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Novel fluorescent (p-Phenylene ethynylene)-Calix[4]arene- based polymer: design, synthesis, and properties

dc.contributor.authorCosta, Alexandra I.
dc.contributor.authorFerreira, Luís F. V.
dc.contributor.authorPrata, José V.
dc.date.accessioned2020-06-09T14:05:59Z
dc.date.available2020-06-09T14:05:59Z
dc.date.issued2008-10-01
dc.description.abstractA novel fluorescent (p-phenylene ethynylene)-calix[4]arene-based polymer (CALIX-PPE) has been successfully synthesized by cross-coupling polymerization of bis-calix[4]arene 1 with 1,4-diethynylbenzene. The polycondensation was carried out in toluene/NEt3 at 35 8C for 24 h, using PdCl2(PPh3)2/CuI as the catalytic system, furnishing CALIX-PPE in excellent isolated yields (higher than 95%, several runs). The yellow polymer is freely soluble in several nonprotic organic solvents. The GPC trace of the isolated polymer showed a monomodal distribution and a number-average molecular weight of 23,300 g mol-1 (Mw/Mn¼ 2.05). No evidence was found in the structural analysis (FTIR and 1H/13C NMR) regarding the formation of alkyne homocoupled segments along the polymer chain. For comparative purposes, the syn- thesis of an analogous poly(p-phenylene ethynylene) containing p-t-butyl-phenoxy- methyl side chains (TBP-PPE) was also undertaken. A great similarity was found between the photophysical properties of CALIX-PPE and TBP-PPE in solution (UV–vis and laser induced luminescence), clearly demonstrating their unique de- pendence on the structure and conformation of the conjugated PPE backbone. The fluorescence spectra of polymers are of nearly identical shape, displaying their maxi- mum emission around 420 nm. The calculated solution photoluminescence quantum yields of CALIX-PPE and TBP-PPE are of similar magnitude (Ø/F(CALIX-PPE) = 0.43; Ø/F(TBP-PPE) = 0.51).pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationCOSTA, Alexandra I.; FERREIRA, Luís F. V.; PRATA, José V. – Novel fluorescent (p-Phenylene ethynylene)-Calix[4]arene- based polymer: design, synthesis, and properties. Journal of Polimer Science Part A: Polymer Chemistry. ISSN 2642-4169. Vol. 46, N.º 19 (2008), pp. 6477-6488pt_PT
dc.identifier.doi10.1002/pola.22957pt_PT
dc.identifier.issn2642-4169
dc.identifier.urihttp://hdl.handle.net/10400.21/11805
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWileypt_PT
dc.relation.publisherversionhttps://onlinelibrary.wiley.com/doi/epdf/10.1002/pola.22957pt_PT
dc.subjectBis-calix[4]arenept_PT
dc.subjectCalixarenept_PT
dc.subjectConjugated polymerspt_PT
dc.subjectFuorescencept_PT
dc.subjectFT-IRpt_PT
dc.subjectGPCpt_PT
dc.subjectNMRpt_PT
dc.subjectp-phenylene ethynylenept_PT
dc.subjectSynthesispt_PT
dc.titleNovel fluorescent (p-Phenylene ethynylene)-Calix[4]arene- based polymer: design, synthesis, and propertiespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage6488pt_PT
oaire.citation.issue19pt_PT
oaire.citation.startPage6477pt_PT
oaire.citation.titleJournal of Polimer Science Part A: Polymer Chemistrypt_PT
oaire.citation.volume46pt_PT
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.rightsopenAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication5f3891cc-260d-41d3-b803-4fd17e3734bd
relation.isAuthorOfPublication15e229f3-a619-4931-87eb-799091dc1601
relation.isAuthorOfPublication.latestForDiscovery15e229f3-a619-4931-87eb-799091dc1601

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