Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives
Autor(a) principal: | |
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Data de Publicação: | 2012 |
Outros Autores: | |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10400.21/5125 |
Resumo: | New sensory materials based on p-phenylene ethynylene trimers integrating calix[4]arene receptors (CALIX-PET) and tert-butylphenol (TBP-PET) moieties have been synthesized and their sensitivity and selectivity for the detection of nitroaromatic compounds (NACs) such as nitrobenzene (NB), 2,4-dinitrotoluene (2,4-DNT), 2,4,6-trinitrotoluene (TNT) and picric acid (PA) investigated in fluid phase and solid-state. It was found that both fluorophores displayed high sensitivities toward NACs detection in solution as evaluated by the Stern-Volmer formalism. For all the tested explosives, the ratio of fluorescence intensities (F-0/F) is a linear function of the quencher concentration only after appropriate correction of fluorescence quenching data for inner-filter effects. The quenching efficiencies for CALIX-PET and TBP-PET follow the order PA >> TNT > DNT > NB, which correlate well with the quenchers electron affinities as evaluated from their LUMOs energies thereby suggesting a photoinduced electron transfer as the dominant mechanism of fluorescence quenching. The selectivity of these sensors was checked against exemplar interferents possessing differentiated electronic properties (benzoic acid, 2,4-dichlorophenol and benzoquinone) and reduced quenching activity was detected. The quenching efficiencies and response times of the two fluorophores in the solid-state toward NB, 2,4-DNT and TNT vapors were evaluated through steady-state fluorescence quenching experiments with the materials dispersed in polymeric matrices or as neat films. The most significant fluorescence quenching responses were achieved for drop-casted films of TBP-PET upon exposure to nitroaromatics. |
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Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosivesCalixarenesFluorescenceSensorsp-Phenylene Ethynylene TrimerExplosivesPolymer-filmsConjugated polymersChemical sensorsTNT chemosensorsNew sensory materials based on p-phenylene ethynylene trimers integrating calix[4]arene receptors (CALIX-PET) and tert-butylphenol (TBP-PET) moieties have been synthesized and their sensitivity and selectivity for the detection of nitroaromatic compounds (NACs) such as nitrobenzene (NB), 2,4-dinitrotoluene (2,4-DNT), 2,4,6-trinitrotoluene (TNT) and picric acid (PA) investigated in fluid phase and solid-state. It was found that both fluorophores displayed high sensitivities toward NACs detection in solution as evaluated by the Stern-Volmer formalism. For all the tested explosives, the ratio of fluorescence intensities (F-0/F) is a linear function of the quencher concentration only after appropriate correction of fluorescence quenching data for inner-filter effects. The quenching efficiencies for CALIX-PET and TBP-PET follow the order PA >> TNT > DNT > NB, which correlate well with the quenchers electron affinities as evaluated from their LUMOs energies thereby suggesting a photoinduced electron transfer as the dominant mechanism of fluorescence quenching. The selectivity of these sensors was checked against exemplar interferents possessing differentiated electronic properties (benzoic acid, 2,4-dichlorophenol and benzoquinone) and reduced quenching activity was detected. The quenching efficiencies and response times of the two fluorophores in the solid-state toward NB, 2,4-DNT and TNT vapors were evaluated through steady-state fluorescence quenching experiments with the materials dispersed in polymeric matrices or as neat films. The most significant fluorescence quenching responses were achieved for drop-casted films of TBP-PET upon exposure to nitroaromatics.Elsevier Science SARCIPLCosta, AlexandraPrata, José Virgílio2015-09-08T15:39:54Z2012-01-032012-01-03T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10400.21/5125engCOSTA, A. I.; PRATA, J. V. – Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives. Sensors and Actuators B-Chemical. ISSN: 0925-4005. Vol. 161, nr. 1 (2012), pp. 251-2600925-400510.1016/j.snb.2011.10.027metadata only accessinfo: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:RCAAP2023-08-03T09:48:05Zoai:repositorio.ipl.pt:10400.21/5125Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:14:26.958529Repositório 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 |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
title |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
spellingShingle |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives Costa, Alexandra Calixarenes Fluorescence Sensors p-Phenylene Ethynylene Trimer Explosives Polymer-films Conjugated polymers Chemical sensors TNT chemosensors |
title_short |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
title_full |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
title_fullStr |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
title_full_unstemmed |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
title_sort |
Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives |
author |
Costa, Alexandra |
author_facet |
Costa, Alexandra Prata, José Virgílio |
author_role |
author |
author2 |
Prata, José Virgílio |
author2_role |
author |
dc.contributor.none.fl_str_mv |
RCIPL |
dc.contributor.author.fl_str_mv |
Costa, Alexandra Prata, José Virgílio |
dc.subject.por.fl_str_mv |
Calixarenes Fluorescence Sensors p-Phenylene Ethynylene Trimer Explosives Polymer-films Conjugated polymers Chemical sensors TNT chemosensors |
topic |
Calixarenes Fluorescence Sensors p-Phenylene Ethynylene Trimer Explosives Polymer-films Conjugated polymers Chemical sensors TNT chemosensors |
description |
New sensory materials based on p-phenylene ethynylene trimers integrating calix[4]arene receptors (CALIX-PET) and tert-butylphenol (TBP-PET) moieties have been synthesized and their sensitivity and selectivity for the detection of nitroaromatic compounds (NACs) such as nitrobenzene (NB), 2,4-dinitrotoluene (2,4-DNT), 2,4,6-trinitrotoluene (TNT) and picric acid (PA) investigated in fluid phase and solid-state. It was found that both fluorophores displayed high sensitivities toward NACs detection in solution as evaluated by the Stern-Volmer formalism. For all the tested explosives, the ratio of fluorescence intensities (F-0/F) is a linear function of the quencher concentration only after appropriate correction of fluorescence quenching data for inner-filter effects. The quenching efficiencies for CALIX-PET and TBP-PET follow the order PA >> TNT > DNT > NB, which correlate well with the quenchers electron affinities as evaluated from their LUMOs energies thereby suggesting a photoinduced electron transfer as the dominant mechanism of fluorescence quenching. The selectivity of these sensors was checked against exemplar interferents possessing differentiated electronic properties (benzoic acid, 2,4-dichlorophenol and benzoquinone) and reduced quenching activity was detected. The quenching efficiencies and response times of the two fluorophores in the solid-state toward NB, 2,4-DNT and TNT vapors were evaluated through steady-state fluorescence quenching experiments with the materials dispersed in polymeric matrices or as neat films. The most significant fluorescence quenching responses were achieved for drop-casted films of TBP-PET upon exposure to nitroaromatics. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012-01-03 2012-01-03T00:00:00Z 2015-09-08T15:39:54Z |
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/10400.21/5125 |
url |
http://hdl.handle.net/10400.21/5125 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
COSTA, A. I.; PRATA, J. V. – Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives. Sensors and Actuators B-Chemical. ISSN: 0925-4005. Vol. 161, nr. 1 (2012), pp. 251-260 0925-4005 10.1016/j.snb.2011.10.027 |
dc.rights.driver.fl_str_mv |
metadata only access info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
metadata only access |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
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 |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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