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OLED electron transport material and application thereof

A technology of electron transport materials and electron transport layers, which is applied in the direction of luminescent materials, circuits, electrical components, etc., can solve the problems of slow electron transport speed, achieve the effects of excellent device performance, excellent thermal stability, and improved device efficiency

Inactive Publication Date: 2018-11-16
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The invention aims at the defect that the electron transport speed of the existing electron transport materials is too slow, and provides an OLED electron transport material and its application

Method used

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  • OLED electron transport material and application thereof
  • OLED electron transport material and application thereof
  • OLED electron transport material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The preparation of intermediate B01, reaction equation is as follows:

[0028]

[0029] The specific operation process is: in a 1000mL three-necked flask, add compound A01 (38g, 0.20mol, CAS-RN: 187037-82-7), benzamidine (50.4g, 0.42mol), sodium ethoxide (30g, 0.44mol) , anhydrous ethanol (550g), under the protection of nitrogen, heat up to 45°C, keep the temperature for 16 hours, cool down to 25°C, pour the reaction solution into 900g deionized water, stir for 0.5h, filter with suction, rinse with 200g of absolute ethanol , collect the filter cake, use silica gel column chromatography to refine, eluent is dichloromethane:petroleum ether=2:1 (volume ratio), obtain target object B01 refined product 36.2g, yield 50.5%, high-resolution mass spectrum, positive ion Mode, formula C 24 H1 4 N 4 , the theoretical value is 358.1218, and the test value is 358.1213.

Embodiment 2

[0031] The preparation of intermediate D01, reaction equation is as follows:

[0032]

[0033] The specific operation process is: in a 500mL three-necked flask, add compound B01 (18g, 0.05mol), N,N-dimethylformamide (200g), raise the temperature to 110°C, and slowly add N-bromobutane in batches Imide (8.9g, 0.05mol) was added in about 2h, kept for 12h, cooled to 25°C, poured the reaction solution into 700g deionized water, stirred for 0.5h, filtered with suction, rinsed with 200g of absolute ethanol, collected The filter cake was purified by silica gel column chromatography, and the eluent was dichloromethane:petroleum ether=1:1 (volume ratio) to obtain 16.4 g of the target object D01 fine product, with a yield of 75%, high-resolution mass spectrometry, positive ion mode, Molecular formula C 24 h 13 BrN 4 , the theoretical value is 436.0324, and the test value is 436.0329.

Embodiment 3

[0035] The preparation of intermediate D02, reaction equation is as follows:

[0036]

[0037] The specific operation process is: in a 500mL three-necked flask, add compound B01 (18g, 0.05mol), N,N-dimethylformamide (200g), raise the temperature to 110°C, and slowly add N-bromobutane in batches Imide (17.8g, 0.1mol) was added in about 2h, kept for 16h, cooled to 25°C, poured the reaction solution into 800g deionized water, stirred for 0.5h, filtered with suction, rinsed with 200g of absolute ethanol, collected The filter cake was purified by silica gel column chromatography, and the eluent was dichloromethane:petroleum ether=1:1 (volume ratio), and further recrystallized using mesitylene as a solvent to obtain 9.6 g of the target product D02, with a yield of 37.2 %, high resolution mass spectrometry, positive ion mode, molecular formula C 24 h 12 Br 2 N 4 , theoretical value 515.9408, test value 515.9402.

[0038] Two, the synthesis embodiment of compound

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Abstract

The invention relates to an electron transport material and application thereof. The electron transport material has a molecular structure as shown in the formula (1) in the specification. According to the material, electron-deficient 2,7-dibenzyl-1,3,6,8-tetraazapyrene is used as the core, and an appropriate substituent group is introduced into the electron-deficient center so as to form small molecular OLED functional layer materials with excellent electron transport properties with the molecular mass of 510-820. The material has a closed-loop structure and excellent heat stability and is suitable for the vapor plating process for the manufacturing of a small molecular organic electroluminescent device.

Description

technical field [0001] The invention relates to an OLED electron transport material, in particular to a small molecule organic electroluminescent material with electron transport capability and application thereof, belonging to the technical field of organic electroluminescence. Background technique [0002] Organic light-emitting diode (OLED) was produced in the 1980s. It is an organic device that converts electrical energy into light energy. It has many advantages such as self-illumination, wide viewing angle, fast response speed, wide color gamut, and flexible display. Advantages, after 30 years of continuous development, this technology has gradually matured. At present, organic electroluminescence technology has been widely used in many products such as smart phones, flat-panel TVs, and virtual reality. [0003] Organic electroluminescent diodes have a sandwich-like multi-layer sandwich structure, in which each interlayer carries a different function, called a functiona...

Claims

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Application Information

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IPC IPC(8): C07D487/06C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/06C09K2211/1044C09K2211/1029C09K2211/1007C09K2211/1011H10K85/654H10K85/6572H10K50/16
Inventor 盛磊高宪鹏冷佳玉胡葆华周银波孟凡民
Owner VALIANT CO LTD
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