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...
| Autores: | , , , , , , , |
|---|---|
| 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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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 Sí |
| 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) |
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Consejo Superior de Investigaciones Científicas (CSIC) |
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DIGITAL.CSIC. Repositorio Institucional del CSIC |
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DIGITAL.CSIC. Repositorio Institucional del CSIC |
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1869423913828614144 |
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15,812455 |