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What is better to enhance the solubility of hydrophobic compounds in aqueous solutions: eutectic solvents or ionic liquids?

2024Artigo científico Acesso aberto
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dc.contributor.authorFerreira, Olga
dc.contributor.authorSilva, Liliana P.
dc.contributor.authorAlmeida, Heloísa H.S.
dc.contributor.authorBenfica, Jordana
dc.contributor.authorAbranches, Dinis O.
dc.contributor.authorPinho, Simão
dc.contributor.authorCoutinho, João A.P.
dc.date.accessioned2024-12-20T16:29:25Z
dc.date.available2024-12-20T16:29:25Z
dc.date.issued2024
dc.description.abstractThe solubilities of benzoic acid, (S)-hesperetin, and L-tryptophan in aqueous solutions of ionic liquids (choline glycolate and choline malonate) and the analogous eutectic solvents (choline chloride:glycolic acid and choline chloride:malonic acid) were studied. It is shown that while ionic liquids (IL) and eutectic solvents (ES) were able to increase the solubility of all compounds studied in aqueous solution, ionic liquids were much more efficient for neutral and acidic compounds, while eutectic solvents showed a better performance for the alkaline substances. The results reported here show that the solubility enhancement is related, in the first instance, to the pH of the aqueous solution, which is the dominant effect on the increase in solubility and the main parameter that must be taken into account when selecting a co-solvent to successfully achieve the solubilization of ionizable hydrophobic biomolecules in aqueous solution. In addition, a hydrotropy mechanism was identified when the pH effect was removed, supporting the idea that ionic liquids and eutectic solvents behave as hydrotropes in aqueous solutions. The results here reported show that rather than a focus on the type of solvents (IL vs. ES), the molecular mechanisms such as speciation and co-solvation/hydrotropy, which in some cases may have complementary and synergetic effects, are the parameters that must be addressed in the design or selection of the best solubility enhancer.pt_PT
dc.description.sponsorshipThe authors are grateful to the Foundation for Science and Technology (FCT, Portugal) for financial support through national funds FCT/MCTES (PIDDAC): CIMO, UIDB/00690/2020 (DOI: 10.54499/UIDB/00690/2020) and UIDP/00690/2020 (DOI: 10.54499/UIDP/00690/2020), SusTEC, LA/P/0007/2020 (DOI: 10.54499/LA/P/0007/2020) and CICECO-Aveiro Institute of Materials, UIDB/50011/2020 (DOI 10.54499/UIDB/50011/2020), UIDP/50011/2020 (DOI 10.54499/UIDP/50011/2020) & LA/P/ 0006/2020 (DOI 10.54499/LA/P/0006/2020). J.B.S. acknowledges FCT for her PhD grant 2020.05802.BD.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationFerreira, Olga; Silva, Liliana P.; Almeida, Heloísa H. S.; Benfica, Jordana; Abranches, Dinis O.; Pinho, Simão P.; Coutinho, João A. P. (2024). What is better to enhance the solubility of hydrophobic compounds in aqueous solutions: eutectic solvents or ionic liquids?. RSC Sustainability. ISSN 2753-8125. 2:12, p. 4052-4060pt_PT
dc.identifier.doi10.1039/D4SU00379Apt_PT
dc.identifier.issn2753-8125
dc.identifier.urihttp://hdl.handle.net/10198/30769
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherRoyal Society of Chemistrypt_PT
dc.relationMountain Research Center
dc.relationMountain Research Center
dc.relationAssociate Laboratory for Sustainability and Tecnology in Mountain Regions
dc.relationCICECO-Aveiro Institute of Materials
dc.relationCICECO-Aveiro Institute of Materials
dc.relationCICECO – Aveiro Institute of Materials
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectIonic liquidspt_PT
dc.subjectEutectic solventspt_PT
dc.subjectSolubilitypt_PT
dc.subjectHydrophobic compoundspt_PT
dc.titleWhat is better to enhance the solubility of hydrophobic compounds in aqueous solutions: eutectic solvents or ionic liquids?pt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleMountain Research Center
oaire.awardTitleMountain Research Center
oaire.awardTitleAssociate Laboratory for Sustainability and Tecnology in Mountain Regions
oaire.awardTitleCICECO-Aveiro Institute of Materials
oaire.awardTitleCICECO-Aveiro Institute of Materials
oaire.awardTitleCICECO – Aveiro Institute of Materials
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00690%2F2020/PT
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oaire.awardURIinfo:eu-repo/grantAgreement/FCT//2020.05802.BD/PT
oaire.citation.endPage4060pt_PT
oaire.citation.issue12pt_PT
oaire.citation.startPage4052pt_PT
oaire.citation.titleRSC Sustainabilitypt_PT
oaire.citation.volume2pt_PT
oaire.fundingStream6817 - DCRRNI ID
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oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
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person.familyNameFerreira
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person.givenNameOlga
person.givenNameHeloísa H.S.
person.givenNameSimão
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person.identifier.ciencia-id481D-73AD-8D0F
person.identifier.orcid0000-0001-8414-3479
person.identifier.orcid0000-0003-0807-3522
person.identifier.orcid0000-0002-9211-857X
person.identifier.ridM-4567-2013
person.identifier.ridD-4148-2013
person.identifier.scopus-author-id57203083219
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project.funder.identifierhttp://doi.org/10.13039/501100001871
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project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
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rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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