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

Autores
Rivela Fretes, Cynthia Beatriz; Blanco, Maria Belen; Teruel, Mariano Andres
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
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.
Fil: Rivela Fretes, Cynthia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Blanco, Maria Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Teruel, Mariano Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
ATMOSPHERIC SIMULATION CHAMBERS
CL-INITIATED OXIDATION
FLUOROESTERS
REACTIVITY
SPME/GG-MS PRODUCT STUDY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/85485
Acceder
id CONICETDig_e38252d15b097e64ddb15fd5872dab95
oai_identifier_str oai:ri.conicet.gov.ar:11336/85485
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 KRivela Fretes, Cynthia BeatrizBlanco, Maria BelenTeruel, Mariano AndresATMOSPHERIC SIMULATION CHAMBERSCL-INITIATED OXIDATIONFLUOROESTERSREACTIVITYSPME/GG-MS PRODUCT STUDYhttps://purl.org/becyt/ford/1.5https://purl.org/becyt/ford/1The 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.Fil: Rivela Fretes, Cynthia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Blanco, Maria Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Teruel, Mariano Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaPergamon-Elsevier Science Ltd2018-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/85485Rivela Fretes, Cynthia Beatriz; Blanco, Maria Belen; Teruel, Mariano Andres; Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K; Pergamon-Elsevier Science Ltd; Atmospheric Environment; 178; 4-2018; 206-2131352-2310CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.atmosenv.2018.01.055info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1352231018300694info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:58:35Zoai:ri.conicet.gov.ar:11336/85485instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:58:35.866CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
title Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
spellingShingle Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
Rivela Fretes, Cynthia Beatriz
ATMOSPHERIC SIMULATION CHAMBERS
CL-INITIATED OXIDATION
FLUOROESTERS
REACTIVITY
SPME/GG-MS PRODUCT STUDY
title_short Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
title_full Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
title_fullStr Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
title_full_unstemmed Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
title_sort Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K
dc.creator.none.fl_str_mv Rivela Fretes, Cynthia Beatriz
Blanco, Maria Belen
Teruel, Mariano Andres
author Rivela Fretes, Cynthia Beatriz
author_facet Rivela Fretes, Cynthia Beatriz
Blanco, Maria Belen
Teruel, Mariano Andres
author_role author
author2 Blanco, Maria Belen
Teruel, Mariano Andres
author2_role author
author
dc.subject.none.fl_str_mv ATMOSPHERIC SIMULATION CHAMBERS
CL-INITIATED OXIDATION
FLUOROESTERS
REACTIVITY
SPME/GG-MS PRODUCT STUDY
topic ATMOSPHERIC SIMULATION CHAMBERS
CL-INITIATED OXIDATION
FLUOROESTERS
REACTIVITY
SPME/GG-MS PRODUCT STUDY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.5
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv 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.
Fil: Rivela Fretes, Cynthia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Blanco, Maria Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Teruel, Mariano Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description 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.
publishDate 2018
dc.date.none.fl_str_mv 2018-04
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/85485
Rivela Fretes, Cynthia Beatriz; Blanco, Maria Belen; Teruel, Mariano Andres; Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K; Pergamon-Elsevier Science Ltd; Atmospheric Environment; 178; 4-2018; 206-213
1352-2310
CONICET Digital
CONICET
url http://hdl.handle.net/11336/85485
identifier_str_mv Rivela Fretes, Cynthia Beatriz; Blanco, Maria Belen; Teruel, Mariano Andres; Atmospheric degradation of industrial fluorinated acrylates and methacrylates with Cl atoms at atmospheric pressure and 298 K; Pergamon-Elsevier Science Ltd; Atmospheric Environment; 178; 4-2018; 206-213
1352-2310
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.atmosenv.2018.01.055
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1352231018300694
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842269529638436864
score 13.13397

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