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A kind of organic compound and its preparation method and application

An organic compound, selected technology, applied in the direction of organic chemistry, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problems of high turn-on voltage, current efficiency needs to be further improved, etc., to achieve good film formation and improve luminescence Efficiency, luminous performance, and high molecular stability

Active Publication Date: 2020-12-29
NINGBO LUMILAN NEW MATERIAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its turn-on voltage is relatively high, and the current efficiency needs to be further improved.

Method used

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  • A kind of organic compound and its preparation method and application
  • A kind of organic compound and its preparation method and application
  • A kind of organic compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0133] This example provides an organic compound (compound 1) with the following structure:

[0134]

[0135] The synthetic route is as follows:

[0136] .

[0137] The preparation method comprises the following steps:

[0138] (1) Synthesis of S3: Take a 100 mL three-necked bottle, put it into a stirring bar and the upper reflux tube, fill it with nitrogen, add raw materials S1 (2.75 g, 0.01 mol), raw materials S2 (1.72 g, 0.01 mol), Potassium carbonate (0.012 mol), tetrakis(triphenylphosphine) palladium (0.5 mmol), toluene (30 mL), water (5 mL), under nitrogen protection, react at 60°C for 8 h, cool to room temperature after the reaction is complete, add Quenched with 3 mL of ice water, extracted with dichloromethane (3×15 mL), the obtained extract was added to magnesium sulfate to dry, filtered and spin-dried, and the crude product was purified by chromatography (ethyl acetate / n-hexane, 1 / 10 (volume ratio)), to obtain S3 (1.32 g, yield 41%).

[0139] (2) Synthes...

Embodiment 2

[0146] This example provides an organic compound (compound 23) with the following structure:

[0147]

[0148] The synthetic route is as follows:

[0149] .

[0150] The difference between its preparation method and Example 1 is that L-Ar-1 in step (5) of Example 1 was replaced with L-Ar-23 (3.6 g, 0.01 mol) to obtain the target product compound 23 (5.34 g , yield 78%).

[0151] Elemental Analysis: C 51 h 31 N 3 , theoretical value: C 89.32, H 4.56, N 6.13, found value: C 89.27, H 4.58, N 6.15;

[0152] HRMS (ESI) m / z (M+): theoretical value: 685.2518, found value: 685.2524.

Embodiment 3

[0154] This example provides an organic compound (compound 56) with the following structure:

[0155]

[0156] The synthetic route is as follows:

[0157] .

[0158] The difference between its preparation method and Example 1 is that L-Ar-1 in Step (5) of Example 1 was replaced with L-Ar-56 (3.87 g, 0.01 mol) to obtain the target compound 56 (6.27 g , yield 88%).

[0159] Elemental Analysis: C 52 h 32 N 4 , theoretical value: C 87.62, H 4.52, N 7.86, found value: C 87.68, H 4.51, N 7.83;

[0160] HRMS (ESI) m / z (M+): theoretical value: 712.2627, found value: 712.2635.

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Abstract

The invention provides an organic compound and its preparation method and application. The organic compound has a structure as shown in formula I. Through the special design of the molecular structure, the organic compound has a distorted molecular structure to avoid mutual interaction between molecules. The quenching caused by stacking effectively improves the luminous efficiency; at the same time, the organic compound has a suitable rigid structure, high molecular stability, good film-forming property, high thermal decomposition temperature, and high thermal stability, which can avoid During the process of film formation and use, the material is thermally decomposed to improve the luminous efficiency and luminous performance of the device. The organic electroluminescent compound is especially suitable as the host material of the light-emitting layer of the organic electroluminescent device, which can significantly improve the device efficiency and working life, and is especially suitable for the red light-emitting host material of the OLED device.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to an organic compound and its preparation method and application. Background technique [0002] At the end of the last century, LED technology entered the automotive industry, bringing more feasibility to automotive lighting design and improving the safety and stability of automotive lighting. However, as a point light source, LED still has its limitations. For example, although its light has better penetrating power, it may dazzle or dazzle pedestrians and other vehicle occupants. In order to find a better balance between lighting brightness, lighting effect and safety, OLED technology has become a key breakthrough. [0003] OLED is an organic semiconductor lighting technology. As a flat light source, OLED can achieve more uniform and soft light emission. More importantly, because this light element is thinner, flexible and non-heating, T...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D403/04C07D403/10C07D401/10C07D401/14C07D209/96C07D495/04C07D495/10C07D405/14C07D487/10C07D403/14C07D519/00C07D491/107C09K11/06H01L51/50H01L51/54
CPCC07D403/04C07D403/10C07D401/10C07D209/96C07D495/04C07D495/10C07D405/14C07D487/10C07D403/14C07D519/00C07D491/107C09K11/06C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1033C09K2211/1037C09K2211/1051H10K85/631H10K85/654H10K85/657H10K85/6572H10K50/12H10K50/15H10K50/16H10K50/17H10K50/171H10K50/18H10K50/11
Inventor 陈志宽李祥智蔡烨丁欢达魏定纬
Owner NINGBO LUMILAN NEW MATERIAL CO LTD