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A compound with homobenzene as the core and its application in organic electroluminescent devices

A technology for light-emitting devices and compounds, applied in the fields of electric solid-state devices, organic chemistry, light-emitting materials, etc., can solve problems such as differences, and achieve the effect of improving triplet energy level, good application effect, and significantly improving device life.

Active Publication Date: 2019-06-07
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • A compound with homobenzene as the core and its application in organic electroluminescent devices
  • A compound with homobenzene as the core and its application in organic electroluminescent devices
  • A compound with homobenzene as the core and its application in organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1: the synthesis of compound 9

[0046] (1) Synthesis of intermediates

[0047]

[0048] 3,5-Dibromochlorobenzene (2.7g, 10mmol), dibenzofuran-4-boronic acid (4.5g, 21mmol), sodium carbonate (10.2g, 96mmol), Pd 2 (dba) 3(0.4g, 0.4mmol), toluene, ethanol, and 50ml of water were successively added to the reaction flask, refluxed for 10 hours under nitrogen protection, cooled to room temperature, separated, the aqueous layer was extracted with ethyl acetate, and the organic layers were combined and used respectively Wash with saturated brine and water, dry the organic layer with magnesium sulfate, filter, spin the filtrate, and pass through a silica gel column to obtain 4 g of the product with a HPLC purity of 99.2%.

[0049] (2) Synthesis of compound 9

[0050]

[0051] Raw material S1 (2.2g, 5.0mmol), raw material S2 (1.5g, 5.1mmol) were added to the reaction flask, sodium tert-butoxide (1.0g, 10mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of toluene w...

Embodiment 2

[0053] Embodiment 2: the synthesis of compound 23

[0054] (1) Synthesis of intermediates

[0055]

[0056] 3,5-Dibromochlorobenzene (2.7g, 10mmol), dibenzofuran-4-boronic acid (4.5g, 21mmol), sodium carbonate (10.2g, 96mmol), Pd 2 (dba) 3 (0.4g, 0.4mmol), toluene, ethanol, and 50ml of water were successively added to the reaction flask, refluxed for 10 hours under nitrogen protection, cooled to room temperature, separated, the aqueous layer was extracted with ethyl acetate, and the organic layers were combined and used respectively Wash with saturated brine and water, dry the organic layer with magnesium sulfate, filter, spin the filtrate, and pass through a silica gel column to obtain 4 g of the product with a HPLC purity of 99.2%.

[0057] (2) Synthesis of compound 23

[0058]

[0059] Raw material S1 (2.2g, 5.0mmol), raw material S3 (1.5g, 5.1mmol) were added to the reaction flask, sodium tert-butoxide (1.0g, 10mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of toluen...

Embodiment 3

[0061] Embodiment 3: the synthesis of compound 33

[0062] (1) Synthesis of intermediates

[0063]

[0064] 3,5-Dibromochlorobenzene (2.7g, 10mmol), dibenzothiophene-4-boronic acid (4.8g, 21mmol), sodium carbonate (10.2g, 96mmol), Pd 2 (dba) 3 (0.4g, 0.4mmol), toluene, ethanol, and 50ml of water were successively added to the reaction flask, refluxed for 10 hours under nitrogen protection, cooled to room temperature, separated, the aqueous layer was extracted with ethyl acetate, and the organic layers were combined and used respectively Wash with saturated brine and water, dry the organic layer with magnesium sulfate, filter, spin the filtrate, and pass through a silica gel column to obtain 4.2 g of the product with a HPLC purity of 99.3%.

[0065] (2) Synthesis of compound 33

[0066]

[0067] Raw material S4 (2.4g, 5.0mmol), raw material S5 (1.4g, 5.1mmol) were added to the reaction flask, sodium tert-butoxide (1.0g, 10mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of ...

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PUM

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Abstract

The invention discloses a compound with homobenzene as the core and its application in organic electroluminescent devices. The homobenzene compound has high Tg, good stability, relatively high triplet energy level, and the whole molecule has good Excellent hole transport ability, high triplet energy level, wide energy gap, and good thermal stability. The compound of the present invention is used as a hole transport / electron blocking material or a light-emitting layer material in the production of OLED light-emitting devices, which can obtain good device performance, and the current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; at the same time, for the device The increase in lifespan is very obvious.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a photoelectric material with homobenzene as the core and 1, 3 and 5 positions of benzene connected by C-C bonds and C-N bond branch chains respectively and its application on devices. Background technique [0002] Compared with liquid crystal display (LCD), organic electroluminescent device (OLED) has low driving voltage; high luminous brightness and luminous efficiency; wide luminous viewing angle and fast response speed; in addition, it is ultra-thin and can be fabricated on flexible panels, etc. advantage. Research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/04C07D413/14C07D491/048C07D513/04C07D417/14C07D405/14C07D409/14C07D219/02C07D279/22C07D241/46C07D223/22C07D265/38C07D519/00C07D401/14C09K11/06H01L51/54
CPCC09K11/06C07D219/02C07D223/22C07D241/46C07D265/38C07D279/22C07D401/14C07D405/14C07D409/14C07D413/14C07D417/14C07D491/048C07D498/04C07D513/04C07D519/00C09K2211/1088C09K2211/1092C09K2211/1029C09K2211/1044C09K2211/1033C09K2211/1037H10K85/6576H10K85/6574H10K85/6572H10K85/657
Inventor 李崇于凯朝张兆超
Owner JIANGSU SUNERA TECH CO LTD
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