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US 11,239,434 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsScott Joseph, Pierre-Luc T. Boudreault
Life of this patent
Estimating the term…
Abstract
A compound including a first ligand LA of Formula I is disclosed.
Claims20
A compound comprising:
- a first ligand LA of Formula I
- wherein,
- Ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1, Z2, and Z3 are each independently selected from the group comprising C and N;
- Y is selected from the group consisting of O, S, Se, NR3, CRR′, SiRR′, GeRR′, and a single bond;
- Y is not CRR′ when Z1, Z2, and Z3 are C;
- if Y is a single bond, then Z3 is C and Ring A is not pyridine or if Y is a single bond and Ring A is pyridine, then at least one of Z1, Z2, or Z3 is N;
- a metal M forms a direct bond to Ring A or Ring B;
- M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, and Au;
- RA and RB each independently represents mono to a maximum possible number of substitutions, or no substitution;
- RA, RB, R1, R2, R3, R, and R′ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- one of RA or RB is a 5-membered or 6-membered aromatic ring that is bonded to M;
- the ligand LA is optionally linked with other ligands to form a ligand having a denticity of tridentate to a maximum possible denticity to which M can coordinate;
- any two substituents may be joined or fused together to form a ring, provided that R1 and R2 are not joined to form a 6-membered aromatic ring when Y is a single bond;
- and
- M is optionally coordinated to other ligands.
13 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 of Formula I
- wherein,
- Ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1, Z2, and Z3 are each independently selected from the group comprising C and N;
- Y is selected from the group consisting of O, S, Se, NR3, CRR′, SiRR′, GeRR′, and a single bond;
- Y is not CRR′ when Z1, Z2, and Z3 are C;
- if Y is a single bond, then Z3 is C and Ring A is not pyridine or if Y is a single bond and Ring A is pyridine, then at least one of Z1, Z2, or Z3 is N;
- a metal M forms a direct bond to Ring A or Ring B;
- M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, and Au;
- RA and RB each independently represents mono to a maximum possible number of substitutions, or no substitution;
- RA, RB, R1, R2, R3, R, and R′ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- one of RA or RB is a 5-membered or 6-membered aromatic ring that is bonded to M;
- the ligand LA is optionally linked with other ligands to form a tridentate ligand or a ligand with a maximum possible denticity to which M can coordinate;
- any two substituents may be joined or fused together to form a ring, provided that R1 and R2 are not joined to form a 6-membered aromatic ring when Y is a single bond;
- and
- M is optionally coordinated to other ligands.
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 of Formula I
- wherein,
- Ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- Z1, Z2, and Z3 are each independently selected from the group comprising C and N;
- Y is selected from the group consisting of O, S, Se, NR3, CRR′, SiRR′, GeRR′, and a single bond;
- Y is not CRR′ when Z1, Z2, and Z3 are C;
- if Y is a single bond, then Z3 is C and Ring A is not pyridine or if Y is a single bond and Ring A is pyridine, then at least one of Z1, Z2, or Z3 is N;
- a metal M forms a direct bond to Ring A or Ring B;
- M is selected from the group consisting of Os, Ir, Pd, Pt, Cu, and Au;
- RA and RB each independently represents mono to a maximum possible number of substitutions, or no substitution;
- RA, RB, R1, R2, R3, R, and R′ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- one of RA or RB is a 5-membered or 6-membered aromatic ring that is bonded to M;
- the ligand LA is optionally linked with other ligands to form a tridentate ligand or a ligand with a maximum possible denticity to which M can coordinate;
- any two substituents may be joined or fused together to form a ring, provided that R1 and R2 are not joined to form a 6-membered aromatic ring when Y is a single bond;
- and
- M is optionally coordinated to other ligands.
17 more elements
Dependencies are inferred from the claim text.