US 11,778,897 B2
Organic electroluminescent materials and devices
Jerald Feldman, Wilmington, DE (US); and Pierre-Luc T. Boudreault, Pennington, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Aug. 27, 2018, as Appl. No. 16/113,587.
Claims priority of provisional application 62/560,902, filed on Sep. 20, 2017.
Prior Publication US 2019/0088887 A1, Mar. 21, 2019
Int. Cl. H10K 85/30 (2023.01); C09K 11/06 (2006.01); C07F 15/00 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/06 (2013.01); H10K 85/654 (2023.02); H10K 85/656 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 2101/10 (2023.02)] 19 Claims
OG exemplary drawing
 
1. A compound comprising a first ligand LA having the Formula selected from the group consisting of:

OG Complex Work Unit Chemistry
wherein ring B and C are each independently a 5-membered or 6-membered aromatic or heteroaromatic ring;
wherein RA, RB, RC, and RD each independently represent mono to the maximum possible number of substituents, or no substituent;
wherein Z1 and Z2 are each independently selected from the group consisting of C and N;
wherein X1, X2, X3, X4, X5, and X6 are each C;
wherein when the first ligand LA has the Formula of Formula IA, ring B is a 5-membered ring or ring B contains two nitrogen atoms;
wherein Y is selected from the group consisting of CRR′, NR′, O, S, SiRR′, and Se;
wherein when ring B is phenyl in Formula IB, Y is selected from the group consisting of NR′, S, SiRR′, and Se;
wherein R, R′, RA, RB, RC, and RD are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any two substituents are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to a metal M by the dashed lines to form a 5-membered chelate ring;
wherein M does not form a direct bond to X1 in Formula IB;
wherein M does not form a direct bond to X4 in Formula IC;
wherein the metal M can be coordinated to other ligands; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.