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Organic light-emitting material and preparation method and application thereof

An electroluminescent material and electroluminescent technology, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of low device life and efficiency, and achieve improved device life, good device performance, and good film stability. Effect

Active Publication Date: 2017-11-07
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] According to the different organic materials used, OLED devices are divided into two types: small molecule devices and polymer devices. Among them, blue light-emitting devices are not yet mature enough, and the device life and efficiency are low. People are improving the life and efficiency of blue light devices through ultra-clean technology, packaging technology, doping technology, and development of new blue light materials, in order to expect more Good blue light performance, promoting the further development and improvement of OLED technology

Method used

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  • Organic light-emitting material and preparation method and application thereof
  • Organic light-emitting material and preparation method and application thereof
  • Organic light-emitting material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The preparation of embodiment 1 intermediate I

[0050]

[0051] In a 1L three-necked flask, add raw material 1 (111g, 0.3mol) and DMF (450g), and at 25°C, add N-bromosuccinimide (117g, 0.66mol) in batches, 1.5h after completion, 25 ℃ for 1 hour, heat up to 60°C, heat for 3 hours, cool down to 25°C, slowly pour the reaction solution into 2L of deionized water, stir for 1 hour, filter with suction, rinse with 1.5L of deionized water, collect the filter cake, and filter Purified on silica gel column, eluted with dichloromethane:petroleum ether=1:1 (V / V), further recrystallized with xylene to obtain intermediate I, refined product 109g, yield 69%, identified by high-resolution mass spectrometry, molecular formula C 28 h 19 Br 2 N, theoretical value 528.9864, test value 528.9859.

Embodiment 2

[0052]The preparation of embodiment 2 intermediate II

[0053]

[0054] In a 1L three-necked flask, add intermediate 1 (105g, 0.2mol), o-dichlorobenzene (600g), 2,3-dichloro-5,6-dicyano-p-benzoquinone (91g, 0.4mol), and heat up To 160°C, keep warm for 8 hours, lower the temperature to 25°C, wash with 300g deionized water, separate the liquid, collect the organic phase, remove o-dichlorobenzene under reduced pressure, add 1.6L toluene to dissolve, and quickly pass through a 280g basic alumina column, Rinse with toluene and remove the solvent. The obtained crude product was purified by silica gel column, eluted with dichloromethane:petroleum ether=1:1 (V / V), and further recrystallized with xylene to obtain intermediate II, 62g of fine product, Yield 59%, structure identified by high-resolution mass spectrometry, molecular formula C 28 h 17 Br 2 N, theoretical value 526.9707, test value 526.9701.

Embodiment 3

[0055] The preparation of embodiment 3 compound C01

[0056]

[0057] In a 100mL three-necked flask, add intermediate II (2.63g, 5mmol), phenylboronic acid (1.46g, 12mmol), potassium carbonate (2.07g, 15mmol), toluene (45mL) and deionized water (15g), N 2 Under protection, palladium acetate (0.022g, 0.1mmol) and phosphine ligand 2-bicyclohexylphosphine-2',6'-dimethoxy-1,1'-biphenyl (0.082g, 0.2mmol) were added, and the temperature was raised To reflux, react for 8 hours, stop the reaction, lower the temperature to 25°C, separate the liquid, wash the organic phase once with 30 mL deionized water, collect the organic phase, remove the solvent, and purify the obtained crude product by silica gel column chromatography, the eluent is n-hexane: Dichloromethane=2:1 (V / V), the crude product of target C01 was obtained, which was further sublimated and purified using a chemical vapor deposition system at a sublimation temperature of 335° C. to obtain 1.4 g of target C01 with a yield ...

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Abstract

The invention belongs to the field of organic light-emitting and particularly relates to an organic light-emitting material and a preparation method and application thereof. The invention provides a novel organic light-emitting material. The material has proper molecular mass, good film stability and proper molecular energy level, can be used as a light-emitting layer of an OLED device, and is applied to the field of organic light-emitting. According to an organic light-emitting device prepared from the material provided by the invention as a light-emitting layer host material and MADN as a light-emitting layer object material, the turn-on voltage of the device is 4.2-5.0V, the maximum current efficiency is 2.6-3.1cd / A, and the device behaves well. Compared with a material mCP in the prior art, the material provided by the invention has the advantages that the maximum current efficiency of the OLED device prepared from the material as the light-emitting layer host material is improved by 8-30% and the service life of the device is prolonged by 20-40%.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to an organic electroluminescence material, its preparation method and application. Background technique [0002] Organic electroluminescent diode (OLED) was produced in the 1980s. It has many advantages such as self-illumination, wide viewing angle, fast response speed, wide color gamut, and flexible display. After more than 20 years of continuous development, This technology has gradually matured. At present, organic electroluminescent technology has been widely used in many products such as smart phones, flat-panel TVs, and virtual reality. [0003] According to the different organic materials used, OLED devices are divided into two types: small molecule devices and polymer devices. Among them, blue light-emitting devices are not yet mature enough, and the device life and efficiency are low. People are using ultra-clean technology, packaging technology, dop...

Claims

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Application Information

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IPC IPC(8): C07D487/06C09K11/06H01L51/54
CPCC09K11/06C07D487/06C09K2211/1088C09K2211/1029C09K2211/1011C09K2211/1007H10K85/622H10K85/626H10K85/615H10K85/654H10K85/6574H10K85/6572
Inventor 陈阳张鑫鑫盛磊郭威胡葆华
Owner VALIANT CO LTD
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