Yellowish-orange and red emitting quinoline-based iridium(III) complexes: Synthesis, thermal, optical and electrochemical properties and OLED application

Abstract

Two novel heteroleptic iridium(III) acetylacetonate (acac) complexes K3a and K3b were synthesised from cyclometallating ligands of 2-(4′-formylphenyl)quinoline 11a and 2-(5′-formylphenyl)quinoline 11b. Complexes K3a and K3b were fully characterised by NMR spectroscopy, mass spectrometry and FT-IR. Differential scanning calorimetry (DSC) and thermal gravimetric analysis (TGA) indicate that both complexes were amorphous solids, stable up to 303 °C and 313 °C, respectively. Complexes K3a and K3b showed strong, high-energy absorption bands (<400 nm) due to ligand-centred (1LC) transitions and weaker, low-energy absorption bands (400−600 nm) arising from a mixture of metal-to-ligand charge transfer (1MLCT/3MLCT) and ligand-centred (3LC) transitions. In degassed dichloromethane solutions, complexes K3a and K3b gave yellowish-orange and red phosphorescent emissions at 579 nm and 630 nm, with quantum efficiencies of 99.3 % and 79.3 %, respectively. At positive potential, complexes K3a and K3b exhibited a one-electron reversible oxidation (Eox1/2) peak at 0.69 V and a quasi-reversible oxidation (Eox1/2) peak at 0.60 V, respectively, which were assigned to the Ir(III)/Ir(IV) couple. At negative potentials, complexes K3a and K3b exhibited a one-electron irreversible reduction peak at -1.79 V and -1.94 V, respectively. Phosphorescent organic light-emitting diodes (PhOLEDs) were fabricated with a device configuration of ITO/PEDOT:PSS/EML/TPBi/LiF/Al, in which K3a and K3b gave yellowish-orange and red electroluminescence (EL) at 572 nm and 628 nm, respectively. Complex K3a gave the highest luminance of 2773 cd/m2, current efficiency of 3.3 cd/A, external quantum efficiency of 1.2 % and maximum power efficiency of 1.05 lm/W with a turn-on voltage of 5.0 V (Device A).