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Organic compound, and preparation method and application thereof

An organic compound, unsaturated technology, applied in the fields 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., achieve good film formation, improve luminescence Efficiency and luminous performance, effect of high thermal decomposition temperature

Active Publication Date: 2020-08-21
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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  • Organic compound, and preparation method and application thereof
  • Organic compound, and preparation method and application thereof
  • Organic compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] This example provides an organic compound (compound 1) with the following structure:

[0110]

[0111] The synthetic route is as follows:

[0112] .

[0113] The preparation method comprises the following steps:

[0114] (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%).

[0115] (2) Synthes...

Embodiment 2

[0122] This example provides an organic compound (compound 23) with the following structure:

[0123]

[0124] The synthetic route is as follows:

[0125] .

[0126] 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%).

[0127] 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;

[0128] HRMS (ESI) m / z (M+): theoretical value: 685.2518, found value: 685.2524.

Embodiment 3

[0130] This example provides an organic compound (compound 56) with the following structure:

[0131]

[0132] The synthetic route is as follows:

[0133] .

[0134] 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%).

[0135] 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;

[0136] 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 a preparation method and application thereof. The organic compound has a structure as shown in a formula I. Through the special design of a molecular structure, the organic compound has the distortion property of the molecular structure, so quenching caused by mutual stacking of molecules is avoided, and luminous efficiency is effectively improved; and meanwhile, the organic compound has an appropriate rigid structure, so the organic compound has high molecular stability, good film-forming property, high thermal decomposition temperature and relatively high thermal stability, can avoid thermal decomposition of materials in film forming and using processes, and improves the luminous efficiency and the luminous performance of a device. The organic electroluminescent compound is especially applicable as a luminescent layer host material of an organic electroluminescent device, can significantly improve device efficiency and prolong service life, and is especially suitable for a red-light-emitting host material of an 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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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