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Perylene derivative and organic electroluminescence device thereof

A technology of electroluminescent devices and derivatives, which is applied in the direction of organic light-emitting devices, materials of organic semiconductor devices, electric solid-state devices, etc., and can solve the problems of short life of organic light-emitting devices, poor thermal stability, and reduced use of materials

Inactive Publication Date: 2018-08-24
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the thermal stability of such materials is poor, resulting in a short lifetime of organic light-emitting devices using phosphorescent materials, thus reducing the use of such materials

Method used

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  • Perylene derivative and organic electroluminescence device thereof
  • Perylene derivative and organic electroluminescence device thereof
  • Perylene derivative and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Preparation of compound 1

[0051]

[0052] Preparation of intermediates 1-3

[0053] Under the protection of nitrogen, 1-1 (40.79g, 100.00mmol), 1-2 (12.20g, 100.00mmol), potassium carbonate (1.24g, 9.00mmol), and toluene 200mL were added to a 2L reactor and stirred. The temperature in the reactor was raised to 70°C, and Pd(PPh 3 ) 4 (1.04g, 0.90mmol), stirred with 100mL distilled water, stirred and refluxed for 11h, fully reacted. After adding 70mL of distilled water to stop the reaction, filter under reduced pressure, wash the solid with distilled water, and then use acetone, toluene, THF to recrystallize, after the solid is obtained, sublimate, and toluene recrystallize to obtain intermediate 1-332.81g, with a yield of 80.56% .

[0054] Preparation of Intermediates 1-5

[0055] Tri-tert-butylphosphine (4.4 mL of a 1.0 M solution in toluene, 1.48 g, 0.05 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium tert-butoxide (52.7 g, 549 mmol) were added to 1-3 ...

Embodiment 2

[0059] Preparation of Compound 9

[0060]

[0061] Compound 9 was obtained by replacing 1-2 in Example 1 with 9-2 as shown above. Mass Spectrum m / z: 508.58 (calculated: 508.59). Theoretical element content (%)C 37 h 20 N 2 O: C, 87.38; H, 3.96; N, 5.51; O, 3.15 Measured element content (%): C, 87.39; H, 3.97; N, 5.52; O, 3.16. It was confirmed above that the obtained product was the target product 9.

Embodiment 3

[0063] Preparation of compound 19

[0064]

[0065] Compound 9 was obtained by replacing 1-2 in Example 1 with 8-2 ​​as shown above. Mass Spectrum m / z: 534.66 (calculated: 534.67). Theoretical element content (%)C 40 h 26 N 2 : C, 89.86; H, 4.90; N, 5.24 The measured element content (%): C, 89.87; H, 4.89; N, 5.23. It was confirmed above that the obtained product was the target product 9.

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Abstract

The invention provides a perylene derivative and an organic electroluminescence device thereof and belongs to the technical field of organic photo-electric materials. The perylene derivative is of a structure of formula (I) as shown in the description. Due to thickening of perylene and benzimidazole, the obtained material has a high vitrification transformation temperature, in addition, a crystallization prevention function can be achieved, a synthesis method is simple and easy to operate, and the organic electroluminescence device made of the perylene derivative has good light emission efficiency and low driving voltages.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a perylene derivative and an organic electroluminescence device thereof. Background technique [0002] With the advancement of the information industry, traditional displays can no longer meet people's requirements, such as: cathode ray tube (CRT) displays have large volume and high driving voltage; liquid crystal displays (LCD) have low brightness and narrow viewing angles. , The operating temperature range is small; the plasma display panel (PDP) is expensive, the resolution is not high, and the power consumption is large. [0003] Organic light-emitting diodes (organic light-emitting diodes, OLEDs) as a new display technology has unparalleled advantages in various performances of existing display technologies, such as full solid state, self-luminous, high brightness, high resolution , wide viewing angle (above 170 degrees), fast response speed, thin th...

Claims

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Application Information

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IPC IPC(8): C07D471/06C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/06C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1037C09K2211/1033C09K2211/1059C09K2211/1044C09K2211/1077C09K2211/1092H10K85/615H10K85/622H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K50/11H10K2102/00H10K2102/301
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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