Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems

Detalhes bibliográficos
Autor(a) principal: Farias, Fabiane Oliveira
Data de Publicação: 2020
Outros Autores: Pereira, Jorge F.B. [UNESP], Coutinho, João A.P., Igarashi-Mafra, Luciana, Mafra, Marcos R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.fluid.2019.112319
http://hdl.handle.net/11449/197939
Resumo: Deep eutectic solvents (DES) have been proposed as phase-forming compounds of aqueous biphasic systems (ABS). However, due to DES nature and the high water content of the ABS, their nature and behavior remains controversial. To foster the understanding of DES-based ABS, the present work uses the relative hydrophilicity of the hydrogen bond donor (HBD) as a descriptor to clarify its role on ABS formation and phase properties. Dipotassium phosphate (K2HPO4)-based ABS phase diagrams composed of cholinium chloride ([N111(2OH)]Cl), as hydrogen bond acceptor (HBA), and several HBD (alcohols and sugars) were compared in molality units and the saturation solubility point for each binodal curve determined. The results here reported establish the HBD role as function of its relative hydrophilicity: very hydrophilic HBD act only as an adjuvant in the formation of ABS; HBD of intermediate hydrophilicity influence the ABS formation; while the most hydrophobic HBD tend to form organic-aqueous two-phase systems, where the HBA acts as an adjuvant to the system.
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spelling Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systemsCholinium chlorideDeep eutectic solventsHydrogen bond acceptorHydrogen bond donorLogarithm of octanol-water partition coefficientDeep eutectic solvents (DES) have been proposed as phase-forming compounds of aqueous biphasic systems (ABS). However, due to DES nature and the high water content of the ABS, their nature and behavior remains controversial. To foster the understanding of DES-based ABS, the present work uses the relative hydrophilicity of the hydrogen bond donor (HBD) as a descriptor to clarify its role on ABS formation and phase properties. Dipotassium phosphate (K2HPO4)-based ABS phase diagrams composed of cholinium chloride ([N111(2OH)]Cl), as hydrogen bond acceptor (HBA), and several HBD (alcohols and sugars) were compared in molality units and the saturation solubility point for each binodal curve determined. The results here reported establish the HBD role as function of its relative hydrophilicity: very hydrophilic HBD act only as an adjuvant in the formation of ABS; HBD of intermediate hydrophilicity influence the ABS formation; while the most hydrophobic HBD tend to form organic-aqueous two-phase systems, where the HBA acts as an adjuvant to the system.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação AraucáriaFundação para a Ciência e a TecnologiaEuropean Regional Development FundMinistério da Ciência, Tecnologia e Ensino SuperiorDepartment of Chemical Engineering Federal University of Paraná (UFPR) Polytechnic CenterDepartment of Bioprocesses and Biotechnology School of Pharmaceutical Sciences São Paulo State University (UNESP)CICECO – Aveiro Institute of Materials Department of Chemistry University of AveiroDepartment of Bioprocesses and Biotechnology School of Pharmaceutical Sciences São Paulo State University (UNESP)FAPESP: 2014/16424-7FAPESP: 2018/50009-8CNPq: 308517/2018-0CNPq: 310182/2018-2Fundação Araucária: 88887.354435/2019–00Fundação para a Ciência e a Tecnologia: UID/CTM/50011/2019European Regional Development Fund: PT2020Universidade Federal do Paraná (UFPR)Universidade Estadual Paulista (Unesp)University of AveiroFarias, Fabiane OliveiraPereira, Jorge F.B. [UNESP]Coutinho, João A.P.Igarashi-Mafra, LucianaMafra, Marcos R.2020-12-12T00:54:40Z2020-12-12T00:54:40Z2020-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.fluid.2019.112319Fluid Phase Equilibria, v. 503.0378-3812http://hdl.handle.net/11449/19793910.1016/j.fluid.2019.1123192-s2.0-85072205250Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengFluid Phase Equilibriainfo:eu-repo/semantics/openAccess2021-10-23T07:14:38Zoai:repositorio.unesp.br:11449/197939Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:14:13.867493Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
title Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
spellingShingle Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
Farias, Fabiane Oliveira
Cholinium chloride
Deep eutectic solvents
Hydrogen bond acceptor
Hydrogen bond donor
Logarithm of octanol-water partition coefficient
title_short Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
title_full Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
title_fullStr Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
title_full_unstemmed Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
title_sort Understanding the role of the hydrogen bond donor of the deep eutectic solvents in the formation of the aqueous biphasic systems
author Farias, Fabiane Oliveira
author_facet Farias, Fabiane Oliveira
Pereira, Jorge F.B. [UNESP]
Coutinho, João A.P.
Igarashi-Mafra, Luciana
Mafra, Marcos R.
author_role author
author2 Pereira, Jorge F.B. [UNESP]
Coutinho, João A.P.
Igarashi-Mafra, Luciana
Mafra, Marcos R.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal do Paraná (UFPR)
Universidade Estadual Paulista (Unesp)
University of Aveiro
dc.contributor.author.fl_str_mv Farias, Fabiane Oliveira
Pereira, Jorge F.B. [UNESP]
Coutinho, João A.P.
Igarashi-Mafra, Luciana
Mafra, Marcos R.
dc.subject.por.fl_str_mv Cholinium chloride
Deep eutectic solvents
Hydrogen bond acceptor
Hydrogen bond donor
Logarithm of octanol-water partition coefficient
topic Cholinium chloride
Deep eutectic solvents
Hydrogen bond acceptor
Hydrogen bond donor
Logarithm of octanol-water partition coefficient
description Deep eutectic solvents (DES) have been proposed as phase-forming compounds of aqueous biphasic systems (ABS). However, due to DES nature and the high water content of the ABS, their nature and behavior remains controversial. To foster the understanding of DES-based ABS, the present work uses the relative hydrophilicity of the hydrogen bond donor (HBD) as a descriptor to clarify its role on ABS formation and phase properties. Dipotassium phosphate (K2HPO4)-based ABS phase diagrams composed of cholinium chloride ([N111(2OH)]Cl), as hydrogen bond acceptor (HBA), and several HBD (alcohols and sugars) were compared in molality units and the saturation solubility point for each binodal curve determined. The results here reported establish the HBD role as function of its relative hydrophilicity: very hydrophilic HBD act only as an adjuvant in the formation of ABS; HBD of intermediate hydrophilicity influence the ABS formation; while the most hydrophobic HBD tend to form organic-aqueous two-phase systems, where the HBA acts as an adjuvant to the system.
publishDate 2020
dc.date.none.fl_str_mv 2020-12-12T00:54:40Z
2020-12-12T00:54:40Z
2020-01-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.fluid.2019.112319
Fluid Phase Equilibria, v. 503.
0378-3812
http://hdl.handle.net/11449/197939
10.1016/j.fluid.2019.112319
2-s2.0-85072205250
url http://dx.doi.org/10.1016/j.fluid.2019.112319
http://hdl.handle.net/11449/197939
identifier_str_mv Fluid Phase Equilibria, v. 503.
0378-3812
10.1016/j.fluid.2019.112319
2-s2.0-85072205250
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Fluid Phase Equilibria
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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