Thermally stable water insoluble azo-azomethine dyes: Synthesis, characterization and solvatochromic properties

New thermally stable bis-iminated water insoluble azo-azomethine dyes were synthesized via condensation reaction of α,α′-bis(o-aminophenylthio)-1,2-xylene with substituted azo-coupled salicylaldehyde. The effect of various organic solvents with different polarities on the UV–Vis spectra of the dyes...

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Bibliographic Details
Published in:Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2012-11, Vol.97, p.652-658
Main Authors: Khanmohammadi, Hamid, Rezaeian, Khatereh
Format: Article
Language:English
Subjects:
Azo-azomethine
Dye
Solvatochromism
Substituent effects
Substitution effect
Thermal properties
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Summary:New thermally stable bis-iminated water insoluble azo-azomethine dyes were synthesized via condensation reaction of α,α′-bis(o-aminophenylthio)-1,2-xylene with substituted azo-coupled salicylaldehyde. The effect of various organic solvents with different polarities on the UV–Vis spectra of the dyes has been investigated. [Display omitted] ► New bisiminated water insoluble azo-azomethine dyes have synthesized. ► Solvatochromic properties of the dyes in various organic solvents has been investigated. ► Thermal behavior of the prepared dyes has been reported. Six new water insoluble azo-azomethine dyes have been synthesized via condensation reaction of α,α′-bis(o-aminophenylthio)-1,2-xylene with substituted azo-coupled salicylaldehyde. The condensation reaction provides the expected bis-iminated azo-azomethine dyes in good yields, ranging from 59% to 90%. The dyes have been characterized by IR, UV–Vis and 1H NMR spectroscopic methods as well as elemental analysis. The thermal behavior of the prepared dyes has been determined using thermogravimetry technique. Furthermore, the effect of various organic solvents with different polarities on the UV–Vis spectra of the dyes has been also studied.
ISSN:1386-1425
DOI:10.1016/j.saa.2012.07.013