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US 11,778,897 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsJerald Feldman, Pierre-Luc T. Boudreault
Life of this patent
Estimating the term…
Abstract
A compound comprising a first ligand LA having a Formula selected from: is disclosed. In the Formulas rings B and C are 5-membered or 6-membered aromatic or heteroaromatic ring; Z1, Z2, X1, X2, X3, X4, X5, and X6 are each C or N, but X1, X2, X3, or X4 is C when it forms a direct bond to Z2; Y is selected from CRR′, NR′, O, S, and Se; R, R′, RA, RB, RC, and RD are each selected from a variety of substituents; the ligand LA is coordinated to a metal M by the dashed lines, and optionally to other ligands. Organic light emitting devices and consumer products containing the compounds are also disclosed.
Claims19
A compound comprising a first ligand LA having the Formula selected from the group consisting of:
- wherein ring B and C are each independently a 5-membered or 6-membered aromatic or heteroaromatic ring;
- wherein RA, RB, RC, and RD each independently represent mono to the maximum possible number of substituents, or no substituent;
- wherein Z1 and Z2 are each independently selected from the group consisting of C and N;
- wherein X1, X2, X3, X4, X5, and X6 are each C;
- wherein when the first ligand LA has the Formula of Formula IA, ring B is a 5-membered ring or ring B contains two nitrogen atoms;
- wherein Y is selected from the group consisting of CRR′, NR′, O, S, SiRR′, and Se;
- wherein when ring B is phenyl in Formula IB, Y is selected from the group consisting of NR′, S, SiRR′, and Se;
- wherein R, R′, RA, RB, RC, and RD 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;
- wherein any two substituents are optionally joined or fused into a ring;
- wherein the ligand LA is coordinated to a metal M by the dashed lines to form a 5-membered chelate ring;
- wherein M does not form a direct bond to X1 in Formula IB;
- wherein M does not form a direct bond to X4 in Formula IC;
- wherein the metal M can be coordinated to other ligands;
- and
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
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, comprising a compound comprising a first ligand LA having the Formula selected from the group consisting of:
- wherein ring B and C are each independently a 5-membered or 6-membered aromatic or heteroaromatic ring;
- wherein RA, RB, RC, and RD each independently represent mono to the maximum possible number of substituents, or no substituent;
- wherein Z1 and Z2 are each independently selected from the group consisting of C and N;
- wherein X1, X2, X3, X4, X5, and X6 are each C;
- wherein when the first ligand LA has the Formula of Formula IA, ring B is a 5-membered ring or ring B contains two nitrogen atoms;
- wherein Y is selected from the group consisting of CRR′, NR′, O, S, SiRR′, and Se;
- wherein when ring B is phenyl in Formula IB, Y is selected from the group consisting of NR′, S, SiRR′, and Se;
- wherein R, R′, RA, RB, RC, and RD 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;
- wherein any two substituents are optionally joined or fused into a ring;
- wherein the ligand LA is coordinated to a metal M by the dashed lines to form a 5-membered chelate ring;
- wherein M does not form a direct bond to X1 in Formula IB;
- wherein M does not form a direct bond to X4 in Formula IC;
- wherein the metal M can be coordinated to other ligands;
- and
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
16 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, comprising a compound comprising a first ligand LA having the Formula selected from the group consisting of:
- wherein ring B and C are each independently a 5-membered or 6-membered aromatic or heteroaromatic ring;
- wherein RA, RB, RC, and RD each independently represent mono to the maximum possible number of substituents, or no substituent;
- wherein Z1 and Z2 are each independently selected from the group consisting of C and N;
- wherein X1, X2, X3, X4, X5, and X6 are each C;
- wherein when the first ligand LA has the Formula of Formula IA, ring B is a 5-membered ring or ring B contains two nitrogen atoms;
- wherein Y is selected from the group consisting of CRR′, NR′, O, S, SiRR′, and Se;
- wherein when ring B is phenyl in Formula IB, Y is selected from the group consisting of NR′, S, SiRR′, and Se;
- wherein R, R′, RA, RB, RC, and RD 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;
- wherein any two substituents are optionally joined or fused into a ring;
- wherein the ligand LA is coordinated to a metal M by the dashed lines to form a 5-membered chelate ring;
- wherein M does not form a direct bond to X1 in Formula IB;
- wherein M does not form a direct bond to X4 in Formula IC;
- wherein the metal M can be coordinated to other ligands;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand;
- and
- wherein the consumer product is one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, a light for interior or exterior illumination and/or signaling, a heads-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a cell phone, tablet, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro-display that is less than 2 inches diagonal, a 3-D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tiled together, a theater or stadium screen, a light therapy device, or a sign.
17 more elements
Dependencies are inferred from the claim text.