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Title: Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry

Abstract

The reaction network of the simplest Criegee intermediate (CI) CH 2OO has been studied experimentally during the ozonolysis of ethylene. The results provide valuable information about plasma- and ozone-assisted combustion processes and atmospheric aerosol formation. A network of CI reactions was identified, which can be described best by the sequential addition of CI with ethylene, water, formic acid, and other molecules containing hydroxy, aldehyde, and hydroperoxy functional groups. Species resulting from as many as four sequential CI addition reactions were observed, and these species are highly oxygenated oligomers that are known components of secondary organic aerosols in the atmosphere. Insights into these reaction pathways were obtained from a near-atmospheric pressure jet-stirred reactor coupled to a high-resolution molecular-beam mass spectrometer. The mass spectrometer employs single-photon ionization with synchrotron-generated, tunable vacuum-ultraviolet radiation to minimize fragmentation via near-threshold ionization and to observe mass-selected photoionization efficiency (PIE) curves. Species identification is supported by comparison of the mass-selected, experimentally observed photo-ionization thresholds with theoretical calculations for the ionization energies. A variety of multi-functional peroxide species are identified, including hydroxymethyl hydroperoxide (HOCH 2OOH), hydroperoxymethyl formate (HOOCH 2OCHO), methoxymethyl hydroperoxide (CH 3OCH 2OOH), ethoxymethyl hydroperoxide (C 2H 5OCH 2OOH), 2-hydroxyethyl hydroperoxide (HOC 2H 4OOH), dihydroperoxy methane (HOOCHmore » 2OOH), and 1-hydroperoxypropan-2-one [CH 3C($=$O)CH 2OOH]. A semi-quantitative analysis of the signal intensities as a function of successive CI additions and temperature provides mechanistic insights and valuable information for future modeling work of the associated energy conversion processes and atmospheric chemistry. Finally, this work provides further evidence that the CI is a key intermediate in the formation of oligomeric species via the formation of hydroperoxides.« less

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3];  [1]
  1. Princeton Univ., NJ (United States). Dept. of Mechanical and Aerospace Engineering
  2. Sandia National Lab. (SNL-CA), Livermore, CA (United States). Combustion Research Facility
  3. Argonne National Lab. (ANL), Argonne, IL (United States). Chemical Sciences and Engineering Division
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States); Sandia National Lab. (SNL-CA), Livermore, CA (United States)
Sponsoring Org.:
USDOE National Nuclear Security Administration (NNSA); USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Chemical Sciences, Geosciences & Biosciences Division; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1510321
Alternate Identifier(s):
OSTI ID: 1499034; OSTI ID: 1502272
Report Number(s):
SAND-2019-2145J
Journal ID: ISSN 1463-9076; PPCPFQ; 150689
Grant/Contract Number:  
AC02-06CH11357; NA0003525; AC02-05CH11231; AC04-94AL85000; SC0014664
Resource Type:
Accepted Manuscript
Journal Name:
Physical Chemistry Chemical Physics. PCCP (Print)
Additional Journal Information:
Journal Name: Physical Chemistry Chemical Physics. PCCP (Print); Journal Volume: 21; Journal Issue: 14; Journal ID: ISSN 1463-9076
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Rousso, Aric C., Hansen, Nils, Jasper, Ahren W., and Ju, Yiguang. Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry. United States: N. p., 2019. Web. doi:10.1039/c9cp00473d.
Rousso, Aric C., Hansen, Nils, Jasper, Ahren W., & Ju, Yiguang. Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry. United States. doi:10.1039/c9cp00473d.
Rousso, Aric C., Hansen, Nils, Jasper, Ahren W., and Ju, Yiguang. Fri . "Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry". United States. doi:10.1039/c9cp00473d.
@article{osti_1510321,
title = {Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry},
author = {Rousso, Aric C. and Hansen, Nils and Jasper, Ahren W. and Ju, Yiguang},
abstractNote = {The reaction network of the simplest Criegee intermediate (CI) CH2OO has been studied experimentally during the ozonolysis of ethylene. The results provide valuable information about plasma- and ozone-assisted combustion processes and atmospheric aerosol formation. A network of CI reactions was identified, which can be described best by the sequential addition of CI with ethylene, water, formic acid, and other molecules containing hydroxy, aldehyde, and hydroperoxy functional groups. Species resulting from as many as four sequential CI addition reactions were observed, and these species are highly oxygenated oligomers that are known components of secondary organic aerosols in the atmosphere. Insights into these reaction pathways were obtained from a near-atmospheric pressure jet-stirred reactor coupled to a high-resolution molecular-beam mass spectrometer. The mass spectrometer employs single-photon ionization with synchrotron-generated, tunable vacuum-ultraviolet radiation to minimize fragmentation via near-threshold ionization and to observe mass-selected photoionization efficiency (PIE) curves. Species identification is supported by comparison of the mass-selected, experimentally observed photo-ionization thresholds with theoretical calculations for the ionization energies. A variety of multi-functional peroxide species are identified, including hydroxymethyl hydroperoxide (HOCH2OOH), hydroperoxymethyl formate (HOOCH2OCHO), methoxymethyl hydroperoxide (CH3OCH2OOH), ethoxymethyl hydroperoxide (C2H5OCH2OOH), 2-hydroxyethyl hydroperoxide (HOC2H4OOH), dihydroperoxy methane (HOOCH2OOH), and 1-hydroperoxypropan-2-one [CH3C($=$O)CH2OOH]. A semi-quantitative analysis of the signal intensities as a function of successive CI additions and temperature provides mechanistic insights and valuable information for future modeling work of the associated energy conversion processes and atmospheric chemistry. Finally, this work provides further evidence that the CI is a key intermediate in the formation of oligomeric species via the formation of hydroperoxides.},
doi = {10.1039/c9cp00473d},
journal = {Physical Chemistry Chemical Physics. PCCP (Print)},
number = 14,
volume = 21,
place = {United States},
year = {2019},
month = {3}
}

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