Back to results
US 2020/0091443 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsPierre-Luc T. BOUDREAULT, Harvey WENDT, Chuanjun XIA
Life of this patent
Estimating the term…
Abstract
Novel ligands for metal complexes containing five-membered ring fused on pyridine or pyrimidine ring combined with partially fluorinated side chains exhibiting improved external quantum efficiency and lifetime are disclosed.
Claims20
A compound comprising a ligand LA selected from the group consisting of:
- wherein ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- wherein R1 represents mono, di, tri, or tetra substitution, or no substitution;
- wherein R2 represents mono or di substitution, or no substitution;
- wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
- wherein R1, R2, R3, R4, R′, and R″ are each independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and wherein any two adjacent substituents are optionally joined to form into a ring;
- wherein at least one of R3 and R4 comprises a chemical group selected from the group consisting of alkyl, cycloalkyl, partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof;
- wherein the ligand LA is coordinated to a metal M;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- wherein M is optionally coordinated to other ligands.
8 more elements
A first device comprising a first organic light emitting device, the first organic light emitting device comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a compound comprising a ligand LA selected from the group consisting of:
- wherein ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- wherein R1 represents mono, di, tri, or tetra substitution, or no substitution;
- wherein R2 represents mono or di substitution, or no substitution;
- wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
- wherein R1, R2, R3, R4, R′, and R″ are each independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and wherein any two adjacent substituents are optionally joined to form into a ring;
- wherein at least one of R3 and R4 comprises a chemical group selected from the group consisting of alkyl, cycloalkyl, partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof;
- wherein LA is coordinated to a metal M;
- wherein LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- wherein M is optionally coordinated to other ligands.
12 more elements
A formulation comprising a compound comprising a ligand LA selected from the group consisting of:
- wherein ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
- wherein R1 represents mono, di, tri, or tetra substitution, or no substitution;
- wherein R2 represents mono or di substitution, or no substitution;
- wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
- wherein R1, R2, R3, R4, R′, and R″ are each independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and wherein any two adjacent substituents are optionally joined to form into a ring;
- wherein at least one of R3 and R4 comprises a chemical group selected from the group consisting of alkyl, cycloalkyl, partially fluorinated alkyl, partially fluorinated cycloalkyl, and combinations thereof;
- wherein the ligand LA is coordinated to a metal M;
- wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
- and
- wherein M is optionally coordinated to other ligands.
8 more elements
Dependencies are inferred from the claim text.