| US 7,534,505 B2 | ||
| Organometallic compounds for use in electroluminescent devices | ||
| Chun Lin, Irwin, Pa. (US); Jui-Yi Tsai, Monroeville, Pa. (US); Jason Brooks, Lambertville, N.J. (US); Bert Alleyne, Monroeville, Pa. (US); Mark E. Thompson, Anaheim Hills, Calif. (US); Peter Djurovich, Long Beach, Calif. (US); Arnold Tamayo, Glendale, Calif. (US); Tissa Sajoto, Los Angeles, Calif. (US); and Robert Walters, Export, Pa. (US) | ||
| Assigned to The University of Southern California, Los Angeles, Calif. (US); and Universal Display Corporation, Ewing, N.J. (US) | ||
| Filed on Jan. 10, 2005, as Appl. No. 11/32,885. | ||
| Application 11/032885 is a continuation in part of application No. 10/880384, filed on Jun. 28, 2004, granted, now 7,393,599. | ||
| Application 10/880384 is a continuation in part of application No. 10/849301, filed on May 18, 2004. | ||
| Prior Publication US 2005/0260448 A1, Nov. 24, 2005 | ||
| This patent is subject to a terminal disclaimer. | ||
| Int. Cl. H01L 51/54 (2006.01); C09K 11/06 (2006.01) | ||
| U.S. Cl. 428—690 [428/917; 313/504; 313/506; 257/40; 257/E51.044; 548/103] | 12 Claims |
| 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 comprising
one or more carbene ligands coordinated to a metal center, wherein the compound has the structure:
![]() ![]() 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 R11 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.
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