Synthesis, characterization and properties of 1,11,15,25-tetrahydroxy-4,8,18,22-bis(bridging butanedioic acid)phthalocyanine copper

A novel copper phthalocyanine complex with bridging butanedioic acid moieties, 1,11,15,25-tetrahydroxy-4,8,18,22-bis(bridging butanedioic acid) phthalocyanine copper, is reported. This complex is soluble in chloroform, THF, DMSO and DMF, and sparingly soluble in i-PrOH. The compound is characterized by elemental analysis, IR, H-1 NMR and UV/Vis spectroscopies and MALDI-TOF-MS. Cyclic voltammetry showed that the complex exhibited well-defined ring-based reduction and oxidation processes. NIR OLEDs containing tris-(8-hydroxyquinoline) aluminum doped with the copper phthalocyanine complex were fabricated. Room-temperature electroluminescence was observed near 1098 nm originating from the transition from the first excited singlet state to the ground state. (C) 2015 Elsevier B.V. All rights reserved.