CN110845917A - Acrylic emulsion-based super-hydrophobic coating - Google Patents
Acrylic emulsion-based super-hydrophobic coating Download PDFInfo
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- CN110845917A CN110845917A CN201911125495.XA CN201911125495A CN110845917A CN 110845917 A CN110845917 A CN 110845917A CN 201911125495 A CN201911125495 A CN 201911125495A CN 110845917 A CN110845917 A CN 110845917A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
Abstract
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the super-hydrophobic coating modification additive and the curing agent areThe mass ratio of the curing agent to the acrylic emulsion is 20-30: 10-20: 40-60. The super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I): (R)1O)3SiCH2‑(CH=CH)‑CH2‑CR2 3(I) Wherein R is1Is C1-C3 alkyl; r2Is a perfluoroalkyl group. The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), the initiator and the solvent into a reaction container, heating to 70-100 ℃ under a protective atmosphere, and reacting for 6-20 h. The acrylic emulsion-based super-hydrophobic coating disclosed by the invention has excellent super-hydrophobic performance, the adhesive force between the coating and a metal matrix is greatly improved, and the adhesive stability is obviously improved.
Description
Technical Field
The invention belongs to the field of coatings, and relates to an acrylic emulsion-based super-hydrophobic coating.
Background
Acrylic emulsions are the main agents in coatings, and acrylic emulsion based coatings generally have some hydrophobicity. However, the acrylic emulsion-based coating with only ordinary hydrophobicity cannot meet the application requirements of the coating in special occasions. For example, coatings on building surfaces often need to have a certain superhydrophobicity so that the building surface obtains a certain self-cleaning effect. For another example, the paint on the surface of the ship body is generally required to have certain super-hydrophobicity and antibacterial property, so that the corrosion resistance of the surface of the ship body is greatly enhanced, and the service life of the ship body is prolonged. In addition, in severe cold areas, the coating with super-hydrophobicity can also enable the surface of a substrate coated with the coating to obtain an anti-frost effect.
Among the existing acrylic emulsion based coatings, acrylic emulsion based super-hydrophobic coatings have been relatively less studied. And the acrylic emulsion-based super-hydrophobic coating on the market at present often has the defects of insufficient adhesive force and super-hydrophobic effect. Therefore, the invention aims to provide the acrylic emulsion-based super-hydrophobic coating with excellent adhesion.
Disclosure of Invention
In order to solve the technical problems in the existing acrylic emulsion-based super-hydrophobic coating, the inventor of the present invention finds that an acrylic ester compound obtained by modifying a conventional acrylic ester monomer with a special fluorine-containing siloxane is added to the acrylic emulsion-based coating as a super-hydrophobic coating modifying additive through a large number of experiments, so that the acrylic emulsion-based coating has excellent super-hydrophobicity, and the adhesion between the coating and a base material is greatly improved. The super-hydrophobic coating modifying additive is prepared by reacting a conventional acrylate monomer and hydrolyzable fluorine-containing siloxane in the presence of an initiator. The fluorine-containing siloxane group is obtained by modifying acrylic resin, so that perfluoroalkyl is obtained in the super-hydrophobic coating modifying additive, excellent hydrophobicity can be provided for the coating, meanwhile, silane in the coating is hydrolyzed in situ to obtain nano silicon dioxide, and a micro-nano composite structure is formed by matching with the acrylic resin group linked with the nano silicon dioxide, so that the super-hydrophobicity is realized. Meanwhile, because the acrylic resin group is directly linked with silicon, the obtained coating can form a compact coating layer which is tightly combined on the surface of the substrate after being cured by the curing agent, and the bonding force of the whole coating and the substrate is obviously improved.
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is (20-30): (10-20): (40-60).
The super-hydrophobic modified additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Is C1-C3 alkyl; r2Is a perfluoroalkyl group.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), the initiator and the solvent into a reaction container, heating to 70-100 ℃ under a protective atmosphere, and reacting for 6-20 hours.
Wherein R is1Three R are one or more of methyl, ethyl, propyl or isopropyl1May be different, different from each other or partially identical.
Wherein R is2Is perfluoroalkyl having 3 to 15 carbon atoms.
Further, the acrylate monomer is selected from one or more of methyl acrylate, methyl methacrylate, butyl acrylate, ethyl methacrylate, ethyl acrylate or isooctyl methacrylate.
Further, the functional monomer is selected from one or more of acrylamide, methacrylic acid, hydroxyethyl acrylate, hydroxypropyl acrylate and hydroxyethyl methacrylate.
Further, the initiator is tert-butyl hydroperoxide.
Compared with the existing acrylic emulsion-based super-hydrophobic coating, the acrylic emulsion-based super-hydrophobic coating has the following beneficial effects:
1. the paint has simple composition and can only comprise acrylic emulsion, a curing agent and a super-hydrophobic paint modification additive. The super-hydrophobic coating modifying additive is based on a conventional acrylate monomer and is modified by fluorine-containing siloxane, and the used raw materials are simple and low in cost.
2. In the super-hydrophobic coating modifying additive, the structural formula of the fluorine-containing siloxane modifier is shown as (R)1O)3SiCH2-(CH=CH)-CH2-CR2 3. The fluorine-containing siloxane is linked with the acrylate monomer through the initiator, so that the modifier can form a compact coating layer which is tightly combined on the surface of the substrate after the coating is cured by the curing agent, and the bonding force of the whole coating and the substrate is obviously improved. The modified acrylate monomer obtains perfluoroalkyl, and can provide excellent hydrophobicity for the coating. The siloxane group is a hydrolyzable group, the nano silicon dioxide is obtained by in-situ hydrolysis in the coating, and the micro nano composite structure is formed by matching the acrylic resin group and the fluorine-containing alkyl group linked with the nano silicon dioxide, and has super hydrophobicity. Tert-butyl hydroperoxide is used as an initiator, and products are tert-butyl alcohol and acetone, so that the method is safe and corrosion-free.
Detailed Description
The present invention will be described in detail with reference to specific examples. Of course, the described embodiments are merely some of the inventive concepts, rather than all of them. Other examples, which would be obtained by one of ordinary skill in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Example 1
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 25: 15: 50.
the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Is methyl.
Wherein R is2Is a perfluoroalkyl group having 5 carbon atoms.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), tert-butyl hydroperoxide and a solvent into a reaction container, heating to 80 ℃ in a protective atmosphere, and reacting for 10 hours.
The acrylate monomer is methyl acrylate. The functional monomer is acrylamide.
Example 2
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 20: 20: 60.
the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Is ethyl.
Wherein R is2Is a perfluoroalkyl group having 10 carbon atoms.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), tert-butyl hydroperoxide and a solvent into a reaction container, heating to 100 ℃ in a protective atmosphere, and reacting for 8 hours.
The acrylate monomer is ethyl methacrylate. The functional monomer is hydroxyethyl acrylate.
Example 3
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 30: 20: 50.
the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Is propyl.
Wherein R is2Is a perfluoroalkyl group having 15 carbon atoms.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), tert-butyl hydroperoxide and a solvent into a reaction container, heating to 70 ℃ under a protective atmosphere, and reacting for 20 hours.
The acrylate monomer is isooctyl methacrylate. The functional monomer is hydroxyethyl methacrylate.
Example 4
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 20: 10: 40.
the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Three are methyl, ethyl and propyl, namely three R1Are different from each other.
Wherein R is2Is a perfluoroalkyl group having 3 carbon atoms.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), tert-butyl hydroperoxide and a solvent into a reaction container, heating to 80 ℃ in a protective atmosphere, and reacting for 10 hours.
The acrylate monomer is methyl acrylate. The functional monomer is acrylamide.
Example 5
The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 25: 10: 55.
the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Two are methyl and ethyl, three R1The moiety is the same and includes two methyl groups and one ethyl group.
Wherein R is2Is a perfluoroalkyl group having 7 carbon atoms.
The method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), tert-butyl hydroperoxide and a solvent into a reaction container, heating to 90 ℃ under a protective atmosphere, and reacting for 10 hours.
The acrylate monomer is butyl methacrylate. The functional monomer is hydroxyethyl acrylate.
Comparative example 1
The acrylic emulsion-based coating comprises methyl acrylate, a curing agent and acrylic emulsion, wherein the mass ratio of the methyl acrylate to the curing agent to the acrylic emulsion is 25: 15: 50.
comparative example 2
Comparative example 1
The acrylic emulsion-based coating comprises the fluorine-containing siloxane shown in the formula (I) used in the example 1, a curing agent and an acrylic emulsion, wherein the mass ratio of the fluorine-containing siloxane shown in the formula (I) used in the example 1 to the curing agent to the acrylic emulsion is 25: 15: 50.
in order to compare the super-hydrophobic effect and the improvement effect of the adhesive force of the acrylic emulsion-based super-hydrophobic coating, the coatings of examples 1-5 and comparative examples 1-2 are respectively coated on the surface of a sample metal plate, and after drying and curing, the super-hydrophobic effect and the adhesive force performance are tested on the coating film on the surface of the metal plate, wherein the super-hydrophobic effect is compared by static contact angles, the adhesive force performance is classified into six grades of 0-5 according to the relevant regulations of national standard GB/T9286 and 1998, the test result is that the adhesive force is optimal when being 0, and the adhesive force is worst when being 5. Specific results are shown in the following table.
Static contact Angle (°) | Adhesion stability (grade) | |
Example 1 | 152 | 0 |
Example 2 | 151 | 0 |
Examples3 | 153 | 0 |
Example 4 | 153 | 0 |
Example 5 | 153 | 0 |
Comparative example 1 | 108 | 2 |
Comparative example 2 | 135 | 2 |
Based on the results in the table, the acrylic emulsion-based super-hydrophobic coating disclosed by the invention has excellent super-hydrophobic performance, the adhesive force between the coating and a metal matrix is greatly improved, and the adhesive stability is obviously improved.
The acrylic emulsion-based super-hydrophobic coating of the present invention was described above. It should be noted that the content of the present invention, other examples obtained by a person of ordinary skill in the art without any creative effort, is covered within the protection scope of the present invention.
Claims (8)
1. The acrylic emulsion-based super-hydrophobic coating comprises a super-hydrophobic coating modification additive, a curing agent and an acrylic emulsion, wherein the mass ratio of the super-hydrophobic coating modification additive to the curing agent to the acrylic emulsion is 20-30: 10-20: 40-60.
2. The acrylic emulsion-based superhydrophobic coating of claim 1, wherein: the super-hydrophobic coating modifying additive is obtained by modifying acrylate monomers by using fluorine-containing siloxane, wherein the structural formula of the fluorine-containing siloxane is as shown in a formula (I):
(R1O)3SiCH2-(CH=CH)-CH2-CR2 3(I),
wherein R is1Is C1-C3 alkyl; r2Is a perfluoroalkyl group.
3. The acrylic emulsion-based superhydrophobic coating of claim 2, wherein: the method for modifying the acrylate monomer comprises the steps of adding the acrylate monomer, the functional monomer, the fluorine-containing siloxane shown in the formula (I), the initiator and the solvent into a reaction container, heating to 70-100 ℃ under a protective atmosphere, and reacting for 6-20 hours.
4. The acrylic emulsion-based superhydrophobic coating of claim 2, wherein: wherein R is1Three R are one or more of methyl, ethyl, propyl or isopropyl1May be different, different from each other or partially identical.
5. The acrylic emulsion-based superhydrophobic coating of claim 2, wherein: wherein R is2Is perfluoroalkyl having 3 to 15 carbon atoms.
6. The acrylic emulsion-based superhydrophobic coating of claim 3, wherein: the acrylate monomer is selected from one or more of methyl acrylate, methyl methacrylate, butyl acrylate, ethyl methacrylate, ethyl acrylate or isooctyl methacrylate.
7. The acrylic emulsion-based superhydrophobic coating of claim 3, wherein: the functional monomer is selected from one or more of acrylamide, methacrylic acid, hydroxyethyl acrylate, hydroxypropyl acrylate and hydroxyethyl methacrylate.
8. The acrylic emulsion-based superhydrophobic coating of claim 3, wherein: the initiator is tert-butyl hydroperoxide.
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Cited By (5)
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CN111234642A (en) * | 2020-03-09 | 2020-06-05 | 中电保力(北京)科技有限公司 | Bi-component super-hydrophobic coating |
CN111334114A (en) * | 2020-04-29 | 2020-06-26 | 青岛盈海涂料科技有限责任公司 | Paint additive |
CN111363437A (en) * | 2020-04-29 | 2020-07-03 | 青岛盈海涂料科技有限责任公司 | Super-hydrophobic coating |
CN111363446A (en) * | 2020-04-17 | 2020-07-03 | 中电保力(北京)科技有限公司 | Moisture-heat-resistant bi-component waterproof coating and preparation method thereof |
CN111410886A (en) * | 2020-03-31 | 2020-07-14 | 中电保力(北京)科技有限公司 | Double-component super-hydrophobic coating |
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CN111363437A (en) * | 2020-04-29 | 2020-07-03 | 青岛盈海涂料科技有限责任公司 | Super-hydrophobic coating |
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