US 12,221,455 B2
Organic electroluminescent materials and devices
Alexey Borisovich Dyatkin, Ambler, PA (US); Jui-Yi Tsai, Newtown, PA (US); Walter Yeager, Yardley, PA (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Zhiqiang Ji, Chalfont, PA (US); and Bert Alleyne, Newtown, PA (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Sep. 9, 2021, as Appl. No. 17/470,110.
Claims priority of provisional application 63/082,649, filed on Sep. 24, 2020.
Prior Publication US 2022/0089625 A1, Mar. 24, 2022
Int. Cl. C07F 15/00 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 85/30 (2023.01); H10K 101/10 (2023.01)
CPC C07F 15/0033 (2013.01) [H10K 85/342 (2023.02); H10K 50/11 (2023.02); H10K 2101/10 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound comprising a ligand LA of Formula I:

OG Complex Work Unit Chemistry
wherein:
moiety A and moiety B are each independently monocyclic or polycyclic ring structure containing 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
each of Z1-Z4 is independently C or N, with at least one of Z3 and Z4 being C;
K1, and K2, are each independently a direct bond, O, or S;
each of X1-X7 is independently C or N, with at least one of X3 or X7 being N;
custom character represents a single bond or a double bond;
the two wavy lines indicate linkage points to two adjacent ring carbon atom of moiety B;
each of RA, RB, and RC represents zero, mono, or up to the maximum allowed number of substitutions to its associated ring;
each RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and
any two adjacent RA, RB, or RC can be joined or fused to form a ring,
wherein the ligand LA coordinates to M through the two indicated dashed lines;
wherein M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, Ag, and Au; and
wherein the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand.