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Enhanced triallyl isocyanurate (TAIC) degradation through application of an O3/UV process: Performance optimization and degradation pathways |
Yapeng Song1,2, Hui Gong1( ), Jianbing Wang2, Fengmin Chang1, Kaijun Wang1( ) |
1. State Key Joint Laboratory of Environment Simulation and Pollution Control, School of Environment, Tsinghua University, Beijing 100084, China 2. School of Chemical & Environmental Engineering, China University of Mining and Technology, Beijing 100083, China |
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Abstract • 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–). 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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Keywords
Triallyl isocyanurate
O3/UV
Advanced oxidation processes (AOP)
Degradation pathway
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Corresponding Author(s):
Hui Gong,Kaijun Wang
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Issue Date: 14 April 2020
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1 |
J Altmann, A S Ruhl, F Zietzschmann, M Jekel (2014). Direct comparison of ozonation and adsorption onto powdered activated carbon for micropollutant removal in advanced wastewater treatment. Water Research, 55: 185–193
https://doi.org/10.1016/j.watres.2014.02.025
|
2 |
G Boczkaj, M GäGol , M Klein, A Przyjazny (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
|
3 |
G Boczkaj, A Fernandes (2017). Wastewater treatment by means of advanced oxidation processes at basic pH conditions: A review. Chemical Engineering Journal, 320: 608–633
https://doi.org/10.1016/j.cej.2017.03.084
|
4 |
R E Buehler, J Staehelin, J Hoigne (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
https://doi.org/10.1021/j150656a026
|
5 |
C Busset, P Mazellier, M Sarakha, J de Laat (2007). Photochemical generation of carbonate radicals and their reactivity with phenol. Journal of Photochemistry and Photobiology A Chemistry, 185(2-3): 127–132
https://doi.org/10.1016/j.jphotochem.2006.04.045
|
6 |
Y Bustos-Terrones, J G Rangel-Peraza, A Sanhouse, E R Bandala, L G Torres (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
https://doi.org/10.1016/j.pce.2015.12.006
|
7 |
G V Buxton, C L Greenstock, W P Helman, A B Ross (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
https://doi.org/10.1063/1.555805
|
8 |
P Caregnato, J A Rosso, J M Soler, A Arques, D O Martire, M C Gonzalez (2013). Chloride anion effect on the advanced oxidation processes of methidathion and dimethoate: Role of Cl2–· radical. Water Research, 47(1): 351–362
https://doi.org/10.1016/j.watres.2012.10.018
|
9 |
C Wu, K G Linden (2010). Phototransformation of selected organophosphorus pesticides: roles of hydroxyl and carbonate radicals. Water Research, 44(12): 3585–3594
https://doi.org/10.1016/j.watres.2010.04.011
|
10 |
Y Chen, J Ye, Y Chen, H Hu, H Zhang, H Ou (2019). Degradation kinetics, mechanism and toxicology of tris(2-chloroethyl) phosphate with 185 nm vacuum ultraviolet. Chemical Engineering Journal, 356: 98–106
https://doi.org/10.1016/j.cej.2018.09.007
|
11 |
W Chu, C W Ma (2000). Quantitative prediction of direct and indirect dye ozonation kinetics. Water Research, 34(12): 3153–3160
https://doi.org/10.1016/S0043-1354(00)00043-9
|
12 |
P Evgeny, M Muhamed, S Domenico, L Lorenzo, E Jussi (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
https://doi.org/10.1021/es101959y
|
13 |
A Fernandes, M Gągol, P Makoś, J A Khan, G Boczkaj (2019). Integrated photocatalytic advanced oxidation system (TiO2/UV/O3/H2O2) for degradation of volatile organic compounds. Separation and Purification Technology, 224: 1–14
https://doi.org/10.1016/j.seppur.2019.05.012
|
14 |
A Fernandes, P Makoś, G Boczkaj (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
https://doi.org/10.1016/j.jclepro.2018.05.207
|
15 |
M Gągol, A Przyjazny, G Boczkaj (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
|
16 |
W R Haag, C C D Yao (1992). Rate constants for reaction of hydroxyl radicals with several drinking water contaminants. Environmental Science & Technology, 26(5): 1005–1013
https://doi.org/10.1021/es00029a021
|
17 |
J W Lee, E J Won, S Raisuddin, J S Lee (2015). Significance of adverse outcome pathways in biomarker-based environmental risk assessment in aquatic organisms. Journal of Environmental Sciences, 35(9): 115–127
https://doi.org/10.1016/j.jes.2015.05.002
|
18 |
O N Legrini, E Oliveros, A M Braun (1993). Photochemical process for water treatment. Chemical Reviews, 93(2): 671–698
https://doi.org/10.1021/cr00018a003
|
19 |
H Liu, P Sun, Q He, M Feng, H Liu, S Yang, L Wang, Z Wang (2016a). Ozonation of the UV filter benzophenone-4 in aquatic environments: Intermediates and pathways. Chemosphere, 149: 76–83
https://doi.org/10.1016/j.chemosphere.2016.01.097
|
20 |
Y Liu, X He, X Duan, Y Fu, D Fatta-Kassinos, D D Dionysiou (2016b). Significant role of UV and carbonate radical on the degradation of oxytetracycline in UV-AOPs: Kinetics and mechanism. Water Research, 95: 195–204
https://doi.org/10.1016/j.watres.2016.03.011
|
21 |
H V Lutze, N Kerlin, T C Schmidt (2015). Sulfate radical-based water treatment in presence of chloride: Formation of chlorate, inter-conversion of sulfate radicals into hydroxyl radicals and influence of bicarbonate. Water Research, 72: 349–360
https://doi.org/10.1016/j.watres.2014.10.006
|
22 |
S J Masten, J Hoigné (1992). Comparison of ozone and hydroxyl radical-induced oxidation of chlorinated hydrocarbons in water. Ozone Science and Engineering, 14(3): 197–214
https://doi.org/10.1080/01919519208552475
|
23 |
N Nagasawa, A Kaneda, S Kanazawa, T Yagi, H Mitomo, F Yoshii, M Tamada (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
https://doi.org/10.1016/j.nimb.2005.04.052
|
24 |
P Mazellier, C Busset, A Delmont, J de Laat (2007). A comparison of fenuron degradation by hydroxyl and carbonate radicals in aqueous solution. Water Research, 41(20): 4585–4594
https://doi.org/10.1016/j.watres.2007.06.066
|
25 |
S Rong, Y Sun (2015). Degradation of TAIC by water falling film dielectric barrier discharge–influence of radical scavengers. Journal of Hazardous Materials, 287: 317–324
https://doi.org/10.1016/j.jhazmat.2015.02.003
|
26 |
E J Rosenfeldt, K G Linden, S Canonica, U Von Gunten (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
https://doi.org/10.1016/j.watres.2006.09.008
|
27 |
S A Snyder, E C Wert, D J Rexing, R E Zegers, D D Drury (2006). Ozone Oxidation of Endocrine Disruptors and Pharmaceuticals in Surface Water and Wastewater. Ozone Science and Engineering, 28(6): 445–460
https://doi.org/10.1080/01919510601039726
|
28 |
J Staehelin, R E Buehler, J Hoigne (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
https://doi.org/10.1002/chin.198509020
|
29 |
J Staehelin, J Hoigne (1982). Decomposition of ozone in water: Rate of Initiation by hydroxide ions and hydrogen peroxide. Environmental Science & Technology, 16(10): 676–681
https://doi.org/10.1021/es00104a009
|
30 |
M Stapf, U Miehe, M Jekel (2016). Application of online UV absorption measurements for ozone process control in secondary effluent with variable nitrite concentration. Water Research, 104: 111–118
https://doi.org/10.1016/j.watres.2016.08.010
|
31 |
H Tomiyasu, H Fukutomi, G Gordon (1985). Kinetics and mechanism of ozone decomposition in basic aqueous solution. Inorganic Chemistry, 24(19): 2962–2966
|
32 |
G L Truong, J D Laat, B Legube. (2004). Effects of chloride and sulfate on the rate of oxidation of ferrous ion by H2O2. Water Research, 38(9): 2384–2393
https://doi.org/10.1016/j.watres.2004.01.033
|
33 |
L Vereecken, H Harder, A Novelli (2014). The reactions of Criegee intermediates with alkenes, ozone, and carbonyl oxides. Physical Chemistry Chemical Physics, 16(9): 4039–4049
https://doi.org/10.1039/c3cp54514h
|
34 |
G U Von (2007). The basics of oxidants in water treatment. Part B: Ozone reactions. Water Science & Technology, 55(12): 25–29
|
35 |
M Yamaura (2013). Triallyl isocyanurate, triallyl cyanurate and process for producing triallyl isocyanurate. Patent No. US8431697 B2
|
36 |
W Yao, S W Ur Rehman, H Wang, H Yang, G Yu, Y Wang (2018). Pilot-scale evaluation of micropollutant abatements by conventional ozonation, UV/O3, and an electro-peroxone process. Water Research, 138: 106–117
https://doi.org/10.1016/j.watres.2018.03.044
|
37 |
H Zhao, J Chen, H Zhang, Y Shang, X Wang, B Han, Z Li (2017). Theoretical study on the reaction of triallyl isocyanurate in the UV radiation cross-linking of polyethylene. RSC Advances, 7(59): 37095–37104
https://doi.org/10.1039/C7RA05535H
|
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