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Conjugated microporous polymer, and preparation method and application thereof

A technology of conjugated micropores and polymers, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, water pollutants, etc. Restrictions, difficulty in meeting the diversity of catalytic systems, etc., to achieve good solvent tolerance, economical improvement, and the effect of expanding the scope of application

Active Publication Date: 2019-07-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limited modifiability and designability of the structure of the traditional heterogeneous catalyst, it is difficult to meet the requirements of the diversity of the catalytic system, so its application range is greatly limited.
At present, there is no commercial heterogeneous catalyst that can simultaneously have the stability and high efficiency of traditional heterogeneous catalysts and the structural designability of CMPs materials, so that it can be applied to different heterogeneous catalytic reactions

Method used

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  • Conjugated microporous polymer, and preparation method and application thereof
  • Conjugated microporous polymer, and preparation method and application thereof
  • Conjugated microporous polymer, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1 compound II3, the synthesis of 6-dibromo-9-(4-bromophenyl)-9H-carbazole

[0048] With 2.5g (7.7mmol) compound A1, Cs 2 CO 3 7.5g (23mmol), 4g (22.9mmol) of 1-bromo-4-fluorobenzene were mixed in a round bottom flask and 25mL of dimethyl sulfoxide was added, and heated at 120°C for 24 hours; the resulting mixture was introduced into 100mL of distilled water, The obtained solid was filtered out, dried and purified by column chromatography, the eluent was petroleum ether, and the obtained white solid compound was compound II (1.41 g, yield 45.1%). Picture 1-1 For the prepared compound II 1 H NMR spectrum, Figure 1-2 For the prepared compound II 13 C NMR spectrum. 1 H NMR (400MHz, DMSO-d6): δ=8.59(d,2H,J=2.0 Hz),7.88(m,1H),7.86(m,1H),7.61(m,2H),7.59(m,2H ),7.36(s,1H),7.33(s 1H). 13 C NMR (100MHz, DMSO-d6): δ = 139.59, 135.82, 133.76, 130.04, 129.39, 124.23, 124.18, 121.62, 113.16, 112.39.

[0049] The synthetic reaction formula of compound II is as fo...

Embodiment 2

[0051] Synthesis of embodiment 2 compound III 1,3,5-triethynylbenzene

[0052] 1. With 1.259g (4.0mmol) compound B1, 0.421g (0.6mmol) ditriphenylphosphine palladium dichloride, 0.158g (0.6mmol) triphenylphosphine, 0.114g (0.6mmol) cuprous iodide, Add 10mL tetrahydrofuran and 10mL diisopropylamine into a 100mL round bottom flask, then add 4.4mL (30mmol) trimethylsilylacetylene; stir the resulting mixture at 50°C for 24 hours; then spin out the solvent under reduced pressure and add dichloromethane and water for extraction and washing, the organic phase was dried with magnesium sulfate, and finally spin-dried. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 10:1, and 1.061 g (84.3% yield) of compound B2 was obtained as a colorless solid. diagram 2-1 For the prepared compound B2 1 H NMR spectrum, Figure 2-2 For the prepared compound B2 13 C NMR spectrum. 1 H NMR (400MHz, DMSO-d6) δ: 7.49(s, 3H), 0.23(s, 27H). 13 C NMR (100MHz, CDCl 3 )...

Embodiment 3

[0056] Synthesis of Example 3 Conjugated Microporous Polymer SCUT-1

[0057] 57.2mg (0.381mmol) compound III, 122mg (0.254mmol) compound II, 43.89mg (0.038mmol) tetrakistriphenylphosphine palladium, 7.3mg (0.038mmol) cuprous iodide were added to 2mL di In a mixed solvent of isopropylamine / N,N-dimethylformamide (v / v=1:1), ultrasonically disperse for 3 minutes, freeze and deoxygenate 3 times, heat to 80°C, and react for 72 hours. Cool to room temperature, filter, wash with dichloromethane, acetone, methanol, and water successively, repeat 3 times to remove unreacted monomer and catalyst, and dry the obtained solid in vacuum at 80°C for 24 hours to obtain 101 mg of brown powder SCUT-1 (produced rate of 88%).

[0058]

[0059] Figure 4 Infrared spectra of the conjugated microporous polymer SCUT-1 prepared in Example 3 and its reactants, Compound II and Compound III. Comparing the infrared spectra of these three compounds, it can be seen that in the compound III at 3275cm -...

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Abstract

The invention discloses a conjugated microporous polymer, and a preparation method and application thereof. The preparation method of the conjugated microporous polymer comprises the following steps:under the atmosphere of argon or nitrogen, mixing a compound II, a compound III, cuprous iodide and a palladium catalyst into an diisopropylamine / organic solvent mixed solution, and uniformly carryingout stirring at room temperature; carrying out ultrasonic dispersion, carrying out freezing and deoxidizing, then carrying out heating to 50-120 DEG C, and carrying out a reaction for 24-72 hours; and carrying out cooling to room temperature, and carrying out filtering, washing and drying. An ion-loaded nano-composite catalytic material is prepared by taking the conjugated microporous polymer asa carrier to load nano-silver particles. The composite catalytic material can be used for efficient catalytic reduction of industrial pollutant p-nitrophenol, and the industrial pollutant p-nitrophenol is converted into common medicines and chemical raw material p-aminophenol. In addition, the catalyst has good solvent tolerance, stability and recyclability.

Description

technical field [0001] The invention relates to a conjugated microporous polymer material, in particular to a silver-loaded conjugated microporous polymer composite catalytic material and a preparation method thereof; belonging to the field of organic porous materials. Background technique [0002] In recent years, the research on the synthesis and application of conjugated microporous polymers (Conjugated Microporous Polymers, CMPs) has attracted much attention. CMPs are mostly covalently linked by carbon, nitrogen, and oxygen to form polymers with two-dimensional or three-dimensional structures. The pore structure is supported by the rigid structure of CMPs molecules, and the nanoscale pore structure and size can be adjusted. Therefore, CMPs have a larger specific surface area than inorganic porous materials, lighter weight, better stability, diverse structures, strong designability, and easy functionalization, so they have many construction methods and strong structure co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12B01J31/26C02F1/70C02F101/34C02F101/38
CPCB01J31/26C02F1/70C02F2101/34C02F2101/345C02F2101/38C08G61/124C08G2261/134C08G2261/18C08G2261/312C08G2261/3241C08G2261/415
Inventor 李光吉龚玮吴茜茜
Owner SOUTH CHINA UNIV OF TECH
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