Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K

Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at... The gas-phase reaction of Cl atom with 2,2,2-trifluoroethylacrylate (k1), 1,1,1,3,3,3-hexafluoroisopropylacrylate (k2), 2,2,2-trifluoroethylmethacrylate (k3) and 1,1,1,3,3,3-hexafluoroisopropylmethacrylate (k4), have been investigated at 298 K and 1 atm using the relative method by gas chromatography coupled with flame ionization detection (GC-FID). The values obtained are (in cm3 molecule−1 s−1): k1(Cl+CH2=CHC(O)OCH2CF3) = (2.41 ± 0.57) × 10−10, k2(Cl+CH2=CHC(O)OCH(CF3)2) = (1.39 ± 0.34) × 10−10, k3(Cl+CH2=C(CH3)C(O)OCH2CF3) = (2.22 ± 0.45) × 10−10, and k4(Cl +CH2=C(CH3)C(O)OCH(CF3)2 = (2.44 ± 0.52) × 10−10. Products identification studies were performed by solid-phase microextraction (SPME) method, with on-fiber products derivatization using o-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine hydrochloride, coupled with gas chromatography with mass spectrometry detection (GC-MS). Chloroacetone, trifluoroacetaldehyde and formaldehyde were observed as degradation products and a general mechanism is proposed. Additionally, reactivity trends and atmospheric implications are discussed. Significant ozone photochemical potentials (POCP) and acidification potentials lead to local and or regional impact of the esters under study although is expected to a have a minor impact on global warming and climate change. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Atmospheric Environment Elsevier

Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K

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Publisher
Elsevier
Copyright
Copyright © 2018 Elsevier Ltd
ISSN
1352-2310
eISSN
1873-2844
D.O.I.
10.1016/j.atmosenv.2018.01.055
Publisher site
See Article on Publisher Site

Abstract

The gas-phase reaction of Cl atom with 2,2,2-trifluoroethylacrylate (k1), 1,1,1,3,3,3-hexafluoroisopropylacrylate (k2), 2,2,2-trifluoroethylmethacrylate (k3) and 1,1,1,3,3,3-hexafluoroisopropylmethacrylate (k4), have been investigated at 298 K and 1 atm using the relative method by gas chromatography coupled with flame ionization detection (GC-FID). The values obtained are (in cm3 molecule−1 s−1): k1(Cl+CH2=CHC(O)OCH2CF3) = (2.41 ± 0.57) × 10−10, k2(Cl+CH2=CHC(O)OCH(CF3)2) = (1.39 ± 0.34) × 10−10, k3(Cl+CH2=C(CH3)C(O)OCH2CF3) = (2.22 ± 0.45) × 10−10, and k4(Cl +CH2=C(CH3)C(O)OCH(CF3)2 = (2.44 ± 0.52) × 10−10. Products identification studies were performed by solid-phase microextraction (SPME) method, with on-fiber products derivatization using o-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine hydrochloride, coupled with gas chromatography with mass spectrometry detection (GC-MS). Chloroacetone, trifluoroacetaldehyde and formaldehyde were observed as degradation products and a general mechanism is proposed. Additionally, reactivity trends and atmospheric implications are discussed. Significant ozone photochemical potentials (POCP) and acidification potentials lead to local and or regional impact of the esters under study although is expected to a have a minor impact on global warming and climate change.

Journal

Atmospheric EnvironmentElsevier

Published: Apr 1, 2018

References

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