US 11,839,139 B2
Organic electroluminescent materials and devices
Eric A. Margulies, Ewing, NJ (US); Zhiqiang Ji, Hillsborough, NJ (US); Jui-Yi Tsai, Newtown, PA (US); Chun Lin, Yardley, PA (US); Alexey Borisovich Dyatkin, Ambler, PA (US); Mingjuan Su, Ewing, NJ (US); Bin Ma, Plainsboro, NJ (US); Michael S Weaver, Princeton, NJ (US); Julia J. Brown, Yardley, PA (US); Lichang Zeng, Lawrenceville, NJ (US); Walter Yeager, Yardley, PA (US); Alan Deangelis, Pennington, NJ (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 24, 2022, as Appl. No. 17/751,890.
Application 17/751,890 is a continuation of application No. 16/853,899, filed on Apr. 21, 2020, granted, now 11,424,419.
Application 16/853,899 is a continuation of application No. 15/619,217, filed on Jun. 9, 2017, granted, now 10,672,997, issued on Jun. 2, 2020.
Claims priority of provisional application 62/516,329, filed on Jun. 7, 2017.
Claims priority of provisional application 62/480,746, filed on Apr. 3, 2017.
Claims priority of provisional application 62/479,795, filed on Mar. 31, 2017.
Claims priority of provisional application 62/450,848, filed on Jan. 26, 2017.
Claims priority of provisional application 62/352,139, filed on Jun. 20, 2016.
Claims priority of provisional application 62/352,119, filed on Jun. 20, 2016.
Prior Publication US 2022/0293869 A1, Sep. 15, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C09K 11/06 (2006.01); H10K 85/30 (2023.01); C07F 15/00 (2006.01); H10K 50/11 (2023.01); H10K 50/81 (2023.01); H10K 50/82 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/06 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1022 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1033 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/1088 (2013.01); C09K 2211/1092 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/81 (2023.02); H10K 50/82 (2023.02); H10K 2101/10 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound having a metal coordination complex structure;
wherein the compound is capable of functioning as an emitter in an organic light emitting device at room temperature;
wherein the compound has the formula of Pt(L1)(L2), each of L1 and L2 are a bidentate ligand, and L1 is connected to L2 to form a tetradentate ligand;
wherein the compound has a first substituent R1 at one of L1 and L2's periphery;
wherein the compound has a second substituent R2 at the other of L1 and L2's periphery;
wherein a first distance is the distance between the Pt and an atom in R1 that is the farthest away from the Pt;
wherein the first distance is longer than any distance between the Pt and any other atoms in the compound;
wherein a second distance is the distance between the Pt and an atom in R2 that is the farthest away from the Pt;
wherein when a sphere having a radius r is defined whose center is the Pt and the radius r is the smallest radius that will allow the sphere to enclose all atoms in the compound that are not part of R1 or R2, the first distance and the second distance are longer than the radius r by at least 1.5 Å; and
wherein at least one of the following is true:
(1) the first and second distances are all longer than r by at least 4.3 Å; or
(2) wherein L1 and L2 are each independently selected from the group consisting of:

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
wherein each X1 to X17 are independently selected from the group consisting of carbon and nitrogen;
wherein X 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″;
wherein R′ and R″ are optionally fused or joined to form a ring;
wherein each Ra, Rb, Rc, and Rd may represent from mono substitution to the possible maximum number of substitution, or no substitution;
wherein R′, R″, Ra, Rb, Rc, Rd, Re are each 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; and
wherein any two Ra, Rb, Rc, and Rd are fused or joined to form a ring; and
wherein at least one of the Ra, Rb, Rc, and Rd includes R1.