A three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application

A technology of triazine-based cups and polymers, applied in the directions of alkali metal compounds, chemical instruments and methods, water pollutants, etc., can solve the problems of slow adsorption speed, difficult regeneration process, low processing capacity, etc. High adsorption efficiency and good stability

Active Publication Date: 2022-04-05
SHANGHAI INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to provide a three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application in order to overcome the defects in the above-mentioned prior art, which are used to solve the problem of adsorbing organic micro-pollutants in water bodies. Problems with commonly used adsorbents; such as low processing capacity, slow adsorption speed, difficult regeneration process, etc.

Method used

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  • A three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application
  • A three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application
  • A three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0035] This example is used to prepare a three-dimensional covalent triazine-based calix[4]arene polymer (CaCOP).

[0036]

[0037] Concrete preparation method comprises the following steps:

[0038] 1) Add 4-aminocalix[4]arene and s-triazine to tetrahydrofuran at a molar ratio of 1:2, stir and react in an ice bath for 8 hours, stop the reaction, remove the solvent in turn, and wash with n-hexane for several times , obtain the intermediate (e) after drying, and the yield is 80%;

[0039] 2) Dissolve intermediate (e) and 1,3,5-(4-aminophenyl)benzene in dioxane containing potassium carbonate, and react at 110°C for 72h, and cool the product to After centrifugation at room temperature, washing with water, methanol and DMF, and vacuum drying, a three-dimensional covalent triazine-based calix[4]arene polymer (CaCOP) is obtained, wherein intermediates (e), 1,3 , The molar ratio of 5-(4-aminophenyl)benzene to potassium carbonate was 1:2.7:10 to obtain 600mg of triazinylcalix[4]a...

Embodiment 2

[0047] This example is used to investigate the static adsorption capacity of the triazine-based calix[4]arene polymer (CaCOP) prepared in Example 1 on dyes.

[0048] The specific experimental process is as follows:

[0049] At an experimental environment temperature of 25°C, first wash CaCOP (50.00mg) with 8mL deionized water for 5.00min, then filter through a PTFE membrane filter (0.45μm), and then add CaCOP and dye stock solution (0.100mM, 50.00mL) Add to a 100.0mL round bottom flask in turn, and stir the mixture immediately after adding the dye stock solution, and take out the suspension (2.00mL) in the flask with a syringe at a certain time interval, and then immediately use a PTFE membrane filter (0.45μm ) and determine the residual concentration of the dye in each filtrate sample by UV-vis spectroscopy.

[0050] The dye stock solutions used contained one of the dyes shown below.

[0051]

[0052] The detection wavelengths of the characteristic absorption peaks of th...

Embodiment 3

[0060] This example is used to investigate the flow adsorption capacity of the triazine-based calix[4]arene polymer (CaCOP) prepared in Example 1 for dyes.

[0061] Specifically, a 5mL syringe (with an inner diameter of 1 cm and a total length of 5 cm, filled with a layer of cotton wool at the outlet of the syringe to prevent mass loss) was used to carry out a flow-through adsorption separation experiment. The experimental process is as follows:

[0062] Such as Figure 9 As shown, at the experimental ambient temperature of 25 °C, CaCOP (100.00 mg) was first washed with 15 mL of deionized water for 5.00 min, then filtered through a PTFE membrane filter (0.45 μm), and then CaCOP was transferred to a 5 mL syringe (fill height 2mm), then add 2mL dye stock solution (solution properties are the same as in Example 2) in the syringe, and push the piston within 30s (3-4mL / min flow rate) to filter the dye stock solution through the CaCOP adsorption layer, collect the filtrate, The met...

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Abstract

The invention relates to a three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application. The preparation method comprises reacting 4-aminocalix[4]arene and s-triazine under ice-bath conditions to obtain intermediate; then the intermediate and 1,3,5-(4-aminophenyl)benzene are subjected to functional polymerization under alkaline conditions to obtain a triazine-based calix [4] arene polymer; the triazine-based calix [4] Aromatic polymers can be used to adsorb and treat organic micropollutants in water bodies. Compared with the prior art, the triazine-based calix[4]arene polymer prepared by the present invention shows better stability to humidity and water, and has high adsorption efficiency, large adsorption capacity per unit mass, and good desorption effect , long cycle life, good heat resistance of the polymer and other advantages, it has a broad application prospect in the rapid treatment of wastewater.

Description

technical field [0001] The invention belongs to the technical field of organic supramolecular polymer preparation, and relates to a three-dimensional covalent triazine-based calix[4]arene polymer and its preparation method and application, in particular to a nitrogen-rich triazine-based calix[4]arene polymer. 4] Aromatic polymers and their preparation methods and applications. Background technique [0002] Industrial wastewater contains a variety of toxic and harmful substances, especially aromatic organic dyes, such as rhodamine B, methylene blue, etc. After industrial wastewater is discharged into the environment, it will not only reduce the transparency of the water body, but also hinder the growth of aquatic organisms. It will also destroy the self-purification function of the water body, thereby breaking the balance of the entire water body ecosystem. Therefore, reducing the concentration of dyes in wastewater and making wastewater discharge up to standard has once bec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00B01J20/26B01J20/28B01J20/30C02F1/28C02F101/30
CPCC08G83/008B01J20/262B01J20/2808C02F1/285C02F2101/308
Inventor 李亮李寒雪黄浩亮
Owner SHANGHAI INST OF TECH
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