Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsWei-Chun SHIH, Jui-Yi TSAI, Pierre-Luc T. BOUDREAULT, Chun LIN, Alexey Borisovich DYATKIN, Derek Ian WOZNIAK
Life of this patent
Estimating the term…
Abstract
A compound having a first ligand LA including a structure of Formula I: In Formula I, ring A is 5-membered heterocyclic ring; each of Z1, Z2, and X1 to X5 is C or N; Y is a linking group; K is a direct bond or a linking group; RZ is a General Substituent defined herein; each other substituent is hydrogen or a General Substituent defined herein; and (1) two RC substituents are joined together to form a ring, or (2) the compound comprises an electron-withdrawing group. Formulations, OLEDs, and consumer products containing the compound are also provided.
Claims20
A compound having a first ligand LA comprising a structure of Formula I:
- wherein:
- ring A is 5-membered heterocyclic ring;
- each of Z1, Z2, and X1 to X5 is independently C or N;
- Y is selected from the group consisting of BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR′, C═CRR′, S═O, SO2, CRR′, SiRR′, and GeRR′;
- K is selected from the group consisting of a direct bond, O, S, N (Rα), P (Rα), B (Rα), C (Rα)(Rβ), and Si(Rα)(Rβ);
- RZ is selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- each of RA, RB, and RC independently represents mono to the maximum allowable substitutions, or no substitutions;
- each R, R′, Rα, RB, RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- any two substituents can be joined or fused to form a ring;
- LA is coordinated to a metal M, having an atomic mass of at least 40;
- M may be coordinated to other ligands;
- the first ligand LA can be joined with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following two statements is true:
- (1) two RC substituents are joined together to form a ring;
- or
- (2) the compound comprises an electron-withdrawing group;
- with the following provisos:
- (a) if RZ is F, CH3, CD3, or carbazole, then the compound comprises at least one of a silyl group, a germyl group, or an electron-withdrawing group that is not F,
- (b) if RZ is CN or CD3, then the compound comprises at least one of a silyl group, a germyl group, or an electron-withdrawing group that is not CN;
- (c) if RZ is a fluoroalkyl group, then the compound comprises at least one of a silyl group, a germyl group, or an electron-withdrawing group that is not a fluoroalkyl group;
- and
- (d) the compound is not:
The compound of claim 85, wherein the compound has a formula selected from the group consisting of Ir(LA)3, Ir(LA)(LB)2, Ir(LA)2(LB), Ir(LA)2(LC), and Ir(LA)(LB)(LC);
- and wherein LA, LB, and LC are different from each other;
- or a formula of Pt(LA)(LB);
- and wherein LA and LB can be same or different.
Dependencies are inferred from the claim text.