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N‐bromo‐hydantoin grafted polystyrene beads: Synthesis and nano‐micro beads characteristics for achieving controlled release of active oxidative bromine and extended microbial inactivation efficiency
Authors:Mahran Daif  Konda Reddy Kunduru  Natalia Laout  Stanislav Ratner  Nurit Beyth  Abraham J Domb
Institution:1. Institute of Drug Research, School of Pharmacy‐Faculty of Medicine, Center for Nanoscience & Nanotechnology and the Alex Grass Center for Drug Design and Synthesis, The Hebrew University of Jerusalem, Jerusalem, Israel;2. Strauss‐Water Co, R&D Laboratories, Petach Tikva, Israel;3. Department of Prosthodontics, Faculty of Dentistry, The Hebrew University‐Hadassah Jerusalem, Jerusalem, Israel
Abstract:N‐bromo‐hydantoin and N‐bromo‐5,5′‐dimethylhydantoin conjugated polystyrene beads were synthesized from chloromethyl polystyrene beads which differ in their particles size, crosslinking, nano‐micro porosity, and tunnels size on the surface, in order to study the effect of these parameters on oxidative halogen release and resultant activity, for water purification applications. The synthesized beads were characterized using elemental analysis, FT‐IR, solid state 13C‐NMR, and scanning electron microscope (SEM). The conjugation yield and kinetics in different solvents and bromine loading capacity were studied. The N‐bromoamine polystyrene beads were tested for water decontamination according to NSF 231 protocol. The release of active bromine was analyzed by spectrophotometer using a DPD‐1 kit and also studied the antimicrobial activity against Escherichia coli and MS2 phages. Bead's nano‐micro characteristics were found critical for oxidative halogen release control: rate stabilization and modulation, extension and also influences antimicrobial activity. The synthesized beads exhibited extended and stable release of bromine, 6 and 4 log reduction for E. coli and MS2, respectively for 250 L of passing contaminated water. Thus, N‐halamine hydantoins conjugated polystyrenes, chemically or kinetically release modified should have applications as disinfectants in water purification systems as well as medical field. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 596–610
Keywords:N‐halamine  5  5′  ‐dimethylhydantoin  polystyrene beads  conjugation reaction  controlled hypohalogen release  crosslinked  halogenated  macroporous polymers
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