Phenanthrene derivative and organic light-emitting device thereof

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

Inactive Publication Date: 2018-08-03
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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  • Phenanthrene derivative and organic light-emitting device thereof
  • Phenanthrene derivative and organic light-emitting device thereof
  • Phenanthrene derivative and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Preparation of Compound 2

[0053]

[0054] Preparation of Intermediate 2-3

[0055] Under the protection of nitrogen, 2-1 (33.60g, 100.00mmol), 1-2 (12.20g, 100.00mmol), potassium carbonate (1.24g, 9.00mmol), and toluene 200mL were added into 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 terminate the reaction, filter under reduced pressure, wash the solid with distilled water, and then use acetone, toluene, THF to recrystallize, sublimate after obtaining the solid, and recrystallize from toluene to obtain 30.71g of intermediate 1-3, with a yield of 80.32 %.

[0056] Preparation of intermediates 2-5

[0057] To 2-3 (30.71 g, 80.13 mmol) and a solution of 2-4 (7.54 g, 80.13 mmol) in degassed toluene (500 mL), and the mixture was heated at reflux for 2 hours. The reaction mixt...

Embodiment 2

[0061] Preparation of compound 9

[0062]

[0063] Compound 9 was obtained by replacing 2-2 in Example 1 with 9-2 as shown above. Mass Spectrum m / z: 434.50 (calculated: 434.51). Theoretical element content (%)C 31 h 18 N 2 O: C, 85.69; H, 4.18; N, 6.45; O, 3.68 The measured element content (%): C, 85.69; H, 4.17; N, 6.46; O, 3.69. It was confirmed above that the obtained product was the target product 9.

Embodiment 3

[0065] Preparation of compound 12

[0066]

[0067] Compound 12 was obtained by replacing 2-2 in Example 1 with 9-2 as shown above. Mass Spectrum m / z: 434.50 (calculated: 434.51). Theoretical element content (%)C 35 h 20 N 2 O: C, 86.76; H, 4.16; N, 5.78; O, 3.30 The measured element content (%): C, 86.75; H, 4.17; N, 5.79; O, 3.31. It was confirmed above that the obtained product was the target product 12.

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Abstract

The invention provides a phenanthrene derivative and an organic light-emitting device thereof, and belongs to the technical field of organic photoelectric materials. The composition has the structureshown in the formula (I), the obtained phenanthrene derivative has the excellent electronic transmission capability, high glass-transition temperature and the effect of preventing crystallization by condensing phenanthrene and benzimidazole. The synthesis method is simple and easy to operate, the organic light-emitting device prepared by using the phenanthrene derivative has the advantages of being low in driving voltage and high in light-emitting efficiency, and is an organic light-emitting material with excellent performance.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a phenanthrene derivative and an organic electroluminescence device thereof. Background technique [0002] With the progress 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 (liquid crystal display, 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), fas...

Claims

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Application Information

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IPC IPC(8): C07D471/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/04C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1011C09K2211/1029H10K85/622H10K85/615H10K85/626H10K85/654H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K50/11
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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