CN116063894A - Preparation method and application of low-surface-energy antibacterial resin coating - Google Patents

Preparation method and application of low-surface-energy antibacterial resin coating Download PDF

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CN116063894A
CN116063894A CN202211609277.5A CN202211609277A CN116063894A CN 116063894 A CN116063894 A CN 116063894A CN 202211609277 A CN202211609277 A CN 202211609277A CN 116063894 A CN116063894 A CN 116063894A
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resin coating
antibacterial
surface energy
low surface
silicone oil
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吴旭
王瑶芝
于丹凤
徐秀彬
宋耐玺
钟珮玮
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Guangzhou University
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Guangzhou University
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D151/00Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/08Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C09D151/085Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds on to polysiloxanes
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/12Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
    • C08F283/124Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D133/00Coating 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
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14Paints containing biocides, e.g. fungicides, insecticides or pesticides
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    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1606Antifouling paints; Underwater paints characterised by the anti-fouling agent
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    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1656Antifouling paints; Underwater paints characterised by the film-forming substance
    • C09D5/1662Synthetic film-forming substance

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Abstract

The invention discloses a preparation method and application of a low-surface-energy antibacterial resin coating. The preparation method of the low-surface-energy antibacterial resin coating comprises the following steps: (1) The vinyl monomer reacts with the initiator to prepare the vinyl silicone oil modified resin. (2) The vinyl silicone oil modified resin and the antibacterial agent and the curing agent are subjected to cross-linking reaction to prepare the modified resin coating. (3) And curing the modified resin coating to obtain the low-surface-energy antibacterial resin coating. The low-surface-energy antibacterial resin coating has simple preparation process, excellent antibacterial performance and antibacterial adhesion resistance, and can be widely applied to antibacterial materials such as building coating, medical equipment, marine ships and the like.

Description

Preparation method and application of low-surface-energy antibacterial resin coating
Technical Field
The invention relates to the field of synthetic paint, in particular to a preparation method and application of a low-surface-energy antibacterial resin coating.
Background
Low surface energy coatings have received great attention in industry and academic research fields due to their excellent anti-fouling self-cleaning properties, environmental friendliness, and the like.
However, the existing anti-fouling, anti-adhesion and anti-graffiti coating is easy to be infected by various microorganisms in the use process, so that the coating is partially or wholly invalid, the long-term anti-fouling performance is difficult to realize, and the use and large-area popularization of the anti-fouling coating in the actual environment are limited. Therefore, designing and constructing a coating with both anti-fouling and antibacterial functions has great prospect in the field of paint. Triclosan (TCS) is a biocide which has strong lipid solubility and good cell penetration and has broad-spectrum effective inhibition and killing effects on microorganisms such as gram-positive bacteria, gram-negative bacteria, fungi and viruses. Triclosan containing active hydroxyl is introduced into a polymer system as a side chain to construct the mildew-proof and antifouling coating, and the method has profound scientific significance and wide application prospect.
Disclosure of Invention
Aiming at the problems in the prior art, the invention aims to provide a preparation method and application of a low-surface-energy antibacterial resin coating. The preparation method is simple to operate and easy to realize industrialization, and the prepared coating has low surface energy and good antifouling effect, can inhibit the growth of bacteria and mold, and has great application potential in industries such as construction, ships and the like.
In a first aspect, the present invention provides a method for preparing a low surface energy antimicrobial resin coating, comprising the steps of:
(1) Adding an initiator into vinyl monomers, then dissolving the initiator into a solvent, and stirring the mixture to react to prepare vinyl silicone oil modified resin;
(2) Mixing vinyl silicone oil modified resin with an antibacterial agent, adding polyisocyanate as a curing agent, and preparing a modified resin coating through a crosslinking reaction;
(3) And (3) spraying the modified resin coating on the glass sheet to form a resin coating, and then placing the resin coating into an oven for curing to obtain the low-surface-energy antibacterial resin coating.
Preferably, in the step (1), the vinyl monomer includes a crosslinking monomer, a film-forming monomer as a base monomer, and vinyl silicone oil as a low surface energy monomer; the initiator is one or more of azodiisobutyronitrile, azodiisoheptonitrile and dimethyl azodiisobutyrate; the solvent is one or more of methyl ethyl ketone, acetone, ethyl acetate, butyl acetate, toluene, dimethylformamide, tetrahydrofuran, dioxane, ethylene glycol methyl ether, propylene glycol methyl ether, ethylene glycol methyl ether acetate, propylene glycol methyl ether acetate, isopropanol, propylene glycol and halogenated hydrocarbon.
Preferably, the crosslinking monomer comprises one or more of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate and hydroxypropyl methacrylate.
Preferably, the film forming monomer comprises one or more of methyl acrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, stearyl acrylate, stearyl methacrylate, isobornyl acrylate and styrene.
Preferably, the vinyl silicone oil comprises one or more of vinyl silicone oil with a molecular weight of 50-5000 and high vinyl silicone oil, wherein the mass proportion of the vinyl silicone oil accounts for 10-30% of that of the vinyl monomer.
Preferably, in the step (1), the reaction temperature is 70-100 ℃ and the reaction time is 6-10 h.
Preferably, in the step (2), the antibacterial agent is a phenol organic compound with hydroxyl, specifically comprising one or more of triclosan and dichlorometacin, and the molar amount of the reaction component in the antibacterial agent is 0-2 mol.
Preferably, in the step (2), the crosslinking reaction is completed by heating in a water bath at a temperature of 0 to 100 ℃ for a time of 1 to 5 hours.
Preferably, in the step (3), the curing temperature is 120 ℃ and the curing time is 3 hours.
The invention provides a low-surface-energy antibacterial resin coating, which is prepared by the preparation method.
In a second aspect, the present invention provides the use of a low surface energy antimicrobial resin coating as an antimicrobial material.
The beneficial effects of the invention are as follows:
1. phenol antibacterial agents have been widely used in a variety of consumer products such as personal care products including toothpaste, cosmetics, antiperspirants, deodorants, etc., and are inexpensive, safe and have a good antibacterial effect, and after being introduced into resins, they can prevent the solution from being contaminated with bacteria and mold, and extend the life of the paint.
2. Organosilicon/fluorine materials are the most important and most commonly used low surface energy hydrophobic materials, but because fluorine materials are toxic, safe and environment-friendly organosilicon materials are receiving more attention; the low-surface-energy hydrophobic coating has important properties such as water resistance, pollution resistance, adhesion resistance and the like, so that the coating has profound scientific significance and application prospect.
3. The low-surface-energy antibacterial resin coating prepared by the invention has the dual functions of antifouling and antibacterial, and the preparation method is simple and can realize industrialization.
Drawings
The invention will be further described with reference to the accompanying drawings, in which embodiments do not constitute any limitation of the invention, and other drawings can be obtained by one of ordinary skill in the art without inventive effort from the following drawings.
FIG. 1 is a graph comparing the sliding angle results of the resin coatings prepared in examples 1-5 of the present invention with water.
FIG. 2 is a graph comparing the sliding angle results of the resin coatings prepared in examples 3 and 6 of the present invention with respect to water.
FIG. 3 is a schematic view showing the antibacterial effect of the resin coatings prepared in examples 1 to 5 of the present invention.
FIG. 4 is a schematic view showing the mildew-proof effect of the resin coating prepared in example 3 of the present invention.
FIG. 5 is a schematic view showing the antibacterial effect of the resin coatings prepared in examples 3 and 6 according to the present invention.
Detailed Description
The following describes the embodiments of the present invention further with reference to the drawings. The description of these embodiments is provided to assist understanding of the present invention, but is not intended to limit the present invention. In addition, the technical features of the embodiments of the present invention described below may be combined with each other as long as they do not collide with each other.
Example 1
A preparation method of a polyacrylic resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile and 10 parts of propylene glycol methyl ether acetate was dropwise added to the three-necked flask at a constant speed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the resin.
(2) Mixing 3.6 parts of resin with 0.62 part of polyisocyanate curing agent, adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the antibacterial polyacrylic resin coating.
(3) Sucking 0.2mL of antibacterial polyacrylic resin coating by using a plastic dropper, uniformly spraying on both sides of a glass sheet to form a resin coating, and finally curing in a blast drying oven at 120 ℃ for 3 hours to obtain the polyacrylic resin coating.
Example 2
The preparation method of the polyacrylic acid antibacterial resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile and 10 parts of propylene glycol methyl ether acetate was dropwise added to the three-necked flask at a constant speed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the resin.
(2) Mixing 3 parts of resin with 0.62 part of polyisocyanate curing agent and 0.145 part of triclosan, then adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the polyacrylic resin coating with antibacterial property.
(3) Sucking 0.2mL of polyacrylic resin coating with antibacterial property by using a plastic dropper, uniformly spraying on both sides of a glass sheet to form a resin coating, and finally curing in a blast drying oven at 120 ℃ for 3 hours to obtain the polyacrylic acid antibacterial resin coating.
Example 3
The preparation method of the polyacrylic acid antibacterial resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile and 10 parts of propylene glycol methyl ether acetate was dropwise added to the three-necked flask at a constant speed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the resin.
(2) Mixing 2.4 parts of resin with 0.62 part of polyisocyanate curing agent and 0.29 part of triclosan, then adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the polyacrylic resin coating with antibacterial property.
(3) Sucking 0.2mL of polyacrylic resin coating with antibacterial property by using a plastic dropper, uniformly spraying on both sides of a glass sheet to form a resin coating, and finally curing in a blast drying oven at 120 ℃ for 3 hours to obtain the polyacrylic acid antibacterial resin coating.
Example 4
The preparation method of the polyacrylic acid antibacterial resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile and 10 parts of propylene glycol methyl ether acetate was dropwise added to the three-necked flask at a constant speed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the resin.
(2) Mixing 1.8 parts of resin with 0.62 part of polyisocyanate curing agent and 0.435 part of triclosan, then adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the polyacrylic resin coating with antibacterial property.
(3) Sucking 0.2mL of polyacrylic resin coating with antibacterial property by using a plastic dropper, uniformly spraying on both sides of a glass sheet to form a resin coating, and finally curing in a blast drying oven at 120 ℃ for 3 hours to obtain the polyacrylic acid antibacterial resin coating.
Example 5
The preparation method of the polyacrylic acid antibacterial resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile and 10 parts of propylene glycol methyl ether acetate was dropwise added to the three-necked flask at a constant speed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the resin.
(2) Mixing 1.2 parts of resin with 0.62 part of polyisocyanate curing agent and 0.58 part of triclosan, then adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the polyacrylic resin coating with antibacterial property.
(3) Sucking 0.2mL of polyacrylic resin coating with antibacterial property by using a plastic dropper, uniformly spraying on both sides of a glass sheet to form a resin coating, and finally curing in a blast drying oven at 120 ℃ for 3 hours to obtain the polyacrylic acid antibacterial resin coating.
Example 6
The preparation method of the low-surface-energy antibacterial resin coating comprises the following steps:
(1) According to the weight portions, firstly adding 0.1 portion of azodiisobutyronitrile and 12.5 portions of ethylene glycol methyl ether acetate into a three-neck flask, stirring and mixing, heating to 85 ℃ and preserving heat; then, a mixture of 8 parts of methyl methacrylate, 2.5 parts of butyl acrylate, 4.5 parts of hydroxyethyl methacrylate, 0.1 part of azobisisobutyronitrile, 10 parts of propylene glycol methyl ether acetate and 1.5 parts of vinyl-terminated silicone oil (accounting for 10% of the total monomer content) is dropwise added into the three-neck flask at a constant speed, and the dropwise addition is completed for 1.5 hours; finally, dividing 0.2 part of azodiisobutyronitrile into two equal parts, dropwise adding one part every 1h, and continuously maintaining the temperature of 85 ℃ for 2h after the dropwise adding is finished to obtain the vinyl silicone oil modified resin.
(2) Mixing 2.4 parts of vinyl silicone oil modified resin with 0.62 part of polyisocyanate curing agent and 0.29 part of triclosan, then adding 5 parts of propylene glycol methyl ether acetate, heating in a water bath at 60 ℃, and stirring for reacting for 2 hours to obtain the modified resin coating.
(3) Sucking 0.2mL of modified resin coating by using a plastic dropper, uniformly spraying and coating on both sides of a glass sheet to form a resin coating, and finally curing the resin coating in a blast drying oven with the temperature of 120 ℃ for 3 hours to obtain the low-surface-energy antibacterial resin coating.
Table 1 shows the mass ratios of the resin/vinyl silicone oil-modified resin to triclosan in examples 1-6 step (2)
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Experimental example 1
The resin coatings prepared in examples 1-5 were subjected to a water slip angle test.
The experimental results show that:
as shown in FIG. 1, the increase in triclosan content has little effect on the liquid blocking resistance. This is because no silicone oil is added, and no micro-nano structure with low surface energy is formed on the surface of the resin coating, so that the anti-adhesion performance is not greatly different.
Experimental example 2
The resin coatings prepared in examples 3 and 6 were subjected to a water sliding angle test.
The experimental results show that:
as shown in fig. 2, the resin coating with silicone oil has a significantly smaller sliding angle to water than the non-silicone oil resin coating in example 3, which shows that the silicone oil segment in the resin coating in example 6 acts to form a micro-nano structure with low surface energy, thereby achieving the effect of waterproof adhesion.
Experimental example 3
An antibacterial test was performed on the resin coatings prepared in examples 1 to 5. First, 0.5mL of E.coli bacterial liquid (bacterial liquid concentration: 10) was added to the resin coating (1 cm. Times.1 cm) and 1 blank glass substrate prepared in examples 1 to 5, respectively 7 and/mL) and then inoculated in a tube with 4.5mL of PBS solution for 12h. After the culture is completed, 500uL of the cultured liquid is diluted and shaken uniformly in 4.5mL of PBS solution, 100uL of the diluted liquid is taken in an agar culture medium, and the agar culture medium is uniformly coated by a coating rod. Finally, placing the culture dish into a constant temperature incubator at 37 ℃ for culturing for 14 hours, observing the phenomenon of the culture dish, and taking a picture.
The experimental results show that:
as shown in fig. 3, the blank glass substrate and the resin coating without triclosan had no remarkable antibacterial effect, but the more triclosan was added, the better the antibacterial effect, but when the triclosan content was too much, the film forming property was poor. Thus, example 3 (resin: triclosan=2:1) was selected for further anti-bacterial adhesion experiments herein.
Experimental example 4
The resin coating prepared in example 3 was subjected to a mildew-proof experiment. The Aspergillus niger liquid was first diluted, then placed in a spray bottle, PDA medium (potato dextrose agar medium) was prepared and poured into a plate. 100uL of the resin coating solution prepared in example 3 was taken in a petri dish and uniformly coated with a coating rod. Finally, placing the culture dish into a constant temperature incubator at 28 ℃ for 7 days, observing the phenomenon of the culture dish, and taking a picture.
The experimental results show that:
as shown in FIG. 4, the black flocked colonies of the blank group are obviously more than those of the experimental group by comparison of the growth conditions of Aspergillus niger, which shows that the resin coating added with triclosan has good mildew-proof effect.
Experimental example 5
The resin coatings prepared in examples 3 and 6 were subjected to an anti-bacterial adhesion test. First, 0.5mL of E.coli bacterial liquid (bacterial liquid concentration: 10) was added to each of the resin coating layers (1 cm. Times.1 cm) and 1 blank glass substrate prepared in example 3 and example 6 6 and/mL) and then inoculated in a tube with 4.5mL of PBS solution for 4h. After the incubation was completed, the glass sheet was removed using forceps, rinsed with an appropriate amount of PBS buffer, then placed into a tube containing PBS buffer, and sonicated for 3min. 100uL of the sonicated liquid was placed in agar medium and uniformly spread with a spreading bar. Finally, placing the culture dish into a constant temperature incubator at 37 ℃ for culturing for 14 hours, observing the phenomenon of the culture dish, and taking a picture.
The experimental results show that:
as shown in fig. 5, it can be seen from comparison that the experimental group in which the vinyl silicone oil was added in example 6 has a smaller relative colony count than that of the blank glass substrate, indicating that the low surface energy antibacterial resin coating has a good antibacterial adhesion effect due to the low surface energy of the substrate surface, and bacteria are difficult to grow on the coating surface, thereby reducing adhesion of bacteria.
The embodiments of the present invention have been described in detail above with reference to the accompanying drawings, but the present invention is not limited to the described embodiments. It will be apparent to those skilled in the art that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the invention, and yet fall within the scope of the invention.

Claims (11)

1. The preparation method of the low-surface-energy antibacterial resin coating is characterized by comprising the following steps of:
(1) Adding an initiator into vinyl monomers, then dissolving the initiator into a solvent, and stirring the mixture to react to prepare vinyl silicone oil modified resin;
(2) Mixing vinyl silicone oil modified resin with an antibacterial agent, adding polyisocyanate as a curing agent, and preparing a modified resin coating through a crosslinking reaction;
(3) And (3) spraying the modified resin coating on the glass sheet to form a resin coating, and then placing the resin coating into an oven for curing to obtain the low-surface-energy antibacterial resin coating.
2. The method for preparing a low surface energy antibacterial resin coating according to claim 1, wherein in the step (1), the vinyl monomer comprises a crosslinking monomer, a film-forming monomer as a basic monomer and vinyl silicone oil as a low surface energy monomer; the initiator is one or more of azodiisobutyronitrile, azodiisoheptonitrile and dimethyl azodiisobutyrate; the solvent is one or more of methyl ethyl ketone, acetone, ethyl acetate, butyl acetate, toluene, dimethylformamide, tetrahydrofuran, dioxane, ethylene glycol methyl ether, propylene glycol methyl ether, ethylene glycol methyl ether acetate, propylene glycol methyl ether acetate, isopropanol, propylene glycol and halogenated hydrocarbon.
3. The method for preparing a low surface energy antibacterial resin coating according to claim 2, wherein the crosslinking monomer comprises one or more of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate and hydroxypropyl methacrylate.
4. The method for preparing the antibacterial resin coating with low surface energy according to claim 2, wherein the film-forming monomer comprises one or more of methyl acrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, stearyl acrylate, stearyl methacrylate, isobornyl acrylate and styrene.
5. The method for preparing a low surface energy antibacterial resin coating according to claim 2, wherein the vinyl silicone oil comprises one or more of vinyl terminated silicone oil and high vinyl silicone oil with molecular weight of 50-5000, wherein the mass proportion of the vinyl silicone oil is 10-30% of the vinyl monomer.
6. The method for preparing a low surface energy antibacterial resin coating according to claim 1, wherein in the step (1), the reaction temperature is 70-100 ℃ and the reaction time is 6-10 h.
7. The method for preparing a low surface energy antibacterial resin coating according to claim 1, wherein in the step (2), the antibacterial agent is a phenol organic compound with hydroxyl, specifically comprises one or more of triclosan and dichlorohydrin, and the molar amount of the reaction component in the antibacterial agent is 0-2 mol.
8. The method for preparing a low surface energy antibacterial resin coating according to claim 1, wherein in the step (2), the crosslinking reaction is performed by heating in a water bath at a temperature of 0 to 100 ℃ for a time of 1 to 5 hours.
9. The method for preparing a low surface energy antibacterial resin coating according to claim 1, wherein in the step (3), the curing temperature is 120 ℃ and the curing time is 3 hours.
10. A low surface energy antimicrobial resin coating prepared by the method of any one of claims 1-9.
11. Use of a low surface energy antimicrobial resin coating according to claim 10 as an antimicrobial material.
CN202211609277.5A 2022-12-14 2022-12-14 Preparation method and application of low-surface-energy antibacterial resin coating Pending CN116063894A (en)

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CN113136013A (en) * 2021-03-31 2021-07-20 常州市嘉诺有机硅有限公司 Acrylic acid modified vinyl organic silicon resin and preparation method thereof
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