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Luminescent material of a series of fluorene derivatives

A technology of light-emitting materials and light-emitting devices, which is applied in the field of materials and can solve problems such as reduced luminous efficiency, unbalanced distribution of electrons and holes, and uneven molecular weight distribution.

Active Publication Date: 2016-07-06
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most polymer materials have uneven molecular weight distribution and are hole transport materials, resulting in an unbalanced distribution of electrons and holes in the light-emitting layer, which reduces the luminous efficiency.

Method used

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  • Luminescent material of a series of fluorene derivatives
  • Luminescent material of a series of fluorene derivatives
  • Luminescent material of a series of fluorene derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0098] Embodiment 1, the preparation of compound 14 (n=2)

[0099]

[0100] The first step: the preparation of intermediate-1

[0101]

[0102] 20g of 2,2'-dibromobiphenyl was dissolved in 400ml of dry tetrahydrofuran, placed in a low-temperature tank under nitrogen protection, cooled to -80°C with liquid nitrogen, and slowly added dropwise to 25ml of 2.5M n-butyllithium- Hexane solution, temperature controlled and stirred at -70°C for 30 minutes, set aside.

[0103] 14g of 1,7-dichloroheptanone was dissolved in 150ml of dry tetrahydrofuran, placed in a low-temperature tank under the protection of nitrogen, cooled to -80°C with liquid nitrogen, and the reaction solution prepared above was slowly added dropwise, and the reaction was stirred for 1 hour, rose to room temperature and stirred for 30 minutes, added 100ml of saturated ammonium chloride aqueous solution to quench the reaction, extracted three times with ethyl acetate, and the organic phase was washed with anhyd...

Embodiment 2

[0123] Embodiment 2, the preparation of compound 93 (n=2)

[0124]

[0125] The first step: the preparation of intermediate-1

[0126]

[0127] 20g of 2-bromobiphenyl was dissolved in 400ml of dry tetrahydrofuran, placed in a low-temperature tank under nitrogen protection, cooled to -80°C with liquid nitrogen, and slowly added dropwise to 34.5ml of 2.5M n-butyllithium-hexane solution , temperature controlled and stirred at -70°C for 30 minutes, set aside.

[0128] Dissolve 19g of 1,7-dichloroheptanone in 150ml of dry tetrahydrofuran, place it in a low-temperature tank under the protection of nitrogen, cool down to -80°C with liquid nitrogen, slowly drop the reaction solution prepared above, and stir for 1 hour, rose to room temperature and stirred for 30 minutes, added 100ml of saturated ammonium chloride aqueous solution to quench the reaction, extracted three times with ethyl acetate, and the organic phase was washed with anhydrous Na 2 SO 4 After drying and filteri...

Embodiment 3

[0151] Embodiment 3, the preparation of compound formula 1~13, 15~87

[0152] Compounds 1-13, 15-87 can be prepared by referring to the preparation method of Example 1.

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Abstract

The invention discloses a luminescent material of a series of fluorene derivatives. A structure of the material is as shown in formula I. The material as shown in formula I is easily dissolved in an organic solvent, is good in heat stability and can be used to prepare a luminescent device in a way of fluid manufacturing procedures such as printing, instilling, coating and printing. An organic electroluminescent device prepared by coating the material has the characteristics that the power efficiency is good, the material utilization rate is high, the manufacturing cost of an OLED device is greatly decreased, and the material synthesis and purification method is simply suitable for mass production, so that the luminescent material is an ideal choice of the organic electroluminescent device luminescent material. Utilizing the organic electroluminescent diode material as a main body material or a doping material in a luminescent layer or independently as a luminescent material or a hole transmission material or an electron transmission material also falls within a protection scope (see the specification).

Description

technical field [0001] The invention belongs to the field of materials and relates to a series of fluorene derivative luminescent materials. Background technique [0002] Organic electroluminescence (referred to as OLED) and related research As early as 1963, pope et al. first discovered the electroluminescence phenomenon of organic compound single crystal anthracene. In 1987, Kodak Corporation of the United States made an amorphous film device by evaporating organic small molecules, which reduced the driving voltage to less than 20V. This type of device is ultra-thin, fully cured, self-illuminating, high brightness, wide viewing angle, fast response, low driving voltage, low power consumption, bright color, high contrast, simple process, good temperature characteristics, and can realize flexible display And other advantages, can be widely used in flat panel displays and surface light sources, so it has been widely researched, developed and used. [0003] After more than 2...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D305/06C07D405/14C07D407/14C07D409/14C07D413/14H01L51/54
CPCC09K11/06C07D305/06C07D405/14C07D407/14C07D409/14C07D413/14C09K2211/1033C09K2211/1044C09K2211/1029C09K2211/1088C09K2211/1092H10K85/00H10K50/11
Inventor 曹建华王士波董梁华瑞茂
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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