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Organic compound and organic electroluminescent device comprising the organic compound

An organic compound and organic technology, applied in the field of phosphorescent organic electroluminescence devices, can solve the problems of low current density and poor thermal stability, and achieve the effect of improving the efficiency of components

Active Publication Date: 2013-09-11
IND TECH RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these known materials have problems such as poor thermal stability or low current density when used in components

Method used

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  • Organic compound and organic electroluminescent device comprising the organic compound
  • Organic compound and organic electroluminescent device comprising the organic compound
  • Organic compound and organic electroluminescent device comprising the organic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Synthesis of compound Ds1

[0042]2,5-dibromo-p-xylene (2,5-dibromo-p-xylene) (2.64g, 10mmol) and potassium permanganate (KMnO 4 , 10.0g, 50mmol) into a 500mL double-neck round bottom flask, add pyridine (pyridine, 20mL) and water (10mL), and heat to reflux. Aqueous potassium permanganate solution (5 g dissolved in 10 mL of water) was added every 30 minutes for a total of four additions. After continuing to reflux overnight, filter while hot with celite, concentrate the filtrate under reduced pressure, add aqueous hydrochloric acid (10%, 10 mL), and extract with ethyl acetate, take the organic layer, and dehydrate with anhydrous magnesium sulfate , filtered and dried to obtain compound 1 as a white powder solid product with a yield of 81%. The reaction formula of the above reaction is as follows:

[0043]

[0044] Next, compound 1 (8.92g, 27.5mmol) was put into a 250mL single-neck round bottom flask, ethanol (100mL) and concentrated sulfuric acid (5mL) were added ...

Embodiment 2

[0055] Synthesis of Compound Ds2

[0056] Take compound 7 (5.72g, 22.0mmol), compound 2 (3.80g, 10.0mmol) and Pd(PPh 3 ) 4 (693mg, 0.6mmol) is put into 250mL two-neck bottle, add K 2 CO 3 (2M in H 2 O, 20 mL) and toluene (100 mL), heated to reflux for 18 hours. Extract with dichloromethane, and wash the organic layer with saturated brine, take the organic layer, remove water with anhydrous magnesium sulfate, filter and concentrate the filtrate under reduced pressure, and then purify by column chromatography (SiO 2 , EA / Hexane=1 / 8) to obtain compound 8 as a white solid with a yield of 72%. The reaction formula of the above reaction is as follows:

[0057]

[0058] Get 100ml two-necked bottle and insert compound 8 (4.87g, 10.0mmol), add H 2 SO 4 (30ml) is the solvent and starts to heat and reflux. After reacting for 3 hours, the solution is returned to room temperature, and then extracted with dichloromethane. The extracted organic liquid is washed with saturated sali...

Embodiment 3

[0073] Synthesis of Compound Ds3

[0074]Compound 11 (4.39 g, 12.5 mmole) was put into a 500 ml double-necked round-bottom bottle, pumped nitrogen several times in the vacuum system, then added dry and dehydrated tetrahydrofuran (THF) with a syringe, and cooled to -78°C. At -78°C, n-BuLi (12.0mmol, 0.77g, 7.5mL (1.6M inhexane)) was added dropwise, and stirring was continued for 1 hour after the drop was completed. Also at -78°C, compound 9 (1.97 g, 5.0 mmole) was added, stirred overnight, and allowed to return to room temperature naturally. Then extracted with ethyl acetate and saturated brine, dehydrated with anhydrous magnesium sulfate, concentrated under reduced pressure and drained, then added 100ml of acetic acid and heated to 70°C. At 70°C, 5ml of hydrochloric acid was added and reacted for 4 hours. Next, after extraction with ethyl acetate and saturated brine, dehydration with anhydrous magnesium sulfate, and concentration under reduced pressure to dry up, purificatio...

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Abstract

The invention provides an organic compound and an organic electroluminescent device comprising the organic compound. The chemical formula of the organic compound is shown in abstract appended drawings, wherein R <1>, R <2>, R <3>, R <4>, R <5>, R <6> and R <7> represent respectively same or different substituent groups such as hydrogen, C1-8 alkyl group, C1-8 alkoxy group, C1-8 alkylhalide group, aromatic group, heteroaryl group, cycloalkyl group, heterocyclic group and cycloaliphatic group, and Z independently represents one of groups shown in drawings of the description, wherein R <8> and R <9> represent respectively same or different substituent groups such as aromatic group, heteroaryl group, cycloalkyl group, heterocyclic group and cycloaliphatic group.

Description

【Technical field】 [0001] The present invention relates to an organic compound and an organic electroluminescent device comprising it, in particular to an organic compound as a host material and a phosphorescent organic electroluminescent device comprising it. 【Background technique】 [0002] An organic electroluminescent device, also known as an organic light-emitting diode (OLED), is a light-emitting diode (LED) that uses an organic layer as an active layer. Due to the advantages of low-voltage operation, high brightness, light weight, wide viewing angle, and high contrast value, organic electroluminescent devices have been gradually used in flat panel displays in recent years. Different from liquid crystal displays, organic light-emitting diode pixel arrays included in organic electroluminescent displays have the characteristic of self-illumination, so no external backlight is needed. [0003] Generally, an OLED device includes a pair of electrodes, and an organic light em...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D221/20H01L51/50H01L51/54
Inventor 黄贺隆林祺臻赵登志李豪浚郑建鸿
Owner IND TECH RES INST