Heterocyclic compound, organic light-emitting device including the same, and electronic apparatus including the organic light-emitting device
US-2024373662-A1 · Nov 7, 2024 · US
US9312496B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9312496-B2 |
| Application number | US-201113878608-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 3, 2011 |
| Priority date | Oct 13, 2010 |
| Publication date | Apr 12, 2016 |
| Grant date | Apr 12, 2016 |
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Provided are a novel nitrogen-containing aromatic heterocyclic compound and an organic electronic device using the compound. Specifically provided is an organic electroluminescent device, including a plurality of organic layers between an anode and a cathode laminated on a substrate, in which at least one of the organic layers contains a nitrogen-containing aromatic compound represented by the following formula (1). In the formula, L represents an n+m-valent group arising from an alkane, a cycloalkane, an aromatic hydrocarbon, an aromatic heterocyclic compound, a triarylamine, or a diarylsulfone, A represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a silyl group, an acyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group, X represents C(R) 2 , oxygen, S, or Se, R represents H, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group, m represents an integer of 1 to 4, and n represents an integer of 0 to 3. The total number of m and n is 2 to 4.
Opening claim text (preview).
The invention claimed is: 1. An organic electroluminescent device, comprising an anode, a plurality of organic layers, and a cathode laminated on a substrate, wherein at least one of the organic layers contains a compound represented by the general formula (1): in the formula, L represents an n+m-valent group arising from an alkane having 1 to 30 carbon atoms, a cycloalkane having 3 to 30 carbon atoms, an aromatic hydrocarbon having 6 to 50 carbon atoms, an aromatic heterocyclic compound having 3 to 50 carbon atoms and free of a fused heterocycle having 4 or more rings, a triarylamine having 9 to 30 carbon atoms, or a diarylsulfone having 6 to 24 carbon atoms; A's each independently represent an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 30 carbon atoms, a silyl group having 3 to 18 carbon atoms, an acyl group having 2 to 19 carbon atoms, an aromatic hydrocarbon group having 6 to 50 carbon atoms, or an aromatic heterocyclic group having 3 to 50 carbon atoms and free of a fused heterocycle having 4 or more rings; X's each independently represent oxygen or sulfur; R's each independently represent hydrogen, an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 30 carbon atoms, or an aromatic heterocyclic group having 3 to 30 carbon atoms and free of a fused heterocycle having 4 or more rings; m represents an integer of 1 to 4; n represents an integer of 0 to 3; and a total number of m and n is 2 to 4. 2. An organic electroluminescent device according to claim 1 , wherein the compound represented by the general formula (1) is represented by the formula (2): in the formula (2), L, A, and R's each have the same meaning as that in the general formula (1), and p represents an integer of 2 to 4. 3. An organic electroluminescent device according to claim 2 , wherein p in the general formula (2) represents 2 or 3. 4. An organic electroluminescent device according to claim 1 , wherein the layer which contains the compound represented by the general formula (1) comprises at least one layer selected from the group consisting of a light-emitting layer, a hole-transporting layer, and an electron-blocking layer. 5. An organic electroluminescent device according to claim 4 , wherein the layer which contains the compound represented by the general formula (1) comprises the light-emitting layer containing a phosphorescent light-emitting dopant. 6. An organic electroluminescent device according to claim 2 , wherein the layer which contains the compound represented by the general formula (1) comprises at least one layer selected from the group consisting of a light-emitting layer, a hole-transporting layer, and an electron-blocking layer. 7. An organic electroluminescent device according to claim 3 , wherein the layer which contains the compound represented by the general formula (1) comprises at least one layer selected from the group consisting of a light-emitting layer, a hole-transporting layer, and an electron-blocking layer. 8. An organic electroluminescent device according to claim 6 , wherein the layer which contains the compound represented by the general formula (1) comprises the light-emitting layer containing a phosphorescent light-emitting dopant. 9. An organic electroluminescent device according to claim 7 , wherein the layer which contains the compound represented by the general formula (1) comprises the light-emitting layer containing a phosphorescent light-emitting dopant. 10. An organic electroluminescent device according to claim 1 , wherein n in the general formula (1) represents an integer of 1 to 3.
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