Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC

Autores
Porcal, Gabriela Valeria; Arbeloa, Ernesto Maximiliano; Orallo, Dalila Elisabet; Bertolotti, Sonia Graciela; Previtali, Carlos Mario
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The photophysics of safranine-O (3,7-diamino-2,8-dimethyl-5 phenyl phenazinium chloride, SF) and phenosafranine (3,7-diamino-5-phenyl phenazinium chloride, PSF) was investigated in reverse micelles (RMs) of the cationic surfactant benzyl hexadecyl dimethylammonium chloride (BHDC). The excited singlet state properties were measured by absorption and fluorescence spectroscopy. All the measurements indicate that both dyes are localized in the interface, sensing a medium of lower polarity than water. Stokes? shift increases and fluorescence quantum yield decreases with increasing the water content, but never reach the values or pure water. The triplet state properties of the dyes in RMs were investigated by laser flash photolysis. The maximum of the T?T absorption spectra in RMs confirms that, in spite of their positive charge, the dyes remain at the interface co-micellizing with BHDC. The triplet lifetime is much longer in the RMs than in homogeneous organic solvents. The two dyes present a different dependence of their photophysical properties with the water content. The two methyl groups in the ring of SF produce a stronger preference of the dye for a hydrophobic environment, and consequently a deeper location in the interface closer to the organic phase. A remarkable difference is observed in the triplet quenching by aliphatic amines. While the quenching by hydrophobic tributylamine is much lower in BHDC/benzene RMs than in a homogeneous solvent, the hydro soluble triethanolamine is near two orders of magnitude more effective in the RMs than in homogeneous solution. This is explained by the different local concentration of the amines in the interface.
Fil: Porcal, Gabriela Valeria. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Arbeloa, Ernesto Maximiliano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
Fil: Orallo, Dalila Elisabet. Universidad Nacional de Mar del Plata. Facultad de Ciencias Exactas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Bertolotti, Sonia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
Fil: Previtali, Carlos Mario. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
Materia
Safranine
Phenosafranine
Reverse micelles
Photophysics
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/241426

id CONICETDig_94e9b73d232ffd8132d848a02347f49a
oai_identifier_str oai:ri.conicet.gov.ar:11336/241426
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Photophysics of safranine-O and phenosafranine in reverse micelles of BHDCPorcal, Gabriela ValeriaArbeloa, Ernesto MaximilianoOrallo, Dalila ElisabetBertolotti, Sonia GracielaPrevitali, Carlos MarioSafraninePhenosafranineReverse micellesPhotophysicshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The photophysics of safranine-O (3,7-diamino-2,8-dimethyl-5 phenyl phenazinium chloride, SF) and phenosafranine (3,7-diamino-5-phenyl phenazinium chloride, PSF) was investigated in reverse micelles (RMs) of the cationic surfactant benzyl hexadecyl dimethylammonium chloride (BHDC). The excited singlet state properties were measured by absorption and fluorescence spectroscopy. All the measurements indicate that both dyes are localized in the interface, sensing a medium of lower polarity than water. Stokes? shift increases and fluorescence quantum yield decreases with increasing the water content, but never reach the values or pure water. The triplet state properties of the dyes in RMs were investigated by laser flash photolysis. The maximum of the T?T absorption spectra in RMs confirms that, in spite of their positive charge, the dyes remain at the interface co-micellizing with BHDC. The triplet lifetime is much longer in the RMs than in homogeneous organic solvents. The two dyes present a different dependence of their photophysical properties with the water content. The two methyl groups in the ring of SF produce a stronger preference of the dye for a hydrophobic environment, and consequently a deeper location in the interface closer to the organic phase. A remarkable difference is observed in the triplet quenching by aliphatic amines. While the quenching by hydrophobic tributylamine is much lower in BHDC/benzene RMs than in a homogeneous solvent, the hydro soluble triethanolamine is near two orders of magnitude more effective in the RMs than in homogeneous solution. This is explained by the different local concentration of the amines in the interface.Fil: Porcal, Gabriela Valeria. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Arbeloa, Ernesto Maximiliano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; ArgentinaFil: Orallo, Dalila Elisabet. Universidad Nacional de Mar del Plata. Facultad de Ciencias Exactas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Bertolotti, Sonia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; ArgentinaFil: Previtali, Carlos Mario. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; ArgentinaElsevier Science SA2011-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/241426Porcal, Gabriela Valeria; Arbeloa, Ernesto Maximiliano; Orallo, Dalila Elisabet; Bertolotti, Sonia Graciela; Previtali, Carlos Mario; Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC; Elsevier Science SA; Journal of Photochemistry and Photobiology A: Chemistry; 226; 1; 12-2011; 51-561010-6030CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1010603011004394info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2011.10.014info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:02Zoai:ri.conicet.gov.ar:11336/241426instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:47:02.508CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
title Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
spellingShingle Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
Porcal, Gabriela Valeria
Safranine
Phenosafranine
Reverse micelles
Photophysics
title_short Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
title_full Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
title_fullStr Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
title_full_unstemmed Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
title_sort Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC
dc.creator.none.fl_str_mv Porcal, Gabriela Valeria
Arbeloa, Ernesto Maximiliano
Orallo, Dalila Elisabet
Bertolotti, Sonia Graciela
Previtali, Carlos Mario
author Porcal, Gabriela Valeria
author_facet Porcal, Gabriela Valeria
Arbeloa, Ernesto Maximiliano
Orallo, Dalila Elisabet
Bertolotti, Sonia Graciela
Previtali, Carlos Mario
author_role author
author2 Arbeloa, Ernesto Maximiliano
Orallo, Dalila Elisabet
Bertolotti, Sonia Graciela
Previtali, Carlos Mario
author2_role author
author
author
author
dc.subject.none.fl_str_mv Safranine
Phenosafranine
Reverse micelles
Photophysics
topic Safranine
Phenosafranine
Reverse micelles
Photophysics
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The photophysics of safranine-O (3,7-diamino-2,8-dimethyl-5 phenyl phenazinium chloride, SF) and phenosafranine (3,7-diamino-5-phenyl phenazinium chloride, PSF) was investigated in reverse micelles (RMs) of the cationic surfactant benzyl hexadecyl dimethylammonium chloride (BHDC). The excited singlet state properties were measured by absorption and fluorescence spectroscopy. All the measurements indicate that both dyes are localized in the interface, sensing a medium of lower polarity than water. Stokes? shift increases and fluorescence quantum yield decreases with increasing the water content, but never reach the values or pure water. The triplet state properties of the dyes in RMs were investigated by laser flash photolysis. The maximum of the T?T absorption spectra in RMs confirms that, in spite of their positive charge, the dyes remain at the interface co-micellizing with BHDC. The triplet lifetime is much longer in the RMs than in homogeneous organic solvents. The two dyes present a different dependence of their photophysical properties with the water content. The two methyl groups in the ring of SF produce a stronger preference of the dye for a hydrophobic environment, and consequently a deeper location in the interface closer to the organic phase. A remarkable difference is observed in the triplet quenching by aliphatic amines. While the quenching by hydrophobic tributylamine is much lower in BHDC/benzene RMs than in a homogeneous solvent, the hydro soluble triethanolamine is near two orders of magnitude more effective in the RMs than in homogeneous solution. This is explained by the different local concentration of the amines in the interface.
Fil: Porcal, Gabriela Valeria. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Arbeloa, Ernesto Maximiliano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
Fil: Orallo, Dalila Elisabet. Universidad Nacional de Mar del Plata. Facultad de Ciencias Exactas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Bertolotti, Sonia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
Fil: Previtali, Carlos Mario. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ciencias Exactas Fisicoquimicas y Naturales. Departamento de Quimica. Area Fisicoquimica Organica; Argentina
description The photophysics of safranine-O (3,7-diamino-2,8-dimethyl-5 phenyl phenazinium chloride, SF) and phenosafranine (3,7-diamino-5-phenyl phenazinium chloride, PSF) was investigated in reverse micelles (RMs) of the cationic surfactant benzyl hexadecyl dimethylammonium chloride (BHDC). The excited singlet state properties were measured by absorption and fluorescence spectroscopy. All the measurements indicate that both dyes are localized in the interface, sensing a medium of lower polarity than water. Stokes? shift increases and fluorescence quantum yield decreases with increasing the water content, but never reach the values or pure water. The triplet state properties of the dyes in RMs were investigated by laser flash photolysis. The maximum of the T?T absorption spectra in RMs confirms that, in spite of their positive charge, the dyes remain at the interface co-micellizing with BHDC. The triplet lifetime is much longer in the RMs than in homogeneous organic solvents. The two dyes present a different dependence of their photophysical properties with the water content. The two methyl groups in the ring of SF produce a stronger preference of the dye for a hydrophobic environment, and consequently a deeper location in the interface closer to the organic phase. A remarkable difference is observed in the triplet quenching by aliphatic amines. While the quenching by hydrophobic tributylamine is much lower in BHDC/benzene RMs than in a homogeneous solvent, the hydro soluble triethanolamine is near two orders of magnitude more effective in the RMs than in homogeneous solution. This is explained by the different local concentration of the amines in the interface.
publishDate 2011
dc.date.none.fl_str_mv 2011-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/241426
Porcal, Gabriela Valeria; Arbeloa, Ernesto Maximiliano; Orallo, Dalila Elisabet; Bertolotti, Sonia Graciela; Previtali, Carlos Mario; Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC; Elsevier Science SA; Journal of Photochemistry and Photobiology A: Chemistry; 226; 1; 12-2011; 51-56
1010-6030
CONICET Digital
CONICET
url http://hdl.handle.net/11336/241426
identifier_str_mv Porcal, Gabriela Valeria; Arbeloa, Ernesto Maximiliano; Orallo, Dalila Elisabet; Bertolotti, Sonia Graciela; Previtali, Carlos Mario; Photophysics of safranine-O and phenosafranine in reverse micelles of BHDC; Elsevier Science SA; Journal of Photochemistry and Photobiology A: Chemistry; 226; 1; 12-2011; 51-56
1010-6030
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1010603011004394
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2011.10.014
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science SA
publisher.none.fl_str_mv Elsevier Science SA
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842268833110294528
score 13.13397