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Compound, display panel and display device

A display panel and compound technology, which is applied in the fields of compounds, display panels and display devices, can solve the problem of difficulty in developing doping materials, etc., and achieve the effects of improving luminous efficiency, broadening exciton recombination area, and improving equilibrium migration.

Active Publication Date: 2019-07-19
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the current research status, the commercialization of heavy metal doping materials is mature, and it is difficult to develop alternative doping materials

Method used

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  • Compound, display panel and display device
  • Compound, display panel and display device
  • Compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Synthesis of Compound H002

[0086]

[0087] In a 250ml round bottom flask, the intermediate product H002-1 (15mmol) and potassium acetate (40mmol) were mixed with dry 1,4-dioxane (60ml), Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and pinacol diboronate (25mmol) were mixed, and stirred at 90° C. under a nitrogen atmosphere for 48 hours (h). The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yielded intermediate H002-2.

[0088] In a 250ml round bottom flask, H002-2 (10mmol), 3-bromo-9-phenyl-9H-carbazole (12mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30ml) / ethanol (20ml) and potassium carbonate (12mmol) aqueous solution (10ml), and the reaction was refluxed under nitroge...

Embodiment 2

[0092] Synthesis of Compound H018

[0093]

[0094]In a 250ml round bottom flask, 2-adamantanone (15mmol), 5-aminopyrimidine (40mmol), HCl (20ml) were refluxed for 14 hours under an argon atmosphere to obtain the bisaminophenyladamantane product H018-1 .

[0095] In a 250ml round bottom flask, the intermediate product H018-1 (15mmol) and NaNO 2 (40mmol), HCl (20ml), stirred at 0°C for 6 hours under argon atmosphere. Further KI (40 mmol) was added, and stirred at 0° C. under argon atmosphere for 48 hours. The resulting intermediate was added to water and filtered through a pad of celite, the filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography to obtain intermediate Product H018-2.

[0096] In a 250ml round bottom flask, the intermediate product H018-2 (15mmol) and potassium acetate (80mmol) were mixed with dry 1,4-di...

Embodiment 3

[0099] Synthesis of Intermediate H075-1

[0100]

[0101] In a 250ml round bottom flask, 2-adamantanone (15mmol), aniline (40mmol), and HCl (20ml) were refluxed for 14 hours under an argon atmosphere to obtain the bisaminophenyladamantane product H075-0.

[0102] In a 250ml round bottom flask, the intermediate product H075-0 (15mmol) and NaNO 2 (40mmol), HCl (20ml), stirred at 0°C for 6 hours under argon atmosphere. Further KI (40 mmol) was added, and stirred at 0° C. under argon atmosphere for 48 hours. The resulting intermediate was added to water and filtered through a pad of celite, the filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography to obtain intermediate Product H075-1.

[0103] Synthesis of Compound H075

[0104]

[0105] In a 250ml round bottom flask, 2,2-bis(4-iodo-phenyl)-adamantane (15mmol), cuprou...

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Abstract

The invention provides a compound with a D-(pi)-sigma-(pi)-A chemical structure. The compound has a chemical structure shown as formula (I), wherein L1 and L2 are selected from at least one of a single bond, C1-C20 alkylene, C3-C20 cycloalkylene, C3-C20 heterocyclylene, C6-C40 arylidene, C4-C40 heteroarylene, C10-C60 fused arylidene or C10-C60 fused heteroarylene; an electrondonor D is selected from C1-C20 alkyl, C3-C20 cycloalkyl, C1-C20 alkoxyl, C3-C20 heterocyclyl, C6-C40 aryl, C4-C40 heteroaryl, C10-C60 fused arylidene, C10-C60 fused heteroarylene, C12-C40 carbazyl and a derivative group of C12-C40 carbazyl, C12-C40 diphenylamine and a derivative group of C12-C40 diphenylamine, C18-C60 triphenylamine and a derivative group of C18-C60 triphenylamine, and C12-C40 acridinyl and a derivative group of C12-C40 acridinyl; an electron acceptor A is selected from a nitrogen-containing heterocyclic substituent, a cyan-containing substituent, a triaryl boron substituent, a benzophenone substituent, a heteroaromatic ketone substituent, a sulfone substituent and a phosphorus-containing oxyl substituent. The invention provides a series of bipolar materials with the D-(pi)-sigma-(pi)-A structure, and luminance and luminous efficiency EQE can be improved.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to a compound, a display panel and a display device including the compound. Background technique [0002] As a new generation of display technology, organic electroluminescent materials (OLED) have the advantages of ultra-thin, self-luminous, wide viewing angle, fast response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, and low energy consumption. It has been widely used in industries such as flat panel display, flexible display, solid state lighting and vehicle display. [0003] There are two kinds of luminescence mechanisms: electrofluorescence and electrophosphorescence. Fluorescence is the light emitted by the radiation decay transition of singlet excitons, and phosphorescence is the light emitted by triplet excitons decaying to the ground state. According to the spin quantum statistical t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/24C07D403/08C07F9/572C07D239/26C07F9/6558C07D401/10C07F5/02C07D403/14C07D401/14C07D209/86C07D413/14C07D487/04C07D213/36C07D493/04C07D491/048C07D409/08C07D495/04C07D403/10C07D405/14C07D409/14C07D417/14C07F7/10C07D219/02C07D265/38C07D279/22C07C255/58H01L51/50H01L51/54H10K99/00
CPCC07D251/24C07D403/08C07F9/5728C07D239/26C07F9/65586C07D401/10C07F5/027C07D403/14C07D401/14C07D209/86C07D487/04C07D213/36C07D493/04C07D491/048C07D409/08C07D495/04C07D403/10C07D405/14C07D413/14C07D409/14C07D417/14C07F7/10C07D219/02C07D265/38C07D279/22C07C255/58C07C2603/74H10K85/615H10K85/6565H10K85/631H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/6572H10K85/40H10K50/11C09K11/06H10K85/342H10K2101/10C09K2211/1018H10K85/622H10K50/15H10K50/16H10K2101/30
Inventor 代文朋高威牛晶华张磊李杨邓东阳安平
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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