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A class of organic porous polymers based on azobenzene and its preparation method and application

A porous polymer and azobenzene technology, applied in chemical instruments and methods, other chemical processes, etc., can solve the problems of incomplete polymerization coupling reaction, large specific surface area, complex monomer preparation, etc., to improve adsorption performance, Effects of increased specific surface area and high chemical stability

Active Publication Date: 2019-02-01
武汉俱源科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Organic porous polymers containing azo structures are connected by covalent bonds, with various preparation methods, large specific surface area, adjustable pore size, good stability and high CO 2 / N 2 The advantage of choosing the adsorption ratio However, the existing organic porous polymers containing azo structure usually adopt the coupling reaction of aromatic heterocyclic nitro group and aromatic heterocyclic amino group, and the existing process has incomplete polymerization coupling reaction and monomer Complicated preparation and other disadvantages

Method used

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  • A class of organic porous polymers based on azobenzene and its preparation method and application
  • A class of organic porous polymers based on azobenzene and its preparation method and application
  • A class of organic porous polymers based on azobenzene and its preparation method and application

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Embodiment 1

[0048] (1) the preparation of 4,4 '-diiodoazobenzene, reaction equation and concrete steps are as follows:

[0049]

[0050] Under a nitrogen atmosphere, 160 ml of dichloromethane was added to a 250 ml three-necked flask, p-iodoaniline (6 g, 27.4 mmol) was added, and the mixture was stirred to dissolve. Subsequently, 10.5 g of potassium permanganate and 10.5 g of copper sulfate pentahydrate were added, and the reaction was carried out at room temperature for 3 days. The obtained product liquid was directly suction filtered, and after the liquid obtained by suction filtration was spin-dried, the obtained solid crude product was purified by silica gel column chromatography to obtain 1.8 g of a red solid with a yield of 30%. The results of H NMR spectroscopy, 1 H NMR (300MHz, CDCl 3 ): 7.84 (4H, d), 7.61 (4H, d). Nuclear magnetic resonance test showed that the obtained red solid was the target product 4,4'-diiodoazobenzene.

[0051] (2) the preparation of tetrakis (4'-ethyny...

Embodiment 2

[0073] (1) the preparation of 4,4 '-diiodoazobenzene, reaction equation and concrete steps are with embodiment 1;

[0074] (2) the preparation of tetrakis (4'-ethynyl) phenylmethane (TEPM), comprises the following steps:

[0075] 1, the preparation of four (4'-ethynyl trimethylsilyl) phenylmethane, reaction equation and concrete steps are as follows:

[0076]

[0077] Under nitrogen protection, tetrabromotetraphenylmethane (3.81g, 6mmol) and trimethylacetylsilane (2.94g, 30mmol) were added to a 250ml three-necked flask, and then 1.5mmol of Pd (PPh) were added respectively. 3 ) 2 Cl 2 , 1.5 mmol of CuI, 1.5 mmol of PPh 3, and finally add 150ml of anhydrous triethylamine. After stirring evenly, the reaction was carried out at 50 °C for 5 h. The obtained reaction mixture was dissolved in water, and extracted three times with chloroform. The organic phase was collected, dried and filtered, and the crude product obtained by distillation under reduced pressure was subjected...

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Abstract

The invention discloses azobenzene-based organic porous polymers, and a preparation method and application thereof. The organic porous polymers have an azobenzene structure unit and a three-dimensional tetrahedron tetra(4'-acetylenyl)phenyl carbon family alkane structure unit, and have the structural general formula disclosed as Formula (I), wherein n is a whole number which is greater than 1, and X is any one of carbon, silicon and germanium. The preparation method of the azobenzene-based organic porous polymers comprises the following steps: in the presence of a palladium-containing catalyst, cuprous iodide, amines and an organic solvent in an inert atmosphere, mixing tetra(4'-acetylenyl)phenyl carbon family alkane and 4,4'-diiodoazobenzene, heating to react for some time, and filtering the reaction product, washing and drying to obtain the organic porous polymers. The organic porous polymers have favorable gas adsorption property and gas separation property, and are especially suitable for hydrogen gas storage or carbon dioxide gas separation.

Description

technical field [0001] The invention belongs to the field of polymer materials, in particular to a class of organic porous polymers based on azobenzene and a preparation method and application thereof. Background technique [0002] In recent years, the research of porous materials has become a hot spot of attention. Organic porous polymers have high chemical stability, large specific surface area, low skeletal density and other characteristics, and their applications in gas adsorption, separation, storage and heterogeneous catalysis, etc. The potential application of this method has aroused great interest of researchers. Compared with inorganic porous materials, organic porous polymers are mainly composed of light-density elements C, H, O, and N, so the particle density is smaller. In addition, these polymeric materials have large specific surface area, good pore volume and π-conjugated system, so they have good chemical and thermal stability. They can adjust the pore size...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12B01J20/26B01J20/30
CPCB01J20/267C08G61/12C08G2261/135C08G2261/344C08G2261/415C08G2261/598Y02C20/40
Inventor 汪锋张宏江徐佳伟舒格
Owner 武汉俱源科技有限公司