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Preparation method of L-proline-loaded temperature/magnetism double responsive functional hybrid microspheres

A technology for hybridizing microspheres and proline, which can be used in the preparation of organic compounds, organic chemistry methods, chemical instruments and methods, etc., and can solve problems such as low catalyst recovery rate

Active Publication Date: 2017-02-22
TAIYUAN UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the recovery rate of the catalyst after the reaction is low

Method used

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  • Preparation method of L-proline-loaded temperature/magnetism double responsive functional hybrid microspheres
  • Preparation method of L-proline-loaded temperature/magnetism double responsive functional hybrid microspheres
  • Preparation method of L-proline-loaded temperature/magnetism double responsive functional hybrid microspheres

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Embodiment Construction

[0030] Step 1. Add 9 ml of trifluoroacetic acid CF to the round bottom flask 3 CO 2 H, placed in an ice-water bath, 3.81 g of dry trans-4-hydroxy-L-proline C 5 h 9 NO 3 Slowly add to the round bottom flask, the dropping time is 5-10 minutes, stir during the dropping, and continue to stir for 5 minutes after all the dropping, then remove the insoluble matter, keep the remaining solution in the round bottom flask, then add 0.3 mL of trifluoromethanesulfonate CF 3 SO 3 H, after standing for 5 minutes, continue to add 4.6 ml of acryloyl chloride C 3 h 3 OCl, remove the flask from the ice-water bath, and exotherm the solution in the round-bottomed flask with stirring at room temperature. After 20 min, add 1 mL of trifluoroacetic acid CF 3 SO 3 H, to obtain a colorless clear liquid, continue to stir at room temperature for 1 hour and 40 minutes, cool in an ice-water bath, then slowly add 54 ml of a mixed solution of ethyl acetate and petroleum ether with a volume ratio of 1:...

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Abstract

The invention discloses a preparation method of L-proline-loaded temperature / magnetism double responsive functional hybrid microspheres. The technical point is as follows: a temperature-sensitive amphipathic block polymer is obtained by polymerizing functional L-proline ProlA, a temperature-sensitive monomer N-isopropylacrylamide NIPAM and a hydrophilic monomer oligomeric ethylene glycol acrylate OEGA by virtue of a reversible addition fragmentation chain transfer (RAFT) polymerization method and is loaded to magnetic Fe3O4 nanoparticles by virtue of a ''click chemistry'' method so as to obtain the temperature / magnetism double responsive hybrid microspheres. The hybrid microspheres can be used for catalyzing direct asymmetric Aldol reaction in a water phase, and the temperature of a reaction system is higher than a lower critical solution temperature (LCST) of the block polymer, so that the improvement of the catalytic efficiency of the Aldol reaction and the release of organic products are benefited; and by virtue of the magnetism, the hybrid microspheres can be efficiently separated and recycled and repeatedly used.

Description

technical field [0001] The invention belongs to the field of polymer catalysts and their synthesis, and in particular relates to a method for preparing hybrid microspheres loaded with functionalized L-proline and having temperature / magnetic dual responsiveness. Background technique [0002] L-proline is a natural chiral organic small molecule with abundant content in nature. It has a simple structure and easy-to-obtain raw materials. As a chiral catalyst, L-proline shows good catalytic performance in a variety of asymmetric catalytic reactions, so it becomes an important chiral catalyst in asymmetric Aldol reactions. L-proline catalyzed direct asymmetric Aldol reaction has many advantages, however, the reaction needs to be carried out in a highly polar organic solvent to stabilize the catalytically active intermediate, and L-proline has poor solubility in organic solvents and requires a large amount of catalyst , the catalytic efficiency is low, and it is difficult to separ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/28B01J35/08C07B53/00C07D207/16C07D207/24C07C201/12C07C205/45
CPCC07B53/00C07C201/12C07D207/16C07D207/24B01J31/28C07B2200/07B01J2231/342B01J35/51C07C205/45
Inventor 申迎华徐伟伟刘宽邱丽温幸李兴杨新林
Owner TAIYUAN UNIV OF TECH
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