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Photochemical formation of hydroxylated polychlorinated biphenyls (OH-PCBs) from decachlorobiphenyl (PCB-209) on solids/air interface.

Abstract

In this work, the photochemical transformation of decachlorobiphenyl (PCB-209) on the surface of several solid particles were systematically evaluated under simulated solar irradiation. The degradation kinetics of PCB-209 were first investigated using silica as a model aerosol particulate. It was found that PCB-209 photodegradation was enhanced at small silica particle size, low surface coverage and low humidity. Electron paramagnetic resonance (EPR) analysis and radicals quenching experiments demonstrated that hydroxyl radicals contributed to PCB-209 degradation. Stepwise hydrodechlorination, hydroxyl addition and cleavage of the CC bridge bond were mainly observed in the reaction process, leading to the formation of lower chlorinated PCBs, hydroxylated PCBs (OH-PCBs) and chlorophenols. Based on density functional theory (DFT) calculation, the dissociation energy of the CCl bond requires 354.81-359.79 kJ/mol energy that corresponds to a wavelength of less than 322 nm. And the minimum activation energy of OH radicals attack on PCB-209 is only 18.12 kJ/mol. Photochemical transformation of PCB-209 can also occur on the surface of natural particles, but the rates were inhibited as compared to silica. The hydroxylation and hydrodechlorination products of PCB-209 were detected in all natural particles. This study would make significant contribution to understanding the fate of PCBs in solids/air interface.

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  • Authors+Show Affiliations

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

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    King Saud University, College of Science, Zoology Department, P.O. Box 2455, Riyadh, 11451, Saudia Arabia.

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    Beni-Suef University, Faculty of Science, Zoology Department, Beni-Suef, 65211, Egypt.

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    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China. Electronic address: quruijuan0404@nju.edu.cn.

    State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Jiangsu, Nanjing, 210023, PR China.

    Source

    Journal of hazardous materials 378: 2019 Jun 11 pg 120758

    Pub Type(s)

    Journal Article

    Language

    eng

    PubMed ID

    31207486

    Citation

    Li, Chenguang, et al. "Photochemical Formation of Hydroxylated Polychlorinated Biphenyls (OH-PCBs) From Decachlorobiphenyl (PCB-209) On Solids/air Interface." Journal of Hazardous Materials, vol. 378, 2019, p. 120758.
    Li C, Liu J, Wu N, et al. Photochemical formation of hydroxylated polychlorinated biphenyls (OH-PCBs) from decachlorobiphenyl (PCB-209) on solids/air interface. J Hazard Mater. 2019;378:120758.
    Li, C., Liu, J., Wu, N., Pan, X., Feng, J., Al-Basher, G., ... Wang, Z. (2019). Photochemical formation of hydroxylated polychlorinated biphenyls (OH-PCBs) from decachlorobiphenyl (PCB-209) on solids/air interface. Journal of Hazardous Materials, 378, p. 120758. doi:10.1016/j.jhazmat.2019.120758.
    Li C, et al. Photochemical Formation of Hydroxylated Polychlorinated Biphenyls (OH-PCBs) From Decachlorobiphenyl (PCB-209) On Solids/air Interface. J Hazard Mater. 2019 Jun 11;378:120758. PubMed PMID: 31207486.
    * Article titles in AMA citation format should be in sentence-case
    TY - JOUR T1 - Photochemical formation of hydroxylated polychlorinated biphenyls (OH-PCBs) from decachlorobiphenyl (PCB-209) on solids/air interface. AU - Li,Chenguang, AU - Liu,Jiaoqin, AU - Wu,Nannan, AU - Pan,Xiaoxue, AU - Feng,Jianfang, AU - Al-Basher,Gadh, AU - Allam,Ahmed A, AU - Qu,Ruijuan, AU - Wang,Zunyao, Y1 - 2019/06/11/ PY - 2019/03/27/received PY - 2019/05/30/revised PY - 2019/06/10/accepted PY - 2019/6/18/pubmed PY - 2019/6/18/medline PY - 2019/6/18/entrez KW - Decachlorobiphenyl KW - Hydroxyl radicals KW - Photodegradation KW - Reaction mechanism KW - Theoretical calculation SP - 120758 EP - 120758 JF - Journal of hazardous materials JO - J. Hazard. Mater. VL - 378 N2 - In this work, the photochemical transformation of decachlorobiphenyl (PCB-209) on the surface of several solid particles were systematically evaluated under simulated solar irradiation. The degradation kinetics of PCB-209 were first investigated using silica as a model aerosol particulate. It was found that PCB-209 photodegradation was enhanced at small silica particle size, low surface coverage and low humidity. Electron paramagnetic resonance (EPR) analysis and radicals quenching experiments demonstrated that hydroxyl radicals contributed to PCB-209 degradation. Stepwise hydrodechlorination, hydroxyl addition and cleavage of the CC bridge bond were mainly observed in the reaction process, leading to the formation of lower chlorinated PCBs, hydroxylated PCBs (OH-PCBs) and chlorophenols. Based on density functional theory (DFT) calculation, the dissociation energy of the CCl bond requires 354.81-359.79 kJ/mol energy that corresponds to a wavelength of less than 322 nm. And the minimum activation energy of OH radicals attack on PCB-209 is only 18.12 kJ/mol. Photochemical transformation of PCB-209 can also occur on the surface of natural particles, but the rates were inhibited as compared to silica. The hydroxylation and hydrodechlorination products of PCB-209 were detected in all natural particles. This study would make significant contribution to understanding the fate of PCBs in solids/air interface. SN - 1873-3336 UR - https://www.unboundmedicine.com/medline/citation/31207486/Photochemical_formation_of_hydroxylated_polychlorinated_biphenyls_(OH-PCBs)_from_decachlorobiphenyl_(PCB-209)_on_solids/air_interface L2 - https://linkinghub.elsevier.com/retrieve/pii/S0304-3894(19)30701-0 DB - PRIME DP - Unbound Medicine ER -