| Titre : |
Tautomerism, crystal structure, and copper(II) complexation of isomeric pyridonylazo dyes derived from 2- and 4-aminobenzoic acids |
| Type de document : |
texte imprimé |
| Auteurs : |
Yue-Hua Wang, Auteur ; Hui-Fen Qian, Auteur ; Ya-Nan Feng, Auteur ; Wei Huang, Auteur |
| Année de publication : |
2016 |
| Article en page(s) : |
p. 433-440 |
| Note générale : |
Bibliogr. |
| Langues : |
Anglais (eng) |
| Catégories : |
Analyse thermique
Colorants -- Analyse
Colorants -- Synthèse
Colorants azoïques
Complexes métalliques
Composés inorganiques -- Synthèse
Cuivre
Tautomérie
Thermogravimétrie
|
| Index. décimale : |
667.3 Teinture et impression des tissus |
| Résumé : |
A pair of isomeric aromatic heterocyclic dyes, bearing the same N-methyl pyridine-2,6-dione coupling component but a different 2- or 4-aminobenzoic acid diazo component, were characterised structurally and spectroscopically. X-ray single-crystal diffraction analyses revealed that they both adopt the same hydrazone-tautomeric form and planar molecular conformation between the pyridine and phenyl rings. Furthermore, azo–hydrazone transformation was achieved for the 2-aminobenzoic-acid-based dye after Cu(II) ion complexation, as verified by the formation of a neutral Cu(II) dye–metal complex. The coordination geometry of the central Cu(II) ion exhibits a slightly distorted pyramid with a math formula value of 0.028, where the ligand loses a proton during complexation and serves as the tridentate coordination mode. In addition, thermogravimetric analysis and corresponding differential thermal analysis for the isomeric pair showed that they both have excellent thermal stability, and 4-aminobenzoic-acid-based dye has a higher decomposition temperature (319 °C) than the 2-aminobenzoic-acid-based dye (312 °C). To the best of our knowledge, this is the first structural study on aromatic heterocyclic dyes having aminobenzoic acid and pyridine-2,6-dione components at the same time. |
| Note de contenu : |
- EXPERIMENTAL : Materials and measurments - Syntheses of dyes 1 and 2 - Synthesis of neutral copper(II) complex 3 [CuLa(H2O)2] - X-ray data collection and solution
- RESULTS AND DISCUSSION : Syntheses and spectral characterisations - Structural description of dyes 1 and 2 - Structural description of neutral dye-metal complex 3 |
| DOI : |
10.1111/cote.12235 |
| En ligne : |
https://drive.google.com/file/d/1O3g5ds6MD-tVnPBJdQdFukYyRaYgC_fm/view?usp=drive [...] |
| Format de la ressource électronique : |
Pdf |
| Permalink : |
https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=27280 |
in COLORATION TECHNOLOGY > Vol. 132, N° 6 (12/2016) . - p. 433-440
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Tautomerism, crystal structure, and copper(II) complexation of isomeric pyridonylazo dyes derived from 2- and 4-aminobenzoic acids in COLORATION TECHNOLOGY, Vol. 132, N° 6 (12/2016)
