CN104825421A - Organic-inorganic double-shell microcapsule for temperature-controlled release of hydrophobic micromolecules and preparation method thereof - Google Patents
Organic-inorganic double-shell microcapsule for temperature-controlled release of hydrophobic micromolecules and preparation method thereof Download PDFInfo
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 50
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000013270 controlled release Methods 0.000 title abstract 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 58
- 229920001661 Chitosan Polymers 0.000 claims abstract description 54
- 239000000463 material Substances 0.000 claims abstract description 31
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 29
- 229920000428 triblock copolymer Polymers 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 16
- 239000003960 organic solvent Substances 0.000 claims abstract description 15
- 239000002243 precursor Substances 0.000 claims abstract description 15
- 235000012239 silicon dioxide Nutrition 0.000 claims abstract description 15
- 238000003756 stirring Methods 0.000 claims abstract description 15
- 239000000843 powder Substances 0.000 claims abstract description 8
- 150000003384 small molecules Chemical class 0.000 claims description 33
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 14
- 239000006166 lysate Substances 0.000 claims description 14
- 229910000077 silane Inorganic materials 0.000 claims description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 8
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 8
- 238000013019 agitation Methods 0.000 claims description 7
- 229920001983 poloxamer Polymers 0.000 claims description 6
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 5
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical class CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 5
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 5
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 5
- 229960000583 acetic acid Drugs 0.000 claims description 5
- 239000012362 glacial acetic acid Substances 0.000 claims description 5
- 229960001680 ibuprofen Drugs 0.000 claims description 5
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 5
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 4
- 229940109262 curcumin Drugs 0.000 claims description 4
- 235000012754 curcumin Nutrition 0.000 claims description 4
- 239000004148 curcumin Substances 0.000 claims description 4
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 claims description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 4
- 235000019253 formic acid Nutrition 0.000 claims description 4
- 229940089161 ginsenoside Drugs 0.000 claims description 4
- 229930182494 ginsenoside Natural products 0.000 claims description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 4
- 229960004889 salicylic acid Drugs 0.000 claims description 4
- 239000011162 core material Substances 0.000 abstract description 5
- 238000011160 research Methods 0.000 abstract description 4
- 230000000630 rising effect Effects 0.000 abstract description 4
- 238000012695 Interfacial polymerization Methods 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract 2
- 239000006087 Silane Coupling Agent Substances 0.000 abstract 1
- 239000003929 acidic solution Substances 0.000 abstract 1
- 238000009210 therapy by ultrasound Methods 0.000 abstract 1
- 239000003814 drug Substances 0.000 description 4
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000686 essence Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000005543 nano-size silicon particle Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
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- Manufacturing Of Micro-Capsules (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention relates to an organic-inorganic double-shell microcapsule for temperature-controlled release of hydrophobic micromolecules and a preparation method thereof. At present, researches on preparation of microcapsules from chitosan and silicon dioxide used as double-wall materials are rarely reported in public. The preparation method comprises the following steps: simultaneously adding an amphiphilic triblock copolymer, a silicon dioxide precursor, a silane coupling agent and a hydrophobic micromolecule substance into an organic solvent, and dissolving by stirring at room temperature so as to obtain a mixed liquor; adding 90-150 mg of chitosan powder into a weak acidic solution to obtain a chitosan dissolved solution; gradually dropwise adding the mixed liquor into the chitosan dissolved solution at room temperature and carrying out ultrasonic treatment so as to obtain the organic-inorganic double-shell microcapsule for temperature-controlled release of hydrophobic micromolecules. By an interfacial polymerization method, the double-wall microcapsule with chitosan used as an outer shell and silicon dioxide used as an inner shell is obtained. Release rate of a core material is gradually reducing with the rising of temperature. The microcapsule has an obvious temperature-controlled release effect on hydrophobic micromolecules, and release efficiency is high.
Description
Technical field
the present invention relates to a kind of response type microcapsule and preparation method thereof, be specifically related to a kind of organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release and preparation method thereof.
Background technology
Microcapsule is a kind of miniature vessel being wall material with polymer or composite.It can utilize wall material to solid particle, and gas or liquid wrap up, and changes state of matter, and reduces volatility and the release rate of material to a certain extent, be therefore widely used in the every field such as food, medical treatment and weaving.
Chitosan is the aminopolysaccharide that the output of nature existence is maximum.It has unique adhesion, and good biological degradability and preferably antibiotic property, these special performances become a kind of microcapsule wall material of extensive employing.In recent years, chitosan-based microcapsule successfully realizes medicine, essence and dyestuff etc. coated, and is widely used in medicine, food and field of textiles.
For improving the slow release rate of capsule further, some novel microcapsules with organic/inorganic compound wall materials are successfully developed.In inorganic wall material, nano silicon has special nano effect, and the features such as larger specific surface area and the meso-hole structure of uniqueness, have been widely used in the research of microcapsule.But, with chitosan and silicon dioxide for the research also rarely seen open report of microcapsule prepared by double wall material.
In addition, conventional microencapsulation is in use due to the rising of ambient temperature, and its core there will be the phenomenon of release fast, and in order to address this problem, temperature control release type microcapsule is suggested gradually.In this type of research, some temperature sensitive type amphiphilic triblock copolymers due to its can from micellization in O/W emulsion, and it is coated synchronously to complete micromolecule hydrophobic substance in Micellization process, therefore, is often used to preparation temperature control release type microcapsule.
Summary of the invention
The object of this invention is to provide a kind of organic and inorganic double shell microcapsule and preparation method thereof for hydrophobic small molecules temperature control release, take chitosan as shell, silicon dioxide is inner shell, and Release of core material rate reduces gradually along with the rising of temperature.
The technical solution adopted in the present invention is:
For the preparation method of the organic and inorganic double shell microcapsule of hydrophobic small molecules temperature control release, it is characterized in that:
Comprise the following steps:
Step one: 30 ~ 60mg amphiphilic triblock copolymer, 20 ~ 40 μ L silica precursor, 3 ~ 9 μ L silane couplers and 5 ~ 15mg hydrophobic small molecules material are joined in 600 ~ 800 μ L organic solvents simultaneously, stirred at ambient temperature obtains mixed liquor after dissolving 5 ~ 10h;
Step 2: take 90 ~ 150mg Chitosan powder, is joined in the weak acid solution of 15 ~ 30mL mass fraction 1 ~ 3%, and at 30 ~ 50 DEG C after stirring and dissolving 10 ~ 40h, is cooled to room temperature, namely obtains chitosan lysate;
Step 3: under room temperature, be added drop-wise in 10 ~ 20mL chitosan lysate gradually by gained mixed liquor 400 ~ 600 μ L in step one, time for adding is 40 ~ 60min, and in dropping process, chitosan solution is in stirring all the time;
After dropwising, supersound process 5 ~ 15min Keep agitation 40 ~ 60h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses Pluronics class or A-B-A class;
Silica precursor chooses methyl silicate or ethyl orthosilicate;
Silane coupler chooses γ-methacryloxypropyl trimethoxy silane, APTES or vinyltrimethoxy silane;
Hydrophobic small molecules material chooses ibuprofen, curcumin, ginsenoside or salicylic acid;
Organic solvent chooses dichloromethane, dichloroethanes or normal hexane.
In step 2:
Chitosan molecule amount is 2 ~ 300,000 dalton;
Weak acid chooses formic acid, glacial acetic acid or hydrochloric acid.
As described in the obtained microcapsule of the preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release.
Gained microcapsule has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
The present invention has the following advantages:
The present invention is by interfacial polymerization, and the double wall material microcapsule that to obtain with chitosan be shell, silicon dioxide is inner shell, Release of core material rate reduces gradually along with the rising of temperature.This microcapsule not only has obvious temperature control releasability to hydrophobic small molecules, and its slow release efficiency is higher.
Accompanying drawing explanation
Fig. 1 is prepared chitosan-based silicon dioxide microcapsule transmission electron microscope results.
Fig. 2 is that temperature adds up the affecting laws of release rate to hydrophobic drug ibuprofen 10h in microcapsule.
Detailed description of the invention
Below in conjunction with detailed description of the invention, the present invention will be described in detail.
Not yet find that at present the relevant interfacial polymerization that utilizes is prepared with Pluronics class or A-B-A class amphiphilic triblock copolymer for template, chitosan and silicon dioxide are the report of the temperature control release type microcapsule of double wall material.The use of this temperature control release type microcapsule, is expected to solve when microcapsule is applied in coating, medicine and food because temperature raises the problem causing core to discharge fast.
The preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release that the present invention relates to, comprises the following steps:
Step one: 30 ~ 60mg amphiphilic triblock copolymer, 20 ~ 40 μ L silica precursor, 3 ~ 9 μ L silane couplers and 5 ~ 15mg hydrophobic small molecules material are joined in 600 ~ 800 μ L organic solvents simultaneously, stirred at ambient temperature obtains mixed liquor after dissolving 5 ~ 10h.
Step 2: take 90 ~ 150mg Chitosan powder, is joined in the weak acid solution of 15 ~ 30mL mass fraction 1 ~ 3%, and at 30 ~ 50 DEG C after stirring and dissolving 10 ~ 40h, is cooled to room temperature, namely obtains chitosan lysate.
Step 3: under room temperature, be added drop-wise in 10 ~ 20mL chitosan lysate gradually by gained mixed liquor 400 ~ 600 μ L in step one, time for adding is 40 ~ 60min, and in dropping process, chitosan solution is in stirring all the time.
After dropwising, supersound process 5 ~ 15min Keep agitation 40 ~ 60h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses Pluronics class or A-B-A class;
Silica precursor chooses methyl silicate or ethyl orthosilicate;
Silane coupler chooses γ-methacryloxypropyl trimethoxy silane, APTES or vinyltrimethoxy silane;
Hydrophobic small molecules material chooses ibuprofen, curcumin, ginsenoside or salicylic acid;
Organic solvent chooses dichloromethane, dichloroethanes or normal hexane.
In step 2:
Chitosan molecule amount is 2 ~ 300,000 dalton;
Weak acid chooses formic acid, glacial acetic acid or hydrochloric acid.
The microcapsule that above-mentioned preparation method obtains has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
Embodiment 1:
Step one: simultaneously join in 600 μ L organic solvents by 30mg amphiphilic triblock copolymer, 40 μ L silica precursor, 3 μ L silane couplers and 15mg hydrophobic small molecules material, stirred at ambient temperature obtains mixed liquor after dissolving 10h.
Step 2: take 90mg Chitosan powder, is joined in the weak acid solution of 30mL mass fraction 1%, and at 50 DEG C after stirring and dissolving 10h, is cooled to room temperature, namely obtains chitosan lysate.
Step 3: under room temperature, be added drop-wise in 10mL chitosan lysate gradually by gained mixed liquor 600 μ L in step one, time for adding is 60min, and in dropping process, chitosan solution is in stirring all the time.
After dropwising, supersound process 5min Keep agitation 60h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses Pluronics class;
Silica precursor chooses methyl silicate;
Silane coupler chooses γ-methacryloxypropyl trimethoxy silane;
Hydrophobic small molecules material chooses ibuprofen;
Organic solvent chooses dichloromethane.
In step 2:
Chitosan molecule amount is 2 ~ 90,000 dalton;
Weak acid chooses formic acid.
The microcapsule that above-mentioned preparation method obtains has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
Embodiment 2:
Step one: simultaneously join in 660 μ L organic solvents by 40mg amphiphilic triblock copolymer, 35 μ L silica precursor, 5 μ L silane couplers and 13mg hydrophobic small molecules material, stirred at ambient temperature obtains mixed liquor after dissolving 9h.
Step 2: take 110mg Chitosan powder, is joined in the weak acid solution of 25mL mass fraction 1.5%, and at 42 DEG C after stirring and dissolving 20h, is cooled to room temperature, namely obtains chitosan lysate.
Step 3: under room temperature, be added drop-wise in 13mL chitosan lysate gradually by gained mixed liquor 520 μ L in step one, time for adding is 52min, and in dropping process, chitosan solution is in stirring all the time.
After dropwising, supersound process 8min Keep agitation 52h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses A-B-A class;
Silica precursor chooses methyl silicate;
Silane coupler chooses APTES;
Hydrophobic small molecules material chooses curcumin;
Organic solvent chooses dichloroethanes.
In step 2:
Chitosan molecule amount is 9 ~ 160,000 dalton;
Weak acid chooses glacial acetic acid.
The microcapsule that above-mentioned preparation method obtains has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
Embodiment 3:
Step one: simultaneously join in 720 μ L organic solvents by 50mg amphiphilic triblock copolymer, 25 μ L silica precursor, 7 μ L silane couplers and 9mg hydrophobic small molecules material, stirred at ambient temperature obtains mixed liquor after dissolving 7h.
Step 2: take 130mg Chitosan powder, is joined in the weak acid solution of 20mL mass fraction 2%, and at 36 DEG C after stirring and dissolving 30h, is cooled to room temperature, namely obtains chitosan lysate.
Step 3: under room temperature, be added drop-wise in 16mL chitosan lysate gradually by gained mixed liquor 460 μ L in step one, time for adding is 46min, and in dropping process, chitosan solution is in stirring all the time.
After dropwising, supersound process 11min Keep agitation 46h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses Pluronics class;
Silica precursor chooses ethyl orthosilicate;
Silane coupler chooses APTES;
Hydrophobic small molecules material chooses ginsenoside;
Organic solvent chooses dichloroethanes.
In step 2:
Chitosan molecule amount is 16 ~ 230,000 dalton;
Weak acid chooses glacial acetic acid.
The microcapsule that above-mentioned preparation method obtains has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
Embodiment 4:
Step one: simultaneously join in 800 μ L organic solvents by 60mg amphiphilic triblock copolymer, 20 μ L silica precursor, 9 μ L silane couplers and 5mg hydrophobic small molecules material, stirred at ambient temperature obtains mixed liquor after dissolving 5h.
Step 2: take 150mg Chitosan powder, is joined in the weak acid solution of 15mL mass fraction 3%, and at 30 DEG C after stirring and dissolving 40h, is cooled to room temperature, namely obtains chitosan lysate.
Step 3: under room temperature, be added drop-wise in 20mL chitosan lysate gradually by gained mixed liquor 400 μ L in step one, time for adding is 40min, and in dropping process, chitosan solution is in stirring all the time.
After dropwising, supersound process 15min Keep agitation 40h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
In step one:
Amphiphilic triblock copolymer chooses A-B-A class;
Silica precursor chooses ethyl orthosilicate;
Silane coupler chooses vinyltrimethoxy silane;
Hydrophobic small molecules material chooses salicylic acid;
Organic solvent chooses normal hexane.
In step 2:
Chitosan molecule amount is 23 ~ 300,000 dalton;
Weak acid chooses hydrochloric acid.
The microcapsule that above-mentioned preparation method obtains has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
Content of the present invention is not limited to cited by embodiment, and the conversion of those of ordinary skill in the art by reading description of the present invention to any equivalence that technical solution of the present invention is taked, is claim of the present invention and contains.
Claims (5)
1., for the preparation method of the organic and inorganic double shell microcapsule of hydrophobic small molecules temperature control release, it is characterized in that:
Comprise the following steps:
Step one: 30 ~ 60mg amphiphilic triblock copolymer, 20 ~ 40 μ L silica precursor, 3 ~ 9 μ L silane couplers and 5 ~ 15mg hydrophobic small molecules material are joined in 600 ~ 800 μ L organic solvents simultaneously, stirred at ambient temperature obtains mixed liquor after dissolving 5 ~ 10h;
Step 2: take 90 ~ 150mg Chitosan powder, is joined in the weak acid solution of 15 ~ 30mL mass fraction 1 ~ 3%, and at 30 ~ 50 DEG C after stirring and dissolving 10 ~ 40h, is cooled to room temperature, namely obtains chitosan lysate;
Step 3: under room temperature, be added drop-wise in 10 ~ 20mL chitosan lysate gradually by gained mixed liquor 400 ~ 600 μ L in step one, time for adding is 40 ~ 60min, and in dropping process, chitosan solution is in stirring all the time;
After dropwising, supersound process 5 ~ 15min Keep agitation 40 ~ 60h, namely obtain the organic and inorganic double shell microcapsule being used for hydrophobic small molecules temperature control release.
2. the preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release according to claim 1, is characterized in that:
In step one:
Amphiphilic triblock copolymer chooses Pluronics class or A-B-A class;
Silica precursor chooses methyl silicate or ethyl orthosilicate;
Silane coupler chooses γ-methacryloxypropyl trimethoxy silane, APTES or vinyltrimethoxy silane;
Hydrophobic small molecules material chooses ibuprofen, curcumin, ginsenoside or salicylic acid;
Organic solvent chooses dichloromethane, dichloroethanes or normal hexane.
3. the preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release according to claim 2, is characterized in that:
In step 2:
Chitosan molecule amount is 2 ~ 300,000 dalton;
Weak acid chooses formic acid, glacial acetic acid or hydrochloric acid.
4. the microcapsule that the preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release as claimed in claim 3 is obtained.
5. the microcapsule that the preparation method of the organic and inorganic double shell microcapsule for hydrophobic small molecules temperature control release according to claim 4 is obtained, is characterized in that:
Gained microcapsule has double wall material, and wherein chitosan is shell, and silicon dioxide is inner shell.
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| CN106070204A (en) * | 2016-06-22 | 2016-11-09 | 太仓市新进农场专业合作社 | A kind of pesticide micro capsule slow releasing agent and preparation method thereof |
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| CN112375236A (en) * | 2020-11-03 | 2021-02-19 | 三棵树(上海)新材料研究有限公司 | Composite phase-change microcapsule emulsion and preparation method and application thereof |
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| CN106070204A (en) * | 2016-06-22 | 2016-11-09 | 太仓市新进农场专业合作社 | A kind of pesticide micro capsule slow releasing agent and preparation method thereof |
| CN106309408A (en) * | 2016-11-11 | 2017-01-11 | 陕西科技大学 | Casein-based SiO2 double-drug-loading compound microcapsules and preparation method thereof |
| CN106309408B (en) * | 2016-11-11 | 2019-06-14 | 陕西科技大学 | Casein base SiO2Double load medicine composite micro-capsules and preparation method thereof |
| US10780057B2 (en) * | 2016-11-11 | 2020-09-22 | Shaanxi University Of Science & Technology | Casein-based silica dual drug-loading composite microcapsule and preparation method therefor |
| CN109505139A (en) * | 2018-12-04 | 2019-03-22 | 江苏金太阳纺织科技股份有限公司 | A kind of warming warming fabric microcapsule dressing agent and its preparation method and application |
| CN109504124A (en) * | 2019-01-15 | 2019-03-22 | 梅丽玲 | A kind of preparation method of modified dye microcapsules |
| WO2022029238A1 (en) | 2020-08-06 | 2022-02-10 | Fundació Eurecat | Hybrid core-shell microcapsules for encapsulating active ingredients |
| CN112375236A (en) * | 2020-11-03 | 2021-02-19 | 三棵树(上海)新材料研究有限公司 | Composite phase-change microcapsule emulsion and preparation method and application thereof |
| CN112375236B (en) * | 2020-11-03 | 2023-01-31 | 三棵树(上海)新材料研究有限公司 | Composite phase-change microcapsule emulsion and preparation method and application thereof |
| CN114887557A (en) * | 2022-05-26 | 2022-08-12 | 江南大学 | CO (carbon monoxide) 2 Preparation method and application of-temperature dual-response type chitosan composite microcapsule |
| CN114887557B (en) * | 2022-05-26 | 2023-07-11 | 江南大学 | CO (carbon monoxide) 2 Preparation method and application of temperature double-response type chitosan composite microcapsule |
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