CN104959085A - Size and shape controllable polyelectrolyte hollow microcapsule and application thereof - Google Patents
Size and shape controllable polyelectrolyte hollow microcapsule and application thereof Download PDFInfo
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- CN104959085A CN104959085A CN201510228416.3A CN201510228416A CN104959085A CN 104959085 A CN104959085 A CN 104959085A CN 201510228416 A CN201510228416 A CN 201510228416A CN 104959085 A CN104959085 A CN 104959085A
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Abstract
The present invention discloses a size and shape controllable polyelectrolyte hollow microcapsule and application thereof, the technical proposal is that the particle size of the polyelectrolyte hollow microcapsule is from nanometer to micron of 50nm-100um, and the shape can be an oval, a square, a rectangle, a polygon, an ellipsoid, a barrel shape, a bullet shape, a shuttle-shape or a frisbee-shape; the polyelectrolyte hollow microcapsule is prepared by the following method: a nano-scale to micron-scale organic template is prepared from an organic fixing material by use of the thermoplasticity, polyelectrolyte is used as a capsule component, an organic solvent is used as a solvent, the organic solvent meets the following demands: the polyelectrolyte can be dissolved in the organic solvent, the organic template is not soluble in the organic solvent; a polyelectrolyte microcapsule is prepared by layer-layer self-assembly method, finally the polyelectrolyte hollow microcapsule is prepared by use of an organic template removal agent for removal of the organic template, and the size and shape controllable polyelectrolyte hollow microcapsule can be obtained. The size and shape controllable polyelectrolyte hollow microcapsule has the advantage of controlled shape and size, and excellent pharmaceutical carrier application effect.
Description
Technical field
The present invention relates to the controlled polyelectrolyte hollow microcapsule of a kind of size shape and application thereof.
Background technology
Microcapsules are the materials keeping apart space in capsule and the capsule external space to be formed particular geometric configuration by film forming matter.The shape of microcapsules, based on spherical structure, also can be oval, square or rectangular, polygonal and various irregularly shaped.Traditional microcapsules size usually at micron to grade, wall thickness in sub-micron to hundreds of micron.Microcapsules have very important application in food, medicine, cosmetics, bioengineering and organizational project.
At present, the preparation method of microcapsules is through development for many years, being transitioned into by the chemical method of traditional reaction generation cyst wall with particulate is template, layer-by-layer is utilized to assemble polymer ultra-thin film on template particles, the microcapsules prepared after removing template, the method has the features such as the various unique functions of controlled, the easy imparting of stuctures and properties.The driving force of LBL self-assembly mainly contains electrostatic force, hydrogen bond, hydrophobic force etc.Wherein, the microcapsules formed by electrostatic interaction, its preparation process is all generally carry out in water.Above-mentioned masterplate mostly is inorganic matter, such as: CaCO3, gold, silicon and other inorganic material, its shortcoming is to be difficult to carry out good Independent adjustable control operation to masterplate size shape, therefore, directly affects be processed to form polyelectrolyte multiplayer microcapsule physics and chemistry and biological nature.
Summary of the invention
The object of the invention is the shortcoming and defect existed to overcome prior art, and provide a kind of and realize at nanoscale to the controlled polyelectrolyte hollow microcapsule of the size shape that each independence of micron order geomery is controlled.
Another object of the present invention is to provide the application process of the controlled polyelectrolyte hollow microcapsule of a kind of size shape.
For realizing first object of the present invention, technical scheme of the present invention is the controlled polyelectrolyte hollow microcapsule of a kind of size shape, and its technical scheme is
This polyelectrolyte hollow microcapsule volume be 6.5*10
4nm
3-4.2*10
6μm
3, its shape is oval, square, rectangle, polygonal, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape; This polyelectrolyte hollow microcapsule adopts following methods preparation: utilize the thermoplasticity of organic solid material to be made into nanoscale to micron-sized organic formwork, take polyelectrolyte as capsule contents, take organic solvent as solvent, this organic solvent meets: polyelectrolyte is dissolved in this organic solvent, and organic formwork is insoluble to this organic solvent; Utilize LBL self-assembly method to prepare polyelectrolyte multiplayer microcapsule, finally dissolve with organic formwork lytic agent and remove organic formwork formation hollow microcapsule, obtaining geomery is regulatable polyelectrolyte multiplayer microcapsule.
Further setting is the material of described organic formwork is polystyrene, PLA, polycaprolactone or poly lactic-co-glycolic acid, be capsule basal layer component with polymine in described capsule contents, with poly-third ethene and polyvinylpyrrolidone for capsule building block component, described organic solvent is ethanol, methyl alcohol, isopropyl alcohol, ether, organic formwork lytic agent is oxolane, toluene, dimethylbenzene, 1,6 dioxane, carrene, acetone.
Realize second object of the present invention, technical scheme of the present invention is using the pharmaceutical carrier of polyelectrolyte hollow microcapsule as filling medicine.
Innovation Mechanism of the present invention and beneficial effect are:
(1) adopt organic granular microbody to be, utilize organic material plasticity and with the advantage of machine-shaping, the organic formwork of nanoscale to micron-sized various shape can be prefabricated into.But, the key that the application successfully synthesizes the independent controlled polyelectrolyte multiplayer microcapsule of size shape also must solve following problem: with organic granular microbody for organic formwork, when LBL self-assembly, there will be the easy agglomeration of organic formwork, directly cause self assembly to carry out; And the application with organic solvents such as ethanol for solvent, find in practice very well to solve the easy agglomeration of organic formwork, and obtain good result.
(2) to present invention achieves at nanoscale to the preparation of polyelectrolyte multiplayer microcapsule of micron-sized various controlled shape, there is following advantage: it meets traditional Microencapsulated Slow, protection pharmaceutically active and reduces the requirement of poisonous side effect of medicine; Secondly, it can regulate and control the size of microcapsules, shape, hardness, structure, composition, form and wall thickness at nanometer level.The design of LBL self-assembly polyelectrolyte multiplayer microcapsule has larger flexibility, by selecting general microsphere template or porous microsphere template, just can obtain the polyelectrolyte multiplayer microcapsule of hollow or loose structure.
The independent controlled polyelectrolyte multiplayer microcapsule of size shape of the present invention, these microcapsules solve the problem that traditional polyelectrolyte multiplayer microcapsule geomery can not regulate and control, and all have good application prospect in fields such as cell biology, molecular biology and medical science.
Below in conjunction with detailed description of the invention, the present invention is described further.
Detailed description of the invention
Below by embodiment, the present invention is specifically described; only be used to further illustrate the present invention; can not be interpreted as limiting the scope of the present invention, the technician in this field can make some nonessential improvement and adjustment according to the content of foregoing invention to the present invention.
Embodiment 1
One, material: polystyrene microsphere, poly-third ethene (PAA), polyvinylpyrrolidone (PVPON), polymine (PEI), oxolane (THF), ethanol, isopropyl alcohol.
Two, concrete steps are:
(1) polystyrene microsphere of 1mL 2.6 wt% and the PVA mixed of 9mL 1mg/mL are merged drying and form film, be stretched to target shape at 120 DEG C and be cooled to room temperature sizing; Polystyrene microsphere is volume or the single discrete particles of diameter herein, and being suitable for microsphere volume scope is 6.5*10
4nm
3-4.2*10
6μm
3(spherical particle diameters is 50nm-100um).Stretching target shape is herein spherical, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape.Its preparation method is listed in table 1.
The difform polystyrene moulding preparation method of table 1..
(2) above-mentioned stretched film being dissolved in v/v% is in 70/30 water/isopropyl alcohol, centrifugation polystyrene microsphere, obtains size in above-mentioned (1), the independent controlled polystyrene organic formwork of shape; Centrifugal force and centrifugation time are to reach for the purpose of separating effect herein, make corresponding adjustment according to microsphere volume.
(3) polystyrene microsphere of preparation in above-mentioned (2) is scattered in 4mL ethanol, adds 1mL polymine, centrifugation after 10min, be again dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; A) polystyrene microsphere is scattered in again in 4mL ethanol, adds 1mL polyacrylic acid, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; B) polystyrene microsphere is divided again fall apart in 4mL ethanol, add 1mL polyethylene, centrifugation after 10min; Again be dispersed in centrifugation after in 5mL ethanol, repeat this operation 3 times; Repeat a, b) operate 4 times, obtain coating polystyrene microsphere.Polyacrylic acid can be replaced polystyrolsulfon acid herein, and polyvinylpyrrolidone can be replaced polyallylamine or polymine; Dispersion solvent ethanol can replace with methyl alcohol herein, isopropyl alcohol, ether; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
(4) the coating polystyrene microsphere of preparation in above-mentioned (3) is scattered in 2mL oxolane 2 minutes to remove polystyrene microsphere template, centrifugation; Remove supernatant, precipitate after rinsing 2 times gently with 200uLTHF, be scattered in 500uL water, obtain the capsule particle that size, shape independently regulate and control; Oxolane can be replaced toluene, dimethylbenzene herein, 1,6 dioxane, carrene, acetone; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
Embodiment 2
One, material: polylactic acid microsphere, poly-third ethene (PAA), polyvinylpyrrolidone (PVPON), polymine (PEI), oxolane (THF), ethanol, isopropyl alcohol.
Two, concrete steps are:
(1) polylactic acid microsphere of 1mL 1.5 wt% and the PVA mixed of 9mL 1mg/mL are merged drying and form film, be stretched to target shape at 90 DEG C and be cooled to room temperature sizing; Polystyrene microsphere is volume or the single discrete particles of diameter herein, and being suitable for microsphere volume scope is 6.5X10
4nm
3-4.2X10
6μm
3(spherical particle diameters is 50nm-100um).Stretching target shape is herein spherical, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape.
Its preparation method is listed in table 2.
The difform PLA method for preparing template of table 2..
(2) above-mentioned stretched film being dissolved in v/v% is in 70/30 water/isopropyl alcohol, centrifugation polylactic acid microsphere, obtains size in above-mentioned (1), the independent controlled polylactic acid microsphere organic formwork of shape; Centrifugal force and centrifugation time are to reach for the purpose of separating effect herein, make corresponding adjustment according to microsphere volume.
(3) polylactic acid microsphere of preparation in above-mentioned (2) is scattered in 4mL ethanol, adds 1mL polymine, centrifugation after 10min, be again dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; A) polylactic acid microsphere is scattered in again in 4mL ethanol, adds 1mL polyacrylic acid, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; B) polylactic acid microsphere is divided again fall apart in 4mL ethanol, add 1mL polyethylene, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; Repeat a, b) operate 4 times, obtain coating polylactic acid microsphere.Polyacrylic acid can be replaced polystyrolsulfon acid herein, and polyvinylpyrrolidone can be replaced polyallylamine or polymine; Dispersion solvent ethanol can replace with methyl alcohol herein, isopropyl alcohol, ether; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
(4) the coating polystyrene microsphere of preparation in above-mentioned (3) is scattered in 2mL oxolane 2 minutes to remove polystyrene microsphere template, centrifugation; Remove supernatant, precipitate after rinsing 2 times gently with 200uLTHF, be scattered in 500uL water, obtain the capsule particle that size, shape independently regulate and control; Oxolane can be replaced toluene, dimethylbenzene herein, 1,6 dioxane, carrene; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
Embodiment 3
One, material: polycaprolactone microballoon sphere, poly-third ethene (PAA), polyvinylpyrrolidone (PVPON), polymine (PEI), oxolane (THF), ethanol, isopropyl alcohol.
Two, concrete steps are:
(1) polycaprolactone microballoon sphere of 1mL 1.5 wt% and the PVA mixed of 9mL 1mg/mL are merged drying and form film, be stretched to target shape at 60 DEG C and be cooled to room temperature sizing; Polystyrene microsphere is volume or the single discrete particles of diameter herein, and being suitable for microsphere volume scope is 6.5X10
4nm
3-4.2X10
6μm
3(spherical particle diameters is 50nm-100um).Stretching target shape is herein spherical, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape.Its preparation method is listed in table 3.
The difform polycaprolactone method for preparing template of table 3..
(2) above-mentioned stretched film being dissolved in v/v% is in 70/30 water/isopropyl alcohol, centrifugation polycaprolactone microballoon sphere, obtains size in above-mentioned (1), the independent controlled polycaprolactone microballoon sphere organic formwork of shape; Centrifugal force and centrifugation time are to reach for the purpose of separating effect herein, make corresponding adjustment according to microsphere volume.
(3) polycaprolactone microballoon sphere of preparation in above-mentioned (2) is scattered in 4mL ethanol, adds 1mL polymine, centrifugation after 10min, be again dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; A) polycaprolactone microballoon sphere is scattered in again in 4mL ethanol, adds 1mL polyacrylic acid, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; B) polycaprolactone microballoon sphere is divided again fall apart in 4mL ethanol, add 1mL polyethylene, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; Repeat a, b) operate 4 times, obtain coating polycaprolactone microballoon sphere.Polyacrylic acid can be replaced polystyrolsulfon acid herein, and polyvinylpyrrolidone can be replaced polyallylamine or polymine; Dispersion solvent ethanol can replace with methyl alcohol herein, isopropyl alcohol, ether; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
(4) the coating polystyrene microsphere of preparation in above-mentioned (3) is scattered in 2mL oxolane 2 minutes to remove polystyrene microsphere template, centrifugation; Remove supernatant, precipitate after rinsing 2 times gently with 200uLTHF, be scattered in 500uL water, obtain the capsule particle that size, shape independently regulate and control; Oxolane can be replaced toluene, dimethylbenzene herein, 1,6 dioxane, carrene; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
Embodiment 4
One, material: poly lactic-co-glycolic acid microballoon, poly-third ethene (PAA), polyvinylpyrrolidone (PVPON), polymine (PEI), oxolane (THF), ethanol, isopropyl alcohol.
Two, concrete steps are:
(1) the poly lactic-co-glycolic acid microballoon of 1mL 2.0 wt% and the PVA mixed of 9mL 1mg/mL are merged drying and form film, be stretched to target shape at 80 DEG C and be cooled to room temperature sizing; Polystyrene microsphere is volume or the single discrete particles of diameter herein, and being suitable for microsphere volume scope is 6.5X10
4nm
3-4.2X10
6μm
3(spherical particle diameters is 50nm-100um).Stretching target shape is herein spherical, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape.Its preparation method is listed in table 4.
The difform poly lactic-co-glycolic acid method for preparing template of table 4..
(2) above-mentioned stretched film being dissolved in v/v% is in 70/30 water/isopropyl alcohol, centrifugation poly lactic-co-glycolic acid microballoon, obtains size in above-mentioned (1), the independent controlled poly lactic-co-glycolic acid microballoon organic formwork of shape; Centrifugal force and centrifugation time are to reach for the purpose of separating effect herein, make corresponding adjustment according to microsphere volume.
(3) the poly lactic-co-glycolic acid microballoon of preparation in above-mentioned (2) is scattered in 4mL ethanol, adds 1mL polymine, centrifugation after 10min, be again dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; A) poly lactic-co-glycolic acid microballoon is scattered in 4mL ethanol again, adds 1mL polyacrylic acid, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; B) poly lactic-co-glycolic acid microballoon is divided again fall apart in 4mL ethanol, add 1mL polyethylene, centrifugation after 10min; Again be dispersed in 5mL ethanol, centrifugation, repeat this operation 3 times; Repeat a, b) operate 4 times, obtain coating poly lactic-co-glycolic acid microballoon.Polyacrylic acid can be replaced polystyrolsulfon acid herein, and polyvinylpyrrolidone can be replaced polyallylamine or polymine; Dispersion solvent ethanol can replace with methyl alcohol herein, isopropyl alcohol, ether; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
(4) the coating polystyrene microsphere of preparation in above-mentioned (3) is scattered in 2mL oxolane 2 minutes to remove polystyrene microsphere template, centrifugation; Remove supernatant, precipitate after rinsing 2 times gently with 200uLTHF, be scattered in 500uL water, obtain the capsule particle that size, shape independently regulate and control; Oxolane can be replaced toluene, dimethylbenzene herein, 1,6 dioxane, carrene; Centrifugal force and centrifugation time, to reach for the purpose of separating effect, make corresponding adjustment according to microsphere volume.
application examples
After crosslinked for above-mentioned prepared PVPON/PAA vesica, to be immersed in the solution of pH=7 24 hours, to remove PVPON.Subsequently vesica is dispersed in (as model protein-bovine serum albumin(BSA), small molecule anti-cancer model drug-adriamycin, interference DNA etc.) in single or multicomponent pharmaceutical solution, centrifugal after 12 hours, vesica is separated; Be dispersed in the medicine that in the solution of polycation, encapsulation enters in vesica subsequently, to prepare the vesica that there is single or multicomponent variety classes medicine (albumen dress, Small molecular, interference DNA) and load.
Claims (3)
1. the polyelectrolyte hollow microcapsule that size shape is controlled, is characterized in that:
The volume of this polyelectrolyte hollow microcapsule is 6.5*10
4nm
3-4.2*10
6μm
3, its shape is oval, square, rectangle, polygonal, elliposoidal, drum-shaped, bullet shaped, shuttle shape or flying disc shape;
This polyelectrolyte hollow microcapsule adopts following methods preparation: utilize the thermoplasticity of organic solid material to be made into nanoscale to micron-sized organic formwork, take polyelectrolyte as capsule contents, take organic solvent as solvent, this organic solvent meets: polyelectrolyte is dissolved in this organic solvent, and organic formwork is insoluble to this organic solvent; Utilize LBL self-assembly method to prepare polyelectrolyte multiplayer microcapsule, finally dissolve with organic formwork lytic agent and remove organic formwork formation hollow microcapsule, obtaining geomery is regulatable polyelectrolyte multiplayer microcapsule.
2. the polyelectrolyte hollow microcapsule that a kind of size shape according to claim 1 is controlled, it is characterized in that: the material of described organic formwork is polystyrene, PLA, polycaprolactone or poly lactic-co-glycolic acid, be capsule basal layer component with polymine in described capsule contents, with poly-third ethene and polyvinylpyrrolidone for capsule building block component, described organic solvent is ethanol, methyl alcohol, isopropyl alcohol, ether, organic formwork lytic agent is oxolane, toluene, dimethylbenzene, 1,6 dioxane, carrene, acetone.
3. an application process for the polyelectrolyte hollow microcapsule that size shape is controlled, is characterized in that: using the pharmaceutical carrier of polyelectrolyte hollow microcapsule as filling medicine.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11471386B2 (en) | 2017-12-29 | 2022-10-18 | Conopco, Inc. | Non-spherical microcapsule |
| US11642290B2 (en) | 2017-12-29 | 2023-05-09 | Conopco, Inc. | Non-spherical microcapsule |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101259400A (en) * | 2007-12-14 | 2008-09-10 | 东南大学 | Method for preparing core-shell structure nano microcapsule |
| CN102744022A (en) * | 2012-07-23 | 2012-10-24 | 北京理工大学 | Hollow microcapsule, acidic or alkaline controlled-release microcapsule and preparation methods thereof |
| CN103333370A (en) * | 2013-07-25 | 2013-10-02 | 北京市建筑工程研究院有限责任公司 | Organic and inorganic microcapsule coating expansible graphite preparation method |
-
2015
- 2015-05-07 CN CN201510228416.3A patent/CN104959085A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101259400A (en) * | 2007-12-14 | 2008-09-10 | 东南大学 | Method for preparing core-shell structure nano microcapsule |
| CN102744022A (en) * | 2012-07-23 | 2012-10-24 | 北京理工大学 | Hollow microcapsule, acidic or alkaline controlled-release microcapsule and preparation methods thereof |
| CN103333370A (en) * | 2013-07-25 | 2013-10-02 | 北京市建筑工程研究院有限责任公司 | Organic and inorganic microcapsule coating expansible graphite preparation method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11471386B2 (en) | 2017-12-29 | 2022-10-18 | Conopco, Inc. | Non-spherical microcapsule |
| US11642290B2 (en) | 2017-12-29 | 2023-05-09 | Conopco, Inc. | Non-spherical microcapsule |
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Application publication date: 20151007 |