CN111534138A - Antifouling additive for water-based paint and preparation method thereof - Google Patents
Antifouling additive for water-based paint and preparation method thereof Download PDFInfo
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- CN111534138A CN111534138A CN202010480624.3A CN202010480624A CN111534138A CN 111534138 A CN111534138 A CN 111534138A CN 202010480624 A CN202010480624 A CN 202010480624A CN 111534138 A CN111534138 A CN 111534138A
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- aqueous solution
- antifouling additive
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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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2248—Oxides; Hydroxides of metals of copper
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- 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
- C08K9/00—Use of pretreated ingredients
- C08K9/12—Adsorbed ingredients, e.g. ingredients on carriers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Abstract
The invention provides an antifouling additive for a water-based paint, which utilizes cage-type polysilsesquioxane as a carrier to load cuprous oxide. In the preparation process, supercritical carbon dioxide is used as a reaction medium, and by utilizing the high diffusivity, strong solubility, excellent surface wettability and strong permeability of a supercritical fluid, part of copper ions are promoted to permeate into the cylindrical cage-shaped structure, copper hydroxide is obtained through hydroxyl ion in-situ precipitation, cuprous oxide is obtained through glucose potential reduction, and then the copper hydroxide is bound in the cylindrical cage-shaped structure, so that the stability and the durability of the antifouling additive are ensured.
Description
Technical Field
The invention belongs to the field of water-based paint, and particularly relates to an antifouling additive for water-based paint and a preparation method thereof.
Background
In general, water-soluble paints are classified into water-soluble paints, water-reducible paints, and water-dispersible paints. As for the components, acrylic water-based paints, polyurethane water-based paints, and acrylic and polyurethane mixed water-based paints have been most studied.
In the water paint, besides the main paint component, various additives are usually added to make the paint obtain corresponding characteristics, such as hydrophobicity, flame retardancy, antifouling property, etc.
The water-based antifouling paint is widely applied to the fields of automobiles, ships, buildings and the like, and specifically comprises automobile windows, reversing image camera lenses, the outer surface of a ship body, the outer wall surface of a building and the like.
In the existing water-based antifouling paint, cuprous oxide is commonly used as an antifouling additive. However, the addition of cuprous oxide directly to an aqueous paint has disadvantages of poor binding property of cuprous oxide to the paint matrix, poor dispersion uniformity, unstable antifouling effect, and non-durability. Therefore, the selection of a suitable carrier to carry cuprous oxide, making cuprous oxide suitable for application to aqueous coatings as an efficient, durable antifouling additive, is a direction of interest to many researchers. However, studies on cage-type polysilsesquioxane as a carrier for cuprous oxide have been carried out. Therefore, the invention aims to provide the cage type polysilsesquioxane-loaded cuprous oxide water-based paint antifouling additive.
Disclosure of Invention
Aiming at the defects of the existing antifouling additive for cuprous oxide-based water-based paint, the invention provides the antifouling additive for the water-based paint, which takes cage-type polysilsesquioxane as a carrier to load cuprous oxide.
In one aspect, the present invention provides a method for preparing an antifouling additive for a water-based paint, comprising:
(1) preparing a carrier emulsion: dispersing cage type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 20-50%;
r is one or more of alkyl, amido, alkenyl and aryl;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 5-10MPa, then carrying out magnetic stirring, raising the temperature to 70-90 ℃ and reacting for 30-50 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
Further, the organic solvent in step (1) is selected from one or more of aliphatic hydrocarbons, alicyclic hydrocarbons, aromatic hydrocarbons, alcohols, ketones, ethers and alcohol ethers.
Wherein, the alicyclic hydrocarbon organic solvent includes but is not limited to cyclohexane, cyclohexanone and toluene cyclohexanone. The aliphatic hydrocarbon organic solvent includes but is not limited to pentane, hexane, octane. The aromatic hydrocarbon organic solvent includes but is not limited to benzene, toluene, xylene. The alcohol organic solvent includes but is not limited to methanol, ethanol, isopropanol. The ketone organic solvent includes, but is not limited to, acetone, methyl butanone, methyl isobutyl ketone. The ether organic solvent includes but is not limited to diethyl ether, butyl ether and propylene oxide. The alcohol ether organic solvent includes, but is not limited to, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and ethylene glycol monobutyl ether.
In the cage type polysilsesquioxane shown in the formula (I), 8R groups are mutually independent and are selected from one of alkyl, amido, alkenyl and aryl, and the 8R groups can be completely different, mutually different or partially different.
Further, in the step (2), the concentration of the copper salt aqueous solution A is 2-3mol/L, the concentration of the sodium hydroxide aqueous solution B is 4-6mol/L, and the concentration of the glucose solution C is 4-6 mol/L.
In another aspect, the invention provides an antifouling additive for water-based paint, which is prepared by the preparation method.
According to the invention, cage type polysilsesquioxane is used as a carrier to load cuprous oxide, and the obtained cuprous oxide-loaded waterborne paint antifouling additive carries R groups in the cage type polysilsesquioxane, and the R groups can promote the dispersion uniformity of the antifouling additive in a waterborne paint and the bonding stability of the antifouling additive and a paint matrix.
Wherein, the cage-shaped polysilsesquioxane is a cylindrical cage-shaped structure, and the hollow radius of the cylindrical cage-shaped structure is about 0.3 nm. The particle radius of the divalent copper ions is 0.073nm, which is about one fourth of the hollow radius of the cylindrical cage-shaped structure. In the preparation process, supercritical carbon dioxide is used as a reaction medium, and by utilizing the high diffusivity, strong solubility, excellent surface wettability and strong permeability of a supercritical fluid, part of copper ions are promoted to permeate into the cylindrical cage-shaped structure, copper hydroxide is obtained through in-situ precipitation of hydroxyl ions, cuprous oxide is obtained through reduction of glucose sites, and the cuprous oxide is bound in the cylindrical cage-shaped structure. That is, the antifouling additive in which cuprous oxide is supported on the cylindrical cage-like structure of cage-like polysilsesquioxane was obtained. Therefore, the antifouling effect of the antifouling additive of the present invention is more stable and durable.
Detailed Description
The present invention will be described in detail with reference to specific examples. These embodiments are merely some of the inventive content of the present invention, and not 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
An antifouling additive for water paint, which is prepared by the following steps:
(1) preparing a carrier emulsion: dispersing cage type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 40%;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 8MPa, then carrying out magnetic stirring, simultaneously raising the temperature to 80 ℃, and reacting for 40 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
The organic solvent in step (1) is selected from aliphatic hydrocarbons, specifically octane.
In the cage type polysilsesquioxane shown in the formula (I), 8R groups can be completely the same and are all alkyl.
In the step (2), the concentration of the copper salt aqueous solution A is 3mol/L, the concentration of the sodium hydroxide aqueous solution B is 6mol/L, and the concentration of the glucose solution C is 6 mol/L.
Example 2
An antifouling additive for water paint, which is prepared by the following steps:
(1) preparing a carrier emulsion: dispersing cage type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 50%;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 10MPa, then carrying out magnetic stirring, simultaneously raising the temperature to 90 ℃, and reacting for 50 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
The organic solvent in the step (1) is selected from alcohol ethers, specifically ethylene glycol monobutyl ether.
In the cage type polysilsesquioxane shown in the formula (I), 8R groups are mutually independent and are selected from one of alkyl, amido, alkenyl and aryl, and are different.
In the step (2), the concentration of the copper salt aqueous solution A is 3mol/L, the concentration of the sodium hydroxide aqueous solution B is 6mol/L, and the concentration of the glucose solution C is 6 mol/L.
Example 3
An antifouling additive for water paint, which is prepared by the following steps:
(1) preparing a carrier emulsion: dispersing cage-type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 20%;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 6MPa, then carrying out magnetic stirring, raising the temperature to 70 ℃ and reacting for 35 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
The organic solvent in the step (1) is selected from ethers, in particular butyl ether.
In the cage type polysilsesquioxane shown in the formula (I), 8R groups are mutually independent and are selected from one of alkyl, amido, alkenyl and aryl, and 8R groups are partially the same.
In the step (2), the concentration of the copper salt aqueous solution A is 2mol/L, the concentration of the sodium hydroxide aqueous solution B is 4mol/L, and the concentration of the glucose solution C is 4 mol/L.
Example 4
An antifouling additive for water paint, which is prepared by the following steps:
(1) preparing a carrier emulsion: dispersing cage-type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 30%;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 7MPa, then carrying out magnetic stirring, raising the temperature to 85 ℃ and reacting for 30 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
The organic solvent in the step (1) is selected from aromatic hydrocarbons, specifically toluene.
In the cage polysilsesquioxane shown in the formula (I), 8R groups are completely the same and are aryl groups.
In the step (2), the concentration of the copper salt aqueous solution A is 2mol/L, the concentration of the sodium hydroxide aqueous solution B is 5mol/L, and the concentration of the glucose solution C is 4 mol/L.
Comparative example
The ordinary cuprous oxide powder was used directly as a comparison.
To test the performance of the antifouling additives of the present invention, the antifouling additives of examples 1 to 4 and comparative example were added to the aqueous coating respectively, and five groups of coatings were subjected to antifouling effect test. Five groups of coatings were sprayed on the surface of the epoxy resin plate, respectively, to perform a marine cladding test for 4 months, and the results are shown in table 1 below.
As can be seen from table 1, cuprous oxide is supported by using cage polysilsesquioxane as a carrier, and cuprous oxide is bound in a cylindrical cage structure, so that the stability and durability of the antifouling additive are ensured.
Claims (6)
1. A method for preparing an antifouling additive for a water-based paint, comprising:
(1) preparing a carrier emulsion: dispersing cage type polysilsesquioxane shown in a formula (I) in an organic solvent to obtain a solution with the mass concentration of 20-50%;
r is one or more of alkyl, amido, alkenyl and aryl;
(2) preparing a copper salt aqueous solution A, a sodium hydroxide aqueous solution B and a glucose solution C;
(3) putting the carrier emulsion, the copper salt aqueous solution A, the sodium hydroxide aqueous solution B and the glucose solution C into a high-pressure reaction kettle, wherein the volume ratio of the carrier emulsion to the copper salt aqueous solution A to the sodium hydroxide aqueous solution B to the glucose solution C is 3: 1: 1: 1.
(4) injecting supercritical carbon dioxide fluid into the high-pressure reaction kettle to 5-10MPa, then carrying out magnetic stirring, raising the temperature to 70-90 ℃ and reacting for 30-50 min;
(5) and (3) cooling to room temperature, then discharging supercritical carbon dioxide fluid, and cleaning, filtering and airing a reaction product to obtain the cage-type polysilsesquioxane-loaded cuprous oxide waterborne coating antifouling additive.
2. The method of claim 1, wherein the antifouling additive for water-based paint comprises: the organic solvent in the step (1) is selected from one or more of aliphatic hydrocarbon, alicyclic hydrocarbon, aromatic hydrocarbon, alcohol, ketone, ether and alcohol ether.
3. The method of claim 2, wherein the antifouling additive for water-based paint comprises: the alicyclic hydrocarbon organic solvent includes but is not limited to cyclohexane, cyclohexanone, toluene cyclohexanone. The aliphatic hydrocarbon organic solvents include, but are not limited to, pentane, hexane, octane; the aromatic hydrocarbon organic solvent includes, but is not limited to, benzene, toluene, xylene; the alcoholic organic solvents include, but are not limited to, methanol, ethanol, isopropanol; the ketone organic solvents include, but are not limited to, acetone, methyl butanone, methyl isobutyl ketone; the ether organic solvents include, but are not limited to, ethyl ether, butyl ether, propylene oxide; the alcohol ether organic solvent includes, but is not limited to, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and ethylene glycol monobutyl ether.
4. The method of claim 1, wherein the antifouling additive for water-based paint comprises: in the cage type polysilsesquioxane shown in the formula (I), 8R groups are mutually independent and are selected from one of alkyl, amido, alkenyl and aryl, and the 8R groups can be completely different, mutually different or partially different.
5. The method of claim 1, wherein the antifouling additive for water-based paint comprises: in the step (2), the concentration of the copper salt aqueous solution A is 2-3mol/L, the concentration of the sodium hydroxide aqueous solution B is 4-6mol/L, and the concentration of the glucose solution C is 4-6 mol/L.
6. An aqueous paint antifouling additive prepared by the method of any one of claims 1 to 5.
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Cited By (1)
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