Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters

Detalhes bibliográficos
Autor(a) principal: Moreira, Leonardo Marmo
Data de Publicação: 2014
Outros Autores: Melo, Mirian M. de, Martins, Priscila A., Lyon, Juliana Pereira, Romani, Ana Paula, Codognoto, Lucia [UNIFESP], Santos, Sandra C. dos, Oliveira, Hueder Paulo Moisés de
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNIFESP
Texto Completo: http://dx.doi.org/10.5935/0103-5053.20140051
http://repositorio.unifesp.br/handle/11600/8370
Resumo: This work studied the fluorescent and solvatochromic properties of coumarin and its derivatives aiming to contribute in the elucidation of the excited state behavior of the molecule in solvent mixtures. This approach has been developed through a set of measurements involving different solvent ratios, which present distinct dielectric constants. The excitation and fluorescence maxima were largely blue-shifted with increasing participation of the organic solvent and the Stokes shifts were unusually low in mixtures with lower solvent polarity parameter, Δf. The emission intensity of coumarin was extremely sensitive to the polarity and the different structural conformations of solvents. These results influenced the spectroscopic behavior and explain the deviation from the linearity of the Lippert-Mataga relationship. The use of fluorescence spectroscopy makes the understanding of the behavior of the systems studied when in the presence of different environments being extremely important for the identification and characterization of coumarin in different pharmaceutical formulations.
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spelling Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameterscoumarinfluorescencesolvatochromic propertiesemission spectraexcitation spectraThis work studied the fluorescent and solvatochromic properties of coumarin and its derivatives aiming to contribute in the elucidation of the excited state behavior of the molecule in solvent mixtures. This approach has been developed through a set of measurements involving different solvent ratios, which present distinct dielectric constants. The excitation and fluorescence maxima were largely blue-shifted with increasing participation of the organic solvent and the Stokes shifts were unusually low in mixtures with lower solvent polarity parameter, Δf. The emission intensity of coumarin was extremely sensitive to the polarity and the different structural conformations of solvents. These results influenced the spectroscopic behavior and explain the deviation from the linearity of the Lippert-Mataga relationship. The use of fluorescence spectroscopy makes the understanding of the behavior of the systems studied when in the presence of different environments being extremely important for the identification and characterization of coumarin in different pharmaceutical formulations.Este trabalho estuda as propriedades fluorescentes e solvatocrômicas da cumarina e seus derivados visando contribuir na elucidação do comportamento do estado excitado dessas moléculas em misturas de solventes. Esta abordagem foi desenvolvida através de medidas que envolveram diferentes relações de solventes com constantes dielétricas distintas. Os máximos de excitação e emissão de fluorescência foram deslocados para o azul nas misturas com maior proporção do solvente orgânico e o deslocamento de Stokes foi menor em misturas com menor parâmetro de polaridade do solvente, Δf. A intensidade de emissão de cumarina foi extremamente sensível à polaridade e às diferentes conformações estruturais dos solventes. Estas conformações influenciaram diretamente no comportamento espectroscópico e explicam o desvio da linearidade da relação de Lippert-Mataga. A utilização de espectroscopia de fluorescência possibilita o conhecimento do comportamento destes derivados quando em diferentes ambientes, sendo de extrema importância para a identificação e caracterização desses compostos em formulações farmacêuticas.Universidade Federal de São João Del Rei Departamento de ZootecniaUniversidade do Vale do Paraíba Instituto de Pesquisa e DesenvolvimentoUniversidade Federal de São João Del Rei Departamento de Ciências NaturaisUniversidade Federal do ABC Centro de Engenharia, Modelagem e Ciências Sociais AplicadasUniversidade Federal de São Paulo (UNIFESP) Departamento de Ciências Exatas e da TerraUniversidade Federal de Pelotas Centro de Ciências Químicas, Farmacêuticas e de AlimentosUniversidade Federal do ABC Centro de Ciências Naturais e HumanasUNIFESP, Depto. de Ciências Exatas e da TerraSciELOL'Oreal/Academia Brasileira de Ciencias/Unesco (Grant for Women in Science)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)479655/2008-1 e 474019/2012-808/50588-6 e 06/56701-3Sociedade Brasileira de QuímicaUniversidade Federal de São João Del Rei Departamento de ZootecniaUniversidade do Vale do Paraíba Instituto de Pesquisa e DesenvolvimentoUniversidade Federal de São João Del Rei Departamento de Ciências NaturaisUniversidade Federal do ABC Centro de Engenharia, Modelagem e Ciências Sociais AplicadasUniversidade Federal de São Paulo (UNIFESP)Universidade Federal de Pelotas Centro de Ciências Químicas, Farmacêuticas e de AlimentosUniversidade Federal do ABC Centro de Ciências Naturais e HumanasMoreira, Leonardo MarmoMelo, Mirian M. deMartins, Priscila A.Lyon, Juliana PereiraRomani, Ana PaulaCodognoto, Lucia [UNIFESP]Santos, Sandra C. dosOliveira, Hueder Paulo Moisés de2015-06-14T13:47:05Z2015-06-14T13:47:05Z2014-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion873-881application/pdfhttp://dx.doi.org/10.5935/0103-5053.20140051Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 5, p. 873-881, 2014.10.5935/0103-5053.20140051S0103-50532014000500009.pdf0103-50531678-4790S0103-50532014000500009http://repositorio.unifesp.br/handle/11600/8370WOS:000335817400009engJournal of the Brazilian Chemical Societyinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNIFESPinstname:Universidade Federal de São Paulo (UNIFESP)instacron:UNIFESP2024-07-29T02:09:03Zoai:repositorio.unifesp.br/:11600/8370Repositório InstitucionalPUBhttp://www.repositorio.unifesp.br/oai/requestbiblioteca.csp@unifesp.bropendoar:34652024-07-29T02:09:03Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)false
dc.title.none.fl_str_mv Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
title Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
spellingShingle Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
Moreira, Leonardo Marmo
coumarin
fluorescence
solvatochromic properties
emission spectra
excitation spectra
title_short Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
title_full Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
title_fullStr Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
title_full_unstemmed Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
title_sort Photophysical properties of coumarin compounds in neat and binary solvent mixtures: evaluation and correlation between solvatochromism and solvent polarity parameters
author Moreira, Leonardo Marmo
author_facet Moreira, Leonardo Marmo
Melo, Mirian M. de
Martins, Priscila A.
Lyon, Juliana Pereira
Romani, Ana Paula
Codognoto, Lucia [UNIFESP]
Santos, Sandra C. dos
Oliveira, Hueder Paulo Moisés de
author_role author
author2 Melo, Mirian M. de
Martins, Priscila A.
Lyon, Juliana Pereira
Romani, Ana Paula
Codognoto, Lucia [UNIFESP]
Santos, Sandra C. dos
Oliveira, Hueder Paulo Moisés de
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de São João Del Rei Departamento de Zootecnia
Universidade do Vale do Paraíba Instituto de Pesquisa e Desenvolvimento
Universidade Federal de São João Del Rei Departamento de Ciências Naturais
Universidade Federal do ABC Centro de Engenharia, Modelagem e Ciências Sociais Aplicadas
Universidade Federal de São Paulo (UNIFESP)
Universidade Federal de Pelotas Centro de Ciências Químicas, Farmacêuticas e de Alimentos
Universidade Federal do ABC Centro de Ciências Naturais e Humanas
dc.contributor.author.fl_str_mv Moreira, Leonardo Marmo
Melo, Mirian M. de
Martins, Priscila A.
Lyon, Juliana Pereira
Romani, Ana Paula
Codognoto, Lucia [UNIFESP]
Santos, Sandra C. dos
Oliveira, Hueder Paulo Moisés de
dc.subject.por.fl_str_mv coumarin
fluorescence
solvatochromic properties
emission spectra
excitation spectra
topic coumarin
fluorescence
solvatochromic properties
emission spectra
excitation spectra
description This work studied the fluorescent and solvatochromic properties of coumarin and its derivatives aiming to contribute in the elucidation of the excited state behavior of the molecule in solvent mixtures. This approach has been developed through a set of measurements involving different solvent ratios, which present distinct dielectric constants. The excitation and fluorescence maxima were largely blue-shifted with increasing participation of the organic solvent and the Stokes shifts were unusually low in mixtures with lower solvent polarity parameter, Δf. The emission intensity of coumarin was extremely sensitive to the polarity and the different structural conformations of solvents. These results influenced the spectroscopic behavior and explain the deviation from the linearity of the Lippert-Mataga relationship. The use of fluorescence spectroscopy makes the understanding of the behavior of the systems studied when in the presence of different environments being extremely important for the identification and characterization of coumarin in different pharmaceutical formulations.
publishDate 2014
dc.date.none.fl_str_mv 2014-05-01
2015-06-14T13:47:05Z
2015-06-14T13:47:05Z
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.5935/0103-5053.20140051
Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 5, p. 873-881, 2014.
10.5935/0103-5053.20140051
S0103-50532014000500009.pdf
0103-5053
1678-4790
S0103-50532014000500009
http://repositorio.unifesp.br/handle/11600/8370
WOS:000335817400009
url http://dx.doi.org/10.5935/0103-5053.20140051
http://repositorio.unifesp.br/handle/11600/8370
identifier_str_mv Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 5, p. 873-881, 2014.
10.5935/0103-5053.20140051
S0103-50532014000500009.pdf
0103-5053
1678-4790
S0103-50532014000500009
WOS:000335817400009
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of the Brazilian Chemical Society
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 873-881
application/pdf
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv reponame:Repositório Institucional da UNIFESP
instname:Universidade Federal de São Paulo (UNIFESP)
instacron:UNIFESP
instname_str Universidade Federal de São Paulo (UNIFESP)
instacron_str UNIFESP
institution UNIFESP
reponame_str Repositório Institucional da UNIFESP
collection Repositório Institucional da UNIFESP
repository.name.fl_str_mv Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)
repository.mail.fl_str_mv biblioteca.csp@unifesp.br
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