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Xanthene organic compound and its preparation method and application

An organic compound, xanthene technology, applied in the field of xanthene organic compounds and their preparation, can solve the problems of different performance

Active Publication Date: 2020-10-27
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Xanthene organic compound and its preparation method and application
  • Xanthene organic compound and its preparation method and application
  • Xanthene organic compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Embodiment 1: the synthesis of compound 1

[0043]

[0044] Under nitrogen atmosphere, 2-aminobenzophenone (19.7g, 100mmol) and NaOt-Bu (19.2g, 200mmol) were added to 200mL dry toluene and stirred for 20min, then bromobenzene (15.6g, 100mmol), Pd( OAc)2 (0.2g, 1mmol) and P(t-Bu) 3 (0.8g, 2mmol), heated to 80°C for 6h. After monitoring the reaction, cool to room temperature, add 300 mL of water to wash, separate layers, extract, and separate by silica gel column chromatography to obtain 4.58 g of compound C-1 with a yield of 90%.

[0045] Intermediate C-1 (24.58g, 90mmol) was dissolved in 300mL of anhydrous tetrahydrofuran, cooled to about 0°C, phenylmagnesium bromide solution (44mL, 110mmol) was added dropwise, and then raised to 40°C for 6h. After the reaction, cool to normal temperature, add 300mL water to wash, separate layers, extract with 300mL ethyl acetate, wash the obtained organic phase with saturated aqueous sodium bicarbonate solution, dry and separate b...

Embodiment 2

[0050] Embodiment 2: the synthesis of compound 2

[0051]

[0052] Compound 2 was prepared according to the method of compound 1 in Example 1. The difference is that the intermediate J-1 in Example 1 was replaced by intermediate J-2 (tetrabromobiphenyl), and the rest were the same to obtain compound 2 with a yield of 78%. ESI-MS (m / z) (M+): The theoretical value is 574.24, and the measured value is 574.54.

Embodiment 3

[0053] Embodiment 3: the synthesis of compound 10

[0054]

[0055] Compound 10 was prepared according to the method of compound 1 in Example 1. The difference is that intermediate J-1 in Example 1 was replaced by intermediate J-10 (3-bromo-9-phenylcarbazole), and the rest were the same to obtain compound 10 with a yield of 80%. ESI-MS (m / z) (M+): The theoretical value is 663.27, and the measured value is 663.74.

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Abstract

The invention relates to the technical field of semiconductors, in particular to a xanthene organic compound, a preparation method and application thereof. The structural formula of the xanthene-based organic compound is shown in Chemical Formula 1: the xanthracene-based organic compound provided by the present invention can be applied to the manufacture of OLED light-emitting devices, and compared with Device Comparative Example 1, both in terms of efficiency and lifetime are higher than It is known that OLED materials have been greatly improved, especially the lifetime attenuation of devices has been greatly improved. The preparation method of the xanthene organic compound provided by the invention is simple and easy, has high yield and is suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a xanthene organic compound, a preparation method and application thereof. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. OLED light-emitting devices include electrode materials and organic functional materials sandwiched between different electrodes, and various functional materials are superimposed on each other according to their uses to form an OLED light-emitting device. When a voltage is applied to the electrodes at both ends, and the positive and negative charges in the organic functional material layer are acted on by the electric field, the positive and negative charges are f...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C07D519/00H01L51/50H01L51/54
Inventor 王进政汪康王士凯马晓宇张思明刘锟于丹阳李文军
Owner JILIN OPTICAL & ELECTRONICS MATERIALS