A new type of styrene monomer, 1‐{4‐[(4‐vinylbenzyl)oxy]phenyl}ethanone (VBOPE), was synthesized. The oxime, phenylhydrazone, toluol‐4‐sulfonic acid hydrazone, and thiosemicarbazone (TSC) derivatives of VBOPE were prepared with hydroxylamine hydrochloride, phenylhydrazine, toluol‐4‐sulfonic acid hydrazine, and TSC hydrochloride, respectively. Radical homopolymerization of the monomers were prepared at 65°C in 1,4‐dioxane solution with benzoylperoxide as an initiator. The compounds was characterized with Fourier transform infrared and NMR techniques. The thermal properties of polymers were investigated with thermogravimetric analysis and differential scanning calorimetry. The activation energies of the thermal degradation of the polymers were calculated with the Ozawa and Kissinger method. The antibacterial and antifungal effects of the monomer and the polymer and its derivatives were also investigated on various bacteria and fungi. POLYM. ENG. SCI., 2013. © 2012 Society of Plastics Engineers