Compound and application thereof, and organic electroluminescent device containing compound

A compound and unsubstituted technology, applied in the field of organic electroluminescent devices, can solve the problems that the efficiency and life cannot meet the increasing requirements of display materials, and achieve the effect of reducing non-radiative transitions, reducing direct recombination, and increasing orbital energy levels

Pending Publication Date: 2021-06-04
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, its efficiency and lifespan still cannot meet people's increasing requirements for display materials.

Method used

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  • Compound and application thereof, and organic electroluminescent device containing compound
  • Compound and application thereof, and organic electroluminescent device containing compound
  • Compound and application thereof, and organic electroluminescent device containing compound

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0107] Synthesis of compound M17:

[0108]

[0109] (1) Preparation of compound M17-1:

[0110] Add 5,7-dihydro-5-phenylindolo[2,3-B]carbazole (33.2g, 100mmol), 1,3-dibromo-2-chloro-5 -Fluorobenzene (34.3g, 120mmol), cesium carbonate (39.1g, 150mmol), N,N-dimethylformamide (300ml), nitrogen replacement 3 times, 130°C heating reaction overnight. After the reaction stopped, after cooling to room temperature, 500ml of water was added and stirred for 10 minutes. A large amount of white solids were precipitated. After suction filtration, the filter cake was boiled and washed with ethanol for 2 hours, cooled and suction filtered to obtain 56.8g of white solid product with a yield of 95%. Molecular ion mass determined by mass spectrometry: 597.92 (theoretical value: 597.94).

[0111] (2) Preparation of compound M17-2

[0112] At room temperature, M17-1 (14.9g, 25mmol), bis(4-(methyl-d3))aniline (10.5g, 52mmol), Pd 2 (dba) 3(0.43g, 0.47mmol), s-Phos (0.38g, 0.94mmol), sodium t...

preparation example 11

[0116] Synthesis of Compound M21:

[0117]

[0118] (1) Preparation of compound M21-1:

[0119] Add 12H-benzofuro[2,3-a]carbazole (25.7g, 100mmol), 1,3-dibromo-2-chloro-5-fluorobenzene (34.3g, 120mmol ), cesium carbonate (39.1g, 150mmol), N,N-dimethylformamide (300ml), nitrogen replacement 3 times, 130 ℃ heating reaction overnight. After the reaction stopped, after cooling to room temperature, 500ml of water was added and stirred for 10 minutes. A large amount of white solids were precipitated. After suction filtration, the filter cake was boiled and washed with ethanol for 2 hours, cooled and suction filtered to obtain 48.6g of white solid product with a yield of 93%. Molecular ion mass determined by mass spectrometry: 522.94 (theoretical value: 522.90).

[0120] (2) Preparation of compound M21-2

[0121] At room temperature, M21-1 (26.1g, 50mmol), deuterated diphenylamine (8.7g, 50mmol), Pd 2 (dba) 3 (0.46g, 0.50mmol), s-Phos (0.38g, 0.92mmol), sodium tert-butoxide (...

Embodiment 1

[0127] This embodiment provides an organic electroluminescent device, the preparation process of which is as follows:

[0128] A glass plate coated with an ITO (thickness 150nm) transparent conductive layer is ultrasonically treated in a commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in acetone:ethanol mixed solvent, and baked in a clean environment until the water is completely removed parts, cleaned with UV light and ozone, and bombarded with a beam of low-energy cations;

[0129] Place the above-mentioned glass substrate with the anode in a vacuum chamber, and evacuate to less than 1×10 -5 Pa, HI-2 and HT-4 were vacuum-deposited on the anode layer as the hole injection layer and the hole transport layer respectively, the evaporation rate was 0.1nm / s, and the evaporation film thickness was 10nm and 40nm respectively;

[0130] Vacuum-deposit "BFH-3:M1 (30nm, 3%wt)" on the hole transport layer as the light-emitting layer of the organic electrol...

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Abstract

The invention provides a compound and application thereof, and an organic electroluminescent device comprising the same, the compound has a structure of formula (I), and the compound is used as a material of a luminescent layer in the organic electroluminescent device; and the organic electroluminescent device comprises a first electrode, a second electrode and an organic layer between the first electrode and the second electrode, and the organic layer contains one or a combination of at least two of the compounds. According to the compound provided by the invention, the LUMO orbital energy level of the compound can be improved, direct injection of electrons is reduced, reverse intersystem crossing is facilitated, the luminous efficiency is improved, part or all hydrogen atoms in the compound are subjected to heavy hydrogenation, the molecular structure stability can be greatly improved, and the vibration coupling strength of molecules is reduced; therefore, the energy loss of molecular non-radiative transition is reduced, and the service life of the device is prolonged; and when the compound is applied to an organic electroluminescent device as a luminescent material, the efficiency roll-off of the device can be further reduced, and the service life of the device is prolonged.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound and its application, and an organic electroluminescence device containing it. Background technique [0002] Organic light-emitting diodes (OLEDs) based on display and lighting have attracted widespread attention due to their foldable, self-illuminating, high contrast, low power consumption and many other advantages. The device structure of OLEDs is often composed of functional layers such as injection layer, transport layer, and light-emitting layer, among which the dye used for luminescence directly determines the color purity of the device. [0003] In the current commercial organic electroluminescent device structure, blue fluorescence is generally used in combination with red and green phosphorescent materials. However, fluorescent materials have low efficiency and higher power consumption than phosphorescent materials, and phosphorescent mater...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C07F7/08C07B59/00C09K11/06H01L51/50H01L51/54
CPCC07F5/027C07F7/0816C07B59/002C09K11/06C09K2211/1029C09K2211/1037C09K2211/1033C09K2211/1055C09K2211/1044C09K2211/104C07B2200/05H10K85/631H10K85/636H10K85/657H10K85/6572H10K50/11
Inventor 魏金贝高文正曾礼昌李国孟李熠烺
Owner BEIJING ETERNAL MATERIAL TECH
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