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Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals

Thermotropic ionic liquid crystals based on the flavylium scaffold have been synthesized and studied for their structure‐properties relationship for the first time. The mesogens were probed by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X‐ray diffraction (XRD)....

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Autores principales: Forschner, Robert, Knelles, Jakob, Bader, Korinna, Müller, Carsten, Frey, Wolfgang, Köhn, Andreas, Molard, Yann, Giesselmann, Frank, Laschat, Sabine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6856849/
https://www.ncbi.nlm.nih.gov/pubmed/31418972
http://dx.doi.org/10.1002/chem.201901975
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author Forschner, Robert
Knelles, Jakob
Bader, Korinna
Müller, Carsten
Frey, Wolfgang
Köhn, Andreas
Molard, Yann
Giesselmann, Frank
Laschat, Sabine
author_facet Forschner, Robert
Knelles, Jakob
Bader, Korinna
Müller, Carsten
Frey, Wolfgang
Köhn, Andreas
Molard, Yann
Giesselmann, Frank
Laschat, Sabine
author_sort Forschner, Robert
collection PubMed
description Thermotropic ionic liquid crystals based on the flavylium scaffold have been synthesized and studied for their structure‐properties relationship for the first time. The mesogens were probed by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X‐ray diffraction (XRD). Low numbers of alkoxy side chains resulted in smectic (SmA) and lamello‐columnar (Lam(Col)) phases, whereas higher substituted flavylium salts showed Col(ro) as well as ordered and disordered columnar (Col(ho), Col(hd)) mesophases. Mesophase width ranged from 13 K to 220 K, giving access to room temperature liquid crystals. The optical properties of the synthesized compounds were probed towards absorption and emission properties. Strong absorption with maxima between 444 and 507 nm was observed, and some chromophores were highly emissive with quantum yields up to 99 %. Ultimately, mesogenic and dye properties were examined by temperature‐dependent emissive experiments in the solid state.
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spelling pubmed-68568492019-11-21 Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals Forschner, Robert Knelles, Jakob Bader, Korinna Müller, Carsten Frey, Wolfgang Köhn, Andreas Molard, Yann Giesselmann, Frank Laschat, Sabine Chemistry Full Papers Thermotropic ionic liquid crystals based on the flavylium scaffold have been synthesized and studied for their structure‐properties relationship for the first time. The mesogens were probed by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X‐ray diffraction (XRD). Low numbers of alkoxy side chains resulted in smectic (SmA) and lamello‐columnar (Lam(Col)) phases, whereas higher substituted flavylium salts showed Col(ro) as well as ordered and disordered columnar (Col(ho), Col(hd)) mesophases. Mesophase width ranged from 13 K to 220 K, giving access to room temperature liquid crystals. The optical properties of the synthesized compounds were probed towards absorption and emission properties. Strong absorption with maxima between 444 and 507 nm was observed, and some chromophores were highly emissive with quantum yields up to 99 %. Ultimately, mesogenic and dye properties were examined by temperature‐dependent emissive experiments in the solid state. John Wiley and Sons Inc. 2019-09-18 2019-10-08 /pmc/articles/PMC6856849/ /pubmed/31418972 http://dx.doi.org/10.1002/chem.201901975 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Forschner, Robert
Knelles, Jakob
Bader, Korinna
Müller, Carsten
Frey, Wolfgang
Köhn, Andreas
Molard, Yann
Giesselmann, Frank
Laschat, Sabine
Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title_full Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title_fullStr Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title_full_unstemmed Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title_short Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
title_sort flavylium salts: a blooming core for bioinspired ionic liquid crystals
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6856849/
https://www.ncbi.nlm.nih.gov/pubmed/31418972
http://dx.doi.org/10.1002/chem.201901975
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