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Oxadiazole-substituted organic light-emitting material and OLED device

A light-emitting material, oxadiazole technology, applied in the field of OLED devices, can solve the problems of shortened life, increased driving voltage, decreased luminous efficiency, etc., and achieves the effect of high glass transition temperature, high charge transfer ability, and prevention of crystallization

Active Publication Date: 2021-06-01
EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] When an organic light-emitting device is manufactured by vacuum deposition, the operation or storage is at a high temperature, which will change the emitted light, reduce the luminous efficiency, increase the driving voltage, and shorten the life.

Method used

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  • Oxadiazole-substituted organic light-emitting material and OLED device
  • Oxadiazole-substituted organic light-emitting material and OLED device
  • Oxadiazole-substituted organic light-emitting material and OLED device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]Preparation equation is:

[0035]

[0036]Compound 1

[0037]Step is:

[0038]5g of 1,8 g of anhydrous phosphate powder, 100ml no water 1,4-dioxane and 0.6 g of Pd (PPH)3)4In the 200 ml of three bottles, the nitrogen gas was drifted for 30 min. To maintain 101 ° C, 8.5 g of 1,3,4-malodolic acid was added, and the lateral reflux reaction was taken 24 h. After cooling to room temperature, the solid, filtered, was filtered, and the column chromatography was precipitated to give 2.3 g of the product (yield 46%).

[0039]The final product was analyzed: Tg (DSC) 110 ° C, purity 99.9%,1H NMR (400 MHz, DMSO) δ 7.78 (S, 4H), 7.66 (S, 4H), 7.40 (D, 4H), 7.04 (D, 4H).

Embodiment 2

[0041]Preparation equation is:

[0042]

[0043]Compound 2

[0044]Step is:

[0045]5 g of 5 g of compound 2,8 g of potassium powder, 100ml no water 1,4-dioxane and 0.6 g of Pd (PPH)3)4In the 200 ml of three bottles, the nitrogen gas was drifted for 30 min. To maintain 101 ° C, 8.5 g of 1,3,4-malodolic acid was added, and the lateral reflux reaction was taken 24 h. After cooling to room temperature, the solid, filtered, chromatography was precipitated, and 2.2 g of the product (yield 42%) was obtained.

[0046]The final product was analyzed: Tg (DSC) 113 ° C, purity 99.9%,1H NMR (400 MHz, DMSO) δ 7.78 (S, 4H), 7.76 (S, 2H), 7.60 (D, 2H), 7.50 (M, 4H), 7.32 (D, 2H), 7.24 (D, 2H) .

Embodiment 3

[0048]Preparation equation is:

[0049]

[0050]Compound 3

[0051]Step is:

[0052]5 g of 5 g of compound 3,8 g of potassium powder, 100 ml no water 1,4-dioxane and 0.6 g of Pd (PPH)3)4In the 200 ml of three bottles, the nitrogen gas was drifted for 30 min. To maintain 101 ° C, 8.5 g of 1,3,4-malodolic acid was added, and the lateral reflux reaction was taken 24 h. After cooling to room temperature, solid, filtrate, chromatography (41% yield) was obtained.

[0053]The final product was analyzed:

[0054]Tg (DSC) 115 ° C, purity 99.9%,1H NMR (400 MHz, DMSO) δ 7.76 (S, 2H), 7.60 (D, 2H), 7.50 (D, 4H), 7.48 (D, 8H), 7.32 (M, 10H), 7.24 (D, 2H) , 7.22 (m, 4h).

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PUM

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Abstract

The invention provides an oxadiazole-substituted organic light-emitting material and an OLED device. The oxadiazole-substituted organic light-emitting material is a compound with an oxadiazole-substituted sulfur-containing spiro structure. The technical scheme of the invention has high charge transfer capability and better thermal stability, and can be well suitable for high efficiency and stability during operation or storage of the organic light-emitting device.

Description

Technical field[0001]The present invention relates to the field of OLED devices, in particular to an oxadazole substituted organic light-emitting material and an OLED device having it.Background technique[0002]Organic Light-Emitting Diode, OLEDs, also known as organic electrical laser display, organic light-emitting semiconductor, organic light-emitting device. OLED display technology has a self-illuminating, wide viewing angle, almost infinite contrast, low power consumption, extremely high reaction speed, and more advantages.[0003]The energy level match is critical to the organic electroluminescent device, which is a classically organic electroluminescent device as an example, and its laminated structure includes: cathode, electron transport layer, light-emitting layer, hole transport layer, and anode.[0004]In order to achieve the excellent performance of the organic light-emitting device, a material constituting an organic material layer, such as a hole injection material, a hole...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C09K11/06H01L51/54
CPCC07D413/14C09K11/06C09K2211/1092C09K2211/1088C09K2211/1048H10K85/6565H10K85/6576H10K85/6574
Inventor 李丹丹谭奇
Owner EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD
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