Three-dimensional fluorescent covalent organic framework material as well as preparation method and application thereof

A technology of covalent organic framework and three-dimensional fluorescence, which is applied in the fields of luminescent materials, fluorescence/phosphorescence, and material excitation analysis, can solve the problems of reducing the sensitivity and recognizable range of COFs material molecular decoders, and avoid aggregation-induced fluorescence quenching Effect, improve the test range and sensitivity, improve the effect of sensitivity

Active Publication Date: 2020-09-01
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there have been reports about two-dimensional COF materials used in VOCs molecular decoding, but two-dimensional COFs materials are stacked through strong π-π interactions, and the stacking of most fluorescent groups will cause fluorescence aggregation-induced quenching. Effect (ACQ), which reduces the sensitivity and recognizable range of COFs materials as molecular decoders

Method used

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  • Three-dimensional fluorescent covalent organic framework material as well as preparation method and application thereof
  • Three-dimensional fluorescent covalent organic framework material as well as preparation method and application thereof
  • Three-dimensional fluorescent covalent organic framework material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 3

[0032] The preparation method of the three-dimensional fluorescent covalent organic framework material in this example is as follows:

[0033] (1) Using the steric hindrance effect of six methyl groups to design and synthesize the building block hexamethylbiphenyl tetraaldehyde a with tetrahedral structure.

[0034] (2) 0.3mmol of hexamethylbiphenyltetraaldehyde TFBM and 0.3mmol of pyrenylamine PyTTA (synthetic schematic diagram see figure 1 ) into the mixed reaction solvent of 1mL o-dichlorobenzene and 1mL mesitylene, and ultrasonically disperse evenly.

[0035] (3) Add 0.2mL of 6mol / L acetic acid into the uniformly dispersed solution as a catalyst, ultrasonically disperse evenly, and put it into the reaction kettle.

[0036] (4) The reaction kettle was kept at a constant temperature of 110° C. for 5 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0037] (5) The collected solid was centrifuged and washed 10 mL×5 times with D...

Embodiment 2

[0045] The preparation method of the three-dimensional fluorescent covalent organic framework material in this example is as follows:

[0046] (1) Using the steric hindrance effect of six methyl groups to design and synthesize the building block hexamethylbiphenyl tetraaldehyde a with tetrahedral structure.

[0047] (2) 0.3 mmol of hexamethylbiphenyl tetraaldehyde TFBM and 0.2 mmol of pyrenylamine PyTTA (see the synthesis schematic diagram) figure 1 ) was added to the mixed reaction solvent of 2mL o-dichlorobenzene and 1mL mesitylene, and dispersed evenly by ultrasonic.

[0048](3) Add 0.4mL of 5mol / L acetic acid into the uniformly dispersed solution as a catalyst, ultrasonically disperse evenly, and put it into the reaction kettle.

[0049] (4) The reaction kettle was kept at a constant temperature of 120° C. for 6 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0050] (5) The collected solid was centrifuged and washed 15 mL...

Embodiment 3

[0054] The preparation method of the three-dimensional fluorescent covalent organic framework material in this example is as follows:

[0055] (1) Using the steric hindrance effect of six methyl groups to design and synthesize the building block hexamethylbiphenyl tetraaldehyde a with tetrahedral structure.

[0056] (2) 0.3mmol of hexamethylbiphenyltetraaldehyde TFBM and 0.1mmol of pyrenylamine PyTTA (synthetic schematic diagram see figure 1 ) was added to the mixed reaction solvent of 3mL o-dichlorobenzene and 1mL mesitylene, and dispersed evenly by ultrasonic.

[0057] (3) Add 0.5mL of 4mol / L acetic acid into the uniformly dispersed solution as a catalyst, and put it into the reaction kettle after ultrasonically dispersing evenly.

[0058] (4) The reaction kettle was kept at a constant temperature of 115° C. for 6 days, cooled to room temperature after the reaction, and the solid was collected by filtration.

[0059] (5) The collected solid was centrifuged and washed 20 mL...

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Abstract

The invention discloses a three-dimensional fluorescent covalent organic framework material as well as a preparation method and application thereof. A hexamethyl biphenyl aldehyde derivative and a series of pyrenylamine derivatives are used as raw materials, o-dichlorobenzene and mesitylene are used as solvents, acetic acid is used as a catalyst, and solvothermal reaction is carried out for several days. After the reaction is finished, suction filtration and washing are sequentially carried out by using DMF and THF, carrying Soxhlet extraction is carried out for 24 hours, and vacuum drying iscarried out to obtain yellow powder, namely a target product. Hexamethyl biphenyl tetraaldehyde based on a steric effect and pyrenyl tetramine with fluorescent property are used as construction monomers, the synthesized Turn-on type three-dimensional fluorescent covalent organic framework has a rich cavity structure and a conjugated three-dimensional skeleton, the aggregation-induced quenching effect of fluorophores is avoided, the sensitivity of host-guest response of the material is improved, the material has a good application prospect in the field of fluorescence sensing, and the three-dimensional covalent organic framework is applied to the field of VOCs molecular decoding for the first time.

Description

technical field [0001] The invention belongs to the field of covalent organic framework materials, and in particular relates to a three-dimensional fluorescent covalent organic framework material and its preparation method and application. [0002] technical background [0003] Volatile organic compounds (Volatile organic compounds, VOCs) are one of the main causes of air pollution and have attracted widespread attention worldwide. According to the data of the International Agency for Research on Cancer (IARC), when the content of most VOCs gases in the environment exceeds a certain value, it will cause symptoms such as headache, nausea, and chest tightness in a short period of time; long-term inhalation will seriously damage vision, hearing, etc. , and endanger the internal organs and nervous system of the human body, and seriously cause cancer and death. Therefore, the monitoring and control of VOCs molecules is of vital significance for biotechnology, environmental monito...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/08C09K11/06G01N21/64
CPCC08G12/08C09K11/06C09K2211/1416C09K2211/1425G01N21/64
Inventor 顾志国刘勇晏晓东张文达路惠舒石亚翔李涛符秋婷
Owner JIANGNAN UNIV
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