WO2013175527A1 - Antimicrobial coating agent for fibers and antimicrobial fiber product - Google Patents
Antimicrobial coating agent for fibers and antimicrobial fiber product Download PDFInfo
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- WO2013175527A1 WO2013175527A1 PCT/JP2012/003358 JP2012003358W WO2013175527A1 WO 2013175527 A1 WO2013175527 A1 WO 2013175527A1 JP 2012003358 W JP2012003358 W JP 2012003358W WO 2013175527 A1 WO2013175527 A1 WO 2013175527A1
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- antibacterial
- coating agent
- antimicrobial
- fibers
- agent
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Classifications
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
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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
- A01N37/44—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
Definitions
- the present invention relates to an antibacterial coating agent for fibers capable of maintaining an effect by adhering an antibacterial agent containing an N-long chain acylamino acid salt to a fiber product for a long time, and an antibacterial fiber product subjected to such an antibacterial treatment. Is.
- antibacterial agents with high safety to the human body and the environment include those containing neem oil and fat components, those containing nalidixic acid, those containing oxolinic acid, those containing bamboo vinegar, etc. Is volatile and will lose its antibacterial effect when volatilized.
- the antibacterial agent containing the N-long chain acylamino acid salt described in Patent Document 1 has a high antibacterial effect and is excellent in safety, and is not volatile so that the antibacterial effect lasts long.
- Patent Document 1 if the antibacterial agent described in Patent Document 1 is used for textile products such as underwear and socks, the antibacterial agent will flow down when the textile product is washed and the antibacterial effect will be sustained. I can't let you. Therefore, it is conceivable to mix a synthetic resin with an antibacterial agent in a synthetic resin and attach it to a textile product. However, with a general resin, there is no effect of adhesion, the textile product is stiff and the texture is damaged or the hue is changed. It was not possible to obtain a practical antibacterial fiber product.
- the present invention provides an antibacterial agent for a long period of time by strongly attaching an antibacterial agent containing an N-long chain acylamino acid salt to textile products such as underwear and socks so that the antibacterial agent does not fall even after washing.
- An object of the present invention is to provide an antibacterial coating agent for fibers and an antibacterial fiber product which can maintain the effect and do not impair the texture and color of the fiber product.
- the present invention relates to an antibacterial coating agent for fibers comprising a polyalkylsiloxane and an antibacterial agent containing an N-long chain acylamino acid salt; a binder component comprising an aqueous dispersion of polyalkylsiloxane; A two-component antibacterial coating agent for fibers comprising an antibacterial agent component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt; It is an antibacterial fiber product characterized by being dried.
- the antibacterial coating agent for fibers of the present invention is made to adhere strongly to textile products such as underwear and socks, and the antibacterial effect can be maintained over a long period of time so that the antibacterial agent does not fall even if washed. There is an effect that the texture and color of the textile product are not impaired.
- the antibacterial coating agent for fibers of the present invention is characterized by containing a polyalkylsiloxane and an antibacterial agent containing an N-long chain acylamino acid salt.
- it comprises a two-component type comprising a binder component comprising an aqueous dispersion of polyalkylsiloxane and an antimicrobial component comprising an aqueous dispersion of an antimicrobial agent containing an N-long chain acylamino acid salt.
- polyalkylsiloxane a compound having a polysiloxane bond as the main chain and having a weight average molecular weight of usually 50,000 to 4,000,000 can be used.
- examples thereof include those represented by the following general formula (1), which are substances exhibiting flexible elasticity at room temperature.
- R 1 is a methyl group or a hydroxyl group
- R 2 is a methyl group or a phenyl group
- p is an integer of 700 to 54,000.
- a plurality of R 1 and R 2 may be the same or different.
- Specific examples of the polyalkylsiloxane include dimethylpolysiloxane (weight average molecular weight 800,000), methyl-phenylpolysiloxane (weight average molecular weight 1.83 million), terminal silanol dimethylpolysiloxane (weight average molecular weight 1 million), terminal silanol. -Ludiphenyl polysiloxane (weight average molecular weight 1.9 million) and terminal diphenylsilanol methylphenyl polysiloxane (weight average molecular weight 1 million).
- a low molecular component such as a certain chain or cyclic alkylsiloxane is contained from the viewpoint of improving the texture of the textile product.
- These low molecular components have a weight average molecular weight of 134 or more and less than 10,000.
- the content of the low molecular component in the polyalkylsiloxane is 1 to 50% by weight.
- low molecular weight chain dimethylpolysiloxane examples include hexamethyldisiloxane, octamethyltrisiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, hexadecamethylheptasiloxane, octadecamethyloctasiloxane, and the like.
- low molecular weight cyclic dimethylpolysiloxane examples include hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and the like.
- the aqueous dispersion (emulsion) of polyalkylsiloxane comprises polyalkylsiloxane, a dispersant (emulsifier) and water.
- the solid content concentration of the aqueous dispersion (emulsion) is usually from 0.1 to 10% by weight, preferably from 0.5 to 3% by weight.
- the ratio of the polyalkylsiloxane to the dispersant (emulsifier) is usually 1: 0.3 to 0.01 by weight.
- the dispersant (emulsifier) include a nonionic surfactant and an anionic surfactant, and a nonionic surfactant is preferable.
- Nonionic surfactants include, for example, aliphatic alcohol alkylene oxide adducts (alkylene oxide adducts of alcohols having 10 to 20 carbon atoms such as lauryl alcohol alkylene oxide adducts, myristyl alcohol alkylene oxide adducts, cetyl Alcohol alkylene oxide adduct, stearyl alcohol alkylene oxide adduct, oleyl alcohol alkylene oxide adduct), alkylphenol alkylene oxide adduct (alkylene alkylene adduct of 6 to 16 carbon atoms, such as octylphenol alkylene oxide adduct, nonylphenol) Alkylene oxide adduct, dodecylphenol alkylene oxide adduct), fatty acid alkylene oxide Adduct (a fatty acid alkylene oxide adduct having 10 to 20 carbon atoms, such as a lauric acid alkylene oxide adduct, a stearsan al
- alkylene oxide used in the case of an alkylene oxide adduct examples include ethylene oxide, propylene oxide, butylene oxide, and the like, and preferred are ethylene oxide and propylene oxide.
- What added 2 mol or more of alkylene oxides may be a block addition or a random addition.
- nonionic surfactant preferred are aliphatic alcohol alkylene oxide adducts and alkylphenol alkylene oxide adducts, and particularly preferred are alkylphenol ethylene oxide adducts.
- anionic surfactant examples include sodium dodecylbenzenesulfonate, sodium lauryl sulfate, sodium dodecyldiphenyl ether disulfonate, sodium dialkyl ester sulfonate, and the like.
- An aqueous dispersion (emulsion) of a polyalkylsiloxane can be produced by mixing a polyalkylsiloxane, a dispersant (emulsifier) and water and using a homomixer or the like at room temperature.
- N-long chain acylamino acid salts as antibacterial agents include N-long chain acylamino acid silver, N-long chain acylamino acid copper, N-long chain acylamino acid zinc, N-long chain acylamino acid sodium and the like. Specific examples include silver N-stearoyl glutamate, copper N-stearoyl glutamate, zinc N-stearoyl glutamate, sodium N-stearoyl glutamate, silver N-lauroyl aspartate, copper N-lauroyl aspartate, zinc N-lauroyl aspartate, Examples include sodium N-lauroyl aspartate.
- the antibacterial agent of the present invention preferably contains benzalkonium chloride in addition to the N-long chain acylamino acid salt.
- the ratio of N-long chain acylamino acid salt to benzalkonium chloride is usually 1: 0.2-5 by weight.
- An aqueous dispersion (emulsion) of an antibacterial agent containing an N-long chain acylamino acid salt is composed of an antibacterial agent (containing an benzalkonium chloride if necessary) containing an N-long chain acylamino acid salt, a dispersant (emulsifier) and water.
- the solid content concentration of the aqueous dispersion (emulsion) is usually 5 to 40% by weight, preferably 10 to 30% by weight.
- the ratio of the antibacterial agent containing N-long chain acylamino acid salt to the dispersant (emulsifier) is usually 1: 0.1 to 0.5 by weight.
- the dispersant (emulsifier) include a cationic surfactant.
- cationic surfactant examples include stearylmethylammonium chloride, distearyldimethylammonium chloride, ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium, stearyldimethylbenzylammonium chloride, and the like.
- An aqueous dispersion (emulsion) of an antibacterial agent containing an N-long chain acylamino acid salt includes an antibacterial agent (containing benzalkonium chloride if necessary) containing an N-long chain acylamino acid salt, a dispersant (emulsifier) and water. They can be mixed and produced at room temperature by using a stirrer such as a homomixer.
- the antibacterial coating agent for fibers of the present invention can obtain an antibacterial fiber product by adhering (coating or dipping) the fiber product and drying.
- the textile product include socks and underwear, and socks are particularly preferable.
- the antibacterial coating agent for fibers of the present invention is not only simply adhered to a fiber product to obtain an antibacterial fiber product, but also adhered at the fiber stage as an antibacterial fiber, and this is used as a material to prepare an antibacterial fiber product. It is also possible.
- Binder component consisting of an aqueous dispersion of polyalkylsiloxane
- Binder component comprising an aqueous dispersion of polyalkylsiloxane
- polydiethylsiloxane weight average molecular weight 900,000
- octylphenol ethylene oxide 7 mol
- 990 parts of water was charged and stirred at room temperature for 15 minutes using a homomixer to obtain a binder component (2) composed of an aqueous dispersion of polydiethylsiloxane.
- Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt
- a beaker 15 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of stearylmethylammonium chloride and 75 parts of water The mixture was stirred for 15 minutes at room temperature using a homomixer to obtain an antibacterial agent component (1) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
- Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt
- 5 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of benzalkonium chloride, stearylmethylammonium chloride 10 parts and 75 parts of water were charged and stirred at room temperature for 15 minutes using a homomixer to obtain an antibacterial component (2) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
- Example 1 100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were placed in a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 11) was obtained, and a washing resistance test, an antibacterial activity evaluation test (A), and a texture / color change test were performed using this. The results are shown in Table 1.
- the test method is a film adhesion method.
- a bacterial solution prepared with 1/500 ordinary bouillon is dropped onto the surface of the test piece, and is adhered to the film and stored at 35 ° C. .
- the viable cell count was measured for the bacterial solution on the test piece.
- the strain used is Methicillin resist Staphylococcus aureus KB-1005 (MRSA), a resistant S. aureus.
- ⁇ Texture / color change test About 10 cm x about 10 cm non-woven fabric is immersed in the antibacterial coating agent sample for fibers, air-dried for about 24 hours, then dried in an oven at 120 ° C for 2 minutes x 2 times, and left for about 12 hours to feel and color. I saw changes.
- the evaluation is as follows. Change in texture ⁇ (no change) ⁇ (Slightly hard) ⁇ (Stiff) Color change ⁇ (no change) ⁇ (slightly yellowing) ⁇ (yellowing)
- Example 2 100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 12) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
- Example 3 100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 21) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
- Example 4 100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 22) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
- Comparative Example 1 Using only the antibacterial agent component (1) obtained in Production Example 3 and adjusting the antibacterial agent concentration to be the same as in the Examples, a comparative antibacterial coating agent for fibers (R1) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
- Comparative Example 2 Using only the antibacterial agent component (2) obtained in Production Example 4 and adjusting the concentration of the antibacterial agent to be the same as in the examples, a comparative antibacterial coating agent for fibers (R2) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
- the non-woven fabric dipped in the antibacterial coating agent for fibers of Examples 1 to 4 of the present invention and dried was an antibacterial agent that annihilates MRSA bacteria in 24 hours even after 10 washings. Maintaining strength.
- Comparative Examples 1 and 2 have no antibacterial activity.
- MRSA resistant Staphylococcus aureus
- Example 5 The antibacterial coating agent for fibers (11) of the present invention obtained in Example 1 was applied to two types of socks as a textile product, and a washing resistance test and an antibacterial activity evaluation test (B) were conducted. The results are shown in Table 2.
- ⁇ Washing resistance test, antibacterial activity evaluation test (B)> One type was a sock (1) made of 80% acrylic and 20% cotton, and the other type was a sock (2) made of 100% cotton.
- an actual laundry test was conducted at the Japan Chemical Fiber Inspection Association. Washing method is JIS-L-0217 The method was repeated 30 times in 103 ways (detergent was trade name “Attack” from Kao Corporation).
- these socks were subjected to an antibacterial activity evaluation test at the Kyoto Microbiology Research Institute. According to the SEK count method, the test method was about 10 5 after sterilizing 0.4 g of the test sample in an autoclave.
- test sample was inoculated with 0.2 ml of a bacterial solution prepared in 1/20 neutral medium so as to be CFU / ml, and stored at 37 ° C., and then the number of bacteria was measured.
- the strain used is MRSA. The average of 3 specimens was taken.
- Examples 6-8 Using the antibacterial coating agent for fibers (12), (21), and (22) of the present invention obtained in Examples 2 to 4, washing resistance test and antibacterial activity evaluation test (B) in the same manner as in Example 5. Went. The results are shown in Table 2.
- Comparative Examples 3-4 Using the comparative antibacterial coating agents for fibers (R1) to (R2) obtained in Comparative Examples 1 and 2, a wash resistance test and an antibacterial activity evaluation test (B) were conducted in the same manner as in Example 5. The results are shown in Table 2.
- the “bacteriostatic activity value” in Table 2 is the value of log (X / Y), where X is the number of bacteria 18 hours after the control and Y is the number of bacteria 18 hours after the test sample. . According to the new standard of the textile product new function evaluation council, if this value is 2.2 or more, that is, if the number of bacteria is reduced to about 1/160 or less, it is recognized as having antibacterial activity. As shown in Table 2, it was shown that the antibacterial coating agent for fibers of the present invention has antibacterial activity in any socks. As described above, it was found that the antibacterial standard of the textile product new function evaluation council was sufficiently satisfied even after the 30 times continuous repeated washing test stipulated by the Japan Chemical Fiber Inspection Association, and the washing durability was high.
- Staphylococcus aureus (MRSA) clinical isolate (2) Escherichia coli (E. coli) ATCC 25922-derived strain (3) Candida albicans (yeast-like fungus) ATCC 6027-derived strain (4) Trichophyton rubrum (filamentous fungus) clinical isolate
- each of the bacterial species is 1 ⁇ 10 6 / ml.
- each sock sample is cut into 1 cm 2 , put into a sterilized test tube, and 1000 ⁇ l of the test bacteria whose bacterial solution concentration is adjusted is dropped on each sample.
- 1000 ⁇ l of each bacterial species solution is dropped into a sterile test tube without a sample.
- it culture cultivates by shaking at 35 degreeC so that each sample and bacterial solution may contact sufficiently.
- 100 ⁇ l of each well-mixed bacterial solution is taken after 6, 24 and 48 hours, respectively.
- the collected bacterial solution is applied to a standard agar medium and cultured at 35 ° C. for 18 hours.
- the bacterial species (3) is applied to a Sabouraud agar medium and cultured in the same manner. The same treatment is performed for the control.
- the number of colonies that have grown or died over time is counted, and the count is multiplied by 10 to calculate CFU / ml (because the dilution factor is 10 times).
- Table 3 shows the test results for the above bacterial species (1) to (3).
- the antibacterial socks of the present invention killed all the bacterial species (1) to (3) in 6 hours and showed a strong antibacterial activity.
- the sample of “Commuters” in Comparative Example 5 eradicates the MRSA of the bacterial species (1) after 48 hours, and the E. coli of the bacterial species (2) is also considerably killed after 48 hours. Yeast-like fungi of species (3) have no effect at all and are grown to the same extent as the control.
- the sample of “CONCEPT” in Comparative Example 6 eradicates MRSA of the bacterial species (1) after 24 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours. Yeast-like fungi have no effect and are grown to the same extent as the control.
- the samples of “Kishu Bincho charcoal socks” of Comparative Example 7 have no antibacterial effect in any of the bacterial species (1) to (3), and are all grown to the same extent as the control.
- the sample of “protection of athlete's foot” in Comparative Example 8 eradicates MRSA of the bacterial species (1) after 48 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours, but the bacterial species (3) This yeast-like fungus still has no effect and grows to the same extent as the control.
- a Sabouraud agar plate medium (CP (antibiotic chloramphenicol) added) was prepared, and each sock sample was 1 cm 2.
- CP antibiotic chloramphenicol
- Each prepared medium is cultured at 25 ° C., and the presence or absence of mycelium growth is confirmed on the 2nd, 7th, and 14th days for each culture day. The test results are shown in Table 4.
- (+) indicates that the growth of filamentous fungi is observed, and (-) indicates that a blocking circle is formed around the sample.
- Table 4 only the antibacterial socks of the present invention had an antibacterial effect on the filamentous fungus of the bacterial species (4), and other sock sample pieces of Comparative Examples 5 to 8 No antibacterial effect was observed against filamentous fungi.
- the antibacterial socks currently sold by each company are effective against bacteria (MRSA of bacterial species (1), Escherichia coli of bacterial species (2)).
- MRSA micro-organic virus
- fungi yeast-like fungus of fungus species (3) and filamentous fungus of fungus species (4)
- the antibacterial sock of the present invention has a feature that it is highly effective not only for bacteria but also for fungi, and has a faster sterilization effect than other socks.
- the antibacterial socks of each company currently sold can be expected to have a deodorizing effect on the socks by sterilizing bacteria, but the fungus that is the causative agent of athlete's foot cannot be sterilized. Cannot be expected.
- the antibacterial socks of the present invention have a deodorizing effect on socks and are also highly effective against fungi, and therefore can be expected to prevent and suppress various skin symptoms including athlete's foot caused by fungi. Excellent antibacterial socks.
- the antibacterial coating agent for fibers of the present invention strongly adheres to textile products such as underwear and socks, and maintains the antibacterial effect over a long period of time so that the antibacterial agent does not fall even when washed, and the fibers Since it does not impair the texture and color of the product, it is suitably used as antibacterial socks and antibacterial underwear.
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Abstract
Provided are an antimicrobial coating agent for fibers, which can strongly adhere to a fiber product such as socks or underwear and thus prevent an antimicrobial agent from being washed out so as to exert a prolonged antimicrobial effect without damaging the texture and color of the fiber product, and an antimicrobial fiber product that has been subjected to an antimicrobial treatment therewith. The present invention relates to an antimicrobial coating agent for fibers, which is characterized by comprising a polyalkylsiloxane and an antimicrobial agent containing an N-long chain acylamino acid salt, and which is preferably a two-pack type coating agent consisting of a binder component that comprises an aqueous dispersion of the polyalkylsiloxane and an antimicrobial agent component that comprises an aqueous dispersion of the antimicrobial agent containing the N-long chain acylamino acid salt.
Description
本発明は、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤を繊維製品に長期に亘り密着させて効果を持続させることができる繊維用抗菌性コート剤及びかかる抗菌処理を施した抗菌性繊維製品に関するものである。
The present invention relates to an antibacterial coating agent for fibers capable of maintaining an effect by adhering an antibacterial agent containing an N-long chain acylamino acid salt to a fiber product for a long time, and an antibacterial fiber product subjected to such an antibacterial treatment. Is.
従来、人体及び環境に対する安全性が高い抗菌剤としては、ニーム油脂成分を含有するもの、ナリジクス酸を含有するもの、オキソリニック酸を含有するもの、竹酢液を含有するもの等があるが、これらのものは揮発性であり、揮発すると抗菌効果がなくなってしまう。これに対して、特許文献１に記載のＮ－長鎖アシルアミノ酸塩を含む抗菌剤は、抗菌効果が高く安全性にも優れ、揮発性ではないため抗菌効果が長く持続する。
Conventionally, antibacterial agents with high safety to the human body and the environment include those containing neem oil and fat components, those containing nalidixic acid, those containing oxolinic acid, those containing bamboo vinegar, etc. Is volatile and will lose its antibacterial effect when volatilized. On the other hand, the antibacterial agent containing the N-long chain acylamino acid salt described in Patent Document 1 has a high antibacterial effect and is excellent in safety, and is not volatile so that the antibacterial effect lasts long.
しかしながら、この特許文献１に記載の抗菌剤を下着・靴下等の繊維製品に用いようとすると、抗菌剤をそのまま沁み込ませただけでは繊維製品を洗濯したときに流れ落ちてしまい、抗菌効果を持続させることができない。そこで、合成樹脂をバインダーとして合成樹脂に抗菌剤を混ぜて繊維製品に付着させることが考えられるが、一般の樹脂では、付着の効果がなかったり、繊維製品がごわごわして風合いを損なったり色合いを損なったりして、実用的な抗菌繊維製品を得ることはできなかった。
そこで、本発明は、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤を下着・靴下等の繊維製品に強力に付着させて、洗濯しても抗菌剤が落ちないようにして長期間に亘って抗菌効果を持続させられるとともに、繊維製品の風合い及び色合いを損なうことのない繊維用抗菌性コート剤及び抗菌性繊維製品を提供することを課題とするものである。 However, if the antibacterial agent described in Patent Document 1 is used for textile products such as underwear and socks, the antibacterial agent will flow down when the textile product is washed and the antibacterial effect will be sustained. I can't let you. Therefore, it is conceivable to mix a synthetic resin with an antibacterial agent in a synthetic resin and attach it to a textile product. However, with a general resin, there is no effect of adhesion, the textile product is stiff and the texture is damaged or the hue is changed. It was not possible to obtain a practical antibacterial fiber product.
Accordingly, the present invention provides an antibacterial agent for a long period of time by strongly attaching an antibacterial agent containing an N-long chain acylamino acid salt to textile products such as underwear and socks so that the antibacterial agent does not fall even after washing. An object of the present invention is to provide an antibacterial coating agent for fibers and an antibacterial fiber product which can maintain the effect and do not impair the texture and color of the fiber product.
そこで、本発明は、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤を下着・靴下等の繊維製品に強力に付着させて、洗濯しても抗菌剤が落ちないようにして長期間に亘って抗菌効果を持続させられるとともに、繊維製品の風合い及び色合いを損なうことのない繊維用抗菌性コート剤及び抗菌性繊維製品を提供することを課題とするものである。 However, if the antibacterial agent described in Patent Document 1 is used for textile products such as underwear and socks, the antibacterial agent will flow down when the textile product is washed and the antibacterial effect will be sustained. I can't let you. Therefore, it is conceivable to mix a synthetic resin with an antibacterial agent in a synthetic resin and attach it to a textile product. However, with a general resin, there is no effect of adhesion, the textile product is stiff and the texture is damaged or the hue is changed. It was not possible to obtain a practical antibacterial fiber product.
Accordingly, the present invention provides an antibacterial agent for a long period of time by strongly attaching an antibacterial agent containing an N-long chain acylamino acid salt to textile products such as underwear and socks so that the antibacterial agent does not fall even after washing. An object of the present invention is to provide an antibacterial coating agent for fibers and an antibacterial fiber product which can maintain the effect and do not impair the texture and color of the fiber product.
本発明者らは、上記の目的を達成すべく鋭意検討を行った結果、本発明に到達した。即ち、本発明は、ポリアルキルシロキサンと、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤とを含有することを特徴とする繊維用抗菌性コート剤；ポリアルキルシロキサンの水分散液からなるバインダー成分と、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分からなる二液型からなる繊維用抗菌性コート剤；繊維製品に前記繊維用抗菌性コート剤を塗布または浸漬して乾燥したことを特徴とする抗菌性繊維製品である。
The inventors of the present invention have arrived at the present invention as a result of intensive studies to achieve the above object. That is, the present invention relates to an antibacterial coating agent for fibers comprising a polyalkylsiloxane and an antibacterial agent containing an N-long chain acylamino acid salt; a binder component comprising an aqueous dispersion of polyalkylsiloxane; A two-component antibacterial coating agent for fibers comprising an antibacterial agent component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt; It is an antibacterial fiber product characterized by being dried.
本発明の繊維用抗菌性コート剤は、下着・靴下等の繊維製品に強力に付着させて、洗濯しても抗菌剤が落ちないようにして長期間に亘って抗菌効果を持続させられるとともに、繊維製品の風合い及び色合いを損なうことがないという効果を奏する。
The antibacterial coating agent for fibers of the present invention is made to adhere strongly to textile products such as underwear and socks, and the antibacterial effect can be maintained over a long period of time so that the antibacterial agent does not fall even if washed. There is an effect that the texture and color of the textile product are not impaired.
本発明の繊維用抗菌性コート剤は、ポリアルキルシロキサンと、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤とを含有することを特徴とする。好ましくは、ポリアルキルシロキサンの水分散液からなるバインダー成分と、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分からなる二液型からなる。
The antibacterial coating agent for fibers of the present invention is characterized by containing a polyalkylsiloxane and an antibacterial agent containing an N-long chain acylamino acid salt. Preferably, it comprises a two-component type comprising a binder component comprising an aqueous dispersion of polyalkylsiloxane and an antimicrobial component comprising an aqueous dispersion of an antimicrobial agent containing an N-long chain acylamino acid salt.
ポリアルキルシロキサンとしては、重量平均分子量が通常５万～４００万の範囲でポリシロキサン結合を主鎖とする化合物を用いることができる。たとえば下記一般式（１）で示されるものがあげられ、常温で柔軟な弾性を示す物質である。
As the polyalkylsiloxane, a compound having a polysiloxane bond as the main chain and having a weight average molecular weight of usually 50,000 to 4,000,000 can be used. Examples thereof include those represented by the following general formula (1), which are substances exhibiting flexible elasticity at room temperature.
［式中、Ｒ1はメチル基または水酸基、Ｒ2はメチル基またはフェニル基、ｐは７００～５４，０００の整数である。一般式（１）において複数個のＲ1、Ｒ2は同一でも異なっていてもよい］。
ポリアルキルシロキサンの具体例としては、ジメチルポリシロキサン（重量平均分子量８０万）、メチル－フェニルポリシロキサン（重量平均分子量１８３万）、末端シラノ－ルジメチルポリシロキサン（重量平均分子量１００万）、末端シラノ－ルジフェニルポリシロキサン（重量平均分子量１９０万）および末端ジフェニルシラノ－ルメチルフェニルポリシロキサン（重量平均分子量１００万）などが挙げられる。 [Wherein R 1 is a methyl group or a hydroxyl group, R 2 is a methyl group or a phenyl group, and p is an integer of 700 to 54,000. In the general formula (1), a plurality of R 1 and R 2 may be the same or different.]
Specific examples of the polyalkylsiloxane include dimethylpolysiloxane (weight average molecular weight 800,000), methyl-phenylpolysiloxane (weight average molecular weight 1.83 million), terminal silanol dimethylpolysiloxane (weight average molecular weight 1 million), terminal silanol. -Ludiphenyl polysiloxane (weight average molecular weight 1.9 million) and terminal diphenylsilanol methylphenyl polysiloxane (weight average molecular weight 1 million).
ポリアルキルシロキサンの具体例としては、ジメチルポリシロキサン（重量平均分子量８０万）、メチル－フェニルポリシロキサン（重量平均分子量１８３万）、末端シラノ－ルジメチルポリシロキサン（重量平均分子量１００万）、末端シラノ－ルジフェニルポリシロキサン（重量平均分子量１９０万）および末端ジフェニルシラノ－ルメチルフェニルポリシロキサン（重量平均分子量１００万）などが挙げられる。 [Wherein R 1 is a methyl group or a hydroxyl group, R 2 is a methyl group or a phenyl group, and p is an integer of 700 to 54,000. In the general formula (1), a plurality of R 1 and R 2 may be the same or different.]
Specific examples of the polyalkylsiloxane include dimethylpolysiloxane (weight average molecular weight 800,000), methyl-phenylpolysiloxane (weight average molecular weight 1.83 million), terminal silanol dimethylpolysiloxane (weight average molecular weight 1 million), terminal silanol. -Ludiphenyl polysiloxane (weight average molecular weight 1.9 million) and terminal diphenylsilanol methylphenyl polysiloxane (weight average molecular weight 1 million).
ポリアルキルシロキサン中には、繊維製品の風合いを良くする観点から、一定量の鎖状又は環状アルキルシロキサンなどの低分子成分が含まれることが好ましい。
これらの低分子成分の重量平均分子量は１３４以上、１０，０００未満である。ポリアルキルシロキサン中の低分子成分の含有量は、１～５０重量％である。 In the polyalkylsiloxane, it is preferable that a low molecular component such as a certain chain or cyclic alkylsiloxane is contained from the viewpoint of improving the texture of the textile product.
These low molecular components have a weight average molecular weight of 134 or more and less than 10,000. The content of the low molecular component in the polyalkylsiloxane is 1 to 50% by weight.
これらの低分子成分の重量平均分子量は１３４以上、１０，０００未満である。ポリアルキルシロキサン中の低分子成分の含有量は、１～５０重量％である。 In the polyalkylsiloxane, it is preferable that a low molecular component such as a certain chain or cyclic alkylsiloxane is contained from the viewpoint of improving the texture of the textile product.
These low molecular components have a weight average molecular weight of 134 or more and less than 10,000. The content of the low molecular component in the polyalkylsiloxane is 1 to 50% by weight.
低分子量鎖状ジメチルポリシロキサンの具体例としては、ヘキサメチルジシロキサン、オクタメチルトリシロキサン、ドデカメチルペンタシロキサン、テトラデカメチルヘキサシロキサン、ヘキサデカメチルヘプタシロキサン、オクタデカメチルオクタシロキサンなどが挙げられる。
低分子量環状ジメチルポリシロキサンの具体例としては、ヘキサメチルシクロトリシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサンなどが挙げられる。 Specific examples of the low molecular weight chain dimethylpolysiloxane include hexamethyldisiloxane, octamethyltrisiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, hexadecamethylheptasiloxane, octadecamethyloctasiloxane, and the like.
Specific examples of the low molecular weight cyclic dimethylpolysiloxane include hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and the like.
低分子量環状ジメチルポリシロキサンの具体例としては、ヘキサメチルシクロトリシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサンなどが挙げられる。 Specific examples of the low molecular weight chain dimethylpolysiloxane include hexamethyldisiloxane, octamethyltrisiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, hexadecamethylheptasiloxane, octadecamethyloctasiloxane, and the like.
Specific examples of the low molecular weight cyclic dimethylpolysiloxane include hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and the like.
ポリアルキルシロキサンの水分散液（エマルション）は、ポリアルキルシロキサン、分散剤（乳化剤）及び水からなる。
該水分散液（エマルション）の固形分濃度は、通常０．１～１０重量％であり、好ましくは０．５～３重量％である。
ポリアルキルシロキサンと分散剤（乳化剤）の割合は、通常、重量比で１：０．３～０．０１である。
分散剤（乳化剤）としては、非イオン性界面活性剤及びアニオン性界面活性剤が挙げられ、好ましくは非イオン性界面活性剤である。 The aqueous dispersion (emulsion) of polyalkylsiloxane comprises polyalkylsiloxane, a dispersant (emulsifier) and water.
The solid content concentration of the aqueous dispersion (emulsion) is usually from 0.1 to 10% by weight, preferably from 0.5 to 3% by weight.
The ratio of the polyalkylsiloxane to the dispersant (emulsifier) is usually 1: 0.3 to 0.01 by weight.
Examples of the dispersant (emulsifier) include a nonionic surfactant and an anionic surfactant, and a nonionic surfactant is preferable.
該水分散液（エマルション）の固形分濃度は、通常０．１～１０重量％であり、好ましくは０．５～３重量％である。
ポリアルキルシロキサンと分散剤（乳化剤）の割合は、通常、重量比で１：０．３～０．０１である。
分散剤（乳化剤）としては、非イオン性界面活性剤及びアニオン性界面活性剤が挙げられ、好ましくは非イオン性界面活性剤である。 The aqueous dispersion (emulsion) of polyalkylsiloxane comprises polyalkylsiloxane, a dispersant (emulsifier) and water.
The solid content concentration of the aqueous dispersion (emulsion) is usually from 0.1 to 10% by weight, preferably from 0.5 to 3% by weight.
The ratio of the polyalkylsiloxane to the dispersant (emulsifier) is usually 1: 0.3 to 0.01 by weight.
Examples of the dispersant (emulsifier) include a nonionic surfactant and an anionic surfactant, and a nonionic surfactant is preferable.
非イオン性界面活性剤としては、例えば、脂肪族アルコールアルキレンオキサイド付加物（炭素数１０～２０のアルコールのアルキレンオキサイド付加物で、例えば、ラウリルアルコールアルキレンオキサイド付加物、ミリスチルアルコールアルキレンオキサイド付加物、セチルアルコールアルキレンオキサイド付加物、ステアリルアルコールアルキレンオキサイド付加物、オレイルアルコールアルキレンオキサイド付加物）、アルキルフェノールアルキレンオキサイド付加物（炭素数６～１６のアルキルフェノールのアルキレンオキサイド付加物で、例えば、オクチルフェノールアルキレンオキサイド付加物、ノニルフェノールアルキレンオキサイド付加物、ドデシルフェノールアルキレンオキサイド付加物）、脂肪酸アルキレンオキサイド付加物（炭素数１０～２０の脂肪酸アルキレンオキサイド付加物で、例えば、ラウリン酸アルキレンオキサイド付加物、ステアリンサンアルキレンオキサイド付加物）、多価アルコール脂肪酸エステルアルキレンオキサイド付加物（多価アルコールは、エチレングリコール、グリセリンなどであり、脂肪酸としては炭素数１０～２０の脂肪酸であって、例えば、ポリアルキレングリコールオレイン酸モノエステル、ポリアルキレングリコールオレイン酸ジエステル、ポリアルキレングリコールラウリン酸ジエステル）、高級アルキルアミンアルキレンオキサイド付加物（炭素数１０～２０のアルキルアミンアルキレンオキサイド付加物で、例えば、ラウリルアミンアルキレンオキサイド付加物、ステアリルアミンアルキレンオキサイド付加物）、脂肪酸アミドアルキレンオキサイド付加物（炭素数１０～２０の脂肪酸アミドアルキレンオキサイド付加物で、例えば、ラウリン酸アミドアルキレンオキサイド付加物、ステアリン酸アミドアルキレンオキサイド付加物）、油脂のアルキレンオキサイド付加物（例えば、ヤシ油還元アルコールアルキレンオキサイド付加物、牛脂還元アルコールアルキレンオキサイド付加物、マッコーアルコールアルキレンオキサイド付加）、ポリプロピレングリコールエチレンオキサイド付加物、グリセロールの脂肪酸エステル（例えば、ラウリン酸モノグリセライド）、ペンタエリスリトールの脂肪酸エステル（例えば、ペンタエリスリットパルミチン酸モノエステル）、ソルビトールおよびソルビタンの脂肪酸エステル（例えば、ソルビタンラウリン酸モノエステル、ソルビタンオレイン酸モノエステル、ソルビタンオレイン酸トリエステル）、ショ糖の脂肪酸エステル（例えば、砂糖のラウリン酸モノエステル、砂糖のステアリン酸モノエステル）、多価アルコールのアルキルエステル、アルカノールアミン類の脂肪酸アミドが挙げられる。
Nonionic surfactants include, for example, aliphatic alcohol alkylene oxide adducts (alkylene oxide adducts of alcohols having 10 to 20 carbon atoms such as lauryl alcohol alkylene oxide adducts, myristyl alcohol alkylene oxide adducts, cetyl Alcohol alkylene oxide adduct, stearyl alcohol alkylene oxide adduct, oleyl alcohol alkylene oxide adduct), alkylphenol alkylene oxide adduct (alkylene alkylene adduct of 6 to 16 carbon atoms, such as octylphenol alkylene oxide adduct, nonylphenol) Alkylene oxide adduct, dodecylphenol alkylene oxide adduct), fatty acid alkylene oxide Adduct (a fatty acid alkylene oxide adduct having 10 to 20 carbon atoms, such as a lauric acid alkylene oxide adduct, a stearsan alkylene oxide adduct), a polyhydric alcohol fatty acid ester alkylene oxide adduct (polyhydric alcohol is ethylene Glycol, glycerin and the like, and fatty acids having 10 to 20 carbon atoms such as polyalkylene glycol oleate monoester, polyalkylene glycol oleate diester, polyalkylene glycol laurate diester), higher alkylamine alkylene Oxide adducts (alkylamine alkylene oxide adducts having 10 to 20 carbon atoms such as laurylamine alkylene oxide adducts, stearylamine alkylene oxide adducts) Product), fatty acid amide alkylene oxide adduct (fatty acid amide alkylene oxide adduct having 10 to 20 carbon atoms, such as lauric acid amide alkylene oxide adduct, stearic acid amide alkylene oxide adduct), fat and oil alkylene oxide adduct ( For example, palm oil reduced alcohol alkylene oxide adduct, beef tallow reduced alcohol alkylene oxide adduct, macco alcohol alkylene oxide adduct), polypropylene glycol ethylene oxide adduct, fatty acid ester of glycerol (for example, lauric acid monoglyceride), fatty acid ester of pentaerythritol (E.g., pentaerythritol palmitate monoester), fatty acid esters of sorbitol and sorbitan (e.g., sorbitan laur) Phosphoric acid monoester, sorbitan oleic acid monoester, sorbitan oleic acid triester), fatty acid ester of sucrose (eg, lauric acid monoester of sugar, stearic acid monoester of sugar), alkyl ester of polyhydric alcohol, alkanolamine Class of fatty acid amides.
これらのうち、アルキレンオキサイド付加物の場合に用いられるアルキレンオキサイドとしてエチレンオキサイド、ポロピレンオキサイド、ブチレンオキサイドなどが挙げられ、好ましいものはエチレンオキサイドおよびプロピレンオキサイドである。アルキレンオキサイドが２モル以上付加されたものは、ブロック付加でもランダム付加でもよい。
Among these, examples of the alkylene oxide used in the case of an alkylene oxide adduct include ethylene oxide, propylene oxide, butylene oxide, and the like, and preferred are ethylene oxide and propylene oxide. What added 2 mol or more of alkylene oxides may be a block addition or a random addition.
非イオン性界面活性剤として例示したもののうち好ましいものは、脂肪族アルコールアルキレンオキサイド付加物およびアルキルフェノールアルキレンオキサイド付加物であり、特に好ましいのは、アルキルフェノールエチレンオキサイド付加物である。
Of those exemplified as the nonionic surfactant, preferred are aliphatic alcohol alkylene oxide adducts and alkylphenol alkylene oxide adducts, and particularly preferred are alkylphenol ethylene oxide adducts.
アニオン性界面活性剤としては、ドデシルベンゼンスルホン酸ナトリウム、ラウリル硫酸ナトリウム、ドデシルジフェニルエーテルジスルホン酸ナトリウム、琥珀酸ジアルキルエステルスルホン酸ナトリウム等が挙げられる。
Examples of the anionic surfactant include sodium dodecylbenzenesulfonate, sodium lauryl sulfate, sodium dodecyldiphenyl ether disulfonate, sodium dialkyl ester sulfonate, and the like.
ポリアルキルシロキサンの水分散液（エマルション）は、ポリアルキルシロキサン、分散剤（乳化剤）及び水を混合し、室温でホモミキサー等の攪拌機にかけ製造できる。
An aqueous dispersion (emulsion) of a polyalkylsiloxane can be produced by mixing a polyalkylsiloxane, a dispersant (emulsifier) and water and using a homomixer or the like at room temperature.
抗菌剤としてのＮ－長鎖アシルアミノ酸塩としては、Ｎ－長鎖アシルアミノ酸銀、Ｎ－長鎖アシルアミノ酸銅、Ｎ－長鎖アシルアミノ酸亜鉛、Ｎ－長鎖アシルアミノ酸ナトリウム等が挙げられる。具体例としては、Ｎ－ステアロイルグルタミン酸銀、Ｎ－ステアロイルグルタミン酸銅、Ｎ－ステアロイルグルタミン酸亜鉛、Ｎ－ステアロイルグルタミン酸ナトリウム、Ｎ－ラウロイルアスパラギン酸銀、Ｎ－ラウロイルアスパラギン酸銅、Ｎ－ラウロイルアスパラギン酸亜鉛、Ｎ－ラウロイルアスパラギン酸ナトリウムが挙げられる。
Examples of N-long chain acylamino acid salts as antibacterial agents include N-long chain acylamino acid silver, N-long chain acylamino acid copper, N-long chain acylamino acid zinc, N-long chain acylamino acid sodium and the like. Specific examples include silver N-stearoyl glutamate, copper N-stearoyl glutamate, zinc N-stearoyl glutamate, sodium N-stearoyl glutamate, silver N-lauroyl aspartate, copper N-lauroyl aspartate, zinc N-lauroyl aspartate, Examples include sodium N-lauroyl aspartate.
本発明の抗菌剤は、Ｎ－長鎖アシルアミノ酸塩の他、さらに塩化ベンザルコニウムを含むものが好ましい。
Ｎ－長鎖アシルアミノ酸塩と塩化ベンザルコニウムの割合は、通常、重量比で１：０．２～５である。 The antibacterial agent of the present invention preferably contains benzalkonium chloride in addition to the N-long chain acylamino acid salt.
The ratio of N-long chain acylamino acid salt to benzalkonium chloride is usually 1: 0.2-5 by weight.
Ｎ－長鎖アシルアミノ酸塩と塩化ベンザルコニウムの割合は、通常、重量比で１：０．２～５である。 The antibacterial agent of the present invention preferably contains benzalkonium chloride in addition to the N-long chain acylamino acid salt.
The ratio of N-long chain acylamino acid salt to benzalkonium chloride is usually 1: 0.2-5 by weight.
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液（エマルション）は、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤（必要により塩化ベンザルコニウムを含む）、分散剤（乳化剤）及び水からなる。
該水分散液（エマルション）の固形分濃度は、通常５～４０重量％であり、好ましくは１０～３０重量％である。
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤と分散剤（乳化剤）の割合は、通常、重量比で１：０．１～０．５である。
分散剤（乳化剤）としては、カチオン性界面活性剤が挙げられる。 An aqueous dispersion (emulsion) of an antibacterial agent containing an N-long chain acylamino acid salt is composed of an antibacterial agent (containing an benzalkonium chloride if necessary) containing an N-long chain acylamino acid salt, a dispersant (emulsifier) and water. Become.
The solid content concentration of the aqueous dispersion (emulsion) is usually 5 to 40% by weight, preferably 10 to 30% by weight.
The ratio of the antibacterial agent containing N-long chain acylamino acid salt to the dispersant (emulsifier) is usually 1: 0.1 to 0.5 by weight.
Examples of the dispersant (emulsifier) include a cationic surfactant.
該水分散液（エマルション）の固形分濃度は、通常５～４０重量％であり、好ましくは１０～３０重量％である。
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤と分散剤（乳化剤）の割合は、通常、重量比で１：０．１～０．５である。
分散剤（乳化剤）としては、カチオン性界面活性剤が挙げられる。 An aqueous dispersion (emulsion) of an antibacterial agent containing an N-long chain acylamino acid salt is composed of an antibacterial agent (containing an benzalkonium chloride if necessary) containing an N-long chain acylamino acid salt, a dispersant (emulsifier) and water. Become.
The solid content concentration of the aqueous dispersion (emulsion) is usually 5 to 40% by weight, preferably 10 to 30% by weight.
The ratio of the antibacterial agent containing N-long chain acylamino acid salt to the dispersant (emulsifier) is usually 1: 0.1 to 0.5 by weight.
Examples of the dispersant (emulsifier) include a cationic surfactant.
カチオン性界面活性剤としては、塩化ステアリルメチルアンモニウム、塩化ジステアリルジメチルアンモニウム、エチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム、塩化ステアリルジメチルベンジルアンモニウム等が挙げられる。
Examples of the cationic surfactant include stearylmethylammonium chloride, distearyldimethylammonium chloride, ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium, stearyldimethylbenzylammonium chloride, and the like.
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液（エマルション）は、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤（必要により塩化ベンザルコニウムを含む）、分散剤（乳化剤）及び水を混合し、室温でホモミキサー等の攪拌機にかけ製造できる。
An aqueous dispersion (emulsion) of an antibacterial agent containing an N-long chain acylamino acid salt includes an antibacterial agent (containing benzalkonium chloride if necessary) containing an N-long chain acylamino acid salt, a dispersant (emulsifier) and water. They can be mixed and produced at room temperature by using a stirrer such as a homomixer.
本発明の繊維用抗菌性コート剤は繊維製品に付着（塗布または浸漬）して乾燥することにより抗菌性繊維製品を得ることができる。
繊維製品としては靴下、下着等が挙げられ、特に靴下が好ましい。
本発明の繊維用抗菌性コート剤は、単に繊維製品に付着させて抗菌性繊維製品とするだけでなく、繊維の段階で付着させて抗菌性繊維として、これを材料として抗菌性繊維製品を仕立てることも可能である。 The antibacterial coating agent for fibers of the present invention can obtain an antibacterial fiber product by adhering (coating or dipping) the fiber product and drying.
Examples of the textile product include socks and underwear, and socks are particularly preferable.
The antibacterial coating agent for fibers of the present invention is not only simply adhered to a fiber product to obtain an antibacterial fiber product, but also adhered at the fiber stage as an antibacterial fiber, and this is used as a material to prepare an antibacterial fiber product. It is also possible.
繊維製品としては靴下、下着等が挙げられ、特に靴下が好ましい。
本発明の繊維用抗菌性コート剤は、単に繊維製品に付着させて抗菌性繊維製品とするだけでなく、繊維の段階で付着させて抗菌性繊維として、これを材料として抗菌性繊維製品を仕立てることも可能である。 The antibacterial coating agent for fibers of the present invention can obtain an antibacterial fiber product by adhering (coating or dipping) the fiber product and drying.
Examples of the textile product include socks and underwear, and socks are particularly preferable.
The antibacterial coating agent for fibers of the present invention is not only simply adhered to a fiber product to obtain an antibacterial fiber product, but also adhered at the fiber stage as an antibacterial fiber, and this is used as a material to prepare an antibacterial fiber product. It is also possible.
以下、実施例により本発明を更に説明するが、本発明はこれらに限定されるものではない。以下、特に定めない限り、％は重量％、部は重量部を示す。
Hereinafter, the present invention will be further described with reference to examples, but the present invention is not limited thereto. Hereinafter, unless otherwise specified, “%” represents “% by weight” and “parts” represents “parts by weight”.
製造例１
ポリアルキルシロキサンの水分散液からなるバインダー成分
ビーカーに、ポリジメチルシロキサン（重量平均分子量８０万）［信越化学（株）製］８．５部、オクチルフェノールエチレンオキシド（７モル）付加物１．５部及び水９９０部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、ポリジメチルシロキサンの水分散液からなるバインダー成分（１）を得た。 Production Example 1
Binder component consisting of an aqueous dispersion of polyalkylsiloxane In a beaker, 8.5 parts of polydimethylsiloxane (weight average molecular weight 800,000) [manufactured by Shin-Etsu Chemical Co., Ltd.], 1.5 parts of an octylphenol ethylene oxide (7 mol) adduct and 990 parts of water was charged and stirred at room temperature for 15 minutes using a homomixer to obtain a binder component (1) composed of an aqueous dispersion of polydimethylsiloxane.
ポリアルキルシロキサンの水分散液からなるバインダー成分
ビーカーに、ポリジメチルシロキサン（重量平均分子量８０万）［信越化学（株）製］８．５部、オクチルフェノールエチレンオキシド（７モル）付加物１．５部及び水９９０部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、ポリジメチルシロキサンの水分散液からなるバインダー成分（１）を得た。 Production Example 1
Binder component consisting of an aqueous dispersion of polyalkylsiloxane In a beaker, 8.5 parts of polydimethylsiloxane (weight average molecular weight 800,000) [manufactured by Shin-Etsu Chemical Co., Ltd.], 1.5 parts of an octylphenol ethylene oxide (7 mol) adduct and 990 parts of water was charged and stirred at room temperature for 15 minutes using a homomixer to obtain a binder component (1) composed of an aqueous dispersion of polydimethylsiloxane.
製造例２
ポリアルキルシロキサンの水分散液からなるバインダー成分
ビーカーに、ポリジエチルシロキサン（重量平均分子量９０万）［信越化学（株）製］８．５部、オクチルフェノールエチレンオキシド（７モル）付加物１．５部及び水９９０部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、ポリジエチルシロキサンの水分散液からなるバインダー成分（２）を得た。 Production Example 2
Binder component comprising an aqueous dispersion of polyalkylsiloxane In a beaker, 8.5 parts of polydiethylsiloxane (weight average molecular weight 900,000) [manufactured by Shin-Etsu Chemical Co., Ltd.], 1.5 parts of an octylphenol ethylene oxide (7 mol) adduct and 990 parts of water was charged and stirred at room temperature for 15 minutes using a homomixer to obtain a binder component (2) composed of an aqueous dispersion of polydiethylsiloxane.
ポリアルキルシロキサンの水分散液からなるバインダー成分
ビーカーに、ポリジエチルシロキサン（重量平均分子量９０万）［信越化学（株）製］８．５部、オクチルフェノールエチレンオキシド（７モル）付加物１．５部及び水９９０部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、ポリジエチルシロキサンの水分散液からなるバインダー成分（２）を得た。 Production Example 2
Binder component comprising an aqueous dispersion of polyalkylsiloxane In a beaker, 8.5 parts of polydiethylsiloxane (weight average molecular weight 900,000) [manufactured by Shin-Etsu Chemical Co., Ltd.], 1.5 parts of an octylphenol ethylene oxide (7 mol) adduct and 990 parts of water was charged and stirred at room temperature for 15 minutes using a homomixer to obtain a binder component (2) composed of an aqueous dispersion of polydiethylsiloxane.
製造例３
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分
ビーカーに、Ｎ－長鎖アシルアミノ酸Ａｇ，Ｃｕ，Ｎａ混合塩１５部、塩化ステアリルメチルアンモニウム１０部及び水７５部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分（１）を得た。 Production Example 3
Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt In a beaker, 15 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of stearylmethylammonium chloride and 75 parts of water The mixture was stirred for 15 minutes at room temperature using a homomixer to obtain an antibacterial agent component (1) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分
ビーカーに、Ｎ－長鎖アシルアミノ酸Ａｇ，Ｃｕ，Ｎａ混合塩１５部、塩化ステアリルメチルアンモニウム１０部及び水７５部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分（１）を得た。 Production Example 3
Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt In a beaker, 15 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of stearylmethylammonium chloride and 75 parts of water The mixture was stirred for 15 minutes at room temperature using a homomixer to obtain an antibacterial agent component (1) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
製造例４
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分
ビーカーに、Ｎ－長鎖アシルアミノ酸Ａｇ，Ｃｕ，Ｎａ混合塩５部、塩化ベンザルコニウム１０部、塩化ステアリルメチルアンモニウム１０部及び水７５部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分（２）を得た。 Production Example 4
Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt In a beaker, 5 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of benzalkonium chloride, stearylmethylammonium chloride 10 parts and 75 parts of water were charged and stirred at room temperature for 15 minutes using a homomixer to obtain an antibacterial component (2) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分
ビーカーに、Ｎ－長鎖アシルアミノ酸Ａｇ，Ｃｕ，Ｎａ混合塩５部、塩化ベンザルコニウム１０部、塩化ステアリルメチルアンモニウム１０部及び水７５部を仕込み、ホモミキサーを用いて、室温で１５分間撹拌し、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分（２）を得た。 Production Example 4
Antibacterial component comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt In a beaker, 5 parts of an N-long chain acylamino acid Ag, Cu, Na mixed salt, 10 parts of benzalkonium chloride, stearylmethylammonium chloride 10 parts and 75 parts of water were charged and stirred at room temperature for 15 minutes using a homomixer to obtain an antibacterial component (2) comprising an aqueous dispersion of an antibacterial agent containing an N-long chain acylamino acid salt.
実施例１
製造例１で得たバインダー成分（１）１００部、製造例３で得た抗菌剤成分（１）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（１１）を得、これを用いて耐洗濯性試験、抗菌力評価試験（Ａ）及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 1
100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were placed in a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 11) was obtained, and a washing resistance test, an antibacterial activity evaluation test (A), and a texture / color change test were performed using this. The results are shown in Table 1.
製造例１で得たバインダー成分（１）１００部、製造例３で得た抗菌剤成分（１）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（１１）を得、これを用いて耐洗濯性試験、抗菌力評価試験（Ａ）及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 1
100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were placed in a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 11) was obtained, and a washing resistance test, an antibacterial activity evaluation test (A), and a texture / color change test were performed using this. The results are shown in Table 1.
＜耐洗濯性試験、抗菌力評価試験（Ａ）＞
繊維用抗菌性コート剤試料に大きさ約１５ｃｍ×約１５ｃｍの不織布を浸漬し、１２０℃のオーブンで乾燥後、株式会社日立製作所の全自動洗濯機ＫＷ－Ｂ５６３を用いて、水位２９Ｌで１枚ずつ洗い（ソフト３分）・脱水（ソフト１分）を行い、その後半日以上乾燥するというサイクルを１０回行った後で、約１５ｃｍ×約１５ｃｍの不織布から約７．５ｃｍ×約７．５ｃｍの供試体を３枚切り出し、社団法人京都微生物研究所においてさらに５ｃｍ×５ｃｍに切って供試片とした。即ち、供試片数ｎ＝３である。
そして、社団法人京都微生物研究所において抗菌力評価試験を行った。試験方法はフィルム密着法で、「抗菌製品技術協議会のフィルム密着法」に従い、供試片の表面に１／５００普通ブイヨンで調製した菌液を滴下し、フィルムで密着させ３５℃で保存した。測定は、供試片上の菌液について生菌数を測定した。使用菌株は、Ｍｅｔｈｉｃｉｌｌｉｎ ｒｅｓｉｓｔａｎｔ Ｓｔａｐｈｙｌｏｃｏｃｃｕｓ
ａｕｒｅｕｓ ＫＢ－１００５ （ＭＲＳＡ）即ち、耐性黄色ブドウ球菌である。 <Washing resistance test, antibacterial activity evaluation test (A)>
A non-woven fabric of about 15cm x 15cm in size is dipped in an antibacterial coating agent sample for fibers, dried in an oven at 120 ° C, and then one piece at a water level of 29L using a fully automatic washing machine KW-B563 from Hitachi, Ltd. After 10 cycles of washing (soft 3 minutes) and dehydration (soft 1 minute) each time and drying over the latter half of the day, about 7.5 cm x about 7.5 cm from about 15 cm x about 15 cm non-woven fabric Three specimens were cut out and further cut into 5 cm × 5 cm at the Kyoto Microbiological Research Institute to obtain specimens. That is, the number of specimens n = 3.
Then, an antibacterial activity evaluation test was conducted at the Kyoto Microbiological Research Institute. The test method is a film adhesion method. In accordance with “Film Adhesion Method of Antibacterial Products Technical Council”, a bacterial solution prepared with 1/500 ordinary bouillon is dropped onto the surface of the test piece, and is adhered to the film and stored at 35 ° C. . In the measurement, the viable cell count was measured for the bacterial solution on the test piece. The strain used is Methicillin resist Staphylococcus
aureus KB-1005 (MRSA), a resistant S. aureus.
繊維用抗菌性コート剤試料に大きさ約１５ｃｍ×約１５ｃｍの不織布を浸漬し、１２０℃のオーブンで乾燥後、株式会社日立製作所の全自動洗濯機ＫＷ－Ｂ５６３を用いて、水位２９Ｌで１枚ずつ洗い（ソフト３分）・脱水（ソフト１分）を行い、その後半日以上乾燥するというサイクルを１０回行った後で、約１５ｃｍ×約１５ｃｍの不織布から約７．５ｃｍ×約７．５ｃｍの供試体を３枚切り出し、社団法人京都微生物研究所においてさらに５ｃｍ×５ｃｍに切って供試片とした。即ち、供試片数ｎ＝３である。
そして、社団法人京都微生物研究所において抗菌力評価試験を行った。試験方法はフィルム密着法で、「抗菌製品技術協議会のフィルム密着法」に従い、供試片の表面に１／５００普通ブイヨンで調製した菌液を滴下し、フィルムで密着させ３５℃で保存した。測定は、供試片上の菌液について生菌数を測定した。使用菌株は、Ｍｅｔｈｉｃｉｌｌｉｎ ｒｅｓｉｓｔａｎｔ Ｓｔａｐｈｙｌｏｃｏｃｃｕｓ
ａｕｒｅｕｓ ＫＢ－１００５ （ＭＲＳＡ）即ち、耐性黄色ブドウ球菌である。 <Washing resistance test, antibacterial activity evaluation test (A)>
A non-woven fabric of about 15cm x 15cm in size is dipped in an antibacterial coating agent sample for fibers, dried in an oven at 120 ° C, and then one piece at a water level of 29L using a fully automatic washing machine KW-B563 from Hitachi, Ltd. After 10 cycles of washing (soft 3 minutes) and dehydration (soft 1 minute) each time and drying over the latter half of the day, about 7.5 cm x about 7.5 cm from about 15 cm x about 15 cm non-woven fabric Three specimens were cut out and further cut into 5 cm × 5 cm at the Kyoto Microbiological Research Institute to obtain specimens. That is, the number of specimens n = 3.
Then, an antibacterial activity evaluation test was conducted at the Kyoto Microbiological Research Institute. The test method is a film adhesion method. In accordance with “Film Adhesion Method of Antibacterial Products Technical Council”, a bacterial solution prepared with 1/500 ordinary bouillon is dropped onto the surface of the test piece, and is adhered to the film and stored at 35 ° C. . In the measurement, the viable cell count was measured for the bacterial solution on the test piece. The strain used is Methicillin resist Staphylococcus
aureus KB-1005 (MRSA), a resistant S. aureus.
＜風合い・色合いの変化試験＞
繊維用抗菌性コート剤試料に、約１０ｃｍ×約１０ｃｍの不織布を浸漬し、約２４時間自然乾燥した後、１２０℃のオーブンで２分×２回乾燥後、約１２時間放置して風合い・色合いの変化をみた。なお、評価は以下の通りである。
風合いの変化
○（変化なし）
△（少し堅い）
×（ごわごわする）
色合いの変化
○（変化なし）
△（わずかに黄変）
×（黄変） <Texture / color change test>
About 10 cm x about 10 cm non-woven fabric is immersed in the antibacterial coating agent sample for fibers, air-dried for about 24 hours, then dried in an oven at 120 ° C for 2 minutes x 2 times, and left for about 12 hours to feel and color. I saw changes. The evaluation is as follows.
Change in texture ○ (no change)
△ (Slightly hard)
× (Stiff)
Color change ○ (no change)
△ (slightly yellowing)
× (yellowing)
繊維用抗菌性コート剤試料に、約１０ｃｍ×約１０ｃｍの不織布を浸漬し、約２４時間自然乾燥した後、１２０℃のオーブンで２分×２回乾燥後、約１２時間放置して風合い・色合いの変化をみた。なお、評価は以下の通りである。
風合いの変化
○（変化なし）
△（少し堅い）
×（ごわごわする）
色合いの変化
○（変化なし）
△（わずかに黄変）
×（黄変） <Texture / color change test>
About 10 cm x about 10 cm non-woven fabric is immersed in the antibacterial coating agent sample for fibers, air-dried for about 24 hours, then dried in an oven at 120 ° C for 2 minutes x 2 times, and left for about 12 hours to feel and color. I saw changes. The evaluation is as follows.
Change in texture ○ (no change)
△ (Slightly hard)
× (Stiff)
Color change ○ (no change)
△ (slightly yellowing)
× (yellowing)
実施例２
製造例１で得たバインダー成分（１）１００部、製造例４で得た抗菌剤成分（２）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（１２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 2
100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 12) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
製造例１で得たバインダー成分（１）１００部、製造例４で得た抗菌剤成分（２）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（１２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 2
100 parts of the binder component (1) obtained in Production Example 1 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 12) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
実施例３
製造例２で得たバインダー成分（２）１００部、製造例３で得た抗菌剤成分（１）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（２１）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 3
100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 21) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
製造例２で得たバインダー成分（２）１００部、製造例３で得た抗菌剤成分（１）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（２１）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 3
100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (1) obtained in Production Example 3 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 21) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
実施例４
製造例２で得たバインダー成分（２）１００部、製造例４で得た抗菌剤成分（２）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（２２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 4
100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 22) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
製造例２で得たバインダー成分（２）１００部、製造例４で得た抗菌剤成分（２）１部をビーカーに仕込み、均一になるまで攪拌し、本発明の繊維用抗菌性コート剤（２２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Example 4
100 parts of the binder component (2) obtained in Production Example 2 and 1 part of the antibacterial agent component (2) obtained in Production Example 4 were charged into a beaker and stirred until uniform, and the antibacterial coating agent for fibers of the present invention ( 22) was obtained, and a wash resistance test, an antibacterial activity evaluation test, and a texture / color change test were performed using this. The results are shown in Table 1.
比較例１
製造例３で得た抗菌剤成分（１）のみを用い、抗菌剤濃度が実施例と同じになるよう調整し、比較の繊維用抗菌性コート剤（Ｒ１）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Comparative Example 1
Using only the antibacterial agent component (1) obtained in Production Example 3 and adjusting the antibacterial agent concentration to be the same as in the Examples, a comparative antibacterial coating agent for fibers (R1) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
製造例３で得た抗菌剤成分（１）のみを用い、抗菌剤濃度が実施例と同じになるよう調整し、比較の繊維用抗菌性コート剤（Ｒ１）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Comparative Example 1
Using only the antibacterial agent component (1) obtained in Production Example 3 and adjusting the antibacterial agent concentration to be the same as in the Examples, a comparative antibacterial coating agent for fibers (R1) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
比較例２
製造例４で得た抗菌剤成分（２）のみを用い、抗菌剤濃度が実施例と同じになるよう調整し、比較の繊維用抗菌性コート剤（Ｒ２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Comparative Example 2
Using only the antibacterial agent component (2) obtained in Production Example 4 and adjusting the concentration of the antibacterial agent to be the same as in the examples, a comparative antibacterial coating agent for fibers (R2) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
製造例４で得た抗菌剤成分（２）のみを用い、抗菌剤濃度が実施例と同じになるよう調整し、比較の繊維用抗菌性コート剤（Ｒ２）を得、これを用いて耐洗濯性試験、抗菌力評価試験及び風合い・色合いの変化試験を行った。その結果を表１に示す。 Comparative Example 2
Using only the antibacterial agent component (2) obtained in Production Example 4 and adjusting the concentration of the antibacterial agent to be the same as in the examples, a comparative antibacterial coating agent for fibers (R2) was obtained, and this was used for washing resistance Property test, antibacterial activity evaluation test, and texture / color change test. The results are shown in Table 1.
表１に示されるように、実施例１～４の本発明の繊維用抗菌性コート剤に浸漬して乾燥した不織布は、１０回の洗濯の後も２４時間でＭＲＳＡ菌を全滅させるだけの抗菌力を維持している。これに対して、比較例１～２は抗菌力が残っていない。なお、防臭力は、繊維製品の悪臭が耐性黄色ブドウ球菌（ＭＲＳＡ）等の細菌を発生源とすることから、ＭＲＳＡに抗菌力を有するものは同時に防臭力も有するものと認められる。
As shown in Table 1, the non-woven fabric dipped in the antibacterial coating agent for fibers of Examples 1 to 4 of the present invention and dried was an antibacterial agent that annihilates MRSA bacteria in 24 hours even after 10 washings. Maintaining strength. In contrast, Comparative Examples 1 and 2 have no antibacterial activity. In addition, since the bad smell of a textile product uses bacteria, such as a resistant Staphylococcus aureus (MRSA), as for the deodorizing power, what has antimicrobial power in MRSA is recognized as having a deodorizing power at the same time.
実施例５
実施例１で得た、本発明の繊維用抗菌性コート剤（１１）を用いて繊維製品として２種類の靴下に塗布して耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Example 5
The antibacterial coating agent for fibers (11) of the present invention obtained in Example 1 was applied to two types of socks as a textile product, and a washing resistance test and an antibacterial activity evaluation test (B) were conducted. The results are shown in Table 2.
実施例１で得た、本発明の繊維用抗菌性コート剤（１１）を用いて繊維製品として２種類の靴下に塗布して耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Example 5
The antibacterial coating agent for fibers (11) of the present invention obtained in Example 1 was applied to two types of socks as a textile product, and a washing resistance test and an antibacterial activity evaluation test (B) were conducted. The results are shown in Table 2.
＜耐洗濯性試験、抗菌力評価試験（Ｂ）＞
１種類はアクリル８０％・綿２０％からなる靴下（１）で、もう１種類は綿１００％からなる靴下（２）を使用した。これらの靴下に本発明の繊維用抗菌性コート剤（１１）を塗布して乾燥した後、財団法人日本化学繊維検査協会において、実洗濯試験を行った。洗濯方法は、ＪＩＳ－Ｌ－０２１７
１０３法３０回連続繰り返し（洗剤は花王株式会社の商品名「アタック」）で行った。
また、これらの靴下について、京都微生物研究所において、抗菌力評価試験を行った。試験方法は、ＳＥＫ菌数測定法にしたがって、供試品０．４ｇをオートクレーブで滅菌後、約１０５
ＣＦＵ／ｍｌになるように１／２０ニュートリエント培地で調製した菌液０．２ｍｌを供試品に接種し、３７℃で保存後、菌数を測定した。使用菌株はＭＲＳＡである。供試品３点の平均をとった。 <Washing resistance test, antibacterial activity evaluation test (B)>
One type was a sock (1) made of 80% acrylic and 20% cotton, and the other type was a sock (2) made of 100% cotton. After applying the antibacterial coating agent (11) for fibers of the present invention to these socks and drying, an actual laundry test was conducted at the Japan Chemical Fiber Inspection Association. Washing method is JIS-L-0217
The method was repeated 30 times in 103 ways (detergent was trade name “Attack” from Kao Corporation).
In addition, these socks were subjected to an antibacterial activity evaluation test at the Kyoto Microbiology Research Institute. According to the SEK count method, the test method was about 10 5 after sterilizing 0.4 g of the test sample in an autoclave.
The test sample was inoculated with 0.2 ml of a bacterial solution prepared in 1/20 neutral medium so as to be CFU / ml, and stored at 37 ° C., and then the number of bacteria was measured. The strain used is MRSA. The average of 3 specimens was taken.
１種類はアクリル８０％・綿２０％からなる靴下（１）で、もう１種類は綿１００％からなる靴下（２）を使用した。これらの靴下に本発明の繊維用抗菌性コート剤（１１）を塗布して乾燥した後、財団法人日本化学繊維検査協会において、実洗濯試験を行った。洗濯方法は、ＪＩＳ－Ｌ－０２１７
１０３法３０回連続繰り返し（洗剤は花王株式会社の商品名「アタック」）で行った。
また、これらの靴下について、京都微生物研究所において、抗菌力評価試験を行った。試験方法は、ＳＥＫ菌数測定法にしたがって、供試品０．４ｇをオートクレーブで滅菌後、約１０５
ＣＦＵ／ｍｌになるように１／２０ニュートリエント培地で調製した菌液０．２ｍｌを供試品に接種し、３７℃で保存後、菌数を測定した。使用菌株はＭＲＳＡである。供試品３点の平均をとった。 <Washing resistance test, antibacterial activity evaluation test (B)>
One type was a sock (1) made of 80% acrylic and 20% cotton, and the other type was a sock (2) made of 100% cotton. After applying the antibacterial coating agent (11) for fibers of the present invention to these socks and drying, an actual laundry test was conducted at the Japan Chemical Fiber Inspection Association. Washing method is JIS-L-0217
The method was repeated 30 times in 103 ways (detergent was trade name “Attack” from Kao Corporation).
In addition, these socks were subjected to an antibacterial activity evaluation test at the Kyoto Microbiology Research Institute. According to the SEK count method, the test method was about 10 5 after sterilizing 0.4 g of the test sample in an autoclave.
The test sample was inoculated with 0.2 ml of a bacterial solution prepared in 1/20 neutral medium so as to be CFU / ml, and stored at 37 ° C., and then the number of bacteria was measured. The strain used is MRSA. The average of 3 specimens was taken.
実施例６～８
実施例２～４で得た、本発明の繊維用抗菌性コート剤（１２）、（２１）、（２２）を用いて実施例５と同様に耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Examples 6-8
Using the antibacterial coating agent for fibers (12), (21), and (22) of the present invention obtained in Examples 2 to 4, washing resistance test and antibacterial activity evaluation test (B) in the same manner as in Example 5. Went. The results are shown in Table 2.
実施例２～４で得た、本発明の繊維用抗菌性コート剤（１２）、（２１）、（２２）を用いて実施例５と同様に耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Examples 6-8
Using the antibacterial coating agent for fibers (12), (21), and (22) of the present invention obtained in Examples 2 to 4, washing resistance test and antibacterial activity evaluation test (B) in the same manner as in Example 5. Went. The results are shown in Table 2.
比較例３～４
比較例１～２で得た、比較の繊維用抗菌性コート剤（Ｒ１）～（Ｒ２）を用いて実施例５と同様に耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Comparative Examples 3-4
Using the comparative antibacterial coating agents for fibers (R1) to (R2) obtained in Comparative Examples 1 and 2, a wash resistance test and an antibacterial activity evaluation test (B) were conducted in the same manner as in Example 5. The results are shown in Table 2.
比較例１～２で得た、比較の繊維用抗菌性コート剤（Ｒ１）～（Ｒ２）を用いて実施例５と同様に耐洗濯性試験、抗菌力評価試験（Ｂ）を行った。その結果を表２に示す。 Comparative Examples 3-4
Using the comparative antibacterial coating agents for fibers (R1) to (R2) obtained in Comparative Examples 1 and 2, a wash resistance test and an antibacterial activity evaluation test (B) were conducted in the same manner as in Example 5. The results are shown in Table 2.
表２における「静菌活性値」とは、対照の１８時間後の菌数をＸ、供試品の１８時間後の菌数をＹとしたときの、ｌｏｇ（Ｘ／Ｙ）の値である。繊維製品新機能評価協議会の新基準によれば、この値が２．２以上、即ち菌数が約１６０分の１以下に減少していれば、抗菌力があるものと認められる。
表２に示されるように、本発明の繊維用抗菌性コート剤はいずれの靴下も抗菌力を有することが示された。このように、日本化学繊維検査協会の規定する３０回連続繰り返し洗濯試験の後も、繊維製品新機能評価協議会の抗菌基準を十分満たしており、耐洗濯耐久性が高いことがわかった。 The “bacteriostatic activity value” in Table 2 is the value of log (X / Y), where X is the number of bacteria 18 hours after the control and Y is the number of bacteria 18 hours after the test sample. . According to the new standard of the textile product new function evaluation council, if this value is 2.2 or more, that is, if the number of bacteria is reduced to about 1/160 or less, it is recognized as having antibacterial activity.
As shown in Table 2, it was shown that the antibacterial coating agent for fibers of the present invention has antibacterial activity in any socks. As described above, it was found that the antibacterial standard of the textile product new function evaluation council was sufficiently satisfied even after the 30 times continuous repeated washing test stipulated by the Japan Chemical Fiber Inspection Association, and the washing durability was high.
表２に示されるように、本発明の繊維用抗菌性コート剤はいずれの靴下も抗菌力を有することが示された。このように、日本化学繊維検査協会の規定する３０回連続繰り返し洗濯試験の後も、繊維製品新機能評価協議会の抗菌基準を十分満たしており、耐洗濯耐久性が高いことがわかった。 The “bacteriostatic activity value” in Table 2 is the value of log (X / Y), where X is the number of bacteria 18 hours after the control and Y is the number of bacteria 18 hours after the test sample. . According to the new standard of the textile product new function evaluation council, if this value is 2.2 or more, that is, if the number of bacteria is reduced to about 1/160 or less, it is recognized as having antibacterial activity.
As shown in Table 2, it was shown that the antibacterial coating agent for fibers of the present invention has antibacterial activity in any socks. As described above, it was found that the antibacterial standard of the textile product new function evaluation council was sufficiently satisfied even after the 30 times continuous repeated washing test stipulated by the Japan Chemical Fiber Inspection Association, and the washing durability was high.
〈各社の抗菌靴下と本発明の抗菌性靴下との比較〉
さらに、実際に販売されている各社の抗菌靴下と本発明の抗菌性靴下（実施例６）とについて比較して、抗菌性試験を行った。各社の抗菌靴下及び使用した菌種は以下の通りである。 <Comparison between antibacterial socks of each company and the antibacterial socks of the present invention>
Furthermore, an antibacterial test was conducted by comparing the antibacterial socks of each company actually sold with the antibacterial socks of the present invention (Example 6). The antibacterial socks of each company and the bacterial species used are as follows.
さらに、実際に販売されている各社の抗菌靴下と本発明の抗菌性靴下（実施例６）とについて比較して、抗菌性試験を行った。各社の抗菌靴下及び使用した菌種は以下の通りである。 <Comparison between antibacterial socks of each company and the antibacterial socks of the present invention>
Furthermore, an antibacterial test was conducted by comparing the antibacterial socks of each company actually sold with the antibacterial socks of the present invention (Example 6). The antibacterial socks of each company and the bacterial species used are as follows.
比較例５としてレナウン株式会社の商品名「通勤快足」
比較例６としてカネボウ株式会社の商品名「ＣＯＮＣＥＰＴ」
比較例７として早川工業株式会社の商品名「紀州備長炭靴下」
比較例８として三ツ星産業株式会社の商品名「水虫防御」 As Comparative Example 5, Renown Co., Ltd. trade name “Commuters”
As Comparative Example 6, Kanebo Corporation trade name “CONCEPT”
As comparative example 7, Hayakawa Kogyo Co., Ltd. trade name “Kishu Bincho charcoal socks”
As comparative example 8, the trade name “Mitsusei defense” by Mitsuboshi Sangyo Co., Ltd.
比較例６としてカネボウ株式会社の商品名「ＣＯＮＣＥＰＴ」
比較例７として早川工業株式会社の商品名「紀州備長炭靴下」
比較例８として三ツ星産業株式会社の商品名「水虫防御」 As Comparative Example 5, Renown Co., Ltd. trade name “Commuters”
As Comparative Example 6, Kanebo Corporation trade name “CONCEPT”
As comparative example 7, Hayakawa Kogyo Co., Ltd. trade name “Kishu Bincho charcoal socks”
As comparative example 8, the trade name “Mitsusei defense” by Mitsuboshi Sangyo Co., Ltd.
（１）
Ｓｔａｐｈｙｌｏｃｏｃｃｕｓ ａｕｒｅｕｓ （ＭＲＳＡ）臨床分離株
（２） Ｅｓｃｈｅｒｉｃｈｉａ ｃｏｌｉ（大腸菌）ＡＴＣＣ２５９２２由来株
（３） Ｃａｎｄｉｄａ ａｌｂｉｃａｎｓ（酵母様真菌）ＡＴＣＣ６０２７由来株
（４） Ｔｒｉｃｈｏｐｈｙｔｏｎ ｒｕｂｒｕｍ（糸状菌）臨床分離株 (1)
Staphylococcus aureus (MRSA) clinical isolate (2) Escherichia coli (E. coli) ATCC 25922-derived strain (3) Candida albicans (yeast-like fungus) ATCC 6027-derived strain (4) Trichophyton rubrum (filamentous fungus) clinical isolate
Ｓｔａｐｈｙｌｏｃｏｃｃｕｓ ａｕｒｅｕｓ （ＭＲＳＡ）臨床分離株
（２） Ｅｓｃｈｅｒｉｃｈｉａ ｃｏｌｉ（大腸菌）ＡＴＣＣ２５９２２由来株
（３） Ｃａｎｄｉｄａ ａｌｂｉｃａｎｓ（酵母様真菌）ＡＴＣＣ６０２７由来株
（４） Ｔｒｉｃｈｏｐｈｙｔｏｎ ｒｕｂｒｕｍ（糸状菌）臨床分離株 (1)
Staphylococcus aureus (MRSA) clinical isolate (2) Escherichia coli (E. coli) ATCC 25922-derived strain (3) Candida albicans (yeast-like fungus) ATCC 6027-derived strain (4) Trichophyton rubrum (filamentous fungus) clinical isolate
菌種（１）～（３）については、それぞれの菌を１×１０６ ／ｍｌになるように菌液濃度の調整を行う。一方、各靴下試料を１ｃｍ２ に切り取り滅菌試験管に入れ、各試料に菌液濃度調整を行った供試菌１０００μｌをそれぞれ滴下する。対照として、試料を入れないで各菌種液１０００μｌを滅菌試験管にそれぞれ滴下する。そして、各試料と菌液が十分接触するように、３５℃で振盪培養する。
経時変化をみるために、それぞれ６・２４・４８時間後に良く混和された菌液をそれぞれ１００μｌ採取する。採取した菌液を標準寒天培地に塗布し、３５℃で１８時間培養する。菌種（３）は、サブロー寒天培地に塗布し、同様に培養する。対照についても、同様の処理を行う。そして、寒天培地に塗布したそれぞれの菌種について、経時的に増殖もしくは死滅したコロニー数をカウントし、カウント数を１０倍してＣＦＵ／ｍｌで算出する（希釈倍率１０倍のため）。以上の菌種（１）～（３）についての試験結果を、表３に示す。 For the bacterial species (1) to (3), the concentration of the bacterial solution is adjusted so that each of the bacterial species is 1 × 10 6 / ml. On the other hand, each sock sample is cut into 1 cm 2 , put into a sterilized test tube, and 1000 μl of the test bacteria whose bacterial solution concentration is adjusted is dropped on each sample. As a control, 1000 μl of each bacterial species solution is dropped into a sterile test tube without a sample. And it culture | cultivates by shaking at 35 degreeC so that each sample and bacterial solution may contact sufficiently.
In order to see the change over time, 100 μl of each well-mixed bacterial solution is taken after 6, 24 and 48 hours, respectively. The collected bacterial solution is applied to a standard agar medium and cultured at 35 ° C. for 18 hours. The bacterial species (3) is applied to a Sabouraud agar medium and cultured in the same manner. The same treatment is performed for the control. For each bacterial species applied to the agar medium, the number of colonies that have grown or died over time is counted, and the count is multiplied by 10 to calculate CFU / ml (because the dilution factor is 10 times). Table 3 shows the test results for the above bacterial species (1) to (3).
経時変化をみるために、それぞれ６・２４・４８時間後に良く混和された菌液をそれぞれ１００μｌ採取する。採取した菌液を標準寒天培地に塗布し、３５℃で１８時間培養する。菌種（３）は、サブロー寒天培地に塗布し、同様に培養する。対照についても、同様の処理を行う。そして、寒天培地に塗布したそれぞれの菌種について、経時的に増殖もしくは死滅したコロニー数をカウントし、カウント数を１０倍してＣＦＵ／ｍｌで算出する（希釈倍率１０倍のため）。以上の菌種（１）～（３）についての試験結果を、表３に示す。 For the bacterial species (1) to (3), the concentration of the bacterial solution is adjusted so that each of the bacterial species is 1 × 10 6 / ml. On the other hand, each sock sample is cut into 1 cm 2 , put into a sterilized test tube, and 1000 μl of the test bacteria whose bacterial solution concentration is adjusted is dropped on each sample. As a control, 1000 μl of each bacterial species solution is dropped into a sterile test tube without a sample. And it culture | cultivates by shaking at 35 degreeC so that each sample and bacterial solution may contact sufficiently.
In order to see the change over time, 100 μl of each well-mixed bacterial solution is taken after 6, 24 and 48 hours, respectively. The collected bacterial solution is applied to a standard agar medium and cultured at 35 ° C. for 18 hours. The bacterial species (3) is applied to a Sabouraud agar medium and cultured in the same manner. The same treatment is performed for the control. For each bacterial species applied to the agar medium, the number of colonies that have grown or died over time is counted, and the count is multiplied by 10 to calculate CFU / ml (because the dilution factor is 10 times). Table 3 shows the test results for the above bacterial species (1) to (3).
表３に示されるように、本発明の抗菌性靴下（実施例６）は、６時間で菌種（１）～（３）を全て死滅させており、強力な抗菌力を示している。
これに対して、比較例５の「通勤快足」の試料は、菌種（１）のＭＲＳＡを４８時間後に全滅させ、菌種（２）の大腸菌も４８時間後にはかなり死滅させているが、菌種（３）の酵母様真菌には全く効果がなく、対照と同程度に増殖させている。また、比較例６の「ＣＯＮＣＥＰＴ」の試料は、菌種（１）のＭＲＳＡを２４時間後に全滅させ、菌種（２）の大腸菌は６時間で全滅させているが、菌種（３）の酵母様真菌には全く効果がなく、やはり対照と同程度に増殖させている。また、比較例７の「紀州備長炭靴下」の試料は、菌種（１）～（３）のいずれにも抗菌効果がなく、全て対照と同程度に増殖させている。また、比較例８の「水虫防御」の試料は、菌種（１）のＭＲＳＡを４８時間後に全滅させ、菌種（２）の大腸菌は６時間で全滅させているが、菌種（３）の酵母様真菌にはやはり全く効果がなく、対照と同程度に増殖させている。 As shown in Table 3, the antibacterial socks of the present invention (Example 6) killed all the bacterial species (1) to (3) in 6 hours and showed a strong antibacterial activity.
On the other hand, the sample of “Commuters” in Comparative Example 5 eradicates the MRSA of the bacterial species (1) after 48 hours, and the E. coli of the bacterial species (2) is also considerably killed after 48 hours. Yeast-like fungi of species (3) have no effect at all and are grown to the same extent as the control. In addition, the sample of “CONCEPT” in Comparative Example 6 eradicates MRSA of the bacterial species (1) after 24 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours. Yeast-like fungi have no effect and are grown to the same extent as the control. In addition, the samples of “Kishu Bincho charcoal socks” of Comparative Example 7 have no antibacterial effect in any of the bacterial species (1) to (3), and are all grown to the same extent as the control. In addition, the sample of “protection of athlete's foot” in Comparative Example 8 eradicates MRSA of the bacterial species (1) after 48 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours, but the bacterial species (3) This yeast-like fungus still has no effect and grows to the same extent as the control.
これに対して、比較例５の「通勤快足」の試料は、菌種（１）のＭＲＳＡを４８時間後に全滅させ、菌種（２）の大腸菌も４８時間後にはかなり死滅させているが、菌種（３）の酵母様真菌には全く効果がなく、対照と同程度に増殖させている。また、比較例６の「ＣＯＮＣＥＰＴ」の試料は、菌種（１）のＭＲＳＡを２４時間後に全滅させ、菌種（２）の大腸菌は６時間で全滅させているが、菌種（３）の酵母様真菌には全く効果がなく、やはり対照と同程度に増殖させている。また、比較例７の「紀州備長炭靴下」の試料は、菌種（１）～（３）のいずれにも抗菌効果がなく、全て対照と同程度に増殖させている。また、比較例８の「水虫防御」の試料は、菌種（１）のＭＲＳＡを４８時間後に全滅させ、菌種（２）の大腸菌は６時間で全滅させているが、菌種（３）の酵母様真菌にはやはり全く効果がなく、対照と同程度に増殖させている。 As shown in Table 3, the antibacterial socks of the present invention (Example 6) killed all the bacterial species (1) to (3) in 6 hours and showed a strong antibacterial activity.
On the other hand, the sample of “Commuters” in Comparative Example 5 eradicates the MRSA of the bacterial species (1) after 48 hours, and the E. coli of the bacterial species (2) is also considerably killed after 48 hours. Yeast-like fungi of species (3) have no effect at all and are grown to the same extent as the control. In addition, the sample of “CONCEPT” in Comparative Example 6 eradicates MRSA of the bacterial species (1) after 24 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours. Yeast-like fungi have no effect and are grown to the same extent as the control. In addition, the samples of “Kishu Bincho charcoal socks” of Comparative Example 7 have no antibacterial effect in any of the bacterial species (1) to (3), and are all grown to the same extent as the control. In addition, the sample of “protection of athlete's foot” in Comparative Example 8 eradicates MRSA of the bacterial species (1) after 48 hours, and E. coli of the bacterial species (2) is annihilated in 6 hours, but the bacterial species (3) This yeast-like fungus still has no effect and grows to the same extent as the control.
さらに、菌種（４）の糸状菌については、サブロー寒天平板培地（ＣＰ（抗生物質クロラムフェニコール）加）を作製し、各靴下試料１ｃｍ２
片をそれぞれ６枚ずつ用意する。培地上にできるだけ均一に菌種（４）の菌糸を塗布した後、培地上にそれぞれの試料片を置き、対照として菌糸のみ培地に塗布する。準備された各培地を２５℃で培養し、培養日数ごとに菌糸の発育の有無を２日目・７日目・１４日目に確認する。試験結果を表４に示す。 Furthermore, for filamentous fungi of the bacterial species (4), a Sabouraud agar plate medium (CP (antibiotic chloramphenicol) added) was prepared, and each sock sample was 1 cm 2.
Prepare 6 pieces each. After the mycelium of the fungus species (4) is applied as uniformly as possible on the medium, each sample piece is placed on the medium, and only the mycelium is applied to the medium as a control. Each prepared medium is cultured at 25 ° C., and the presence or absence of mycelium growth is confirmed on the 2nd, 7th, and 14th days for each culture day. The test results are shown in Table 4.
片をそれぞれ６枚ずつ用意する。培地上にできるだけ均一に菌種（４）の菌糸を塗布した後、培地上にそれぞれの試料片を置き、対照として菌糸のみ培地に塗布する。準備された各培地を２５℃で培養し、培養日数ごとに菌糸の発育の有無を２日目・７日目・１４日目に確認する。試験結果を表４に示す。 Furthermore, for filamentous fungi of the bacterial species (4), a Sabouraud agar plate medium (CP (antibiotic chloramphenicol) added) was prepared, and each sock sample was 1 cm 2.
Prepare 6 pieces each. After the mycelium of the fungus species (4) is applied as uniformly as possible on the medium, each sample piece is placed on the medium, and only the mycelium is applied to the medium as a control. Each prepared medium is cultured at 25 ° C., and the presence or absence of mycelium growth is confirmed on the 2nd, 7th, and 14th days for each culture day. The test results are shown in Table 4.
表４においては、糸状菌の増殖が認められたものを（＋）、試料の周りに阻止円ができたものを（－）で示している。表４に示されるように、菌種（４）の糸状菌に対して抗菌効果があったものは本発明の抗菌性靴下のみであり、その他の比較例５～比較例８の靴下の試料片は糸状菌に対する抗菌効果が認められなかった。
In Table 4, (+) indicates that the growth of filamentous fungi is observed, and (-) indicates that a blocking circle is formed around the sample. As shown in Table 4, only the antibacterial socks of the present invention had an antibacterial effect on the filamentous fungus of the bacterial species (4), and other sock sample pieces of Comparative Examples 5 to 8 No antibacterial effect was observed against filamentous fungi.
以上説明した表３及び表４に示される結果から、現在販売されている各社の抗菌靴下は、細菌（菌種（１）のＭＲＳＡ、菌種（２）の大腸菌）に対して効果があるものは多いが、真菌（菌種（３）の酵母様真菌、菌種（４）の糸状菌）に対する効果がいずれも低いと考えられる。それに対して、本発明の抗菌性靴下は、細菌のみならず真菌にも効果が高く、また他の靴下に比較して滅菌効果が速いという特長を有する。
From the results shown in Table 3 and Table 4 described above, the antibacterial socks currently sold by each company are effective against bacteria (MRSA of bacterial species (1), Escherichia coli of bacterial species (2)). However, the effect on fungi (yeast-like fungus of fungus species (3) and filamentous fungus of fungus species (4)) is considered to be low. On the other hand, the antibacterial sock of the present invention has a feature that it is highly effective not only for bacteria but also for fungi, and has a faster sterilization effect than other socks.
したがって、現在販売されている各社の抗菌靴下は、細菌を滅菌することによる靴下の防臭効果は期待できるが、水虫等の起因菌である糸状菌を滅菌できないことから、水虫等の予防・抑制効果は期待できない。それに対して、本発明の抗菌性靴下は、靴下の防臭効果を有するとともに、真菌にも効果が高いことから、真菌に起因する水虫を始めとする種々の皮膚症状の予防・抑制効果が期待できる優れた抗菌性靴下となる。
Therefore, the antibacterial socks of each company currently sold can be expected to have a deodorizing effect on the socks by sterilizing bacteria, but the fungus that is the causative agent of athlete's foot cannot be sterilized. Cannot be expected. On the other hand, the antibacterial socks of the present invention have a deodorizing effect on socks and are also highly effective against fungi, and therefore can be expected to prevent and suppress various skin symptoms including athlete's foot caused by fungi. Excellent antibacterial socks.
本発明の繊維用抗菌性コート剤は下着・靴下等の繊維製品に強力に付着させて、洗濯しても抗菌剤が落ちないようにして長期間に亘って抗菌効果を持続させられるとともに、繊維製品の風合い及び色合いを損なうことがないことから、抗菌性靴下、抗菌性下着として好適に用いられる。
The antibacterial coating agent for fibers of the present invention strongly adheres to textile products such as underwear and socks, and maintains the antibacterial effect over a long period of time so that the antibacterial agent does not fall even when washed, and the fibers Since it does not impair the texture and color of the product, it is suitably used as antibacterial socks and antibacterial underwear.
The antibacterial coating agent for fibers of the present invention strongly adheres to textile products such as underwear and socks, and maintains the antibacterial effect over a long period of time so that the antibacterial agent does not fall even when washed, and the fibers Since it does not impair the texture and color of the product, it is suitably used as antibacterial socks and antibacterial underwear.
Claims (9)
- ポリアルキルシロキサンと、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤とを含有することを特徴とする繊維用抗菌性コート剤。 An antibacterial coating agent for fibers, comprising a polyalkylsiloxane and an antibacterial agent containing an N-long chain acylamino acid salt.
- ポリアルキルシロキサンの水分散液からなるバインダー成分と、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液からなる抗菌剤成分からなる二液型からなる請求項１に記載の繊維用抗菌性コート剤。 2. The antibacterial property for fibers according to claim 1, comprising a two-component type comprising a binder component comprising an aqueous dispersion of polyalkylsiloxane and an antimicrobial component comprising an aqueous dispersion of an antimicrobial agent containing an N-long chain acylamino acid salt. Coating agent.
- ポリアルキルシロキサンと、Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤との割合が重量比で１：０．００１～０．１範囲内である請求項１又は２に記載の繊維用抗菌性コート剤。 The antibacterial coating agent for fibers according to claim 1 or 2, wherein the weight ratio of the polyalkylsiloxane and the antibacterial agent containing N-long chain acylamino acid salt is in the range of 1: 0.001 to 0.1. .
- 抗菌剤が、さらに塩化ベンザルコニウムを含む請求項１～３のいずれかに記載の繊維用抗菌性コート剤。 The antibacterial coating agent for fibers according to any one of claims 1 to 3, wherein the antibacterial agent further contains benzalkonium chloride.
- ポリアルキルシロキサンの水分散液が、非イオン性界面活性剤を使用してなる請求項２～４のいずれかに記載の繊維用抗菌性コート剤。 The antibacterial coating agent for fibers according to any one of claims 2 to 4, wherein the aqueous dispersion of polyalkylsiloxane uses a nonionic surfactant.
- 非イオン性界面活性剤が、アルキルフェノールエチレンオキサイド付加物である請求項５に記載の繊維用抗菌性コート剤。 6. The antibacterial coating agent for fibers according to claim 5, wherein the nonionic surfactant is an alkylphenol ethylene oxide adduct.
- Ｎ－長鎖アシルアミノ酸塩を含む抗菌剤の水分散液が、カチオン性界面活性剤を使用してなる請求項２～６のいずれかに記載の繊維用抗菌性コート剤。 The antibacterial coating agent for fibers according to any one of claims 2 to 6, wherein the aqueous dispersion of the antibacterial agent containing an N-long chain acylamino acid salt uses a cationic surfactant.
- 繊維製品に請求項１～７のいずれかに記載の繊維用抗菌性コート剤を付着して乾燥したことを特徴とする抗菌性繊維製品。 An antibacterial fiber product, wherein the fiber antibacterial coating agent according to any one of claims 1 to 7 is adhered to the fiber product and dried.
- 繊維製品が靴下である請求項８に記載の抗菌性繊維製品。
The antibacterial fiber product according to claim 8, wherein the fiber product is a sock.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107114826A (en) * | 2017-04-07 | 2017-09-01 | 浙江醒缘生物科技有限公司 | A kind of underpants of stretch-proof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0881880A (en) * | 1994-09-05 | 1996-03-26 | Nikko:Kk | Antimicrobial agent for treating fiber |
| JP2004190152A (en) * | 2002-12-09 | 2004-07-08 | Kenji Saito | Antibacterial binder for fiber and antibacterial textile product |
| JP2009132850A (en) * | 2007-11-02 | 2009-06-18 | Shin Etsu Chem Co Ltd | Film-forming organopolysiloxane emulsion composition, and feeling improver for use in fiber |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0881880A (en) * | 1994-09-05 | 1996-03-26 | Nikko:Kk | Antimicrobial agent for treating fiber |
| JP2004190152A (en) * | 2002-12-09 | 2004-07-08 | Kenji Saito | Antibacterial binder for fiber and antibacterial textile product |
| JP2009132850A (en) * | 2007-11-02 | 2009-06-18 | Shin Etsu Chem Co Ltd | Film-forming organopolysiloxane emulsion composition, and feeling improver for use in fiber |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107114826A (en) * | 2017-04-07 | 2017-09-01 | 浙江醒缘生物科技有限公司 | A kind of underpants of stretch-proof |
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