Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations

Autores
Touil, Aya Khadidja; Haddad, Boumediene; Brandan, Silvia Antonia; Iramain, Maximiliano Alberto; Villemin, Didier; Paolone, Annalisa; Fetouhi, Bekhaled; Bar, Nathalie; Rahmouni, Mustapha; Bresson, Serge
Año de publicación
2025
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
In this work, the choline trifluoromethylsulfonate ionic liquid [CHO+][CF3SO3 ] was synthesized via anion exchangebetween choline chloride and lithium trifluoromethylsulfonate in aqueous medium at room temperature.The metathesis synthesis of the targed ionic liquid was confirmed by NMR spectroscopy measurements. TGAmeasurements revealed that the ionic liquid was stable up to 150 ◦C, while DSC curves indicated a melting pointof +34 ◦C and a glass transition temperature of approximately 79 ◦C. The infrared and Raman spectra of thesynthesized ionic liquid were compared with DFT calculations at the B3LYP/6–311++G** level of theory/basisset to achieve complete vibrational band assignment. Differences in band assignment under vacuum or DMSOenvironment were highlighted. Two possible conformations of the ionic pairwere considered, andby comparingwith the experimental results, we were able to show that the most energetically stable conformation involves twointramolecular interactions.
Fil: Touil, Aya Khadidja. University of Saida; Argelia
Fil: Haddad, Boumediene. University of Saida; Argelia. University of Caen; Francia
Fil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; Argentina
Fil: Iramain, Maximiliano Alberto. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Villemin, Didier. University of Caen; Francia
Fil: Paolone, Annalisa. Consiglio Nazionale delle Ricerche; Italia
Fil: Fetouhi, Bekhaled. University of Tiaret; Argelia
Fil: Bar, Nathalie. University of Caen; Francia
Fil: Rahmouni, Mustapha. University of Caen; Francia
Fil: Bresson, Serge. Institut Polytechnique UniLaSalle; Francia
Materia
TRIFLUOROMETHYLSULFONATE CHOLINE
NMR
VIBRATIONAL SPECTROSCOPY
DFT CALCULATIONS
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:11336/281643
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/281643
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculationsTouil, Aya KhadidjaHaddad, BoumedieneBrandan, Silvia AntoniaIramain, Maximiliano AlbertoVillemin, DidierPaolone, AnnalisaFetouhi, BekhaledBar, NathalieRahmouni, MustaphaBresson, SergeTRIFLUOROMETHYLSULFONATE CHOLINENMRVIBRATIONAL SPECTROSCOPYDFT CALCULATIONShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1In this work, the choline trifluoromethylsulfonate ionic liquid [CHO+][CF3SO3 ] was synthesized via anion exchangebetween choline chloride and lithium trifluoromethylsulfonate in aqueous medium at room temperature.The metathesis synthesis of the targed ionic liquid was confirmed by NMR spectroscopy measurements. TGAmeasurements revealed that the ionic liquid was stable up to 150 ◦C, while DSC curves indicated a melting pointof +34 ◦C and a glass transition temperature of approximately 79 ◦C. The infrared and Raman spectra of thesynthesized ionic liquid were compared with DFT calculations at the B3LYP/6–311++G** level of theory/basisset to achieve complete vibrational band assignment. Differences in band assignment under vacuum or DMSOenvironment were highlighted. Two possible conformations of the ionic pairwere considered, andby comparingwith the experimental results, we were able to show that the most energetically stable conformation involves twointramolecular interactions.Fil: Touil, Aya Khadidja. University of Saida; ArgeliaFil: Haddad, Boumediene. University of Saida; Argelia. University of Caen; FranciaFil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; ArgentinaFil: Iramain, Maximiliano Alberto. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Villemin, Didier. University of Caen; FranciaFil: Paolone, Annalisa. Consiglio Nazionale delle Ricerche; ItaliaFil: Fetouhi, Bekhaled. University of Tiaret; ArgeliaFil: Bar, Nathalie. University of Caen; FranciaFil: Rahmouni, Mustapha. University of Caen; FranciaFil: Bresson, Serge. Institut Polytechnique UniLaSalle; FranciaScientific Publ-india2025-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/281643Touil, Aya Khadidja; Haddad, Boumediene; Brandan, Silvia Antonia; Iramain, Maximiliano Alberto; Villemin, Didier; et al.; Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations; Scientific Publ-india; Journal Of The Indian Chemical Society; 102; 7; 7-2025; 1-140019-4522CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S0019452225002213info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jics.2025.101786info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2026-03-11T12:12:21Zoai:ri.conicet.gov.ar:11336/281643instacron: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:34982026-03-11 12:12:22.216CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
title Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
spellingShingle Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
Touil, Aya Khadidja
TRIFLUOROMETHYLSULFONATE CHOLINE
NMR
VIBRATIONAL SPECTROSCOPY
DFT CALCULATIONS
title_short Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
title_full Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
title_fullStr Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
title_full_unstemmed Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
title_sort Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations
dc.creator.none.fl_str_mv Touil, Aya Khadidja
Haddad, Boumediene
Brandan, Silvia Antonia
Iramain, Maximiliano Alberto
Villemin, Didier
Paolone, Annalisa
Fetouhi, Bekhaled
Bar, Nathalie
Rahmouni, Mustapha
Bresson, Serge
author Touil, Aya Khadidja
author_facet Touil, Aya Khadidja
Haddad, Boumediene
Brandan, Silvia Antonia
Iramain, Maximiliano Alberto
Villemin, Didier
Paolone, Annalisa
Fetouhi, Bekhaled
Bar, Nathalie
Rahmouni, Mustapha
Bresson, Serge
author_role author
author2 Haddad, Boumediene
Brandan, Silvia Antonia
Iramain, Maximiliano Alberto
Villemin, Didier
Paolone, Annalisa
Fetouhi, Bekhaled
Bar, Nathalie
Rahmouni, Mustapha
Bresson, Serge
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv TRIFLUOROMETHYLSULFONATE CHOLINE
NMR
VIBRATIONAL SPECTROSCOPY
DFT CALCULATIONS
topic TRIFLUOROMETHYLSULFONATE CHOLINE
NMR
VIBRATIONAL SPECTROSCOPY
DFT CALCULATIONS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv In this work, the choline trifluoromethylsulfonate ionic liquid [CHO+][CF3SO3 ] was synthesized via anion exchangebetween choline chloride and lithium trifluoromethylsulfonate in aqueous medium at room temperature.The metathesis synthesis of the targed ionic liquid was confirmed by NMR spectroscopy measurements. TGAmeasurements revealed that the ionic liquid was stable up to 150 ◦C, while DSC curves indicated a melting pointof +34 ◦C and a glass transition temperature of approximately 79 ◦C. The infrared and Raman spectra of thesynthesized ionic liquid were compared with DFT calculations at the B3LYP/6–311++G** level of theory/basisset to achieve complete vibrational band assignment. Differences in band assignment under vacuum or DMSOenvironment were highlighted. Two possible conformations of the ionic pairwere considered, andby comparingwith the experimental results, we were able to show that the most energetically stable conformation involves twointramolecular interactions.
Fil: Touil, Aya Khadidja. University of Saida; Argelia
Fil: Haddad, Boumediene. University of Saida; Argelia. University of Caen; Francia
Fil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; Argentina
Fil: Iramain, Maximiliano Alberto. Universidad Nacional de Tucuman. Facultad de Bioquimica, Quimica y Farmacia. Instituto de Quimica Inorganica. Cátedra de Química General.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Villemin, Didier. University of Caen; Francia
Fil: Paolone, Annalisa. Consiglio Nazionale delle Ricerche; Italia
Fil: Fetouhi, Bekhaled. University of Tiaret; Argelia
Fil: Bar, Nathalie. University of Caen; Francia
Fil: Rahmouni, Mustapha. University of Caen; Francia
Fil: Bresson, Serge. Institut Polytechnique UniLaSalle; Francia
description In this work, the choline trifluoromethylsulfonate ionic liquid [CHO+][CF3SO3 ] was synthesized via anion exchangebetween choline chloride and lithium trifluoromethylsulfonate in aqueous medium at room temperature.The metathesis synthesis of the targed ionic liquid was confirmed by NMR spectroscopy measurements. TGAmeasurements revealed that the ionic liquid was stable up to 150 ◦C, while DSC curves indicated a melting pointof +34 ◦C and a glass transition temperature of approximately 79 ◦C. The infrared and Raman spectra of thesynthesized ionic liquid were compared with DFT calculations at the B3LYP/6–311++G** level of theory/basisset to achieve complete vibrational band assignment. Differences in band assignment under vacuum or DMSOenvironment were highlighted. Two possible conformations of the ionic pairwere considered, andby comparingwith the experimental results, we were able to show that the most energetically stable conformation involves twointramolecular interactions.
publishDate 2025
dc.date.none.fl_str_mv 2025-07
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/11336/281643
Touil, Aya Khadidja; Haddad, Boumediene; Brandan, Silvia Antonia; Iramain, Maximiliano Alberto; Villemin, Didier; et al.; Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations; Scientific Publ-india; Journal Of The Indian Chemical Society; 102; 7; 7-2025; 1-14
0019-4522
CONICET Digital
CONICET
url http://hdl.handle.net/11336/281643
identifier_str_mv Touil, Aya Khadidja; Haddad, Boumediene; Brandan, Silvia Antonia; Iramain, Maximiliano Alberto; Villemin, Didier; et al.; Synthesis and characterization of trifluoromethylsulfonate choline ionic liquid using NMR, FT-IR, and FT-Raman spectra with DFT calculations; Scientific Publ-india; Journal Of The Indian Chemical Society; 102; 7; 7-2025; 1-14
0019-4522
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S0019452225002213
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jics.2025.101786
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 Scientific Publ-india
publisher.none.fl_str_mv Scientific Publ-india
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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score 12.977003

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