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Tunable Hydrophobic Eutectic Solvents Based on Terpenes and Monocarboxylic Acids

dc.contributor.authorMartins, Mónia A.R.
dc.contributor.authorCrespo, Emanuel A.
dc.contributor.authorPontes, Paula V.A.
dc.contributor.authorSilva, Liliana P.
dc.contributor.authorBülow, Mark
dc.contributor.authorMaximo, Guilherme J.
dc.contributor.authorBatista, Eduardo A.C.
dc.contributor.authorHeld, Christoph
dc.contributor.authorPinho, Simão
dc.contributor.authorCoutinho, João A.P.
dc.date.accessioned2018-02-19T10:00:00Z
dc.date.accessioned2018-07-31T15:22:55Z
dc.date.available2018-01-19T10:00:00Z
dc.date.available2018-07-31T15:22:55Z
dc.date.issued2018
dc.description.abstractRecently, some works claim that hydrophobic deep eutectic solvents could be prepared based on menthol and monocarboxylic acids. Despite of some promising potential applications, these systems were poorly understood, and this work addresses this issue. Here, the characterization of eutectic solvents composed of the terpenes thymol or l(-)-menthol and monocarboxylic acids is studied aiming the design of these solvents. Their solid-liquid phase diagrams were measured by differential scanning calorimetry in the whole composition range, showing that a broader composition range, and not only fixed stoichiometric proportions, can be used as solvents at low temperatures. Additionally, solvent densities and viscosities close to the eutectic compositions were measured, showing low viscosity and lower density than water. The solvatochromic parameters at the eutectic composition were also investigated aiming at better understanding their polarity. The high acidity is mainly provided by the presence of thymol in the mixture, while l(-)-menthol plays the major role on the hydrogen-bond basicity. The measured mutual solubilities with water attest to the hydrophobic character of the mixtures investigated. The experimental solid-liquid phase diagrams were described using the PC-SAFT equation of state that is shown to accurately describe the experimental data and quantify the small deviations from ideality.
dc.description.sponsorshipThis work was developed in the scope of the project CICECO − Aveiro Institute of Materials, POCI-01-0145-FEDER-007679 (ref. FCT UID/CTM/50011/2013) and Associate Laboratory LSRE-LCM, POCI-01-0145-FEDER-006984 (ref. FCT UID/ EQU/50020/2013), both financed by national funds through the FCT/MEC and when appropriate cofinanced by FEDER under the PT2020 Partnership Agreement. This work is also a result of project “AIProcMat@N2020 − Advanced Industrial Processes and Materials for a Sustainable Northern Region of Portugal 2020”, with the reference NORTE-01-0145-FEDER-000006, supported by Norte Portugal Regional Operational Programme (NORTE 2020), under the Portugal 2020 Partnership Agreement, through the European Regional Development Fund (ERDF). M.A.R.M acknowledges FCT for her Ph.D. grant (SFRH/BD/87084/2012). FCT is also acknowledged for funding the project DeepBiorefinery (PTDC/AGRTEC/1191/2014). P.V.A.P. and G.J.M. thank the national funding agencies CNPq (National Council for Scientific and Technological Development) (305870/2014-9, 309780/2014-4, 140702/2017-2, 406918/2016-3, 406963/ 2016-9), FAPESP (Research Support Foundation of the State of Sao Paulo) (2014/21252-0, 2016/08566-1), FAEPEX/ UNICAMP (Fund for Research, Teaching, and Extension) (0125/16), and CAPES (Coordination of Improvement of Higher Level Personnel) for financial support and scholarships. E.A.C thanks FCT for the Ph.D. grant SFRH/BD/130870/ 2017. C.H. acknowledges financial support from Max − Buchner Research Foundation and from German Science Foundation (DFG) HE 7165/7-1.
dc.description.versioninfo:eu-repo/semantics/publishedVersionen_EN
dc.identifier.citationMartins, Mónia A.R.; Crespo, Emanuel A.; Pontes, Paula V.A.; Silva, Liliana P.; Bülow, Mark; Maximo, Guilherme J.; Batista, Eduardo A.C.; Held, Christoph; Pinho, Simao P.; Coutinho, Joao A.P. (2018). Tunable Hydrophobic Eutectic Solvents Based on Terpenes and Monocarboxylic Acids. ACS Sustainable Chemistry and Engineering. ISSN 2168-0485. 6:7, p. 8836-8846en_EN
dc.identifier.doi10.1021/acssuschemeng.8b01203en_EN
dc.identifier.urihttp://hdl.handle.net/10198/10071
dc.language.isoeng
dc.peerreviewedyesen_EN
dc.relationPTDC/AGRTEC/1191/2014
dc.relationDevelopment of Transferable Molecular Models for Enhanced Oil Recovery with soft-SAFT Equation of State
dc.relationPARÂMETROS QUÍMICO-FÍSICOS DE TERPENOS E TERPENOIDES PARA APLICAÇÃO EM ESTUDOS DE IMPACTO AMBIENTAL
dc.subjectDensitiesen_EN
dc.subjectEutectic solventsen_EN
dc.subjectMonocarboxylic acidsen_EN
dc.subjectPC-SAFTen_EN
dc.subjectSLEen_EN
dc.subjectSolvatochromic parametersen_EN
dc.subjectTerpenesen_EN
dc.subjectViscositiesen_EN
dc.titleTunable Hydrophobic Eutectic Solvents Based on Terpenes and Monocarboxylic Acidsen_EN
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleDevelopment of Transferable Molecular Models for Enhanced Oil Recovery with soft-SAFT Equation of State
oaire.awardTitlePARÂMETROS QUÍMICO-FÍSICOS DE TERPENOS E TERPENOIDES PARA APLICAÇÃO EM ESTUDOS DE IMPACTO AMBIENTAL
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F130870%2F2017/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F87084%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FCTM%2F50011%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FEQU%2F50020%2F2013/PT
oaire.fundingStream5876
oaire.fundingStream5876
person.familyNamePinho
person.givenNameSimão
person.identifier810882
person.identifier.ciencia-id481D-73AD-8D0F
person.identifier.orcid0000-0002-9211-857X
person.identifier.ridD-4148-2013
person.identifier.scopus-author-id7003570175
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
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
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccessen_EN
rcaap.typearticleen_EN
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