US 12,325,718 B2
Organic electroluminescent materials and devices
Scott Joseph, Washington, DC (US); Bin Ma, Plainsboro, NJ (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 May 20, 2022, as Appl. No. 17/749,733.
Application 17/749,733 is a continuation of application No. 16/364,427, filed on Mar. 26, 2019, granted, now 11,390,639.
Claims priority of provisional application 62/657,079, filed on Apr. 13, 2018.
Prior Publication US 2022/0306668 A1, Sep. 29, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/50 (2006.01); C07F 15/00 (2006.01); H10K 85/30 (2023.01); H10K 50/11 (2023.01); H10K 85/40 (2023.01); H10K 85/60 (2023.01)
CPC C07F 15/0033 (2013.01) [C07F 15/002 (2013.01); C07F 15/0086 (2013.01); H10K 85/342 (2023.02); H10K 85/346 (2023.02); H10K 85/348 (2023.02); H10K 50/11 (2023.02); H10K 85/40 (2023.02); H10K 85/622 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6576 (2023.02)] 18 Claims
OG exemplary drawing
 
1. A compound comprising a first ligand LA of Formula I

OG Complex Work Unit Chemistry
wherein Z1 to Z4 are each independently C or N;
two of Z1 to Z4 are N, and the remainder are C;
wherein ring A is Formula II

OG Complex Work Unit Chemistry
wherein each RA and R4 independently represents mono substitution to a maximum possible number of substitutions, or no substitution;
wherein Z5 to Z8 are each independently C or N;
wherein R3 is a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, aryl, and heteroaryl;
wherein each RA and R4 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, and combinations thereof;
wherein any two substituents can be joined or fused together to form a ring;
wherein R3 and ring A do not have identical formulas;
wherein the ligand LA is complexed to a metal M;
wherein M is optionally coordinated to other ligands;
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand; and
wherein if Z1 is N, the compound is homoleptic, or M is complexed to at least one substituted or unsubstituted acetylacetonate ligand.