Novel organometallic compounds for use in electroluminescent devices
First Claim
1. An organic 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 compound further comprising one or more carbene ligands coordinated to a metal center, wherein the compound has the structure;
wherein M is a metal;
R1 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
R2, R3, R8, R10, R11, and R12 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, one or more of R1 and R2, and R2 and R3, and two R8 groups, two R10 groups, and two R12 groups on the same 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;
(X—
Y) is selected from a photoactive ligand or an ancillary ligand;
d is 0, 1, 2, 3, or 4;
m is a value from 1 to the maximum number of ligands that may be attached to metal M;
m+n is the maximum number of ligands that may be attached to metal M.
2 Assignments
0 Petitions
Accused Products
Abstract
An organic light emitting device having an anode, a cathode and an organic layer between the anode and the cathode is provided. The organic layer comprises a carbene-metal complex having the structure:
where R may be halo, hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group; and additionally or alternatively, two or more R groups on the same ring form independently a 5 or 6-member cyclic group, which may be cycloalkyl, cycloheteroalkyl, aryl or heteroaryl; and which may be substituted by one or more substituents J; and J may be 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′ may be halo, H, alkyl, alkenyl, alkynyl, heteroalkyl, aralkyl, aryl and heteroaryl.
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Citations
12 Claims
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1. An organic 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 compound further comprising one or more carbene ligands coordinated to a metal center, wherein the compound has the structure;
wherein M is a metal;
R1 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
R2, R3, R8, R10, R11, and R12 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, one or more of R1 and R2, and R2 and R3, and two R8 groups, two R10 groups, and two R12 groups on the same 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;
(X—
Y) is selected from a photoactive ligand or an ancillary ligand;
d is 0, 1, 2, 3, or 4;
m is a value from 1 to the maximum number of ligands that may be attached to metal M;
m+n is the maximum number of ligands that may be attached to metal M. - View Dependent Claims (2, 3, 4, 5)
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6. An organic 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 compound further comprises a carbene ligand having the structure;
wherein R1 is independently selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl, heteroaryl, substituted aryl, substituted heteroaryl, or a heterocyclic group;
R2, R3, R8, R10, R11, and R12 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, one or more of R1 and R2, and R2 and R3, and two R8 groups, two R10 groups, and two R12 groups on the same 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;
(X—
Y) is selected from a photoactive ligand or an ancillary ligand,d is 0, 1, 2, 3, or 4. - View Dependent Claims (7)
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- 8. A compound selected from the group consisting of:
Specification