Antimicrobial agent composition

A combination of a water-insoluble acrylic polymer and antibacterial agent forms a durable treatment film, addressing the challenge of maintaining antibacterial properties on surfaces in water environments by effectively suppressing drug-resistant bacteria growth.

JP2025102117APending Publication Date: 2025-07-08KAO CORP
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Patent Information

Application Number
JP2023219352
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-26
Publication Date
2025-07-08

AI Technical Summary

Technical Problem

Existing antibacterial agents are insufficient for maintaining antibacterial properties on surfaces in water environments due to washability and lack of water durability, and there is a need for effective suppression of drug-resistant bacteria growth between cleanings.

Method used

A composition combining a water-insoluble acrylic polymer with an antibacterial agent is applied to form a treatment film with high water durability and antibacterial effect, using components (A) Water-insoluble acrylic polymer, (B) Solvent, and (C) Antibacterial agent.

Benefits of technology

The composition imparts high water durability and effective antibacterial properties to surfaces, suppressing infection from drug-resistant bacteria and maintaining antibacterial efficacy in water environments.

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Abstract

To provide an antimicrobial agent composition that exhibits an excellent antimicrobial effect especially in environments around water.SOLUTION: An antimicrobial agent composition comprises the following components (A), (B), and (C): (A) a water-insoluble acrylic polymer; (B) a solvent: and (C) an antimicrobial agent.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to an antibacterial composition and an antibacterial method.

Background Art

[0002] Administration of antibacterial drugs greatly contributes to the cure of infectious diseases caused by microorganisms and the improvement of the prognosis of patients. On the other hand, in recent years, various drug-resistant bacteria with resistance to antibacterial drugs have been confirmed, and the number of cases where the treatment of infectious diseases has become difficult is increasing. It is estimated that if no countermeasures are taken, the annual number of deaths will reach 10 million by 2050 (Non-Patent Document 1). In particular, in order to suppress the infection of drug-resistant bacteria in hospitals, it is necessary to remove drug-resistant bacteria from the target surface by regularly cleaning the surfaces such as the area around water, which is a reservoir of drug-resistant bacteria (Non-Patent Document 2), and various humans such as patients and medical staff who come into frequent contact. However, the complexity and the regrowth on the target surface after cleaning have become problems. The cleaning interval of the target hospital water area is generally once a day, which is insufficient to maintain a low bacterial count in the water area where drug-resistant bacteria adhere frequently. Therefore, an antibacterial technology is required to suppress the growth of bacteria on the target surface between cleanings. In addition, water durability is required to suppress the growth of bacteria in the water environment.

[0003] PMEA: poly(2-methoxyethyl acrylate), which is one of the water-insoluble acrylic polymers, is used for surface coating of medical devices that come into contact with blood, such as ECMO (extracorporeal membrane oxygenation), as a protein adhesion suppressing material (for example, Patent Document 1). In addition, some commercially available water-insoluble acrylic polymers are formulated for the purpose of improving styling properties as hair styling agents (for example, Patent Document 2). On the one hand, polyhexamethylene biguanide (PHMB), 1,2-benzisothiazolin-3-one (BIT), etc. have antibacterial effects against bacteria such as Escherichia coli and Staphylococcus aureus, and are used as antibacterial agents. However, even if these antibacterial agents are sprayed on the surface in contact with water, they are easily washed away, so they are insufficient as a means to maintain the antibacterial property of the target surface. Therefore, it is expected that an antibacterial property can be imparted to the target surface by forming a surface in which a water-insoluble acrylic polymer is used as a binder and an antibacterial agent is supported. On the other hand, no report on the antibacterial effect of mixing the above-mentioned antibacterial agent and an acrylic polymer has been confirmed. There is a report (Non-Patent Document 3) that the viable cell counts of Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli) decreased by 96.1% and 93.2% respectively by using an elastomer surface obtained by mixing polyacrylic acid with PMEA, but this effect is considered insufficient in the environment around water where microorganisms may be continuously supplied by drainage.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Non-Patent Documents

[0005]

Non-Patent Document 1

Non-Patent Document 2

Non-Patent Document 3

Summary of the Invention

Problems to be Solved by the Invention

[0006] The present invention particularly relates to providing an antibacterial composition that exhibits excellent water durability and antibacterial effect in an environment around water.

Means for Solving the Problems

[0007] The present inventor has found that when a solution in which a water-insoluble acrylic polymer is dissolved in a base and an antibacterial agent are mixed and surface treatment is performed, a treatment film having high water durability is formed and an excellent antibacterial effect is exhibited.

[0008] That is, the present invention relates to the following 1) to 3). 1) The following components (A), (B) and (C); (A) Water-insoluble acrylic polymer (B) Solvent (C) Antibacterial agent An antibacterial composition containing the same. 2) A treatment film formed on a target surface using the above antibacterial composition. 3) An antibacterial method of applying the above antibacterial composition to a target surface.

Effects of the Invention

[0009] According to the present invention, high water durability and antibacterial properties can be imparted to a target surface, and infection with drug-resistant bacteria or the like through the target surface can be suppressed.

Modes for Carrying Out the Invention

[0010] The antibacterial composition of the present invention contains a water-insoluble acrylic polymer as component (A). Here, in the present specification, "water-insoluble" means a property of not dissolving in water alone but dissolving in an organic solvent such as alcohol. An acrylic polymer is a polymer containing a structural unit derived from a monomer having a (meth)acrylic group. The "(meth)acrylic group" means both an acrylic group and a methacrylic group. The water-insoluble acrylic polymer may be a homopolymer or a copolymer. It may also be a mixture of two or more components.

[0011] As the water-insoluble acrylic polymer, those having one or more structural units represented by the following formula are preferred.

[0012] <Structural unit represented by the formula> The structural unit represented by the formula in this specification has the following structure.

[0013] [Chemical formula]

[0014] (The formula refers to a homopolymer or a copolymer composed of two or more components. In the formula, R1 represents a hydrogen atom or a methyl group. When X1 is an oxygen atom, -Y1 is an alkyl group having 1 to 18 carbon atoms, a polyoxyethylene (EO) chain having a methyl group or an ethyl group at the end, an alkyl chain having 1 or 2 carbon atoms with a quaternary ammonium group at the end, or a hydrogen atom. When X1 is NH, -Y1 is an alkyl group having 1 to 8 carbon atoms or an isobutyl methyl ketone group, and n is a repeating unit.) The number average molecular weight (Mn) of the water-insoluble acrylic polymer represented by the above formula is desirably in the range of 5,000 to 500,000, preferably in the range of 10,000 to 100,000. Examples of the commercially available water-insoluble acrylic polymer represented by the above formula include Plus Size L-9909B, Plus Size L-9540B, Plus Size L-53, and Plus Size L-514 manufactured by Gohsei Chemical Industry Co., Ltd.

[0015] Examples of the water-insoluble acrylic polymer represented by the above formula include poly(2-methoxyethyl acrylate), poly(2-ethoxyethyl acrylate), poly[2-(2-methoxyethoxy)ethyl acrylate], poly[2-(2-ethoxyethoxy)ethyl acrylate], poly[2-(2-methoxyethoxy)ethyl methacrylate], poly[2-(2-ethoxyethoxy)ethyl methacrylate], poly[2-(2-(2-methoxyethoxy)ethoxy)ethyl acrylate], poly[2-(2-(2-methoxyethoxy)ethoxy)ethyl methacrylate], polymethyl methacrylate, and the like. Among them, from the viewpoint of a particularly commonly used material, poly(2-methoxyethyl acrylate) is preferable. Commercially available water-insoluble acrylic polymers can be purchased. Alternatively, they can be produced by known chemical synthesis. One or more water-insoluble acrylic polymers can be used.

[0016] From the viewpoint of the loading property of the antibacterial agent, the content of the component (A) in the antibacterial agent composition of the present invention is preferably 0.1% by mass or more, more preferably 0.33% by mass or more. From the viewpoint of the stability of the antibacterial agent composition, it is preferably 40% by mass or less, more preferably 10% by mass or less.

[0017] The antibacterial agent composition of the present invention contains a solvent as the component (B). In the present specification, the solvent is one that dissolves the water-insoluble acrylic polymer. As the solvent, either a polar solvent or a nonpolar solvent can be used. Examples of the polar solvent include alcohols such as methanol, ethanol, propanol, isopropanol, butanol, and isobutanol; ketones such as acetone, methyl ethyl ketone, diethyl ketone, and methyl propyl ketone; and polyols such as propylene glycol and triethylene glycol. From the viewpoint of solubility, the polar solvent may be a mixture with water. The content of water in the mixture is preferably 1 to 10 v / v%. Examples of nonpolar solvents include dimethyl ether, liquid propane, petrolatum, lanolin, castor oil, paraffinic hydrocarbons (e.g., liquid paraffin, etc.). From the perspective of solubility, polar solvents are preferred as the solvent, alcohols having 1 to 4 carbon atoms are more preferred, and alcohols having 1 to 3 carbon atoms are even more preferred. One or more solvents can be used.

[0018] From the perspective of dissolving component (A), the content of component (B) in the antibacterial agent composition of the present invention is preferably 0.1% by mass or more, more preferably 1% by mass or more, still more preferably 10% by mass or more, and even more preferably 90% by mass or more. Also, from the perspective of antibacterial effect, it is preferably 99.99% by mass or less, more preferably 99.9% by mass or less.

[0019] From the perspective of the solubility of component (A), the mass ratio [(B) / (A)] of component (A) and component (B) in the antibacterial agent composition of the present invention is preferably 1 or more, more preferably 3 or more, still more preferably 10 or more.

[0020] The antibacterial agent composition of the present invention contains an antibacterial agent as component (C). The antibacterial agent is not particularly limited, and inorganic antibacterial agents, natural extraction antibacterial agents, organic, aliphatic, aromatic compound antibacterial agents, etc. can be used. One or more antibacterial agents can be used. Examples of inorganic antibacterial agents include metal oxides such as zinc oxide, silver oxide, aluminum oxide, titanium oxide, calcium oxide, magnesium oxide, and silver complexes. Examples of natural extraction antibacterial agents include hinokitiol, chitosan, catechin, etc. Examples of organic, aliphatic, and aromatic compound antibacterial agents include quaternary ammonium salts such as dialkyldimethylammonium salts and alkyldimethylammonium salts, isothiazolin-based antibacterial agents such as 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one (BIT), biguanide-based antibacterial agents such as polyhexamethylene biguanide (PHMB), and pyrithione. Here, as the alkyl group of the quaternary ammonium salt, linear alkyls having 8 to 18 carbon atoms, for example, octyl, decyl, dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (cetyl), heptadecyl, and octadecyl (stearyl) can be mentioned, and octyl, decyl, and dodecyl are preferable. Further, the ammonium salt is a salt with halide ions such as F - , Cl - , Br - , I - etc., and salts with NO - , SO4 2- etc. can be mentioned, and a salt with a halide ion is preferable, and a salt with a chloride ion is more preferable. Among them, from the viewpoint of the effect, the antibacterial agent is preferably silver oxide, a silver complex, a quaternary ammonium salt, 1,2-benzisothiazolin-3-one (BIT), polyhexamethylene biguanide (PHMB), or zinc pyrithione.

[0021] The content of component (C) in the antibacterial agent composition of the present invention can be appropriately set according to the type, but from the viewpoint of antibacterial properties, it is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and still more preferably 0.1% by mass or more.

[0022] The mass ratio [(C) / (A)] of component (A) and component (C) in the antibacterial agent composition of the present invention is preferably 0.03 or more, more preferably 0.1 or more, and still more preferably 0.3 or more from the viewpoint of antibacterial properties.

[0023] In addition to the above components, the antibacterial composition of the present invention may contain, within a range that does not impair the effects of the present invention, for example, surfactants, polymers, chelating agents, humectants, lubricants, builders, buffers, abrasives, electrolytes, bleaching agents, fragrances, dyes, foam control agents, corrosion inhibitors, essential oils, thickeners, pigments, gloss improvers, enzymes, detergents, dispersants, silicones, water-attracting substances and other additives in appropriate combinations. The content of the additives can be appropriately set within a range that does not impair the object of the present invention.

[0024] The antibacterial composition of the present invention can be produced by an appropriate method. For example, it can be produced by mixing components (A), (B) and (C), and other components if necessary. The mixing order of each component is not particularly limited and can be mixed in any order, but from the viewpoint of dissolving component (A), it is preferable to mix component (C) after mixing component (A) and component (B).

[0025] The antibacterial composition of the present invention may be liquid, gel-like or the like, but is preferably liquid. When it is to be in a gel form, for example, it can be prepared by appropriately adding a water-soluble gelling agent such as carrageenan or gellan gum, an oil-soluble gelling agent such as metal soap or aluminum octylate, or a natural gelling agent or a synthetic gelling agent according to a conventionally known method.

[0026] As shown in the following examples, when surface treatment is carried out using a solution obtained by dissolving various water-insoluble acrylic polymers in ethanol and a composition containing various antibacterial agents, a treatment film with high water durability is formed, and it exhibits excellent antibacterial effects against various microorganisms including various Gram-positive bacteria and Gram-negative bacteria. For example, it exhibits excellent antibacterial effects against Staphylococcus aureus, Enterococcus faecium, Enterobacter cloacae, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Acinetobacter baumannii. Therefore, the combination of the water-insoluble acrylic polymer, the solvent, and the antibacterial agent can be an active ingredient of the antibacterial composition and can be used to produce the antibacterial composition. In addition, if a composition containing a water-insoluble acrylic polymer, a solvent, and an antibacterial agent is applied to the target surface, antibacterial properties can be imparted to the target surface.

[0027] The microorganisms targeted by the antibacterial composition of the present invention include various species, such as Gram-positive bacteria, Gram-negative bacteria, or their drug-resistant bacteria. Examples of Gram-positive bacteria include bacteria of the genus Bacillus such as Bacillus subtilis, Bacillus anthracis, and Bacillus cereus; bacteria of the genus Listeria such as Listeria monocytogenes, Listeria ivanovii, and Listeria seeligeri; bacteria of the genus Alicyclobacillus such as A. acidoterrestris (formerly B. acidoterrestris); bacteria of the genus Staphylococcus such as S. aureus (Staphylococcus aureus); bacteria of the genus Streptococcus such as S. pyogenes; bacteria of the genus Clostridium such as C. botulinum (Clostridium botulinum), C. perfringens (Clostridium perfringens), and C. sporogens; bacteria of the genus Clostridioides such as C. difficile; bacteria of the genus Leuconostoc such as L. mesenteroides; bacteria of the genus Desulfotomaculum such as D. nigrificans; bacteria of the genus Enterococcus such as E. faecalis, E. faecium, E. gallinarum, and E. casseriflavus; and bacteria of the genus Streptococcus such as S. pneumoniae (Streptococcus pneumoniae). Examples of Gram-negative bacteria include Shigella bacteria such as S. dysenteriae (Shigella subgroup A), S. flexneri (Shigella subgroup B), S. boydii (Shigella subgroup C), S. sonnei (Shigella subgroup D); Brucella bacteria; Escherichia coli such as E. coli O157; Salmonella bacteria such as S. typhi (typhoid bacillus), S. paratyphi A (paratyphoid A bacillus), S. paratyphi B (paratyphoid B bacillus), S. Typhimurium (mouse typhoid bacillus), S. Enteritidis (Geltrner bacillus); Vibrio bacteria such as V. cholerae (cholera bacillus), V. parahaemolyticus (Vibrio parahaemolyticus); Pseudomonas bacteria such as P. aeruginosa (Pseudomonas aeruginosa); Acinetobacter bacteria such as A. baumannii; Klebsiella bacteria such as K. pneumoniae (Klebsiella pneumoniae); Stenotrophomonas bacteria such as S. maltophilia; Enterobacter bacteria such as E. cloacae, etc. Examples of drug-resistant bacteria include bacteria that are resistant to specific or multiple antibacterial drugs, such as MRSA (methicillin-resistant Staphylococcus aureus), PRSP (penicillin-resistant Streptococcus pneumoniae), VRE (vancomycin-resistant Enterococcus), extended-spectrum β-lactamase (ESBL)-producing bacteria, AmpC-producing bacteria, MDRP (multidrug-resistant Pseudomonas aeruginosa), CRE (carbapenem-resistant Enterobacteriaceae bacteria), CPE (carbapenemase-producing Enterobacteriaceae bacteria), MDRA (multidrug-resistant Acinetobacter bacteria), etc. Among them, in the present invention, it is suitable for Staphylococcus bacteria, Escherichia coli, Enterococcus bacteria, Klebsiella bacteria, Acinetobacter bacteria, Pseudomonas bacteria, and Enterobacter bacteria.

[0028] In the present invention, the term "antibacterial" includes both the concepts of "bactericidal" and "sterilization" that kill microorganisms, and "bacteriostatic" and "bacteriostatic" that suppress the generation, growth, and proliferation of microorganisms.

[0029] The target surfaces to which the antibacterial agent composition of the present invention is applied include the skin or mucous membranes of animals to which bacteria adhere, and the hard or soft surfaces of inanimate objects. Among them, it is suitable for the hard or soft surfaces of inanimate objects. Here, examples of the surface of inanimate objects include hard surfaces such as counters, sinks, toilets, washbasins, toilets, bathtubs, shower stalls, floors, windows, doorknobs, walls, drains, faucets, pipes, etc. in business facilities such as homes and hospitals; handrails, tables; hard surfaces of various utensils, tools, sundries, stationery, etc. such as kitchen supplies, furniture, telephones, personal computers, calculators, air purifiers, humidifiers, medical devices, buttons of various devices, toys, etc.; and soft surfaces such as textile products (carpets, area rugs, curtains, bedding, fabric furniture, clothing, masks, etc.).

[0030] The mode of applying the antibacterial agent composition of the present invention to the target surface is not particularly limited, and any method such as directly applying the antibacterial agent composition to the treatment target, spraying the antibacterial agent composition by diffusion onto the treatment target, or wiping the target surface with a sheet, gauze, towel, wet wipe, tissue, wet tissue, etc. impregnated with the antibacterial agent composition may be used. In addition, a method of filling the antibacterial agent composition into a known spray container such as a trigger spray container (direct pressure or accumulator type), a dispenser-type pump spray container, or an aerosol spray container equipped with a pressure-resistant container, and appropriately adjusting the spray amount to spray the treatment target can be mentioned. After applying the antibacterial agent composition to the target surface, it is preferably left to dry. For example, it is preferably left for 10 minutes or more in the vicinity of water such as a washbasin. By doing so, a treatment film having high water durability and antibacterial properties can be formed on the target surface.

[0031] The usage amount of the antibacterial agent composition of the present invention can be appropriately adjusted according to the treatment mode, spatial environment such as temperature and humidity, etc., but is preferably 25 g / m 2 or more.

Example

[0032] Production Example Synthesis of PMEA: Poly(2-methoxyethyl acrylate) Into a 1 L separable flask, 317.1 g of ethanol (manufactured by Fujifilm Wako Pure Chemical Corporation) and 60 g of methoxyethyl acrylate (manufactured by Fujifilm Wako Pure Chemical Corporation) were placed, and while stirring at 150 rpm with a stirring blade, it was replaced with nitrogen gas for 30 minutes. After heating to 62°C under a nitrogen gas atmosphere, a previously dissolved V-65B (2,2'-azobis(2,4-dimethylvaleronitrile): manufactured by Fujifilm Wako Pure Chemical Corporation) / ethanol solution (V-65B: 0.46 g, ethanol: 22.90 g) was added, and the mixture was stirred at 62°C for 3 hours to cause a reaction. Then, the temperature was raised to 70°C, and stirring was continued for another 3 hours to cause a reaction. After completion of the reaction, ethanol was distilled off under reduced pressure and concentrated, and then added to a large excess of water. The obtained precipitate was collected and dried under reduced pressure at 80°C to obtain PMEA.

[0033] Test Example Antibacterial Test Details of typical components used in Examples and the like are summarized below. In the antibacterial test, PMEA, various commercially available products and their mixtures were used as water-insoluble acrylic polymers, and the following compounds were used as solvents and antibacterial agents, respectively, after being mixed. PMEA (Poly(2-methoxyethyl acrylate)): Refer to the above production example Commercially available water-insoluble acrylic polymer: Plus Size L-9909B (active ingredient: acrylate / alkyl acrylate (C1-18) / alkyl (C1-8) acrylamide) copolymer AMP), Plus Size L-9540B (active ingredient: acrylate / diacetone acrylamide) copolymer AMP), Plus Size L-53 (acrylate / diacetone acrylamide) copolymer, above, active ingredient concentration 40.0% by mass), Plus Size L-514 (active ingredient: polyquaternium-99, active ingredient concentration 30.0% by mass) (above, manufactured by Gohsei Chemical Industry Co., Ltd.) Ethanol: manufactured by FUJIFILM Wako Pure Chemical Corporation (active ingredient concentration: 99.5% by mass) BIT (1,2-Benzisothiazolin-3-one): manufactured by FUJIFILM Wako Pure Chemical Corporation Sanizol C: manufactured by Kao Corporation (active ingredient: alkyl (C12 - C16) benzyl dimethyl ammonium chloride, active ingredient concentration: 50% by mass) Zinc pyrithione: manufactured by FUJIFILM Wako Pure Chemical Corporation Proxel IB: manufactured by Lonza (active ingredient: polyhexamethylene biguanide hydrochloride, active ingredient concentration: 20% by mass) Oxidation: manufactured by FUJIFILM Wako Pure Chemical Corporation Proxel BDN: manufactured by Arkema Japan (active ingredient: 1,2-Benzisothiazolin-3-one, active ingredient concentration: 33% by mass)

[0034] <Preparation of test pieces> To the transparent part (61 × 26 [mm]) of a slide glass (manufactured by MATSUNAMI, Super Frost Slide Glass 76 × 26 [mm] S2441), 200 μL of each composition was applied and air-dried at room temperature. After drying, the surface was washed with sterilized deionized water and then air-dried again at room temperature. On the other hand, a substrate with nothing applied was used as a control for this slide glass.

[0035] <Antibacterial test> 〔Preparation of bacterial solution〕 The following were used as the test bacteria. Table 1 shows a list of the bacteria used in the antibacterial test.

[0036]

Table 1

[0037] The glycerol stock solutions stored at -80°C in Table 1 were each pre-cultured at 37°C for 24 hours using Soybean Casein Digest Agar (manufactured by Nippon Pharmaceutical Co., Ltd., SCD agar medium "Dai-go"). The next day, colonies were picked and streaked onto a new SCD agar medium, and cultured at 37°C for 24 hours. Add 4 mL of sterile physiological saline and 2.0 g of sterile glass beads to a 15 mL centrifuge tube (manufactured by AGC, φ = 3 mm), add the above-mentioned bacterial cells thereto, fix the centrifuge tube to a cute mixer (manufactured by AS ONE), and stir at 1500 rpm for 3 minutes at room temperature. Collect the bacterial solution, and using a spectrophotometer (manufactured by Hitachi High-Technologies Corporation, U-5100), measure the absorbance (OD600nm) at a wavelength of 600 nm and adjust it to OD = 1. Dilute this 100-fold with Soybean Casein Digest Broth (manufactured by Nippon Pharmaceutical Co., Ltd., SCD medium "Daiichi") to obtain a bacterial solution for evaluation.

[0038] [Contact between bacterial solution and treatment surface] Drop 100 μL of the bacterial solution onto each test piece, place it in a sterilized No. 2 petri dish (140×100×14.5 [mm]: manufactured by Eiken Chemical) with the test pieces treated with the same agent sandwiched, and culture at 32.5 °C for 24 hours. For the slide glass sandwiched with the bacterial solution, expose the surface where the bacterial solution adheres and wash it with sterilized ion-exchanged water using a pipetteman for 5 mL. Swab the surface of the test piece using Check II (manufactured by Eiken Chemical), vortex the container for 30 seconds to suspend the bacterial cells. Prepare a bacterial solution by serial dilution in steps of 10 times, add 3 μL to the SCD agar medium filled in a sterilized No. 2 petri dish, and culture at 37 °C for 18 - 24 hours. Also, for the undiluted suspension, add 50 μL to the SCD agar medium filled in a sterilized petri dish (Φ90 x 15 [mm]: manufactured by Ina Optica) so that the detection limit can be confirmed up to 1.313 [log(cfu / mL)]. Calculate the antibacterial activity value by the following method. Antibacterial activity value = log{(number of viable bacteria after 24-hour culture in untreated test piece) - (number of viable bacteria after 24-hour culture in treated test piece)} Show the results in the following table. Table 2 shows the results of antibacterial tests against S. aureus and E. coli, Table 3 shows the results of antibacterial tests for grasping the lower limit value of the concentration of the antibacterial agent used, and Table 4 shows the results of antibacterial tests for a combination of multiple drug-resistant bacteria or sensitive bacteria.

[0039]

Table 2-1

[0040]

Table 2-2

[0041]

Table 2-3

[0042]

Table 3-1

[0043]

Table 3-2

[0044]

Table 4

[0045] (3) Results As shown in Tables 2 to 4, in the treated films in which an antibacterial agent was mixed with PMEA or a commercially available water-insoluble acrylic polymer and its mixture, a remarkable antibacterial effect was shown regardless of whether it was a Gram-positive bacterium, Gram-negative bacterium, drug-resistant strain, or sensitive strain. On the other hand, when the polymer was surface-treated without adding the antibacterial agent, a sufficient reduction in the number of bacteria was not confirmed. From this, it was confirmed that the antibacterial property of the treated surface was ensured by mixing PMEA, a commercially available water-insoluble acrylic polymer or its mixture, and an antibacterial agent.

Claims

1. The following components (A), (B) and (C); (A) Water-insoluble acrylic polymer (B) Solvent (C) Antibacterial agent An antibacterial composition containing the same.

2. The antibacterial composition according to Claim 1, wherein the content of component (A) is 0.1 to 40% by mass.

3. The antibacterial composition according to Claim 1 or 2, wherein the content of component (B) is 0.05% by mass or more.

4. The antibacterial composition according to any one of Claims 1 to 3, wherein the content of component (C) is 0.01% by mass or more.

5. The antibacterial composition according to any one of Claims 1 to 4, wherein component (A) has one or more structural units represented by the following formula. 【Chemical Formula 1】 (The formula refers to a homopolymer or a copolymer composed of two or more components. In the formula, R 1 represents a hydrogen atom or a methyl group, and X 1 When is an oxygen atom, -Y 1 is an alkyl group having 1 to 18 carbon atoms, a polyoxyethylene (EO) chain having a methyl group or an ethyl group at the terminal, an alkyl chain having 1 or 2 carbon atoms having a quaternary ammonium group at the terminal, or a hydrogen atom, and X 1 When is NH, -Y 1 is an alkyl group having 1 to 8 carbon atoms or an isobutyl methyl ketone group, and n is a repeating unit.)

6. The antibacterial composition according to any one of Claims 1 to 5, wherein component (A) is composed of a single substance or a mixture of two or more substances.

7. The antibacterial composition according to any one of Claims 1 to 6, wherein component (B) is composed of alcohols having 1 to 4 carbon atoms or a mixture of the alcohols and water.

8. The antibacterial composition according to any one of Claims 1 to 7, wherein component (C) is silver oxide, a silver complex, a quaternary ammonium salt, an isothiazoline-based antibacterial agent, or a biguanide-based antibacterial agent.

9. The antibacterial composition according to any one of Claims 1 to 8 against microorganisms including drug-resistant bacteria.

10. The antibacterial composition according to Claim 9, wherein the microorganism is selected from bacteria of the genus Staphylococcus, Escherichia coli, Enterococcus bacteria, Klebsiella bacteria, Acinetobacter bacteria, Pseudomonas bacteria, and Enterobacter bacteria.

11. A treatment film formed on a target surface using the antibacterial composition according to any one of Claims 1 to 10.

12. An antibacterial method of applying the antibacterial composition according to any one of Claims 1 to 10 to a target surface.

Citation Information

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