4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation

The synthesis and electrochemical and optical characterizations of four new 4H-pyranylidene-based push-pull molecules are reported herein as well as their evaluation as donor materials for organic photovoltaics. Studied systems exhibit good absorption properties and appropriate LUMO levels for a pho...

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Detalhes bibliográficos
Autores: Tejeda-Orusco, Víctor, Blais, Martin, Cabanetos, Clément, Blanchard, Philippe, Andreu, Raquel, Franco, Santiago, Orduna, Jesús, Diosdado, Beatriz E.
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/218846
Acesso em linha:http://hdl.handle.net/10261/218846
Access Level:acceso abierto
Palavra-chave:Push-pull systems
4H-pyranylidene
Small conjugated molecules
Organic photovoltaics
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spelling 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluationTejeda-Orusco, VíctorBlais, MartinCabanetos, ClémentBlanchard, PhilippeAndreu, RaquelFranco, SantiagoOrduna, JesúsDiosdado, Beatriz E.Push-pull systems4H-pyranylideneSmall conjugated moleculesOrganic photovoltaicsThe synthesis and electrochemical and optical characterizations of four new 4H-pyranylidene-based push-pull molecules are reported herein as well as their evaluation as donor materials for organic photovoltaics. Studied systems exhibit good absorption properties and appropriate LUMO levels for a photoinduced electron transfer to C60. Bilayer organic solar cells fabricated from these new donors and C60 as the acceptor gave photocurrent however with low power conversion efficiencies. As shown by X-ray diffraction and theoretical calculations, titled molecules present a twisted structure which may prevent the formation of suitable π-π contacts between adjacent molecules hence explaining their low photovoltaic performance.Financial support from MINECO (CTQ2014-52331R), Gobierno de Aragón-FEDER-Fondo Social Europeo 2014–2020 (E14_17R) and University of Zaragoza (UZ2019-CIE-01) is gratefully acknowledged. Martin Blais thanks the University of Angers for his contract as Engineer.Peer reviewedElsevierMinisterio de Economía y Competitividad (España)Gobierno de AragónEuropean CommissionUniversidad de ZaragozaUniversité d’AngersConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202020202020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/218846reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MINECO//CTQ2014-52331-Rhttps://doi.org/10.1016/j.dyepig.2020.108357Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2188462026-05-22T06:33:51Z
dc.title.none.fl_str_mv 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
title 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
spellingShingle 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
Tejeda-Orusco, Víctor
Push-pull systems
4H-pyranylidene
Small conjugated molecules
Organic photovoltaics
title_short 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
title_full 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
title_fullStr 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
title_full_unstemmed 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
title_sort 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation
dc.creator.none.fl_str_mv Tejeda-Orusco, Víctor
Blais, Martin
Cabanetos, Clément
Blanchard, Philippe
Andreu, Raquel
Franco, Santiago
Orduna, Jesús
Diosdado, Beatriz E.
author Tejeda-Orusco, Víctor
author_facet Tejeda-Orusco, Víctor
Blais, Martin
Cabanetos, Clément
Blanchard, Philippe
Andreu, Raquel
Franco, Santiago
Orduna, Jesús
Diosdado, Beatriz E.
author_role author
author2 Blais, Martin
Cabanetos, Clément
Blanchard, Philippe
Andreu, Raquel
Franco, Santiago
Orduna, Jesús
Diosdado, Beatriz E.
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Economía y Competitividad (España)
Gobierno de Aragón
European Commission
Universidad de Zaragoza
Université d’Angers
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Push-pull systems
4H-pyranylidene
Small conjugated molecules
Organic photovoltaics
topic Push-pull systems
4H-pyranylidene
Small conjugated molecules
Organic photovoltaics
description The synthesis and electrochemical and optical characterizations of four new 4H-pyranylidene-based push-pull molecules are reported herein as well as their evaluation as donor materials for organic photovoltaics. Studied systems exhibit good absorption properties and appropriate LUMO levels for a photoinduced electron transfer to C60. Bilayer organic solar cells fabricated from these new donors and C60 as the acceptor gave photocurrent however with low power conversion efficiencies. As shown by X-ray diffraction and theoretical calculations, titled molecules present a twisted structure which may prevent the formation of suitable π-π contacts between adjacent molecules hence explaining their low photovoltaic performance.
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/218846
url http://hdl.handle.net/10261/218846
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO//CTQ2014-52331-R
https://doi.org/10.1016/j.dyepig.2020.108357

dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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