CN113753860B - Method for recovering divalent metal chloride in complexing process - Google Patents
Method for recovering divalent metal chloride in complexing process Download PDFInfo
- Publication number
- CN113753860B CN113753860B CN202111137819.9A CN202111137819A CN113753860B CN 113753860 B CN113753860 B CN 113753860B CN 202111137819 A CN202111137819 A CN 202111137819A CN 113753860 B CN113753860 B CN 113753860B
- Authority
- CN
- China
- Prior art keywords
- divalent metal
- metal chloride
- recovering
- complex
- organic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F11/00—Compounds of calcium, strontium, or barium
- C01F11/20—Halides
- C01F11/24—Chlorides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B9/00—General methods of preparing halides
- C01B9/02—Chlorides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G9/00—Compounds of zinc
- C01G9/04—Halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Steroid Compounds (AREA)
Abstract
Adding an organic aprotic solvent into a complex generated by a complexing reaction, adding an aqueous solution of an organic protic solvent into the complex, heating, stirring, refluxing, keeping the temperature, standing, layering, obtaining a divalent metal chloride solution on the lower layer, recovering the organic protic solvent in the divalent metal chloride solution under reduced pressure, obtaining a concentrated divalent metal chloride aqueous solution, and recovering a divalent metal chloride crystal after cooling, crystallizing, solid-liquid separating, filtering and drying the concentrated divalent metal chloride aqueous solution. The method can realize complete release of components in the complex and recycling of the divalent metal chloride, has simple process, the recovery rate is up to more than 80 percent, and the recycling of the divalent metal chloride does not influence the complexing effect, reduces the complexing production cost and lightens the adverse effect of the discharge of the divalent metal chloride on the environment.
Description
Technical Field
The invention relates to the technical field of metal salt recovery, in particular to a method for recovering divalent metal chloride in a complexing process.
Background
Steroids are natural chemical substances widely existing in nature, have a plurality of physiological activities such as anti-inflammation, anti-tumor, anti-osteoporosis and the like, and are currently on the market for more than 300 varieties. The 3-hydroxy steroid compound mainly comprises plant sterol and saturated form stanol thereof, animal cholesterol, ergosterol from bacteria and microorganism, and the like sterol compounds with hydroxyl group at 3-position. The phytosterol in 3-hydroxy steroid compound can be widely applied to medicine and food grade feed, and the cholesterol can be used for vitamin D 3 And (4) synthesizing.
At present, the raw material for extracting the phytosterol is mainly vegetable oil deodorized distillate. Common extraction methods include solvent crystallization, complexation, saponification, distillation, adsorption, and enzymatic methods. In industry, complexation is often used to extract phytosterols and their 3-hydroxy steroids such as alkanol, cholesterol, and ergosterol, among which divalent metal chloride salts are often used as complexing agents.
In the prior art, when 3-hydroxy steroid compounds such as phytosterol and alkanol, cholesterol, ergosterol and the like are extracted by using divalent metal chloride as a complexing agent, only a complexing and decomplexing method is usually adopted, but a recycling method of the divalent metal chloride is not involved, and the discharge of a large amount of divalent metal chloride waste has great influence on water quality and soil and also causes resource waste.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a method for recovering divalent metal chloride in a complexing process, which can realize the complete release of a complexed component and the recovery and reutilization of the divalent metal chloride, has simple process and high recovery rate, does not influence the complexing effect when the recovered divalent metal chloride is reused, reduces the complexing production cost and lightens the adverse effect of the discharge of the divalent metal chloride on the environment.
In order to achieve the purpose, the invention is realized by the following technical scheme: a method for recovering a divalent metal chloride salt in a complexation process, the method comprising the steps of:
adding an organic aprotic solvent into a complex containing divalent metal chloride, adding a set amount of aqueous solution of an organic protic solvent into the complex, heating, stirring, refluxing, preserving heat, standing, layering, and obtaining a divalent metal chloride solution on the lower layer;
and recovering the organic proton solvent in the divalent metal chloride solution under reduced pressure to obtain a concentrated divalent metal chloride aqueous solution, and recovering divalent metal chloride crystals after cooling crystallization, solid-liquid separation, filtration and drying of the concentrated divalent metal chloride aqueous solution.
Further, the preparation method of the complex comprises the following steps:
adding a raw material containing the 3-hydroxy steroid compound, a divalent metal chloride and an organic aprotic solvent into a reaction vessel, uniformly mixing, heating to a set temperature, dropwise adding a set amount of organic protic solvent into the reaction vessel for a complex reaction, cooling to the set temperature after the reaction is finished, and performing solid-liquid separation to obtain a complex containing the 3-hydroxy steroid compound.
Further, the 3-hydroxy steroid compound is phytosterol and saturated form stanol, cholesterol or ergosterol thereof, the divalent metal chloride salt is calcium chloride or zinc chloride, the organic aprotic solvent is petroleum ether, n-hexane or ethyl acetate, and the organic protic solvent is methanol.
Furthermore, the dosage ratio of the raw material containing the 3-hydroxy steroid compound to the organic aprotic solvent is 1 (1-2) (m: v).
Furthermore, the mass ratio of the sterol compounds in the organic protic solvent, the divalent metal chloride salt and the raw material containing the 3-hydroxy steroid compound is (0.5-1): (1-2): 2.
Further, the temperature set by the complexing reaction is 45-65 ℃, the complexing reaction time is 1-4h, and the temperature is reduced to 20-30 ℃ after the complexing reaction is finished.
Further, the dosage ratio of the added organic aprotic solvent to the complex containing the divalent metal chloride salt is more than 4 (v: m), the amount of the aqueous solution of the organic protic solvent is equal to that of the solid complex in the complexation reaction, and the mass ratio of the organic protic solvent to water in the aqueous solution of the organic protic solvent is (1-4): 1.
further, the heating reflux stirring temperature is 60-70 ℃, and the time is 1-4h.
Furthermore, the temperature of the temperature reduction crystallization is 0-10 ℃, and the crystallization time is 6-24h.
Compared with the prior art, the invention has the beneficial effects that: the method comprises the steps of dissolving a raw material containing a target component and a divalent metal chloride in an aprotic organic solvent, adding a protic organic solvent for a complex reaction to obtain a specific complex, dispersing the complex in the aprotic organic solvent, adding a mixed solution of the protic organic solvent and water, stirring to dissolve and release the complexing agent, standing for layering, allowing the target active component to enter an aprotic organic solvent layer, allowing the divalent metal chloride to enter a protic organic solvent and a water layer after the divalent metal chloride is released, recovering the protic organic solvent from a lower-layer protic organic solvent aqueous solution after layering, cooling for cold separation, and drying to obtain the divalent metal chloride which can be reused. The method can realize the complete release of the complexed components and the recycling of the divalent metal chloride, has simple process and high recovery rate of more than 80 percent, does not influence the complexing effect when recycling the divalent metal chloride, reduces the complexing production cost and lightens the adverse effect of the discharge of the divalent metal chloride on the environment.
Additional aspects and advantages of the invention will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the invention.
Detailed Description
The present invention may be embodied in many different forms and is not limited to the embodiments described herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Example 1
A method for recovering divalent metal chloride in a complexing process comprises the following steps:
(1) And (3) complexing reaction: adding 200.0g of distillation residues of vegetable fatty acids (containing 10.0% of phytosterol, comprising campesterol, stigmasterol and sitosterol), 10.0g of calcium chloride and 200mL of petroleum ether into a reaction vessel, starting stirring to uniformly mix the materials, heating to 45 ℃, dropwise adding 5.0g of methanol into the reactor for complex reaction, cooling to 20 ℃ after reacting for 4 hours, and performing solid-liquid separation to obtain 68.4g of a phytosterol-containing complex filter cake;
(2) Releasing of the complex: adding 280mL of petroleum ether into the complex filter cake, then adding 68.4g of 80% methanol aqueous solution, heating, stirring and refluxing for 1h at 70 ℃, preserving heat, standing and layering, obtaining a calcium chloride solution at the lower layer for later use, and obtaining pure phytosterol with the content of 88.9% by washing, cooling, cold separating, crystallizing, filtering and drying the filter cake at the upper layer;
(3) And (3) recovering a complexing agent: and decompressing the lower-layer calcium chloride solution to recover methanol to obtain a concentrated calcium chloride aqueous solution, cooling and crystallizing the calcium chloride aqueous solution at 10 ℃ for 24 hours, and then performing solid-liquid separation, filtration and drying to obtain calcium chloride crystals with the recovery rate of 86.6%.
(4) The complexing agent is used mechanically: the recovered calcium chloride is used for carrying out a complex reaction test of the distillation residues of the vegetable fatty acid according to the conditions, and the recovered calcium chloride is repeatedly recycled and reused for many times, and the content of sterol obtained each time is shown in the following table 1. As can be seen from Table 1, the recovery rate of calcium chloride recovered by the method is high, and the effect of recycling is not influenced.
TABLE 1 recovery times and sterol content of calcium chloride
Example 2
A method for recovering divalent metal chloride salt in a complexing process comprises the following steps:
(1) And (3) complexing reaction: adding 200.0g of animal brain dry oil extract (with the cholesterol content of 15.9%), 24.0g of calcium chloride and 300mL of n-hexane into a reaction container, starting stirring to uniformly mix the materials, heating to 55 ℃, dropwise adding 12.0g of methanol into the reactor to perform a complex reaction, cooling to 25 ℃ after reacting for 2 hours, and performing solid-liquid separation to obtain a complex filter cake 122.0 containing cholesterol;
(2) Releasing of the complex: adding 500mL of normal hexane into the complex filter cake, then adding 122.0g55% methanol aqueous solution, heating, stirring and refluxing for 2h at 65 ℃, preserving heat, standing and layering, obtaining a calcium chloride solution at the lower layer for later use, washing the upper layer with water, cooling, performing cold precipitation, crystallizing, filtering, and drying the filter cake to obtain pure cholesterol with the content of 84.2%;
(3) And (3) recovering a complexing agent: and (3) decompressing the lower-layer calcium chloride solution to recover methanol to obtain a concentrated calcium chloride aqueous solution, cooling and crystallizing the calcium chloride aqueous solution at 5 ℃ for 12 hours, and then performing solid-liquid separation, filtration and drying to obtain calcium chloride crystals with the recovery rate of 81.4%.
(4) The complexing agent is used mechanically: and (3) performing a complex reaction test on the animal brain stem grease extract by using the recovered calcium chloride according to the above conditions, and repeatedly recovering and applying the extract for multiple times, wherein the content of cholesterol obtained each time is shown in the following table 2. As can be seen from Table 2, the recovery rate of calcium chloride recovered by this method is high, and the effect of reuse is not affected.
TABLE 2 recovery times and Cholesterol content of calcium chloride
Example 3
A method for recovering divalent metal chloride in a complexing process comprises the following steps:
(1) And (3) complexing reaction: adding 200.0g of tall oil pitch (containing 16.5% of phytosterol, comprising campesterol, stigmasterol, sitosterol and sitostanol), 33.0g of zinc chloride and 400mL of n-hexane into a reaction container, starting stirring to uniformly mix the materials, heating to 65 ℃, dropwise adding 16.5g of methanol into the reactor for complex reaction, reacting for 1h, cooling to 30 ℃, and performing solid-liquid separation to obtain 131.5g of a complex filter cake containing the phytosterol;
(2) Releasing of the complex: adding 540mL of n-hexane into the complex filter cake, then adding 131.5g of 50% methanol aqueous solution, heating, stirring and refluxing for 4h at 60 ℃, preserving heat, standing and layering, obtaining a zinc chloride solution at the lower layer for later use, and obtaining pure phytosterol with the content of 82.6% by washing, cooling, cold separating, crystallizing, filtering and drying the filter cake at the upper layer;
(3) And (3) recovering a complexing agent: and (3) recovering methanol from the lower-layer zinc chloride solution under reduced pressure to obtain a concentrated zinc chloride aqueous solution, cooling and crystallizing the zinc chloride aqueous solution at 0 ℃ for 6 hours, and then performing solid-liquid separation, filtration and drying to obtain zinc chloride crystals, wherein the recovery rate is 80.7%.
(4) The complexing agent is used mechanically: the recovered zinc chloride is used for carrying out a complexing reaction test of tall oil pitch according to the conditions, and the tall oil pitch is repeatedly recovered and reused for many times, wherein the content of the phytosterol obtained each time is shown in the following table 3. As can be seen from Table 3, the recovery rate of zinc chloride recovered by the method is high, and the reutilization effect is not influenced.
TABLE 3 recovery times and phytosterol content of zinc chloride
Example 4
A method for recovering divalent metal chloride in a complexing process comprises the following steps:
(1) And (3) complexing reaction: adding 200.0g of solid extracted after yeast fermentation (the ergosterol content is 4.9%), 10.0g of zinc chloride and 400mL of petroleum ether into a reaction container, starting stirring to uniformly mix the materials, heating to 45 ℃, dropwise adding 5.0g of methanol into the reactor to perform a complex reaction, cooling to 20 ℃ after the reaction is carried out for 2 hours, and carrying out solid-liquid separation to obtain 39.7g of a complex filter cake containing ergosterol;
(2) Releasing of the complex: adding 160mL of petroleum ether into the complex filter cake, then adding 39.7g of 60% methanol aqueous solution, heating, stirring and refluxing for 2 hours at 70 ℃, preserving heat, standing and layering, obtaining zinc chloride solution at the lower layer for later use, washing the upper layer with water, cooling, performing cold precipitation, crystallizing, filtering, and drying the filter cake to obtain pure ergosterol with the content of 82.5%;
(3) And (3) recovering a complexing agent: and (3) decompressing the zinc chloride solution at the lower layer to recover methanol to obtain a concentrated zinc chloride aqueous solution, cooling and crystallizing the zinc chloride aqueous solution at 10 ℃ for 24 hours, and then performing solid-liquid separation, filtration and drying to obtain zinc chloride crystals with the recovery rate of 81.4%.
(4) The complexing agent is used mechanically: and (3) performing a complex reaction test on the solid substance extracted after yeast fermentation by using the recovered zinc chloride according to the conditions, and repeatedly recovering and applying the zinc chloride for multiple times, wherein the content of ergosterol obtained each time is shown in the following table 4. As can be seen from Table 4, the recovery rate of zinc chloride recovered by this method is high, and the effect of reuse is not affected.
TABLE 4 recovery and reuse times of zinc chloride and ergosterol content
Example 5
A method for recovering divalent metal chloride in a complexing process comprises the following steps:
(1) And (3) complexing reaction: adding 200.0g of raw materials of biodiesel rectification residues (containing 7.8 percent of phytosterol and 3.2 percent of cholesterol), 22.0g of zinc chloride and 400mL of ethyl acetate into a reaction container, starting stirring to uniformly mix the materials, heating to 55 ℃, dropwise adding 11.0g of methanol into the reactor for complex reaction, cooling to 20 ℃ after reacting for 2 hours, and performing solid-liquid separation to obtain 87.9g of a complex filter cake of the phytosterol and the cholesterol;
(2) Releasing of the complex: adding 360mL of ethyl acetate into the complex filter cake, then adding 87.9g80% methanol water solution, heating, stirring and refluxing for 2h at 70 ℃, preserving heat, standing and layering, obtaining zinc chloride solution at the lower layer for later use, washing the upper layer with water, cooling, performing cold precipitation, crystallizing, filtering, and drying the filter cake to obtain pure phytosterol and cholesterol with the total content of 86.3%;
(3) And (3) recovering a complexing agent: and (3) decompressing the zinc chloride solution at the lower layer to recover methanol to obtain a concentrated zinc chloride aqueous solution, cooling and crystallizing the zinc chloride aqueous solution at 5 ℃ for 24 hours, and then performing solid-liquid separation, filtration and drying to obtain zinc chloride crystals with the recovery rate of 83.6%.
(4) The complexing agent is used mechanically: the recovered zinc chloride is used for carrying out a complex reaction test of the distillation residues of the biodiesel according to the conditions, and is repeatedly recovered and reused for many times, and the total content of the phytosterol and the cholesterol obtained each time is shown in the following table 5. As can be seen from Table 5, the recovery rate of zinc chloride recovered by this method is high and the effect of reuse is not affected.
TABLE 5 recovery of Zinc chloride and Total phytosterol and Cholesterol content
TABLE 6 recovery of divalent Metal chloride salt under different conditions
It can be seen from examples 1 to 5 that the recovery of the divalent metal chloride salt by the process of the present invention is above 80%. It is seen from table 6 that, especially when the ratio of the sterol purity to the divalent metal chloride salt dosage in the 3-hydroxy steroid compound is 2, the recovered pure sterol has the highest content, which can be up to 88.9%, the recovery rate of the divalent metal chloride salt can be up to 86.6%, and the complexing effect is not affected when the divalent metal chloride salt is recovered for reuse, thereby reducing the production cost of complexing.
Dissolving a raw material containing a target component and a divalent metal chloride salt in an aprotic organic solvent, adding a protic organic solvent to perform a complex reaction to obtain a complex, decomplexing the complex in the aprotic organic solvent, adding a mixed solution of the protic organic solvent and water, stirring for dissolving, standing for layering, allowing the target component to enter an aprotic organic solvent layer, allowing the divalent metal chloride salt to enter a protic organic solvent and a water layer, performing pressure reduction on the layered lower-layer protic organic solvent aqueous solution to recover the protic organic solvent, cooling, performing cold separation, drying, and recovering to obtain the divalent metal chloride salt. The method can realize the complete release of the complexed components and the recycling of the divalent metal chloride, has simple process and high recovery rate of more than 80 percent, does not influence the complexing effect when recycling the divalent metal chloride, reduces the complexing production cost and lightens the adverse effect of the discharge of the divalent metal chloride on the environment.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the present invention. It should be noted that, for those skilled in the art, various changes and modifications can be made without departing from the spirit of the invention, and these changes and modifications are all within the scope of the invention. Therefore, the protection scope of the present patent should be subject to the appended claims.
Claims (6)
1. A method for recovering a divalent metal chloride salt in a complexation process, said method comprising the steps of:
adding an organic aprotic solvent into a complex containing divalent metal chloride, adding a set amount of aqueous solution of an organic protic solvent into the complex, heating, stirring, refluxing, preserving heat, standing, layering, and obtaining a divalent metal chloride solution on the lower layer;
recovering the organic proton solvent in the divalent metal chloride solution under reduced pressure to obtain a concentrated divalent metal chloride aqueous solution, and recovering divalent metal chloride crystals after cooling crystallization, solid-liquid separation, filtration and drying of the concentrated divalent metal chloride aqueous solution;
wherein the temperature of the cooling crystallization is 0-10 ℃, and the crystallization time is 6-24h;
the preparation method of the complex comprises the following steps:
adding a raw material containing a 3-hydroxy steroid compound, a divalent metal chloride and an organic aprotic solvent into a reaction vessel, uniformly mixing, heating to a set temperature, dropwise adding a set amount of organic protic solvent into the reaction vessel for a complex reaction, cooling to the set temperature after the reaction is finished, and performing solid-liquid separation to obtain a complex containing the 3-hydroxy steroid compound;
the raw material containing the 3-hydroxy steroid compound is phytosterol and saturated form stanol, cholesterol or ergosterol thereof, the divalent metal chloride salt is calcium chloride or zinc chloride, the organic aprotic solvent is petroleum ether, n-hexane or ethyl acetate, and the organic protic solvent is methanol.
2. The method for recovering divalent metal chloride salt in the complexing process according to claim 1, wherein the mass volume ratio of the raw material containing 3-hydroxy steroid compound to the amount of organic aprotic solvent is 1g (1-2) ml.
3. The method for recovering a divalent metal chloride salt in a complexation process according to claim 1, wherein the mass ratio of the pure amount of the sterol compound in the organic protic solvent, the divalent metal chloride salt, and the 3-hydroxysteroid compound-containing raw material is (0.5-1): (1-2): 2.
4. The method for recovering divalent metal chloride salt in the complexation process according to claim 1, wherein the temperature set for the complexation reaction is 45-65 ℃, the time for the complexation reaction is 1-4h, and the temperature is reduced to 20-30 ℃ after the complexation reaction is finished.
5. The method for recovering a divalent metal chloride salt in a complexation process according to claim 1, wherein the volume-to-mass ratio of the organic aprotic solvent to the divalent metal chloride salt-containing complex is greater than 4ml: 1.
6. the method for recovering divalent metal chloride salt in the complexing process according to claim 1, wherein the temperature of heating, refluxing and stirring is 60-70 ℃ and the time is 1-4h.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202111137819.9A CN113753860B (en) | 2021-09-27 | 2021-09-27 | Method for recovering divalent metal chloride in complexing process |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202111137819.9A CN113753860B (en) | 2021-09-27 | 2021-09-27 | Method for recovering divalent metal chloride in complexing process |
Publications (2)
Publication Number | Publication Date |
---|---|
CN113753860A CN113753860A (en) | 2021-12-07 |
CN113753860B true CN113753860B (en) | 2023-04-07 |
Family
ID=78797745
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202111137819.9A Active CN113753860B (en) | 2021-09-27 | 2021-09-27 | Method for recovering divalent metal chloride in complexing process |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN113753860B (en) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4279828A (en) * | 1980-06-13 | 1981-07-21 | Eastman Kodak Company | Process for separating 3-hydroxy steroids or sterols from mixtures such as lipids |
US5371245A (en) * | 1993-08-09 | 1994-12-06 | Aerojet General Corporation | Recovery of tocopherols from plant and animal oils |
JP4017456B2 (en) * | 2002-07-02 | 2007-12-05 | 太平洋セメント株式会社 | Method for recovering chloride from aqueous solution |
CN107827947B (en) * | 2017-11-17 | 2020-03-10 | 浙江伊宝馨生物科技股份有限公司 | Method for extracting high-purity sterol from residual oil containing sterol ester |
CN110606802A (en) * | 2018-06-16 | 2019-12-24 | 上海清研新材料科技有限公司 | Method for recovering tartaric acid from calcium tartrate by using interfacial reaction |
-
2021
- 2021-09-27 CN CN202111137819.9A patent/CN113753860B/en active Active
Also Published As
Publication number | Publication date |
---|---|
CN113753860A (en) | 2021-12-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US20070142652A1 (en) | Process for the preparation of high purity phytosterols from deodourizer distillate from vegetable oils | |
FI65440C (en) | FOERFARANDE FOER SEPARERING AV BETA-SITOSTEROL MED EN LAOG ALFA-SITOSTEROLHALT | |
EP1173464B1 (en) | Process for preparing a phytosterol composition | |
CA3056219C (en) | Method for extracting phytosterols from tall oil pitch | |
CN107827947A (en) | The method that high-purity sterol is extracted from the residual oil containing sterol ester | |
WO2000027867A1 (en) | Isolation and purification of sterols from neutrals fraction of tall oil pitch by single decantation crystallization | |
CN113753860B (en) | Method for recovering divalent metal chloride in complexing process | |
CN1763068A (en) | Method for extracting phytosterol acetate from plant oil asphalt | |
CN107722099B (en) | A method of high-purity stigmasterol is prepared from phytosterols oletate | |
CN114213496B (en) | Method for separating lanosterol and dihydro lanosterol | |
CN101544676A (en) | Method of extracting beta-sitosterol from n-pentanol solvent crystallization | |
CN115960156A (en) | Method for extracting ergosterol by using yeast | |
CN107011403B (en) | A kind of preparation method for improving cholesterol purity | |
US2772297A (en) | Sterol recovery | |
CN1634967A (en) | Sterol refining process | |
EP1751173B1 (en) | Process for the recovery of sterols from organic material | |
CN110627858B (en) | Method for extracting phytosterol from cottonseed acidified oil | |
CN113292626B (en) | Rice bran oil oryzanol production process | |
EP4025676B1 (en) | Production of an extract of phytosterols and stanols from tall oil pitch | |
CN108752408B (en) | Method for recovering and refining androstenedione from solid leftovers of androstenedione prepared by microbial method | |
CN111718390B (en) | Sterol cold precipitation formula liquid and application thereof | |
EP3287014B1 (en) | Process for producing a phytosterol-phystostanol composition | |
WO2000034305A1 (en) | Isolation and purification of sterols from neutrals fraction of tall oil pitch by dual decantation crystallization | |
CN104356178B (en) | Preparation method of glucosinolate and benzyl isothiocyanate as metabolite of glucosinolate | |
WO2000009535A1 (en) | Isolation and purification of sterols from neutrals fraction of tall oil pitch by direct crystallization, single phase |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
CP03 | Change of name, title or address | ||
CP03 | Change of name, title or address |
Address after: 336000 Medical Industrial Park, Yuanzhou District, Nanchang City, Jiangxi Province Patentee after: YiChun Dahaigui Life Science Co.,Ltd. Address before: 336000 pharmaceutical industry park, Yuanzhou District, Jiangxi, Yichun Patentee before: YICHUN DAHAIGUI LIFE SCIENCE Co.,Ltd. |