CN104398492A - Preparation method of asymmetric vesicle - Google Patents
Preparation method of asymmetric vesicle Download PDFInfo
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- CN104398492A CN104398492A CN201410751317.9A CN201410751317A CN104398492A CN 104398492 A CN104398492 A CN 104398492A CN 201410751317 A CN201410751317 A CN 201410751317A CN 104398492 A CN104398492 A CN 104398492A
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Abstract
The invention provides a preparation method of an asymmetric vesicle and relates to a preparation method of a vesicle. The invention aims to solve the problem of scarcity of a method for preparing the asymmetric vesicle. The preparation method comprises the following steps: mixing an oil phase with a water phase by using a micro-fluidic chip and obtaining emulsion; mixing the emulsion with receiving liquid, washing with a mixed solution of an organic solvent and liquid paraffin, adding an organic solvent containing DOPC (Dilinoleoylphosphatidylcholine) phospholipid, standing, adding a solution containing the asymmetric vesicle into a glucose aqueous solution, standing, removing the oil phase on the upper layer and finishing the preparation and the storage of the asymmetric vesicle. The asymmetric vesicle prepared by the preparation method is complete in appearance and uniform in size and has a size of 100-150 [mu]m. The invention can obtain the preparation method of the asymmetric vesicle.
Description
Technical field
The present invention relates to a kind of preparation method of vesicle.
Background technology
Spherical or the elliposoidal separate room that vesicle (vesicle) is formed by airtight bilayer or multi-compartment room formed.The vesicle formed by natural phospholipid is called liposome (liposome).Because the structure of vesicle and cell membrane is closely similar, so studied widely as biological film model always.Utilize this biomembrane can with the feature of cell membrane fusion, vesicle is in the immobilized and Targeting delivery of biological film, medicine, the synthesis of nanoparticle and do there is important using value in microreactor etc.The vesicle structure that asymmetric vesicle is made up of different molecular layer (leaflet), because of the unsymmetry of its molecular layer, has important theory value and realistic meaning at biomembrane and cell and biomedicine field.
Summary of the invention
The object of the invention is to solve the problem that the method for the asymmetric vesicle of existing preparation is rare, and a kind of preparation method of asymmetric vesicle is provided.
A preparation method for asymmetric vesicle, specifically completes according to the following steps:
One, span80 is dissolved in liquid paraffin, obtains oil phase; Be that the aqueous sucrose solution of 200mmol/L ~ 500mmol/L is as aqueous phase using concentration; Oil phase and aqueous phase are expelled to micro-fluidic chip from different feeder connections respectively and mix, obtain emulsion;
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1mL;
The flow velocity of aqueous phase described in step one in micro-fluidic chip is 1 μ L/min;
The flow velocity of oil phase described in step one in micro-fluidic chip is 1 μ L/min ~ 5 μ L/min;
Two, emulsion is mixed with receiving liquid, under room temperature, react 25min ~ 60min, obtain mixing material A; The mixed solution re-using organic solvent and liquid paraffin carries out washing 3 times ~ 5 times to mixing material A, obtains the mixing material A after washing;
The volume of the emulsion described in step 2 and the volume ratio of receiving liquid are 1:10;
Receiving liquid described in step 2 is made up of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane, decane and liquid paraffin; In described receiving liquid, the mass ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and decane is 1:20; In described receiving liquid, the volume ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and liquid paraffin is 1:200;
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, the volume ratio of organic solvent and liquid paraffin is 1:10;
Three, in the mixing material A after washing, add the organic solvent containing DOPC phospholipid, leave standstill 2h ~ 4h after mix homogeneously, obtain the solution containing asymmetric vesicle; With the D/W of 200mmol/L for conserving liquid, the D/W solution containing asymmetric vesicle being joined 200mmol/L is in conserving liquid, leaves standstill 2h ~ 4h, removes the oil phase on upper strata, namely completes preparation and the preservation of asymmetric vesicle;
Described in step 3 is 10mg/mL containing the concentration of DOPC phospholipid in the organic solvent of DOPC phospholipid;
Described in step 3 is 0.25mg/mL ~ 1mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.
Advantage of the present invention:
One, the present invention's asymmetric vesicle that utilized self assembly and microflow control technique to prepare; Utilize micro-fluidic chip to produce the emulsion of Water-In-Oil (W/O), in receiving liquid, form the microcapsule of polymer, the molecular separating force finally by DOPC phospholipid and surface of microcapsule completes last assembling;
Two, the present invention is by the change to micro-fluidic reaction condition, can control the size of microcapsule, and then control the size of asymmetric vesicle;
Three, the present invention uses trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and DOPC phospholipid to form the phospholipid capsule bubble of asymmetric bilayer;
Four, the present invention utilize microfluidic methods can control formed asymmetric vesicle pattern complete, size is homogeneous;
Five, the present invention can by controlling the flow velocity of aqueous phase and oil phase, the size of the asymmetric vesicle of size Control of micro-fluidic chip;
Six, the method for the asymmetric vesicle of this explanation preparation is simple to operate, and the response time is short, favorable repeatability, and the asymmetric vesicle of preparation can be used as pharmaceutical carrier;
Seven, the medicine low toxicity that the asymmetric vesicle that prepared by the present invention uses, harmless, environmental protection; Pattern, the size of the asymmetric vesicle of preparation are controlled, and the asymmetric vesicle obtained by method of the present invention can be used for the field such as drug carrier and release.
The present invention can obtain a kind of preparation method of asymmetric vesicle.
Detailed description of the invention
Detailed description of the invention one: present embodiment is that a kind of preparation method of asymmetric vesicle specifically completes according to the following steps:
One, span80 is dissolved in liquid paraffin, obtains oil phase; Be that the aqueous sucrose solution of 200mmol/L ~ 500mmol/L is as aqueous phase using concentration; Oil phase and aqueous phase are expelled to micro-fluidic chip from different feeder connections respectively and mix, obtain emulsion;
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1mL;
The flow velocity of aqueous phase described in step one in micro-fluidic chip is 1 μ L/min;
The flow velocity of oil phase described in step one in micro-fluidic chip is 1 μ L/min ~ 5 μ L/min;
Two, emulsion is mixed with receiving liquid, under room temperature, react 25min ~ 60min, obtain mixing material A; The mixed solution re-using organic solvent and liquid paraffin carries out washing 3 times ~ 5 times to mixing material A, obtains the mixing material A after washing;
The volume of the emulsion described in step 2 and the volume ratio of receiving liquid are 1:10;
Receiving liquid described in step 2 is made up of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane, decane and liquid paraffin; In described receiving liquid, the mass ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and decane is 1:20; In described receiving liquid, the volume ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and liquid paraffin is 1:200;
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, the volume ratio of organic solvent and liquid paraffin is 1:10;
Three, in the mixing material A after washing, add the organic solvent containing DOPC phospholipid, leave standstill 2h ~ 4h after mix homogeneously, obtain the solution containing asymmetric vesicle; With the D/W of 200mmol/L for conserving liquid, the D/W solution containing asymmetric vesicle being joined 200mmol/L is in conserving liquid, leaves standstill 2h ~ 4h, removes the oil phase on upper strata, namely completes preparation and the preservation of asymmetric vesicle;
Described in step 3 is 10mg/mL containing the concentration of DOPC phospholipid in the organic solvent of DOPC phospholipid;
Described in step 3 is 0.25mg/mL ~ 1mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.
Asymmetric vesicle prepared by present embodiment be kept in the D/W of 200mmol/L be because asymmetric vesicle time of preserving in water environment long, and because asymmetric vesicle inside prepared by present embodiment comprises the D/W of 200mmol/L, it is more stable in isotonic glucose solution.
The advantage of present embodiment:
One, the present embodiment asymmetric vesicle that utilized self assembly and microflow control technique to prepare; Utilize micro-fluidic chip to produce the emulsion of Water-In-Oil (W/O), in receiving liquid, form the microcapsule of polymer, the molecular separating force finally by DOPC phospholipid and surface of microcapsule completes last assembling;
Two, present embodiment is by the change to micro-fluidic reaction condition, can control the size of microcapsule, and then control the size of asymmetric vesicle;
Three, present embodiment uses trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and DOPC phospholipid to form the phospholipid capsule bubble of asymmetric bilayer;
Four, present embodiment utilize microfluidic methods can control formed asymmetric vesicle pattern complete, size is homogeneous;
Five, present embodiment can by controlling the flow velocity of aqueous phase and oil phase, the size of the asymmetric vesicle of size Control of micro-fluidic chip;
Six, to prepare the method for asymmetric vesicle simple to operate for present embodiment, and the response time is short, favorable repeatability, and the asymmetric vesicle of preparation can be used as pharmaceutical carrier;
Seven, the medicine low toxicity that the asymmetric vesicle that prepared by present embodiment uses, harmless, environmental protection; Pattern, the size of the asymmetric vesicle of preparation are controlled, and the asymmetric vesicle obtained by method of the present invention can be used for the field such as drug carrier and release.
Present embodiment can obtain a kind of preparation method of asymmetric vesicle.
Detailed description of the invention two: present embodiment and detailed description of the invention one difference are: the flow velocity of the oil phase described in step one in micro-fluidic chip is 1 μ L/min ~ 3 μ L/min.Other steps are identical with detailed description of the invention one.
Detailed description of the invention three: one of present embodiment and detailed description of the invention one or two difference is: the flow velocity of the oil phase described in step one in micro-fluidic chip is 3 μ L/min ~ 5 μ L/min.Other steps are identical with detailed description of the invention one or two.
Detailed description of the invention four: present embodiment with one of detailed description of the invention one to three difference is: emulsion mixed with receiving liquid in step 2, reacts 25min under room temperature, obtains mixing material A.Other steps are identical with detailed description of the invention one to three.
Detailed description of the invention five: one of present embodiment and detailed description of the invention one to four difference is: in the mixed solution of the organic solvent described in step 2 and liquid paraffin, organic solvent is decane or hexane.Other steps are identical with detailed description of the invention one to four.
Detailed description of the invention six: one of present embodiment and detailed description of the invention one to five difference is: add the organic solvent containing DOPC phospholipid in step 3 in the mixing material A after washing, leave standstill 2h after mix homogeneously, obtain the solution containing asymmetric vesicle.Other steps are identical with detailed description of the invention one to five.
Detailed description of the invention seven: one of present embodiment and detailed description of the invention one to six difference is: in step 3, the solution containing asymmetric vesicle is joined in the D/W of 200mmol/L, leave standstill 2h, remove the oil phase on upper strata, namely complete preparation and the preservation of asymmetric vesicle.Other steps are identical with detailed description of the invention one to six.
Detailed description of the invention eight: one of present embodiment and detailed description of the invention one to seven difference is: described in step 3 is decane or hexane containing organic solvent in the organic solvent of DOPC phospholipid.Other steps are identical with detailed description of the invention one to seven.
Detailed description of the invention nine: one of present embodiment and detailed description of the invention one to eight difference is: described in step 3 is 0.25mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.Other steps are identical with detailed description of the invention one to eight.
Detailed description of the invention ten: one of present embodiment and detailed description of the invention one to nine difference is: described in step 3 is 0.25mg/mL ~ 0.5mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.Other steps are identical with detailed description of the invention one to nine.
Adopt following verification experimental verification beneficial effect of the present invention:
Test one: a kind of preparation method of asymmetric vesicle, specifically completes according to the following steps:
One, 0.01g span80 is dissolved in 1mL liquid paraffin, obtains oil phase; Be that the aqueous sucrose solution of 200mmol/L is as aqueous phase using concentration; Oil phase and aqueous phase are expelled to micro-fluidic chip from different feeder connections respectively and mix, obtain emulsion;
The flow velocity of aqueous phase described in step one in micro-fluidic chip is 1 μ L/min;
The flow velocity of oil phase described in step one in micro-fluidic chip is 3 μ L/min;
Two, emulsion is mixed with receiving liquid, under room temperature, react 25min, obtain mixing material A; The mixed solution re-using organic solvent and liquid paraffin carries out washing 5 times to mixing material A, obtains the mixing material A after washing;
The volume of the emulsion described in step 2 and the volume ratio of receiving liquid are 1:10;
Receiving liquid described in step 2 is made up of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane, decane and liquid paraffin; In described receiving liquid, the mass ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and decane is 1:20; In described receiving liquid, the volume ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and liquid paraffin is 1:200;
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, organic solvent is decane; In described decane and the mixed solution of liquid paraffin, the volume ratio of organic solvent and liquid paraffin is 1:10;
Three, in the mixing material A after washing, add the organic solvent containing DOPC phospholipid, leave standstill 2h after mix homogeneously, obtain the solution containing asymmetric vesicle; With the D/W of 200mmol/L for conserving liquid, the D/W solution containing asymmetric vesicle being joined 200mmol/L is in conserving liquid, leaves standstill 2h, removes the oil phase on upper strata, namely completes preparation and the preservation of asymmetric vesicle;
Described in step 3 is decane containing organic solvent in the organic solvent of DOPC phospholipid; Described is 10mg/mL containing the concentration of DOPC phospholipid in the organic solvent of DOPC phospholipid;
Described in step 3 is 0.25mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.
Fluorescence microscope instrument is used to test the asymmetric vesicle that test one obtains, as shown in Figure 1; Fig. 1 is the photograph via bright field of the asymmetric vesicle that test one obtains, and vesicle pattern is complete as can be seen from Figure 1, size is homogeneous.
The asymmetric vesicle of test one preparation has wrapped up aqueous phase, and have the function of medicine carrying, phospholipid layer is coated on vesicle surface; The asymmetric vesicle of test one preparation have medicine carrying function be in the process of the asymmetric vesicle of preparation medicine joined concentration be the aqueous sucrose solution of 200mmol/L as aqueous phase, thus the symmetrical vesicle of preparation has medicine carrying function; The asymmetric vesicle being loaded with medicine can be injected directly in human body.
Claims (10)
1. a preparation method for asymmetric vesicle, is characterized in that what a kind of preparation method of asymmetric vesicle specifically completed according to the following steps:
One, span80 is dissolved in liquid paraffin, obtains oil phase; Be that the aqueous sucrose solution of 200mmol/L ~ 500mmol/L is as aqueous phase using concentration; Oil phase and aqueous phase are expelled to micro-fluidic chip from different feeder connections respectively and mix, obtain emulsion;
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1mL;
The flow velocity of aqueous phase described in step one in micro-fluidic chip is 1 μ L/min;
The flow velocity of oil phase described in step one in micro-fluidic chip is 1 μ L/min ~ 5 μ L/min;
Two, emulsion is mixed with receiving liquid, under room temperature, react 25min ~ 60min, obtain mixing material A; The mixed solution re-using organic solvent and liquid paraffin carries out washing 3 times ~ 5 times to mixing material A, obtains the mixing material A after washing;
The volume of the emulsion described in step 2 and the volume ratio of receiving liquid are 1:10;
Receiving liquid described in step 2 is made up of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane, decane and liquid paraffin; In described receiving liquid, the mass ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and decane is 1:20; In described receiving liquid, the volume ratio of trichlorine (1H, 1H, 2H, 2H, perfluoro capryl) silane and liquid paraffin is 1:200;
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, the volume ratio of organic solvent and liquid paraffin is 1:10;
Three, in the mixing material A after washing, add the organic solvent containing DOPC phospholipid, leave standstill 2h ~ 4h after mix homogeneously, obtain the solution containing asymmetric vesicle; With the D/W of 200mmol/L for conserving liquid, the D/W solution containing asymmetric vesicle being joined 200mmol/L is in conserving liquid, leaves standstill 2h ~ 4h, removes the oil phase on upper strata, namely completes preparation and the preservation of asymmetric vesicle;
Described in step 3 is 10mg/mL containing the concentration of DOPC phospholipid in the organic solvent of DOPC phospholipid;
Described in step 3 is 0.25mg/mL ~ 1mg/mL containing the concentration of DOPC phospholipid in the solution of asymmetric vesicle.
2. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that the flow velocity of the oil phase described in step one in micro-fluidic chip is 1 μ L/min ~ 3 μ L/min.
3. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that the flow velocity of the oil phase described in step one in micro-fluidic chip is 3 μ L/min ~ 5 μ L/min.
4. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that emulsion being mixed with receiving liquid in step 2, reacts 25min under room temperature, obtain mixing material A.
5. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that in the mixed solution of the organic solvent described in step 2 and liquid paraffin, organic solvent is decane or hexane.
6. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that the organic solvent added in the mixing material A after washing in step 3 containing DOPC phospholipid, leaves standstill 2h, obtain the solution containing asymmetric vesicle after mix homogeneously.
7. the preparation method of a kind of asymmetric vesicle according to claim 1, it is characterized in that in step 3, the solution containing asymmetric vesicle being joined in the D/W of 200mmol/L, leave standstill 2h, remove the oil phase on upper strata, namely complete preparation and the preservation of asymmetric vesicle.
8. the preparation method of a kind of asymmetric vesicle according to claim 1, it is characterized in that described in step 3 containing DOPC phospholipid organic solvent in organic solvent be decane or hexane.
9. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that the concentration containing DOPC phospholipid in the solution of asymmetric vesicle described in step 3 is 0.25mg/mL.
10. the preparation method of a kind of asymmetric vesicle according to claim 1, is characterized in that the concentration containing DOPC phospholipid in the solution of asymmetric vesicle described in step 3 is 0.25mg/mL ~ 0.5mg/mL.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1251985A (en) * | 1997-04-10 | 2000-05-03 | 朗开斯特集团有限公司 | Cosmetic and dermatological agent with hard-magnetic particle base |
| CN102068409A (en) * | 2011-01-13 | 2011-05-25 | 清华大学 | Method for preparing mono-disperse microemulsion, liposome and microsphere based on microfluidic technology |
| WO2011123525A1 (en) * | 2010-04-01 | 2011-10-06 | The Regents Of The University Of California | Forming an artificial cell with controlled membrane composition, asymmetry and contents |
| CN102573814A (en) * | 2009-06-26 | 2012-07-11 | 上海交通大学 | Polymer vesicles of asymmetric membrane |
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2014
- 2014-12-09 CN CN201410751317.9A patent/CN104398492B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1251985A (en) * | 1997-04-10 | 2000-05-03 | 朗开斯特集团有限公司 | Cosmetic and dermatological agent with hard-magnetic particle base |
| CN102573814A (en) * | 2009-06-26 | 2012-07-11 | 上海交通大学 | Polymer vesicles of asymmetric membrane |
| WO2011123525A1 (en) * | 2010-04-01 | 2011-10-06 | The Regents Of The University Of California | Forming an artificial cell with controlled membrane composition, asymmetry and contents |
| CN102068409A (en) * | 2011-01-13 | 2011-05-25 | 清华大学 | Method for preparing mono-disperse microemulsion, liposome and microsphere based on microfluidic technology |
Non-Patent Citations (2)
| Title |
|---|
| XIAOJUN HAN ET AL.: "A Novel Method To Fabricate Patterned Bilayer Lipid Membranes", 《LANGMUIR》 * |
| XIAOJUN HAN ET AL.: "Vesicular Self-Assembly of Colloidal Amphiphiles in Microfluidics", 《ACS APPLIED MATERIALS & INTERFACES》 * |
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