KR-20260067368-A - Organic light-emitting device, display device including the same, and compound

Abstract

The present invention relates to an organic light-emitting device, a display device including the same, and a compound.

Inventors

• 숄츠, 요하네스
• 스테넷, 토마스
• 마이, 수잔
• 갈란 가르시아, 엘레나

Assignees

• 노발레드 게엠베하

Dates

Publication Date

20260512

Application Date

20240925

Priority Date

20230927

Claims (15)

1. An organic light-emitting device comprising an anode, a cathode, a light-emitting layer, a hole blocking layer, and an electron transport layer, - The light-emitting layer, the hole-blocking layer, and the electron-transporting layer are disposed between the anode and the cathode; - The hole blocking layer and the electron transport layer are disposed between the light-emitting layer and the cathode; - The hole blocking layer is disposed between the light-emitting layer and the electron transport layer; - The hole blocking layer is in direct contact with the electron transport layer; - The above hole blocking layer does not include an electrical dopant; - The hole blocking layer above comprises a compound of formula (I): In the above chemical formula (I) - m and n are independently 0 or 1 and; - p is 0 or 1 and; - m + n + p ≥ 1 and; - R1 and R3 are independently substituted or unsubstituted C6 to C18 aryls; - R2 and R4 are independently substituted or unsubstituted C6 to C18 arylenes; - R5 is a substituted or unsubstituted C6 to C18 arylene; - R 6 is selected from the group consisting of phenylene, pyrazinylene and anthracenylene; - R7 is an unsubstituted C6 to C18 aryl; - R8 to R11 are independently selected from the group consisting of H and unsubstituted C6 to C18 aryls; - Where one or more of R1 to R5 are substituted, one or more substituents are independently C1 to C6 alkyl; - At least one of R1 and R3 is substituted with at least one C1 to C6 alkyl substituent; and at least one of R2 , R4 and R5 is substituted with at least one C1 to C6 alkyl substituent, an organic light-emitting device.
2. An organic light-emitting device according to claim 1, wherein R1 and R3 are independently substituted or unsubstituted phenyls.
3. An organic light-emitting device according to claim 1 or 2, wherein R2 and R4 are independently substituted or unsubstituted phenylene.
4. An organic light-emitting device according to any one of claims 1 to 3, wherein R5 is a substituted or unsubstituted C6 to C12 arylene.
5. An organic light-emitting device according to any one of claims 1 to 4, wherein R6 is selected from the group consisting of phenylene and pyrazinylene.
6. An organic light-emitting device according to any one of claims 1 to 5, wherein R7 is an unsubstituted phenyl.
7. An organic light-emitting device according to any one of claims 1 to 6, wherein R 8 to R 11 is independently selected from the group consisting of H and phenyl.
8. An organic light-emitting device according to any one of claims 1 to 7, wherein at least one of R1 and R3 is substituted with at least two C1 to C6 alkyl substituents and/or R5 is substituted with at least one C1 to C6 alkyl substituent.
9. An organic light-emitting device according to any one of claims 1 to 8, wherein one or more of R1 to R5 are substituted, and one or more substituents are each methyl.
10. An organic light-emitting device according to any one of claims 1 to 9, wherein the compound of formula (I) is selected from E-1 to E-10:
11. A device comprising an organic light-emitting device according to any one of claims 1 to 10, wherein the device is a display device or a lighting device.
12. Compound of chemical formula (II): In the above chemical formula (II) - m and n are independently 0 or 1 and; - p is 0, 1, or 2 and; - m + n + p ≥ 1 and; - R1 and R3 are independently substituted or unsubstituted phenyls; - R2 and R4 are independently substituted or unsubstituted phenylene; - Each R 5 is independently substituted or unsubstituted phenylene; - R 6 is selected from the group consisting of phenylene, pyrazinylene and anthracenylene; - R7 is an unsubstituted phenyl; - R 8 to R 11 are independently selected from the group consisting of H and unsubstituted phenyl; - Where one or more of R1 to R5 are substituted, one or more substituents are independently C1 to C6 alkyl; - At least one of R1 and R3 is substituted with at least one C1 to C6 alkyl substituent; and at least one of R2 , R4 and R5 is substituted with at least one C1 to C6 alkyl substituent.
13. A compound according to claim 12, wherein at least one of R1 and R3 is substituted with at least two C1 to C6 alkyl substituents and/or R5 is substituted with at least one C1 to C6 alkyl substituent.
14. A compound according to claim 12 or 13, wherein, where one or more of R1 to R5 are substituted, one or more substituents are each methyl.
15. In any one of paragraphs 12 to 14, the compound is selected from E-2 to E-10, compound:

Description

Organic light-emitting device, display device including the same, and compound The present invention relates to an organic light-emitting device and a display device comprising an organic light-emitting device. The present invention further relates to a compound. Organic semiconductor devices, such as organic light-emitting diodes (OLEDs) which are self-emissive devices, possess wide viewing angles, excellent contrast, fast response, high brightness, excellent operating voltage characteristics, and color reproducibility. A typical OLED comprises an anode, a hole transport layer (HTL), an emissive layer (EML), an electron transport layer (ETL), and a cathode sequentially stacked on a substrate. In this regard, the HTL, EML, and ETL are thin films formed from organic compounds. When voltage is applied to the anode and cathode, holes injected from the anode move to the EML through the HTL, and electrons injected from the cathode move to the EML through the ETL. The holes and electrons recombine in the EML to generate excitons. When the excitons fall from the excited state to the ground state, light is emitted. The injection and flow of holes and electrons must be balanced so that the OLED having the structure described above has excellent efficiency and/or a long lifespan. The performance of an organic light-emitting diode can be affected by the characteristics of the organic semiconductor layer, and among them, it can be affected by the characteristics of the organic material of the organic semiconductor layer. In particular, for organic semiconductor devices such as organic light-emitting diodes to be applied to large flat-panel displays, it is necessary to develop organic semiconductor layers that can increase electron mobility while simultaneously enhancing electrochemical stability. Accordingly, the object of the present invention is to provide an organic light-emitting diode that overcomes the disadvantages of the prior art and a compound for manufacturing the same, and in particular, to provide a compound for use in an organic light-emitting diode comprising the same that helps improve the performance, particularly performance related to efficiency and/or operating voltage. This objective is achieved by an organic light-emitting device comprising an anode, a cathode, a light-emitting layer, a hole blocking layer, and an electron transport layer, and Here - The light-emitting layer, hole-blocking layer, and electron-transporting layer are disposed between the anode and the cathode; - The hole blocking layer and the electron transport layer are placed between the light-emitting layer and the cathode; - The hole blocking layer is placed between the light-emitting layer and the electron transport layer; - The hole blocking layer is in direct contact with the electron transport layer; - The hole blocking layer does not contain electrical dopants; - The hole blocking layer comprises a compound of chemical formula (I): In the above chemical formula (I) - m and n are independently 0 or 1 and; - p is 0 or 1 and; - m + n + p ≥ 1 and; - R1 and R3 are independently substituted or unsubstituted C6 to C18 aryls; - R2 and R4 are independently substituted or unsubstituted C6 to C18 arylenes; - R5 is a substituted or unsubstituted C6 to C18 arylene; - R 6 is selected from the group consisting of phenylene, pyrazinylene and anthracenylene; - R7 is an unsubstituted C6 to C18 aryl; - R8 to R11 are independently selected from the group consisting of H and unsubstituted C6 to C18 aryls; - Where one or more of R1 to R5 are substituted, one or more substituents are independently C1 to C6 alkyl; - At least one of R1 and R3 is substituted with at least one C1 to C6 alkyl substituent; and at least one of R2 , R4 and R5 is substituted with at least one C1 to C6 alkyl substituent. The objective is further achieved by a device comprising an organic light-emitting device according to the present invention, wherein the device is a display device or a lighting device. The objective is further achieved by a compound of formula (II): In the above chemical formula (II) - m and n are independently 0 or 1 and; - p is 0, 1, or 2 and; - m + n + p ≥ 1 and; - R1 and R3 are independently substituted or unsubstituted phenyls; - R2 and R4 are independently substituted or unsubstituted phenylene; - Each R 5 is independently substituted or unsubstituted phenylene; - R 6 is selected from the group consisting of phenylene, pyrazinylene and anthracenylene; - R7 is an unsubstituted phenyl; - R 8 to R 11 are independently selected from the group consisting of H and unsubstituted phenyl; - Where one or more of R1 to R5 are substituted, one or more substituents are independently C1 to C6 alkyl; - At least one of R1 and R3 is substituted with at least one C1 to C6 alkyl substituent; and at least one of R2 , R4 and R5 is substituted with at least one C1 to C6 alkyl substituent. Compound of chemical formula (I) An organic light-emitting device comprises a com