Back to results
US 12,583,878 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsHsiao-Fan Chen, Rasha Hamze, Neil Palmer, Morgan C. MacInnis, George Fitzgerald, Elena Sheina, Scott Beers, Jason Brooks, Alexey Borisovich Dyatkin, Suman Layek, Jui-Yi Tsai
Life of this patent
Estimating the term…
Abstract
Provided are organometallic compounds including a ligand LA of a structure of Formula I Also provided are formulations including these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
Claims20
A compound comprising a ligand LA of a structure of
- wherein:
- moieties A and B can be each independently a monocyclic or polycyclic fused ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
- ring Z is a 7-, 8-, 9-, or 10-membered ring;
- X1, X2, X5, X10, X11, and X12 are each independently C or N, with at least one of X1 or X11 being C;
- is either a single bond or a double bond;
- K3 and K4 are each independently selected from the group consisting of a direct bond, O, and S;
- RA, RB, and RZ each independently represent zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
- each of RA, RB, and RZ is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two adjacent RA, RB, or RZ can be joined or fused to form a ring,
- wherein the ligand LA is coordinated to a metal M through the two indicated dashed lines;
- wherein M is selected from the group consisting of Ru, Os, Ir, Pd, Pt, Cu, Ag, and Au, and can be coordinated to other ligands;
- wherein the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (1) one RZ is joined or fused with an RA to form a ring, (2)
- one RZ is joined or fused with an RB to form a ring;
- or
- (3) LA is joined with another ligand to form a tetradentate ligand.
16 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 ligand LA of a structure of
- wherein:
- moieties A and B can be each independently a monocyclic or polycyclic fused ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
- ring Z is a 7-, 8-, 9-, or 10-membered ring;
- X1, X2, X5, X10, X11, and X12 are each independently C or N, with at least one of X1 or X11 being C;
- is either a single bond or a double bond;
- K3 and K4 are each independently selected from the group consisting of a direct bond, O, and S;
- RA, RB, and RZ each independently represent zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
- each of RA, RB, and RZ is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two adjacent RA, RB, or RZ can be joined or fused to form a ring,
- wherein the ligand LA is coordinated to a metal M through the two indicated dashed lines;
- wherein M is selected from the group consisting of Ru, Os, Ir, Pd, Pt, Cu, Ag, and Au, and can be coordinated to other ligands;
- wherein the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (1) one RZ is joined or fused with an RA to form a ring, (2)
- (2) one RZ is joined or fused with an RB to form a ring;
- or
- (3) LA is joined with another ligand to form a tetradentate ligand.
21 more elements
A consumer product comprising an organic light-emitting device 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 ligand LA of a structure of
- wherein:
- moieties A and B can be each independently a monocyclic or polycyclic fused ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
- ring Z is a 7-, 8-, 9-, or 10-membered ring;
- X1, X2, X5, X10, X11, and X12 are each independently C or N, with at least one of X1 or X11 being C;
- is either a single bond or a double bond;
- K3 and K4 are each independently selected from the group consisting of a direct bond, O, and S;
- RA, RB, and RZ each independently represent zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
- each of RA, RB, and RZ is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- any two adjacent RA, RB, or RZ can be joined or fused to form a ring,
- wherein the ligand LA is coordinated to a metal M through the two indicated dashed lines;
- wherein M is selected from the group consisting of Ru, Os, Ir, Pd, Pt, Cu, Ag, and Au, and can be coordinated to other ligands;
- wherein the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- at least one of the following is true:
- (1) one RZ is joined or fused with an RA to form a ring, (2)
- (2)one RZ is joined or fused with an RB to form a ring:
- or
- (3) LA is joined with another ligand to form a tetradentate ligand.
21 more elements
Dependencies are inferred from the claim text.