Some heterocyclic azo dyes derived from thiazolyl derivatives; synthesis; substituent effects and solvatochromic studies.
A series of azo disperse dyes were synthesized by coupling reaction of N,N-diethylaniline, 2-anilinoethanol and N-phenyl-2,2'-iminodiethanol with diazotized aminothiazolyl derivatives as diazo components. These dyes have been prepared in good yields, and were characterized by UV-Vis, FT-IR and 1H NMR spectroscopic techniques. The effects of solvent polarity and various pH on dyes in the visible absorption spectra were evaluated. All dyes exhibit an excellent correlation coefficient (r>0.92) for the linear solvation energy relationship with π* values calculated by Kamlet et al. The influence of the pH on the dyes with electron-donating group implied that these dyes exist in acid-base equilibrium in acidic environment. The effect of substituents of both coupler and diazo component on the color of dyes was investigated as well.
Yazdanbakhsh
M R
MR
Department of Chemistry, Faculty of sciences, University of Guilan, Rasht, Iran. mr-yazdan@guilan.ac.ir
Mohammadi
A
A
Abbasnia
M
M
D001391:Azo Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D004396:Coloring Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D008954:Models, Biological; D012997:Solvents / Q000737:chemistry; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification
D001391:Azo Compounds; D004396:Coloring Agents; D006571:Heterocyclic Compounds; D012997:Solvents; D013844:Thiazoles