A kind of porphyrin-based porous organic polymer and its preparation method and the synthesis method of cyclic carbonate

A technology of cyclic carbonates and synthesis methods, applied in organic compound/hydride/coordination complex catalysts, organic chemistry, chemical instruments and methods, etc., can solve the problems of cumbersome conditions, increased production costs, and energy consumption. Achieve broad application prospects and good catalytic performance

Active Publication Date: 2022-06-21
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the current conditions for the catalytic synthesis of cyclic carbonates by such catalysts are relatively cumbersome, and there are still harsh conditions of high temperature and high pressure. The homogeneous catalysts are difficult to separate and purify, and the catalysts are difficult to reuse. The production cost increases and consumes energy.

Method used

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  • A kind of porphyrin-based porous organic polymer and its preparation method and the synthesis method of cyclic carbonate
  • A kind of porphyrin-based porous organic polymer and its preparation method and the synthesis method of cyclic carbonate
  • A kind of porphyrin-based porous organic polymer and its preparation method and the synthesis method of cyclic carbonate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] The chemical structure expression of the porphyrin-based porous organic polymer prepared in this example is: R-(R 1 ) m , where R 1 It has the structure shown in formula (I), m is 3, R is M is Zn and X is Br.

[0051] In this example, the above compounds are used as examples to prepare porphyrin-based porous organic polymers. The porphyrin-based porous organic polymers in other examples in this application can be prepared by selecting the corresponding raw materials and dosages by using the preparation method of this example.

[0052] 1. DMF ( 5 mL), the mixture solution was stirred for 30 minutes, then heated to 80° C., and stirred under a nitrogen atmosphere for 24 hours. After cooling to room temperature, the mixture was filtered and washed with ethanol, then dried under vacuum to give the intermediate compound.

[0053] 2. Under nitrogen protection and at 120°C, slowly drop the propionic acid of pyrrole into the propionic acid solution of the above intermediat...

Embodiment 2

[0057] Porphyrin-based porous organic polymer catalyst: m is 3, R is M is Zn and X is Br.

[0058] Into a 10mL stainless steel autoclave, add 7×10 -3 mmol of catalyst, 5mmol of epichlorohydrin, introduced carbon dioxide to make the initial pressure 1.0MPa, stirred for 5h under the condition of temperature of 80 ℃, quickly placed in cold water and cooled to room temperature, and then placed in ice water to continue cooling, After slowly releasing the remaining carbon dioxide, the catalyst was isolated by filtration. Get an appropriate amount of filtrate and carry out gas chromatographic analysis, the gas chromatogram of the product obtained in Example 2 of the application is as follows image 3 As shown, the yield of the obtained cyclic carbonate was 99%.

Embodiment 3

[0060] Porphyrin-based porous organic polymer catalyst: m is 3, R is M is Zn and X is Br.

[0061] Into a 10mL stainless steel autoclave, add 7×10 -3 mmol of the catalyst, 5mmol of epichlorohydrin, introduced carbon dioxide and kept the pressure at 0.1MPa, stirred for 16h at a temperature of 80°C, cooled in ice water, slowly released the remaining carbon dioxide, and separated the catalyst by filtration. An appropriate amount of the filtrate was taken and analyzed by gas chromatography, and the yield of the obtained cyclic carbonate was 92%.

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Abstract

This application belongs to the technical field of organic catalytic synthesis. The application provides a porphyrin-based porous organic polymer, a preparation method thereof, and a synthesis method of a cyclic carbonate. Linking porphyrin compounds with biaryl groups with central symmetry makes organic polymers exhibit good catalytic performance, which can be applied to CO 2 The cycloaddition reaction with epoxides to synthesize cyclic carbonates can realize efficient and selective catalysis of CO under solvent-free, normal temperature and pressure conditions. 2 Synthesis of cyclic carbonates with epoxides has broad application prospects. In addition, the porphyrin-based porous organic polymer of the present application is used as a catalyst to catalyze the reaction, the obtained product is easy to separate, the catalyst can be effectively reused many times, and the catalytic reaction does not need to add any solvent, which is in line with green and sustainable development.

Description

technical field [0001] The application belongs to the technical field of organic catalysis synthesis, and in particular relates to a porphyrin-based porous organic polymer, a preparation method thereof, and a synthesis method of a cyclic carbonate. Background technique [0002] In recent years, the global climate problem has become more and more serious, and carbon dioxide has attracted much attention as the main greenhouse gas that causes global warming. As an abundant, cheap, non-toxic, and renewable C1 resource, develop efficient CO 2 Activation methods to convert into valuable chemicals under mild conditions are of great significance. by CO 2 Cycloaddition reactions with epoxides to synthesize cyclic carbonates are one of the most successful and sustainable strategies, not only because of their 100% atomic economy, but also because cyclic carbonates have great industrial potential . [0003] Various catalytic systems have been developed for catalyzing the cycloadditi...

Claims

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Application Information

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IPC IPC(8): C08G83/00B01J31/22C07D317/34
CPCC08G83/008B01J31/1691B01J31/183C07D317/34B01J2531/26
Inventor 罗荣昌刘香英
Owner GUANGDONG UNIV OF TECH
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