CN107474198A - Controllable organic coating nano-ceramic powder of a kind of coating thickness and preparation method thereof - Google Patents
Controllable organic coating nano-ceramic powder of a kind of coating thickness and preparation method thereof Download PDFInfo
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- CN107474198A CN107474198A CN201710882218.8A CN201710882218A CN107474198A CN 107474198 A CN107474198 A CN 107474198A CN 201710882218 A CN201710882218 A CN 201710882218A CN 107474198 A CN107474198 A CN 107474198A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F292/00—Macromolecular compounds obtained by polymerising monomers on to inorganic materials
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2438/00—Living radical polymerisation
- C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
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- 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
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Abstract
The invention provides a kind of preparation method of the controllable organic coating nano-ceramic powder of coating thickness, comprise the following steps:A) nano-ceramic powder and the coupling agent of carbon-carbon double bonds are reacted in a solvent, obtain modified Nano ceramic powder dispersion liquid;B) by step A) obtained modified Nano ceramic powder dispersion liquid mixes with initiator, RAFT reagents, 0.5~3h is incubated at 50~90 DEG C, then the mixed solution of polymer monomer and initiator is added dropwise, obtains the controllable organic coating nano-ceramic powder of coating thickness.The present invention is by selecting the coupling agent with double bond to be grafted on surface of nano ceramic powder, reuse RAFT reagents and initiator triggers acrylic ester monomer to polymerize in surface of nano ceramic powder, reach acrylic polymer and form chemical cladding in surface of nano ceramic powder, by controlling the ratio of modified powder and acrylic ester monomer, reach the controllable effect of coating thickness.
Description
Technical field
The present invention relates to technical field of ceramic material, more particularly to the organic coating nanometer pottery that a kind of coating thickness is controllable
Porcelain powder and preparation method thereof.
Background technology
Ceramic material has high-k, low-loss feature, is widely used in electronic component.But ceramic material
Poor with pliability, fragility is big, and compressive resistance is low, the defects of preparation technology complexity.Conjugated polymer is flexible easy to process at present
The characteristics of shaping, it is prepared for the polymer matrix ceramic material flexibility function composite of the two comprehensive premium properties.With other Jie
Electric material is compared, and new high dielectric flexible polymer matrix composite dielectric material is for reducing quality and volume, increase electric capacity, changing
Enter processing characteristics, increase energy storage density etc. has and greatly facilitates effect.
Polymer matrix ceramics flexibility function composite includes physical mixed and chemistry two kinds of technologies of cladding, and the former is to make pottery
Porcelain powder adds in polymer solution and carries out in-situ polymerization by being stirred or adding ceramic powder in polymer monomer
Obtaining, the latter is chemically reacted by polymer and the active group on ceramic powder surface, forms stable chemical bond,
Firmly it is uniformly coated on ceramic material surfaces.
Extensively studied in ceramic powder Surface coating polymer technology, can have been improved by introducing polymers function layer
Scattered, the boundary adhesion strength of raising ceramic powder and polymer of ceramic powder in the polymer, while pass through polymer
The introducing of layer, the flexibility of ceramic layer can be improved.
But existing technical method all only provides the technical method in ceramic powders Surface coating high polymer, not
The thickness of clad can be efficiently controlled, and presently disclosed technical scheme is more complicated, condition is harsher, it is difficult to realizes industrialization
And popularization and application.
The content of the invention
In view of this, the technical problem to be solved in the present invention is that providing a kind of controllable organic coating of coating thickness receives
Rice ceramic powder and preparation method thereof, makes coating thickness controllable.
To solve above technical problem, the invention provides a kind of controllable organic coating nano-ceramic powder of coating thickness
The preparation method of body, comprises the following steps:
A) nano-ceramic powder and the coupling agent of carbon-carbon double bonds are reacted in a solvent, obtain modified Nano ceramic powder
Dispersion liquid;
B) by step A) obtained modified Nano ceramic powder dispersion liquid mixes with initiator, RAFT reagents, 50~90
DEG C 0.5~3h of insulation, is then added dropwise the mixed solution of polymer monomer and initiator, obtains the controllable organic bag of coating thickness
Cover nano-ceramic powder.
The coupling agent of nano-ceramic powder and carbon-carbon double bonds is scattered in solvent by the present invention first, makes coupling agent with receiving
The hydroxyl reaction on rice ceramic powder surface, is grafted on surface of nano ceramic powder, obtains modified Nano ceramic powder dispersion liquid.
The temperature of the reaction is preferably 40~80 DEG C, more preferably 60 DEG C;Reaction time is preferably 6~36h, more preferably
For 24h.
It is currently preferred, after reaction terminates, filtration washing is carried out to reaction system, removes non-grafted coupling agent, so
It is configured to dispersion liquid again afterwards.
Wherein, the nano-ceramic powder is preferably barium titanate, silica, aluminum oxide, ferroso-ferric oxide, titanium dioxide
Any one or more in titanium, lead titanates and boehmite.
The particle diameter of the nano-ceramic powder is preferably 0.02-10 μm.
The coupling agent of the carbon-carbon double bonds is preferably γ-methacryloxypropyl trimethoxy silane, γ-ethene
Base propyl trimethoxy silicane, VTES, vinyl trichlorosilane, vinyltrimethoxy silane and ethene
Any one or more in base tri-tert silane.
The solvent is preferably any one in water, ethanol, acetone, tetrahydrofuran, methanol, benzene, toluene and dimethylbenzene
It is or a variety of.
Then modified Nano ceramic powder dispersion liquid obtained above is mixed with initiator, RAFT reagents, 50~90
DEG C insulation 0.5~3h.In some embodiments of the invention, the temperature of the insulation is 75 DEG C, soaking time 1h.
The process of the insulation is carried out preferably in inert gas environment.The present invention has no special limit to the inert gas
Fixed, in some embodiments of the invention, the inert gas is nitrogen.
The initiator is preferably azodiisobutyronitrile, ABVN, isopropyl benzene hydroperoxide, peroxidating diisopropyl
Any one or more in benzene, dibenzoyl peroxide and dicyclohexyl peroxydicarbonate.
The RAFT reagents are preferably 2- (dodecyl trithiocarbonic acid ester group) -2 Methylpropionic acid, dithiobenzoic acid
Any one or more in benzyl ester, trithiocarbonate and dithiocarbamate.
The mixed solution that polymer monomer and initiator are added dropwise in the system after insulation is stated then up.
The polymer monomer is preferably acrylic ester monomer.In some embodiments of the invention, described third
Olefin(e) acid esters monomer is methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, n-butyl acrylate, propylene
Sour isobutyl ester, tert-butyl acrylate, amyl acrylate, isoamyl acrylate, Hexyl 2-propenoate, heptylacrylate, propylene are misery
Ester, acrylic acid nonyl ester, acrylic acid certain herbaceous plants with big flowers ester, methyl methacrylate, EMA, propyl methacrylate, methyl-prop
Isopropyl gadoleate, n-BMA, Isobutyl methacrylate, Tert-butyl Methacrylate, pentylmethacrylate,
Isopentyl methacrylate, hexyl methacrylate, metering system heptyl heptylate, 2-Propenoic acid, 2-methyl-, octyl ester, nonyl methacrylate,
Methacrylic acid certain herbaceous plants with big flowers ester, acrylic acid hard acid ester, lauryl acrylate, methacrylic acid hard acid ester and lauryl methacrylate etc.
In any one or more.
The time of the dropwise addition is preferably 0.5~3h, more preferably in 1h.
In the mixed solution of above-mentioned polymer monomer and initiator, initiator is same as above, and will not be repeated here.
It is currently preferred, after being added dropwise, 2~12h of architecture heat preservation, washing and filtering, dry, you can obtain coating thickness
Spend controllable organic coating nano-ceramic powder.
The temperature of the drying is preferably 30~100 DEG C.
The present invention under conditions of reaction temperature and reaction time are fixed, by control acrylic polymer monomer with
The ratio of ceramic nano-powder body, coating thickness can be controlled.
Present invention also offers organic coating nano-ceramic powder prepared by above-mentioned preparation method, its clad 1~
10nm thickness is controllable.
Compared with prior art, the invention provides a kind of controllable organic coating nano-ceramic powder of coating thickness
Preparation method, comprise the following steps:A) nano-ceramic powder and the coupling agent of carbon-carbon double bonds are reacted in a solvent, are obtained
Modified Nano ceramic powder dispersion liquid;B) by step A) obtained modified Nano ceramic powder dispersion liquid tries with initiator, RAFT
Agent mixes, and is incubated 0.5~3h at 50~90 DEG C, the mixed solution of polymer monomer and initiator is then added dropwise, obtains clad
The controllable organic coating nano-ceramic powder of thickness.The present invention is by selecting the coupling agent with double bond to be grafted on nano-ceramic powder
Body surface face, reuses RAFT reagents and initiator triggers acrylic ester monomer to polymerize in surface of nano ceramic powder, reaches third
Olefin(e) acid esters polymer forms chemical cladding in surface of nano ceramic powder, by controlling modified powder and acrylic ester monomer
Ratio, reach the controllable effect of coating thickness.
Brief description of the drawings
Fig. 1 is the transmission electron microscope picture that polymethyl methacrylate made from embodiment 15 coats barium carbonate powder.
Embodiment
In order to further illustrate the present invention, with reference to organic controllable to coating thickness provided by the invention of embodiment
Cladding nano-ceramic powder and preparation method thereof is described in detail.
Embodiment 1:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml acetone, is warming up to 40 DEG C, and mechanical agitation 36h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step PMA coats the preparation of barium titanate:25ml modified barium carbonate dispersion liquids are taken in reactor,
Add 0.006g azodiisobutyronitriles, 0.055g 2- (dodecyl trithiocarbonic acid ester group) -2 Methylpropionic acid, in blanket of nitrogen
50 DEG C, stirring insulation 3h are warming up in enclosing, then the mixed of 6ml methyl acrylates, 0.003g azodiisobutyronitriles and 15ml water is added dropwise
Liquid is closed, time for adding is controlled in 3h, is stirred for being incubated 12h after being added dropwise, washing and filtering, 30 DEG C of dryings, is obtained clad
The PMA that thickness is 3nm coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 2:
The first step prepares modified aluminas dispersion liquid:It is 5 to take mass ratio:2 aluminum oxide and γ-vinyl propyl group trimethoxy
Base silane adds 150ml ethanol, is warming up to 80 DEG C, and mechanical agitation 6h, filtration washing, removes non-grafted in reactor
Coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of second step polyethyl acrylate coated aluminum oxide:50ml alumina fluid dispersions are taken in reactor, are added
The above-mentioned ABVNs of 0.006g and 0.055g dithio benzyl benzoates, 90 DEG C are warming up in nitrogen atmosphere, stirring is protected
Warm 0.5h, then the mixed liquor of 6ml ethyl acrylates, 0.003g ABVNs and 15ml ethanol is added dropwise, time for adding control
In 1h, it is stirred for being incubated 12h after being added dropwise, washing and filtering, 100 DEG C of dryings, obtains the polypropylene that coating thickness is 5nm
Acetoacetic ester coated aluminum oxide powder, it is controllable to reach thickness.
Embodiment 3:
The first step prepares modified boehmite dispersion:It is 5 to take mass ratio:2 boehmite and VTES
In reactor, 150ml tetrahydrofurans are added, 60 DEG C, and mechanical agitation 24h, filtration washing is warming up to, removes non-grafted idol
Join agent, then be configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid propyl ester coats the preparation of boehmite:75ml boehmite dispersions are taken in reactor, are added
0.006g isopropyl benzene hydroperoxides and 0.055g trithiocarbonates, 75 DEG C being warming up in nitrogen atmosphere, stirring is incubated 1h, then
The mixed liquor of 6ml propyl acrylates, 0.003g isopropyl benzene hydroperoxides and 15ml acetone is added dropwise, time for adding is controlled in 1h,
It is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polyacrylic acid propyl ester bag that coating thickness is 8nm
Boehmite powder is covered, it is controllable to reach thickness.
Embodiment 4:
The first step prepares improved ferroferric oxide dispersion liquid:It is 5 to take mass ratio:2 ferroso-ferric oxide and the uncle of vinyl three
Butylsilane adds 150ml toluene, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes non-grafted in reactor
Coupling agent, then be configured to concentration be 1% alcohol dispersion liquid.
The preparation of second step polyacrylic acid isopropyl ester coated ferriferrous oxide:100ml ferroso-ferric oxide dispersion liquids are taken in anti-
Answer in kettle, add 0.006g cumyl peroxides and 0.055g dithiocarbamates, 75 are warming up in nitrogen atmosphere
DEG C, stirring insulation 1h, then the mixing of 6ml isopropyl acrylates, 0.003g cumyl peroxides and 15ml tetrahydrofurans is added dropwise
Liquid, time for adding are controlled in 1h, are stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, are obtained coating thickness
For 10nm polyacrylic acid isopropyl ester coated ferriferrous oxide powder, it is controllable to reach thickness.
Embodiment 5:
The first step prepares improved silica dispersion liquid:It is 5 to take mass ratio:2 silica and vinyl trichlorosilane
In reactor, 150ml benzene is added, 60 DEG C, and mechanical agitation 24h, filtration washing is warming up to, removes non-grafted coupling agent,
The alcohol dispersion liquid that concentration is 1% is configured to again.
The preparation of second step polyacrylic acid N-butyl coated silica:100ml silica dispersions are taken in reactor
In, 0.006g dibenzoyl peroxides and 0.055g dithiocarbamates are added, 75 DEG C are warming up in nitrogen atmosphere, is stirred
Insulation 1h is mixed, then the mixed liquor of 6ml n-butyl acrylates, 0.003g dibenzoyl peroxides and 15ml methanol is added dropwise, during dropwise addition
Between control in 1h, be stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, it is 10nm to obtain coating thickness
Polyacrylic acid N-butyl coated silica powder, it is controllable to reach thickness.
Embodiment 6:
The first step prepares modifying titanium dioxide dispersion liquid:It is 5 to take mass ratio:2 titanium dioxide and vinyl trimethoxy
Silane adds 150ml toluene, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes non-grafted idol in reactor
Join agent, then be configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of second step polyisobutyl acrylate cladding titanium dioxide:100ml titanium oxide dispersions are taken in reactor
In, 0.006g dicyclohexyl peroxydicarbonates and 0.055g dithiocarbamates are added, is warming up in nitrogen atmosphere
75 DEG C, stirring insulation 1h, then the mixed of 6ml isobutyl acrylates, 0.003g dicyclohexyl peroxydicarbonates and 15ml benzene is added dropwise
Liquid is closed, time for adding is controlled in 1h, is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, is obtained coating thickness
The polyisobutyl acrylate cladding titanium dioxide powder for 10nm is spent, it is controllable to reach thickness.
Embodiment 7:
The first step prepares modified lead titanate dispersion liquid:It is 5 to take mass ratio:2 lead titanates and vinyl tri-tert silane
In reactor, 150ml dimethylbenzene is added, 60 DEG C, and mechanical agitation 24h, filtration washing is warming up to, removes non-grafted coupling
Agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The second step polyacrylic acid tert-butyl ester coats the preparation of lead titanates:100ml lead titanates dispersion liquids are taken to add in reactor
Enter 0.006g azodiisobutyronitriles and 0.055g dithiocarbamates, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml tert-butyl acrylates, 0.003g azodiisobutyronitriles and 15ml toluene is added dropwise, time for adding control exists
In 1h, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polyacrylic acid that coating thickness is 10nm
The tert-butyl ester coats lead titanate powder, and it is controllable to reach thickness.
Embodiment 8:
The first step prepares improved silica dispersion liquid:It is 5 to take mass ratio:2 silica and vinyl tri-tert
Silane adds 150ml water, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes non-grafted coupling in reactor
Agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of second step polyacrylic acid pentyl ester coated silica:100ml silica dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g dithiocarbamates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring is protected
Warm 1h, then the mixed liquor of 6ml amyl acrylates, 0.003g azodiisobutyronitriles and 15ml dimethylbenzene is added dropwise, time for adding control
In 1h, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polypropylene that coating thickness is 10nm
Sour pentyl ester coated silica powder, it is controllable to reach thickness.
Embodiment 9:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid isopentyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken to add in reactor
Enter 0.006g azodiisobutyronitriles and 0.055g dithiocarbamates, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml isoamyl acrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control exists
In 1h, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, it is different obtains the polyacrylic acid that coating thickness is 3nm
Pentyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 10:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of the own ester cladding barium titanate of second step polyacrylic acid:25ml barium titanate dispersions are taken in reactor, are added
0.006g azodiisobutyronitriles and 0.055g dithiocarbamates, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml Hexyl 2-propenoates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h,
It is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the own ester bag of polyacrylic acid that coating thickness is 3nm
Barium carbonate powder is covered, it is controllable to reach thickness.
Embodiment 11:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid heptyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor, are added
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere, then dripped
Add the mixed liquor of 6ml heptylacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol, time for adding is controlled in 1h, is added dropwise
After be stirred for be incubated 7h, washing and filtering, 70 DEG C of dryings, obtain coating thickness be 3nm polyacrylic acid heptyl ester coat titanium
Sour barium powder, it is controllable to reach thickness.
Embodiment 12:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid monooctyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor, are added
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere, then dripped
Add the mixed liquor of 6ml 2-ethyl hexyl acrylates, 0.003g azodiisobutyronitriles and 15ml ethanol, time for adding is controlled in 1h, is added dropwise
After be stirred for be incubated 7h, washing and filtering, 70 DEG C of dryings, obtain coating thickness be 3nm polyacrylic acid monooctyl ester coat titanium
Sour barium powder, it is controllable to reach thickness.
Embodiment 13:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid nonyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor, are added
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere, then dripped
Add the mixed liquor of 6ml acrylic acid nonyls ester, 0.003g azodiisobutyronitriles and 15ml ethanol, time for adding is controlled in 1h, is added dropwise
After be stirred for be incubated 7h, washing and filtering, 70 DEG C of dryings, obtain coating thickness be 3nm polyacrylic acid nonyl ester coat titanium
Sour barium powder, it is controllable to reach thickness.
Embodiment 14:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of the poly- first acrylic acid certain herbaceous plants with big flowers ester cladding barium titanate of second step:25ml barium titanate dispersions are taken to add in reactor
Entering 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C are warming up in nitrogen atmosphere, stirring is incubated 1h, then
The mixed liquor of 6ml acrylic acid certain herbaceous plants with big flowers ester, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding is controlled in 1h, drop
It is stirred for being incubated 7h after adding, washing and filtering, 70 DEG C of dryings, obtains the polyacrylic acid certain herbaceous plants with big flowers ester that coating thickness is 3nm and coat
Barium carbonate powder, it is controllable to reach thickness.
Embodiment 15:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and VTES
In reactor, 150ml ethanol is added, 60 DEG C, and mechanical agitation 24h, filtration washing is warming up to, removes non-grafted coupling
Agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethyl methacrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml methyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, it is 3nm poly-methyl methacrylates to obtain coating thickness
Ester coats barium carbonate powder, and it is controllable to reach thickness.
The polymethyl methacrylate cladding barium carbonate powder pattern of preparation is characterized, transmission electron microscope picture is shown in Fig. 1, by
Fig. 1 can be seen that one layer of 2nm of barium titanate Surface coating polymethyl methacrylate.
Embodiment 16:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyethyl methacrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml EMAs, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Ethyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 17:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polypropylmethacryla,es coat the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml propyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Propyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 18:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyisopropyl methacrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml isopropyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Isopropyl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 19:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step Vinalac 5920 coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml n-BMAs, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
N-butyl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 20:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyisobutyl methacrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml Isobutyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Isobutyl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 21:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethyl tert-butyl acrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml Tert-butyl Methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Tert-butyl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 22:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethylacrylic acid pentyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml pentylmethacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Pentyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 23:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethyl isoamyl valerate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml isopentyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Isoamyl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 24:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
The preparation of the own ester cladding barium titanate of second step polymethylacrylic acid:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml hexyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Own ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 25:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethyl heptyl heptylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml metering systems heptyl heptylate, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Heptyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 26:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethylacrylic acid monooctyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml 2-Propenoic acid, 2-methyl-, octyl esters, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Monooctyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 27:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethylacrylic acid nonyl ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml nonyl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Nonyl ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 28:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethylacrylic acid certain herbaceous plants with big flowers ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor,
0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C, stirring insulation 1h are warming up in nitrogen atmosphere,
The mixed liquor of 6ml methacrylic acid certain herbaceous plants with big flowers ester, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise again, time for adding is controlled in 1h
It is interior, it is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polymethylacrylic acid that coating thickness is 3nm
Certain herbaceous plants with big flowers ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 29:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid hard acid ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken to add in reactor
Entering 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C are warming up in nitrogen atmosphere, stirring is incubated 1h, then
The mixed liquor of 6ml acrylic acid hard acid ester, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding is controlled in 1h,
It is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polyacrylic acid hard acid ester that coating thickness is 3nm
Barium carbonate powder is coated, it is controllable to reach thickness.
Embodiment 30:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polyacrylic acid lauryl coats the preparation of barium titanate:25ml barium titanate dispersions are taken to add in reactor
Entering 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates, 75 DEG C are warming up in nitrogen atmosphere, stirring is incubated 1h, then
The mixed liquor of 6ml lauryl acrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding is controlled in 1h,
It is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the polyacrylic acid lauryl that coating thickness is 3nm
Barium carbonate powder is coated, it is controllable to reach thickness.
Embodiment 31:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polymethylacrylic acid hard acid ester coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml methacrylic acids hard acid ester, 0.003g azodiisobutyronitriles and 15ml ethanol, time for adding control is added dropwise
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Acrylic acid hard acid ester coats barium carbonate powder, and it is controllable to reach thickness.
Embodiment 32:
The first step prepares modified barium carbonate dispersion liquid:It is 5 to take mass ratio:2 barium titanate and γ-methacryloxy third
Base trimethoxy silane adds 150ml ethanol, is warming up to 60 DEG C, and mechanical agitation 24h, filtration washing, removes in reactor
Non-grafted coupling agent, then it is configured to the alcohol dispersion liquid that concentration is 1%.
Second step polylauryl methacrylate coats the preparation of barium titanate:25ml barium titanate dispersions are taken in reactor
In, 0.006g azodiisobutyronitriles and 0.055g trithiocarbonates are added, 75 DEG C are warming up in nitrogen atmosphere, stirring insulation
1h, then the mixed liquor of 6ml lauryl methacrylates, 0.003g azodiisobutyronitriles and 15ml ethanol is added dropwise, time for adding control
System is stirred for being incubated 7h after being added dropwise, washing and filtering, 70 DEG C of dryings, obtains the poly- methyl that coating thickness is 3nm in 1h
Lauryl acrylate coats barium carbonate powder, and it is controllable to reach thickness.
From above-described embodiment, the controllable organic coating nano-ceramic powder of coating thickness has been prepared in the present invention
Body.
The explanation of above example is only intended to help the method and its core concept for understanding the present invention.It should be pointed out that pair
For those skilled in the art, under the premise without departing from the principles of the invention, the present invention can also be carried out
Some improvement and modification, these are improved and modification is also fallen into the protection domain of the claims in the present invention.
Claims (10)
1. the preparation method of the controllable organic coating nano-ceramic powder of a kind of coating thickness, it is characterised in that including following
Step:
A) nano-ceramic powder and the coupling agent of carbon-carbon double bonds are reacted in a solvent, obtain modified Nano ceramic powder point
Dispersion liquid;
B) by step A) obtained modified Nano ceramic powder dispersion liquid mixes with initiator, RAFT reagents, in 50~90 DEG C of guarantors
0.5~3h of temperature, the mixed solution of polymer monomer and initiator is then added dropwise, obtains the controllable organic coating of coating thickness and receives
Rice ceramic powder.
2. preparation method according to claim 1, it is characterised in that the nano-ceramic powder is barium titanate, titanium dioxide
Any one or more in silicon, aluminum oxide, ferroso-ferric oxide, titanium dioxide, lead titanates and boehmite.
3. preparation method according to claim 1, it is characterised in that the coupling agent of the carbon-carbon double bonds is γ-methyl
Acryloxypropyl trimethoxy silane, γ-vinyl propyl trimethoxy silicane, VTES, ethene
Any one or more in base trichlorosilane, vinyltrimethoxy silane and vinyl tri-tert silane.
4. preparation method according to claim 1, it is characterised in that the step A) solvent for water, ethanol, acetone,
Any one or more in tetrahydrofuran, methanol, benzene, toluene and dimethylbenzene.
5. preparation method according to claim 1, it is characterised in that the step A) reaction temperature be 40~80 DEG C,
Reaction time is 6~36h.
6. preparation method according to claim 1, it is characterised in that the initiator is azodiisobutyronitrile, azo two
In different heptonitrile, isopropyl benzene hydroperoxide, cumyl peroxide, dibenzoyl peroxide and dicyclohexyl peroxydicarbonate
Any one or more.
7. preparation method according to claim 1, it is characterised in that the RAFT reagents are that (dodecyl three is thio by 2-
Carbonate group) it is any in -2 Methylpropionic acid, dithio benzyl benzoate, trithiocarbonate and dithiocarbamate
It is one or more.
8. preparation method according to claim 1, it is characterised in that the polymer monomer is acrylic ester monomer.
9. preparation method according to claim 1, it is characterised in that the time of the dropwise addition is 0.5~3h.
10. organic coating nano-ceramic powder prepared by the preparation method described in any one of claim 1~9, its clad is 1
~10nm thickness is controllable.
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CN111170747A (en) * | 2020-02-12 | 2020-05-19 | 深圳市光韵达增材制造研究院 | Ceramic powder and modification method thereof |
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CN109836631A (en) * | 2019-02-02 | 2019-06-04 | 广东生益科技股份有限公司 | Vinyl thermoset resin composition, prepreg, laminate and printed circuit board |
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WO2021000551A1 (en) * | 2019-07-04 | 2021-01-07 | 平高集团有限公司 | Graft-modified aluminum oxide and preparation method therefor, epoxy composite material and application thereof |
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