CN114456222B - Extraction process for cholesterol - Google Patents
Extraction process for cholesterol Download PDFInfo
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- CN114456222B CN114456222B CN202210287018.9A CN202210287018A CN114456222B CN 114456222 B CN114456222 B CN 114456222B CN 202210287018 A CN202210287018 A CN 202210287018A CN 114456222 B CN114456222 B CN 114456222B
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- 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
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- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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Abstract
The invention relates to an extraction process for cholesterol, which comprises the following steps: adding a mixture to be extracted into n-hexane, stirring at a constant speed until the mixture is dissolved to prepare a dissolved solution, adding the dissolved solution into a multistage series-connected packed column filled with an extracting agent, starting sample receiving after adding, receiving an effluent liquid every 1mL, adding 1mL of n-hexane into every 1mL of the effluent liquid, collecting the effluent liquid, namely an extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol; the method can carry out continuous extraction, can meet the requirement of industrial production, reduces the use of organic solvents, and is green and environment-friendly.
Description
Technical Field
The invention belongs to the technical field of chemical separation, and particularly relates to an extraction process for cholesterol.
Background
The molecular structure of 24-dehydrocholesterol is very similar to that of cholesterol, and only one double bond is formed between the 24-dehydrocholesterol and the cholesterol, so that the 24-dehydrocholesterol is difficult to separate from the cholesterol, and a high-purity 24-dehydrocholesterol product is obtained.
The ionic liquid is a substance which is composed of anions and cations and is liquid at room temperature or close to room temperature, and attracts attention as a green novel separation medium in the separation field. Compared with the traditional organic solvent as the extracting agent, the ionic liquid as the extracting agent has certain unique properties, such as good thermal stability and chemical stability, almost no vapor pressure, non-volatility, non-flammability and the like, thereby being beneficial to the safety and environmental protection of the process.
The ionic liquid with the cation containing the aromatic ring has higher separation selectivity and extraction capacity on 24-dehydrocholesterol and cholesterol, such as quinoline cation, isoquinoline cation, imidazole cation, pyridine cation, benzimidazole cation and the like. The ionic liquid with the specific structure is used as an extracting agent, high-purity 24-dehydrocholesterol and cholesterol are obtained by fractional extraction, but when the ionic liquid is used as an extraction liquid, liquid drops of the ionic liquid are soft substances, and compression deformation is caused by the action of gravity during continuous extraction, so that the flow rate of the continuous extraction is influenced, and the effect of long extraction time is poor.
Disclosure of Invention
In order to solve the technical problem, the invention provides an extraction process for cholesterol.
The purpose of the invention can be realized by the following technical scheme:
a process for the extraction of cholesterol comprising the steps of:
adding the mixture to be extracted into n-hexane, stirring at a constant speed until the mixture is dissolved to prepare a dissolved solution, then adding the dissolved solution into a multistage serially-connected packed column filled with an extracting agent, starting sample inoculation after the dissolved solution is added, inoculating effluent liquid once every 1mL, adding 1mL of n-hexane into every 1mL of effluent liquid, collecting the effluent liquid to obtain extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol.
The extractant comprises the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, uniformly stirring and reacting for 2 hours to obtain a crude product, washing with ethyl acetate for three times, drying in vacuum at 70 ℃ to constant weight to obtain a primary product, adding a potassium hexafluorophosphate aqueous solution with the mass fraction of 15%, uniformly stirring and reacting for 4 hours at room temperature, separating liquid, removing a water layer, washing with deionized water and diethyl ether for three times respectively, and drying in vacuum at 80 ℃ for 24 hours to obtain an ionic liquid, wherein the weight ratio of the 1-methylimidazole, the n-butyl bromide and the potassium hexafluorophosphate is controlled to be 21.0-21.5: 34.3-34.5: 36.65-36.85.
Adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles, wherein the dosage ratio of the hemp powder, the sodium hydroxide aqueous solution, the absolute ethyl alcohol and the bromobutane is controlled to be 10 g: 85 mL: 50 mL: 12g.
The hemp powder is dispersed in an alkaline solution, phenolic hydroxyl groups on the surfaces of hemp molecules form sodium phenolate, halogenated hydrocarbon bromobutane is added as a modifier to perform etherification reaction with the sodium phenolate, n-butyl alkyl chains are grafted on the surfaces of the hemp molecules, so that the lipophilicity of the hemp powder is improved, the hydrophily and lipophilicity of the surfaces of the hemp powder are balanced, and when the emulsified particles are used for preparing an emulsion, the emulsified particles can be self-assembled on an oil-water interface to form a compact adsorption layer, the aggregation of the emulsified particles is reduced, and the prepared emulsion has excellent stability.
Adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare dispersion liquid, then blending the dispersion liquid with ionic liquid, stirring at a high speed of 3000r/min for 2min, standing for 3min, repeating for three times to prepare emulsion, wherein the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, and the volume ratio of the dispersion liquid to the ionic liquid is 3: 1;
adding melamine and formaldehyde aqueous solution with the mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9, preparing a mixed solution, heating to 65 ℃, continuously stirring for 30min, preparing a prepolymer solution, controlling the molar ratio of the melamine to the formaldehyde to be 1: 3-3.5, and controlling the volume ratio of the formaldehyde aqueous solution to the deionized water to be 1: 10.
And (2) blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =3-5, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extracting agent, wherein the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
1-methylimidazole reacts with n-butyl bromide to generate a primary product, then the primary product is added into potassium hexafluorophosphate aqueous solution, the potassium hexafluorophosphate aqueous solution and the primary product react for displacement reaction to generate ionic liquid, which is commonly used as an extracting agent for extracting cholesterol at present, but is not suitable for continuous extraction in industrial production, so that an emulsion is prepared by the ionic liquid and emulsified particles, the emulsion consists of an inner phase and an outer phase, the inner phase (a dispersed phase) can be diffused into the outer phase (a continuous phase) in a droplet form, but the emulsion droplet is a soft substance, compression deformation can be caused by the action of gravity during continuous extraction, the flow rate of continuous extraction is influenced, and the effect of long extraction time is poor, therefore, melamine resin prepolymer solution is prepared by reacting melamine with formaldehyde, and then the melamine resin prepolymer solution is mixed with the emulsion, the prepolymer is subjected to polycondensation under an acidic condition to form a polymer, the polymer is deposited on the surface of the ionic liquid to form a smooth surface, the polymer is used as a wall material to form a core-shell structure, the ionic liquid is used as a core, and the polymer is used as a shell.
Further: the mixture to be extracted comprises cholesterol and 24-dehydrocholesterol.
The invention has the beneficial effects that:
the invention provides a process for efficiently extracting and separating cholesterol and 24-dehydrocholesterol, which is characterized in that cholesterol and 24-dehydrocholesterol are firstly dissolved in n-hexane, then continuous extraction is carried out through a prepared extractant, and effluent liquid which flows out is collected to be extract liquid rich in cholesterol.
The invention also provides an extracting agent, which is characterized in that an ionic liquid containing an imidazole structure is prepared firstly, then an emulsion is prepared through the ionic liquid and emulsified particles, the emulsion consists of an inner phase and an outer phase, the inner phase (disperse phase) can be diffused into the outer phase (continuous phase) in a small drop form, melamine resin prepolymer solution is prepared through the reaction of melamine and formaldehyde, the melamine resin prepolymer solution is mixed with the emulsion, the prepolymer is condensed under an acidic condition to form a polymer which is deposited on the surface of the ionic liquid to form a smooth surface, the polymer is used as a wall material to form a core-shell structure, the ionic liquid is used as a core, and a polymer rigid material is used as a shell, so that the technical problems of compression deformation caused by the action of gravity during continuous extraction, influence on the flow rate of continuous extraction and poor extraction effect due to long extraction time can be solved.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
An extraction process for cholesterol comprising the steps of:
adding a mixture to be extracted (24-dehydrocholesterol/cholesterol =13.64% by weight) into n-hexane, uniformly stirring until the mixture is dissolved to prepare a dissolved solution, then adding the dissolved solution into three-stage series-connected packed columns filled with an extracting agent, starting sample inoculation after the addition, inoculating effluent liquid every 1mL, adding 1mL of n-hexane into every 1mL of effluent liquid, collecting the effluent liquid to obtain extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol, wherein the purity of the cholesterol is 88.12%, and the yield is 99.88%.
The extractant is prepared by the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, stirring at a constant speed and reacting for 2 hours to obtain a crude product, washing with ethyl acetate for three times, drying in vacuum at 70 ℃ to constant weight to obtain a primary product, adding a potassium hexafluorophosphate aqueous solution with the mass fraction of 15%, stirring at a constant speed and reacting for 4 hours at room temperature, separating, removing a water layer, washing with deionized water and diethyl ether for three times respectively, and drying in vacuum at 80 ℃ for 24 hours to obtain an ionic liquid, wherein the weight ratio of 1-methylimidazole, n-butyl bromide and potassium hexafluorophosphate is controlled to be 21.0: 34.3: 36.65.
Adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion liquid, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles, wherein the using amount ratio of the hemp powder to the sodium hydroxide aqueous solution to the absolute ethyl alcohol to the bromobutane is controlled to be 10 g: 85 mL: 50 mL: 12g.
Adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare dispersion liquid, then blending the dispersion liquid with ionic liquid, stirring at a high speed of 3000r/min for 2min, standing for 3min, repeating for three times to prepare emulsion, wherein the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, and the volume ratio of the dispersion liquid to the ionic liquid is 3: 1;
adding melamine and a formaldehyde aqueous solution with the mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9 to obtain a mixed solution, heating to 65 ℃, continuously stirring for 30min to obtain a prepolymer solution, controlling the molar ratio of the melamine to the formaldehyde to be 1: 3, and controlling the volume ratio of the formaldehyde aqueous solution to the deionized water to be 1: 10.
And (2) blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =3, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extracting agent, wherein the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
Example 2
An extraction process for cholesterol comprising the steps of:
adding a mixture to be extracted (24-dehydrocholesterol/cholesterol =13.64% by weight) into n-hexane, uniformly stirring until the mixture is dissolved to prepare a dissolved solution, then adding the dissolved solution into a four-stage series-connected packed column filled with an extracting agent, starting sample inoculation after the addition, inoculating effluent liquid every 1mL, adding 1mL of n-hexane into every 1mL of the effluent liquid, collecting the effluent liquid to obtain extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol, wherein the purity of the cholesterol is 88.20%, and the yield is 99.90%.
The extractant comprises the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, stirring at a constant speed and reacting for 2 hours to obtain a crude product, washing with ethyl acetate for three times, drying in vacuum at 70 ℃ to constant weight to obtain a primary product, adding a potassium hexafluorophosphate aqueous solution with the mass fraction of 15%, stirring at a constant speed and reacting for 4 hours at room temperature, separating, removing a water layer, washing with deionized water and diethyl ether for three times respectively, and drying in vacuum at 80 ℃ for 24 hours to obtain an ionic liquid, wherein the weight ratio of 1-methylimidazole, n-butyl bromide and potassium hexafluorophosphate is controlled to be 21.2: 34.3: 36.70.
Adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles, wherein the dosage ratio of the hemp powder, the sodium hydroxide aqueous solution, the absolute ethyl alcohol and the bromobutane is controlled to be 10 g: 85 mL: 50 mL: 12g.
Adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare dispersion liquid, then blending the dispersion liquid with ionic liquid, stirring at a high speed of 3000r/min for 2 minutes, standing for 3 minutes, repeating for three times to prepare emulsion, wherein the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, and the volume ratio of the dispersion liquid to the ionic liquid is controlled to be 3: 1;
adding melamine and formaldehyde aqueous solution with the mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9, preparing a mixed solution, heating to 65 ℃, continuously stirring for 30min, preparing a prepolymer solution, controlling the molar ratio of the melamine to the formaldehyde to be 1: 3.2, and controlling the volume ratio of the formaldehyde aqueous solution to the deionized water to be 1: 10.
And (2) blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =4, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extracting agent, wherein the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
Example 3
An extraction process for cholesterol comprising the steps of:
adding a mixture to be extracted (24-dehydrocholesterol/cholesterol =13.64% by weight) into n-hexane, uniformly stirring until the mixture is dissolved to prepare a dissolved solution, then adding the dissolved solution into five-stage series-connected packed columns filled with an extracting agent, starting sample inoculation after the solution is added, inoculating effluent liquid every 1mL, adding 1mL of n-hexane into every 1mL of effluent liquid, collecting the effluent liquid to obtain extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol, wherein the purity of the cholesterol is 88.21%, and the yield is 99.92%.
The extractant is prepared by the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, uniformly stirring and reacting for 2 hours to obtain a crude product, washing with ethyl acetate for three times, drying in vacuum at 70 ℃ to constant weight to obtain a primary product, adding into a potassium hexafluorophosphate aqueous solution with the mass fraction of 15%, uniformly stirring and reacting for 4 hours at room temperature, separating liquid, removing a water layer, washing with deionized water and diethyl ether for three times respectively, and then drying in vacuum at 80 ℃ for 24 hours to obtain an ionic liquid, wherein the weight ratio of the 1-methylimidazole, the n-butyl bromide and the potassium hexafluorophosphate is controlled to be 21.4: 34.5: 36.80.
Adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles, wherein the dosage ratio of the hemp powder, the sodium hydroxide aqueous solution, the absolute ethyl alcohol and the bromobutane is controlled to be 10 g: 85 mL: 50 mL: 12g.
Adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare dispersion liquid, then blending the dispersion liquid with ionic liquid, stirring at a high speed of 3000r/min for 2min, standing for 3min, repeating for three times to prepare emulsion, wherein the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, and the volume ratio of the dispersion liquid to the ionic liquid is 3: 1;
adding melamine and formaldehyde aqueous solution with the mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9, preparing a mixed solution, heating to 65 ℃, continuously stirring for 30min, preparing a prepolymer solution, controlling the molar ratio of the melamine to the formaldehyde to be 1: 3.5, and controlling the volume ratio of the formaldehyde aqueous solution to the deionized water to be 1: 10.
And (2) blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =5, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extracting agent, wherein the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
Example 4
An extraction process for cholesterol comprising the steps of:
adding a mixture to be extracted (24-dehydrocholesterol/cholesterol =13.64% by weight) into n-hexane, uniformly stirring until the mixture is dissolved to prepare a dissolved solution, then adding the dissolved solution into five-stage series-connected packed columns filled with an extracting agent, starting sample inoculation after the solution is added, inoculating effluent liquid every 1mL, adding 1mL of n-hexane into every 1mL of effluent liquid, collecting the effluent liquid to obtain extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol, wherein the purity of the cholesterol is 88.25%, and the yield is 99.95%.
The extractant is prepared by the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, uniformly stirring and reacting for 2 hours to obtain a crude product, washing with ethyl acetate for three times, drying in vacuum at 70 ℃ to constant weight to obtain a primary product, adding into a potassium hexafluorophosphate aqueous solution with the mass fraction of 15%, uniformly stirring and reacting for 4 hours at room temperature, separating liquid, removing a water layer, washing with deionized water and diethyl ether for three times respectively, and then drying in vacuum at 80 ℃ for 24 hours to obtain an ionic liquid, wherein the weight ratio of the 1-methylimidazole, the n-butyl bromide and the potassium hexafluorophosphate is controlled to be 21.5: 34.5: 36.85.
Adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion liquid, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles, wherein the using amount ratio of the hemp powder to the sodium hydroxide aqueous solution to the absolute ethyl alcohol to the bromobutane is controlled to be 10 g: 85 mL: 50 mL: 12g.
Adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare dispersion liquid, then blending the dispersion liquid with ionic liquid, stirring at a high speed of 3000r/min for 2 minutes, standing for 3 minutes, repeating for three times to prepare emulsion, wherein the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, and the volume ratio of the dispersion liquid to the ionic liquid is controlled to be 3: 1;
adding melamine and formaldehyde aqueous solution with the mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9, preparing a mixed solution, heating to 65 ℃, continuously stirring for 30min, preparing a prepolymer solution, controlling the molar ratio of the melamine to the formaldehyde to be 1: 3.5, and controlling the volume ratio of the formaldehyde aqueous solution to the deionized water to be 1: 10.
And (2) blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =5, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extracting agent, wherein the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
Comparative example 1
This comparative example was conducted to separate 24-dehydrocholesterol and cholesterol with a purity of 78.25% and a yield of 96.0% using the ionic liquid prepared in example 4 of the present invention as an extractant.
Comparative example 2
This comparative example is column chromatography (J.nat. Prod.1996, 59, 23-26) to yield 24-dehydrocholesterol with a purity of 81.25% and a yield of 88.0% by column chromatography.
Comparative example 3
This comparative example was comparative example 4 in which 24-dehydrocholesterol and cholesterol were separated with a purity of 80.28% and a yield of 90.1% by using an emulsion prepared by blending an ionic liquid and emulsified particles as an extractant.
Therefore, the process for extracting and separating the cholesterol does not use a large amount of organic solvent, and has the advantages of high purity and high yield.
In the description herein, references to the description of "one embodiment," "an example," "a specific example" or the like are intended to mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is illustrative and explanatory only and is not intended to be exhaustive or to limit the invention to the precise embodiments described, and various modifications, additions, and substitutions may be made by those skilled in the art without departing from the scope of the invention or exceeding the scope of the claims.
Claims (6)
1. A process for the extraction of cholesterol, characterized by: the method comprises the following steps:
adding the mixture to be extracted into n-hexane, stirring at constant speed until the mixture is dissolved to prepare a dissolved solution, adding the dissolved solution into a multistage series-connected packed column filled with an extracting agent, starting sample inoculation after the dissolved solution is added, collecting effluent liquid, namely extract liquid containing cholesterol, and then carrying out vacuum concentration, water washing and drying to prepare the cholesterol;
the extractant is prepared by the following steps:
s1, adding emulsified particles into deionized water, performing ultrasonic dispersion for 5 hours to prepare a dispersion liquid, then blending the dispersion liquid with an ionic liquid, stirring at a high speed of 3000r/min for 2min, standing for 3min, and repeating for three times to prepare an emulsion;
step S2, adding melamine and formaldehyde aqueous solution with mass fraction of 37% into deionized water, stirring at a constant speed for 15min, dropwise adding triethanolamine to adjust the pH until the pH is =9, preparing a mixed solution, heating to 65 ℃, and continuing stirring for 30min to prepare a prepolymer solution;
s3, blending the prepolymer solution and the emulsion, stirring at the rotating speed of 15000r/min for 3min, then heating to 65 ℃, dropwise adding an acetic acid solution to adjust the pH until the pH is =3-5, reacting for 2h, dropwise adding a sodium hydroxide solution to adjust the system to be neutral, standing to room temperature, centrifuging, washing and drying to obtain an extractant;
the ionic liquid is prepared by the following steps:
adding 1-methylimidazole and n-butyl bromide into a reaction kettle, heating to 75 ℃, uniformly stirring and reacting for 2 hours to obtain a crude product, then washing with ethyl acetate for three times, carrying out vacuum drying at 70 ℃ to constant weight to obtain a primary product, then adding into a 15 mass percent potassium hexafluorophosphate aqueous solution, uniformly stirring and reacting for 4 hours at room temperature, separating liquid, removing a water layer, respectively washing with deionized water and diethyl ether for three times, and then carrying out vacuum drying at 80 ℃ for 24 hours to obtain an ionic liquid;
the emulsified particles are prepared by the following steps:
adding hemp powder into a sodium hydroxide aqueous solution with the mass fraction of 20%, stirring for 4 hours at the rotating speed of 500r/min, then adding absolute ethyl alcohol and bromobutane, continuously stirring and reacting for 4 hours to prepare a dispersion liquid, centrifuging for 5 minutes at the rotating speed of 10000r/min at the temperature of 20 ℃, then washing for three times by using the absolute ethyl alcohol, carrying out rotary evaporation drying, and grinding to prepare emulsified particles.
2. An extraction process for cholesterol, according to claim 1, characterized in that: the weight ratio of the 1-methylimidazole to the n-butyl bromide to the potassium hexafluorophosphate is controlled to be 21.0-21.5: 34.3-34.5: 36.65-36.85.
3. An extraction process for cholesterol according to claim 1, characterized in that: in the step S1, the dosage ratio of the emulsified particles to the deionized water is controlled to be 1 g: 1000mL, the volume ratio of the dispersion liquid to the ionic liquid is 3: 1, in the step S2, the molar ratio of melamine to formaldehyde is controlled to be 1: 3-3.5, the volume ratio of the formaldehyde water solution to the deionized water is 1: 10, and in the step S3, the volume ratio of the prepolymer solution to the emulsion is controlled to be 10: 1.
4. An extraction process for cholesterol according to claim 1, characterized in that: the dosage ratio of hemp powder, sodium hydroxide aqueous solution, absolute ethyl alcohol and bromobutane is controlled to be 10g to 85mL to 50mL to 12g.
5. An extraction process for cholesterol, according to claim 1, characterized in that: the sample receiving step comprises: the effluent is added once per 1mL, and 1mL of n-hexane is added per 1mL of the effluent.
6. An extraction process for cholesterol according to claim 1, characterized in that: the mixture to be extracted comprises cholesterol and 24-dehydrocholesterol.
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| CN202210287018.9A CN114456222B (en) | 2022-03-22 | 2022-03-22 | Extraction process for cholesterol |
| PCT/CN2022/133292 WO2023179062A1 (en) | 2022-03-22 | 2022-11-21 | Extraction process for cholesterol |
| ZA2022/12994A ZA202212994B (en) | 2022-03-22 | 2022-11-30 | An extraction process for cholesterol |
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| CH587288A5 (en) * | 1972-08-02 | 1977-04-29 | Cameroun Etat | Demesterol extraction - from apocynaceae esp. Funtumia Elastica |
| CN101239296B (en) * | 2008-03-07 | 2010-04-21 | 清华大学 | Method for preparing solvent microcapsule |
| CN101270141B (en) * | 2008-04-16 | 2010-12-01 | 浙江大学 | Method for separating 24-dehydrogenation cholesterol and cholesterol |
| CN102718826B (en) * | 2012-06-18 | 2014-08-06 | 浙江大学 | Method for extracting and separating 24-dehydrocholesterol and cholesterol by ionic liquid |
| CN113735931B (en) * | 2021-08-27 | 2022-06-14 | 浙江花园营养科技有限公司 | Method for separating cholesterol and 24-dehydrocholesterol by complexing crystallization |
| CN114456222B (en) * | 2022-03-22 | 2023-03-28 | 安徽科宝生物工程有限公司 | Extraction process for cholesterol |
-
2022
- 2022-03-22 CN CN202210287018.9A patent/CN114456222B/en active Active
- 2022-11-21 WO PCT/CN2022/133292 patent/WO2023179062A1/en unknown
- 2022-11-30 ZA ZA2022/12994A patent/ZA202212994B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN114456222A (en) | 2022-05-10 |
| ZA202212994B (en) | 2023-03-29 |
| WO2023179062A1 (en) | 2023-09-28 |
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Denomination of invention: A Extraction Process for Cholesterol Effective date of registration: 20230829 Granted publication date: 20230328 Pledgee: Bank of China Limited Huaibei branch Pledgor: ANHUI CHEM BRINGHT BIOENGINEERING CO.,LTD. Registration number: Y2023980054154 |
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