Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells

We report two novel functional dyes based on a boron-dipyrromethene (BODIPY) core displaying a panchromatic absorption with an extension to the near-infrared (NIR) range. An innovative synthetic approach for preparing the 2,3,5,6-tetramethyl-BODIPY unit is disclosed, and a versatile way to further f...

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Autores principales: Huaulmé, Quentin, Aumaitre, Cyril, Kontkanen, Outi Vilhelmiina, Beljonne, David, Sutter, Alexandra, Ulrich, Gilles, Demadrille, Renaud, Leclerc, Nicolas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6664387/
https://www.ncbi.nlm.nih.gov/pubmed/31435447
http://dx.doi.org/10.3762/bjoc.15.169
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author Huaulmé, Quentin
Aumaitre, Cyril
Kontkanen, Outi Vilhelmiina
Beljonne, David
Sutter, Alexandra
Ulrich, Gilles
Demadrille, Renaud
Leclerc, Nicolas
author_facet Huaulmé, Quentin
Aumaitre, Cyril
Kontkanen, Outi Vilhelmiina
Beljonne, David
Sutter, Alexandra
Ulrich, Gilles
Demadrille, Renaud
Leclerc, Nicolas
author_sort Huaulmé, Quentin
collection PubMed
description We report two novel functional dyes based on a boron-dipyrromethene (BODIPY) core displaying a panchromatic absorption with an extension to the near-infrared (NIR) range. An innovative synthetic approach for preparing the 2,3,5,6-tetramethyl-BODIPY unit is disclosed, and a versatile way to further functionalize this unit has been developed. The optoelectronic properties of the two dyes were computed by density functional theory modelling (DFT) and characterized through UV–vis spectroscopy and cyclic voltammetry (CV) measurements. Finally, we report preliminary results obtained using these functional dyes as photosensitizers in dye-sensitized solar cells (DSSCs).
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spelling pubmed-66643872019-08-21 Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells Huaulmé, Quentin Aumaitre, Cyril Kontkanen, Outi Vilhelmiina Beljonne, David Sutter, Alexandra Ulrich, Gilles Demadrille, Renaud Leclerc, Nicolas Beilstein J Org Chem Full Research Paper We report two novel functional dyes based on a boron-dipyrromethene (BODIPY) core displaying a panchromatic absorption with an extension to the near-infrared (NIR) range. An innovative synthetic approach for preparing the 2,3,5,6-tetramethyl-BODIPY unit is disclosed, and a versatile way to further functionalize this unit has been developed. The optoelectronic properties of the two dyes were computed by density functional theory modelling (DFT) and characterized through UV–vis spectroscopy and cyclic voltammetry (CV) measurements. Finally, we report preliminary results obtained using these functional dyes as photosensitizers in dye-sensitized solar cells (DSSCs). Beilstein-Institut 2019-07-24 /pmc/articles/PMC6664387/ /pubmed/31435447 http://dx.doi.org/10.3762/bjoc.15.169 Text en Copyright © 2019, Huaulmé et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Huaulmé, Quentin
Aumaitre, Cyril
Kontkanen, Outi Vilhelmiina
Beljonne, David
Sutter, Alexandra
Ulrich, Gilles
Demadrille, Renaud
Leclerc, Nicolas
Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title_full Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title_fullStr Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title_full_unstemmed Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title_short Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
title_sort functional panchromatic bodipy dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6664387/
https://www.ncbi.nlm.nih.gov/pubmed/31435447
http://dx.doi.org/10.3762/bjoc.15.169
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