Fluoroalkyl end-capped acrylic acid oligomer [R-F-(ACA)(n)-R-F] reacted with tetraethoxysilane and silica nanoparticles in the presence of low molecular weight aromatic compounds [Ar-H] such as cetylpyridinium chloride (CPC) and bisphenol AF under alkaline conditions to afford R-F-(ACA)(n)-RF/SiO2 nanocomposites-encapsulated Ar-H in 47-94% isolated yields. These fluorinated silica nanocomposites-encapsulated Ar-H can exhibit no weight loss behavior corresponding to the contents of Ar-H after calcination at 800 degrees C under atmospheric conditions, although fluoroalkyl end-capped acrylic acid oligomer in the nanocomposites decomposed completely under similar conditions. UV-vis spectra of well-dispersed methanol solutions of R-F-(ACA)(n)-RF/SiO2/CPC nanocomposites before calcination show that CPC can be encapsulated into fluorinated silica nanocomposites with encapsulated ratios: 23-43%. The fluorinated nanocomposites after calcination was found to exhibit a higher antibacterial activity related to the presence of CPC in the composites. Encapsulated bisphenol AF into R-F-(ACA)(n)-RF/SiO2 nanocomposites before and after calcination at 800 degrees C can exhibit a good releasing ability toward methanol with released ratios: 48 and 26%, respectively. H-1 MAS NMR, HPLC analysis, and LC-MS spectra of R-F-(ACA)(n)-RF/silica nanocomposites-encapsulated bisphenol AF also showed the presence of bisphenol AF in the nanocomposites even after calcination at 800 degrees C under atmospheric conditions. These findings suggest that CPC and bisphenol AF can exhibit a nonflammable characteristic in the fluorinated silica nanocomposites. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 1070-1078, 2011