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
US10056560B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10056560-B2 |
| Application number | US-201515507046-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 30, 2015 |
| Priority date | Aug 29, 2014 |
| Publication date | Aug 21, 2018 |
| Grant date | Aug 21, 2018 |
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Provided is an organic electronic element comprising a hole transport layer containing a compound of Formula (1) and an emitting auxiliary layer containing a compound of Formula (2), capable of improving the light emitting efficiency, stability, and life span of an electronic device using the same.
Opening claim text (preview).
The invention claimed is: 1. An organic electronic element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, wherein the organic material layer includes an emitting auxiliary layer formed between the first electrode and the emitting layer, and a hole transport layer formed between the first electrode and the emitting auxiliary layer, and wherein the hole transport layer contains a compound represented by the following Formula (3) or (4), and the emitting auxiliary layer contains a compound represented by any of the following Formula (8) to (12): wherein Ar 1 , Ar 2 , Ar 4 , Ar 5 and Ar 6 are each independently selected from the group consisting of a C 6 -C 24 aryl group; a fluorenyl group; a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 24 aliphatic ring and a C 6 -C 24 aromatic ring; a C 1 -C 20 alkyl group, q, r and s are integers of 0 to 4, t is an integer of 0 to 3, R 1 , R 2 , R 3 , and R 4 are the same or different from each other, and are each independently selected from the group consisting of deuterium; a C 6 -C 24 aryl group; a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 24 aliphatic ring and a C 6 -C 24 aromatic ring, wherein in case q, r and s are 2 or more, R 1 , R 2 , R 3 , and R 4 are each in plural being the same or different, and a plurality of R 1 or a plurality of R 2 or a plurality of R 3 or a plurality of R 4 may combine to each other to form a ring, and L 4 is selected from the group consisting of a C 6 -C 24 arylene group; a fused ring group of a C 3 -C 24 aliphatic ring and a C 6 -C 24 aromatic ring; and a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P, L 5 is selected from the group consisting of a single bond, a C 6 -C 24 arylene group; a fused ring group of a C 3 -C 24 aliphatic ring and a C 6 -C 24 aromatic ring; and a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P, Ar 7 is independently selected from the group consisting of a C 6 -C 24 aryl group; a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P, and L 1 , L 2 , and L 3 are selected from the group consisting of a single bond, a C 6 -C 24 arylene group; a fluorenylene group; a fused ring group of a C 3 -C 24 aliphatic ring and a C 6 -C 24 aromatic ring; a C 2 -C 24 heterocyclic group including at least one heteroatom of O, N, S, Si or P, wherein the aryl group, fluorenyl group, heterocyclic group, fused ring group, alkyl group, arylene group may be substituted with one or more substituents selected from deuterium; a cyano group; a C 1 -C 20 alkoxyl group; a C 1 -C 20 alkyl group; a C 6 -C 20 aryl group; a C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; and a C 2 -C 20 heterocyclic group, and the substituents may combine each other to form a saturated or unsaturated ring selected from the group consisting of a C 3 -C 24 aliphatic ring, a C 6 -C 24 aromatic ring, a C 2 -C 60 heterocyclic ring, a fused ring formed by combination thereof. 2. The organic electronic element according to claim 1 , wherein the compound represented by Formula (4) is one of the compounds represented by the following Formulas (5) to (7): wherein R 3 , R 4 , Ar 1 , Ar 2 , Ar 7 , s, and t are the same as defined in claim 1 . 3. The organic electronic element according to claim 1 , wherein L 1 , L 2 , L 3 , and L 5 are each a single bond or one of the following formulas: 4. The organic electronic element according to claim 1 , wherein L 4 is one of the following formulas: 5. The organic electronic element according to claim 1 , wherein the compound of the hole transfer layer represented by Formula (3) or Formula (4) is one of the following compounds: 6. The organic electronic element according to claim 1 , wherein the compound of the emitting auxiliary layer represented by any of Formulas (8) to (12) is one of the following compounds: 7. The organic electronic element according to claim 1 , wherein Ar 5 to Ar 6 in Formula (8) or Ar 6 in Formula (9) or Ar 4 to Ar 6 in Formulas (11) and (12) are an C 6 to C 60 aryl group. 8. The organic electronic element according to claim 1 , wherein at least one of Ar 5 to Ar 6 in Formula (8) or Ar 6 in Formula (9) or Ar 4 to Ar 6 in Formula (11) and (12) are an C 2 -C 60 heteroaryl group. 9. The organic electronic element according to claim 1 , wherein the hole transport layer comprises a compound represented by Formula (3) and the emitting auxiliary layer comprises a compound represented by any of Formulas (8) to (12). 10. The organic electronic element according to claim 1 , wherein the hole transport layer comprises a compound represented by Formula (4) and the emitting auxiliary layer comprises a compound represented by any of Formulas (8) to (12). 11. The organic electronic element according to claim 1 , wherein th
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