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Application method of ultrafiltration membrane in continuous resolution of D-trans-DE chrysanthemic acid

An application method and ultrafiltration membrane technology are applied in the field of continuous separation of chiral right-trans DE chrysanthemic acid by ultrafiltration membranes, which can solve the problems of low utilization rate of resolution enzymes, increased cost, enzyme inactivation, etc., and achieve The effect of reducing the size of the splitting equipment, increasing the conversion rate, and good economic efficiency

Active Publication Date: 2019-09-20
JIANGSU YANGNONG CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The dextrochrysanthemic acid product and ethyl chrysanthemic acid hydrolase are separated by splitting. Conventional acidification and solvent extraction cannot be effectively separated, resulting in inactivation of the enzyme, resulting in low utilization of the split enzyme, resulting in increased cost

Method used

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  • Application method of ultrafiltration membrane in continuous resolution of D-trans-DE chrysanthemic acid
  • Application method of ultrafiltration membrane in continuous resolution of D-trans-DE chrysanthemic acid

Examples

Experimental program
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Embodiment 1

[0028] Three-stage series reactors, continuous to one-stage reaction according to ethyl chrysanthemum acid: 5% disodium hydrogen phosphate-sodium dihydrogen phosphate buffer: esterase (esterase concentrate) = 1:10:0.005 (0.05) ratio Addition, temperature 45°C, pH control 10.5, reaction residence time 60hr, resolution utilization rate of ethyl chrysanthemum acid 90%, split liquid standing still to obtain split water layer, roll-type ultrafiltration membrane, cut-off molecular weight 5000, membrane ultrafiltration The filtration start pressure is 0.2MPa, the ultrafiltration end pressure is 0.6MPa, the ultrafiltration temperature is 35-45°C, the concentration ratio is 15 times, and the esterase cut-off rate is 95%. The ultrafiltered water is subjected to acidification and extraction to obtain dextrapanthemic acid, e.e99%. The highly active esterase used in this example is EYN045 esterase commercially available from Sigma, USA.

Embodiment 2

[0030] Four-stage series reactors, continuous to one-stage reaction according to the ratio of ethyl chrysanthemum acid: 5% disodium hydrogen phosphate-sodium dihydrogen phosphate buffer: esterase (esterase concentrate) = 1:10:0.005 (0.05) Addition, temperature 40°C, pH control 10, reaction residence time 72hr, resolution utilization rate of ethyl chrysanthemum acid 95%, split liquid standing still to obtain split water layer, through 37-channel ceramic ultrafiltration membrane, cut-off pore size 10nm, membrane The ultrafiltration TMP pressure is 0.2MPa, the ultrafiltration temperature is 35-45°C, the concentration ratio is 10 times, and the esterase cut-off rate is 90%. The ultrafiltered water is subjected to acidification and extraction to obtain dextrapanthemic acid, e.e99%. The highly active esterase used in this example is a commercially available esterase from Sigma, USA: EYN065 esterase.

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Abstract

The invention discloses an application method of an ultrafiltration membrane in continuous resolution of D-trans-DE chrysanthemic acid; with DE chrysanthemate as a raw material and highly active esterase as a catalyst, an organic salt or inorganic salt aqueous solution reaction buffer system is subjected to continuous enzyme resolution. The enzymatic resolution is continuously subjected to 1-5 stage resolution reaction. The resolution reaction liquid is stratified by sedimentation. The resolution water layer is concentrated by the ultrafiltration membrane, a chrysanthemate esterase concentrated liquid is obtained, and the concentrated liquid is continuously returned to the resolution system; the D-trans-DE chrysanthemic acid is obtained by ultrafiltration water producing acidification treatment. The method has the advantages of high resolution efficiency, simplified process, and efficient recovery of resolution esterase, and greatly improves the utilization rate of the resolution esterase.

Description

technical field [0001] The invention relates to an application method of an ultrafiltration membrane in the continuous resolution of right-trans-DE chrysanthemic acid, in particular to an application method of an ultra-filtration membrane in the continuous resolution of chiral right-trans-DE chrysanthemic acid; A high-purity chiral right trans-DE chrysanthemic acid resolution method. Background technique [0002] DE chrysanthemum acid (chrysanthemic acid), chemical name 2,2-dimethyl-3-(2-methyl-1-propenyl) cyclopropanecarboxylic acid, is an important intermediate for the synthesis of pyrethroid insecticides, Its structure is as follows: [0003] [0004] The hydrolysis of the isomers of racemic ethyl chrysanthemic acid gives four isomers of chrysanthemic acid. Studies have shown that the pyrethrins formed by the four isomers of chrysanthemic acid and a certain structure of chrysanthemum alcohol have great differences in their insecticidal properties, and the pyrethrins ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/40C07C51/43C07C61/37
CPCC12P7/40C07C51/43C07C61/37Y02P20/584
Inventor 周其奎姜友法王振锋冯广军吴必俊
Owner JIANGSU YANGNONG CHEM