Organic compound containing nitrogen heterocyclic ring, mixture, composition and application

A technology of organic compounds and nitrogen heterocycles, applied in the field of organic electroluminescence, can solve problems to be improved, and achieve the effects of good carrier transport capability, improved utilization efficiency, and improved efficiency and lifespan

Pending Publication Date: 2022-02-25
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the use of bipolar transport molecules as the host can obtain good device performance, the performanc

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0166] Example 1 Synthesis of Compound 1

[0167]

[0168] (1) Synthesis of Intermediate 1-3: Compound 1-1 (10.0 g), 1-2 (4.7 g), copper iodide (3.8 g), potassium carbonate (8.3 g), inversion 1, 2 - Cyclohexamethylene (6.8 g) plus 200 ml of dried toluene; stirring at 110 ° C for 6 h under a nitrogen atmosphere. After cooling, filtration, the filtrate was washed with water to be washed with water to obtain intermediate 1-3. MS (ASAP): 655.58.

[0169] (2) Synthesis of Compound 1: 1-3 (8.5 g) was dissolved in 150 ml of dried DMAC, palladium acetate (0.44 g), p (CY) 3 · Hbf 4 (1.5 g), cesium carbonate (16.9 g) was reacted at 140 ° C for 4 h in a nitrogen atmosphere. After cooling, most of the solvent was evaporated under reduced pressure, and the remaining reaction solution was poured into a large amount of water, filtered, the resulting solid was obtained from column chromatography and recrystallization to compound 1. MS (ASAP): 582.67.

Example Embodiment

[0170] Example 2 Synthesis of Compound 2:

[0171]

[0172] (1) Synthesis of Intermediate 2-2: Compound 2-1 (5.0 g), combined with boronic acid-free acid acid, Pd (DPPF) CL 2 (0.1 g) and potassium acetate (4.1 g) were added to 100 ml of dried 1,4-dioxane; stirred at 100 ° C for 6 h under a nitrogen atmosphere. After cooling, filtration, filtrate, evaporated to remove the solvent, and the intermediate 2-2 was obtained by heavy crystallization. MS (ASAP): 290.95.

[0173] (2) Synthesis of Intermediate 2-4: 2-2 (4.5 g), 2-3 (4.2g), PD (PPH 3 ) 4 (0.1 g) and potassium carbonate (4.3 g) were added to 1,4-dioxane / water (60 mL / 15 mL) mixed solvent; at 85 ° C for 6 h under a nitrogen atmosphere. After cooling, filtration, the filtrate is evaporated to remove the solvent, and the intermediate 2-4 is obtained by heavy crystallization. MS (ASAP): 396.25.

[0174] (3) Synthesis of Intermediate 2-6: Intermediate 2-4 (5.5 g), 2-5 (3.9 g) was dissolved in 100 mL of dry DMF, and cesium carbon...

Example Embodiment

[0176] Example 3 Synthesis of Compound 3

[0177]

[0178] (1) The synthesis of the intermediate 3-2 refers to the synthesis of 2-6, and the intermediate 2-5 is replaced with an intermediate 3-1. MS (ASAP): 749.70.

[0179] (2) The synthesis of the compound 3 is synthesized by the compound 1, and the 1-3 is replaced with an intermediate 3-2. MS (ASAP): 676.78.

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Abstract

The invention relates to an organic compound containing a nitrogen heterocyclic ring, a mixture, a composition and an application thereof. The compound has a structural general formula as shown in a chemical formula (1), is good in stability, high in luminous efficiency, long in service life and simple to synthesize, and can be used in organic electronic devices to effectively improve the performance of the devices.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a nitrogen-containing heterocyclic organic compound, mixture, composition and application. Background technique [0002] Organic optoelectronic materials have diverse synthesis, relatively low manufacturing cost, and excellent optical and electrical properties. Organic light-emitting diodes (OLEDs) have broad development potential for applications in optoelectronic devices such as flat panel displays and lighting due to their advantages of wide viewing angle, fast response time, low operating voltage, and thin panel thickness. [0003] In order to improve the luminous efficiency of organic light-emitting diodes, various light-emitting material systems based on fluorescence and phosphorescence have been developed. Organic light-emitting diodes using fluorescent materials have the characteristics of high reliability, but their internal electroluminescence quantu...

Claims

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Application Information

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IPC IPC(8): C07D487/22C07D487/16C07D491/22C07D513/22C07D498/22C07D513/16C07D519/00C07D495/22C07D471/22C09K11/06H01L51/50H01L51/54
CPCC07D487/22C07D487/16C07D491/22C07D513/22C07D498/22C07D513/16C07D519/00C07D495/22C07D471/22C09K11/06C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1037C09K2211/1033C09K2211/1051C09K2211/1048C09K2211/1011H10K85/654H10K85/657H10K85/6572H10K50/12
Inventor 张晨李灿楷宋晶尧
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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