| Titre : |
Computational modelling of the influence of substituent effects on phthalimidylazo disperse dye hydrolysis and interaction energy |
| Type de document : |
texte imprimé |
| Auteurs : |
Yi-Zhen Zhan, Auteur ; Xue Zhao, Auteur ; Bi-Jia Wang, Auteur ; Wei Wang, Auteur |
| Année de publication : |
2018 |
| Article en page(s) : |
p. 24-32 |
| Note générale : |
Bibliogr. |
| Langues : |
Anglais (eng) |
| Catégories : |
Colorants -- Synthèse
Colorants azoïques
Dynamique moléculaire
Fonctionnelles densitéLa théorie de la fonctionnelle de la densité (pour Density Functional Theory, sous-entendu électronique : DFT) constitue au début du XXIe siècle l'une des méthodes les plus utilisées dans les calculs quantiques de la structure électronique de la matière (atomes, molécules, solides) aussi bien en physique de la matière condensée qu'en chimie quantique. La DFT trouve ses origines dans le modèle développé par Llewellyn Thomas et Enrico Fermi à la fin des années 1920.
Hydrolyse
Modèles numériques
|
| Index. décimale : |
667.3 Teinture et impression des tissus |
| Résumé : |
Six azo dyes have been synthesised using N-substituted phthalimides as diazo components. Substitution effects on dye hydrolysis and intermolecular interactions were investigated with density functional theory (DFT) at B3LYP/6-311G level. The results showed that the phthalimide moieties adopted a coplanar conformation in respect of the azo-coupled phenyl rings in all six dyes. N-Alkyl substitution had little influence on the absorption maxima. Bromo and cyano substitution on the phthalimide ring resulted in hypsochromic and bathochromic shifts of the absorption maxima respectively. Hydrolysis of the phthalimide ring was found to be largely influenced by steric effects rather than inductive effects of substituents. It was also found that π-stacking interactions of phthalimide/phenyl and phthalimide/phthalimide dimers were promoted by substituents. The results indicated that interactions are dominated by electrostatic and even more importantly dispersion forces. The computational results were also confirmed experimentally. |
| Note de contenu : |
- EXPERIMENTAL : Materials - Spectrophotometry - Dye application - Measurements - DFT calculations - Synthesis of the phthalimidylazo disperse dyes - Synthesis of phthalimide intermediates - Synthesis of D1-D4, D5 and D6
- RESULTS AND DISCUSSION : Influence of substitution pattern on planarity - Influence of substituents on dye shade - Influence of substituents on hydrolytic properties - Influence of substitution on interaction energy |
| DOI : |
10.1111/cote.12316 |
| En ligne : |
https://onlinelibrary.wiley.com/doi/epdf/10.1111/cote.12316 |
| Format de la ressource électronique : |
Pdf |
| Permalink : |
https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=30124 |
in COLORATION TECHNOLOGY > Vol. 134, N° 1 (02/2018) . - p. 24-32
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Computational modelling of the influence of substituent effects on phthalimidylazo disperse dye hydrolysis and interaction energy in COLORATION TECHNOLOGY, Vol. 134, N° 1 (02/2018)
