Synthesis of novel azo pyrazole disperse dyes for dyeing and antibacterial finishing of PET fabric under supercritical carbon dioxide

Abstract Supercritical carbon dioxide (scCO 2 ) has been suggested as a good substitution to environmentally harmful water-based tincturing. The present study describes the successful synthesis of some biologically active dispersion tinctures for supercritical carbon dioxide tincturing of polyester fabric. The coupling of 1-cyanoacetylpiperidine (1) with the diazonium salt of aryl amine derivatives ( 2a–d) produced 1-((aryldiazenyl) cyanoacetyl piperidines ( 3a–d) . To create the derivatives of 4-(phenyldiazenyl)-5-(piperidin-1-yl)-1 H -pyrazol-3-amine (5a) , the propane nitriles ( 3a–d) were condensed with hydrazine hydrate. However, the unexpected 3-aminopyrazol-5-ol yellow–red dispersion dyes ( 4a–d) were identified as the reaction results. The MS, IR, and NMR spectra were used to describe the novel dyes, and the results exactly matched the suggested structures. The antibacterial test, which was conducted using the AATCC method, revealed that some of the compounds ( 3a–d) and (4a–d) had impressive antibacterial capabilities against the researched +ve and gram −ve bacteria. For eight dyestuffs, the dyeability, color strength, and color fastness of the tincturing process were evaluated. The evaluation focused on determining color uptake using a gauge for color strength (K/S). All dyes displayed excellent rubbing, washing, and light fastness (color change and staining grade of 4–5).