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Substituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosives

2012-01-03Journal article Restricted access
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dc.contributor.authorCosta, Alexandra
dc.contributor.authorPrata, José Virgílio
dc.date.accessioned2015-09-08T15:39:54Z
dc.date.available2015-09-08T15:39:54Z
dc.date.issued2012-01-03
dc.description.abstractNew 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.por
dc.identifier.citationCOSTA, 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. 251-260por
dc.identifier.doi10.1016/j.snb.2011.10.027
dc.identifier.issn0925-4005
dc.identifier.urihttp://hdl.handle.net/10400.21/5125
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherElsevier Science SApor
dc.relationFundação para a Ciência e a Tecnologia/MCTES (Portugal) - PTDC/QUI/66663/2006
dc.subjectCalixarenespor
dc.subjectFluorescencepor
dc.subjectSensorspor
dc.subjectp-Phenylene Ethynylene Trimerpor
dc.subjectExplosivespor
dc.subjectPolymer-films
dc.subjectConjugated polymers
dc.subjectChemical sensors
dc.subjectTNT chemosensors
dc.titleSubstituted P-Phenylene Ethynylene trimers as fluorescent sensors for nitroaromatic explosivespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.conferencePlaceLausanne
oaire.citation.endPage260por
oaire.citation.issue1por
oaire.citation.startPage251por
oaire.citation.titleSensors and Actuators B-Chemicalpor
oaire.citation.volume161por
person.familyNameCosta
person.familyNamePrata
person.givenNameAlexandra
person.givenNameJosé Virgílio
person.identifier191765
person.identifier.ciencia-id4212-F7BF-D971
person.identifier.ciencia-idC11A-9130-8981
person.identifier.orcid0000-0002-5518-6506
person.identifier.orcid0000-0002-9068-2847
person.identifier.ridB-7214-2008
person.identifier.scopus-author-id8968446100
person.identifier.scopus-author-id9276778400
rcaap.rightsclosedAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublication5f3891cc-260d-41d3-b803-4fd17e3734bd
relation.isAuthorOfPublication15e229f3-a619-4931-87eb-799091dc1601
relation.isAuthorOfPublication.latestForDiscovery15e229f3-a619-4931-87eb-799091dc1601

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