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Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative

In this paper, we studied the photophysical behavior of 2,6-bis(4-hydroxybenzylidene) cyclohexanone (BZCH) under the influence of various stimuli. The photophysical properties were correlated with different solvent parameters, such as the Kamlet–Abraham–Taft (KAT), Catalán, and Laurence solvent scal...

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Autores principales: Homocianu, Mihaela, Serbezeanu, Diana, Tachita, Vlad Bubulac
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10049195/
https://www.ncbi.nlm.nih.gov/pubmed/36982360
http://dx.doi.org/10.3390/ijms24065286
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author Homocianu, Mihaela
Serbezeanu, Diana
Tachita, Vlad Bubulac
author_facet Homocianu, Mihaela
Serbezeanu, Diana
Tachita, Vlad Bubulac
author_sort Homocianu, Mihaela
collection PubMed
description In this paper, we studied the photophysical behavior of 2,6-bis(4-hydroxybenzylidene) cyclohexanone (BZCH) under the influence of various stimuli. The photophysical properties were correlated with different solvent parameters, such as the Kamlet–Abraham–Taft (KAT), Catalán, and Laurence solvent scales, suggesting that the behavior of BZCH is influenced by both nonspecific and specific solvent-solute interactions. The Catalán solvent dipolarity/polarizability parameters were found to have a significant role in the solvatochromic behavior, which is also confirmed by the KAT and Laurence models. The acidochromism and photochromism properties of this sample in dimethylsulfoxide and chloroform solutions were also investigated. The compound showed reversible acidochromism after the addition of dilute NaOH/HCl solutions, accompanied by a change in color and the appearance of a new absorption band (514 nm). The photochemical behavior was also examined by irradiating BZCH solutions with both 254 and 365 nm light.
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spelling pubmed-100491952023-03-29 Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative Homocianu, Mihaela Serbezeanu, Diana Tachita, Vlad Bubulac Int J Mol Sci Article In this paper, we studied the photophysical behavior of 2,6-bis(4-hydroxybenzylidene) cyclohexanone (BZCH) under the influence of various stimuli. The photophysical properties were correlated with different solvent parameters, such as the Kamlet–Abraham–Taft (KAT), Catalán, and Laurence solvent scales, suggesting that the behavior of BZCH is influenced by both nonspecific and specific solvent-solute interactions. The Catalán solvent dipolarity/polarizability parameters were found to have a significant role in the solvatochromic behavior, which is also confirmed by the KAT and Laurence models. The acidochromism and photochromism properties of this sample in dimethylsulfoxide and chloroform solutions were also investigated. The compound showed reversible acidochromism after the addition of dilute NaOH/HCl solutions, accompanied by a change in color and the appearance of a new absorption band (514 nm). The photochemical behavior was also examined by irradiating BZCH solutions with both 254 and 365 nm light. MDPI 2023-03-09 /pmc/articles/PMC10049195/ /pubmed/36982360 http://dx.doi.org/10.3390/ijms24065286 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Homocianu, Mihaela
Serbezeanu, Diana
Tachita, Vlad Bubulac
Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title_full Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title_fullStr Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title_full_unstemmed Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title_short Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative
title_sort solvatochromism, acidochromism and photochromism of the 2,6-bis(4-hydroxybenzylidene) cyclohexanone derivative
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10049195/
https://www.ncbi.nlm.nih.gov/pubmed/36982360
http://dx.doi.org/10.3390/ijms24065286
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