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A compound containing triarylamine structure and organic electroluminescent device prepared therefrom

An electroluminescent device and compound technology, applied in the field of organic electroluminescent materials, can solve problems such as disparity

Active Publication Date: 2021-07-06
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • A compound containing triarylamine structure and organic electroluminescent device prepared therefrom
  • A compound containing triarylamine structure and organic electroluminescent device prepared therefrom
  • A compound containing triarylamine structure and organic electroluminescent device prepared therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Embodiment 1: the synthesis of intermediate B1:

[0065]

[0066] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material 1-1, 0.012mol raw material 2-1, 150ml toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , obtain target product intermediate B1; HPLC purity 99.37%, yield 73.4%; Elemental analysis structure (molecular formula C 24 h 19 N): theoretical value C, 89.68; H, 5.96; N, 4.36; tested value: C, 89.65; H, 5.99; N, 4.37. ESI-MS (m / z) (M+): The theoretical value is 321.42, and the measured value is 321.58.

Embodiment 2

[0067] Embodiment 2: the synthesis of intermediate D1:

[0068]

[0069] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol of intermediate B7, 0.012mol of raw material 3-1, 150ml of toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , to obtain the target product intermediate X1;

[0070] Under a nitrogen atmosphere, weigh 0.02mol of intermediate X1, 0.012mol of bis(pinacolate) diboron, 0.0002mol of Pd(dppf)Cl 2 1. Dissolve 0.05mol potassium acetate in toluene, react at 100-120°C for 12-24 hours, take a sample point plate, react completely, cool naturally, filter, and spin evaporate the filtrate to obtain a crude product, pass throug...

Embodiment 3

[0071] Embodiment 3: the synthesis of intermediate A1:

[0072]

[0073] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol of raw material 4-1, 0.012mol of raw material 5-1, 150ml of toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , obtain target product intermediate A1; HPLC purity 98.96%, yield 70.5%; Elemental analysis structure (molecular formula C 23 h 13 BrN 2 O): theoretical C, 66.84; H, 3.17; Br, 19.33; N, 6.78; O, 3.87; found: C, 66.86; H, 3.19; Br, 19.31; ESI-MS (m / z) (M+): The theoretical value is 413.27, and the measured value is 413.39.

[0074] The synthetic raw materials of Intermediate A, Intermediate B and Inte...

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Abstract

The invention discloses a compound containing a triarylamine structure and an organic electroluminescent device prepared therefrom. The π conjugation effect in the compound of the present invention makes it have a strong hole transport ability, and the high hole transport rate can reduce the initial voltage of the device and improve the efficiency of the organic electroluminescent device; and wherein the asymmetric triarylamine structure It can reduce the crystallinity of the molecule, reduce the planarity of the molecule, prevent the molecule from moving on the plane, thereby improving the thermal stability of the molecule; at the same time, the structure of the compound of the present invention makes the distribution of electrons and holes in the light-emitting layer more balanced. Under the HOMO energy level, the hole injection and transport properties are improved; under the appropriate LUMO energy level, it also plays the role of electron blocking, improving the recombination efficiency of excitons in the light-emitting layer; as the hole transport of OLED light-emitting devices When used as a layer or electron blocking layer material, the triarylamine is matched with a branched chain in the structure, which can effectively improve the exciton utilization rate and radiation efficiency.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to an organic compound containing a triarylamine structure and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C07D519/00H01L51/54
CPCC07D471/04C07D519/00H10K85/622H10K85/615H10K85/624H10K85/636H10K85/633H10K85/6574H10K85/6576H10K85/6572
Inventor 李崇王芳张兆超徐浩杰
Owner JIANGSU SUNERA TECH CO LTD
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