Secondary organic aerosol production from aqueous reactions of atmospheric phenols with an organic triplet excited state

Environmental Science and Technology

Volumn 48, Issue 2, 2014, Pages 1049-1057

  Smith, Jeremy D ^a   Sio, Vicky ^a   Yu, Lu ^a   Zhang, Qi ^a   Anastasio, Cort ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMBIENT CONDITIONS; AQUEOUS OXIDATION; BIOMASS COMBUSTION; FORMATION AND EVOLUTIONS; HYDROXYL RADICAL OXIDATIONS; OXIDANT CONCENTRATIONS; SECONDARY ORGANIC AEROSOLS; SIMULATED SUNLIGHT;

ATMOSPHERIC AEROSOLS; BIOMASS; EXCITED STATES; OXIDANTS; RATE CONSTANTS;

PHENOLS;

BENZALDEHYDE DERIVATIVE; CARBONYL DERIVATIVE; GUAIACOL; HYDROXYL RADICAL; PHENOL DERIVATIVE; SYRINGOL; 3,4-DIMETHOXYBENZALDEHYDE; AEROSOL; ORGANIC COMPOUND; PROTON; WATER;

AEROSOL; AQUEOUS SOLUTION; BIOMASS; DOMINANCE; LIGHT EFFECT; OXIDATION; PH; PHENOL; REACTION KINETICS; SIMULATION;

ARTICLE; BIOMASS; CHEMICAL REACTION; COMBUSTION; CONTROLLED STUDY; OXIDATION; PH; PHOTOREACTIVITY; PRECURSOR; SECONDARY ORGANIC AEROSOL; AEROSOL; ATMOSPHERE; CHEMISTRY; ELECTRON; KINETICS; MOLECULAR WEIGHT; OXIDATION REDUCTION REACTION;

AEROSOLS; ATMOSPHERE; BENZALDEHYDES; ELECTRONS; HYDROGEN-ION CONCENTRATION; HYDROXYL RADICAL; KINETICS; MOLECULAR WEIGHT; ORGANIC CHEMICALS; OXIDATION-REDUCTION; PHENOLS; PROTONS; WATER;

EID: 84892742490     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es4045715     Document Type: Article

References (47)

1. Hallquist, M.; Wenger, J. C.; Baltensperger, U.; Rudich, Y.; Simpson, D. The formation, properties and impact of secondary organic aerosol: current and emerging issues Atmos. Chem. Phys. 2009, 9 (14) 5155-5236
2. Zhang, Q.; Jimenez, J. L.; Canagaratna, M. R.; Allan, J. D.; Coe, H. Ubiquity and dominance of oxygenated species in organic aerosols in anthropogenically-influenced Northern Hemisphere midlatitudes Geophys. Res. Lett. 2007, 34 (13) L13801
3. Blando, J. D.; Turpin, B. J. Secondary organic aerosol formation in cloud and fog droplets: A literature evaluation of plausibility Atmos. Environ. 2000, 34 (10) 1623-1632
4. 2): Seed effect on SOA yields due to organic photochemistry in the aerosol aqueous phase Atmos. Chem. Phys. 2009, 9, 1907-1928
5. Lim, Y. B.; Tan, Y.; Perri, M. J.; Seitzinger, S. P.; Turpin, B. J. Aqueous chemistry and its role in secondary organic aerosol (SOA) formation Atmos. Chem. Phys. 2010, 10, 10521-10539
6. Huang, X. H.; Ip, H. S. S.; Yu, J. Z. Secondary organic aerosol formation from ethylene in the urban atmosphere of Hong Kong: A multiphase chemical modeling study J. Geophys. Res. 2011, 116, D03206
7. Lee, A. K. Y.; Herckes, P.; Leaitch, W. R.; Macdonald, A. M.; Abbatt, J. P. D. Aqueous OH oxidation of ambient organic aerosol and cloud water organics: Formation of highly oxidized products Geophys. Res. Lett. 2011, 38, L11805
8. Ervens, B.; Turpin, B. J.; Weber, R. J. Secondary organic aerosol formation in cloud droplets and aqueous particles (aqSOA): A review of laboratory, field and model studies Atmos. Chem. Phys. 2011, 11 (21) 11069-11102
9. Herrmann, H.; Hoffmann, D.; Schaefer, T.; Brauer, P.; Tilgner, A. Tropospheric aqueous-phase free-radical chemistry: Radical sources, spectra, reaction kinetics and prediction tools ChemPhysChem 2010, 11, 3796-3822
10. Faust, B. C.; Allen, J. M. Sunlight-initiated partial inhibition of the dissolved iron(III)-catalyzed oxidation of S(IV) species by molecular oxygen in aqueous solution Atmos. Environ. 1994, 28, 745-748
11. Anastasio, C.; McGregor, K. G. Chemistry of fog waters in California's Central Valley: 1. In situ photoformation of hydroxyl radical and singlet molecular oxygen Atmos. Environ. 2001, 35 (6) 1079-1089
12. Anastasio, C.; Faust, B. C.; Rao, C. J. Aromatic carbonyl compounds as aqueous-phase photochemical sources of hydrogen peroxide in acidic sulfate aerosols, fogs, and clouds 0.1. Non-phenolic methoxybenzaldehydes and methoxyacetophenones with reductants (phenols) Environ. Sci. Technol. 1997, 31 (1) 218-232
13. Vione, D.; Maurino, V.; Minero, C.; Pelizzetti, E.; Harrison, M. A. J.; Olariu, R.; Arsene, C. Photochemical reactions in the tropospheric aqueous phase and on particulate matter Chem. Soc. Rev. 2006, 35, 441-453
14. Canonica, S.; Jans, U.; Stemmler, K.; Hoigne, J. Transformation kinetics of phenols in water-photosensitization by dissolved natural organic material and aromatic ketones Environ. Sci. Technol. 1995, 29 (7) 1822-1831
15. Perri, M. J.; Seitzinger, S. P.; Turpin, B. J. Secondary organic aerosol production from aqueous photooxidation of glycolaldehyde: Laboratory experiments Atmos. Environ. 2009, 43, 1487-1497
16. Lee, A.; Goldstein, A. H.; Kroll, J. H.; Ng, N. L.; Varutbangkul, V.; Flagan, R. C.; Seinfeld, J. H. Gas-phase products and secondary aerosol yields from the photooxidation of 16 different terpenes J. Geophys. Res. 2006, 111 (D17) D17305
17. Tan, Y.; Perri, M. J.; Seitzinger, S. P.; Turpin, B. J. Effects of precursor concentration and acidic sulfate in aqueous glyoxal -OH radical oxidation and implications for secondary organic aerosol Environ. Sci. Technol. 2009, 43, 8105-8112
18. Lim, H.; Carlton, A. G.; Turpin, B. J. Isoprene forms secondary organic aerosol through cloud processing: Model simulations Environ. Sci. Technol. 2005, 39, 4441-4446
19. Nolte, C. G.; Schauer, J. J.; Cass, G. R.; Simoneit, B. R. T. Highly polar organic compounds present in wood smoke and in the ambient atmosphere Environ. Sci. Technol. 2001, 35, 1912-1919
20. Schauer, J. J.; Kleeman, M. J.; Cass, G. R.; Simoneit, B. R. T. Measurement of emissions from air pollution sources. 3. C-1-C-29 organic compounds from fireplace combustion of wood Environ. Sci. Technol. 2001, 35 (9) 1716-1728
21. Rogge, W. F.; Hildemann, L. M.; Mazurek, M. A.; Cass, G. R.; Simoneit, B. R. T. Sources of fine organic aerosol. 9. Pine, oak and synthetic log combustion in residential fireplaces Environ. Sci. Technol. 1998, 32 (1) 13-22
22. Bond, T. C.; Streets, D. G.; Yarber, K. F.; Nelson, S. M.; Woo, J.; Klimont, Z. A technology-based global inventory of black and organic carbon emissions from combustion J. Geophys. Res. 2004, 109, D14203
23. Canonica, S.; Hellrung, B.; Wirz, J. Oxidation of phenols by triplet aromatic ketones in aqueous solution J. Phys. Chem. A 2000, 104 (6) 1226-1232
24. Gelencser, A.; Hoffer, A.; Kiss, G.; Tombacz, E.; Kurdi, R.; Bencze, L. In-Situ formation of light-absorbing organic matter in cloud water J. Atmos. Chem. 2003, 45, 25-33
25. Hoffer, A.; Kiss, G.; Blazso, M.; Gelencser, A. Chemical characterization of humic-like substances (HULIS) formed from a lignin-type precursor in model cloud water Geophys. Res. Lett. 2004, 31 (6) L06115
26. 2 and phenolic compounds Atmos. Environ. 2010, 44 (4) 541-551
27. Sun, Y. L.; Zhang, Q.; Anastasio, C.; Sun, J. Insights into secondary organic aerosol formed via aqueous-phase reactions of phenolic compounds based on high resolution mass spectrometry Atmos. Chem. Phys. 2010, 10 (10) 4809-4822
28. Galbavy, E. S.; Ram, K.; Anastasio, C. 2-Nitrobenzaldehyde as a chemical actinometer for solution and ice photochemistry J. Photochem. Photobiol., A 2010, 209, 186-192
29. Zhang, Q.; Anastasio, C. Conversion of fogwater and aerosol organic nitrogen to ammonium nitrate, and NOx during exposure to simulated sunlight and ozone Environ. Sci. Technol. 2003, 37, 3522-3530
30. Leifer, A. The Kinetics of Environmental Aquatic Photochemistry: Theory and Practice; American Chemical Society: Washington, DC, 1988; p 100.
31. Jammoul, A.; Dumas, S.; D'Anna, B.; George, C. Photoinduced oxidation of sea salt halides by aromatic ketones: A source of halogenated radicals Atmospheric Chemistry and Physics 2009, 9, 4229-4237
32. Leigh, W. J.; Lanthioor, E. C.; Pierre, M. J. S. Photoinduced hydrogen abstraction from phenols by aromatic ketones. A new mechanism for hydrogen abstraction by carbonyl n,π* and π,π* triplets J. Am. Chem. Soc. 1996, 118, 12339-12348
33. Canonica, S.; Hoigne, J. Enhanced oxidation of methoxy phenols at micromolar concentration photosensitized by dissolved natural organic material Chemosphere 1995, 30 (12) 2365-2374
34. 4 reduction on singlet oxygen quantum yields: Implications for DOM photophysics Environ. Sci. Technol. 2012, 46 (7) 3912-3920
35. Zepp, R. G.; Schlotzhauer, P. F.; Sink, R. M. Photosensitized transformation involving electronic energy transfer in natural waters: Role of humic substances Environ. Sci. Technol. 1985, 19, 74-81
36. Halladja, S.; Ter Halle, A.; Aguer, J.-P.; Boulkamh, A.; Richard, C. Inhibition of humic subtances mediated photooxygenation of furfuryl alcohol by 2,4,6-trimethylphenol. Evidence for reactivity of the phenol with triplet excited states Environ. Sci. Technol. 2007, 41, 6066-6073
37. Nguyen, T. B.; Lee, P. B.; Updyke, K. M.; Bones, D. L.; Laskin, J.; Laskin, A.; Nizkorodov, S. A. Formation of nitrogen- and sulfur-containing light-absorbing compounds accelerated by evaporation of water from secondary organic aerosols J. Geophys. Res. 2012, 117, D01207
38. Ofner, J.; Kruger, H. U.; Grothe, H.; Schmitt-Kopplin, P.; Whitmore, K.; Zetzsch, C. Physico-chemical characterization of SOA derived from catechol and guaiacol-a model substance for the aromatic fraction of atmospheric HULIS Atmos. Chem. Phys. 2011, 11 (1) 1-15
39. Chhabra, P. S.; Ng, N. L.; Canagaratna, M. R.; Corrigan, A. L.; Russell, L. M.; Worsnop, D. R.; Flagan, R. C.; Seinfeld, J. H. Elemental composition and oxidation of chamber organic aerosol Atmos. Chem. Phys. 2011, 11, 8827-8845
40. Coeur-Tourneur, C.; Tomas, A.; Guilloteau, A.; Henry, F.; Ledoux, F.; Visez, N.; Riffault, V.; Wenger, J. C.; Bedjanian, Y. Aerosol formation yields from the reaction of catechol with ozone Atmos. Environ. 2009, 43 (14) 2360-2365
41. Lauraguais, A.; Coeur-Tourneur, C.; Cassez, A.; Seydi, A. Rate constant and secondary organic aerosol yields for the gas-phase reaction of hydroxyl radicals with syringol (2,6-dimethoxyphenol) Atmos. Environ. 2012, 55, 43-48
42. Yee, L. D.; Kautzman, K. E.; Loza, C. L.; Schilling, K. A.; Coggon, M. M. Secondary organic aerosol formation from biomass burning intermediates: Phenol and methoxyphenols Atmos. Chem. Phys. 2013, 13, 3485-3532
43. Das, T. N. Monomer and dimer radical cations of benzene, toluene, and naphthalene J. Phys. Chem. A 2009, 113, 6489-6493
44. Arakaki, T.; Anastasio, C.; Kuroki, Y.; Nakajima, H.; Okada, K. A general scavenging rate constant for reaction of hydroxyl radical with organic carbon in atmospheric waters Environ. Sci. Technol. 2013, 47 (15) 8196-8203
45. -) in aqueous solutions J. Phys. Chem. Ref. Data 1988, 17 (2) 513-886
46. Sander, R. Compilation of Henry's Law Constants for inorganic and organic species of potential importance in environmental chemistry (Version 3). http://www.henrys-law.org
47. Mayer, B.; Madronich, S. Actinic flux and photolysis in water droplets: Mie calculations and geometrical optics limit Atmos. Chem. Phys. 2004, 4, 2241-2250