Blue electroluminescent compounds and application thereof in organic electroluminescent devices

A technology of light-emitting compounds and electroluminescent materials, which is applied in the fields of electric solid devices, organic chemistry, light-emitting materials, etc., can solve the problems of the scarcity of blue organic light-emitting materials, and achieves favorable transmission balance, simple preparation, and easy preparation and operation. Effect

Active Publication Date: 2017-05-10
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to achieve high-efficiency blue electroluminescence and solve the problem of the scarcity of existing blue organic light-emitting materials, the present invention designs a new electron acceptor group 3,4,5-triphenyl-4H-1, 2,4-triazole (TZ), because of its higher lowest unoccupied orbital (LUMO) energy level, is a good choice for building blue electroluminescent compounds

Method used

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  • Blue electroluminescent compounds and application thereof in organic electroluminescent devices
  • Blue electroluminescent compounds and application thereof in organic electroluminescent devices
  • Blue electroluminescent compounds and application thereof in organic electroluminescent devices

Examples

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Embodiment 1

[0037] The near-ultraviolet organic electroluminescent compound prepared in this example is 9-(4'-(4,5-diphenyl-4H-1,2,4-triazole)-1,1'-diphenyl)- 9H-carbazole, whose molecular formula is C 38 h 26 N 4 , the structural formula is:

[0038]

[0039] Concrete preparation steps are as follows:

[0040]

[0041] 1. Preparation of precursor 3-(4-bromophenyl)-4,5-diphenyl-4H-1,2,4-triazole

[0042] Mix 5.59g of aniline into 10mL of 1,2-o-dichlorobenzene, add 7.5mL of phosphorus trichloride into it with a syringe, and react at 100°C for 1h. Afterwards, 3.19 g of N-benzoyl-N′-aromatic hydrazide was added to the above system, and reacted at 200° C. for 24 h.

[0043] After the reaction was cooled to room temperature, the reaction system was poured into deionized water, and a yellow solid appeared, which was washed with water and filtered. The filtered solid was dried in an oven. Afterwards, dichloromethane / ethyl acetate was used as eluent, and column chromatography gave a ...

Embodiment 2

[0051] The organic electroluminescent compound 9-(4'-(4,5-diphenyl-4H-1,2,4-triazole)-1,1'-diphenyl)-9H-carbazole was used as the light-emitting layer To prepare a non-doped electroluminescent device, the specific steps are as follows:

[0052] 1. Clean the ITO glass in acetone, cleaning agent, deionized water and isopropanol in a cycle of ultrasonic cleaning, dry at 120°C, and expose to UV-ozone atmosphere for 20 minutes.

[0053] 2. Under a certain degree of vacuum, the hole injection layer, the hole transport layer, the electron blocking layer, the emitting layer (Emitting-layer EML), the electron transport layer, the electron injection layer and the cathode are sequentially evaporated at a certain rate. The device structure is ITO / MoO 3 (8nm) / NPB(80nm) / TCTA(10nm) / EML(20nm) / TPBi(40nm) / LiF(1nm) / Al(100nm) Figure 4 . Among them, the structural formulas of NPB, TCTA, and TPBi are as follows:

[0054]

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Abstract

The invention belongs to the field of organic electroluminescence and particularly relates to luminescent molecules containing electron donor-acceptor (D-A) groups, and their application in blue organic electroluminescent device. The compounds are prepared via classical aromatic coupling reaction and used for luminescent layers of electroluminescent devices. The compounds have a structure shown in formula I shown in the description, wherein aryl Ar is any one of benzene, naphthalene, anthracene, fluorene or spirofluorene, and Ar variation is effective in adjusting luminescent color and the like. The compounds synthesized herein are simple to prepare and high in yield, and present deep blue to pure blue, and even near-ultraviolet fluorescence-emission; by using the compounds with Ar as phenyl to act as a luminescent layer, it is possible to acquire a near-ultraviolet electroluminescent device with starting voltage of 3.2 V, maximum external quantum efficiency of 6.57% and luminescent intensity of 408 nanometers.

Description

technical field [0001] The invention belongs to the field of electroluminescence, and in particular relates to a blue electroluminescent compound containing an electron donor acceptor (D-A), a preparation method of the compound and an electroluminescent device using the compound as a light-emitting layer. application. Background technique [0002] Organic light-emitting diodes (OLEDs) were produced in the 1980s. Compared with traditional liquid crystals, OLEDs have advantages such as self-illumination, wide viewing angle, fast response speed, large-area preparation, and flexible display. Therefore, as a display The product may replace the traditional liquid crystal display and become the mainstream of the new generation display technology. [0003] The foothold of OLED as a display technology lies in the development of red, green and blue (R, G, B) three primary color materials. At present, the efficiency and stability of green and red electroluminescent devices are signif...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/10C09K11/06H01L51/54
CPCC09K11/06C07D403/10C09K2211/1059H10K85/6572H10K50/11
Inventor 薛善锋杨文君邱旭孙其坤
Owner QINGDAO UNIV OF SCI & TECH
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