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Aldehyde group modified covalent organic framework material, preparation and application thereof

A technology of covalent organic framework and aldehyde group modification, applied in other chemical processes, separation methods, gas treatment, etc., can solve problems such as the study of COFs morphology, and achieve good ordered structure, good stability, and mild reaction conditions. Effect

Active Publication Date: 2021-02-23
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

So far, little research has been done on the morphology of the as-prepared COFs with crystalline structures

Method used

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  • Aldehyde group modified covalent organic framework material, preparation and application thereof
  • Aldehyde group modified covalent organic framework material, preparation and application thereof
  • Aldehyde group modified covalent organic framework material, preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1. Add 9mg of formic hydrazide to a 5mL ampoule.

[0028] 2. Add 16.3 mg of 1,3,5-benzenetricarbaldehyde into the above centrifuge tube.

[0029] 3. Add 1.5 mL of dioxane, 1.5 mL of mesitylene and 0.3 mL of acetic acid water (6M) solution into the above centrifuge tube.

[0030] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0031] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0032] 6. Put the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0033] 7. Wash the material with N,N-dimethylformamide and anhydrous tetrahydrofuran to remove the reaction solvent and small molecule oligomers.

[0034] 8. Take 80mg of the COF material obtained in step 7, and absorb CO under the condition of 298k 2 gas, calculate COF material versus CO 2 The adsorption capacity is 1.6mmol / g.

Embodiment 2

[0036] 1. Add 9mg of formic hydrazide to a 5mL ampoule.

[0037] 2. Add 16.3 mg of 1,3,5-benzenetricarbaldehyde into the above centrifuge tube.

[0038] 3. Add 3 mL of dimethyl sulfoxide and 0.3 mL of acetic acid water (6M) solution into the above centrifuge tube.

[0039] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0040] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0041] 6. Put the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0042] 7. Wash the material with N,N-dimethylformamide and anhydrous tetrahydrofuran to remove the reaction solvent and small molecule oligomers.

[0043] 8. XRD characterization test to verify that the two monomers did not form a better covalent organic framework and hollow tubular structure in this solvent system. Therefore, this solvent system is not suitable for the preparation of COFs with this crystal-ordered structure.

Embodiment 3

[0045] 1. Add 9mg of formic hydrazide to a 5mL ampoule.

[0046] 2. Add 16.3 mg of 1,3,5-benzenetricarbaldehyde into the above centrifuge tube.

[0047] 3. Add 3mL o-dichlorobenzene and 0.3mL acetic acid water (6M) solution to the above centrifuge tube.

[0048] 4. Sonicate the above-mentioned centrifuge tube for 15 minutes to mix the components in it evenly.

[0049] 5. Seal the mixed solution obtained in step 4 under vacuum.

[0050] 6. Put the sealed ampoule in step 5 in a gas phase furnace at 100°C for 72 hours.

[0051] 7. Wash the material with N,N-dimethylformamide and anhydrous tetrahydrofuran to remove the reaction solvent and small molecule oligomers.

[0052] 8. XRD characterization test to verify that the two monomers did not form a better covalent organic framework and hollow tubular structure in this solvent system. Therefore, this solvent system is not suitable for the preparation of COFs with this crystal-ordered structure.

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Abstract

The invention particularly relates to preparation of an aldehyde group modified covalent organic frameworks (COFs) material, and the aldehyde group modified covalent organic framework material is applied to gas adsorption. The preparation method comprises the following steps of: firstly, selecting a precursor 1, 3, 5-benzenetricarboxaldehyde (TFB) which not only has good rigidity and is highly symmetrical, but also can react with a bifunctional monomer formylhydrazine (FH) through Schiff base, and taking acetic acid as a catalyst to prepare the novel COF with good performance. The prepared covalent organic framework material not only has relatively good stability and relatively large specific surface area, but also forms a hollow structure with relatively uniform size, and the prepared material can be applied to adsorption of carbon dioxide gas.

Description

technical field [0001] The present invention specifically relates to the preparation of an aldehyde-modified covalent organic framework material, which can be used for gas storage. Background technique [0002] Today, global warming and climate change caused by the sharp increase of man-made carbon dioxide emissions in the atmosphere have become the most concerned environmental issues. The capture of carbon dioxide (document 1. Sumida et.al. "Carbon Dioxide Capture in Metal Organic Frameworks", "Chemical Review", 2012, 112, 724-781.) can effectively reduce the emission of carbon dioxide from stationary sources, and will be important role in the future. Due to low energy consumption and simple operation, adsorption and storage of this greenhouse gas in nanoporous materials is considered to be one of the effective ways. Among numerous nanoporous materials, metal-organic frameworks (MOFs) and covalent-organic frameworks (COFs) have been favored in recent years due to their ul...

Claims

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Application Information

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IPC IPC(8): C08G12/04B01J20/22B01D53/02
CPCB01D53/02B01D2257/504B01J20/226C08G12/04Y02P20/151Y02C20/40
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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