Small molecular blue-light emitting material and preparation method thereof

A technology of blue light materials and small molecules, applied in the fields of luminescent materials, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of unsatisfactory light color, attenuation of efficiency, insufficient efficiency, etc., to improve the luminous efficiency and reduce the interaction , increase the effect of steric hindrance

Active Publication Date: 2018-11-27
SHANGHAI UNIV
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

The deep blue electroluminescence (EL) of the International Commission on Illumination (CIE) coordinates the blue standard of the European Broadcasting Union (EBU) <0.06: so the main problems existing in the current blue light devices are: the efficiency is not high enough, the light color is not ideal, and at high The efficiency attenuation under brightness is relatively serious

Method used

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  • Small molecular blue-light emitting material and preparation method thereof
  • Small molecular blue-light emitting material and preparation method thereof
  • Small molecular blue-light emitting material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Example 1: Synthesis steps of 9,10-bis(2,4-dimethoxyphenyl)anthracene:

[0023] Add 9,10-dibromoanthracene and 2,4-dimethoxyphenylboronic acid into a round bottom flask at a molar ratio of 1:2, then add anhydrous sodium carbonate and catalyst [1,1'-bis(diphenyl Phosphinoyl) ferrocene] palladium dichloride 10% mol, use 1,4-dioxane and water volume ratio 4:1 as solvent, reflux at 110 ℃ overnight, evaporate the solvent after the reaction, water and di It was extracted with methyl chloride, dried over anhydrous sodium sulfate, and the mixture was separated through a silica gel column to obtain 9,10-bis(2,4-dimethoxyphenyl)anthracene as a white solid. The yield was 32%. 1H NMR (500 MHz, CD2Cl2): 3.68 (s, 6H, orthoMeO), 3.99 (s, 6H, paraMeO), 6.77-6.80 (m, 4H), 7.25-7.27(d, J=8.1 Hz, 2H), 7.33-7.37(m, 4H),7.66-7.69(m, 4H)

Embodiment 2

[0024] Example 2: Synthesis steps of cyclodimerization, cyclotrimerization and cyclotetramerization using 9,10-bis(2,4-dimethoxyphenyl)anthracene as monomer:

[0025] Add 9,10-bis(2,4-dimethoxyphenyl)anthracene and paraformaldehyde in a 50ml round bottom flask with a molar ratio of 1:5, use dichloromethane as solvent, add catalyst trifluoride after dissolution Boron ether, react at 25°C, spot plate observation. After the reaction was completed, it was quenched with a saturated sodium bicarbonate solution, washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, and the resulting mixture was separated with a silica gel column to obtain the product cyclodimerization, cyclotrimerization, and cyclotetramerization yields respectively 7%, 3.5%, 0.6%.

[0026] Cyclodimer: 1H NMR (600 MHz, CD 2 Cl 2 ):3.58(s, 12H,), 3.89 (s, 12H), 4.06(m, 4H), 6.96(d, 6H), 7.31-7.35(m, 6H), 7.41-7.45(m, 4H), 7.65 -7.70(m, 8H)

[0027] Cyclotrimer: 1H NMR (500 MHz, CD...

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Abstract

The invention discloses a small molecular blue-light emitting material and a preparation method thereof. The small molecular blue-light emitting material is a monomer and supermolecular annular compound prepared by taking 9,10-di(2,4-dimethoxyl phenyl) anthracene as a parent and is prepared by the following two reaction steps: (1) preparing 9,10-di(2,4-dimethoxyl phenyl) anthracene; and (2) preparing 9,10-di(2,4-dimethoxyl phenyl) anthracene ring dimer, trimer and tetramer. The 9,10-di(2,4-dimethoxyl phenyl) anthracene in the deep blue-light emitting material synthesized in the invention is connected through methylene to form the ring dimer, trimer and tetramer material molecules, so that the steric hindrance is increased in an anthracene framework of a plane structure. Gathering of molecular chromophores can be more effectively blocked, the interaction among molecules is reduced, and therefore, the light-emitting property of the material is improved obviously.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to a small molecule blue light material and a preparation method thereof. Background technique [0002] Organic light-emitting diodes (OLEDs) have attracted considerable attention from scientists and industries due to their potential applications in next-generation flat panel displays and general lighting. Organic light-emitting materials are an important part of OLED device construction. The development of new and efficient organic light-emitting materials plays a decisive role in improving the performance of OLED devices. Full-color display and white lighting must have three main colors: red, green and blue. Blue emission is the fundamental chromaticity component of full-color displays and high-quality white OLEDs. Blue emitters greatly reduce the power consumption of devices in full-color devices and provide higher-wavelength emission co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07C43/205C07C43/21C07C41/30
CPCC07C43/2055C07C43/21C09K11/06C09K2211/1011C07C2603/92
Inventor 李春举乔孟雅崔雷贾学顺
Owner SHANGHAI UNIV
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