Synthesis of a Monofunctional Phthalocyanine on Silica

Abstract

Silica of different surface area and grain size modified by aminopropyl groups reacted with 4-(3,4-dicyanophenoxy)benzoic acid chloride. The reaction of these benzamidophenoxydicarbonitrile modified silica gels with 4-(4-tert-butyl-phenoxy)-1,2-benzenedicarbonitrile in the presence of a zinc(II) salt results in covalently bonded phthalocyanine zinc(II) complexes with a loading between 1.8 × 10 −5 and 1.7 × 10 −6 mol g −1 silica. UV/vis reflectance spectra show that the phthalocyanines on the surface exist in a monomeric state. Cleavage at the amide bond between the silica and the phthalocyanine led to the corresponding monocarboxylic acid phthalocyanine derivative.