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Preparation method of macromolecule loaded quinine type compound

A technology of polymer loading and cinchona alkali, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, chemical/physical processes, etc., can solve the problem of increasing the amount of solvent used, limiting, and limiting the application of catalysts Range and other issues, to achieve the effect of excellent performance

Inactive Publication Date: 2009-04-29
SHANGHAI SECOND POLYTECHNIC UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The biggest disadvantage of these supports is as follows: On the one hand, specific solvents need to be added to dissolve or swell these immobilized chiral catalysts during the catalytic reaction. Different supports need to be dissolved or swelled in different solvents. It is necessary to add a specific precipitant to precipitate the carrier, which not only greatly increases the amount of solvent used, but also the application of the catalyst is limited by the type of solvent, thereby limiting the scope of application of the catalyst; on the other hand, when the catalyst is recovered, it is easy to cause catalyst Loss
Excessive use of solvents also causes cost increases and environmental burdens

Method used

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  • Preparation method of macromolecule loaded quinine type compound
  • Preparation method of macromolecule loaded quinine type compound
  • Preparation method of macromolecule loaded quinine type compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Example 1 Synthesis of a macroporous cross-linked polystyrene carrier with a cross-linking degree of 10%

[0057] In a 250mL three-neck flask equipped with mechanical stirring and a condenser, add 0.3g of gelatin and 150mL of distilled water, heat and stir to dissolve the gelatin, then add 20mL of n-heptane, 18g of styrene, 2g of divinylbenzene, and 0.2g of BPO ( added to styrene). Start the mechanical stirring and control the stirring speed so that the droplet is controlled within an appropriate range. Gradually raise the temperature to 70oC, keep it warm for 2 hours, then raise the temperature to 85oC, keep it warm for 4 hours and then raise it to 95oC, keep it warm for 1 hour, filter, wash with hot water several times, extract with acetone and dry for later use. That is, a macroporous cross-linked polystyrene resin with a cross-linking degree of 10% was obtained.

Embodiment 2

[0058] Example 2 Synthesis of a macroporous cross-linked polystyrene carrier with a cross-linking degree of 6%

[0059] In a 250mL three-necked flask equipped with mechanical stirring and a condenser, add 0.3g of gelatin, 150mL of distilled water, heat and stir to dissolve the gelatin, then add 20mL of n-heptane, 18.8g of styrene, 1.2g of divinylbenzene, and 0.2 g (added to styrene). Start the mechanical stirring and control the stirring speed so that the droplet is controlled within an appropriate range. Gradually raise the temperature to 70°C, keep warm for 2 hours, then raise the temperature to 85°C, keep warm for 4 hours, then rise to 95°C, keep warm for 1 hour, filter, wash with hot water several times, extract with acetone and dry for later use. That is, a macroporous cross-linked polystyrene resin with a cross-linking degree of 6% was obtained.

Embodiment 3

[0060] Example 3 Synthesis of a macroporous cross-linked polystyrene carrier with a cross-linking degree of 50%

[0061] In a 250mL three-necked flask equipped with mechanical stirring and a condenser tube, add 0.3g of gelatin and 150mL of distilled water, heat and stir to dissolve the gelatin, then add 20mL of n-heptane, 10g of styrene, 10g of divinylbenzene, and 0.2g of BPO ( added to styrene). Start the mechanical stirring and control the stirring speed so that the droplet is controlled within an appropriate range. Gradually raise the temperature to 70°C, keep warm for 2 hours, then raise the temperature to 85°C, keep warm for 4 hours, then rise to 95°C, keep warm for 1 hour, filter, wash with hot water several times, extract with acetone and dry for later use. That is, a macroporous cross-linked polystyrene resin with a cross-linking degree of 50% was obtained.

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Abstract

The invention provides a preparation method used for preparing compounds such as cinchona alkaloid loaded by polymer, comprising the steps as follows: with the existence of organic solvent and inorganic alkali or organic alkali, the compounds such as the cinchona alkaloid reacts with chloromethylated porous polystyrene resin for 10-60 at the temperature ranging from 20 DEG C to a reflux temperature; subsequently, the resin is filtrated; and the molar ratio of chloromethyl and alkali in the porous polystyrene resin of the compounds such as the cinchona alkaloid is 0.6-2.5:1:1.0-3.0. The compounds such as the cinchona alkaloid loaded by polymer prepared by the method is used as the catalyst, has simple operation, can be circularly used, is friendly to the environment, and can be more widely applied to the preparation of chiral compounds.

Description

technical field [0001] The invention relates to a preparation method of a class of polymer-supported chiral catalysts, in particular to a preparation method of polymer-supported cinchona alkaloid compounds. Background technique [0002] Although chiral compounds have the same molecular composition, their enantiomers are mirror images of each other and cannot overlap. The enantiomers of chiral compounds have many identical physical and chemical properties, such as melting point, solubility, etc., but there are also some physical and chemical properties that are different, such as optical activity, odor, etc. These differences are especially manifested in biochemical reactions closely related to organisms , such as the pharmacological properties of chiral compounds. Studies have shown that some enantiomers have similar pharmacological properties, one enantiomer in some chiral compounds has a therapeutic effect, while the other has no therapeutic effect, and some enantiomers i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06C08F12/08
Inventor 管传金
Owner SHANGHAI SECOND POLYTECHNIC UNIVERSITY
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