Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s

Autores
del Rosso, Pablo Gabriel; Almassio, Marcela; Antollini, Silvia Susana; Garay, Raúl Oscar
Año de publicación
2007
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Oligo(p-biphenylene-1,1-substituted methylene)s with p-biphenylene units tethered along the oligomer main chain by their para positions to isopropylene, perfluoroisopropylene, cyclohexylene or fluorenylene spacers were synthesised from dimesylates using the Ni homocoupling reaction. GPC, NMR, DSC and POM techniques showed that they are amorphous with high Tg and have low polydispersity indexes, few residual end groups and good solubilities. The materials are UV-absorbers and emitters with good film-forming properties. The increase in size or polarity of the isopropylidene spacer does not bring major changes in their optical properties while the introduction of a fluorene spacer substantially modifies its optical response. Their absorption and emission behavior indicated that the spacers isolate the gem-biphenyls and the small differences observed in absorption maxima can be assigned to substitution effects instead of homoconjugative effects. No aggregate formation was detected by red-edge excitation experiments indicating that their contorted chain conformations hinder interactions between the biphenylene chromophores although the fluorenylene-spaced oligomer form fluorene excimers. Fluorescence anisotropy indicated that all these disordered cromophoric assemblies have high bulk exciton mobilities. The propylidene-spaced oligomer is very efficient as a donor for energy transfer.
Fil: del Rosso, Pablo Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
Fil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
Fil: Antollini, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Investigaciones Bioquímicas de Bahía Blanca. Universidad Nacional del Sur. Instituto de Investigaciones Bioquímicas de Bahía Blanca; Argentina
Fil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
Materia
Segmented Conjugated Polymers
Amorphous
Luminescence
Biphenyl
Synthesis
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/43244
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/43244
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)sdel Rosso, Pablo GabrielAlmassio, MarcelaAntollini, Silvia SusanaGaray, Raúl OscarSegmented Conjugated PolymersAmorphousLuminescenceBiphenylSynthesishttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Oligo(p-biphenylene-1,1-substituted methylene)s with p-biphenylene units tethered along the oligomer main chain by their para positions to isopropylene, perfluoroisopropylene, cyclohexylene or fluorenylene spacers were synthesised from dimesylates using the Ni homocoupling reaction. GPC, NMR, DSC and POM techniques showed that they are amorphous with high Tg and have low polydispersity indexes, few residual end groups and good solubilities. The materials are UV-absorbers and emitters with good film-forming properties. The increase in size or polarity of the isopropylidene spacer does not bring major changes in their optical properties while the introduction of a fluorene spacer substantially modifies its optical response. Their absorption and emission behavior indicated that the spacers isolate the gem-biphenyls and the small differences observed in absorption maxima can be assigned to substitution effects instead of homoconjugative effects. No aggregate formation was detected by red-edge excitation experiments indicating that their contorted chain conformations hinder interactions between the biphenylene chromophores although the fluorenylene-spaced oligomer form fluorene excimers. Fluorescence anisotropy indicated that all these disordered cromophoric assemblies have high bulk exciton mobilities. The propylidene-spaced oligomer is very efficient as a donor for energy transfer.Fil: del Rosso, Pablo Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; ArgentinaFil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; ArgentinaFil: Antollini, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Investigaciones Bioquímicas de Bahía Blanca. Universidad Nacional del Sur. Instituto de Investigaciones Bioquímicas de Bahía Blanca; ArgentinaFil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; ArgentinaElsevier Science2007-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/43244del Rosso, Pablo Gabriel; Almassio, Marcela; Antollini, Silvia Susana; Garay, Raúl Oscar; Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s; Elsevier Science; Optical Materials; 30; 3; 11-2007; 478-4850925-3467CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0925346707000146info:eu-repo/semantics/altIdentifier/doi/10.1016/j.optmat.2007.01.007info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:48:07Zoai:ri.conicet.gov.ar:11336/43244instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:48:08.008CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
title Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
spellingShingle Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
del Rosso, Pablo Gabriel
Segmented Conjugated Polymers
Amorphous
Luminescence
Biphenyl
Synthesis
title_short Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
title_full Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
title_fullStr Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
title_full_unstemmed Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
title_sort Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s
dc.creator.none.fl_str_mv del Rosso, Pablo Gabriel
Almassio, Marcela
Antollini, Silvia Susana
Garay, Raúl Oscar
author del Rosso, Pablo Gabriel
author_facet del Rosso, Pablo Gabriel
Almassio, Marcela
Antollini, Silvia Susana
Garay, Raúl Oscar
author_role author
author2 Almassio, Marcela
Antollini, Silvia Susana
Garay, Raúl Oscar
author2_role author
author
author
dc.subject.none.fl_str_mv Segmented Conjugated Polymers
Amorphous
Luminescence
Biphenyl
Synthesis
topic Segmented Conjugated Polymers
Amorphous
Luminescence
Biphenyl
Synthesis
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Oligo(p-biphenylene-1,1-substituted methylene)s with p-biphenylene units tethered along the oligomer main chain by their para positions to isopropylene, perfluoroisopropylene, cyclohexylene or fluorenylene spacers were synthesised from dimesylates using the Ni homocoupling reaction. GPC, NMR, DSC and POM techniques showed that they are amorphous with high Tg and have low polydispersity indexes, few residual end groups and good solubilities. The materials are UV-absorbers and emitters with good film-forming properties. The increase in size or polarity of the isopropylidene spacer does not bring major changes in their optical properties while the introduction of a fluorene spacer substantially modifies its optical response. Their absorption and emission behavior indicated that the spacers isolate the gem-biphenyls and the small differences observed in absorption maxima can be assigned to substitution effects instead of homoconjugative effects. No aggregate formation was detected by red-edge excitation experiments indicating that their contorted chain conformations hinder interactions between the biphenylene chromophores although the fluorenylene-spaced oligomer form fluorene excimers. Fluorescence anisotropy indicated that all these disordered cromophoric assemblies have high bulk exciton mobilities. The propylidene-spaced oligomer is very efficient as a donor for energy transfer.
Fil: del Rosso, Pablo Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
Fil: Almassio, Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
Fil: Antollini, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Investigaciones Bioquímicas de Bahía Blanca. Universidad Nacional del Sur. Instituto de Investigaciones Bioquímicas de Bahía Blanca; Argentina
Fil: Garay, Raúl Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur. Departamento de Química. Instituto de Investigaciones en Química Orgánica; Argentina
description Oligo(p-biphenylene-1,1-substituted methylene)s with p-biphenylene units tethered along the oligomer main chain by their para positions to isopropylene, perfluoroisopropylene, cyclohexylene or fluorenylene spacers were synthesised from dimesylates using the Ni homocoupling reaction. GPC, NMR, DSC and POM techniques showed that they are amorphous with high Tg and have low polydispersity indexes, few residual end groups and good solubilities. The materials are UV-absorbers and emitters with good film-forming properties. The increase in size or polarity of the isopropylidene spacer does not bring major changes in their optical properties while the introduction of a fluorene spacer substantially modifies its optical response. Their absorption and emission behavior indicated that the spacers isolate the gem-biphenyls and the small differences observed in absorption maxima can be assigned to substitution effects instead of homoconjugative effects. No aggregate formation was detected by red-edge excitation experiments indicating that their contorted chain conformations hinder interactions between the biphenylene chromophores although the fluorenylene-spaced oligomer form fluorene excimers. Fluorescence anisotropy indicated that all these disordered cromophoric assemblies have high bulk exciton mobilities. The propylidene-spaced oligomer is very efficient as a donor for energy transfer.
publishDate 2007
dc.date.none.fl_str_mv 2007-11
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/43244
del Rosso, Pablo Gabriel; Almassio, Marcela; Antollini, Silvia Susana; Garay, Raúl Oscar; Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s; Elsevier Science; Optical Materials; 30; 3; 11-2007; 478-485
0925-3467
CONICET Digital
CONICET
url http://hdl.handle.net/11336/43244
identifier_str_mv del Rosso, Pablo Gabriel; Almassio, Marcela; Antollini, Silvia Susana; Garay, Raúl Oscar; Optical characterization of amorphous oligo(4,4′-biphenylene-1,1-substituted methylene)s; Elsevier Science; Optical Materials; 30; 3; 11-2007; 478-485
0925-3467
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0925346707000146
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.optmat.2007.01.007
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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