Spiro benzanthracene fluorene compound, organic electroluminescent device and display panel

A spirobenzanthracene fluorene and compound technology, applied in the field of organic electroluminescence, to achieve the effects of widening the temperature range, improving hole injection and transport performance, and stabilizing the three-dimensional structure

Pending Publication Date: 2021-09-24
KUNSHAN GO VISIONOX OPTO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] At present, organic light-emitting diode (Organic Light-Emitting Diode, OLED) display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements , the luminous efficiency and service life of OLED devices need to be further improved

Method used

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  • Spiro benzanthracene fluorene compound, organic electroluminescent device and display panel
  • Spiro benzanthracene fluorene compound, organic electroluminescent device and display panel
  • Spiro benzanthracene fluorene compound, organic electroluminescent device and display panel

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0077] Preparation of Intermediate A

[0078] The preparation process of intermediate A1:

[0079]

[0080] Under a nitrogen atmosphere, in a 250ml three-neck flask, add 5mmol of raw material C1, 5mmol of raw material D1 to dissolve in 50ml of tetrahydrofuran, add 15mmol of potassium carbonate and 0.25mmol of Pd(PPh 3 ) 4 , the reaction mixture was heated to 70° C., refluxed for 25 hours until the reaction was complete, cooled to room temperature naturally, and then treated with trifluoromethanesulfonic acid, followed by demethylation with water-pyridine mixture (5:1). Extract with ether, collect the organic layer, dry with anhydrous magnesium sulfate, remove the solvent by rotary evaporation, and purify the obtained substance through a silica gel column to obtain the target product intermediate E1.

[0081] Add 0.5mmol raw material F1 and 20mL dry tetrahydrofuran to a 500mL three-necked flask, lower the temperature to -78°C under nitrogen protection, slowly add 4ml of bu...

preparation Embodiment 1

[0087] Synthesis of Preparation Example 1 Compound (2)

[0088]

[0089] In a 250mL three-neck flask, weigh 9.55mol of intermediate A1 and 7.25mol of raw material B1, and dissolve them in a mixed solution of toluene, water and ethanol with a volume ratio of 3:1:1; then add 0.021mol of Pd(OAc) 2 , 7.53mmol Cs 2 CO 3 and 14.85mmolXphos; under the condition of nitrogen protection and 120°C, react in microwave for 5 hours, take a sample and spot the plate, and the reaction is complete, then cool naturally. After the reaction was finished, extract the organic layer with dichloromethane, and then use anhydrous MgSO 4 After drying, further separation and purification on a silica gel column (petroleum ether: ethyl acetate = 3:1 as eluent) gave compound (2).

preparation Embodiment 2

[0090] Synthesis of Preparation Example 2 Compound (16)

[0091]

[0092] The preparation method of compound (16) is the same as that of Preparation Example 1, except that raw material B1 is replaced by raw material B2.

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Abstract

The invention discloses a spirobenzanthracene fluorene compound, an organic electroluminescent device and a display panel. The structure of the spirobenzanthracene fluorene compound is shown as a general formula (1). The spiro benzanthracene fluorene compound provided by the invention has relatively high glass transition temperature and molecular thermal stability. After the compound is applied to the organic light-emitting device, the photoelectric property and the service life of the organic light-emitting device can be effectively improved.

Description

technical field [0001] The invention relates to a spirobenzanthracene fluorene compound, an organic electroluminescent device and a display panel, and belongs to the technical field of organic electroluminescence. Background technique [0002] At present, organic light-emitting diode (Organic Light-Emitting Diode, OLED) display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements However, the luminous efficiency and service life of OLED devices need to be further improved. In view of the current industrial application requirements of OLED devices and the photoelectric characteristics of OLED devices, more suitable and higher-performance OLED functional materials or material combinations must be selected in order to achieve the comprehensive characteristics of high efficiency, long life and low voltage of the device. Conte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/86
CPCC07D311/86C07D405/10C07D409/14C07D409/04C07D409/10C07D405/04C07D335/12C07D213/22C07D239/26C07D403/04C07D251/24C07D519/00C07D471/04C07D491/052C07D403/14C07C49/643C07D407/10C07D401/04C07D307/94C07D401/10C07D407/04C07D213/16C09K11/06C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092H10K85/624H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/18H10K50/16H10K50/11
Inventor 韩建厅
Owner KUNSHAN GO VISIONOX OPTO ELECTRONICS CO LTD
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