Binuclear organometallic complexes and organic electroluminescent display device using the same
AssigneeSamsung SDI Co., Ltd.
InventorsYi-Yeol Lyu, Lyong-Sun Pu, Das Rupasree Ragini, Seok Chang, Young-Hun Byun, Eun-Sil Han, Hae-Jung Son, Jong-Hyoup Lee, Tae-Yong Noh
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Abstract
A binuclear organometallic complex enabling highly efficient phospholuminescence and an organic electroluminescent device using the same. The binuclear organometallic complex, which can be suitably used to form an organic layer of an organic electroluminescent device, produces luminescence in the wavelength range of 430-650 nm, and induces white electroluminescence when combined with green and red luminescent materials.
Claims20
An organometallic complex represented by Formula 1:
- wherein M is a metal selected from the group consisting of Ir, Os, Pt, Pb, Re, Ru, and Pd;
- CyN is a substituted or unsubstituted C3-C60 heterocyclic group containing nitrogen bonded to M, or a substituted or unsubstituted C3-C60 heteroaryl group containing nitrogen bonded to M;
- CyC is selected from the group consisting of a substituted or unsubstituted C4-C60 carbocyclic group containing carbon bonded to M, a substituted or unsubstituted C3-C60 heterocyclic group containing carbon bonded to M, a substituted or unsubstituted C3-C60 aryl group containing carbon bonded to M, and a substituted or unsubstituted C3-C60 heteroaryl group containing carbon bonded to M;
- alternatively, CyN-CyC is represented by one of Formulas:
- wherein each of R1, R2, R3, and R4 is independently a monosubstituted or polysubstituted group, and is selected from the group consisting of hydrogen, a halogen atom, —OR, —N(R)2, —P(R)2, —POR, —PO2R, —PO3R, —SR, —Si(R)3, —B(R)2, —B(OR)2, —C(O)R, —C(O)OR, —C(O)N(R), —CN, —NO2, —SO2, —SOR, —SO2R, —SO3R, a C1-C20 alkyl group, and a C6-C20 aryl group, where R is hydrogen, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C2-C20 alkynyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C6-C40 aryl group, a substituted or unsubstituted C7-C40 arylalkyl group, a substituted or unsubstituted C7-C40 alkylaryl group, a substituted or unsubstituted C2-C40 heteroaryl group, and a substituted or unsubstituted C3-C40 heteroarylalkyl group;
- Y is a linker connecting two mononuclear organometallic complexes to each other;
- A is a group containing nitrogen bonded to M;
- X is a monoanionic monodentate ligand;
- and
- n is 1 or 2.
An organic electroluminescent device, comprising:
- a pair of electrodes;
- and
- an organic layer interposed between said pair of electrodes, the organic layer comprising the binuclear organometallic complex represented by Formula 1:
- wherein M is a metal selected from the group consisting of Ir, Os, Pt, Pb, Re, Ru, and Pd;
- CyN is a substituted or unsubstituted C3-C60 heterocyclic group containing nitrogen bonded to M, or a substituted or unsubstituted C3-C60 heteroaryl group containing nitrogen bonded to M;
- CyC is a substituted or unsubstituted C4-C60 carbocyclic group containing carbon bonded to M, a substituted or unsubstituted C3-C60 heterocyclic group containing carbon bonded to M, a substituted or unsubstituted C3-C60 aryl group containing carbon bonded to M, or a substituted or unsubstituted C3-C60 heteroaryl group containing carbon bonded to M;
- alternatively, CyN-CyC is represented by one of Formulas:
- wherein each of R1, R2, R3 and R4, is indenendently a mono substituted or polysubstituted group, and is selected from the group consisting of hydrogen, a halogen atom, —OR, —N(R)2, —P(R)2, —POR, —PO2R, —PO3R, —SR, —Si(R)3, —B(R)2, —B(OR)2, —C(O)R, —C(O)OR, —C(O)N(R), —CN, —NO2, —SO2, —SOR, —SO2R, —SO3R, a C1-C20 alkyl group, and a C6-C20 aryl group, where R is hydrogen, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C2-C20 alkynyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C6-C40 aryl group, a substituted or unsubstituted C7-C40 arylalkyl group, a substituted or unsubstituted C7-C40 alkylaryl group, a substituted or unsubstituted C2-C40 heteroaryl group, and a substituted or unsubstituted C3-C40 heteroarylalkyl group;
- Y is a linker connecting two mononuclear organometallic complexes to each other;
- A is a group containing nitrogen bonded to M;
- X is a monoanionic monodentate ligand;
- and
- n is 1 or 2.
An organic electroluminescent device, comprising:
- a pair of electrodes;
- and
- an organic layer interposed between said pair of electrodes, the organic layer comprising the binuclear organometallic complex represented by Formula 1:
- wherein M is a metal selected from the group consisting of Ir, Os, Pt, Pb, Re, Ru, and Pd;
- Y is a linker connecting two mononuclear organometallic complexes to each other;
- A is a group containing nitrogen bonded to M;
- X is a monoanionic monodentate ligand;
- n is 1 or 2;
- and
- CyN-CyC is represented by one of the following formulas:
- wherein each of R1, R2, R3, R4, and R5 is independently selected from the group consisting of a monosubstituted or polysubstituted group, and is selected from the group consisting of hydrogen, a halogen atom, —OR, —N(R)2, —P(R)2, —POR, —PO2R, —PO3R, —SR, —Si(R)3, —B(R)2, —B(OR)2, —C(O)R, —C(O)OR, —C(O)N(R), —CN, —NO2, —SO2, —SOR, —SO2R, —SO3R, a C1-C20 alkyl group, and a C6-C20 aryl group, where R is hydrogen, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C2-C20 alkynyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C6-C40 aryl group, a substituted or unsubstituted C7-C40 arylalkyl group, a substituted or unsubstituted C7-C40 alkylaryl group, a substituted or unsubstituted C2-C40 heteroaryl group, and a substituted or unsubstituted C3-C40 heteroarylalkyl group;
- and
- Z is S, O, or NR0 where R0 is hydrogen or a C1-C20 alkyl group.
Dependencies are inferred from the claim text.