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Organic compound, and electronic element using same and electronic device

An organic compound, unsaturated technology, applied in the direction of electrical components, organic chemistry, organic chemical methods, etc., can solve the problems of reduced efficiency and life of light-emitting devices, lower triplet energy level, etc., achieve high glass transition temperature, improve The effect of life and good film formation

Active Publication Date: 2022-02-22
SHAANXI LTMS OPTOELECTRONICS MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although it has the characteristics of good mobility and low driving voltage, in order to obtain a suitable glass transition temperature, a large number of substituents have to be introduced into its structure to increase its molecular weight, which reduces the energy of the triplet energy level, resulting in Efficiency and lifetime reduction of electroluminescent devices

Method used

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  • Organic compound, and electronic element using same and electronic device
  • Organic compound, and electronic element using same and electronic device
  • Organic compound, and electronic element using same and electronic device

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0165] Synthesis of Preparation Example 1 Compound 1

[0166]

[0167] (1) Intermediate A (4.9g, 13.36mmol), 4-aminobiphenyl (2.33g, 13.75mmol), three (dibenzylideneacetone) dipalladium (0.12g, 0.13mmol), 2-bicyclo Add hexylphosphine-2', 4', 6'-triisopropylbiphenyl (0.13g, 0.27mmol) and sodium tert-butoxide (1.94g, 20.22mmol) into toluene (60mL), and heat to 108 ℃, stirred for 3 hours; then cooled to room temperature, the reaction solution was washed with water and dried by adding magnesium sulfate, filtered and the filtrate was decompressed to remove the solvent; the crude product was recrystallized and purified using a dichloromethane / n-heptane system to obtain a light yellow solid intermediate Body A1-1 (5.36 g, yield 80.4%).

[0168]

[0169] (2) Intermediate A1-1 (5.2g, 10.4mmol), 4-bromobiphenyl (2.43g, 10.4mmol), three (dibenzylideneacetone) dipalladium (0.09g, 0.104mmol), 2- Add dicyclohexylphosphine-2',6'-dimethoxybiphenyl (0.08g, 0.208mmol) and sodium tert-bu...

preparation example 2

[0171] Synthesis of Preparation Example 2 Compound 33

[0172]

[0173] Using o-aminobiphenyl to replace 4-aminobiphenyl, 9,9-dimethyl-2-bromofluorene to replace 4-bromobiphenyl, compound 33 was synthesized in the same way as compound 1 in Preparation 1 (yield 37.9 %); mass spectrum LC-MS (ESI, pos.ion): m / z=692.4[M+H] + .

[0174] 1 H-NMR: (400MHz, CD 2 Cl 2 ):7.85-7.78(m,3H),7.56(d,2H),7.54-7.42(m,7H),7.36-7.30(m,6H),7.28-7.24(m,4H),7.20(t,1H ),7.12(d,1H),7.09(d,1H),7.03-7.99(m,2H),6.95(s,1H),6.89(d,1H),1.73(s,6H),1.39(d, 6H).

preparation example 3

[0175] Synthesis of Preparation Example 3 Compound 156

[0176]

[0177] Use intermediate C instead of intermediate A, 3-aminobiphenyl instead of 4-aminobiphenyl, 9,9-diphenyl-2-bromofluorene instead of 4-bromobiphenyl, to synthesize compound 1 in Preparation Example 1 the same Compound 156 was synthesized by the method (yield 37.9%); mass spectrum LC-MS (ESI, pos.ion): m / z=692.32[M+H] + .

[0178] 1 H-NMR: (400MHz, CD 2 Cl 2 ):7.82-7.78(m,3H),7.62-7.40(m,7H),7.38-7.32(m,4H),7.28-7.14(m,15H),7.12(s,1H),7.10(d,1H ),709-7.05(m,3H),7.03(d,1H),6.97(d,1H),6.92-6.88(m,2H),6.83(s,1H),1.39(d,6H).

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Abstract

The present application relates to an organic compound, and an electronic element using the same and an electronic device. The organic compound has a structural formula represented by the following formula 1. When the organic compound is used for a hole auxiliary layer of an organic electroluminescent device or a photoelectric conversion device, the device performance of the device can be effectively improved.

Description

technical field [0001] The present application relates to the technical field of organic materials, and in particular, relates to an organic compound and electronic components and electronic devices using the same. Background technique [0002] An electroluminescent (EL) device is a self-luminous type display device, which has attracted intense attention due to its wide viewing angle, excellent contrast ratio, and fast response. The basic structure of an EL device is a thin, transparent indium tin oxide (ITO) with semiconductor properties connected to the positive electrode, plus another metal surface cathode, wrapped into a sandwich structure. The whole structural layer includes: a hole transport layer (HTL), an electroluminescent layer (EM) and an electron transport layer (ETL). When the power is supplied to an appropriate voltage, the positive holes and the surface cathode charges will combine in the electroluminescent layer, and under the action of Coulomb force, they w...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61
CPCC07C211/61C07D209/88C07D333/76C07D307/91C07D405/12C07F7/0812C07D209/86C07D335/12C07D319/24C07F7/081C07D311/96C07D307/77C07D339/08C07C211/54C07D311/78C07D409/12C07D311/82C07D327/08C07D279/26C07D265/38C07C255/58C07B59/001C07B59/002C09K11/06C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1088C09K2211/1092C07B2200/05H10K85/622H10K85/615H10K85/624H10K85/631H10K85/636H10K85/626H10K85/633H10K85/657H10K85/6576H10K85/6574H10K85/40H10K85/6572H10K50/15Y02E10/549
Inventor 岳富民杨雷
Owner SHAANXI LTMS OPTOELECTRONICS MATERIAL CO LTD
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