The 9-Anthroate chromophore as a fluorescent probe for water

Detalhes bibliográficos
Autor(a) principal: Costa, Fernando Pestana da
Data de Publicação: 1989
Outros Autores: Maçanita, António L., Costa, Sílvia B., Melo, Eurico C., Santos, Helena
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.2/1945
Resumo: Water quenches the fluorescence of methyl 9-anthroate with a rate constant showing little dependence on solvent viscosity or polarity. In dioxane, at 20ºC the value of the rate constant is 9.6 X 10^6 M^(-1) s^(-1) , and the activation energy found for the process is 14.1 kJ mol^(-1). The quenching process is entropy-controlled and is likely to involve a hydrogen-bonded complex as an intermediate. Since the fluorescence lifetime of methyl 9-anthroate does not depend on the solvent properties other than its hydrogen-bonding ability, the concentration of nearby water can be estimated directly. Values of 3, 54, and 14 M were obtained for the solubilization site of methyl 9-anthroate in micelles of Triton X-100, sodium dodecyl sulfate (SDS), and dodecyltrimethylammonium chloride (DTAC), respectively. From the ring current effect of the anthroate group on the 'H NMR chemical shifts of the surfactant protons, it is concluded that the anthroate fluorescent probe is preferentially located in the surface region of the SDS and DTAC micelles; however, in Triton X-100, it resides in the micelle interior near the phenoxy groups of the surfactant molecule.
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spelling The 9-Anthroate chromophore as a fluorescent probe for waterPhotochemistryFluorescence probes9-AntroateWater quenches the fluorescence of methyl 9-anthroate with a rate constant showing little dependence on solvent viscosity or polarity. In dioxane, at 20ºC the value of the rate constant is 9.6 X 10^6 M^(-1) s^(-1) , and the activation energy found for the process is 14.1 kJ mol^(-1). The quenching process is entropy-controlled and is likely to involve a hydrogen-bonded complex as an intermediate. Since the fluorescence lifetime of methyl 9-anthroate does not depend on the solvent properties other than its hydrogen-bonding ability, the concentration of nearby water can be estimated directly. Values of 3, 54, and 14 M were obtained for the solubilization site of methyl 9-anthroate in micelles of Triton X-100, sodium dodecyl sulfate (SDS), and dodecyltrimethylammonium chloride (DTAC), respectively. From the ring current effect of the anthroate group on the 'H NMR chemical shifts of the surfactant protons, it is concluded that the anthroate fluorescent probe is preferentially located in the surface region of the SDS and DTAC micelles; however, in Triton X-100, it resides in the micelle interior near the phenoxy groups of the surfactant molecule.American Chemical SocietyRepositório AbertoCosta, Fernando Pestana daMaçanita, António L.Costa, Sílvia B.Melo, Eurico C.Santos, Helena2011-11-07T16:25:58Z1989-011989-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.2/1945engCosta, Fernando Pestana da [et al.] - The 9-Anthroate chromophore as a fluorescent probe for water. "The Journal of Physical Chemistry" [Em linha]. Vol. 93, nº 1, (1989), p. 36-34310.1021/j100338a066info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-16T15:15:07Zoai:repositorioaberto.uab.pt:10400.2/1945Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T22:43:35.596374Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv The 9-Anthroate chromophore as a fluorescent probe for water
title The 9-Anthroate chromophore as a fluorescent probe for water
spellingShingle The 9-Anthroate chromophore as a fluorescent probe for water
Costa, Fernando Pestana da
Photochemistry
Fluorescence probes
9-Antroate
title_short The 9-Anthroate chromophore as a fluorescent probe for water
title_full The 9-Anthroate chromophore as a fluorescent probe for water
title_fullStr The 9-Anthroate chromophore as a fluorescent probe for water
title_full_unstemmed The 9-Anthroate chromophore as a fluorescent probe for water
title_sort The 9-Anthroate chromophore as a fluorescent probe for water
author Costa, Fernando Pestana da
author_facet Costa, Fernando Pestana da
Maçanita, António L.
Costa, Sílvia B.
Melo, Eurico C.
Santos, Helena
author_role author
author2 Maçanita, António L.
Costa, Sílvia B.
Melo, Eurico C.
Santos, Helena
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Repositório Aberto
dc.contributor.author.fl_str_mv Costa, Fernando Pestana da
Maçanita, António L.
Costa, Sílvia B.
Melo, Eurico C.
Santos, Helena
dc.subject.por.fl_str_mv Photochemistry
Fluorescence probes
9-Antroate
topic Photochemistry
Fluorescence probes
9-Antroate
description Water quenches the fluorescence of methyl 9-anthroate with a rate constant showing little dependence on solvent viscosity or polarity. In dioxane, at 20ºC the value of the rate constant is 9.6 X 10^6 M^(-1) s^(-1) , and the activation energy found for the process is 14.1 kJ mol^(-1). The quenching process is entropy-controlled and is likely to involve a hydrogen-bonded complex as an intermediate. Since the fluorescence lifetime of methyl 9-anthroate does not depend on the solvent properties other than its hydrogen-bonding ability, the concentration of nearby water can be estimated directly. Values of 3, 54, and 14 M were obtained for the solubilization site of methyl 9-anthroate in micelles of Triton X-100, sodium dodecyl sulfate (SDS), and dodecyltrimethylammonium chloride (DTAC), respectively. From the ring current effect of the anthroate group on the 'H NMR chemical shifts of the surfactant protons, it is concluded that the anthroate fluorescent probe is preferentially located in the surface region of the SDS and DTAC micelles; however, in Triton X-100, it resides in the micelle interior near the phenoxy groups of the surfactant molecule.
publishDate 1989
dc.date.none.fl_str_mv 1989-01
1989-01-01T00:00:00Z
2011-11-07T16:25:58Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10400.2/1945
url http://hdl.handle.net/10400.2/1945
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Costa, Fernando Pestana da [et al.] - The 9-Anthroate chromophore as a fluorescent probe for water. "The Journal of Physical Chemistry" [Em linha]. Vol. 93, nº 1, (1989), p. 36-343
10.1021/j100338a066
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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