Preparation and characterization of novel magnetic nanocomposite-bonded metalloporphyrins as biomimetic nanocatalysts

Abstract

In this work, novel magnetic nanocomposite-bonded metalloporphyrins were synthesized by an effective silanation approach between 3-aminopropyltriethoxysilane derivatized metalloporphyrins and silica-coated magnetic Fe3O4 nanoparticles. The initial metalloporphyrin derivatives were synthesized by the amidation reaction of metalloporphyrin acyl chloride with 3-aminopropyltriethoxysilane. After the metalloporphyrin derivatives were adsorbed on the surface of silica-coated magnetic Fe3O4 nanoparticles, the solid mixture was heated under vacuum at 110 °C for 3 h and then thoroughly washed with chloroform. The obtained magnetic nanocomposite-bonded metalloporphyrins were characterized by elemental analyzer, low-temperature N2 adsorption (BET method), transmission electron microscopy, UV-vis spectroscopy, and infrared spectroscopy. Interestingly, using this particular silanation method, metalloporphyrins could be quantitative-immobilized in magnetic nanocomposites by controlling the input ratio of metalloporphyrins and silica-coated magnetic Fe3O4 nanoparticles. The excellent catalytic activity and recyclability of the magnetic nanocomposite-bonded metalloporphyrins were demonstrated in the cyclohexane oxidation with iodosylbenzene.