A new N-halamine monomer, N-chloro-2,2,6,6-tetramethyl-4-piperidinyl methacrylate (Cl-TMPM), was synthesized and used to prepare water-based polymeric N-halamines by emulsion polymerization. The chemical structures of the samples were characterized with Fourier transform IR, 13C NMR, UV/vis, differential scanning calorimetry analyses. Upon addition a small amount latex emulsions into commercial paints as antimicrobial additives, provided potent activities against Staphylococcus aureus (S....

A series of 3-alkyl-5,5-dimethylhydantoin derivatives were prepared by reacting 5,5-dimethylhydantoin with alkyl bromides different chain length (C-2 to C-22). Upon chlorination, the hydration transformed into 1-chloro-3-alkyl-5,5-dimethylhydantoins (CADMH). The structures samples fully characterized FT-IR, (1)H NMR, UV, and DSC analyses. antimicrobial functions CADMH challenged 10(8-9) CFU/mL Escherichia coli (gram-negative bacteria) Staphylococcus aureus (gram-positive bacteria). All...

Chlorination of poly(m-phenyleneisophthalamide) (Nomex) and poly(p-phenyleneterephthalamide) (Kevlar) fabrics by sodium hypochlorite aqueous solution was investigated. Results indicated that stable N-halamine structures could be readily formed in Nomex, which provided potent, durable, refreshable antibacterial functions against both Gram-negative Gram-positive bacteria. However, similar chlorination treatment Kevlar led to serious hydrolysis the polymer. The treated were fully characterized...

Abstract Two novel cyclic‐amine monomers, i.e., 3‐allyl‐5,5‐dimethylhydantoin (ADMH) and 7,8‐benzo‐3 allyl‐1,3‐diazasprio[4.5]decane‐2,4‐dione (BADDD) were synthesized with good yields by reacting allyl bromide 5,5‐dimethylhydantoin (DMH) 7,8‐benzo‐1,3‐diazasprio[4.5]decane‐2,4‐dione (BDDD), respectively. The monomers characterized FTIR 1 H‐NMR spectra, copolymerized acrylonitrile (AN), vinyl acetate (VAC), methyl methacrylate (MMA) in a small monomer ratio of ADMH BDDD, copolymers FTIR,...

Abstract In this study, a continuous “pad‐dry‐cure” process was developed for the first time to graft cycloamine monomer, 3‐allyl‐5,5‐dimethylhydantoin (ADMH), onto several high performance fibers, including Nomex, Kermel, and PBI/Kevlar blend. The influence of reaction conditions on grafting copolymerizaiton studied. It found that in presence difunctional poly(ethylene glycol)–diacrylate (PEG–DIA), ADMH could be readily grafted these fibers. After exposure chlorine, hydantoin structures...

ADVERTISEMENT RETURN TO ISSUEPREVNoteNEXTSynthesis, Characterization, and Antibacterial Activities of Novel N-Halamine Polymer Beads Prepared by Suspension CopolymerizationYuyu Sun Gang SunView Author Information Division Textiles Clothing, University California, Davis, California 95616 Cite this: Macromolecules 2002, 35, 23, 8909–8912Publication Date (Web):October 3, 2002Publication History Received6 May 2002Revised12 August 2002Published online3 October inissue 1 November...

Abstract Upon chlorine bleach treatment, amino groups in chitosan were transformed into N ‐halamine structures. The transformation was confirmed by UV/VIS, XPS, DSC, and TGA evaluation iodimetric titration. ‐halalmine‐based provided total kill of 10 8 –10 9 colony forming units (CFU/mL) E. coli (gram‐negative bacteria) S. aureus (gram‐positive 60 min, respectively. SEM observations demonstrated that the chlorinated effectively prevented formation bacterial biofilms. antimicrobial activity...

Abstract A novel cyclic‐amine monomer, 1‐acryloyl‐2,2,5,5‐tetramethylimidazolidin‐4‐one (ACTMIO), was synthesized in a good yield through the reaction of acryloyl chloride with 2,2,5,5‐tetramethylimidazolidin‐4‐one and fully characterized Fourier transform infrared 1 H NMR studies. ACTMIO copolymerized several widely used acrylic vinyl monomers under ordinary conditions. In presence triallyl‐1,3,5‐triazine‐2,4,6(1H,3H,5H)‐trione, easily grafted onto most textile fabrics. After regular...

Abstract A novel cyclic‐amine monomer, 3‐allyl‐5,5‐dimethylhydantoin (ADMH) was synthesized with good yield by the reaction of allyl bromide 5,5‐dimethylhydantoin (DMH), and characterized FTIR 1 H‐NMR spectra. ADMH alone cannot be grafted onto other polymers. However, presence acrylonitrile markedly enhanced graft cotton cellulose. The influence conditions on copolymerization investigated. After chlorine bleach treatment, hydantoin units in copolymers were easily transformed into N‐halamine...

Abstract A novel vinyl‐hydantoin monomer, 3‐(4′‐vinylbenzyl)‐5,5‐dimethylhydantoin, was synthesized in a good yield and fully characterized with Fourier transform infrared (FTIR) 1 H NMR spectra. Its homopolymer copolymers several common acrylic vinyl monomers, such as acetate, acrylonitrile, methyl methacrylate, were readily prepared under mild conditions. The polymers FTIR NMR, their thermal properties analyzed differential scanning calorimetry studies. halogenated products of the...

Abstract A novel cyclic‐amine monomer, 3‐allyl‐5,5‐dimethylhydantoin (ADMH) was synthesized and characterized. ADMH alone could not be grafted onto ordinary polymers. However, the presence of triallyl‐1,3,5‐triazine‐2,4,6(1H,3H,5H)‐trione (TATAT) remarkably enhanced grafting yield synthetic fabrics. The influences reaction conditions on copolymerization were investigated. After chlorine bleach treatment, hydantoin units in copolymers transformed into N‐halamine structures. Treated samples...

The purpose of this study was to demonstrate that the surface CaCO(3) fillers could be coated with an N-halamine based fatty acid make filler organophilic and accomplish antibacterial activity simultaneously, rendering resulting polymer-filler composites antimicrobial. Thus, a new bi-functional compound, 4, 4 -Dimethyl hydantoin-undecanoic (DMH-UA), synthesized by treating potassium salt dimethyl hydantoin (DMH) 11-bromoundecanoic (BUA). Upon chlorination treatment diluted bleach, DMH-UA...