Synthesis and antibacterial activity of novel fluoroalkyl end-capped oligomers containing ammonium segments: application to new fluorinated gelling materials with antibacterial activity

摘要

New fluoroalkyl end-capped 2-aminoethyl methacrylate hydrochloride (AEM) co-oligomers containing triol or tetraol segments were prepared by reaction of fluoroalkanoyl peroxides with AEM and the corresponding triol or tetraol monomer under very mild conditions. Fluoroalkyl end-capped AEM co-oligomers thus obtained had no solubility in water and DMSO. However, these co-oligomers could cause gelation in these solvents under non-crosslinked conditions, although the corresponding AEM homo-oligomers had good solubility in these solvents, and were able to reduce the surface tension of water quite effetively. Interestingly, fluoroalkyl end-capped AEM co-oligomers exhibited as extremely high antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa as the corresponding fluorinated AEM homo-oligomers.In addition, floroalkyl end-capped AEM co-oligomer gels are applicable to new fluorinated gelling polymer electrolyttes, and these cationic gels containing lithium ions exhibited a considerably high ionic conductivity of the level of 10~(-3) S cm~(-1) at room temperature.