Carbene metal complexes as OLED materials
AssigneesUniversity of Southern California, Universal Display Corporation
InventorsPeter Djurovich, Jui-Yi Tsai, Chun Lin, Jason Brooks, Bert Alleyne, Mark E. Thompson, Peter B. Mackenzie, Bin Ma
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Abstract
An organic light emitting device having an anode, a cathode and an organic layer disposed between the anode and the cathode is provided. In one aspect, the organic layer comprises a compound having at least one zwitterionic carbon donor ligand. In another aspect the organic layer comprises a carbene compound, including the following:
Claims12
A compound selected from the group consisting of
- wherein
- M is a metal;
- R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aralkyl, CN, CF3, NR′2, NO2, OR′, SR′, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl, and a heterocyclic group;
- or optionally, two adjacent R1 or R2 groups on the same or adjacent ring, together form independently a 5 or 6-member cyclic group, wherein the cyclic group is selected from cycloalkyl, cycloheteroalkyl, or heteroaryl;
- and wherein said cyclic group is optionally substituted by one or more substituents J, wherein each substituent J is independently selected from the group consisting of R′, CN, CF3, NR′2, NO2, OR′, and SR′, or alternatively, two J groups on adjacent ring atoms form a fused 5- or 6-membered aromatic group;
- R′ is selected from the group consisting of halo, hydrogen, alkyl, alkenyl, alkynyl, heteroalkyl, aralkyl, arylkyl, aryl, and heteroaryl;
- a is 0, 1, 2, 3, or 4;
- b is 0, 1, 2, or 3;
- (X—Y) is a single ligand selected from a photoactive ligand or an ancillary ligand;
- and
- m is a value from 1 to a maximum number of ligands that can be attached to the metal M;
- and m+n is the maximum number of ligands that can be attached to the metal M.
An organic light emitting device (OLED) that includes an anode, a cathode, and an organic layer disposed between the anode and cathode, wherein the organic layer comprises a compound selected from the group consisting of
- wherein
- M is a metal;
- R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aralkyl, CN, CF3, NR′2, NO2, OR′, SR′, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl, and a heterocyclic group;
- or optionally, two adjacent R1 or R2 groups on the same or adjacent ring, together form independently a 5 or 6-member cyclic group, wherein the cyclic group is selected from cycloalkyl, cycloheteroalkyl, or heteroaryl;
- and wherein said cyclic group is optionally substituted by one or more substituents J, wherein each substituent J is independently selected from the group consisting of R′, CN, CF3, NR′2, NO2, OR′, and SR′, or alternatively, two J groups on adjacent ring atoms form a fused 5- or 6-membered aromatic group;
- R′ is selected from the group consisting of halo, hydrogen, alkyl, alkenyl, alkynyl, heteroalkyl, aralkyl, arylkyl, aryl, and heteroaryl;
- R3 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, and a heterocyclic group;
- a is 0, 1, 2, 3, or 4;
- b is 0, 1, 2, or 3;
- (X—Y) is a single ligand selected from a photoactive ligand or an ancillary ligand;
- and
- m is a value from 1 to a maximum number of ligands that can be attached to the metal M;
- and m+n is the maximum number of ligands that can be attached to the metal M.
Dependencies are inferred from the claim text.