Photoelectric material with average benzene as core and application thereof

A photoelectric material, phenyl technology, applied in luminescent materials, circuits, electrical components, etc., can solve different problems, achieve the effect of improving triplet state energy level, improving stability, and good industrialization prospects

Active Publication Date: 2017-03-01
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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  • Photoelectric material with average benzene as core and application thereof
  • Photoelectric material with average benzene as core and application thereof
  • Photoelectric material with average benzene as core and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1: the synthesis of compound 3

[0050] (1) Synthesis of intermediates

[0051]

[0052] 1-Phenyl-3-chloro-5-bromobenzene (3.5g, 10mmol), dibenzofuran-4-boronic acid (2.3g, 11mmol), sodium carbonate (5.1g, 48mmol), Pd 2 (dba) 3 (0.4g, 0.4mmol), toluene, ethanol, each 50ml of water were added in the reaction flask successively, refluxed reaction under nitrogen protection for 10 hours, cooled to room temperature, liquid separation, the aqueous layer was extracted with ethyl acetate, combined organic layer, 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 3 g of the product with a HPLC purity of 99.2%.

[0053] (2) Synthesis of compound 3

[0054]

[0055] Raw material S1 (3.5g, 10.0mmol), raw material S2 (3.1g, 10.2mmol) were added to the reaction flask, sodium tert-butoxide (1.2g, 12mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of tol...

Embodiment 2

[0057] Embodiment 2: the synthesis of compound 9

[0058] (1) Synthesis of intermediates

[0059]

[0060] 1-Phenyl-3-chloro-5-bromobenzene (3.5g, 10mmol), dibenzofuran-4-boronic acid (2.3g, 11mmol), sodium carbonate (5.1g, 48mmol), Pd 2 (dba) 3 (0.4g, 0.4mmol), toluene, ethanol, each 50ml of water were added in the reaction flask successively, refluxed reaction under nitrogen protection for 10 hours, cooled to room temperature, liquid separation, the aqueous layer was extracted with ethyl acetate, combined organic layer, respectively Wash with saturated brine and water, dry the organic layer with magnesium sulfate, filter, spin the filtrate, pass through a silica gel column to obtain 3g of product, HPLC purity 99.2%

[0061] (2) Synthesis of compound 9

[0062]

[0063] Raw material S1 (3.5g, 10.0mmol), raw material S3 (3.1g, 10.2mmol) were added to the reaction flask, sodium tert-butoxide (1.2g, 12mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of toluene were sequentia...

Embodiment 3

[0065] Embodiment 3: the synthesis of compound 12

[0066] (1) Synthesis of intermediates

[0067]

[0068] 1-Phenyl-3-chloro-5-bromobenzene (3.5g, 10mmol), dibenzofuran-4-boronic acid (2.3g, 11mmol), sodium carbonate (5.1g, 48mmol), Pd 2 (dba) 3 (0.4g, 0.4mmol), toluene, ethanol, each 50ml of water were added in the reaction flask successively, refluxed reaction under nitrogen protection for 10 hours, cooled to room temperature, liquid separation, the aqueous layer was extracted with ethyl acetate, combined organic layer, respectively Wash with saturated brine and water, dry the organic layer with magnesium sulfate, filter, spin the filtrate, pass through a silica gel column to obtain 3g of product, HPLC purity 99.2%

[0069] (2) Synthesis of Compound 12

[0070]

[0071] Raw material S1 (3.5g, 10.0mmol), raw material S4 (3.1g, 10.2mmol) was added to the reaction flask, sodium tert-butoxide (1.2g, 12mmol), Pd 2 (dba) 3 (0.1g, 0.1mmol), 50ml of toluene were sequenti...

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Abstract

The invention discloses a photoelectric material with average benzene as the core and application thereof. The photoelectric material has high triplet-state energy level, high vitrification transfer temperature and good film forming stability and wide energy gap. When the photoelectric material is used as a hole transport / electron blocking material or a luminescent layer material to be applied to an organic luminescent device, voltage can be obviously reduced, and efficiency of equipment is raised. Current efficiency, power efficiency and external quantum efficiency of a device prepared by the use of the photoelectric material are all greatly improved. Meanwhile, life of the device is obviously prolonged.

Description

technical field [0001] The invention relates to the technical field of optoelectronic materials, in particular to a optoelectronic material with homobenzene as the core and 1, 3, and 5 positions of benzene respectively connected by C-C bonds and C-N bond branch chains 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 m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D498/04C07D413/10C07D513/04C07D491/048C07D265/38C07D493/04C07D405/10C07D401/10C09K11/06H01L51/54
CPCC09K11/06C07D265/38C07D401/10C07D405/10C07D413/10C07D491/048C07D493/04C07D498/04C07D513/04C09K2211/1029C09K2211/1037C09K2211/1033C09K2211/1044C09K2211/1092C09K2211/1088H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11
Inventor 于凯朝李崇张兆超
Owner JIANGSU SUNERA TECH CO LTD
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