Azocalixarenes. 3: synthesis and investigation of the absorption spectra of hetarylazo disperse dyes derived from calix[4]arene

Synthesis of some novel hetarylazocalix[4]arene dyes was achieved by diazotisation of six heterocyclic amines using nitrosyl sulphuric acid, coupling with calix[4]arene. The absorption spectra of the dyes are discussed, both the effect of varying pH and solvent upon the absorption ability of azocali...

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Bibliographic Details
Published in:Dyes and pigments 2004-08, Vol.62 (2), p.141-148
Main Authors: SENER, Izzet, KARCI, Fikret, KILIC, Emine, DELIGÖZ, Hasalettin
Format: Article
Language:English
Subjects:
Absorption properties
Applied sciences
Azocalixarenes
Calixarene
Calixarene dyes
Chemical industry and chemicals
Diazo-coupling reaction
Dyes, pigments
Exact sciences and technology
Heterocyclic amines
Industrial chemicals
Solvent effect
Substituent effect
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Summary:Synthesis of some novel hetarylazocalix[4]arene dyes was achieved by diazotisation of six heterocyclic amines using nitrosyl sulphuric acid, coupling with calix[4]arene. The absorption spectra of the dyes are discussed, both the effect of varying pH and solvent upon the absorption ability of azocalixarenes. The hetarylazocalix[4]arene readily undergo acidic dissociation into the common anion in DMF and DMSO. Absorption maxima of the dyes showed large bathochromic effects in comparison with analogues dyes containing carbocyclic amine residue. The colour of the dyes is discussed with respect to the nature of the heterocyclic ring and substituents there in. Concentration effects on the visible absorption maxima of the dyes are also reported.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2003.11.015