Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution

Autores
del Rosso, Pablo Gabriel; Romagnoli, Maria Jose; Almassio, Marcela; Barbero, César Alfredo; Garay, Raúl Oscar
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A new regularly segmented conjugated polymer with diphenylanthryl chromophores bearing oxyethylene side chains was synthesized. The amorphous polymer was solution-processable. The formation of aggregated species in solid phase was hindered by the bent microstructure while fluorescence depolarization measurements showed high exciton mobilities among the short chromophores. The fluorescence quenching of films of PA toward nitroaromatics in aqueous solution was evaluated and compared with the behavior of PF; a diphenylfluorenylene-based segmented CP bearing non-polar aliphatic side chains. Films of both polymers exhibit remarkable sensing abilities in the micromolar range thus showing that hydrated films have porosity at the molecular level. The fluorene-based PF had higher overall quenching responses to NACs than the anthryl-based PA while nitrophenols were more effective than nitrotoluenes in quenching the fluorescence of both PA and PF. Such differences are rationalized in terms of polymer?analyte interactions. The binding strengths between analytes and sensing materials were evaluated by their Hansen solubility parameters. We concluded that strong analyte cohesive interactions with the polymer could drag analyte diffusion and impair polymer sensing ability and should be avoided in the design of responsive polymers to be used in the present sensing configuration.
Fil: del Rosso, Pablo Gabriel. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Romagnoli, Maria Jose. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina
Fil: Barbero, César Alfredo. Universidad Nacional de Rio Cuarto. Facultad de Cs.exactas Fisicoquimicas y Naturales. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados. - Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro Cientifico Tecnologico Conicet - Cordoba. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados.; Argentina
Fil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina
Materia
Fluorescence quenching
Segmented conjugated polymer
Nitroaromatics
Film sensor
Aqueous phase
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:11336/101988

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network_name_str CONICET Digital (CONICET)
spelling Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solutiondel Rosso, Pablo GabrielRomagnoli, Maria JoseAlmassio, MarcelaBarbero, César AlfredoGaray, Raúl OscarFluorescence quenchingSegmented conjugated polymerNitroaromaticsFilm sensorAqueous phasehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A new regularly segmented conjugated polymer with diphenylanthryl chromophores bearing oxyethylene side chains was synthesized. The amorphous polymer was solution-processable. The formation of aggregated species in solid phase was hindered by the bent microstructure while fluorescence depolarization measurements showed high exciton mobilities among the short chromophores. The fluorescence quenching of films of PA toward nitroaromatics in aqueous solution was evaluated and compared with the behavior of PF; a diphenylfluorenylene-based segmented CP bearing non-polar aliphatic side chains. Films of both polymers exhibit remarkable sensing abilities in the micromolar range thus showing that hydrated films have porosity at the molecular level. The fluorene-based PF had higher overall quenching responses to NACs than the anthryl-based PA while nitrophenols were more effective than nitrotoluenes in quenching the fluorescence of both PA and PF. Such differences are rationalized in terms of polymer?analyte interactions. The binding strengths between analytes and sensing materials were evaluated by their Hansen solubility parameters. We concluded that strong analyte cohesive interactions with the polymer could drag analyte diffusion and impair polymer sensing ability and should be avoided in the design of responsive polymers to be used in the present sensing configuration.Fil: del Rosso, Pablo Gabriel. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Romagnoli, Maria Jose. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; ArgentinaFil: Barbero, César Alfredo. Universidad Nacional de Rio Cuarto. Facultad de Cs.exactas Fisicoquimicas y Naturales. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados. - Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro Cientifico Tecnologico Conicet - Cordoba. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados.; ArgentinaFil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; ArgentinaElsevier Science Sa2014-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/101988del Rosso, Pablo Gabriel; Romagnoli, Maria Jose; Almassio, Marcela; Barbero, César Alfredo; Garay, Raúl Oscar; Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution; Elsevier Science Sa; Sensors and Actuators B: Chemical; 203; 11-2014; 612-6200925-4005CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/journal/09254005/203info:eu-repo/semantics/altIdentifier/doi/10.1016/j.snb.2014.07.032info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:20:16Zoai:ri.conicet.gov.ar:11336/101988instacron: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:34982025-09-29 10:20:16.73CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
title Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
spellingShingle Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
del Rosso, Pablo Gabriel
Fluorescence quenching
Segmented conjugated polymer
Nitroaromatics
Film sensor
Aqueous phase
title_short Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
title_full Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
title_fullStr Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
title_full_unstemmed Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
title_sort Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution
dc.creator.none.fl_str_mv del Rosso, Pablo Gabriel
Romagnoli, Maria Jose
Almassio, Marcela
Barbero, César Alfredo
Garay, Raúl Oscar
author del Rosso, Pablo Gabriel
author_facet del Rosso, Pablo Gabriel
Romagnoli, Maria Jose
Almassio, Marcela
Barbero, César Alfredo
Garay, Raúl Oscar
author_role author
author2 Romagnoli, Maria Jose
Almassio, Marcela
Barbero, César Alfredo
Garay, Raúl Oscar
author2_role author
author
author
author
dc.subject.none.fl_str_mv Fluorescence quenching
Segmented conjugated polymer
Nitroaromatics
Film sensor
Aqueous phase
topic Fluorescence quenching
Segmented conjugated polymer
Nitroaromatics
Film sensor
Aqueous phase
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A new regularly segmented conjugated polymer with diphenylanthryl chromophores bearing oxyethylene side chains was synthesized. The amorphous polymer was solution-processable. The formation of aggregated species in solid phase was hindered by the bent microstructure while fluorescence depolarization measurements showed high exciton mobilities among the short chromophores. The fluorescence quenching of films of PA toward nitroaromatics in aqueous solution was evaluated and compared with the behavior of PF; a diphenylfluorenylene-based segmented CP bearing non-polar aliphatic side chains. Films of both polymers exhibit remarkable sensing abilities in the micromolar range thus showing that hydrated films have porosity at the molecular level. The fluorene-based PF had higher overall quenching responses to NACs than the anthryl-based PA while nitrophenols were more effective than nitrotoluenes in quenching the fluorescence of both PA and PF. Such differences are rationalized in terms of polymer?analyte interactions. The binding strengths between analytes and sensing materials were evaluated by their Hansen solubility parameters. We concluded that strong analyte cohesive interactions with the polymer could drag analyte diffusion and impair polymer sensing ability and should be avoided in the design of responsive polymers to be used in the present sensing configuration.
Fil: del Rosso, Pablo Gabriel. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Romagnoli, Maria Jose. Universidad Nacional del Sur. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina
Fil: Barbero, César Alfredo. Universidad Nacional de Rio Cuarto. Facultad de Cs.exactas Fisicoquimicas y Naturales. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados. - Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro Cientifico Tecnologico Conicet - Cordoba. Instituto de Investigaciones En Tecnologias Energeticas y Materiales Avanzados.; Argentina
Fil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química; Argentina
description A new regularly segmented conjugated polymer with diphenylanthryl chromophores bearing oxyethylene side chains was synthesized. The amorphous polymer was solution-processable. The formation of aggregated species in solid phase was hindered by the bent microstructure while fluorescence depolarization measurements showed high exciton mobilities among the short chromophores. The fluorescence quenching of films of PA toward nitroaromatics in aqueous solution was evaluated and compared with the behavior of PF; a diphenylfluorenylene-based segmented CP bearing non-polar aliphatic side chains. Films of both polymers exhibit remarkable sensing abilities in the micromolar range thus showing that hydrated films have porosity at the molecular level. The fluorene-based PF had higher overall quenching responses to NACs than the anthryl-based PA while nitrophenols were more effective than nitrotoluenes in quenching the fluorescence of both PA and PF. Such differences are rationalized in terms of polymer?analyte interactions. The binding strengths between analytes and sensing materials were evaluated by their Hansen solubility parameters. We concluded that strong analyte cohesive interactions with the polymer could drag analyte diffusion and impair polymer sensing ability and should be avoided in the design of responsive polymers to be used in the present sensing configuration.
publishDate 2014
dc.date.none.fl_str_mv 2014-11
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/11336/101988
del Rosso, Pablo Gabriel; Romagnoli, Maria Jose; Almassio, Marcela; Barbero, César Alfredo; Garay, Raúl Oscar; Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution; Elsevier Science Sa; Sensors and Actuators B: Chemical; 203; 11-2014; 612-620
0925-4005
CONICET Digital
CONICET
url http://hdl.handle.net/11336/101988
identifier_str_mv del Rosso, Pablo Gabriel; Romagnoli, Maria Jose; Almassio, Marcela; Barbero, César Alfredo; Garay, Raúl Oscar; Diphenylanthrylene and diphenylfluorene-based segmented conjugated polymer films as fluorescent chemosensors for nitroaromatics in aqueous solution; Elsevier Science Sa; Sensors and Actuators B: Chemical; 203; 11-2014; 612-620
0925-4005
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/journal/09254005/203
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.snb.2014.07.032
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
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
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