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Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Phototransformation of three polychlorinated naphthalenes on surface of atmospheric particulate matter
Qiao Kang1, Siqi Bao2, Bing Chen1
1Northern Region Persistent Organic Pollution Control (NRPOP) Laboratory, Faculty of Engineering and Applied Science, Memorial University of Newfoundland, St. John's, NL A1B 3X5, Canada.
Abstract:
Polychlorinated naphthalenes (PCNs) are a new class of persistent organic pollutants. Photoconversion is an important pathway for their transformation in the environment. In this work, silica gel was used to simulate atmospheric mineral particles, and the photochemical reaction of three PCNs 1-chloronaphthalene (CN-1), 2-chloronaphthalene (CN-2) and 2,3-dichloronaphthalene (CN-10)) on silica gel surface was studied under the irradiation of high-pressure mercury lamp, the phototransformation intermediates and pathways of PCNs were investigated, effects of reactive oxygen species (ROS, ·OH, 1O2 and O2-·) were proved by free radical scavenging method and the effects of co-existing components (water, inorganic ions and fulvic acid) were examined. The results showed that all the three PCNs could be photochemical degraded on silica gel surface. The order of the apparent rate constants was CN-2 ≈ CN-1 > CN-10. ROS accelerated the photochemical reaction. The three PCNs didn't produce completely identical photoproducts, but all underwent a series of reactions such as reductive dechlorination, hydroxylation, oxidation, decarboxylation and ring opening. In addition, for the photoconversion of CN-1, the presence of water, NO3- or fulvic acid all promoted the photochemical transformation, while the presence of Cu2+ had an inhibitory effect.
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