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A multifunctional aggregation-induced luminescence enhancement compound and its preparation method and application

A technology for aggregation-induced luminescence and compounds, which is applied in the field of multifunctional aggregation-induced luminescence enhancement compounds and their preparation, achieving the effects of high luminous efficiency, high quality, and simple preparation methods

Active Publication Date: 2021-08-03
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, it has not been reported that triphenylene carbazole is used to replace the 9 and 10 carbon atoms of anthracene to obtain a new type of aggregation-induced luminescence enhancement material, which has important practical implications for the further research and development of anthracene-based organic light-emitting materials. significance

Method used

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  • A multifunctional aggregation-induced luminescence enhancement compound and its preparation method and application
  • A multifunctional aggregation-induced luminescence enhancement compound and its preparation method and application
  • A multifunctional aggregation-induced luminescence enhancement compound and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Synthesis of TCzDPAn compound:

[0079] 1) Synthesis of compound 1:

[0080] Add p-bromobenzyl bromide (5.15g, 20.36mmol) into a 50mL three-necked flask equipped with a reflux device and argon protection, heat up to 140°C and stir to melt, and add triethyl phosphite (24.38g, 143.79mmol) after ventilating for 15min , stirring and reacting for 7 hours, distilling excess triethyl phosphite under reduced pressure and cooling to room temperature to obtain compound 1;

[0081] 2) Synthesis of compound 2:

[0082] In a 100mL three-necked flask equipped with a reflux device and protected by argon, the compound N-6-bromohexyl-9H-carbazole (1.03g, 3.12mmol, structural formula: ), 20mL DMF, K 2 CO 3 (0.26g, 1.69mmol), NaI (0.18g, 1.08mmol), 4,4'-dihydroxybenzophenone (0.31g, 1.42mmol). After stirring and reacting for 48 hours at a temperature of 60°C, it was filtered, and the filtrate was distilled under reduced pressure, and the obtained solid was recrystallized with ethano...

Embodiment 2

[0097] The synthetic procedure of embodiment 2 is consistent with embodiment 1, difference is, step 2) in embodiment 2) adds N-12-bromododecyl-9H-carbazole (structural formula is ), the structural formula of the final synthetic compound TCzDPAn-1 is as follows:

[0098]

Embodiment 3

[0100] The synthetic procedure of embodiment 3 is consistent with embodiment 1, difference is, step 2) in embodiment 3 adds N-4-bromobutyl-9H-carbazole (structural formula is ), the structural formula of the final synthetic compound TCzDPAn-2 is as follows:

[0101]

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Abstract

The invention discloses a multifunctional aggregation-induced luminescence enhancement compound, a preparation method and application thereof. The compound contains an anthracene-triphenylethylene carbazole structure containing an alkyl chain, has the performance of aggregation-induced luminescence enhancement, high luminous efficiency, high intensity, good solubility, and is easy to prepare into high-quality thin film materials. The preparation method of the compound is simple, easy to purify, and has good reproducibility. It can be used in the light-emitting layer of organic electroluminescent devices, fluorescent sensing, and detection of Fe 3+ ions and detection of nitroaromatic explosives.

Description

technical field [0001] The invention relates to the technical field of organic luminescent materials, in particular to a multifunctional aggregation-induced luminescent enhancement compound and its preparation method and application. Background technique [0002] Among all kinds of organic light-emitting materials, anthracene-based light-emitting materials have become an important category of organic electroluminescent materials due to their high fluorescence quantum efficiency, easy substitution and modification, and a wide range of substituents. However, the rigid structure and planarity of anthracene make it prone to aggregation fluorescence quenching problems. At the same time, anthracene-based small-molecule light-emitting materials have poor film-forming properties and are prone to recrystallization in organic light-emitting diodes (OLEDs). [0003] At present, the research on anthracene-based luminescent materials focuses on different derivatives of anthracene. CN1036...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/86C09K11/06G01N21/64H01L51/54C08G61/12C08J5/18
CPCG01N21/643C09K11/06C07D209/86C08G61/124C08J5/18C08J2365/00C09K2211/1007C09K2211/1011C09K2211/1029G01N2021/6432H10K85/615H10K85/6572
Inventor 刘聪郝洪敏石光罗海媛唐锦慧陈淑茵
Owner SOUTH CHINA NORMAL UNIVERSITY