Halogenation processes of secondary organic aerosol and implications on halogen release mechanisms

Atmospheric Chemistry and Physics

Volumn 12, Issue 13, 2012, Pages 5787-5806

  Ofner, J ^a   Balzer, N ^a   Buxmann, J ^b   Grothe, H ^c   Schmitt Kopplin, Ph ^d   Platt, U ^b   Zetzsch, C ^a  

^a UNIVERSITY OF BAYREUTH   (Germany)

^b UNIVERSITY OF HEIDELBERG   (Germany)

^c VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

^d Department of Analytical Food Chemistry   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AEROSOL COMPOSITION; BIOMASS BURNING; BOUNDARY LAYER; CLOUD CONDENSATION NUCLEUS; FTIR SPECTROSCOPY; HALOGEN; IRRADIATION; ORGANIC MATTER; ORGANOHALOGEN; PARTICLE SIZE; PHYSICOCHEMICAL PROPERTY; RADIATIVE FORCING; SEA SALT; SIZE DISTRIBUTION; TROPOSPHERE;

EID: 84872703155     PISSN: 16807316     EISSN: 16807324     Source Type: Journal    
DOI: 10.5194/acp-12-5787-2012     Document Type: Article

References (93)

1. Anbar, M. and Ginsburg, D.: Organic hypohalites, Chem. Rev., 54, 925-958, 1954.
2. Atkinson, R., Baulch, D. L., Cox, R. A., Crowley, J. N., Hampson, R. F., Hynes, R. G., Jenkin, M. E., Rossi, M. J., Troe, J., and IUPAC Subcommittee: Evaluated kinetic and photochemical data for atmospheric chemistry: Volume II - gas phase reactions of organic species, Atmos. Chem. Phys., 6, 3625-4055, doi:10.5194/acp-6-3625-2006, 2006. (Pubitemid 44369557)
3. Baes, A. U. and Bloom, P. R.: Diffuse Reflectance and Transmission Fourier Transform Infrared (DRIFT) spectroscopy of humic and fulvic acids, Soil Sci. Soc. Am. J., 53, 695-700, 1989. (Pubitemid 20397857)
4. Barrie, L. and Platt, U.: Arctic tropospheric chemistry: An overview, Tellus, 49B, 449-454, 1997.
5. 2, J. Phys. Chem. A, 105, 573-578, 2001.
6. x and ozone, J. Aerosol Sci., 21, 229-232, 1990.
7. Behnke, W. and Zetzsch, C.: Formation of organohalogens from heterogeneous atmospheric chemistry simulated in an aerosol smog chamber, GDCh Monograph, 34, 110-121, 2005.
8. Behnke, W., Elend, M., Krüger, H.-U., and Zetzsch, C.: The Influence of NaBr/NaCl ratio on the bromide-catalysed production of halogenated radicals, J. Atmos. Chem., 34, 87-99, 1999. (Pubitemid 29403542)
9. Bierbach, A., Barnes, I., and Becker, K. H.: Rate coefficients for the gas-phase reactions of bromine radicals with a series of alkenes, dienes, and aromatic hydrocarbons at 298±2 K, Int. J. Chem. Kinet., 28, 565-577, 1996. (Pubitemid 126519279)
10. Boyce, S. D. and Hornig, J. F.: Reaction pathways of trihalomethane formation from the halogenation of dihydroxyaromatic model compounds for humic acid, Environ. Sci. Technol., 17, 202-211, 1983. (Pubitemid 13077075)
11. Buxmann, J., Balzer, N., Bleicher, S., Platt, U., and Zetzsch, C.: Observations of bromine explosions in smog chamber experiments above a model salt pan, Int. J. Chem. Kinet., 44, 312-326, doi:10.1002/kin.20714, 2012.
12. Cai, X. and Griffin, R. J.: Secondary aerosol formation from the oxidation of biogenic hydrocarbons by chlorine atoms, J. Geophys. Res., 111, D14206, doi:10.1029/2005JD006857, 2006. (Pubitemid 46055346)
13. Cai, X., Ziemba, L.D., and Griffin, R. J.: Secondary aerosol formation from the oxidation of toluene by chlorine atoms, Atmos. Environ., 42, 7348-7359, 2008.
14. 2· - radicals with the nanoparticle silica surface and with humic acids: model reactions for the aqueous phase chemistry of the atmosphere, Photochem. Photobiol., 83, 944-951, 2007. (Pubitemid 47087384)
15. Carpenter, L. J., Hopkins, J. R., Jones, C. E., Lewis, A. C., Parthipan, R., Wevill, D. J., Poissant, L., Pilote, M., and Constant, P.: Abiotic source of reactive organic halogens in the sub-arctic atmosphere?, Environ. Sci. Technol., 39, 8812-8816, 2005. (Pubitemid 41636151)
16. Carr, S., Shallcross, D. E., Canosa-Mas, C. E., Wenger, J. C., Sidebottom, H. W., Treacy, J. J., and Wayne, R. P.: A kinetic and mechanistic study of the gas-phase reactions of OH radicals and Cl atoms with some halogenated acetones and their atmospheric implications, Phys. Chem. Chem. Phys., 5, 3874-3883, 2003.
17. Coeur-Tourneur, C., Tomas, A., Guilloteau, A., Henry, F., Ledoux, F., Visez, N., Riffault, V., Wenger, J. C., and Bedjanian, Y.: Aerosol formation yields from the reaction of catechol with ozone, Atmos. Environ., 43, 2360-2365, 2009.
18. Enami, S., Vecitis, C. D., Cheng, J., Hoffmann, M. R., and Colussi, A. J.: Global inorganic source of atmospheric bromine, J. Phys. Chem. A, 111, 8749-8752, 2007. (Pubitemid 47497588)
19. Evans, J. C., Lo, G. Y. S., and Chang, Y. L.: The vibrational spectra of acetyl hypochlorite, Spectrochim. Acta, 21, 973-979, 1965.
20. Fahimi, I. J., Keppler, F., and Schöler, H. F.: Formation of chloroacetic acids from soil, humic acid and phenolic moieties, Chemosphere, 52, 513-420, 2003.
21. Finlayson-Pitts, B. J.: The tropospheric chemistry of sea salt: A molecular-level view of the chemistry of NaCl and NaBr, Chem. Rev., 103, 4801-4822, 2003.
22. 2 and BrCl in surface ozone destruction at polar sunrise, Science, 291, 471-474, 2001. (Pubitemid 32097068)
23. 2 production from the heterogeneous reaction of gas-phase OH with aqueous salt solutions: Impacts of acidity, halide concentration, and organic surfactants, J. Phys. Chem. A, 110, 10456-10464, 2006. (Pubitemid 44412536)
24. Gallard, H. and von Gunten, U.: Chlorination of natural organic matter: kinetics of chlorination and of THM formation, Water Res., 36, 65-74, 2002. (Pubitemid 33039580)
25. George, I. J. and Abbatt, J. P. D.: Heterogeneous oxidation of atmospheric aerosol particles by gas-phase radicals, Nature Chemistry, 2, 713-722, 2010.
26. Helas, G. and Wilson, S. R.: On sources and sinks of phosgene in the troposphere, Amos. Environ., 26A, 2975-2982, 1992. (Pubitemid 23375582)
27. Holzinger, R., Kasper-Giebl, A., Staudinger, M., Schauer, G., and Röckmann, T.: Analysis of the chemical composition of organic aerosol at the Mt. Sonnblick observatory using a novel high mass resolution thermal-desorption proton-transfer-reaction mass-spectrometer (hr-TD-PTR-MS), Atmos. Chem. Phys., 10, 10111-10128, doi:10.5194/acp-10-10111-2010, 2010.
28. Huang, W.-J., Chen, L.-Y., and Peng, H.-S.: Effect of NOM characteristics on brominated organics formation by ozonation, Environ. Int., 29, 1049-1055, 2004. (Pubitemid 38145695)
29. Huber, S. G., Kotte, K., Schöler, H. F., and Williams, J.: Natural abiotic formation of trihalomethanes (THM) in soil: Results from laboratory studies and field samples, Environ. Sci. Technol., 43, 4934-4939, 2009.
30. Hurley, M. D., Wallington, T. J., Sulbaek Andersen, M. P., Ellis, D. A., Martin, J. W., and Mabury, S. A.: Atmospheric chemistry of fluorinated alcohols: Reaction with Cl atoms and OH radicals and atmospheric lifetimes, J. Phys. Chem. A, 108, 1973-1979, 2004.
31. 3 reaction: influence of particle acidity on aerosol yields and products, Atmos. Environ., 38, 761-773, 2004. (Pubitemid 37550048)
32. Ishikawa, T., Sato, T., Ose, Y., and Nagase, H.: Reaction of chlorine and bromine with humic substance, Sci. Total Environ., 54, 185-194, 1986.
33. Jobson, B. T., Niki, H., Yokouchi, Y., Bottenheim, J., Hopper, F., and Leaitch, R.: Measurements of C2-C6 hydrocarbons during the Polar Sunrise 1992 Experiment: Evidence for Cl atom and Br atom chemistry, J. Geophys. Res., 99, 25355-25368, 1994.
34. Jonsson, A. M., Hallquist, M., and Saathoff, H.: Volatility of secondary organic aerosols from the ozone initiated oxidation of α-pinene and limonene, J. Aerosol Sci., 38, 843-852, 2007. (Pubitemid 47268464)
35. Karlsson, R. S., Szente, J. J., Ball, C., and Maricq, M. M.: Homogeneous aerosol formation by the chlorine atom initiated oxidation of toluene, J. Phys. Chem. A, 105, 82-96, 2001.
36. Kopetzky, R. and Palm, W.-U.: Formation of halogenated compounds from humic acids in saline solutions, Institut für Ökologie und Umweltchemie - Universität Lüneburg, Lüneburg, 2006.
37. Kortüm, G. and Oelkrug, D.: Reflexionsspektren fester Stoffe, Naturwissenschaften, 53, 600-609, 1966.
38. Kroll, J. H., Donahue, N. M., Jimenez, J. L., Kessler, S. H., Canagaratna, M. R., Wilson, K. R., Altieri, K. E., Mazzoleni, L. R., Wozniak, A. S., Bluhm, H., Mysak, E. R., Smith, J. D., Kolb, C. E., and Worsnop, D. R.: Carbon oxidation state as a metric for describing the chemistry of atmospheric organic aerosols, Nature Chemistry, 3, 133-139, 2011.
39. March, J.: Advanced organic chemistry, John Wiley & Sons, New York, 1992.
40. 2 + BrO, J. Geophys. Res., 99, 22949-22954, doi:10.1029/94JD02144, 1994.
41. Moise, T. and Rudich, Y.: Uptake of Cl and Br by organic surfaces - A perspective on organic aerosols processing by tropospheric oxidants, Geophys. Res. Lett., 28, 4083-4086, 2001. (Pubitemid 33122456)
42. Mok, K. M., Wong, H., and Fan, X. J.: Modeling bromide effects on the speciation of trihalomethanes formation in chlorinated drinking water, Global Nest J., 7, 1-16, 2005.
43. Mosher, B. W., Winkler, P., and Jaffrezo, J. L.: Seasonal aerosol chemistry at Dye 3, Greenland, Atmos. Environ., 27A, 2761-2772, 1993.
44. Nolting, W., Behnke, W., and Zetzsch, C.: A smog chamber for studies of reactions of terpenes and alkanes with ozone and OH, J. Atmos. Chem., 6, 47-59, 1988. (Pubitemid 18025849)
45. Nordmeyer, T., Wang, W., Ragains, M. L., Finlayson-Pitts, B. J., Spicer, C. W., and Plastridge, R. A.: Unique products of the reaction of isoprene with atomic chlorine: Potential markers of chlorine atom chemistry, Geophys. Res. Lett., 24, 1615-1618, 1997.
46. Norwood, D. L., Johnson, J. D., Christman, R. F., Hass, J. R., and Bobenrieth, M. J.: Reactions of chlorine with selected aromatic models of aquatic humic material, Environ. Sci. Technol., 14, 187-190, 1980. (Pubitemid 10175729)
47. Ofner, J.: Secondary organic aerosol & atmospheric halogen species, Südwestdeutscher Verlag für Hochschulschriften, Saarbrücken, 2011.
48. Ofner, J., Krüger, H.-U., Zetzsch, C., and Grothe, H.: Direct deposition of aerosol particles on an ATR crystal for FTIR spectroscopy using an electrostatic precipitator, Aerosol Sci. Technol., 43, 1-5, 2009.
49. Ofner, J., Krüger, H.-U., and Zetzsch, C.: Time resolved infrared spectroscopy of formation and processing of secondary organic aerosols, Z. Phys. Chem., 224, 1171-1183, 2010.
50. Ofner, J., Krüger, H.-U., Grothe, H., Schmitt-Kopplin, P., Whitmore, K., and 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., 11, 1-15, doi:10.5194/acp-11-1-2011, 2011.
51. Orlando, J. J., Tyndall, G. S., Apel, E. C., Riemer, D. D., and Paulson, S. E.: Rate coefficients and mechansims of the reaction of Cl-atoms with a series of unsaturated hydrocarbons under atmospheric conditions, Int. J. Chem. Kinet., 35, 334-353, 2003.
52. Pink, J. M. and Stewart, R.: Mechanism of oxidative decarboxylation of α-hydroxy acids by bromine water. Part I. Oxidation in neutral and alkaline medium, Can. J. Chemistry, 49, 649-653, 1971.
53. Platt, U.: Reactive halogen species in the mid-latitude troposphere - recent discoveries, Water Air Soil Poll., 123, 229-244, 2000.
54. Platt, U. and Hönninger, G.: The role of halogen species in the troposphere, Chemosphere, 52, 325-338, 2003. (Pubitemid 36612866)
55. 3, ClO, BrO and IO in the troposphere, Faraday Discuss., 100, 175-198, 1996.
56. Platt, U. and Stutz, J.: Differential Optical Absorption Spectroscopy, Springer Verlag, Heidelberg, 2008.
57. Rahn, K. A., Borys, R. D., Butler, E. L., and Duce, R. A.: Gaseous and particulate halogens in the New York City atmosphere, Ann. NY Acad. Sci., 322, 143-151, 1979.
58. Ramacher, B., Orlando, J. J., and Tyndall, G. S.: Temperature-dependent rate coefficient measurements for the reaction of bromine atoms with a series of aldehydes, Int. J. Chem. Kinet., 32, 460-465, 2000.
59. Rontu, N. and Vaida, V.: Vibrational spectroscopy of perfluorocar-boxylic acids from the infrared to the visible regions, J. Phys. Chem. B, 112, 276-282, 2008. (Pubitemid 351184600)
60. Rossi, M. J.: Heterogeneous reactions on salts, Chem. Rev., 103, 4823-4882, 2003.
61. Rudich, Y.: Laboratory perspectives on the chemical transformations of organic matter in atmospheric particles, Chem. Rev., 103, 5097-5124, 2003.
62. Saathoff, H., Naumann, K.-H., Möhler, O., Jonsson, Å. M., Hallquist, M., Kiendler-Scharr, A., Mentel, Th. F., Tillmann, R., and Schurath, U.: Temperature dependence of yields of secondary organic aerosols from the ozonolysis of α-pinene and limonene, Atmos. Chem. Phys., 9, 1551-1577, doi:10.5194/acp-9-1551-2009, 2009.
63. Sax, M., Zenobi, R., Baltensperger, U., and Kalberer, M.: Time resolved infrared spectroscopic analysis of aerosol formed by photo-oxidation of 1, 3, 5-trimethylbenzene and α-pinene, Aerosol Sci. Technol., 39, 822-830, 2005. (Pubitemid 41611559)
64. Schmitt-Kopplin, Ph., Gelencsér, A., Dabek-Zlotorzynska, E., Kiss, G., Hertkorn, N., Harir, M., Hong Y., and Gebefügi, I.: Analysis of the unresolved organic fraction in atmospheric aerosols with ultrahigh resolution mass spectrometry and nuclear magnetic resonance spectroscopy: Organosulfates as photochemical smog constituents, Anal Chem., 82, 8017-8026, 2010.
65. Schöler, H.-F. and Thiemann, W.: Natural formation of trihalomethanes in the marine and terrestrial environment, GDCh Monograph, 34, 122-131, 2005.
66. Shell, P. S. and May, D. D.: Ground- and excited-state carboxylate radical chain carriers. Radical chain substitution reactions with acyl hypohalites, J. Am. Chem. Soc., 105, 3999-4008, 1983.
67. Shevchenko, L. L.: Infrared spectra of salts and complexes of carboxylic acids and some of their derivatives, Russ. Chem. Rev., 32, 201-207, 1963.
68. Shimanouchi, T.: Tables of molecular vibrational frequencies: Consolidated Volume I, Nat. Stand. Ref. Data Ser., Nat. Bur. Stand. (US), 39, 164 pp., 1972.
69. Siebert, H.: Anwendungen der Schwingungsspektroskopie in der anorganischen Chemie, Springer Verlag Berlin-Heidelberg-New York, 1966.
70. Simpson, W. R., von Glasow, R., Riedel, K., Anderson, P., Ariya, P., Bottenheim, J., Burrows, J., Carpenter, L. J., Frieß, U., Goodsite, M. E., Heard, D., Hutterli, M., Jacobi, H.-W., Kaleschke, L., Neff, B., Plane, J., Platt, U., Richter, A., Roscoe, H., Sander, R., Shepson, P., Sodeau, J., Steffen, A., Wagner, T., and Wolff, E.: Halogens and their role in polar boundary-layer ozone depletion, Atmos. Chem. Phys., 7, 4375-4418, doi:10.5194/acp-7-4375-2007, 2007. (Pubitemid 47325998)
71. Sjostedt, S. J. and Abbatt, J. P. D.: Release of gas-phase halogens from sodium halide substrates: heterogeneous oxidation of frozen solutions and desiccated salts by hydroxyl radicals, Environ. Res. Lett., 3, 045007, doi:10.1088/1748-9326/3/4/045007, 2008.
72. Smoydzin, L. and von Glasow, R.: Do organic surface films on sea salt aerosols influence atmospheric chemistry? - a model study, Atmos. Chem. Phys., 7, 5555-5567, doi:10.5194/acp-7-5555-2007, 2007. (Pubitemid 350076316)
73. Socrates, G.: Infrared characteristic group frequencies, John Wiley & Sons, Chichester-New York-Brisbane-Toronto, 1980.
74. Sörgel, M.: Experimentelle Untersuchung zur Bildung halogenorganischer Verbindungen aus Huminsäuren in Abhängigkeit vom pH-Wert, edited by: Palm, W.-U., Fachbereich Naturwissenschaftliche Technik, Hochschule für Angewandte Wissenschaften, Hamburg, 2007.
75. Tanner, D. D. and Nychka, N.: Radical chain halogenation reactions of chlorine monoxide, J. Am. Chem. Soc., 89, 121-125, 1967.
76. Tas, E., Peleg, M., Pedersen, D. U., Matveev, V., Pour Biazar, A., and Luria, M.: Measurement-based modeling of bromine chemistry in the boundary layer: 1. Bromine chemistry at the Dead Sea, Atmos. Chem. Phys., 6, 5589-5604, doi:10.5194/acp-6-5589-2006, 2006. (Pubitemid 44954234)
77. Tretyakova, N. Y., Lebedev, A. T., and Petrosyan, V. S.: Degradative pathways for aqueous chlorination of orcinol, Environ. Sci. Technol., 28, 606-613, 1994. (Pubitemid 24140742)
78. Uyguner, C. S., Hellriegel, C., Otto, W., and Larive, C. K.: Characterization of humic substances: Implications for trihalomethane formation, Anal. Bioanal. Chem., 378, 1579-1586, 2004. (Pubitemid 40877690)
79. Vione, D., Maurino, V., Minero, C., Calza, P., and Pelizzetti, E.: Phenol chlorination and photochlorination in the presence of chloride ions in homogeneous aqueous solutions, Environ. Sci. Technol., 39, 5066-5075, 2005.
80. Vione, D., Maurino, V., Man, S. C, Khanra, S., Arsene, C, Olariu, R.-I., and Minero, C: Formation of organobrominated compounds in the presence of bromide under simulated atmospheric aerosol conditions, Chemsuschem, 1, 197-204, 2008.
81. Von Glasow, R. and Crutzen, P. J.: Tropospheric halogen chemistry, Treatise Geochem., 4, 21-64, 2004.
82. Voudrias, E. A. and Reinhard, M.: Reactivities of hypochlorous and hypobromous acid, chlorine monoxide, hypobromous acidium ion, chlorine, bromine, and bromine chloride in electrophilic aromatic substitution reactions with p-xylene in water, Environ. Sci. Technol.,22, 1049-1056, 1988.
83. Voudrias, E. A., Larson, R. A., and Snoeyink, V. L.: Effects of activated carbon on the reactions of free chlorine with phenols, Environ. Sci. Technol., 19, 441-449, 1985. (Pubitemid 15064232)
84. Wagner, T., Ibrahim, O., Sinreich, R., Frieß, U., von Glasow, R., and Platt, U.: Enhanced tropospheric BrO over Antarctic sea ice in mid winter observed by MAX-DOAS on board the research vessel Polarstern, Atmos. Chem. Phys., 7, 3129-3142, doi:10.5194/acp-7-3129-2007, 2007. (Pubitemid 46960925)
85. Wallington, T. J., Skewes, L. M., Siegl, W. O., and Japar, S. M.: A relative rate study of the reaction of bromine atoms with a variety of organic compounds at 295K, Int. J. Chem. Kinet, 21, 1069-1076, 1989.
86. Wentworth, G. R. and Al-Abadleh, H. A.: DRIFTS studies on the photosensitized transformation of gallic acid by iron(III) chloride as a model for HULIS in atmospheric aerosols, Phys. Chem. Chem. Phys., 13, 6507-6516, 2011.
87. Wu, H., Mu, Y., Zhang, X., and Jiang, G.: Relative rate constants for the reactions of hydroxyl radicals and chlorine atoms with a series of aliphatic alcohols, Int. J. Chem. Kinet., 35, 81-87, 2003.
88. 10 in Beijing, China, Atmos. Environ., 39, 4119-4128, 2005.
89. x, Atmos. Environ., 42, 5044-5060, 2008.
90. +-electrophilic substituent constants for mono- and polysub-stituted benzene, XVth Informal Conference on Photochemistry, Stanford, USA, 27 June-1 July 1982.
91. Zetzsch, C. and Behnke, W.: Heterogeneous photochemical sources of atomic Cl in the troposphere, Ber. Bunsenges. Phys. Chem., 96, 488-493, 1992.
92. Zetzsch, C. and Behnke, W.: Heterogeneous reactions of chlorine compounds, NATO ASI Series, 17, 291-306, 1993.
93. Zetzsch, C, Pfahler, G., and Behnke, W.: Heterogeneous formation of chlorine atoms from NaCl in a photosmog system, J. Aerosol Sci., 19, 1203-1206, 1988.