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Compound, application thereof and organic light-emitting device adopting compound

A compound of general formula, selected technology, applied in the field of organic electroluminescent devices

Pending Publication Date: 2020-12-22
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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  • Compound, application thereof and organic light-emitting device adopting compound
  • Compound, application thereof and organic light-emitting device adopting compound
  • Compound, application thereof and organic light-emitting device adopting compound

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0061] Synthesis Example 1: Synthesis of Compound P1

[0062]

[0063] In a 1000ml one-port bottle, add 11.5g (50mmol) M1, 10.9g (50mmol) BOC anhydride, 20.7g (150mmol) K 2 CO 3 , 500Ml THF, stirred at room temperature for 12h, then filtered, and concentrated mother liquor M1-1.

[0064] In a 1000ml single-port bottle, add 16.5g (50mmol) M1-1, 11.6g (50mmol) 3-bromobiphenyl, 0.9g (1mmol) tris(dibenzylideneacetone) dipalladium (ie Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction solution, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder M1-2.

[0065] In a 1000ml single-necked bottle, add 19.2g (50mmol) M1-2, 7.8...

Synthetic example 2

[0066] Synthesis Example 2: Synthesis of Compound P2

[0067]

[0068] In a 1000ml one-port bottle, add 11.5g (50mmol) M1, 10.9g (50mmol) BOC anhydride, 20.7g (150mmol) K 2 CO 3 , 500Ml THF, stirred at room temperature for 12h, then filtered, and concentrated mother liquor M1-1.

[0069] In a 1000ml single-port bottle, add 16.5g (50mmol) M1-1, 11.6g (50mmol) 3-bromobiphenyl, 0.9g (1mmol) tris(dibenzylideneacetone) dipalladium (ie Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3 P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction solution, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder M1-2.

[0070] In a 1000ml single-port bottle, add 19.2g (50mmol) M1-2, 1.05...

Synthetic example 3

[0071] Synthesis Example 3: Synthesis of Compound P3

[0072]

[0073] In a 1000ml one-port bottle, add 11.5g (50mmol) M1, 10.9g (50mmol) BOC anhydride, 20.7g (150mmol) K 2 CO 3 , 500Ml THF, stirred at room temperature for 12h, then filtered, and concentrated mother liquor M1-1.

[0074] In a 1000ml single-port bottle, add 16.5g (50mmol) M1-1, 11.6g (50mmol) 3-bromobiphenyl, 0.9g (1mmol) tris(dibenzylideneacetone) dipalladium (ie Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3 P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction solution, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder M1-2.

[0075] In a 1000ml one-port bottle, add 19.2g (50mmol) M1-2, 10.5g (...

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Abstract

The invention relates to a compound, application thereof and an organic light-emitting device adopting the compound. The novel organic compound has a structure shown in the following I: L1, L2 and L3are independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group and a substituted or unsubstituted C6-C30 heteroarylene group; Ar1, Ar2 and Ar3 are independently selected from the group consisting of an ether group of C1-C6, a substituted or unsubstituted aryl group of C6-C30, and a substituted or unsubstituted heteroaryl group of C6-C30 respectively; R1 is selected from H, an alkyl group of C1-C20, an alkoxy group of C1-C12, a cycloalkyl group of C3-C20, a C1-C6 ether group, a substituted or unsubstituted aryl group of C6-C30, a substituted or unsubstitutedheterocycloalkyl group of C2-C30, and a substituted or unsubstituted heteroaryl group of C6-C30. When the compound provided by the invention is used as a hole injection material in an OLED device, excellent device performance and stability are shown. The invention also discloses an organic light-emitting device adopting the compound with the general formula.

Description

technical field [0001] The present invention relates to a novel organic compound and its application, as well as an organic electroluminescent device containing the organic compound. 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 lig...

Claims

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Application Information

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IPC IPC(8): C07D471/06H01L51/50H01L51/54
CPCC07D471/06H10K85/615H10K85/622H10K85/626H10K85/654H10K85/6572H10K85/6574H10K85/6576H10K50/00
Inventor 黄金华曾礼昌
Owner BEIJING ETERNAL MATERIAL TECH
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