US 12,239,011 B2
Organic electroluminescent materials and devices
Jui-Yi Tsai, Newton, PA (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Walter Yeager, Yardley, PA (US); and Chuanjun Xia, Lawrenceville, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on May 15, 2023, as Appl. No. 18/317,532.
Application 18/317,532 is a continuation of application No. 17/221,044, filed on Apr. 2, 2021.
Application 17/221,044 is a continuation of application No. 15/449,307, filed on Mar. 3, 2017, granted, now 11,011,709.
Claims priority of provisional application 62/405,406, filed on Oct. 7, 2016.
Prior Publication US 2023/0309378 A1, Sep. 28, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/50 (2006.01); C07F 15/00 (2006.01); C09K 11/02 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/165 (2023.01); H10K 50/17 (2023.01); H10K 50/18 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/025 (2013.01); C09K 11/06 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1033 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/165 (2023.02); H10K 50/171 (2023.02); H10K 50/18 (2023.02); H10K 2101/10 (2023.02)] 21 Claims
OG exemplary drawing
 
1. A compound having the formula Ir(LA)n(LB)3-n, having the structure of

OG Complex Work Unit Chemistry
wherein each of A1, A2, A5, A6, A7, and A8 is independently carbon or nitrogen;
wherein at least one of A1, A2, A5, A6, A7, and A8 is nitrogen;
wherein X is O, S, or Se;
wherein R1, R3, R4, and R5 independently represent from mono-substituted to the maximum possibly substitutions, or no substitution;
wherein any adjacent substitutions in R1, R2, R3, R4, and R5 are optionally linked together to form a ring;
wherein R1, R3, R4, and R5 are 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 R2 is selected from the group consisting of 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; and
wherein at least one of the following is true:
(1) the compound has a structure of

OG Complex Work Unit Chemistry
or
(2) R2 is selected from the group consisting of 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.