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Macromolecular covalent organic framework polymer based on triphenylamine derivative, preparation method and application

A covalent organic framework and polymer technology, which is applied in the fields of material analysis, material excitation analysis, and material analysis through optical means, can solve the problems of polymers being difficult to disperse, difficult to realize sensing applications, and complex monomer synthesis, etc. Achieve the effects of sensitive removal, excellent photophysical properties, and good dispersion

Active Publication Date: 2019-09-06
LILY GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, many existing covalent organic frameworks have a series of common criticisms, such as: 1. The structure of the monomer needs to be carefully designed so that the synthesis of the monomer is quite complicated; 2. The polymerization of the monomer requires special conditions, such as high temperature and pressure And specific vacuum, etc.; 3. The synthesized polymer is difficult to disperse in various solvents, and it is difficult to realize its sensing application, etc.

Method used

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  • Macromolecular covalent organic framework polymer based on triphenylamine derivative, preparation method and application
  • Macromolecular covalent organic framework polymer based on triphenylamine derivative, preparation method and application
  • Macromolecular covalent organic framework polymer based on triphenylamine derivative, preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0048]

[0049] 4-(diphenylamino)benzaldehyde (4g, 14.67mmol) was dissolved in 100mL of anhydrous tetrahydrofuran, and N-bromosuccinimide (5.2g, 29.34mmol) was added to the reaction flask, and the After reacting overnight at ℃, the solvent was removed by rotary evaporation under reduced pressure, and the target compound was purified by silica gel column chromatography. The eluent composition was petroleum ether: dichloromethane (v / v) = 4:1, and 5.79g of the product was obtained Compound 1, the yield was 92%; 1 H-NMR (400MHz, CDCl 3 -d): δ7.45–7.50(d,J58.8,4H),7.02–7.08(m,6H),7.73(d,J58.8,2H),9.86(s,1H). 13 CNMR (CDCl 3 ,400MHz,d):190.39,152.37,145.04,132.96,131.42,130.17,127.42,120.46,118.11.

[0050]

[0051] Three (4-bromophenyl) amine (4g, 8.35mmol), biboronic acid pinacol ester (8.5g, 33.4mmol) and potassium acetate (6.38g, 65mmol) were placed in a reaction flask, and under nitrogen atmosphere After deoxygenation under nitrogen for 15 minutes, [1,1'-bis(diphenylp...

Embodiment 2

[0059]

[0060] Disperse 100 mg of high molecular polymer with compound 3 as a repeating unit in 30 mL of ethanol, then add 2-acetylpyridine (157 mg, 1.30 mmol), potassium hydroxide (73 mg, 1.30 mmol), and 106 mg of ammonia water, and stir at room temperature React for 48 hours. After the reaction was completed, the solvent was removed by rotary evaporation under reduced pressure, the residue was washed with methanol, and the methanol was separated by centrifugation. The obtained solid was vacuum-dried at 65°C for 8 hours to obtain a polymeric covalent organic framework with compound 5 as the repeating unit Polymer, in the formula Indicates the linking position of the repeatable structural unit, compound 5 can be repeated 16 times.

Embodiment 3

[0062]

[0063] Disperse 100 mg of high molecular polymer with compound 3 as a repeating unit in 30 mL of ethanol, then add malononitrile (58 mg, 0.88 mmol), triethylamine (1 mL), and react under reflux at 80° C. for 24 hours. After the reaction, the solvent was removed by rotary evaporation under reduced pressure, the residue was washed with methanol, and the methanol was separated by centrifugation. The resulting solid was dried in vacuum at 65°C for 8 hours to obtain a polymeric covalent organic framework with compound 6 as the repeating unit Polymer, in the formula Indicates the linking position of the structural unit that can be repeated, compound 6 can be repeated 16 times.

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Abstract

The invention discloses a macromolecular covalent organic framework polymer based on a triphenylamine derivative. The polymer has following repeated structural units shown in the description, whereinX represents one of the repeated structural units, the connection positions of the repeated structural units are shown in a structural formula, and repeated structures are repeated 10-20 times. The provided macromolecular covalent organic framework polymer based on the triphenylamine derivative can be used for rapidly and sensitively detecting and effectively removing divalent mercury ions in sewage.

Description

technical field [0001] The invention belongs to the technical field of macromolecule materials, and in particular relates to a triphenylamine derivative-based macromolecule covalent organic skeleton polymer, a preparation method and application thereof. Background technique [0002] With the progress of society and the deepening of the industrial revolution, environmental pollution problems have inevitably occurred. Among them, water pollution is one of the most troublesome pollutions, because the activities of all living organisms cannot exist without water. Among many types of water pollution, heavy metal ion pollution is one of the most serious and difficult to control. Among them, the most discolored and the most harmful to human health is mercury ion pollution. These mercury ions discharged into the environment mainly come from some irregular mining and metallurgical enterprises. Mercury, even at extremely low concentrations, is extremely toxic to the environment and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12G01N21/64
CPCC08G61/12C08G2261/12C08G2261/1428C08G2261/143C08G2261/145C08G2261/3162C08G2261/411G01N21/6428
Inventor 王利民何玉龙王峰王桂峰李俊覃志忠田禾陈立荣韩建伟黄卓
Owner LILY GRP CO LTD
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