Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core

Autores
Orlandi, Simonetta; Pozzi, Gianluca; Cavazzini, Marco; Minudri, Daniela; Gervaldo, Miguel Andres; Otero, Luis Alberto; Fungo, Fernando Gabriel
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The design and synthesis of two potentially electropolymerizable electron donor-acceptor dyes characterized by a cruciform 4,4′-spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] core is here outlined. The new molecules feature two perpendicularly aligned cyclopentadithiophene branches, each one having an electrodimerizable, electron donor triphenylamine unit and an electron acceptor dicyanovinylene group. By merging these structural elements, the light absorption ability of the conjugated cyclopentadithiophene chromophore is extended to a broad region of the visible spectrum. The photoelectroactive film obtained from one of the dyes by electrochemical deposition technique retains the ability to generate photoinduced charge-separated states and to transport holes, turning this material into a unique example of donor-acceptor polymer with potential application in the development of organic optoelectronic devices. (Figure Presented).
Fil: Orlandi, Simonetta. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Pozzi, Gianluca. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Cavazzini, Marco. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Minudri, Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Gervaldo, Miguel Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Otero, Luis Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Fungo, Fernando Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Materia
Electropolymer
Spiro-Bi-Cyclopenta-Dithiophene
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:11336/69395
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/69395
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] CoreOrlandi, SimonettaPozzi, GianlucaCavazzini, MarcoMinudri, DanielaGervaldo, Miguel AndresOtero, Luis AlbertoFungo, Fernando GabrielElectropolymerSpiro-Bi-Cyclopenta-Dithiophenehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The design and synthesis of two potentially electropolymerizable electron donor-acceptor dyes characterized by a cruciform 4,4′-spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] core is here outlined. The new molecules feature two perpendicularly aligned cyclopentadithiophene branches, each one having an electrodimerizable, electron donor triphenylamine unit and an electron acceptor dicyanovinylene group. By merging these structural elements, the light absorption ability of the conjugated cyclopentadithiophene chromophore is extended to a broad region of the visible spectrum. The photoelectroactive film obtained from one of the dyes by electrochemical deposition technique retains the ability to generate photoinduced charge-separated states and to transport holes, turning this material into a unique example of donor-acceptor polymer with potential application in the development of organic optoelectronic devices. (Figure Presented).Fil: Orlandi, Simonetta. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; ItaliaFil: Pozzi, Gianluca. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; ItaliaFil: Cavazzini, Marco. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; ItaliaFil: Minudri, Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; ArgentinaFil: Gervaldo, Miguel Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; ArgentinaFil: Otero, Luis Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; ArgentinaFil: Fungo, Fernando Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; ArgentinaAmerican Chemical Society2015-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/69395Orlandi, Simonetta; Pozzi, Gianluca; Cavazzini, Marco; Minudri, Daniela; Gervaldo, Miguel Andres; et al.; Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core; American Chemical Society; Macromolecules; 48; 13; 7-2015; 4364-43720024-9297CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/acs.macromol.5b00845info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.macromol.5b00845info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:58:00Zoai:ri.conicet.gov.ar:11336/69395instacron: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:34982025-09-03 09:58:00.508CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
title Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
spellingShingle Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
Orlandi, Simonetta
Electropolymer
Spiro-Bi-Cyclopenta-Dithiophene
title_short Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
title_full Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
title_fullStr Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
title_full_unstemmed Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
title_sort Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
dc.creator.none.fl_str_mv Orlandi, Simonetta
Pozzi, Gianluca
Cavazzini, Marco
Minudri, Daniela
Gervaldo, Miguel Andres
Otero, Luis Alberto
Fungo, Fernando Gabriel
author Orlandi, Simonetta
author_facet Orlandi, Simonetta
Pozzi, Gianluca
Cavazzini, Marco
Minudri, Daniela
Gervaldo, Miguel Andres
Otero, Luis Alberto
Fungo, Fernando Gabriel
author_role author
author2 Pozzi, Gianluca
Cavazzini, Marco
Minudri, Daniela
Gervaldo, Miguel Andres
Otero, Luis Alberto
Fungo, Fernando Gabriel
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Electropolymer
Spiro-Bi-Cyclopenta-Dithiophene
topic Electropolymer
Spiro-Bi-Cyclopenta-Dithiophene
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The design and synthesis of two potentially electropolymerizable electron donor-acceptor dyes characterized by a cruciform 4,4′-spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] core is here outlined. The new molecules feature two perpendicularly aligned cyclopentadithiophene branches, each one having an electrodimerizable, electron donor triphenylamine unit and an electron acceptor dicyanovinylene group. By merging these structural elements, the light absorption ability of the conjugated cyclopentadithiophene chromophore is extended to a broad region of the visible spectrum. The photoelectroactive film obtained from one of the dyes by electrochemical deposition technique retains the ability to generate photoinduced charge-separated states and to transport holes, turning this material into a unique example of donor-acceptor polymer with potential application in the development of organic optoelectronic devices. (Figure Presented).
Fil: Orlandi, Simonetta. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Pozzi, Gianluca. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Cavazzini, Marco. Instituto di Scienze e Tecnologie Molecolari del Consiglio Nazionale delle Ricerche; Italia
Fil: Minudri, Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Gervaldo, Miguel Andres. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Otero, Luis Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Fungo, Fernando Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
description The design and synthesis of two potentially electropolymerizable electron donor-acceptor dyes characterized by a cruciform 4,4′-spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] core is here outlined. The new molecules feature two perpendicularly aligned cyclopentadithiophene branches, each one having an electrodimerizable, electron donor triphenylamine unit and an electron acceptor dicyanovinylene group. By merging these structural elements, the light absorption ability of the conjugated cyclopentadithiophene chromophore is extended to a broad region of the visible spectrum. The photoelectroactive film obtained from one of the dyes by electrochemical deposition technique retains the ability to generate photoinduced charge-separated states and to transport holes, turning this material into a unique example of donor-acceptor polymer with potential application in the development of organic optoelectronic devices. (Figure Presented).
publishDate 2015
dc.date.none.fl_str_mv 2015-07
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/11336/69395
Orlandi, Simonetta; Pozzi, Gianluca; Cavazzini, Marco; Minudri, Daniela; Gervaldo, Miguel Andres; et al.; Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core; American Chemical Society; Macromolecules; 48; 13; 7-2015; 4364-4372
0024-9297
CONICET Digital
CONICET
url http://hdl.handle.net/11336/69395
identifier_str_mv Orlandi, Simonetta; Pozzi, Gianluca; Cavazzini, Marco; Minudri, Daniela; Gervaldo, Miguel Andres; et al.; Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core; American Chemical Society; Macromolecules; 48; 13; 7-2015; 4364-4372
0024-9297
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.macromol.5b00845
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.macromol.5b00845
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
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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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score 12.885934

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