Ozonolysis of Trimethylamine Exchanged with Typical Ammonium Salts in the Particle Phase

Ge, Yanli; Chu, Biwu; He, Hong; Chen, Tianzeng; Wang, Shao xin; Wei, Wei; Cheng, Shuiyuan

doi:10.1021/acs.est.6b04375

Cited by 22 publications

(13 citation statements)

References 77 publications

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“…Other N−containing compounds, such as imines or nitroamines, may also contribute to the ozone consumption. Ge et al 52 Reaction between oxygenated dimers and DMA, assumed from the HR-ToF-CIMS results (Figure 2, depletion of highly oxidized molecules m/z 340−500 Da) is also another hypothesis. It is worth nothing that molecules with 3 and 5 nitrogen atoms were also identified in the particle phase.…”

Section: Ozone Reduction From α-Pinene-o3-dma Reaction As Shown Inmentioning

confidence: 93%

Chemical Characterization of Gas- and Particle-Phase Products from the Ozonolysis of α-Pinene in the Presence of Dimethylamine

Duporté

Riva

Parshintsev

et al. 2017

Environ. Sci. Technol.

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Amines are recognized as key compounds in new particle formation (NPF) and secondary organic aerosol (SOA) formation. In addition, ozonolysis of α-pinene contributes substantially to the formation of biogenic SOAs in the atmosphere. In the present study, ozonolysis of α-pinene in the presence of dimethylamine (DMA) was investigated in a flow tube reactor. Effects of amines on SOA formation and chemical composition were examined. Enhancement of NPF and SOA formation was observed in the presence of DMA. Chemical characterization of gas- and particle-phase products by high-resolution mass spectrometric techniques revealed the formation of nitrogen containing compounds. Reactions between ozonolysis reaction products of α-pinene, such as pinonaldehyde or pinonic acid, and DMA were observed. Possible reaction pathways are suggested for the formation of the reaction products. Some of the compounds identified in the laboratory study were also observed in aerosol samples (PM) collected at the SMEAR II station (Hyytiälä, Finland) suggesting that DMA might affect the ozonolysis of α-pinene in ambient conditions.

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Section: Ozone Reduction From α-Pinene-o3-dma Reaction As Shown Inmentioning

confidence: 93%

Chemical Characterization of Gas- and Particle-Phase Products from the Ozonolysis of α-Pinene in the Presence of Dimethylamine

Duporté

Riva

Parshintsev

et al. 2017

Environ. Sci. Technol.

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“…Recent studies have also evaluated amine phase partitioning or formation in cloud/fog water (e.g., Chen et al, 2018;Youn et al, 2015) as well as condensed-phase or aqueousphase pathways that may transform emitted amines (e.g., Ge et al, 2016;Lim et al, 2019;Tao et al, 2021). Interestingly, the observed amines at this site, as well as other reduced nitrogen groups like nitriles, imines, and enamines, were not present exclusively in CHN species and thus were a mix of both direct emissions and chemically processed compounds.…”

Section: Chn Compoundsmentioning

confidence: 99%

Analysis of reduced and oxidized nitrogen-containing organic compounds at a coastal site in summer and winter

2022

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Abstract. Nitrogen-containing organic compounds, which may be directly emitted into the atmosphere or which may form via reactions with prevalent reactive nitrogen species (e.g., NH3, NOx, NO3), have important but uncertain effects on climate and human health. Using gas and liquid chromatography with soft ionization and high-resolution mass spectrometry, we performed a molecular-level speciation of functionalized organic compounds at a coastal site on the Long Island Sound in summer (during the 2018 Long Island Sound Tropospheric Ozone Study – LISTOS – campaign) and winter. This region often experiences poor air quality due to the emissions of reactive anthropogenic, biogenic, and marine-derived compounds and their chemical transformation products. We observed a range of functionalized compounds containing oxygen, nitrogen, and/or sulfur atoms resulting from these direct emissions and chemical transformations, including photochemical and aqueous-phase processing that was more pronounced in summer and winter, respectively. In both summer and winter, nitrogen-containing organic aerosols dominated the observed distribution of functionalized particle-phase species ionized by our analytical techniques, with 85 % and 68 % of total measured ion abundance containing a nitrogen atom, respectively. Nitrogen-containing particles included reduced nitrogen functional groups (e.g., amines, imines, azoles) and common NOz contributors (e.g., organonitrates). Reduced nitrogen functional groups observed in the particle phase were frequently paired with oxygen-containing groups elsewhere on the molecule, and their prevalence often rivaled that of oxidized nitrogen groups detected by our methods. Supplemental gas-phase measurements, collected on adsorptive samplers and analyzed with a novel liquid chromatography-based method, suggest that gas-phase reduced nitrogen compounds are possible contributing precursors to the observed nitrogen-containing particles. Altogether, this work highlights the prevalence of reduced nitrogen-containing compounds in the less-studied northeastern US and potentially in other regions with similar anthropogenic, biogenic, and marine source signatures.

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“…27,28 Several mechanistic studies show that particulate aminium ions can also be oxidized into other N-containing species, including hydroxylamines, amides, and nitro-containing products. 29,30 However, relatively little work has investigated whether particulate alkyl aminium ions can also be the products of the aqueous phase degradation of larger N-containing species and the corresponding kinetics of these transformations.…”

Section: Introductionmentioning

confidence: 99%

Kinetics and Products of the Aqueous Phase Oxidation of Triethylamine by OH

Tao

Liu

Yang

et al. 2021

ACS Earth Space Chem.

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Low-molecular-weight alkyl amines have attracted attention for their roles in new particle formation, ultrafine particle growth, and neutralizing aerosol acidity. The major source of the low-molecular-weight aminium ions in fine particles is generally believed to be the corresponding gaseous precursors emitted to the atmosphere. Relatively little work has investigated whether larger amines can be transformed into smaller amines within the condensed phase itself. In this work, we studied the bulk aqueous phase oxidation kinetics and products of triethylamine/triethylaminium (pK a = 10.75) against OH under different values of pH. Using relative rate kinetics, we find that the oxidation rates against OH for TEA and TEAH+ are (74.3 ± 6.5) × 108 and (1.8 ± 0.2) × 108 M–1 s–1, respectively. In a dilute NaHSO4 solution with a pH of 3.2, the ionic products of TEAH+ oxidation include diethylaminium, ethylaminium, and ammonium ions, which are formed within an atmospherically relevant oxidation time scale. Under common atmospheric conditions, aqueous phase oxidation is calculated to be competitive with gas phase oxidation as a sink for TEA. This indicates that some low-molecular-weight aminium ions can also be the products of the aqueous phase oxidation of larger N-containing molecules.

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Ozonolysis of Trimethylamine Exchanged with Typical Ammonium Salts in the Particle Phase

Cited by 22 publications

References 77 publications

Chemical Characterization of Gas- and Particle-Phase Products from the Ozonolysis of α-Pinene in the Presence of Dimethylamine

Chemical Characterization of Gas- and Particle-Phase Products from the Ozonolysis of α-Pinene in the Presence of Dimethylamine

Analysis of reduced and oxidized nitrogen-containing organic compounds at a coastal site in summer and winter

Kinetics and Products of the Aqueous Phase Oxidation of Triethylamine by OH

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