Quaternary Ammonium Salts (QAS) Modified Polysiloxane Biocide Supported on Silica Materials

Abstract

Three types of silica particles modified with vinyl groups were obtained: (i) xerogel formed by hydrolytic polycondensation of the mixture of tetramethoxysilane (TMOS) and 1,1,1,7−tetramethoxy-3,5,7-trimethyl-3,5,7-trivinyltetrasiloxane, (ii) mesoporous silica obtained from the same precursors in the presence of the cetyltrimethylammonium bromide (CTAB), and (iii) commercial Fluka silica gel 60A with a vinyltriethoxysilane-treated surface. Vinyl groups on these silica materials were transformed into silyl chloride by hydrosilylation with HMe2SiCl. These groups were used to graft living polysiloxane that was synthesized by anionic ring-opening polymerization of 2,4,6-tri(3-chloropropyl)-2,4,6-trimethylcyclotrisiloxane and initiated by BuLi. Chloropropyl groups on the grafted polymer were used to quaternize N,N-dimethyl-n-octylamine. Silica particles with grafted polysiloxane having quaternary ammonium salt (QAS) groups pendant to polymer chains were obtained. Silica material with QAS groups directly attached to the surface were generated by the action of N,N-dimethyl-n-octylamine on particles obtained by the sol–gel process involving tetraethoxysilane (TEOS) with 3-chloropropyltriethoxysilane. The bacteriocidal properties of all these materials were tested in water suspension against five representative strains for Gram-positive and Gram-negative bacteria. Some of the silica–polysiloxane hybrid materials have good antibacterial properties against Gram-positive strains, but not as good as the non-tethered QAS-substituted polysiloxane in water solution. The QAS groups that are directly bonded to the silica material surface are inactive.