CN104829856B - The method that critical carbon dioxide wraps epoxy resin layer in microsphere surface - Google Patents
The method that critical carbon dioxide wraps epoxy resin layer in microsphere surface Download PDFInfo
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- CN104829856B CN104829856B CN201510244936.3A CN201510244936A CN104829856B CN 104829856 B CN104829856 B CN 104829856B CN 201510244936 A CN201510244936 A CN 201510244936A CN 104829856 B CN104829856 B CN 104829856B
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- epoxy resin
- carbon dioxide
- microballoon
- supercritical carbon
- wraps
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 92
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 53
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 53
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 46
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 46
- 239000004005 microsphere Substances 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 19
- 238000003756 stirring Methods 0.000 claims description 22
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 239000004593 Epoxy Substances 0.000 claims description 4
- 239000012153 distilled water Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 238000006277 sulfonation reaction Methods 0.000 claims description 2
- 238000009736 wetting Methods 0.000 claims description 2
- 238000005253 cladding Methods 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 239000011521 glass Substances 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 6
- 239000002245 particle Substances 0.000 abstract description 5
- 239000000853 adhesive Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 238000007711 solidification Methods 0.000 abstract description 4
- 230000008023 solidification Effects 0.000 abstract description 4
- 239000012945 sealing adhesive Substances 0.000 abstract description 3
- 238000000638 solvent extraction Methods 0.000 abstract description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
- 239000007788 liquid Substances 0.000 description 10
- 239000007789 gas Substances 0.000 description 8
- 235000012239 silicon dioxide Nutrition 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 239000004973 liquid crystal related substance Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 229910052738 indium Inorganic materials 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000012752 auxiliary agent Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011806 microball Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012797 qualification Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- 102000004895 Lipoproteins Human genes 0.000 description 1
- 108090001030 Lipoproteins Proteins 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000011805 ball Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Abstract
The invention provides a kind of method that supercritical carbon dioxide wraps epoxy resin layer in microsphere surface.The present invention uses the characteristics of alembroth of supercritical carbon dioxide, epoxy resin is wrapped up in PS microsphere surfaces, supercritical carbon dioxide is recycled to come out the solvent extraction in epoxy resin, one layer of adhesive is formed in PS microsphere surfaces, and, microballoon is in suspended state and constantly rolled in the gas flow during due to release gas, therefore epoxy resin can uniformly be wrapped microsphere surface, it is the microballoon for having wrapped epoxy resin that microballoon is collected after gas release completely, PS microballoons have smooth surface and fixed particle diameter as protocorm at normal temperatures after processing, in edge sealing adhesive curing, synchronously solidification is adhered on glass plate or PET microballoon, have the function that fixed microballoon, reduce because between the plates of LCD two by external force act on caused by the image wild effect brought of spacing deviation, LCD quality can be improved.The inventive method is simple, easy to implement, and cost is cheap, and using effect is good.
Description
Technical field
The present invention relates to materials science field, especially a kind of critical carbon dioxide wraps asphalt mixtures modified by epoxy resin in microsphere surface
The method of lipid layer.
Background technology
When available liquid crystal display makes by two glass plates or be coated between the PET sheet of ITO (indium tin oxide target) inject liquid crystal it
Surrounding scribble PET glue two plates be mutually bonded the middle PS microballoons for determining particle diameter that are coated with as interval insulant, it is particularly soft
Property LCDs PET be also to be made using same method, the microballoon between them is easily slided, accumulated.In injection between two plates
Spacing need to be consistent.The distance between two plates is controlled using the PS microballoons of same particle size when generally preparing liquid crystal display.Mesh
The untreated one layer of PS microsphere features smooth surface of PS ball surfaces used by preceding, when microballoon is applied between glass plate by external force
Effect easily slide, the deviation of glass plate spacing can be caused after microballoon olistostrome.Once there is deviation, liquid crystal point in two plate spacing
Son can not turn phenomena such as direction can cause a series of images distortions such as flower screen by galvanic element.Particularly flexible PET sheet is easier
There is this problem, external force need to ensure that microballoon is close to up and down when easily sliding as microballoon and therefore apply to PS microballoons on liquid crystal display
Two panels are not slided.When prepared by liquid crystal display by spraying coating process by PS microballoons even spread to transparent panel, in plate
Surrounding is sealed using frame adhesive, then frame adhesive is heating and curing, and its condition of cure is：150-180 DEG C of temperature, during solidification between two plates
Uniformly by gasbag pressure 1.5kg, the time is 1.5-2 hours.This technique ensure that up and down between two glass plates in vertical direction
An only PS microballoon, two glass plate spacing are also the spacing of microballoon.
The content of the invention
The purpose of the present invention is：A kind of method that critical carbon dioxide wraps epoxy resin layer in microsphere surface, PS are provided
Microballoon has smooth surface and fixed particle diameter as protocorm at normal temperatures after processing, and in edge sealing adhesive curing, microballoon is synchronous
Solidification is adhered on glass plate or PET, has the function that fixed microballoon.
What the present invention was realized in：The method that supercritical carbon dioxide wraps epoxy resin layer in microsphere surface, including
Following steps：
(1) microsphere surface is handled：PS microballoons are subjected to sulfonation processing, obtain the PS microballoons of sulfonating surface processing；
(2) epoxy resin is prepared：Epoxy resin is dissolved in solvent, latent curing agent is added and stirs；
(3) surface wraps resin：The PS microballoons of sulfonating surface processing are added to the solid epoxy solution prepared
In, it is ultrasonically treated under agitation, filters out by microballoon after stirring 30min, PS microsphere surfaces is wrapped up one layer and contain
There is the epoxy resin of solvent；
(4) first supercritical processing：The microballoon filtered out is placed in supercritical carbon dioxide reactor, is passed through overcritical dioxy
After changing carbon, the solvent of epoxy resin is dissolved in supercritical carbon dioxide, then solvent is together discharged with carbon dioxide, obtain
Surface wraps the microballoon of epoxy resin layer.
Microsphere surface processing described in step (1) is placed in PS microballoons in the sulfuric acid that mass percent concentration is 50%,
Solid-liquid ratio is 1：5, unit g/mL, after stirring 30min, cleaned repeatedly through ultrasonic wave with distilled water, until sulfuric acid cleans completely
Totally and filter, dry, obtain the PS microballoons of sulfonated processing.
Latent curing agent described in step (2) is modified imidazole, dicyandiamide or cationic curing agent.
Surface described in step (3) wraps resin specifically, PS microballoons are poured into epoxy resin, in 200r/min bar
Under part, 30min is stirred, makes epoxy resin on PS microballoon complete wettings, then microballoon is filtered out, the epoxy resin on microballoon
It is 0.5-1 μm to coat thickness,.
First supercritical processing described in step (4) is that the microballoon filtered out is placed in supercritical carbon dioxide reactor, is led to
After entering supercritical carbon dioxide, 15min is stirred under 200r/min, the solvent of epoxy resin is dissolved in supercritical carbon dioxide
In；After the completion of stirring, the air outlet valve of supercritical carbon dioxide reactor is opened, solvent is together discharged with carbon dioxide, obtained
Surface wraps the microballoon of epoxy resin layer.
Supercritical fluid has the solvability of similar Diffusion of gas stream and liquid, while has low-viscosity, low surface
The characteristic of power, supercritical fluid can be quickly penetrated into microporous substances, compared with liquid as solvent when thus be accordingly used in extraction
Material is efficient, especially solubility with temperature, pressure and polarity and change.Supercritical fluid extraction separation process is faced using super
The solvability on boundary and its density relationship, i.e., carried out using influence of the pressure and temperature to supercritical fluid solvability,
Density, viscosity similar in single phase and liquid of its characteristic between fluid and liquid when material is in a supercritical state
Though higher than gas but being significantly lower than liquid, diffusion coefficient, which is 10-100 times of liquid, to go out some constituents extractions in material
Come, then decompression heating, be extracted material and then separate out completely automatically.The stable colorless and odorless of carbon dioxide chemistry property is nontoxic, peace
Good perfection, price are cheap compared with other other gases, the advantages of easily acquisition.It is completely residual without solvent after it is separated with extraction component
Stay, extraction and separation can be combined into one, when the CO 2 supercritical of saturation dissolved matter is through current divider because pressure declines
So that carbon dioxide replys to turn into rapidly with extract separates two-phase.Can be with dissolved solid using this characteristic use of carbon dioxide
The solvent dissolving of epoxy resin has prepared curing agent and other auxiliary agents hair solids epoxy liquid under supercritical carbon dioxide state
Carbon dioxide the solvent extraction in epoxy resin out leave the epoxy resin of solid-state and the curing agent of solid and auxiliary agent, this
It can not all be dissolved in supercritical carbon dioxide a bit.
As a result of above technical scheme, the characteristics of present invention uses the alembroth of supercritical carbon dioxide, in PS
Microsphere surface wraps up epoxy resin, recycles supercritical carbon dioxide to come out the solvent extraction in epoxy resin, in PS microballoons
Surface forms one layer of adhesive, also, microballoon is in suspended state and constantly rolled in the gas flow during due to release gas, therefore can
So that epoxy resin is uniformly wrapped into microsphere surface, it is to have wrapped epoxy resin to collect microballoon after gas release completely
Microballoon, PS microballoons after processing at normal temperatures as protocorm have smooth surface and fixation particle diameter, in edge sealing adhesive curing
Shi Weiqiu synchronously solidification is adhered on glass plate or PET, have the function that fixed microballoon, reduce because between the plates of LCD two by external force
The image wild effect that spacing deviation caused by effect is brought, LCD quality can be improved.The inventive method is simple, is easy to real
Apply, cost is cheap, and using effect is good.
Embodiment
Embodiments of the invention 1：The method that supercritical carbon dioxide wraps epoxy resin layer in PS microsphere surfaces,
(1) it is surface-treated：10 μm of PS microballoon microballoons are weighed into the sulfuric acid solution that 10g and 50ml mass percents are 50%
In, sulfuric acid and PS microballoons are added in there-necked flask simultaneously and stir 30min with agitator, with distilled water super after stirring
Cleaned repeatedly in sound wave 5 times until the complete washes clean of sulfuric acid, is finally filtered, drying obtains the PS microballoons of sulfonating surface processing；
(2) epoxy resin is prepared：Weigh 25g E20 epoxy resin to be completely dissolved in butanone, add dicyandiamide 1g and two
Methylimidazole 0.1g stirs；
(3) surface wraps resin：The PS microballoons of sulfonating surface processing are added to the solid epoxy solution prepared
In, in there-necked flask, it is ultrasonically treated while stirring under conditions of 200r/min, filters out by microballoon after stirring 30min, this
When microsphere surface contain solvent epoxy resin for wrapped one layer；
(4) first supercritical processing：The microballoon filtered out is placed in supercritical carbon dioxide reactor, reactor is closed and drops
Liquid carbon dioxide is passed through in reactor by temperature, pressurization, setting operating pressure 20mpa, 40 DEG C of reaction temperature, rotating speed 200r/
Air outlet valve is opened after min, turn on agitator stirring 15min to be discharged carbon dioxide, is collected after gas release completely micro-
Ball is the PS microballoons for having wrapped epoxy resin, and the thickness of epoxy resin is 1 μm.
The PS microballoons prepared by this method are applied in LED screen preparation, are eliminated because caused by sliding PS microballoons
Huaping phenomenon is with showing bad phenomenon, prepared LED screen product qualification rate reaching more than 99%.
Embodiments of the invention 2：The method that supercritical carbon dioxide wraps epoxy resin layer on silicon dioxide microsphere surface,
(1) it is surface-treated：8 μm of silicon dioxide microsphere microballoon is weighed into the sulphur that 10g and 50ml mass percents are 50%
In acid solution, sulfuric acid and silicon dioxide microsphere are added in there-necked flask simultaneously and stir 30min with agitator, after stirring
Cleaned repeatedly 5 times in ultrasonic wave until the complete washes clean of sulfuric acid, is finally filtered, drying is obtained at sulfonating surface with distilled water
The silicon dioxide microsphere of reason；
(2) epoxy resin is configured：Weigh 12.5g E44 epoxy resin and be completely dissolved in butanone and add cation hexafluoro antimony
Hydrochlorate stirs；
(3) surface wraps resin：The silicon dioxide microsphere of sulfonating surface processing is added to configured solid ring oxygen tree
In lipoprotein solution, in there-necked flask, it is ultrasonically treated under conditions of 200r/min, filters microballoon while stirring after stirring 30min
Out, now microsphere surface contains solvent epoxy resin for wrapped one layer；
(4) first supercritical processing：The microballoon filtered out is placed in supercritical carbon dioxide reactor, reactor is closed and drops
Liquid carbon dioxide is passed through in reactor by temperature, pressurization, setting operating pressure 20mpa, 40 DEG C of reaction temperature, rotating speed 200r/
Air outlet valve is opened after min, turn on agitator stirring 15min to be discharged carbon dioxide, is collected after gas release completely micro-
Ball is the silicon dioxide microsphere for having wrapped epoxy resin, and the thickness of epoxy resin is 0.5 μm.
The silicon dioxide microsphere prepared by this method is applied in LED screen preparation, is eliminated because of silicon dioxide microsphere
Huaping phenomenon caused by slip is with showing bad phenomenon, prepared LED screen product qualification rate reaching more than 99%.
The embodiment of the present invention being not limited to described in embodiment, those skilled in the art are according to the present invention
Technical scheme draw other embodiments, also belong to the present invention technological innovation scope.Obvious those skilled in the art
Member can carry out various changes and modification without departing from the spirit and scope of the present invention to the present invention.So, if the present invention
These modifications and variations belong in the range of the claims in the present invention and its equivalent technologies, then the present invention is also intended to comprising these changes
Including modification.
Claims (5)
1. a kind of method that supercritical carbon dioxide wraps epoxy resin layer in microsphere surface, it is characterised in that：Including following step
Suddenly：
(1) microsphere surface is handled：Microballoon is subjected to sulfonation processing, obtains the PS microballoons of sulfonating surface processing；
(2) epoxy resin is prepared：Epoxy resin is dissolved in solvent, latent curing agent is added and stirs；
(3) surface wraps resin：The microballoon of sulfonating surface processing is added in the solid epoxy solution prepared, stirred
It is ultrasonically treated under the conditions of mixing, filters out by microballoon after stirring 30min, microsphere surface is wrapped up one layer of ring containing solvent
Oxygen tree fat；
(4) first supercritical processing：The microballoon filtered out is placed in supercritical carbon dioxide reactor, is passed through supercritical carbon dioxide
Afterwards, the solvent of epoxy resin is dissolved in supercritical carbon dioxide, then solvent is together discharged with carbon dioxide, obtain surface
Wrap the microballoon of epoxy resin layer.
2. the method that supercritical carbon dioxide according to claim 1 wraps epoxy resin layer in microsphere surface, its feature
It is：Microsphere surface processing described in step (1) is to be placed in PS microballoons in the sulfuric acid that mass percent concentration is 50%, material
Liquor ratio is 1：5, unit g/mL, after stirring 30min, cleaned repeatedly through ultrasonic wave with distilled water, until sulfuric acid cleaning completely is dry
Only and filter, dry, obtain the microballoon of sulfonated processing.
3. the method that supercritical carbon dioxide according to claim 1 wraps epoxy resin layer in microsphere surface, its feature
It is：Latent curing agent described in step (2) is modified imidazole, dicyandiamide or cationic curing agent.
4. the method that supercritical carbon dioxide according to claim 1 wraps epoxy resin layer in microsphere surface, its feature
It is：Surface described in step (3) wraps resin specifically, PS microballoons are poured into epoxy resin, in 200r/min condition
Under be ultrasonically treated while stirring, stir 30min, make epoxy resin on PS microballoon complete wettings, then microballoon is filtered out, microballoon
On epoxy resin cladding thickness be 0.5-1 μm.
5. the method that supercritical carbon dioxide according to claim 1 wraps epoxy resin layer in microsphere surface, its feature
It is：First supercritical processing described in step (4) is that the microballoon filtered out is placed in supercritical carbon dioxide reactor, is passed through
After supercritical carbon dioxide, 15min is stirred under 200r/min, the solvent of epoxy resin is dissolved in supercritical carbon dioxide
In；After the completion of stirring, the air outlet valve of supercritical carbon dioxide reactor is opened, solvent is together discharged with carbon dioxide, obtained
Surface wraps the microballoon of epoxy resin layer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510244936.3A CN104829856B (en) | 2015-05-14 | 2015-05-14 | The method that critical carbon dioxide wraps epoxy resin layer in microsphere surface |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510244936.3A CN104829856B (en) | 2015-05-14 | 2015-05-14 | The method that critical carbon dioxide wraps epoxy resin layer in microsphere surface |
Publications (2)
| Publication Number | Publication Date |
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| CN104829856A CN104829856A (en) | 2015-08-12 |
| CN104829856B true CN104829856B (en) | 2018-03-27 |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6270836B1 (en) * | 1998-07-27 | 2001-08-07 | Frisby Technologies, Inc. | Gel-coated microcapsules |
| CN101585744A (en) * | 2009-06-23 | 2009-11-25 | 中北大学 | Supercritical fluid technology coating modifying technique of ammonium nitrate |
| CN101972212A (en) * | 2010-10-29 | 2011-02-16 | 华侨大学 | Method for preparing core-shell type composite microspheres by supercritical fluid technology |
| CN102167309A (en) * | 2011-03-04 | 2011-08-31 | 北京化工大学 | Preparation method of shape-controllable hollow carbon microsphere |
| CN103709281A (en) * | 2013-11-29 | 2014-04-09 | 中科院广州化学有限公司 | Fluorine-containing nano-microsphere/fluorine-containing epoxy resin hybrid, preparation method and application thereof |
-
2015
- 2015-05-14 CN CN201510244936.3A patent/CN104829856B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6270836B1 (en) * | 1998-07-27 | 2001-08-07 | Frisby Technologies, Inc. | Gel-coated microcapsules |
| CN101585744A (en) * | 2009-06-23 | 2009-11-25 | 中北大学 | Supercritical fluid technology coating modifying technique of ammonium nitrate |
| CN101972212A (en) * | 2010-10-29 | 2011-02-16 | 华侨大学 | Method for preparing core-shell type composite microspheres by supercritical fluid technology |
| CN102167309A (en) * | 2011-03-04 | 2011-08-31 | 北京化工大学 | Preparation method of shape-controllable hollow carbon microsphere |
| CN103709281A (en) * | 2013-11-29 | 2014-04-09 | 中科院广州化学有限公司 | Fluorine-containing nano-microsphere/fluorine-containing epoxy resin hybrid, preparation method and application thereof |
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