环境与化学工程

大气中二羰基化合物及其生成的二次有机气溶胶

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  • 上海大学环境与化学工程学院环境污染与健康研究所, 上海200444
冯艳丽(1974—), 女, 研究员, 博士, 研究方向为大气中的羰基化合物. E-mail: fengyanli@shu.edu.cn

收稿日期: 2016-01-16

  网络出版日期: 2016-04-30

基金资助

国家自然科学基金资助项目(41173098)

Dicarbonyl compounds and formation secondary organic aerosol in atmosphere

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  • Institute of Environmental Pollution and Health, School of Environmental and Chemical Engineering, Shanghai University, Shanghai 200444, China

Received date: 2016-01-16

  Online published: 2016-04-30

摘要

二次有机气溶胶(secondary organic aerosol, SOA)对大气灰霾的贡献是当前大气化学研究的热点. 二羰基化合物(乙二醛和甲基乙二醛)是大气光化学反应的中间产物, 可以通过多种途径形成SOA, 对SOA的形成和总量增加有重要的贡献. 大气中二羰基化合物主要来源于生物源(如异戊二烯)和人为源(如乙炔)等挥发性有机物的氧化. 二羰基化合物可通过气粒分配(可逆过程)形成SOA, 也可被云、雾或水相气溶胶吸收, 发生水合、聚合、氧化等反应,生成的低挥发性产物留在颗粒相中生成SOA(不可逆过程). 目前常用的二羰基化合物检测方法是利用衍生化试剂与二羰基化合物反应生成衍生物, 经溶剂洗脱后再用气相色谱-质谱(gas chromatography-mass spectrometry, GC/MS)仪进行分析.

本文引用格式

周欢, 冯艳丽, 姜知明, 仇奕沁, 张文盛 . 大气中二羰基化合物及其生成的二次有机气溶胶[J]. 上海大学学报(自然科学版), 2016 , 22(2) : 159 -171 . DOI: 10.3969/j.issn.1007-2861.2016.01.012

Abstract

Contribution of secondary organic aerosol (SOA) to atmospheric haze is a hot topic in atmospheric chemistry. Dicarbonyl compounds (glyoxal and methylglyoxal) are intermediate products in atmospheric photochemical reactions, greatly contributing to the formation and growth of SOA. Dicarbonyl compounds in the atmosphere mainly come from biogenic sources such as isoprene and anthropogenic source such as acetylene and other volatile organic compounds oxidation. Dicarbonyl compounds can form SOA by gas particle partitioning, which is a reversible process. Dicarbonyl compounds can produce significant aerosol yields, attributed to hydration, polymerization and oxidation and other reactions to produce low volatile products, which is an irreversible process. A common detection method of dicarbonyl compounds is to use gas chromatography-mass spectrometry (GC/MS) after derivatization.

参考文献

[1] Kanakidou M, Seinfeld J H, Pandis S N, et al. Organic aerosol and global climate modeling: a review [J]. Atmospheric Chemistry and Physics, 2005, 5(4): 1053-1123.
[2] Andreae M O, Crutzen P J. Atmospheric aerosols: biogeochemical sources and role in atmospheric chemistry [J]. Science, 1997, 276: 1052-1058.
[3] Zhang R, Suh I, Zhao J, et al. Atmospheric new particle formation enhanced by organic acids [J]. Science, 2004, 304: 1487-1490.
[4] Huang R J, Zhang Y L, Bozzetti C, et al. High secondary aerosol contribution to particulate pollution during haze events in China [J]. Nature, 2014, 514: 218-222.
[5] Zhang R. Getting to the critical nucleus of aerosol formation [J]. Science, 2010, 328: 1366-1367.
[6] Atkinson R, Baulch D L, Cox R A, et al. Evaluated kinetic and photochemical data for atmospheric chemistry: volume Ⅱ—gas phase reaction of organic species [J]. Atmospheric Chemistry and Physics, 2006, 6: 3625-4055.
[7] Nishino N, Arey J, Atkinson R. Formation yields of glyoxal and methylglyoxal from the gas phase OH radical-initiated reactions of toluene, xylenes, and trimethylbenzenes as a function of NO2 concentration [J]. Journal of Physical Chemistry: Atmospheres, 2010, 114: 10140-10147.
[8] Spaulding R S, Schade G W, Goldstein A H, et al. Characterization of secondary atmospheric photooxidation products: evidence for biogenic and anthropogenic sources [J]. Journal
of Geophysical Research, 2003, DOI: 10.1029/2002JD002478.
[9] Betterton E A, Hoffmann M R. Henry’s law constants of some environmentally important aldehydes [J]. Environmental Science and Technology, 1988, 22: 1415-1418.
[10] Blando J D, Turpin B J. Secondary organic aerosol formation in cloud and fog droplets: a literature evaluation of plausibility [J]. Atmospheric Environment, 2000, 34: 1623-1632.
[11] Lim Y B, Turpin B J. Chemical insights, explicit chemistry, and yields of secondary organic aerosol from OH radical oxidation of methylglyoxal and glyoxal in the aqueous phase [J]. Atmospheric Chemistry and Physics, 2013, 13: 8651-8667.
[12] Heald C L, Jacob D J, Park R J, et al. A large organic aerosol source in the free troposphere missing from current models [J]. Geophysical Research Letters, 2005, DOI:
10.1029/2005GL023831.
[13] Volkamer R, Jimenez J L, Martini F S, et al. Secondary organic aerosol formation from anthropogenic air pollution: rapid and higher than expected [J]. Geophysical Research Letters, 2006, DOI: 10.1029/2006GL026899.

[14] Kleinman L I, Daum P H, Lee Y N, et al. Aircraft observations of aerosol composition and ageing in New England and Mid-Atlantic States during the summer 2002 New England air quality study field campaign [J]. Journal of Geophysical Research, 2007, DOI: 10.1029/2006JD007786.
[15] Heald C L, Jacob D J, Turquety S, et al. Concentrations and sources of organic carbon aerosol in the free troposphere over North America [J]. Journal of Geophysical Research, 2006, DOI: 10.1029/2006JD007705.
[16] Fu T M, Jacob D J, Wittrock F, et al. Global budgets of atmospheric glyoxal and methylglyoxal, and implications for formation of secondary organic aerosols [J]. Journal of Geophysical Research: Atmospheres, 2008, DOI: 10.1029/2007JD009505.
[17] Kroll J H, Ng N L, Murphy S M, et al. Chamber studies of secondary organic aerosol growth by reactive uptake of simple carbonyl compounds [J]. Journal of Geophysical Research, 2005, 110: D23207.
[18] Zhao J, Levitt N P, Zhang R, et al. Heterogeneous reactions of methyglyoxal in acidic media: implications for secondary organic aerosol form [J]. Environmental Science and Technology, 2006, 40(24): 7682-7687.
[19] Gomez M E, Lin Y, Guo S, et al. Heterogeneous chemistry of glyoxal on acidic solutions: a oligomerization pathway for secondary organic aerosol formation [J]. Journal of Physical Chemistry: Atmospheres, 2015, 119: 4457-4463.
[20] Liu W, Zhang J, Zhang L, et al. Estimating contribution of indoor and outdoor sources to indoor carbonyl concentration in three urban areas of the United States [J]. Atmospheric Environment, 2006, 40: 2202-2214.
[21] Kalberer M, Paulsen D, Sax M, et al. Identification of polymers as major components of atmospheric organic aerosols [J]. Science, 2004, 303: 1659-1662.
[22] Guenther A B, Karl P T, Harley C, et al. Estimates of global terrestrial isoprene emissions using MEGAN [J]. Atmospheric Chemistry and Physics, 2006, 6: 3181-3210.
[23] Xiao Y, Jacob D J, Turquety S. Atmospheric acetylene and its relationship with CO as an indicator of air mass age [J]. Journal of Geophysical Research, 2007, DOI: 10.1029/2006JD08268.

[24] Yu J, Flagan R C, Seinfeld J H. Identification of products containing −COOH, −OH and −C=O in atmospheric oxidation of hydrocarbons [J]. Environmental Science and Technology,
1998, 32(16): 2357-2370.
[25] Fick J, Pommer C L, Andersson B. Effect of OH radicals, relative humidity, and time on the composition of the products formed in the ozonolysis of -pinene [J]. Atmospheric Environment, 2003, 37: 4087-4096.
[26] Guenther A B, Hewitt C N, Erickson D, et al. A global model of natural volatile organic compounds emissions [J]. Journal of Geophysical Research, 1995, 100(D5): 8873-8892.
[27] Liggio J, Li S M, Mclaren R, et al. Heterogeneous reactions of glyoxal on particulate matter: identification of acetals and sulfate esters [J]. Environmental Science and Technology, 2005, 391: 532-391, 541.
[28] Pankow J F. An absorption model of gas particle partitioning of organic compounds in the atmosphere [J]. Atmospheric Environment, 1994, 28(2): 185-188.
[29] Pankow J F. An absorption model of the gas aerosol partitioning involved in the formation of secondary organic aerosol [J]. Atmospheric Environment, 1994, 28(2): 189-193.

[30] Tsigaridis K, Kanakidou M. Global modeling of secondary organic aerosol in the troposphere: a sensitivity analysis [J]. Atmospheric Chemistry and Physics, 2003, 3: 1849-1869.
[31] Hennigan C J, Bergin M H, Dibb J E, et al. Enhanced secondary organic aerosol formation due to water uptake by fine particles [J]. Geophysical Research Letters, 2008, DOI:
10.1029/2008GL035046.
[32] Weber R, Sullivan A P, Peltier R E, et al. A study of secondary organic aerosol formation in the anthropogenic influenced southeastern United States [J]. Journal of Geophysical Research, 2007, DOI: 10.1029/2007JD008408.
[33] Kawamura K, Okuzawa K, Aggarwal S G, et al. Determination of gaseous and particulate carbonyls (glycolaldehyde, hydroxyacetone, glyoxal, methylglyoxal, nonanal and decanal) in the atmosphere at Mt. Tai [J]. Atmospheric Chemistry and Physics, 2013, 13: 5369-5380.
[34] Warneck P. In-cloud chemistry opens pathway to the formation of oxalic acid in the marine
atmosphere [J]. Atmospheric Environment, 2003, 37: 2423-2427.
[35] Carlton A G, Wiedinmyer C, Kroll J H. A review of secondary organic aerosol (SOA) formation from isoprene [J]. Atmospheric Chemistry and Physics, 2009, 9: 4987-5005.
[36] Carlton A G, Turpin B J, Lim H J, et al. Link between isoprene and secondary organic aerosol(SOA) : pyruvic acid oxidation yields low volatility organic acids in clouds [J]. Geophysical Research Letters, 2006, 33: L06822.
[37] Altieri K E, Carlton A G, Lim H J, et al. Evidence for oligomer formations in clouds: reactions of isoprene oxidation products [J]. Environmental Science and Technology, 2006, 40:
4956-4960.
[38] Lim H J, Carlton A G, Turpin B J. Isoprene forms secondary organic aerosol through cloud processing: model simulations [J]. Environmental Science and Technology, 2005, 39: 4441-4446.
[39] Matsumoto K, Kawai S, Igawa M. Dominant factors controlling concentrations of aldehydes in rain, fog, dew water, and in the gas phase [J]. Atmospheric Environment, 2005, 39: 7321-7329.
[40] Munger J W, Collett J, Daube J R, et al. Fog water chemistry at riverside California [J]. Atmospheric Environment, 1990, 24: 185-205.
[41] Buxton G V, Malone T N, Salmon G A. Oxidation of glyoxal initiated by ·OH in oxygenated aqueous solution [J]. Journal of the Chemical Society, Faraday Transactions, 1997, 93: 2889.
[42] Sareen N, Schwier A N, Shapiro E L, et al. Secondary organic material formed by methylglyoxal in aqueous aerosol mimics [J]. Atmospheric Chemistry and Physics, 2010, 10: 997-1016.
[43] Zhou X, Mopper K. Apparent partition coefficients of 15 carbonyl compounds between air and seawater and between air and freshwater: implications for air-sea exchange [J]. Environmental Science and Technology, 1990, 24: 1864-1869.
[44] Schwier A N, Sareen N, Mitroo D, et al. Glyoxal-methylglyoxal cross-reactions in secondary
organic aerosol formation [J]. Environmental Science and Technology, 2010, 44: 6174-6182.
[45] Jang M, Kamens R M. Atmospheric secondary aerosol formation by heterogeneous reactions of aldehydes in the presence of a sulfuric acid aerosol catalyst [J]. Environmental Science and Technology, 2001, 35(24): 4758-4766.
[46] Jang M, Czoschke N M, Lee S, et al. Heterogeneous atmospheric aerosol production by acidcatalyzed particle phase reaction [J]. Science, 2002, 298(5594): 814-817.

[47] Jang M, Caroll B, Chandromouli B, et al. Particle growth by acid-catalyzed heterogeneous reactions of organic carbonyls on preexisting aerosols [J]. Environmental Science and Technology, 2003, 37(17): 3828-3837.
[48] Schweitzer F, Magi L, Mirabel P, et al. Uptake rate measurements of methanesulfonic acid and glyoxal by aqueous droplets [J]. Journal of Geophysical Research: Atmospheres, 1998, 102(3): 593-600.
[49] Hastings W P, Koehler C A, Bailey E L, et al. Secondary organic aerosol formation by glyoxal hydration and oligomer formation: humidity effects and equilibrium shifts during
analysis [J]. Environmental Science and Technology, 2005, 39: 8728-8735.
[50] Loeffler K W, Koehler C A, Paul N M, et al. Oligomer formation in evaporating aqueous glyoxal and methylglyoxal solutions [J]. Environmental Science and Technology, 2006, 40: 6318-6323.
[51] 祁骞, 周学华, 王文兴. 二次有机气溶胶的水相形成研究[J]. 化学进展, 2014, 26(2/3): 458-466.
[52] De Haan D O, Corrigan A L, Tolbert M A, et al. Secondary organic aerosol formation by self-reactions of methyglyoxal and glyoxal in evaporating droplets [J]. Environmental Science
and Technology, 2009, 43: 8184-8190.
[53] Yasmeen F, Sauret N, Gal J F, et al. Characterization of oligomers from methylglyoxal under dark conditions: a pathway to produce secondary organic aerosol through cloud processing during nighttime [J]. Atmospheric Chemistry and Physics, 2010, 10: 3803-3812.
[54] Rincon A G, Guzman M I, Hoffmann M R, et al. Optical absorptivity versus molecular composition of model organic aerosol matter [J]. Journal of Physical Chemistry: Atmospheres,
2009, 113: 10512-10520.
[55] Andracchio A, Cavicchi C, Tonelli D, et al. A new approach for the fractionation of watersoluble organic carbon in atmospheric aerosols and cloud drops [J]. Atmospheric Environment, 2002, 36: 5097-5107.
[56] Kerminen V M, Lihavainen H, Komppula M, et al. Direct observational evidence linking atmospheric aerosol formation and cloud droplet activation [J]. Geophysical Research Letters, 2005, DOI: 10.1029/2005GL023130.
[57] Ortiz-Montalvo D L, Schwier A N, Lim Y B, et al. Volatility of methyglyoxal cloud SOA formed through OH radical oxidation and droplet evaporation [J]. Atmospheric Environment,
2016, 130: 142-152.
[58] McNeill V F. Aqueous organic chemistry in the atmosphere: sources and chemical processing of organic aerosols [J]. Environmental Science and Technology, 2015, 49: 1237-1244.
[59] Heiinigan C J, Bergin M H, Russell A G, et al. Gas/particle partitioning of water-soluble organic aerosol in Atlanta [J]. Atmospheric Chemistry and Physics, 2009, 9(11): 3613-3628.
[60] Waxman E M, Dzepina K, Ervens B, et al. Secondary organic aerosol formation from semiand intermediate-volatility organic compounds and glyoxal: relevance of O/C as a tracer for aqueous multiphase chemistry [J]. Geophysical Research Letters, 2013, 40(5): 978-982.
[61] Faust B C, Allen J M. Aqueous-phase photochemical formation of hydroxyl radical in authentic cloud waters and fog waters [J]. Environmental Science and Technology, 1993, 27: 1221-1224.
[62] Lim Y B, Tan Y, Perri M J, et al. Aqueous chemistry and its role in secondary organic aerosol(SOA) formation [J]. Atmospheric Chemistry and Physics, 2010, 10: 10521-10539.

[63] Arakaki T, Faust B C. Sources, sinks, and mechanisms of hydroxyl radical (OH) photo production and consumption in authentic acidic continental cloud waters from Whiteface Mountain, New York: the role of Fe(r) (r=Ⅱ, Ⅲ) photochemical cycle [J]. Journal of Geophysical Research, 1998, 103: 3487-3504.
[64] Hullar T, Anastasio C. Yields of hydrogen peroxide from the reaction of hydroxyl radical with organic compounds in solution and ice [J]. Atmospheric Chemistry and Physics, 2011, 11: 7209-7222.
[65] Dong M M, Rosario-Ortiz F L. Photochemical formation of hydroxyl radical from effluent organic matter [J]. Environmental Science and Technology, 2012, 46: 3788-3794.
[66] Volkamer R, Ziemann P J, Molina M J. Secondary organic aerosol formation from acetylene (C2H2): seed effect on SOA yield due to organic photochemistry in the aerosol aqueous
phase [J]. Atmospheric Chemistry and Physics, 2009, 9: 1907-1928.
[67] Monod A, Poulain L, Grybert S, et al. Kinetics of OH-initiated oxidation of oxygenated organic compounds in the aqueous phase: new rate constants, structure-activity relationships
and atmospheric implications [J]. Atmospheric Environment, 2005, 39: 7667-7688.
[68] Monod A, Doussin J F. Structure-activity relationship for the estimation of OH-oxidation rate constants of aliphatic organic compounds in the aqueous phase: alkanes, alcohols, organic acids and bases [J]. Atmospheric Environment, 2008, 42: 7611-7622.
[69] Kampf C J, Bonn B, Hoffmann T. Development and validation of a selective HPLC-ESIMS/ MS method for the quantification of glyoxal and methylglyoxal in atmospheric aerosols
(PM2.5) [J]. Analytical and Bioanalytical Chemistry, 2011, 401(10): 3115-3124.
[70] 邹婷, 冯艳丽, 付正茹, 等. 五氟苄基羟胺衍生与GC/MS 联用分析大气中的单羰基化合物和多羰基化合物[J]. 环境科学学报, 2012, 32(11): 2718-2724.
[71] Pang X B, Lewis A C, Hamilton J F. Determination of airborne carbonyls via pentafluorophenylhydrazine derivatisation by GC-MS and its comparison with HPLC method [J]. Talanta, 2011, 85: 406-414.
[72] Ho S S H, Yu J Z. Determination of airborne carbonyls: comparison of a thermal desorption/GC method with the standard DNPH/HPLC method [J]. Environmental Science and Technology, 2004, 38: 862-870.
[73] 冯艳丽, 牟翠翠, 付正茹, 等. 涂布2, 4- 二硝基苯肼的环形溶蚀器/滤膜系统和高效液相色谱法检测大气中二羰基化合物[J]. 分析化学, 2011, 39(11): 1653-1658.
[74] Temime B, Healy R M, Wenger J C, et al. A denuder-filter sampling technique for the detection of gas and particle phase carbonyl compounds [J]. Environmental Science and Technology, 2007, 41: 6514-6520.
[75] 任青青, 冯艳丽, 王芳, 等. 大气中气相和颗粒相羰基化合物的AD-FP系统采集和GC-MS分析[J]. 上海大学学报: 自然科学版, 2015, 21(6): 672-684.
[76] 王芳, 冯艳丽, 姜知明, 等. 上海大气中气相和颗粒相羰基化合物研究[J]. 科技导报, 2015, 33(6): 13-19.
[77] Ho S H H, Dai W T, Cao J J, et al. Seasonal variations of mono carbonyl and dicarbonyl in urban and sub-urban sites of Xi’an, China [J]. Environ Monit Assess, 2014, 186: 2835-2849.

[78] Dai W T, Ho S H H, Ho K F, et al. Characterization of particulate-phase high molecular weight monocarbonyls and dicarbonyls in urban atmosphere of Xi’an, China [J]. Aerosol and
Air Quality Research, 2012, 12: 892-901.
[79] Matsunaga S, Mochida M, Kawamura K. Variation on the atmospheric concentrations of biogenic carbonyl compounds and their removal processes in the northern forest at Moshiri, Hokkaido Island in Japan [J]. Journal of Geophysical Research: Atmosphere, 2004, 109(D4): 1-9.
[80] Blake R S, Monks P S, Ellis A M. Proton transfer reaction mass spectrometry: principles and applications [J]. Chemical Review, 2009, 109: 861-896.
[81] Macdonald S M, Oetjen H, Mahajan A S, et al. DOAS measurements of formaldehyde and glyoxal above a South-East Asian tropical rainforest [J]. Atmospheric Chemistry and Physics, 2012, 12: 5949-5962.
[82] Profeta L T M, Sams R L, Johnson T J, et al. Quantitative infrared intensity studies of vaporphase glyoxal, methylglyoxal, and 2,3-butanedione (diacetyl) with vibrational assignments [J]. Journal of Physical Chemistry: Atmospheres, 2012, 115: 9886-9900.
[83] Gomez A E, Moreno M V, Gligorovski S, et al. Characterization and calibration of active sampling solid phase microextraction applied to sensitive determination of gaseous
carbonyls [J]. Talanta, 2012, 88: 252-258.
[84] Pang X, Lewis A C, Rickard A R, et al. A smog chamber comparison of a microfluidic derivatisation measurement of gas-phase glyoxal and methylglyoxal with other analytical techniques [J]. Atmospheric Measurement Techniques, 2014, 7: 373-389.

 

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