US 11,930,699 B2
Organic electroluminescent materials and devices
Hsiao-Fan Chen, Lawrence Township, NJ (US); George Fitzgerald, Lambertville, NJ (US); Tyler Fleetham, Newtown, PA (US); Peter Wolohan, Princeton Junction, NJ (US); Joseph A. Macor, Morrisville, PA (US); Morgan C. Macinnis, Yardley, PA (US); Wystan Neil Palmer, Princeton, NJ (US); Geza Szigethy, Newtown, PA (US); and Noah Horwitz, Ewing, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Aug. 3, 2020, as Appl. No. 16/983,572.
Claims priority of provisional application 62/887,200, filed on Aug. 15, 2019.
Prior Publication US 2021/0050532 A1, Feb. 18, 2021
Int. Cl. C07F 15/00 (2006.01); C07F 19/00 (2006.01); C09K 11/06 (2006.01); C09K 11/08 (2006.01); C09K 11/87 (2006.01); H10K 50/11 (2023.01); H10K 50/12 (2023.01); H10K 50/13 (2023.01); H10K 71/00 (2023.01); H10K 85/30 (2023.01); H10K 85/40 (2023.01); H10K 85/60 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/346 (2023.02) [C07F 15/0033 (2013.01); C07F 15/0086 (2013.01); C07F 19/00 (2013.01); C09K 11/06 (2013.01); C09K 11/87 (2013.01); H10K 85/40 (2023.02); H10K 85/615 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/185 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A compound comprising a ligand LA of Formula I

OG Complex Work Unit Chemistry
wherein:
A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
Z1 and Z2 are each independently C or N;
K3 and K4 are each independently a direct bond, O, or S;
X1, X2, and X3 are each independently C or N, at least one of X1, X2, and X3 is C;
X is O or NR′;
RA and RB each represents zero, mono, or up to the maximum number of allowed substitutions to its associated ring;
each of R, R′, RA, and RB is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and
two adjacent groups can be joined or fused to form a ring wherever chemically feasible, wherein the ligand LA is complexed to a metal M to form a chelate ring as indicated by the two dotted lines;
the metal M can be coordinated to other ligands; and
the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand.