Air pollution: formation of brown, lighting-absorbing, secondary organic aerosols by reaction of hydroxyacetone and methylamine

Yi, Yayi; Zhou, Xuehua; Xue, Likun; Wang, Wenxing

doi:10.1007/s10311-018-0727-6

Cited by 16 publications

(9 citation statements)

References 21 publications

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“…Time-dependent absorption spectra of the reaction solutions of VA and OH radicals at pH 2 and 10 are shown in Figures and S7, respectively. VA absorbs at 260 and 292 nm (pH 2), corresponding to the π → π* (>180 nm) and n → π* (270–350 nm) electronic transitions, respectively. , Under basic conditions, the π → π* and n → π* electronic transitions deviate slightly and are observed at 253 and 288 nm, respectively (Figure S7a).…”

Section: Results and Discussionmentioning

confidence: 99%

“…VA absorbs at 260 and 292 nm (pH 2), corresponding to the π → π* (>180 nm) and n → π* (270−350 nm) electronic transitions, respectively. 46,47 Under basic conditions, the π → π* and n → π* electronic transitions deviate slightly and are observed at 253 and 288 nm, respectively (Figure S7a). As shown in Figure 2a, VA undergoes fast phototransformation under illumination.…”

Section: ■ Introductionmentioning

confidence: 99%

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Aqueous-Phase Photooxidation of Vanillic Acid: A Potential Source of Humic-Like Substances (HULIS)

Tang

Tsona

et al. 2020

ACS Earth Space Chem.

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Phenolic compounds are emitted in large amounts from biomass burning and can undergo aqueous-phase reactions in the atmosphere to form secondary organic aerosols (aqSOA). In this study, the kinetics and products of the reaction of vanillic acid (VA) with hydroxyl radicals (OH) were characterized, and their formation mechanisms were determined using ultrahigh-performance liquid chromatography ultraviolet/mass spectrometry (HPLC-UV/MS) and UV−vis absorption and fluorescence spectroscopies. The obtained rate constants of the VA + OH reaction are (9.8 ± 1.5) × 10 9 and (3.8 ± 0.7) × 10 9 M −1 s −1 at pH 2 and 10, respectively. A yellowish solution is obtained after illumination, and it absorbs in the UV−vis region and has an unusual fluorescence spectrum, which suggests formation of a humic-like substance (HULIS) by the C−C and C−O coupling of phenoxyl radicals. Additionally, hydroxylation of the aromatic ring occurs through OH addition, which increases the degree of oxidation of the products. This study indicates that the aqueous-phase OH oxidation of phenolic acid compounds may contribute to formation of HULIS in the atmosphere, especially in areas with active burning of biomass. The high-molecular-weight products would remain in the particle phase after fog/cloud evaporation and influence the chemical and optical properties of atmospheric particles.

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Section: Results and Discussionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Aqueous-Phase Photooxidation of Vanillic Acid: A Potential Source of Humic-Like Substances (HULIS)

Tang

Tsona

et al. 2020

ACS Earth Space Chem.

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“…An aerosol will have solution nonidealities (i.e., inorganic activity coefficients) that are not captured by bulk mimic solution studies, and as a result, the inferred rate constants are lower bound estimates. As in similar kinetic analyses on carbonyl-containing reaction systems, ,,,− these inferred rate constants encapsulate entire suites of reactions, rather than individual steps in the mechanism. As these isolated mechanistic steps cannot be meaningfully decoupled from the overall reaction and are handled as a composite reaction, the bulk reaction rate of BA to form dark chemistry products is treated as effectively first-order.…”

Section: Materials and Methodsmentioning

confidence: 96%

Brown Carbon Formation Potential of the Biacetyl–Ammonium Sulfate Reaction System

Grace

Lugos

et al. 2020

ACS Earth Space Chem.

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The contribution of organic aerosol from biomass burning is poorly constrained, and the lack of consensus regarding its overall contribution to global radiative forcing leads to significant uncertainties in climate modeling. Identification of potential brown carbon chromophores from common biomass burning emissions may reduce this uncertainty. Biacetyl (BA) is found in emissions from industry and biomass burning from various ecosystems and shares structural similarities with other small carbonyls that react with ammonium sulfate (AS) to produce brown carbon compounds. Like previous carbonyl + AS studies, the BA + AS system results in the formation of hundreds of different products; these were separated and identified using supercritical fluid chromatography–tandem mass spectrometry, isotopic substitution experiments, and comparisons to standards. Kinetic information was obtained through spectral decomposition of experimentally measured UV–visible absorbance data. Theoretical TDDFT calculations were utilized to extract more information on the light absorbance of identified products and to determine how these individual chromophores would contribute to the light absorbance of organic aerosol. This information could provide insight into unknown organic aerosol behavior by furthering our understanding of the reactivity of a common biomass burning emission product like biacetyl.

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“…Formamide has also been detected in galactic centers, 13,14 star-forming regions of dense molecular clouds, 15 high-mass young stellar objects, 16 the interstellar medium, 17 comets, 18−20 and satellites. 21 Although its formation, whether on the surfaces of the interstellar grains or in the gas phase, is currently under debate, recent quantum chemical calculation of two competitive reaction channels (i.e., NH 2 + H 2 O) suggested plausible formamide formation routes in the presence of amorphous ice. 22 Since the temperature of the interstellar medium (ISM) is supposed to be below 110 K, eutectic aqueous mixture of formamide cannot play important role at the interstellar conditions.…”

Section: Introductionmentioning

confidence: 99%

Adsorption of Formamide at the Surface of Amorphous and Crystalline Ices under Interstellar and Tropospheric Conditions. A Grand Canonical Monte Carlo Simulation Study

et al. 2019

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The adsorption of formamide is studied both at the surface of crystalline (Ih) ice at 200 K and at the surface of low density amorphous (LDA) ice in the temperature range of 50-200 K by grand canonical Monte Carlo (GCMC) simulation. These systems are characteristic to the upper troposphere and to the interstellar medium (ISM), respectively. Our results reveal that, while no considerable amount of formamide is dissolved in the bulk ice phase in any case, the adsorption of formamide at the ice surface under these conditions is a very strongly preferred process, which has to be taken into account when studying the chemical reactivity in these environments. The adsorption is found to lead to the formation of multimolecular adsorption layer, the occurrence of which somewhat precedes the saturation of the first molecular layer. Due to the strong lateral interaction acting between the adsorbed formamide molecules, the adsorption isotherm does not follow the Langmuir shape.Adsorption is found to be slightly stronger on LDA than Ih ice under identical thermodynamic conditions, due to the larger surface area exposed to the adsorption. Indeed, the monomolecular adsorption capacity of the LDA and Ih ice surfaces is found to be 10.5 ± 0.7 mol/m 2 and 9.4 mol/m 2 , respectively. The first layer formamide molecules are very strongly bound to the ice surface, forming typically four hydrogen bonds with each other and the surface water molecules. The heat of adsorption at infinitely low surface coverage is found to be -105.6 kJ/mol on Ih ice at 200 K.3

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Air pollution: formation of brown, lighting-absorbing, secondary organic aerosols by reaction of hydroxyacetone and methylamine

Cited by 16 publications

References 21 publications

Aqueous-Phase Photooxidation of Vanillic Acid: A Potential Source of Humic-Like Substances (HULIS)

Aqueous-Phase Photooxidation of Vanillic Acid: A Potential Source of Humic-Like Substances (HULIS)

Brown Carbon Formation Potential of the Biacetyl–Ammonium Sulfate Reaction System

Adsorption of Formamide at the Surface of Amorphous and Crystalline Ices under Interstellar and Tropospheric Conditions. A Grand Canonical Monte Carlo Simulation Study

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