Cyclometalated red iridium(iii) complexes containing carbazolyl-acetylacetonate ligands: efficiency enhancement in polymer LED devices

Abstract

The design, synthesis, photophysical and significantly improved electrooptical properties of a series of red emitting cyclometalated iridium(iii) complexes containing carbazolyl-acetylacetonate ligands are described.

Functionalization of phosphorescent emitters and their host materials by main-group elements for phosphorescent organic light-emitting devices

“…[304][305][306][307] Similar to the case of Pt-Cz1 and PtCz2, the complex Ir-Cz1 (Fig. [304][305][306][307] Similar to the case of Pt-Cz1 and PtCz2, the complex Ir-Cz1 (Fig.…”

Unveiling Photodeactivation Pathways for a New Iridium(III) Cyclometalated Complex

“…Complex 1 (Scheme ) was prepared from 6‐fluoro‐2‐phenylbenzo[ d ]thiazole (F‐bt),16 which is used as the cyclometalating ligand and ( Z )‐6‐(9 H ‐carbazol‐9‐yl)‐5‐hydroxy‐2,2‐dimethylhex‐4‐en‐3‐one (carbacac),2b–d, 3, 7a which is used as the ancillary ligand. The F‐bt ligand of complex 1 was synthesized following a three‐step synthesis 16.…”

“…7 6‐Fluoro‐2‐phenylbenzo[ d ]thiazole (94 %) was then obtained by treating N ‐(4‐fluorophenyl)benzothioamide with potassium hexa‐cyanoferrate(III) and sodium hydroxide as base 16. 17 The carbacac ligand was formed starting from 9 H ‐carbazole in two steps2b–d, 3, 7a by treating 9 H ‐carbazole with sodium hydride and ethyl 2‐bromoacetate to yield ethyl‐2‐(9 H ‐carbazol‐9‐yl)acetate. Subsequently, a Claisen condensation with pinacolone and potassium bis(trimethylsilyl)amide as base yielded the target ancillary ligand ( Z )‐6‐(9 H ‐carbazol‐9‐yl)‐5‐hydroxy‐2,2‐dimethylhex‐4‐en‐3‐one (80 %).…”

“…IrCl 3 × n H 2 O was purchased from TCI and K 2 CO 3 was obtained from VWR. 6‐Fluoro‐2‐phenylbenzo[ d ]thiazole (F‐bt)16, 17 and ( Z )‐6‐(9 H ‐carbazol‐9‐yl)‐5‐hydroxy‐2,2‐dimethylhex‐4‐en‐3‐one (carbacac)2b–d, 3, 7a were synthesized according to partly modified literature procedures. All chemicals were used as received without further purification.…”

Synthesis of Furanyl β‐Diketone‐based Heteroleptic Iridium(III) Complexes and Studies of Their Photo‐Luminescence Properties

“…Another example shows how these ancillary ligands may be used to add functional groups that increase solubility of the (otherwise insoluble) complexes 8. In the second category we find non‐conjugated carbazolyl units as simple functional groups9 or even as dendrimer termini10 to improve hole transportation through organic layers.…”