The synthesis, photophysical and electrochemical studies of symmetrical phthalocyanines linked thiophene substituents

摘要

Tetrakis 4-(3-thienyl) and tetrakis 4-(5'-hexyl-2,2'-bithiophene) peripherally substituted zinc phthalocyanines were synthesized by using phthalonitrile derivatives. The phthalonitrile compounds were obtained through palladium catalyzed Suzuki-Miyaura cross-coupling reaction. The synthesized phthalocyanines were characterized by FT-IR, H-1 NMR and MALDI-TOF-MS methods. The absorption and emission properties were studied by using UV-Vis absorption and photoluminescence spectroscopies. The electrochemical behaviors of compounds were also investigated using cyclic voltammetry (CV) measurements. The 5'-hexyl-2,2'-bithiophene substituent shifted the absorption band to red region and decreased the HOMO-LUMO energy gap of phthalocyanines. (C) 2014 Elsevier B.V. All rights reserved.