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A kind of heteroatom-containing organic microporous material and its preparation and application
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A technology of microporous materials and heteroatoms, applied in the field of organic microporous materials containing heteroatoms, can solve problems such as poor thermal stability, and achieve the effects of large adsorption capacity, uniform pore size distribution and novel structure
Inactive Publication Date: 2016-08-17
DONGHUA UNIV +1
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However, such materials are composed of weak coordination bonds, so their thermal stability is relatively poor, and they are relatively sensitive to acids, alkalis, air, water vapor, etc.
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Embodiment 1
[0042] Preparation of Compound 2
[0043] Under argon protection, add PdCl to a dry two-necked flask equipped with magnetic stirring 2 (PPh 3 ) 2 (1.71g, 2.44mmol), cuprous iodide (0.77g, 4mmol), m-bromoiodobenzene (11.5g, 40.4mmol), DBU (36.8g, 241.7mmol) and benzene 50mL, placed in an oil bath at 35°C After stirring, add trimethylsilylacetylene (2.84 mL, 20.4 mmol) and 280 μL of water into the reaction vial with a syringe, and react at this temperature for 24 hours. Cool to room temperature, filter the filtrate with suction, wash the filter cake with cold dichloromethane, and recrystallize with toluene to obtain a white solid. The product dissolved in dichloromethane solvent was washed with water, salt washed, anhydrous MgSO 4 After drying and suction filtration, the solvent was distilled off, dissolved by adding dichloromethane, and separated and purified by column chromatography (stationary phase: silica gel; eluent: petroleum ether) to obtain 5.07 g of a white solid w...
Embodiment 2
[0046] Preparation of compound 3
[0047] Under argon protection, into a 100mL two-necked flask, add compound 2 (0.75g, 2.23mmol), 2-thiophene boronic acid (0.63g, 4.92mmol), Pd(PPh 3 ) 4 (0.39g, 0.34mmol), add potassium carbonate (1M) 30mL, THF (30mL). Heated to reflux, reacted for 24 hours, TLC tracked that the reaction was complete, and stopped the reaction. After cooling to room temperature, the mixture was extracted with dichloromethane (70mL×3), the organic layer was washed with water (50mL×3), anhydrous MgSO 4 dry. The solvent was evaporated, dichloromethane was dissolved, and then separated and purified by column chromatography (eluent: petroleum ether) to obtain 0.61 g of a white solid with a yield of 79.9%.
[0048] 1 H NMR (CDCl 3 , 400MHz): δ(ppm) 7.81(s, 1H), 7.58(m, 1H), 7.46(m, 1H), 7.40(m, 1H), 7.32(m, 1H), 7.11(m, 1H). 13 C NMR (CDCl 3, 100MHz): δ (ppm) 143.44, 134.71, 130.57, 129.01, 128.13, 125.97, 125.29, 123.80, 123.61, 89.47. MS (EI): m / z (%) 171 ...
Embodiment 3
[0050] Preparation of Compound 4
[0051] Under argon protection, compound 3 (0.3g, 0.877mmol) and 1,4-dioxane (30mL) were added to a 50mL two-necked flask. mmol), heated to reflux, reacted for 24 hours. The solvent was evaporated, the residue was dissolved in dichloromethane, separated and purified by column chromatography (developing solvent: dichloromethane: petroleum ether = 3:1), and 0.22 g of white solid was obtained, with a yield of 73.3%.
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Abstract
The invention relates to a heteroatom-containing organic microporous material as well as preparation and an application thereof. The structural general formula of the heteroatom-containing organic microporous material is as shown in the specification, wherein R is independently selected from one of hydrogen, a hydrophobic group, a hydrophilic group, a chiral group, an ester group, a cyano group, an amino group and a sulfhydryl group. The preparation method comprises the following steps: (1) synthesizing a dehydrobenzene derivative through Sonogashira reaction and Suzuki coupled reaction by taking m-bromoiodobenzene or 2-bromine-4-iodine-pyridine as an initial raw material, and then synthesizing a precursor through trimerization reaction catalyzed through cobalt octacarbonyl; (2) preparing the heteroatom-containing organic microporous material by carrying out Scholl reaction which takes ferric trichloride as an oxidizing agent on the obtained precursor. The heteroatom-containing organic microporous material disclosed by the invention can be used for preparing energy environment-friendly materials which store gases and absorb the hydrogen, carbon dioxide, methane and nitrogen oxides in the environment and has the advantages of good optical property, simple preparation method and excellent property.
Description
technical field [0001] The invention belongs to the field of organic microporous materials, in particular to a heteroatom-containing organic microporous material and its preparation and application. Background technique [0002] Classic microporous materials include zeolites, activated carbons, and metal-organic frameworks (Metal-Organic Frameworks, MOFs). Zeolite and activated carbon are microporous materials studied earlier. Because of their rich pores, large specific surface area and surface acidity and alkalinity, they can be used as catalytic materials and adsorption separation materials, and are widely used in petroleum processing, daily chemical industry and fields of environmental protection. But at the same time, they also have disadvantages such as relatively simple synthesis conditions, poor controllability, and difficulty in special functionalization, so their applications in other fields are limited. [0003] Metal-organic framework compounds were first report...
Claims
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