Abstract

2(3)-Tetrakisalkenyloxy substituted phthalocyanines 3–6 are synthesized from the corresponding 1,2-dicyano-4-alkenyloxybenzenes 2a–c. These phthalocyanines were hydrosilylated with trimethoxysilane to yield the phthalocyanines 7–10 which were reacted immediately with tetramethoxysilane (TMOS) as co-condensation agent or HPLC silica gel to obtain the new stationary phases 11–16 based on phthalocyanines. The phthalocyanines 3–10 and the corresponding stationary phases 11–16 were characterized by MS, UV/Vis, IR, EA and NMR spectroscopy. Additionally, the stationary phase 16 was measured by suspended state NMR spectroscopy. With the PcInCl stationary phase 13c, scanning and transmission electron microscopic investigations were performed to obtain information about the morphology of the stationary phases. The modified HPLC silica gels 14–16 were tested successfully for the separation of two different aromatic test mixtures using methanol–water as eluent.