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US 12,686,815 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsJerald Feldman, Zhiqiang Ji, Wei-Chun Shih, Derek Ian Wozniak, Pierre-Luc T. Boudreault
Life of this patent
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Abstract
Provided are organometallic compounds comprising a first ligand LA comprising a multicyclic fused ring system wherein ligand LA is coordinated to a metal M; and wherein M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, Ag, and Au. Also provided are formulations comprising these compounds. Further provided are OLEDs and related consumer products that utilize these compounds.
Claims20
A compound comprising a first ligand LA of Formula I:
- wherein ring A and ring B are each independently a monocyclic ring comprising one 5-membered or 6-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein Z is selected from the group consisting of BR, BRR′, C═X, and a two atom linker;
- wherein X is CRR′, O, S, or NR;
- wherein the two atom linker is comprised of atoms selected from the group consisting of B, C, Si, N, O, and S;
- wherein X1 and X2 are each independently C or N;
- wherein Z is not BRR′ when X1 and X2 are each C;
- wherein K is selected from the group consisting of a direct bond, O, and S;
- wherein RA, RB and RC each independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each R, R′, RA, RB and RC is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- wherein LA is coordinated to a metal M;
- wherein M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, Ag, and Au;
- wherein LA may be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- wherein any two substituents may be joined or fused together to form a ring.
11 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 comprising a first ligand LA of Formula I:
- wherein ring A and ring B are each independently a monocyclic ring comprising one 5-membered or 6-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein Z is selected from the group consisting of BR, BRR′, C═X, and a two atom linker;
- wherein X is CRR′, O, S, or NR;
- wherein the two atom linker is comprised of atoms selected from the group consisting of B, C, Si, N, O, and S;
- wherein X1 and X2 are each independently C or N;
- wherein Z is not BRR′ when X1 and X2 are each C;
- wherein K is selected from the group consisting of a direct bond, O, and S;
- wherein RA, RB and RC each independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each R, R′, RA, RB and RC is independently hydrogen or a substituent selected from the group consisting of the general constituents as disclosed above;
- wherein LA is coordinated to a metal M;
- wherein M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, Ag, and Au;
- wherein LA may be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and wherein any two substituents may be joined or fused together to form a ring.
15 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 comprising a first ligand LA of Formula I:
- wherein ring A and ring B are each independently a monocyclic ring comprising one 5-membered or 6-membered carbocyclic or heterocyclic ring, or a multicyclic fused ring system comprising at least two fused 5-membered or 6-membered carbocyclic or heterocyclic rings;
- wherein Z is selected from the group consisting of BR, BRR′, C═X, and a two atom linker;
- wherein X is CRR′, O, S, or NR;
- wherein the two atom linker is comprised of atoms selected from the group consisting of B, C, Si, N, O, and S;
- wherein X1 and X2 are each independently C or N;
- wherein Z is not BRR′ when X1 and X2 are each C;
- wherein K is selected from the group consisting of a direct bond, O, and S;
- wherein RA, RB and RC each independently represent mono to the maximum allowable substitution, or no substitution;
- wherein each R, R′, RA, RB and RC is independently hydrogen or a substituent selected from the group consisting of the general constituents as disclosed above;
- wherein LA is coordinated to a metal M;
- wherein M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, Ag, and Au;
- wherein LA may be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and wherein any two substituents may be joined or fused together to form a ring.
15 more elements
Dependencies are inferred from the claim text.