CN1230550C - Process for enzymatic synthesis of ethyl lactate in solvent phase - Google Patents
Process for enzymatic synthesis of ethyl lactate in solvent phase Download PDFInfo
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- CN1230550C CN1230550C CN 200410019737 CN200410019737A CN1230550C CN 1230550 C CN1230550 C CN 1230550C CN 200410019737 CN200410019737 CN 200410019737 CN 200410019737 A CN200410019737 A CN 200410019737A CN 1230550 C CN1230550 C CN 1230550C
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- lactic acid
- lipase
- ethyl lactate
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- alcohol
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Abstract
The present invention discloses a method for enzymatic synthesis of ethyl lactate in a solvent phase, which belongs to a technology for preparing ethyl lactate by using lactic acid and alcohol. The method carries out enzymatic synthesis in the solvent phase by taking the lactic acid and the alcohol as raw materials. The present invention is characterized in that the method comprises the following courses: in chloroform or tertiary butyl alcohol or tetrahydrofuran as a solvent or the mixed solvent made of the solvents, lactic acid and alcohol are added according to the molar ratio of the lactic acid to the alcohol: 1:5 to 1:10, and lipase is added to 10 to 30g of kinase catalyst according to each mole lactic acid; the lactic acid, the alcohol and the lipase react for 24 hr to 48 hr after completely mixed to manufacture a crude product containing the ethyl lactate in aqueous thermostat under the conditions that the lactic acid concentration in the reaction liquid is from 0.3 mol/l to 0.6 mol/l, the temperature is from 60 to 70 DEG C and the rotation number of a shaking table is controlled between 200 revolutions/minute to 250 revolutions/minute. Compared with the existing ethyl lactate preparation method, the present invention has the advantages of milder reaction condition, lower energy consumption, no environment pollution, higher production quality and production capacity. The catalyst and the product are easy to isolate and control, and the apparatus is not easy to corrode.
Description
Technical field
The present invention relates to the method for lactate synthesis enzyme catalysis ethyl ester in a kind of solvent phase, is to belong to lactic acid and ethanol preparation ethyl lactate technology.
Technical background
Ethyl lactate manufacturer adopts the technology of traditional sulphuric acid catalysis, benzene dehydration esterification mostly at present.This technology is summarized as follows: lactic acid (content 80%) and ethanol (92～93%) are pressed a certain proportion ingredient, add the vitriol oil as catalyzer, add a large amount of benzene as dewatering agent.Then in esterifying kettle (tower) internal heating backflow esterification, form ternary azeotrope and the water that produces in the water that contains in the raw material and the esterification process is removed by benzene, ethanol, water three, to improve the one-tenth ester rate of lactic acid.After esterification finished, the mixture of recovery part ethanol and benzene heated atmospheric distillation then in rectifying still (tower).Reclaim 147～157 ℃ of fractions and obtain the ethyl lactate product.Above-mentioned production process since self technology there are the following problems:: (1) lactic acid and dilute sulphuric acid are decomposed into acetaldehyde and formic acid when hot altogether, generate rac-Lactide when hot altogether with dewatering agent; (2) ethyl lactate and water dissolve each other fully; (3) lactic raw material itself contains the water about 20%.Therefore, causing lactic acid yield low, only is 55～65%, the raw material consumption height, and the production cycle is long, and poor product quality, and ethyl lactate has the smell of tangible benzene, does not meet food hygienic standard.
Summary of the invention
The object of the present invention is to provide the method for lactate synthesis enzyme catalysis ethyl ester in a kind of solvent phase, this method is simple in production process, the productive rate height.
For achieving the above object, the present invention is realized by following technical proposals: with lactic acid and ethanol is the method for raw material lactate synthesis enzyme catalysis ethyl ester in solvent phase, it is characterized in that comprising following process: with chloroform, the trimethyl carbinol or tetrahydrofuran (THF) are solvent, or in the mixed solvent of above-mentioned solvent, press lactic acid and alcoholic acid mol ratio=(1: 5)～(1: 10) and add lactic acid and ethanol, and the enzyme catalyst of pressing every molar lactic acid 10～30g adds lipase, after mixing fully, and lactic acid concn is 0.3～0.6mol/L and under 60～70 ℃ of temperature in reaction solution, in water bath with thermostatic control, the shaking table revolution is controlled at 200～250 rev/mins, reacted 24～48 hours, and made the crude product that contains ethyl lactate.
Above-mentioned lipase is immobilized candida antarctica lipase B, immobilization mucormycosis lipase or fine hair detritus mould lipase.
The present invention compares with existing ethyl lactate preparation method, and its advantage is: the reaction conditions gentleness, and energy consumption is low, and catalyzer and product are easily separated easy to operate, and equipment is not perishable, non-environmental-pollution, quality product and output height.
Embodiment
Below in that the invention will be further described with example.
Example one:
Raw material is formed: lactic acid (85%), dehydrated alcohol
Lactic acid: ethanol (mol ratio)=1: 9, mixed reactant is 0.5g altogether, and catalyzer uses fine hair detritus mould lipase, and consumption is 50mg, adds tetrahydrofuran (THF) 5mL again and makes solvent.
Above raw material adds in the 50mL tool plug Erlenmeyer flask successively, makes 70 ℃ of water bath with thermostatic control vibrator controlled temperature, and 200 rev/mins of revolutions reacted 24 hours.Products obtained therefrom adopts gas chromatographic analysis, and the productive rate of ethyl lactate is 73.9%.
Example two:
Raw material is formed: lactic acid (85%), ethanol (anhydrous)
Lactic acid: ethanol (mol ratio)=1: 6, mixed reactant is 0.7g altogether, and catalyzer uses immobilized candida antarctica lipase B, and consumption is 80mg, adds chloroform 5mL again and makes solvent.
Above raw material adds in the 50ml tool plug Erlenmeyer flask successively, makes 60 ℃ of water bath with thermostatic control vibrator controlled temperature, and 250 rev/mins of revolutions reacted 48 hours.Products obtained therefrom adopts gas chromatographic analysis, and the productive rate of ethyl lactate is 76.4%.
Example three:
Raw material is formed: lactic acid (85%), ethanol (anhydrous)
Lactic acid: ethanol (mol ratio)=1: 8, mixed reactant is 0.7g altogether, and catalyzer uses immobilization mucormycosis lipase, and consumption is 80mg, adds trimethyl carbinol 5mL again and makes solvent.
Above raw material adds in the 50mL tool plug Erlenmeyer flask successively, makes 60 ℃ of water bath with thermostatic control vibrator controlled temperature, and 200 rev/mins of revolutions reacted 24 hours.Products obtained therefrom adopts gas chromatographic analysis, and the productive rate of ethyl lactate is 73.5%.
Example four:
Raw material is formed: lactic acid (85%), ethanol (anhydrous)
Lactic acid: ethanol (mol ratio)=1: 10, mixed reactant is 0.9g altogether, and catalyzer uses immobilization mucormycosis lipase, and consumption is 50mg, adds the trimethyl carbinol, chloroform (volume ratio 1: 1) mixed solvent 5mL again.
Above raw material adds in the 50mL tool plug Erlenmeyer flask successively, makes 70 ℃ of water bath with thermostatic control vibrator controlled temperature, and 200 rev/mins of revolutions reacted 30 hours.Products obtained therefrom adopts gas chromatographic analysis, and the productive rate of ethyl lactate is 74.2%.
Example five:
Raw material is formed: lactic acid (85%), ethanol (anhydrous)
Lactic acid: ethanol (mol ratio)=1: 10, mixed reactant is 0.9g altogether, and catalyzer uses immobilized candida antarctica lipase B, and consumption is 50mg, adds tetrahydrofuran (THF), the trimethyl carbinol (volume ratio 1: 2) mixed solvent 5mL again.
Above raw material adds in the 50mL tool plug Erlenmeyer flask successively, makes 60 ℃ of water bath with thermostatic control vibrator controlled temperature, and 200 rev/mins of revolutions reacted 24 hours.Products obtained therefrom adopts gas chromatographic analysis, and the productive rate of ethyl lactate is 72.1%.
Claims (2)
1, the method of lactate synthesis enzyme catalysis ethyl ester in a kind of solvent phase, this method is a raw material with lactic acid and ethanol, enzyme catalysis is synthesized in solvent phase, it is characterized in that comprising following process: with chloroform, the trimethyl carbinol or tetrahydrofuran (THF) are solvent, or in the mixed solvent of above-mentioned solvent, press lactic acid and alcoholic acid mol ratio=(1: 5)～(1: 10) and add lactic acid and ethanol, and the enzyme catalyst of pressing every molar lactic acid 10～30g adds lipase, after mixing fully, and lactic acid concn is 0.3～0.6mol/L and under 60～70 ℃ of temperature in reaction solution, in water bath with thermostatic control, the shaking table revolution is controlled at 200～250 rev/mins, reacted 24～48 hours, and made the crude product that contains ethyl lactate.
2, by the method for lactate synthesis enzyme catalysis ethyl ester in the described solvent phase of claim 1, it is characterized in that: lipase is immobilized candida antarctica lipase B, immobilization mucormycosis lipase or fine hair detritus mould lipase.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410019737 CN1230550C (en) | 2004-06-25 | 2004-06-25 | Process for enzymatic synthesis of ethyl lactate in solvent phase |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410019737 CN1230550C (en) | 2004-06-25 | 2004-06-25 | Process for enzymatic synthesis of ethyl lactate in solvent phase |
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| Publication Number | Publication Date |
|---|---|
| CN1594585A CN1594585A (en) | 2005-03-16 |
| CN1230550C true CN1230550C (en) | 2005-12-07 |
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| CN 200410019737 Expired - Fee Related CN1230550C (en) | 2004-06-25 | 2004-06-25 | Process for enzymatic synthesis of ethyl lactate in solvent phase |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5438259B2 (en) * | 2006-04-13 | 2014-03-12 | Ｂｉｏ−ｅｎｅｒｇｙ株式会社 | Yeast presenting Candida antarctica-derived lipase B on the cell surface |
| JP2009142217A (en) * | 2007-12-14 | 2009-07-02 | Tohoku Biomass Giken:Kk | Synthesis method of lactate by enzyme |
| CN102492738A (en) * | 2011-12-08 | 2012-06-13 | 北京工商大学 | Novel technology for preparing natural ethyl-3-methyl-thiopropionate spice and ester spice prepared by novel technology |
| CN102492739A (en) * | 2011-12-15 | 2012-06-13 | 北京工商大学 | New technology for preparing natural acetic acid 3-methylthio proply ester spice and ester spice thereof |
| EP2842932A4 (en) | 2012-04-27 | 2015-12-23 | Xiaogan Esun New Material Co Ltd | Method for continuously producing high-content high-optical-purity lactate |
| CN108486176B (en) * | 2018-05-18 | 2021-08-03 | 天津科技大学 | Saccharomyces cerevisiae for producing ethyl lactate and construction method and application thereof |
| US11725220B1 (en) | 2020-08-26 | 2023-08-15 | National Technology & Engineering Solutions Of Sandia, Llc | Production of fusel lactates via biocatalysis |
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