Synthesis of novel reactive N-halamine precursors and application in antimicrobial cellulose

Abstract

2,4,6-Trichloro-s-triazine has been used as one of the important linkers of reactive dyes for textiles such as cellulosic fibers. N-Halamine precursors could be bonded to a triazine-based linker by the chloride displacement reaction, and the synthesized compounds could attach to cotton fabrics by covalent bonds through a reactive dyeing process. In this study, two novel antimicrobial N-halamine precursors, 2,2,6,6-tetramethyl-4-piperidinol-s-trizine (TMPT) and 4-(4-(2,2,6,6-tetramethyl-4-piperidinol)-6-chloro-1,3,5-triazinylamino)-benzenesulfonate (BTMPT), were synthesized and used to coat cotton fabrics. The synthesized s-triazine-based N-halamine precursors react with cellulose to produce biocidal cellulosic fibers upon exposure to diluted household bleach. The coated fabrics were characterized by FT-IR and SEM. The chlorinated treated cotton swatches demonstrated excellent antimicrobial properties against S. aureus (Gram-positive) and E. coli O157:H7 (Gram-negative) with short contact times. Washing test and UVA light test showed that chlorinated BTMPT-coated cotton fabrics were more stable than TMPT-coated cotton fabrics. Compared to the traditional pad-dry-cure technique to produce antimicrobial textiles, the novel process in this study has advantages of saving energy and maintaining tensile strength of fabrics.