Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope
- Autores
- Andreatta, Alfonsina Ester; Charnley, Matthew P.; Brennecke, Joan F.
- Año de publicación
- 2015
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Systems that form azeotropes or have relative volatilities close to 1.0 represent very little energy and capital intensive separations. Ionic liquids (ILs) can serve as nonvolatile entrainers to break azeotropes and enable a more energy efficient and environmentally friendly process. Here, six ILs have been investigated for their ability to break the ethanol + ethyl acetate azeotrope at 313.15 K. Three of the ILs investigated, 1-ethyl-3-methylimidazolium methanesulfonate [emim][MeSO3], 1-ethyl-3-methyl-imidazolium methylsulfate [emim][MeSO4], and 1-butyl-3-methyl-imidazolium trifluoromethanesulfonate [bmim]- [CF3SO3] are excellent entrainer candidates. In fact, the ethanol + ethyl acetate azeotrope can be broken over the entire composition range by adding as little as 2.5 mol percent of either [emim][MeSO3] or [emim][MeSO4] to the binary organic mixture, which is less IL than what is needed to break any azeotropic system discussed in literature to date. The other three ILs, 1-ethyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [emim][Tf2N], 1- hexyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [hmim][Tf2N], and 1-butyl-1- methyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide [bmpyrr][Tf2N], are limited in their ability to break this azeotrope. The difference between these two groups correlates with the infinite dilution activity coefficients of the ethyl acetate and ethanol in each of the ILs. Both polarity and hydrogen bonding are important in determining the preferential affinity of the ethanol for the ILs, which raises the ethyl acetate/ethanol relative volatility. In addition, the experimental binary and ternary vapor−liquid equilibrium data have been fit to the Non Random Two Liquid (NRTL) activity coefficient model, which is able to predict and correlate the amount of IL needed to break the azeotrope in these ternary vapor− liquid equilibrium systems.
Fil: Andreatta, Alfonsina Ester. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca; Argentina. University of Notre Dame-Indiana; Estados Unidos
Fil: Charnley, Matthew P.. University of Notre Dame-Indiana; Estados Unidos
Fil: Brennecke, Joan F.. University of Notre Dame-Indiana; Estados Unidos - Materia
-
Energy
Azeotrope Mixture
Ethyl Acetate Ethanol
Ionic Liqui
Entrainers
Extractive Distillation
Headspace Autosampler
Nrtl - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/46186
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spelling |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate AzeotropeAndreatta, Alfonsina EsterCharnley, Matthew P.Brennecke, Joan F.EnergyAzeotrope MixtureEthyl Acetate EthanolIonic LiquiEntrainersExtractive DistillationHeadspace AutosamplerNrtlhttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2Systems that form azeotropes or have relative volatilities close to 1.0 represent very little energy and capital intensive separations. Ionic liquids (ILs) can serve as nonvolatile entrainers to break azeotropes and enable a more energy efficient and environmentally friendly process. Here, six ILs have been investigated for their ability to break the ethanol + ethyl acetate azeotrope at 313.15 K. Three of the ILs investigated, 1-ethyl-3-methylimidazolium methanesulfonate [emim][MeSO3], 1-ethyl-3-methyl-imidazolium methylsulfate [emim][MeSO4], and 1-butyl-3-methyl-imidazolium trifluoromethanesulfonate [bmim]- [CF3SO3] are excellent entrainer candidates. In fact, the ethanol + ethyl acetate azeotrope can be broken over the entire composition range by adding as little as 2.5 mol percent of either [emim][MeSO3] or [emim][MeSO4] to the binary organic mixture, which is less IL than what is needed to break any azeotropic system discussed in literature to date. The other three ILs, 1-ethyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [emim][Tf2N], 1- hexyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [hmim][Tf2N], and 1-butyl-1- methyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide [bmpyrr][Tf2N], are limited in their ability to break this azeotrope. The difference between these two groups correlates with the infinite dilution activity coefficients of the ethyl acetate and ethanol in each of the ILs. Both polarity and hydrogen bonding are important in determining the preferential affinity of the ethanol for the ILs, which raises the ethyl acetate/ethanol relative volatility. In addition, the experimental binary and ternary vapor−liquid equilibrium data have been fit to the Non Random Two Liquid (NRTL) activity coefficient model, which is able to predict and correlate the amount of IL needed to break the azeotrope in these ternary vapor− liquid equilibrium systems.Fil: Andreatta, Alfonsina Ester. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca; Argentina. University of Notre Dame-Indiana; Estados UnidosFil: Charnley, Matthew P.. University of Notre Dame-Indiana; Estados UnidosFil: Brennecke, Joan F.. University of Notre Dame-Indiana; Estados UnidosAmerican Chemical Society2015-11-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/46186Andreatta, Alfonsina Ester; Charnley, Matthew P.; Brennecke, Joan F.; Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope; American Chemical Society; Sustainable Chemistry & Engineering; 3; 12; 5-11-2015; 3435-34442168-0485CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.5b01175info:eu-repo/semantics/altIdentifier/doi/10.1021/acssuschemeng.5b01175info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:09:09Zoai:ri.conicet.gov.ar:11336/46186instacron: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:34982025-09-29 10:09:09.45CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
title |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
spellingShingle |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope Andreatta, Alfonsina Ester Energy Azeotrope Mixture Ethyl Acetate Ethanol Ionic Liqui Entrainers Extractive Distillation Headspace Autosampler Nrtl |
title_short |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
title_full |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
title_fullStr |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
title_full_unstemmed |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
title_sort |
Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope |
dc.creator.none.fl_str_mv |
Andreatta, Alfonsina Ester Charnley, Matthew P. Brennecke, Joan F. |
author |
Andreatta, Alfonsina Ester |
author_facet |
Andreatta, Alfonsina Ester Charnley, Matthew P. Brennecke, Joan F. |
author_role |
author |
author2 |
Charnley, Matthew P. Brennecke, Joan F. |
author2_role |
author author |
dc.subject.none.fl_str_mv |
Energy Azeotrope Mixture Ethyl Acetate Ethanol Ionic Liqui Entrainers Extractive Distillation Headspace Autosampler Nrtl |
topic |
Energy Azeotrope Mixture Ethyl Acetate Ethanol Ionic Liqui Entrainers Extractive Distillation Headspace Autosampler Nrtl |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/2.4 https://purl.org/becyt/ford/2 |
dc.description.none.fl_txt_mv |
Systems that form azeotropes or have relative volatilities close to 1.0 represent very little energy and capital intensive separations. Ionic liquids (ILs) can serve as nonvolatile entrainers to break azeotropes and enable a more energy efficient and environmentally friendly process. Here, six ILs have been investigated for their ability to break the ethanol + ethyl acetate azeotrope at 313.15 K. Three of the ILs investigated, 1-ethyl-3-methylimidazolium methanesulfonate [emim][MeSO3], 1-ethyl-3-methyl-imidazolium methylsulfate [emim][MeSO4], and 1-butyl-3-methyl-imidazolium trifluoromethanesulfonate [bmim]- [CF3SO3] are excellent entrainer candidates. In fact, the ethanol + ethyl acetate azeotrope can be broken over the entire composition range by adding as little as 2.5 mol percent of either [emim][MeSO3] or [emim][MeSO4] to the binary organic mixture, which is less IL than what is needed to break any azeotropic system discussed in literature to date. The other three ILs, 1-ethyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [emim][Tf2N], 1- hexyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [hmim][Tf2N], and 1-butyl-1- methyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide [bmpyrr][Tf2N], are limited in their ability to break this azeotrope. The difference between these two groups correlates with the infinite dilution activity coefficients of the ethyl acetate and ethanol in each of the ILs. Both polarity and hydrogen bonding are important in determining the preferential affinity of the ethanol for the ILs, which raises the ethyl acetate/ethanol relative volatility. In addition, the experimental binary and ternary vapor−liquid equilibrium data have been fit to the Non Random Two Liquid (NRTL) activity coefficient model, which is able to predict and correlate the amount of IL needed to break the azeotrope in these ternary vapor− liquid equilibrium systems. Fil: Andreatta, Alfonsina Ester. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca; Argentina. University of Notre Dame-Indiana; Estados Unidos Fil: Charnley, Matthew P.. University of Notre Dame-Indiana; Estados Unidos Fil: Brennecke, Joan F.. University of Notre Dame-Indiana; Estados Unidos |
description |
Systems that form azeotropes or have relative volatilities close to 1.0 represent very little energy and capital intensive separations. Ionic liquids (ILs) can serve as nonvolatile entrainers to break azeotropes and enable a more energy efficient and environmentally friendly process. Here, six ILs have been investigated for their ability to break the ethanol + ethyl acetate azeotrope at 313.15 K. Three of the ILs investigated, 1-ethyl-3-methylimidazolium methanesulfonate [emim][MeSO3], 1-ethyl-3-methyl-imidazolium methylsulfate [emim][MeSO4], and 1-butyl-3-methyl-imidazolium trifluoromethanesulfonate [bmim]- [CF3SO3] are excellent entrainer candidates. In fact, the ethanol + ethyl acetate azeotrope can be broken over the entire composition range by adding as little as 2.5 mol percent of either [emim][MeSO3] or [emim][MeSO4] to the binary organic mixture, which is less IL than what is needed to break any azeotropic system discussed in literature to date. The other three ILs, 1-ethyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [emim][Tf2N], 1- hexyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide [hmim][Tf2N], and 1-butyl-1- methyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide [bmpyrr][Tf2N], are limited in their ability to break this azeotrope. The difference between these two groups correlates with the infinite dilution activity coefficients of the ethyl acetate and ethanol in each of the ILs. Both polarity and hydrogen bonding are important in determining the preferential affinity of the ethanol for the ILs, which raises the ethyl acetate/ethanol relative volatility. In addition, the experimental binary and ternary vapor−liquid equilibrium data have been fit to the Non Random Two Liquid (NRTL) activity coefficient model, which is able to predict and correlate the amount of IL needed to break the azeotrope in these ternary vapor− liquid equilibrium systems. |
publishDate |
2015 |
dc.date.none.fl_str_mv |
2015-11-05 |
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/11336/46186 Andreatta, Alfonsina Ester; Charnley, Matthew P.; Brennecke, Joan F.; Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope; American Chemical Society; Sustainable Chemistry & Engineering; 3; 12; 5-11-2015; 3435-3444 2168-0485 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/46186 |
identifier_str_mv |
Andreatta, Alfonsina Ester; Charnley, Matthew P.; Brennecke, Joan F.; Using Ionic Liquids To Break the Ethanol−Ethyl Acetate Azeotrope; American Chemical Society; Sustainable Chemistry & Engineering; 3; 12; 5-11-2015; 3435-3444 2168-0485 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.5b01175 info:eu-repo/semantics/altIdentifier/doi/10.1021/acssuschemeng.5b01175 |
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 |
dc.publisher.none.fl_str_mv |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
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 |
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1844613966652768256 |
score |
13.070432 |