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US 7,154,114 B2Granted
Cyclometallated iridium carbene complexes for use as hosts
AssigneesUniversal Display Corporation, University of Southern California
InventorsJason Brooks, Xiao-Chang Li, Bert Alleyne, Mark E. Thompson, Peter Djurovich, Arnold Tamayo
Life of this patent
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Abstract
An organic light emitting device is provided. The device has an anode, a cathode and an organic layer disposed between the anode and the cathode. The organic layer comprises a host and a dopant, and the host comprises a compound having at least one carbene atom coordinated to iridium, and the compound has the structure:
Claims22
A light emitting device, comprising:
- (a) an anode;
- (b) a cathode;
- (c) an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a host and a dopant, and the host comprises a compound having at least one carbene atom coordinated to iridium, and the compound has the structure:
- wherein the dotted lines represent optional double bonds;
- ring A is independently an aromatic cyclic, heterocyclic, fused cyclic, or fused heterocyclic ring with at least one carbon atom coordinated to Ir, wherein ring A can be optionally substituted with one or more substituents Ra;
- R1 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
- R2–R5, and Ra are independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, CN, CF3, CO2R′, C(O)R′, C(O)NR′2, NR′2, NO2, OR′, SR′, SO2, SOR′, SO3R′, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
- and additionally or alternatively, two R or Ra groups on the same or adjacent ring, together form independently a 5 or 6-member cyclic group, wherein said cyclic group is cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl;
- and wherein said cyclic group is optionally substituted by one or more substituents J;
- each substituent J is independently selected from the group consisting of R′, CN, CF3, C(O)OR′, C(O)R′, C(O)NR′2, NR′2, NO2, OR′, SR′, SO2, SOR′, or SO3R′, and additionally, or alternatively, two J groups on adjacent ring atoms form a fused 5- or 6-membered aromatic group;
- each R′ is independently selected from halo, H, alkyl, alkenyl, alkynyl, heteroalkyl, aralkyl, aryl, and heteroaryl;
- b is 0, 1, 2, or 3.
9 more elements
A light emitting device, comprising:
- (a) an anode;
- (b) a cathode;
- (c) an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a host and a dopant, and the host comprises a carbene ligand having the structure:
- wherein the dotted lines represent optional double bonds;
- ring A is independently an aromatic cyclic, heterocyclic, fused cyclic, or fused heterocyclic ring, wherein ring A can be optionally substituted with one or more substituents Ra;
- R1 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
- R2–R5, and Ra are independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, CN, CF3, CO2R′, C(O)R′, C(O)NR′2, NR′2, NO2, OR′, SR′, SO2, SOR′, SO3R′, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
- and additionally or alternatively, two R or Ra groups on the same or adjacent ring, together form independently a 5 or 6-member cyclic group, wherein said cyclic group is cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl;
- and wherein said cyclic group is optionally substituted by one or more substituents J;
- each substituent J is independently selected from the group consisting of R′, CN, CF3, C(O)OR′, C(O)R′, C(O)NR′2, NR′2, NO2, OR′, SR′, SO2, SOR′, or SO3R′, and additionally, or alternatively, two J groups on adjacent ring atoms form a fused 5- or 6-membered aromatic group;
- each R′ is independently selected from halo, H, alkyl, alkenyl, alkynyl, heteroalkyl, aralkyl, aryl, and heteroaryl;
- b is 0, 1, 2, or 3.
9 more elements
Dependencies are inferred from the claim text.