Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation

The present work is devoted to the synthesis and detailed investigation of new 8-benzothiazole containing spiropyrans. The investigated spiropyrans exist under colorless spirocyclic isomers exhibiting positive photochromism with thermo- and photoinduced back reaction. UV light irradiation leads to t...

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Hoofdauteurs:	Demidov, O. P., Демидов, О. П.
Formaat:	Статья
Taal:	English
Gepubliceerd in:	Elsevier Ltd 2020
Onderwerpen:	Complexes Quantum yield Photochromism Spiropyrans Ionochromism
Online toegang:	https://dspace.ncfu.ru/handle/20.500.12258/11973
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id	ir-20.500.12258-11973
record_format	dspace
spelling	ir-20.500.12258-119732020-06-22T13:33:48Z Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation Demidov, O. P. Демидов, О. П. Complexes Quantum yield Photochromism Spiropyrans Ionochromism Photochromism The present work is devoted to the synthesis and detailed investigation of new 8-benzothiazole containing spiropyrans. The investigated spiropyrans exist under colorless spirocyclic isomers exhibiting positive photochromism with thermo- and photoinduced back reaction. UV light irradiation leads to their effective coloration with quantum yields up to 44%. The efficiency of the back photocyclization induced by visible light does not exceed 0.1%. This feature distinguishes them from the previously studied benzoxazole analogs. The enhancement of electron-withdrawing properties of the indoline fragment substituents promotes an increase in photo-coloration efficiency. The lifetime of the colored form varies from 17 to 200.8 s (acetone, 293 K) depending on substituents. Due to the presence of the benzothiazole moiety, merocyanines can effectively bind Zn2+, Co2+, Ni2+, Cu2+, Cd2+, Mn2+ ions. The addition of salts of these ions to spiropyran solutions results in the stabilization of the merocyanine in the form of intensely colored complexes. Composition, stability and spectroscopic characteristics of complexes have been investigated depending on the metal ion nature and substituents in ligand molecules. The colored complexes possess negative photochromism. The visible light irradiation causes their bleaching with quantum yields up to 48%. The benzothiazole substituted spiropyrans demonstrate ion driving photochromic transformation 2020-06-16T10:05:19Z 2020-06-16T10:05:19Z 2020 Статья Chernyshev, A.V., Voloshin, N.A., Rostovtseva, I.A., Demidov, O.P., Shepelenko, K.E., Solov'eva, E.V., Gaeva, E.B., Metelitsa, A.V. Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation // Dyes and Pigments. - Volume 178. - July 2020. - Номер статьи 108337 http://hdl.handle.net/20.500.12258/11973 en Dyes and Pigments application/pdf application/pdf Elsevier Ltd
institution	СКФУ
collection	Репозиторий
language	English
topic	Complexes Quantum yield Photochromism Spiropyrans Ionochromism Photochromism
spellingShingle	Complexes Quantum yield Photochromism Spiropyrans Ionochromism Photochromism Demidov, O. P. Демидов, О. П. Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
description	The present work is devoted to the synthesis and detailed investigation of new 8-benzothiazole containing spiropyrans. The investigated spiropyrans exist under colorless spirocyclic isomers exhibiting positive photochromism with thermo- and photoinduced back reaction. UV light irradiation leads to their effective coloration with quantum yields up to 44%. The efficiency of the back photocyclization induced by visible light does not exceed 0.1%. This feature distinguishes them from the previously studied benzoxazole analogs. The enhancement of electron-withdrawing properties of the indoline fragment substituents promotes an increase in photo-coloration efficiency. The lifetime of the colored form varies from 17 to 200.8 s (acetone, 293 K) depending on substituents. Due to the presence of the benzothiazole moiety, merocyanines can effectively bind Zn2+, Co2+, Ni2+, Cu2+, Cd2+, Mn2+ ions. The addition of salts of these ions to spiropyran solutions results in the stabilization of the merocyanine in the form of intensely colored complexes. Composition, stability and spectroscopic characteristics of complexes have been investigated depending on the metal ion nature and substituents in ligand molecules. The colored complexes possess negative photochromism. The visible light irradiation causes their bleaching with quantum yields up to 48%. The benzothiazole substituted spiropyrans demonstrate ion driving photochromic transformation
format	Статья
author	Demidov, O. P. Демидов, О. П.
author_facet	Demidov, O. P. Демидов, О. П.
author_sort	Demidov, O. P.
title	Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
title_short	Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
title_full	Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
title_fullStr	Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
title_full_unstemmed	Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
title_sort	benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
publisher	Elsevier Ltd
publishDate	2020
url	https://dspace.ncfu.ru/handle/20.500.12258/11973
work_keys_str_mv	AT demidovop benzothiazolylsubstitutedspiropyranswithiondrivenphotochromictransformation AT demidovop benzothiazolylsubstitutedspiropyranswithiondrivenphotochromictransformation
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Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation

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