CN112191190A - Supercritical fluid granulation process of plant polyphenol - Google Patents
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Abstract
A supercritical fluid granulating process for plant polyphenol is characterized by that the functional polyphenol of tea polyphenol, flavonoid, chalcone and tannin contained in plant and other components of protein, fat, polysaccharide, inorganic substance and organic substance are finely separated to obtain high-purity specific polyphenol product or high-purity functional monomer product. The nano-granulation combined nozzle is innovatively provided, so that the sizes of particles are uniform, and the technical problem that the existing granulation nozzle is easy to block is solved.
Description
Technical Field
The invention relates to the field of plant polyphenol extraction methods, in particular to a supercritical fluid granulation process for plant polyphenol.
Background
Plant polyphenols (also called plant tannins) or tannins are secondary metabolites of polyphenols in plants, widely exist in the skin, root, leaf and fruit of plants, and are easily obtained in nature. Generally, plant polyphenols are classified into 2 types, hydrolyzed tannins (acid ester-type polyphenols) and condensed tannins (flavanol-type polyphenols or proanthocyanidins).
A large number of research results show that the polyphenol components in the plants have good effects in various aspects such as oxidation resistance, antibiosis, antivirus, microbe resistance, blood fat regulation, blood sugar reduction and the like, and the related fields are expanded to a plurality of fields such as food, medicine, nutrition, daily chemicals and the like, so that the polyphenol components have extremely high economic value. The plant polyphenols mainly comprise olive polyphenol, tea polyphenol, apple polyphenol, pomegranate polyphenol, grape polyphenol, etc.
At present, polyphenol components are mainly separated and prepared from plants, the complexity and the structural instability of the polyphenol components bring great inconvenience to the separation and preparation, and the biological activity of the polyphenol components can be degraded in the processing and storage processes due to the strong oxidation resistance of the polyphenol components and adverse environmental conditions such as high temperature, illumination, humidity and oxygen. In order to better utilize natural drug resources, protect polyphenol substances from environmental pollution, and enhance the solubility of polyphenol substances in water, thereby improving the bioavailability and astringency, the micro-nano granulation technology of polyphenol compounds needs to be improved.
Chinese patent CN103750295A discloses the use of a plant polyphenol composition with a function of reducing blood fat and a preparation method thereof, the plant polyphenol composition with the function of reducing blood fat is invented, wherein olive leaves are placed in 15-20 times of 30-90% ethanol for ultrasonic extraction, leaching liquor is merged and filtered, vacuum concentration and drying are carried out, and the olive leaf extract polyphenol is prepared. However, the vacuum drying method used in this patent is liable to cause the polyphenol compound to be agglomerated, and has disadvantages of non-uniform particle size and poor dissolution property.
Chinese patent CN106723349A discloses that olive polyphenol is made into emulsified liposome suspension, and the emulsified liposome suspension is subjected to reduced pressure evaporation and DHPM treatment to obtain olive polyphenol nano-liposome, and the olive polyphenol nano-liposome is spray-dried with polysaccharide mixed liquor to obtain dried powder, and then compounded with polysaccharide to obtain the olive polyphenol nano-liposome composite membrane.
Chinese patent CN109717270A discloses an olive tea extract and its preparation method, wherein the preparation of olive polyphenol comprises selecting olive fruit, pulverizing, stirring, coarse filtering to obtain insoluble solid substance, filtering to obtain supernatant, concentrating under reduced pressure to obtain paste, and spray drying to obtain olive polyphenol powder. However, the spray drying method used in the patent has the defects that the particle size of polyphenol substances is easily overlarge, the embedding property is poor, the polyphenol content is reduced, the bioavailability is reduced and the like.
Chinese patent CN107308033A discloses a preparation method of high-purity polyphenol of olive fruits and application of the high-purity polyphenol in cosmetics, the invention uses fresh olives as raw materials, and the fresh olives are cleaned, blanched, enucleated, vacuum freeze-dried and crushed, then olive fruit polyphenol substances are extracted by adopting ultrasonic wave assisted ethanol to obtain olive fruit polyphenol crude extracts, then the crude extracts are purified by utilizing macroporous resin, and the obtained polyphenol eluent is subjected to vacuum concentration and freeze drying to prepare the high-purity polyphenol products of the olive fruits with the polyphenol content of more than 89%. However, the freeze-drying method used in the patent has the disadvantages of solvent residue risk, low drying rate, long process time and the like of polyphenol substances.
Therefore, the components of the plant polyphenol are separated, the micro-nano granulation technology of the polyphenol substances is improved, the utilization rate of the plant polyphenol substances can be improved, and the product value and the market value of the polyphenol substances are improved.
In order to solve the above problems, the present application proposes a supercritical fluid granulation process for plant polyphenols.
Disclosure of Invention
Objects of the invention
The invention provides a supercritical fluid granulation process of plant polyphenol, in particular to a processing and refining method for finely separating functional polyphenol such as tea polyphenol, flavonoid, chalcone, tannin and the like contained in plants from other components such as protein, fat, polysaccharide, inorganic matter, organic matter and the like to obtain high-purity specific polyphenol products or high-purity functional monomer products, so as to overcome various defects in the prior art. The nano-granulation combined nozzle is innovatively provided, so that the sizes of particles are uniform, and the technical problem that the existing granulation nozzle is easy to block is solved.
(II) technical scheme
In order to solve the problems, the invention provides a supercritical fluid granulation process of plant polyphenol, which adopts an anti-blocking nano granulation combined nozzle and has the following process flow:
s1, adjusting the extracting solution containing the target polyphenol to 1-50 wt% of a prepared solution by using a developing solvent to obtain a polyphenol/developing solvent mixed solution;
s2, pouring the polyphenol/developing solvent mixed solution into a separation membrane for filtration, and filtering insoluble impurities to obtain filtrate containing target polyphenol;
s3, separating and purifying the filtrate containing the target polyphenol by using a carbon dioxide supercritical fluid chromatography method to obtain a high-purity target polyphenol purified liquid for later use;
s4, dissolving the target polyphenol purified solution in an anti-solvent to prepare a nearly saturated polyphenol solution; wherein the optimal proportion of the wall material is as follows: cholesterol: tween 80 ═ 25:4:18(W/W), solvent/lecithin ratio 50: 46;
s5, continuously introducing the frozen carbon dioxide into a settling kettle at a constant flow rate by using a high-pressure pump; setting the temperature of a settling kettle at 30-45 ℃, the settling pressure at 85-125bar, the flow rate of carbon dioxide at 15-25 g/min, the flow rate of sample injection of a polyphenol solution at 0.5-1.5mL/min, and the concentration of the polyphenol solution at 0.5-3.5 mg/mL; when the system is in a stable state, the polyphenol solution enters a settling kettle through a nano granulation combined nozzle;
s6, after the sample injection, obtaining the target polyphenol particles in a settling kettle.
Preferably, in S1, the developing solvent is ethanol or methanol, and the ratio of the elution solution is selected according to the characteristics of the extraction solution and the objective polyphenol to be eluted; in order to obtain the desired polyphenol group by separation and purification, the polarity of the extraction solvent and the polarity of the developing solvent may be selected according to the characteristics of the polyphenol.
Preferably, the selection of the separation membrane follows the following principle: according to the difference of molecular weight and/or polarity between the target polyphenol and other polyphenols in the component containing high content of functional target polyphenol, when the molecular weight of the target polyphenol is less than 6000, the large-aperture separation membrane is selected to be a membrane with molecular weight more than 6000, and the small-aperture separation membrane is selected to be a membrane with molecular weight less than 500.
Preferably, in S2, the filtrate containing the objective polyphenol is separated by filtration using a separation membrane having a molecular weight of 300.
Preferably, in S3, the supercritical fluid chromatography employs carbon dioxide/isopropanol at a mass ratio of 85:15 as the mobile phase.
Preferably, in S4, the wall material is egg yolk lecithin; the antisolvent is any one of ethanol/dichloromethane, ethanol/dimethyl sulfoxide or ethanol; wherein the volume ratio of the dichloromethane to the ethanol is 1: 3.
Preferably, in S5, the whole reaction process is carried out in a nitrogen flow system; the oxidation of polyphenol substances in the air is avoided, and the content of phenolic substances in the particles is improved.
Preferably, the nano-granulation combined nozzle comprises a buffer chamber, a heat-conducting oil cavity, a spray head, a first pipeline, a second pipeline, a pressure sensor, a temperature sensor, a PLC control system and a heating block; the spray head is internally provided with a spray channel for communication; the problem of nozzle blockage can be solved by adjusting the change of pressure and temperature.
Preferably, the buffer chamber of the nano-granulation combined nozzle is communicated with the first pipeline and the second pipeline; one end of the first pipeline penetrates through the heat-conducting oil cavity, and the other end of the first pipeline is communicated with an injection channel in the spray head; the PLC control system is arranged in the buffer chamber and is in communication connection with the pressure sensor.
The technical scheme of the invention has the following beneficial technical effects:
firstly, the invention adopts the carbon dioxide supercritical fluid chromatography method to separate and purify the polyphenol filtrate, accurately extracts the target polyphenol, and has the advantages of high and stable reaction, high extraction efficiency and no pollution to the reaction environment.
The invention adds a proper amount of cholesterol, Tween 80 and yolk lecithin as wall materials, the cholesterol and Tween 80 obviously improve the embedding effect, the embedding effect and the storage stability of the yolk lecithin are superior to those of soybean lecithin, and the yolk lecithin has good adhesion performance, and the polyphenol particles embedded by the yolk lecithin have the characteristics of high embedding rate, high content of phenol substances and high stability of preventing oxidative degradation, thereby overcoming the defect that the existing polyphenol particle products are easy to be oxidized and degraded in transportation and storage, and widening the application of the polyphenol particle products in the market.
The polyphenol particles prepared by the carbon dioxide supercritical fluid granulation process can reach the micro-nano level, and have the advantages of small particle size, narrow particle size range, strong water solubility, high bioavailability and no solvent residue.
The supercritical carbon dioxide fluid containing the target polyphenol is uniformly mixed in the buffer chamber, the pressure is controlled to be uniform, the particle size of the sprayed polyphenol particles is ensured to be uniform, whether the spray head is blocked or not is judged through the pressure sensor, information is transmitted to the PLC control system, if the spray head is blocked, the PLC control system commands the heating block to heat the heat conduction oil, the medicine blocked at the spray head is dissolved and then sprayed, and the problem of spray head blockage is solved.
Drawings
Fig. 1 is a flow chart of a supercritical fluid granulation process of plant polyphenol provided by the invention.
Fig. 2 shows the phenol content TP of polyphenol prepared by three embodiments in the supercritical fluid granulation process of plant polyphenol provided by the present invention.
Fig. 3 is anti-oxidation ARP of polyphenol prepared by three embodiments in a supercritical fluid granulation process of plant polyphenol provided by the invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention will be described in further detail with reference to the accompanying drawings in conjunction with the following detailed description. It should be understood that the description is intended to be exemplary only, and is not intended to limit the scope of the present invention. Moreover, in the following description, descriptions of well-known structures and techniques are omitted so as to not unnecessarily obscure the concepts of the present invention.
Example 1
The invention provides a supercritical fluid granulation process of plant polyphenol, which adopts an anti-clogging nano granulation combined nozzle and has the following process flow:
1. adding 60% ethanol into the raw material polyphenol extract to obtain 25% concentration polyphenol/ethanol mixed solution; utilizing NPO030, passing through a separation membrane with a molecular weight of 300 specification, controlling the flow rate of a raw material polyphenol extracting solution to be 5L/min, the pressure to be 0.3Mpa, the temperature to be 35 ℃, returning filtered solutions of various separation membranes to a retention solution of the separation membrane, and circulating for 20min to obtain a filtrate containing target polyphenol for later use;
2. and introducing the target filtrate into a supercritical fluid chromatogram for separation and purification, wherein the supercritical fluid chromatogram adopts a mass ratio of 85:15, controlling the flow rate of the mobile phase to be 30mL/min, injecting 200 mu L of filtrate every time, collecting the corresponding filtrate when the retention time of chromatographic peak is 20min after each injection, and removing the solvent from the filtrate to obtain the extracting solution containing the target polyphenol for later use;
3. the proportion of the prepared wall material is as follows: cholesterol: tween 80 ═ 25:4:18(W/W), solvent/lecithin ratio 50: 46; dissolving the target polyphenol extract in ethanol/dichloromethane, preparing into target polyphenol solution with concentration of 1.0mg/ml, and keeping the rest mixed solution for later use;
4. the temperature of the high-pressure settling kettle is set to be 40 ℃ and the pressure is set to be 100bar before starting. Opening a steel cylinder, introducing carbon dioxide from the top end of a settling kettle at a flow rate of 20g/min by using a high-pressure pump, introducing the rest ethanol/dichloromethane mixed solvent into the settling kettle at a rate of 1.0mL/min by using another high-pressure pump when the temperature and the pressure in the kettle reach the set values, after 15min, leading a system in the reaction kettle to reach an equilibrium state, stopping introducing the mixed solvent, injecting the 1.0mg/mL extracting solution containing the target polyphenol at the same rate, when passing through a granulation combined nozzle, uniformly mixing the supercritical carbon dioxide fluid containing the target polyphenol in a buffer chamber, then flowing into an injection channel from a spray head along the flow direction, transmitting the sprayed pressure information to a PLC control system, and changing the temperature of heat conducting oil by the PLC control system to prevent polyphenol particles from blocking the nozzle; the sprayed polyphenol particles are immersed in a settling kettle, a nitrogen valve in the reaction system is opened all the time, and the granulation process is carried out in the nitrogen atmosphere. And after the sample introduction is finished, continuously introducing carbon dioxide for 40min, stopping a carbon dioxide pump, reducing the pressure of the settling kettle to the atmospheric pressure, taking out, and obtaining the polyphenol particles at the bottom of the settling kettle.
Example 2
The invention provides a supercritical fluid granulation process of plant polyphenol, which adopts an anti-clogging nano granulation combined nozzle and has the following process flow:
1. adding 60% ethanol into the raw material polyphenol extract to obtain 25% concentration polyphenol/ethanol mixed solution; utilizing NPO030, passing through a separation membrane with a molecular weight of 300 specification, controlling the flow rate of a raw material polyphenol extracting solution to be 5L/min, the pressure to be 0.3Mpa, the temperature to be 35 ℃, returning filtered solutions of various separation membranes to a retention solution of the separation membrane, and circulating for 20min to obtain a filtrate containing target polyphenol for later use;
2. and introducing the target filtrate into a supercritical fluid chromatogram for separation and purification, wherein the supercritical fluid chromatogram adopts a mass ratio of 85:15, controlling the flow rate of the mobile phase to be 30mL/min, injecting 200 mu L of filtrate every time, collecting the corresponding filtrate when the retention time of chromatographic peak is 20min after each injection, and removing the solvent from the filtrate to obtain the extracting solution containing the target polyphenol for later use;
3. the proportion of the prepared wall material is as follows: cholesterol: tween 80 ═ 25:4:18(W/W), solvent/lecithin ratio 50: 46; dissolving the target polyphenol extract in ethanol, preparing into a target polyphenol solution with the concentration of 1.0mg/ml, and keeping the rest of mixed solution for later use;
4. the temperature of the high-pressure settling kettle is set to be 40 ℃ and the pressure is set to be 100bar before starting. Opening a steel cylinder, introducing carbon dioxide from the top end of a settling kettle at a flow rate of 20g/min by using a high-pressure pump, introducing the rest ethanol solvent into the settling kettle at a speed of 1.0mL/min when the temperature and the pressure in the kettle reach the set values, after 15min, leading the system in the reaction kettle to reach an equilibrium state, stopping introducing the solvent, injecting the 1.0mg/mL extracting solution containing the target polyphenol at the same speed, when passing through a granulation combined nozzle, uniformly mixing the supercritical carbon dioxide fluid containing the target polyphenol in a buffer chamber, then flowing into an injection channel from a nozzle along the flow direction, transmitting the injected pressure information to a PLC control system, and changing the temperature of heat conduction oil by the PLC control system to prevent polyphenol particles from blocking the nozzle; the sprayed polyphenol particles are immersed in a settling kettle, a nitrogen valve in the reaction system is opened all the time, and the granulation process is carried out in the nitrogen atmosphere. And after the sample introduction is finished, continuously introducing carbon dioxide for 40min, stopping a carbon dioxide pump, reducing the pressure of the settling kettle to the atmospheric pressure, taking out, and obtaining the polyphenol particles at the bottom of the settling kettle.
Example 3
The invention provides a supercritical fluid granulation process of plant polyphenol, which adopts an anti-clogging nano granulation combined nozzle and has the following process flow:
1. adding 60% ethanol into the raw material polyphenol extract to obtain 25% concentration polyphenol/ethanol mixed solution; utilizing NPO030, passing through a separation membrane with a molecular weight of 300 specification, controlling the flow rate of a raw material polyphenol extracting solution to be 5L/min, the pressure to be 0.3Mpa, the temperature to be 35 ℃, returning filtered solutions of various separation membranes to a retention solution of the separation membrane, and circulating for 20min to obtain a filtrate containing target polyphenol for later use;
2. and introducing the target filtrate into a supercritical fluid chromatogram for separation and purification, wherein the supercritical fluid chromatogram adopts a mass ratio of 85:15, controlling the flow rate of the mobile phase to be 30mL/min, injecting 200 mu L of filtrate every time, collecting the corresponding filtrate when the retention time of chromatographic peak is 20min after each injection, and removing the solvent from the filtrate to obtain the extracting solution containing the target polyphenol for later use;
3. the proportion of the prepared wall material is as follows: cholesterol: tween 80 ═ 25:4:18(W/W), solvent/lecithin ratio 50: 46; dissolving the target polyphenol extract in ethanol/dimethyl sulfoxide, preparing into target polyphenol solution with concentration of 1.0mg/ml, and keeping the rest mixed solution;
4. the temperature of the high-pressure settling kettle is set to be 40 ℃ and the pressure is set to be 100bar before starting. Opening a steel cylinder, introducing carbon dioxide from the top end of a settling kettle at a flow rate of 20g/min by using a high-pressure pump, introducing the rest ethanol/dimethyl sulfoxide mixed solvent into the settling kettle at a speed of 1.0mL/min when the temperature and the pressure in the kettle reach the set values, after 15min, leading a system in the reaction kettle to reach an equilibrium state, stopping introducing the mixed solvent, injecting the 1.0mg/mL extracting solution containing the target polyphenol at the same speed, when passing through a granulation combined nozzle, uniformly mixing the supercritical carbon dioxide fluid containing the target polyphenol in a buffer chamber, then flowing into an injection channel from a nozzle along the flow direction, transmitting the sprayed pressure information to a PLC control system, and changing the temperature of heat-conducting oil by the PLC control system to prevent polyphenol particles from blocking the nozzle; the sprayed polyphenol particles are immersed in a settling kettle, a nitrogen valve in the reaction system is opened all the time, and the granulation process is carried out in the nitrogen atmosphere. And after the sample introduction is finished, continuously introducing carbon dioxide for 40min, stopping a carbon dioxide pump, reducing the pressure of the settling kettle to the atmospheric pressure, taking out, and obtaining the polyphenol particles at the bottom of the settling kettle.
The separation Membrane NPO030 (manufactured by Daicen membranes-Systems LTD) in each of the above examples was passed through a molecular weight of 300 gauge, Na2SO4The elimination rate is 80-95%, and the membrane area is 0.25m2The operating conditions are as follows: the flow rate is 5L/min, the pressure is 0.3MPa, and the temperature is 35 ℃.
The particle size of the polyphenol particles prepared in the above examples was measured and analyzed by a laser particle sizer, and the analysis results were as follows:
the particle size and solubility in high purity water at pH 7 of the polyphenols obtained by general spray drying and the polyphenols obtained in the three examples are summarized in table 1.
TABLE 1
Table 1 shows that the polyphenol particles prepared by the supercritical anti-solvent technology have greatly reduced particle size and obviously improved solubility compared with the polyphenol particles prepared by spray drying in the traditional process. Compared with the traditional process, the supercritical anti-solvent technology can complete the preparation and micronization process of polyphenol in one step, wherein the polyphenol particles have the advantages of no solvent residue, high bioavailability, uniform particle size and the like.
The phenol content TP and the antioxidant ARP of the tea polyphenol particles prepared in the three embodiments are measured by a Folin-Ciocalteu method and a free radical scavenging DPPH method. Wherein TP is expressed in milligrams of Caffeic Acid Equivalent (CAE) per gram of Dry Powder (DP) of the product (mgcae/gdp). ARP is expressed in milligrams of DPPH per milliliter of dry powder (mg DPPH./mLextract) extract of the product.
The TP and ARP of tea polyphenol particles obtained by general spray drying and the tea polyphenol particles obtained by the above three examples are shown in FIG. 2 and FIG. 3.
Fig. 2 and 3 show that the polyphenol particles prepared by the supercritical anti-solvent technology have phenol content TP and antioxidant ARP superior to those of polyphenol particles prepared by the spray drying process, wherein in example 3, ethanol/dimethyl sulfoxide is selected as the preferred group as the solvent, egg yolk phospholipid is selected as the wall material instead of soybean phospholipid, so that the embedding rate of the particles is increased, the improvement of the antioxidant value is beneficial to better exerting the antioxidant performance of polyphenol, and the application range of the polyphenol particles in products in various fields is expanded.
The invention provides a supercritical fluid granulation process of plant polyphenol, in particular to a processing and refining method for finely separating functional polyphenol such as tea polyphenol, flavonoid, chalcone, tannin and the like contained in plants from other components such as protein, fat, polysaccharide, inorganic matter, organic matter and the like to obtain a high-purity specific polyphenol product or a high-purity functional monomer product, so as to overcome various defects in the prior art. The nano-granulation combined nozzle is innovatively provided, so that the sizes of particles are uniform, and the technical problem that the existing granulation nozzle is easy to block is solved.
It is to be understood that the above-described embodiments of the present invention are merely illustrative of or explaining the principles of the invention and are not to be construed as limiting the invention. Therefore, any modification, equivalent replacement, improvement and the like made without departing from the spirit and scope of the present invention should be included in the protection scope of the present invention. Further, it is intended that the appended claims cover all such variations and modifications as fall within the scope and boundaries of the appended claims or the equivalents of such scope and boundaries.
Claims (9)
1. A supercritical fluid granulation process of plant polyphenol is characterized in that an anti-clogging nano granulation combined nozzle is adopted, and the process flow is as follows:
s1, adjusting the extracting solution containing the target polyphenol to 1-50 wt% of a prepared solution by using a developing solvent to obtain a polyphenol/developing solvent mixed solution;
s2, pouring the polyphenol/developing solvent mixed solution into a separation membrane for filtration, and filtering insoluble impurities to obtain filtrate containing target polyphenol;
s3, separating and purifying the filtrate containing the target polyphenol by using a carbon dioxide supercritical fluid chromatography method to obtain a high-purity target polyphenol purified liquid for later use;
s4, dissolving the target polyphenol purified solution in an anti-solvent to prepare a nearly saturated polyphenol solution; wherein the optimal proportion of the wall material is as follows: cholesterol: tween 80 ═ 25:4:18(W/W), solvent/lecithin ratio 50: 46;
s5, continuously introducing the frozen carbon dioxide into a settling kettle at a constant flow rate by using a high-pressure pump; setting the temperature of a settling kettle at 30-45 ℃, the settling pressure at 85-125bar, the flow rate of carbon dioxide at 15-25 g/min, the flow rate of sample injection of a polyphenol solution at 0.5-1.5mL/min, and the concentration of the polyphenol solution at 0.5-3.5 mg/mL; when the system is in a stable state, the polyphenol solution enters a settling kettle through a nano granulation combined nozzle;
s6, after the sample injection, obtaining the target polyphenol particles in a settling kettle.
2. The supercritical fluid granulation process for plant polyphenols as claimed in claim 1, wherein in S1, the developing solvent is ethanol or methanol, and the ratio of elution solution is selected according to the characteristics of the extraction solution and the objective polyphenols to be eluted.
3. The supercritical fluid granulation process for plant polyphenols according to claim 1, wherein the separation membrane is selected according to the following principle: according to the difference of molecular weight and/or polarity between the target polyphenol and other polyphenols in the component containing high content of functional target polyphenol, when the molecular weight of the target polyphenol is less than 6000, the large-aperture separation membrane is selected to be a membrane with molecular weight more than 6000, and the small-aperture separation membrane is selected to be a membrane with molecular weight less than 500.
4. The supercritical fluid granulation process for plant polyphenols as claimed in claim 3, wherein in S2, the filtrate containing target polyphenols is separated by filtration using separation membrane with molecular weight of 300.
5. The supercritical fluid granulation process for plant polyphenols according to claim 1, wherein in S3, the supercritical fluid chromatography adopts carbon dioxide/isopropanol with a mass ratio of 85:15 as mobile phase.
6. The supercritical fluid granulation process for plant polyphenols according to claim 1, wherein in S4, the wall material is egg yolk lecithin; the antisolvent is any one of ethanol/dichloromethane, ethanol/dimethyl sulfoxide or ethanol; wherein the volume ratio of the dichloromethane to the ethanol is 1: 3.
7. The supercritical fluid granulation process for plant polyphenols according to claim 1, wherein in S5, the whole reaction process is performed in nitrogen flow system.
8. The supercritical fluid granulation process for plant polyphenols according to claim 1, wherein the nano-granulation combined nozzle comprises a buffer chamber, a heat-conducting oil cavity, a nozzle, a first pipeline, a second pipeline, a pressure sensor, a temperature sensor, a PLC control system and a heating block; the spray head is internally provided with a spray channel for communication.
9. The supercritical fluid granulation process for plant polyphenols according to claim 8, wherein the buffer chamber of the combined nozzle for nano-granulation communicates with the first and second pipes; one end of the first pipeline penetrates through the heat-conducting oil cavity, and the other end of the first pipeline is communicated with an injection channel in the spray head; the PLC control system is arranged in the buffer chamber and is in communication connection with the pressure sensor.
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