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Enhanced triallyl isocyanurate (TAIC) degradation through application of an O3/UV process: Performance optimization and degradation pathways

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Abstract

Triallyl isocyanurate (TAIC, C12H15N3O3) has featured in wastewater treatment as a refractory organic compound due to the significant production capability and negative environmental impact. TAIC degradation was enhanced when an ozone(O3)/ultraviolet(UV) process was applied compared with the application of an independent O3 process. Although 99% of TAIC could be degraded in 5 min during both processes, the O3/UV process had a 70%mineralization rate that was much higher than that of the independent O3 process (9%) in 30 min. Four possible degradation pathways were proposed based on the organic compounds of intermediate products identified during TAIC degradation through the application of independent O3 and O3/UV processes. pH impacted both the direct and indirect oxidation processes. Acidic and alkaline conditions preferred direct and indirect reactions respectively, with a pH of 9 achieving maximum Total Organic Carbon (TOC) removal. Both CO32– and HCO3 decreased TOC removal, however only CO32– negatively impacted TAIC degradation. Effects of Cl as a radical scavenger became more marked only at high concentrations (over 500 mg/L Cl). Particulate and suspended matter could hinder the transmission of ultraviolet light and reduce the production of HO$ accordingly.

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References

  • Altmann J, Ruhl A S, Zietzschmann F, Jekel M (2014). Direct comparison of ozonation and adsorption onto powdered activated carbon for micropollutant removal in advanced wastewater treatment? Water Research, 55: 185–193

    Article  CAS  Google Scholar 

  • Boczkaj G, GäGol M, Klein M, Przyjazny A (2018). Effective method of treatment of effluents from production of bitumens under basic pH conditions using hydrodynamic cavitation aided by external oxidants? Ultrasonics Sonochemistry, 40(Pt A): 969–979

    Article  CAS  Google Scholar 

  • Boczkaj G, Fernandes A (2017). Wastewater treatment by means of advanced oxidation processes at basic pH conditions: A review? Chemical Engineering Journal, 320: 608–633

    Article  CAS  Google Scholar 

  • Buehler R E, Staehelin J, Hoigne J (1984). Ozone decomposition in water studied by pulse radiolysis. 1. Perhydroxyl(HO2)/hyperoxide (O2) and HO3/O3 as intermediates? Journal of Physical Chemistry B, 88(12): 2560–2564

    Article  CAS  Google Scholar 

  • Busset C, Mazellier P, Sarakha M, de Laat J (2007). Photochemical generation of carbonate radicals and their reactivity with phenol? Journal of Photochemistry and Photobiology A Chemistry, 185(2–3): 127–132

    Article  CAS  Google Scholar 

  • Bustos-Terrones Y, Rangel-Peraza J G, Sanhouse A, Bandala E R, Torres L G (2016). Degradation of organic matter from wastewater using advanced primary treatment by O3 and O3/UV in a pilot plant? Physics and Chemistry of the Earth Parts A/B/C, 91: 61–67

    Article  Google Scholar 

  • Buxton G V, Greenstock C L, Helman W P, Ross A B (1988). Critical Review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals ($OH/$O–in Aqueous Solution? Journal of Physical and Chemical Reference Data, 17(2): 513–886

    Article  CAS  Google Scholar 

  • Caregnato P, Rosso J A, Soler J M, Arques A, Martire D O, Gonzalez M C (2013). Chloride anion effect on the advanced oxidation processes of methidathion and dimethoate: Role of Cl2· radical? Water Research, 47(1): 351–362

    Article  CAS  Google Scholar 

  • Wu C, Linden K G (2010). Phototransformation of selected organophosphorus pesticides: roles of hydroxyl and carbonate radicals? Water Research, 44(12): 3585–3594

    Article  CAS  Google Scholar 

  • Chen Y, Ye J, Chen Y, Hu H, Zhang H, Ou H (2019). Degradation kinetics, mechanism and toxicology of tris(2-chloroethyl) phosphate with 185 nm vacuum ultraviolet? Chemical Engineering Journal, 356: 98–106

    Article  CAS  Google Scholar 

  • Chu W, Ma C W (2000). Quantitative prediction of direct and indirect dye ozonation kinetics? Water Research, 34(12): 3153–3160

    Article  CAS  Google Scholar 

  • Evgeny P, Muhamed M, Domenico S, Lorenzo L, Jussi E (2010). Kinetics of UV-H2O2 advanced oxidation in the presence of alcohols: The role of carbon centered radicals? Environmental Science & Technology, 44(20): 7827–7832

    Article  Google Scholar 

  • Fernandes A, Gągol M, Makoś P, Khan J A, Boczkaj G (2019). Integrated photocatalytic advanced oxidation system (TiO2/UV/O3/ H2O2) for degradation of volatile organic compounds? Separation and Purification Technology, 224: 1–14

    Article  CAS  Google Scholar 

  • Fernandes A, Makoś P, Boczkaj G (2018). Treatment of bitumen post oxidative effluents by sulfate radicals based advanced oxidation processes (S-AOPs) under alkaline pH conditions? Journal of Cleaner Production, 195: 374–384

    Article  CAS  Google Scholar 

  • Gągol M, Przyjazny A, Boczkaj G (2018). Effective method of treatment of industrial effluents under basic pH conditions using acoustic cavitation: A comprehensive comparison with hydrodynamic cavitation processes? Chemical Engineering and Processing- Process Intensification, 128: 103–113

    Article  Google Scholar 

  • Haag W R, Yao C C D (1992). Rate constants for reaction of hydroxyl radicals with several drinking water contaminants? Environmental Science & Technology, 26(5): 1005–1013

    Article  CAS  Google Scholar 

  • Lee J W, Won E J, Raisuddin S, Lee J S (2015). Significance of adverse outcome pathways in biomarker-based environmental risk assessment in aquatic organisms? Journal of Environmental Sciences, 35(9): 115–127

    Article  CAS  Google Scholar 

  • Legrini O N, Oliveros E, Braun A M (1993). Photochemical process for water treatment? Chemical Reviews, 93(2): 671–698

    Article  CAS  Google Scholar 

  • Liu H, Sun P, He Q, Feng M, Liu H, Yang S, Wang L, Wang Z (2016a). Ozonation of the UV filter benzophenone-4 in aquatic environments: Intermediates and pathways? Chemosphere, 149: 76–83

    Article  CAS  Google Scholar 

  • Liu Y, He X, Duan X, Fu Y, Fatta-Kassinos D, Dionysiou D D (2016b). Significant role of UV and carbonate radical on the degradation of oxytetracycline in UV-AOPs: Kinetics and mechanism? Water Research, 95: 195–204

    Article  CAS  Google Scholar 

  • Lutze H V, Kerlin N, Schmidt T C (2015). Sulfate radical-based water treatment in presence of chloride: Formation of chlorate, interconversion of sulfate radicals into hydroxyl radicals and influence of bicarbonate? Water Research, 72: 349–360

    Article  CAS  Google Scholar 

  • Masten S J, Hoigné J (1992). Comparison of ozone and hydroxyl radicalinduced oxidation of chlorinated hydrocarbons in water? Ozone Science and Engineering, 14(3): 197–214

    Article  CAS  Google Scholar 

  • Nagasawa N, Kaneda A, Kanazawa S, Yagi T, Mitomo H, Yoshii F, Tamada M (2005). Application of poly(lactic acid) modified by radiation crosslinking? Nuclear Instruments & Methods in Physics Research. Section B, Beam Interactions with Materials and Atoms, 236(1–4): 611–616

    Article  CAS  Google Scholar 

  • Mazellier P, Busset C, Delmont A, de Laat J (2007). A comparison of fenuron degradation by hydroxyl and carbonate radicals in aqueous solution? Water Research, 41(20): 4585–4594

    Article  CAS  Google Scholar 

  • Rong S, Sun Y (2015). Degradation of TAIC by water falling film dielectric barrier discharge–influence of radical scavengers? Journal of Hazardous Materials, 287: 317–324

    Article  CAS  Google Scholar 

  • Rosenfeldt E J, Linden K G, Canonica S, Von Gunten U (2006). Comparison of the efficiency of ·OH radical formation during ozonation and the advanced oxidation processes O3/H2O2 and UV/H2O2. Water Research, 40(20): 3695–3704

    Article  CAS  Google Scholar 

  • Snyder S A, Wert E C, Rexing D J, Zegers R E, Drury D D (2006). Ozone Oxidation of Endocrine Disruptors and Pharmaceuticals in Surface Water and Wastewater? Ozone Science and Engineering, 28(6): 445–460

    Article  CAS  Google Scholar 

  • Staehelin J, Buehler R E, Hoigne J (1984). Ozone decomposition in water studied by pulse radiolysis. 2. Hydroxyl and hydrogen tetroxide (HO4) as chain intermediates? The Journal of Physical Chemistry, 88(24): 5999–6004

    Article  CAS  Google Scholar 

  • Staehelin J, Hoigne J (1982). Decomposition of ozone in water: Rate of Initiation by hydroxide ions and hydrogen peroxide? Environmental Science & Technology, 16(10): 676–681

    Article  CAS  Google Scholar 

  • Stapf M, Miehe U, Jekel M (2016). Application of online UV absorption measurements for ozone process control in secondary effluent with variable nitrite concentration? Water Research, 104: 111–118

    Article  CAS  Google Scholar 

  • Tomiyasu H, Fukutomi H, Gordon G (1985). Kinetics and mechanism of ozone decomposition in basic aqueous solution? Inorganic Chemistry, 24(19): 2962–2966

    Article  CAS  Google Scholar 

  • Truong G L, Laat J D, Legube B. (2004). Effects of chloride and sulfate on the rate of oxidation of ferrous ion by H2O2. Water Research, 38(9): 2384–2393

    Article  CAS  Google Scholar 

  • Vereecken L, Harder H, Novelli A (2014). The reactions of Criegee intermediates with alkenes, ozone, and carbonyl oxides? Physical Chemistry Chemical Physics, 16(9): 4039–4049

    Article  CAS  Google Scholar 

  • Von G U (2007). The basics of oxidants in water treatment? Part B: Ozone reactions? Water Science & Technology, 55(12): 25–29

    Article  Google Scholar 

  • Yamaura M (2013). Triallyl isocyanurate, triallyl cyanurate and process for producing triallyl isocyanurate? Patent No? US8431697 B2

    Google Scholar 

  • Yao W, Ur Rehman SW, Wang H, Yang H, Yu G, Wang Y (2018). Pilotscale evaluation of micropollutant abatements by conventional ozonation, UV/O3, and an electro-peroxone process. Water Research, 138: 106–117

    Article  CAS  Google Scholar 

  • Zhao H, Chen J, Zhang H, Shang Y, Wang X, Han B, Li Z (2017). Theoretical study on the reaction of triallyl isocyanurate in the UV radiation cross-linking of polyethylene? RSC Advances, 7(59): 37095–37104

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the Major Science and Technology Program for Water Pollution Control and Treatment of China (Nos. 2018ZX07105004 and 2018ZX07105003).

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Correspondence to Hui Gong or Kaijun Wang.

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Highlights

• UV/O3 process had higher TAIC mineralization rate than O3 process.

• Four possible degradation pathways were proposed during TAIC degradation.

• pH impacted oxidation processes with pH of 9 achieving maximum efficiency.

• CO32– negatively impacted TAIC degradation while HCO3 not.

• Cl can be radicals scavenger only at high concentration (over 500 mg/L Cl).

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Song, Y., Gong, H., Wang, J. et al. Enhanced triallyl isocyanurate (TAIC) degradation through application of an O3/UV process: Performance optimization and degradation pathways. Front. Environ. Sci. Eng. 14, 64 (2020). https://doi.org/10.1007/s11783-020-1243-z

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  • DOI: https://doi.org/10.1007/s11783-020-1243-z

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