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US 2026/0305156 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorBin Ma
Life of this patent
Estimating the term…
Abstract
Provided are organometallic compounds comprising a central metal atom selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Pd, Ag, Au, and Cu and and at least two-dentate ligand. Also provided are formulations comprising these organometallic compounds. Further provided are organic light emitting devices (OLEDs) as well as related consumer products that utilize these organometallic compounds.
Claims20
A compound having a first ligand LA comprising a structure of Formula I:
- wherein moieties A, B, and C are each independently a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is a 5-membered to 10-membered carbocyclic or heterocyclic ring;
- wherein Z1, Z2, Z4, and Z5 are each independently C, CR or N;
- wherein Z3 is selected from the group consisting of B, BR, BRR′, N, NR, P, PR, P(O), P(O)R, O, S, Se, C═O, C═S, C═Se, C═N, C═NR′, C═CR, C═CRR′, S═O, S02, CR, CRR′, SiR, SiRR′, GeR and GeRR′;
- wherein each of K1 and K2 is independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
- LX is selected from the group consisting of a direct bond, 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′;
- wherein represents a single bond or a double bond;
- wherein RA, RB, and RC each independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each Rα, Rβ, R, R′, RA, RB, and RC is independently 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, and combinations thereof;
- wherein LA is coordinated to a metal M through the indicated dashed lines;
- wherein M is selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Pd, Ag, Au, and Cu;
- wherein M may be coordinated to other ligands;
- wherein LA may join with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- wherein any two of Rα, Rβ, R, R′, RA, RB, and RC may be joined or fused to form a ring;
- and
- wherein the compound is not:
12 more elements
An organic light emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound having a first ligand LA comprising a structure of Formula I:
- wherein moieties A, B, and C are each independently a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is a 5-membered to 10-membered carbocyclic or heterocyclic ring;
- wherein Z1, Z2, Z4, and Z5 are each independently C, CR or N;
- wherein Z3 is selected from the group consisting of B, BR, BRR′, N, NR, P, PR, P(O), P(O)R, O, S, Se, C═O, C═S, C═Se, C═N, C═NR′, C═CR, C═CRR′, S═O, S02, CR, CRR′, SiR, SiRR′, GeR and GeRR′;
- wherein each of K1 and K2 is independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
- Lx is selected from the group consisting of a direct bond, 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′;
- wherein represents a single bond or a double bond;
- wherein RA, RB, and RC independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each Rα, Rβ, R, R′, RA, RB, and RC is independently 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, and combinations thereof;
- wherein LA is coordinated to a metal M through the indicated dashed lines;
- wherein M is selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Pd, Ag, Au, and Cu;
- wherein M may be coordinated to other ligands;
- wherein LA may join with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- wherein any two of Rα, Rβ, R, R′, RA, RB, and RC may be joined or fused to form a ring;
- and
- wherein the compound is not:
17 more elements
A consumer product comprising an organic light-emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound having a first ligand LA comprising a structure of Formula I:
- wherein moieties A, B, and C are each independently a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is a 5-membered to 10-membered carbocyclic or heterocyclic ring;
- wherein Z1, Z2, Z4, and Z5 are each independently C, CR or N;
- wherein Z3 is selected from the group consisting of B, BR, BRR′, N, NR, P, PR, P(O), P(O)R, O, S, Se, C═O, C═S, C═Se, C═N, C═NR′, C═CR, C═CRR′, S═O, SO2, CR, CRR′, SiR, SiRR′, GeR and GeRR′;
- wherein each of K1 and K2 is independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
- Lx is selected from the group consisting of a direct bond, 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′;
- wherein represents a single bond or a double bond;
- wherein RA, RB, and RC each independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each Rα, Rβ, R, R′, RA, RB, and RC is independently 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, and combinations thereof;
- wherein LA is coordinated to a metal M through the indicated dashed lines;
- wherein M is selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Pd, Ag, Au, and Cu;
- wherein M may be coordinated to other ligands;
- wherein LA may join with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- wherein any two of Rα, Rβ, R, R′, RA, RB, and RC may be joined or fused to form a ring;
- and
- wherein the compound is not:
17 more elements
Dependencies are inferred from the claim text.