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OLED material and use thereof

A carbazolyl and dimethylfluorene-based technology, which is applied in the field of organic electroluminescence, can solve the problems of triplet exciton annihilation, long exciton diffusion distance, exciton quenching, etc., and achieves improved lifetime and good current efficiency. , the effect of low start-up voltage

Active Publication Date: 2016-12-07
VALIANT CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, due to the long lifetime (microsecond level) of phosphorescent excitons, it is easy to produce triplet exciton annihilation and long exciton diffusion distance (>100nm) at high current density, so that excitons are easy to be separated from the guest phase. adjacent transport layer quenching

Method used

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  • OLED material and use thereof
  • OLED material and use thereof
  • OLED material and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The preparation of embodiment 1 M-b

[0041]

[0042] In a 1L three-necked flask, add the raw material M-a (35.5g, 0.1mol), 355mL of tetrahydrofuran, under the protection of nitrogen, cool down to the internal temperature of -80~-70°C, and start to drop n-BuLi n-hexane solution (44mL, 2.5mol / L), after the dropwise reaction at -80~-70℃ for 2hrs, add dropwise a solution made of 2-bromofluorenone (25.9g, 0.1mol) and 200mL tetrahydrofuran, and finish the dropping at -80~-70℃ for the reaction 2hrs, continue to transfer the reaction system to room temperature for 1hrs, pour the reaction system into dilute hydrochloric acid (200g, 0.05mol / L) for hydrolysis for 1hrs, extract with 500mL acetic acid, separate liquid, wash the organic phase once with 350mL deionized water, collect Organic phase, anhydrous Na 2 SO 4 Dry, filter, remove the solvent, the crude product is purified by neutral alumina column chromatography, the eluent is ethyl acetate:petroleum ether=1:3, 42.8g of...

Embodiment 2

[0043] Example 2 Preparation of Compound M-c

[0044]

[0045] In a 500mL three-necked flask, the intermediate compound M-a (42.8g, 0.08mol) prepared in Example 1, 200mL methanesulfonic acid, N 2Protected, heated to an internal temperature of 60-65°C, kept for 8 hours, stopped heating, cooled to room temperature, quenched the reaction with 300mL deionized water, extracted with 500mL toluene, separated, and removed the solvent under reduced pressure. The obtained crude product was subjected to silica gel column chromatography Purification, the eluent is petroleum ether: ethyl acetate = 5:1, and further recrystallized with toluene as a solvent to obtain compound M-c, with a total weight of 36.4 g, a yield of 88%, and MS (m / s): 516.0.

Embodiment 3

[0046] Example 3 Preparation of Compound C01

[0047]

[0048] In a 250mL three-necked flask, add compound M-c (2.58g, 0.005mol), carbazole (1.67g, 0.01mol), cuprous iodide (0.2g, 0.001mol), 1,10-phenanthroline (0.36g, 0.002mol), potassium carbonate (2.78g, 0.02mol), DMF (120mL), under the protection of nitrogen, raise the temperature to an internal temperature of 110-115°C, keep the reaction for 10h, cool down to room temperature, and slowly pour the reaction solution into 200mL deionized In water, stir at room temperature for 1 h, filter with suction, collect the filter cake, wash with 150 mL of deionized water, filter with suction, rinse with 25 mL of ethanol, collect the solid, and purify by silica gel column chromatography, the eluent is dichloromethane:petroleum ether=1: 1. Purify by recrystallization with toluene to obtain 2.6 g of the crude compound C01, which was further purified by sublimation using a chemical vapor deposition system at a sublimation temperature o...

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Abstract

The invention discloses an OLED material and a use thereof and belongs to the technical field of organic electroluminescence. The OLED material has a structure shown in the description. Ar represents one of a diarylamine group, an unsubstituted or substituted carbazole group, a phenothiazinyl group, a phenoxazine group and a 9, 10-dihydracridine group. The OLED material has an appropriate triplet state energy level. A nitrogen-containing structure has a certain carrier transmission capability. Through combination of the OLED material and the nitrogen-containing structure, an organic micromolecule material which has an appropriate molecular energy level, appropriate molecular mass and thermodynamic stability and can be used for an OLED functional layer is obtained.

Description

technical field [0001] The invention relates to an OLED material and an application thereof, belonging to the technical field of organic electroluminescence. Background technique [0002] Organic Light-Emitting Diode (OLED), due to its own light-emitting, wide viewing angle, low operating voltage, fast response, short response time, thin panel, flexible display and many other advantages, has been It is considered to be the mainstream of next-generation display technology. [0003] According to different organic materials, OELD devices are divided into small molecule devices and polymer devices. According to the different light emitting mechanisms, small molecule devices can be divided into fluorescent devices and phosphorescent devices. It can be seen from probability statistics that the theoretical value of the internal quantum efficiency of fluorescent light is only 25%, while the internal quantum efficiency of phosphorescent device can reach 100%. Therefore, the lumino...

Claims

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Application Information

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IPC IPC(8): C07F9/6568H01L51/54
CPCC07F9/65685H10K85/657H10K50/11
Inventor 王元勋雷桂平石宇巨成良崔明杨腾
Owner VALIANT CO LTD
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