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US 11,685,754 B2Granted
Heteroleptic organic electroluminescent materials
AssigneeUniversal Display Corporation
InventorsChun Lin, Pierre-Luc T. Boudreault, Bert Alleyne, Zhiqiang Ji, Suman Layek
Life of this patent
Estimating the term…
Abstract
Provided are transition metal compounds having 5-membered carbocyclic or heterocyclic ring in a unique configuration of fused rings per Formula I The compounds show improved phosphorescent emission in red to near IR region and are useful as emitter materials in organic electroluminescence device.
Claims20
A heteroleptic compound comprising a ligand LA of Formula I
- wherein:
- A is a 5-membered heterocyclic ring;
- Z1, Z2, and Z3 are each independently C or N;
- X1-X7 are each independently C or N;
- the maximum number of N atoms in each ring B and ring C is two;
- RA, RB, and RC each represents zero, mono, or up to a maximum allowed substitutions to its associated ring;
- each of RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- two of RA, RB, or RC can be joined or fused to form a ring,
- the ligand LA is coordinated to a metal M as indicated by the two dashed lines;
- the metal M is coordinated to at least one other ligand different from LA;
- the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (i) Z1 is N;
- (ii) Z2 is C;
- (iii) at least two of Z1, Z2, and Z3 are C;
- or
- (iv) an RA is joined or fused with an RB to form a ring.
15 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 heteroleptic compound comprising a ligand LA of Formula I
- wherein:
- A is a 5-membered heterocyclic ring;
- Z1, Z2, and Z3 are each independently C or N;
- X1-X7 are each independently C or N;
- the maximum number of N atoms in each ring B and ring C is two;
- RA, RB, and RC each represents zero, mono, or up to a maximum allowed substitutions to its associated ring;
- each of RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- two of RA, RB, and RC can be joined or fused to form a ring;
- the ligand LA is coordinated to a metal M as indicated by the two dashed lines;
- the metal M is coordinated to at least one other ligand different from LA;
- the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (i) Z1 is N;
- (ii) Z2 is C;
- (iii) at least two of Z1, Z2, and Z3 are C;
- or
- (iv) an RA is joined or fused with an RB to form a ring.
19 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 heteroleptic compound comprising a ligand LA of Formula I
- wherein:
- A is a 5-membered heterocyclic ring;
- Z1, Z2, and Z3 are each independently C or N;
- X1-X7 are each independently C or N;
- the maximum number of N atoms in each ring B and ring C is two;
- RA, RB, and RC each represents zero, mono, or up to a maximum allowed substitutions to its associated ring;
- each of RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- two of RA, RB, and RC can be joined or fused to form a ring;
- the ligand LA is coordinated to a metal M as indicated by the two dashed lines;
- the metal M is coordinated to at least one other ligand different from LA;
- the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (i) Z1 is N;
- (ii) Z2 is C;
- (iii) at least two of Z1, Z2, and Z3 are C;
- or
- (iv) an RA is joined or fused with an RB to form a ring.
19 more elements
Dependencies are inferred from the claim text.