Method for preparing electron transport / hole barrier material and its electro-glow parts

A device and red light technology, applied in the field of new electroluminescent materials, can solve the problems of organic light-emitting device performance attenuation, damage to film uniformity, and inability to fully guarantee the stability of form, so as to improve melting point, improve comprehensive performance, and electronic The effect of enhanced transmission capacity

Inactive Publication Date: 2004-11-17
FUDAN UNIV
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  • Description
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  • Application Information

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Problems solved by technology

Due to the low melting point of PBD (138°C), the evaporated film is easy to recrystallize after a period of time, which destroys the uniformity of the film, which leads to the attenuation of the performance of organic light-emitting devices.
Doping PBD in an inert polymer matrix can inhibit its recrystallization to a certain

Method used

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  • Method for preparing electron transport / hole barrier material and its electro-glow parts
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  • Method for preparing electron transport / hole barrier material and its electro-glow parts

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Embodiment

[0042] In order to better understand the content of the patent of the present invention, the technical solution of the present invention will be further described below through specific examples and illustrations.

[0043] The example proceeds as follows:

example 1

[0044] Example 1, the preparation of 2,5-bis-4'-(4"-trifluoromethylbiphenyl)-1,3,4-oxadiazole

[0045] Ethyl 4-bromobenzoate (20 mL) and hydrazine hydrate (27.5 mL) were refluxed in methanol (124 mL) for 16 hours, cooled to room temperature and crystallized to obtain 25.3 g of needle-like white crystals of 4-bromobenzohydrazide, (87% yield). 1 H NMR (500 MHz, DMSO, ppm): δ 7.7 (d, 2H), δ 7.6 (d, 2H), δ 9.8 (s, 1H), δ 4.54 (s, 2H).

[0046]4-Bromobenzoyl chloride (11g) and 4-bromobenzoyl hydrazide (10.5g) were refluxed in pyridine (200mL) which had been distilled in advance for about 10h (nitrogen gas flowed during the reaction), and the solution was cooled to room temperature and crystallized Flaky white crystals were obtained, and 14.5 g of the product 4-bromobenzoic acid-N-(4-bromobenzoyl)hydrazine was obtained after suction filtration (97% yield). 1 H NMR (500MHz, CDCl 3 , ppm): δ10.64 (s, 2H), δ7.85 (d, 4H), δ7.76 (d, 4H).

[0047] 4-Bromobenzoic acid-N-(4-bromobenzoyl...

example 2

[0050] Example 2, the preparation of 2,5-bis-4'-(4"-fluorobiphenyl)-1,3,4-oxadiazole

[0051] 2,5-bis-(4-bromophenyl)-1,3,4-oxadiazole (0.5 g) and 4-fluorophenylboronic acid (0.45 g) were stirred and heated in 35 mL of toluene, and N 2 Protection, adding catalyst Pd(PPh 3 ) 4 (catalyst amount) and K 2 CO 3 Solution 3mL (2mol / L), refluxed overnight.

[0052] The reaction mixture was washed with an appropriate amount of water, and the oil layer was washed with anhydrous MgSO 4 After drying, rotary evaporation and recrystallization gave 0.46 g of white solid product with a yield of 85%. F.W.410, m.p.259.3°C, 1 H NMR (400MHz, CDCl 3 , ppm): δ7.18 (d, 4H), δ7.62 (m, 4H), δ7.72 (d, 4H), δ8.22 (d, 4H).

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Abstract

A process for making electron transmission / cavity barrier material and electro-redlight device by using compounds containing oxdiazole group as raw material, wherein a series of nonbranched conjugated oligomers are synthesized through organic metal catalytic reaction, the doping type red electroluminescent device containing the electron transmission / cavity barrier material and DCJTB luminescent material is also prepared, wherein the device comprises electrodes, a cavity transmission layer, an object luminescent material / subject material layer, an electron transmission / cavity barrier layer, and an electron transmission layer.

Description

technical field [0001] The invention relates to a class of electron transport / hole blocking materials and a preparation method for electroluminescent red light devices, in particular to a class of 2-(4-biphenyl)-5-(-4-tert-butylphenyl)- The synthesis and application of 1,3,4-oxadiazole (PBD) derivatives and the preparation process of related red light devices belong to the field of new electroluminescent materials and technologies. technical background [0002] Over the past decade, organic light-emitting diodes (OLEDs) have attracted considerable attention due to their potential applications in next-generation display and lighting technologies. However, there are still some important challenges, including the improvement of external quantum efficiency (EQE), the design and synthesis of new materials with higher color purity, etc. Generally speaking, one of the main reasons for the low EQE of the device is caused by the unbalanced charge injection and transport of the lumin...

Claims

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Application Information

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IPC IPC(8): C07D271/107H05B33/14
Inventor 黄维朱旭辉赵平李佳
Owner FUDAN UNIV
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