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Anthracene containing derivative as well as preparation method and application thereof

A compound, anthracene technology, applied in the field of organic optoelectronic materials, to achieve the effects of reducing manufacturing costs, extending life, and high luminous efficiency

Active Publication Date: 2015-06-17
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far there is no ideal stable and high-efficiency organic light-emitting material for the organic layer

Method used

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  • Anthracene containing derivative as well as preparation method and application thereof
  • Anthracene containing derivative as well as preparation method and application thereof
  • Anthracene containing derivative as well as preparation method and application thereof

Examples

Experimental program
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preparation example Construction

[0035] The present invention also provides a method for preparing the anthracene-containing compound, which comprises the following steps:

[0036] Step S1: Add bromide containing substituted anthracene, containing substituent R to the reaction system 2 with R 6 Amine compounds, potassium hydroxide and solvents;

[0037] Step S2: after degassing the reaction system, adding a catalyst;

[0038] Step S3: Elevate the temperature of the reaction system and reflux to fully react to obtain the anthracene-containing compound.

[0039] And the step S1 also includes the step of preparing bromide containing substituted anthracene, which specifically includes:

[0040] Step N1: adding 2,6-dibromo-4,9-dihydroanthraquinone and solvent into the reaction vessel;

[0041] Step N2: degassing and lowering the temperature of the reaction vessel, and then adding butyllithium;

[0042] Step N3: Add substituent R 9 , R 10 Bromide, and raise the reaction temperature to room temperature, add N...

Embodiment 1

[0046] In order to illustrate the preparation method in the present invention in more detail, the anthracene-containing compound with the label 1 below As an example to describe. Its concrete reaction equation is as shown in formula 1,

[0047] Formula 1

[0048]

[0049] Add compound 1-3 in formula 1 (97.7g, 380.32mmol) and 500mL of tetrahydrofuran into the reaction vessel, and stir for 10 minutes at room temperature. In the present invention, room temperature or room temperature is 25°C. After the above raw materials were completely dissolved, the temperature was lowered to -72°C, and 165 mL of butyllithium was slowly added dropwise. After reacting at low temperature for 3 hours, 200 mL of a tetrahydrofuran solution of compound 1-4 in formula 1 (58 g, 158.47 mmol) was added, and then the temperature was slowly raised to room temperature, and stirred for 24 hours. Add 1 L of distilled water, NH 4After stirring 0.5 L of the supersaturated Cl solution and 2 L of dichlor...

Embodiment 2

[0068] Use the compound of the label 1-40 in Table 1 as the fluorescent doping compound c of the light-emitting layer, and then manufacture ITO / 2-TNATA (80nm) / α-NPD (30nm) / [compound a+ One of fluorescent green doping compounds 1-40 (3%)] (30nm) / Alq 3 (30nm) / LiF(0.5nm) / Al(60nm) structure organic light emitting device.

[0069] Then test the luminous properties of comparative sample 1, comparative sample 2 and the organic light-emitting device obtained in Example 2, and use Keithley SMU 235, PR650 to test and evaluate the luminous brightness, luminous efficiency, and luminous wavelength. The results are shown in Table 3. The above samples All of them show green emission in the wavelength range of 512-524nm.

[0070] table 3

[0071]

[0072]

[0073] Apparently, compared with Comparative Sample 1 and Comparative Sample 2, the organic light-emitting device obtained in Example 2 has significantly improved light-emitting characteristics.

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Abstract

The invention discloses an anthracene containing derivative as well as a preparation method and an application thereof. The molecule general formula of the anthracene containing derivative is shown in specification, wherein R1, R2, R3, R4, R5, R7 and R8 are respectively independent hydrogen atoms, R2 and R6 are amine compounds, and R9 and R10 are aromatic compounds, the carbon atom numbers of which are 6-18. The anthracene containing derivative has high luminous efficiency; the high luminous efficiency shows that the compound can serve as a luminescent material or a luminescent host material, particularly can serve as a phosphorescence green host material to be applied to an organic light-emitting device and is relatively low in preparation cost; and due to the adoption of the anthracene containing derivative, the service life of the organic electroluminescence device is prolonged, and the manufacturing cost of the organic electroluminescence device is reduced.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to an anthracene-containing compound, a preparation method and an application thereof. Background technique [0002] The basic structure of an organic light emitting device includes two opposing electrodes, namely a cathode and an anode, and an intermediate layer containing an organic light emitting or fluorescent material. When a voltage is applied between the anode and the cathode, holes are injected from the anode through the hole transport layer into the light-emitting layer, and at the same time, electrons are injected from the cathode through the electron transport layer into the light-emitting layer. In the light-emitting layer region, the carriers rearrange to form excitons. The excitons in the excited state are converted to the ground state, causing the molecules in the light-emitting layer to emit light, and an image is thus formed. Luminescent materials ar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/61C07C209/60C07F7/10C07D333/76C07D307/91C09K11/06H01L51/54
Inventor 马晓宇王辉高春吉
Owner JILIN OPTICAL & ELECTRONICS MATERIALS