Synthesis and properties of bis(hetaryl)azo dyes
Mingxing Wang, Kazumasa Funabiki and Masaki Matsui*
*Department of Materials Science and Technology, Faculty of Engineering,
Gifu University, Yanagido, Gifu 501-1193, Japan, Email:
matsui
apchem.gifu-u.ac.jp
M. Wang, K. Funabiki, M. Matsui, Dyes and Pigments, 2003, 57, 77-86.
DOI: 10.1016/S0143-7208(03)00011-1
Abstract
Unsymmetrical and symmetrical bis(hetaryl)azo dyes were prepared by diazotisation-coupling and oxidation reactions in moderate yields. Their absorption maxima were observed in the range of 427-631 nm, being more bathochromic than the corresponding non-hetarylazo derivatives.
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Details
The document discusses the synthesis and properties of bis(hetaryl)azo dyes, which are important in dyes, pigments, and advanced materials. These dyes were synthesized through diazotisation-coupling and oxidation reactions, yielding unsymmetrical and symmetrical derivatives. The absorption maxima of these dyes ranged from 427 to 631 nm, showing more bathochromic shifts compared to non-hetarylazo derivatives. The decomposition temperatures were generally consistent, except for the pyridone derivative, which had a higher decomposition temperature. Photofading of benzothiazolylazo derivatives in ethanol occurred via reductive processes. The study also explored the UV–vis absorption spectra, thermostability, and photostability of these dyes. The results indicated that the photostability of the dyes was influenced by their electron-withdrawing and electron-donating properties. The document concludes that bis(hetaryl)azo dyes exhibit significant potential due to their unique absorption properties and stability, making them suitable for various applications in advanced materials.
Key Words
Hetaryl azo compounds, UV-vis absorption spectrum, Solvatochromism, Thermostability, Photostability, Diazonium Salt, Diazotisation, Azo Coupling, Sodium Nitrite
ID: JXX-Y2003-170
