US 12,297,212 B2
Organic electroluminescent materials and devices
Jui-Yi Tsai, Newtown, PA (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Zhiqiang Ji, Chalfont, PA (US); Walter Yeager, Yardley, PA (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 Jul. 13, 2023, as Appl. No. 18/352,054.
Application 18/352,054 is a continuation of application No. 17/573,237, filed on Jan. 11, 2022.
Application 17/573,237 is a continuation of application No. 16/804,269, filed on Feb. 28, 2020, granted, now 11,279,722, issued on Mar. 2, 2022.
Application 16/804,269 is a continuation in part of application No. 16/594,384, filed on Oct. 7, 2019, granted, now 11,142,538, issued on Oct. 12, 2021.
Application 16/594,384 is a continuation in part of application No. 16/283,219, filed on Feb. 22, 2019, granted, now 11,165,028, issued on Nov. 2, 2021.
Application 16/283,219 is a continuation in part of application No. 16/235,390, filed on Dec. 28, 2018, granted, now 10,727,423, issued on Jul. 28, 2020.
Claims priority of provisional application 62/754,879, filed on Nov. 2, 2018.
Claims priority of provisional application 62/673,178, filed on May 18, 2018.
Claims priority of provisional application 62/643,472, filed on Mar. 15, 2018.
Claims priority of provisional application 62/641,644, filed on Mar. 12, 2018.
Prior Publication US 2023/0365607 A1, Nov. 16, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07F 15/00 (2006.01); H10K 85/30 (2023.01)
CPC C07F 15/0033 (2013.01) [H10K 85/342 (2023.02)] 20 Claims
 
1. A compound comprising a first ligand LA, wherein LA is a bidentate ligand comprising the following formula:

OG Complex Work Unit Chemistry
wherein each of Y1 to Y12 are independently CR or N;
wherein each R can be same or different, and any two adjacent Rs are optionally joined or fused into a ring;
wherein at least one pair selected from the group consisting of Y3 and Y4, Y7 and Y8, and Y11 and Y12 are CR where the Rs are joined or fused into a 5-membered or 6-membered carbocyclic or heterocyclic ring;
wherein each R is independently 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, and combinations thereof;
wherein LA is complexed to a metal M selected from the group consisting of Os, Ir, Pd, and Pt;
wherein M is optionally coordinated to other ligands;
wherein, if exactly one pair selected from the group consisting of Y3 and Y4, Y7 and Y8, and Y11 and Y12 are CR where the Rs are joined or fused into a 5-membered or 6-membered carbocyclic or heterocyclic ring, then the metal M is not coordinated to the ring or a ring of the Rs forming part of the ring; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand.