Calix[4]arene-carbazole-containing polymers: synthesis and properties

Detalhes bibliográficos
Autor(a) principal: D. Barata, Patrícia
Data de Publicação: 2012
Outros Autores: Costa, Alexandra, Prata, José Virgílio
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/5096
Resumo: New highly fluorescent calix[4]arene-containing phenylene-alt-ethynylene-3,6- and 2,7-carbazolylene polymers (CALIX-PPE-CBZs) have been synthesized for the first time and their photophysical properties evaluated. Both polymers were obtained in good isolated yields (70-84%), having M-w ranging from 7660-26,700 g mol(-1). It was found that the diethynyl substitution (3,6- or 2,7-) pattern on the carbazole monomers markedly influences the degree of polymerization. The amorphous yellow polymers are freely soluble in several nonprotic organic solvents and have excellent film forming abilities. TG/DSC analysis evidences similar thermal behaviors for both polymers despite their quite different molecular weight distributions and main-chain connectivities (T-g, in the range 83-95 degrees C and decomposition onsets around 270 degrees C). The different conjugation lengths attained by the two polymers dictates much of their photophysical properties. Thus, whereas the fully conjugated CALIX-PPE-2,7-CBZ has its emission maximum at 430 nm (E-g = 2.84 eV; Phi(F) = 0.62, CHCl3), the 3,6-linked counterpart (CALIX-PPE-3,6-CBZ) fluoresces at 403 nm with a significant lower quantum yield (E-g = 3.06 eV; Phi(F) = 0.31, CHCl3). The optical properties of both polymers are predominantly governed by the intrachain electronic properties of the conjugated backbones owing to the presence of calix[4]arenes along the polymer chain which disfavor significant interchain interactions, either in fluid- or solid-state.
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spelling Calix[4]arene-carbazole-containing polymers: synthesis and propertiesCalixareneCarbazoleArylene ethynylenePolymerFluorescenceFluorescenceContaining conjugatedOptical-propertiesSensorsFilmsChemosensorsSwitchesStateNew highly fluorescent calix[4]arene-containing phenylene-alt-ethynylene-3,6- and 2,7-carbazolylene polymers (CALIX-PPE-CBZs) have been synthesized for the first time and their photophysical properties evaluated. Both polymers were obtained in good isolated yields (70-84%), having M-w ranging from 7660-26,700 g mol(-1). It was found that the diethynyl substitution (3,6- or 2,7-) pattern on the carbazole monomers markedly influences the degree of polymerization. The amorphous yellow polymers are freely soluble in several nonprotic organic solvents and have excellent film forming abilities. TG/DSC analysis evidences similar thermal behaviors for both polymers despite their quite different molecular weight distributions and main-chain connectivities (T-g, in the range 83-95 degrees C and decomposition onsets around 270 degrees C). The different conjugation lengths attained by the two polymers dictates much of their photophysical properties. Thus, whereas the fully conjugated CALIX-PPE-2,7-CBZ has its emission maximum at 430 nm (E-g = 2.84 eV; Phi(F) = 0.62, CHCl3), the 3,6-linked counterpart (CALIX-PPE-3,6-CBZ) fluoresces at 403 nm with a significant lower quantum yield (E-g = 3.06 eV; Phi(F) = 0.31, CHCl3). The optical properties of both polymers are predominantly governed by the intrachain electronic properties of the conjugated backbones owing to the presence of calix[4]arenes along the polymer chain which disfavor significant interchain interactions, either in fluid- or solid-state.Elsevier Science BVRCIPLD. Barata, PatríciaCosta, AlexandraPrata, José Virgílio2015-09-08T13:45:40Z2012-092012-09-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10400.21/5096engBARATA, P. D.; COSTA, A. I.; PRATA, J. V. – Calix[4]Arene-Carbazole-Containing Polymers: Synthesis and properties. Reactive & Functional Polymers. ISSN: 1381-5148. Vol. 72, nr. 9 (2012), pp. 627-6341381-514810.1016/j.reactfunctpolym.2012.06.006metadata 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:RCAAP2023-08-03T09:48:01Zoai:repositorio.ipl.pt:10400.21/5096Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:14:25.309131Repositório 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 Calix[4]arene-carbazole-containing polymers: synthesis and properties
title Calix[4]arene-carbazole-containing polymers: synthesis and properties
spellingShingle Calix[4]arene-carbazole-containing polymers: synthesis and properties
D. Barata, Patrícia
Calixarene
Carbazole
Arylene ethynylene
Polymer
Fluorescence
Fluorescence
Containing conjugated
Optical-properties
Sensors
Films
Chemosensors
Switches
State
title_short Calix[4]arene-carbazole-containing polymers: synthesis and properties
title_full Calix[4]arene-carbazole-containing polymers: synthesis and properties
title_fullStr Calix[4]arene-carbazole-containing polymers: synthesis and properties
title_full_unstemmed Calix[4]arene-carbazole-containing polymers: synthesis and properties
title_sort Calix[4]arene-carbazole-containing polymers: synthesis and properties
author D. Barata, Patrícia
author_facet D. Barata, Patrícia
Costa, Alexandra
Prata, José Virgílio
author_role author
author2 Costa, Alexandra
Prata, José Virgílio
author2_role author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv D. Barata, Patrícia
Costa, Alexandra
Prata, José Virgílio
dc.subject.por.fl_str_mv Calixarene
Carbazole
Arylene ethynylene
Polymer
Fluorescence
Fluorescence
Containing conjugated
Optical-properties
Sensors
Films
Chemosensors
Switches
State
topic Calixarene
Carbazole
Arylene ethynylene
Polymer
Fluorescence
Fluorescence
Containing conjugated
Optical-properties
Sensors
Films
Chemosensors
Switches
State
description New highly fluorescent calix[4]arene-containing phenylene-alt-ethynylene-3,6- and 2,7-carbazolylene polymers (CALIX-PPE-CBZs) have been synthesized for the first time and their photophysical properties evaluated. Both polymers were obtained in good isolated yields (70-84%), having M-w ranging from 7660-26,700 g mol(-1). It was found that the diethynyl substitution (3,6- or 2,7-) pattern on the carbazole monomers markedly influences the degree of polymerization. The amorphous yellow polymers are freely soluble in several nonprotic organic solvents and have excellent film forming abilities. TG/DSC analysis evidences similar thermal behaviors for both polymers despite their quite different molecular weight distributions and main-chain connectivities (T-g, in the range 83-95 degrees C and decomposition onsets around 270 degrees C). The different conjugation lengths attained by the two polymers dictates much of their photophysical properties. Thus, whereas the fully conjugated CALIX-PPE-2,7-CBZ has its emission maximum at 430 nm (E-g = 2.84 eV; Phi(F) = 0.62, CHCl3), the 3,6-linked counterpart (CALIX-PPE-3,6-CBZ) fluoresces at 403 nm with a significant lower quantum yield (E-g = 3.06 eV; Phi(F) = 0.31, CHCl3). The optical properties of both polymers are predominantly governed by the intrachain electronic properties of the conjugated backbones owing to the presence of calix[4]arenes along the polymer chain which disfavor significant interchain interactions, either in fluid- or solid-state.
publishDate 2012
dc.date.none.fl_str_mv 2012-09
2012-09-01T00:00:00Z
2015-09-08T13:45:40Z
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/10400.21/5096
url http://hdl.handle.net/10400.21/5096
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv BARATA, P. D.; COSTA, A. I.; PRATA, J. V. – Calix[4]Arene-Carbazole-Containing Polymers: Synthesis and properties. Reactive & Functional Polymers. ISSN: 1381-5148. Vol. 72, nr. 9 (2012), pp. 627-634
1381-5148
10.1016/j.reactfunctpolym.2012.06.006
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 BV
publisher.none.fl_str_mv Elsevier Science BV
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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