CN110862313A - Method for extracting D-lactic acid from D-ammonium lactate fermentation liquor - Google Patents
Method for extracting D-lactic acid from D-ammonium lactate fermentation liquor Download PDFInfo
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Abstract
The invention discloses a method for extracting D-lactic acid from D-ammonium lactate fermentation liquor, which comprises the following steps that: (1) carrying out microfiltration on the D-ammonium lactate fermentation liquor to obtain microfiltration fermentation liquor; (2) carrying out ultrafiltration on the microfiltration fermentation liquor obtained in the step (1) to obtain ultrafiltration fermentation liquor; (3) carrying out nanofiltration on the ultrafiltration fermentation liquor obtained in the step (2) to obtain nanofiltration fermentation liquor; (4) decoloring the nanofiltration fermentation liquor obtained in the step (3) to obtain a decolored liquid; (5) performing electrodialysis treatment on the destaining solution obtained in the step (4) to obtain a lactic acid clear solution; (6) and (4) concentrating the lactic acid clear solution obtained in the step (5) to obtain a D-lactic acid product. The lactic acid extraction method is simple and easy to operate, has no waste liquid pollution, low energy consumption, high recovery rate and high product quality, does not produce by-products, and improves the recovery utilization rate of materials.
Description
Technical Field
The invention relates to a method for extracting D-lactic acid from D-ammonium lactate fermentation liquor, belonging to the field of extraction of D-lactic acid.
Background
Lactic acid is one of three major organic acids in the world, and can be widely applied to the fields of food, medicine, chemical industry, agriculture and the like. The special D-lactic acid can be widely applied to the fields of medicine, chemical industry and agriculture. Polylactic acid synthesized by taking D-lactic acid as a monomer becomes a green environment-friendly material with the greatest development prospect in the 21 st century due to good biodegradability and other excellent use characteristics (such as transparency, thermoplasticity, product safety and the like). In addition, the biological pesticide 'Biaoma' and 'Weiba' made from high-purity D-lactic acid can be used as a novel low-toxicity pesticide, can effectively kill weeds and insects, and is economical and reliable. In the market, the price of D-lactic acid with the same grade is 5-10 times more expensive than that of L-lactic acid. Therefore, the production and purification of D-lactic acid have been increasingly emphasized.
The preparation method of lactic acid includes fermentation method, chemical synthesis method and enzyme method. Among them, fermentation and chemical synthesis are industrially applied, and fermentation is mainly used in China.
The traditional lactic acid extraction process is a calcium lactate crystallization-acidolysis process, the process is mature and easy to control, but has the defects of long process route, more unit operations, serious waste liquid pollution, higher energy consumption, lower automation degree of the whole separation process and the like, the recovery rate of lactic acid is generally between 40 and 50 percent, and the obtained product has lower quality.
Disclosure of Invention
In order to overcome the defects of long process route, multiple unit operations, serious waste liquid pollution, high energy consumption, low recovery rate, low product quality and the like in the prior art for extracting the lactic acid, the invention provides a method for extracting the D-lactic acid from the D-ammonium lactate fermentation liquor.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
a method for extracting D-lactic acid from D-ammonium lactate fermentation liquor comprises the following steps in sequence:
(1) carrying out microfiltration on the D-ammonium lactate fermentation liquor to obtain microfiltration fermentation liquor;
(2) carrying out ultrafiltration on the microfiltration fermentation liquor obtained in the step (1) to obtain ultrafiltration fermentation liquor;
(3) carrying out nanofiltration on the ultrafiltration fermentation liquor obtained in the step (2) to obtain nanofiltration fermentation liquor;
(4) decoloring the nanofiltration fermentation liquor obtained in the step (3) to obtain a decolored liquid;
(5) performing electrodialysis treatment on the destaining solution obtained in the step (4) to obtain a lactic acid clear solution;
(6) and (4) concentrating the lactic acid clear solution obtained in the step (5) to obtain a D-lactic acid product.
The lactic acid extraction method is simple and easy to operate, has no waste liquid pollution, low energy consumption, high recovery rate and high product quality.
In order to further improve the product quality and ensure the recovery rate of the lactic acid, in the step (1), the aperture of the microfiltration membrane used for microfiltration is 0.05-0.5 μm. Microfiltration may enable clarification of the fermentation broth.
In order to further improve the product quality and ensure the recovery rate of the lactic acid, the cut-off molecular weight of the ultrafiltration membrane used in the step (2) is 2000-5000D. The ultrafiltration can remove most of macromolecular proteins and some of micromolecular proteins, and can play a role in partial decolorization.
In order to further improve the product quality and ensure the recovery rate of the lactic acid, in the step (3), the cut-off molecular weight of the nanofiltration membrane used for nanofiltration is 300-500D. Nanofiltration may remove part of the pigment.
In order to further improve the product quality and ensure the recovery rate of lactic acid, in the step (4), the decoloring mode is activated carbon column decoloring, the activated carbon is granular activated carbon, the decoloring temperature is 50-70 ℃, and the decoloring time is 30 min-1 h. This can further enhance the decoloring effect, and the activated carbon can be subjected to a regeneration treatment.
In order to improve the recycling rate of the materials, in the step (5), the device used for electrodialysis is a bipolar membrane electrodialysis device. The electrodialysis can change ammonium into ammonia water for recycling, and the ammonium lactate is changed into lactic acid, so that concentrated sulfuric acid is not used in the process.
In order to improve the recovery rate of lactic acid, in the step (6), a reduced pressure distillation mode is adopted for concentration, the operation temperature is 50-70 ℃, and the vacuum degree is 80-200 mbar.
The fermentation strain is a D-lactic acid producing strain with high growth acid production rate, is preserved in China center for type culture Collection (China, Wuhan university) at 12/6 of 2012, is classified and named as lactobacillus (Sporolactis sp.) BS1-5, has the preservation registration number of CCTCC NO. M2012516, and is more specifically classified as lactobacillus inulinus (Sporolactis sp. inulinus).
The preparation method of the D-ammonium lactate fermentation liquor in the step 1) comprises the following steps in sequence:
(1) plate culture: inoculating the bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 30-45 ℃ for 20-48 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 30-45 ℃ for 12-24 h;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 3-15%, the fermentation temperature is 30-45 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 6.0-7.0 by adopting a neutralizing agent.
In the step (1), the components of the plate culture medium are (g/L): 10-30 parts of glucose, 1-3 parts of yeast extract, 1-4 parts of anhydrous sodium acetate, 0.1-0.4 part of anhydrous magnesium sulfate, 1-3 parts of monopotassium phosphate and 15-25 parts of agar; in the step (2), the components of the seed culture medium are (g/L): 10-40 parts of glucose, 1-3 parts of yeast extract, 1-3 parts of peptone, 0.1-0.4 part of anhydrous magnesium sulfate and 10-30 parts of calcium carbonate; in the step (3), the fermentation medium comprises (g/L) glucose 150-180, yeast extract 8-12, corn steep liquor dry powder 4-6 and magnesium sulfate 0.4-0.6.
The fermentation broth containing D-ammonium lactate is obtained through microbial fermentation, and then solid-liquid separation (microfiltration) is carried out, so that the clarification of the fermentation broth can be realized; the ultrafiltration can remove most of macromolecular proteins and some of micromolecular proteins, and can play a part of decoloration role; part of the pigment can be removed through nanofiltration, decoloration can be performed through an activated carbon column, and activated carbon can be regenerated. Ammonium can be changed into ammonia water for recycling through electrodialysis, ammonium lactate is changed into lactic acid, and concentrated sulfuric acid is not used in the process. And finally, concentrating to obtain a D-lactic acid product.
The prior art is referred to in the art for techniques not mentioned in the present invention.
Compared with the prior art, the invention has the following advantages:
(1) the ammonium lactate fermentation liquor is separated, solid-liquid separation and membrane separation can be directly carried out at normal temperature, the continuity is high, the traditional solid-liquid separation for treating the calcium lactate fermentation liquor needs a plate-and-frame filtration method at high temperature, and compared with the traditional treatment mode, the method has the advantages of low energy consumption and high automation degree;
(2) the invention does not need to carry out a long-time acidolysis process at high temperature, only needs to carry out acidification at normal temperature, has short acidification time, avoids the trouble brought to subsequent treatment by the generation of pigment at high temperature, and can greatly reduce the energy consumption;
(3) the invention can effectively reduce the content of protein in the fermentation liquor through the steps of microfiltration and ultrafiltration, thereby greatly reducing the index of nitrogen content in the product;
(4) the method does not produce by-products, and ammonium radicals are directly changed into ammonia water through electrodialysis and can be recycled;
(5) the invention adopts nanofiltration operation to decolorize the fermentation liquor, thereby ensuring the chromaticity of the D-lactic acid product;
(6) the whole process flow of the invention optimizes the operation on the basis of realizing the separation of the high-quality D-lactic acid, and reduces the cost of separation and purification in the production of the D-lactic acid by a fermentation method.
Detailed Description
In order to better understand the present invention, the following examples are further provided to illustrate the present invention, but the present invention is not limited to the following examples.
Example 1
The preparation method of the D-ammonium lactate fermentation liquor comprises the following steps of:
(1) plate culture: inoculating the bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 30 ℃ for 48 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 30 ℃ for 24 hours;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 15%, the fermentation temperature is 30 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 6.0 by adopting a neutralizing agent.
The components of the plate culture medium are as follows (g/L): 10 parts of glucose, 1 part of yeast extract, 1 part of anhydrous sodium acetate, 0.1 part of anhydrous magnesium sulfate, 1 part of monopotassium phosphate and 15 parts of agar.
The seed culture medium comprises the following components in percentage by weight (g/L): 10 parts of glucose, 1 part of yeast extract, 1 part of peptone, 0.1 part of anhydrous magnesium sulfate and 10 parts of calcium carbonate.
The fermentation medium comprises (g/L) glucose 150, yeast extract 8, corn steep liquor dry powder 4 and magnesium sulfate 0.4.
In the fermentation acid production stage, ammonia water is used as a pH regulator, and D-ammonium lactate fermentation liquor of a bacillus production strain is used, wherein the concentration of D-lactic acid is 100g/L, and no residual sugar exists. Performing solid-liquid separation on the fermented D-ammonium lactate solution by microfiltration, wherein the aperture of the microfiltration membrane is 0.05 μm, and performing ultrafiltration by using an ultrafiltration membrane with the molecular weight cutoff of 5000D; performing nanofiltration operation on the ultrafiltered fermentation liquor, wherein the molecular weight cut-off of the nanofiltration membrane is 500D; carrying out activated carbon column decolorization on the fermented liquid after nanofiltration, wherein the decolorization temperature is controlled at 50 ℃, and the decolorization time is 1 h; performing electrodialysis operation on the decolorized fermentation liquor, wherein a bipolar membrane is adopted as an electrodialysis device; finally, carrying out reduced pressure distillation to obtain high-quality D-lactic acid, wherein the reduced pressure distillation operation temperature is 70 ℃, and the vacuum degree is 200 mbar; the content of the obtained D-lactic acid is 90%, and the optical purity is 99%. The total yield of the D-lactic acid product separated and extracted from the fermentation liquor containing the D-ammonium lactate is 86 percent finally.
Example 2:
the preparation method of the D-ammonium lactate fermentation liquor comprises the following steps of:
(1) plate culture: inoculating the bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 45 ℃ for 20 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 45 ℃ for 12 hours;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 3%, the fermentation temperature is 45 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 7.0 by adopting a neutralizing agent.
The components of the plate culture medium are as follows (g/L): 30 parts of glucose, 3 parts of yeast extract, 4 parts of anhydrous sodium acetate, 0.4 part of anhydrous magnesium sulfate, 3 parts of monopotassium phosphate and 25 parts of agar.
The seed culture medium comprises the following components in percentage by weight (g/L): 40 parts of glucose, 3 parts of yeast extract, 3 parts of peptone, 0.4 part of anhydrous magnesium sulfate and 30 parts of calcium carbonate.
The fermentation medium comprises (g/L) glucose 180, yeast extract 12, corn steep liquor dry powder 6 and magnesium sulfate 0.6.
In the fermentation acid production stage, ammonia water is used as a pH regulator, and D-ammonium lactate fermentation liquor of a bacillus production strain is used, wherein the concentration of D-lactic acid is 115g/L, and no residual sugar exists. Performing solid-liquid separation on the fermented D-ammonium lactate solution by microfiltration, wherein the pore diameter of the microfiltration membrane is 0.1 mu m, and then performing ultrafiltration by adopting an ultrafiltration membrane with the molecular weight cutoff of 3000D; performing nanofiltration operation on the ultrafiltered fermentation liquor, wherein the molecular weight cut-off of the nanofiltration membrane is 300D; decolorizing the nanofiltration fermentation liquor with activated carbon column at 50 deg.C for 30 min; performing electrodialysis operation on the decolorized fermentation liquor, wherein a bipolar membrane is adopted as an electrodialysis device; finally, carrying out reduced pressure distillation to obtain high-quality D-lactic acid, wherein the reduced pressure distillation operation temperature is 50 ℃, and the vacuum degree is 80 mbar; the content of the obtained D-lactic acid was 91%, and the optical purity was 99.5%. The total yield of the D-lactic acid product separated and extracted from the fermentation liquor containing the D-ammonium lactate is 85 percent finally.
Example 3:
the preparation method of the D-ammonium lactate fermentation liquor comprises the following steps of:
(1) plate culture: inoculating bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 37 ℃ for 24 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 37 ℃ for 20 hours;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 10%, the fermentation temperature is 37 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 6.5 by adopting a neutralizing agent.
The components of the plate culture medium are as follows (g/L): glucose 20, yeast extract 2, anhydrous sodium acetate 2, anhydrous magnesium sulfate 0.3, potassium dihydrogen phosphate 2 and agar 20.
The seed culture medium comprises the following components in percentage by weight (g/L): glucose 20, yeast extract 2, peptone 2, anhydrous magnesium sulfate 0.3 and calcium carbonate 20.
The fermentation medium comprises (g/L) glucose 160, yeast extract 10, corn steep liquor dry powder 5 and magnesium sulfate 0.5.
In the fermentation acid production stage, ammonia water is used as a pH regulator, and D-ammonium lactate fermentation liquor of a bacillus production strain is used, wherein the concentration of D-lactic acid is 116g/L, and no residual sugar exists. Performing solid-liquid separation on the fermented D-ammonium lactate solution by microfiltration, wherein the aperture of the microfiltration membrane is 0.3 mu m, and then performing ultrafiltration by adopting an ultrafiltration membrane with the molecular weight cutoff of 2000D; performing nanofiltration operation on the ultrafiltered fermentation liquor, wherein the molecular weight cut-off of the nanofiltration membrane is 400D; decolorizing the nanofiltration fermentation liquor by using an activated carbon column, controlling the decolorizing temperature at 60 ℃ and the decolorizing time at 45 min; performing electrodialysis operation on the decolorized fermentation liquor, wherein a bipolar membrane is adopted as an electrodialysis device; finally, carrying out reduced pressure distillation to obtain high-quality D-lactic acid, wherein the reduced pressure distillation operation temperature is 60 ℃, and the vacuum degree is 120 mbar; the content of the obtained D-lactic acid was 92%, and the optical purity was 99.9%. The total yield of the D-lactic acid product separated and extracted from the fermentation liquor containing the D-ammonium lactate is 84 percent finally.
Example 4:
the preparation method of the D-ammonium lactate fermentation liquor comprises the following steps of:
(1) plate culture: inoculating bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 37 ℃ for 24 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 37 ℃ for 20 hours;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 10%, the fermentation temperature is 37 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 6.5 by adopting a neutralizing agent.
The components of the plate culture medium are as follows (g/L): glucose 20, yeast extract 2, anhydrous sodium acetate 2, anhydrous magnesium sulfate 0.3, potassium dihydrogen phosphate 2 and agar 20.
The seed culture medium comprises the following components in percentage by weight (g/L): glucose 20, yeast extract 2, peptone 2, anhydrous magnesium sulfate 0.3 and calcium carbonate 20.
The fermentation medium comprises (g/L) glucose 150, yeast extract 10, corn steep liquor dry powder 5, magnesium sulfate 0.5 and bran 10.
In the fermentation acid production stage, ammonia water is used as a pH regulator, and D-ammonium lactate fermentation liquor of a bacillus production strain is used, wherein the concentration of D-lactic acid is 110g/L, and no residual sugar exists. 5L fermentation liquor with the concentration of 110g/L has about 550g of D-lactic acid.
Taking 5L of fermentation liquor containing 550g D-lactic acid, performing solid-liquid separation by microfiltration, wherein the aperture of a microfiltration membrane is 0.05 μm, the yield of the microfiltration D-lactic acid is 99%, and the mass of the D-lactic acid obtained after microfiltration is 544.5 g; then, ultrafiltration is carried out by adopting an ultrafiltration membrane with the molecular weight cutoff of 2000D, macromolecular protein and pigment are separated, the yield of the ultrafiltered D-lactic acid is 99 percent, and the total mass of the ultrafiltered D-lactic acid is 539.055 g; then, nanofiltration is carried out, the molecular weight cut-off of the nanofiltration is 300D, and the D-lactic acid contained in filtrate obtained after nanofiltration is 528.22 g; decolorizing the fermented liquid after nanofiltration with active carbon column at 60 deg.C for 45min to obtain 501.8g containing D-lactic acid; performing bipolar membrane electrodialysis treatment on the decolorized fermentation liquor to obtain fermentation liquor containing 450g of D-lactic acid; finally, carrying out reduced pressure evaporation to obtain high-quality D-lactic acid, wherein the reduced pressure evaporation operation temperature is 70 ℃, the vacuum degree is 200mbar, the content of the obtained D-lactic acid product is 92%, the optical purity is 99.9%, and 489g of the obtained D-lactic acid product is obtained; the total yield of the D-lactic acid product separated and extracted from the fermentation liquor containing the D-ammonium lactate is 89%.
Claims (9)
1. A method for extracting D-lactic acid from D-ammonium lactate fermentation liquor is characterized by comprising the following steps: the method comprises the following steps:
(1) carrying out microfiltration on the D-ammonium lactate fermentation liquor to obtain microfiltration fermentation liquor;
(2) carrying out ultrafiltration on the microfiltration fermentation liquor obtained in the step (1) to obtain ultrafiltration fermentation liquor;
(3) carrying out nanofiltration on the ultrafiltration fermentation liquor obtained in the step (2) to obtain nanofiltration fermentation liquor;
(4) decoloring the nanofiltration fermentation liquor obtained in the step (3) to obtain a decolored liquid;
(5) performing electrodialysis treatment on the destaining solution obtained in the step (4) to obtain a lactic acid clear solution;
(6) and (4) concentrating the lactic acid clear solution obtained in the step (5) to obtain a D-lactic acid product.
2. The method of claim 1, wherein: in the step (1), the aperture of the microfiltration membrane used for microfiltration is 0.05-0.5 μm.
3. The method of claim 1 or 2, wherein: in the step (2), the cut-off molecular weight of the ultrafiltration membrane used in the ultrafiltration is 2000-5000D.
4. The method of claim 1 or 2, wherein: in the step (3), the molecular weight cut-off of the nanofiltration membrane used for nanofiltration is 300-500D.
5. The method of claim 1 or 2, wherein: in the step (4), the decoloring mode is activated carbon column decoloring, the activated carbon is granular activated carbon, the decoloring temperature is 50-70 ℃, and the decoloring time is 30 min-1 h.
6. The method of claim 1 or 2, wherein: in the step (5), the device used for electrodialysis is a bipolar membrane electrodialysis device.
7. The method of claim 1 or 2, wherein: in the step (6), the concentration is carried out by reduced pressure distillation, the operation temperature is 50-70 ℃, and the vacuum degree is 80-200 mbar.
8. The method of claim 1 or 2, wherein: the preparation method of the D-ammonium lactate fermentation liquor in the step (1) comprises the following steps:
(1) plate culture: inoculating the bacillus BS1-5 to a plate culture medium for anaerobic culture at the culture temperature of 30-45 ℃ for 20-48 h;
(2) seed culture: inoculating the bacillus subjected to plate culture in the step (1) into a seed culture medium for anaerobic culture at the culture temperature of 30-45 ℃ for 12-24 h;
(3) fermentation and acid production: inoculating the seed culture solution obtained in the step (2) into a fermentation culture medium for fermentation to produce acid, wherein the inoculation amount is 3-15%, the fermentation temperature is 30-45 ℃, introducing nitrogen to maintain the anaerobic environment, and controlling the pH of a fermentation system to be 6.0-7.0 by adopting a neutralizing agent.
9. The method of claim 8, wherein: in the step (1), the components of the plate culture medium are (g/L): 10-30 parts of glucose, 1-3 parts of yeast extract, 1-4 parts of anhydrous sodium acetate, 0.1-0.4 part of anhydrous magnesium sulfate, 1-3 parts of monopotassium phosphate and 15-25 parts of agar; in the step (2), the components of the seed culture medium are (g/L): 10-40 parts of glucose, 1-3 parts of yeast extract, 1-3 parts of peptone, 0.1-0.4 part of anhydrous magnesium sulfate and 10-30 parts of calcium carbonate; in the step (3), the fermentation medium comprises (g/L) glucose 150-180, yeast extract 8-12, corn steep liquor dry powder 4-6 and magnesium sulfate 0.4-0.6.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1247570A (en) * | 1996-12-23 | 2000-03-15 | 拉克塔斯坎有限公司 | Fermentative prodn. and isolation of lactic acid |
| CN101392273A (en) * | 2008-11-10 | 2009-03-25 | 南京工业大学 | Clean production process of lactic acid |
| CN107201383A (en) * | 2016-03-18 | 2017-09-26 | 中国石化扬子石油化工有限公司 | It is a kind of to improve the D-ALPHA-Hydroxypropionic acid production method that D-ALPHA-Hydroxypropionic acid produces intensity |
-
2018
- 2018-08-27 CN CN201810980848.3A patent/CN110862313A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1247570A (en) * | 1996-12-23 | 2000-03-15 | 拉克塔斯坎有限公司 | Fermentative prodn. and isolation of lactic acid |
| CN101392273A (en) * | 2008-11-10 | 2009-03-25 | 南京工业大学 | Clean production process of lactic acid |
| CN107201383A (en) * | 2016-03-18 | 2017-09-26 | 中国石化扬子石油化工有限公司 | It is a kind of to improve the D-ALPHA-Hydroxypropionic acid production method that D-ALPHA-Hydroxypropionic acid produces intensity |
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