CN1594585A - 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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- CN1594585A CN1594585A CN 200410019737 CN200410019737A CN1594585A CN 1594585 A CN1594585 A CN 1594585A CN 200410019737 CN200410019737 CN 200410019737 CN 200410019737 A CN200410019737 A CN 200410019737A CN 1594585 A CN1594585 A CN 1594585A
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- lactic acid
- ethyl lactate
- lipase
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- ethanol
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Abstract
The invention discloses a ethyl lactate synthesis enzyme catalysis method in solvent phase and belongs to ethyl lactate preparation technology using lactic acid and ethanol, characterizing in the following steps: using chloroform, tert-butanol or tetrahydrofuran as sovent, or adding in the said solvent of lactic acid and ethanol in ratio of (1:5)-(1:10) and lipase according to 10-30 g enzyme catalysis per mol lactic acid, mixing sufficiently, constant temperature water bath in 60-70 DEG C while lactic acid concentration is 0.3-0.6mol/L, concussion table revolution being controlled 200-250revolution/min, reacting 24-48 hours, obtaining crude products containing ethyl lactate. Advantage of the invention compared with existing ethyl lactate preparation method lies in: temperate reaction condition, low energy consumption, easy operation of separating catalyst and products, apparatus not easy corroding, no pollution, high product quality and yield.
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 |
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| CN1594585A true CN1594585A (en) | 2005-03-16 |
| CN1230550C 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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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007300914A (en) * | 2006-04-13 | 2007-11-22 | Bio Energy Kk | Yeast presenting lipase b derived from candida antarctica on cell surface |
| JP2009142217A (en) * | 2007-12-14 | 2009-07-02 | Tohoku Biomass Giken:Kk | Synthesis method of lactate by enzyme |
| 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 |
| 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 |
| WO2013159347A1 (en) | 2012-04-27 | 2013-10-31 | 孝感市易生新材料有限公司 | Method for continuously producing high-content high-optical-purity lactate |
| CN108486176A (en) * | 2018-05-18 | 2018-09-04 | 天津科技大学 | The saccharomyces cerevisiae and its construction method of a kind of galactopoiesis acetoacetic ester and application |
| US11725220B1 (en) | 2020-08-26 | 2023-08-15 | National Technology & Engineering Solutions Of Sandia, Llc | Production of fusel lactates via biocatalysis |
-
2004
- 2004-06-25 CN CN 200410019737 patent/CN1230550C/en not_active Expired - Fee Related
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007300914A (en) * | 2006-04-13 | 2007-11-22 | Bio Energy Kk | Yeast presenting lipase b derived from candida antarctica on 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 |
| WO2013159347A1 (en) | 2012-04-27 | 2013-10-31 | 孝感市易生新材料有限公司 | Method for continuously producing high-content high-optical-purity lactate |
| CN108486176A (en) * | 2018-05-18 | 2018-09-04 | 天津科技大学 | The saccharomyces cerevisiae and its construction method of a kind of galactopoiesis acetoacetic ester and application |
| 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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| Publication number | Publication date |
|---|---|
| CN1230550C (en) | 2005-12-07 |
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