Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene

Organic solar cells incorporating non-fullerene acceptors (NFAs) have reached remarkable power conversion efficiencies of over 18%. Unlike fullerene derivatives, NFAs tend to crystallize from solutions, resulting in bulk heterojunctions that include a crystalline acceptor phase. This must be conside...

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Authors: Marina Barbier, Sara Luisa, Scaccabarozzi, Alberto D., Gutiérrez Fernández, Edgar, Solano, Eduardo, Khirbat, Aditi, Ciammaruchi, Laura, Iturrospe Ibarra, Amaia, Balzer, Alex, Yu, Liyang, Gabirondo Amenabar, Elena, Monnier, Xavier, Sardon Muguruza, Haritz, Anthopoulos, Thomas D., Caironi, Mario, Campoy Quiles, Mariano, Müller, Christian, Cangialosi, Daniele, Stingelin, Natalie, Martín Pérez, Jaime
Format: article
Publication Date:2021
Country:España
Institution:Universidad del País Vasco
Repository:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/55029
Online Access:http://hdl.handle.net/10810/55029
Access Level:Open access
Keyword:organic semiconductors
organic solar cells
polimorphism
polymer solar-cells
electron-acceptor
charge-transport
side-chains
efficiency
confinement
selection
organic electronics
non-fullerene acceptor
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dc.title.none.fl_str_mv Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
title Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
spellingShingle Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
Marina Barbier, Sara Luisa
organic semiconductors
organic solar cells
polimorphism
polymer solar-cells
electron-acceptor
charge-transport
side-chains
efficiency
confinement
selection
organic electronics
non-fullerene acceptor
title_short Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
title_full Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
title_fullStr Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
title_full_unstemmed Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
title_sort Polymorphism in Non-Fullerene Acceptors Based on Indacenodithienothiophene
dc.creator.none.fl_str_mv Marina Barbier, Sara Luisa
Scaccabarozzi, Alberto D.
Gutiérrez Fernández, Edgar
Solano, Eduardo
Khirbat, Aditi
Ciammaruchi, Laura
Iturrospe Ibarra, Amaia
Balzer, Alex
Yu, Liyang
Gabirondo Amenabar, Elena
Monnier, Xavier
Sardon Muguruza, Haritz
Anthopoulos, Thomas D.
Caironi, Mario
Campoy Quiles, Mariano
Müller, Christian
Cangialosi, Daniele
Stingelin, Natalie
Martín Pérez, Jaime
author Marina Barbier, Sara Luisa
author_facet Marina Barbier, Sara Luisa
Scaccabarozzi, Alberto D.
Gutiérrez Fernández, Edgar
Solano, Eduardo
Khirbat, Aditi
Ciammaruchi, Laura
Iturrospe Ibarra, Amaia
Balzer, Alex
Yu, Liyang
Gabirondo Amenabar, Elena
Monnier, Xavier
Sardon Muguruza, Haritz
Anthopoulos, Thomas D.
Caironi, Mario
Campoy Quiles, Mariano
Müller, Christian
Cangialosi, Daniele
Stingelin, Natalie
Martín Pérez, Jaime
author_role author
author2 Scaccabarozzi, Alberto D.
Gutiérrez Fernández, Edgar
Solano, Eduardo
Khirbat, Aditi
Ciammaruchi, Laura
Iturrospe Ibarra, Amaia
Balzer, Alex
Yu, Liyang
Gabirondo Amenabar, Elena
Monnier, Xavier
Sardon Muguruza, Haritz
Anthopoulos, Thomas D.
Caironi, Mario
Campoy Quiles, Mariano
Müller, Christian
Cangialosi, Daniele
Stingelin, Natalie
Martín Pérez, Jaime
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv European Commission
dc.subject.none.fl_str_mv organic semiconductors
organic solar cells
polimorphism
polymer solar-cells
electron-acceptor
charge-transport
side-chains
efficiency
confinement
selection
organic electronics
non-fullerene acceptor
topic organic semiconductors
organic solar cells
polimorphism
polymer solar-cells
electron-acceptor
charge-transport
side-chains
efficiency
confinement
selection
organic electronics
non-fullerene acceptor
description Organic solar cells incorporating non-fullerene acceptors (NFAs) have reached remarkable power conversion efficiencies of over 18%. Unlike fullerene derivatives, NFAs tend to crystallize from solutions, resulting in bulk heterojunctions that include a crystalline acceptor phase. This must be considered in any morphology-function models. Here, it is confirmed that high-performing solution-processed indacenodithienothiophene-based NFAs, i.e., ITIC and its derivatives ITIC-M, ITIC-2F, and ITIC-Th, exhibit at least two crystalline forms. In addition to highly ordered polymorphs that form at high temperatures, NFAs arrange into a low-temperature metastable phase that is readily promoted via solution processing and leads to the highest device efficiencies. Intriguingly, the low-temperature forms seem to feature a continuous network that favors charge transport despite of a poorly order along the pi-pi stacking direction. As the optical absorption of the structurally more disordered low-temperature phase can surpass that of the more ordered polymorphs while displaying comparable-or even higher-charge transport properties, it is argued that such a packing structure is an important feature for reaching highest device efficiencies, thus, providing guidelines for future materials design and crystal engineering activities.
publishDate 2021
dc.date.none.fl_str_mv 2021
2022
2022
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/55029
url http://hdl.handle.net/10810/55029
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MICINN/PGC2018-095411-B-I00/
info:eu-repo/grantAgreement/MICINN/CEX2019-000917-S/
info:eu-repo/grantAgreement/MICINN/PGC2018-095411-B-100/
info:eu-repo/grantAgreement/EC/H2020/828984
info:eu-repo/grantAgreement/EC/H2020/823989
info:eu-repo/grantAgreement/EC/H2020/638059.
info:eu-repo/grantAgreement/MICINN/PGC2018-094548-B-I00/
https://onlinelibrary.wiley.com/doi/10.1002/adfm.202103784
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
Atribución-NoComercial-SinDerivadas 3.0 España
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-nd/3.0/es/
Atribución-NoComercial-SinDerivadas 3.0 España
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
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spelling Polymorphism in Non-Fullerene Acceptors Based on IndacenodithienothiopheneMarina Barbier, Sara LuisaScaccabarozzi, Alberto D.Gutiérrez Fernández, EdgarSolano, EduardoKhirbat, AditiCiammaruchi, LauraIturrospe Ibarra, AmaiaBalzer, AlexYu, LiyangGabirondo Amenabar, ElenaMonnier, XavierSardon Muguruza, HaritzAnthopoulos, Thomas D.Caironi, MarioCampoy Quiles, MarianoMüller, ChristianCangialosi, DanieleStingelin, NatalieMartín Pérez, Jaimeorganic semiconductorsorganic solar cellspolimorphismpolymer solar-cellselectron-acceptorcharge-transportside-chainsefficiencyconfinementselectionorganic electronicsnon-fullerene acceptorOrganic solar cells incorporating non-fullerene acceptors (NFAs) have reached remarkable power conversion efficiencies of over 18%. Unlike fullerene derivatives, NFAs tend to crystallize from solutions, resulting in bulk heterojunctions that include a crystalline acceptor phase. This must be considered in any morphology-function models. Here, it is confirmed that high-performing solution-processed indacenodithienothiophene-based NFAs, i.e., ITIC and its derivatives ITIC-M, ITIC-2F, and ITIC-Th, exhibit at least two crystalline forms. In addition to highly ordered polymorphs that form at high temperatures, NFAs arrange into a low-temperature metastable phase that is readily promoted via solution processing and leads to the highest device efficiencies. Intriguingly, the low-temperature forms seem to feature a continuous network that favors charge transport despite of a poorly order along the pi-pi stacking direction. As the optical absorption of the structurally more disordered low-temperature phase can surpass that of the more ordered polymorphs while displaying comparable-or even higher-charge transport properties, it is argued that such a packing structure is an important feature for reaching highest device efficiencies, thus, providing guidelines for future materials design and crystal engineering activities.This work was supported by the Ministerio de Ciencia e Innovacion/FEDER (under Ref. PGC2018-094620-A-I00 and PGC2018-095411-B-I00, CEX2019-000917-S, and PGC2018-095411-B-100) and the Basque Country Government (Ref. PIBA19-0051). S.M. is grateful to POLYMAT for the doctoral scholarship. The authors thank A. Arbe, A. Alonso-Mateo, and L. Hueso for their support and access to characterization tools. The authors also thank the technical and human support provided by SGIker of UPV/EHU and European funding (ERDF and ESF). GIWAXS experiments were performed at BL11 NCD-SWEET beamline at ALBA Synchrotron (Spain) with the collaboration of ALBA staff. J.M and E.F.-G. acknowledge support through the European Union's Horizon 2020 research and innovation program, H2020-FETOPEN 01-2018-2020 (FET-Open Challenging Current Thinking), "LION-HEARTED," Grant Agreement No. 828984. J.M and N.S. would like to thank the financial support provided by the IONBIKE RISE project, which received funding from the European Union's Horizon 2020 research and innovation programme under the Marie Skodowska-Curie Grant Agreement No. 823989. N.S., A.K., and A.B. furthermore are grateful to the U.S. National Science Foundation (NSF) for support via Project No. 1905901 within NSF's Division of Materials Research. A.S. and M.C. acknowledge financial support by the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation program "HEROIC," Grant Agreement No. 638059. This work was partially carried out at Polifab, the micro- and nanotechnology center of the Politecnico di Milano. C.M. thanks the Knut and Alice Wallenberg Foundation for funding through the project "Mastering Morphology for Solution-borne Electronics." A.I. thanks MICINN for a Personal Tecnico de Apoyo contract (PTA2017-14359-I) and gratefully acknowledge the financial support of the Basque Government (Research Groups IT-1175-19) and the MICINN (PGC2018-094548-B-I00, MCIU/AEI/FEDER, UE. Funding for open access charge: Universidade da Coruna/CISUG.WileyEuropean Commission202220222021info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/55029reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/grantAgreement/MICINN/PGC2018-095411-B-I00/info:eu-repo/grantAgreement/MICINN/CEX2019-000917-S/info:eu-repo/grantAgreement/MICINN/PGC2018-095411-B-100/info:eu-repo/grantAgreement/EC/H2020/828984info:eu-repo/grantAgreement/EC/H2020/823989info:eu-repo/grantAgreement/EC/H2020/638059.info:eu-repo/grantAgreement/MICINN/PGC2018-094548-B-I00/https://onlinelibrary.wiley.com/doi/10.1002/adfm.202103784info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/3.0/es/021 The Authors. Advanced Functional Materials published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.Atribución-NoComercial-SinDerivadas 3.0 Españaoai:addi.ehu.eus:10810/550292026-06-18T09:23:17Z
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