BISCARBAZOLE DERIVATIVES AND ORGANIC ELECTROLUMINESCENCE

• US 20120223295A1
• Filed: 02/06/2012
• Published: 09/06/2012
• Est. Priority Date: 02/07/2011
• Status: Active Grant

• Current Assignee: Idemitsu Kosan Company Limited
• Original Assignee: Idemitsu Kosan Company Limited
• Inventors: Inoue, Tetsuya, Ito, Mitsunori, Kato, Tomoki, Nishimura, Kazuki, Sado, Takayasu, Hibino, Kumiko
• Granted Patent: US 8,803,134 B2
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: B82Y 10/00 Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
• CPC Class Codes: C07D 403/14 containing three or more hetero rings
• CPC Class Codes: C07D 405/14 containing three or more hetero rings
• CPC Class Codes: C09K 11/025 non-luminescent particle coatings or suspension media
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• 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 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: C09K 2211/1092 containing sulfur as the only heteroatom
• 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 10/464 Lateral top-gate IGFETs comprising only a single gate
• CPC Class Codes: H10K 10/466 Lateral bottom-gate IGFETs comprising only a single gate
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/15 Hole transporting layers
• CPC Class Codes: H10K 85/113 Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
• CPC Class Codes: H10K 85/622 : containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/654 : comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/6572 : comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 : comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes

Abstract

Provided are an organic electroluminescence device having high current efficiency and a long lifetime, and a biscarbazole derivative for realizing the device. The biscarbazole derivative has a specific substituent. The organic EL device has a plurality of organic thin-film layers including a light emitting layer between a cathode and an anode, and at least one layer of the organic thin-film layers contains the biscarbazole derivative.

Claims

1. A biscarbazole derivative, which is represented by the following formula (1):

2. The biscarbazole derivative according to claim 1, wherein the derivative is represented by the following formula (2):

3. The biscarbazole derivative according to claim 1, wherein the derivative is represented by the following formula (3) or (4):

4. The biscarbazole derivative according to any one of claims 1 to 3, wherein the -L₁-A₁ and the -L₂-A₂ are different from each other.

5. The biscarbazole derivative according to any one of claims 1 to 4, wherein the A₁ represents a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted benzonaphthofuranyl group, or a substituted or unsubstituted benzonaphthothiophenyl group.

6. The biscarbazole derivative according to any one of claims 1 to 4, wherein the L₁ represents a substituted or unsubstituted, divalent aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted, divalent aromatic heterocyclic group having 2 to 30 ring carbon atoms, and the A₁ represents a 1-dibenzofuranyl group, a 3-dibenzofuranyl group, a 4-dibenzofuranyl group, or a dibenzothiophenyl group.

7. The biscarbazole derivative according to any one of claims 1 to 6, wherein at least one of the L₁ and the L₂ represents a divalent aromatic heterocyclic group represented by the following general formula (a):

8. A material for an organic electroluminescence device, comprising the biscarbazole derivative according to any one of claims 1 to 7.

9. An organic electroluminescence device, comprising a plurality of organic thin-film layers including a light emitting layer between a cathode and an anode, wherein at least one of the plurality of organic thin-film layers comprises the biscarbazole derivative according to any one of claims 1 to 8.

10. The organic electroluminescence device according to claim 9, wherein the light emitting layer comprises the biscarbazole derivative as a host material.

11. The organic electroluminescence device according to claim 10, wherein the light emitting layer comprises a phosphorescent material.

12. The organic electroluminescence device according to claim 11, wherein the phosphorescent material comprises an ortho-metalated complex of a metal atom selected from iridium (Ir), Osmium (Os), and platinum (Pt).

13. The organic electroluminescence device according to claim 12, wherein an electron injecting layer is provided between the cathode and the light emitting layer, and the electron injecting layer comprises a nitrogen-containing ring derivative.

14. The organic electroluminescence device according to claim 13, wherein an electron transporting layer is provided between the cathode and the light emitting layer, and the electron transporting layer comprises the biscarbazole derivative.

15. The organic electroluminescence device according to claim 14, wherein a hole transporting layer is provided between the anode and the light emitting layer, and the hole transporting layer comprises the biscarbazole derivative.

16. The organic electroluminescence device according to claim 15, further comprising a electron-donating dopant at an interface between the cathode and the plurality of organic thin-film layers.

17. The organic electroluminescence device according to any one of claims 9, 10, and 13 to 16, wherein the device is used for fluorescent emission.

18. The organic electroluminescence device according to claim 17, wherein a hole injecting layer is provided between the anode and a hole transporting layer.

19. The organic electroluminescence device according to claim 18, wherein at least one of the hole transporting layer and the hole injecting layer comprises an acceptor material.

20. The organic electroluminescence device according to any one of claims 17 to 19, wherein the light emitting layer comprises at least one kind selected from an anthracene derivative, a fluoranthene derivative, a styrylamine derivative, and an arylamine derivative.

21. A lighting apparatus, comprising the organic electroluminescence device according to any one of claims 9 to 20.

22. A display apparatus, comprising the organic electroluminescence device according to any one of claims 9 to 20.