Formation of substances with humic-like fluorescence properties, upon photoinduced oligomerization of typical phenolic compounds emitted by biomass burning

Vione, Davide; Albinet, Alexandre; Barsotti, Francesco; Mekić, Majda; Jiang, Bin; Minero, Claudio; Brigante, Marcello; Gligorovski, Sasho

doi:10.1016/j.atmosenv.2019.03.005

Cited by 50 publications

(89 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Most of the C c H h O o liquid phase products formed upon photosensitized interfacial chemistry of FL exhibit DBE values in the range between 2 and 6, with 7 to 20 carbon atoms and 5 to 8 oxygen atoms (circled in Figure ). These high molecular weight organic compounds contain two to six carbonyl groups with several oxygen‐containing moieties like hydroxyl or carboxyl, depending on the occurrence of different oxygen atoms (Mekic et al, ; Mekic et al, ; Vione et al, ). The C c H h O o with the same DBE values but different carbon numbers are considered as homologs differing from each other by a repeating mass increment (Jiang et al, ).…”

Section: Resultsmentioning

confidence: 99%

Formation of Toxic Unsaturated Multifunctional and Organosulfur Compounds From the Photosensitized Processing of Fluorene and DMSO at the Air‐Water Interface

et al. 2020

Self Cite

View full text Add to dashboard Cite

Polycyclic aromatic hydrocarbons and dimethyl sulfoxide (DMSO) are ubiquitous at the sea surface. Photochemistry at the air‐sea interface is a potentially important source of volatile organic compounds, but the relevant chemical processes are currently not well known. When aqueous solutions containing a mixture of fluorene (FL) and DMSO are irradiated with actinic radiation, a large suite of unsaturated high molecular weight compounds appear in the aqueous phase; a broad variety of saturated and unsaturated oxygenated multifunctional compounds are also observed in the gas phase, most of which are more toxic than FL. A possible sequence of steps leading to some of the observed compounds in aqueous solution as well as in the gas phase is proposed. The reaction pathways initiated by excited triplet state of FL (3FL*) are supported by theoretical calculations of the reaction Gibbs energies. The formation of organosulfur compounds has been observed to occur in the gas and the aqueous phases initiated by the reaction between 3FL* and DMSO. The aforementioned photosensitized chemistry at the water surface can have an important impact on the formation of secondary organic aerosol in marine boundary layer as polycyclic aromatic hydrocarbons and DMSO enriched at the water surface are ubiquitous.

show abstract

Section: Resultsmentioning

confidence: 99%

Formation of Toxic Unsaturated Multifunctional and Organosulfur Compounds From the Photosensitized Processing of Fluorene and DMSO at the Air‐Water Interface

et al. 2020

Self Cite

View full text Add to dashboard Cite

show abstract

“…O 3 can be used as a tracer to reflect the strength of photochemical oxidation (Herndon et al, 2008;Xu et al, 2017), and the significant negative correlations between 4-methyl-5-nitrocatechol and O 3 in all seasons implied that the photochemical reactions might not be the major formation pathway of 4-methyl-5-nitrocatechol. Instead, stronger solar radiation might result in the photolysis of 4-methyl-5-nitrocatechol (Wang et al, 2019). Additionally, the reverse relationship with temperature during the whole sampling period and in April and October was probably because the increasing temperature was conducive to the evaporation of phenolic species, thus inhibiting the secondary production of 4-methyl-5-nitrocatechol through heterogeneous or aqueous-phase reactions.…”

Section: Influencing Factors For the Formation Of Different Soa Tracersmentioning

confidence: 99%

Characteristics, primary sources and secondary formation of water-soluble organic aerosols in downtown Beijing

Chen

Qin

et al. 2021

Atmos. Chem. Phys.

View full text Add to dashboard Cite

Abstract. Water-soluble organic carbon (WSOC) accounts for a large proportion of aerosols and plays a critical role in various atmospheric chemical processes. In order to investigate the primary sources and secondary production of WSOC in downtown Beijing, day and night fine particulate matter (PM2.5) samples in January (winter), April (spring), July (summer) and October (autumn) 2017 were collected and analyzed for WSOC and organic tracers in this study. WSOC was dominated by its moderately hydrophilic fraction and showed the highest concentration in January and comparable levels in April, July and October 2017. Some typical organic tracers were chosen to evaluate the emission strength and secondary formation of WSOC. Seasonal variation of the organic tracers suggested significantly enhanced formation of anthropogenic secondary organic aerosols (SOAs) during the sampling period in winter and obviously elevated biogenic SOA formation during the sampling period in summer. These organic tracers were applied into a positive matrix factorization (PMF) model to calculate the source contributions of WSOC as well as its moderately and strongly hydrophilic portions. The secondary sources contributed more than 50 % to WSOC, with higher contributions during the sampling periods in summer (75.1 %) and winter (67.4 %), and the largest contributor was aromatic SOC. In addition, source apportionment results under different pollution levels suggested that controlling biomass burning and aromatic precursors would be effective to reduce WSOC during the haze episodes in cold seasons. The impact factors for the formation of different SOA tracers and total secondary organic carbon (SOC) as well as moderately and strongly hydrophilic SOC were also investigated. The acid-catalyzed heterogeneous or aqueous-phase oxidation appeared to dominate in the SOC formation during the sampling period in winter, while the photochemical oxidation played a more critical role during the sampling period in summer. Moreover, photooxidation played a more critical role in the formation of moderately hydrophilic SOC, while the heterogeneous or aqueous-phase reactions had more vital effects on the formation of strongly hydrophilic SOC.

show abstract

“…Gilardoni et al (2016) observed aqueous SOA formation in both fog water and wet aerosols, resulting in an enhancement in the oxidised organic aerosol, and following atmospheric ageing the overall oxidation degree of aerosols has also increased. In laboratory studies, phenols and methoxyphenols (important biomass burning intermediates) are often used as SOA precursors to examine the photochemical evolution in aqueous environments and aerosol-forming potential under relevant atmospheric conditions (Chang and Thompson, 2010;Sun et al, 2010;Yu et al, 2014;Vione et al, 2019). The corresponding photochemical products formed through hydroxylation, oligomerisation, and fragmentation typically cover a series of low-volatility and highly oxygenated species.…”

mentioning

confidence: 99%

“…In recent years, high-resolution mass spectrometry (HRMS) has been commonly applied to study the organic molecular composition in cloud water (Zhao et al, 2013;Boone et al, 2015), fog water (Cappiello et al, 2003), rainwater (Altieri et al, 2009a, b), laboratory-generated SOA (Bateman et al, 2011;Romonosky et al, 2015;Lavi et al, 2017), and field-collected aerosol samples (Laskin et al, 2009;Lin et al, 2012a, b;Kourtchev et al, 2013;Tong et al, 2016;Wang et al, 2017). It has also been used in timeprofile observations of the photochemical evolution of aqueous extracts from laboratory-generated SOAs (Bateman et al, 2011;Romonosky et al, 2015).…”

mentioning

confidence: 99%

Molecular composition and photochemical evolution of water-soluble organic carbon (WSOC) extracted from field biomass burning aerosols using high-resolution mass spectrometry

et al. 2020

Self Cite

View full text Add to dashboard Cite

Abstract. Photochemistry plays an important role in the evolution of atmospheric water-soluble organic carbon (WSOC), which dissolves into clouds, fogs, and aerosol liquid water. In this study, we tentatively examined the molecular composition and evolution of a WSOC mixture extracted from field-collected wheat straw burning aerosol (WSBA) samples upon photolysis, using direct infusion electrospray ionisation (ESI) coupled to high-resolution mass spectrometry (HRMS) and liquid chromatography (LC) coupled with HRMS. For comparison, two typical phenolic compounds (i.e. phenol and guaiacol) emitted from lignin pyrolysis in combination with hydrogen peroxide (H2O2) as a typical OH radical precursor were simultaneously exposed to simulated sunlight irradiation. Their photochemical products such as phenolic dimers (e.g. m∕z 185.0608 for phenol dimer and m∕z 245.0823 for guaiacol dimer) or their isomers, were also observed in field-collected WSBA samples, suggesting that the aqueous-phase reactions might contribute to the formation of emitted biomass burning aerosols. The aqueous photochemistry of both the phenols (photooxidation) and WSBA extracts (direct photolysis) could produce a series of highly oxygenated compounds, which in turn increases the oxidation degree of organic composition and acidity of the bulk solution. In particular, the LC/ESI-HRMS technique revealed significant photochemical evolution of the WSOC composition in WSBA samples, e.g. the photodegradation of low oxygenated species and the formation of highly oxygenated products. We also tentatively compared the mass spectra of photolytic time-profile WSBA extracts with each other for a more comprehensive description of the photolytic evolution. The calculated average oxygen-to-carbon ratio (O∕C) of oxygenated compounds in bulk extract increases from 0.38±0.02 to 0.44±0.02 (mean ± standard deviation), while the intensity (S∕N)-weighted average O∕C (O∕Cw) increases from 0.45±0.03 to 0.53±0.06 as the time of irradiation extends from 0 to 12 h. These findings indicate that the water-soluble organic fraction of combustion-derived aerosols has the potential to form more oxidised organic matter, contributing to the highly oxygenated nature of atmospheric organic aerosols.

show abstract

Formation of substances with humic-like fluorescence properties, upon photoinduced oligomerization of typical phenolic compounds emitted by biomass burning

Cited by 50 publications

References 59 publications

Formation of Toxic Unsaturated Multifunctional and Organosulfur Compounds From the Photosensitized Processing of Fluorene and DMSO at the Air‐Water Interface

Formation of Toxic Unsaturated Multifunctional and Organosulfur Compounds From the Photosensitized Processing of Fluorene and DMSO at the Air‐Water Interface

Characteristics, primary sources and secondary formation of water-soluble organic aerosols in downtown Beijing

Molecular composition and photochemical evolution of water-soluble organic carbon (WSOC) extracted from field biomass burning aerosols using high-resolution mass spectrometry

Contact Info

Product

Resources

About