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Mesoporous carbon supported palladium catalyst and applications thereof

A technology of palladium catalyst and mesoporous carbon, which is applied to mesoporous carbon-supported palladium catalyst and its application field, can solve the problems of less application times, large amount of catalyst usage, low catalytic activity, selectivity and yield, and achieve small size , highly active effect

Active Publication Date: 2016-12-07
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] To sum up the published literature reports, the current deprotection process of meropenem has problems such as low catalytic activity, selectivity and yield, complex catalyst components, less times of mechanical application, and large amount of catalyst used.

Method used

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  • Mesoporous carbon supported palladium catalyst and applications thereof
  • Mesoporous carbon supported palladium catalyst and applications thereof
  • Mesoporous carbon supported palladium catalyst and applications thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0045] Physical and chemical parameters of mesoporous carbon: 1200m 2 / g, 1.65ml / g, PZC 7.2, the most probable pore diameter is 3.8nm, and the specific surface area of ​​pores smaller than 2nm accounts for 3% of the total specific surface area. Preparation process: Pour 10g of mesoporous carbon into an aqueous solution containing 10g of hydrogen peroxide, beat and stir, and control the temperature at 25°C. After 2 hours, filter and wash until there is no residue; slowly add 37% concentrated hydrochloric acid dropwise to the palladium chloride powder with a loading capacity of 5% at room temperature until it is completely dissolved; then place the palladium solution in a beaker , add deionized water to prepare an impregnating solution with a total volume of 10 times the pore volume of the treated carrier, adjust the pH value of the impregnating solution with hydrochloric acid to make it lower than PZC 4.0; after the impregnating palladium solution is fully mixed with the mesopo...

Embodiment 2

[0047] Physical and chemical parameters of mesoporous carbon: 1500m 2 / g, 1.65ml / g, PZC 6.8, the most probable pore diameter is 3.5nm, and the specific surface area of ​​pores less than 2nm accounts for 5% of the total specific surface area. Preparation process: Pour 10g of mesoporous carbon into an aqueous solution containing 300g of hydrogen peroxide, beat and stir, and control the temperature at 10°C. After 5 hours, filter and wash until there is no residue; slowly add 37% concentrated hydrochloric acid dropwise to the corresponding mass of palladium chloride powder with a loading capacity of 5% at room temperature until it is completely dissolved; then place the palladium solution in a beaker , add deionized water to prepare an impregnation solution with a total volume of 10 times the pore volume of the treated carrier, adjust the pH value of the impregnation solution with hydrochloric acid to make it lower than PZC 5.0; after the impregnation palladium solution is fully m...

Embodiment 3

[0049] Physical and chemical parameters of mesoporous carbon: 1600m 2 / g, 1.85ml / g, PZC 7.2, the most probable pore diameter is 2.5nm, and the specific surface area of ​​pores smaller than 2nm accounts for 10% of the total specific surface area. Preparation process: Pour 10g of mesoporous carbon into an aqueous solution containing 20g of hydrogen peroxide, beat and stir, and control the temperature at 25°C. After 3 hours, filter and wash until there is no residue; slowly add 37% concentrated hydrochloric acid dropwise to the palladium chloride powder with a loading capacity of 5% at room temperature until it is completely dissolved; then place the palladium solution in a beaker , add deionized water to prepare an impregnating solution with a total volume of 10 times the pore volume of the treated carrier, adjust the pH value of the impregnating solution with hydrochloric acid to make it lower than PZC 5.5; after the impregnating palladium solution is fully mixed with the mesop...

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Abstract

The invention discloses a mesoporous carbon supported palladium catalyst and applications thereof. The catalyst is composed of a carrier and an active component loaded on the carrier. The carrier is mesoporous carbon, and the active component is simple substance palladium. The size of palladium particles is smaller than 5 nm. The loading amount of palladium is 3.5 to 12.0 wt%. The supported mesoporous carbon catalyst is prepared by the following steps: (a) oxidizing mesoporous carbon; (b) dissolving palladium chloride or palladium nitrate into hydrochloric acid, adjusting the pH value by concentrated hydrochloric acid until the pH value is lower than the point of zero charge (PZC) of the carrier surface so as to obtain a palladium liquid, loading the palladium salts in the palladium liquid onto the carrier processed in the step (a) through an impregnation method; (c) subjecting the product obtained in the step (b) to dry reduction at a temperature of 50 to 500 DEG C in the presence of hydrogen, ammonium hypophosphite or glucose to obtain the mesoporous carbon supported palladium catalyst. The invention further provides an application of the supported mesoporous carbon supported palladium catalyst in the catalytic hydrogenation protective group removing process of meropenem synthesis. The provided catalyst has high activity and stability.

Description

(1) Technical field [0001] The invention relates to a mesoporous carbon-supported palladium catalyst and its application in the catalytic hydrogenation deprotection process of meropenem synthesis. (2) Technical background [0002] Carbapenems are by far the antibiotics with the broadest antibacterial spectrum and the strongest antibacterial activity. At present, the carbapenem drugs that have been marketed in the world mainly include imipenem-cilastatin, panipenem-betamipron, meropenem, ertapenem, biapenem and doripenem. Nan et al. During the synthesis of such drugs, catalytic hydrogenation deprotection is usually required (take meropenem as an example, as shown in the figure below). Because the molecule contains N and S atoms with lone pairs of electrons, C=C double bonds, C=O double bonds, and the molecular structure has relatively large steric hindrance, the process of catalytic hydrogenation deprotection is relatively complicated and requires high catalysts. [0003] ...

Claims

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Application Information

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IPC IPC(8): B01J23/44B01J35/10C07D477/20
CPCC07D477/20B01J23/44B01J35/618B01J35/617B01J35/638B01J35/635Y02P20/55
Inventor 卢春山丰枫张群峰马磊李小年
Owner ZHEJIANG UNIV OF TECH
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