KR-20260062824-A - Organic light emitting device

Abstract

The present invention provides an organic light-emitting diode.

Inventors

• 김영석
• 박형진
• 허정회
• 한미연
• 정민우
• 박준형
• 오중석
• 김훈준
• 조혜민
• 이호중
• 김소연

Assignees

• 주식회사 엘지화학

Dates

Publication Date

20260507

Application Date

20250903

Claims (13)

1. A first compound represented by the following chemical formula 1 and a second compound represented by the following chemical formula 2, comprising mixture: [Chemical Formula 1] In the above chemical formula 1, Ar 1 and Ar 2 are each independently a C 6-60 aryl; or a C 2-60 heteroaryl comprising any one or more selected from the group consisting of substituted or unsubstituted N, O, and S, and L1 and L2 are each independently single-bonded; or substituted or unsubstituted C6-60 arylenes, and R11 , R12 , and R13 are each independently deuterium, and a and c are each independently integers from 0 to 4, and b is an integer from 0 to 2, and [Chemical Formula 2] In the above chemical formula 2, Ar 3 and Ar 4 are each independently substituted or unsubstituted C 6-15 aryls, and R a and R d are each independently hydrogen; deuterium; or substituted or unsubstituted C 6-60 aryls, and R b is hydrogen; or deuterium, and R C is hydrogen; deuterium; or an unsubstituted or deuterium-substituted C 6-60 aryl, and R 21 to R 28 are each independently hydrogen; deuterium; or a substituted or unsubstituted C 6-60 aryl, wherein at least one of R 21 to R 28 is deuterium or a C 6-60 aryl substituted with deuterium, and The second compound above is substituted with six or more deuterium atoms.
2. In paragraph 1, Ar 1 and Ar 2 are each independently phenyl, biphenyl, terphenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, or 9-phenylcarbazole, and The above Ar 1 and Ar 2 are each independently unsubstituted or substituted with one or more deuterium atoms, mixture.
3. In paragraph 1, At least one of Ar 1 and Ar 2 is a substituted or unsubstituted C 6-20 aryl, mixture.
4. In paragraph 1, At least one of Ar 1 and Ar 2 is phenyl, biphenyl, or terphenyl, and The above phenyl, biphenyl, and terphenyl are each independently unsubstituted or substituted with one or more deuterium atoms, mixture.
5. In paragraph 1, L1 and L2 are each independently directly bonded or phenylene, and The above phenylene is unsubstituted or substituted with one or more deuterium atoms, mixture.
6. In paragraph 1, The first compound above is any one selected from the group consisting of the following, mixture:
7. In paragraph 1, Ar 3 and Ar 4 are each independently phenyl or biphenyl, and The above Ar3 and Ar4 are each independently unsubstituted or substituted with one or more deuterium atoms, mixture.
8. In paragraph 1, At least one of Ar 3 and Ar 4 is an unsubstituted or one- or more deuterium-substituted phenyl, mixture.
9. In paragraph 1, R a and R d are each independently hydrogen, deuterium, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, or triphenylenyl, and The above phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, and triphenylenyl are each independently unsubstituted or substituted with one or more deuterium atoms, mixture.
10. In paragraph 1, R C is hydrogen, deuterium, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, or triphenylenyl, and The above phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, and triphenylenyl are each independently unsubstituted or substituted with one or more deuterium atoms. mixture.
11. In paragraph 1, R 21 to R 28 are each independently hydrogen, deuterium, unsubstituted phenyl, or phenyl substituted with 1 to 5 deuterium, wherein at least one of R 21 to R 28 is deuterium or phenyl substituted with 1 to 5 deuterium. mixture.
12. In paragraph 1, The second compound above is any one selected from the group consisting of the following compounds, mixture: .
13. In paragraph 1, The weight ratio of the first compound to the second compound is 10:90 to 90:10, mixture.

Description

Organic light emitting device The present invention relates to an organic light-emitting diode. Generally, organic light emission refers to the phenomenon of converting electrical energy into light energy using organic materials. Organic light-emitting diodes (OLEDs) utilizing this phenomenon possess wide viewing angles, excellent contrast, and fast response times, and are being extensively researched due to their superior characteristics in terms of brightness, driving voltage, and response speed. Organic light-emitting diodes generally have a structure comprising an anode, a cathode, and an organic layer between the anode and the cathode. To increase the efficiency and stability of the organic light-emitting diode, the organic layer is often composed of a multilayer structure made of different materials, such as a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. In the structure of such an organic light-emitting diode, when a voltage is applied between the two electrodes, holes are injected into the organic layer from the anode and electrons are injected into the organic layer from the cathode. When the injected holes and electrons meet, an exciton is formed, and light is emitted when this exciton falls back to the ground state. There is a continuous demand for the development of new materials for organic materials used in organic light-emitting devices as described above. FIG. 1 illustrates an example of an organic light-emitting device comprising a substrate (1), an anode (2), a light-emitting layer (3), and a cathode (4). FIG. 2 illustrates an example of an organic light-emitting device comprising a substrate (1), an anode (2), a hole injection layer (5), a hole transport layer (6), an electron blocking layer (7), a light-emitting layer (3), a hole blocking layer (8), an electron injection and transport layer (9), and a cathode (4). The present invention will be described in more detail below to aid in understanding. (Definition of Terms) In this specification, and represents a bond connected to another substituent, and "D" represents deuterium. In this specification, the term “substituted or unsubstituted” means that it is substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium; halogen group; cyano group; nitro group; hydroxyl group; carbonyl group; ester group; imide group; amino group; phosphine oxide group; alkoxy group; aryloxy group; alkyl sulfoxy group; aryl sulfoxy group; silyl group; boron group; alkyl group; cycloalkyl group; alkenyl group; aryl group; aralkyl group; aralkenyl group; alkylaryl group; alkylamine group; aralkylamine group; heteroarylamine group; arylamine group; arylphosphine group; or heterocyclic groups comprising one or more of N, O, and S atoms, or is substituted or unsubstituted with a substituent in which two or more of the exemplified substituents are connected. For example, “a substituent in which two or more substituents are connected” may be a biphenyl group. That is, the biphenyl group may be an aryl group or may be interpreted as a substituent in which two phenyl groups are connected. For example, the term “substituted or unsubstituted” may be understood to mean “unsubstituted or substituted with one or more substituents selected from the group consisting of deuterium, halogen, cyano, silyl, C1-10 alkyl, C1-10 alkoxy, and C6-20 aryl”; or “unsubstituted or substituted with one or more substituents selected from the group consisting of deuterium, halogen, cyano, methyl, ethyl, phenyl, biphenyl, and naphthyl”. Additionally, in this specification, the term “substituted with one or more substituents” may be understood to mean “substituted with one to the maximum number of substitutable hydrogens”. Alternatively, the term “substituted with one or more substituents” in this specification may be understood to mean “substituted with one to five substituents” or “substituted with one or two substituents.” In this specification, the number of carbon atoms in the carbonyl group is not particularly limited, but it is preferred to have 1 to 40 carbon atoms. Specifically, it may be a substituent having the following structure, but is not limited thereto. In the present specification, the oxygen of the ester group may be substituted with a straight-chain, branched-chain, or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 25 carbon atoms. Specifically, it may be a substituent having the following structure, but is not limited thereto. In the present specification, the number of carbon atoms in the imide group is not particularly limited, but it is preferred to have 1 to 25 carbon atoms. Specifically, it may be a substituent having the following structure, but is not limited thereto. In this specification, the silyl groups specifically include, but are not limited to, trimethylsilyl groups, triethylsilyl groups, t-butyldime