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A kind of alkyne functionalized covalent organic framework material and its synthesis method and application

A technology of covalent organic frameworks and synthetic methods, applied in chemical instruments and methods, separation methods, organic chemistry, etc., can solve problems such as inability to achieve industrialization, limited wide application, harshness, etc.

Active Publication Date: 2020-11-03
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Boron-containing covalent organic framework materials have good thermal stability, but they are easily hydrolyzed with water vapor in the air, which limits the application range of boron-containing COFs materials.
At present, due to the harsh conditions for the synthesis of COFs materials, industrialization cannot be realized, which limits their wide application in gas adsorption and catalysis.

Method used

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  • A kind of alkyne functionalized covalent organic framework material and its synthesis method and application
  • A kind of alkyne functionalized covalent organic framework material and its synthesis method and application
  • A kind of alkyne functionalized covalent organic framework material and its synthesis method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Synthesis of COF-TYOPE1 (R is OH):

[0039] Add 2,4,6-trihydroxybenzene-1,3,5-tricarbaldehyde (63.0mg, 0.299mmol), bis(4-aminophenyl)acetylene (98.8mg, 0.474mmol) into the standard tank, and then Add 10 mL of ionic liquid BmimTf 2 N(n=0, m=3, Y=Tf 2 N) and 0.5 mL (6 mol / L) of acetic acid aqueous solution; ultrasonically disperse the above reaction system evenly, seal it, and place it in a microwave reactor. The microwave power was set to 120W and the temperature was programmed to 120°C within 5 minutes. The reaction was continued at this temperature for 55 minutes to obtain a brownish-yellow solid. The crude product was obtained by centrifugation and 2 mL of N,N-dimethylformamide and 2 mL of acetone solvent Each was washed 3 times, and vacuum-dried at 120°C for 12 hours to obtain the alkyne-functionalized covalent organic framework COF-TYOPE1 (80% yield, specific surface area 1720m 2 / g).

[0040] Implementation effect, the PXRD spectrum of the covalent organic fram...

Embodiment 2

[0042] COF-TYOPE2 (R is OCH 3 )Synthesis:

[0043] Get 2,4,6-methoxy-1,3,5-triformaldehyde (67.2mg, 0.299mmol), bis(4-aminophenyl)acetylene (98.8mg, 0.474mmol) was added to the standard tank, and then Add 10mL ionic liquid [Emim]Tf 2 N(n=0, m=1, Y=Tf 2 N) and 0.5 mL of 6mol / L acetic acid aqueous solution; ultrasonically disperse the above reaction system evenly, seal it, and place it in a microwave reactor. The microwave power was set to 120W and the temperature was programmed to 120°C within 5 minutes. The reaction was continued at this temperature for 55 minutes to obtain a brownish-yellow solid. The crude product was obtained by centrifugation and 2 mL of N,N-dimethylformamide and 2 mL of acetone solvent Each was washed 3 times, and vacuum-dried at 120° C. for 12 h to obtain the alkyne-functionalized covalent organic framework COF-TYOPE2 (the yield was 70%, and the specific surface area was 973m 2 / g).

Embodiment 3

[0045] COF-TYOPE3 (R is CH 3 )Synthesis:

[0046] Take 2,4,6-methyl-1,3,5-triformaldehyde (62.4mg, 0.299mmol), bis(4-aminophenyl)acetylene (98.8mg, 0.474mmol) into the standard tank, and then add 10mL ionic liquid BmimTf 2 N(n=0, m=3, Y=Tf 2 N) and 0.5 mL of 6mol / L acetic acid aqueous solution; ultrasonically disperse the above reaction system evenly, seal it, and place it in a microwave reactor. The microwave power was set to 120W and the temperature was programmed to rise to 120°C within 5 minutes, and the reaction was continued at this temperature for 55 minutes to obtain a brownish-yellow solid. The crude product was obtained by centrifugation and 2 mL of N,N-dimethylformamide and 2 mL of acetone solvent Each was washed 3 times, and vacuum-dried at 120° C. for 12 h to obtain the alkyne-functionalized covalent organic framework COF-TYOPE3 (yield 72%, specific surface area 700m 2 / g).

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Abstract

The invention provides an alkynyl-functionalized covalent organic framework material, and a synthesis method and application thereof. In particular, the two-dimensional alkynyl covalent organic framework material is prepared by using a microwave-assisted solvothermal method at a low temperature with ionic liquid as a solvent, wherein time for synthesis is short and yield is high. The synthesis method comprises the following steps: dispersing a proper amount of 2,4,6-R-yl-benzenetricarboxaldehyde and bis(4-aminophenyl)acetylene monomers in an ionic liquid system, and carrying out treatment under microwave irradiation conditions to obtain the two-dimensional alkynyl-functionalized covalent organic framework material, wherein R is any one selected from a group consisting of OH, O(CH<2>)<x>CH<3> and (CH<2>)<y>CH<3>, x is an integer in a range of 0-4, and y is an integer in a range of 0-4. The synthesis method is highly efficient and energy-saving, and is friendly to environment due to usage of the ionic liquid.

Description

technical field [0001] The invention relates to a two-dimensional alkyne functionalized covalent organic framework material obtained by using an ionic liquid microwave synthesis method. The synthesis method is efficient, energy-saving and has certain prospect significance. Background technique [0002] In recent years, covalent organic frameworks (Covalent Organic Frameworks, COFs), due to their large specific surface area, uniform pore channels, high thermal stability and good chemical stability, have aroused research enthusiasm once they were discovered. In addition, COFs are connected by covalent bonds, and the framework structure is composed of light elements, so the density is very low. These advantages make it suitable for applications in gas adsorption and separation, energy storage and catalysis. [0003] Covalent organic framework materials are generally obtained by solvothermal synthesis, which takes a long time to form a more ordered crystalline framework. Micro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D259/00B01J20/22B01J20/30B01D53/02
CPCB01D53/02B01D2257/30B01J20/22B01J20/30C07D259/00
Inventor 高艳安马颖辛英祥王畅
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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