D-A type TADF material, preparation method and application thereof

A technology of D-A and linking method, which is applied in the direction of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problems of poor film formation and difficult device preparation, and achieve low synthesis cost, strong operability, The effect of good film formation and shape stability

Active Publication Date: 2019-11-29
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Huang et al. (Huang, B., Qi, Q., Jiang, W., Tang, J. Dyes and Pigments, 2014, 111, 135-144.) used carbazole group as donor and diphenyl sulfone unit as acceptor, three different 3CzDPS were synthesized to achieve ΔE ST The min

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  • D-A type TADF material, preparation method and application thereof
  • D-A type TADF material, preparation method and application thereof
  • D-A type TADF material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0067] The present invention discloses a preparation method of D-A type TADF material. The method includes the following steps:

[0068] S1: Synthesize 3BrDPS;

[0069] S2: Synthesize the first TADF material 3CzDPS based on the S1 step;

[0070] S3: Synthesize 4BrDPS

[0071] S4: Synthesize the second TADF material 4CzDPS on the basis of the S3 step.

Example Embodiment

[0072] Example 1:

[0073] Synthesis of 3CzDPS

[0074] S10: Preparation of 1-((3,5-dibromophenylsulfonyl)-3-bromobenzene (3BrDPS)

[0075] Take a 50mL three-necked flask, dry it thoroughly and wrap a layer of tin foil on the outer surface to avoid light. Mix 2.18g (10mmol) diphenyl sulfone and 4.29g (15mmol) 1,3-dibromo-5,5-dimethyl Glyphine (DBH) was added to a three-necked flask. After rapid extraction three times, 25 mL of concentrated sulfuric acid was slowly added dropwise under a nitrogen atmosphere. After stirring for 1 hour at room temperature, the temperature was slowly raised to 80°C, and the reaction was continued for two hours before stopping. After cooling to room temperature, the reacted solution was poured into 250 mL of ice water, the white precipitate obtained was filtered, washed with saturated brine, dried, and precipitated with dichloromethane / methanol to obtain a white solid 3BrDPS, and a white solid 3BrDPS 3.59g The yield is 79.8%.

[0076] Common bromination ...

Example Embodiment

[0085] Example 2:

[0086] Synthesis of 4CzDPS

[0087] S30: Preparation of 1-((3,5-dibromophenylsulfone)-3,5-dibromobenzene (4BrDPS)

[0088] Take a 50mL three-necked flask, dry it thoroughly and wrap a layer of tin foil on the outer surface to protect from light. Combine 2.18g (10mmol) diphenyl sulfone and 5.72g (20mmol) 1,3-dibromo-5,5-dimethyl Glyphine was quickly added to the three-necked flask. After three times of extraction, 30 mL of concentrated sulfuric acid was slowly added dropwise under a nitrogen atmosphere. After stirring for 1 hour at room temperature, the temperature was slowly raised to 80°C, and the reaction was continued for 3 hours before stopping. After cooling to room temperature, the reacted solution was slowly poured into 300 mL of ice water to obtain a white precipitate, which was filtered out, washed with saturated brine, dried, and precipitated with dichloromethane / methanol to obtain 4.75 g of a white solid 4BrDPS. The rate is 89.6%;

[0089] The syntheti...

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Abstract

The invention discloses a D-A type TADF material, a preparation method and application thereof. The D-A type TADF material has a structural general formula shown as the specification, wherein A represents a receptor unit, D represents a donor unit, and by changing the linkage position of the donor unit on the receptor unit diphenyl sulfone, specifically two linking modes, i.e. three positions (m1,m2 and m2') and four positions (m1, m2, m1' and m2') respectively, two D-A type TADF materials can be obtained. The two materials have high fluorescence quantum efficiency, good film-forming properties and morphology stability; the good carrier transport capacity facilitates the injection and transport of carriers; at the same time, the materials have appropriate HOMO and LUMO energy levels, so that the device energy level can be better matched. The material has good application prospects in OLED, and the synthesis method of the material is simple, the operability is strong and the synthesiscost is low.

Description

technical field [0001] The invention relates to a D-A type TADF material and its preparation method and application, which can be used in the technical field of organic compound synthesis. Background technique [0002] Organic electroluminescent devices (OLEDs) have the advantages of low cost, low power consumption, bendability, rich colors, wide viewing angle, etc., and are widely used in solid-state lighting, flat panel display and other fields. At present, the research on OLEDs is getting more and more in-depth, but it is still a difficult problem to prepare high-efficiency and stable devices by low-cost solution method. [0003] At present, heavy metal complex materials are mostly used in the preparation of high-efficiency devices, but heavy metal complexes cause great environmental pollution and high cost. Recently Adachi proposed the concept of TADF, using pure organic materials to construct highly efficient luminescent molecules, providing an option for designing mol...

Claims

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Application Information

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IPC IPC(8): C07D209/86C09K11/06H01L51/54
CPCC07D209/86C09K11/06C09K2211/1029C09K2211/1007H10K85/6572
Inventor 叶尚辉项太李洁肖燏萍周舟黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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