Imine coupled covalent organic framework material and preparation method and application thereof

A technology of covalent organic framework and imine is applied in the field of porous materials to achieve good industrial application prospects, high crystallinity and high specific surface area.

Active Publication Date: 2017-07-21
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In particular, two-dimensional covalent organic framework materials have a layer-by-layer stacking arrangement structure, which is conducive to the transport and separation of excitons. However, there are few reports on the use of two-dimensional covalent organic framework materials as photocatalysts to catalyze organic transformation.

Method used

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  • Imine coupled covalent organic framework material and preparation method and application thereof
  • Imine coupled covalent organic framework material and preparation method and application thereof
  • Imine coupled covalent organic framework material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Dioxane (2.36mmol) and mesitylene (5.74mmol) glacial acetic acid (0.60mmol) were dispersed in distilled water (5.56mmol) to form a mixed solution; 2,4,6-tri(4-aminophenyl )-1,3,5-triazine (0.08 mmol, 28.3 mg) and 2,5-dimethoxy-terephthalaldehyde (0.12 mmol, 23.3 mg) were dispersed in the mixed solution. Under a nitrogen atmosphere, the resulting mixture was reacted at 120°C for 72 hours, filtered, and washed three times with dry tetrahydrofuran and acetone to obtain a solid powder; the solid powder was vacuum-dried at 80°C for 12 hours to obtain Highly crystalline, high specific surface area and pore volume imine-linked covalent organic framework material COF-1 with a yield of 88%.

[0047] The response is as follows

[0048]

[0049] The specific surface area and pore size distribution of COF-1 were tested with a specific surface area and pore size analyzer (JW-BK 132F), and the measured specific surface area was 1630m 2 g -1 . The pore volume is 1.59cm 3 g -1...

Embodiment 2

[0051] Disperse 2.36mmol of dioxane, 5.74mmol of mesitylene and 0.60mmol of glacial acetic acid in 5.56mmol of distilled water to form a mixed solution; Hazine (0.08 mmol, 28.3 mg) and 2,5-dimethoxy-terephthalaldehyde (0.12 mmol, 23.3 mg) were dispersed in the mixed solution. Under the protection of nitrogen atmosphere, the obtained mixed solution was stirred and reacted at 120°C for 72 hours, filtered, washed with dry tetrahydrofuran and acetone three times respectively to obtain a solid powder; the solid powder was vacuum-dried at 80°C for 12 hours to obtain Imine-linked covalent organic framework material COF-1 with high crystallinity, high specific surface area and pore volume in 85% yield.

[0052] The specific surface area and pore size distribution of the obtained COF-1 were tested with a specific surface area and pore size analyzer (JW-BK 132F), and the measured specific surface area was 1357m 2 g -1 . The pore volume is 1.38cm 3 g -1 . The pore size is mainly di...

Embodiment 3

[0054] Disperse 2.36mmol of dioxane, 5.74mmol of mesitylene and 0.60mmol of glacial acetic acid in 5.56mmol of distilled water to form a mixed solution; Hazine (0.08 mmol, 28.3 mg) and 2,5-dimethoxy-terephthalaldehyde (0.12 mmol, 23.3 mg) were dispersed in the mixed solution. The mixture was sealed in a 10 mL microwave tube under nitrogen and heated with stirring at 100 °C for 1 h under microwave irradiation using a CEM Explorer microwave synthesizer. Filter, wash with dry tetrahydrofuran and acetone three times respectively to obtain a solid powder; dry the solid powder at 80°C for 12 hours in vacuum to obtain an imine-linked covalent organic compound with high crystallinity, high specific surface area and pore volume. The skeleton material, coded as COF-1, has a yield of 86%.

[0055] The specific surface area and pore size distribution of the obtained COF-1 were tested with a specific surface area and pore size analyzer (JW-BK 132F), and the measured specific surface area ...

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Abstract

The invention provides an imine coupled covalent organic framework material and a preparation method and application thereof and belongs to the technical field of porous materials. The structural formula of the imine coupled covalent organic framework material is shown in the description, and the material can be prepared by triazinyl aromatic polyamine A and alkoxy substituted aromatic aldehyde B through simple Schiff base condensation reaction. Under visible light excitation condition, the prepared imine coupled covalent organic framework material can catalyze multiple types of organic reactions, specifically for example reaction for photocatalysis of N-aryl tetrahydroisoquinoline and nucleophilic reagent. The prepared covalent organic framework material has very good chemical stability and heat stability, high specific surface area and high crystallinity, has strong visible light absorption properties, can serve as an excellent heterogeneous photocatalyst and has good industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of porous materials, in particular to an imine-linked porous organic polymer material and its application in the field of photocatalysis. Background technique [0002] Light energy is a cheap, clean and pollution-free green energy. It is abundant in nature, and it is very easy to use, so it has a high prospect of chemical application. In order to make photochemical reactions widely used in industry, it is necessary to make full use of the visible light part with the most content in sunlight. The development of some photoredox catalysts with visible light absorption ability, and the activation of organic molecules through electron and energy transfer have become an effective way to utilize visible light. [0003] Covalent organic frameworks are a new class of structurally ordered porous materials. It is generally composed of light elements (carbon, hydrogen, oxygen, nitrogen and boron, etc.), has a light s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06B01J31/06B01J35/00B01J35/10C07D215/12C07D215/14C07F9/62
CPCB01J31/06B01J35/004B01J35/1023B01J35/1028B01J35/1047B01J35/1061B01J2231/4205C07D215/12C07D215/14C07F9/62C08G73/0644
Inventor 刘晓明支永峰黎子平夏虹
Owner JILIN UNIV
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