US 11,970,508 B2
Organic electroluminescent materials and devices
Zhiqiang Ji, Chalfont, PA (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Wei-Chun Shih, Lawrenceville, NJ (US); Alexey Borisovich Dyatkin, Ambler, PA (US); and Jui-Yi Tsai, Newtown, PA (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed on Mar. 29, 2021, as Appl. No. 17/215,284.
Claims priority of provisional application 63/013,889, filed on Apr. 22, 2020.
Prior Publication US 2021/0347797 A1, Nov. 11, 2021
Int. Cl. C07F 15/00 (2006.01); H10K 85/30 (2023.01)
CPC C07F 15/0033 (2013.01) [C07F 15/0086 (2013.01); H10K 85/342 (2023.02); H10K 85/346 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound comprising a ligand LA of Formula I:

OG Complex Work Unit Chemistry
wherein:
Z2 is C or N;
A2 is a monocyclic or multicyclic fused ring system comprising one or more 5-membered or 6-membered carbocyclic or heterocyclic rings;
A1 comprises a multicyclic fused ring system comprising one six-membered aromatic ring with three N atoms connecting to each other, and the remaining three C atoms connecting to each other, wherein Z1 is one of the three N atoms connecting to each other;
L is selected from the group consisting of a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, GeR′R″, and combinations thereof;
R1 and R2 each represents mono to the maximum allowable substitution, or no substitution;
R1, R2, R, R′ and R″ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
the ligand LA complexes to a metal M through the dashed lines to form a 5-membered chelate ring;
M is selected from the group consisting of Os, Ir, Rh, Re, Ru, Pd, Pt, Cu, Ag, and Au;
M can be coordinated to other ligands;
LA can be linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand; and
any two adjacent R1, R2, R, R′ and R″ can be joined or fused together to form a ring.