CN102757517B - Method for preparing quick-responding thermo-sensitive porous microspheres based on microfluidic technology - Google Patents
Method for preparing quick-responding thermo-sensitive porous microspheres based on microfluidic technology Download PDFInfo
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Abstract
The invention provides a method for preparing quick-responding thermo-sensitive porous microspheres based on the microfluidic technology. A microfluidic chip used mainly comprises a polymer or a glass chip with a microchannel on the upper layer and a sealing substrate on the lower layer. The method includes firstly, forming oil-in-water micro-droplets (w/o) in the microfluidic chip by the droplet control technology, polymerizing the micro-droplets to form microspheres during moving or collecting process; and adding pore-forming agent polyethylene glycol in a water phase to control different porous morphologies of the microspheres so that different temperature response characteristics. The method for preparing the quick-responding thermo-sensitive porous microspheres based on the microfluidic technology has the advantages that the chip structure is simple to manufacture, the method is highly controllable and easy to operate, particle size of the microspheres prepared by the microfluidic technology is uniform and controllable, micro-pores on the surfaces of the microspheres are controllable are controllable in size, the method has the quick-responding thermo-sensitive characteristics and has wide potential application range, and the like.
Description
Technical field
The present invention relates to the preparation method of hydrogel microsphere, be specifically related to a kind of preparation method of the Thermo-sensitive porous microsphere based on microflow control technique.
Background technology
Temperature-sensitive hydrogel is swelling ratio at can the undergo mutation gellike of (phase transformation) of a certain temperature, and temperature when its swelling ratio is undergone mutation is called as transformation temperature.
At present for the synthesis of the technology of hydrogel microsphere, mainly contain selective solvent volatilization method, extraction process, microemulsion polymerization method, radiation precipitation polymerization method, Dilute Polymer Solutions irradiation method etc.These technological methods can simply synthesize the hydrogel microsphere with transformation temperature, but the microspherulite diameter forming is inhomogeneous.Microflow control technique is owing to having easy manipulation, and can form the drop of stable uniform, therefore becomes and forms single one preferred technique of disperseing homogeneous drop/microballoon.
Because this microballoon has phase transition temperature characteristic, and transformation temperature approaches human body temperature, and the advantage such as contraction ratio and temperature response time controllable adjustment, in fields such as drug controllable release, cell three-dimensional cultivation, cellular system engineering and siccative, there is huge application potential.
Summary of the invention
The object of the present invention is to provide a kind of method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique.First this preparation method forms the micro-drop of water-in-oil (w/o) by liquid drop control technology in micro-fluidic chip, and the polymerization in mobile or collection process of micro-drop forms microballoon; In water, add the porosity characteristic of pore former control formation microballoon; This microballoon has the temperature-responsive of quick response under differing temps, when temperature is spent higher than 33, and microspheres shrink smaller volume, on the contrary when temperature is lower than 33 degree, it is large that microballoon expanding volume becomes; This technology of preparing has chip structure and makes simply, and controllability is strong, easy-operating feature, and it is evenly controlled that the microballoon that simultaneously utilizes this technology to prepare has particle diameter, and microsphere surface micropore size is controlled, the temperature-sensing property of response fast, the potential advantage such as be widely used.
The present invention specifically provides a kind of method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique, it is characterized in that: by micro-drop technology, first form the micro-drop of water-in-oil in micro-fluidic chip, the polymerization under initiator or ultraviolet lighting initiation of micro-drop forms microballoon; Oil phase used is: fluorocarbon (FC oil) or hydrocarbon mixture, and water is the aqueous solution that is dissolved with N-isopropylacrylamide monomer; In water, add pore former;
This process all completes on micro-fluidic chip, described micro-fluidic chip is by upper and lower two-layer composition, upper strata is microfluidic control chip, material is hyaluronic polymkeric substance, lower floor is the sealing-in chip for sealing-in, material is hyaluronic material, upper and lower two-layer by irreversible sealing-in formation micro-fluidic chip, wherein microfluidic control chip is by outer oil phase sample inlet pool, monomer sample inlet pool, initiator sample inlet pool, micro-drop forms and polymerization passage and collecting tank composition, monomer sample inlet pool and initiator sample inlet pool link together by microfluidic channel, and form and polymerization channel connection with micro-drop, the outer oil phase sample inlet pool that is positioned at same one end with monomer sample inlet pool and initiator sample inlet pool forms and polymerization channel connection by microfluidic channel and micro-drop, last micro-drop forms and polymerization passage is connected with the collecting tank that is positioned at the microfluidic control chip the other end.
First adopt soft lithography to prepare upper strata microfluidic control chip, upper strata PDMS microfluidic control chip and lower floor's substrate are utilized to oxygen plasma is irreversible to seal.Then channel surface is carried out to hydrophobization modification can form stable micro-drop.While preparing fast responsive temperature-sensitive porous microsphere, the external force of using external peristaltic pump to carry out sample solution drives, aqueous phase solution and initiator solution enter microfluidic channel respectively from monomer sample inlet pool and initiator sample inlet pool, regulate its flow velocity, oil phase enters microfluidic channel from outer oil phase sample inlet pool, regulate its flow velocity, micro-drop of formation starts to aggregate into microballoon in micro-drop formation and polymerization passage, and the microballoon of formation is collected from collecting tank.Or, in preparation process, use light trigger, and form and the mode of polymerization channel position application ultraviolet lighting at drop, make micro-polymerization of fluid drops of formation become microballoon.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, is characterized in that: described pore former is polyoxyethylene glycol, CaCO
3, chitosan, Na
2cO
3or the one in silicon grain.
In aqueous phase solution, add pore former, the microballoon of formation forms porous surface structure through water washing process, and the size of surface apertures is carried out controllable adjustment by the pore former of different molecular weight or different concns.The micropore forming with concentration macromolecule pore former is larger, and the micropore forming with molecular weight high density is less but more intensive.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, it is characterized in that: the motivating force of water and oil phase is external peristaltic pump or syringe pump, flow rate of liquid on micro-fluidic chip is water 0.05 ~ 5 μ L/min, and oil phase flow velocity is 0.05 ~ 5 μ L/min.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, is characterized in that: the flow rate of liquid on micro-fluidic chip is than being water: oil phase=1:1 ~ 10.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, it is characterized in that: for the preparation of the micro-fluidic chip of fast responsive temperature-sensitive porous microsphere, its upper layer of material is hyaluronic polymer materials, the preferably one in PDMS, PMMA, PC, subsurface material is hyaluronic material, the one in preferred glass, PDMS, PMMA, PC.Upper strata microfluidic control chip and lower floor are that plasma sealing-in or glue apply sealing-in for the irreversible sealing-in mode adopting between the sealing-in chip of sealing-in.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, is characterized in that: described micro-drop forms and polymerization passage is one or parallel many, and collecting tank is one or more.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, it is characterized in that: in described microfluidic control chip, monomer sample inlet pool 2 and initiator sample inlet pool 3 link together by microfluidic channel, and be communicated with micro-drop formation and polymerization passage 4, outer oil phase sample inlet pool 1 forms with micro-drop by an annular microfluidic channel and polymerization passage 4 is communicated with, and last micro-drop forms and polymerization passage 4 is connected with the collecting tank 5 that is positioned at the microfluidic control chip the other end.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, it is characterized in that: various piece is connected together by the microfluidic channel of different size, wherein be connected with the initiator sample inlet pool width of passage of monomer sample inlet pool is 50 ~ 250 microns, outer oil phase sample inlet pool is 100 microns ~ 300 microns with the microchannel width that micro-drop forms and polymerization passage is connected, drop forms and polymerization passage width is 50 microns ~ 1 millimeter, and wherein all channel heights are 30 ~ 200 microns high.
The method of preparing fast responsive temperature-sensitive porous microsphere based on microflow control technique provided by the invention, is characterized in that: the N-isopropylacrylamide monomer being dissolved with in water is poly N-isopropyl acrylamide or its multipolymer.
The invention has the advantages that: the particle diameter of microballoon is even, big or small controlled; Microsphere surface has cell texture, and pore size is controlled; The porous microsphere making has that temperature response is fast and the temperature response time is adjustable, and its retraction volume higher than transformation temperature is than controlled; The Thermo-sensitive microballoon of different qualities can be applicable to different fields.The chip manufacturing adopting is simple, easily operation.
Accompanying drawing explanation
Fig. 1 is for the preparation of micro-fluidic chip and the porous microsphere schematic diagram of fast responsive temperature-sensitive porous microsphere, wherein: 1 is that outer oil phase sample inlet pool, 2 is that monomer sample inlet pool, 3 is that initiator sample inlet pool, 4 is that micro-drop forms and polymerization passage, 5 is that collecting tank, 6 is porous microsphere.
The temperature sensitive porous microsphere pictorial diagram of blank that Fig. 2 is prepared based on microflow control technique;
Fig. 3 is based on microflow control technique preparation method, and the porous microsphere (0 second ~ 300 seconds) under different time that utilizes different molecular weight peg molecule to form shrinks picture in real time, and wherein, blank expression do not add any peg molecule in monomer solution; In the peg molecule of different molecular weight and monomer, the mass ratio of NIPA is 2:1;
Fig. 4 is based on microflow control technique preparation method, utilizes porous microsphere that different molecular weight peg molecule the forms shrinkage curve under different time;
Fig. 5, based on microflow control technique preparation method, utilizes the scanning electron microscope picture on the porous microsphere surface of different molecular weight peg molecule formation;
Fig. 6 is based on microflow control technique preparation method, and the porous microsphere (0 second ~ 300 seconds) under different time that utilizes different concns polyoxyethylene glycol 10,000 molecules to form shrinks picture in real time, and wherein, blank expression do not add any peg molecule in monomer solution; In polyoxyethylene glycol 10,000 molecules and monomer, the mass ratio of NIPA is respectively 0.5:1,1:1,2:1;
Fig. 7 is based on microflow control technique preparation method, utilizes porous microsphere that different concns polyoxyethylene glycol 10,000 molecules the form shrinkage curve under different time;
Fig. 8, based on microflow control technique preparation method, utilizes the scanning electron microscope picture on the porous microsphere surface of different concns polyoxyethylene glycol 10,000 molecules formation;
Fig. 9 is based on microflow control technique preparation method, and the porous microsphere (0 second ~ 300 seconds) under different time that utilizes different concns polyoxyethylene glycol 1,000 molecule to form shrinks picture in real time, and wherein, blank expression do not add any peg molecule in monomer solution; In polyoxyethylene glycol 1,000 molecule and monomer, the mass ratio of NIPA is respectively 0.5:1,1:1,2:1;
Figure 10 is based on microflow control technique preparation method, utilizes porous microsphere that different concns polyoxyethylene glycol 1,000 molecule the forms shrinkage curve under different time;
Figure 11, based on microflow control technique preparation method, utilizes the scanning electron microscope picture on the porous microsphere surface of different concns polyoxyethylene glycol 1,000 molecule formation.
Embodiment
The following examples will be further described the present invention, but not thereby limiting the invention.
The preparation of blank temperature sensitive microballoon: the micro-fluidic chip that preparation is used, its structure as shown in Figure 1, monomer sample inlet pool 2 and initiator sample inlet pool 3 link together by microfluidic channel, and be communicated with micro-drop formation and polymerization passage 4, outer oil phase sample inlet pool 1 forms with micro-drop by an annular microfluidic channel and polymerization passage 4 is communicated with, and last micro-drop forms and polymerization passage 4 is connected with the collecting tank 5 that is positioned at the microfluidic control chip the other end.First adopt soft lithography to prepare upper strata micro-fluidic chip, upper strata PDMS micro-fluidic chip and lower floor's substrate are utilized to oxygen plasma is irreversible to seal.Then channel surface is carried out to hydrophobization modification can form stable micro-drop.The external force of using external peristaltic pump to carry out sample solution drives, monomer solution (not containing any peg molecule) and initiator solution enter microchannel respectively from monomer sample inlet pool 2 and initiator sample inlet pool 3, its flow velocity is all adjusted to 0.4 μ L/min, oil phase (FC-40) enters microchannel from outer oil phase sample inlet pool 1, its flow rate regulation is 1 μ L/min, the micro-drop forming starts to aggregate into microballoon in micro-drop formation and polymerization passage 4, and the porous microsphere 6 of formation is collected in vial and stores from collecting tank 5; Then take out indivedual microballoons to heating platform, study its response characteristic under differing temps, its result as shown in Figure 3 and Figure 4; Take out indivedual microballoons, carry out frozen dried in freeze drier, after sample microspheres freeze-drying, carry out electron-microscope scanning and characterize its surface topography after surface gold-plating is processed, its result as shown in Figure 2 and Figure 5.
Preparation is by polyoxyethylene glycol 1,000 molecule, and concentration is 1:1(polyoxyethylene glycol 1,000:N-N-isopropylacrylamide) preparation of the temperature sensitive microballoon of porous that forms, on the basis of the micro-fluidic chip of making at embodiment 1, carry out: in monomer solution, add polyoxyethylene glycol 1,000 molecule, its quality is NIPA 2 times, for example, the solution of configuration 1mL, wherein the quality of NIPA is 0.2g, adds wherein the polyoxyethylene glycol 1 of 0.4g, 000, after dissolving as monomer solution.Wherein, monomer and initiator flow velocity are all adjusted to 0.5 μ L/min, oil phase (FC-40) flow rate regulation is 1.2 μ L/min, from collecting tank 5, take out synthetic microballoon, then being placed in deionized water soaks 3 days, and change at set intervals water, to remove the peg molecule dissolving and go out from microballoon, the temperature sensitive microballoon of porousness making takes above-mentioned same method to carry out the investigation of temperature-sensing property (as shown in Figure 9 and Figure 10) and electron-microscope scanning characterizes (as Figure 11).
Embodiment 3
With same molecular amount, different concns polyoxyethylene glycol is prepared different fast responsive temperature-sensitive porous microspheres: on the basis of embodiment 2, in monomer solution, add polyoxyethylene glycol 10,000 molecules of 3 kinds of different concns, the mass ratio of itself and NIPA is respectively 0.5:1,1:1,2:1, while configuring the solution of 1mL, is wherein dissolved with respectively 0.2g NIPA, 0.1g, 0.2g, 0.4g polyoxyethylene glycol 10,000 molecules.During synthetic microballoon, monomer and initiator concentration are adjusted to 0.5 μ L/min, oil phase (FC-40) flow rate regulation is 1 μ L/min, from collecting tank 4, take out after synthetic microballoon, all being placed in deionized water soaks 3 days, the row order of going forward side by side Duan Huanshui, to remove the peg molecule of different concns, carries out the investigation (as shown in Figure 6 and Figure 7) of temperature-sensitive and the electron-microscope scanning (as Fig. 8) of surface topography to the porous microsphere making.
Claims (8)
1. based on microflow control technique, prepare the method for fast responsive temperature-sensitive porous microsphere for one kind, it is characterized in that: by micro-drop technology, first form the micro-drop of water-in-oil in micro-fluidic chip, the polymerization under initiator or ultraviolet lighting initiation of micro-drop forms microballoon; Oil phase used is: fluorocarbon or hydrocarbon mixture, and water is the aqueous solution that is dissolved with N-isopropylacrylamide monomer; In water, add pore former;
This process all completes on micro-fluidic chip, described micro-fluidic chip is by upper and lower two-layer composition, upper strata is microfluidic control chip, material is hyaluronic polymkeric substance, lower floor is the sealing-in chip for sealing-in, material is hyaluronic material, upper and lower two-layer by irreversible sealing-in formation micro-fluidic chip, wherein microfluidic control chip is by outer oil phase sample inlet pool, monomer sample inlet pool, initiator sample inlet pool, micro-drop forms and polymerization passage and collecting tank composition, monomer sample inlet pool and initiator sample inlet pool link together by microfluidic channel, and form and polymerization channel connection with micro-drop, the outer oil phase sample inlet pool that is positioned at same one end with monomer sample inlet pool and initiator sample inlet pool forms and polymerization channel connection by microfluidic channel and micro-drop, last micro-drop forms and polymerization passage is connected with the collecting tank that is positioned at the microfluidic control chip the other end,
During preparation, aqueous phase solution and initiator solution enter microfluidic channel respectively from monomer sample inlet pool and initiator sample inlet pool, oil phase enters microfluidic channel from outer oil phase sample inlet pool, the micro-drop forming starts to aggregate into microballoon in micro-drop formation and polymerization passage, and the microballoon of formation is collected from collecting tank; Or, in preparation process, use light trigger, and form and the mode of polymerization channel position application ultraviolet lighting at drop, make micro-polymerization of fluid drops of formation become microballoon;
The motivating force of water and oil phase is external peristaltic pump or syringe pump, and the flow rate of liquid on micro-fluidic chip is water 0.05～5 μ L/min, and oil phase flow velocity is 0.05～5 μ L/min;
Flow rate of liquid on micro-fluidic chip is than being water: oil phase=1:1～10.
2. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: described pore former is polyoxyethylene glycol, CaCO
3, chitosan, Na
2cO
3or the one in silicon grain.
3. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: described hyaluronic polymkeric substance is PDMS, PMMA or PC, hyaluronic material is glass, PDMS, PMMA or PC.
4. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: described micro-drop forms and polymerization passage is one or parallel many, and collecting tank is one or more.
5. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: upper strata microfluidic control chip and lower floor are that plasma sealing-in or glue apply sealing-in for the irreversible sealing-in mode adopting between the sealing-in chip of sealing-in.
6. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: in described microfluidic control chip, monomer sample inlet pool (2) and initiator sample inlet pool (3) link together by microfluidic channel, and be communicated with micro-drop formation and polymerization passage (4), outer oil phase sample inlet pool (1) forms with micro-drop by an annular microfluidic channel and polymerization passage (4) is communicated with, and last micro-drop forms and polymerization passage (4) is connected with the collecting tank (5) that is positioned at the microfluidic control chip the other end.
7. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 6 based on microflow control technique, it is characterized in that: various piece is connected together by the microfluidic channel of different size, wherein be connected with initiator sample inlet pool (3) width of passage of monomer sample inlet pool (2) is 50～250 microns, outer oil phase sample inlet pool (1) is 100 microns～300 microns with the microchannel width that micro-drop forms and polymerization passage (4) is connected, drop forms and polymerization passage (4) width is 50 microns～1 millimeter, and wherein all channel heights are 30～200 microns high.
8. according to the method for preparing fast responsive temperature-sensitive porous microsphere described in claim 1 based on microflow control technique, it is characterized in that: the polymer monomer being dissolved with in water is NIPA or its multipolymer.
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| CN103389171A (en) * | 2013-08-07 | 2013-11-13 | 苏州扬清芯片科技有限公司 | Novel micro-fluidic chip with temperature sensing property |
| KR101670232B1 (en) * | 2013-10-28 | 2016-10-31 | 한국과학기술연구원 | Porous matrix and method for producing thereof |
| CN104173294B (en) * | 2014-08-25 | 2016-06-01 | 重庆大学 | Based on the PVA method for preparing microsphere of Microfluidic droplet generation technique |
| CN107375238B (en) * | 2016-05-16 | 2022-04-01 | 刘东飞 | Ultrahigh drug-loading nanoparticle and preparation method thereof |
| CN106947019A (en) * | 2017-03-27 | 2017-07-14 | 上海小海龟科技有限公司 | The preparation method and device of a kind of hydrogel microsphere |
| CN109021282B (en) * | 2018-06-26 | 2021-05-14 | 中国工程物理研究院激光聚变研究中心 | Preparation method of monodisperse three-dimensional ordered porous material and material prepared by same |
| CN111085148B (en) * | 2018-10-24 | 2021-12-21 | 中国科学院大连化学物理研究所 | Preparation method of chitosan microspheres with high specific surface area |
| CN110003408A (en) * | 2019-03-13 | 2019-07-12 | 上海大学 | Biocompatibility porous frozen gel micro-ball and preparation method thereof |
| CN112409553B (en) * | 2020-11-25 | 2023-03-14 | 杭州贤石生物科技有限公司 | Method for preparing injectable porous hydrogel microspheres by micro-fluidic ice crystal method and application thereof |
| CN115055126B (en) * | 2022-06-24 | 2023-11-28 | 重庆理工大学 | Method for preparing porous magnetic/temperature-sensitive microspheres through microfluidics, product and application thereof |
| CN115558133A (en) * | 2022-10-20 | 2023-01-03 | 南京工业大学 | Temperature response type particle gel and preparation method thereof |
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| CN1699984A (en) * | 2005-05-19 | 2005-11-23 | 复旦大学 | Multiple channel micro-flow control chip, process for making same and use thereof |
| CN101507909A (en) * | 2009-02-25 | 2009-08-19 | 中国科学院过程工程研究所 | Molecular engram microspheres preparation method using micro-fluidic reactor |
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| CN1699984A (en) * | 2005-05-19 | 2005-11-23 | 复旦大学 | Multiple channel micro-flow control chip, process for making same and use thereof |
| CN101507909A (en) * | 2009-02-25 | 2009-08-19 | 中国科学院过程工程研究所 | Molecular engram microspheres preparation method using micro-fluidic reactor |
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