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New entities for sensory chemistry based on calix[4]arene-carbazole conjugates: from synthesis to applications

2013-06-18Journal article Restricted access
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dc.contributor.authorBarata, Patrícia
dc.contributor.authorPrata, José Virgílio
dc.date.accessioned2020-06-08T17:21:16Z
dc.date.available2020-06-08T17:21:16Z
dc.date.issued2013-06-18
dc.description.abstractTwo new calix[4]arene-carbazole conjugates (CALIX-CBZs) comprising 2- and 3-ethynyl-substituted carbazole derivatives attached to a central bis-calix[4]arene-containing phenylene ring have been designed for fluorescence-based detection of high explosive materials and explosive markers in vapour phase. The title compounds were prepared in good isolated yields and structurally fully characterised. CALIX-CBZs are highly fluorescent compounds that largely preserve their deep blue luminescence in solid state with no notorious emissions from electronic aggregated states. The excellent optical properties exhibited by casted films of both materials, including their photochemical stability, suggested their potential use as solidstate sensors. Remarkable high and fast responses were in fact retrieved upon contact with saturated vapours of 2,4,6trinitrotoluene (TNT, a high explosive) and 2,4-dinitrotoluene (a common impurity in TNT batches, often used as its chemical marker), reaching near 80% of fluorescence quenching for the later on 30s of exposure. Experiments performed with nitroaliphatic compounds (nitromethane (NM), a liquid explosive and 2,3-dimethyl-2,3-dinitrobutane, an explosive taggant) also revealed a high level of sensitivity (up to near 40% fluorescence quenching in only 10s of exposure to NM). The quenching efficiencies were overall correlated with the extent and strength of CALIX-CBZs–analyte interactions, the vapour pressure of the analytes and the film thicknesses.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationBARATA, Patrícia D.; PRATA, José V. – New entities for sensory chemistry based on calix[4]arene-carbazole conjugates: from synthesis to applications. Supramolecular Chemistry. ISSN 1061-0278. Vol. 25, N.º 12 (2013), pp. 782-797pt_PT
dc.identifier.doi10.1080/10610278.2013.804185pt_PT
dc.identifier.issn1061-0278
dc.identifier.issn1029-0478
dc.identifier.urihttp://hdl.handle.net/10400.21/11795
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherTaylor & Francispt_PT
dc.relationPEstOE/EQB/UI0702/2011 - FCTpt_PT
dc.relation.publisherversionhttps://www.tandfonline.com/doi/pdf/10.1080/10610278.2013.804185?needAccess=truept_PT
dc.subjectCalixarenept_PT
dc.subjectCarbazolept_PT
dc.subjectFuorescencept_PT
dc.subjectDetectionpt_PT
dc.subjectExplosivept_PT
dc.subjectNitroaromaticpt_PT
dc.subjectNitroaliphaticpt_PT
dc.subjectTaggantpt_PT
dc.titleNew entities for sensory chemistry based on calix[4]arene-carbazole conjugates: from synthesis to applicationspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage797pt_PT
oaire.citation.issue12pt_PT
oaire.citation.startPage782pt_PT
oaire.citation.titleSupramolecular Chemistrypt_PT
oaire.citation.volume25pt_PT
person.familyNameBarata
person.familyNamePrata
person.givenNamePatrícia
person.givenNameJosé Virgílio
person.identifier1090399
person.identifier191765
person.identifier.ciencia-idC019-9F30-0F99
person.identifier.ciencia-idC11A-9130-8981
person.identifier.orcid0000-0001-8274-633X
person.identifier.orcid0000-0002-9068-2847
person.identifier.ridB-7214-2008
person.identifier.scopus-author-id8968446000
person.identifier.scopus-author-id9276778400
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication4ab8a01f-c11d-4b3b-b0cf-b21e5b634170
relation.isAuthorOfPublication15e229f3-a619-4931-87eb-799091dc1601
relation.isAuthorOfPublication.latestForDiscovery15e229f3-a619-4931-87eb-799091dc1601

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