CN111574926A - Super-hydrophobic water-based paint and preparation method thereof - Google Patents
Super-hydrophobic water-based paint and preparation method thereof Download PDFInfo
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- CN111574926A CN111574926A CN202010521311.8A CN202010521311A CN111574926A CN 111574926 A CN111574926 A CN 111574926A CN 202010521311 A CN202010521311 A CN 202010521311A CN 111574926 A CN111574926 A CN 111574926A
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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
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
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Abstract
The invention relates to a super-hydrophobic water-based paint which comprises, by weight, 60-80 parts of water-based resin, 10-20 parts of modified POSS super-hydrophobic modifier and 5-10 parts of other additives. The super-hydrophobicity of the water-based paint is improved by adding the modified POSS super-hydrophobic modifier into the water-based paint. The modified POSS super-hydrophobic modifier is introduced with a surfactant group in a polymerization grafting mode, so that the dispersion uniformity and wettability of POSS in the water-based paint are ensured, and the film forming property and the adhesive force of a paint film are obviously improved. Compared with the traditional method for directly adding a wetting agent or a surfactant into the coating, the method directly connects the surfactant group to the super-hydrophobic modifier in a polymerization grafting manner, so that the dispersion uniformity and wettability of the super-hydrophobic modifier in the water-based coating are improved more favorably.
Description
Technical Field
The invention belongs to the field of water-based paint, and particularly relates to super-hydrophobic water-based paint and a preparation method thereof.
Background
Waterborne coatings are commonly used on the surfaces of various types of objects to be decorated or protected. Currently, the most studied and used water-based paints are acrylic water-based paints and polyurethane water-based paints. Generally, these waterborne coatings have some degree of hydrophobicity. Moreover, various hydrophobic modifiers can be added into the coating to enhance the hydrophobicity of the coating, so that a super-hydrophobic effect is obtained.
The super-hydrophobic effect is obtained based on the super-hydrophobic surface of the formed coating film, and the super-hydrophobic surface of the coating film can be realized by adding inorganic nano particles, such as nano silicon dioxide, nano titanium dioxide and the like, into the coating, or adding organic matters, such as fluorinated alkane, fluorinated siloxane and the like, into the coating.
However, in the case of the water-based paint, the inorganic nanoparticles are directly added thereto, and there are disadvantages that the dispersion uniformity of the inorganic nanoparticles is not good and the adhesion of the paint film is poor. Low surface energy substances such as fluoroalkanes and fluorosilicones are not added in dispersibility in aqueous coating materials, and have insufficient film-forming properties, and are difficult to use with aqueous coating materials.
Accordingly, the present invention has been made keeping in mind the above problems occurring in conventional aqueous coating materials, and an object of the present invention is to provide a superhydrophobic aqueous coating material having excellent film-forming properties, dispersion uniformity, and superhydrophobicity.
Disclosure of Invention
Aiming at the problems, the invention provides a super-hydrophobic water-based paint, which is characterized in that a modified POSS super-hydrophobic modifier is added into the water-based paint to improve the super-hydrophobicity of the water-based paint. Meanwhile, POSS is subjected to polymerization grafting modification of surfactant groups, so that the dispersion uniformity and wettability of the POSS in the water-based paint are improved, and the film forming property and the adhesion stability of a paint film are ensured.
The super-hydrophobic water paint comprises, by weight, 60-80 parts of water-based resin, 10-20 parts of modified POSS super-hydrophobic modifier and 5-10 parts of other additives.
The preparation method of the modified POSS super-hydrophobic modifier comprises the following steps:
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: (3-5); dissolving cage type polysilsesquioxane shown in a formula (I) and provided with active groups and fluoroalkyl in a solvent, adding a catalyst, carrying out heating reaction with a surfactant shown in a formula (II) and provided with a double bond structure, wherein the reaction temperature is 40-80 ℃, the reaction time is 3-8 h, and carrying out reduced pressure distillation to remove the solvent after the reaction is finished.
Wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R8Contains at least 3 fluoroalkyl groups and contains at least 3 reactive groups;
the active group refers to a functional group capable of reacting with a double bond, including but not limited to mercapto, vinyl, acrylate;
wherein R is9Is C1-C10 alkyl, R10Is C1-C10 alkylene, R11Is C2-C4 alkylene, R12Is C1-C4 alkylene, and X is one of sulfonate, phosphate and benzene sulfonate.
Further, the salt in the sulfonate group, the phosphate group and the benzene sulfonate group refers to one or more of potassium salt, sodium salt and ammonium salt.
Further, the mercapto group is selected from HS- (CH)2)m-, wherein m is an integer of 1 to 5.
Further, the vinyl group is selected from CH2=CH-(CH2)n-, wherein n is an integer of 1 to 5.
Further, the acrylate group is selected from one or more of an ethyl acrylate group, a methyl methacrylate group and an ethyl methacrylate group.
Further, the fluoroalkyl is selected from one or more of C1-C10 perfluoroalkyl.
Further, R1~R8Of these, 4 fluoroalkyl groups and 4 reactive groups are preferred.
Wherein the solvent is one or more selected from toluene, ethyl acetate and tetrahydrofuran.
Wherein the catalyst is one or more of tert-butyl hydroperoxide, azobisisobutyronitrile and persulfate.
Wherein the mass ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1 (10-30).
Wherein the other additives include, but are not limited to, defoaming agents, leveling agents, and the like.
The modified POSS super-hydrophobic modifier is used in the invention, and has a cage-type polysilsesquioxane structure, so that the properties of nano compounds of cage-type polysilsesquioxane are still maintained, the surface of a coating film can be ensured to have nano-scale surface roughness, and a nano surface structure basis is provided for a super-hydrophobic surface. In the POSS, the low-surface-functional fluoroalkyl group with super-hydrophobicity further ensures the super-hydrophobicity of the coating film.
In addition, in the cage-type structure, the inorganic core consisting of a large amount of Si-O frameworks is matched with the cage-type network framework, so that the POSS has a certain toughening effect on the coating film, the film forming property and the internal stress of the coating film are improved, and the adhesive force of the coating film is improved.
Advantageously, in the POSS, a surfactant group is introduced in a polymerization grafting mode, so that the dispersion uniformity and wettability of the POSS in the water-based paint are ensured, and the film forming property and the adhesion of a paint film are obviously improved. Compared with the traditional method for directly adding a wetting agent or a surfactant into the coating, the method directly connects the surfactant group to the super-hydrophobic modifier in a polymerization grafting manner, so that the dispersion uniformity and wettability of the super-hydrophobic modifier in the water-based coating are improved more favorably.
Detailed Description
The present invention will be described more specifically with reference to some embodiments, which are only a part of the present invention, and not all of them. Other embodiments, which can be derived by those skilled in the art without inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Example 1
The super-hydrophobic water-based paint comprises, by weight, 70 parts of water-based resin, 20 parts of modified POSS super-hydrophobic modifier and 10 parts of other additives.
The preparation method of the modified POSS super-hydrophobic modifier comprises the following steps:
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: 4; dissolving cage type polysilsesquioxane shown in a formula (I) and simultaneously having an active group and fluoroalkyl into a solvent, adding a catalyst, and carrying out heating reaction with a surfactant shown in a formula (II) and having a double bond structure at the reaction temperature of 60 ℃ for 5h, and after the reaction is finished, carrying out reduced pressure distillation to remove the solvent.
Wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R8With 4 fluoroalkyl groups and 4 reactive groups.
The active group refers to a functional group capable of reacting with a double bond, is vinyl, and is specifically CH2=CH-(CH2)3-; the fluoroalkyl group is a C4 perfluoroalkyl group.
Wherein R is9Is C5 alkyl, R10Being alkylene of C5, R11Being alkylene of C2, R12Is C1 alkylene, and X is sodium sulfonate radical.
Wherein the solvent is toluene; the catalyst is tert-butyl hydroperoxide.
Wherein the mass ratio of the total mass to the solvent is 1:20 based on the total mass of the cage-type polysilsesquioxane represented by the formula (I) and having both an active group and a fluoroalkyl group and the surfactant having a double bond structure represented by the formula (II).
Example 2
The super-hydrophobic water-based paint comprises 80 parts by weight of water-based resin, 15 parts by weight of modified POSS super-hydrophobic modifier and 5 parts by weight of other additives.
The preparation method of the modified POSS super-hydrophobic modifier comprises the following steps:
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: 5; dissolving cage type polysilsesquioxane shown in a formula (I) and simultaneously having an active group and fluoroalkyl into a solvent, adding a catalyst, and carrying out heating reaction with a surfactant shown in a formula (II) and having a double bond structure at the reaction temperature of 70 ℃ for 4h, and after the reaction is finished, carrying out reduced pressure distillation to remove the solvent.
Wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R83 of them are fluoroalkyl groups and 5 are reactive groups.
The active group is a functional group capable of reacting with double bonds, is a sulfydryl, and is specifically HS- (CH)2)3-; the fluoroalkyl group is a C6 perfluoroalkyl group.
Wherein R is9Is C3 alkyl, R10Being alkylene of C7, R11Being alkylene of C4, R12Is C3 alkylene, and X is potassium benzenesulfonate.
Wherein the solvent is ethyl acetate, and the catalyst is azobisisobutyronitrile.
Wherein the mass ratio of the cage-type polysilsesquioxane represented by the formula (I) and having both an active group and a fluoroalkyl group to the solvent is 1:15 based on the total mass of the surfactant having a double bond structure represented by the formula (II).
Example 3
The super-hydrophobic water-based paint comprises, by weight, 60 parts of water-based resin, 10 parts of modified POSS super-hydrophobic modifier and 5 parts of other additives.
The preparation method of the modified POSS super-hydrophobic modifier comprises the following steps:
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: 3; dissolving cage type polysilsesquioxane shown in a formula (I) and simultaneously having an active group and fluoroalkyl into a solvent, adding a catalyst, and carrying out heating reaction with a surfactant shown in a formula (II) and having a double bond structure at the reaction temperature of 50 ℃ for 6h, and after the reaction is finished, carrying out reduced pressure distillation to remove the solvent.
Wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R85 of them are fluoroalkyl groups and 3 are reactive groups.
The active group is a functional group capable of reacting with double bonds, and is an acrylate group, specifically an ethyl acrylate group; the fluoroalkyl group is a C8 perfluoroalkyl group.
Wherein R is9Is C6 alkyl, R10Being alkylene of C4, R11Being alkylene of C3, R12Is C2 alkylene, and X is sodium phosphate radical.
Wherein, the solvent is tetrahydrofuran, and the catalyst is persulfate.
Wherein the mass ratio of the total mass to the solvent is 1:30 based on the total mass of the cage-type polysilsesquioxane represented by the formula (I) and having both an active group and a fluoroalkyl group and the surfactant having a double bond structure represented by the formula (II).
Example 4
The super-hydrophobic water-based paint comprises, by weight, 70 parts of water-based resin, 15 parts of modified POSS super-hydrophobic modifier and 10 parts of other additives.
The preparation method of the modified POSS super-hydrophobic modifier comprises the following steps:
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: 4; dissolving cage type polysilsesquioxane shown in a formula (I) and simultaneously having an active group and fluoroalkyl into a solvent, adding a catalyst, and carrying out heating reaction with a surfactant shown in a formula (II) and having a double bond structure at the reaction temperature of 80 ℃ for 3h, and after the reaction is finished, carrying out reduced pressure distillation to remove the solvent.
Wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R8With 4 fluoroalkyl groups and 4 reactive groups.
The active group refers to a functional group capable of reacting with a double bond, is vinyl, and is specifically CH2=CH-(CH2)4-; the fluoroalkyl group is a C6 perfluoroalkyl group.
Wherein R is9Is C4 alkyl, R10Being alkylene of C6, R11Being alkylene of C1, R12Is C1 alkylene, and X is sodium benzenesulfonate radical.
Wherein the solvent is ethyl acetate; the catalyst is tert-butyl hydroperoxide.
Wherein the mass ratio of the total mass to the solvent is 1:20 based on the total mass of the cage-type polysilsesquioxane represented by the formula (I) and having both an active group and a fluoroalkyl group and the surfactant having a double bond structure represented by the formula (II).
Comparative example
Directly using cage type polysilsesquioxane shown as a formula (I) as a super-hydrophobic modifier, wherein R1~R8Perfluoroalkyl of all C4, in combination with the anionic surfactant sodium dodecyl sulfate.
Namely, the super-hydrophobic water-based paint comprises, by weight, 70 parts of water-based resin, 15 parts of POSS super-hydrophobic modifier in the comparative example, 5 parts of sodium dodecyl sulfate, 3 parts of defoaming agent and 4 parts of leveling agent.
Comparing the effects of the superhydrophobic modifiers of examples 1-4 and comparative example, which were applied to an aqueous coating material and the aqueous coating material was coated on the surface of a clean metal plate, respectively, after curing, the coating film was tested for superhydrophobicity and adhesion stability. Wherein the superhydrophobicity is measured by measuring the contact angle of the surface of the coating film to water using a contact angle measuring instrument; the adhesion stability is tested by referring to GB/T9286-1988, the test results are respectively in six grades of 0-5, 0 represents the most stable adhesion, 5 represents the least stable adhesion, and the results are shown in the following table.
| Static contact Angle (°) | Adhesion stability (grade) | |
| Example 1 | 153 | 0 |
| Example 2 | 150 | 0 |
| Example 3 | 150 | 0 |
| Example 4 | 152 | 0 |
| Comparative example | 147 | 1 |
Compared with the traditional method of directly adding a wetting agent or a surfactant into the coating, the method of the invention introduces a surfactant group into the polyhedral oligomeric silsesquioxane by a polymerization grafting method to obtain the modified POSS super-hydrophobic modifier, thereby ensuring the dispersion uniformity and wettability of the POSS in the water-based coating and obviously improving the film forming property and the adhesive force of the coating film. Moreover, the coating film has improved film forming property and adhesion, and in turn has a certain promotion effect on the super-hydrophobicity of the coating film.
Claims (8)
1. A super-hydrophobic water paint comprises, by weight, 60-80 parts of water resin, 10-20 parts of modified POSS super-hydrophobic modifier and 5-10 parts of other additives;
the method is characterized in that: the preparation method of the modified POSS super-hydrophobic modifier comprises the following steps,
reacting cage polysilsesquioxane shown in a formula (I) and simultaneously provided with an active group and fluoroalkyl with a surfactant shown in a formula (II) and provided with a double bond structure to prepare POSS simultaneously containing fluoroalkyl and a surfactant group; the molar ratio of the cage-type polysilsesquioxane shown in the formula (I) and provided with the active group and the fluoroalkyl group to the surfactant shown in the formula (II) and provided with the double bond structure is 1: (3-5); dissolving cage-type polysilsesquioxane shown in a formula (I) and provided with an active group and fluoroalkyl in a solvent, adding a catalyst, and carrying out heating reaction with a surfactant shown in a formula (II) and provided with a double-bond structure at the reaction temperature of 40-80 ℃ for 3-8 h, and after the reaction is finished, carrying out reduced pressure distillation to remove the solvent;
wherein R is1~R8Independently selected from fluoroalkyl or a reactive group, and R1~R8At least one of which is fluoroalkyl and at least one of which is an active group;
the active group refers to a functional group capable of reacting with a double bond, including but not limited to mercapto, vinyl, acrylate;
wherein R is9Is C1-C10 alkyl, R10Is C1-C10 alkylene, R11Is C2-C4 alkylene, R12Is C1-C4 alkylene, and X is one of sulfonate, phosphate and benzene sulfonate.
2. The superhydrophobic water-based coating of claim 1, wherein: the mercapto group is selected from HS- (CH)2)m-, where m is an integer of 1 to 5; the vinyl group is selected from CH2=CH-(CH2)n-, where n is an integer of 1 to 5; the acrylate group is selected from one or more of ethyl acrylate group, methyl methacrylate group and ethyl methacrylate group.
3. The superhydrophobic water-based coating of claim 1, wherein: the fluoroalkyl is selected from one or more of C1-C10 perfluoroalkyl.
4. The superhydrophobic water-based coating of claim 1, wherein: r1~R8Of these, 4 fluoroalkyl groups and 4 reactive groups are preferred.
5. The superhydrophobic water-based coating of claim 1, wherein: the salt in the sulfonate group, the phosphate group and the benzene sulfonate group refers to one or more of potassium salt, sodium salt and ammonium salt.
6. The superhydrophobic water-based coating of claim 1, wherein: the solvent is one or more selected from toluene, ethyl acetate and tetrahydrofuran.
7. The superhydrophobic water-based coating of claim 1, wherein: the catalyst is one or more of tert-butyl hydroperoxide, azobisisobutyronitrile and persulfate.
8. The superhydrophobic water-based coating of claim 1, wherein: based on the total mass of the cage-type polysilsesquioxane shown in the formula (I) and simultaneously provided with the active group and the fluoroalkyl and the surfactant shown in the formula (II) and provided with the double bond structure, the mass ratio of the total mass to the solvent is 1 (10-30).
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112210284A (en) * | 2020-10-06 | 2021-01-12 | 青岛羚智涂料科技有限责任公司 | Water-based antifogging coating and preparation method thereof |
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| WO2006081512A2 (en) * | 2005-01-27 | 2006-08-03 | Hybrid Plastics, Inc. | Surface modification with polyhedral oligomeric silsesquioxanes silanols |
| CN101531839A (en) * | 2009-04-24 | 2009-09-16 | 中国科学院广州化学研究所 | Silicon- and fluorine-containing epoxy (meth) acrylate UV-curing composite coating and preparation method thereof |
| CN103642050A (en) * | 2013-11-04 | 2014-03-19 | 中国科学院化学研究所 | Dendritic polymer with POSS group and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006081512A2 (en) * | 2005-01-27 | 2006-08-03 | Hybrid Plastics, Inc. | Surface modification with polyhedral oligomeric silsesquioxanes silanols |
| TW200639058A (en) * | 2005-01-27 | 2006-11-16 | Hybrid Plastics Inc | Surface modification with polyhedral oligomeric silsesquioxanes silanols |
| CN101531839A (en) * | 2009-04-24 | 2009-09-16 | 中国科学院广州化学研究所 | Silicon- and fluorine-containing epoxy (meth) acrylate UV-curing composite coating and preparation method thereof |
| CN103642050A (en) * | 2013-11-04 | 2014-03-19 | 中国科学院化学研究所 | Dendritic polymer with POSS group and preparation method thereof |
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| CN112210284A (en) * | 2020-10-06 | 2021-01-12 | 青岛羚智涂料科技有限责任公司 | Water-based antifogging coating and preparation method thereof |
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