Relationship between photofading and chemical structure of disperse azo dyes on nylon fabric / Yasuyo Okada in COLORATION TECHNOLOGY, Vol. 126, N° 4 (2010)  

[article]  inCOLORATION TECHNOLOGY > Vol. 126, N° 4 (2010) . - p. 215-230 Titre : Relationship between photofading and chemical structure of disperse azo dyes on nylon fabric Type de document : texte imprimé Auteurs : Yasuyo Okada, Auteur ; Toshio Hihara, Auteur ; Mie Hirose, Auteur ; Zenzo Morita, Auteur Année de publication : 2010 Article en page(s) : p. 215-230 Note générale : Bibliogr. Langues : Anglais (eng) Index. décimale : 667.3 Teinture et impression des tissus Résumé : The initial rates of photofading for 30 disperse azo dyes on nylon fabric upon exposure to a carbon arc in air have been analysed by formulating a kinetic equation that describes azo scission via the disproportionation reactions and intramolecular H-transfer by two kinds of hydrazinyl radicals and the conversion of a nitro group to a nitroso group via the disproportionation reaction of nitrosyl hydroxide radicals. The five reaction rate constants are discussed in terms of the heats of reaction by calculating the heats of formation for the reactants, intermediates and products of each reaction using the PM5 method. Phenylazo- and thiazoleazo-N,N-substituted anilines and phenylazo-pyridones exhibited large rate constants of multiple terms, while phenylazo-phenols had the highest light fastness and very small rate constants for the disproportionation reactions of hydrazinyl radicals. Photofading on nylon fabric was primarily controlled by the thermal reactions of photo-induced monohydrogenated dye radicals, which occurred via one or two primary multiple routes. Note de contenu : EXPERIMENTAL : Dyes used - Method of dyeing, exposure and molecular orbital calculation. RESULTS AND DISCUSSION : Photofading behaviours on PA fabric - Azo scission by reaction of hydrazinyl radicals with MHN radicals - Multiple reaction routes exhibiting fading ratios and Kpa values - Thermochemical analysis of PAPs - General conclusions regarding thermochemical analysis of azo dyes - Relationship between chemical structure and reductive fading. DOI : 10.1111/j.1478-4408.2010.00250.x En ligne : http://onlinelibrary.wiley.com/doi/10.1111/j.1478-4408.2010.00250.x/pdf Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=9874 [article]

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Substituent effects on the photofading of disperse azo dyes on poly(ethylene terephthalate) substrate / Yasuyo Okada in COLORATION TECHNOLOGY, Vol. 126, N° 3 (2010)  

[article]  inCOLORATION TECHNOLOGY > Vol. 126, N° 3 (2010) . - p. 127-139 Titre : Substituent effects on the photofading of disperse azo dyes on poly(ethylene terephthalate) substrate Type de document : texte imprimé Auteurs : Yasuyo Okada, Auteur ; Toshio Hihara, Auteur ; Mie Hirose, Auteur ; Zenzo Morita, Auteur Année de publication : 2010 Article en page(s) : p. 127-139 Note générale : Bibliogr. Langues : Anglais (eng) Index. décimale : 667.3 Teinture et impression des tissus Résumé : The relationships between the chemical structures and oxidative fading of the disperse azo dyes, p-nitrophenylazo- and benzothiazoleazo-anilines, on poly(ethylene terephthalate) substrate are discussed in terms of the parameters k0,i (rate constants of reaction towards 1O2) and fi (photosensitivity), the molecular parameters of molecular orbital theory and substituents in the diazo and coupling components, on the assumption that the initial rates of oxidative fading are proportional to the product of k0,i and fi. 2-Methoxy-5-acetylamino-N-substituted aniline couplers exhibited large fi values. 2-Chloro and 4-nitro substituents of aniline diazo components exhibited small fi values or high quantum yields of internal conversion, while 4-nitro substituent did not. A close correlation between N-substituents and light fastness, proposed by Müller and supplemented by Dawson, demonstrates the applicability of frontier orbital theory, through the highest occupied molecular orbital (HOMO) energy of the dyes, to the analysis of oxidative fading. Dyes with N-2-cyanoethyl substituents, which gave a lower HOMO energy, also exhibited superior light fastness compared with N-2-hydroxyethyl substituents. DOI : 10.1111/j.1478-4408.2010.00237.x En ligne : http://onlinelibrary.wiley.com/doi/10.1111/j.1478-4408.2010.00237.x/pdf Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=9457 [article]

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