Poly(hydromethylsiloxane) Networks Functionalized by N-allylaniline

Polymers containing biocidal moieties (e.g., amino or ammonium groups) are considered promising materials that can help combat the growing resistance of pathogens to commonly used antimicrobials. Searching for new polymeric biocides, in this work, non-porous and porous poly(hydromethylsiloxane) (PHMS) networks were prepared and post-functionalized by N-allylaniline (Naa). Non-porous networks were obtained by cross-linking PHMS in the bulk and porous-in W/O high-internal-phase emulsion (HIPE). Linear divinyldisiloxane (M₂^Vi) or cyclic tetravinyltetrasiloxane (D₄^Vi) were used as cross-linkers. Studies confirmed the expected non-porous and open macroporous microstructure of the initial networks. They also showed that functionalization by Naa was more efficient for the non-porous networks that swelled to lower extents in toluene and contained higher amounts of Si-H groups than the porous ones. In the reactions with benzyl chloride or 1-bromoctane, some amino groups present in these materials were transformed to ammonium groups. It was found that activity against Gram-positive S. aureus and Gram-negative E. coli bacteria depended on the functionalization degree, cross-linking level and the microstructure of the modified materials.