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Organic photoelectric material containing thiophene structure and application thereof

A technology of organic optoelectronic materials and thiophene, which is applied in luminescent materials, organic chemistry, circuits, etc., can solve the problems of low luminous efficiency and short service life of devices, and achieve the advantages of avoiding compact accumulation, high thermal stability, and high-efficiency electroluminescent performance Effect

Active Publication Date: 2019-03-08
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although people's understanding of the electronic behavior of such chiral and cross-conjugated materials is still very limited, the scientific significance and application prospects of the cross-conjugated materials are very clear, and it is very likely to develop a new generation of materials that are unmatched by current inorganic electronic materials. organic electronic materials
[0004] At present, the biggest obstacle to the full practical application of OLED technology is the low luminous efficiency and short service life of the device.

Method used

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  • Organic photoelectric material containing thiophene structure and application thereof
  • Organic photoelectric material containing thiophene structure and application thereof
  • Organic photoelectric material containing thiophene structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] The synthesis of embodiment 1 compound 1:

[0043] Add 6.4g (22.0mmol) (4-(9H-carbazol-9-yl) phenyl) boric acid and 4.0g 2-(2,6-dibromo-4H-cyclopenta[1,2 -b: 5,4-b']dithiophen-4-yl)malononitrile (10.0mmol), add 60mL toluene, then add 30.0mL K 2 CO 3 aqueous solution (1 mol / L), and stirred for 1 hour under nitrogen gas to remove oxygen in the reaction flask. Then 12 mg (0.1 mmol) of palladium tetrakistriphenylphosphine was added, and refluxed under vigorous stirring, and the reaction process was tracked and detected by TLC. After reacting for 24 hours, add 50 mL of deionized water to the reaction solution, filter to remove the insoluble matter, separate the water phase from the organic phase, and concentrate the organic phase to no fraction by distillation under reduced pressure. Esters: n-Hexane (1:10, v / v). 5.63 g of white solid were obtained (77.88% yield). Using DEI-MS to identify the compound, formula C 48 h 26 N 4 S 2 , detection value [M+1] + =723.63, calc...

Embodiment 2

[0044] The synthesis of embodiment 2 compound 2

[0045] Using (4-(9,9-dimethylacridin-10(9H)-yl)phenyl)boronic acid as the starting material, it was prepared according to the synthetic method of compound 1 in Example 1. Using DEI-MS to identify the compound, formula C 54 h 38 N 4 S 2 , detection value [M+1] + =807.75, calculated value 806.25.

Embodiment 3

[0046] The synthesis of embodiment 3 compound 3

[0047] Using (4-(10H-phenoxazin-10-yl)phenyl)boronic acid as the starting material, it was prepared according to the synthetic method of compound 1 in Example 1. Using DEI-MS to identify the compound, formula C 48 h 2 6N 4 o 2 S 2 , detection value [M+1] + =755.09, calculated value 754.15.

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Abstract

The invention relates to an organic photoelectric material containing a thiophene structure and application thereof, and belongs to the field of organic photoelectric materials. The space structure ofthe material is of a twisted non-planer structure, so that tight accumulation of molecules is avoided effectively. Experimental results indicate that the material has high heat stability and glass state temperature, and can obtain electroluminescence with extremely high color purity and efficiency serving as a luminescent material of organic electroluminescence devices respectively.

Description

technical field [0001] The invention relates to an organic photoelectric material containing a thiophene structure and an application thereof, belonging to the technical field of organic photoelectric materials. Background technique [0002] The origin of organic electroluminescent devices (OLEDs) can be traced back to the 1960s. Pope et al. applied DC voltage to anthracene single crystals to make them emit light, but due to the high driving voltage (100V) and relatively high luminance and efficiency low, without much attention. With the continuous improvement of technology. In 1987, C.W.Tang et al. of Kodak Company used 8-hydroxyquinoline aluminum (AIq 3 ) is a light-emitting material, and a double-layer sandwich structure OLED device is made by vacuum evaporation method. The turn-on voltage is only a few volts, and the brightness can reach up to 1000cd / m 2 , marking OLED has taken an important step towards practical application and has become an important milestone in th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D495/04C09K2211/1092C09K2211/1007C09K2211/1033C09K2211/1037C09K2211/1029H10K85/656H10K85/654H10K85/6576H10K50/15H10K50/16
Inventor 单美青王鲲鹏胡志强
Owner QINGDAO UNIV OF SCI & TECH
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