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CN-117384166-B - Nitrogen-containing compound, organic electroluminescent device and electronic device comprising same

CN117384166BCN 117384166 BCN117384166 BCN 117384166BCN-117384166-B

Abstract

The application provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device containing the same, and belongs to the technical field of organic electroluminescence. The nitrogen-containing compound provided by the application has a condensed heteroaryl ring serving as a hole transport group and a nitrogen-containing heteroaryl group serving as an electron transport group, is suitable for being used in an organic electroluminescent device, and can be used for obviously improving the performance of the organic electroluminescent device.

Inventors

  • MA TIANTIAN
  • ZHENG YIYI
  • XU JIACONG

Assignees

  • 陕西莱特迈思光电材料有限公司

Dates

Publication Date
20260508
Application Date
20210618

Claims (10)

  1. 1. A nitrogen-containing compound, wherein the nitrogen-containing compound has a structure as shown in formula 1: Wherein, the Represents the site of attachment, Represents a chemical bond and is used to form a bond, Ring A and ring C are each independently selected from a benzene ring or a naphthalene ring, ring B is selected from a benzene ring or a naphthalene ring, and one of ring A, ring B and ring C is not necessarily a benzene ring; Formula II by The bond shown is fused to any two adjacent carbon atoms of ring B in formula I; Either one of U 1 and U 2 is selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted pyrenyl group, and the other is selected from the structures represented by formula III or IV; The substituents in U 1 and U 2 are each independently selected from deuterium, fluoro, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, cyclopentyl, cyclohexyl, adamantyl, trifluoromethyl, tridentate methyl or trimethylsilyl; X is selected from S or O; X 1 、X 2 and X 3 are the same and are each selected from N; Each R 1 、R 2 、R 3 、R 4 and R 5 is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, t-butyl, phenyl, pyridinyl, trifluoromethyl, biphenyl; n 1 represents the number of substituents R 1 , n 1 is selected from 1,2, 3, 4, 5, 6, 7 or 8, when n 1 is greater than 1, any two R 1 are the same or different; n 2 represents the number of substituents R 2 , n 2 is selected from 1,2, 3, 4, 5, 6, 7 or 8, when n 2 is greater than 1, any two R 2 are the same or different; n 3 represents the number of substituents R 3 , n 3 is selected from 1, 2, 3, 4, 5 or 6, when n 3 is greater than 1, any two R 3 are the same or different; n 4 represents the number of substituents R 4 , n 4 is selected from 1,2 or 3, when n 4 is greater than 1, any two R 4 are the same or different; n 5 represents the number of substituents R 5 , n 5 is selected from 1, 2, 3 or 4, when n 5 is greater than 1, any two R 5 are the same or different; L, L 1 、L 2 、L 3 and L 4 are each independently selected from the group consisting of a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothienyl group, and a substituted or unsubstituted carbazolylene group; The substituents in L, L 1 、L 2 、L 3 and L 4 are each independently selected from deuterium, fluoro, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, trifluoromethyl, tridentate methyl or phenyl; ar 1 and Ar 2 are each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienyl, and substituted or unsubstituted carbazolyl; Substituents in Ar 1 and Ar 2 are each independently selected from deuterium, fluoro, cyano, methyl, ethyl, n-propyl, isopropyl, t-butyl, cyclopentyl, cyclohexyl, adamantyl, phenyl, naphthyl, trifluoromethyl, trideuteromethyl or trimethylsilyl, optionally in Ar 1 、Ar 2 any two adjacent substituents form a fluorene ring.
  2. 2. The nitrogen-containing compound according to claim 1, wherein the nitrogen-containing compound is selected from the structures represented by the following structural formulas: 。
  3. 3. The nitrogen-containing compound according to claim 1 or 2, wherein the L, L 1 、L 2 、L 3 and L 4 are each independently selected from the group consisting of a single bond, a substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the group consisting of: ; Wherein, the Representing a chemical bond, wherein the substituted group V has one or more substituents independently selected from deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, tert-butyl, trifluoromethyl, tridentate methyl or phenyl, and when the number of the substituents on the substituted group V is greater than 1, the substituents are the same or different.
  4. 4. The nitrogen-containing compound according to claim 1 or 2, wherein Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted group W, wherein the unsubstituted group W is selected from the group consisting of: ; Wherein, the The substituted group W has one or more substituents independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, adamantyl, phenyl, naphthyl, trifluoromethyl, tridentate methyl or trimethylsilyl, and when the number of the substituents on the substituted group W is greater than 1, the substituents are the same or different.
  5. 5. The nitrogen-containing compound according to claim 1 or 2, wherein the structure represented by formula III is selected from the group consisting of: ; the structure of formula IV is selected from the group consisting of: ; Each R 4 and R 5 is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, t-butyl, or trifluoromethyl.
  6. 6. The nitrogen-containing compound according to claim 1, wherein the nitrogen-containing compound is selected from the group consisting of:
  7. 7. An organic electroluminescent device comprising an anode and a cathode disposed opposite each other, and at least one functional layer interposed between the anode and the cathode, the functional layer comprising the nitrogen-containing compound according to any one of claims 1 to 6.
  8. 8. The organic electroluminescent device of claim 7, wherein the functional layer comprises an organic electroluminescent layer comprising the nitrogen-containing compound.
  9. 9. The organic electroluminescent device of claim 8, wherein the organic electroluminescent device is a green organic electroluminescent device or a red organic electroluminescent device.
  10. 10. An electronic device comprising the organic electroluminescent device as claimed in any one of claims 7 to 9.

Description

Nitrogen-containing compound, organic electroluminescent device and electronic device comprising same Technical Field The application relates to the technical field of organic electroluminescence, in particular to a nitrogen-containing compound, an organic electroluminescent device and an electronic device containing the same. Background As a new generation display technology, the organic electroluminescent material (OLED) has the advantages of ultra-thin, self-luminescence, wide viewing angle, quick response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, low energy consumption and the like, and is widely applied to industries of flat panel display, flexible display, solid-state lighting, vehicle-mounted display and the like. The organic light emitting phenomenon refers to a phenomenon in which an organic material is used to convert electric energy into light energy. An organic light emitting device using an organic light emitting phenomenon generally has a structure including an anode, a cathode, and an organic material layer therebetween. The organic material layer is generally formed in a multi-layered structure composed of different materials to improve brightness, efficiency, and lifetime of the organic electroluminescent device, and may be composed of a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and the like. In the organic light emitting device structure, when a voltage is applied between two electrodes, holes and electrons are injected from an anode and a cathode, respectively, into an organic material layer, excitons are formed when the injected holes meet the electrons, and light is emitted when the excitons return to a ground state. In the conventional organic electroluminescent devices, the life and efficiency are the most important problems, and with the increase of the area of the display, the driving voltage is increased, the luminous efficiency and the power efficiency are also increased, and a certain service life is ensured, so that the organic materials have to solve the efficiency or life problems, and new materials for the organic luminescent devices, which have high efficiency, long life and suitability for mass production, are required to be continuously developed. It should be noted that the information disclosed in the above background section is only for enhancing understanding of the background of the application and thus may include information that does not form the prior art that is already known to those of ordinary skill in the art. Disclosure of Invention The application aims to overcome the defects in the prior art and provide a nitrogen-containing compound, an organic electroluminescent device and an electronic device containing the same, which can improve luminous efficiency and prolong the service life of the device. In order to achieve the aim of the application, the application adopts the following technical scheme: According to a first aspect of the present application, there is provided a nitrogen-containing compound having a structural formula shown in formula 1: the nitrogen-containing compound has a structure as shown in formula 1: wherein, represents the site of attachment, Represents a chemical bond and is used to form a bond, Ring A, ring B and ring C are each independently selected from aromatic rings having 6 to 14 carbon atoms, and are not benzene rings at the same time; formula II is fused to any two adjacent carbon atoms of ring B in formula I via a bond shown; u 1、U2 is the same or different and is selected from substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, a structure shown in a formula III or a structure shown in a formula IV, and at least one of U 1、U2 is selected from the formula III or the formula IV; X is selected from S or O; X 1、X2 and X 3 are the same or different and are each independently selected from N or C (R), and at least one of X 1、X2 and X 3 is N; Each R, R 1、R2、R3、R4、R5 is independently selected from hydrogen, deuterium, a halogen group, cyano, aryl having 6 to 12 carbon atoms, heteroaryl having 5 to 12 carbon atoms, alkyl having 1 to 5 carbon atoms, haloalkyl having 1 to 5 carbon atoms, deuteroalkyl having 1 to 5 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, or cycloalkyl having 3 to 10 carbon atoms; n 1 represents the number of substituents R 1, n 1 is selected from 1,2, 3, 4, 5, 6, 7 or 8, when n 1 is greater than 1, any two R 1 are the same or different, optionally, any two adjacent R 1 form a ring; n 2 represents the number of substituents R 2, n 2 is selected from 1,2, 3, 4, 5, 6, 7 or 8, when n 2 is greater than 1, any two R 2 are the same or different, optionally, any two adjacent R 2 form a ring; n 3 represents the number of substituents R 3, n 3 is selected from 1, 2,3, 4, 5 or 6, when n 3 is greater