Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules

Detalhes bibliográficos
Autor(a) principal: Wang, Hui
Data de Publicação: 2014
Outros Autores: Pereira, Jorge F.B. [UNESP], Myerson, Allan S., Rogers, Robin D.
Tipo de documento: Artigo de conferência
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1149/06404.0033ecst
http://hdl.handle.net/11449/167747
Resumo: Double Salt Ionic Liquids (DSILs) were prepared by mixing 1- ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2mim][NTf<inf>2</inf>]) and trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ([P<inf>66614</inf>][NTf<inf>2</inf>]) in their miscible range: [C2mim]<inf>x</inf>[P<inf>66614</inf>]<inf>(1-x)</inf>[NTf<inf>2</inf>] (0 ≤ x ≤ 0.29). <sup>1</sup>H NMR, <sup>19</sup>F NMR, and FT-IR spectroscopic studies indicated that the [NTf2]- anions preferentially interact with the [C<inf>2</inf>mim]<sup>+</sup> cations. Solubility studies showed that solutes with long alkyl chains (e.g., heptane, methyl palmitate), which have good solubility in [P<inf>66614</inf>][NTf<inf>2</inf>] but are not totally miscible, have tunable solubility in the DSILs and the presence of even minor amounts of [C<inf>2</inf>mim]<sup>+</sup> significantly decreases their solubility. However, the solubilities of benzene, toluene, 1-octanol, and poly(ethylene glycol) (PEG-300) in [C<inf>2</inf>mim]<inf>x</inf>[P<inf>66614</inf>]<sup>(1-x)</sup>[NTf<inf>2</inf>] were controlled by their miscibility with [P66614][NTf2], and can't be tuned by changing the ion concentrations within the miscibility range.
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spelling Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic moleculesDouble Salt Ionic Liquids (DSILs) were prepared by mixing 1- ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2mim][NTf<inf>2</inf>]) and trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ([P<inf>66614</inf>][NTf<inf>2</inf>]) in their miscible range: [C2mim]<inf>x</inf>[P<inf>66614</inf>]<inf>(1-x)</inf>[NTf<inf>2</inf>] (0 ≤ x ≤ 0.29). <sup>1</sup>H NMR, <sup>19</sup>F NMR, and FT-IR spectroscopic studies indicated that the [NTf2]- anions preferentially interact with the [C<inf>2</inf>mim]<sup>+</sup> cations. Solubility studies showed that solutes with long alkyl chains (e.g., heptane, methyl palmitate), which have good solubility in [P<inf>66614</inf>][NTf<inf>2</inf>] but are not totally miscible, have tunable solubility in the DSILs and the presence of even minor amounts of [C<inf>2</inf>mim]<sup>+</sup> significantly decreases their solubility. However, the solubilities of benzene, toluene, 1-octanol, and poly(ethylene glycol) (PEG-300) in [C<inf>2</inf>mim]<inf>x</inf>[P<inf>66614</inf>]<sup>(1-x)</sup>[NTf<inf>2</inf>] were controlled by their miscibility with [P66614][NTf2], and can't be tuned by changing the ion concentrations within the miscibility range.Massachusetts Institute of TechnologyDepartment of Chemistry, Center for Green Manufacturing, University of AlabamaDepartment of Chemical Engineering, Novartis-MIT Center for Continuous Manufacturing, Massachusetts Institute of Technology, 77 Massachusetts AvenueDepartment of Bioprocess and Biotechnology, School of Pharmaceutical Sciences, UNESP - Universidade Estadual PaulistaDepartment of Bioprocess and Biotechnology, School of Pharmaceutical Sciences, UNESP - Universidade Estadual PaulistaUniversidade Estadual Paulista (Unesp)Wang, HuiPereira, Jorge F.B. [UNESP]Myerson, Allan S.Rogers, Robin D.2018-12-11T16:38:10Z2018-12-11T16:38:10Z2014-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/conferenceObject33-44application/pdfhttp://dx.doi.org/10.1149/06404.0033ecstECS Transactions, v. 64, n. 4, p. 33-44, 2014.1938-67371938-5862http://hdl.handle.net/11449/16774710.1149/06404.0033ecst2-s2.0-849213505382-s2.0-84921350538.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengECS Transactions0,2250,225info:eu-repo/semantics/openAccess2023-12-09T06:16:20Zoai:repositorio.unesp.br:11449/167747Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-12-09T06:16:20Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
title Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
spellingShingle Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
Wang, Hui
title_short Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
title_full Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
title_fullStr Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
title_full_unstemmed Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
title_sort Double salt ionic liquids prepared by mixing partially miscible ionic liquids: Tuning the solubility of lipophilic molecules
author Wang, Hui
author_facet Wang, Hui
Pereira, Jorge F.B. [UNESP]
Myerson, Allan S.
Rogers, Robin D.
author_role author
author2 Pereira, Jorge F.B. [UNESP]
Myerson, Allan S.
Rogers, Robin D.
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Wang, Hui
Pereira, Jorge F.B. [UNESP]
Myerson, Allan S.
Rogers, Robin D.
description Double Salt Ionic Liquids (DSILs) were prepared by mixing 1- ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2mim][NTf<inf>2</inf>]) and trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ([P<inf>66614</inf>][NTf<inf>2</inf>]) in their miscible range: [C2mim]<inf>x</inf>[P<inf>66614</inf>]<inf>(1-x)</inf>[NTf<inf>2</inf>] (0 ≤ x ≤ 0.29). <sup>1</sup>H NMR, <sup>19</sup>F NMR, and FT-IR spectroscopic studies indicated that the [NTf2]- anions preferentially interact with the [C<inf>2</inf>mim]<sup>+</sup> cations. Solubility studies showed that solutes with long alkyl chains (e.g., heptane, methyl palmitate), which have good solubility in [P<inf>66614</inf>][NTf<inf>2</inf>] but are not totally miscible, have tunable solubility in the DSILs and the presence of even minor amounts of [C<inf>2</inf>mim]<sup>+</sup> significantly decreases their solubility. However, the solubilities of benzene, toluene, 1-octanol, and poly(ethylene glycol) (PEG-300) in [C<inf>2</inf>mim]<inf>x</inf>[P<inf>66614</inf>]<sup>(1-x)</sup>[NTf<inf>2</inf>] were controlled by their miscibility with [P66614][NTf2], and can't be tuned by changing the ion concentrations within the miscibility range.
publishDate 2014
dc.date.none.fl_str_mv 2014-01-01
2018-12-11T16:38:10Z
2018-12-11T16:38:10Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/conferenceObject
format conferenceObject
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1149/06404.0033ecst
ECS Transactions, v. 64, n. 4, p. 33-44, 2014.
1938-6737
1938-5862
http://hdl.handle.net/11449/167747
10.1149/06404.0033ecst
2-s2.0-84921350538
2-s2.0-84921350538.pdf
url http://dx.doi.org/10.1149/06404.0033ecst
http://hdl.handle.net/11449/167747
identifier_str_mv ECS Transactions, v. 64, n. 4, p. 33-44, 2014.
1938-6737
1938-5862
10.1149/06404.0033ecst
2-s2.0-84921350538
2-s2.0-84921350538.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv ECS Transactions
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dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 33-44
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
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instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
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repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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