CN109627230A - Method of the molecularly imprinted polymer based on Pickering emulsion polymerization for Quercetin in separating-purifying spina gleditsiae - Google Patents
Method of the molecularly imprinted polymer based on Pickering emulsion polymerization for Quercetin in separating-purifying spina gleditsiae Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
- C08F2/30—Emulsion polymerisation with the aid of emulsifying agents non-ionic
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
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Abstract
A kind of method the invention discloses molecularly imprinted polymer based on Pickering emulsion polymerization for Quercetin in separating-purifying spina gleditsiae.The preparation of molecularly imprinted polymer is using the hydroxyapatite particle of modified as stable particle when preparing Pickering lotion, using the Quercetin urgently separated as template molecule, the imprinted polymer of Quercetin is prepared by the polymerization of function monomer in Pickering lotion, further template molecule Quercetin is removed with eluant, eluent, obtain the imprinted polymer of quercetin molecule, the polymer surfaces have imprinted sites, it can be come into full contact with the various components in mixed liquor, realize the efficient specific adsorption to target molecule Quercetin, it can be widely applied to the specific adsorption and separating-purifying of complicated active constituent in Chinese medicine;It is simple to change method preparation method, easily operated, cost is relatively low, avoids a large amount of organic solvents used in traditional extraction process, has saved cost.
Description
Technical field
The present invention relates to a kind of preparation method and applications of molecularly imprinted polymer, in particular to a kind of to be based on hydrophobic modification
The particle-stabilised Pickering emulsion polymerization of hydroxyapatite prepare the method for molecularly imprinted polymer and its inhaled in specificity
The application of Quercetin in attached middle school's medicinal material crude extract, and in particular to it is a kind of using the hydroxyapatite of hydrophobic modification as stable particle, with
4-vinylpridine is function monomer, using Quercetin as template molecule, through 4-vinylpridine in Pickering lotion
The method that heating polymerization prepares molecularly imprinted polymer;Belong to functional polymer preparation and Chinese medicine active constituent separation and Extraction neck
Domain.
Background technique
Spina gleditsiae is the drying quil of leguminous plant Chinese honey locust (Gledits Sinesis), is gleditsia sinensis bioactive ingredients
Main source.According to the Pharmacopoeia of the People's Republic of China (version in 2015, first), spina gleditsiae have detumescence detoxification, apocenosis and
The effect of desinsection, can be used for ulcer from the beginning of, purulence into not routed treatment, control castor outside.In recent years again be proven to have anticancer,
Antiviral, antiallergy, anti-mutagenesis, cardioprotection and other effects.Separated effective active composition out is main from spina gleditsiae at present
Including triterpene, sterol, flavonoids, phenols and alkaloid.Flavone compound in spina gleditsiae is natural antioxidant, tool
There is the ability for removing free radical, has antitumaous effect.Quercetin (quercetin) therein has been shown to have good dispel
Phlegm, cough-relieving and antiasthmatic effect can also reduce blood pressure, enhance capillary resistance, reduce capillary fragility, reducing blood lipid, expansion
Coronary artery simultaneously increases its flow.It can be used for treating chronic bronchitis, have adjuvant treatment to coronary heart disease and hypertensive patient
Effect.
Currently, China mostly carries forward vigorously the plantation of gleditsia sinensis, but deep processing industry relatively falls behind, generally through simple big gun
It is directly taken after system as medicine materical crude slice.Spina gleditsiae active constituent is isolated and purified, petroleum ether, chloroform, ethyl acetate are relied primarily on
After carrying out classification extraction with organic solvents such as n-butanols, then by column chromatograph method isolated and purified.Existing method work
Skill is complicated, and organic solvent usage amount is big, higher cost.Although importantly, column chromatography method can be obtained in laboratory it is pure
Net target product, but yield is low and is difficult to realize industrialized production.
Molecular imprinting technology is used to prepare the one kind for having specific selective polymer material to a certain specific substance
Method.It is used for isolated basic principle: using the target molecule of certain structure urgently separated as template molecule, with function
Cross-linked polymeric under certain condition after monomer interaction, then rigid polymer is obtained after removing template molecule.Polymer tool
Have and template molecule is in the hole that the properties such as functional group, size, shape, distribution of charges are mutually matched, therefore to template molecule
With special selectivity and higher adsorption capacity.
Summary of the invention
Complex procedures are isolated and purified for active ingredient Quercetin in existing spina gleditsiae, need a large amount of organic solvents and difficulty
To realize the problem of commercial scale, it is an object of the invention to be the provision of a kind of pair of Quercetin there is specificity to know
The preparation method for the molecular engram microsphere not combined, prepared molecularly imprinted polymer pattern is uniform, is known as obviously to quercitrin
The adsorption effect better than other active components.
Another object of the present invention is to be the step of simplifying traditional separation method, saves a large amount of organic solvents
It uses, this method is easily operated, and step is simple, and cost is relatively low, is advantageously implemented the extraction of active ingredient Quercetin in spina gleditsiae
Isolated industrialization large-scale production.
Another object of the present invention be the provision of molecularly imprinted polymer described in one kind Chinese medicine activity at
Application in terms of point separation and Extraction, the molecularly imprinted polymer prepared using the compound that urgently separates as template molecule is to Chinese medicine
The component in crude extract has good specific adsorption, can be widely used in centering in pharmacognosy, modern Chinese traditional medicine field
The selective absorption of active ingredients of medicinal materials is extracted.
In order to achieve the above technical purposes, the present invention provides a kind of molecular engrams based on Pickering emulsion polymerization
Method of the polymer for Quercetin in separating-purifying spina gleditsiae, method includes the following steps:
(1) it after hydroxyapatite particle surface being carried out hydrophobic modification with silane coupling agent, is distributed in water, obtains water
Phase;
(2) template molecule, polymerized functional monomer and crosslinking agent are dissolved in organic solvent, obtain oily phase;
(3) oil is mutually mixed with the water phase, ultrasound is simultaneously shaken, and Pickering lotion is obtained;
(4) initiator is added in Xiang Suoshu Pickering lotion and heats and is allowed to that polymerization reaction occurs, it is micro- to obtain polymer
Ball;
(5) polymer microballoon is by eluted template molecule to get molecularly imprinted polymer.
Preferably, the hydroxyapatite particle surface carries out hydrophobic modification using Silane coupling reagent KH-570.
Further, the detailed process that hydrophobic modification is carried out to hydroxyapatite particle surface are as follows: by KH-570 drop
It is added in the toluene solution of hydroxyapatite, reacts 12~36h under the protection of nitrogen in 110~130 DEG C.
Preferably, the concentration of hydrophobic hydroxyapatite is 0.1~10mg/mL in the water phase.
Preferably, the template molecule selects suitable compound according to the application purpose of molecularly imprinted polymer,
It is preferred that Quercetin.
Preferably, the polymerized functional monomer is 4-vinylpridine, 2- vinylpyridine, methacrylic acid, propylene
One of amide is a variety of.
Preferably, the organic solvent is ethyl acetate, in pyridine, acetonitrile, chloroform, acetone, toluene, tetrahydrofuran
It is one or more.
Preferably, the crosslinking agent is divinylbenzene.
Preferably, the initiator is one of azodiisobutyronitrile, azobisisoheptonitrile or a variety of.
The molar ratio of more preferably scheme, template molecule and function monomer, crosslinking agent is 1:(4~25): (20~40).
More preferably scheme, the polymerization temperature of the polymerization reaction are 40~90 DEG C, polymerization time is 4~for 24 hours.
Preferably, the concentration of 4-vinylpridine is 0.1~1.0mg/mL in the oily phase;Preferably 0.2~0.6mg/
mL;More preferably 0.2~0.4mg/mL.
Preferably, for methanol and glacial acetic acid, 9:1~5:5 is formed the washing and dehydrating integrated machine used when eluted template molecule by volume.
The hydroxyapatite nano particle that the present invention uses is conventional commercial product.
The present invention also provides a kind of applications of molecular engram microsphere, are applied in spina gleditsiae crude extract solution to certain
The specific adsorption of one given activity ingredient separates.
Compared with the prior art, technical solution of the present invention bring advantageous effects:
1) technical solution of the present invention selects hydroxyapatite as the precursor for preparing Pickering emulsion-stabilizing particle,
Hydroxyapatite surface contains great amount of hydroxy group, excessively hydrophilic, it is difficult to for stablizing Pickering lotion.But hydroxyl be easy into
Row modification, can simply carry out hydrophobic modification with the silane coupling agent of terminal hydrophobic, to improve the hydrophobicity of hydroxyapatite.It dredges
Hydroxyapatite after water modification can be under conditions of being not necessarily to surfactant, for preparing the Pickering having good stability
Lotion.
2) technical solution of the present invention selects hydrophobic hydroxyapatite as the stable particle of Pickering lotion, institute
The pattern of the good therefore prepared molecular imprinted polymer on surface microballoon of the Pickering stability of emulsion of preparation is uniform, ruler
It is very little uniform, it is the micron-size spherical particles of standard.
3) hydroxyapatite that technical solution of the present invention is selected is one of important composition ingredient of organism bone, biology
Compatibility is good, applies it in the separation of Chinese medicine active constituent, is conducive to the stability for keeping active constituent, is conducive to
Realize molecular imprinting technology in the extensive use in the fields such as pharmacognosy, herbal pharmaceutical.
4) technical solution of the present invention can design synthesis containing specific imprinted sites according to different target molecules
Molecularly imprinted polymer, therefore prepared molecular engram microsphere has the absorption function of specificity to the specific target molecule
Can, to realize to the separation of the target molecule and purifying, being extracted in biology, Chinese medicine active constituent in mixture etc.
Field is widely used.
Detailed description of the invention
Fig. 1 is the scanning electron microscope (SEM) photograph of quercetin molecule imprinted polymer microballoon MIP prepared by embodiment 1.
Fig. 2 is the dynamic absorption figure of quercetin molecule imprinted polymer microballoon MIP prepared by embodiment 1.
Fig. 3 is the thermoisopleth absorption figure of quercetin molecule imprinted polymer microballoon MIP prepared by embodiment 1.
Fig. 4 is the selective absorption figure of quercetin molecule imprinted polymer microballoon MIP prepared by embodiment 1.
Fig. 5 is the recycling performance test chart of Quercetin imprinted polymer microballoon MIP.
Specific embodiment
Following embodiment is intended to further illustrate the content of present invention, rather than limits the protection model of the claims in the present invention
It encloses.
Embodiment 1
0.5g hydroxyapatite is weighed, is added in the three-necked bottle containing 15mL dry toluene, ultrasonic wave aid dispersion 30
Minute.The KH-570 of 0.3mL is slowly added dropwise to the system, then 110 DEG C of reaction 20h under nitrogen protection.After being cooled to room temperature
Unreacted KH-570 is washed away as centrifugation with toluene and the sample by obtained by is dried in vacuo in 60 DEG C for 24 hours to get hydrophobic hydroxyl phosphorus
Lime stone particle.
The hydrophobic hydroxyapatite particle of 40mg is weighed, is added in 10mL water, ultrasonic disperse 30 minutes, obtains water phase.Claim
20mg Quercetin is taken, is added in 4mL acetonitrile, oscillation dissolves it sufficiently, adds 4-vinylpridine (0.8mL) and diethyl
Alkenyl benzene (2.8mL), oscillation make sufficiently to dissolve, this is oily phase.Water phase and oil are mixed, big forced oscillation forms stable
Pickering lotion.20mg azodiisobutyronitrile is added into the lotion as radical initiator.It rests at 70 DEG C and polymerize
After 20h, by product acetonitrile and deionized water washes clean, mould then is removed with eluant, eluent (methanol: glacial acetic acid=1:1, v/v)
Plate molecule Quercetin obtains the molecularly imprinted polymer MIP of specific recognition site.It is prepared by the polymer NIP of non-trace
When be added without Quercetin, other steps are identical.
(1) adsorption dynamics adsorption kinetics is tested
The MIP of 10mg is weighed in the screw socket bottle of 10mL, the Quercetin solution that 5mL concentration is 5mmol/L is added, at 25 DEG C
The lower constant temperature oscillation different time, it is set to respectively (5,10,20,30,40,50,60,70,80min), is not inhaled after adsorption equilibrium
Attached quercetin concentration is measured with HPLC method, and calculated equilibrium adsorbance Q (μm ol/g), obtains Dynamic Adsorption curve.
(2) Static Adsorption is tested
The MIP of 10mg is weighed in the screw socket bottle of 10mL, a series of Quercetin solution of concentration of 5mL is separately added into, 25
Isothermal vibration 60min at DEG C, concentration are controlled in 0.5-6 μm of ol/g.Reach Quercetin unadsorbed in solution after adsorption equilibrium
Concentration is measured with HPLC method, and calculated equilibrium adsorbance Q (μm ol/g), obtains Static Adsorption curve.
(3) specific adsorption is tested
The MIP of 10mg is weighed in the screw socket bottle of 10mL, being separately added into concentration is the Quercetin solution of 5 μm of ol/g, rutin
Solution, catechin solution and aromadendrin solution, the isothermal vibration 60min at 25 DEG C.Reach and is not inhaled in solution after adsorption equilibrium
Attached part, concentration is measured with HPLC method, and calculated equilibrium adsorbance Q (μm ol/g), obtains specific adsorption curve.
(4) repeat performance is tested
The MIP of 10mg is weighed in the screw socket bottle of 10mL, the Quercetin solution that concentration is 5 μm of ol/g is separately added into, 25
Isothermal vibration 60min at DEG C.Reach part unadsorbed in solution after adsorption equilibrium, concentration is measured with HPLC method, and is counted
It calculates equilibrium adsorption capacity Q (μm ol/g).The mixed liquor of material after absorption methanol-acetic acid is eluted, until in eluent
Until no Quercetin detection.By adsorption test more than the material repetition after elution, and calculate each equilibrium adsorption capacity.
The microscopic appearance that Fig. 1 shows quercetin molecule imprinted polymer MIP obtained is regular spherical shape, particle diameter distribution
Uniform, average diameter is about 22 μm or so.
Fig. 2 shows that quercetin molecule imprinted polymer microballoon obtained can be realized in 40min to Quercetin in solution
Quick adsorption to the rate of adsorption sharp fall of Quercetin after 40min, and reaches final adsorption equilibrium after 60min.With
Traditional adsorbent material is compared, and adsorption efficiency greatly improves.
Fig. 3 is the Static Adsorption curve of Quercetin imprinted polymer microballoon MIP.It is 5mmol/L in Quercetin solution concentration
When, the adsorption capacity of MIP reaches maximum value, is 52.7 μm of ol/g.
Fig. 4 is the selective absorption curve of Quercetin imprinted polymer microballoon, when selection structure and flavonoids similar in it
When active ingredient Rutin, catechin and aromadendrin are as control, MIP will be significantly greater than other to the equilibrium adsorption capacities of Quercetin
Reference material shows that the polymer microballoon has significant specificity.
Fig. 5 is the recycling performance test of Quercetin imprinted polymer microballoon MIP.For the first time in use, its equilibrium adsorption
Capacity is 52.7 μm of ol/g.The Quercetin adsorbed after absorption washes away, and the material after elution is continued to be applied to next
In the absorption test of circulation.At the 5th time in use, its equilibrium adsorption capacities is 50.3 μm of ol/g, only 5% loss.This table
Bright prepared imprinted polymer has the performance of good reuse, can be recycled.
Embodiment 2
The hydrophobic hydroxyapatite particle of 40mg is weighed, is added in 10mL water, ultrasonic disperse 30 minutes, obtains water phase.Claim
20mg Quercetin is taken, is added in 4mL acetone, oscillation dissolves it sufficiently, adds 2- vinylpyridine (1.0mL) and diethyl
Alkenyl benzene (2.8mL), oscillation make sufficiently to dissolve, this is oily phase.Water phase and oil are mixed, big forced oscillation forms stable
Pickering lotion.25mg azodiisobutyronitrile is added into the lotion as radical initiator.It rests at 70 DEG C and polymerize
After 20h, by product acetonitrile and deionized water washes clean, mould then is removed with eluant, eluent (methanol: glacial acetic acid=1:1, v/v)
Plate molecule Quercetin obtains the molecularly imprinted polymer MIP of specific recognition site.It is prepared by the polymer NIP of non-trace
When be added without Quercetin, other steps are identical.With embodiment 1, absorption result shows that the molecular engram polymerize for adsorption test
Object has significant specific adsorption to target molecule Quercetin, and adsorption efficiency is high.
Embodiment 3
The hydrophobic hydroxyapatite particle of 30mg is weighed, is added in 10mL water, ultrasonic disperse 30 minutes, obtains water phase.Claim
25mg Quercetin is taken, is added in 4mL chloroform, oscillation dissolves it sufficiently, adds 4-vinylpridine (1.2mL) and diethyl
Alkenyl benzene (3.0mL), oscillation make sufficiently to dissolve, this is oily phase.Water phase and oil are mixed, big forced oscillation forms stable
Pickering lotion.20mg azobisisoheptonitrile is added into the lotion as radical initiator.It rests at 80 DEG C and polymerize
After 18h, by product acetonitrile and deionized water washes clean, mould then is removed with eluant, eluent (methanol: glacial acetic acid=2:1, v/v)
Plate molecule Quercetin obtains the molecularly imprinted polymer MIP of specific recognition site.It is prepared by the polymer NIP of non-trace
When be added without Quercetin, other steps are identical.With embodiment 1, absorption result shows that the molecular engram polymerize for adsorption test
Object has significant specific adsorption to target molecule Quercetin.
The above, preferable specific embodiment only of the invention, but the scope of the present invention is not limited thereto, root
According to technical solution of the present invention and its inventive concept be equal exchange or change, should all cover protection scope of the present invention it
It is interior.
Claims (10)
1. a kind of side of molecularly imprinted polymer based on Pickering emulsion polymerization for Quercetin in separating-purifying spina gleditsiae
Method, it is characterized in that: method includes the following steps:
(1) it after hydroxyapatite particle surface being carried out hydrophobic modification with silane coupling agent, is distributed in water, obtains water phase;
(2) template molecule, polymerized functional monomer and crosslinking agent are dissolved in organic solvent, obtain oily phase;
(3) oil is mutually mixed with the water phase, ultrasound is simultaneously shaken, and Pickering lotion is obtained;
(4) initiator is added in Xiang Suoshu Pickering lotion and heats and is allowed to that polymerization reaction occurs, obtains polymer microballoon;
(5) polymer microballoon is by eluted template molecule to get molecularly imprinted polymer.
2. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the hydroxyapatite particle surface uses Silane coupling reagent KH-570
Carry out hydrophobic modification;Carry out the detailed process of hydrophobic modification are as follows: KH-570 is added drop-wise in the toluene solution of hydroxyapatite, in
110~130 DEG C are reacted 12~36h under the protection of nitrogen.
3. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the concentration of hydrophobic hydroxyapatite is 0.1~10mg/ in the water phase
mL。
4. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the template molecule is Quercetin.
5. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the polymerized functional monomer is 4-vinylpridine, 2- vinylpyridine
One of pyridine, methacrylic acid, acrylamide are a variety of.
6. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the organic solvent be ethyl acetate, pyridine, acetonitrile, chloroform, acetone,
One of toluene, tetrahydrofuran are a variety of.
7. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the crosslinking agent is divinylbenzene.
8. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the initiator is azodiisobutyronitrile, one in azobisisoheptonitrile
Kind is a variety of.
9. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the molar ratio of the template molecule and function monomer, crosslinking agent is 1:(4
~25): (20~40).
10. a kind of molecularly imprinted polymer based on Pickering emulsion polymerization according to claim 1 is mentioned for separating
The method of Quercetin in pure spina gleditsiae, it is characterized in that: the polymerization temperature of the polymerization reaction is 40~90 DEG C, polymerization time is
4~for 24 hours.
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CN113248650A (en) * | 2021-06-18 | 2021-08-13 | 许昌学院 | Eutectic solvent type molecularly imprinted polymer with hydroxyapatite as carrier and preparation method and application thereof |
CN116616434A (en) * | 2023-06-08 | 2023-08-22 | 上海海洋大学 | Preparation method of rutin and grass carp myofibrillar composite stable high internal phase emulsion gel |
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Cited By (2)
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CN113248650A (en) * | 2021-06-18 | 2021-08-13 | 许昌学院 | Eutectic solvent type molecularly imprinted polymer with hydroxyapatite as carrier and preparation method and application thereof |
CN116616434A (en) * | 2023-06-08 | 2023-08-22 | 上海海洋大学 | Preparation method of rutin and grass carp myofibrillar composite stable high internal phase emulsion gel |
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