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Organic compound and organic electroluminescent device containing same

An organic compound and organic technology, applied in the field of new organic compounds, to achieve the effects of good electron injection and migration performance, strong metal coordination ability, and high external quantum efficiency

Pending Publication Date: 2021-06-18
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

[0060] Synthesis Example 1: Synthesis of Compound C1

[0061]

[0062] (1) Preparation of compound 1-1

[0063] 6,7-dihydro-5H-quinolin-8-one (147g, 1mol), morpholine (174g, 2mol), p-toluenesulfonic acid (3.5g, 0.02mol, 3eq) were added to a solution containing toluene (1.5L ) in a three-neck flask. The oil bath was heated to reflux, the water separator reacted for 20 hours, and the reaction was completed by TLC monitoring. The reaction solution was cooled to room temperature, and the solvent was removed by rotary evaporation under reduced pressure. The obtained crude product was purified by column chromatography to obtain intermediate 1-1 (119 g, yield 55%).

[0064] (2) Preparation of compound 1-2

[0065] Add intermediate 1-1 (108g, 0.5mol) and p-chlorobenzaldehyde (42g, 0.3mol) into a three-necked flask containing 1,4-dioxane (1L). The oil bath was heated to reflux for 25 hours, and the reaction was monitored by TLC. The reaction solution was cooled to room tempera...

Synthetic example 2

[0070] Synthesis Example 2: Synthesis of Compound C6

[0071]

[0072] (1) Preparation of compound C6

[0073] Compound 1-3 (8.8g, 18mmol), compound 4-chloro-2,6-diphenylpyrimidine (4.8g, 18mmol), potassium carbonate (7.45g, 54mmol), pd(PPh 3 ) 4 (208 mg, 0.18 mmol) was added into a flask containing 100 mL of toluene, 25 mL of ethanol and 25 mL of water, nitrogen was replaced and heated under reflux for 3 hours in a nitrogen atmosphere. TLC showed that the reaction was complete. The precipitated solid was filtered, rinsed with water and ethanol respectively, dried and purified by column chromatography to obtain compound C6 (8.8 g, yield 83%). Molecular weight calculated: 591.24, found C / Z: 591.2.

Synthetic example 3

[0074] Synthesis Example 3: Synthesis of Compound C45

[0075]

[0076] (1) Preparation of compound 3-1

[0077] 2-Phenyl-6,7-dihydro-5H-quinolin-8-one (223g, 1mol), morpholine (174g, 2mol), p-toluenesulfonic acid (3.5g, 0.02mol, 3eq) were added to In a three-necked flask containing toluene (1.5L). The oil bath was heated to reflux, and the water separator reacted for 25 hours, and the reaction was completed by TLC monitoring. The reaction solution was cooled to room temperature, and the solvent was removed by rotary evaporation under reduced pressure. The obtained crude product was purified by column chromatography to obtain intermediate 3-1 (149 g, yield 51%).

[0078] (2) Preparation of compound 3-2

[0079] Add intermediate 3-1 (146g, 0.5mol) and p-chlorobenzaldehyde (42g, 0.3mol) into a three-necked flask containing 1,4-dioxane (1L). The oil bath was heated to reflux for 22 hours, and the reaction was monitored by TLC. The reaction solution was cooled to room tem...

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Abstract

The invention relates to an organic compound, which has a structure as shown in (I), wherein A and B are respectively and independently five-membered or six-membered cycloalkyl, L is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C3-C30 heteroarylene group, R1 and R2 are respectively and independently selected from halogen, C1-C12 alkyl, C1-C12 alkoxy, substituted or unsubstituted C6-C30 aryl or substituted or unsubstituted C3-C30 heteroaryl, m and n are each an integer of 0-3, and Ar is a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C3-C30 heteroaryl group. When Ar is an azaaryl group, at least one heteroaromatic ring of Ar contains two or more N atoms, and when L is a single bond and Ar is an aryl group, the substituent group is not halogen. The invention further provides application of the organic compound in an organic electronic device, and the performance of the organic electronic device can be improved.

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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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/14C07D519/00H01L51/50H01L51/54
CPCC07D471/14C07D519/00H10K85/615H10K85/654H10K85/6574H10K85/6572H10K50/16
Inventor 孙恩涛方仁杰刘叔尧吴俊宇
Owner BEIJING ETERNAL MATERIAL TECH
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