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Novel organic material and application thereof

An organic material and a new type of technology, applied in the field of organic electroluminescence display, which can solve the problems of crystallization, poor film formation, and unstable structure.

Active Publication Date: 2020-04-14
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Merck invented this type of related compounds to increase the efficiency and life of electronic devices, but the structure invented by the company is unstable, easy to quench, crystallize, and poor film formation

Method used

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  • Novel organic material and application thereof
  • Novel organic material and application thereof
  • Novel organic material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Synthesis of (Compound II-1-4)

[0070] The synthetic route is as follows:

[0071]

[0072] Synthesis of compound II-1-4

[0073] 1 liter three-neck flask, equipped with magnetic stirring, add 40.07g (0.378mol) of sodium carbonate, 58.59g of phenanthrene[9,10-d]thiazol-2-ylboronic acid (purity 99%, 0.21mol) and 100ml of toluene in sequence after nitrogen replacement . After nitrogen replacement again, 0.5 g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water for hydrolysis, stir for 10 minutes, filter, filter cake washed several times with DMF, and filter to obtain 60.36g of light yellow solid with a purity of 99% and a yield of 79%.

[0074] Product MS (m / e): 523; Elemental analysis (C 50 h 24 N 2 o 2 S 2 ): theoretic...

Embodiment 2

[0076] Synthesis of (Compound II-1-7)

[0077] The synthetic route is as follows:

[0078]

[0079] Synthesis of compound II-1-7

[0080] 1 liter three-neck flask, equipped with magnetic stirring, after nitrogen replacement, add sodium carbonate 40.07g (0.378mol), (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid 65.94 g (purity 99%, 0.21mol) and toluene 100ml. After nitrogen replacement again, 0.5 g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water for hydrolysis, stir for 10 minutes, filter, filter the cake with DMF and wash it several times, and filter to obtain 66.26g of a light yellow solid with a purity of 99% and a yield of 81%.

[0081] Product MS (m / e): 818; Elemental Analysis (C 58 h 34 N 4 o 2 ): theoretica...

Embodiment 3

[0083] Synthesis of (Compound II-1-12)

[0084] The synthetic route is as follows:

[0085]

[0086] Synthesis of compound II-1-12

[0087] A 1-liter three-neck flask equipped with magnetic stirring, 40.07 g (0.378 mol) of sodium carbonate, 17.93 g of benzo[d]oxazol-2-ylboronic acid (99% purity, 0.11 mol) and 100 ml of toluene were sequentially added after nitrogen replacement. After nitrogen replacement again, 0.5g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water to hydrolyze, stir for 10 minutes, filter, filter cake is repeatedly boiled and washed with DMF several times, and filter to obtain 31.52g of light yellow solid with a purity of 99% and a yield of 79%.

[0088] Product MS (m / e): 399; elemental analysis (C 27 h 13 NO ...

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PUM

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Abstract

The invention relates to a novel organic material. The novel organic material has any structure as shown in general formulas I-III. The novel organic material provided by the invention is a novel compound which takes Peri-Xanthenoxanthene as a center and has a high T1 energy level, a narrow band gap and a shallow highest occupied molecular orbital (HOMO) energy level. The peri-Xanthenoxanthene sublimate easily, is very stable in air and cannot be oxidized and decomposed, and has very high thermal stability and relatively high glass-transition temperature in air. By introducing groups with large steric hindrance, the luminescent material is not easy to crystallize and quench and has good film-forming property. As a preferred embodiment of the present invention, the novel organic material isused as a host material in a light-emitting layer.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence display, in particular to a novel organic material and its application. Background technique [0002] The application of organic electroluminescent (OLED) materials in information display materials, organic optoelectronic materials and other fields has great research value and bright application prospects. With the development of multimedia information technology, the performance requirements of flat panel display devices are getting higher and higher. At present, the main display technologies include plasma display devices, field emission display devices and organic electroluminescent display devices (OLED). Among them, OLED has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal display devices, OLED does not require a backlight, has a wider viewing angle, and lower power consu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/06C09K11/06H01L51/54
CPCC07D493/06C09K11/06C09K2211/1088C09K2211/1044C09K2211/1029C09K2211/1037C09K2211/1033H10K85/654H10K85/657H10K85/6574H10K85/6572
Inventor 段陆萌范洪涛黄春雪杭德余梁现丽李仲庆曹占广刘阳班全志李继响罗忠林呼建军
Owner 北京燕化集联光电技术有限公司