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N-containing active center metal organic catalyst for synthesizing cyclic carbonate as well as preparation method and application of N-containing active center metal organic catalyst

A cyclic carbonate and active center technology, applied in the field of N-containing active center organometallic catalysts and its preparation, can solve the problems of lengthy synthetic routes, recovery of complexes, low number of reuses, and not suitable for use in large-scale production , to achieve the effect of safe and simple operation method, good catalytic effect and good industrial application prospect

Pending Publication Date: 2022-07-08
SHANGHAI INST OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Compared with other metals, aluminum and iron elements have the characteristics of abundant reserves in the earth's crust, non-toxicity and strong Lewis acidity, etc. 2 The anion formed after the insertion is easy to fall off from the central metal iron and subsequently undergoes a cyclization reaction to obtain a cyclic carbonate. ) is integrated into the ligand skeleton to form a bifunctional single-component metal complex. The advantage is that this type of iron complex exhibits high catalytic activity in the cycloaddition reaction. The conversion rate of the substrate epoxide is high, and the reaction requires The conditions are mild, but the disadvantage is that the product selectivity is often low, it is easy to generate polycarbonate with large molecular weight, and the synthesis route of this kind of ligand is lengthy, the recovery and reuse of the complex are relatively low, and it is not suitable for large-scale production. use

Method used

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  • N-containing active center metal organic catalyst for synthesizing cyclic carbonate as well as preparation method and application of N-containing active center metal organic catalyst
  • N-containing active center metal organic catalyst for synthesizing cyclic carbonate as well as preparation method and application of N-containing active center metal organic catalyst
  • N-containing active center metal organic catalyst for synthesizing cyclic carbonate as well as preparation method and application of N-containing active center metal organic catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Weigh 3.16 g (20 mmol) of pyridine-2-carboxylate hydrochloride into a 100 mL round-bottomed flask containing 50 mL of dichloromethane, add 15 mL of thionyl chloride and drop 3 drops of DMF, and reflux at 65°C for 3 hours, the reaction ends Then spin to dry in vacuo to obtain the crude intermediate pyridine-2-acyl chloride, add 50 mL of DCM to the crude pyridine-2-acyl chloride to dissolve to obtain a solution of pyridine-2-acyl chloride in DCM for later use; take 1.88 g of 2-aminopyridine and add it to 100 mL of circular In the bottom flask, 50 mL of solvent DCM and 10 mL of TEA were slowly added dropwise to the DCM solution of pyridine-2-acyl chloride at 0 °C, and stirred at room temperature for 2 h. After the crude ligand was prepared, extraction was performed, and water (50 mL) was added to it. After the layers were separated, the aqueous phase was washed with DCM (30 mL), the combined organic phases were washed with saturated brine (40 mL), and Na 2 SO 4 After dryi...

Embodiment 2

[0065] Weigh 3.16 g (20 mmol) of pyridine-2-carboxylate hydrochloride into a 100 mL round-bottomed flask containing 50 mL of dichloromethane, add 15 mL of thionyl chloride and drop 3 drops of DMF, and reflux at 65°C for 3 hours, the reaction ends Then spin to dry in vacuo to obtain the crude intermediate pyridine-2-acyl chloride, add 50 mL of DCM to the crude pyridine-2-acyl chloride to dissolve the solution to obtain a solution of pyridine-2-acyl chloride in DCM for use; take 1.88 g of 3-aminopyridine and add it to 100 mL of circular In the bottom flask, 50 mL of solvent DCM and 10 mL of TEA were slowly added dropwise to the DCM solution of pyridine-2-acyl chloride at 0 °C, and stirred at room temperature for 2 h. After the crude ligand was prepared, extraction was performed, and water (50 mL) was added to it. After the layers were separated, the aqueous phase was washed with DCM (30 mL), the combined organic phases were washed with saturated brine (40 mL), and Na 2 SO 4 Aft...

Embodiment 3

[0069] Weigh 3.16 g (20 mmol) of pyridine-2-carboxylate hydrochloride into a 100 mL round-bottomed flask containing 50 mL of dichloromethane, add 15 mL of thionyl chloride and drop 3 drops of DMF, and reflux at 65°C for 3 hours, the reaction ends Then spin-dried in vacuo to obtain the crude intermediate pyridine-2-acyl chloride, add 50 mL of DCM to the crude pyridine-2-acyl chloride to obtain a solution of pyridine-2-acyl chloride in DCM for use; take 1.88 g of 4-aminopyridine, add 100 mL In a round-bottomed flask, 50 mL of solvent DCM and 10 mL of TEA were slowly added dropwise to the DCM solution of pyridine-2-acyl chloride at 0 °C, and stirred at room temperature for 2 h. After the crude ligand was prepared, extraction was performed, and water (50 mL) was added to it. After the layers were separated, the aqueous phase was washed with DCM (30 mL), the combined organic phases were washed with saturated brine (40 mL), and Na 2 SO 4 After drying, it was filtered, concentrated ...

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Abstract

The invention relates to a metal organic catalyst, in particular to an N-containing active center metal organic catalyst for synthesizing cyclic carbonate as well as a preparation method and application of the N-containing active center metal organic catalyst, the N-containing active center metal organic catalyst comprises an N active center and a metal active center, and the structural formula of the N-containing active center metal organic catalyst is shown in the specification or M is metal. Compared with the prior art, the catalyst provided by the invention has the advantages of few synthesis steps, wide raw material source, safe and simple operation method, high catalytic efficiency, environmental friendliness, no need of adding a cocatalyst, stability and easiness in storage. When the catalyst is used for synthesizing cyclic carbonate through cycloaddition reaction of carbon dioxide and epoxide, the catalyst has high activity and high selectivity under mild conditions, and has good industrial application value.

Description

technical field [0001] The present invention relates to a metal organic catalyst, in particular to an N-containing active center metal organic catalyst for synthesizing cyclic carbonate and a preparation method and application thereof. Background technique [0002] carbon dioxide (CO 2 ) is one of the main greenhouse gases that cause global environmental problems, and its chemical conversion into useful chemicals has received extensive attention in the chemical industry. CO 2 As an ideal C1 resource, it exists widely in nature and industrial waste gas, and the effective use of carbon dioxide can not only promote economic development but also contribute to environmental protection. of which CO 2 The atom utilization rate of reacting with epoxide to form cyclic carbonate is as high as 100%, and the existence of cyclic carbonate can directly promote the development of various industries. The reaction has high selectivity and few by-products, and meets the requirements of gr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/81B01J31/22C07D317/36C07D317/38C07D317/46
CPCB01J31/1815C07D213/81C07D317/36C07D317/38C07D317/46B01J2531/842B01J2531/845B01J2531/847B01J2531/26B01J2531/16B01J2531/62Y02P20/584
Inventor 刘吉波付洪庆张雪丽毛海舫赵韵王朝阳靳苗苗章平毅吴蜜徐雨生邢慧敏赵薇陈芳梁金燕解锶锶
Owner SHANGHAI INST OF TECH
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