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Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics

The functionalization of the peri position of the bay chlorinated tetraazaperylene was investigated by varying the donor behavior of the substituents to assess the resulting photophysical and electrochemical properties. To accomplish this, electron donating alkyl‐ and arylsulfido substituents, metho...

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Autores principales: Wesp, Tobias, Valsalan, Parvathi, Kochan, Alexander, Hertzog, Manuel, Wadepohl, Hubert, Zaumseil, Jana, Gade, Lutz H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092023/
https://www.ncbi.nlm.nih.gov/pubmed/36128852
http://dx.doi.org/10.1002/chem.202202661
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author Wesp, Tobias
Valsalan, Parvathi
Kochan, Alexander
Hertzog, Manuel
Wadepohl, Hubert
Zaumseil, Jana
Gade, Lutz H.
author_facet Wesp, Tobias
Valsalan, Parvathi
Kochan, Alexander
Hertzog, Manuel
Wadepohl, Hubert
Zaumseil, Jana
Gade, Lutz H.
author_sort Wesp, Tobias
collection PubMed
description The functionalization of the peri position of the bay chlorinated tetraazaperylene was investigated by varying the donor behavior of the substituents to assess the resulting photophysical and electrochemical properties. To accomplish this, electron donating alkyl‐ and arylsulfido substituents, methoxy and methyl groups were selectively introduced into the peri position via a nucleophilic aromatic substitution of the perchlorinated tetraazaperylene. Both the alkylated and benzylated thioethers displayed high fluorescence quantum yields of up to 80 %. Compounds from the latter group were integrated in resonant optical microcavities to achieve strong light‐matter coupling. The formation of exciton‐polaritons was observed by angle‐dependent reflectivity and photoluminescence that could be tuned by variation of the concentration of the fluorophores and of the thickness of the cavity.
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spelling pubmed-100920232023-04-13 Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics Wesp, Tobias Valsalan, Parvathi Kochan, Alexander Hertzog, Manuel Wadepohl, Hubert Zaumseil, Jana Gade, Lutz H. Chemistry Research Articles The functionalization of the peri position of the bay chlorinated tetraazaperylene was investigated by varying the donor behavior of the substituents to assess the resulting photophysical and electrochemical properties. To accomplish this, electron donating alkyl‐ and arylsulfido substituents, methoxy and methyl groups were selectively introduced into the peri position via a nucleophilic aromatic substitution of the perchlorinated tetraazaperylene. Both the alkylated and benzylated thioethers displayed high fluorescence quantum yields of up to 80 %. Compounds from the latter group were integrated in resonant optical microcavities to achieve strong light‐matter coupling. The formation of exciton‐polaritons was observed by angle‐dependent reflectivity and photoluminescence that could be tuned by variation of the concentration of the fluorophores and of the thickness of the cavity. John Wiley and Sons Inc. 2022-10-26 2022-12-20 /pmc/articles/PMC10092023/ /pubmed/36128852 http://dx.doi.org/10.1002/chem.202202661 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Wesp, Tobias
Valsalan, Parvathi
Kochan, Alexander
Hertzog, Manuel
Wadepohl, Hubert
Zaumseil, Jana
Gade, Lutz H.
Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title_full Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title_fullStr Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title_full_unstemmed Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title_short Peri‐Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics
title_sort peri‐functionalized tetraazaperylenes: strong emitters for molecular polaritonics
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092023/
https://www.ncbi.nlm.nih.gov/pubmed/36128852
http://dx.doi.org/10.1002/chem.202202661
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