Heterogeneous reactions of methacrolein and methyl vinyl ketone: Kinetics and mechanisms of uptake and ozonolysis on silicon dioxide

Journal of Geophysical Research Atmospheres

Volumn 113, Issue 22, 2008, Pages

  Chen, Z M ^a   Jie, C Y ^a   Li, S ^a   Wang, H L ^a   Wang, C X ^a   Xu, J R ^a   Hua, W ^a  

^a PEKING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; ATMOSPHERIC CHEMISTRY; DESORPTION; KETONES; OZONE; SILICA; TROPOSPHERE;

ADSORPTION; ATMOSPHERIC CHEMISTRY; ISOPRENE; OXIDATION; OZONE; RELATIVE HUMIDITY; SILICON; TROPOSPHERE; WATER VAPOR;

EID: 58849132864     PISSN: 01480227     EISSN: None     Source Type: Journal    
DOI: 10.1029/2007JD009754     Document Type: Article

References (84)

1. Andreae, M. O., and P. J. Crutzen (1997), Atmospheric aerosols: Biogeochemical sources and role in atmospheric chemistry, Science, 276(5315), 1052-1058.
2. Aschman, S. M., and R. Atkinson (1994), Formation yields of methyl vinyl ketone and methacrolein from the gas-phase reaction of O3 with isoprene, Environ. Sci. Technol., 28(8), 1539-1542.
3. Atkinson, R. (1990), Gas-phase tropospheric chemistry of organic compounds: A review, Atmos. Environ., 24, 1-216.
4. Atkinson, R., and J. Arey (2003), Atmospheric degradation of volatile organic compounds, Chem. Rev, 103, 4605-4683.
5. Atkinson, R., S. M. Aschmann, J. Arey, and B. Shorees (1992), Formation of OH radicals in the gas-phase reactions of O3 with a series of terpenes, J. Geophys. Res., 97(D5), 6065-6073.
6. Baltensperger, U., M. Ammann, M. Kalberer, and H. M. Gäggeler (1996), Chemical reactions on aerosol surfaces: Concept and methods, J. Aerosol Sci., 27(1), 651-652.
7. Biesenthal, T. A., and P. B. Shepson (1997), Observations of anthropogenic inputs of the isoprene oxidation products methyl vinyl ketone and methacrolein to the atmosphere, Geophys. Res. Lett., 24(11), 1375-1378.
8. Biesenthal, T. A., Q. Wu, P. B. Shepson, H. A. Wiebe, K. G. Anlauf, and G. I. Mackay (1997), A study of relationships between isoprene, its oxidation products, and ozone, in the Lower Fraser Valley, BC, Atmos. Environ., 31(14), 2049-2058.
9. Brewer, D. A., M. A. Ogliaruso, T. R. Augustsson, and J. S. Levine (1984), The oxidation of isoprene in the troposphere: Mechanism and model calculations, Atmos. Environ., 12, 2723-2744.
10. Carlos-Cuellar, S., P. Li, A. P. Christensen, B. J. Krueger, C. Burrichter, and V. H. Grassian (2003), Heterogeneous uptake kinetics of volatile organic compounds on oxide surfaces using a Knudsen cell reactor: Adsorption of acetic acid, formaldehyde, and methanol on alpha-Fe2O3, alpha-Al2O3, and SiO2, J. Phys. Chem. A, 107(21), 4250-4261.
11. Chen, Z. M., and C. X. Wang (2006), Rate constants of the gas-phase reactions of CH3OOH With O3 and NOx at 293 K, Chem. Phys. Lett., 424, 233-238.
12. Chen, Z. M., S. Li, F. Shi, and X. Y. Tang (2003), Study on the yield of peroxides from atmospheric reaction of CH3C (O)CH = CH2 with O3 by long path FTIR, Spectrose. Spectral Anal., 23(4), 742-744.
13. Chen, Z. M., H. L. Wang, L. H. Zhu, C. X. Wang, C. Y. Jie, and W. Hua (2008), Aqueous-phase ozonolysis of methacrolein and methyl vinyl ketone: A potentially important source of atmospheric aqueous oxidants, Atmos. Chem. Phys., 8, 2255-2265.
14. Chuong, B., and P. Stevens (2004), Measurements of the kinetics of the OH-initiated oxidation of methyl vinyl ketone and methacrolein, Int. J. Chem. Kinet., 36, 12-25.
15. Demore, W. B., J. J. Margitan, M. J. Molina, R. T. Watson, R. F. Hampson, M. J. Kurylo, D. M. Golden, C. J. Howard, and A. R. Ravishankara (1985), Chemical Kinetics and Photochemical Data for Use in Stratospheric Modeling, Evaluation Number 7, JPL Publication, September 15.
16. Dentener, F. J., G. R. Carmichael, Y. Zhang, J. Lelieved, and P. J. Crutzen (1996), Role of mineral aerosol as a reactive surface in the global troposphere, J. Geophys. Res., 101(D17), 22869-22889.
17. Di Carlo, P., et al. (2004), Missing OH reactivity in a forest: Evidence for unknown reactive biogenic VOCs, Science, 304(5671), 722-725.
18. Doyle, M., K. G. Sexton, H. Jeffries, K. Bridge, and I. Jaspers (2004), Effects of 1,3-butadiene, isoprene, and their photochemical degradation products on human lung cells, Environ. Health Perspect., 112(15), 1488-1495.
19. Fairlie, T. D., D. J. Jacob, and R. J. Park (2007), The impact of transpacific transport of mineral dust in the United States, Atmos. Environ., 41, 1251-1266.
20. Finlayson-Pitts, B. J. (2000), Chemistry of the Upper and Lower Atmosphere - Theory, Experiments, and Applications, Academic Press, New York.
21. Gierczak, T., J. B. Burkholder, R. K. Talukdar, A. Mellouki, S. B. Barone, and A. R. Ravishankara (1997), Atmospheric fate of methyl vinyl ketone and methacrolein, J. Photochem. Photobiol., A, 110, 1-10.
22. González-Labrada, E., R. Schmidt, and C. E. DeWolf (2007), Kinetic analysis of the ozone processing of an unsaturated organic monolayer as a model of an aerosol surface, Phys. Chem. Chem. Phys., 9, 5814-5821.
23. Goss, K. U. (1992), Effects of temperature and relative humidity on the sorption of organic vapors on quartz sand, Environ. Sci. Technol., 26, 2287-2294.
24. Goss, K. U., and S. J. Eisenreich (1996), Adsorption of VOCs from the gas phase to different minerals and mineral mixtures, Environ. Sci. Technol., 30(7), 2135-2142.
25. Griffin, R., D. Cocker, R. Flagan, and J. Seinfeld (1999), Organic aerosol formation from the oxidation of biogenic hydrocarbons, J. Geophys. Res., 104(D3), 3555-3567.
26. Grosjean, D., E. L. Williams, and E. Grosjean (1993), Atmospheric chemistry of isoprene and its carbonyl products, Environ. Sci. Technol., 27, 830-840.
27. Gu, C., C. M. Rynard, D. G. Hendry, and T. Mill (1985), Hydroxyl radical oxidation of isoprene, Environ. Sci. Technol., 19, 151-155.
28. Guenther, A., T. Karl, P. Harley, C. Wiedinmyer, P. I. Palmer, and C. Geron (2006), Estimates of global terrestrial isoprene emissions using MEGAN (Model of Emissions of Gases and Aerosols from Nature), Atmos. Chem. Phys., 6, 3181-3210.
29. Gurtner, G. H., I. S. Farrukh, N. F. Adkinson, A. M. Sciuto, J. M. Jacobson, and J. R. Michael (1987), The role of archidonate mediators in peroxide-induced lung injury, Am. Rev. Respir. Dis., 136(2), 480-483.
30. Hair, M. L. (1967), Infrared Spectroscopy in Surface Chemistry, Marcel Dekker Press, New York.
31. Hanisch, F., and J. N. Crowley (2001), Heterogeneous reactivity of gaseous nitric acid on Al2O3, CaCO3, and atmospheric dust samples: A Knudsen cell study, J. Phys. Chem. A, 105(13), 3096-3106.
32. Horie, O., P. Neeb, and G. K. Moortgat (1997), The reactions of the Criegee intermediate CH3CHOO in the gas-phase ozonolysis of 2-butene isomers, Int. J. Chem. Kinet., 29, 461-468.
33. Japar, S. M., C. H. Wu, and H. Niki (1976), Effect of molecular oxygen on the gas phase kinetics of the ozonolysis of olefins, J. Phys. Chem., 80(19), 2057-2062.
34. Jenkin, M. E., and K. C. Clemitshaw (2000), Ozone and other secondary photochemical pollutants: Chemical processes governing their formation in the planetary boundary layer, Atmos. Environ., 34(16), 2499-2527.
35. Jonsson, A., K. A. Persson, and V. Grigoriadis (1985), Measurements of some low molecular-weight oxygenated, aromatic, and chlorinated hydrocarbons in ambient air and in vehicle emissions, Environ. Int., 11, 383-392.
36. Lee, A. K. Y., and C. K. Chan (2007), Heterogeneous reactions of linoleic acid and linolenic acid particles with ozone: Reaction pathways and changes in particle mass, hygroscopicity, and morphology, J. Phys. Chem. A, 111(28), 6285-6295.
37. Li, S., Z. M. Chen, K. S. Shao, and X. Y. Tang (1997), Study of atmospheric reaction between isoprene and O3, Chin. J. Environ. Sci., 18(5), 10-15.
38. Li, S., Z. M. Chen, Z. R. Liu, K. S. Shao, and X. Y. Tang (1999), An experimental study for atmospheric chemistry of isoprene with OH radicals in the presence of NOx, Acta Sci. Nat. Univ. Pek., 35(4), 529-534.
39. Li, P., K. A. Perreau, E. Covington, C. H. Song, G. R. Carmichael, and V. H. Grassian (2001), Heterogeneous reactions of volatile organic compounds on oxide particles of the most abundant crustal elements: Surface reactions of acetaldehyde, acetone, and propionaldehyde on SiO2, Al2O3, Fe2O3, TiO2, and CaO, J. Geophys. Res., 106(D6), 5517-5529.
40. Li, L., Z. M. Chen, Y. H. Zhang, T. Zhu, J. L. Li, and J. Ding (2006), Kinetics and mechanism of heterogeneous oxidation of sulfur dioxide by ozone on surface of calcium carbonate, Atmos. Chem. Phys., 6, 2453-2464.
41. Li, L., Z. M. Chen, Y. H. Zhang, T. Zhu, S. Li, H. J. Li, L. H. Zhu, and B. Y. Xu (2007), Heterogeneous oxidation of sulfur dioxide by ozone on the surface of sodium chloride and its mixtures with other components, J. Geophys. Res., 112, D18301, doi:10.1029/2006JD008207.
42. Little, L. H. (1966), Infrared Spectra of Adsorhed Species, Academic Press, London.
43. Martinez, R. I., J. T. Herron, and R. E. Huie (1981), The mechanism of ozone-alkene reactions in the gas phase. A mass spectrometric study of the reactions of eight linear and branched-chain alkenes, J. Am. Chem. Soc., 103(13), 3807.
44. Matthews, J., A. Sinha, and J. S. Francisco (2005), The importance of weak absorption features in promoting tropospheric radical production, Proc. Natl. Acad. Sci. U. S. A., 102(21), 7449-7452.
45. McIntire, T. M., A. S. Leab, D. J. Gasparb, N. Jaitlyb, Y. Dubowskic, Q. Lia, and B. J. Finlayson-Pitts (2005), Unusual aggregates from the oxidation of alkene self-assembled monolayers: A previously unrecognized mechanism for SAM ozonolysis?, Phys. Chem. Chem. Phys., 7, 3605-3609.
46. Moise, T., and Y. Rudich (2000), Reactive uptake of ozone by proxies for organic aerosols: Surface versus bulk processes, J. Geophys. Res., 105(D11), 14,667-14,676.
47. Molina, M. J., and L. T. Molina (1996), Environmental chemistry (gas and gas-solid interactions): The role of physical chemistry, J. Phys. Chem., 100, 12,888-12,896.
48. Montzka, S. A., M. Trainer, P. D. Goldan, W. C. Kuster, and F. C. Fehsenfeld (1993), Isoprene and its oxidation-products, methyl vinyl ketone and methacrolein, in the rural troposphere, J. Geophys. Res., 98(D1), 1101-1111.
49. Montzka, S. A., M. Trainer, W. M. Angevine, and F. C. Fehsenfeld (1995), Measurements of 3-methyl furan, methyl vinyl ketone, and methacrolein at a rural forested site in the southeastern United States, J. Geophys. Res., 100(D6), 11,393-11,401.
50. Nangia, P. S., and S. W. Benson (1980), The kinetics of the interaction of peroxy radicals. II: Primary and secondary alkyl peroxy, Int. J. Chem. Kinet., 12(1), 43-53.
51. Neeb, P., O. Horie, and G. K. Moortgat (1996), Gas-phase ozonolysis of ethene in the presence of hydroxylic compounds, Int. J. Chem. Kinet., 28, 721-730.
52. Neeb, P., A. Kolloff, S. Koch, and G. K. Moortgat (1998), Rate constants for the reactions of methylvinyl ketone, methacrolein, methacrylic acid, and acrylic acid with ozone, Int. J. Chem. Kinet., 30, 769-776.
53. Niki, H., P. D. Maker, C. M. Savage, L. P. Breitenbach, and M. D. Hurley (1987), FTIR spectroscopic study of the mechanism for the gas-phase reaction between ozone and tetramethylethylene, J. Phys. Chem., 91, 941-946.
54. Okamura, J. P., and D. T. Sawyer (1973), Gas chromatographic studies of sorptive interactions of normal and halogenated hydrocarbons with water-modified soil, silica, and chromosorb W, Anal. Chem., 45(1), 80-84.
55. Orlando, J. J., and G. S. Tyndall (2002), Mechanisms for the reactions of OH with two unsaturated aldehydes: Crotonaldehyde and acrolein, J. Phys. Chem. A, 106, 12,252-12,259.
56. Pandis, S. N., and J. H. Seinfeld (1999), Atmospheric Chemistry and Physics: Air Pollution to Climate Change, John Wiley Press, New York.
57. Park, J., A. L. Gomez, M. L. Walser, A. Lin, and S. A. Nizkorodov (2006), Ozonolysis and photolysis of alkene-terminated self-assembled monolayers on quartz nanoparticles: Implications for photochemical aging of organic aerosol particles, Phys. Chem. Chem. Phys., 8, 2506-2512.
58. Paulson, S. E., R. C. Flagan, and J. H. Seinfeld (1992), Atmospheric photooxidation of isoprene. Part I: The hydroxyl radical and ground state atomic oxygen reactions, Int. J. Chem. Kinet., 24, 79-101.
59. Phadnis, M. J., and G. R. Carmichael (2000), Numerical investigation of the influence of mineral dust on the tropospheric chemistry of East Asia, J. Atmos. Chem., 36, 285-323.
60. Ravetta, F., et al. (2001), Experimental evidence for the importance of convected methylhydroperoxide as a source of hydrogen oxide (HOx) radicals in the tropical upper troposphere, J. Geophys. Res., 106(D23), 32,709-32,716.
61. Ravishankara, A. R. (1997), Heterogeneous and multiphase chemistry in the troposphere, Science, 276(5315), 1058-1065.
62. Sauer, F., C. Schafer, P. Neeb, O. Horie, and G. K. Moortgat (1999), Formation of hydrogen peroxide in the ozonolysis of isoprene and simple alkenes under humid conditions, Atmos. Environ., 33(2), 229-241.
63. Seinfeld, J. H., and S. N. Pandis (1998), From Air Pollution to Climate Change, John Wiley and Sons Press, New York.
64. Simpson, D., et al. (1999), Inventorying emissions from nature in Europe, J. Geophys. Res., 104(D7), 8113-8152.
65. Singh, H. B., and P. Zimmerman (1992), Atmospheric distribution and sources of nonmethane hydrocarbon, in Gaseous Pollutants Characterization and Cycles, edited by J. D. Nriagu, pp. 117-235, Wiley, New York.
66. Smith, G. D., E. Woods III, C. L. DeForest, T. Baer, and R. E. Miller, (2002), Reactive uptake of ozone by oleic acid aerosol particles: Application of single-particle mass spectrometry to heterogeneous reaction kinetics, J. Phys. Chem. A, 106, 8085-8095.
67. Starn, T. K., P. B. Shepson, S. B. Bertman, J. S. White, B. G. Splawn, D. D. Riemer, R. G. Zika, and K. Olszyna (1998), Observations of isoprene chemistry and its role in ozone production at a semirural site during the 1995 Southern Oxidants Study, J. Geophys. Res., 103(D17), 22,425-22,435.
68. Stroud, C. A., et al. (2001), Isoprene and its oxidation products, methacrolein and methylvinyl ketone, at an urban forested site during the 1999 Southern Oxidants Study, J. Geophys. Res., 106(D8), 8035-8046.
69. Takei, T., K. Kato, A. Meguro, and M. Chikazawa (1999), Infrared spectra of geminal and novel triple hydroxyl groups on silica surface, Colloids Surf., A, 150, 77-84.
70. Thamm, J., S. Wolff, W. V. Turner, S. Gäb, W. Thomas, F. Zabel, E. H. Fink, and,K. H. Becker (1996), Proof of the formation of hydroperoxymethyl formate in the ozonolysis of ethene: Synthesis and FT-IR spectra of the authentic compound, Chem. Phys. Lett., 258, 155-158.
71. Thomas, E. R., G. J. Frost, and Y. Rudich (2001), Reactive uptake of ozone by proxies for organic aerosols: Surface-bound and gas-phase products, J. Geophys. Res., 106(D3), 3045-3056.
72. Tie, X., S. Madronich, S. Walters, D. P. Edwards, P. Giroux, N. Mahowald, R. Y. Zhang, C. Lou, and G. Brasseur (2005), Assessment of the global impact of aerosols on tropospheric oxidants, J. Geophys. Res., 110, D03204, doi:10.1029/2004JD005359.
73. Tuazon, E. C., and R. Atkinson (1990), A product study of the gas-phase reaction of isoprene with the OH radical in the presence of NOx, Int. J. Chem. Kinet., 22, 1221-1236.
74. Usher, C. R., A. E. Michel, and V. H. Grassian (2003), Reactions on mineral dust, Chem. Rev., 103(12), 4883-4939.
75. Van Curen, R., and T. Cahill (2002), Asian aerosols in North America: Frequency and concentration of fine dust, J. Geophys. Res., 107(D24), 4804, doi:10.1029/2002JD002204.
76. Wang, C. X., and Z. M. Chen (2006), Effect of CH3OOH on the atmospheric concentration of OH radicals, Prog. Nat. Sci., 16(11), 1141-1149.
77. Wolff, S., A. Boddenberg, J. Thamm, W. V. Turner, and S. Gäb (1997), Gas-phase ozonolysis of ethene in the presence of carbonyloxide scavengers, Atmos. Environ., 31, 2965-2969.
78. Wuebbles, D. J., H. Lei, and J. Lin (2007), Intercontinental transport of aerosols and photochemical oxidants from Asia and its consequences, Environ. Pollut., 150, 65-84.
79. Xiao, H., G. R. Carmichael, J. Durchenwald, D. Thornton, and A. Bandy (1997), Long-range transport of SOx and dust in East Asia during the PEM B Experiment, J. Geophys. Res., 102(D23), 28,589-28,612.
80. Xu, J. R., and Z. M. Chen (2005), Determination of peroxides in environmental samples by high performance liquid chromatography with fluorescence detection, Chin. J. Chromatogr., 23(4), 366-369.
81. Xu, Y. K., and M. S. Zhan (2003), Preparation and characterization of nano-SiO2/PI on-target hybrid composite films, J. Aeronaut. Mater., 23(2), 33-38.
82. Yokouchi, Y. (1994), Seasonal and diurnal-variation of isoprene and its reaction-products in a semirural area, Atmos. Environ., 28, 2651-2658.
83. Yu, J. Z., H. E. Jeffries, and R. M. Lelacheur (1995), Identifying airborne carbonyl-compounds in isoprene atmospheric photooxidation products by their PFBHA oximes using gas-chromatography ion-trap mass-spectrometry, Environ. Sci. Technol., 29(8), 1923-1932.
84. Zahardis, J., and G. A. Petrucci (2007), The oleic acid-ozone heterogeneous reaction system: Products, kinetics, secondary chemistry, and atmospheric implications of a model system - A review, Atmos. Chem. Phys., 7, 1237-1274.