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CN-114573533-B - Novel compound for coating layer and organic light-emitting element comprising same

CN114573533BCN 114573533 BCN114573533 BCN 114573533BCN-114573533-B

Abstract

The present invention provides a compound for a cover layer represented by the following chemical formula 1 and an organic light-emitting element comprising the compound

Inventors

  • An Cien
  • An Xianzhe
  • Xian Haowan
  • Jin Xizhou
  • JIN DONGJUN
  • Min Bingzhe
  • HAN ZHENGYOU
  • Quan Tongre
  • LI CHENGGUI

Assignees

  • 东进世美肯株式会社

Dates

Publication Date
20260505
Application Date
20211130
Priority Date
20201201

Claims (12)

  1. 1. A compound for a cover layer represented by the following chemical formula 1: Chemical formula 1 In the chemical formula 1 described above, a compound having the formula, Y is O or S, and the total number of the catalyst is O or S, Each of the A ring and the B ring is independently any one of phenyl, the other is naphthyl, Each X is independently CR or N, R is hydrogen or substituted or unsubstituted C1-C10 alkyl, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6-C50 aryl group or a substituted or unsubstituted C2-C50 heteroaryl group, L, L 1 and L 2 are each independently a direct bond, phenylene, biphenylene or pyridylene group, and are substituted or unsubstituted with deuterium, When the above is substituted, the substituent is deuterium, halogen, cyano, nitro, nitrile, C1-C30 alkyl, C1-C30 alkoxy, C1-C30 thioether, C6-C50 aryl or C2-C50 heteroaryl.
  2. 2. The compound for a cover layer according to claim 1, The chemical formula 1 is represented by the following chemical formula 2: Chemical formula 2 In the chemical formula 2 described above, the chemical formula, The definitions of X, Y, A ring, B ring, ar 1 and Ar 2 are the same as those in the chemical formula 1, L, m and n are each independently integers from 0 to 2, R 1 to R 3 are each independently hydrogen or deuterium, P is each independently an integer from 0 to 4.
  3. 3. The compound for a cover layer according to claim 1, The chemical formula 1 is represented by the following chemical formula 3 or chemical formula 4: Chemical formula 3 Chemical formula 4 In the chemical formula 3 and chemical formula 4, The definitions of X, Y, A ring, B ring, L, L 1 、L 2 , and Ar 2 are the same as those in the chemical formula 1, and the plurality of Y, A rings and B ring may be the same as or different from each other.
  4. 4. The compound for a cover layer according to claim 1, The chemical formula 1 is represented by the following chemical formula 5 or chemical formula 6: Chemical formula 5 Chemical formula 6 In the chemical formula 5 and chemical formula 6, The definitions of X, Y, ar 1 and Ar 2 are the same as those in the chemical formula 1, The ring A and the ring B are naphthyl, L, m and n are each independently integers from 0 to 2, R 1 to R 3 are each independently hydrogen or deuterium, P is each independently an integer from 0 to 4.
  5. 5. The compound for a cover layer according to claim 1, The said Is any one of the structures represented by the following structures a-1 to a-13: In the structures A-1 to A-13, W is O or S.
  6. 6. The compound for a cover layer according to claim 1, Ar 1 and Ar 2 are each independently any one of the structures represented by the following structures B-1 to B-26: of the structures B-1 to B-26, Z is CR ' R ', NR ', O or S, Z 1 is CR' or N, R 'and R' are each independently hydrogen, deuterium, halo, cyano, C1-C10 alkyl, or C6-C20 aryl.
  7. 7. The compound for a cover layer according to claim 6, The Ar 1 and Ar 2 each independently include any one of the structures represented by the structure B-1, the structure B-3, the structure B-5, and the structures B-6 to structure B-12.
  8. 8. The compound for a cover layer according to claim 1, The compound of formula 1 is any one of compounds represented by the following formulas: 。
  9. 9. An organic light-emitting element comprising the compound for a cover layer according to any one of claims 1 to 8.
  10. 10. The organic light-emitting device according to claim 9, The organic light emitting element includes: 1 st electrode; a 2 nd electrode facing the 1 st electrode; 1 or more organic layers interposed between the 1 st and 2 nd electrodes, and A coating layer disposed outside one or more of the 1 st electrode and the 2 nd electrode, comprising the compound for coating layer according to any one of claims 1 to 8.
  11. 11. The organic light-emitting element according to claim 10, wherein: the thickness of the covering layer is 100 to 2000 。
  12. 12. The organic light-emitting element according to claim 10, wherein: the refractive index of the cover layer at the wavelength of 450nm is more than 2.20.

Description

Novel compound for coating layer and organic light-emitting element comprising same Technical Field The present invention relates to a novel compound for a capping layer and an organic light-emitting element comprising the same. Background Materials used as the organic layer in the organic light-emitting element can be broadly classified into a light-emitting material, a hole-injecting material, a hole-transporting material, an electron-injecting material, and the like according to their functions. Further, the light emitting material may be classified into a fluorescent material of a singlet excited state derived from electrons, a phosphorescent material of a triplet excited state derived from electrons, and a delayed fluorescent material derived from electron movement from the triplet excited state to the singlet excited state according to a light emitting mechanism, and may be classified into blue, green, red, and yellow and vermilion light emitting materials required to realize more excellent natural colors according to light emitting colors. A general organic light emitting device may have a structure in which an anode is formed on a substrate, and a hole transporting layer, a light emitting layer, an electron transporting layer, and a cathode are sequentially formed on the anode. Wherein the hole transport layer, the light emitting layer and the electron transport layer are organic thin films composed of organic compounds. The driving principle of the organic light emitting element having the above-described structure is as follows. When a voltage is applied between the anode and the cathode, holes injected from the anode will move to the light emitting layer via the hole transporting layer, while electrons injected from the cathode will move to the light emitting layer via the electron transporting layer. The holes and electrons will recombine at the light emitting layer and generate excitons. Light will be generated during the transition of the exciton from the excited state to the ground state. In addition, the efficiency of an organic light emitting element can be generally classified into internal light emitting efficiency and external light emitting efficiency. The internal light emission efficiency is related to the efficiency of generating excitons in an organic layer such as a hole transporting layer, a light emitting layer, and an electron transporting layer between the 1 st electrode and the 2 nd electrode and achieving light conversion, and theoretically, the internal light emission efficiency of fluorescence is 25% and phosphorescence is 100%. Further, the external light emission efficiency refers to the efficiency with which light generated in the organic layer is extracted to the outside of the organic light emitting element, and it has been known that about 20% of the internal light emission efficiency can be extracted to the outside in general. As a method for improving the light extraction efficiency, various organic compounds having a refractive index of 1.7 or more are generally used as a coating layer in order to prevent the loss of light irradiated to the outside due to total reflection, and in order to improve the performance of an organic light emitting element, efforts have been made to develop an organic compound having a high refractive index and film stability capable of improving the external light emission efficiency. Disclosure of Invention Accordingly, an object of the present invention is to provide a compound for a cap layer of an organic light-emitting element and an organic light-emitting element including the compound for a cap layer, which can improve the absorption wavelength in the ultraviolet region while having a wide band gap and a high refractive index where absorption of the visible light region is difficult, thereby achieving high color purity, high efficiency, and long service life. Further, the present invention is directed to provide a compound for a capping layer and an organic light emitting element comprising the same, which can improve the alignment of thin films between molecules by increasing the polarization ratio of the molecules and thereby improve the refractive index, can also improve the stability to external air and/or moisture, and can prevent recrystallization between molecules and maintain the stable state of the thin films when heat is generated during the driving of the element by a higher glass transition temperature (Tg) and decomposition temperature (Td), thereby further improving the external quantum efficiency and the service life. Next, the problems and additional problems described above will be described in detail. As means for solving the above-mentioned problems, As an embodiment of the present invention, there is provided a compound for a cover layer represented by the following chemical formula 1: < chemical formula 1> In the chemical formula 1 described above, a compound having the formula, Y is O, S, se or Te, and the tot