CN109232788A - A kind of super-hydrophobic micro-nano bat, preparation method and application - Google Patents
A kind of super-hydrophobic micro-nano bat, preparation method and application Download PDFInfo
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- CN109232788A CN109232788A CN201811074247.2A CN201811074247A CN109232788A CN 109232788 A CN109232788 A CN 109232788A CN 201811074247 A CN201811074247 A CN 201811074247A CN 109232788 A CN109232788 A CN 109232788A
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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Abstract
The invention discloses a kind of super-hydrophobic micro-nano bats, using diallyl phthalate as crosslinking agent, the bat of synthetizing micro-nano structure is reacted through precipitation polymerization with the polymerisable monomer containing hydrophobic group, bat, which is interweaved, constitutes reticular structure, and club face has the ball bumps of micro nano structure.The bat of micro nano structure is intertwined to form reticular structure, locks air in mesh, forms super-drainage structure；And the ball bumps of baseball body structure surface, it is filled in mesh, or directly stretch out, contributes to form more uniform micro nano structure, characterization result is shown, hydrophobic contact angle is at 155 ° or more.
Description
Technical field
The invention belongs to the technical fields of hydrophobic function material.More specifically, the present invention relates to a kind of floride-free super-hydrophobic is micro-
Nanometer bat, preparation method and application.
Background technique
Since the forties in 19th century, superhydrophobic surface material (being greater than 150 ° with the contact angle of water) initially enters people's
The visual field, and because its special physicochemical property in some special dimensions plays increasingly important role.Currently, super hydrophobic surface
Application of the material in fields such as automatically cleaning system, marine antifouling coating system, oil extraction in oil field makes significant progress.By lotus leaf
The inspiration of hydrophobic mechanism, the artificial synthesis of superhydrophobic surface material is broadly divided into two classes at present: one is manually in material
Surface manufactures the other concaveconvex structure of micro/nano level, increases the air amount of storage of material surface, reduces the practical contact surface with water droplet
Product；One is with the material of low surface free energy come decorative material surface, such as fluoride or organosilicon material.
Up to the present, many methods have successfully manufactured the superhydrophobic surface material of function admirable, as electrostatic spinning,
Etching, offset printing etc..But these method implementation steps are complicated, implementation condition is harsh, are difficult large-scale application.Patent
CN106832100A discloses a kind of super-hydrophobic monodisperse polymer micro-sphere, using alkyl methacrylate as monomer, with two
Ethenylbenzene is crosslinking agent, prepares poly- (alkyl methacrylate-divinylbenzene) microballoon using precipitation polymerization method, microspherulite diameter exists
Between 2-4 μm, which overcome the defects of the above method, and simple process can prepare with scale.However itself and conventional super-hydrophobicity material
Material preparation thinking is identical, is the microballoon to form micro-nano structure.Super-hydrophobic micro-nano structure can only be by spherical particle shape
At? in nature, in addition to lotus leaf has hydrophobic performance, the leg of water skipper also hydrophobic performance with super strength.This is because
There is the bristle of the thousands of multilayer micron-scales removed mines at same direction in the leg of water skipper, and every bristle surface has nanoscale
Spiral grooves structure, to form unique hierarchical structure.This micro-structure can be regarded as the incorgruous of solid-gas phase composition
Surface, air are effectively adsorbed in the gap of micron bristle and nanometer channel, are formed one layer of stable air film and are hindered water
Infiltration, and then have hydrophobic performance.And the fine long structure in the emulsus protrusion and water skipper leg of lotus leaf surface combines also with excellent
Different hydrophobic performance.Based on this, by lot of experiments, inventor prepares a kind of micro-nano bat, and bat is interweaved,
Form netted hydrophobic surface.
Summary of the invention
[technical problems to be solved]
It is an object of the present invention to provide a kind of micro-nano bats of floride-free super-hydrophobic.
It is a further object to provide a kind of preparation methods of micro-nano bat.
[technical solution]
The present invention is achieved through the following technical solutions:
The present invention relates to a kind of super-hydrophobic micro-nano bats, using diallyl phthalate as crosslinking agent, and contain hydrophobicity
Bat of the polymerisable monomer of group through precipitation polymerization reaction synthetizing micro-nano structure, bat, which is interweaved, constitutes reticular structure,
And club face has the ball bumps of micro nano structure.
The invention further relates to the preparation methods of super-hydrophobic micro-nano bat, specifically includes the following steps:
The reaction of A precipitation polymerization
0.5~6 parts by weight of crosslinking agent diallyl phthalate, 2~10 parts by weight are contained into the polymerizable of hydrophobic group
Monomer, 70-90 weight parts organic solvent and 0.1~1 parts by weight initiator, under conditions of temperature is 70-90 DEG C, ultrasonic wave is anti-
0.5h is answered, 1.5-2h is then allowed to stand, is then centrifuged for a kind of isolated solid powder.
B substep washs
Product obtained in step A is subjected to ultrasonic cleaning with distilled water first, removes the unreacted list of its adsorption
Then body and initiator carry out ultrasonic cleaning with ethyl alcohol, remove the byproduct of reaction of surface absorption.Substep washing is completed
Afterwards, it dries in a vacuum drying oven, obtains the controllable monodisperse polymer micro-sphere of hydrophobic performance.
In step, initiator used is azodiisobutyronitrile.
In step, organic solvent used is cyclohexanone or dehydrated alcohol.
In step, polymerisable monomer used select divinylbenzene, styrene, methyl acrylate, ethyl acrylate,
One or more of butyl acrylate, methyl methacrylate, butyl methacrylate.
During the reaction of step A precipitation polymerization, if being passed through inert gas isolation air, initiator amount is reduced to
0.02~0.2 parts by weight.
The application in hydrophobic material of micro-nano bat of the present invention.
Compared with prior art, the invention has the following advantages: the bat of (1) micro nano structure is intertwined to form
Reticular structure, mesh is interior to lock air, forms super-drainage structure；(2) ball bumps of baseball body structure surface, are filled in mesh
It is interior, or directly stretch out, more uniform micro nano structure is contributed to form, so that material has good hydrophobic performance；(3) anti-
Should rapidly, preparation method is simple, and yield, can planningization production 83% or more；(4) without fluorine material, environment friend in raw material
It is good；(5) test during find, directly 70-90 DEG C at a temperature of, it is difficult to obtain stick chondritic, by ultrasonic wave come plus
Fast response speed, control form stick chondritic, improve the hydrophobicity of material.
Detailed description of the invention
Fig. 1 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 1.
Fig. 2 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 1.
Fig. 3 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 2.
Fig. 4 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 2.
Fig. 5 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 3.
Fig. 6 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 3.
Fig. 7 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 4.
Fig. 8 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 4.
Fig. 9 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 5.
Figure 10 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 5.
Figure 11 is the SEM photograph of super-hydrophobic micro-nano bat prepared by embodiment 6.
Figure 12 is super-hydrophobic micro-nano bat water contact angle photo prepared by embodiment 5.
Specific embodiment
Embodiment 1
2g divinylbenzene is added in middle addition 80g cyclohexanone and 1g diallyl phthalate in special wide mouth cup with cover
With 2g methyl acrylate and 0.1g azodiisobutyronitrile.Wide mouth cup capping is placed on the ultrasonic instrument with heating function
It is interior, add water not have wall of cup half.Ultrasonic wave is opened after being warming up to 75 DEG C, then polymerization reaction 0.5h is stood at 75 DEG C
1.5h.Centrifuge separation suspension obtains solid product after reaction.Obtained product is subjected to ultrasonic cleaning with distilled water,
The unreacted monomer and initiator of its adsorption are removed, then carries out ultrasonic cleaning with ethyl alcohol, surface is removed and inhales
Attached byproduct of reaction.After the completion of substep washs, dries in a vacuum drying oven, obtain floride-free super-hydrophobic micro-nano ball bar
Material.Calculating yield according to formula 1 is 85%.
Formula 1
The quality for the monodisperse polymer micro-sphere that wherein m1 is, m2 are the crosslinking agent of investment and the quality of polymerisable monomer.
Pattern and partial size are determined under the following conditions:
Use instrument: Hitachi's TM-1000 scanning electron microscope
Determination step and condition: being cut into strip for conducting resinl and paste on sample stage, is then cut high-purity silicon wafer with glass cutter
At the square tiles of 3 × 3mm, the silicon wafer of well cutting is adhered to spare on conducting resinl.Take suitable polymer microballoon in sample
In bottle, ultrasonic disperse after ethyl alcohol is added, is added drop-wise on silicon wafer with the solution that capillary is drawn after being uniformly dispersed.Sample stage is placed in
Metal spraying takes out after 45 seconds in Perkin's ion sputtering instrument, and the sample stage for having sprayed gold is placed in drier and is sealed.It will when test sample
Sample stage is put in scanning electron microscope and is characterized.
It is characterized through Electronic Speculum, the diameter of prepared bat is between 1~3 micron, and the diameter of bulbous protrusion is 0.5~1.5
Between micron.
Hydrophobic performance is determined under the following conditions:
Use instrument: Shenzhen watt power C20 contact angle tester
Testing procedure and condition:
Glass substrate is impregnated for 24 hours in the 3-aminopropyltriethoxysilane solution that mass fraction is 20%, then with rotation
The colloidal solution of material prepared is uniformly applied in glass substrate by coating machine.Glass substrate is placed in vacuum oven
Thorough drying for standby.Then the hydrophobic performance of contact angle instrument test polymer microballoon is used.
After tested, the contact angle of the material is 155 °.
Embodiment 2
2g divinylbenzene is added in middle addition 80g cyclohexanone and 1g diallyl phthalate in special wide mouth cup with cover
With 2g styrene and 0.1g azodiisobutyronitrile.Wide mouth cup capping is placed in the ultrasonic instrument with heating function,
Water is added not have wall of cup half.Ultrasonic wave is opened after being warming up to 80 DEG C, then polymerization reaction 0.5h stands 2h at 75 DEG C.
Centrifuge separation suspension obtains solid product after reaction.Obtained product is subjected to ultrasonic cleaning with distilled water, is removed
Then the unreacted monomer and initiator of its adsorption carry out ultrasonic cleaning with ethyl alcohol, remove surface absorption
Byproduct of reaction.After the completion of substep washs, dries in a vacuum drying oven, obtain floride-free super-hydrophobic micro-nano ball bar material.Root
Calculating yield according to formula 1 is 83%.Pattern and contact angle test method are the same as embodiment 1.After tested, the partial size of the micro-nano bat
It is 0.5~1 micron, the diameter of bulbous protrusion is 0.2~0.5 micron.Contact angle is 157 °.
Embodiment 3
2g divinyl is added in middle addition 80g dehydrated alcohol and 1g diallyl phthalate in special wide mouth cup with cover
Benzene and 4g ethyl acrylate and 0.1g azodiisobutyronitrile.Wide mouth cup capping is placed on the ultrasonoscope with heating function
In device, water is added not have wall of cup half.Ultrasonic wave is opened after being warming up to 70 DEG C, polymerization reaction 0.5h is then quiet at 70 DEG C
Set 2h.Centrifuge separation suspension obtains solid product after reaction.Obtained product is subjected to ultrasonic cleaning with distilled water,
The unreacted monomer and initiator of its adsorption are removed, then carries out ultrasonic cleaning with ethyl alcohol, surface is removed and inhales
Attached byproduct of reaction.After the completion of substep washs, dries in a vacuum drying oven, obtain floride-free super-hydrophobic micro-nano ball bar
Material.Calculating yield according to formula 1 is 87%.Pattern and contact angle test method are the same as embodiment 1.After tested, the micro-nano bat
Partial size is 0.3~3 micron, and the diameter of bulbous protrusion is 0.1~3 micron.Contact angle is 156 °.
Embodiment 4
2g divinylbenzene is added in middle addition 80g cyclohexanone and 1g diallyl phthalate in special wide mouth cup with cover
With 3g styrene, leads in nitrogen displacement bottle air 5 minutes, 0.03g azodiisobutyronitrile is then added.Wide mouth cup is covered into postposition
In in the ultrasonic instrument with heating function, adding water not have wall of cup half.Ultrasonic wave is opened after being warming up to 75 DEG C, is polymerize
0.5h is reacted, then stands 2h at 75 DEG C.Centrifuge separation suspension obtains solid product after reaction.The product that will be obtained
Ultrasonic cleaning is carried out with distilled water, the unreacted monomer and initiator of its adsorption is removed, is then surpassed with ethyl alcohol
Sound wave cleaning, removes the byproduct of reaction of surface absorption.After the completion of substep washs, dries, obtain in a vacuum drying oven
Floride-free super-hydrophobic micro-nano ball bar material.Calculating yield according to formula 1 is 82%.Pattern and the same embodiment of contact angle test method
1.After tested, the partial size of the micro-nano bat is 1.2~2.8 microns, and the diameter of bulbous protrusion is 0.4~0.9 micron.Contact angle
It is 155 °.
Embodiment 5
10g methyl is added in middle addition 70g dehydrated alcohol and 0.5g diallyl phthalate in special wide mouth cup with cover
Methyl acrylate and 1g azodiisobutyronitrile.Wide mouth cup capping is placed in the ultrasonic instrument with heating function, is added
Water did not had wall of cup half.Ultrasonic wave is opened after being warming up to 70 DEG C, then polymerization reaction 0.5h stands 2h at 70 DEG C.Instead
Using the method cleaning in embodiment 1 after answering.It dries in a vacuum drying oven, obtains floride-free super-hydrophobic micro-nano ball bar
Material.Calculating yield according to formula 1 is 81%.Pattern and contact angle test method are the same as embodiment 1.After tested, the micro-nano bat
Partial size is 0.7~1 micron, and the diameter of bulbous protrusion is 0.5~0.9 micron.Contact angle is 153 °.
Embodiment 6
10g methyl-prop is added in middle addition 90g cyclohexanone and 0.5g diallyl phthalate in special wide mouth cup with cover
E pioic acid methyl ester and 1g azodiisobutyronitrile.Wide mouth cup capping is placed in the ultrasonic instrument with heating function, water is added
Wall of cup half is not crossed.Ultrasonic wave is opened after 90 DEG C of heating, then polymerization reaction 0.5h stands 1.5h at 90 DEG C.Reaction
After using the method cleaning in embodiment 1.Calculating yield according to formula 1 is 82%.Pattern and contact angle test method are the same as real
Apply example 1.After tested, the partial size of the micro-nano bat is 0.4~1.3 micron, and the diameter of bulbous protrusion is 0.1~0.3 micron.It connects
Feeler is 152 °.
Claims (8)
1. a kind of super-hydrophobic micro-nano bat, which is characterized in that hydrophobic with containing using diallyl phthalate as crosslinking agent
Property group polymerisable monomer through precipitation polymerization reaction synthetizing micro-nano structure bat, bat, which is interweaved, constitutes netted knot
Structure, and club face has the ball bumps of micro nano structure.
2. a kind of preparation method of super-hydrophobic micro-nano bat described in claim 1, which is characterized in that specifically include following step
It is rapid:
The reaction of A precipitation polymerization: 0.5~6 parts by weight of crosslinking agent diallyl phthalate, 2~10 parts by weight are contained hydrophobic
Property group polymerisable monomer, 70-90 weight parts organic solvent and 0.1~1 parts by weight initiator, be 70-90 DEG C in temperature
Under the conditions of, ultrasonic response 0.5h is then allowed to stand 1.5-2h, is then centrifuged for a kind of isolated solid powder；
B substep washs: distilled water is respectively adopted and organic solvent cleans product.
3. super-hydrophobic micro-nano bat according to claim 2, which is characterized in that the step B specifically: first will step
Product obtained in rapid A carries out ultrasonic cleaning with distilled water, removes the unreacted monomer and initiator of its adsorption, so
Ultrasonic cleaning is carried out with ethyl alcohol afterwards, the byproduct of reaction of surface absorption is removed and is being dried in vacuo after the completion of substep washs
It is dry in case, obtain the controllable monodisperse polymer micro-sphere of hydrophobic performance.
4. super-hydrophobic micro-nano bat according to claim 2, which is characterized in that in step, initiator used is
Azodiisobutyronitrile.
5. super-hydrophobic micro-nano bat according to claim 4, which is characterized in that in the mistake of step A precipitation polymerization reaction
Cheng Zhong, if being passed through inert gas isolation air, initiator amount is reduced to 0.02~0.2 parts by weight.
6. super-hydrophobic micro-nano bat according to claim 4 or 5, which is characterized in that in step, used is organic
Solvent is cyclohexanone or dehydrated alcohol.
7. super-hydrophobic micro-nano bat according to claim 6, which is characterized in that in step, polymerizable list used
Body selects divinylbenzene, styrene, methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, methyl-prop
One or more of olefin(e) acid butyl ester.
8. the application in hydrophobic material of micro-nano bat described in claim 1 or 7.
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| CN106832100A (en) * | 2017-01-03 | 2017-06-13 | 济南大学 | A kind of super-hydrophobic monodisperse polymer micro-sphere and preparation method thereof |
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2018
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| CN101245148A (en) * | 2007-02-13 | 2008-08-20 | 镇江爱邦电子科技有限公司 | Monodisperse high-performance conductive silver particle |
| KR20090092177A (en) * | 2008-02-26 | 2009-08-31 | 인하대학교 산학협력단 | Process for preparing monodisperse polystyrene beads by precipitation polymerization |
| CN102838709A (en) * | 2011-06-21 | 2012-12-26 | 南开大学 | Method for preparing monodispersed polymer microsphere resin by atom transfer radical precipitation polymerization |
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