Organometallic complex and organic electroluminescence device using the same

1. An organometallic complex represented by Formula 3:

M is Ir, Os, Pt, Pb, Re, Ru or Pd and has oxidation state of 3;

CyN is a substituted or unsubstituted C 3 -C 60 heterocyclic group including nitrogen which is combined with M, 1,2,4-triazole including nitrogen which is combined with M, or a substituted or unsubstituted C 3 -C 60 heteroaryl group including nitrogen which is combined with M;

CyC is a substituted or unsubstituted C 4 -C 60 cyclic group including carbon which is combined with M, a substituted or unsubstituted C 3 -C 60 heterocyclic group including carbon which is combined with M, a substituted or unsubstituted C 6 -C 60 aryl group including carbon which is combined with M, or a substituted or unsubstituted C 3 -C 60 heteroaryl group including carbon which is combined with M;

CyN—CyC indicates a cyclometalating ligand which is a monoanionic bidentate ligand and combined with M through the nitrogen (N) of the CyN and the carbon (C) of the CyC;

X is NR 0 , O, or S, where R 0 is hydrogen, a halogen atom, a carboxyl group, or a C 1 -C 20 alkyl group;

R 1 , R 2 , R 3 , R 5 , R 6 , R 7 , R 8 , and R 9 are each independently hydrogen, a halogen atom, a carboxyl group, an amino group, a nitro group, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 2 -C 20 alkenyl group, a substituted or unsubstituted C 2 -C 20 alkynyl group, a substituted or unsubstituted C 1 -C 20 heteroalkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 7 -C 30 arylalkyl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, or a substituted or unsubstituted C 3 -C 30 heteroarylalkyl group and at least two of R 1 , R 2 , R 3 , R 5 , R 6 , R 7 , R 8 , and R 9 may be fused into a 5 to 7-membered ring; and

n is an integer in a range of 0 to 30.

2. The organometallic complex of claim 1 , wherein the complex represented by Formula 3 is represented by one of Formulas 5 through 9:

3. The organometallic complex of claim 1 , the cyclometalating ligand (CyN—CyC) being represented by one of Formulas 12, 13 and 15 through 39:

where R 11 , R 12 , R 13 , R 14 , and R 15 are each independently hydrogen, a halogen atom, —OR, —N(R) 2 , —P(R) 2 , —POR, —PO 2 R, —PO 3 R, —SR, —Si(R) 3 , —B(R) 2 , —B(OR) 2 , —C(O)R, —C(O)OR, —C(O)N(R), —CN, —NO 2 , —SO 2 , —SOR, —SO 2 R, —SO 3 R, a C 1 -C 20 alkyl group, or a C 6 -C 20 aryl group, where R is selected from the group consisting of hydrogen, a halogen atom, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 2 -C 20 alkenyl group, a substituted or unsubstituted C 2 -C 20 alkynyl group, a substituted or unsubstituted C 1 -C 20 heteroalkyl group, a substituted or unsubstituted C 6 -C 40 aryl group, a substituted or unsubstituted C 7 -C 40 arylalkyl group, a substituted or unsubstituted C 7 -C 40 alkylaryl group, a substituted or unsubstituted C 3 -C 40 heteroaryl group, and a substituted or unsubstituted C 3 -C 40 heteroarylalkyl group; and

Z is S, O, or NR 0 , where R 0 is hydrogen or a C 1 -C 20 alkyl group.

4. The organometallic complex of claim 1 , wherein the substituted or unsubstituted C 3 -C 60 heterocyclic group of the CyN is selected from the group consisting of pyrrolidine, morpholine, thiomorpholine, and thiazolidine, the substituted or unsubstituted C 3 -C 60 heteroaryl group of CyN is selected from the group consisting of pyridine, 4-methoxypyridine, quinoline, pyrrole, indole, pyrazine, pyrazole, imidazole, pyrimidine, quinazoline, thiazole, oxazole, and triazine; and

the substituted or unsubstituted C 4 -C 60 cyclic group of the CyC is selected from the group consisting of cyclohexane and cyclopentane, the substituted or unsubstituted C 3 -C 60 heterocyclic group of the CyC is selected from the group consisting of tetrahydrofuran, 1,3-dioxane, 1,3-dithiane, 1,3-dithiolane, 1,4-dioxa- 8-azaspiro [4,5]decane, and 1,4-dioxaspiro[4,5]decan-2-one, the substituted or unsubstituted C 6 -C 60 aryl group of the CyC is selected from the group consisting of phenyl, 1,3-benzodioxole, biphenyl, naphthalene, anthracene, and azulene, and the substituted or unsubstituted C 3 -C 60 heteroaryl group of the CyC is selected from the group consisting of thiophene, furan2(5H)-furanone, pyridine, coumarin, imidazole, 2-phenylpyridine, 2-benzothiazole, 2-benzooxazole, 1-phenylpyrazole, 1-naphthylpyrazole,5-(4-methoxyphenyl) pyrazole, 2,5-bisphenyl-1,3,4-oxadiazole, and 2,3-benzofuran2-(4-biphenyl)-6-phenyl benzooxazole.

5. The organometallic complex of claim 1 , M being one of Ir and Pt.

6. An organic electroluminescence device having an organic layer interposed between a pair of electrodes, the organic layer comprising the organometallic complex of claim 1 .

7. An organic electroluminescence device, comprising:

a first electrode;

a second electrode; and

an organic layer comprising a light emitting layer comprised of an organometallic complex represented by Formula 3:

where M is Ir, Os, Pt, Pb, Re, Ru or Pd and has oxidation state of 3;

CyN is a substituted or unsubstituted C 3 -C 60 heterocyclic group including nitrogen which is combined with M, 1,2,4-triazole including nitrogen which is combined with M, or a substituted or unsubstituted C 3 -C 60 heteroaryl group including nitrogen which is combined with M;

CyC is a substituted or unsubstituted C 4 -C 60 cyclic group including carbon which is combined with M, a substituted or unsubstituted C 3 -C 60 heterocyclic group including carbon which is combined with M, a substituted or unsubstituted C 3 -C 60 aryl group including carbon which is combined with M, or a substituted or unsubstituted C 3 -C 60 heteroaryl group including carbon which is combined with M;

CyN—CyC indicates a cyclometalating ligand which is a monoanionic bidentate ligand and combined with M through the nitrogen (N) of the CyN and the carbon (C) of the CyC;

X is NR 0 , O, or S, where R 0 is hydrogen, a halogen atom, a carboxyl group, or a C 1 -C 20 alkyl group;

R 1 , R 2 , R 3 , R 5 , R 6 , R 7 , R 8 , and R 9 are each independently hydrogen, a halogen atom, a carboxyl group, an amino group, a nitro group, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 2 -C 20 alkenyl group, a substituted or unsubstituted C 2 -C 20 alkynyl group, a substituted or unsubstituted C 1 -C 20 heteroalkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 7 -C 30 arylalkyl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, or a substituted or unsubstituted C 3 -C 30 heteroarylalkyl group and at least two of R 1 , R 2 , R 3 , R 5 , R 6 , R 7 , R 8 , and R 9 may be fused into a 5 to 7 membered ring; and

n is an integer in a range of 0 to 30.

8. The organic electroluminescence device of claim 7 , the organometallic complex being represented by one of Formulae 5 through 9:

9. The organic electroluminescence device of claim 7 , the organometallic complex being in an amount of 1 to 30 parts by weight based on 100 parts by weight of materials used to form the light emitting layer.

10. The organic electroluminescence device of claim 7 , the light emitting layer further comprising at least one of green phosphorescent material and blue phosphorescent material.

11. The organic electroluminescence device of claim 7 , the light emitting layer further comprising at least one host selected from the group consisting of a polymer host, a mixture host comprising a polymer and a small molecule, a small molecule host, and a non-emitting polymer matrix.