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Covalent organic framework material connected through hydrazone bond and preparation method and application thereof

A technology of covalent organic frameworks and covalent organic frameworks, applied in chemical instruments and methods, water/sludge/sewage treatment, water pollutants, etc., can solve problems such as instability and poor chemical stability, and achieve reaction conditions Mild, high specific surface area, green and flexible preparation process

Active Publication Date: 2020-03-10
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The currently reported boron-containing COF materials, although such materials have high thermal stability, are relatively poor in chemical stability, especially the instability of electron-deficient boron atoms to water (document 4.Lanniet .al. "Enhanced Hydrolytic Stability of Self-Assembling Alkylated Two-Dimensional Covalent Organic Frameworks", "Journal of the American Chemical Society", 2011, 133(35), 13975-13983)

Method used

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  • Covalent organic framework material connected through hydrazone bond and preparation method and application thereof
  • Covalent organic framework material connected through hydrazone bond and preparation method and application thereof
  • Covalent organic framework material connected through hydrazone bond and preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1. Add 21mg of oxalodihydrazide to a 5mL ampoule.

[0030] 2. Add 17.71 mg of 1,3,5-trialdehyde phloroglucinol to the above centrifuge tube.

[0031] 3. Add 1.5 mL of dioxane, 1.5 mL of mesitylene and 0.6 mL of 6M acetic acid aqueous solution into the above centrifuge tube.

[0032] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0033] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0034] 6. Place the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0035] 7. Wash the material with anhydrous THF and ethanol to remove the reaction solvent and small molecular oligomers.

[0036] 8. Take 10 mg of the COF material obtained in step 7 and add it to a series of 50 mL Erlenmeyer flasks, add 10 mL of heavy metal ion solution (Cu 2+ ,Hg 2+ ,Pb 2+ ,Cr 2+ ,Cd 2+ ), the concentration of each heavy metal ion is 6mmol / L, after adding the COF material, shake at room temperature for 20h....

Embodiment 2

[0039] 1. Add 53mg of oxalodihydrazide to a 5mL ampoule.

[0040] 2. Add 63 mg of 1,3,5-trialdehyde phloroglucinol to the above centrifuge tube.

[0041] 3. Add 1.5mL of o-dichlorobenzene, 1.5mL of N,N-dimethylacetamide and 0.6mL of 6M aqueous acetic acid to the above centrifuge tube.

[0042] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0043] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0044] 6. Place the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0045] 7. Wash the material with anhydrous THF and ethanol to remove the reaction solvent and small molecular oligomers.

[0046] 8. XRD characterization test is to verify that the two monomers do not form a better covalent organic framework structure under the solvent system. Therefore, this solvent system is not suitable for the preparation of COFs with this crystal-ordered structure.

[0047] 9. Take 10 mg of the COF mate...

Embodiment 3

[0049] 1. Add 53mg of oxalodihydrazide to a 5mL ampoule.

[0050] 2. Add 63 mg of 1,3,5-trialdehyde phloroglucinol to the above centrifuge tube.

[0051] 3. Add 3mL of dioxane and 0.6mL of 6M acetic acid aqueous solution to the centrifuge tube.

[0052] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0053] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0054] 6. Place the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0055] 7. Wash the material with anhydrous THF and ethanol to remove the reaction solvent and small molecular oligomers.

[0056] 8. XRD characterization test is to verify that the two monomers do not form a better covalent organic framework structure under the solvent system. Therefore, this solvent system is not suitable for the preparation of COFs with this crystal-ordered structure.

[0057] 9. Take 10 mg of the COF material obtained in step 7 and add it to a s...

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PUM

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Abstract

The invention particularly relates to preparation of a covalent organic framework material connected through a hydrazone bond, which is applied to heavy metal ion adsorption. The method includes: 1) preparing a precursor 1,3,5-trialdehydephloroglucinol (Tp) having two types of functional group, the monomer having great rigidity and being highly symmetric; 2) performing a reaction with Schiff baseand oxalyl dihydrazide (ODH) with acetic acid being a catalyst to prepare the novel COF, which is large in specific surface area and is large in number of complexing active sites. The prepared covalent organic framework material (TpODH) has relatively great stability and large specific surface area, and contains a large number of active sites that can be coordinated with metals. Finally, the prepared material is applied to removal of heavy metal ions, Cu<2+> and Hg<2+>.

Description

technical field [0001] The invention specifically relates to the preparation of a hydrazone bond-linked covalent organic framework material (Covalent Organic Frameworks, COFs), which can be used for the adsorption of heavy metal ions. Background technique [0002] The development of adsorbents and technological innovations have made adsorption technology a key separation method in biochemical, petrochemical and pharmaceutical chemical industries. Adsorbent technology will play a very important role in all future energy, manufacturing and environmental technologies. Fuel desulfurization, CO 2 Capture, water pollution control, etc. are some examples of applications of adsorptive separation and purification technologies. However, the high-tech industry has higher and higher requirements on the functional properties of adsorption materials, which provides a very good platform for the innovation of new adsorption materials. On this basis, the research and development of new ske...

Claims

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Application Information

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IPC IPC(8): C08G83/00B01J20/22C02F1/28B01J20/30C02F101/20
CPCB01J20/223C02F1/285C02F2101/20C08G83/008
Inventor 欧俊杰李亚马淑娟叶明亮
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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