A combined experimental and DFT investigation of mono azo thiobarbituric acid based chalcone disperse dyes

摘要: Abstract A number of monoazo dyes were synthesized by the reaction 4-aminoacetophenone with different substituted benzaldehydes to give a new series chalcone derivatives. The diazonium salts these chalcones then allowed react thiobarbituric acid produce appropriate azo dye. structures newly assigned IR, NMR spectral data. IR study confirmed existence azo-dioxothioxo tautomer in solid phase while 1H indicated predominance azoenol-oxothioxo or hydrazo-dioxothioxo tautomers. geometries and hydrazo tautomeric forms their electronic absorption optimized at B3LYP/6-311G level theory. All compounds evaluated for dyeing performance on polyester fibers, PET. gave moderate excellent fastness properties PET fiber. effects nature substituents color have been evaluated. mechanism fiber was discussed.