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

Shady Farah, Oren Aviv, Mahran Daif, Konda Reddy Kunduru, Natalia Laout, Stanislav Ratner, Nurit Beyth, Abraham J. Domb*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

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.

Original languageEnglish
Pages (from-to)596-610
Number of pages15
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume54
Issue number5
DOIs
StatePublished - 1 Mar 2016

Bibliographical note

Publisher Copyright:
© 2015 Wiley Periodicals, Inc.

Keywords

  • 5 5′-dimethylhydantoin
  • conjugation reaction
  • controlled hypohalogen release
  • crosslinked
  • halogenated
  • macroporous polymers
  • N-halamine
  • polystyrene beads

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