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Catalyst capable of enhancing catalytic activity of heterogeneous asymmetric catalytic reaction and preparation method thereof

A catalytic activity and catalytic reaction technology, which is applied in the preparation of organic compounds, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problems of activity and selectivity reduction, and achieve activity improvement , good stability and good long-range ordered structure

Active Publication Date: 2011-02-16
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are relatively few studies on the heterogeneity of non-metallic organic catalysts, and they are mainly aimed at organic amine catalysts. Studies have found that the activity and selectivity of non-metallic organic catalysts often have problems of reduced activity and selectivity after heterogeneous. Researchers have tried to change the carrier, Modifying the catalyst structure and other methods to solve this problem has achieved certain results

Method used

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  • Catalyst capable of enhancing catalytic activity of heterogeneous asymmetric catalytic reaction and preparation method thereof
  • Catalyst capable of enhancing catalytic activity of heterogeneous asymmetric catalytic reaction and preparation method thereof
  • Catalyst capable of enhancing catalytic activity of heterogeneous asymmetric catalytic reaction and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Step A: Weigh 2g polyethylene glycol-polypropylene glycol-polyethylene glycol triblock copolymer and 0.02g NH 4 Dissolve F in 70mL of pH 1.5 hydrochloric acid solution to obtain solution A, add 4.6ml of ethyl orthosilicate to 5mL of pH 1.5 hydrochloric acid solution to obtain solution B, and slowly add B to A after stirring at room temperature for 0.5-3h, 40 After reacting at ℃ for a period of time, add mercaptosilane coupling agent and continue to stir vigorously for 20h. Adjust the pH to 7, and crystallize at 100°C for 48h. The crystallization reactor was taken out, cooled for 2 hours, filtered, washed, dried at 60°C overnight, and the template was extracted with 100 mL of ethanol for 3 times, 8 hours each time, to obtain pure SBA without aluminum.

[0023] Step B: Weigh 1.0 g of the mesoporous SBA synthesized in Step A, add 0.25 g of prolinol and 0.15 g of p-toluenesulfonic acid, add to 35 mL of toluene, react at 110 ° C for 48 h under nitrogen protection, filter, a...

Embodiment 2

[0026] Step A: Weigh 2g polyethylene glycol-polypropylene glycol-polyethylene glycol triblock copolymer and 0.02g NH 4 Dissolve F in 70mL of pH 1.5 hydrochloric acid solution to obtain solution A. Add 4.6ml of tetraethyl orthosilicate and 2.1g of aluminum isopropoxide to 5mL of pH 1.5 hydrochloric acid solution to obtain solution B. After stirring B at room temperature for 0.5 to 3 hours Slowly add to A, react at 40°C for a period of time, then add mercaptosilane coupling agent, and continue to stir vigorously for 20h. Adjust the pH to 7, and crystallize at 100°C for 48h. The crystallization reactor was taken out, cooled for 2 hours, filtered, washed, dried overnight at 60°C, and the template was extracted with 100 mL of ethanol for 3 times, each time for 8 hours, to obtain a mesoporous SBA containing skeleton aluminum.

[0027] Step B: Weigh 1.0 g of the mesoporous SBA synthesized in Step A, add 0.25 g of prolinol and 0.15 g of p-toluenesulfonic acid, add to 35 mL of toluene...

Embodiment 3

[0030]A heterogeneous asymmetric catalyst with acid-base active centers evenly distributed on the surface is put into the reaction of p-nitrobenzaldehyde and acetone. Put 0.1mmol of p-nitrobenzaldehyde and 3mL of acetone (excess) into the reactor, add a heterogeneous catalyst containing 0.01mmol of active centers, and react at room temperature for 3-24h. After the reaction was finished, the catalyst was removed by membrane filtration, and the solvent was distilled off under reduced pressure; the conversion rate and selectivity of the reaction were determined by the external standard method of high performance liquid chromatography.

[0031] The conversion rate of the heterogeneous asymmetric catalytic reaction can be increased to 99%.

[0032] Reaction equation:

[0033]

[0034] The results are shown in the table below

[0035]

[0036] a The silicon-aluminum ratio is the molar ratio of silicon to aluminum atoms in the carrier, and ∞ refers to the situation without a...

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Abstract

The invention discloses a catalyst capable of enhancing the catalytic activity of heterogeneous asymmetric catalytic reaction and a preparation method thereof, belonging to the technical field of heterogeneous catalysis. The catalyst is a heterogeneous catalyst with the catalytic active centers distributed uniformly on the surface of a carrier, the carrier is a mesoporous silicon aluminum oxide material with a sulfydryl silane coupling agent distributed uniformly on the surface thereof, and the catalytic active centers are prolinol chiral catalysts fixedly carried on the carrier through the covalent reaction with the coupling agent groups. The mesoporous silicon aluminum oxide material is synthesized by controlling the pH value of the solution to control the hydrolytic polymerization rate and adding the sulfydryl silane coupling agent in situ in the synthetic process through the hydrothermal synthesis method. The chiral catalyst is fixedly carried through the covalent reaction of the catalyst and the coupling agent groups to form the heterogeneous catalyst. The heterogeneous chiral catalyst prepared in the invention has the advantages of high mechanical strength, good stability and low cost, and the activity of the catalytic performance of the heterogeneous chiral catalyst is enhanced greatly compared with the homogeneous catalyst under same condition.

Description

technical field [0001] The invention relates to a method for improving the catalytic activity of an asymmetric catalyst by utilizing the silicon hydroxyl group on the surface of an inorganic mesoporous material, and belongs to the technical field of heterogeneous catalysis. technical background [0002] Heterogeneous asymmetric catalytic technology is a hotspot of scientific research today. Heterogeneous catalysts, that is, the heterogeneity of homogeneous catalysts, is to immobilize the homogeneous catalysts on the carrier through a certain method, such as covalent, electrostatic adsorption, embedding, etc., and the catalyst and the solvent form a two-phase or multi-phase during the reaction. system, after the reaction, the catalyst and the reaction system can be separated by simple centrifugation and filtration. Heterogeneous catalysts solve the problem of catalyst recovery and reuse, and provide prospects for the industrialization of catalysts. The asymmetric catalysts ...

Claims

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Application Information

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IPC IPC(8): C07C201/12B01J31/26C07C205/45B01J31/06C07B53/00
Inventor 何静何建
Owner BEIJING UNIV OF CHEM TECH