US 11,871,653 B2
Organic electroluminescent materials and devices
Jui-Yi Tsai, Newtown, PA (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Jerald Feldman, Cherry Hill, NJ (US); Zhiqiang Ji, Chalfont, PA (US); and Hsiao-Fan Chen, Lawrence Township, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Feb. 12, 2020, as Appl. No. 16/788,886.
Claims priority of provisional application 62/809,216, filed on Feb. 22, 2019.
Prior Publication US 2020/0274079 A1, Aug. 27, 2020
Int. Cl. H10K 85/30 (2023.01); C07F 15/00 (2006.01); C09K 11/06 (2006.01); C07F 5/02 (2006.01); C07F 19/00 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 5/027 (2013.01); C07F 15/0033 (2013.01); C07F 15/0086 (2013.01); C07F 19/00 (2013.01); C09K 11/06 (2013.01); H10K 85/322 (2023.02); H10K 85/622 (2023.02); H10K 85/626 (2023.02); H10K 85/6576 (2023.02); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 85/654 (2023.02); H10K 2101/10 (2023.02)] 15 Claims
OG exemplary drawing
 
1. A compound comprising a first ligand LA;
wherein LA has the following formula:

OG Complex Work Unit Chemistry
wherein,
A and B are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
R2 and R3 represent mono, di, tri, tetra substitutions or no substitution;
each R1, R2, and R3 is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
any two adjacent R1, R2, and R3 can be joined to form a ring, which can be further substituted;
LA is bidentate and is coordinated to a metal M; and
LA does not include the following structure

OG Complex Work Unit Chemistry
but can include

OG Complex Work Unit Chemistry
wherein
ring J is a 5-membered or 6-membered heterocyclic ring;
X3 to X8, X10, and X12 are each independently C or N;
R11 to R14 represent mono to the maximum possible number of substitutions or no substitution;
each substituent in R11 to R14 is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof;
any two adjacent R11 to R14 can be joined to form a ring, which can be further substituted;
wherein one of R2 or R3 comprises a 5-membered or 6-membered carbocyclic or heterocyclic aromatic ring and is coordinated to the metal M; and
wherein ring A or ring B is coordinated to M.