The Synthesis and Characterization of Hydroxy-8-Quinoline and Naphthol-1 Substituted Phthalocyanines

摘要

Several hydroxy-8-quinoline and hydroxy-1-naphthol substituted zinc phthalocyanines were synthesized with phthalonitriles as starting materials. A two- step procedure was used. For the first step, the phenoxy phthalonitrile intermediates were synthesized, and the second step involves the reaction of the intermediates with zinc acetate in the presence of DBU (1, 8-diazabicyclo (5. 4. 0) undec-7-ene) as catalyst to produce the substituted zinc phthalocyanine. The compounds were analyzed according to UV/vis, IR and fluorescence spectra. The results showed that there exists intense absorption in the visible region and typical IR bands at 3030 cm-1, 1090 cm-1 and 1500 cm-1. For α substituted phthalocyanines, a new red-shifted band beyond normal Q band was observed, also noted is the red shift of α substituted Pc (phthalocyanine) relative to β substituted Pcs (phthalocyanines). However, for β substituted Pcs, both Q band and the new bands appeared.