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New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells

A new benzodithiophene and benzotriazole-based terpolymer bearing a fluorescein derivative as a side group was synthesized and studied for organic solar cell (OSC) applications. This side group was covalently bounded to the backbone through an n-hexyl chain to induce the intramolecular Förster Reson...

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Autores principales: Jessop, Ignacio A., Cutipa, Josefa, Perez, Yasmín, Saldías, Cesar, Fuentealba, Denis, Tundidor-Camba, Alain, Terraza, Claudio A., Camarada, María B., Angel, Felipe A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9657233/
https://www.ncbi.nlm.nih.gov/pubmed/36361692
http://dx.doi.org/10.3390/ijms232112901
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author Jessop, Ignacio A.
Cutipa, Josefa
Perez, Yasmín
Saldías, Cesar
Fuentealba, Denis
Tundidor-Camba, Alain
Terraza, Claudio A.
Camarada, María B.
Angel, Felipe A.
author_facet Jessop, Ignacio A.
Cutipa, Josefa
Perez, Yasmín
Saldías, Cesar
Fuentealba, Denis
Tundidor-Camba, Alain
Terraza, Claudio A.
Camarada, María B.
Angel, Felipe A.
author_sort Jessop, Ignacio A.
collection PubMed
description A new benzodithiophene and benzotriazole-based terpolymer bearing a fluorescein derivative as a side group was synthesized and studied for organic solar cell (OSC) applications. This side group was covalently bounded to the backbone through an n-hexyl chain to induce the intramolecular Förster Resonance Energy Transfer (FRET) process and thus improve the photovoltaic performance of the polymeric material. The polymer exhibited good solubility in common organic chlorinated solvents as well as thermal stability (TDT(10%) > 360 °C). Photophysical measurements demonstrated the occurrence of the FRET phenomenon between the lateral group and the terpolymer. The terpolymer exhibited an absorption band centered at 501 nm, an optical bandgap of 2.02 eV, and HOMO and LUMO energy levels of −5.30 eV and −3.28 eV, respectively. A preliminary study on terpolymer-based OSC devices showed a low power-conversion efficiency (PCE) but a higher performance than devices based on an analogous polymer without the fluorescein derivative. These results mean that the design presented here is a promising strategy to improve the performance of polymers used in OSCs.
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spelling pubmed-96572332022-11-15 New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells Jessop, Ignacio A. Cutipa, Josefa Perez, Yasmín Saldías, Cesar Fuentealba, Denis Tundidor-Camba, Alain Terraza, Claudio A. Camarada, María B. Angel, Felipe A. Int J Mol Sci Article A new benzodithiophene and benzotriazole-based terpolymer bearing a fluorescein derivative as a side group was synthesized and studied for organic solar cell (OSC) applications. This side group was covalently bounded to the backbone through an n-hexyl chain to induce the intramolecular Förster Resonance Energy Transfer (FRET) process and thus improve the photovoltaic performance of the polymeric material. The polymer exhibited good solubility in common organic chlorinated solvents as well as thermal stability (TDT(10%) > 360 °C). Photophysical measurements demonstrated the occurrence of the FRET phenomenon between the lateral group and the terpolymer. The terpolymer exhibited an absorption band centered at 501 nm, an optical bandgap of 2.02 eV, and HOMO and LUMO energy levels of −5.30 eV and −3.28 eV, respectively. A preliminary study on terpolymer-based OSC devices showed a low power-conversion efficiency (PCE) but a higher performance than devices based on an analogous polymer without the fluorescein derivative. These results mean that the design presented here is a promising strategy to improve the performance of polymers used in OSCs. MDPI 2022-10-26 /pmc/articles/PMC9657233/ /pubmed/36361692 http://dx.doi.org/10.3390/ijms232112901 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Jessop, Ignacio A.
Cutipa, Josefa
Perez, Yasmín
Saldías, Cesar
Fuentealba, Denis
Tundidor-Camba, Alain
Terraza, Claudio A.
Camarada, María B.
Angel, Felipe A.
New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title_full New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title_fullStr New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title_full_unstemmed New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title_short New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells
title_sort new benzotriazole and benzodithiophene-based conjugated terpolymer bearing a fluorescein derivative as side-group: in-ternal förster resonance energy transfer to improve organic solar cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9657233/
https://www.ncbi.nlm.nih.gov/pubmed/36361692
http://dx.doi.org/10.3390/ijms232112901
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