Publicação
Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution
| Resumo: | The solvation of cyano- (CN-) based ionic liquids (ILs) and their capacity to establish hydrogen bonds (H-bonds) with water was studied by means of experimental and computational approaches. Experimentally, water activity data were measured for aqueous solutions of ILs based on 1-butyl-3-methylimidazolium ([BMIM](+)) cation combined with one of the following anions: thiocyanate ([SCN](-)), dicyanamide ([DCA](-)), or tricyanomethanide ([TCM](-)), and of 1-ethyl-3-methylimidazolium tetracyanoborate ([EMIM][TCB]). From the latter data, water activity coefficients were estimated showing that [BMIM][SCN] and [BMIM][DCA], unlike [BMIM][TCM] and [EMIM][TCB], are able to establish favorable interactions with water. Computationally, the conductor like screening model for real solvents (COSMO-RS) was used to estimate the water activity coefficients which compare well with the experimental ones. From the COSMO-RS results, it is suggested that the polarity of each ion composing the ILs has a strong effect on the solvation phenomena. Furthermore, classical molecular dynamics (MD) simulations were performed for obtaining an atomic level picture of the local molecular neighborhood of the different species. From the experimental and computational data it is showed that increasing the number of CN groups in the ILs' anions does not enhance their ability to establish H-bonds with water but decreases their polarities, being [BMIM][DCA] and [BMIM][SCN] the ones presenting higher propensity to interact. |
|---|---|
| Autores principais: | Batista, Marta |
| Outros Autores: | Kurnia, Kiki A.; Pinho, Simão; Gomes, J.R.B.; Coutinho, João A.P. |
| Assunto: | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| Ano: | 2015 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso restrito |
| Instituição associada: | Instituto Politécnico de Bragança |
| Idioma: | inglês |
| Origem: | Biblioteca Digital do IPB |
| _version_ | 1863850891604393984 |
|---|---|
| author | Batista, Marta |
| author2 | Kurnia, Kiki A. Pinho, Simão Gomes, J.R.B. Coutinho, João A.P. |
| author2_role | author author author author |
| author_facet | Batista, Marta Kurnia, Kiki A. Pinho, Simão Gomes, J.R.B. Coutinho, João A.P. |
| author_role | author |
| contributor_name_str_mv | Biblioteca Digital do IPB |
| country_str | PT |
| creators_json_str | [{\"Person.name\":\"Batista, Marta\"},{\"Person.name\":\"Kurnia, Kiki A.\"},{\"Person.name\":\"Pinho, Simão\",\"Person.identifier.orcid\":\"0000-0002-9211-857X\"},{\"Person.name\":\"Gomes, J.R.B.\"},{\"Person.name\":\"Coutinho, João A.P.\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | Biblioteca Digital do IPB |
| datacite.creators.creator.creatorName.fl_str_mv | Batista, Marta Kurnia, Kiki A. Pinho, Simão Gomes, J.R.B. Coutinho, João A.P. |
| datacite.date.Accepted.fl_str_mv | 2015-01-01T00:00:00Z |
| datacite.date.available.fl_str_mv | 2016-10-11T09:47:26Z |
| datacite.date.embargoed.fl_str_mv | 2016-10-11T09:47:26Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_16ec |
| datacite.subjects.subject.fl_str_mv | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| datacite.titles.title.fl_str_mv | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| dc.contributor.none.fl_str_mv | Biblioteca Digital do IPB |
| dc.creator.none.fl_str_mv | Batista, Marta Kurnia, Kiki A. Pinho, Simão Gomes, J.R.B. Coutinho, João A.P. |
| dc.date.Accepted.fl_str_mv | 2015-01-01T00:00:00Z |
| dc.date.available.fl_str_mv | 2016-10-11T09:47:26Z |
| dc.date.embargoed.fl_str_mv | 2016-10-11T09:47:26Z |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | http://hdl.handle.net/10198/13385 |
| dc.language.none.fl_str_mv | eng |
| dc.rights.cclincense.fl_str_mv | http://creativecommons.org/licenses/by/4.0/ |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_16ec |
| dc.subject.none.fl_str_mv | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| dc.title.fl_str_mv | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | The solvation of cyano- (CN-) based ionic liquids (ILs) and their capacity to establish hydrogen bonds (H-bonds) with water was studied by means of experimental and computational approaches. Experimentally, water activity data were measured for aqueous solutions of ILs based on 1-butyl-3-methylimidazolium ([BMIM](+)) cation combined with one of the following anions: thiocyanate ([SCN](-)), dicyanamide ([DCA](-)), or tricyanomethanide ([TCM](-)), and of 1-ethyl-3-methylimidazolium tetracyanoborate ([EMIM][TCB]). From the latter data, water activity coefficients were estimated showing that [BMIM][SCN] and [BMIM][DCA], unlike [BMIM][TCM] and [EMIM][TCB], are able to establish favorable interactions with water. Computationally, the conductor like screening model for real solvents (COSMO-RS) was used to estimate the water activity coefficients which compare well with the experimental ones. From the COSMO-RS results, it is suggested that the polarity of each ion composing the ILs has a strong effect on the solvation phenomena. Furthermore, classical molecular dynamics (MD) simulations were performed for obtaining an atomic level picture of the local molecular neighborhood of the different species. From the experimental and computational data it is showed that increasing the number of CN groups in the ILs' anions does not enhance their ability to establish H-bonds with water but decreases their polarities, being [BMIM][DCA] and [BMIM][SCN] the ones presenting higher propensity to interact. |
| dirty | 0 |
| eu_rights_str_mv | restrictedAccess |
| format | article |
| fulltext.url.fl_str_mv | https://bibliotecadigital.ipb.pt/bitstreams/7d004d2c-4179-4494-aa18-dc0fafd7e1cb/download |
| funding.funder.alternateName_str_mv | FCT FCT |
| funding.funder.identifier_str_mv | http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 |
| funding.funder.name_str_mv | Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia |
| id | ipb_e034f4df56b59adcdcae513f49f8220e |
| identifier.url.fl_str_mv | http://hdl.handle.net/10198/13385 |
| instacron_str | ipb |
| institution | Instituto Politécnico de Bragança |
| instname_str | Instituto Politécnico de Bragança |
| language | eng |
| network_acronym_str | ipb |
| network_name_str | Biblioteca Digital do IPB |
| oai_identifier_str | oai:bibliotecadigital.ipb.pt:10198/13385 |
| organization_str_mv | urn:organizationAcronym:ipb |
| person_str_mv | Batista, Marta Kurnia, Kiki A. Pinho, Simão Pinho, Simão https://www.ciencia-id.pt/481D-73AD-8D0F 481D-73AD-8D0F http://orcid.org/0000-0002-9211-857X 0000-0002-9211-857X Gomes, J.R.B. Coutinho, João A.P. |
| publishDate | 2015 |
| reponame_str | Biblioteca Digital do IPB |
| repository_id_str | urn:repositoryAcronym:ipb |
| service_str_mv | urn:repositoryAcronym:ipb |
| spelling | engpt_PTThe solvation of cyano- (CN-) based ionic liquids (ILs) and their capacity to establish hydrogen bonds (H-bonds) with water was studied by means of experimental and computational approaches. Experimentally, water activity data were measured for aqueous solutions of ILs based on 1-butyl-3-methylimidazolium ([BMIM](+)) cation combined with one of the following anions: thiocyanate ([SCN](-)), dicyanamide ([DCA](-)), or tricyanomethanide ([TCM](-)), and of 1-ethyl-3-methylimidazolium tetracyanoborate ([EMIM][TCB]). From the latter data, water activity coefficients were estimated showing that [BMIM][SCN] and [BMIM][DCA], unlike [BMIM][TCM] and [EMIM][TCB], are able to establish favorable interactions with water. Computationally, the conductor like screening model for real solvents (COSMO-RS) was used to estimate the water activity coefficients which compare well with the experimental ones. From the COSMO-RS results, it is suggested that the polarity of each ion composing the ILs has a strong effect on the solvation phenomena. Furthermore, classical molecular dynamics (MD) simulations were performed for obtaining an atomic level picture of the local molecular neighborhood of the different species. From the experimental and computational data it is showed that increasing the number of CN groups in the ILs' anions does not enhance their ability to establish H-bonds with water but decreases their polarities, being [BMIM][DCA] and [BMIM][SCN] the ones presenting higher propensity to interact.application/pdfpt_PTComputational and experimental study of the behavior of cyano-based ionic liquids in aqueous solutionBatista, MartaKurnia, Kiki A.PersonalPinho, SimãoDSpacehttp://dspace.org/items/8ef7789a-34f3-4915-a666-4efe26272a30DSpacehttp://dspace.org/items/8ef7789a-34f3-4915-a666-4efe26272a30PinhoSimãoCiência IDhttps://www.ciencia-id.pt481D-73AD-8D0FORCIDhttp://orcid.org0000-0002-9211-857XResearcher IDhttps://www.researcherid.comD-4148-2013Scopus Author IDhttps://www.scopus.com7003570175Gomes, J.R.B.Coutinho, João A.P.HostingInstitutionOrganizationalBiblioteca Digital do IPBe-mailmailto:dspace@ipb.ptdspace@ipb.ptISSNIsPartOf1520-6106DOIIsPartOf10.1021/jp510125x2016-10-11T09:47:26Z20152015-01-01T00:00:00ZHandlehttp://hdl.handle.net/10198/13385http://purl.org/coar/access_right/c_16ecrestricted accessMolecular-dynamics simulationsActivity-coefficientsCosmo-RSInfinite dilutionThermodynamic propertiesTransport-propertiesPhase-equilibriaWater mixturesForce-field2594886 bytesFundação para a Ciência e a TecnologiaIONIC LIQUIDS AS ENTRAINERS IN THE EXTRACTIVE DISTILLATION OF THE ETHANOL-WATER SYSTEMCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaDEVELOPMENT OF IONIC LIQUIDS FORMULATIONS FOR THE PURIFICATION OF SHALE GASCrossref Funder IDhttp://doi.org/10.13039/501100001871literaturehttp://purl.org/coar/resource_type/c_6501journal article2015http://creativecommons.org/licenses/by/4.0/http://purl.org/coar/access_right/c_16ecapplication/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/7d004d2c-4179-4494-aa18-dc0fafd7e1cb/downloadJournal of Physical Chemistry B119415671578 |
| spellingShingle | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution Batista, Marta Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| subject.fl_str_mv | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| title | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| title_full | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| title_fullStr | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| title_full_unstemmed | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| title_short | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| title_sort | Computational and experimental study of the behavior of cyano-based ionic liquids in aqueous solution |
| topic | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| topic_facet | Molecular-dynamics simulations Activity-coefficients Cosmo-RS Infinite dilution Thermodynamic properties Transport-properties Phase-equilibria Water mixtures Force-field |
| url | http://hdl.handle.net/10198/13385 |
| visible | 1 |