Antibacterial film from chlorinated polypropylene via CuAAC click chemistry


Acik G., Altinkok Ç. , Olmez H., Tasdelen M. A.

PROGRESS IN ORGANIC COATINGS, vol.125, pp.73-78, 2018 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 125
  • Publication Date: 2018
  • Doi Number: 10.1016/j.porgcoat.2018.08.029
  • Title of Journal : PROGRESS IN ORGANIC COATINGS
  • Page Numbers: pp.73-78
  • Keywords: Antibacterial activity, Chlorinated polypropylene, Copper (I)-catalyzed azide-alkyne, cycloaddition, Polypropylene, BIOLOGICALLY-ACTIVE POLYCATIONS, TRANSFER RADICAL POLYMERIZATION, ISOTACTIC POLYPROPYLENE, GRAFT, FUNCTIONALIZATION, COPOLYMERS, SURFACE, MONOMERS, FACILE, FIBERS

Abstract

Polypropylene possessing quaternary ammonium salt (PP-QAS) is synthesized by copper (I)-catalyzed azide-alkyne cycloaddition "click" reaction (CuAAC) starting from chlorinated polypropylene (PP-Cl). The antibacterial properties of PP-QAS have been investigated on gram-positive (Staphylococcus aureus) and gram-negative (Escherichia colt) bacteria. For this purpose, clickable azide functionality has been introduced into PP-Cl backbone by using azidotrimethylsilane (TMS-N-3) - tetrabutylammonium fluoride solution (TBAF) system in tetrahydrofuran (THF) (PP-N-3). Independently clickable alkyne functionalized QAS is prepared by the reaction between 3-dimethylamino-1-propyne and benzyl bromide in the presence of triethyl amine (TEA). Finally, the polypropylene film containing quaternary ammonium salt (PP-QAS) is prepared by the successive CuAAC click reaction and solution casting method. The preparation of PP-QAS is monitored by fourier transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (H-1-NMR), differential scanning calorimetry (DSC) and scanning electron microscope (SEM) analyses at various stages. Based on antibacterial activity experiments, the PP-QAS coupons significantly inhibit both the growth of S. aureus and E. coli (p < 0.05) compared to neat PP-CI and control samples.