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Boron-based organic electroluminescent material as well as preparation method and application thereof

A luminescent and electromechanical technology, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc.

Pending Publication Date: 2021-05-11
WUHAN SUNSHINE OPTOELECTRONICS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, until now, there is no boron-based material whose performance can meet the needs of the industry, especially in the field of blue light, which is more difficult than red light and green light technology.

Method used

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  • Boron-based organic electroluminescent material as well as preparation method and application thereof
  • Boron-based organic electroluminescent material as well as preparation method and application thereof
  • Boron-based organic electroluminescent material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056]

[0057] material c

[0058] Step 1: In a 100mL three-necked flask, add 2,4-difluoro-7-phenyldibenzofuran (5.61g, 20mmol), phenol (4.71g, 50mmol), potassium carbonate (40mmol), N-methyl Pyrrolidone 60mL, in a nitrogen atmosphere, heat up to 170°C, monitor the completion of the reaction in the liquid phase, cool to room temperature, add water, filter, and reflux the filter cake with 3 times of ethanol to obtain the above material c5.14g, yield 60 %;

[0059] Step 2: In a 100 mL three-neck flask, slowly add 2.5M n-hexane tert-butyllithium solution (32.5 mL, 13 mmol) into the above material c (5.61 g, 10 mmol) in tert-butylbenzene solution (50 mL). Cool down to -40°C, add boron tribromide (1.42mL, 15mmol) slowly, rise to room temperature and stir for 1.5h, cool down to 0°C, add N,N-diisopropylethylamine (1.29g, 10mmol), heat up Stir at 120°C for 4h, cool to room temperature, add acetic acid to quench the reaction, filter, filter cake is eluted with toluene, the organi...

Embodiment 2

[0062]

[0063] material a intermediate c

[0064] Step 1: In a 250mL three-necked flask, add 7-chloro-2,4-difluorodibenzofuran (8.35g, 35mmol), carbazole (5.85g, 35mmol), potassium carbonate (9.67g, 70mmol), di Toluene 100mL, under a nitrogen atmosphere, add cuprous iodide (0.76g, 4mmol) and 1,10-phenanthroline (1.44g, 8mmol), heat up to 125 ° C, the liquid phase monitors the completion of the reaction, cool to room temperature, add Water and dichloromethane were separated, the organic phase was concentrated, and the crude product was beaten with 5 times of ethanol under reflux to obtain the above-mentioned material a9.82g, with a yield of 76%;

[0065] Step 2: Replace 2,4-difluoro-7-phenyldibenzofuran in Example 1 with 7.39 g of the material a of this example, and the other processes are the same as Step 1 of Example 1 to obtain the above material c 5.90g, yield 57%;

[0066] Step 3: Replace the material c in Example 1 with 5.17 g of the material c in this example, and ...

Embodiment 3

[0069]

[0070] material c

[0071] Step 1: Replace 2,4-difluoro-7-phenyldibenzofuran in Example 1 with 4.08g of 2,4-difluorodibenzofuran, and replace phenol with 4-(9H-carbazole- 9-base) phenol 12.96g, other process can obtain above-mentioned material c6.96g with the step one of embodiment 1, yield 51%;

[0072] Step 2: Replace material c in Example 1 with 6.83 g of material c in this example, and the other process is the same as step 2 in Example 1 to obtain 2.07 g of the target compound (2-13), with a yield of 30%;

[0073] The obtained compound was identified by LC-MS and elemental analyzer: [M+1], 690.35; C48H27N2, C 83.50, H3.94, N4.05.

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Abstract

The invention relates to a boron-based organic electroluminescent material as well as a preparation method and application thereof. According to the boron-based organic electroluminescent material, due to the fact that the rigid conjugated dibenzo polycyclic ring serves as the center, boron-based modification is carried out on the basis, the material has blue light emission shown due to the weak acceptor property of a boron-containing material and stability endowed by the dibenzo polycyclic ring, and compared with common materials and other materials constructed based on boron groups in the prior art, the material has remarkable advantages in starting voltage, luminous efficiency, light color and service life, and is an ideal blue luminescent material.

Description

technical field [0001] The invention relates to the field of optoelectronic materials, in particular, the invention relates to a boron-based organic electroluminescence material and its preparation method and application. Background technique [0002] OLED stands for Organic Light Emitting Diode, also known as Organic Laser Display. OLED has the characteristics of self-illumination. It uses a very thin organic material coating and glass substrate. When the current passes through, the organic material will emit light, and the OLED display screen has a large viewing angle and can significantly save power. Therefore, OLED is regarded as One of the most promising products of the 21st century. However, so far, OLED devices have not been widely used, and the efficiency of the device is an important reason for restricting their popularization. [0003] Phosphorescent materials are currently the most efficient organic electroluminescent materials. However, from the perspective of...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/02C09K11/06C09K2211/1014C09K2211/1029C09K2211/1044C09K2211/1033C09K2211/1037C09K2211/104C09K2211/1055C09K2211/107C09K2211/1085C09K2211/1011H10K85/636H10K85/615H10K85/631H10K85/657H10K85/6572H10K50/12H10K50/11Y02E10/549
Inventor 穆广园庄少卿任春婷徐鹏
Owner WUHAN SUNSHINE OPTOELECTRONICS TECH CO LTD
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