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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| Format: | Article |
| Language: | English |
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MDPI AG
2023-03-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/24/6/5286 |
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| author | Mihaela Homocianu Diana Serbezeanu Vlad Bubulac Tachita |
| author_facet | Mihaela Homocianu Diana Serbezeanu Vlad Bubulac Tachita |
| author_sort | Mihaela Homocianu |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-03-11T06:26:59Z |
| format | Article |
| id | doaj.art-553716129f8a48c1ad40c9512f91ba1b |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T06:26:59Z |
| publishDate | 2023-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-553716129f8a48c1ad40c9512f91ba1b2023-11-17T11:31:44ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-03-01246528610.3390/ijms24065286Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone DerivativeMihaela Homocianu0Diana Serbezeanu1Vlad Bubulac Tachita2“Petru Poni” Institute of Macromolecular Chemistry, 41A, Grigore Ghica Voda Alley, 700487 Iasi, Romania“Petru Poni” Institute of Macromolecular Chemistry, 41A, Grigore Ghica Voda Alley, 700487 Iasi, Romania“Petru Poni” Institute of Macromolecular Chemistry, 41A, Grigore Ghica Voda Alley, 700487 Iasi, RomaniaIn 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.https://www.mdpi.com/1422-0067/24/6/52862,6-bis(4-hydroxybenzylidene) cyclohexanoneintramolecular charge transfersolvatochromismacidochromismphotochromism |
| spellingShingle | Mihaela Homocianu Diana Serbezeanu Vlad Bubulac Tachita Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative International Journal of Molecular Sciences 2,6-bis(4-hydroxybenzylidene) cyclohexanone intramolecular charge transfer solvatochromism acidochromism photochromism |
| 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 | 2,6-bis(4-hydroxybenzylidene) cyclohexanone intramolecular charge transfer solvatochromism acidochromism photochromism |
| url | https://www.mdpi.com/1422-0067/24/6/5286 |
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