WO2015046372A1 - 抗菌・抗ウィルス性塗料及び抗菌・抗ウィルス性塗膜の形成方法 - Google Patents
抗菌・抗ウィルス性塗料及び抗菌・抗ウィルス性塗膜の形成方法 Download PDFInfo
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- WO2015046372A1 WO2015046372A1 PCT/JP2014/075514 JP2014075514W WO2015046372A1 WO 2015046372 A1 WO2015046372 A1 WO 2015046372A1 JP 2014075514 W JP2014075514 W JP 2014075514W WO 2015046372 A1 WO2015046372 A1 WO 2015046372A1
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- WIPO (PCT)
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- antibacterial
- antiviral
- carboxylic acid
- quaternary ammonium
- coating film
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
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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
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
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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
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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
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
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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
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
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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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/092—Polycarboxylic acids
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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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
Definitions
- the present invention relates to an antibacterial / antiviral coating capable of forming an antibacterial / antiviral coating excellent in water resistance, and a method for forming an antibacterial / antiviral coating using the antibacterial / antiviral coating About.
- the present invention also relates to an antibacterial / antiviral coating film formed by this antibacterial / antiviral coating film forming method and a member having the antibacterial / antiviral coating film.
- Patent Document 1 proposes a method of forming a surface coating film with a paint added with a quaternary ammonium salt such as an alkyltrimethylammonium salt. . Patent Document 1 also describes that the durability of the coating film can be improved by further adding a coating film curing accelerator such as p-toluenesulfonic acid to the coating material for forming the surface coating film.
- a coating film curing accelerator such as p-toluenesulfonic acid
- antibacterial and antiviral coatings have been applied to a wide variety of products as the awareness of hygiene and beauty in the living environment has improved.
- water faucets such as faucet handles in kitchen sinks and bathrooms should not lose their antibacterial and antiviral properties even after being kept wet for a long time. It is required to be an antibacterial and antiviral coating having excellent properties.
- Patent Document 1 cannot be said to have sufficient water resistance, and there is a problem that the antibacterial and antiviral properties are lost when immersed in water.
- the present invention relates to an antibacterial / antiviral coating capable of forming an antibacterial / antiviral coating excellent in water resistance, and a method for forming an antibacterial / antiviral coating using the antibacterial / antiviral coating
- An object of the present invention is to provide an antibacterial / antiviral coating film formed by the method for forming an antibacterial / antiviral coating film, and a member having the antibacterial / antiviral coating film.
- the present inventors can solve the above problems by using a quaternary ammonium salt as an antibacterial component and a specific polyvalent carboxylic acid in combination. I found.
- the present invention has been achieved on the basis of such findings, and the gist thereof is as follows.
- quaternary ammonium salt represented by the following formula (1), a polyvalent carboxylic acid having a hydrocarbon group having 6 or more carbon atoms and two or more carboxyl groups ( B) and an antibacterial / antiviral paint characterized by comprising
- R 1 represents an alkyl group having 8 to 22 carbon atoms
- R 2A , R 2B and R 2C each independently represents an alkyl group having 1 to 3 carbon atoms.
- X represents a halogen atom. .
- the antibacterial / antiviral coating material includes 1 part of the quaternary ammonium salt (A) based on 100 parts by weight of the solid content of the acrylic-melamine resin coating material.
- Antibacterial / antiviral paint characterized by containing ⁇ 10 parts by weight.
- the antibacterial / antiviral paint comprises the quaternary ammonium salt (A) and the polyvalent carboxylic acid (B) in a quaternary ammonium salt (A ):
- Polycarboxylic acid (B) 1:
- a member comprising the antibacterial / antiviral coating film according to [7] formed on a surface.
- the quaternary ammonium salt (A) in the antibacterial / antiviral coating is ionically bonded to the polyvalent carboxylic acid (B), thereby forming an antibacterial / antiviral coating film as an ion conjugate having a large molecular weight.
- the quaternary ammonium salt (A) is prevented from being eluted in water. Therefore, elution of the quaternary ammonium salt (A) prevents the antibacterial and antiviral properties due to the quaternary ammonium salt (A) from decreasing.
- the antibacterial / antiviral paint of the present invention comprises an acrylic-melamine resin paint, a quaternary ammonium salt (A) represented by the following formula (1), a hydrocarbon group having 6 or more carbon atoms and a carboxyl group having 2 or more carboxyls. And a polyvalent carboxylic acid (B) having a group.
- A quaternary ammonium salt
- B polyvalent carboxylic acid
- R 1 represents an alkyl group having 8 to 22 carbon atoms
- R 2A , R 2B and R 2C each independently represents an alkyl group having 1 to 3 carbon atoms.
- X represents a halogen atom. .
- R 1 is preferably an alkyl group having 12 to 18 carbon atoms, particularly 16 to 18 carbon atoms, and R 2A , R 2B and R 2C are preferably methyl groups.
- Examples of X include a chlorine atom and a bromine atom.
- the quaternary ammonium salt (A) may be used alone or in combination of two or more.
- Polyvalent carboxylic acid (B) forms an ionic conjugate by ion-bonding the carboxyl group with the quaternary ammonium group of the quaternary ammonium salt (A) which is an antibacterial / antiviral component.
- the polyvalent carboxylic acid (B) has two or more carboxyl groups, so that two or more quaternary ammonium salts (A) are bonded to one polyvalent carboxylic acid (B) and have a large molecular weight.
- a conjugate is formed in the antibacterial / antiviral coating. This high molecular weight ionic conjugate does not elute easily from the coating even when immersed in water, and is stably retained in the antibacterial / antiviral coating. Reduction of antiviral properties is prevented.
- the number of carboxyl groups in the polyvalent carboxylic acid (B) needs to be 2 or more.
- the number of carboxyl groups of the polyvalent carboxylic acid (B) is particularly preferably about 2 to 4.
- the hydrocarbon group of the polyvalent carboxylic acid (B) is preferably an aromatic group because it can form a structurally stable ionic conjugate, and the polyvalent carboxylic acid (B) is particularly aromatic.
- An aromatic polyvalent carboxylic acid having two or more carboxyl groups bonded to the aromatic hydrocarbon ring is preferred.
- Specific examples of the aromatic polyvalent carboxylic acid (B) include pyromellitic acid and trimesic acid.
- the aromatic polycarboxylic acid (B) is trimesic acid.
- the quaternary ammonium salts ( A) can be easily bonded, and a stable high molecular weight ionic conjugate can be formed.
- polycarboxylic acids (B) may be used alone or in combination of two or more.
- acrylic-melamine resin paints are preferable from the viewpoint of compatibility between adhesion and antibacterial / antiviral performance.
- the acrylic-melamine resin paint may be either a solvent paint or a water paint.
- the amount of the quaternary ammonium salt (A) is less than the above range and the amount of the polyvalent carboxylic acid (B) is large, the antibacterial and antiviral properties tend to be inferior, and conversely, the quaternary ammonium salt (A) is large and the carboxylic acid (B ), The effect of improving water resistance and the like due to the combined use of the polyvalent carboxylic acid (B) may not be sufficiently obtained.
- the content of the quaternary ammonium salt (A) in the antibacterial / antiviral coating is 1 to 10 parts by weight, particularly 4 to 6 parts by weight, based on 100 parts by weight of the solid content of the acrylic-melamine resin coating. It is preferable that the polyvalent carboxylic acid (B) is contained in the above range with respect to the quaternary ammonium salt (A).
- the antibacterial / antiviral coating material of the present invention may be any coating material that contains a quaternary ammonium salt (A) and a polyvalent carboxylic acid (B) in an acrylic-melamine resin coating material.
- Other antibacterial components other than the salt (A) and the polyvalent carboxylic acid (B), a coating film curing accelerator, a colorant and the like may be contained.
- the antibacterial / antiviral coating film of the present invention is formed by attaching the antibacterial / antiviral coating material of the present invention to an antibacterial / antiviral treatment target surface, followed by heat treatment to form an antibacterial / antiviral coating film. To form.
- the method for adhering the antibacterial / antiviral paint of the present invention to the surface to be treated is not particularly limited, and may be a coating method such as brush coating or spray coating. It may be a method of immersing in a viral paint for a predetermined time.
- the heat treatment temperature after the antibacterial / antiviral paint is attached to the surface to be treated is too low, the antibacterial has excellent water resistance due to the ionic bond between the quaternary ammonium salt (A) and the polyvalent carboxylic acid (B). ⁇ An antiviral coating film cannot be formed, and even if it is too high, there is a possibility of causing thermal deterioration of the antibacterial / antiviral treated surface and the object to be treated.
- the heat treatment temperature is preferably 150 to 170 ° C., more preferably 155 to 165 ° C., although it varies depending on the type of acrylic-melamine resin paint used.
- the heat treatment time varies depending on the heat treatment temperature, but is preferably 20 to 40 minutes, particularly preferably 25 to 35 minutes.
- a primer layer or an intermediate coating film as described in Patent Document 1 may be formed on the surface to be treated, if necessary.
- the film thickness of the antibacterial / antiviral coating film of the present invention formed in this way is not particularly limited, and varies depending on the use of the member to which the antibacterial / antiviral coating film is applied and the presence or absence of a base layer. However, it is usually about 10 to 30 ⁇ m. If this film thickness is too thin, the durability of the coating film is inferior. If it is too thick, there is a risk of film peeling, and the amount of paint used is large, which is uneconomical.
- the member to which the antibacterial / antiviral coating film of the present invention can be applied is not particularly limited.
- handrails, joinery, knobs of joinery, handle members, interior / exterior building members such as handles, kitchens, toilets, bathrooms, It can be applied to a wide range of parts such as faucet handles such as toilets, stationery, and other daily necessities.
- the base material can be a molded member or processed member made of metal, resin, wood, glass, ceramic, etc., and the molded member is an extruded material of aluminum or resin, a cast product of aluminum or iron, injection of resin. Examples of the processed member include a pressed product.
- the antibacterial / antiviral coating film of the present invention is suitably applied to water-wetable members such as faucet handles in kitchens, toilets, bathrooms, toilets, etc. due to its excellent water resistance. Is done.
- ⁇ Antimicrobial properties measurement of antimicrobial activity value> An antibacterial test was performed in accordance with JIS Z 2801. The test subject was Escherichia coil (NBRC 3972). Specifically, a test piece (5 cm ⁇ 5 cm) was placed in a sterilized shear, 0.4 mL of the inoculum bacterial solution was inoculated into the test product, and the upper surface of the test piece was covered with a 4 cm square polypropylene film. This was placed in a desiccator at a temperature of 35 ° C. and RH 90% or more, and the viable cell count after 10 minutes of contact time was measured by the following measuring method.
- the inoculum was inoculated in the same manner, and immediately after the inoculation, the viable cell count after 10 minutes of contact was determined as the test piece. Similarly, it was measured by the following measuring method. (Measurement method of viable count) Both the polypropylene film and the test piece were put in a sterile plastic bag for stomacher, 10 mL of SCDLP medium was added, and the test bacteria were washed out by hand or stomacher. The number of viable bacteria in 1 mL of this washing solution was measured by the SCDLP agar medium pour method. The number of viable bacteria was converted per 1 cm 2 of the test piece.
- the antibacterial activity value of each test piece was calculated according to the following formula.
- Antibacterial activity value logarithmic value of viable bacteria after 10 minutes of control product-logarithmic value of viable bacteria after 10 minutes of test piece
- Antibacterial activity value of 3.0 or more is considered to be very excellent ( ⁇ )
- antibacterial activity value 3 A value of less than 0.0 and 2.0 or more was evaluated as being excellent in antibacterial properties ( ⁇ ), and an antibacterial activity value of less than 2.0 was evaluated as being inferior in antibacterial properties (x).
- ⁇ Antiviral properties measurement of virus inactivation rate> An antiviral test was conducted according to the antibacterial test method (JIS Z 2801). Put the sample in a moisturizing petri dish, inoculate a test piece with 0.2 mL of the test virus solution, cover the upper surface with a polypropylene film, increase the contact efficiency between the test virus and the test piece, and let it act at room temperature for 20 minutes. . After the action, the test piece was placed in a styrene case, 10 mL of phosphate buffered saline was added, and the mixture was shaken for 3 minutes to induce the virus. This solution was used as a stock solution for a sample for measuring virus infectivity.
- DMEM Dulbecco's modified Eagle's Medium
- MDCK Madin-Darby canine kidney
- ODTMAC octadecyltrimethylammonium chloride
- HDTMAC hexadecyltrimethylammonium chloride
- Reference Example 1 shows the antibacterial and antiviral properties of a sample that has not been subjected to a water resistance test.
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Abstract
Description
本発明の抗菌・抗ウィルス性塗料は、アクリル-メラミン系樹脂塗料に、下記式(1)で表される4級アンモニウム塩(A)と、炭素数6以上の炭化水素基と2以上のカルボキシル基とを有する多価カルボン酸(B)とを配合してなるものである。
4級アンモニウム塩(A)は、抗菌成分として機能する。前記式(1)において、R1としては炭素数12~18、特に16~18のアルキル基が好ましく、R2A,R2B,R2Cとしてはメチル基が好ましい。Xとしては、塩素原子、臭素原子が挙げられる。
多価カルボン酸(B)は、そのカルボキシル基が抗菌・抗ウィルス成分である4級アンモニウム塩(A)の4級アンモニウム基とイオン結合することで、イオン結合体を形成する。その際に、多価カルボン酸(B)が2以上のカルボキシル基を有することにより、1つの多価カルボン酸(B)に2以上の4級アンモニウム塩(A)が結合して分子量の大きいイオン結合体を抗菌・抗ウィルス性塗膜中に形成する。この分子量の大きいイオン結合体は、水に浸漬された場合でも塗膜中から容易には溶出することがなく、抗菌・抗ウィルス性塗膜内に安定に保持されるため、水濡れによる抗菌・抗ウィルス性の低下が防止される。
本発明において、塗料としては、耐候性、耐久性に優れるアクリル系塗料の中で、密着性、抗菌・抗ウィルス性能との両立の面からアクリル-メラミン系樹脂塗料が好ましい。
本発明の抗菌・抗ウィルス性塗料において、耐水性に優れた抗菌・抗ウィルス性塗膜を形成するために、4級アンモニウム塩(A)と多価カルボン酸(B)との配合割合は、多価カルボン酸(B)のカルボキシル基の数などによっても異なるが、4級アンモニウム塩(A)とカルボン酸(B)のモル比で4級アンモニウム塩(A):多価カルボン酸(B)=1:0.01~0.5、特に1:0.1~0.2とすることが好ましい。上記範囲よりも4級アンモニウム塩(A)が少なく多価カルボン酸(B)が多いと、抗菌・抗ウィルス性に劣る傾向があり、逆に4級アンモニウム塩(A)が多くカルボン酸(B)が少ないと、多価カルボン酸(B)を併用することによる耐水性等の改善効果を十分に得ることができない場合がある。
本発明の抗菌・抗ウィルス性塗料は、アクリル-メラミン系樹脂塗料中に4級アンモニウム塩(A)及び多価カルボン酸(B)を含有するものであればよく、必要に応じて4級アンモニウム塩(A)及び多価カルボン酸(B)以外の他の抗菌成分や塗膜硬化促進剤、着色剤等を含有していてもよい。
本発明の抗菌・抗ウィルス性塗膜の形成方法は、本発明の抗菌・抗ウィルス性塗料を抗菌・抗ウィルス処理対象面に付着させた後、加熱処理して抗菌・抗ウィルス性塗膜を形成するものである。
本発明の抗菌・抗ウィルス性塗膜を適用し得る部材としては特に制限はなく、例えば、手摺、建具、建具のノブ、引手、手掛等の内外装建築部材;台所、洗面所、浴室、トイレ等の水栓ハンドル等の部品;文具、その他の日用品等、幅広い部材に適用することができる。また、その基材についても、金属、樹脂、木材、ガラス、セラミック等の成形部材又は加工部材とすることができ、成形部材としてアルミや樹脂の押出材、アルミや鉄の鋳造品、樹脂の射出成形品が挙げられ、加工部材としてはプレス加工品等が挙げられる。これらのうち、本発明の抗菌・抗ウィルス性塗膜は、その優れた耐水性から、台所、洗面所、浴室、トイレ等の水栓ハンドルといった、水濡れの可能性のある部材に好適に適用される。
JIS Z 2801に準拠して抗菌試験を行なった。試験対象菌はEscherichia coil(NBRC3972)とした。具体的には、試験片(5cm×5cm)を滅菌シャーに入れ、接種用菌液0.4mLを試験品に接種し、さらに4cm角のポリプロピレンフィルムで試験片の上面を覆った。これを温度35℃、RH90%以上のデシケーターの中に置き、接触時間10分後の生菌数を下記の測定方法により測定した。また、試験片の代わりに同サイズの無加工フィルム(ABSフィルム)を用いた対照品についても同様に接種用菌液を接種し、接種直後、接触時間10分後の生菌数を試験片と同様に下記の測定方法により測定した。
(生菌数の測定方法)
ポリプロピレンフィルムと試験片をともにストマッカー用滅菌ポリ袋に入れ、SCDLP培地10mLを加え、手またはストマッカーで試験菌を洗い出した。この洗い出し液1mL中の生菌数を、SCDLP寒天培地混釈法により測定した。生菌数は、試験片1cm2あたりに換算した。
下記式に従って各試験片の抗菌活性値を算出した。
抗菌活性値=対照品の10分後生菌数対数値-試験片の10分後の生菌数対数値
抗菌活性値3.0以上を抗菌性に非常に優れる(◎)とし、抗菌活性値3.0未満2.0以上を抗菌性に優れる(〇)とし、抗菌活性値2.0未満を抗菌性に劣る(×)と評価した。
抗菌試験法(JIS Z 2801)に準拠して抗ウィルス試験を行なった。サンプルを保湿シャーレに入れ、供試ウィルス液0.2mLを試験片に接種し、ポリプロピレンフィルムで上面をカバーし、供試ウィルスと試験片との接触効率を高め、室温にて20分間作用させた。作用後、試験片をスチロールケースに入れ、リン酸緩衝生理食塩水10mLを加え、3分間振とうしてウィルスを誘出した。この液をウィルス感染価測定用試料の原液として用いた。ウィルス感染価測定用試料原液をリン酸緩衝生理食塩水で10倍段階希釈した後、測定用試料原液または希釈ウィルス液50μLと5%ウシ胎児血清を含むDulbecco’s modified Eagle’s Medium(DMEM)に懸濁したMadin-Darby canine kidney(MDCK)細胞50μLを96ウェルプレートに植え込み、炭酸ガスふ卵器で4日間培養を行った。培養後、顕微鏡下で細胞変性効果を確認し、Reed‐Muench法を用いてウィルス感染価試験を行ない、その対数減少率をウィルス不活化率として求めた。
ウィルス不活化率99%以上を抗ウィルス性に優れる(〇)とし、99%未満を抗ウィルス性に劣る(×)と評価した。
表1に示す4級アンモニウム塩と、表1に示すカルボン酸とをそれぞれ表1に示す割合で、アクリル-メラミン系樹脂塗料(関西ペイント社製溶媒系塗料「マジクロン1000」)又はアクリル-ウレタン系樹脂塗料(関西ペイント社製アクリルウレタン系塗料「レタンPG80」)に配合し(ただし、参考例1及び比較例1ではカルボン酸を配合せず)、得られた塗料を亜鉛ダイキャスト部品にスプレー塗布した後、アクリル-メラミン系樹脂塗料は160℃、アクリル-ウレタン系樹脂塗料は80℃で30分間焼成して、各々膜厚20μmの塗膜を形成した。
各々のサンプルを25℃の水中に16時間浸漬する耐水試験を行った後、前述の抗菌性と抗ウィルス性の評価を行い、結果を表1に示した。表1中、オクタデシルトリメチルアンモニウムクロライドは「ODTMAC」と略記し、ヘキサデシルトリメチルアンモニウムクロライドは「HDTMAC」と略記する。
Claims (8)
- 請求項1において、前記4級アンモニウム塩(A)がオクタデシルトリメチルアンモニウムクロライド及びヘキサデシルトリメチルアンモニウムクロライドのうち少なくとも一方であることを特徴とする抗菌・抗ウィルス性塗料。
- 請求項1又は2において、前記多価カルボン酸(B)が芳香族多価カルボン酸であることを特徴とする抗菌・抗ウィルス性塗料。
- 請求項1ないし3のいずれか1項において、前記抗菌・抗ウィルス性塗料は、前記4級アンモニウム塩(A)を前記アクリル-メラミン系樹脂塗料の固形分100重量部に対して1~10重量部含有することを特徴とする抗菌・抗ウィルス性塗料。
- 請求項1ないし4のいずれか1項において、前記抗菌・抗ウィルス性塗料は、前記4級アンモニウム塩(A)と前記多価カルボン酸(B)とを、4級アンモニウム塩(A):多価カルボン酸(B)=1:0.01~0.5のモル比で含むことを特徴とする抗菌・抗ウィルス性塗料。
- 請求項1ないし5のいずれか1項に記載の抗菌・抗ウィルス性塗料を、処理対象面に付着させた後、加熱処理することを特徴とする抗菌・抗ウィルス性塗膜の形成方法。
- 請求項6に記載の抗菌・抗ウィルス性塗膜の形成方法により形成された抗菌・抗ウィルス性塗膜。
- 表面に、請求項7に記載の抗菌・抗ウィルス性塗膜が形成されてなることを特徴とする部材。
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017002787A1 (ja) * | 2015-07-01 | 2017-01-05 | 株式会社Lixil | 抗菌・抗ウィルス性コーティング剤 |
WO2023213977A1 (fr) | 2022-05-06 | 2023-11-09 | Oberthur Fiduciaire Sas | Composition aqueuse antimicrobienne |
FR3135272A1 (fr) | 2022-05-06 | 2023-11-10 | Oberthur Fiduciaire Sas | Composition aqueuse antimicrobienne |
Families Citing this family (4)
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JP7224238B2 (ja) * | 2019-05-31 | 2023-02-17 | ナガセケムテックス株式会社 | 架橋剤 |
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10265594A (ja) * | 1997-03-26 | 1998-10-06 | Unitika Ltd | 帯電防止ポリエステルフィルム |
JP2000191409A (ja) * | 1998-12-24 | 2000-07-11 | Sanyo Chem Ind Ltd | 粉末状抗菌剤組成物 |
JP2008189596A (ja) * | 2007-02-05 | 2008-08-21 | Nippon Soda Co Ltd | 抗菌・防カビ性水分散体 |
JP2010195782A (ja) * | 2002-05-29 | 2010-09-09 | L'air Liquide Sante Internatl | B型肝炎ウイルスに対する活性を有する殺菌剤 |
JP2013071893A (ja) * | 2011-09-27 | 2013-04-22 | Lixil Corp | 抗ウイルス抗菌塗布剤 |
JP2013071031A (ja) * | 2011-09-27 | 2013-04-22 | Lixil Corp | 抗ウイルス抗菌性建築材料 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH069316B2 (ja) * | 1988-04-15 | 1994-02-02 | 松下電工株式会社 | 多層プリント配線板 |
US4847088A (en) | 1988-04-28 | 1989-07-11 | Dow Corning Corporation | Synergistic antimicrobial composition |
US5145596A (en) | 1989-08-07 | 1992-09-08 | Dow Corning Corporation | Antimicrobial rinse cycle additive |
CN1200046C (zh) | 2003-01-28 | 2005-05-04 | 南京师范大学 | 纳米发光复合材料及其制备方法 |
CN1320079C (zh) | 2005-04-18 | 2007-06-06 | 南京师范大学 | 纳米仿生态稀土转光剂及纳米仿生态稀土转光农膜及其制备方法 |
CN101394747B (zh) | 2006-03-02 | 2013-04-24 | 威泰克专业化学有限公司 | 水稳定的抗菌有机硅烷产物、组合物及其使用方法 |
DE102006058790A1 (de) | 2006-12-12 | 2008-06-19 | Sanitized Ag | Verfahren zur antimikrobiellen Ausrüstung von Textilien und Faser |
EP2781178B1 (en) | 2007-05-09 | 2021-04-21 | iRobot Corporation | Autonomous coverage robot |
JP2009055960A (ja) | 2007-08-30 | 2009-03-19 | Kowa Co Ltd | 洗車機用洗浄ブラシ及び洗車機 |
CN101486863B (zh) * | 2008-01-18 | 2012-12-12 | 深圳市海川实业股份有限公司 | 一种抗菌型水性涂料及其制备方法 |
JP5424450B2 (ja) | 2008-10-01 | 2014-02-26 | 国立大学法人広島大学 | 物品表面の藻類発生抑制処理方法 |
JP2011058136A (ja) | 2009-09-11 | 2011-03-24 | Teijin Fibers Ltd | ポリエチレンナフタレートモノフィラメントの製造方法 |
JP2011072868A (ja) | 2009-09-29 | 2011-04-14 | Tostem Corp | 金属製排水部材のヌメリ抑制処理方法及びヌメリ抑制金属製排水部材 |
JP4611446B1 (ja) | 2010-01-19 | 2011-01-12 | 株式会社テラモト | 表面多機能処理剤組成物 |
JP2012071893A (ja) | 2010-09-02 | 2012-04-12 | Asahi Kasei Chemicals Corp | リードフレーム用スペーサー |
WO2013047642A1 (ja) | 2011-09-29 | 2013-04-04 | Tbカワシマ株式会社 | 抗菌性を有する剤が固定化された物品及びその製造方法 |
CN102505467B (zh) | 2011-09-30 | 2016-01-20 | 天津市中科健新材料技术有限公司 | 一种用于织物抗菌的整理液及其制备方法 |
WO2014008264A1 (en) * | 2012-07-05 | 2014-01-09 | 3M Innovative Properties Company | Hardenable antimicrobial composition |
-
2013
- 2013-09-27 JP JP2013201343A patent/JP6154275B2/ja active Active
-
2014
- 2014-09-25 US US15/023,940 patent/US9943081B2/en not_active Expired - Fee Related
- 2014-09-25 CN CN201480052471.5A patent/CN105579536B/zh active Active
- 2014-09-25 WO PCT/JP2014/075514 patent/WO2015046372A1/ja active Application Filing
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10265594A (ja) * | 1997-03-26 | 1998-10-06 | Unitika Ltd | 帯電防止ポリエステルフィルム |
JP2000191409A (ja) * | 1998-12-24 | 2000-07-11 | Sanyo Chem Ind Ltd | 粉末状抗菌剤組成物 |
JP2010195782A (ja) * | 2002-05-29 | 2010-09-09 | L'air Liquide Sante Internatl | B型肝炎ウイルスに対する活性を有する殺菌剤 |
JP2008189596A (ja) * | 2007-02-05 | 2008-08-21 | Nippon Soda Co Ltd | 抗菌・防カビ性水分散体 |
JP2013071893A (ja) * | 2011-09-27 | 2013-04-22 | Lixil Corp | 抗ウイルス抗菌塗布剤 |
JP2013071031A (ja) * | 2011-09-27 | 2013-04-22 | Lixil Corp | 抗ウイルス抗菌性建築材料 |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017002787A1 (ja) * | 2015-07-01 | 2017-01-05 | 株式会社Lixil | 抗菌・抗ウィルス性コーティング剤 |
JP2017014401A (ja) * | 2015-07-01 | 2017-01-19 | 株式会社Lixil | 抗菌・抗ウィルス性コーティング剤 |
CN107709482A (zh) * | 2015-07-01 | 2018-02-16 | 骊住株式会社 | 抗菌性和抗病毒性涂覆剂 |
US10550274B2 (en) | 2015-07-01 | 2020-02-04 | Lixil Corporation | Antibacterial/antiviral coating agent |
WO2023213977A1 (fr) | 2022-05-06 | 2023-11-09 | Oberthur Fiduciaire Sas | Composition aqueuse antimicrobienne |
FR3135272A1 (fr) | 2022-05-06 | 2023-11-10 | Oberthur Fiduciaire Sas | Composition aqueuse antimicrobienne |
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