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US 10,312,458 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsGregg Kottas, Nasrin Ansari, Zeinab Elshenawy, Alan DeAngelis, Chuanjun Xia
Life of this patent
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Abstract
Novel phosphorescent heteroleptic iridium complexes with phenylpyridine and dibenzo-containing ligands are provided. Alkyl substitution at specific positions on the ligands gives rise to compounds with improved OLED properties, including saturated green emission.
Claims18
A compound having the formula:
- wherein R1 and R2 are optionally linked;
- wherein R1 and R2 are independently selected from the group consisting of hydrogen, deuterium, partially or fully deuterated alkyl, partially or fully deuterated cycloalkyl, and combinations thereof;
- wherein the sum of the number of carbon atoms in R1 and R2 is at least 2;
- wherein R3, R4, R5, R6 are optionally linked;
- wherein Ra and Rb represent mono-, di-, tri- or tetra-substitution;
- wherein X is selected from the group consisting of BR, NR, PR, O, S, Se, S═O, SO2, SiRR′, and GeRR′;
- wherein Ra, Rb, R, R′, R3, R4, R5, and R6 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein the compound is heteroleptic;
- and
- wherein n is 1 or 2.
7 more elements
A compound having the formula:
- wherein the sum of the number of carbon atoms in R1 is at least 2;
- wherein R3, R4, R5, R6 are optionally linked;
- wherein Ra and Rb represent mono-, di-, tri- or tetra-substitution;
- wherein X is selected from the group consisting of BR, NR, PR, O, S, Se, C═O, S═O, SO2, CRR′, SiRR′, and GeRR′;
- wherein Ra, Rb, R, R′, R3, R4, R5, and R6 are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein n is 1 or 2, and
- wherein R1 is selected from the group consisting of alkyl, cycloalkyl, partially or fully deuterated variations thereof, and combinations thereof and R2 is hydrogen.
4 more elements
A first device comprising a first organic light emitting device, comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a compound having the formula:
- wherein R1 and R2 are optionally linked;
- wherein R1 and R2 are independently selected from the group consisting of hydrogen, deuterium, partially or fully deuterate alkyl, partially or fully deuterated cycloalkyl, and combinations thereof;
- wherein the sum of the number of carbon atoms in R1 and R2 is at least 2;
- wherein R3, R4, R5, R6 are optionally linked;
- wherein Ra and Rb represent mono-, di-, tri- or tetra-substitution;
- wherein X is selected from the group consisting of BR, NR, PR, O, S, Se, S═O, SO2, SiRR′, and GeRR′;
- wherein Ra, Rb, R, R′, R3, R4, R5, and R6 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein the compound is heteroleptic;
- and
- wherein n is 1 or 2.
11 more elements
Dependencies are inferred from the claim text.