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US 11,380,854 B2Granted
Heteroleptic iridium complexes as dopants
AssigneeUniversal Display Corporation
InventorsGregg Kottas, Nasrin Ansari, Zeinab Elshenawy, Alan DeAngelis, Chuanjun Xia
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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.
Claims20
A compound having the formula:
- wherein R1 and R2 are optionally linked;
- wherein the sum of the number of carbon atoms in R1 and R2 is at least 2;
- wherein R3, R4, R5, and 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′, R1, R2, 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 at least one of Ra, Rb, R, R′, R1, R2, R3, R4, R5, and R6 comprises a moiety selected from the group consisting of partially or fully deuterated alkyl and partially or fully deuterated cycloalkyl, and
- wherein n is 1 or 2.
5 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 the sum of the number of carbon atoms in R1 and R2 is at least 2;
- wherein R3, R4, R5, and 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′, R1, R2, 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 at least one of Ra, Rb, R, R′, R1, R2, R3, R4, R5, and R6 comprises a moiety selected from the group consisting of partially or fully deuterated alkyl and partially or fully deuterated cycloalkyl;
- and
- wherein n is 1 or 2.
10 more elements
A consumer product 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 the sum of the number of carbon atoms in R1 and R2 is at least 2;
- wherein R3, R4, R5, and 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′, R1, R2, 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 at least one of Ra, Rb, R, R′, R1, R2, R3, R4, R5, and R6 comprises a moiety selected from the group consisting of partially or fully deuterated alkyl and partially or fully deuterated cycloalkyl, and
- wherein n is 1 or 2.
9 more elements
Dependencies are inferred from the claim text.