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A method for immobilizing small molecule ligands containing secondary and/or tertiary amine groups

A technology of small molecule ligands and tertiary amine groups, applied in chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, organic chemistry, etc., can solve problems such as weak interactions and difficult fixation, and achieve Fixing method simple effect

Active Publication Date: 2022-06-24
HUBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the interaction between small molecule ligands containing secondary and / or tertiary amine groups and metal nanoparticles is weak, making it difficult to achieve firm immobilization.

Method used

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  • A method for immobilizing small molecule ligands containing secondary and/or tertiary amine groups
  • A method for immobilizing small molecule ligands containing secondary and/or tertiary amine groups
  • A method for immobilizing small molecule ligands containing secondary and/or tertiary amine groups

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Weigh 39 mg of small molecule ligand L1 (see attached figure 2 ) was added to a reaction flask containing 6 mL of ethyl acetate, vigorously stirred until completely dissolved, and 300 mg of titanium dioxide-supported ruthenium catalyst was added to the above-mentioned reaction flask. After maintaining stirring for 2 hours, the mixture was transferred to a centrifuge tube containing 6 mL of water. Centrifuge at 3000 rpm for 20 minutes, collect the centrifuged solids and wash with deionized water, and finally vacuum dry the product at room temperature for 24 hours to obtain an organic-inorganic hybrid catalyst.

[0026] figure 1 Process schematic diagram of the immobilization method for small molecule ligands containing secondary amine and / or tertiary amine groups. image 3 The thermogravimetric analysis curve of the organic-inorganic hybrid catalyst prepared in the above example in air, with the increase of temperature, the organic component is continuously oxidized a...

Embodiment 2

[0028] Weigh 27 mg of small molecule ligand L2 (see attached figure 2 ) was added to the reaction flask containing 6 mL of ethyl acetate, stirred vigorously until completely dissolved, and added 648 mg of titanium dioxide-supported ruthenium catalyst to the above-mentioned reaction flask. After maintaining stirring for 6 hours, the mixture was transferred to a centrifuge tube containing 6 mL of water. Centrifuge at 5000 rpm for 30 minutes, collect the centrifuged solids and wash with deionized water, and finally vacuum dry the product at room temperature for 36 hours to obtain an organic-inorganic hybrid catalyst.

[0029] Thermogravimetric analysis shows that the content of small molecule ligands in the organic-inorganic hybrid catalyst prepared in the above example is 1.0 wt%.

Embodiment 3

[0031] Weigh 75 mg of small molecule ligand L3 (see attached figure 2 ) was added to a reaction flask containing 6 mL of n-pentane, vigorously stirred until completely dissolved, and 300 mg of titanium dioxide-supported ruthenium catalyst was added to the above-mentioned reaction flask. After maintaining stirring for 2 hours, the mixture was transferred to a centrifuge tube containing 6 mL of water. Centrifuge at 5000 rpm for 30 minutes, collect the centrifuged solids and wash with deionized water, and finally vacuum dry the product at room temperature for 24 hours to obtain an organic-inorganic hybrid catalyst.

[0032] Thermogravimetric analysis shows that the content of small molecule ligands in the organic-inorganic hybrid catalyst prepared in the above example is 1.2wt%.

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Abstract

The invention discloses a method for immobilizing small molecule ligands containing secondary amine and / or tertiary amine groups, comprising the following steps: 1) dissolving the small molecule ligands containing secondary amine and / or tertiary amine groups in organic The solvent forms a small molecule ligand solution, and a supported metal catalyst is added at room temperature and stirred to form a mixture; 2) the mixture is transferred to a centrifuge tube containing an equal amount of deionized water, and the product is collected after centrifugation and vacuum-dried at room temperature 12-48 hours, obtain organic-inorganic hybrid catalyst. The small molecule ligand containing secondary amine and / or tertiary amine group of the present invention is not easy to be oxidized, and is not easy to cause side reaction with reaction product, therefore, it is a good ligand in oxidation reaction. At the same time, the preparation method is simple and easy to operate, and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of chemical industry, in particular to a method for immobilizing small molecule ligands containing secondary amine and / or tertiary amine groups. Background technique [0002] Transition metal nanoparticles have high specific surface area and good reusability, so they are widely used in the field of catalysis. For example, gold nanoparticles, platinum nanoparticles, etc. can be used as catalysts for the alcohol oxidation reaction. Although heterogeneous catalysts have good stability and reusability, in order to achieve high conversion, the catalytic reaction needs to be carried out under severe conditions such as high temperature, which leads to a great decrease in the selectivity of the primary alcohol oxidation reaction. Therefore, there is an urgent need to find a suitable method to effectively prevent the product of the alcohol oxidation reaction from being further oxidized. [0003] In general, metal nanoparticl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07C45/29C07C47/54
CPCC07C45/29B01J31/1805B01J31/1815B01J31/182B01J2531/821B01J2231/70B01J35/393C07C47/54
Inventor 陈天有徐祖顺
Owner HUBEI UNIV
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