Calix[4]arene-carbazole-containing polymers: synthesis and properties
Main Author: | |
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Publication Date: | 2012 |
Other Authors: | , |
Format: | Article |
Language: | eng |
Source: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Download full: | http://hdl.handle.net/10400.21/5096 |
Summary: | 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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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 |
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article |
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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 |
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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 |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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