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Organic blue fluorescent material and preparation method and application thereof

A blue fluorescent and organic technology, applied in the field of organic blue fluorescent materials and its preparation, can solve the problems of low yield rate of OLED production line, high production cost of vacuum evaporation process, difficult synthesis, etc., to achieve deep blue light emission, suppress π-π stacking action, effect of reducing production cost

Pending Publication Date: 2019-01-25
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are two important factors restricting the complete commercialization of OLED: first, the price problem. The yield rate of the current OLED production line is relatively low, and the production cost of the vacuum evaporation process is still much higher than that of liquid crystal display (LCD).
Second, the lifespan of blue phosphorescent materials. Phosphorescent materials have high luminous efficiency, but phosphorescent materials generally require heavy metal coordination, synthesis is difficult, high cost, and short life. Especially blue phosphorescent materials, these defects have not been resolved.

Method used

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  • Organic blue fluorescent material and preparation method and application thereof
  • Organic blue fluorescent material and preparation method and application thereof
  • Organic blue fluorescent material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] ①Add 2.60g of 9-bromoanthracene, 1.83g of phenylboronic acid, 13.82g of potassium carbonate (add 30mL of distilled water to make a 2.0M solution), 100mL of toluene, and 30mL of ethanol into the reaction flask, then add 0.58g of tetrakis(triphenylphosphine )palladium. Then vacuumize the system, and reflux at 100° C. for 12 hours under the protection of nitrogen. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 86%.

[0057] ②Bromination of 9-benzoanthracene: Add 2.15g of 9-benzoanthracene, 100mL of DMF, and 1.80g of NBS into the reaction flask, then vacuumize the system, and react under nitrogen protection at 85°C for 1 hour. After the reaction, the product was washed with methanol and suction filtered to obtain the product 9-bromo-10-benzanthracene. Yield 85%.

[0058] ③9-Bromo-10-Benzanthracene Boronate: Add 1.40g of 9-Bromo-10-Benzan...

Embodiment 2

[0062] ① Add 3.50g of 9-bromoanthracene, 2.52g of phenylboronic acid, 18.82g of potassium carbonate (add 45mL of water to form a solution), 136mL of toluene, and 45mL of ethanol into the reaction flask, and finally add 0.82g of tetrakis(triphenylphosphine) palladium. The system was evacuated and refluxed at 105° C. for 18 hours under nitrogen protection. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 86%. ②9-Benzanthracene bromination: Add 3.50 g of 9-Benzanthracene, 130 mL of DMF, and 2.94 g of NBS into the reaction flask, then vacuumize the system, and react at 88°C for 1.5 h under the protection of nitrogen. After the reaction, the product was washed with methanol and filtered with suction to obtain the product 9-bromo-10-benzanthracene with a yield of 87%. ③Boronization of 9-bromo-10-benzanthracene: Add 2 g of 9-bromo-10-benzanthracene, ...

Embodiment 3

[0064] ①Add 5.14g of 9-bromoanthracene, 3.66g of phenylboronic acid, 27.64g of potassium carbonate (add 60mL of water to form a solution), 200mL of toluene, and 60mL of ethanol into the reaction flask, and finally add 1.16g of tetrakis(triphenylphosphine)palladium . Then the system was evacuated and refluxed at 110° C. for 24 hours under the protection of argon. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 86%. ②9-Benzanthracene bromination: Add 4.29g of 9-benzanthracene, 200mL of DMF, and 3.6g of NBS into the reaction flask, then vacuumize the system, and react at 90°C for 2 hours under the protection of argon. After the reaction was completed, the product was washed with methanol and suction filtered to obtain the product 9-bromo-10-benzanthracene with a yield of 77%. ③9-Bromo-10-benzoanthracene boronate: Add 2.80g of 9-bromo-10-benzoant...

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Abstract

The invention relates to an organic blue fluorescent material and a preparation method and application thereof. The material adopts a delta bond as a bridge chain to connect two anthracene molecule luminescence units and regulate the conjugation state of organic molecules; meanwhile, a steric hindrance group is introduced onto the delta bond to inhibit a pi-pi accumulation effect among the organicmolecules, and correspondingly the organic blue fluorescent material is prepared and has high thermal stability and high luminous quantum efficiency. The specific preparation method and application mainly include the steps of adopting 9-benzanthracene-10 borate and 4,4'-dibromo diphenyl bis-substituted methane for conducting a Suzuki coupling reaction to prepare the organic blue fluorescent material. The material is adopted as a luminous layer and achieves a non-doped deep blue OLED device with high performance.

Description

【Technical field】 [0001] The invention belongs to the field of organic electroluminescent diodes, and in particular relates to an organic blue fluorescent material and its preparation method and application. 【Background technique】 [0002] Since 1987, Organic Light-Emitting Diodes (OLEDs for short) have gradually become the industry-recognized next-generation flat panel display technology. Because of its advantages of active luminescence, low driving voltage, light and thin, wide luminous viewing angle, fast response, bendable and foldable, simple preparation process, low cost, and large-area production, it has great potential in the fields of full-color flat panel display and solid-state lighting. application prospects. At present, compared with the existing red and green organic electroluminescent materials and devices, blue organic electroluminescent materials and devices are always scarce. Relatively speaking, blue light materials have a wide energy gap, so it is diffi...

Claims

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Application Information

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IPC IPC(8): C07C15/28C07C43/164C07C22/04C07C255/33C07C47/133C07C1/32C07C41/30C07C17/263C07C253/30C07C45/68C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C15/28C07C22/04C07C43/164C07C47/133C07C255/33C07C2603/24C09K2211/1007C09K2211/1011H10K85/60H10K85/626H10K50/00
Inventor 胡鉴勇张佳丽赵振段雪伟
Owner SHAANXI NORMAL UNIV
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