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Method for preparing methylene carbonic ester by using enzymic method

A technology of methylene carbonate and enzymatic preparation, applied in fermentation and other directions, can solve problems such as high price, and achieve the effects of high universality, mild reaction conditions and simple process.

Inactive Publication Date: 2014-06-18
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The most widely used commercial Candida antarctica lipase B is Novozym 435 immobilized in macroporous acrylic resin, which is expensive

Method used

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  • Method for preparing methylene carbonic ester by using enzymic method
  • Method for preparing methylene carbonic ester by using enzymic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] In the ionic liquid [Emim][PF 6 ]Candida antarctica lipase B (CALB) catalyzed the reaction of dimethyl carbonate and 1,3-propanediol to prepare 1,3-dioxane-2-one. Dimethyl carbonate and 1,3-propanediol at a ratio of 1:10, then add Candida antarctica lipase B with 3% of the total mass of dimethyl carbonate and 1,3-propanediol, stir the reaction in air, ionic liquid 2mL / g (based on ester weight, w / w), water content 1% (based on ester weight, w / w), reaction temperature 55°C, take the reaction solution for 1,3-dioxane at regular intervals - Analysis of 2-ketone content. Analysis process: Take 50 μL of the reaction solution and centrifuge to separate layers, take 10 μL of the upper layer sample, dissolve it in 290 μL cyclohexane, shake well, then add 300 μL of n-heptane (2 mg / mL) as an internal standard; The yield of 1,3-dioxan-2-one in the reactant was determined by chromatography, and the chromatographic column was SE-54 type. The specific test conditions are as follow...

Embodiment 2

[0040] In the ionic liquid [Bmim][PF 6 ] Candida antarctica lipase B catalyzes the reaction of dimethyl carbonate and 1,2-propanediol to prepare propylene carbonate. The reaction conditions are as follows: add dimethyl carbonate and 1,2- Propylene glycol, then add Candida antarctica lipase B with a total mass of 1.5% of dimethyl carbonate and 1,2-propanediol, stir the reaction in air, ionic liquid 2mL / g (based on ester weight, v / w), water content 1 % (based on ester weight, w / w), the reaction temperature was 60°C, and the reaction solution was taken at regular intervals for analysis of propylene carbonate content. Analysis process: Take 50 μL of the reaction solution and centrifuge to separate layers, take 10 μL of the upper layer sample, dissolve it in 290 μL cyclohexane, shake well, then add 300 μL of n-heptane (2 mg / mL) as an internal standard; The yield of propylene carbonate in the reactant was determined by chromatography, and the chromatographic column was SE-54 type. ...

Embodiment 3

[0046] In ionic liquids [Emim][BF 4 ] Candida antarctica lipase B catalyzes the reaction of dimethyl carbonate and ethylene glycol to prepare ethylene carbonate. The reaction conditions are as follows: add dimethyl carbonate and 1,2-propylene glycol in a molar ratio of 1:12 to the reaction vessel, Then add Candida antarctica lipase B with 12% total mass of dimethyl carbonate and 1,2-propanediol, stir in the air, ionic liquid 2mL / g (based on ester weight, v / w), water content 1% ( Based on ester weight (w / w), the reaction temperature is 25-65° C., and after 48 hours of reaction time, the reaction solution is taken for ethylene carbonate content analysis. Analysis process: Take 50 μL of the reaction solution and centrifuge to separate layers, take 10 μL of the upper layer sample, dissolve it in 290 μL cyclohexane, shake well, then add 300 μL of n-heptane (2 mg / mL) as an internal standard; The yield of ethylene carbonate in the reactant was determined by chromatography, and the c...

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Abstract

The invention discloses a method for preparing methylene carbonic ester by using an enzymic method, which belongs to the field of biochemical engineering, and. The method for preparing the methylene carbonic ester comprises the following steps: adding diol and dimethyl carbonate in a mole ratio of 1:(1-20) into a reaction container taking an ion liquid as a reaction medium or without a solvent, further adding candida antarctica lipase B which accounts for 1-25% of the total mass of the diol and dimethyl carbonate, stirring for reaction in air for 1-160 hours at 25-75 DEG C, performing transesterification reaction, and after the reaction, treating to obtain a product, namely, the methylene carbonic ester. The method has the advantages of high conversion rate, high selectivity, high universality, simple process, environment-friendliness and the like.

Description

technical field [0001] The invention belongs to the field of biochemical industry, and also belongs to the field of organic catalysis and chemical transformation, and green and renewable technology, and particularly relates to a method for enzymatically preparing methylene carbonate. In the method, ionic liquid is added as a reaction medium to improve the conversion rate. Background technique [0002] Biodegradable biomedical polymer materials are increasingly used in the fields of surgical sutures, drug controlled release systems, and tissue repair because they do not require secondary surgery to remove the implant after use. Among them, biodegradable polycarbonate has been widely used in degradable binding devices, drug controlled release systems, tissue implants due to its good biocompatibility, adjustable structure and mechanical properties. and tissue regeneration materials, some products have been commercialized. This type of biodegradable polycarbonate is prepared by...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P17/04C12P17/06
Inventor 张海波周耀靓周晓海
Owner WUHAN UNIV
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