CN113292418A - Method for preparing high-purity lactic acid by taking heavy-phase lactic acid as raw material - Google Patents
Method for preparing high-purity lactic acid by taking heavy-phase lactic acid as raw material Download PDFInfo
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- CN113292418A CN113292418A CN202110589328.1A CN202110589328A CN113292418A CN 113292418 A CN113292418 A CN 113292418A CN 202110589328 A CN202110589328 A CN 202110589328A CN 113292418 A CN113292418 A CN 113292418A
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 title claims abstract description 190
- 239000004310 lactic acid Substances 0.000 title claims abstract description 94
- 235000014655 lactic acid Nutrition 0.000 title claims abstract description 94
- 238000000034 method Methods 0.000 title claims abstract description 20
- 239000002994 raw material Substances 0.000 title claims abstract description 19
- 239000013078 crystal Substances 0.000 claims abstract description 50
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims abstract description 48
- 239000001527 calcium lactate Substances 0.000 claims abstract description 48
- 229960002401 calcium lactate Drugs 0.000 claims abstract description 48
- 235000011086 calcium lactate Nutrition 0.000 claims abstract description 48
- 238000002425 crystallisation Methods 0.000 claims abstract description 45
- 230000008025 crystallization Effects 0.000 claims abstract description 45
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000012452 mother liquor Substances 0.000 claims abstract description 12
- 238000001223 reverse osmosis Methods 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims abstract description 8
- 238000007865 diluting Methods 0.000 claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 7
- 238000001728 nano-filtration Methods 0.000 claims abstract description 6
- 238000005342 ion exchange Methods 0.000 claims abstract description 5
- 239000012528 membrane Substances 0.000 claims abstract description 5
- 238000000526 short-path distillation Methods 0.000 claims abstract description 5
- 238000007670 refining Methods 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims description 27
- 238000001914 filtration Methods 0.000 claims description 19
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- 238000001816 cooling Methods 0.000 claims description 15
- 239000002002 slurry Substances 0.000 claims description 12
- 239000012535 impurity Substances 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 3
- 238000000199 molecular distillation Methods 0.000 claims description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 abstract description 4
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract 1
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 8
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
- 241001550224 Apha Species 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229930182843 D-Lactic acid Natural products 0.000 description 2
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229940022769 d- lactic acid Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 102000003855 L-lactate dehydrogenase Human genes 0.000 description 1
- 108700023483 L-lactate dehydrogenases Proteins 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/02—Preparation of carboxylic acids or their salts, halides or anhydrides from salts of carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
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Abstract
The invention discloses a method for preparing high-purity lactic acid by taking heavy-phase lactic acid as a raw material, which comprises the following steps: (1) diluting; (2) decoloring; (3) neutralizing; (4) primary crystallization; (5) secondary crystallization; (6) dissolving; (7) primary crystallization; (8) secondary crystallization; (9) reverse osmosis concentration; heating the crystallization mother liquor in the step (8) through a reverse osmosis membrane to remove water; (10) crystallizing; (11) dissolving; adding water to dissolve the calcium lactate crystals in the steps (7), (8) and (10), controlling the temperature to be 50-70 ℃, and controlling the concentration of the calcium lactate feed liquid to be 40-50%. (12) Refining lactic acid; and (3) preparing the high-purity lactic acid from the lactic acid solution in the step (11) through acidolysis, decoloration, ion exchange, nanofiltration, concentration and short-path distillation. The invention adopts the heavy phase lactic acid as the raw material to produce the lactic acid and the lactate without adding an organic solvent, solves the restriction factor of the production of the polymer grade lactic acid and reasonably utilizes the resources.
Description
Technical Field
The invention relates to a process for producing high-purity lactic acid by lactate crystallization and purification, in particular to a method for preparing high-purity lactic acid by taking heavy-phase lactic acid as a raw material.
Background
With the development of society, especially the progress of science and technology, the rapid development of social productivity is greatly promoted, and the living standard of people is greatly improved; people enjoy the happiness brought by social progress, and meanwhile, the demand and attention to the quality of life, especially dairy products, are more and more emphasized.
Lactic acid, an important natural organic acid, is known under the name 2-hydroxypropionic acid and has a relative molecular mass of 90.08. Lactic acid contains one chiral carbon atom in its molecule, so that it has optical activity, and has two optical active configurations, including L-lactic acid and D-lactic acid. Lactic acid is a biological metabolite or metabolic intermediate widely existing in animals, plants and microorganisms, and only L-lactate dehydrogenase capable of metabolizing L-lactic acid exists in human and animal bodies, so that the configuration of lactic acid is very important from the nutritional point of view, and thus L-lactic acid is required to replace D-lactic acid when used in the fields of food and medicine. L-lactic acid is the output raw material of the biodegradable material PLA, and the PLA is the biodegradable material with the most application potential at present.
In the process of producing refined lactic acid, 10-15% of heavy phase lactic acid can be produced by molecular distillation, the heavy phase lactic acid is enriched in impurities such as sugar, pigment, protein and the like in the original lactic acid, and the content of the lactic acid is generally 65-80%. The heavy phase lactic acid contains a plurality of impurities, so the use is narrow, and the heavy phase lactic acid is difficult to sell in the market.
Therefore, it is an urgent problem to provide a method for producing high-purity lactic acid and increasing the yield of polymer-grade lactic acid by refining the heavy-phase lactic acid as a raw material.
Disclosure of Invention
In order to solve the defects in the prior art, the invention provides a method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material, which can convert lactic acid in the heavy-phase lactic acid into calcium lactate, can produce the high-purity lactic acid by crystallizing and purifying the calcium lactate, has simple process route and low production cost, and does not need to introduce other organic compounds.
A method for preparing high-purity lactic acid by taking heavy-phase lactic acid as a raw material comprises the following steps:
(1) diluting: heating the heavy phase lactic acid to 60-80 ℃, and diluting with water until the mass fraction of lactic acid is 50-60%;
(2) and (3) decoloring: adding 0.1-1% of activated carbon into the lactic acid solution, filtering after decoloring, and removing the activated carbon;
(3) neutralizing: neutralizing the heavy phase lactic acid diluted solution by using 20-30% calcium hydroxide solution, and adjusting the pH value to 7.0;
(4) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, cooling to 30-50 deg.C, stirring to obtain crystal slurry, stirring for growing crystal, and filtering for separation to obtain calcium lactate crystal;
(5) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, cooling to 20-30 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(6) dissolving: dissolving calcium lactate crystals in water, controlling temperature to 50-70 deg.C, and making calcium lactate feed liquid with concentration of 40-60%;
(7) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, cooling to 30-50 deg.C, stirring to obtain crystal slurry, stirring for growing crystal, and filtering for separation to obtain calcium lactate crystal;
(8) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, cooling to 20-30 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(9) reverse osmosis concentration: heating the crystallization mother liquor in the step (8) through a reverse osmosis membrane to remove water;
(10) and (3) crystallization: adding the obtained calcium lactate solution into a crystallization tank for cooling, and then filtering and separating to obtain calcium lactate crystals;
(11) dissolving: adding water to dissolve the calcium lactate crystals in the steps (7), (8) and (10), controlling the temperature to be 50-70 ℃, and controlling the concentration of the calcium lactate feed liquid to be 40-50%;
(12) and (3) refining lactic acid: and (3) preparing the high-purity lactic acid from the lactic acid solution in the step (11) through acidolysis, decoloration, ion exchange, nanofiltration, concentration and short-path distillation.
Has the positive and beneficial effects that: the invention provides a method for producing lactic acid and lactate by using heavy-phase lactic acid as raw material,
the method can convert lactic acid in the heavy-phase lactic acid into calcium lactate, and the heavy-phase lactic acid can produce high-purity lactic acid through crystallization and purification of the calcium lactate, and has the advantages of simple process route, low production cost, no introduction of other organic compounds, no addition of organic solvents, solving of restriction factors of polymer-grade lactic acid production, and reasonable utilization of resources.
Drawings
FIG. 1 is a block diagram of the process flow of the present invention.
Detailed Description
The invention is further described with reference to the following drawings and specific embodiments:
examples
A method for preparing high-purity lactic acid by taking heavy-phase lactic acid as a raw material comprises the following steps:
(1) diluting: heating the heavy phase lactic acid to 70 ℃, and diluting with water until the mass fraction of the lactic acid is 50%;
(2) and (3) decoloring: adding 0.5% active carbon into lactic acid solution, stirring for 30min, filtering with plate frame, and removing active carbon;
(3) neutralizing: neutralizing the heavy phase lactic acid diluted solution by 25% calcium hydroxide solution, and adjusting the pH to 7.0;
(4) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, cooling to 35 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(5) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, cooling to 25 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(6) dissolving: adding water to dissolve calcium lactate crystals, controlling the temperature to 60 ℃, wherein the concentration of the calcium lactate feed liquid is 40%;
(7) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, cooling to 35 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(8) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, cooling to 25 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(9) reverse osmosis concentration: heating the crystallization mother liquor in the step (8) to 50 ℃ to remove water through a reverse osmosis membrane; removing 81% of water from the calcium lactate solution;
(10) and (3) crystallization: adding the obtained calcium lactate solution into a crystallization tank, cooling to 20 ℃, and then filtering and separating to obtain calcium lactate crystals;
(11) dissolving: adding water to dissolve the calcium lactate crystals in the steps (7), (8) and (10), controlling the temperature to 70 ℃, wherein the concentration of the calcium lactate feed liquid is 30%;
(12) acidifying: adding 98% sulfuric acid solution into calcium lactate solution, producing calcium sulfate crystal by calcium ions, and judging the titration end point by using a conductivity meter; stirring at 70 ℃ for crystal growth for 6 hours, and separating calcium sulfate crystals by a vacuum belt filter;
(13) decoloring and ion exchange: adding 0.5% powdered activated carbon into the lactic acid acidification solution, stirring at 65 deg.C for 30min, and filtering with plate frame to remove activated carbon; passing the decolorized lactic acid solution through a solid activated carbon column, a cation resin column and an anion resin column in sequence, wherein the chromaticity of the lactic acid solution is 120APHA and Fe2+Concentration 2ppm, Cl-The concentration is less than 1 ppm; see table 1 below:
TABLE 1
(14) Nanofiltration and concentration: passing the lactic acid solution after ion exchange through nanofiltration equipment to remove sugar, protein and other macromolecular impurities in the solution, wherein the chroma of the lactic acid liquid is 40 APHA; passing the clear solution after nanofiltration through an evaporator and short-path distillation to remove water and part of impurities to obtain a polymer-grade lactic acid solution, which is shown in the following table 2:
| short path distillation | Lactic acid concentration (%) | Chroma (APHA) | Color (200 ℃, 2h, APHA) |
| Feeding of the feedstock | 79 | 130 | |
| Polymeric grade lactic acid | 98.41 | 12 | 30-35 |
TABLE 2
The invention uses the heavy phase lactic acid as raw material to produce lactic acid and lactate, can convert the lactic acid in the heavy phase lactic acid into calcium lactate, and can produce high-purity lactic acid by crystallizing and purifying the calcium lactate.
The above is only a preferred embodiment of the present invention, and is not intended to limit the present invention, and various modifications and changes may be made to the present invention by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (7)
1. A method for preparing high-purity lactic acid by taking heavy-phase lactic acid as a raw material is characterized by comprising the following steps:
(1) diluting: heating the heavy phase lactic acid to 50-80 ℃, and diluting with water until the mass fraction of lactic acid is 40-60%;
(2) and (3) decoloring: adding 0.1-1% of activated carbon into the lactic acid solution, filtering after decoloring, and removing the activated carbon;
(3) neutralizing: neutralizing the heavy phase lactic acid diluted solution by using 20-30% calcium hydroxide solution, and adjusting the pH value to 7.0;
(4) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, stirring to obtain crystal slurry, stirring for growing crystals, and filtering for separation to obtain calcium lactate crystals;
(5) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(6) dissolving: dissolving calcium lactate crystals in water, controlling temperature to 50-70 deg.C, and making calcium lactate feed liquid with concentration of 40-60%;
(7) primary crystallization: transferring the calcium lactate solution into a crystallizing tank, cooling to 30-50 deg.C, stirring to obtain crystal slurry, stirring for growing crystal, and filtering for separation to obtain calcium lactate crystal;
(8) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, cooling to 20-30 ℃, stirring to obtain crystal slurry, stirring for growing crystals, and then filtering and separating to obtain calcium lactate crystals;
(9) reverse osmosis concentration: heating the crystallization mother liquor in the step (8) through a reverse osmosis membrane to remove water;
(10) and (3) crystallization: adding the obtained calcium lactate solution into a crystallization tank for cooling, and then filtering and separating to obtain calcium lactate crystals;
(11) dissolving: adding water to dissolve the calcium lactate crystals of steps (7), (8) and (10);
(12) and (3) refining lactic acid: and (3) preparing the high-purity lactic acid from the lactic acid solution in the step (11) through acidolysis, decoloration, ion exchange, nanofiltration, concentration and short-path distillation.
2. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: the heavy phase lactic acid is lactic acid solution which is generated by molecular distillation in the production process of polymer-grade lactic acid and contains more impurities, and the content of the lactic acid is 65-80%.
3. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: primary crystallization in the step (4): transferring the calcium lactate solution into a crystallizing tank, and cooling to 30-50 ℃.
4. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: and (5) secondary crystallization: transferring the crystallization mother liquor into a crystallization tank, and cooling to 20-30 ℃.
5. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: and all crystallizers are cooled by circulating water.
6. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: in the dissolving in the step (11), water is added to dissolve the calcium lactate crystals in the steps (7), (8) and (10), the temperature is controlled to be 50-70 ℃, and the concentration of the calcium lactate feed liquid is 40-50%.
7. The method for preparing high-purity lactic acid by using heavy-phase lactic acid as a raw material according to claim 1, which is characterized in that: the heating temperature of the crystallization mother liquor passing through the reverse osmosis membrane in the step (9) is 45-60 ℃.
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| CN114702379A (en) * | 2021-09-08 | 2022-07-05 | 欧尚元(天津)有限公司 | Purification method of red lactic acid |
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| CN114702379A (en) * | 2021-09-08 | 2022-07-05 | 欧尚元(天津)有限公司 | Purification method of red lactic acid |
| CN114702379B (en) * | 2021-09-08 | 2022-09-20 | 欧尚元(天津)有限公司 | Purification method of red lactic acid |
| CN114181070A (en) * | 2021-12-28 | 2022-03-15 | 普立思生物科技有限公司 | Method for extracting high-purity L-lactic acid by using molecular distillation heavy phase and nanofiltration membrane concentrated solution |
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