Synthesis and antibacterial activity of some novel nucleus N-aminorhodanine based bis monofunctional and bifunctional reactive dyes and their application on wool and cotton fabrics

Abstract

Hiren, we aimed to synthesis two new reactive dyes based on derivatives of Aminorodanine as a chromoforic group, as well as to apply the dye and antibacterial activity to the dyed fabric. First, we synthesized 3-amino rhodanine with glutaraldehyde and terephalaldhyde (2: 1 mole) to form compounds A & B respectively. After that we prepared monofunctional monochlorotriazine (MCT) and bifunctional monochlorotiazine sulphatoethyl sulphone (MCT/SES) by first condensation m- phenylene diamine sulphonic acid with Cyanuric chloride (1:1 mole) in ice bath then the second condensation takes place with sulfanilic acid or 1-Aminobenzene-4-β-sulfatoethylsulfone (PABSES) (1:1 mole) at room temperature; the pH was maintained at 5-6 by simultaneous addition 2 M sodium carbonate solution to form monofunctional reactive group C and bifunctional reactive group D respectively. Finally, we synthesized dyes by diazotized C and D by adding sodium nitrite (0.01 mol) to appropriate amines (0.01 mole) in concentrated HCl (6 ml) at (0-5 oC) under stirring then coupling with compounds A and B after dissolved them in ethanol with 2 M of sodium carbonate by 2 mol of the diazonium salt with 1 mole of coupler. The reactive dyes bis MCT 1, 2 and Bis MCT/SES 3, 4 are formed. We provided synthesized dyes structures by elemental analysis, IR, and 1HNMR spectroscopy. These dyes are used in dyeing cotton and wool that show good light fastness, and are excellent for washing, rubbing, and sweating fastness. Also, we measure antibacterial activity for cotton and wool fabrics toward Gram-negative and Gram-positive