Preparation method of imidazole type ionic liquid porous organic polymer

A technology of ionic liquids and polymers, applied in the direction of organic compound/hydride/coordination complex catalysts, chemical instruments and methods, chemical/physical processes, etc., can solve the problems of low catalytic efficiency, poor dispersion of heterogeneous catalysts, and control Poor performance and other problems, to achieve the effect of simple operation

Inactive Publication Date: 2021-02-05
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, heterogeneous catalysts generally have poor dispersion, poor control and low catalytic efficiency.

Method used

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  • Preparation method of imidazole type ionic liquid porous organic polymer
  • Preparation method of imidazole type ionic liquid porous organic polymer
  • Preparation method of imidazole type ionic liquid porous organic polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] A kind of preparation method of imidazole type acetate ion liquid porous organic polymer is shown in the following steps:

[0055] (1) Add 150ml propionic acid, 5.5g (36mmol) p-nitrobenzaldehyde and 6mL acetic anhydride to a 250mL flask, heat to 120°C in an oil bath while stirring, mix 2.5mL (36mmol) pyrrole and 50mL propionic acid evenly Slowly add to the flask, continue to react for 2 hours, then cool naturally to room temperature, filter with suction, wash with methanol until the filtrate is colorless, dry in vacuum at 60°C, continue to extract the crude product with acetone for 48 hours, and finally recrystallize with pyridine to obtain bright Purple solid powder. Wherein, the sequence of solvent suction filtration can be: propionic acid, dichloromethane, methanol (the tar-like by-product is generated in the reaction of propionic acid method, which is sticky and easy to block, and is easy to dissolve in dichloromethane).

[0056] (2) Add 3.1g (about 39mmol) tetraki...

Embodiment 2

[0059] A kind of preparation method of imidazole type chloride ionic liquid porous organic polymer is shown in the following steps:

[0060] (1) Add 150ml propionic acid, 5.5g (36mmol) p-nitrobenzaldehyde and 6mL acetic anhydride to a 250mL flask, heat to 140°C in an oil bath while stirring, mix 2.5mL (36mmol) pyrrole and 50mL propionic acid evenly Slowly add to the flask, continue to react for 1 hour, cool to room temperature naturally, filter with suction, wash with methanol until the filtrate is colorless, dry in vacuum at 60°C, continue to extract the crude product with acetone for 48 hours, and finally recrystallize with pyridine to obtain bright Purple solid powder.

[0061](2) Add 3.1g (about 39mmol) tetrakis(nitrophenyl)porphyrin to a 250mL flask, then add 150mL concentrated hydrochloric acid (37wt%) to the flask, and stir at room temperature for 30 minutes. Under nitrogen protection, the 8.9 g (39mmol) stannous chloride was stirred and dissolved in 30mL of concentrat...

Embodiment 3

[0064] A kind of preparation method of imidazole type iodine ionic liquid porous organic polymer is shown in the following steps:

[0065] (1) Add 150ml propionic acid, 5.5g (36mmol) p-nitrobenzaldehyde and 6mL acetic anhydride to a 250mL flask, heat to 120°C in an oil bath while stirring, mix 2.5mL (36mmol) pyrrole and 50mL propionic acid evenly Slowly add to the flask, continue to react for 2 hours, then cool naturally to room temperature, filter with suction, wash with methanol until the filtrate is colorless, dry in vacuum at 60°C, continue to extract the crude product with acetone for 48 hours, and finally recrystallize with pyridine to obtain bright Purple solid powder.

[0066] (2) Add 3.1g (about 39mmol) tetrakis(nitrophenyl)porphyrin to a 250mL flask, then add 150mL concentrated hydrochloric acid (37wt%) to the flask, and stir at room temperature for 30 minutes. Under nitrogen protection, the 8.9 g (39mmol) of stannous chloride was stirred and dissolved in 30mL of co...

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Abstract

The invention belongs to the technical field of polymer synthesis, and discloses a preparation method of an imidazole type ionic liquid porous organic polymer. The method comprises the following steps: synthesizing tetra(nitrophenyl)porphyrin by using p-nitrobenzaldehyde and pyrrole as monomers and propionic acid and acetic anhydride as solvents through a propionic acid-anhydride method; reducingthe tetra(nitrophenyl)porphyrin by using a reducing agent to obtain tetra(aminophenyl)porphyrin; and enabling amino groups to form imidazole ring cations with a 1,2-dicarbonyl compound and an alkylaldehyde compound under an acidic condition, and allowing porphyrin monomers to connected with one another through imidazole rings, thereby forming the heterogeneous porous organic polymer. According tothe preparation method, polymerization can be realized by virtue of Debuus-Radziszewski imidazole synthesis reaction of substituted anilino functional groups on four mutually symmetrical methylenes oftetra(aminophenyl)porphyrin, so the ionic liquid porous organic polymer containing imidazole type cation/anion groups is obtained, and the preparation of a non-metal heterogeneous photocatalyst can be greatly simplified.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and more specifically relates to a preparation method of an imidazole-type ionic liquid porous organic polymer. Background technique [0002] In a homogeneous catalytic system, the reaction can be efficiently carried out with high yield and selectivity, but the purification process is inevitable, and expensive catalysts are usually difficult to recover and utilize. However, in a heterogeneous system, the heterogeneous catalyst can be easily separated from the reaction mixture by simple centrifugation, and in some cases the catalyst can be reused many times, thus making the heterogeneous system in There are more convenient potential applications in industry. Therefore, heterogeneous catalysts often have advantages over homogeneous catalysts in terms of recyclability, robustness, and ease of separation. In recent decades, the rapid development of photochemistry, the external stimulation...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06B01J31/06
CPCB01J31/063B01J35/004C08G73/0616
Inventor 周兴平赵茂吉王勇杨雪解孝林
Owner HUAZHONG UNIV OF SCI & TECH
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