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Electron transport material as well as preparation method and organic electroluminescence device thereof

An electron transport material and organic palladium technology, applied in the fields of organic electroluminescence devices, electron transport materials and their preparation, can solve the problems of lack of electron transport materials, etc. Effect

Inactive Publication Date: 2014-10-01
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the problem of lack of efficient and stable electron transport materials mentioned above, the present invention provides an electron transport material

Method used

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  • Electron transport material as well as preparation method and organic electroluminescence device thereof
  • Electron transport material as well as preparation method and organic electroluminescence device thereof
  • Electron transport material as well as preparation method and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] This example provides a 2,2'-bis(5-trifluoromethylpyridin-2-yl)-9,9'-spirobifluorene (CF5PySPBF), whose chemical structure is shown in formula (2):

[0040]

[0041] The preparation steps of the above-mentioned CF5PySPBF are as follows:

[0042] S10. Provide compound A (2,2,5-dibromo-9,95-spirobifluorene) and compound B1 ((5-trifluoromethylpyridin-2-yl)boronic acid) represented by the following structural formula:

[0043]

[0044] S20, Suzuki coupling reaction to prepare CF5PySPBF

[0045] Add 5.0mmol of A, 12.0mmol of B1 and 0.025mmol of tetrakis(triphenylphosphine) palladium into the reaction flask, vacuumize and circulate nitrogen for 3 times, make the reaction system in an oxygen-free state, and add 65ml of tetrahydrofuran solution and 40ml of Na 2 CO 3 (2mol / L) aqueous solution, reflux at 75-80°C, and Suzuki coupling reaction for 48 hours to obtain a reaction solution containing CF5PySPBF;

[0046] Separation and purification of S30 and CF5PySPBF

[004...

Embodiment 2

[0051] This example provides a 2,2'-bis(4-trifluoromethylpyridin-2-yl)-9,9'-spirobifluorene (CF4PySPBF), whose chemical structure is shown in formula (3):

[0052]

[0053] The preparation steps of the above-mentioned CF4PySPBF are as follows:

[0054] S10, providing compound A (2,2'-dibromo-9,9'-spirobifluorene) and compound B2 ((4-trifluoromethylpyridin-2-yl)boronic acid) represented by the following structural formula:

[0055]

[0056] S20, Suzuki coupling reaction to prepare CF4PySPBF

[0057] Add 5.0mmol of A, 10.0mmol of B2 and 0.15mmol of tris(dibenzylideneacetone) dipalladium to the reaction flask, vacuumize and circulate nitrogen for 3 times to make the reaction system in an anaerobic state, nitrogen protection Add 70ml of ethylene glycol dimethyl ether and 45ml of K 2 CO 3 (2mol / L) aqueous solution, reflux at 95°C, and Suzuki coupling reaction for 40 hours to prepare a reaction solution containing CF4PySPBF;

[0058] Separation and purification of S30 and CF...

Embodiment 3

[0063] This example provides a 2,2'-bis(6-cyanopyridin-2-yl)-9,9'-spirobifluorene (CN6PySPBF), whose chemical structure is shown in formula (4):

[0064]

[0065] The preparation steps of the above-mentioned CN6PySPBF are as follows:

[0066] S10, providing compound A (2,2'-dibromo-9,9-spirobifluorene) and compound B3 ((6-cyanopyridin-2-yl)boronic acid) represented by the following structural formula:

[0067]

[0068] S20, Suzuki coupling reaction to prepare CN6PySPBF

[0069] Add 5.0mmol of A, 11.0mmol of B3 and 0.5mmol of bis(triphenylphosphine)palladium dichloride into the reaction flask, vacuumize and circulate nitrogen for 3 times to make the reaction system in an oxygen-free state, nitrogen Add 60ml of toluene solution and 37.5ml of Cs under protection 2 CO 3 (2mol / L) aqueous solution, reflux at 120°C, and Suzuki coupling reaction for 24 hours to obtain a reaction solution containing CN6PySPBF;

[0070] Separation and purification of S30 and CN6PySPBF

[0071...

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Abstract

The invention belongs to the field of photoelectrical materials, and in particular provides an electron transport material. The structural formula of the electron transport material is as shown in a formula (1) in the specification, and in the formula (1), Ar is as shown in the specification. The electron transport material is excellent in dissolving property, film-forming property and thermal stability, and is also excellent in electron transport property. The invention further provides a preparation method of the electron transport material and an organic electroluminescence device containing the electron transport material.

Description

technical field [0001] The invention relates to the field of photoelectric materials, in particular to an electron transport material, a preparation method thereof and an organic electroluminescent device. Background technique [0002] As a new type of LED technology, OLED technology has the characteristics of active light emission, lightness, thinness, good contrast, low energy consumption, and can be made into flexible devices. Since 1987, C.W.Tang et al. of Kodak Company first reported that it was prepared by vacuum evaporation method. Alq 3 Since the double-layer device structure of light-emitting materials, organic electroluminescence has received great attention. [0003] In order to improve the performance of organic electroluminescent devices, the study of electron transport materials is very important. The selection of electron transport materials must meet the following requirements: a. Reversible electrochemical reduction and sufficient reduction potential; b. G...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/26C07D213/84C07D213/85H01L51/54
CPCC07D213/26C07D213/84C07D213/85H10K85/654
Inventor 周明杰王平梁禄生张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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