Synthesis of novel pyrazolyl quinolinone derivatives and their physicochemical applications on polyester

Abstract

Graphical abstract Purpose This study aims to synthesize new disperse dyes based on novel pyrazolyl quinolinone derivatives EQ1 and EQ2 and evaluate their characteristics after dyeing them on a polyester fabric. Design/methodology/approach New dispersed dyes based on pyrazolyl quinolinone derivatives were prepared and confirmed by different analyses, such as infrared spectroscopy, elemental microanalysis and nuclear magnetic resonance spectroscopy. They were dyed on a polyester fabric. The characteristics of dyed polyester were determined by color measurements such as a*, b*, L*, C*, E, Ho, R% and color strength. The electronic structures of EQ1 and EQ2 in gaseous state were investigated using density functional theory/B3LYP/6-311++G (d, p) level of theory. Findings The suitability of the prepared dyestuffs for dyeing on polyester fabrics has been investigated. The study was concerned with comparing the contrasting depth of shade and levelness. The study was concerned mainly with dye uptake and color measurements at two different temperatures. The results showed that the exhaustion values of dyes inside the polyester at 130°C were higher than those obtained at conventional dyeing temperature (100°C). The exhaustion values of EQ2 were greater than those of EQ1 at 130°C with 2.2%, while the brightness of EQ2 was higher than that of EQ1 at the two investigated temperatures. The results of molecular orbital calculations show that the studied compounds are planar. In addition, the ionization potential of EQ1 was lower than that of EQ2. The results of the theoretical study helped in understanding the dyeing behavior of the investigated azo dyes. Originality/value The prepared disperse dyes based on pyrazolyl quinolinone derivatives could be used in textile dyeing of polyester on an industrial scale.