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
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/43244
Ver los metadatos del registro completo
id |
CONICETDig_627c3d369834cbf03dd77c3fcb147924 |
---|---|
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 Técnicas2025-09-29T10:17:48Zoai: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:34982025-09-29 10:17:49.095CONICET 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 |
_version_ |
1844614134378790912 |
score |
13.070432 |