Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer

A newly designed C3-symmetric disc-shaped chromophore, BTT(NDI)3, features electron accepting naphthalene diimides linked to an electron donor BTT core. BTT(NDI)3 self-assembles in apolar solvents into highly ordered, chiral supramolecular fibers through π-π and 3-fold hydrogen-bonding interactions....

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Detalles Bibliográficos
Autores: Joseph, Jan, Berrocal, José Augusto, Casellas, Nicolás M., Guldi, Dirk M., Torres Cebada, Tomás, García Iglesias, Miguel
Tipo de recurso: artículo
Fecha de publicación:2024
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/721186
Acceso en línea:http://hdl.handle.net/10486/721186
https://dx.doi.org/10.1021/jacs.4c09637
Access Level:acceso abierto
Palabra clave:Electron
photogeneration
supramolecular
BTT
NDI
Química
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spelling Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymerJoseph, JanBerrocal, José AugustoCasellas, Nicolás M.Guldi, Dirk M.Torres Cebada, TomásGarcía Iglesias, MiguelElectronphotogenerationsupramolecularBTTNDIQuímicaA newly designed C3-symmetric disc-shaped chromophore, BTT(NDI)3, features electron accepting naphthalene diimides linked to an electron donor BTT core. BTT(NDI)3 self-assembles in apolar solvents into highly ordered, chiral supramolecular fibers through π-π and 3-fold hydrogen-bonding interactions. This leads to a cooperative formation of plane-to-plane stacking of BTTs and J-aggregation of the outer NDIs. Such a structure ensures high charge mobility. Only photoexcitation of BTT in the BTT(NDI)3 polymers triggers a unidirectional electron transfer from BTT to NDI and results in (BTT•+-NDI•-) lifetimes that are by up to 3 orders of magnitude longer compared to (NDI•+-NDI•-) that is formed upon NDI photoexcitation. A multiphasic decay implies ambipolar pathways for charge carriers, that is, electron and hole delocalization along the respective BTT and NDI stacks. Our supramolecular approach offers potential for developing functional supramolecular polymers with continuous pathways for electrons and holes and, in turn, minimizing charge recombination losses in organic photovoltaic devicesM.G.I. thanks Santander Talent Attraction Research (STAR2), EIN2020-112276-SUPRAGAPCAT, PID2021-125429NA-I00, CNS2022-135129 funded by MCIN/AEI/10.13039/501100011033 NextGeneration EU/PRTR and TED2021-132602B-I00 for financial support. T.T. acknowledges financial support from the Spanish MCIN/ MICIU/AEI (Projects PID2020-116490GB-I00, PID2023-151167NB-I00, and TED2021-131255B-C43), and the Comunidad de Madrid (MAD2D-CM (UAM1)-MRR) is fully acknowledged. The MAD2D-CM (UAM1)-MRR project are part of the Advanced Materials programme supported by the MCIN with funding from the European Union NextGeneration and by the Comunidad de Madrid. IMDEA Nanociencia acknowledges support from the “Severo Ochoa” Programme for Centres of Excellence in R&D (MINECO, Grant SEV2016-0686). T. T. also acknowledges the Alexander von Humboldt Foundation (Germany) for the A. v. Humboldt - J. C. Mutis Research Award 2023 (ref 3.3−1231125-ESP-GSA). J.A.B. acknowledges PID2023-149497NA-I00/MCIU/AEI/10.13039/501100011033/FEDER,UE. D.M.G. acknowledges “Solar Technologies Go Hybrid”American Chemical SocietyDepartamento de Química OrgánicaFacultad de Ciencias20242024-10-22research articlehttp://purl.org/coar/resource_type/c_2df8fbb1VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/721186https://dx.doi.org/10.1021/jacs.4c09637reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2Attribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/7211862026-06-23T12:46:27Z
dc.title.none.fl_str_mv Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
title Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
spellingShingle Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
Joseph, Jan
Electron
photogeneration
supramolecular
BTT
NDI
Química
title_short Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
title_full Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
title_fullStr Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
title_full_unstemmed Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
title_sort Long-lived charge carrier photogeneration in a cooperative supramolecular double-cable polymer
dc.creator.none.fl_str_mv Joseph, Jan
Berrocal, José Augusto
Casellas, Nicolás M.
Guldi, Dirk M.
Torres Cebada, Tomás
García Iglesias, Miguel
author Joseph, Jan
author_facet Joseph, Jan
Berrocal, José Augusto
Casellas, Nicolás M.
Guldi, Dirk M.
Torres Cebada, Tomás
García Iglesias, Miguel
author_role author
author2 Berrocal, José Augusto
Casellas, Nicolás M.
Guldi, Dirk M.
Torres Cebada, Tomás
García Iglesias, Miguel
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Electron
photogeneration
supramolecular
BTT
NDI
Química
topic Electron
photogeneration
supramolecular
BTT
NDI
Química
description A newly designed C3-symmetric disc-shaped chromophore, BTT(NDI)3, features electron accepting naphthalene diimides linked to an electron donor BTT core. BTT(NDI)3 self-assembles in apolar solvents into highly ordered, chiral supramolecular fibers through π-π and 3-fold hydrogen-bonding interactions. This leads to a cooperative formation of plane-to-plane stacking of BTTs and J-aggregation of the outer NDIs. Such a structure ensures high charge mobility. Only photoexcitation of BTT in the BTT(NDI)3 polymers triggers a unidirectional electron transfer from BTT to NDI and results in (BTT•+-NDI•-) lifetimes that are by up to 3 orders of magnitude longer compared to (NDI•+-NDI•-) that is formed upon NDI photoexcitation. A multiphasic decay implies ambipolar pathways for charge carriers, that is, electron and hole delocalization along the respective BTT and NDI stacks. Our supramolecular approach offers potential for developing functional supramolecular polymers with continuous pathways for electrons and holes and, in turn, minimizing charge recombination losses in organic photovoltaic devices
publishDate 2024
dc.date.none.fl_str_mv 2024
2024-10-22
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/721186
https://dx.doi.org/10.1021/jacs.4c09637
url http://hdl.handle.net/10486/721186
https://dx.doi.org/10.1021/jacs.4c09637
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 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:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812429

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