Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos

Detalhes bibliográficos
Autor(a) principal: Beck, Thaíssa Silva
Data de Publicação: 2020
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Repositório Institucional Manancial UFSM
Texto Completo: http://repositorio.ufsm.br/handle/1/23047
Resumo: This study presents the synthesis and characterization of mono and dicationic ionic liquids (ILs), with anions derived from amino acids (Arginine, Glycine, Lysine and Serine). The influence of the molecular structure of ILs in the aggregates formation in solution were also realized. The characterization of ILs was performed using 1H and 13C Nuclear Magnetic Resonance (NMR), Electrospray Ionization Mass Spectrometry (ESI- MS-MS), Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC). The results showed that monocationic ILs have lower thermal stability than dicationic ILs, with the exception of [BisDec(MIM)2][GLI]. All ILs are less stable than analogous ILs with counterion bromide. From DSC, it was observed that the ILs presented only glass transition in the monitored temperature range. The aggregation behavior in aqueous solution of ILs was investigated using electrical conductivity and 1H NMR. The results showed that dicationic ILs aggregate more easily than monocationic ones. This result was related to the anions hydrophobicity of the anion influenced CAC more than the hydrophobicity of the cation. The chemical shift of the 1H of the imidazole (polar head) and the side/spacer chain (apolar part) of the ILs showed an increase in the chemical shift. Except for the IL [BisDec(MIM)2][2GLI] that all 1H signals showed a decrease as the aggregation occurred. The CAC obtained by conductivity and 1H NMR showed the same trend. The higher the hydrophobicity of the anion, the lower the CAC.
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spelling 2021-11-29T15:28:15Z2021-11-29T15:28:15Z2020-02-20http://repositorio.ufsm.br/handle/1/23047This study presents the synthesis and characterization of mono and dicationic ionic liquids (ILs), with anions derived from amino acids (Arginine, Glycine, Lysine and Serine). The influence of the molecular structure of ILs in the aggregates formation in solution were also realized. The characterization of ILs was performed using 1H and 13C Nuclear Magnetic Resonance (NMR), Electrospray Ionization Mass Spectrometry (ESI- MS-MS), Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC). The results showed that monocationic ILs have lower thermal stability than dicationic ILs, with the exception of [BisDec(MIM)2][GLI]. All ILs are less stable than analogous ILs with counterion bromide. From DSC, it was observed that the ILs presented only glass transition in the monitored temperature range. The aggregation behavior in aqueous solution of ILs was investigated using electrical conductivity and 1H NMR. The results showed that dicationic ILs aggregate more easily than monocationic ones. This result was related to the anions hydrophobicity of the anion influenced CAC more than the hydrophobicity of the cation. The chemical shift of the 1H of the imidazole (polar head) and the side/spacer chain (apolar part) of the ILs showed an increase in the chemical shift. Except for the IL [BisDec(MIM)2][2GLI] that all 1H signals showed a decrease as the aggregation occurred. The CAC obtained by conductivity and 1H NMR showed the same trend. The higher the hydrophobicity of the anion, the lower the CAC.Este trabalho apresenta a síntese, caracterização e estudo da influência da estrutura molecular dos líquidos iônicos (LIs) mono e dicatiônicos com ânions derivados dos aminoácidos arginina, glicina, lisina e serina na formação de agregados em solução aquosa. A caracterização dos LIs foi realizada por ressonância magnética nuclear (RMN) de 1H e 13C, espectrometria de massas, análise termogravimétrica (TGA) e calorimetria exploratória diferencial (DSC). Os resultados mostraram que os LIs monocatiônicos apresentam estabilidade térmica inferior que os LIs dicatiônicos, com exceção do [BisDec(MIM)2][GLI]. Todos os LIs são menos estáveis que seus análogos com ânion brometo. Os LIs estudados são amorfos na faixa de temperatura monitorada. O comportamento de agregação em solução aquosa dos LIs foi investigado usando condutividade elétrica e RMN de 1H. Os resultados mostraram que os LIs dicatiônicos agregam mais facilmente que os LIs monocatiônicos com o mesmo ânion. Este fato indica que a hidrofobicidade do ânion teve mais efeito do que a hidrofobicidade do cátion na CAC. O deslocamentoquímicos dos 1H do imidazol (cabeça polar) e da cadeia lateral/espaçadora (parte apolar) de todos os LIs apresentaram aumento do deslocamento químico. Exceto para o LI [BisDec(MIM)2][2GLI] que todos os sinais apresentaram uma diminuição à medida que a agregação ocorreu. A CAC obtida por condutividade e 1H RMN apresentou a mesma tendência na qual quanto maior a hidrofobicidade do ânion, menor a CAC.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessLíquidos iônicos derivados de aminoácidosMonocatiônicosDicatiônicosEstabilidade térmicaAgregaçãoAmino acid-based Ionic liquidsMonocationicDicationicThermal stabilityAggregationCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidosSynthesis, characterization and aggregation of amino acid-based ionic liquids monocationic and dicationicinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisFrizzo, Clarissa Piccininhttp://lattes.cnpq.br/0029279904716491Villetti, Marcos AntonioSchumacher, Ricardo FredericoVerly, Rodrigo Moreirahttp://lattes.cnpq.br/2434758269044767Beck, Thaíssa Silva1006000000006006006006006006008339c8fa-17c5-4531-bcb5-111d15cb015cad73ecf2-1ae3-4e98-af51-542cf2ce38ee572b0d41-38ea-4a4f-96e4-b123bc97f2ca440aac92-1478-4cbd-9a8c-a1fa4360f55c2d7f845c-4de6-407a-bced-015b4a47974breponame:Repositório Institucional Manancial UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMLICENSElicense.txtlicense.txttext/plain; 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dc.title.por.fl_str_mv Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
dc.title.alternative.eng.fl_str_mv Synthesis, characterization and aggregation of amino acid-based ionic liquids monocationic and dicationic
title Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
spellingShingle Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
Beck, Thaíssa Silva
Líquidos iônicos derivados de aminoácidos
Monocatiônicos
Dicatiônicos
Estabilidade térmica
Agregação
Amino acid-based Ionic liquids
Monocationic
Dicationic
Thermal stability
Aggregation
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
title_full Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
title_fullStr Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
title_full_unstemmed Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
title_sort Síntese, caracterização e agregação de líquidos iônicos mono- e dicatiônicos derivados de aminoácidos
author Beck, Thaíssa Silva
author_facet Beck, Thaíssa Silva
author_role author
dc.contributor.advisor1.fl_str_mv Frizzo, Clarissa Piccinin
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/0029279904716491
dc.contributor.advisor-co1.fl_str_mv Villetti, Marcos Antonio
dc.contributor.referee1.fl_str_mv Schumacher, Ricardo Frederico
dc.contributor.referee2.fl_str_mv Verly, Rodrigo Moreira
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/2434758269044767
dc.contributor.author.fl_str_mv Beck, Thaíssa Silva
contributor_str_mv Frizzo, Clarissa Piccinin
Villetti, Marcos Antonio
Schumacher, Ricardo Frederico
Verly, Rodrigo Moreira
dc.subject.por.fl_str_mv Líquidos iônicos derivados de aminoácidos
Monocatiônicos
Dicatiônicos
Estabilidade térmica
Agregação
topic Líquidos iônicos derivados de aminoácidos
Monocatiônicos
Dicatiônicos
Estabilidade térmica
Agregação
Amino acid-based Ionic liquids
Monocationic
Dicationic
Thermal stability
Aggregation
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Amino acid-based Ionic liquids
Monocationic
Dicationic
Thermal stability
Aggregation
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description This study presents the synthesis and characterization of mono and dicationic ionic liquids (ILs), with anions derived from amino acids (Arginine, Glycine, Lysine and Serine). The influence of the molecular structure of ILs in the aggregates formation in solution were also realized. The characterization of ILs was performed using 1H and 13C Nuclear Magnetic Resonance (NMR), Electrospray Ionization Mass Spectrometry (ESI- MS-MS), Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC). The results showed that monocationic ILs have lower thermal stability than dicationic ILs, with the exception of [BisDec(MIM)2][GLI]. All ILs are less stable than analogous ILs with counterion bromide. From DSC, it was observed that the ILs presented only glass transition in the monitored temperature range. The aggregation behavior in aqueous solution of ILs was investigated using electrical conductivity and 1H NMR. The results showed that dicationic ILs aggregate more easily than monocationic ones. This result was related to the anions hydrophobicity of the anion influenced CAC more than the hydrophobicity of the cation. The chemical shift of the 1H of the imidazole (polar head) and the side/spacer chain (apolar part) of the ILs showed an increase in the chemical shift. Except for the IL [BisDec(MIM)2][2GLI] that all 1H signals showed a decrease as the aggregation occurred. The CAC obtained by conductivity and 1H NMR showed the same trend. The higher the hydrophobicity of the anion, the lower the CAC.
publishDate 2020
dc.date.issued.fl_str_mv 2020-02-20
dc.date.accessioned.fl_str_mv 2021-11-29T15:28:15Z
dc.date.available.fl_str_mv 2021-11-29T15:28:15Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/23047
url http://repositorio.ufsm.br/handle/1/23047
dc.language.iso.fl_str_mv por
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dc.relation.confidence.fl_str_mv 600
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dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFSM
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Química
publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
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