Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study

Replacement of a phenyl moiety by a carborane in 1,3-di(4-carboxyphenyl) derivatives has a pronounced effect on the photophysical properties of the compounds themselves and their corresponding Eu3+ and Tb3+ metal organic frameworks. Herein, we demonstrate that while the luminescence of the carborane...

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Autores: Li, Zhen, Roscini, Claudio, Núñez Aguilera, Rosario, Teixidor, Francesc, Viñas, Clara, Ruiz, Eliseo, Giner Planas, José
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2024
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/346033
Acesso em linha:http://hdl.handle.net/10261/346033
https://api.elsevier.com/content/abstract/scopus_id/85182873308
Access Level:Acceso aberto
Palavra-chave:O-carborane
Energy transfer
Boron
Photoluminescence
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dc.title.none.fl_str_mv Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
title Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
spellingShingle Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
Li, Zhen
O-carborane
Energy transfer
Boron
Photoluminescence
title_short Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
title_full Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
title_fullStr Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
title_full_unstemmed Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
title_sort Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational study
dc.creator.none.fl_str_mv Li, Zhen
Roscini, Claudio
Núñez Aguilera, Rosario
Teixidor, Francesc
Viñas, Clara
Ruiz, Eliseo
Giner Planas, José
author Li, Zhen
author_facet Li, Zhen
Roscini, Claudio
Núñez Aguilera, Rosario
Teixidor, Francesc
Viñas, Clara
Ruiz, Eliseo
Giner Planas, José
author_role author
author2 Roscini, Claudio
Núñez Aguilera, Rosario
Teixidor, Francesc
Viñas, Clara
Ruiz, Eliseo
Giner Planas, José
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Ministerio de Ciencia e Innovación (España)
Agencia Estatal de Investigación (España)
Generalitat de Catalunya
China Scholarship Council
Dezhou University
European Commission
Roscini, Claudio [0000-0002-0157-8934]
Núñez Aguilera, Rosario [0000-0003-4582-5148]
Teixidor, Francesc [0000-0002-3010-2417]
Viñas, Clara [0000-0001-5000-0277]
Ruiz, Eliseo [0000-0001-9097-8499]
Giner Planas, José [0000-0002-1648-2169]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv O-carborane
Energy transfer
Boron
Photoluminescence
topic O-carborane
Energy transfer
Boron
Photoluminescence
description Replacement of a phenyl moiety by a carborane in 1,3-di(4-carboxyphenyl) derivatives has a pronounced effect on the photophysical properties of the compounds themselves and their corresponding Eu3+ and Tb3+ metal organic frameworks. Herein, we demonstrate that while the luminescence of the carborane-derivative 1,7-di(4-carboxyphenyl)-1,7-dicarba-closo-dodecaborane (mCB-L) is negligible in the solid state (0.3%), the corresponding phenyl-derivative [1,1′ : 3′,1′′-terphenyl]-4,4′′-dicarboxylic] (TDCA) is highly luminescent (quantum yield of 47.8%). However, the latter one is a much worse antenna for sensitizing Eu3+ and Tb3+ cations than the former one. Based on our previous studies where mCB-L behaves as a good antenna for these two lanthanides, we have now comparatively studied the optical properties of mCB-L and TDCA and their efficiency as sensitizers for Eu and Tb cations, in the solid state at room temperature. STEOM-DLPNO-CCSD calculations revealed a larger energy difference between the singlet S1 and the lowest conical intersection (CI) points for TDCA (33.0 kcal mol−1) than that for mCB-L (18.4 kcal mol−1), explaining the observed different luminescence properties of these two compounds. Contrary to the carborane derivative, TDCA exhibits a more distorted structure at the CI point. TDCA-Eu and TDCA-Tb MOFs have been synthesized and characterized by infrared spectroscopy (IR) and powder X-ray diffraction (PXRD). The optical properties of TDCA-Eu and TDCA-Tb MOFs were investigated, and both MOFs displayed luminescence in the visible region with characteristic emission bands attributed to Eu3+ and Tb3+ transitions, respectively. However, the quantum yields for TDCA-Ln (Eu, 11.1%; Tb, 4.8%) were found to be much lower than those of carborane-based MOFs (Eu, 20.5%; Tb, 49.8%), indicating that the TDCA ligand is a less efficient light-absorbing sensitizer for Eu3+ and Tb3+ ions compared to the carborane-based ligand and may favor undesired back-energy transfer, as suggested by their faster decay times in comparison with the carborane counterparts. STEOM-DLPNO-CCSD calculations are used to analyze the changes in electron densities on photo-excitation from S0 to S1 and de-excitation from T1 to S0, as well as the differences in the excited state energies for mCB-L, TDCA, and the hypothetical longer derivatives (mCB-L2 and QDCA). Our research, which combines experimental and computational methods, offers valuable data for optimizing the singlet and triplet energies, as well as their differences (gaps), by choosing between phenyl and carborane as the building scaffold for 1,3-di(4-carboxyphenyl) compounds. This demonstrates that using phenyl or m-carborane as the building scaffold leads to distinct luminescence properties.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024
2024
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Publisher's version
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format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/346033
https://api.elsevier.com/content/abstract/scopus_id/85182873308
url http://hdl.handle.net/10261/346033
https://api.elsevier.com/content/abstract/scopus_id/85182873308
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Journal of Materials Chemistry C
The underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1039/D3TC04018F
http://doi.org/10.1039/d3tc04018f

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dc.publisher.none.fl_str_mv Royal Society of Chemistry (UK)
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spelling Rationalizing the carborane versus phenyl-driven luminescence in related dicarboxylic ligands and their antenna effect for their Eu<sup>3+</sup> and Tb<sup>3+</sup> metal-organic frameworks: a combined experimental and computational studyLi, ZhenRoscini, ClaudioNúñez Aguilera, RosarioTeixidor, FrancescViñas, ClaraRuiz, EliseoGiner Planas, JoséO-carboraneEnergy transferBoronPhotoluminescenceReplacement of a phenyl moiety by a carborane in 1,3-di(4-carboxyphenyl) derivatives has a pronounced effect on the photophysical properties of the compounds themselves and their corresponding Eu3+ and Tb3+ metal organic frameworks. Herein, we demonstrate that while the luminescence of the carborane-derivative 1,7-di(4-carboxyphenyl)-1,7-dicarba-closo-dodecaborane (mCB-L) is negligible in the solid state (0.3%), the corresponding phenyl-derivative [1,1′ : 3′,1′′-terphenyl]-4,4′′-dicarboxylic] (TDCA) is highly luminescent (quantum yield of 47.8%). However, the latter one is a much worse antenna for sensitizing Eu3+ and Tb3+ cations than the former one. Based on our previous studies where mCB-L behaves as a good antenna for these two lanthanides, we have now comparatively studied the optical properties of mCB-L and TDCA and their efficiency as sensitizers for Eu and Tb cations, in the solid state at room temperature. STEOM-DLPNO-CCSD calculations revealed a larger energy difference between the singlet S1 and the lowest conical intersection (CI) points for TDCA (33.0 kcal mol−1) than that for mCB-L (18.4 kcal mol−1), explaining the observed different luminescence properties of these two compounds. Contrary to the carborane derivative, TDCA exhibits a more distorted structure at the CI point. TDCA-Eu and TDCA-Tb MOFs have been synthesized and characterized by infrared spectroscopy (IR) and powder X-ray diffraction (PXRD). The optical properties of TDCA-Eu and TDCA-Tb MOFs were investigated, and both MOFs displayed luminescence in the visible region with characteristic emission bands attributed to Eu3+ and Tb3+ transitions, respectively. However, the quantum yields for TDCA-Ln (Eu, 11.1%; Tb, 4.8%) were found to be much lower than those of carborane-based MOFs (Eu, 20.5%; Tb, 49.8%), indicating that the TDCA ligand is a less efficient light-absorbing sensitizer for Eu3+ and Tb3+ ions compared to the carborane-based ligand and may favor undesired back-energy transfer, as suggested by their faster decay times in comparison with the carborane counterparts. STEOM-DLPNO-CCSD calculations are used to analyze the changes in electron densities on photo-excitation from S0 to S1 and de-excitation from T1 to S0, as well as the differences in the excited state energies for mCB-L, TDCA, and the hypothetical longer derivatives (mCB-L2 and QDCA). Our research, which combines experimental and computational methods, offers valuable data for optimizing the singlet and triplet energies, as well as their differences (gaps), by choosing between phenyl and carborane as the building scaffold for 1,3-di(4-carboxyphenyl) compounds. This demonstrates that using phenyl or m-carborane as the building scaffold leads to distinct luminescence properties.This work was financially supported by MICINN (PID2019-106832RB-I00, PID2021-122464NB-100, PID2022-136892NB-I00), and through the Severo Ochoa Program for Centers of Excellence for the FUNFUTURE (EX2019-000917-S project), and by the Generalitat de Catalunya (2021/SGR/00286, 2021/SGR/00442). E. R. thanks Generalitat de Catalunya by an ICREA Academia award, Spanish Ministry Science for a Maria de Maeztu excellence grant (CEX2021-001202-M) and computer resources, technical expertise and assistance provided by the CSUC. Zhen Li acknowledges the China Scholarship Council (CSC) for his PhD grant (201808310071) and Scientific Research Foundation of Dezhou University (2023xjrc210). The present publication is dedicated to Prof. John D. Kennedy on the occasion of his 80th Birthday. Yin-yang symbol via Flickr (CC BY 2.0 licence).With funding from the Spanish government through the ‘Severo Ochoa Centre of Excellence’ accreditation (CEX2019-000917-S).With funding from the Spanish government through the ‘Severo Ochoa Centre of Excellence’ accreditation (CEX2021-001202-M).Peer reviewedRoyal Society of Chemistry (UK)Ministerio de Ciencia, Innovación y Universidades (España)Ministerio de Ciencia e Innovación (España)Agencia Estatal de Investigación (España)Generalitat de CatalunyaChina Scholarship CouncilDezhou UniversityEuropean CommissionRoscini, Claudio [0000-0002-0157-8934]Núñez Aguilera, Rosario [0000-0003-4582-5148]Teixidor, Francesc [0000-0002-3010-2417]Viñas, Clara [0000-0001-5000-0277]Ruiz, Eliseo [0000-0001-9097-8499]Giner Planas, José [0000-0002-1648-2169]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202420242024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/346033https://api.elsevier.com/content/abstract/scopus_id/85182873308reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-106832RB-I00info:eu-repo/grantAgreement/MICINN/Plan Estatal de investigación Científica y Técnica y de Innovación 2021-2023/PID2021-122464NB-100info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2022-136892NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de investigación Científica y Técnica y de Innovación 2017-2020/CEX2019-000917-Sinfo:eu-repo/grantAgreement/AEI/Plan Estatal de investigación Científica y Técnica y de Innovación 2017-2020/CEX2021-001202-Minfo:eu-repo/grantAgreement/AEI//EX2019-000917-SJournal of Materials Chemistry CThe underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1039/D3TC04018Fhttp://doi.org/10.1039/d3tc04018fSíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3460332026-05-22T06:33:51Z
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