Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes

The synthesis of a highly soluble triptycene end‐capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Be...

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Autores principales: Benke, Bahiru P., Hertwig, Leif, Yang, Xuan, Rominger, Frank, Mastalerz, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821156/
https://www.ncbi.nlm.nih.gov/pubmed/33510580
http://dx.doi.org/10.1002/ejoc.202001362
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author Benke, Bahiru P.
Hertwig, Leif
Yang, Xuan
Rominger, Frank
Mastalerz, Michael
author_facet Benke, Bahiru P.
Hertwig, Leif
Yang, Xuan
Rominger, Frank
Mastalerz, Michael
author_sort Benke, Bahiru P.
collection PubMed
description The synthesis of a highly soluble triptycene end‐capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx. 70(!) the compounds also show a pronounced tendency to form crystals. Both properties, making these compounds promising electron acceptors for organic electronics.
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spelling pubmed-78211562021-01-26 Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes Benke, Bahiru P. Hertwig, Leif Yang, Xuan Rominger, Frank Mastalerz, Michael European J Org Chem Communications The synthesis of a highly soluble triptycene end‐capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx. 70(!) the compounds also show a pronounced tendency to form crystals. Both properties, making these compounds promising electron acceptors for organic electronics. John Wiley and Sons Inc. 2020-11-03 2021-01-08 /pmc/articles/PMC7821156/ /pubmed/33510580 http://dx.doi.org/10.1002/ejoc.202001362 Text en © 2020 The Authors. European Journal of Organic Chemistry published by Wiley‐VCH GmbH This is an open access article under the terms of the http://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 Communications
Benke, Bahiru P.
Hertwig, Leif
Yang, Xuan
Rominger, Frank
Mastalerz, Michael
Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title_full Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title_fullStr Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title_full_unstemmed Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title_short Triptycene End‐Capped Indigo Derivatives – Turning Insoluble Pigments to Soluble Dyes
title_sort triptycene end‐capped indigo derivatives – turning insoluble pigments to soluble dyes
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821156/
https://www.ncbi.nlm.nih.gov/pubmed/33510580
http://dx.doi.org/10.1002/ejoc.202001362
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