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Substituted 9,10-dinaphthyl anthracene blue light-emitting organic electro-luminescent material and method for preparing same

A luminescent, 10-technology, applied in luminescent materials, hydrocarbon production from oxygen-containing organic compounds, organic chemistry, etc., can solve the problems of low fluorescence quantum efficiency, easy crystallization, and difficulty in forming amorphous films, etc., to achieve Effects of increased material efficiency, increased spacing, and resolution of thin film morphology

Inactive Publication Date: 2010-04-28
上海拓引数码技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] (1) Working under the electric field for a long time or in the temperature-raising (95°C) annealing procedure, the thin film morphology of the blue light material is quite unstable and easy to crystallize, and it is difficult to form an amorphous film;
[0005] (2) The light color of classic blue light materials is greenish (CIEx, y=0.20, 0.26), it is difficult to achieve high color purity and deep blue light effect;
[0006] (3) The fluorescence quantum efficiencies of classical blue light materials are all low

Method used

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  • Substituted 9,10-dinaphthyl anthracene blue light-emitting organic electro-luminescent material and method for preparing same
  • Substituted 9,10-dinaphthyl anthracene blue light-emitting organic electro-luminescent material and method for preparing same
  • Substituted 9,10-dinaphthyl anthracene blue light-emitting organic electro-luminescent material and method for preparing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 11

[0025] R 1 is methyl, R 2 Synthesis route of 6-tert-butyl-2-naphthyl substituted anthracene blue-light organic electroluminescent material for tert-butyl group:

[0026]

[0027] (1) Synthesis of 2-methyl-9,10-bis(6-tert-butyl-2-naphthalene-)-9,10-diol

[0028] Add 6-tert-butyl-2-bromonaphthalene (15.79 g, 0.06 mol) and THF (60 ml) into a four-necked round-bottomed flask connected with a constant pressure dropping funnel and a thermometer, stir, and protect with nitrogen. Cool down in a dry ice acetone bath, and after the reaction solution cools down to -78°C, start adding the calculated amount of n-butyllithium / n-hexane solution dropwise, control the dropping rate, and keep the temperature of the reaction solution below -70°C. The reaction solution gradually turned yellow and turbid. After dropping, stir for 0.5 hr and set aside. Add 2-methylanthraquinone (5.56g, 0.027mol) and THF (90ml) into another three-necked flask, stir, protect with nitrogen, and cool down to -78...

Embodiment 12

[0036] (1) Synthesis of 2-methyl-9,10-bis(6-tert-butyl-2-naphthalene-)-9,10-diol

[0037] Other conditions remain unchanged, change 6-tert-butyl-2-bromonaphthalene to 0.04mol, THF to 40ml, 2-methylanthraquinone to 0.022mol, THF that appears later to 75ml, and ethyl acetate to 150ml, 7.4g of light yellow solid was obtained, the yield was 68%.

[0038] (2) Synthesis of 9,10-bis(6-tert-butyl)naphthalene-2-methylanthracene

[0039] Other conditions are unchanged, tin protochloride dihydrate is changed into 0.03mol, 2-methyl-9,10-bis(6-tert-butyl-2-naphthalene-)-9,10-diol is changed into 0.03mol, 10.12 g of white powder was obtained with a yield of 77%.

[0040] (3) Spectral properties of 9,10-di(6-tert-butyl)naphthalene-2-methylanthracene

[0041] With embodiment 1.1.

Embodiment 2

[0043] R 1 is ethyl, R 2 Synthetic route of 6-tert-butyl-2-naphthyl substituted anthracene-based blue-light organic electroluminescent material that is tert-butyl:

[0044]

[0045] (1) Synthesis of 2-ethyl-9,10-bis(6-tert-butyl-2-naphthalene-)-9,10-diol

[0046] In a four-neck round bottom flask connected with a constant pressure dropping funnel and a thermometer, add (15.79 g, 0.06 mol) 6-tert-butyl-2-bromonaphthalene, THF (60 mL), stir, and protect with nitrogen. Cool down in a dry ice acetone bath, and after the reaction solution cools down to -78°C, start adding the calculated amount of n-butyllithium / n-hexane solution dropwise, control the dropping rate, and keep the temperature of the reaction solution below -70°C. The reaction solution gradually turned yellow and turbid. After dropping, stir for 0.5 hr and set aside. Add 2-ethylanthraquinone (5.56 g, 0.027 mol) and THF (90 mL) into another three-necked flask, stir, protect with nitrogen, and cool down to -78° C....

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Abstract

The invention relates to a blue light-emitting organic electro-luminescent material, in particular to the blue-light-emitting organic electro-luminescent material of 9,10-dinaphthyl anthracene derivatives, which has the following structural formula, wherein R1 and R2 can be methyl, ethyl, isopropyl, tertiary butyl, 4-metrylphenyl and the halides thereof, and can be either the same or different. The invention also provides a method for preparing the substituted anthracene blue light-emitting organic electro-luminescent material. In the invention, through a molecular designing method, some rigid radicals, such as the methyl, the ethyl or the tertiary butyl and the like, are introduced into a major structure of ADN so as to increase the steric hindrance of the ADN, which breaks the symmetry of the AND, increases intervals among molecules and can solve the problem of the shape of a thin film to make the image forms of the thin film of the material obtained better than that prior to and after annealing, achieve the effect of approaching dark blue light; and the efficiency of the material is remarkably improved and is 1.2 to 1.5 times of the traditional efficiency.

Description

technical field [0001] The invention relates to a blue organic electroluminescence material, in particular to a blue organic electroluminescence material of 9,10-dinaphthyl anthracene derivatives. Background technique [0002] Organic Light Emitting Display (Organic Light Emitting Display, referred to as OLED), which is a newly emerging category on mobile phone screens, MP3, and MP4 screens, is known as "dream display". The OLED display technology is different from the traditional LCD display method. It does not need a backlight. It uses a very thin organic material coating and a glass substrate. When an electric current passes through, these organic materials will emit light, so the OLED screen can be made lighter and thinner , the viewing angle is larger, and it can significantly save power. [0003] Although there are many studies on blue-ray materials, the existing blue-ray materials have problems to varying degrees, as follows: [0004] (1) Working under the electric ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07C15/28C07C1/20H01L51/50H01L51/54H01L51/56
Inventor 李恒郑飞璠夏芃
Owner 上海拓引数码技术有限公司
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