Fikret Karcı

Hetarylazo disperse dyes derived from 3-methyl-1-(3′,5′-dipiperidino-s-triazinyl)-5-pyrazolone as coupling component

Abstract The synthesis of some novel, hetarylazopyrazolone dyes was achieved by diazotisation of five heterocyclic amines using nitrosyl sulphuric acid, coupling with 3-methyl-1-(3′,5′-dipiperidino- s -triazinyl)-5-pyrazolone. Visible absorption spectra of the dyes were examined in various solvents and the compounds in solution exhibited several equilibria. The hetarylazopyrazolones readily undergo acidic dissociation into the respective common anion in both DMF and DMSO. The absorption maxima of the dyes showed large bathochromic effects in comparison with analogue dyes containing carbocyclic amine residues and N -phenylpyrazolone derivatives. The colour of the dyes is discussed with respect to the nature of the heterocyclic ring and substituents therein. The affects of temperature, concentration as well as acid and base on the visible absorption maxima of the dyes are also reported.

Azocalixarenes. 1: synthesis, characterization and investigation of the absorption spectra of substituted azocalix[4]arenes

Abstract A series of novel azocalix[4]arene dyes (1–12) were prepared by linking o-, m-, p-chloroaniline, o-, m-, p-nitroaniline, o-, m-, p-toluidine, m-, p-anisidine and aniline to calix[4]arene through a diazo-coupling reaction. These compounds were characterized by UV-vis, FT-IR and 1H-NMR spectroscopic techniques and elemental analysis. The effect of varying pH and solvent upon the absorption ability of azocalixarenes substituted with electron-donating and electron-withdrawing groups at their o-, m-, p- position was examined. Observed results were compared with those found for unsubstituted azocalix[4]arene. Concentration effects on the visible absorption maxima of the dyes are also reported.

Synthetic Fiber Dyeing with New Pyrazole Disperse Dyes and Their Colorimetric and Fastness Properties

A series of disazo pyrazole disperse dyes were synthesized and reported at our previous work. These 8 synthesized disazo pyrazole disperse dyes (3a-3h) were applied to poly(lactic acid) (PLA), poly(ethylene terephthalate) (PET), and polyamide 6.6 fibers. Their colorimetric and color fastness properties were investigated. All studied fibers dyed with these synthesized dyes exhibited yellow-red shades. 3c (p-Cl), 3e (m-Cl), and 3h (o-Cl) disazo disperse dyes, having auxochrome -Cl, led to the lowest color yield values for all three studied fibers. The same dyes resulted in higher color strength with darker shades on the PET and PLA fabrics in comparison PA 6.6 fabrics. 3a (p-NO2), 3b (p-OCH3), 3d (m-NO2), 3f (o-NO2), and 3g (o-OCH3) disazo disperse dyes can be recommended for PLA and PET dyeing from the color point of view leading to medium to heavy depth of shades. The wash, alkaline and acidic perspiration, dry and wet rub, water and sea water fastness levels of PLA, PET, and PA 6.6 samples dyed with 3a-3h dyes were generally quite high and in the commercially acceptable range with few exceptions. Dyed PLA fabrics displayed better sublimation fastness levels than dyed PET and PA 6.6 fabrics. Synthesized disperse dyes resulted in high light fastness performance on especially PET and PLA fibers. Light fastness level was better for dyed PET samples by comparison with dyed PLA and PA 6.6 fabrics.