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Organic compound and organic electroluminescent device containing same

A technology of organic compounds and organic layers, applied in organic chemistry, electrical solid devices, electrical components, etc.

Pending Publication Date: 2021-05-04
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is because an OLED device with good efficiency and long life is usually the result of the optimal combination of device structure and various organic materials, which provides great opportunities and challenges for chemists to design and develop functional materials with various structures

Method used

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  • Organic compound and organic electroluminescent device containing same
  • Organic compound and organic electroluminescent device containing same
  • Organic compound and organic electroluminescent device containing same

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0056] Synthesis Example 1: Synthesis of Compound C1

[0057]

[0058] (1) Preparation of compound 1-1

[0059] Compound 3-bromo-2-nitroaniline (217.0g, 1.0mol), phenylboronic acid (134.1g, 1.1mol) potassium carbonate (207g, 1.5mol), Pd(PPh 3 ) 4 (11.6g, 0.01mol) was added to a (5L) flask containing 2L toluene, 400mL ethanol and 400mL water, replaced with nitrogen and heated to reflux in a nitrogen atmosphere for 4 hours, TLC showed that the reaction was complete. Cool to room temperature, separate the liquids, extract the aqueous phase with ethyl acetate, combine the organic phases, dry over anhydrous sodium sulfate, separate and purify by column chromatography to obtain compound 1-1 (167 g, yield 78%).

[0060] (2) Preparation of compound 1-2

[0061] Add compound 1-1 (150 g, 0.7 mol) and cyanamide (44 g, 1.05 mol) into a 2 L flask containing 1 L of 3M HCl, stir and reflux for 8 hours, and monitor the end point of the reaction by TLC. The reaction solution was slowly ...

Synthetic example 2

[0068] Synthesis Example 2: Synthesis of Compound C13

[0069]

[0070] (1) Preparation of compound 2-1

[0071] 2-(4-pinacol borate phenyl)-4,6-diphenyl-1,3,5-triazine (43.5g, 100mmol), 1,4-dibromobenzene (35.4g, 150mmol), potassium carbonate (41.4g, 300mmol), Pd(PPh 3 ) 4 (1.16g, 1mmol), was added into a three-necked flask containing 600mL of toluene, 200mL of ethanol, and 200mL of water, and refluxed for 3 hours under nitrogen protection. It was detected by TLC that the reaction of the raw materials was complete. After stopping the reaction and cooling to room temperature, most of the toluene and ethanol were removed by rotary evaporation. The remaining solid was extracted with dichloromethane and the organic phase was concentrated. Purified by column chromatography to obtain the target compound 2-1 (28.3 g, yield 61%).

[0072] (2) Preparation of compound 2-2

[0073] Compound 2-1 (28.3g, 61mmol), pinacol diboronate (23.2g, 91.5mmol), potassium acetate (17.9g, 183mmo...

Synthetic example 3

[0076] Synthesis Example 3: Synthesis of Compound C29

[0077]

[0078] (1) Preparation of compound 3-1

[0079] Add 3-bromo-2-nitroaniline (217.0 g, 1.0 mol) and cyanamide (44 g, 1.5 mol) into a 2 L flask containing 1 L of 3M HCl, stir and reflux for 8 hours, and monitor the end of the reaction by TLC. The reaction solution was slowly poured into 2L of cold water, and a large amount of solids were precipitated. The filtered solids were rinsed with saturated sodium bicarbonate solution until no bubbles were generated, and dried to obtain compound 3-1 (213 g, yield 88%).

[0080] (2) Preparation of compound 3-2

[0081] Add compound 3-1 (192g, 0.8mol), Pd / C (1.9g, 1mol%) into a 5L flask containing 1L each of ethyl acetate and ethanol, replace the nitrogen with stirring at room temperature and then replace the hydrogen for 3 times, and stir at room temperature The reaction was carried out for 12 hours, and the end point of the reaction was monitored by TLC. The reaction wa...

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Abstract

The invention relates to an organic compound, which is characterized by having a structure as shown in (1), wherein L1 and L2 are respectively and independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group or a substituted or unsubstituted C3-C30 heteroarylene group; Arl and Ar2 are respectively and independently selected from a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C3-C30 heteroaryl group; R is halogen, a cyano group, an alkyl group, a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C3-C30 heteroaryl group; and n represents an integer of 0-3.

Description

technical field [0001] The invention relates to a novel organic compound, in particular to an organic compound and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) devices are a type of device with a sandwich-like structure, including positive and negative electrode film layers and an organic functional material layer sandwiched between the electrode film layers. Apply voltage to the electrodes of the OLED device, positive charges are injected from the positive electrode, and negative charges are injected from the negative electrode. Under the action of the electric field, the positive and negative charges migrate in the organic layer and recombine to emit light. Due to the advantages of high brightness, fast response, wide viewing angle, simple process, and flexibility, OLED devices have attracted much attention in the field of new display technology and new lighting technol...

Claims

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Application Information

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IPC IPC(8): C07D403/10C07D401/14C07D403/14C07D487/04C07D401/04C07D253/10C07D403/04H01L51/50H01L51/54
CPCC07D403/10C07D401/14C07D403/14C07D487/04C07D401/04C07D253/10C07D403/04H10K85/624H10K85/615H10K85/626H10K85/654H10K85/6572H10K50/16Y02E10/549
Inventor 孙恩涛方仁杰刘叔尧吴俊宇
Owner BEIJING ETERNAL MATERIAL TECH
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