaters treatment10.1002/jctb.1988 ↗
21. Reinventing Fenton Chemistry: Iron Oxychloride Nanosheet for pH-Insensitive H2O2 Activation10.1021/acs.estlett.8b00065 ↗
22. Challenges and prospects of advanced oxidation water treatment processes using catalytic nanomaterials10.1038/s41565-018-0216-x ↗
23. Iron Oxychloride (FeOCl): An Efficient Fenton-Like Catalyst for Producing Hydroxyl Radicals in Degradation of Organic Contaminants10.1021/ja409130c ↗
24. Photo-Fenton Treatment of Actual Agro-Industrial Wastewaters10.1021/ie200266d ↗
25. Investigations on the Degradation of Triazine Herbicides in Water by Photo-Fenton Process10.4236/ajac.2014.58059 ↗
26. Comparative study of Eriochrome black T treatment by BDD-anodic oxidation and Fenton process10.1016/j.cej.2008.05.029 ↗
27. Degradation of Phenol in Aqueous Solution by Fenton, Sono-Fenton and Sono-photo-Fenton Methods10.1002/clen.201000072 ↗
28. Municipal solid waste landfill leachate treatment by fenton, photo-fenton and fenton-like processes: Effect of some variables10.1186/1735-2746-9-3 ↗
29. Comparative study of the treatment of printing ink wastewater by conductive-diamond electrochemical oxidation. Fenton process, and ozonation
30. Heterogeneous Fenton oxidation of nitric oxide by magnetite: Kinetics and mechanism10.1016/j.matlet.2018.01.171 ↗
31. Mineralization of dinitrotoluenes and trinitrotoluene of spent acid in toluene nitration process by Fenton oxidation10.1016/j.chemosphere.2005.01.021 ↗
32. Kinetic and mechanistic investigations of mesotrione degradation in aqueous medium by Fenton process10.1016/j.jhazmat.2011.02.060 ↗
33. Photochemical oxidation processes for the elimination of phenyl-urea herbicides in waters10.1016/j.jhazmat.2006.05.077 ↗
34. Decolorization of Orange II in Aqueous Solution by an Fe(II)/sulfite System: Replacement of Persulfate10.1021/ie3020389 ↗
35. Chen, L., Huang, X., Tang, M., Zhou, D., and Wu, F. (2018). Rapid dephosphorylation of glyphosate by Cu—catalyzed sulfite oxidation involving sulfate and hydroxyl radicals. Environ. Chem. Lett., 1–5.10.1007/s10311-018-0767-y ↗