CN110200937B - Preparation method of porous hybrid microspheres with slow release performance - Google Patents
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- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/138—Aryloxyalkylamines, e.g. propranolol, tamoxifen, phenoxybenzamine
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Abstract
The invention relates to the technical field of high polymer materials, and discloses a preparation method of porous hybrid microspheres with slow release performance. The invention not only promotes the nano particles to form a larger-size aggregation structure through the synergistic effect of the solid particles and other components, improves the adsorbability of the nano particles on an interface, enables the W/O type Pickering emulsion to exist stably, but also directly wraps the slow release agent through in-situ polymerization of monomers to synthesize the slow release agent/porous microsphere composite material, endows the microspheres with new functions, and improves the targeting property of the microspheres to specific organs and tissues and the slow release property of drug release.
Description
Technical Field
The invention relates to the technical field of high polymer materials, in particular to a preparation method of a porous hybrid microsphere with slow release performance by polymerizing a W/O type Pickering emulsion stabilized by long-chain fatty acid and nano calcium carbonate.
Background
The porous hybrid microsphere carrier system can change the adding and releasing modes of active substances by utilizing larger specific surface area and porous structure thereof, thereby achieving the slow release purpose of prolonging effective action time and reducing toxic and side effects. The porous hybrid microspheres as a novel active substance carrier system are widely researched and applied in the field of controlled and sustained release of medicines or cosmetics.
The synergistic co-emulsion effect is a chemical phenomenon, also called synergism, and means that two or more components are added or blended together, and the effect generated is larger than the sum of the effects of the components when the components are applied independently. In many applications of the Pickering emulsion of W/O type, many emulsion products need to maintain their own characteristics for a long time, and therefore the emulsion must be stable. However, nanoparticles are generally not surface active and are difficult to adsorb at the oil/water interface to form a stable emulsion. Therefore, in the preparation of the emulsion, the synergistic effect of the solid particles and other components promotes the nanoparticles to form an aggregation structure with larger size, the adsorbability of the nanoparticles on an interface is improved, the emulsion exists stably, and the preparation method has great research significance in the stability of the W/O type Pickering emulsion and the application of nanotechnology.
Disclosure of Invention
The purpose of the invention is as follows: aiming at the problems in the prior art, the invention provides a preparation method of a porous hybrid microsphere containing slow release performance by polymerizing a W/O type Pickering emulsion stabilized by long-chain fatty acid and nano calcium carbonate.
The technical scheme is as follows: the invention provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps: preparation of Pickering emulsion: sequentially adding nano calcium carbonate, deionized water, an organic solvent, polyethylene glycol (400) diacrylate, long-chain fatty acid and a slow release agent into a light-resistant container, ultrasonically dispersing for 5-10 min, adding a photoinitiator, and homogenizing and emulsifying for 5-30 min by uniform stirring to form a stable W/O type Pickering emulsion; preparing porous hybrid microspheres with slow release performance: introducing the Pickering emulsion into a photoreactor, sealing and illuminating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension to obtain the porous hybrid microspheres with slow release performance.
Preferably, in the preparation process of the Pickering emulsion, the weight ratio of the nano calcium carbonate, the deionized water, the organic solvent, the polyethylene glycol (400) diacrylate, the long-chain fatty acid, the slow release agent and the photoinitiator is 3: 10-20: 80: 20: 2-5: 1-10: 0.8.
preferably, the organic solvent is toluene, n-octane, p-xylene, isoamyl acetate, n-decanol or undecanol.
Preferably, the long chain fatty acid is undecylenic acid, linoleic acid, erucic acid or stearic acid.
Preferably, the sustained release agent is a water-soluble drug; the water-soluble medicine is preferably ranitidine hydrochloride, metformin hydrochloride, propranolol or enalapril.
Preferably, the photoinitiator is 2-hydroxy-2-methyl-1-phenyl acetone, 1-hydroxy-cyclohexyl benzophenone, 2-hydroxy-2-methyl-1-p-hydroxyethyl ether phenyl acetone, 4-p-toluene mercapto benzophenone, 2,4, 6-trimethylbenzoyl-diphenyl phosphorous oxide, 2-isopropyl thioxanthone.
Has the advantages that: 1. according to the invention, the inorganic nanoparticles are promoted to form a larger-size aggregation structure through the synergistic effect of the inorganic nanoparticles and the long-chain fatty acid, the adsorbability of the inorganic nanoparticles on an interface is improved, and the stable W/O type Pickering emulsion is prepared, and has great research significance in the stability of the W/O type Pickering emulsion and the application of nanotechnology; and preparing the porous hybrid microspheres with uniform size by a photoinitiated Pickering emulsion polymerization method.
2. Active drugs are wrapped inside the polyethylene glycol acrylate/calcium carbonate hybrid microspheres, and the acid dissolution responsiveness of the surface calcium carbonate layer and the hydrophilic characteristic of the polyethylene glycol acrylate are utilized to improve the targeting property of the microspheres to specific organs and tissues and the slow release property of drug release, so that the microspheres have a new research direction in the field of slow release agents.
3. The invention selects the nano calcium carbonate with rich raw materials and low price as the raw material, can reduce the cost and improve the economic benefit. And the introduction of the inorganic nano particles can effectively stabilize the emulsion, and simultaneously can enhance the mechanical strength of the microspheres, improve the surface roughness and the like.
4. The invention uses ultrasonic dispersion, homogeneous emulsification and direct drying after photopolymerization to obtain a finished product, has simple and easy operation process, does not produce waste liquid and waste residue in the preparation process, and accords with the concept of environmental protection.
Drawings
Fig. 1 is a scanning electron microscope picture of the porous hybrid microspheres prepared in embodiment 1.
Detailed Description
The present invention will be described in detail with reference to the accompanying drawings.
Embodiment 1:
the embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, adding the nano calcium carbonate into a photophobic test bottle, sequentially adding 1.5g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.2g of undecylenic acid and 0.2g of ranitidine hydrochloride into the bottle, and ultrasonically dispersing for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor, irradiating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, carrying out suction filtration and washing on the polymerized porous hybrid microsphere suspension, and drying in a drying oven at 60 ℃ for 48h to obtain the slow-release porous hybrid microsphere prepared by the long-chain fatty acid in cooperation with the nano calcium carbonate. The scanning electron micrograph of the porous hybrid microspheres is shown in FIG. 1. It can be seen that the size of the porous hybrid microspheres is relatively uniform, and the size is about 10 microns.
Embodiment 2:
the embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, adding the nano calcium carbonate into a light-proof test bottle, sequentially adding 1.2g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.2g of linoleic acid and 0.3g of metformin hydrochloride into the test bottle, and ultrasonically dispersing for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor, irradiating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension in a drying oven at 60 ℃ for 48h to obtain the porous hybrid microsphere with slow release performance, wherein the porous hybrid microsphere is prepared by long-chain fatty acid in cooperation with nano calcium carbonate.
Embodiment 3:
the embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, adding the nano calcium carbonate into a light-proof test bottle, sequentially adding 1g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.36g of erucic acid and 0.15g of propranolol into the bottle, and performing ultrasonic dispersion for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor, irradiating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension in a drying oven at 60 ℃ for 48h to obtain the porous hybrid microsphere with slow release performance, wherein the porous hybrid microsphere is prepared by long-chain fatty acid in cooperation with nano calcium carbonate.
Embodiment 4:
the embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, adding the nano calcium carbonate into a light-proof test bottle, sequentially adding 1.5g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.2g of erucic acid and 0.2g of enalapril into the bottle, and ultrasonically dispersing for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor to illuminate for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension in a drying oven at 60 ℃ for 48h to obtain the porous hybrid microsphere with slow release performance, wherein the porous hybrid microsphere is prepared by long-chain fatty acid in cooperation with nano calcium carbonate.
Embodiment 5:
the embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, adding the nano calcium carbonate into a light-proof test bottle, sequentially adding 2g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.3g of erucic acid and 0.5g of ranitidine hydrochloride into the bottle, and performing ultrasonic dispersion for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor to illuminate for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension in a drying oven at 60 ℃ for 48h to obtain the porous hybrid microsphere with slow release performance, wherein the porous hybrid microsphere is prepared by long-chain fatty acid in cooperation with nano calcium carbonate.
Embodiment 6
The embodiment provides a preparation method of porous hybrid microspheres with slow release performance, which comprises the following steps:
preparation of Pickering emulsion: weighing 0.3g of nano calcium carbonate, selectively adding the nano calcium carbonate into a light-proof test bottle, sequentially adding 1.2g of deionized water, 8g of n-decanol, 2g of polyethylene glycol (400) diacrylate, 0.5g of erucic acid and 0.12g of ranitidine hydrochloride into the bottle, and ultrasonically dispersing for 5-10 min.
Then 0.08g of 2,4, 6-trimethylbenzoyl-phosphorus diphenyl oxide is weighed and added into the dispersed micro emulsion solution, and the mixture is stirred, pulped and emulsified for 5-30 min at a uniform speed of 10 krpm by a high-speed dispersion machine to form the stable W/O type Pickering emulsion.
Preparing porous hybrid microspheres with slow release performance: and pouring the prepared W/O type Pickering emulsion into a photoreactor, irradiating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension in a drying oven at 60 ℃ for 48h to obtain the porous hybrid microsphere with slow release performance, wherein the porous hybrid microsphere is prepared by long-chain fatty acid in cooperation with nano calcium carbonate.
The above embodiments are merely illustrative of the technical concepts and features of the present invention, and the purpose of the embodiments is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (6)
1. A preparation method of porous hybrid microspheres with slow release performance is characterized by comprising the following steps:
preparation of Pickering emulsion: sequentially adding nano calcium carbonate, deionized water, an organic solvent, polyethylene glycol 400 diacrylate, long-chain fatty acid and a slow release agent into a light-resistant container, ultrasonically dispersing for 5-10 min, adding a photoinitiator, and homogenizing and emulsifying for 5-30 min by uniform stirring to form a stable W/O type Pickering emulsion;
the sustained release agent is a water-soluble drug;
preparing porous hybrid microspheres with slow release performance: introducing the Pickering emulsion into a photoreactor, sealing, and then illuminating for 5-10 min to obtain a polymerized porous hybrid microsphere suspension, and drying the polymerized porous hybrid microsphere suspension to obtain the porous hybrid microspheres with slow release performance.
2. The preparation method of the porous hybrid microsphere with slow release performance according to claim 1, wherein in the preparation process of the Pickering emulsion, the weight ratio of the nano calcium carbonate, the deionized water, the organic solvent, the polyethylene glycol 400 diacrylate, the long-chain fatty acid, the slow release agent and the photoinitiator is 3: 10-20: 80: 20: 2-5: 1-5: 0.8.
3. the preparation method of the porous hybrid microsphere with slow release performance according to claim 1, wherein the organic solvent is toluene, n-octane, p-xylene, isoamyl acetate, n-decanol or undecanol.
4. The preparation method of the porous hybrid microsphere with slow release performance as claimed in claim 1, wherein the long chain fatty acid is undecylenic acid, linoleic acid, erucic acid or stearic acid.
5. The preparation method of the porous hybrid microsphere with slow release property according to claim 1, wherein the water-soluble drug is ranitidine hydrochloride, metformin hydrochloride, propranolol or enalapril.
6. The preparation method of porous hybrid microspheres with slow release properties according to any one of claims 1 to 5, wherein the photoinitiator is 2-hydroxy-2-methyl-1-phenyl acetone, 1-hydroxy-cyclohexyl benzophenone, 2-hydroxy-2-methyl-1-p-hydroxyethyl ether phenyl acetone, 4-p-toluene mercapto benzophenone, 2,4, 6-trimethylbenzoyl-diphenyl phosphorus oxide, 2-isopropyl thioxanthone.
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| CN111116975B (en) * | 2019-12-30 | 2021-01-08 | 浙江大学 | Pickering emulsion gel based on mutual attraction of liquid drops and preparation method thereof |
| CN111992151B (en) * | 2020-07-07 | 2022-05-27 | 淮阴工学院 | preparation method of pH stimulation responsive slow-release hybrid microspheres |
| CN111849327B (en) * | 2020-07-07 | 2021-08-17 | 淮阴工学院 | preparation method of pH stimulation responsiveness intelligent self-warning self-repairing anticorrosion water-based coating |
| CN112979994B (en) * | 2021-04-01 | 2022-03-01 | 常州大学 | preparation method of Pickering miniemulsion with stable pH phase-inversion hybrid calcium carbonate |
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