Abstract

A series of fluoroalkylated allyl-and diallyl-ammonium chloride oligomers were prepared using fluoroalkanoyl peroxides as key intermediates, and their antibacterial activities against Staphylococcus aureus and Escherichia coli were studied. Antibacterial activity was found to be sensitive to the structure of these oligomers. Fluoroalkylated allyl-type co-oligomers containing carboxy, sulfo and trimethylsilyl segments were inactive; however, the allyl-or diallyl-type homo-and co-oligomers were in general active. Of these, the perfluoro-l-methyl-2-oxapentylated allylammonium chloride-diallylammonium chloride co-oligomer was found to be the most active against both S. aureus and E. coli. Furthermore, the fluoroalkylated oligomers possessing antibacterial activity were able to reduce the surface tension of water to around 10 mN m 1. Therefore, these fluoroalkylated oligomers are new attractive functional materials possessing not only unique properties imparted by fluorine but also antibacterial activity.

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