Oxygen-Mediated Sequential Down-Conversion in Perylenediimides

Perylenediimides (PDIs) are among the best-known chromophores for optoelectronic applications. Their photophysics in oxygen-rich environments remains, however, underexplored. In this study, we investigate three different PDI derivatives using steady-state and time-resolved absorption and emission sp...

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Autores: Bo, Yifan, Zink Lorre, Nathalie, Weiß, René, Sastre-Santos, Ángela, Clark, Timothy, Fernández-Lázaro, Fernando, Guldi, Dirk M.
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad Miguel Hernández de Elche
Repositorio:REDIUMH. Depósito Digital de la UMH
OAI Identifier:oai:dspace.umh.es:11000/38140
Acceso en línea:https://hdl.handle.net/11000/38140
Access Level:acceso abierto
Palabra clave:singlet oxygen generation
down-conversion
perylenediimides
photophysics
triplet excited states
CDU::6 - Ciencias aplicadas::61 - Medicina::615 - Farmacología. Terapéutica. Toxicología. Radiología
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spelling Oxygen-Mediated Sequential Down-Conversion in PerylenediimidesBo, YifanZink Lorre, NathalieWeiß, RenéSastre-Santos, ÁngelaClark, TimothyFernández-Lázaro, FernandoGuldi, Dirk M.singlet oxygen generationdown-conversionperylenediimidesphotophysicstriplet excited statesCDU::6 - Ciencias aplicadas::61 - Medicina::615 - Farmacología. Terapéutica. Toxicología. RadiologíaPerylenediimides (PDIs) are among the best-known chromophores for optoelectronic applications. Their photophysics in oxygen-rich environments remains, however, underexplored. In this study, we investigate three different PDI derivatives using steady-state and time-resolved absorption and emission spectroscopy in toluene with different oxygen concentrations. Unsubstituted PDI and 1,7-bay-substituted PDI featuring diphenylphenoxy groups exhibit oxygen-mediated sequential down-conversion. Upon photoexcitation, the singlet excited state (S1) of PDIs interacts with molecular oxygen (3O2) to generate singlet oxygen (1O2) via the formation of the triplet excited state (T1) of PDIs. Subsequently, (T1)s of PDIs sensitize an additional 3O2 to produce a second 1O2. Overall, one (S1) produces two 1O2. Importantly, this process depends on energy requirements: on one hand, the energy difference between (S1) and (T1), and on the other hand, the (T1) energy level should exceed that of 1O2. Our work illustrates the oxygen-mediated sequential down-conversion in perylenediimides and reveals its effectsAmerican Chemical SocietyDepartamentos de la UMH::Farmacología, Pediatría y Química Orgánica202520252025info:eu-repo/semantics/articleapplication/pdf11application/pdfhttps://hdl.handle.net/11000/38140reponame:REDIUMH. Depósito Digital de la UMHinstname:Universidad Miguel Hernández de ElcheIngléshttps://doi.org/10.1021/aps.5c00002info:eu-repo/semantics/openAccessAttribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/oai:dspace.umh.es:11000/381402026-05-27T13:36:21Z
dc.title.none.fl_str_mv Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
title Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
spellingShingle Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
Bo, Yifan
singlet oxygen generation
down-conversion
perylenediimides
photophysics
triplet excited states
CDU::6 - Ciencias aplicadas::61 - Medicina::615 - Farmacología. Terapéutica. Toxicología. Radiología
title_short Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
title_full Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
title_fullStr Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
title_full_unstemmed Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
title_sort Oxygen-Mediated Sequential Down-Conversion in Perylenediimides
dc.creator.none.fl_str_mv Bo, Yifan
Zink Lorre, Nathalie
Weiß, René
Sastre-Santos, Ángela
Clark, Timothy
Fernández-Lázaro, Fernando
Guldi, Dirk M.
author Bo, Yifan
author_facet Bo, Yifan
Zink Lorre, Nathalie
Weiß, René
Sastre-Santos, Ángela
Clark, Timothy
Fernández-Lázaro, Fernando
Guldi, Dirk M.
author_role author
author2 Zink Lorre, Nathalie
Weiß, René
Sastre-Santos, Ángela
Clark, Timothy
Fernández-Lázaro, Fernando
Guldi, Dirk M.
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Departamentos de la UMH::Farmacología, Pediatría y Química Orgánica
dc.subject.none.fl_str_mv singlet oxygen generation
down-conversion
perylenediimides
photophysics
triplet excited states
CDU::6 - Ciencias aplicadas::61 - Medicina::615 - Farmacología. Terapéutica. Toxicología. Radiología
topic singlet oxygen generation
down-conversion
perylenediimides
photophysics
triplet excited states
CDU::6 - Ciencias aplicadas::61 - Medicina::615 - Farmacología. Terapéutica. Toxicología. Radiología
description Perylenediimides (PDIs) are among the best-known chromophores for optoelectronic applications. Their photophysics in oxygen-rich environments remains, however, underexplored. In this study, we investigate three different PDI derivatives using steady-state and time-resolved absorption and emission spectroscopy in toluene with different oxygen concentrations. Unsubstituted PDI and 1,7-bay-substituted PDI featuring diphenylphenoxy groups exhibit oxygen-mediated sequential down-conversion. Upon photoexcitation, the singlet excited state (S1) of PDIs interacts with molecular oxygen (3O2) to generate singlet oxygen (1O2) via the formation of the triplet excited state (T1) of PDIs. Subsequently, (T1)s of PDIs sensitize an additional 3O2 to produce a second 1O2. Overall, one (S1) produces two 1O2. Importantly, this process depends on energy requirements: on one hand, the energy difference between (S1) and (T1), and on the other hand, the (T1) energy level should exceed that of 1O2. Our work illustrates the oxygen-mediated sequential down-conversion in perylenediimides and reveals its effects
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/11000/38140
url https://hdl.handle.net/11000/38140
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://doi.org/10.1021/aps.5c00002
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.format.none.fl_str_mv application/pdf
11
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:REDIUMH. Depósito Digital de la UMH
instname:Universidad Miguel Hernández de Elche
instname_str Universidad Miguel Hernández de Elche
reponame_str REDIUMH. Depósito Digital de la UMH
collection REDIUMH. Depósito Digital de la UMH
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,81155

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