Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Reexamination Certificate
2011-03-29
2011-03-29
Wilson, James O (Department: 1624)
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
Reexamination Certificate
active
07915409
ABSTRACT:
An organometallic complex according to the present invention comprises a structure represented by the following general formula (1). In the formula, R1to R5are any one selected from the group consisting of hydrogen, a halogen element, an acyl group, an alkyl group, an alkoxyl group, an aryl group, a cyano group, and a heterocyclic group, Ar is an aryl group having an electron-withdrawing group or a heterocyclic group having electron-drawing group, and M is an element of Group 9 or an element of Group 10.
REFERENCES:
patent: 6303238 (2001-10-01), Thompson et al.
patent: 6821645 (2004-11-01), Igarashi et al.
patent: 6821646 (2004-11-01), Tsuboyama et al.
patent: 6835469 (2004-12-01), Kwong et al.
patent: 6911271 (2005-06-01), Lamansky et al.
patent: 6939624 (2005-09-01), Lamansky et al.
patent: 6953628 (2005-10-01), Kamatani et al.
patent: 7094477 (2006-08-01), Kamatani et al.
patent: 7147935 (2006-12-01), Kamatani et al.
patent: 7220495 (2007-05-01), Tsuboyama et al.
patent: 7238437 (2007-07-01), Igarashi et al.
patent: 7238806 (2007-07-01), Inoue et al.
patent: 7339317 (2008-03-01), Yamazaki
patent: 7381479 (2008-06-01), Lamansky et al.
patent: 7400087 (2008-07-01), Yamazaki
patent: 7413816 (2008-08-01), Inoue et al.
patent: 2001/0019782 (2001-09-01), Igarashi et al.
patent: 2005/0191527 (2005-09-01), Fujii et al.
patent: 2006/0159955 (2006-07-01), Inoue et al.
patent: 2007/0241667 (2007-10-01), Ohsawa et al.
patent: 2008/0076922 (2008-03-01), Inoue et al.
patent: 2008/0113216 (2008-05-01), Inoue et al.
patent: 2008/0281098 (2008-11-01), Lamansky et al.
patent: 1 191 612 (2002-03-01), None
patent: 1 348 711 (2003-10-01), None
patent: 1 349 435 (2003-10-01), None
patent: 1 574 514 (2005-09-01), None
patent: 1 690 866 (2006-08-01), None
patent: 63-159856 (1988-07-01), None
patent: 06-207169 (1994-07-01), None
patent: 2001-247859 (2001-09-01), None
patent: 2003-040873 (2003-02-01), None
patent: 2003-058473 (2003-02-01), None
patent: 2004-155728 (2004-06-01), None
patent: 2005-239648 (2005-09-01), None
patent: 2006-073992 (2006-03-01), None
patent: 2006-182775 (2006-07-01), None
patent: 3810789 (2006-08-01), None
patent: WO 00/70655 (2000-11-01), None
patent: WO 01/41512 (2001-06-01), None
patent: WO 02/15645 (2002-02-01), None
patent: WO 02/45466 (2002-06-01), None
patent: WO 03/033617 (2003-04-01), None
patent: WO 2005/054261 (2005-06-01), None
patent: WO 2005/115061 (2005-12-01), None
European Search Report (Application No. 04799935.4) dated Jan. 23, 2009.
Fujii, Hiroyuki et al.,Efficient Red Organometallic Phosphors Bearing 2,3-Diphenylquinoxalines and their Application to Electrophosphorescent Diodes, Korea-Japan Joint Forum, Organic Materials for Electronics and Photonics, Nov. 3-6, 2004, 04-O.
Tsutsui, Tetsuo et al.,High Quantum Efficiency in Organic Light-Emitting Devices with Iridium-Complex as a Triplet Emissive Center, Japan Journal of Applied Physics, vol. 38, Dec. 15, 1999, pp. L1502-L1504.
O'Brien, D.F. et al.,Improved Energy Transfer in Electrophosphorescent Devices, Applied Physics Letters, vol. 74, No. 3, Jan. 18, 1999, pp. 442-444.
Baldo, M.A. et al.,High-Efficiency Fluorescent Organic Light-Emitting Devices Using a Phosphorescent Sensitizer, Nature, vol. 403, Feb. 17, 2000, pp. 750-753.
Tsutsui, Tetsuo,The Operation Mechanism and the Light Emission Efficiency of the Organic EL Element, Textbook of the 3rdWorkshop of Molecular Electronic and Bioelectronics (1993), pp. 31-37.
Thompson, Mark E. et al.,Phosphorescent Materials and Devices, Proceedings of the 10thInternational Workshop on Inorganic and Organic Electroluminescence (EL'00), Dec. 4-7, 2000, pp. 35-38.
Duan, Jiun-Pey et al.,New Iridium Complexes as Highly Efficient Orange-Red Emitters in Organic Light-Emitting Diodes, Adv. Mater, vol. 15, No. 3, Feb. 5, 2003, pp. 224-228.
Ito et al.,Living Polymerization of 1,2-Diisocyanoarenes Promoted by(Quinoxalinyl)nickel Complexes, Polymer Journal, vol. 24, No. 3, 1992, pp. 297-299.
Lewis, Richard J., Hawley's Condensed Chemical Dictionary, 12thet., Van Nostrand Reinhold, 1993, p. 594.
Jakubke et al. Concise Encyclopedia Chemistry, Walter de Gruyter & Co., 1993, p. 490.
Parker, Sybil P., McGraw-Hill Dictionary of Chemical Terms, 3rdedition, McGraw-Hill, Inc., 1984, p. 200.
Ito et al,Asymmetric Synthesis of Helical Poly(quinoxaline-2,3-diyl)s by Palladium-Mediated Polymerization of 1,2-Diisocyanobenzenes: Effective Control of the Screw-Sense by a Binaphthyl Group at the Chain-End, Journal of American Chemical Society, vol. 120, 1998, pp. 11880-11893.
English Translation of International Search Report & Written Opinion for Application No. PCT/JP2004/018079 (except front page) dated Apr. 5, 2005.
M.V. Kulikova et al.,Effects of the Nature of the Ligand Environment and Metal Center on the Optical and Electrochemical Properties of Platinum(II)and Palladium(II)Ethylenediamine Complexes with Heterocyclic Cyclometalated Ligands, Russian Journal of General Chemistry, vol. 70, No. 2, Feb. 2000, pp. 163-170.
K.P. Balashev et al.,Synthesis and Properties of Palladium(II)and Platinum(II) (2,3-diphenylquinoxalinato-C,N)ethylenediamine Complexes, Russian Journal of General Chemistry, vol. 69, No. 8, Aug. 1999, pp. 1348-1349.
P.J. Steel et al.,Cyclometallated Compounds, V*. Double Cyclopalladation of Diphenyl Pyrazines and Related Ligands, Journal of Organometallic Chemistry, vol. 395, No. 3, 1990, pp. 359-373.
S.C. Rasmussen et al.,Synthesis and Characterization of a Series of Novel Rhodium and Iridium Complexes Containing Polypyridyl Bridging Ligands: Potential Uses in the Development of Multimetal Catalysts for Carbon Dioxide Reduction, Inorganic Chemistry, vol. 29, No. 20, 1990, pp. 3926-3932.
Zhang, Guo Lin et al.,Synthesis and Photoluminescence of a New Red Phosphorescent Iridium(III)Quinoxaline Complex, Chinese Chemical Letters, vol. 15, No. 11, Nov. 12, 2004, pp. 1349-1352.
H. Fujii et al.,Highly Efficient and Vivid-Red Phosphors Bearing 2,3-Diphenylquinoxaline Units and Their Application to Organic Light-Emitting Devices, IEICE Trans. Electron., vol. E87-C, No. 12, Dec. 2004, pp. 2119-2121.
Tsutsui et al., “Electroluminescence in Organic Thin Films,” Photochemical Processes in Organized Molecular Systems, 1991, pp. 437-450.
Baldo et al., “Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices,” Nature, Sep. 10, 1998, vol. 395, pp. 151-154.
Baldo et al., “Very High-Efficiency Green Organic Light-Emitting Devices Based on Electrophosphorescence,” Appl. Phys. Lett. (Applied Physics Letters), Jul. 5, 1999, vol. 75, No. 1, pp. 4-6.
Nishi et al., “High Efficiency TFT-OLED Display with Iridium-Complex as Triplet Emissive Center,” Proceedings of the 10th International Workshop on Inorganic and Organic Electroluminescence (EL'00), Dec. 4, 2000, pp. 353-356.
Tang et al., Appl. Phys. Lett. (Applied Physics Letters), “Organic Electroluminescent Diodes,” Sep. 21, 1987, vol. 51, No. 12, pp. 913-915.
Seo et al., “P-132: Long-Lived Deeply Red Phosphorescent OLEDs Based on Electrochemically Stable Ir Complexes,” SID Digest '05, SID International Symposium Digest of Technical Papers, vol. 36, 2005, pp. 806-809.
Yamamoto et al., “Preparation of New Electron-Accepting π-Conjugated Polyquinoxalines. Chemical and Electrochemical Reduction, Electrically Conducting Properties, and Use in Light-Emitting Diodes,” J. Am. Chem. Soc. (Journal of the American Chemical Society), vol. 118, No. 16, 1996, pp. 3930-3937.
International Search Report (Application No. PCT/JP2005/009310) dated Aug. 30, 2005.
Written Opinion (Application No. PCT/JP2005/009310) dated Aug. 30, 2005.
International Search Report (Application No. PCT/JP2005/022593) dated Mar. 14, 2006.
Written Opinion (Application No. PCT/JP2005/022593) dated Mar. 14, 2006.
International Search Report (Application No. PCT/JP2005/022507) dated Feb. 21, 2006.
Written Opinion (Application No. PCT/JP2005/022507) dated Feb. 21, 2006.
Patani et al., “Bioisosterism: A Rational Approach in Drug Design,” Ch
Abe Hiroko
Inoue Hideko
Seo Satoshi
Shitagaki Satoko
McDowell Brian
Robinson Eric J.
Robinson Intellectual Property Law Office P.C.
Semiconductor Energy Laboratory Co,. Ltd.
Wilson James O
LandOfFree
Organometal complex and light-emitting element using the same does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Organometal complex and light-emitting element using the same, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Organometal complex and light-emitting element using the same will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2623237