Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer

A novel donor–acceptor hybrid derived from N-doped graphene (NG) and an electron acceptor, C60, has been newly synthesized using click chemistry and characterized by a suite of physico–chemical techniques. The usage of click chemistry resulted in a relatively high degree of functionalization. Due to...

Descripción completa

Detalles Bibliográficos
Autores: Arellano, Luis M., Gobeze, Habtom B., Jang, Youngwoo, Gómez Escalonilla, María J., Karr, Paul A., D'Souza, Francis, Langa, Fernando
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad de Castilla-La Mancha
Repositorio:RUIdeRA. Repositorio Institucional de la UCLM
OAI Identifier:oai:ruidera.uclm.es:10578/47228
Acceso en línea:https://doi.org/10.1039/D5SC06142C
https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc06142c
https://hdl.handle.net/10578/47228
Access Level:acceso abierto
Palabra clave:assembled N-graphene–C60 hybrids
ultrafast electron transfer
id ES_9c4e596af27f4c602eaaf89c3b619040
oai_identifier_str oai:ruidera.uclm.es:10578/47228
network_acronym_str ES
network_name_str España
repository_id_str
spelling Click-assembled N-graphene–C60 hybrids for ultrafast electron transferArellano, Luis M.Gobeze, Habtom B.Jang, YoungwooGómez Escalonilla, María J.Karr, Paul A.D'Souza, FrancisLanga, Fernandoassembled N-graphene–C60 hybridsultrafast electron transferA novel donor–acceptor hybrid derived from N-doped graphene (NG) and an electron acceptor, C60, has been newly synthesized using click chemistry and characterized by a suite of physico–chemical techniques. The usage of click chemistry resulted in a relatively high degree of functionalization. Due to the presence of two C12 alkyl chains on the fulleropyrrolidine moiety, the NG-C60 hybrid was found to be relatively soluble in most organic solvents, facilitating both spectroscopic and electrochemical characterization. Fluorescence studies revealed quenching of the fulleropyrrolidine emission, indicating the occurrence of excited-state events. While DFT studies provided insights into the geometry and localization of the frontier orbitals, the TD-DFT studies performed at the B3LYP/6-311G(d,p) level suggested the possibility of excited-state charge transfer from several excited states. Subsequent femtosecond transient absorption studies performed in DMF confirmed electron transfer, wherein the material could be characterized. The charge transfer state persisted for approximately 12 ps before populating the low-lying 3C60*, highlighting the material's potential for light energy harvesting applications.Royal Society of Chemistry202620262025info:eu-repo/semantics/articleapplication/pdfhttps://doi.org/10.1039/D5SC06142Chttps://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc06142chttps://hdl.handle.net/10578/47228reponame:RUIdeRA. Repositorio Institucional de la UCLMinstname:Universidad de Castilla-La ManchaInglésPID2022-141687OB-I00TED2021-131255B-C42SBPLY/21/180501/000142info:eu-repo/semantics/openAccessAttribution-NonCommercial-NoDerivs 3.0 Spainhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/oai:ruidera.uclm.es:10578/472282026-05-27T07:36:41Z
dc.title.none.fl_str_mv Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
title Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
spellingShingle Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
Arellano, Luis M.
assembled N-graphene–C60 hybrids
ultrafast electron transfer
title_short Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
title_full Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
title_fullStr Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
title_full_unstemmed Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
title_sort Click-assembled N-graphene–C60 hybrids for ultrafast electron transfer
dc.creator.none.fl_str_mv Arellano, Luis M.
Gobeze, Habtom B.
Jang, Youngwoo
Gómez Escalonilla, María J.
Karr, Paul A.
D'Souza, Francis
Langa, Fernando
author Arellano, Luis M.
author_facet Arellano, Luis M.
Gobeze, Habtom B.
Jang, Youngwoo
Gómez Escalonilla, María J.
Karr, Paul A.
D'Souza, Francis
Langa, Fernando
author_role author
author2 Gobeze, Habtom B.
Jang, Youngwoo
Gómez Escalonilla, María J.
Karr, Paul A.
D'Souza, Francis
Langa, Fernando
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv assembled N-graphene–C60 hybrids
ultrafast electron transfer
topic assembled N-graphene–C60 hybrids
ultrafast electron transfer
description A novel donor–acceptor hybrid derived from N-doped graphene (NG) and an electron acceptor, C60, has been newly synthesized using click chemistry and characterized by a suite of physico–chemical techniques. The usage of click chemistry resulted in a relatively high degree of functionalization. Due to the presence of two C12 alkyl chains on the fulleropyrrolidine moiety, the NG-C60 hybrid was found to be relatively soluble in most organic solvents, facilitating both spectroscopic and electrochemical characterization. Fluorescence studies revealed quenching of the fulleropyrrolidine emission, indicating the occurrence of excited-state events. While DFT studies provided insights into the geometry and localization of the frontier orbitals, the TD-DFT studies performed at the B3LYP/6-311G(d,p) level suggested the possibility of excited-state charge transfer from several excited states. Subsequent femtosecond transient absorption studies performed in DMF confirmed electron transfer, wherein the material could be characterized. The charge transfer state persisted for approximately 12 ps before populating the low-lying 3C60*, highlighting the material's potential for light energy harvesting applications.
publishDate 2025
dc.date.none.fl_str_mv 2025
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://doi.org/10.1039/D5SC06142C
https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc06142c
https://hdl.handle.net/10578/47228
url https://doi.org/10.1039/D5SC06142C
https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc06142c
https://hdl.handle.net/10578/47228
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv PID2022-141687OB-I00
TED2021-131255B-C42
SBPLY/21/180501/000142
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
Attribution-NonCommercial-NoDerivs 3.0 Spain
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivs 3.0 Spain
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:RUIdeRA. Repositorio Institucional de la UCLM
instname:Universidad de Castilla-La Mancha
instname_str Universidad de Castilla-La Mancha
reponame_str RUIdeRA. Repositorio Institucional de la UCLM
collection RUIdeRA. Repositorio Institucional de la UCLM
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869414646712107008
score 15,81155