Organic electroluminescent element

Patent metadata

Field	Value
Publication number	US-9343685-B2
Application number	US-201113881715-A
Country	US
Kind code	B2
Filing date	Nov 21, 2011
Priority date	Nov 25, 2010
Publication date	May 17, 2016
Grant date	May 17, 2016

Abstract

Provided is an organic electroluminescent device (EL device) that uses an indolocarbazole compound. The organic EL device includes an anode, a plurality of organic layers including a phosphorescent light-emitting layer, and a cathode laminated on a substrate, in which at least one organic layer selected from the phosphorescent light-emitting layer, a hole-transporting layer, an electron-transporting layer, and a hole-blocking layer contains an indolocarbazole compound represented by the general formula (1). In the general formula (1), a ring I and a ring II represent rings represented by the formula (1a) and the formula (1b), respectively, each of which are fused to an adjacent ring. X's each represent nitrogen or C—Y and at least one of X's represents nitrogen. Y's each represent hydrogen, an alkyl group, a cycloalkyl group, or an aromatic group. A represents an alkyl group, a cycloalkyl group, or an aromatic group. At least one of Y and A represents an alkyl group or a cycloalkyl group. R's each represent hydrogen, an alkyl group, a cycloalkyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group.

First claim

The invention claimed is:

1. An organic electroluminescent device, comprising an anode, a plurality of organic layers including a phosphorescent light-emitting layer, and a cathode laminated on a substrate, wherein at least one organic layer selected from the group consisting of the phosphorescent light-emitting layer, a hole-transporting layer, an electron-transporting layer, and a hole-blocking layer contains an indolocarbazole compound represented by the following general formula (1):

in the formula (1), a ring I represents an aromatic hydrocarbon ring represented by the formula (1a) that is fused to an adjacent ring at arbitrary positions, a ring II represents a heterocycle represented by the formula (1b) that is fused to an adjacent ring at arbitrary positions,
X's each independently represent nitrogen or C—Y and 1 to 4 of X's represents nitrogen, and
Y's each independently represent hydrogen, an alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 11 carbon atoms, and at least one of Y's represents the alkyl group having 1 to 10 carbon atoms, or the cycloalkyl group having 3 to 11 carbon atoms, in the formula (1b),
A represents an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having, 3 to 11 carbon atoms, or an aromatic hydrocarbon group having 6 to 30 carbon atoms, provided that at least one of Y and A represents an alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 11 carbon atoms, and in the general formula (1) and the formula (1a), R's each independently represent hydrogen, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 11 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or an aromatic heterocyclic group having 3 to 12 carbon atoms,
wherein, when any of A and R's is an aromatic hydrocarbon group or an aromatic heterocyclic group, the aromatic hydrocarbon group or the aromatic heterocyclic group either has no substituent or has a substituent selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 2 carbon atoms, an acetyl group, a secondary amino group having 6 to 18 carbon atoms, a secondary phosphanyl group having 6 to 18 carbon atoms, or a silyl group having 3 to 18 carbon atoms.

2. An organic electroluminescent device according to claim 1 , wherein the indolocarbazole compound represented by the general formula (1) is an indolocarbazole compound represented by the following general formula (2):

wherein, a ring I, a ring II, A, Y's, and R's have the same meanings as those in the general formula (1); and X's each independently represent nitrogen or CH and at least one of X's represents nitrogen.

3. An organic electroluminescent device according to claim 2 , wherein the indolocarbazole compound represented by the general formula (2) is an indolocarbazole compound represented by any one of the following general formulae (3) to (6);

in the general formulae (3) to (6), A's, R's, X's and Y's have the same meanings as those in the general formula (2).

4. An organic electroluminescent device according to claim 1 , wherein the organic layer containing the indolocarbazole compound comprises a light-emitting layer containing a phosphorescent light-emitting dopant.

5. An organic electroluminescent device according to claim 2 , wherein the organic layer containing, the indolocarbazole compound comprises a light-emitting layer containing a phosphorescent light-emitting dopant.

6. An organic electroluminescent device according to claim 3 , Wherein the organic layer containing the indolocarbazole compound comprises a light-emitting layer containing a phosphorescent light-emitting dopant.

Assignees

• Kai Takahiro
• Komori Masaki
• Yamamoto Toshihiro
• Asari Tohru
• Ishiyama Takaya
• Matsumoto Megumi
• Nippon Steel & Sumikin Chem Co

Inventors

• Kai Takahiro
• Komori Masaki
• Yamamoto Toshihiro
• Asari Tohru
• Ishiyama Takaya
• Matsumoto Megumi

Classifications

• H10K50/181

  Electron blocking layers · CPC title

• H10K85/6572 Primary

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• C07D487/04 Primary

  Ortho-condensed systems · CPC title

• H01L51/5056

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic