A kind of d-a type organic blue fluorescent material and its preparation method and application

A blue fluorescence, D-A technology, applied in the preparation of organic compounds, luminescent materials, organic chemistry, etc., can solve the problems of difficult purification, low efficiency of OLED devices, difficult synthesis, etc., to achieve inhibition of π-π stacking and high luminous quantum efficiency , The effect of simplifying the production process

Active Publication Date: 2021-10-08
SHAANXI NORMAL UNIV
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  • Abstract
  • Description
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Problems solved by technology

At present, the red and green light-emitting materials used in OLEDs are relatively mature and can basically meet the requirements of commercialization. However, blue materials, especially efficient and stable dark blue light-emitting materials are relatively few, which largely affects The industrialization process of OLED
For excellent blue light materials, not only good color purity is required, but also good thermal stability, high luminous efficiency and easy sublimation performance, so good blue light materials, especially deep blue light materials are difficult to obtain
So far, although many anthracene derivatives blue-light materials have been developed and successfully applied to OLED devices as host or guest light-emitting materials, most of these materials have the characteristics of difficult synthesis, difficult purification, easy crystallization, and poor stability. OLED devices have low efficiency and short life

Method used

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  • A kind of d-a type organic blue fluorescent material and its preparation method and application
  • A kind of d-a type organic blue fluorescent material and its preparation method and application
  • A kind of d-a type organic blue fluorescent material and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Step 1, synthesis of groups with electron-donating properties: ① Add 5 mmol of 9-bromoanthracene, 7.5 mmol of 4-methoxyphenylboronic acid, 50 mmol of potassium carbonate solution (make a solution with 15 mL of distilled water), 50 mL of toluene, and 15 mL of ethanol into the reaction bottle, and finally add 0.25mmol tetrakis(triphenylphosphine)palladium. Then the system was evacuated and refluxed at 100° C. for 12 hours under the protection of nitrogen. After the reaction, extraction, rotary evaporation, column chromatography (eluent: n-hexane / dichloromethane=4:1), recrystallization to obtain 9-(4-methoxy)benzanthracene. Yield 86%. ②Add 2.50mmol of 9-(4-methoxy)benzoanthracene, 40mL of N,N-dimethylformamide (DMF), and 3mmol of N-bromosuccinimide (NBS) into the reaction flask, and then The system was evacuated, and reacted at 85° C. for 1 hour under the protection of nitrogen. Washing with methanol and suction filtration gave the product 9-bromo-10-(4-methoxy)benzanth...

Embodiment 2

[0072] Step 1 Synthesize groups with electron-donating properties: ①Add 10mmol of 9-bromoanthracene, 15mmol of 4-methoxyphenylboronic acid, 100mmol of potassium carbonate solution (make a solution with 30mL of distilled water), 136mL of toluene, and 30mL of ethanol into the reaction flask, Finally 0.5 mmol of tetrakis(triphenylphosphine)palladium was added. Then vacuumize the system, under the protection of nitrogen, reflux at 105 for 18 hours. After the reaction, extraction, rotary evaporation, column chromatography (eluent: n-hexane / dichloromethane=4:1), recrystallization to obtain 9-(4-methoxy)benzanthracene. Yield 90%. ②Add 5mmol of 9-(4-methoxy)benzanthracene, 75mL of N,N-dimethylformamide (DMF), and 6mmol of N-bromosuccinimide (NBS) into the reaction flask, and then Vacuum, under the protection of nitrogen, react at 88°C for 1.5 hours. Washing with methanol and suction filtration gave the product 9-bromo-10-(4-methoxy)benzanthracene with a yield of 89%.

[0073]Step ...

Embodiment 3

[0076] Step 1 Synthesis of groups with electron-donating properties: ①Add 20mmol of 9-bromoanthracene, 30mmol of 4-methoxyphenylboronic acid, 200mmol of potassium carbonate solution (make a solution with 60mL of distilled water), 200mL of toluene, and 60mL of ethanol into the reaction flask, Finally 1 mmol of tetrakis(triphenylphosphine)palladium was added. Then the system was evacuated and refluxed at 110° C. for 24 hours under the protection of nitrogen. After the reaction, extraction, rotary evaporation, column chromatography (eluent: n-hexane / dichloromethane=4:1), recrystallization to obtain 9-(4-methoxy)benzanthracene. Yield 89%. ②Add 10mmol of 9-(4-methoxy)benzanthracene, 150mL of N,N-dimethylformamide (DMF), and 12mmol of N-bromosuccinimide (NBS) into the reaction flask, and then Vacuumize and react at 90°C for 2 hours under nitrogen protection. Washing with methanol and suction filtration gave the product 9-bromo-10-(4-methoxy)benzanthracene with a yield of 90%.

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Abstract

The invention relates to a D-A type organic blue fluorescent material and its preparation method and application. The molecular design strategy of the material is to use benzene as the center π-conjugated bridge chain, and connect two anthracene light-emitting units ( A group with electron-donating properties and a group with electron-withdrawing properties) to regulate the π-conjugated morphology and intramolecular charge transfer path of material molecules, realize the deep blue emission of material molecules, and realize the application in OLED devices Injection balance of medium carriers. On the other hand, groups with electron-donating or electron-withdrawing properties are introduced into the central benzene π-conjugated bridge chain to further suppress the π-π stacking interaction between material molecules and achieve high luminous quantum efficiency of material molecules. , prepared a D-A type organic blue fluorescent material, which has good thermal stability and high luminous quantum efficiency.

Description

【Technical field】 [0001] The invention relates to the field of organic electroluminescent diodes, in particular to a D-A type organic blue fluorescent material and its preparation method and application. 【Background technique】 [0002] Compared with the traditional liquid crystal display (LCD), organic light-emitting diodes (Organic Light-Emitting Diodes, OLEDs) are considered to be new technologies due to their characteristics of all solid state, self-illumination, wide viewing angle, low-voltage drive, and flexibility. The most competitive technology in the field of first-generation display and full solid-state lighting. After 30 years of hard work, OLED has made great progress in terms of brightness, efficiency, and lifespan, and its commercialization prospects have begun to emerge. Nevertheless, OLED still has problems such as short lifespan and low efficiency of blue light materials and devices, which need further exploration by researchers. [0003] In order to reali...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C255/54C07C255/56C07C253/30C07C17/263C07C22/04C07C41/22C07C43/225C07C45/64C07C47/575C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C17/263C07C22/04C07C41/22C07C43/225C07C45/64C07C47/575C07C253/30C07C255/54C07C255/56C09K2211/1011C09K2211/1007H10K85/615H10K85/626H10K50/11
Inventor 胡鉴勇张佳丽赵振段雪伟
Owner SHAANXI NORMAL UNIV
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