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Salen catalyst for optical polymerization reaction of racemic propylene oxide and preparation method of salen catalyst

A technology of racemic propylene oxide and propylene oxide, which is applied in the direction of cobalt organic compounds, can solve the problems of low enantioselectivity, moisture sensitivity, and difficult operation, and achieve abundant raw material sources, mild reaction conditions, and catalytic highly active effect

Active Publication Date: 2014-09-17
ZHEJIANG UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these catalytic initiation systems have greatly promoted the research on the optical polymerization of propylene oxide, they generally have the disadvantages of complex preparation of the initiation system, low efficiency of the catalytic system, sensitivity to moisture, difficult operation, low enantioselectivity, and poor polymerization. The disadvantages such as low tacticity of the product make the optically active polymer obtained by the reaction and the unreacted optically active propylene oxide unable to achieve sufficient optical purity and optical activity, which greatly affects their performance research and practical use. value

Method used

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  • Salen catalyst for optical polymerization reaction of racemic propylene oxide and preparation method of salen catalyst
  • Salen catalyst for optical polymerization reaction of racemic propylene oxide and preparation method of salen catalyst
  • Salen catalyst for optical polymerization reaction of racemic propylene oxide and preparation method of salen catalyst

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Embodiment 1

[0021] (1) Add 40ml of methanol-ethanol mixture (50 / 50, V / V) into a 100ml three-necked flask, and add 0.9g of (R,R)-1,2-cyclohexanediamine monohydrochloride while stirring. After (R,R)-1,2-cyclohexanediamine monohydrochloride is completely dissolved in the mixed solution of methanol and ethanol, add 1.25g of 3,5-di-tert-butyl salicylaldehyde and stir at room temperature for 24 hours. The solvent was removed by suction filtration under reduced pressure, washed with 20 ml of water and 30 ml of ether, and dried naturally to obtain a white crystalline powder.

[0022]

[0023] (2) Add 150ml of ethanol to a 250ml three-neck flask equipped with a mechanical stirrer, then add 6.51g of biphenol, stir to dissolve, then add 20ml of 4mol / L sodium hydroxide solution, heat and stir until the mixture to 80°C, then 9ml of chloroform was added dropwise, the reaction mixture continued to heat for 1 hour, the excess ethanol and chloroform were distilled, and the pH value was adjusted to 5-6 ...

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Abstract

The invention relates to a salen catalyst for an optical polymerization reaction of a racemic propylene oxide and a preparation method of the salen catalyst. A novel chiral dinuclear Salen complex is synthesized by using 3,5-di-tert-butyl-salicylaldehyde and 3,3 '-dihydroxybiphenyl and (R, R)-cyclohexanediamine as raw materials. The adopted prepared Salen catalyst can initiate the optical polymerization reaction of the racemic propylene oxide, and synchronously realize the resolution of the propylene oxide and the catalytic synthesis of a highly ordered opticalactive polymerization product.

Description

technical field [0001] The invention relates to a salen catalyst for optical polymerization of racemic propylene oxide and a preparation method thereof. Background technique [0002] Propylene oxide is an important organic chemical product. The molecular structure of propylene oxide contains a chiral carbon atom. Using propylene oxide as a raw material, it can be polymerized to obtain an optically active polymer with optical activity. The synthesis method of this type of optically active polymer mainly includes two categories, one is the polymerization of chiral monomers; the other is the optical polymerization of racemic propylene oxide. At present, more than 2 / 3 of the world's propylene oxide monomers are converted into propylene oxide polymerization products every year, but there are almost no optically active polymers. The reasons for this situation are, on the one hand, the high cost of optically active pure propylene oxide raw materials, and on the other hand, the la...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/06C07F15/06
Inventor 张治国蒋成君
Owner ZHEJIANG UNIVERSITY OF SCIENCE AND TECHNOLOGY
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