Organic metal compound, organic light-emitting device, and lighting device employing the same
Organic metal compounds, organic light-emitting devices, and lighting devices employing the same are provided. The organic metal compound has a chemical structure represented by Formula (I): wherein M is Ir, Pt, Ru, Os, Cu, Au, or Pd; n is 1, 2, or 3; m is 0, 1, or 2, and the sum of m and n is equal to a valence of M; L is a bidentate ligand; R 1 is hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; each of R 2 is independent and can be hydrogen, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 3 is halogen; and, R 4 and R 5 are independently the same or different hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group.
1. An organic metal compound, having Formula (I):
wherein, M is Ir, Pt, Ru, Os, Cu, Au, or Pd; n is 1, 2, or 3, m is 0, 1, or 2, and a sum of m and n is equal to a valence of M; L is a bidentate ligand; R 1 is independently hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; each of R 2 is independently hydrogen, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 3 is halogen; R 4 and R 5 are independently hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; and, R 3 , R 4 , and R 5 are different.
2. The organic metal compound as claimed in claim 1 , wherein R 1 is independently methyl group, ethyl group, propyl group, isopropyl group, butyl group, iso-butyl group, tert-butyl group, pentyl group, hexyl group, cyclohexyl group, phenyl group, biphenyl group, or naphthyl group.
3. The organic metal compound as claimed in claim 1 , wherein R 2 is independently hydrogen, fluorine, chlorine, cyano group, methyl group, ethyl group, propyl group, isopropyl group, butyl group, iso-butyl group, tert-butyl group, pentyl group, hexyl group, fluoromethyl, fluoroethyl, cyclohexyl group, phenyl group, biphenyl group, or naphthyl group.
4. The organic metal compound as claimed in claim 1 , wherein at least one of R 2 is not hydrogen.
5. The organic metal compound as claimed in claim 1 , wherein R 3 is fluorine, or chlorine.
6. The organic metal compound as claimed in claim 1 , wherein R 4 and R 5 are independently hydrogen, hydroxyl group, fluorine, chlorine, cyano group, amine group, dimethyl amine group, diethyl amine group, methyl group, ethyl group, propyl group, isopropyl group, butyl group, iso-butyl group, tert-butyl group, pentyl group, hexyl group, fluoromethyl, fluoroethyl, cyclohexyl group, phenyl group, biphenyl group, or naphthyl group.
7. The organic metal compound as claimed in claim 1 , wherein L is bonded with M via an oxygen atom on one side, and bonded with M via another oxygen atom on the other side.
8. The organic metal compound as claimed in claim 7 , wherein L is
wherein each of R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group, and R 7 is hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
9. The organic metal compound as claimed in claim 1 , wherein L is bonded with M via a nitrogen atom on one side, and bonded with M via another nitrogen atom on the other side.
10. The organic metal compound as claimed in claim 9 , wherein L is
wherein each of R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; each of R 7 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; each of R 8 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; and, each of R 9 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
11. The organic metal compound as claimed in claim 1 , wherein L is bonded with M via a nitrogen atom on one side, and bonded with M via an oxygen atom on the other side.
12. The organic metal compound as claimed in claim 11 , wherein L is
wherein each of R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; and, each of R 7 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
13. The organic metal compound as claimed in claim 1 , wherein L is bonded with M via a nitrogen atom on one side, and bonded with M via a carbon atom on the other side.
14. The organic metal compound as claimed in claim 13 , wherein L is
wherein each of R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; each of R 7 is independently hydrogen, halogen, C 1-9 alkyl group, C alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; and, each of R 8 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
15. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is
wherein n is 1, or 2; L is a bidentate ligand; R 1 is hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; each of R 2 is independently hydrogen, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 3 is halogen; and, R 4 and R 5 are independently hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group.
16. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is
wherein n is 1, or 2; L is a bidentate ligand; R 1 is hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; and, R 4 is hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group.
17. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is
wherein n is 1, or 2; L is a bidentate ligand; and R 1 is hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group.
18. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is
wherein R 1 is independently hydrogen, C 1-9 alkyl group, C 1-10 cycloalkyl group, or C 5-12 aromatic group; each of R 2 is independently hydrogen, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 3 is halogen; R 4 and R 5 are independently hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group; and, R 7 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
19. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is
wherein R 1 is independently hydrogen, C 1-9 alkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; each of R 2 is independently hydrogen, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; R 3 is halogen; R 4 and R 5 are independently hydrogen, hydroxyl group, amine group, alkyl amine group, halogen, cyano group, C 1-9 alkyl group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, or C 5-12 aromatic group; and, each of R 6 is independently hydrogen, halogen, C 1-9 alkyl group, C 1-9 alkoxy group, C 1-6 fluoroalkyl group, C 5-10 cycloalkyl group, C 5-12 aromatic group, or C 2-8 heteroaryl group.
20. An organic light-emitting device, comprising:
a pair of electrodes; and
an organic light-emitting element, disposed between the electrodes, wherein the organic light-emitting element comprises the organic metal compound as claimed in claim 1 .
21. A lighting device, comprising:
a lead frame; and
the organic light-emitting device as claimed in claim 20 , disposed on the lead frame.