Preparation Of Antibacterial N-halamine And Its Application In Textiles

Textile is another barrier close to our skin,which protects ourselves from the environment.Whereas textile fibers,owing to their hydrophilicity and porous structure,are prefer to be the habitation of massive microbes.The rapid growth of microbes on textile not only causes irreversible damage to its appearance but also has adverse effects on human health.It has been previously reported that bacterial infection is one of the big challenge human being face.Furthermore,some specialized applications including surgical gowns,mask,wound dressing must keep the annoying bacterial away.Hence,it's imperative to impart fabrics with antibacterial ability.N-halamine compounds are well-known for their outstanding antibacterial performance,inexpensive synthesis,non toxicity,the unique capacity for regeneration.These merits make it applied to functionalization of fabrics frequently.We describe here two type of halamine by introducing different graft groups into 5,5-dimethylhydantoin,the most well-known halamine precursor,separately.Modification of as-prepared biocides on fabrics was conducted subsequently.In this study,experimental testing was carried out to examine its morphology,oxidative chlorine content,antibacterial performance,wearability including mechanical properties,water vapor permeability,air permeability,whiteness and softness,and cell viability of treated fabrics.Conclusions are as follows.Firstly,we successfully coated PET with a type of halamine compound within the photosensitive group.Specifically,3-benzophenone-1-chloro-5,5-dimethylhydantoin(Cl-BPDMH)was synthesized with 4-(bromomethyl)benzophenone(BP-Br),5,5-dimethylhydantoin(DMH)and trichloroisocyanuric acid.The product was characterized by FT-IR,~1H NMR.Then Cl-BPDMH was covalently bound to PET fibers by UV irradiation method.The treated PET was characterized by FT-IR,SEM,EDS.Oxidative chlorine content was measured by idometric/thiosulfate titration.Antimicrobial testing was carried out to examine the antibacterial efficacy.Results demonstrated that within the antibacterial agent concentration of 3wt%,the coated PET could inactivate about 6 logs of the E.coli within 3 h and 5 logs of S.aureus within 1 h,respectively.Furthermore,mechanical properties,water vapor permeability,air permeability,whiteness and softness have been improved.There is no cell toxicity which means the coated fabric is biocompatible.We also coated cotton with a type of halamine compound within the isocyanate group successfully.3-(3-isophorone isocyanate)-5,5-dimethylhydantoin(IHPDMH)was synthesized with 3-(3-Hydroxypropyl)-5,5-dimethylhydantoin(HPDMH)and isophorone diisocyanate(IPDI).The product was characterized by FTIR,~1H NMR.Then IHPDMH was covalently bound to cotton fibers by a simple immersion method.The treated cotton was characterized by FTIR,SEM.Oxidative chlorine content was measured by idometric/thiosulfate titration.Antimicrobial testing was carried out to examine the antibacterial efficacy.Results demonstrated that within the antibacterial agent concentration of 0.5wt%,the coated cotton could inactivate about 5 logs of the E.coli within 2 h and 5 logs of S.aureus within 0.5 h,respectively.Furthermore,mechanical properties,water vapor permeability,air permeability,whiteness and softness stay the same basically.The coated cotton with high concentration shows obviously hydrophobic properties which is opposite from the pristine cotton.The change offers the potential applications in self-cleaning and oil-water separation.