[article]
| Titre : |
Solvatochromism and quantum mechanical investigation of disazo pyridone dye |
| Type de document : |
texte imprimé |
| Auteurs : |
Dusan Mijin, Auteur ; Bojan D. Bozic, Auteur ; Jelena Ladarevic, Auteur ; Luka Matovic, Auteur ; Gordana S. Uscumlic, Auteur ; Vesna D. Vitnik, Auteur ; Zeljko Vitnik, Auteur |
| Année de publication : |
2018 |
| Article en page(s) : |
p. 478-490 |
| Note générale : |
Bibliogr. |
| Langues : |
Anglais (eng) |
| Catégories : |
Colorants -- Analyse
Colorants azoïques
Solvatochromisme
Théorie quantique
|
| Index. décimale : |
667.2 Colorants et pigments |
| Résumé : |
Disazo pyridone dye, 4‐methyl‐2,6‐dioxo‐5‐(2‐(4‐(phenyldiazenyl)phenyl)hydrazono)‐1,2,5,6‐tetrahydropyridine‐3‐carbonitrile, is synthesised and thoroughly characterised by a combination of experimental and computational approaches. Fourier Transform‐infrared and nuclear magnetic resonance (NMR) spectra prove the existence of the hydrazone form in the solid state and in dimethyl sulphoxide, which is also supported by vibrational and NMR theoretical studies. Ultraviolet (UV) spectral properties, as well as solvatochromism in 19 solvents of different polarity, are investigated. In most of the solvents, the dye is solely present in the hydrazone form, whereas in certain solvents, an acid–base equilibrium exists. Excellent agreement between computational and experimental UV–visible data was established. Frontier Molecular Orbital analysis was performed and proved the existence of intramolecular charge transfer through the dye molecule. A molecular electrostatic potential surface was plotted over the optimised geometry to lighten the reactivity of the investigated molecule. |
| Note de contenu : |
- EXPERIMENTAL : Materials and measurements - Synthesis - 4-methyl-2,6-dioxo-5-(2-(4-(phenyldiazenyl)phenyl)hydrazono)-1,2,5,6-tetrahydropyridine-3-carbonitrile - Method of calculation
- RESULTS AND DISCUSSION : The solvent effect on absorption spectra - Correlation with multiparameter solvent polarity scales - Molecular geometry- Vibrational analysis - NMR analysis - UV-Vis studies and electronic properties - Molecular electrostatic potential |
| DOI : |
10.1111/cote.12369 |
| En ligne : |
https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12369 |
| Format de la ressource électronique : |
Pdf |
| Permalink : |
https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=31382 |
in COLORATION TECHNOLOGY > Vol. 134, N° 6 (12/2018) . - p. 478-490
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