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

Herein, 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 mphenylene 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 o C) 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 1 HNMR 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 Gramnegative and Gram-positive

Evaluation of using essential oil constituents isolated from aromatic plants against insect pests attacking historical textiles in Egyptian Museums

“…4. Stringent shower: break up the mordant in the water at that point colored silk samples from the previous step will put within the mordant bath for at temperature 60 o C. After that, the lored textiles will flush water [16][17][18][19][20]…”

Development of functional cotton fabric by simultaneous dyeing and finishing with a novel bioactive reactive dye

“…Conventional trends have now been shifted towards more economical and sustainable approaches such as merging of textile pre-treatment steps (Eren et al 2009), use of eco-friendly naturally occurring colorants for imparting color and functionality to textiles (Wang et al 2022) , the synthesis and single-bath application of bifunctional finishes (Kundu et al 2022) and simultaneous dyeing and finishing of textile (Farouk et al 2021). Some studies have been conducted on the sustainable simultaneous dyeing and antibacterial finishing of cotton fabric to reduce the release of toxic chemicals into the environment such as the addition of silver (Ag) nanoparticles (Mahmoud et al 2021) to the reactive dyebath to make cotton fabric resistant to microbes or synthesis and application of thiazole-based antibacterial dyes for simultaneous dyeing and antibacterial finishing of cotton fabric (Mohamed et al 2018), one-bath application of structurally compatible antibacterial agent and reactive dye (Zhang et al 2021), incorporation of antimicrobial glutaraldehyde or terephalaldehyde into monochlorotriazine reactive dyes (Mohamed et al 2022), using bioactive sulfonamide moiety as dye intermediate for synthesizing antimicrobial reactive dye (Sagheer et al 2022) and immobilization of in-situ fabricated silver nanoparticles on fabric using gardenia yellow plant phytochemicals (Jiang et al 2022).…”

“…23,24 Some studies have been conducted on the sustainable and simultaneous dyeing and antibacterial finishing of cotton fabric to reduce the release of toxic chemicals into the environment. Examples include as the addition of silver (Ag) nanoparticles 25 to the reactive dye bath to make cotton fabric resistant to microbes, the synthesis and application of thiazole-based antibacterial dyes for concurrent dyeing and antibacterial finishing of cotton fabric, 26 the one-pot application of a structurally compatible antibacterial agent and reactive dye, 2 the incorporation of antimicrobial glutaraldehyde or terephthalaldehyde into monochlorotriazine reactive dyes, 27 the use of a bioactive sulfonamide moiety as a dye intermediate for synthesizing an antimicrobial reactive dye, 28 the synthesis and application of a bifunctional antimicrobial reactive finish, 29 and the immobilization of in situ fabricated silver nanoparticles on fabric using gardenia yellow plant phytochemicals. 30 Irrespective of the recent innovations in sustainable dyeing and finishing techniques to control the release of hazardous chemicals in wastewater, the leaching of applied finishing agents from the fabric during washing also still presents a great challenge.…”

Enhancement of Antimicrobial and Dyeing Properties of Cellulosic Fabrics via Chitosan Nanoparticles

“…CSNPs have a high surface area and zeta potential stability. Therefore, CSNPs have higher biological activity than CS [ 21 , 22 , 23 , 24 , 25 ], especially in drug, gene, and vaccine delivery [ 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 ]. Therefore, CSNPs can be used to enhance cellulosic dyeability and antimicrobial activity more than CS itself [ 38 , 39 , 40 ].…”