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Nitration of particle-associated PAHs and their derivatives (nitro-, oxy-, and hydroxy-PAHs) with NO3 radicals
Abstract The heterogeneous reactions of typical polycyclic aromatic hydrocarbons (PAHs) and their derivatives (nitro-, oxy-, and hydroxy-PAHs) adsorbed on azelaic acid particles with NO3 radicals are investigated using a flow-tube reactor coupled to a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer (VUV-ATOFMS). The mono-nitro-, di-nitro-, and poly-nitro-products from successive nitro-substitution reactions of PAHs and their derivatives are observed in real time with VUV-ATOFMS. 9-Nitroanthracene, anthraquinone, anthrone, 9,10-dinitroanthracene, 2-, 4-, and 9-nitrophenanthrene, 1-nitropyrene, 1,3-, 1,6-, and 1,8-dinitropyrene, 7-nitrobenzo[a]anthracene, and benzo[a]anthracene-7,12-dione are identified by GC/MS analysis of the reaction products of PAHs and their derivatives coated on the inner bottom surface of the conical flasks with NO3 radicals. Other oxygenated products are tentatively assigned. 1-Nitropyrene is the only mono-nitrated product detected in the reaction of surface-bound pyrene with gas-phase NO3 radicals. This phenomenon is different from what has been observed in previous studies of the gas-phase pyrene nitration, showing that 2-nitropyrene is the sole nitration product. The experimental results may reveal the discrepancies between the heterogeneous and homogeneous nitrations of pyrene.
Highlights ► The reactions of aerosol-associated PAHs and their derivatives with NO3 radicals are carried out. ► The particle-phase reactants and their reaction products are analyzed in real time. ► Nitrated and oxygenated products are observed. ► The identification of the products by GC/MS is performed.
Nitration of particle-associated PAHs and their derivatives (nitro-, oxy-, and hydroxy-PAHs) with NO3 radicals
Abstract The heterogeneous reactions of typical polycyclic aromatic hydrocarbons (PAHs) and their derivatives (nitro-, oxy-, and hydroxy-PAHs) adsorbed on azelaic acid particles with NO3 radicals are investigated using a flow-tube reactor coupled to a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer (VUV-ATOFMS). The mono-nitro-, di-nitro-, and poly-nitro-products from successive nitro-substitution reactions of PAHs and their derivatives are observed in real time with VUV-ATOFMS. 9-Nitroanthracene, anthraquinone, anthrone, 9,10-dinitroanthracene, 2-, 4-, and 9-nitrophenanthrene, 1-nitropyrene, 1,3-, 1,6-, and 1,8-dinitropyrene, 7-nitrobenzo[a]anthracene, and benzo[a]anthracene-7,12-dione are identified by GC/MS analysis of the reaction products of PAHs and their derivatives coated on the inner bottom surface of the conical flasks with NO3 radicals. Other oxygenated products are tentatively assigned. 1-Nitropyrene is the only mono-nitrated product detected in the reaction of surface-bound pyrene with gas-phase NO3 radicals. This phenomenon is different from what has been observed in previous studies of the gas-phase pyrene nitration, showing that 2-nitropyrene is the sole nitration product. The experimental results may reveal the discrepancies between the heterogeneous and homogeneous nitrations of pyrene.
Highlights ► The reactions of aerosol-associated PAHs and their derivatives with NO3 radicals are carried out. ► The particle-phase reactants and their reaction products are analyzed in real time. ► Nitrated and oxygenated products are observed. ► The identification of the products by GC/MS is performed.
Nitration of particle-associated PAHs and their derivatives (nitro-, oxy-, and hydroxy-PAHs) with NO3 radicals
Zhang, Yang (author) / Yang, Bo (author) / Gan, Jie (author) / Liu, Changgeng (author) / Shu, Xi (author) / Shu, Jinian (author)
Atmospheric Environment ; 45 ; 2515-2521
2011-02-14
7 pages
Article (Journal)
Electronic Resource
English
Taylor & Francis Verlag | 2013
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