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Preparation and application of bifunctional ionic liquid loaded mesoporous polymer

An ionic liquid and polymer technology, which is applied in the preparation of organic compounds, the preparation of carboxylic acid amides, organic compounds/hydrides/coordination complex catalysts, etc. problems, to achieve the effects of good thermal and chemical stability, high catalytic activity, and high specific surface area

Active Publication Date: 2019-01-11
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the problems in these reported synthetic routes are: the need for metal catalysts, inert gas atmosphere, complex reaction system, high temperature and pressure, and difficulty in catalyst separation.
[0004] The prior art porous organic polymers have complicated synthesis process, high cost of raw materials, and are difficult to be widely used. Therefore, a porous organic polymer with simple preparation, high catalytic activity and good cycle stability is developed for CO 2 Chemical transformation research is of great significance

Method used

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  • Preparation and application of bifunctional ionic liquid loaded mesoporous polymer
  • Preparation and application of bifunctional ionic liquid loaded mesoporous polymer
  • Preparation and application of bifunctional ionic liquid loaded mesoporous polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) Preparation of imidazole-functionalized ordered mesoporous materials

[0037] A, the preparation of 1-(3-methoxybenzyl)-1-hydrogen-imidazole intermediate

[0038] After mixing 5 mL of tetrahydrofuran with a mass concentration of 99.9% and 4.3 g (0.18 mol) of sodium hydride, add dropwise to a mixture of 40 mL of tetrahydrofuran with a mass concentration of 99.9% and 6.8 g (0.1 mol) of imidazole, and stir and mix for 40 minutes Add 15.7g (0.1mol) 1-(chloromethyl)-3-anisole ether with a mass concentration of 99.9%, and reflux at a temperature of 70° C. for 24 hours. The reaction structure is as follows:

[0039]

[0040] The reaction product was washed three times with deionized water and extracted with dichloromethane. After extraction, the organic phase was washed twice with deionized water and once with saturated brine, then dried with anhydrous sodium sulfate, spin-dried with dichloromethane, and then subjected to column chromatography After separation, 15.3 g ...

Embodiment 2

[0060] Take by weighing 100mg (4mol%) 3-IMP-MPs-Et-(NEt) prepared in the above-mentioned embodiment 1 4 )AcO as a catalyst and 107mg (1mmol) nitrogen methyl aniline, 210mg (2mmol) phenylsilane and 2ml acetonitrile are put into the autoclave, and filled with carbon dioxide with a pressure of 1MPa, heated to 30°C, reacted for 18 hours, the reaction The structural formula is:

[0061]

[0062] CO during the reaction 2 The pressure was kept constant. After the reaction, the reactor was cooled to room temperature, and 20ml of deionized water was added to wash and quench the phenylsilane. The catalyst separated by suction filtration could be recycled. Add 60ml of dichloromethane to the filtrate and extract three times to take the organic layer, add anhydrous sodium sulfate to dry for half an hour after merging the organic layers, and the oily mixture obtained by rotary evaporation is separated by column chromatography (petroleum ether: ethyl acetate=4: 1), to obtain 128 mg of n...

Embodiment 3

[0064] Take by weighing 100mg (4mol%) the 3-IMP-MPs-Et-(NEt4)AcO that above-mentioned embodiment 1 prepares is catalyst and 121mg (1mmol) p-methyl nitrogen methyl aniline, 210mg (2mmol) phenylsilane and 2ml acetonitrile release Put it into a 15ml autoclave, and fill it with carbon dioxide with a pressure of 1MPa, heat it to 30°C, and react for 18 hours. The reaction structure formula is:

[0065]

[0066] CO during the reaction 2 The pressure was kept constant. After the reaction, the reactor was cooled to room temperature, and 20ml of deionized water was added to wash and quench the phenylsilane. The catalyst separated by suction filtration could be recycled. Add 60ml of dichloromethane to the filtrate and extract three times to take the organic layer, add anhydrous sodium sulfate to dry for half an hour after merging the organic layers, and the oily mixture obtained by rotary evaporation is separated by column chromatography (petroleum ether: ethyl acetate=4: 1), to obta...

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Abstract

The invention discloses a preparation and an application of a bifunctional ionic liquid loaded mesoporous polymer. The preparation is characterized by the following steps: taking an imidazole functional ordered mesopore polymer as a carrier, connecting 1,2-dibromoethane and triethylamine in the form of covalent bond, and using sodium acetate and bifunctional ionic liquid for performing ion exchange, thereby acquiring the bifunctional ionic liquid loaded mesoporous polymer. The bifunctional ionic liquid loaded mesoporous polymer is served as a catalyst in the reaction of CO2 and amino compoundfor compounding formamide through heterogeneous catalysis synthesis. Compared with the prior art, the bifunctional ionic liquid loaded mesoporous polymer has the characteristics of large specific surface area of mesoporous material, uniform duct, high heat stability, high chemical stability, and the like; the bifunctional ionic liquid loaded mesoporous polymer is capable of catalyzing the reactionof CO2 and amino compound under a mild condition, has high catalytic activity, can be easily separated and recycled and is reusable; the bifunctional ionic liquid loaded mesoporous polymer is a novelenvironment-friendly catalyst and has a huge development potential in the field of heterogeneous catalysis.

Description

technical field [0001] The invention relates to the technical field of porous organic polymer catalysts, in particular to a catalyst that can be recycled to catalyze CO 2 Formamidation-supported bifunctional ionic liquid mesoporous polymer and its application. Background technique [0002] Carbon dioxide causes global warming and is also cheap, abundant C 1 resources, therefore placing excessive CO 2 Transformed into valuable chemical products, there are very good prospects for industrial development. Formamide is an important pharmaceutical intermediate, usually produced by the formylation of carbon monoxide amine, using CO 2 It is a green and safe synthetic route for the formylation of N-H bonds instead of toxic carbon monoxide. [0003] At present, the reaction of carbon dioxide and amine-based compounds has been widely reported in various catalytic systems, and great progress has been made. However, the problems in these reported synthetic routes are: the need for m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/08B01J35/10C07C231/10C07C233/03
CPCC07C231/10B01J31/08B01J35/61C07C233/03
Inventor 吴海虹梅宇吴鹏
Owner EAST CHINA NORMAL UNIV
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