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Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches

The optimization and modulation of the properties of photochromic compounds, such as their activation wavelengths and thermal relaxation half‐lives (τ (1/2)), are essential for their adaptation in various applications. In this work, we studied the effect of co‐planarization of the rotary fragment of...

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Detalles Bibliográficos
Autores principales: Shao, Baihao, Aprahamian, Ivan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996581/
https://www.ncbi.nlm.nih.gov/pubmed/32025464
http://dx.doi.org/10.1002/open.201900340
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author Shao, Baihao
Aprahamian, Ivan
author_facet Shao, Baihao
Aprahamian, Ivan
author_sort Shao, Baihao
collection PubMed
description The optimization and modulation of the properties of photochromic compounds, such as their activation wavelengths and thermal relaxation half‐lives (τ (1/2)), are essential for their adaptation in various applications. In this work, we studied the effect of co‐planarization of the rotary fragment of two photochromic hydrazones with the core of the molecule on their switching properties. The Z and E isomers of both compounds exhibit red‐shifted absorption bands relative to their twisted versions, allowing for their photoswitching using longer wavelengths of light. Additionally, the thermal half‐lives of both hydrazones are drastically shortened from hundreds of years to days.
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spelling pubmed-69965812020-02-05 Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches Shao, Baihao Aprahamian, Ivan ChemistryOpen Communications The optimization and modulation of the properties of photochromic compounds, such as their activation wavelengths and thermal relaxation half‐lives (τ (1/2)), are essential for their adaptation in various applications. In this work, we studied the effect of co‐planarization of the rotary fragment of two photochromic hydrazones with the core of the molecule on their switching properties. The Z and E isomers of both compounds exhibit red‐shifted absorption bands relative to their twisted versions, allowing for their photoswitching using longer wavelengths of light. Additionally, the thermal half‐lives of both hydrazones are drastically shortened from hundreds of years to days. John Wiley and Sons Inc. 2020-02-03 /pmc/articles/PMC6996581/ /pubmed/32025464 http://dx.doi.org/10.1002/open.201900340 Text en © 2020 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-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 Communications
Shao, Baihao
Aprahamian, Ivan
Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title_full Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title_fullStr Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title_full_unstemmed Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title_short Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches
title_sort planarization‐induced activation wavelength red‐shift and thermal half‐life acceleration in hydrazone photoswitches
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996581/
https://www.ncbi.nlm.nih.gov/pubmed/32025464
http://dx.doi.org/10.1002/open.201900340
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AT aprahamianivan planarizationinducedactivationwavelengthredshiftandthermalhalflifeaccelerationinhydrazonephotoswitches