Organic electroluminescent material and application

An electroluminescent material and luminescent technology, applied in luminescent materials, electroluminescent light sources, organic light-emitting devices, etc., can solve problems such as the impact on the overall performance of the device, achieve improved device life, improved current efficiency, and increased spatial dimensions structure effect

Inactive Publication Date: 2017-12-22
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Although the host material does not directly emit light, the host material has a significant impact on the overall performance of the device

Method used

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  • Organic electroluminescent material and application
  • Organic electroluminescent material and application
  • Organic electroluminescent material and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The preparation of embodiment 1 compound C01

[0029]

[0030] Preparation of Compound 1: In a 1000mL three-neck flask, add 2,8-dibromodibenzofuran (32.6g, 0.1mol), aniline (18.6g, 0.2mol), sodium tert-butoxide (28.8g, 0.3mol) , xylene (750mL), palladium acetate (0.245g) and tri-tert-butylphosphine tetrafluoroborate (0.580g), under the protection of nitrogen, the temperature was raised to reflux, and the reaction was kept for 10h, and then cooled to room temperature, and added to the reaction flask 200mL deionized water, stirred for 15min, separated, washed the organic phase with 300mL deionized water for 3 times, collected the organic phase, anhydrous Na 2 SO 4 After drying, pass through a 50cm thick silica gel column, rinse the column with 1L of toluene, combine the column solution to remove the solvent, and use toluene:petroleum ether=1:6 Reflux beating and purification of the obtained yellow solid, after cooling, suction filtration and drying, to obtain compound...

Embodiment 2

[0036] The preparation of embodiment 2 compound C03

[0037]

[0038] Preparation of Compound 5: Dissolve compound C01 (11.7g, 0.02mol) in 100g dry DMF, transfer to a 250ml three-neck flask, under nitrogen protection, stir and dissolve at room temperature, slowly add NBS solid powder (7.1g, 0.04mol), kept at 120°C for 5 hours, the system quickly turned into a wine-red transparent system, after the heat preservation, it was naturally cooled to room temperature, added 200g of toluene and 150g of water, stirred for 0.5h, separated, collected the organic phase, and removed the solvent to obtain the compound The crude product of 5 was recrystallized using an equal proportion of toluene / ethanol as a solvent to obtain the fine product of compound 5, 10.6 g of light yellow solid, yield 71.6%, MS (m / s): 740.1;

[0039] Preparation of compound C03: In a 250mL three-necked flask, add compound 5 (7.41g, 0.01mol), phenylboronic acid (2.67g, 0.022mol), potassium carbonate (3.45g, 0.025mo...

Embodiment 3

[0041] The preparation of embodiment 3 compound C04

[0042]

[0043] Preparation of compound C04: In a 500mL three-necked flask, add tert-butyl chloride (0.93g, 0.01mol), chlorobenzene (70g), under the protection of nitrogen, the system is lowered to 5-10°C, and compound C01 is added dropwise to the reaction flask (5.83g, 0.01mol) and chlorobenzene (200g) solution, keep warm at 30-50°C for 6-8h after dropping; after the reaction, pour the reaction solution into dilute hydrochloric acid, separate the liquid and collect the organic phase, Na 2 SO 4 After drying, filtering, and removing the solvent, the crude product was purified by silica gel column chromatography, and the eluent was toluene:petroleum ether=1:3 to obtain compound C04, 4.9 g of light yellow solid, with a yield of 76.9%.

[0044] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 42 N 2 O, theoretical value 638.3297, test value 638.3159. Elemental analysis (C 46 h...

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Abstract

The invention belongs to the field of organic electroluminescence, and particularly relates to an organic electroluminescent material and application. Through reactions of coupling, ring closing and the like, a compound using a biacridine derivative combined with five-membered rings as a core is prepared; the molecule has the proper molecular weight (400 to 1200), wide energy gap (being respectively 3.5 to 4.0eV) and high glass transition temperature Tg (120 DEG C or higher); the compound is suitable for being used as a luminescent layer main body material. In the molecular structure of the material, electron donating groups and electron withdrawing groups are connected through fused ring structure; through the distorted configuration, the space stereochemical structure of the whole molecule is increased; the conduction and the combination of electrons and cavities in the luminescent layer are facilitated; important significance is realized for improving the current efficiency. Compared with a commercial main body material CBP, the organic electroluminescent material has the advantages that for an organic electroluminescent device manufactured by using the material as the main body material, the current efficiency is improved by 20 percent; the service life of the device is prolonged by 75 percent.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to an organic electroluminescence material and its application. Background technique [0002] Pope et al. first discovered the electroluminescent properties of single crystal anthracene in 1965, which is the first case of electroluminescence in organic compounds. After years of continuous development, organic electroluminescent devices can be used not only to manufacture new display products, but also to make new lighting products, which are expected to replace the existing liquid crystal display and fluorescent lighting. [0003] The basic structural unit of an OLED display is an OLED device, which can be divided into fluorescent devices and phosphorescent devices according to different light-emitting mechanisms. Fluorescent devices emit light in a singlet state, while phosphorescent devices emit light in a triplet state. According to the calculation theory o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D491/147C07D471/04H01L51/54
CPCC07D471/04C07D491/147C09K11/06C09K2211/1007C09K2211/1029C09K2211/1088H10K85/657H10K85/6572H10K2102/00H10K2102/301C09B11/10C09B15/00C09B57/00C09B57/008H05B33/14H05B33/20
Inventor 高树坤邹广辉李银花盛磊胡葆华周银波
Owner VALIANT CO LTD
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