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Spirofluorene dibenzacridine organic electroluminescent material and application thereof

A dibenzoacridine and electroluminescence technology, which is applied in the fields of light-emitting materials, organic chemistry, circuits, etc., can solve the problems such as the color purity, efficiency and lifespan of blue-light devices need to be improved, and the development of blue-light devices is not mature enough, so as to improve the vitrification Transition temperature and thermal decomposition temperature, reduced fluorescence quenching, good thermal stability

Active Publication Date: 2017-07-18
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In small molecule OLED devices, compared with red light devices and green light devices, the development of blue light devices is not mature enough, and the color purity, efficiency and lifespan of blue light devices need to be improved

Method used

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  • Spirofluorene dibenzacridine organic electroluminescent material and application thereof
  • Spirofluorene dibenzacridine organic electroluminescent material and application thereof
  • Spirofluorene dibenzacridine organic electroluminescent material and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1: the preparation of intermediate A, intermediate B

[0034] 1. The preparation of intermediate A, the reaction scheme is as follows:

[0035]

[0036] The specific reaction process is: under the protection of nitrogen, add 2-bromobiphenyl (2.56g, 11.0mmol) and 40mL tetrahydrofuran into a 250mL three-necked flask, place it in a low-temperature bath and cool it down to -78°C, add dropwise n-butyl lithium (0.7 g, 11.0mmol), react at -78°C for 2 hours, dissolve raw material F (4.5g, 10.0mmol) in 70mL THF and drop into the above reaction system, react at -78°C for 2 hours. After naturally heating to 0-5°C, 30 mL of 15% (wt%) dilute hydrochloric acid was added to quench the reaction, the liquid was separated and the solvent was removed to obtain 5.44 g of intermediate A-1 with a yield of 90%. Add A-1 (5.44g, 8.77mmol) into a 250mL three-necked flask, and add 120mL acetic acid and 0.5mL 36% (wt%) concentrated hydrochloric acid, reflux reaction at 110°C for 3.5...

Embodiment 2

[0042] Embodiment 2: the preparation of compound A1

[0043] The reaction scheme is as follows:

[0044]

[0045] The specific reaction process is the same as the preparation process of intermediate A, and the yield is 86.8%.

[0046] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 39 h 25 N, theoretical value 507.119, test value 507.120. Elemental analysis (C 39 h 25 N), theoretical value C: 92.28, H: 7.96, N: 2.76, measured value C: 92.28, H: 7.97, N: 7.75.

Embodiment 3

[0047] Embodiment 3: the preparation of compound A3

[0048] The reaction scheme is as follows:

[0049]

[0050] The specific reaction process is: under the protection of nitrogen, intermediate A (1.47g, 2.5mmol), raw material A3-1 (0.41g, 2.5mmol), 80mL toluene and 20mL water were added in a 250mL three-necked flask, and then catalyst four ( Triphenylphosphine)palladium (0.029g, 0.025mmol), acid-binding agent potassium carbonate (0.69g, 5.0mmol). The temperature of the system was raised to reflux for 8 hours, then the temperature was naturally lowered to 20-25°C, the liquid was separated, the solvent was removed, and the crude product was crystallized with toluene to obtain 1.22 g of the target compound A3 with a yield of 78.2%.

[0051] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 48 h 35 N, theoretical value 625.277, test value 625.277. Elemental analysis (C 48 h 35 N), theoretical value C: 92.12, H: 5.64, N: 2.24, measured...

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Abstract

The invention relates to a spirofluorene dibenzacridine organic electroluminescent material and application thereof. The spirofluorene dibenzacridine organic electroluminescent material is provided with a molecular structure as shown in a formula I, wherein Ar1 and Ar2 are independently selected from hydrogen or aromatic groups. The organic electroluminescent material provided by the invention has a favorable film-forming property and a suitable molecular energy level, is capable of changing electron transition to enable a light-emitting peak position to be adjustable due to introduction of different substituent groups, and is a light-emitting material with good light-emitting efficiency.

Description

technical field [0001] The invention relates to an organic electroluminescent material, in particular to a fluorene spirodibenzoacridine organic electroluminescent material and its application. Background technique [0002] In recent years, organic light-emitting diodes (Organic Light-Emitting Diodes, referred to as OLEDs) as a new and promising display technology has gradually entered people's field of vision. OLEDs have the advantages of self-luminescence, low driving voltage, light and thin, wide viewing angle, fast response, bendable and foldable, low energy consumption, and large-area production. At present, organic electroluminescent technology is mainly used in two fields, namely full-color display and white lighting. Commodities based on OLED display technology have gradually realized industrialization, for example, in products such as smart phones and curved TVs. , this technique has been widely used. In order to realize full-color display, the display panel needs...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/20C07F7/10C09K11/06H01L51/54
CPCC09K11/06C07D221/20C07F7/0812C09K2211/1088C09K2211/1029H10K85/636H10K85/654H10K85/6574H10K85/40
Inventor 张成新高自良慈振华石宇孙晟源李猛
Owner VALIANT CO LTD
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