KR-102962018-B1 - COMPOSITION FOR ORGANIC OPTOELECTRONIC DEVICE AND ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE

Abstract

The present invention relates to a composition for an organic optoelectronic device comprising a first compound represented by Chemical Formula 1 and a second compound represented by a combination of Chemical Formulas 2 and 3, an organic optoelectronic device comprising the same, and a display device. The details regarding the above chemical formulas 1 to 3 are as defined in the specification.

Inventors

• 류진현
• 정경학
• 정성현
• 조평석
• 허달호
• 김종훈
• 이미진
• 임영묵
• 정호국
• 조영경
• 김형선
• 류승철
• 신지훈

Assignees

• 삼성에스디아이 주식회사

Dates

Publication Date

20260507

Application Date

20220705

Priority Date

20210706

Claims (12)

1. A first compound represented by the following chemical formula 1-8a, and A second compound represented by the following chemical formula 2B Composition for organic optoelectronic devices comprising: [Chemical Formula 1-8a] In the above chemical formula 1-8a, L1 and L2 are each single bonds, and Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, and At least one of Ar 1 and Ar 2 is at least one deuterium-substituted phenyl group, at least one deuterium-substituted biphenyl group, or at least one deuterium-substituted terphenyl group (wherein , , , Dα (total average number of deuterium substitutions) = 88%, Structures with Dβ (total average number of deuterium substitutions) = 65% are excluded from the range of the above chemical formula 1-8a); [Chemical Formula 2B] In the above chemical formula 2B, Ar 3 to Ar 5 are each independently substituted or unsubstituted C6 to C20 aryl groups or substituted or unsubstituted C2 to C30 heterocyclic groups, and L a1 , L a2 , L 3 to L 6 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group or a substituted or unsubstituted C2 to C20 heteroarylene group, and R a1 , R a2 and R 5 to R 12 are each independently hydrogen, deuterium, cyano group, halogen group, substituted or unsubstituted amino group, substituted or unsubstituted C1 to C30 alkyl group, substituted or unsubstituted C6 to C30 aryl group or substituted or unsubstituted C2 to C30 heterocyclic group.
2. delete
3. delete
4. In paragraph 1, L1 - Ar1 and L2 - Ar2 of the above chemical formula 1-8a are each independently One selected from the substituents listed in Group I-1 and Group I-2 below, and A composition for an organic optoelectronic device in which at least one of L1 - Ar1 and L2 - Ar2 is selected from the substituents listed in Group I-2 below: [Group I-1] [Group I-2] In the above Group I-1 and Group I-2, * is a connection point.
5. delete
6. In paragraph 1, The above first compound is a composition for an organic optoelectronic device selected from the compounds listed in Group 1 below: [Group 1] .
7. delete
8. In paragraph 1, R 5 to R 12 of the above chemical formula 2B are each independently hydrogen, deuterium, or a cyano group, and The above L3 to L6 are single bonds, substituted or unsubstituted phenylene groups, substituted or unsubstituted biphenylene groups, or substituted or unsubstituted pyridinylene groups, and A composition for an organic optoelectronic device, wherein the above Ar 3 to Ar 5 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
9. In paragraph 1, In the first compound above, Ar 1 and Ar 2 of the following chemical formula 1-8a are each a deuterium-substituted phenyl group, a deuterium-substituted biphenyl group, or a deuterium-substituted terphenyl group, and A composition for an organic optoelectronic device, wherein L a1 and L a2 of the above formula 2B are single bonds, L 3 to L 6 are each independently single bonds or substituted or unsubstituted C6 to C12 arylene groups, R 5 to R 12 , R a1 and R a2 are each independently hydrogen, deuterium, cyano group, or substituted or unsubstituted phenyl group, and Ar 3 to Ar 5 are each independently substituted or unsubstituted phenyl group, substituted or unsubstituted biphenyl group, or substituted or unsubstituted triphenylene group.
10. Positive and negative poles facing each other It includes at least one organic layer located between the anode and the cathode, and The above organic layer is an organic optoelectronic device comprising a composition for an organic optoelectronic device according to any one of claims 1, 4, 6, 8 and 9.
11. In Paragraph 10, The above organic layer includes a light-emitting layer, and The above-mentioned light-emitting layer is an organic optoelectronic device comprising the above-mentioned composition for the organic optoelectronic device.
12. A display device comprising an organic optoelectronic element according to paragraph 10.

Description

Composition for Organic Optoelectronic Device, Organic Optoelectronic Device and Display Device This relates to a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. An organic optoelectronic diode is a device capable of converting electrical energy and light energy. Organic optoelectronic devices can be broadly divided into two types based on their operating principles. One is a photovoltaic device that generates electrical energy as excitons formed by light energy are separated into electrons and holes, and the electrons and holes are transferred to different electrodes, and the other is a light-emitting device that generates light energy from electrical energy by supplying voltage or current to electrodes. Examples of organic optoelectronic devices include organic photovoltaic devices, organic light-emitting diodes, organic solar cells, and organic photoconductor drums. Among these, organic light-emitting diodes (OLEDs) have recently been receiving significant attention due to the increasing demand for flat panel display devices. As an organic light-emitting diode is a device that converts electrical energy into light, its performance is greatly influenced by the organic material located between the electrodes. FIG. 1 is a cross-sectional view illustrating an organic light-emitting device according to one embodiment. Hereinafter, embodiments of the present invention will be described in detail. However, these are presented as examples and are not intended to limit the present invention, and the present invention is defined only by the scope of the claims set forth below. In this specification, "substitution" means that, unless otherwise defined, at least one hydrogen of a substituent or compound is substituted with a deuterium, a halogen group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C30 amine group, a nitro group, a substituted or unsubstituted C1 to C40 silyl group, a C1 to C30 alkyl group, a C1 to C10 alkylsilyl group, a C6 to C30 arylsilyl group, a C3 to C30 cycloalkyl group, a C3 to C30 heterocycloalkyl group, a C6 to C30 aryl group, a C2 to C30 heteroaryl group, a C1 to C20 alkoxy group, a C1 to C10 trifluoroalkyl group, a cyano group, or a combination thereof. In one example of the present invention, "substitution" means that at least one hydrogen in the substituent or compound is substituted with deuterium, a C1 to C30 alkyl group, a C1 to C10 alkylsilyl group, a C6 to C30 arylsilyl group, a C3 to C30 cycloalkyl group, a C3 to C30 heterocycloalkyl group, a C6 to C30 aryl group, a C2 to C30 heteroaryl group, or a cyano group. Furthermore, in a specific example of the present invention, "substitution" means that at least one hydrogen in the substituent or compound is substituted with deuterium, a C1 to C20 alkyl group, a C6 to C30 aryl group, or a cyano group. Furthermore, in a specific example of the present invention, "substitution" means that at least one hydrogen in the substituent or compound is substituted with deuterium, a C1 to C5 alkyl group, a C6 to C18 aryl group, or a cyano group. In addition, in a specific example of the present invention, "substitution" means that at least one hydrogen of a substituent or compound is substituted with a deuterium, cyano group, methyl group, ethyl group, propyl group, butyl group, phenyl group, biphenyl group, terphenyl group, or naphthyl group. In this specification, “non-substituted” means that a hydrogen atom remains a hydrogen atom without being substituted by another substituent. In this specification, “hydrogen substitution (-H)” may include “deuterium substitution (-D) or “tritium substitution (-T).” In this specification, "hetero" means, unless otherwise defined, that one functional group contains 1 to 3 heteroatoms selected from the group consisting of N, O, S, P and Si, and the remainder is carbon. In this specification, "aryl group" is a collective concept for a group having one or more hydrocarbon aromatic moietys, including a form in which all elements of the hydrocarbon aromatic moiety have p-orbitals and these p-orbitals form a conjugation, such as a phenyl group, a naphthyl group, etc., and a form in which two or more hydrocarbon aromatic moietys are connected through a sigma bond, such as a biphenyl group, a terphenyl group, a quarterphenyl group, etc., and a non-aromatic fused ring in which two or more hydrocarbon aromatic moietys are directly or indirectly fused, such as a fluorenyl group, etc. Aryl groups include monocyclic, polycyclic, or fused-ring polycyclic (i.e., rings that share adjacent pairs of carbon atoms) functional groups. In this specification, "heterocyclic group" is a superordinate concept including heteroaryl groups, meaning that a cyclic compound, such as an aryl group, a cycloalkyl group, a fused ring thereof, or a combination thereof, contains at least one heteroatom selected from the group consisting of N, O, S, P, and Si instead