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AIE compound as well as preparation method and application thereof

A technology of compounds and uses, applied in the field of AIE compounds, can solve the problems of not being able to be used as light-emitting materials, not being able to be used as hole transport materials and light-emitting materials at the same time, low light-emitting efficiency, etc., and achieving the enhancement and reduction of fluorescence intensity and quantum yield. Evaporation process and effect of simplifying equipment structure

Pending Publication Date: 2022-05-13
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In the previous research, our research group synthesized dehydroabietic acid triarylamine structure compound based on the aromatic ring of dehydroabietic acid and applied it in OLEDs as a hole transport layer. This kind of compound has good fluorescence performance in solution. But there are following problems: a, can only be used as hole transport material, can't be used as light-emitting material, or can't be used as hole transport material and light-emitting material simultaneously; )Low

Method used

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  • AIE compound as well as preparation method and application thereof
  • AIE compound as well as preparation method and application thereof
  • AIE compound as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The specific synthesis method of DTPA-pTPE is as follows: 1mmol compound 12-DTPA-OMe-Br (Gao Yanan, et al. Spectral properties and applications of dehydroabietic acid triarylamine-based D-π-A type fluorescent compounds. Forest Products Chemistry and Industry, 2020,40(4):7.), 1mmol compound pTPE (Zhengzhou Alpha Chemical Co., Ltd.), 0.025mmol Pd(PPh 3 ) 4 and 0.07mol K 2 CO 3 Added to the three-necked flask. Add 50mLTHF and 7mL H 2 O, reflux at 70-80°C for 12h under a nitrogen atmosphere, and cool to room temperature. The organic phase was collected, dried over anhydrous magnesium sulfate, separated and purified by column chromatography (V (petroleum ether): V (ethyl acetate) = 40: 1) to obtain DTPA-pTPE, the reaction formula is as follows:

[0041]

Embodiment 2

[0043] 2DTPA-p, the specific synthesis method of pTPE is as follows: 2mmol compound 12-DTPA-OMe-Br (Gao Yanan, et al. Spectral performance and application of dehydroabietic acid triarylamine-based D-π-A type fluorescent compound. Forest product chemistry and Industry, 2020,40(4):7.), 1mmol compound p, pTPE (Zhengzhou Alpha Chemical Co., Ltd.), 0.05mmol Pd(PPh 3 ) 4 and 0.14molK 2 CO 3 Added to the three-necked flask. Add 50mL THF and 7mL H 2 O, reflux at 70-80°C for 12h under a nitrogen atmosphere, and cool to room temperature. The organic phase was collected, dried over anhydrous magnesium sulfate, separated and purified by column chromatography (V (petroleum ether): V (ethyl acetate) = 20: 1) to obtain 2DTPA-p, pTPE, the reaction formula is as follows:

[0044]

Embodiment 3

[0046] The specific synthesis method of 2DTPA-p', p'TPE is as follows: 2mmol compound 12-DTPA-OMe-Br (Gao Yanan, et al. Spectral properties and applications of dehydroabietic acid triarylamine-based D-π-A fluorescent compounds. Forest Product Chemistry and Industry, 2020,40(4):79-85.), 1mmol compound p, p'TPE (Zhengzhou Alpha Chemical Co., Ltd.), 0.05mmol Pd(PPh 3 ) 4 and 0.14mol K 2 CO 3 Added to the three-necked flask. Add 50mLTHF and 7mL H 2 O, reflux at 70-80°C for 24h under a nitrogen atmosphere, and cool to room temperature. The organic phase was collected, dried over anhydrous magnesium sulfate, separated and purified by column chromatography (V (petroleum ether): V (ethyl acetate) = 20: 1), to obtain 2DTPA-p', p'TPE, the reaction formula is as follows:

[0047]

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Abstract

The invention discloses an AIE compound and a preparation method and application thereof, the structural formula of the AIE compound is shown in the specification, or the compound has good thermal stability and morphological stability, has high current efficiency when applied to an organic light-emitting diode, can be used as a light-emitting layer and a hole transport layer at the same time, and can be used as an organic light-emitting diode. Therefore, the equipment structure is simplified, the manufacturing process is shortened, and the production cost is reduced.

Description

technical field [0001] The invention relates to a class of AIE compounds, a preparation method and application thereof, and belongs to the technical field of organic functional molecular materials and organic luminescent materials. Background technique [0002] Many organic light-emitting materials have good luminescent properties in the solution state, but the luminous efficiency will be greatly reduced or even not emitted in the aggregated state, that is, aggregation-induced quenching (ACQ), which greatly limits the application range of organic light-emitting materials. In 2001, Tang Benzhong's research group proposed the concept of aggregation-induced emission (AIE), that is, the compound emits weak light or no light in the solution, but emits strong fluorescence in the aggregated state or solid film state, which made people understand the solid-state organic light-emitting materials. Reach a whole new level. [0003] In the previous research, our research group synthesi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/68C09K11/06H01L51/54
CPCC07C229/68C09K11/06C09K2211/1011C09K2211/1007H10K85/60H10K85/615
Inventor 高宏窦立薇高亚楠商士斌宋湛谦
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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