Synthesis of novel dyes based on thiophene analogues with antibacterial activity for dyeing polyester fabrics

Hanna Abomelha (Department of Chemistry, Faculty of Science, Princess Nourah Bint Abdul Rahman University, Riyadh, Saudi Arabia)

Pigment & Resin Technology

ISSN: 0369-9420

Publication date: 1 July 2019

Abstract

Purpose

This study aims to the synthesis of some novel 4-arylazo-3-hydroxythiophene analogues containing sulphapyridine and sulphathiazole dyestuffs and studying their application in dyeing polyester fabrics and rendering their antibacterial efficacy.

Design/methodology/approach

Simultaneous dyeing and antibacterial finishing for polyester fabric using a new antibacterial disperse dye having a modified chemical structure to thiophene dyes were studied. Construction of the thiophene dyes was carried out by diazo-coupling of diazotized sulphonamide-containing heterocyclic rings sulphapyridine and sulphathiazole with ethyl α-phenylthiocarbamoyl-acetoacetate followed by cyclizing the produced 2-arylazo-thioacetanilide with various α-halogenated reagents. All newly synthesized compounds were characterized by elemental analysis and extensive study of their spectral data (IR and 1H-NMR). The dyeing characteristics of these thiophene dyestuffs were evaluated at optimum conditions. Antibacterial activities of the obtained thiophene dyes were studied against some Gram-positive and Gram-negative bacteria.

Findings

The synthesized thiophene-containing sulphonamides dyes were applied on polyester fabric. The modified dyes exhibited a good fastness properties and antibacterial efficacy against some Gram-positive and Gram-negative bacteria. Synthesized dyes showed higher antibacterial potency than the reference standard drug.

Research limitations/implications

Synthesis of these disperse azo dyes for textile dyeing had never been reported previously.

Practical implications

The dyestuffs derived from thiophene are reasonable azo disperse dyestuffs giving good all-round fastness properties on polyester fabrics.

Originality/value

Thiophene dyes are used for dyeing polyester fabrics with brilliant colour and good fastness properties. The presence of sulphonamides moieties increase their fastness properties and elevate their antibacterial properties. Moreover, they can be used as antimicrobial finish due to their bactericidal properties on dyed textiles. This work afforded a new thiophene colorant that can be used in many different uses like polyester packing, thread Surgery, blends and other uses in medical textile.

Keywords

Acknowledgements

The author would like to thank Division of microanalytically stuff, Faculty of Science, princess Nour bint Abdulrahman University, Riyadh, Saudi Arabia for their excellent technical assistance during the antimicrobial activity testing of the fabrics.

Citation

Abomelha, H. (2019), "Synthesis of novel dyes based on thiophene analogues with antibacterial activity for dyeing polyester fabrics", Pigment & Resin Technology, Vol. 48 No. 4, pp. 337-347. https://doi.org/10.1108/PRT-02-2018-0012

Publisher

:

Emerald Publishing Limited

Copyright © 2019, Emerald Publishing Limited

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