Quantum chemical studies and dyeing performance of some novel benzoquinoline based heterocyclic monoazo dyes on polyester fiber

Some novel benzoquinoline based heterocyclic monoazo dyes have been derived by the diazotization of 1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylamine with various phenyl pyrazolone as coupling components. All the heterocyclic monoazo dyes have been characterized by elemental analyses and various spectral data (FT-IR, UV–Vis, 1H NMR and 13C NMR), and their 3D model structures were predicted through B3LYP/6-31G(d,p) method. The dyeing performance on polyester fibers inferred that all the dyes gave moderate to excellent fastness properties on fiber. In addition, colorimetric studies of synthesized dyes have also been discussed.

► Five new benzoquinoline based heteocyclic monoazo dyes have been synthesized. ► Dyes showed yellow hues with remarkable light, wash and rubbing fastness properties. ► Quantum chemical studies showed that dye 6c and 6e are energetically more stable. ► Colorimetric data showed that dye 6b showed highest K/S value on polyester fiber.