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Photostable NIR‐II Pigments from Extended Rylenecarboximides

A series of near‐infrared (NIR) organic absorbers, named FNs and FPs, have been obtained with absorption maxima from 870 nm to 1100 nm and thus falling into the attractive second near‐infrared region (NIR‐II). The synthesis of their extended aromatic cores utilized an initial aryl‐amination between...

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Autores principales: Wu, Ze‐Hua, Reichert, Hans, Reichelt, Helmut, Basché, Thomas, Müllen, Klaus
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/PMC9804991/
https://www.ncbi.nlm.nih.gov/pubmed/35876273
http://dx.doi.org/10.1002/chem.202202291
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author Wu, Ze‐Hua
Reichert, Hans
Reichelt, Helmut
Basché, Thomas
Müllen, Klaus
author_facet Wu, Ze‐Hua
Reichert, Hans
Reichelt, Helmut
Basché, Thomas
Müllen, Klaus
author_sort Wu, Ze‐Hua
collection PubMed
description A series of near‐infrared (NIR) organic absorbers, named FNs and FPs, have been obtained with absorption maxima from 870 nm to 1100 nm and thus falling into the attractive second near‐infrared region (NIR‐II). The synthesis of their extended aromatic cores utilized an initial aryl‐amination between 4‐aminonaphthalene‐1,8‐dicarboximide (NMI‐NH(2) ) or 9‐aminoperylene‐3,4‐dicarboximide (PMI‐NH(2) ) with chloro‐substituted 9,10‐anthraquinones followed by a novel base‐induced cyclodehydrogenation. A NIR‐II pigment, compound FPP, was obtained through de‐alkylation of a soluble precursor. The synthesis of this photostable pigment is high‐yielding and avoids column chromatographic purification which is important for many applications.
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spelling pubmed-98049912023-01-06 Photostable NIR‐II Pigments from Extended Rylenecarboximides Wu, Ze‐Hua Reichert, Hans Reichelt, Helmut Basché, Thomas Müllen, Klaus Chemistry Research Articles A series of near‐infrared (NIR) organic absorbers, named FNs and FPs, have been obtained with absorption maxima from 870 nm to 1100 nm and thus falling into the attractive second near‐infrared region (NIR‐II). The synthesis of their extended aromatic cores utilized an initial aryl‐amination between 4‐aminonaphthalene‐1,8‐dicarboximide (NMI‐NH(2) ) or 9‐aminoperylene‐3,4‐dicarboximide (PMI‐NH(2) ) with chloro‐substituted 9,10‐anthraquinones followed by a novel base‐induced cyclodehydrogenation. A NIR‐II pigment, compound FPP, was obtained through de‐alkylation of a soluble precursor. The synthesis of this photostable pigment is high‐yielding and avoids column chromatographic purification which is important for many applications. John Wiley and Sons Inc. 2022-08-29 2022-11-07 /pmc/articles/PMC9804991/ /pubmed/35876273 http://dx.doi.org/10.1002/chem.202202291 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Research Articles
Wu, Ze‐Hua
Reichert, Hans
Reichelt, Helmut
Basché, Thomas
Müllen, Klaus
Photostable NIR‐II Pigments from Extended Rylenecarboximides
title Photostable NIR‐II Pigments from Extended Rylenecarboximides
title_full Photostable NIR‐II Pigments from Extended Rylenecarboximides
title_fullStr Photostable NIR‐II Pigments from Extended Rylenecarboximides
title_full_unstemmed Photostable NIR‐II Pigments from Extended Rylenecarboximides
title_short Photostable NIR‐II Pigments from Extended Rylenecarboximides
title_sort photostable nir‐ii pigments from extended rylenecarboximides
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804991/
https://www.ncbi.nlm.nih.gov/pubmed/35876273
http://dx.doi.org/10.1002/chem.202202291
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