Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs

Encouraged by the outstanding performance of pentacene, the perspective over enhanced organic semiconductors has been focused on studying analogous ladder-type materials. In this context, the case of the diindolo[3,2-b:2′,3′-h]carbazole core is a promising example of a semiconductor with improved st...

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Autores: Bujaldón Carbó, Roger, Vilche, Anna, Puigdollers i González, Joaquim, Puigjaner Vallet, Ma. Cristina, Alcobé i Ollé, Xavier, Velasco Castrillo, Dolores
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/217695
Acceso en línea:https://hdl.handle.net/2445/217695
Access Level:acceso abierto
Palabra clave:Cèl·lules fotovoltaiques
Semiconductors orgànics
Compostos aromàtics
Photovoltaic cells
Organic semiconductors
Aromatic compounds
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spelling Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTsBujaldón Carbó, RogerVilche, AnnaPuigdollers i González, JoaquimPuigjaner Vallet, Ma. CristinaAlcobé i Ollé, XavierVelasco Castrillo, DoloresCèl·lules fotovoltaiquesSemiconductors orgànicsCompostos aromàticsPhotovoltaic cellsOrganic semiconductorsAromatic compoundsEncouraged by the outstanding performance of pentacene, the perspective over enhanced organic semiconductors has been focused on studying analogous ladder-type materials. In this context, the case of the diindolo[3,2-b:2′,3′-h]carbazole core is a promising example of a semiconductor with improved stability. Herein, we report the synthesis of five diindolo[3,2-b:2′,3′-h]carbazole derivatives displaying different alkylation patterning, as well as their integration in organic thin-film transistors. The elucidation of the single-crystal structures of three of the derivatives, accomplished by means of powder X-ray diffraction (PXRD), provided further insight into the intermolecular disposition of this core. As a result, the relationship between the structural design and the performance of the final devices could be analyzed. Globally, a scope of mobility values from 10–6 to 10–3 cm2 V–1 s–1 was achieved by just fine-tuning the length of the alkyl chains and the type of passivation layer applied onto the SiO2 surface. Remarkably, all the fabricated devices excel in terms of temporal and air stability with a shelf lifetime up to years, a coveted feature in organic electronics that confirms the potential of this core.2025202520232025info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion10 p.application/pdfhttps://hdl.handle.net/2445/217695Articles publicats en revistes (Química Inorgànica i Orgànica)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésReproducció del document publicat a: https://doi.org/10.1021/acsaelm.3c004122023, vol. 5, num.7, p. 1-10https://doi.org/10.1021/acsaelm.3c00412cc-by (c) Bujaldón Carbó, Roger et al., 2023http://creativecommons.org/licenses/by/3.0/es/info:eu-repo/semantics/openAccessoai:recercat.cat:2445/2176952026-05-29T05:05:01Z
dc.title.none.fl_str_mv Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
title Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
spellingShingle Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
Bujaldón Carbó, Roger
Cèl·lules fotovoltaiques
Semiconductors orgànics
Compostos aromàtics
Photovoltaic cells
Organic semiconductors
Aromatic compounds
title_short Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
title_full Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
title_fullStr Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
title_full_unstemmed Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
title_sort Insight into the diindolo[3,2-b:2′,3′-h]carbazole core as an air-stable semiconductor for OTFTs
dc.creator.none.fl_str_mv Bujaldón Carbó, Roger
Vilche, Anna
Puigdollers i González, Joaquim
Puigjaner Vallet, Ma. Cristina
Alcobé i Ollé, Xavier
Velasco Castrillo, Dolores
author Bujaldón Carbó, Roger
author_facet Bujaldón Carbó, Roger
Vilche, Anna
Puigdollers i González, Joaquim
Puigjaner Vallet, Ma. Cristina
Alcobé i Ollé, Xavier
Velasco Castrillo, Dolores
author_role author
author2 Vilche, Anna
Puigdollers i González, Joaquim
Puigjaner Vallet, Ma. Cristina
Alcobé i Ollé, Xavier
Velasco Castrillo, Dolores
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Cèl·lules fotovoltaiques
Semiconductors orgànics
Compostos aromàtics
Photovoltaic cells
Organic semiconductors
Aromatic compounds
topic Cèl·lules fotovoltaiques
Semiconductors orgànics
Compostos aromàtics
Photovoltaic cells
Organic semiconductors
Aromatic compounds
description Encouraged by the outstanding performance of pentacene, the perspective over enhanced organic semiconductors has been focused on studying analogous ladder-type materials. In this context, the case of the diindolo[3,2-b:2′,3′-h]carbazole core is a promising example of a semiconductor with improved stability. Herein, we report the synthesis of five diindolo[3,2-b:2′,3′-h]carbazole derivatives displaying different alkylation patterning, as well as their integration in organic thin-film transistors. The elucidation of the single-crystal structures of three of the derivatives, accomplished by means of powder X-ray diffraction (PXRD), provided further insight into the intermolecular disposition of this core. As a result, the relationship between the structural design and the performance of the final devices could be analyzed. Globally, a scope of mobility values from 10–6 to 10–3 cm2 V–1 s–1 was achieved by just fine-tuning the length of the alkyl chains and the type of passivation layer applied onto the SiO2 surface. Remarkably, all the fabricated devices excel in terms of temporal and air stability with a shelf lifetime up to years, a coveted feature in organic electronics that confirms the potential of this core.
publishDate 2023
dc.date.none.fl_str_mv 2023
2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/217695
url https://hdl.handle.net/2445/217695
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Reproducció del document publicat a: https://doi.org/10.1021/acsaelm.3c00412
2023, vol. 5, num.7, p. 1-10
https://doi.org/10.1021/acsaelm.3c00412
dc.rights.none.fl_str_mv cc-by (c) Bujaldón Carbó, Roger et al., 2023
http://creativecommons.org/licenses/by/3.0/es/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc-by (c) Bujaldón Carbó, Roger et al., 2023
http://creativecommons.org/licenses/by/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 10 p.
application/pdf
dc.source.none.fl_str_mv Articles publicats en revistes (Química Inorgànica i Orgànica)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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