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Carbonyl-containing room temperature phosphorescent material based on dibenzofuran as well as preparation method and application thereof

A technology of dibenzofuran and room temperature phosphorescence, which is applied in the direction of luminescent materials, chemical instruments and methods, and sustainable buildings. Effect

Active Publication Date: 2019-01-25
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usual room-temperature phosphorescent materials require the introduction of transition metal elements such as Pt and Ir, which are expensive and inherently unstable in the case of high-energy blue emitters

Method used

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  • Carbonyl-containing room temperature phosphorescent material based on dibenzofuran as well as preparation method and application thereof
  • Carbonyl-containing room temperature phosphorescent material based on dibenzofuran as well as preparation method and application thereof
  • Carbonyl-containing room temperature phosphorescent material based on dibenzofuran as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1 The preparation and synthesis route of carbonyl-containing room temperature phosphorescent material DBF-2,8-DBPM based on dibenzofuran is as follows:

[0048]

[0049] Add dibenzofuran (0.84g, 5.0mmol) and sodium chloride (0.87g, 15.0mmol) solid powder into the flask, continue to add aluminum trichloride (2.00g, 15.0mmol), and stir evenly with a magnet, Add benzoyl chloride (1.44mL, 12.5mmol), heat to 150°C, and react at this temperature for 4 hours. After the reaction, extract three times with dichloromethane and water, take the organic phase to concentrate, add anhydrous sodium sulfate to remove water, adsorb on silica gel powder, and separate by column chromatography to obtain 1.70 g of the product with a yield of 90%.

[0050] Dissolve the product in dichloromethane, add an equal volume of n-hexane, wait for the solution to volatilize slowly, precipitate crystals, and filter to obtain crystals.

[0051] DBF-2,8-DBPM: 1 H NMR (500MHz, Chloroform-d) δ8....

Embodiment 2

[0053] Example 2: Preparation and separation of carbonyl-containing room temperature phosphorescent materials DBF-2,8-DB(4-Cl)PM and DBF-2,7-DB(4-Cl)PM based on dibenzofuran

[0054] The synthetic route is as follows:

[0055]

[0056] Add dibenzofuran (1.68g, 10.0mmol) and sodium chloride (1.75g, 30.0mmol) solid powder into the flask, continue to add aluminum trichloride (4.00g, 30.0mmol), and stir evenly with a magnet, Add p-chlorobenzoyl chloride (2.55mL, 20mmol), heat to 150°C, and react at this temperature for 4 hours. After the reaction, extract three times with dichloromethane and water, take the organic phase and concentrate, add anhydrous sodium sulfate to remove moisture, adsorb on silica gel powder, and separate by column chromatography to obtain 3.70 g of the mixed product of the two, with a total yield of 83%.

[0057] Dissolve the mixed product in 200mL of dichloromethane, heat to dissolve it completely, add 200mL of n-hexane, let it stand still to volatiliz...

Embodiment 3

[0059] Example 3: Preparation and separation of carbonyl-containing room temperature phosphorescent materials DBF-2,8-DB(4-Br)PM and DBF-2,7-DB(4-Br)PM based on dibenzofuran

[0060] The synthetic route is as follows:

[0061]

[0062] Add dibenzofuran (1.68g, 10.0mmol), sodium chloride (1.75g, 30.0mmol) and aluminum trichloride (4.00g, 30.0mmol) solid powder into the flask, stir evenly with a magnet, then add the Bromobenzoyl chloride (4.39g, 20.0mmol), heated to 150°C, reacted at this temperature for 4 hours. After the reaction, extract three times with dichloromethane and water, take the organic phase and concentrate, add anhydrous sodium sulfate to remove moisture, adsorb on silica gel powder, and separate by column chromatography to obtain 3.90 g of the mixed product of the two, with a total yield of 70%.

[0063] Dissolve the mixed product in 200mL of dichloromethane, heat and ultrasonically dissolve it completely, add 200mL of n-hexane, let it stand to volatilize t...

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Abstract

The invention discloses a carbonyl-containing room temperature phosphorescent material based on dibenzofuran. The molecular structure of the room temperature phosphorescent material comprises dibenzofuran and a carbonyl unit, wherein the dibenzofuran is directly connected with the carbonyl unit. The invention also discloses a preparation method and application of the carbonyl-containing room temperature phosphorescent material based on dibenzofuran. By regulating the substituting position and the variety of substituent groups on benzene rings, the regulation and control on the light color andthe service life of the room temperature phosphorescent material can be realized; the design is ingenious; the manufacturing is simple; the practicability is high.

Description

technical field [0001] The invention relates to a room temperature phosphorescent material, in particular to a carbonyl-containing room temperature phosphorescent material based on dibenzofuran and its preparation method and application. Background technique [0002] Organic molecules with long-lived triplet excited states allow excitons to migrate over long distances, thereby increasing the generation of free charges. Therefore, they have broad application prospects in optoelectronic fields such as photovoltaic devices, photocatalytic reactions, optical storage, and molecular sensing. In addition, these The phosphorescence emitted by organic molecules with long-lived triplet excited states can eliminate the interference of short-lived background fluorescence, so they can also be used as ideal reagents for highly sensitive biological imaging. [0003] Phosphorescent materials can theoretically form a triplet excited state through intersystem crossing, achieving a quantum eff...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/91C09K11/06C08G61/12
CPCC09K11/06C07D307/91C08G61/125C08G2261/524C08G2261/124C08G2261/3242C09K2211/1088Y02B20/00
Inventor 唐本忠胡蓉蓉康远秦安军赵祖金
Owner SOUTH CHINA UNIV OF TECH
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