Porous organic polymer linked by thiourea structure as well as preparation method and application of porous organic polymer

A technology of structural connection and polymer, applied in the preparation of organic compounds, organic compound/hydride/coordination complex catalysts, organic chemistry, etc., can solve the problem of limited modifiability and designability, limited application range, difficult Satisfies the problems of diversified catalytic systems, and achieves the effects of easy recycling, good solvent tolerance, and reduced catalyst consumption

Active Publication Date: 2019-08-02
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the structural modification and designability of traditional heterogeneous catalysts are very limited, and it is difficult to meet the requirements of diverse catalytic systems, so the application range of this type of heterogeneous catalysts is also greatly limited.

Method used

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  • Porous organic polymer linked by thiourea structure as well as preparation method and application of porous organic polymer
  • Porous organic polymer linked by thiourea structure as well as preparation method and application of porous organic polymer
  • Porous organic polymer linked by thiourea structure as well as preparation method and application of porous organic polymer

Examples

Experimental program
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Embodiment 1

[0047] The synthesis of embodiment 1 porous organic polymer POP-S

[0048] Dissolve 145mg (0.5mmol) of compound II tris(4-aminophenyl)amine and 144mg (0.75mmol) of compound III p-phenylene diisothiocyanate in 5mL of N,N-dimethylformaldehyde under argon atmosphere Amide, add compound II solution dropwise to compound III solution, ultrasonically disperse for 3 minutes, freeze and deoxygenate 3 times; heat to 60°C, react for 72 hours, cool to room temperature, add 50mL acetone, stir for 1 hour, filter, Washing with dichloromethane, acetone, methanol, and water in sequence was repeated 3 times to remove unreacted monomers. The resulting solid product was vacuum-dried at 80° C. for 24 hours to obtain 216 mg of brown solid POP-S (yield 74.7%).

[0049] figure 1 Infrared spectra of the porous organic polymer POP-S prepared in Example 1 and its reactants, namely compound II and compound III. Comparing the infrared spectra of these three compounds, it can be seen that compound II is ...

Embodiment 2

[0056] The synthesis of embodiment 2 porous organic polymer POP-S

[0057] Dissolve 145mg (0.5mmol) of compound II tris(4-aminophenyl)amine and 144mg (0.75mmol) of compound III p-phenylene diisothiocyanate in 5mL of N,N-dimethylformamide under nitrogen atmosphere , add compound II solution dropwise to compound III solution, ultrasonically disperse for 3 minutes, freeze and deoxygenate 3 times; heat to 120°C, react for 48 hours, cool to room temperature, add 50mL acetone, stir for 1 hour, filter, and then Washing with dichloromethane, acetone, methanol, and water was repeated 3 times to remove unreacted monomers. The resulting solid product was vacuum-dried at 80° C. for 24 hours to obtain 219 mg of brown solid POP-S (yield 75.8%).

[0058]

[0059] The infrared spectrogram and the solid-state nuclear magnetic spectrogram of the porous organic polymer POP-S prepared by the present embodiment are respectively compared with figure 1 , figure 2 Consistent, its scanning elect...

Embodiment 3

[0060] The synthesis of embodiment 3 porous organic polymer POP-S

[0061] Dissolve 145mg (0.5mmol) of compound II tris(4-aminophenyl)amine and 144mg (0.75mmol) of compound III p-phenylene diisothiocyanate in 5mL of ethanol under an argon atmosphere, and add the compound II solution dropwise into the compound III solution, ultrasonically disperse for 3 minutes, freeze and deoxygenate 3 times; heat to 60°C, react for 72 hours, cool to room temperature, filter, wash with dichloromethane, acetone, methanol, and water successively, repeat 3 times, Unreacted monomers were removed, and the obtained solid product was vacuum-dried at 80° C. for 24 hours to obtain 232 mg of brown granular solid POP-S (yield 80.3%).

[0062]

[0063] The infrared spectrogram and the solid-state nuclear magnetic spectrogram of the porous organic polymer POP-S prepared by the present embodiment are respectively compared with figure 1 , figure 2 Consistent, no longer repeat; its scanning electron mic...

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Abstract

The invention discloses a porous organic polymer linked by a thiourea structure as well as a preparation method and an application of the porous organic polymer. The preparation method comprises the following steps: adding a compound II and a compound III to an organic solvent under argon or nitrogen atmosphere, and uniformly dispersing the compound II and the compound III by ultrasonic at room temperature; after freezing and deoxidizing, heating the mixture to 60-120 DEG C for a reaction for 24-72 hours; then, cooling the reaction product to room temperature, adding acetone to a reaction solution, performing stirring for 1-2 hours, and performing filtering, washing and drying to obtain the porous organic polymer POP-S linked by the thiourea structure. The synthesized porous organic polymer catalytic material linked by the thiourea structure has more thiourea structures in unit pore channels, can efficiently catalyze Michael reaction between beta-nitrostyrene and diethyl malonate on the basis of dihydrogen bond interaction of thiourea in POP-S as a catalytic active center, and has good solvent tolerance, stability and recyclability.

Description

technical field [0001] The invention relates to a porous organic polymer, in particular to a porous organic polymer linked by a thiourea structure and its preparation method and application; it belongs to organic porous polymer materials. Background technique [0002] Porous organic polymer (POP) replaces traditional weak chemical bonds with strong covalent bonds to construct a rigid framework with two-dimensional or three-dimensional structure, and has a nanoscale pore structure with adjustable size. POP materials have the following advantages: (1) The skeleton is mostly composed of light elements, the rigid skeleton has a low density and a high specific surface area; (3) The structure can be designed strongly, and the skeleton structure of POP, the required functional groups and the atoms to be introduced can be pre-designed according to the purpose of synthesis, so as to control the structure of the material . These advantages of POP materials make it a highly potential...

Claims

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Application Information

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IPC IPC(8): C08G18/76C08G18/32B01J31/06C07C201/12C07C205/53
CPCB01J31/063C07C201/12C08G18/325C08G18/7614C07C205/53
Inventor 李光吉吴茜茜龚玮
Owner SOUTH CHINA UNIV OF TECH
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