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Benzidine derivative and organic electroluminescence device thereof

A technology for electroluminescent devices and derivatives, which can be used in electric solid devices, electrical components, luminescent materials, etc., and can solve the problems of high cost, narrow viewing angle, and low brightness.

Inactive Publication Date: 2019-03-22
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[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; plasma display panel (PDP) is expensive, the resolution is not high, and the power consumption is large

Method used

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  • Benzidine derivative and organic electroluminescence device thereof
  • Benzidine derivative and organic electroluminescence device thereof
  • Benzidine derivative and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Preparation of compound 1

[0049]

[0050] Preparation of Intermediate 1-3

[0051] Tri-tert-butylphosphine (4.4mL of 1.0M toluene solution, 1.48g, 0.05mmol), palladium acetate (0.4g, 1.83mmol) and sodium tert-butoxide (52.7g, 549mmol) were added to 1-1 (33.42 g, 100 mmol) and 1-2 (30.99 g, 100 mmol) in degassed toluene (500 mL), and the mixture was heated under reflux for 2 hours. The reaction mixture was cooled to room temperature, diluted with toluene and filtered through Celite. The filtrate was diluted with water and extracted with toluene, and the organic phases were combined and evaporated under vacuum. The residue was filtered through silica gel (heptane / dichloromethane) and crystallized from isopropanol to obtain Intermediate 1-3 (45.44 g, yield 80.56%).

[0052] Preparation of compound 1

[0053] Tri-tert-butylphosphine (4.4mL of 1.0M toluene solution, 1.48g, 0.05mmol), palladium acetate (0.4g, 1.83mmol) and sodium tert-butoxide (52.7g, 549mmol) were added to 1-3 ...

Embodiment 2

[0055] Preparation of compound 16

[0056]

[0057] Preparation of compound 16

[0058] The 1-1 in Example 1 was replaced with 16-1 as shown above to obtain compound 16. Mass spectrum m / z: 780.33 (calculated value: 780.34). Theoretical element content (%) C 57 H 40 N 4 : C, 87.66; H, 5.16; N, 7.17 Measured element content (%): C, 87.65; H, 5.17; N, 7.18. The above confirmed that the obtained product is the target product 16.

Embodiment 3

[0060] Preparation of compound 27

[0061]

[0062] Preparation of compound 27

[0063] Replace 1-1 in Example 1 with 27-1 as shown above, and replace 1-4 with 27-4 as shown above to obtain compound 27. Mass spectrum m / z: 779.33 (calculated value: 779.35). Theoretical element content (%) C 58 H 41 N 3 : C, 89.31; H, 5.30; N, 5.39 Measured element content (%): C, 89.32; H, 5.31; N, 5.38. The above confirmed that the obtained product is the target product 27.

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PUM

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Abstract

The invention provides a benzidine derivative and an organic electroluminescence device thereof, and belongs to the technical field of organic photoelectric materials. A compound has the structure asshown in a formula (I). According to the benzidine derivative provided by the invention, through the structure that benzidine is introduced to one end, the transmission performance of a charge carriercan be increased; in a specific position, in terms from the structure, an obtained material is enabled to have a high GTT (Glass-Transition Temperature) and a high melting point due to the introduction of carbazolyl, joule heat is generated between an organic layer and a metal electrode, high heat resistance is obtained, high durability is obtained at high temperature, and crystallization can beprevented; a synthesis method is simple and easy to operate, and the organic electroluminescence device prepared by using the benzidine derivative has good luminous efficiency and long service life.

Description

Technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a benzidine derivative and an organic electroluminescence device. Background technique [0002] With the advancement of the information industry, traditional displays can no longer meet people's requirements. For example, cathode ray tube (CRT) displays are large in size and high in driving voltage; liquid crystal displays (LCD) have low brightness and narrow viewing angles. , The working temperature range is small; the plasma display panel (PDP) is expensive, low resolution, and high power consumption. [0003] Organic light-emitting diodes (OLEDs) as a brand-new display technology have unparalleled advantages over existing display technologies in various performances, such as all-solid-state, autonomous light-emitting, high brightness, and high resolution , Wide viewing angle (above 170 degrees), fast response speed, thin thickness, small size, light weight, f...

Claims

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Application Information

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IPC IPC(8): C07D209/88C07D401/04C07D405/04C07D409/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/88C07D401/04C07D405/04C07D409/04C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1014C09K2211/1011C09K2211/1029H10K85/631H10K85/636H10K85/6576H10K85/6574H10K85/6572H10K50/15
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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