TRANSITION METAL COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME

• US 20100219397A1
• Filed: 07/31/2006
• Published: 09/02/2010
• Est. Priority Date: 08/05/2005
• Status: Abandoned Application

• Current Assignee: Idemitsu Kosan Company Limited
• Original Assignee: Idemitsu Kosan Company Limited
• Inventors: Matsuura, Masahide, Nagashima, Hideaki, Watanabe, Masami
• Application Number:
  US11/997,931
• Publication Number:
  US 20100219397A1
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: C07D 233/58 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
• CPC Class Codes: C07D 233/64 with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
• CPC Class Codes: C07D 235/04 Benzimidazoles; Hydrogenated benzimidazoles
• CPC Class Codes: C07D 235/06 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 403/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 403/14 containing three or more hetero rings
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1059 containing three nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: C09K 2211/186 of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/14 Carrier transporting layers
• CPC Class Codes: H10K 50/171 Electron injection layers
• CPC Class Codes: H10K 85/324 : comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 : comprising iridium
• CPC Class Codes: H10K 85/361 : Polynuclear complexes, i.e. complexes comprising two or more metal centers
• CPC Class Codes: H10K 85/654 : comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 : Polycyclic condensed heteroaromatic hydrocarbons

Abstract

Disclosed is a transition metal complex compound having a specific structure including a crosslinked stricture. Further, disclosed is an organic electroluminescence device including an organic thin film formed of one or more layers including at least a light-emitting layer, the organic thin film layer being interposed between a pair of electrodes. In this organic electroluminescence device, at least one layer of the organic thin film contains the transition metal complex compound and has high luminous efficiency and emits blue light. In addition, disclosed is the transition metal complex compound enables to realize the organic electroluminescence device.

Claims

1. A transition metal complex compound comprising a ligand having three or more coordination sites formed of a combination of covalent bonds and/or coordinate bonds.

3. The transition metal complex compound according to claim 1, wherein the transition metal complex compound has a metal carbene bond.

4. The transition metal complex compound according to claim 3, wherein a metal of the transition metal complex compound comprises iridium.

17. An organic electroluminescence device comprising an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between an anode and a cathode, wherein at least one layer of the organic thin film layer contains the transition metal complex compound according to claim 1.

18. An organic electroluminescence device comprising an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between an anode and a cathode, wherein the light emitting layer contains the transition metal complex compound according to claim 1, as a light emitting material.

19. An organic electroluminescence device comprising an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between an anode and a cathode, wherein the light emitting layer contains the transition metal complex compound according to claim 1, as a dopant.

20. An organic electroluminescence device according to claim 17, further comprising:

an electron injecting layer and/or an electron transporting layer placed between the light emitting layer and the cathode;

wherein the electron injecting layer and/or the electron transporting layer each contain/contains a n-electron-deficient, nitrogen-containing heterocyclic derivative as a main component.

21. An organic electroluminescence device according to claim 17, further comprising a reducing dopant added to an interfacial region between the cathode and the organic thin film layer.

2. A transition metal complex compound comprising a ligand having four or more coordination sites formed of a combination of covalent bonds and/or coordinate bonds.

5. A transition metal complex compound having a metal carbene bond represented by the following general formula (1):

6. The transition metal complex compound having a metal carbene bond according to claim 5, wherein the transition metal complex compound is represented by the following general formula (2):

7. The transition metal complex compound having a metal carbene bond according to claim 5, wherein (L¹-L²)M and/or (L³-L⁴)M each comprise/comprises a structure represented by the following general formula (3):

8. The transition metal complex compound having the metal carbene bond according to claim 5, wherein M represents Ir.

9. The transition metal complex compound having the metal carbene bond according to claim 5, wherein the transition metal complex compound is represented by the following general formula (4):

10. The transition metal complex compound having the metal carbene bond according to claim 9, wherein the transition metal complex compound is represented by the following general formula (5) wherein M represents Ir:

22. An organic electroluminescence device comprising an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between an anode and a cathode, wherein at least one layer of the organic thin film layer contains a transition metal complex compound comprising a ligand having three or more coordination sites formed of a combination of covalent bonds and/or coordinate bonds, and

wherein the transition metal complex compound comprises the transition metal complex compound represented by the general formula (4) according to claim 9.

23. An organic electroluminescence device comprising an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between an anode and a cathode, wherein at least one layer of the organic thin film layer contains a transition metal complex compound comprising a ligand having three or more coordination sites formed of a combination of covalent bonds and/or coordinate bonds, and

wherein the transition metal complex compound comprises the transition metal complex compound represented by the general formula (5) according to claim 10.

11. A transition metal complex compound represented by the following general formula (6):

12. The transition metal complex compound according to claim 11, wherein the crosslinking group X¹ is formed of any one of the following structures:

13. The transition metal complex compound according to claim 11, wherein the crosslinking group X¹ is formed of any one of the following structures:

14. The transition metal complex compound according to claim 11, wherein the crosslinking group X¹ is formed of the following structure:

15. The transition metal complex compound according to claim 11, wherein a total weight of atoms of which the following crosslinking site (7) in the general formula (6) is formed is 200 or less.

16. The transition metal complex compound according to claim 15, wherein the total weight of the atoms of which the crosslinking site (7) is formed is 100 or less.