Ozonation of trifluralin particles: An experimental investigation with a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer

Meng, Junwang; Yang, Bo; Zhang, Yang; Shu, Xi; Shu, Jinian

doi:10.1016/j.jhazmat.2009.07.020

Cited by 10 publications

(4 citation statements)

References 28 publications

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“…The experimental setup has been described in detail elsewhere (Gao et al, 2009;Meng et al, 2009). Briefly, the aerosol reaction chamber consists of a thin-walled open head stainless steel drum (50 cm (outer diameter) Â 60 cm (height)) and a thin Tedlar polyvinyl fluoride (PVF) film bag (50 cm (diameter) Â 50 cm (length)).…”

Section: Methodsmentioning

confidence: 99%

Heterogeneous ozonation of suspended malathion and chlorpyrifos particles

et al. 2010

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a b s t r a c tThe heterogeneous ozonation of suspended malathion and chlorpyrifos particles are studied in real-time with a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer (VUV-ATOFMS). The pesticide particles with the diameter of hundreds of nanometers are generated by the homogeneous nucleation method using azelaic acid as nucleus. The reactions are carried out in an aerosol reaction chamber under ambient pressure (1 atm) and room temperature (298 K), respectively. The time-of-flight mass spectra of the solid-state ozonation products of malathion and chlorpyrifos are obtained. The assignments of the mass spectra reveal that the major ozonation products of malathion particles are s-(1,2-diethoxycarbonyl)ethyl-O,O-dimethylphosphorothioate (malaoxon), 2-mercapto-succinic acid diethylester, 1,2-dicarbethoxyethyl-dimethoxyphosphinyldisulfide and bis(1,2-bis-ethoxycarbonylethyl)disulfide. The experimental results reveal that water vapor can enhance the formation of malaoxon, 2-mercapto-succinic acid diethylester and bis(1,2-bis-ethoxycarbonyl-ethyl)disulfide. In the case of chlorpyrifos, the sole ozonation product observed is 3,5,6-trichloro-2-pyridyl-diethylphosphate (chlorpyrifos oxon). The pathways of heterogeneous ozonation of malathion and chlorpyrifos particles are proposed. The atmospheric lifetimes of malathion and chlorpyrifos particles towards ozone reaction are estimated based on the time-dependent mass spectrometric signals obtained.

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Section: Methodsmentioning

confidence: 99%

Heterogeneous ozonation of suspended malathion and chlorpyrifos particles

et al. 2010

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“…N-dealkylation has ever been observed in the ozonation (Chelme-Ayala et al, 2010;Meng et al, 2009;Pierpoint et al, 2003;Yang et al, 2012), photolysis (Dimou et al, 2004), and OH radical degradation (Le Person et al, 2007) for isopropalin and trifluralin. Carbonylation was observed in the ozonation (Meng et al, 2009;Qiang et al, 2010) and photolysis (Dimou et al, 2004;Moza et al, 1992) for trifluralin and alachlor. Nitro-substitution is a unique pathway for the NO 3 radical-induced oxidations for alachlor.…”

Section: Reaction Mechanismsmentioning

confidence: 99%

“…N-dealkylation, carbonylation, and nitro-reduction products were obtained for the O 3 -induced heterogeneous oxidations of isopropalin particles . Carbonylation and alcoholized products were observed for the heterogeneous reaction of trifluralin particles with O 3 (Meng et al, 2009). In water and soil, trifluralin was found to be oxidized by O 3 to dealkylation compounds (Chelme-Ayala et al, 2010;Golab and Occolowitz, 1979;Pierpoint et al, 2003).…”

Section: Introductionmentioning

confidence: 96%

Products and mechanisms of the heterogeneous reaction of three suspended herbicide particles with NO3 radicals

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Zhang

Yang

et al. 2015

Science of The Total Environment

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“…The calculated free energy (DG) indicates that the carbonylation reaction will be spontaneous once an H atom is abstracted by O 3 . Similar to the N-dealkylation reaction, the carbonylation reaction is also reported as an important atmospheric degradation pathway for pesticides containing N,N-dialkyl groups (Yang et al 2008(Yang et al , 2010Atkinson et al, 1999;Meng et al, 2009). Since the decomposition of the intermediate IM2 also involves a pericyclic proton-transfer process, the reaction energy barrier may again be reduced with the assistance of water.…”

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confidence: 97%