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US 11,697,662 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorPierre-Luc T. Boudreault
Life of this patent
Estimating the term…
Abstract
A compound comprising a first ligand LA of Formula I, is disclosed. In the structure of Formula I, ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Z1-Z4 are each independently C or N; at least two consecutive Z1-Z4 are C, and are fused to a structure of Formula II or Formula III Y1; Y1 and Y2 are each independently O, S, Se, CRR′, SiRR′, or GeRR′; each RA, RB, RC, R, and R′ is a hydrogen or a substituent; and any two substituents may be joined or fused together to form a ring. In the compound, LA is complexed to a metal M by the dashed lines in Formula I to form a five-membered chelate ring, and M has an atomic weight greater than 40. Organic light emitting devices and consumer products containing the compounds are also 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;
- wherein Z1, Z2, Z3, and Z4 are each independently C or N;
- wherein at least two consecutive Z1, Z2, Z3, and Z4 are C, and are fused to a structure of Formula II
- or Formula III
- wherein Y1 and Y2 are each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, and GeRR′;
- wherein RA and RC represent mono to a maximum possible number of substitutions on the carbon atoms of the ring attached thereto, or no substitution;
- wherein RB represents di-, tri-, or tetra-substitution;
- wherein each RA, RB, RC, R, and R′ is a hydrogen or a substituent selected independently from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acids, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two RA are joined to form a fused ring structure;
- wherein any other two substituents may be joined or fused together to form a ring;
- wherein LA is complexed to a metal M by the dashed lines in Formula I to form a five-membered chelate ring, and M has an atomic weight greater than 40;
- wherein M is optionally coordinated to other ligands;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand.
10 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;
- wherein Z1-Z4 are each independently C or N;
- wherein at least two consecutive Z1-Z4 are C, and are fused to a structure of Formula II
- or Formula III
- wherein Y1 and Y2 are each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, and GeRR′;
- wherein RA and RC represent mono to the maximum possible number of substitutions on the carbon atoms of the ring attached thereto, or no substitution;
- wherein RB represents di-, tri-, or tetra-substitution;
- wherein each RA, RB, RC, R, and R′ is hydrogen or a substituent selected independently from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two RA are joined to form a fused ring structure;
- wherein any other two substituents may be joined or fused together to form a ring;
- wherein LA is complexed to a metal M by the dashed lines in Formula I to form a five-membered chelate ring, and M has an atomic weight greater than 40;
- wherein M is optionally coordinated to other ligands;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand.
14 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;
- wherein Z1-Z4 are each independently C or N;
- wherein at least two consecutive Z1-Z4 are C, and are fused to a structure of Formula II
- or Formula III
- wherein Y1 and Y2 are each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, and GeRR′;
- wherein RA and RC represent mono to the maximum possible number of substitutions on the carbon atoms of the ring attached thereto, or no substitution;
- wherein RB represents di-, tri-, or tetra-substitution;
- wherein each RA, RB, RC, R, and R′ is hydrogen or a substituent selected independently from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein two RA are joined to form a fused ring structure;
- wherein any other two substituents may be joined or fused together to form a ring;
- wherein LA is complexed to a metal M by the dashed lines in Formula I to form a five-membered chelate ring, and M has an atomic weight greater than 40;
- wherein M is optionally coordinated to other ligands;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand.
14 more elements
Dependencies are inferred from the claim text.