US 12,247,041 B2
Organic electroluminescent materials and devices
Zhiqiang Ji, Ewing, NJ (US); Jui-Yi Tsai, Newtown, PA (US); Lichang Zeng, Lawrenceville, NJ (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Walter Yeager, Yardley, PA (US); Eric Margulies, Ewing, 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 Jun. 23, 2023, as Appl. No. 18/340,277.
Application 18/340,277 is a continuation of application No. 17/474,113, filed on Sep. 14, 2021, granted, now 11,725,021.
Application 17/474,113 is a continuation of application No. 17/066,690, filed on Oct. 9, 2020, granted, now 11,192,910, issued on Dec. 7, 2021.
Application 17/066,690 is a continuation of application No. 15/918,114, filed on Mar. 12, 2018, granted, now 10,844,085, issued on Nov. 24, 2020.
Claims priority of provisional application 62/479,730, filed on Mar. 31, 2017.
Claims priority of provisional application 62/478,072, filed on Mar. 29, 2017.
Prior Publication US 2023/0331758 A1, Oct. 19, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07F 15/00 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 85/30 (2023.01); H10K 85/60 (2023.01); H10K 101/00 (2023.01); H10K 101/10 (2023.01)
CPC C07F 15/0033 (2013.01) [C09K 11/06 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 85/342 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1033 (2013.01); C09K 2211/1037 (2013.01); C09K 2211/185 (2013.01); H10K 85/622 (2023.02); H10K 85/654 (2023.02); H10K 85/6576 (2023.02); H10K 2101/10 (2023.02); H10K 2101/90 (2023.02)] 20 Claims
 
1. A compound having the formula [LA]3-nIr[LB]n;
wherein LA is

OG Complex Work Unit Chemistry
and wherein LB is

OG Complex Work Unit Chemistry
wherein each R1, R2, R3, R4, R5, and R6 independently represents mono, to a maximum possible number of substitutions, or no substitution;
wherein X is selected from the group consisting of BR, NR, PR, O, S, Se, C═O, S═O, SO2, CRR′, SiRR′, and GeRR′;
wherein X1 to X6 are each independently carbon or nitrogen;
wherein each R, R′, R2, R3, R4, R5, and Re is 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 each R1 is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substitutions on the same ring are optionally joined or fused into a ring; and
wherein n is 1 or 2.