Tautomerism, crystal structure, and copper(II) complexation of isomeric pyridonylazo dyes derived from 2- and 4-aminobenzoic acids / Yue-Hua Wang in COLORATION TECHNOLOGY, Vol. 132, N° 6 (12/2016)  

[article]  inCOLORATION TECHNOLOGY > Vol. 132, N° 6 (12/2016) . - p. 433-440 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 [article]

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Tautomerism, crystal structure, and copper(ii) complexation of pyridonylazo dyes derived from methyl 4-aminobenzoate / Ya-Nan Feng in COLORATION TECHNOLOGY, Vol. 133, N° 4 (08/2017)  

[article]  inCOLORATION TECHNOLOGY > Vol. 133, N° 4 (08/2017) . - p. 312-319 Titre : Tautomerism, crystal structure, and copper(ii) complexation of pyridonylazo dyes derived from methyl 4-aminobenzoate Type de document : texte imprimé Auteurs : Ya-Nan Feng, Auteur ; Yue-Hua Wang, Auteur ; Yun-Hong Liu, Auteur ; Hui-Fen Qian, Auteur ; Wei Huang, Auteur Année de publication : 2017 Article en page(s) : p. 312-319 Note générale : Bibliogr. Langues : Anglais (eng) Catégories : Colorants -- Synthèse Composés hétérocycliques -- Synthèse Index. décimale : 667.3 Teinture et impression des tissus Résumé : Four heterocyclic dyes, derived from methyl 4-aminobenzoate and pyridine-2,4-dione components, with different N-substituents in the latter [CH3, CH2CH3, CH2CH2OH, CH2CH2CH2OCH(CH3)2], were synthesised by the traditional diazotisation-coupling strategy. Furthermore, a Cu(ii) dye–metal complex was prepared and characterised by X-ray single-crystal diffraction for comparison, where the configuration transformation from hydrazone to deprotonated azo forms was found before and after Cu(ii) ion complexation. In addition, the azo–hydrazone transformation could be observed by acid–base titration experiments. To the best of our knowledge, this work is the first structural study of pyridone dyes based on methyl 4-aminobenzoate and the corresponding dye–metal complex. Note de contenu : - EXPERIMENT : Materials - Instrumentations - Syntheses of dyes 1-4 - Synthesis of the mononuclear copper(II) complex 5 [Cu(La)2(DMF)2] - X-ray data collection and solution - RESULTS AND DISCUSSION : Syntheses and spectral characterisation - Structural description of dyes 2 to 4 - Structural description of the the 1:2 neutral dye-metal complex 5 DOI : 10.1111/cote.12282 En ligne : https://drive.google.com/file/d/1ORbYeMjZ6l3IOoi8SLWisebwkckZM_1M/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=28884 [article]

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