Pyridazinedione-based heterobicyclic covalent linkers and methods and applications thereof
US-2024425465-A1 · Dec 26, 2024 · US
US9260433B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9260433-B2 |
| Application number | US-201013512883-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 18, 2010 |
| Priority date | Dec 28, 2009 |
| Publication date | Feb 16, 2016 |
| Grant date | Feb 16, 2016 |
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Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, sufficiently secures driving stability, and has a simple configuration. The organic EL device of this invention comprises a light-emitting layer between an anode and a cathode piled one upon another on a substrate and the light-emitting layer contains a phosphorescent dopant and an unsymmetrical indolocarbazole compound as a host material. The unsymmetrical indolocarbazole compound has a structure in which two or more groups having an indolocarbazole structure are linked together by a linking group and at least one of the groups has an isomeric indolocarbazole skeleton different from those of the other groups. Examples of the unsymmetrical indolocarbazole compound include compounds represented by the following formula (2) wherein A is a substituent, each of R 1 to R 3 is a hydrogen atom or a substituent, and L is a linking group composed of an aromatic group.
Opening claim text (preview).
The invention claimed is: 1. An organic electroluminescent device comprising an anode, organic layers comprising a phosphorescent light-emitting layer, and a cathode piled one upon another on a substrate wherein at least one organic layer selected from the group consisting of a phosphorescent light-emitting layer, a hole-transporting layer, an electron-transporting layer, and a hole-blocking layer contains an indolocarbazole compound represented by general formula (1); In general formula (1), L is an (m+n+p+q)-valent aromatic hydrocarbon group of 6 to 50 carbon atoms or an (m+n+p+q)-valent aromatic heterocyclic group of 3 to 50 carbon atoms; each of Y 1 to Y 4 is a monovalent group which has an indolocarbazole skeleton represented by any one of formulas (1a-1) to (1a-6) and at least one of them is different isomeric indolocarbazole skeletons from the others; m is an integer of 1 to 3, n is an integer of 1 to 3, p is an integer of 0 to 3, q is an integer of 0 to 3, and m+n+p+q is an integer of 2 to 6; In formulas (1a-1) to (1a-6), each A is independently an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 50 carbon atoms, or an aromatic heterocyclic group of 3 to 50 carbon atoms; each of R 1 to R 3 is independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 12 carbon atoms, or an aromatic heterocyclic group of 3 to 12 carbon atoms; however, in formulas (1a-2), (1a-4), and (1a-6), R 3 may form a fused ring together with the six-membered ring to which R 3 is linked. 2. An organic electroluminescent device as described in claim 1 wherein the indolocarbazole compound represented by general formula (1) is an indolocarbazole compound represented by any one of general formulas (2) to (7); In general formulas (2) to (7), L, A, R 1 to R 3 , m, and n have the same meaning as those in general formula (1) and formulas (1a-1) to (1a-6). 3. An organic electroluminescent device as described in claim 2 wherein, in the indolocarbazole compounds represented by general formulas (2) to (7), m and n are respectively 1 and each of R1 to R3 is independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 12 carbon atoms, or an aromatic heterocyclic group of 3 to 12 carbon atoms. 4. An organic electroluminescent device as described in claim 1 wherein the organic layer containing the indolocarbazole compound is the light-emitting layer containing a phosphorescent dopant. 5. An organic electroluminescent device as described in claim 2 wherein the organic layer containing the indolocarbazole compound is the light-emitting Layer containing a phosphorescent dopant. 6. An organic electroluminescent device as described in claim 3 wherein the organic layer containing the indolocarbazole compound is the light-emitting layer containing a phosphorescent dopant.
containing organic luminescent materials · CPC title
containing two nitrogen atoms as heteroatoms · CPC title
Electricity · mapped topic
Electricity · mapped topic
containing more than three nitrogen atoms as heteroatoms · CPC title
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