CN116813942A - Method for preparing polylactic acid microspheres by microfluidic technology - Google Patents

Method for preparing polylactic acid microspheres by microfluidic technology Download PDF

Info

Publication number
CN116813942A
CN116813942A CN202310894408.7A CN202310894408A CN116813942A CN 116813942 A CN116813942 A CN 116813942A CN 202310894408 A CN202310894408 A CN 202310894408A CN 116813942 A CN116813942 A CN 116813942A
Authority
CN
China
Prior art keywords
polylactic acid
preparing
microsphere
continuous phase
microspheres
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
CN202310894408.7A
Other languages
Chinese (zh)
Inventor
刘鹏
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hunan Isis Biotechnology Co ltd
Original Assignee
Hunan Isis Biotechnology Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hunan Isis Biotechnology Co ltd filed Critical Hunan Isis Biotechnology Co ltd
Priority to CN202310894408.7A priority Critical patent/CN116813942A/en
Publication of CN116813942A publication Critical patent/CN116813942A/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/12Powdering or granulating
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/04Polyesters derived from hydroxy carboxylic acids, e.g. lactones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention is suitable for the technical field of polylactic acid microsphere preparation, and provides a method for preparing polylactic acid microspheres by a microfluidic technology, which comprises the following steps: dissolving polylactic acid in methylene dichloride to obtain a disperse phase; taking mannitol aqueous solution with the weight percent of 0.1-2.0wt% of ChNC as a continuous phase; injecting the disperse phase and the continuous phase into a Y-shaped micro-fluidic device respectively by using a microinjection pump, and preparing emulsion microspheres at the Y-shaped joint through shearing action; and placing the prepared emulsion microsphere in a baking oven at 50 ℃ for 12 hours, completely volatilizing dichloromethane, washing the microsphere for multiple times by deionized water, and freeze-drying to obtain the polylactic acid microsphere with uniform size. The preparation method has the advantages of simplicity, convenience, rapidness and easiness in operation, and meanwhile, the prepared polylactic acid microsphere has good dispersibility and uniform size, has a preparation effect superior to that of the traditional emulsification industrial preparation, and can be used as a facial filler to be applied to medical industry.

Description

Method for preparing polylactic acid microspheres by microfluidic technology
Technical Field
The invention belongs to the technical field of polylactic acid microsphere preparation, and particularly relates to a method for preparing polylactic acid microspheres by a microfluidic technology.
Background
Biodegradable polyesters derived from lactic acid, glycolic acid and epsilon-caprolactone have received attention for their biomedical research applications. Among them, polylactic acid has wide application in the fields of paint, ink, pesticide, food and drug delivery, etc. due to its advantages of biodegradability and biocompatibility. In general, polylactic acid microspheres are prepared using emulsion-solvent evaporation techniques. However, this technique has several disadvantages such as the need for multi-step preparation and polydispersity of the microsphere particle size.
Microfluidic technology is a new method developed in recent years for preparing monodisperse microspheres. Droplets and microspheres of uniform size can be prepared by controlling the flow rates of the continuous and dispersed phases. Compared with the traditional preparation method, the microsphere prepared by adopting the microfluidic technology has uniform particle size, controllable size and monodispersity, has important significance in aspects of drug delivery, biomedicine and the like, and is therefore attracting attention.
Chitin is the second largest natural polysaccharide next to cellulose, and polylactic acid microspheres are similar in preparation technology structure to cellulose. The chitosan nanocrystal prepared by acid hydrolysis can be used as a solid emulsifier to be applied to Pickering emulsion because of good biocompatibility and biodegradability, so that emulsion with good stability is formed.
Therefore, in view of the above current situation, there is an urgent need to develop a method for preparing polylactic acid microspheres by using a microfluidic technology, so as to overcome the shortcomings in the current practical application.
Disclosure of Invention
The embodiment of the invention aims to provide a method for preparing polylactic acid microspheres by a microfluidic technology, wherein polylactic acid (namely PLA) is dissolved in dichloromethane (namely DCM) to be used as a disperse phase, chNC (namely solid emulsifier chitin nanocrystalline) is dispersed in mannitol aqueous solution to be used as a continuous phase, and the micro-scale polylactic acid microspheres are prepared by a microfluidic reaction device. The polylactic acid microsphere prepared by the method has uniform particle size and good dispersibility, and can effectively meet the application of the functional polylactic acid microsphere.
The embodiment of the invention is realized in such a way that the method for preparing the polylactic acid microsphere by the microfluidic technology comprises the following steps:
step 1, dissolving polylactic acid in dichloromethane to serve as a disperse phase; taking mannitol aqueous solution with the weight percent of 0.1-2.0% of ChNC as a continuous phase;
step 2, injecting the disperse phase and the continuous phase into a Y-shaped microfluidic device respectively by using a microinjection pump, and preparing emulsion microspheres at the joint of the Y-shape through shearing action;
and step 3, placing the prepared emulsion microsphere in a baking oven at 50 ℃ for 12 hours, completely volatilizing dichloromethane, washing the microsphere for multiple times by using deionized water, and freeze-drying to obtain the polylactic acid microsphere with uniform size.
In a further technical scheme, in the step 1, polylactic acid is dissolved in dichloromethane to obtain a 10wt% PLA/DCM solution as a disperse phase; mannitol is dissolved in deionized water at 50 ℃ to obtain 10-20wt% mannitol aqueous solution, and mannitol aqueous solution containing 0.1-2.0wt% ChNC is selected as continuous phase.
According to a further technical scheme, mannitol is dissolved in deionized water at 50 ℃ to obtain a mannitol aqueous solution with the weight percent of 15, and the mannitol aqueous solution with the weight percent of 1.0 percent of ChNC is selected as a continuous phase.
In the further technical scheme, in the step 1, 20 parts of dispersed phase and 80 parts of continuous phase are selected according to parts by weight to prepare emulsion.
In the further technical scheme, in the step 2, the included angle of the channels of the selected Y-shaped microfluidic device is 90 degrees, and the pipeline material is polytetrafluoroethylene.
In a further technical scheme, in the step 2, the flow rate ratio of the disperse phase to the continuous phase is 20:1-50:1, and the flow rates of the disperse phase and the continuous phase are respectively set at 40 [ mu ] L/h and 1000 [ mu ] L/h.
In a further technical scheme, in the step 3, the average particle size of the prepared polylactic acid microsphere is 5-10 mu m.
The method for preparing the polylactic acid microsphere by the microfluidic technology provided by the embodiment of the invention has the advantages of simple preparation and operation methods, rapidness and easiness in operation, and meanwhile, the prepared polylactic acid microsphere has good dispersibility, uniform size and better preparation effect than that of the traditional emulsification industrial preparation, and can be applied to the medical and aesthetic industries as a facial filler.
Drawings
FIG. 1 is a Scanning Electron Microscope (SEM) photograph of polylactic acid microspheres prepared according to example 1.
Detailed Description
The present invention will be described in further detail with reference to the drawings and examples, in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
Specific implementations of the invention are described in detail below in connection with specific embodiments.
As shown in fig. 1, a method for preparing polylactic acid microspheres by using a microfluidic technology according to an embodiment of the present invention includes the following steps:
step 1, dissolving polylactic acid in dichloromethane to serve as a disperse phase; taking mannitol aqueous solution with the weight percent of 0.1-2.0% of ChNC as a continuous phase;
step 2, injecting the disperse phase and the continuous phase into a Y-shaped microfluidic device respectively by using a microinjection pump, and preparing emulsion microspheres at the joint of the Y-shape through shearing action;
and step 3, placing the prepared emulsion microsphere in a baking oven at 50 ℃ for 12 hours, completely volatilizing dichloromethane, washing the microsphere for multiple times by using deionized water, and freeze-drying to obtain the polylactic acid microsphere with uniform size.
In one embodiment, in step 1, polylactic acid is dissolved in methylene chloride to give a 10wt% PLA/DCM solution as the dispersed phase; mannitol is dissolved in deionized water at 50 ℃ to obtain 10-20wt% mannitol aqueous solution, and mannitol aqueous solution containing 0.1-2.0wt% ChNC is selected as continuous phase. Preferably, mannitol is dissolved in deionized water at 50 ℃ to obtain a 15wt% mannitol aqueous solution, and a mannitol aqueous solution containing 1.0wt% ChNC is selected as a continuous phase.
In step 1, 20 parts by weight of the dispersed phase and 80 parts by weight of the continuous phase are selected to prepare an emulsion.
In the step 2, the included angle of the channels of the Y-shaped micro-fluidic device is 90 degrees, and the pipeline material is polytetrafluoroethylene.
In the step 2, the flow rate ratio of the disperse phase to the continuous phase is 20:1-50:1, and the flow rates of the disperse phase and the continuous phase are respectively set at 40 [ mu ] L/h and 1000 [ mu ] L/h.
In the step 3, the average particle size of the prepared polylactic acid microsphere is 5-10 mu m.
Example 1
1) Preparing a microfluidic reaction device: one end of two PTFE (polytetrafluoroethylene) channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking into a 10mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution as continuous phase, sucking into 10mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 2
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking the disperse phase into a 50mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.6g mannitol in 6.4g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution to obtain continuous phase, sucking into 100mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 3
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking the disperse phase into a 50mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution to obtain continuous phase, sucking into 100mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 4
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking the disperse phase into a 50mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 1g ChNC, adding into mannitol water solution as continuous phase, sucking into 100mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 5
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking the disperse phase into a 50mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 1.5g ChNC, adding into mannitol water solution to obtain continuous phase, sucking into 100mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 6
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking into a 10mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution as continuous phase, sucking into 10mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of a continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of a disperse phase micro-fluidic pump to 30 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform sizes.
Example 7
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.2g of polylactic acid, dissolving in 1.8g of dichloromethane to serve as a disperse phase, sucking into a 10mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.2g mannitol in 6.8g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution as continuous phase, sucking into 10mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of a continuous phase micro-fluidic pump to 800 mu L/h, setting the flow rate of a disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
Example 8
1) Preparing a microfluidic reaction device: one end of two PTFE channels with the diameter of 300 mu m is connected with a microfluidic pump, and the other end is connected with a Y-shaped joint with the included angle of 90 degrees;
2) Weighing 0.3g of polylactic acid, dissolving in 2.7g of dichloromethane to serve as a disperse phase, sucking into a 10mL syringe, and fixedly mounting the syringe on a microfluidic pump;
3) Dissolving 1.05g mannitol in 5.95g water at 50deg.C under stirring, weighing 0.5g ChNC, adding into mannitol water solution as continuous phase, sucking into 10mL syringe, and fixing the syringe on microfluidic pump;
4) Setting the flow rate of the continuous phase micro-fluidic pump to 1000 mu L/h, setting the flow rate of the disperse phase micro-fluidic pump to 40 mu L/h, preparing emulsion through shearing action, then placing the emulsion in a baking oven at 50 ℃ for 12h, completely volatilizing dichloromethane, and washing the microsphere for multiple times by deionized water to obtain polylactic acid microspheres with uniform size.
The embodiment of the invention provides a method for preparing polylactic acid microspheres by a microfluidic technology, which has the advantages of simple preparation and operation method, rapidness and easy operation, and meanwhile, the prepared polylactic acid microspheres have good dispersibility, uniform size and better preparation effect than the traditional emulsification industrial preparation, and can be used as a facial filler to be applied to the medical industry.
The technical features of the above-described embodiments may be arbitrarily combined, and all possible combinations of the technical features in the above-described embodiments are not described for brevity of description, however, as long as there is no contradiction between the combinations of the technical features, they should be considered as the scope of the description.
The foregoing examples illustrate only a few embodiments of the invention and are described in detail herein without thereby limiting the scope of the invention. It should be noted that it will be apparent to those skilled in the art that several variations and modifications can be made without departing from the spirit of the invention, which are all within the scope of the invention. Accordingly, the scope of protection of the present invention is to be determined by the appended claims.

Claims (7)

1. The method for preparing the polylactic acid microsphere by the microfluidic technology is characterized by comprising the following steps of:
step 1, dissolving polylactic acid in dichloromethane to serve as a disperse phase; taking mannitol aqueous solution with the weight percent of 0.1-2.0% of ChNC as a continuous phase;
step 2, injecting the disperse phase and the continuous phase into a Y-shaped microfluidic device respectively by using a microinjection pump, and preparing emulsion microspheres at the joint of the Y-shape through shearing action;
and step 3, placing the prepared emulsion microsphere in a baking oven at 50 ℃ for 12 hours, completely volatilizing dichloromethane, washing the microsphere for multiple times by using deionized water, and freeze-drying to obtain the polylactic acid microsphere with uniform size.
2. The method for preparing polylactic acid microspheres by using a microfluidic technology according to claim 1, wherein in step 1, polylactic acid is dissolved in dichloromethane to obtain a 10wt% PLA/DCM solution as a dispersed phase;
mannitol is dissolved in deionized water at 50 ℃ to obtain 10-20wt% mannitol aqueous solution, and mannitol aqueous solution containing 0.1-2.0wt% ChNC is selected as continuous phase.
3. The method for preparing polylactic acid microspheres by using a microfluidic technology according to claim 2, wherein mannitol is dissolved in deionized water at 50 ℃ to obtain a 15wt% mannitol aqueous solution, and a mannitol aqueous solution containing 1.0wt% of ChNC is selected as a continuous phase.
4. The method for preparing polylactic acid microspheres by using a microfluidic technology according to claim 3, wherein in the step 1, 20 parts by weight of the dispersed phase and 80 parts by weight of the continuous phase are selected to prepare an emulsion.
5. The method for preparing polylactic acid microspheres by using a microfluidic technology according to any one of claims 1 to 4, wherein in the step 2, the included angle of the channels of the selected Y-shaped microfluidic device is 90 degrees, and the pipeline material is polytetrafluoroethylene.
6. The method for preparing polylactic acid microspheres by using a microfluidic technology according to claim 5, wherein in the step 2, the flow rate ratio of the dispersed phase to the continuous phase is 20:1-50:1, and the flow rates of the dispersed phase and the continuous phase are set at 40 [ mu ] L/h and 1000 [ mu ] L/h, respectively.
7. The method for preparing polylactic acid microspheres according to claim 6, wherein in the step 3, the average particle size of the prepared polylactic acid microspheres is 5 to 10 μm.
CN202310894408.7A 2023-07-20 2023-07-20 Method for preparing polylactic acid microspheres by microfluidic technology Withdrawn CN116813942A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202310894408.7A CN116813942A (en) 2023-07-20 2023-07-20 Method for preparing polylactic acid microspheres by microfluidic technology

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202310894408.7A CN116813942A (en) 2023-07-20 2023-07-20 Method for preparing polylactic acid microspheres by microfluidic technology

Publications (1)

Publication Number Publication Date
CN116813942A true CN116813942A (en) 2023-09-29

Family

ID=88112773

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202310894408.7A Withdrawn CN116813942A (en) 2023-07-20 2023-07-20 Method for preparing polylactic acid microspheres by microfluidic technology

Country Status (1)

Country Link
CN (1) CN116813942A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115534471A (en) * 2022-10-10 2022-12-30 上海同新服材新材料科技有限公司 Biodegradable express delivery bag containing plant polysaccharide and preparation method thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115534471A (en) * 2022-10-10 2022-12-30 上海同新服材新材料科技有限公司 Biodegradable express delivery bag containing plant polysaccharide and preparation method thereof
CN115534471B (en) * 2022-10-10 2024-05-10 上海同新服材新材料科技有限公司 Biodegradable express bag containing plant polysaccharide and preparation method thereof

Similar Documents

Publication Publication Date Title
CN116813942A (en) Method for preparing polylactic acid microspheres by microfluidic technology
CN107298767B (en) Continuous preparation method of gelatin nano particles based on microfluidic chip device
Wang et al. Pollen-inspired microparticles with strong adhesion for drug delivery
Patel et al. Microsphere as a novel drug delivery.
JP2003500202A (en) Method for producing morphologically uniform microparticles and nanoparticles by micromixer
CN109233173B (en) Hydrogel-solid amphiphilic particles for stabilizing emulsion and preparation method thereof
US20070182040A1 (en) Method for preparation of microsphere and apparatus therefor
CN107129585B (en) Method for preparing polymer microspheres by taking micro-nano bioactive glass as Pickering emulsion stable particles
Narayan et al. Preparation and characterization of hollow microcapsules for use as ultrasound contrast agents
CN101623266A (en) Calcium phosphate/block copolymer composite porous nanoparticles and preparation method thereof
CN102604102A (en) Preparation method of polysilsesquioxane hollow microspheres
CN104225614A (en) Chitosan grafted polylactic acid composite microsphere simultaneously carried with hydrophilic and hydrophobic biological molecules and preparation method of chitosan grafted polylactic acid composite microsphere
CN113429554B (en) Polymer microsphere, preparation method and drug-loading application thereof
CN102423659A (en) Method for preparing micro nano starch granules emulsifier and application thereof
CN107714674A (en) A kind of preparation method of PLGA microballoons
CN105664242A (en) Method for preparing PLGA microspheres with porous surfaces
CN112138732A (en) Simple micro-fluidic device, magnetic alginate microspheres based on simple micro-fluidic device, and preparation method and application of magnetic alginate microspheres
JP2012515790A5 (en)
Uyen et al. Fabrication and characterization of alginate microspheres
CN104525071A (en) Chitosan microsphere preparation method
CN109988323A (en) The method of monodisperse polyvinyl alcohol microparticles is quickly prepared under a kind of room temperature
CN103691373B (en) A kind of method preparing Nano capsule
JP7014528B2 (en) Biodegradable resin particles
CN102389756A (en) Method for preparing micro spheres by multiple emulsion process
CN115477766A (en) Hydrogel microsphere and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
WW01 Invention patent application withdrawn after publication
WW01 Invention patent application withdrawn after publication

Application publication date: 20230929