Electroluminescent iridium compounds and devices made therefrom

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Reexamination Certificate

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C428S917000, C313S504000, C257S040000, C257SE51044, C546S004000, C546S346000

Reexamination Certificate

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07816016

ABSTRACT:
Provided are complexes of the formula:where R1is H, R4, OR4, N(R4)2or CHAr2; R2is H, CnF2n+1, CnF2n+1SO2, COOR4, or CN; R3is H, CnF2n+1, CnF2n+1SO2, COOR4, or CN; R4is the same or different at each occurrence and is H, alkyl, or aryl, or adjacent R4groups can join together to form a 5- or 6-membered ring, or adjacent R4groups can join together to form a 5- or 6-membered ring; or adjacent R4groups can join together to form a multicyclic moiety; each Ar is independently an aryl group; L′ is a polydentate ligand that is not a phenylpyridine, phenylpyrimidine, or phenylquinoline; L″ is a monodentate ligand, and is not a phenylpyridine, and phenylpyrimidine, or phenylquinoline; m is 1, 2 or 3; n is an integer from 1 through 20; y is 0, 1 or 2; and z is 0 or an integer from 1 through 4; with the proviso that the compound is charge neutral and the iridium is hexacoordinate.

REFERENCES:
patent: 3718488 (1973-02-01), Trofimenko et al.
patent: 5247190 (1993-09-01), Friend et al.
patent: 5408109 (1995-04-01), Heeger et al.
patent: 5552678 (1996-09-01), Tang et al.
patent: 6303238 (2001-10-01), Thompson et al.
patent: 6670645 (2003-12-01), Grushin et al.
patent: 6916554 (2005-07-01), Ma et al.
patent: 6919139 (2005-07-01), Grushin et al.
patent: 6953628 (2005-10-01), Kamatani et al.
patent: 7011897 (2006-03-01), Thompson et al.
patent: 7198730 (2007-04-01), Herron et al.
patent: 7320835 (2008-01-01), Herron
patent: 7476452 (2009-01-01), Dobbs et al.
patent: 2001/0019782 (2001-09-01), Igarashi et al.
patent: 2001/0053462 (2001-12-01), Mishima
patent: 2002/0064681 (2002-05-01), Takiguchi et al.
patent: 2002/0134984 (2002-09-01), Igarashi
patent: 2002/0182441 (2002-12-01), Lamansky et al.
patent: 2003/0124381 (2003-07-01), Thompson et al.
patent: 2003/0197183 (2003-10-01), Grushin et al.
patent: 2004/0197602 (2004-10-01), Dobbs et al.
patent: 2005/0037233 (2005-02-01), Dobbs et al.
patent: 2005/0048312 (2005-03-01), Herron et al.
patent: 0 433 861 (1994-07-01), None
patent: 1 191 614 (2002-03-01), None
patent: 1 175 128 (2003-01-01), None
patent: WO 96/03410 (1996-02-01), None
patent: WO 00/57676 (2000-09-01), None
patent: WO 00/70655 (2000-11-01), None
patent: WO 01/41512 (2001-06-01), None
patent: WO 02/02714 (2002-01-01), None
patent: WO 02/15645 (2002-02-01), None
patent: WO 02/44189 (2002-06-01), None
patent: WO 03/040257 (2003-05-01), None
patent: WO 03/063555 (2003-07-01), None
patent: WO 03/069961 (2003-08-01), None
patent: WO 03/084972 (2003-10-01), None
Boere, R.T. et al., “Complexes of Hybrid Ligands. Synthesis of a Fluoro-Alcohol Diarylphosphino Ligand and Its Complexes with Pt2+, Pd2+, Ni2+, Co2+,Cu+, and Rh3: Crystal and Molecular Structure of a Trans Square-Planar Ni2+ Complex with Two Bidentate Ligands Showing Cis-Trans Isomerism in Solution”,Inorg. Chem., 1985, 24, 3680-3687.
O'Brien, D.F. et al., “Electrophosphoresence from a Doped Polymer Light Emitting Diode”,Synthetic Metals, 2001, 116(1-3), 379-383.
Campbell, I.H. et al., “Excitation Transfer Processes in a Phosphor-Doped Poly(p-Phenylene Vinylene) Light-Emitting Diode”,Physical Review B., 65, 085210-1-085210-8, (2002).
Gustafsson, G., Flexible Light-Emitting Diodes made from Soluble Conducting Polymer,Nature, 1992, 357, 477-479.
Kurykin, M.A. et al., “Reaction of Trans-Perfluoro-2-Pentene with Ammonia”, Izvestiya Akademii Nauk SSSR,USSR. Ser. Khim, 1980, 2827-2829, English language abstract attached.
Grushin, V.V. et al., “Facile Preparation and Synthetic Applications of LiCH2C(CF3)2OLi”,Journal of Fluorine Chemistry, 2002, 117, 121-129.
Othmer, K.,Encyclopedia of Chemical Technology, 1996, 18, 4thed., 837-860.
Baldo, M.A. et al., “Very High-Efficiency Green Organic Light-Emitting Devices Based on Electrophosphorescence”,Applied Physics Letters, 1999, 75(1), 4-6.
Markus, J,Electronics and Nucleonics Dictionary, 1966, 3rdedition, 470 and 476.
Djurovich, P.I et al., Ir(III) Cyclometalated Complexes as Efficient Phosphorescent Emitters in Polymer Blend and Organic LEDs,Polymer Preprints, 2000, 41(1), 770-771.
Chatani, N. et al., “Ru3(CO) 12-Catalyzed Reaction of Pyridyibenzenes with Carbon Monoxide and Olefins. Carbonylation at a C-H Bond in the Benzene Ring”,J. Org. Chem., 1997, 62, 2604-2610.
Gosmini, C. et al., “Electrosynthesis of Functionalized 2-arylpyridines from Functionalized Aryl and Pyridine Hatides Catalyzed by Nickel Bromide 2.2'-Bipyridine Complex”,Tetrahedron Letters, 2000, 41, 5039-5042.
Cacchi, S. et al., “The Palladium-Catalyzed Transfer Hydrogenation/Heterocyclization of B-(2-Aminophenyl-a-B-ynones. An Approach to 2-Aryl-and 2-vinytquinolines”,Synlett, 1999, 4, 401-404.
Baldo, M.A. et al., “High-Efficiency Fluorescent Organic Light-Emitting Devices using a Phosphorescent Sensitizer”,Nature, 2000, 403, 750-753.
Baldo, M.A. et al., “Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices”,Nature, 1998, 395, 151-154.
Wang, Y. et al., “(Hydroxyphenyl) Pyridine Derivative, its Metal Complexes and Application as Electroluminescence Material”,Chemical Abstracts Service, 2000, Database No. 133-315395.
Dedeian, K. et al., “A New Synthetic Route to the Preparation of a Series of Strong Photoreducing Agents: fac tris-Ortho-Metalated Complexes of Iridium (III) with Substituted 2-Phenylpyridines”,Inorg. Chem., 1991, 30(8), 1685-1687.
Lamansky, S. et al., “Highly Phosphorescent Bis-Cyclometalated Iridium Complexes: Synthesis Photophysical Characterization and Use in Organic Light Emitting Devices”,J. Am. Chem Soc., 2001, 123, 4304-4312.
Lamansky, S. et al., “Synthesis and Characterization of Phosphorescent Cyclometalated Iridium Complexes”,Inorg Chem., 2001, 40, 1704-1711.
Lamansky, S. et al., “Molecularly Doped Polymer Light-Emitting Diodes Utilizing Phosphorescent Pt(II) and Ir (III) Dopants”,Organic Electronics, 2001, 2, 53-62.
Thompson, et al., “Ir(III) Cyclometalated Complexes as Efficient Phosphorescent Emitters in Polymer Blend Organic LEDs”,Polymer Preprints, 2000, 41(1), 770-771.
Lohse, O. et al., “The Palladium Catalysed Suzuki Coupling of 2-and4- Chloropyridines”, Synlett, 1999, 1, 45-48.

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