Synthesis of a Monofunctional Phthalocyanine on Silica

Abstract

<jats:p> 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<jats:sup>−5</jats:sup> and 1.7 × 10<jats:sup>−6</jats:sup> mol g <jats:sup>−1</jats:sup> 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. </jats:p>

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

“…Despite the variety of commercially available polymeric supports, phthalonitriles having a functional group that can bind to the polymer and then be separated under acidic or alkaline conditions is limited. Therefore, the synthesis of A3B type phthalocyanines by the polymeric support route is restricted (43,44). Since the starting materials used in this study do not have a functional group that can bind to the polymer, the statistical condensation method is preferred.…”