US 11,746,122 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 Jan. 11, 2022, as Appl. No. 17/573,237.
Application 17/573,237 is a continuation of application No. 16/804,269, filed on Feb. 28, 2020, granted, now 11,279,722.
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 2022/0135606 A1, May 5, 2022
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
OG exemplary drawing
 
1. A compound comprising a first ligand LX of Formula II

OG Complex Work Unit Chemistry
wherein,
F is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
each RF and RG independently represents mono to the maximum possible number of substitutions, or no substitution;
Z3 and Z4 are each independently C or N and coordinated to a metal M to form a 5-membered chelate ring;
G is a fused ring structure comprising five or more fused heterocyclic or carbocyclic rings, of which one or two rings are of Formula III

OG Complex Work Unit Chemistry
the fused heterocyclic or carbocyclic rings in the fused ring structure G are 5-membered or 6-membered; of which if two or more 5-membered rings are present, at least two of the 5-membered rings are fused to one another;
Y is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
each R′, R″, RF, and RG 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;
the metal M can be coordinated to other ligands; and
the ligand LX can be linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand, with the proviso that when triphenylene is fused to Formula III, Y═O.