References

ACPD

Atmospheric Chemistry and Physics Discussions

ACPD

1680-7375

Copernicus GmbH

Göttingen, Germany

10.5194/acpd-9-15567-2009

Secondary organic material formed by methylglyoxal in aqueous aerosol mimics – Part 2: Product identification using Aerosol-CIMS

Sareen

¹ Shapiro

E. L.

¹ Schwier

A. N.

¹ McNeill

V. F.

Department of Chemical Engineering, Columbia University, New York, NY, USA

24 07 2009

9 4 15567 15594

This is an open-access article ditributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

This article is available from http://www.atmos-chem-phys-discuss.net/9/15567/2009/acpd-9-15567-2009.html

The full text article is available as a PDF file from http://www.atmos-chem-phys-discuss.net/9/15567/2009/acpd-9-15567-2009.pdf

We used chemical ionization mass spectrometry with a volatilization flow tube inlet (Aerosol-CIMS) to characterize secondary organic material formed by methylglyoxal with ammonium sulfate in aqueous aerosol mimics. Bulk reaction mixtures were diluted and atomized to form submicron aerosol particles. Organics were detected using Aerosol-CIMS in positive and negative ion mode using I− and H3O+·(H2O)n as reagent ions. The results are consistent with aldol condensation products, carbon-nitrogen species, sulfur-containing compounds, and oligomeric species up to 759 amu. These results support previous observations by us and others that ammonium sulfate plays a critical role in the SOA formation chemistry of dicarbonyl compounds.

References 1

Aiken,~A C., DeCarlo,~P F., Kroll,~J H., Worsnop,~D R., Huffman,~J A., Docherty,~K S., Ulbrich,~I M., Mohr,~C., Kimmel,~J R., Sueper,~D., Sun,~Y., Zhang,~Q., Trimborn,~A., Northway,~M., Ziemann,~P J., Canagaratna,~M R., Onasch,~T B., Alfarra,~M R., Prevot,~A S H., Dommen,~J., Duplissy,~J., Metzger,~A., Baltensperger,~U., and Jimenez,~J L.: O/C and OM/OC ratios of primary, secondary, and ambient organic aerosols with high-resolution time-of-flight aerosol mass spectrometry, Environ. Sci. Technol., 42, 4478–4485, 2008.

Anttila,~T., Kiendler-Scharr,~A., Tillman,~R., and Mentel,~T F.: On the reactive uptake of gaseous compounds by organic-coated aqueous aerosols: theoretical analysis and application to the heterogeneous hydrolysis of \chemN_2O_5, J. Phys. Chem. A, 110, 10 435–10 443, 2006.

Attygalle,~A B., Garcia-Rubio,~S., Ta,~J., and Meinwald,~J.: Collisionally-induced dissociation mass spectra of organic sulfate anions, J. Chem. Soc., Perkin Trans., 2, 498–506, 2001.

Barsanti,~K C. and Pankow,~J F.: Thermodynamics of the formation of atmospheric organic particulate matter by accretion reactions – 2 Dialdehydes, methylglyoxal, and diketones, Atmos. Environ., 39, 6597–6607, 2005.

Blake,~R S., Monks,~P S., and Ellis,~A M.: Proton-transfer reaction mass spectrometry, Chem. Rev., 109, 861–896, 2009.

Bogan,~M J., Patton,~E., Srivastava,~A., Martin,~S., Fergenson,~D P., Steele,~P T., Tobias,~H J., Gard,~E E., and Frank,~M.: Online aerosol mass spectrometry of single micrometer-sized particles containing poly(ethylene glycol), Rapid Commun. Mass Sp., 21, 1214–1220, 2007.

Casale,~M T., Richman,~A R., Elrod,~M J., Garland,~R M., Beaver,~M R., and Tolbert,~M A.: Kinetics of acid-catalyzed aldol condensation reactions of aliphatic aldehydes, Atmos. Environ., 41, 6212–6224, 2007.

Cruz,~C N. and Pandis,~S N.: A~study of the ability of pure secondary organic aerosol to act as cloud condensation nuclei, Atmos. Environ., 31, 2205–2214, 1997.

De Haan,~D O., Corrigan,~A L., Smith,~K W., Stroik,~D R., Turley,~J J., Lee,~F E., Tolbert,~M A., Jimenez,~J L., Cordova,~K E., and Ferrell,~G R.: Secondary organic aerosol-forming reactions of glyoxal with amino acids, Environ. Sci. Technol., 43, 2818–2824, 2009a.

De Haan,~D O., Tolbert,~M A., and Jimenez,~J L.: Atmospheric condensed-phase reactions of glyoxal with methylamine, Geophys. Res. Lett., 36, L11819, doi:10.1029/2009GL037441, 2009b.

Denkenberger,~K A., Moffet,~R C., Holecek,~J C., Rebotier,~T P., and Prather,~K A.: Real-time, single-particle measurements of oligomers in aged ambient aerosol particles, Environ. Sci. Technol., 41, 5439–5446, 2007.

Duplissy,~J., Gysel,~M., Alfarra,~M R., Dommen,~J., Metzger,~A., Prevot,~A S H., Weingartner,~E., Laaksonen,~A., Raatikainen,~T., Good,~N., Turner,~S F., McFiggans,~G., and Baltensperger,~U.: Cloud forming potential of secondary organic aerosol under near atmospheric conditions, Geophys. Res. Lett., 35, L03818, doi:10.1029/2007GL031075, 2008.

Folkers,~M., Mentel,~T F., and Wahner,~A.: Influence of an organic coating on the reactivity of aqueous aerosols probed by the heterogeneous hydrolysis of \chemN_2O_5, Geophys. Res. Lett., 30, 1644–1647, 2003.

Fu,~T M., Jacob,~D J., and Heald,~C L.: Aqueous-phase reactive uptake of dicarbonyls as a~source of organic aerosol over eastern North America, Atmos. Environ., 43, 1814–1822, 2009.

Galloway, M. M., Chhabra, P. S., Chan, A. W. H., Surratt, J. D., Flagan, R. C., Seinfeld, J. H., and Keutsch, F. N.: Glyoxal uptake on ammonium sulphate seed aerosol: reaction products and reversibility of uptake under dark and irradiated conditions, Atmos. Chem. Phys., 9, 3331–3345, 2009.

Gao,~S., Surratt,~J D., Knipping,~E M., Edgerton,~E S., Shahgholi,~M., and Seinfeld,~J H.: Characterization of polar organic components in fine aerosols in the southeastern United States: identity, origin, and evolution, J. Geophys. Res.-Atmos., 111(D14), D14314, doi:10.1029/2005JD006601, 2006.

Gomez-Gonzalez,~Y., Surratt,~J D., Cuyckens,~F., Szmigielski,~R., Vermeylen,~R., Jaoui,~M., Lewandowski,~M., Offenberg,~J H., Kleindienst,~T E., Edney,~E O., Blockhuys,~F., Van Alsenoy,~C., Maenhaut,~W., and Claeys,~M.: Characterization of organosulfates from the photooxidation of isoprene and unsaturated fatty acids in ambient aerosol using liquid chromatography/(-)electrospray ionization mass spectrometry, J. Mass Spectrom., 43, 371–382, 2008.

Grosjean,~D., Williams,~E L., and Grosjean,~E.: Atmospheric chemistry of isoprene and of its carbonyl products, Environ. Sci. Technol., 27, 830–840, 1993.

Hartz,~K E H., Rosenorn,~T., Ferchak,~S R., Raymond,~T M., Bilde,~M., Donahue,~N M., and Pandis,~S N.: Cloud condensation nuclei activation of monoterpene and sesquiterpene secondary organic aerosol, J. Geophys. Res.-Atmos., 110(D14), D14208, 2005.

Hearn,~J D., Lovett,~A J., and Smith,~G D.: Ozonolysis of oleic acid particles: evidence for a~surface reaction and secondary reactions involving Criegee intermediates, Phys. Chem. Chem. Phys., 7, 501–511, 2005.

Hearn,~J D., Renbaum,~L H., Wang,~X., and Smith,~G D.: Kinetics and Products from a~reaction of Cl radicals with dioctyl sebacate (DOS) particles in \chemO_2: a~model for radical-initiated oxidation of organic aerosols, Phys. Chem. Chem. Phys., 9, 1–11, 2007.

Hearn,~J D. and Smith,~G D.: A~chemical ionization mass spectrometry method for the online analysis of organic aerosols, Anal. Chem., 76, 2820–2826, 2004a.

Hearn,~J D. and Smith,~G D.: Kinetics and product studies for ozonolysis reactions of organic particles using aerosol CIMS, J. Phys. Chem. A, 108, 10019–10029, 2004b.

Hearn,~J D. and Smith,~G D.: Measuring rates of reaction in supercooled organic particles with implications for atmospheric aerosol, Phys. Chem. Chem. Phys., 7, 2549–2551, 2005.

Hearn,~J D. and Smith,~G D.: A~mixed-phase relative rates technique for measuring aerosol reaction kinetics, Geophys. Res. Lett., 33, L17805, doi:10.1029/2006GL026963, 2006a.

Hearn,~J D. and Smith,~G D.: Reactions and mass spectra of complex particles using Aerosol CIMS, Int. J. Mass Spectrom., 258, 95–103, 2006b.

Hearn,~J D. and Smith,~G D.: Ozonolysis of mixed oleic acid/n-docosane particles: the roles of phase, morphology, and metastable states, J. Phys. Chem. A, 111, 11 059–11 065, 2007.

Iinuma,~Y., Muller,~C., Berndt,~T., Boge,~O., Claeys,~M., and Herrmann,~H.: Evidence for the existence of organosulfates from beta-pinene ozonolysis in ambient secondary organic aerosol, Environ. Sci. Technol., 41, 6678–6683, 2007.

Jang,~M S., Czoschke,~N M., Lee,~S., and Kamens,~R M.: Heterogeneous atmospheric aerosol production by acid-catalyzed particle-phase reactions, Science, 298, 814–817, 2002.

Kalberer,~M., Paulsen,~D., Sax,~M., Steinbacher,~M., Dommen,~J., Prevot,~A S H., Fisseha,~R., Weingartner,~E., Frankevich,~V., Zenobi,~R., and Baltensperger,~U.: Identification of polymers as major components of atmospheric organic aerosols, Science, 303, 1659–1662, 2004.

King,~S M., Rosenoern,~T., Shilling,~J E., Chen,~Q., and Martin,~S T.: Cloud condensation nucleus activity of secondary organic aerosol particles mixed with sulfate, Geophys. Res. Lett., 34, L24806, doi:10.1029/2007GL030390, 2007.

Krizner,~H E., De Haan,~D O., and Kua,~J.: Thermodynamics and kinetics of methylglyoxal dimer formation: a~computational study, J. Phys. Chem. A, 113, 6994–7001, 2009.

Kroll,~J H., Ng,~N L., Murphy,~S M., Varutbangkul,~V., Flagan,~R C., and Seinfeld,~J H.: Chamber studies of secondary organic aerosol growth by reactive uptake of simple carbonyl compounds, J. Geophys. Res.-Atmos., 110(D23), D23207, doi:10.1029/2005JD006004, 2005.

Lajohn,~L A., Christiansen,~P A., Ross,~R B., Atashroo,~T., and Ermler,~W C.: Abinitio relativistic effective potentials with spin orbit operators .3. Rb Through Xe, J. Chem. Phys., 87, 2812–2824, 1987.

Liggio,~J., Li,~S M., and McLaren,~R.: Heterogeneous reactions of glyoxal on particulate matter: identification of acetals and sulfate esters, Environ. Sci. Technol., 39, 1532–1541, 2005a.

Liggio,~J., Li,~S M., and McLaren,~R.: Reactive uptake of glyoxal by particulate matter, J. Geophys. Res.-Atmos., 110(D10), D10304, doi:10.1029/2004JD005113, 2005b.

Loeffler,~K W., Koehler,~C A., Paul,~N M., and De Haan,~D O.: Oligomer formation in evaporating aqueous glyoxal and methyl glyoxal solutions, Environ. Sci. Technol., 40, 6318–6323, 2006.

Lukács, H., Gelencsér, A., Hoffer, A., Kiss, G., Horváth, K., and Hartyáni, Z.: Quantitative assessment of organosulfates in size-segregated rural fine aerosol, Atmos. Chem. Phys., 9, 231–238, 2009.

McNeill,~V F., Wolfe,~G M., and Thornton,~J A.: The oxidation of oleate in submicron aqueous salt aerosols: evidence of a~surface process, J. Phys. Chem. A, 111, 1073–1083, 2007.

McNeill,~V F., Yatavelli,~R L N., Stipe,~C B., and Landgrebe,~O.: Heterogeneous OH oxidation of palmitic acid in single component and internally mixed aerosol particles: vaporization and the role of particle phase, Atmos. Chem. Phys., 8, 5465–5476, 2008.

Michaud, V., El Haddad, I., Liu, Y., Sellegri, K., Laj, P., Villani, P., Picard, D., Marchand, N., and Monod, A.: In-cloud processes of methacrolein under simulated conditions – Part 3: Hygroscopic and volatility properties of the formed Secondary Organic Aerosol, Atmos. Chem. Phys. Discuss., 9, 6451–6482, 2009.

Nemet,~I., Vikic-Topic,~D., and Varga-Defterdarovic,~L.: Spectroscopic studies of methylglyoxal in water and dimethylsulfoxide, Bioorg. Chem., 32, 560–570, 2004.

Nozière,~B., Dziedzic,~P., and Cordova,~A.: Formation of secondary light-absorbing \qutfulvic-like oligomers: a~common process in aqueous and ionic atmospheric particles?, Geophys. Res. Lett., 34, L21812, doi:10.1029/2007GL031300, 2007.

Nozière,~B., Dziedzic,~P., and Cordova,~A.: Products and kinetics of the liquid-phase reaction of glyoxal catalyzed by ammonium ions (\chemNH_4^+), J. Phys. Chem. A, 113, 231–237, 2009.

Nozière,~B. and Esteve,~W.: Light-absorbing aldol condensation products in acidic aerosols: Spectra, kinetics, and contribution to the absorption index, Atmos. Environ., 41, 1150–1163, 2007.

Paulsen,~D., Dommen,~J., Kalberer,~M., Prevot,~A S H., Richter,~R., Sax,~M., Steinbacher,~M., Weingartner,~E., and Baltensperger,~U.: Secondary organic aerosol formation by irradiation of 1,3,5-trimethylbenzene-NOx-\chemH_2O in a~new reaction chamber for atmospheric chemistry and physics, Environ. Sci. Technol., 39, 2668–2678, 2005.

Russell,~L M., Takahama,~S., Liu,~S., Hawkins,~L N., Covert,~D S., Quinn,~P K., and Bates,~T S.: Oxygenated fraction and mass of organic aerosol from direct emission and atmospheric processing measured on the R/V Ronald Brown during TEXAQS/GoMACCS 2006, J. Geophys. Res.-Atmos., 114, D00F05, doi:10.1029/2008JD011275, 2009.

Saathoff,~H., Naumann,~K H., Schnaiter,~M., Schock,~W., Mohler,~O., Schurath,~U., Weingartner,~E., Gysel,~M., and Baltensperger,~U.: Coating of soot and \chem(NH_4)_2SO_4 particles by ozonolysis products of alpha-pinene, J. Aerosol Sci., 34, 1297–1321, 2003.

Schwier,~A N., Shapiro,~E L., Sareen,~N., and McNeill,~V F.: Secondary organic material formed by methylglyoxal in aqueous aerosol mimics – Part~1: Surface tension depression and light-absorbing products, Atmos. Chem. Phys. Discuss., 9, 15541–15565, 2009.

Shapiro, E. L., Szprengiel, J., Sareen, N., Jen, C. N., Giordano, M. R., and McNeill, V. F.: Light-absorbing secondary organic material formed by glyoxal in aqueous aerosol mimics, Atmos. Chem. Phys., 9, 2289–2300, 2009.

Smith,~D F., Kleindienst,~T E., and McIver,~C D.: Primary product distributions from the reaction of OH with $m$-, $p$-xylene, 1,2,4- and 1,3,5-trimethylbenzene, J. Atmos. Chem., 34, 339–364, 1999.

Surratt,~J D., Gomez-Gonzalez,~Y., Chan,~A W H., Vermeylen,~R., Shahgholi,~M., Kleindienst,~T E., Edney,~E O., Offenberg,~J H., Lewandowski,~M., Jaoui,~M., Maenhaut,~W., Claeys,~M., Flagan,~R C., and Seinfeld,~J H.: Organosulfate formation in biogenic secondary organic aerosol, J. Phys. Chem. A, 112, 8345–8378, 2008.

Tang,~I N. and Munkelwitz,~H R.: Water activities, densities, and refractive-indexes of aqueous sulfates and sodium-nitrate droplets of atmospheric importance, J. Geophys. Res.-Atmos., 99(D9), 18801–18808, 1994.

Tuazon,~E C., Macleod,~H., Atkinson,~R., and Carter,~W P L.: Alpha-dicarbonyl yields from the NOx-air photooxidations of a~series of aromatic-hydrocarbons in air, Environ. Sci. Technol., 20, 383–387, 1986.

Thornberry,~T., Murphy,~D M., Thomson,~D S., de Gouw,~J A., Warneke,~C., Bates,~T S., Quinn,~P K., and Coffman,~D.: Measurement of aerosol organic compounds using a~novel collection/thermal-desorption PTR-ITMS instrument, Aerosol Sci. Technol., 43, 486–501, 2009.

Volkamer,~R., Jimenez,~J L., San Martini,~F., Dzepina,~K., Zhang,~Q., Salcedo,~D., Molina,~L T., Worsnop,~D R., and Molina,~M J.: Secondary organic aerosol formation from anthropogenic air pollution: rapid and higher than expected, Geophys. Res. Lett., 33, L17811, doi:10.1029/2006GL026899, 2006.

Volkamer,~R., San Martini,~F., Molina,~L T., Salcedo,~D., Jimenez,~J L., and Molina,~M J.: A~missing sink for gas-phase glyoxal in Mexico City: formation of secondary organic aerosol, Geophys. Res. Lett., 34, L19807, doi:10.1029/2007GL030752, 2007.

Volkamer, R., Ziemann, P. J., and Molina, M. J.: Secondary Organic Aerosol Formation from Acetylene (C2H2): seed effect on SOA yields due to organic photochemistry in the aerosol aqueous phase, Atmos. Chem. Phys., 9, 1907–1928, 2009.

Zhao,~J., Levitt,~N P., Zhang,~R Y., and Chen,~J M.: Heterogeneous reactions of methylglyoxal in acidic media: Implications for secondary organic aerosol formation, Environ. Sci. Technol., 40, 7682–7687, 2006.