WO2011058988A1 - Antiviral agent-supporting sheet and method for producing same - Google Patents

Antiviral agent-supporting sheet and method for producing same Download PDF

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Publication number
WO2011058988A1
WO2011058988A1 PCT/JP2010/069982 JP2010069982W WO2011058988A1 WO 2011058988 A1 WO2011058988 A1 WO 2011058988A1 JP 2010069982 W JP2010069982 W JP 2010069982W WO 2011058988 A1 WO2011058988 A1 WO 2011058988A1
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WIPO (PCT)
Prior art keywords
antiviral agent
aqueous
polyvinyl alcohol
adhesive
alcohol
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PCT/JP2010/069982
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French (fr)
Japanese (ja)
Inventor
宗紀 山田
Original Assignee
ユニチカ株式会社
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Publication date
Priority claimed from JP2009258446A external-priority patent/JP5398483B2/en
Priority claimed from JP2009258447A external-priority patent/JP5483548B2/en
Application filed by ユニチカ株式会社 filed Critical ユニチカ株式会社
Publication of WO2011058988A1 publication Critical patent/WO2011058988A1/en

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Classifications

    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A61K9/7007—Drug-containing films, membranes or sheets
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A61P31/06—Antibacterial agents for tuberculosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A62—LIFE-SAVING; FIRE-FIGHTING
    • A62B—DEVICES, APPARATUS OR METHODS FOR LIFE-SAVING
    • A62B23/00—Filters for breathing-protection purposes
    • A62B23/02—Filters for breathing-protection purposes for respirators

Definitions

  • the present invention relates to a carrier sheet carrying an antiviral agent such as an anti-influenza virus agent, and in particular, a carrier sheet carrying an anti-influenza virus agent having a function of inactivating new influenza viruses such as swine influenza virus and avian influenza virus. It is about.
  • swine flu is prevalent worldwide. Although swine flu has a lower mortality rate than bird flu, pregnant women, those under 5 years old or over 60 years old, and people with underlying diseases are more likely to become serious at the time of infection, and infection prevention is essential. ing. In particular, medical workers are constantly exposed to the risk of contact infection caused by touching sheets of towels, bedspreads, curtains and the like around the infected person.
  • a sanitary mask when going out, not only for new influenza such as swine flu but also for old influenza.
  • Sanitary masks include gauze masks and non-woven masks, but since gauze masks are sheet-like materials made of gauze with coarse eyes, influenza viruses can invade from here and are said to be less effective in preventing infection. ing.
  • Non-woven masks are said to be more effective in preventing infection than gauze masks because the mask body is a sheet of fine-grained non-woven fabric, but the effects of preventing infection are still questioned. .
  • Patent Document 1 a virus agent such as an anti-influenza virus to various sheet-like materials such as nonwoven fabrics and knitted fabrics.
  • the antiviral agent described in Patent Document 1 is a fine particle made of a hydrate of a metal oxide, generates a hydroxy radical, and inactivates a virus such as influenza virus by the hydroxy radical. In order to attach such fine particles to the sheet-like material, it is necessary to use an adhesive.
  • aqueous solution type such as an aqueous solution type, an aqueous emulsion type, a solvent type, and a hot melt type
  • the adhesive is used when attaching fine particles to a sheet-like material.
  • covered fine particles sometimes covered fine particles.
  • fine-particles did not continue for a long time by this coating. That is, the part of fine particles not covered by the adhesive film (exposed part) only shows antiviral activity at the beginning, and the part that is covered (unexposed part) uses antiviral activity. It is considered that such a drawback is caused by the fact that it is not done.
  • JP 2008-37814 A (Claims and paragraph number 0025)
  • An object of the present invention is to solve the above-mentioned drawbacks, and to provide a sheet-like material in which antiviral activity can be maintained for a long time even when a particulate anti-viral agent is attached to the sheet-like material with an adhesive. It is in.
  • the inventor of the present invention has examined the antiviral activity by attaching the fine particles described in Patent Document 1 to a sheet-like material with various adhesives.
  • the antiviral activity is long only when a specific adhesive is used. Found to last for hours.
  • the present invention has been made based on such knowledge.
  • the present invention provides an antiviral agent-supporting sheet comprising a particulate antiviral agent that generates hydroxy radicals attached to a sheet with an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000, and It relates to the manufacturing method.
  • Examples of the particulate antiviral agent used in the present invention include those described in Patent Document 1 and International Publication No. 2005/013695. That is, dolomite (dolomite) is fired, hydrated, and then pulverized into fine particles.
  • the composition of the fine particles is mainly composed of CaCO 3 , Ca (OH) 2 and Mg (OH) 2 .
  • the average particle diameter of the fine particles is about 0.1 to 60 ⁇ m.
  • Such antiviral agents generate hydroxy radicals. Hydroxyl radicals inactivate viruses such as old influenza viruses, herpes viruses and retroviruses as well as new influenza viruses such as swine influenza virus and avian influenza virus.
  • Such a particulate antiviral agent is adhered to a sheet by an adhesive.
  • the present invention is characterized by the adhesive used at this time. That is, by using an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000, generation of hydroxy radicals can be sustained for a long time.
  • an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000 generation of hydroxy radicals can be sustained for a long time.
  • a urethane or fluorine-acrylic adhesive is used as the adhesive, the generation of hydroxy radicals is difficult to last for a long time. The reason for this is not clear, but since polyvinyl alcohol has a hydroxy group, it is presumed that the hydroxy radical generated from the antiviral agent is difficult to bind to polyvinyl alcohol.
  • urethane adhesives and fluorine-acrylic adhesives it is presumed that hydroxy radicals generated from antiviral agents are bonded to urethane bonding groups in these adhesives and disappear.
  • the reason for setting the polymerization degree of polyvinyl alcohol to 250 to 1000 is that it is easy to handle as an aqueous solution and sufficiently exhibits an adhesive action.
  • the saponification degree of polyvinyl alcohol is preferably about 35 to 99 mol%. In particular, it is preferably 66 to 99 mol%, more preferably 90 to 99 mol%.
  • the saponification degree is extremely low, it is considered that the hydroxy group is almost lost, and the generation of hydroxy radicals from the antiviral agent is difficult to sustain for a long time. Further, when the degree of saponification becomes extremely high, it becomes difficult to handle because it becomes difficult to dissolve in water.
  • An adhesive containing polyvinyl alcohol is generally used in the form of an aqueous solution. That is, when a particulate antiviral agent is dispersed and an aqueous adhesive solution in which polyvinyl alcohol is dissolved is applied to a sheet by a coating method or a dipping method, and then dried, a sheet is obtained. An antiviral agent can be attached to.
  • the adhesive aqueous solution containing polyvinyl alcohol further contains a particulate polyolefin resin having a number average particle diameter of 1 ⁇ m or less.
  • an antiviral agent can be adhered by the adhesive action of polyvinyl alcohol, but if a larger amount of antiviral agent is to be adhered or if it is desired to adhere firmly, polyolefin resin fine particles having an adhesive action. Is preferably added.
  • the number average particle diameter of the polyolefin resin fine particles is preferably 1 ⁇ m or less.
  • the number average particle diameter of the polyolefin resin fine particles was obtained using “Microtrac particle size distribution analyzer UPA150 (MODEL No. 9340)” manufactured by Nikkiso Co., Ltd. If the number average particle diameter is too large, Tends to be difficult to disperse well.
  • a polyolefin resin that is easily dispersed in water.
  • a polyolefin resin was developed by the present applicant and is described in Japanese Patent No. 3699935, and (A1) an unsaturated carboxylic acid or an anhydride thereof and (A2) having 2 to 6 carbon atoms. It consists of a copolymer obtained by copolymerizing a monomer containing alkene.
  • A1 As the unsaturated carboxylic acid or its anhydride, acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, itaconic anhydride, fumaric acid, crotonic acid and the like are used.
  • alkene having 2 to 6 carbon atoms ethylene, propylene, isobutylene, 1-butene, 1-pentene, 1-hexene and the like are used.
  • An acrylic ester may be copolymerized as the third component.
  • a third component such as acrylic amide, methacrylic amide, methyl vinyl ether, ethyl vinyl ether, vinyl formate, vinyl acetate, vinyl propionate, vinyl pivalate, vinyl versatate, vinyl alcohol, acrylonitrile may be copolymerized. Absent.
  • the third component is copolymerized, it is copolymerized in an amount of about 35% by mass or less.
  • the polyolefin resin fine particles having the above composition are well dispersed in water as described in Japanese Patent No. 3699935. Therefore, even if this polyolefin resin fine particle is added to an aqueous adhesive solution containing polyvinyl alcohol, it can be dispersed well in the aqueous solution and used as a uniform aqueous adhesive solution.
  • an aqueous dispersion is prepared by dispersing a particulate antiviral agent in an aqueous solvent comprising water and alcohol.
  • alcohol used in the aqueous solvent is to improve the permeability to the fiber gap when the sheet-like material has a fiber gap like a nonwoven fabric or a knitted fabric.
  • a lower alcohol such as ethanol has a lower boiling point than water and is preferable because it can be evaporated together with water.
  • an aqueous solution in which polyvinyl alcohol having a polymerization degree of 250 to 1000 is dissolved is added to this aqueous dispersion to obtain an aqueous adhesive solution containing polyvinyl alcohol and an antiviral agent.
  • this adhesive aqueous solution it is applied to a sheet-like material by a conventionally known means such as dipping, coating or spraying. And when it dries and the water in aqueous solution is evaporated, a microparticulate antiviral agent will adhere to a sheet-like material with polyvinyl alcohol which is an adhesive agent.
  • a polyolefin resin fine particle dispersion in which a fine polyolefin resin having a number average particle size of 1 ⁇ m or less is dispersed in water in an aqueous adhesive solution containing polyvinyl alcohol and an antiviral agent. What is necessary is just to add and mix a liquid.
  • This polyolefin resin fine particle dispersion may also be prepared by dispersing it in an aqueous solvent composed of water and alcohol.
  • the alcohol is used in combination for the same reason as described above and to improve the dispersibility of the particulate polyolefin resin.
  • the alcohol used is preferably a lower alcohol such as ethanol for the same reason as described above.
  • any material such as non-woven fabric, paper, knitted fabric, plastic film, metal foil or the like is used.
  • Sheet-like materials used as materials such as sanitary masks, towels, and curtains are often non-woven fabrics and knitted fabrics, and therefore these are preferably used.
  • an adhesive composed of polyolefin resin fine particles may be used for the purpose of improving the adhesiveness of the antiviral agent (adhesion amount of the antiviral agent and its adhesive force).
  • an adhesive composed of polyolefin resin fine particles may be used for the purpose of improving the adhesiveness of the antiviral agent (adhesion amount of the antiviral agent and its adhesive force).
  • an adhesive composed of polyolefin resin fine particles may be used for the purpose of improving the adhesiveness of the antiviral agent (adhesion amount of the antiviral agent and its adhesive force).
  • polyolefin fibers include polypropylene fibers and polyethylene fibers.
  • a core-sheath type composite long fiber whose core component is made of polyester having a high melting point and whose sheath component is made of polyolefin such as polyethylene or polypropylene having a low melting point.
  • the non-woven fabric can be obtained by bonding the long fibers by fusing only the sheath component, and a non-woven fabric with good form stability can be obtained without curing the texture. Because it is.
  • the antiviral agent-carrying sheet according to the present invention is used for arbitrary purposes.
  • a nonwoven fabric or a knitted fabric is used as the sheet-like material
  • various uses in which the nonwoven fabric or the knitted fabric is conventionally used such as sanitary masks, curtains, bandages, surgical gowns, bed sheets, towels, gloves, It can be used as a filter material for carpets and air conditioners.
  • paper when paper is used as the sheet-like material, it can be used for various uses in which paper has been conventionally used, such as wallpaper and paper towels.
  • a particulate antiviral agent that generates hydroxy radicals is adhered to a sheet material with an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000. And this polyvinyl alcohol is hard to inhibit generation
  • the present invention will be described based on examples, but the present invention is not limited to the examples.
  • the present invention should be understood as being based on the knowledge that even if the surface of the particulate antiviral agent that generates hydroxy radicals is coated with polyvinyl alcohol, the generation of hydroxy radicals is not inhibited.
  • Example 1 While stirring a dispersion in which 375 g of a particulate anti-influenza virus agent (product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 542 g of ethanol is added, and an aqueous system composed of water and ethanol An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared. On the other hand, 744 g of an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass was prepared by dissolving polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in water.
  • a particulate anti-influenza virus agent product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.
  • the polyvinyl alcohol used here has a polymerization degree of 300 and a saponification degree of 98 to 99 mol%. Then, while stirring the aqueous dispersion, an aqueous polyvinyl alcohol solution was added to obtain an aqueous adhesive solution.
  • the concentration of the anti-influenza virus agent in this aqueous adhesive solution is about 10% by mass, and the concentration of the adhesive made of polyvinyl alcohol is about 2% by mass.
  • aqueous solution After this adhesive aqueous solution has been stored for 4 days, it is applied to a spunbonded nonwoven fabric (manufactured by Unitika Ltd., trade name “Elves S0503 WDO”, basis weight 50 g / m 2 ) by a gravure coating method, and then dried at 110 ° C. for 2 minutes.
  • a test piece 1 having an anti-influenza virus agent attached to a spunbonded nonwoven fabric (sheet-like material) was obtained.
  • the spunbond nonwoven fabric used here is composed of a core-sheath type composite continuous fiber having a core component made of polyester and a sheath component made of polyethylene. It is what you have.
  • the adhesion amounts of the anti-influenza virus agent and polyvinyl alcohol to the fiber substrate were about 12 to 15 g / m 2 . Therefore, the adhesion amount of the anti-influenza virus agent is about 10 to 12.5 g / m 2 .
  • Example 2 While stirring a dispersion liquid in which 375 g of a microparticulate anti-influenza virus agent (trade name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 140 g of ethanol is added to form an aqueous system composed of water and ethanol. An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared.
  • a microparticulate anti-influenza virus agent trade name “BR-p 3 ” manufactured by Mochigase Co., Ltd.
  • an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass by dissolving polyvinyl alcohol (trade name “JMR-10L”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in a mixed solvent in which 268 g of water and 402 g of ethanol are mixed. 744 g was prepared.
  • the polyvinyl alcohol used here has a polymerization degree of 250 and a saponification degree of 35 to 36 mol%. Then, while stirring the aqueous dispersion, an aqueous polyvinyl alcohol solution was added to obtain an aqueous adhesive solution.
  • the concentration of the anti-influenza virus agent in the adhesive aqueous solution is about 10% by mass, and the concentration of the adhesive made of polyvinyl alcohol is about 2% by mass. Thereafter, using this adhesive aqueous solution, an anti-influenza virus agent was adhered to the spunbonded nonwoven fabric in the same manner as in Example 1 to obtain a test piece 2.
  • Example 3 The same method as in Example 1 except that polyvinyl alcohol (trade name “JMR-10M”, manufactured by Nippon Vinegar Bipovar Co., Ltd.) is used instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.). Thus, a test piece 3 was obtained.
  • the polyvinyl alcohol used here has a polymerization degree of 250 and a saponification degree of 66 to 67 mol%.
  • Example 4 instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval), polyvinyl alcohol (trade name “VC-10”, manufactured by Nihon Vinegar Bipobar) was used, and the solid content concentration of the aqueous polyvinyl alcohol solution was used.
  • the test piece 4 was obtained by the same method as Example 1 except having made 8 mass%.
  • the polyvinyl alcohol used here has a polymerization degree of 1000 and a saponification degree of 99 mol%.
  • Example 5 While stirring a dispersion in which 375 g of a particulate anti-influenza virus agent (product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 542 g of ethanol is added, and an aqueous system composed of water and ethanol An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared. On the other hand, 248 g of an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass was prepared by dissolving polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in water.
  • a particulate anti-influenza virus agent product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.
  • the resulting polyolefin resin fine particle dispersion was milky white, and the number average particle size of the fine particles was about 0.06 ⁇ m.
  • the polyolefin resin used here is a copolymer composed of 80% by mass of ethylene, 18% by mass of ethyl acrylate, and 2% by mass of maleic anhydride, and has a melting point of 81 ° C.
  • a test piece 5 in which an anti-influenza virus agent was adhered to a spunbonded nonwoven fabric (sheet-like material) was obtained in the same manner as in Example 1.
  • the adhesion amount of the anti-influenza virus agent, polyvinyl alcohol and polyolefin resin fine particles to the sheet was about 12 to 15 g / m 2 . Therefore, the adhesion amount of the anti-influenza virus agent is about 10 to 12.7 g / m 2 .
  • Example 6 instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval), polyvinyl alcohol (trade name “VC-10”, manufactured by Nihon Vinegar Bipobar) was used, and the solid content concentration of the aqueous polyvinyl alcohol solution was used.
  • a test piece 6 was obtained by the same method as in Example 5 except that the content was 8 mass%.
  • Comparative Example 1 Instead of a polyvinyl alcohol aqueous solution having a solid content concentration of 10% by mass in which polyvinyl alcohol (trade name “JF-03” manufactured by Nippon Vinegar Bipoval Co., Ltd.) is dissolved, an aqueous polyether type polyurethane resin dispersion (manufactured by Enomoto Kasei Co., Ltd., product) The name “Neolet's R-600”, polyurethane weight average molecular weight 37,000, solid content concentration 33% by mass) diluted with water to a solid content concentration of 10% by mass was used as the adhesive solution.
  • a test piece 7 was obtained by the same method as in Example 1.
  • Comparative Example 2 Instead of polyvinyl alcohol aqueous solution with a solid content concentration of 10% by mass in which polyvinyl alcohol (trade name “JF-03” manufactured by Nippon Vinegar Bipovar Co., Ltd.) is dissolved, a fluorine-acrylic resin emulsion (product name “Asahi Guard” manufactured by Asahi Glass Co., Ltd.) The test piece 8 was prepared in the same manner as in Example 1 except that AG-7000 "(solid content concentration 20% by mass) was diluted with water so that the solid content concentration was 10% by mass as the adhesive solution. Obtained.
  • the covering time was set to 15 seconds, 30 seconds, 45 seconds, 60 seconds, and 120 seconds, and then the anti-influenza virus activity after 20 minutes was evaluated. Since this evaluation is known to have a correlation between anti-influenza virus activity and pH, a thymolphthalein indicator is used, which is sprayed onto the site of the test piece covering the mouth of the mayonnaise bottle, It depends on the degree of color development. In other words, if all the sites of the test piece are colored, the anti-influenza virus activity is completely effective, so it is 10 points. If all the sites are not colored, the anti-influenza virus activity is invalid, the score is 0. Evaluation was performed by scoring 1 to 9 points according to the area of the part. The results were as shown in Table 1.
  • Test piece 1 ⁇ 15 seconds later 30 seconds later 45 seconds later 60 seconds later 120 seconds later ⁇ Test piece 1 10 10 8 8 5 Test piece 2 10 8 6 5 2 Test piece 3 10 9 8 6 5 Test piece 4 10 9 10 9 4 Test piece 5 10 9 8 8 6 Test piece 6 10 9 7 6 5 ⁇ Test piece 7 10 5 2 0 0 Test piece 8 9 3 0 0 0 ⁇
  • test pieces 1 to 6 obtained in Examples 1 to 6 show almost good anti-influenza virus activity even after contact with carbon dioxide for 45 seconds.
  • test pieces 7 and 8 obtained in Comparative Examples 1 and 2 have almost no anti-influenza virus activity even after contact with carbon dioxide for 45 seconds. Therefore, the test pieces obtained in Examples 1 to 6 have anti-influenza virus activity for a long time. Therefore, if a carrier sheet made of such a test piece is applied to the respiratory passage of the sanitary mask body or used for various other purposes, contact infection of influenza virus can be prevented, which is beneficial for prevention of influenza infection. is there.

Abstract

Disclosed is an antiviral agent-supporting sheet which is capable of maintaining antiviral activity such as anti-influenza virus activity for a long time. The antiviral agent-supporting sheet is obtained by adhering an antiviral agent such as an anti-influenza virus agent in the form of fine particles, which produce hydroxyl radicals, to a sheet-like material by means of an adhesive. As the antiviral agent in the form of fine particles, fine particles obtained by pulverizing a hydrate of fired dolomite are used. The adhesive contains a polyvinyl alcohol that has a polymerization degree of 250-1,000. The polyvinyl alcohol preferably has a saponification degree of 35-99% by mole. The adhesive may additionally contain a polyolefin resin in the form of fine particles having a number average particle diameter of 1 μm or less. As the sheet-like material, a nonwoven fabric, a knitted or woven fabric, a paper sheet or the like is used.

Description

抗ウイルス剤担持シート及びその製造方法Antiviral agent-carrying sheet and method for producing the same
　本発明は、抗インフルエンザウイルス剤等の抗ウイルス剤を担持した担持シートに関し、特に、豚インフルエンザウイルスや鳥インフルエンザウイルスの如き新型インフルエンザウイルスを不活化させる機能を持つ抗インフルエンザウイルス剤を担持した担持シートに関するものである。 The present invention relates to a carrier sheet carrying an antiviral agent such as an anti-influenza virus agent, and in particular, a carrier sheet carrying an anti-influenza virus agent having a function of inactivating new influenza viruses such as swine influenza virus and avian influenza virus. It is about.
　現在、豚インフルエンザが世界的に流行している。豚インフルエンザは、鳥インフルエンザに比べて致死率は低いものの、妊婦、５歳以下又は６０歳以上の人及び基礎疾患を有する人は、感染時に重症化する可能性が高く、感染予防が必須となっている。特に、医療従事者は、感染者の身の回りにあるタオル、ベッドカバー、カーテン等のシート状物を手で触れることによる接触感染の危険に常に曝されている。 Currently, swine flu is prevalent worldwide. Although swine flu has a lower mortality rate than bird flu, pregnant women, those under 5 years old or over 60 years old, and people with underlying diseases are more likely to become serious at the time of infection, and infection prevention is essential. ing. In particular, medical workers are constantly exposed to the risk of contact infection caused by touching sheets of towels, bedspreads, curtains and the like around the infected person.
　また、感染予防の一つとして、従来より、豚インフルエンザ等の新型インフルエンザに限らず旧型インフルエンザの場合でも、外出時に衛生マスクを着用することが推奨されている。衛生マスクとしては、ガーゼマスク及び不織布マスクがあるが、ガーゼマスクはマスク本体が目の粗いガーゼよりなるシート状物であるため、ここからインフルエンザウイルスが侵入し、感染予防の効果は低いと言われている。不織布マスクはマスク本体が目の細かい不織布よりなるシート状物であるため、ガーゼマスクに比べて感染予防の効果はあると言われているが、それでもなお、感染予防の効果が疑問視されている。 In addition, as one of infection prevention, it is conventionally recommended to wear a sanitary mask when going out, not only for new influenza such as swine flu but also for old influenza. Sanitary masks include gauze masks and non-woven masks, but since gauze masks are sheet-like materials made of gauze with coarse eyes, influenza viruses can invade from here and are said to be less effective in preventing infection. ing. Non-woven masks are said to be more effective in preventing infection than gauze masks because the mask body is a sheet of fine-grained non-woven fabric, but the effects of preventing infection are still questioned. .
　また、医療従事者は、インフルエンザ感染者の身の回りにあるタオル、ベッドカバー、カーテン等の編織物よりなるシート状物を手で触れることによる接触感染の危険に常に曝されている。 In addition, medical workers are constantly exposed to the risk of contact infection by touching a sheet of knitted fabric such as towels, bed covers, curtains, etc., around the flu-infected person.
　このため、不織布や編織物等の各種シート状物に抗インフルエンザウイスル剤等のウイルス剤を付与することが提案されている（特許文献１）。特許文献１に記載された抗ウイルス剤は、金属酸化物の水和物よりなる微粒子であり、ヒドロキシラジカルを発生し、このヒドロキシラジカルによってインフルエンザウイルス等のウイルスを不活化させるものである。このような微粒子をシート状物に付着させるには、接着剤を使用する必要がある。 For this reason, it has been proposed to apply a virus agent such as an anti-influenza virus to various sheet-like materials such as nonwoven fabrics and knitted fabrics (Patent Document 1). The antiviral agent described in Patent Document 1 is a fine particle made of a hydrate of a metal oxide, generates a hydroxy radical, and inactivates a virus such as influenza virus by the hydroxy radical. In order to attach such fine particles to the sheet-like material, it is necessary to use an adhesive.
　接着剤としては、水溶液型、水性エマルジョン型、溶剤型、ホットメルト型等の種々のタイプのものが知られているが、いずれにしても、微粒子をシート状物に付着させる際に、接着剤が微粒子を被覆してしまうということがあった。そして、この被覆により、微粒子の抗ウイスル活性が長時間持続しにくいという欠点があった。すなわち、接着剤皮膜によって被覆されていない微粒子の部分（露出している部分）が、当初抗ウイルス活性を示すだけであり、被覆されている部分（露出していない部分）は抗ウイルス活性が使用されていないことにより、かかる欠点が生じるものと考えられる。 Various types of adhesives such as an aqueous solution type, an aqueous emulsion type, a solvent type, and a hot melt type are known, but in any case, the adhesive is used when attaching fine particles to a sheet-like material. Sometimes covered fine particles. And there existed a fault that the anti-viral activity of microparticles | fine-particles did not continue for a long time by this coating. That is, the part of fine particles not covered by the adhesive film (exposed part) only shows antiviral activity at the beginning, and the part that is covered (unexposed part) uses antiviral activity. It is considered that such a drawback is caused by the fact that it is not done.
特開２００８－３７８１４号公報（特許請求の範囲の項及び段落番号００２５）JP 2008-37814 A (Claims and paragraph number 0025)
　本発明の課題は、上記欠点を解決することにあり、微粒子状の抗ウイルス剤をシート状物に接着剤で付着させても、抗ウイルス活性が長時間持続しうるシート状物を提供することにある。 An object of the present invention is to solve the above-mentioned drawbacks, and to provide a sheet-like material in which antiviral activity can be maintained for a long time even when a particulate anti-viral agent is attached to the sheet-like material with an adhesive. It is in.
　本件発明者は、特許文献１に記載された微粒子を各種接着剤でシート状物に付着させ、抗ウイルス活性を検討していたところ、特定の接着剤を用いた場合のみ、抗ウイルス活性が長時間持続することを発見した。本発明は、かかる知見に基づいてなされたものである。 The inventor of the present invention has examined the antiviral activity by attaching the fine particles described in Patent Document 1 to a sheet-like material with various adhesives. The antiviral activity is long only when a specific adhesive is used. Found to last for hours. The present invention has been made based on such knowledge.
　すなわち、本発明は、ヒドロキシラジカルを発生する微粒子状の抗ウイルス剤を、重合度２５０～１０００のポリビニルアルコールを含む接着剤によってシート状物に付着させたことを特徴とする抗ウイルス剤担持シート及びその製造方法に関するものである。 That is, the present invention provides an antiviral agent-supporting sheet comprising a particulate antiviral agent that generates hydroxy radicals attached to a sheet with an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000, and It relates to the manufacturing method.
　本発明に用いる微粒子状の抗ウイルス剤としては、特許文献１及び国際公開２００５／０１３６９５に記載されているものが挙げられる。すなわち、ドロマイト（苦灰石）を焼成し、それを水和した後、粉砕して微粒子としたものである。微粒子の組成は、ＣａＣＯ3、Ｃａ（ＯＨ）2及びＭｇ（ＯＨ）2を主成分とするものである。また、微粒子の平均粒子径は０．１～６０μｍ程度である。かかる抗ウイルス剤は、ヒドロキシラジカルを発生する。そして、ヒドロキシラジカルは、豚インフルエンザウイルスや鳥インフルエンザウイルスの如き新型インフルエンザウイルスはもとより、旧型インフルエンザウイルス、ヘルペスウイルス及びレトロウイルス等のウイルスを不活化する。 Examples of the particulate antiviral agent used in the present invention include those described in Patent Document 1 and International Publication No. 2005/013695. That is, dolomite (dolomite) is fired, hydrated, and then pulverized into fine particles. The composition of the fine particles is mainly composed of CaCO 3 , Ca (OH) 2 and Mg (OH) 2 . The average particle diameter of the fine particles is about 0.1 to 60 μm. Such antiviral agents generate hydroxy radicals. Hydroxyl radicals inactivate viruses such as old influenza viruses, herpes viruses and retroviruses as well as new influenza viruses such as swine influenza virus and avian influenza virus.
　かかる微粒子状の抗ウイルス剤は、シート状物に接着剤によって付着せしめられる。本発明は、この際に用いる接着剤に特徴を有する。すなわち、接着剤として、重合度２５０～１０００のポリビニルアルコールを含むものを用いることによって、ヒドロキシラジカルの発生を長時間持続しうるようになる。たとえば、接着剤として、ウレタン系のものやフッ素－アクリル系のものを使用した場合には、ヒドロキシラジカルの発生が長時間持続しにくくなる。この理由は定かではないが、ポリビニルアルコールはヒドロキシ基を有しているため、抗ウイルス剤から発生するヒドロキシラジカルが、ポリビニルアルコールに結合しにくいのではないかと推定している。ウレタン系接着剤やフッ素－アクリル系接着剤は、抗ウイルス剤から発生したヒドロキシラジカルが、これらの接着剤中のウレタン結合基等と結合し、消失してしまうのではないかと推定している。 Such a particulate antiviral agent is adhered to a sheet by an adhesive. The present invention is characterized by the adhesive used at this time. That is, by using an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000, generation of hydroxy radicals can be sustained for a long time. For example, when a urethane or fluorine-acrylic adhesive is used as the adhesive, the generation of hydroxy radicals is difficult to last for a long time. The reason for this is not clear, but since polyvinyl alcohol has a hydroxy group, it is presumed that the hydroxy radical generated from the antiviral agent is difficult to bind to polyvinyl alcohol. In urethane adhesives and fluorine-acrylic adhesives, it is presumed that hydroxy radicals generated from antiviral agents are bonded to urethane bonding groups in these adhesives and disappear.
　ポリビニルアルコールの重合度を２５０～１０００としたのは、水溶液として取り扱いやすく、かつ接着作用を十分に発揮せしめるためである。また、ポリビニルアルコールのケン化度は、３５～９９モル％程度であるのが好ましい。特に、６６～９９モル％が好ましく、より好ましくは９０～９９モル％である。ケン化度が極端に低くなると、ヒドロキシ基が殆どなくなり、抗ウイルス剤からのヒドロキシラジカルの発生が長時間持続しにくくなると考えられる。また、ケン化度が極端に高くなると、水に溶けにくくなるため、扱いにくくなる。 The reason for setting the polymerization degree of polyvinyl alcohol to 250 to 1000 is that it is easy to handle as an aqueous solution and sufficiently exhibits an adhesive action. The saponification degree of polyvinyl alcohol is preferably about 35 to 99 mol%. In particular, it is preferably 66 to 99 mol%, more preferably 90 to 99 mol%. When the saponification degree is extremely low, it is considered that the hydroxy group is almost lost, and the generation of hydroxy radicals from the antiviral agent is difficult to sustain for a long time. Further, when the degree of saponification becomes extremely high, it becomes difficult to handle because it becomes difficult to dissolve in water.
　ポリビニルアルコールを含む接着剤は、一般的に水溶液の状態で用いられる。すなわち、微粒子状の抗ウイルス剤を分散させると共に、ポリビニルアルコールを溶解させた接着剤水溶液を用いて、塗布法や浸漬法等でこれをシート状物に付与し、その後乾燥すれば、シート状物に抗ウイルス剤を付着させることができる。 An adhesive containing polyvinyl alcohol is generally used in the form of an aqueous solution. That is, when a particulate antiviral agent is dispersed and an aqueous adhesive solution in which polyvinyl alcohol is dissolved is applied to a sheet by a coating method or a dipping method, and then dried, a sheet is obtained. An antiviral agent can be attached to.
　ポリビニルアルコールを含む接着剤水溶液中には、さらに数平均粒子径が１μｍ以下の微粒子状のポリオレフィン樹脂を含んでいるのが好ましい。すなわち、ポリビニルアルコールの接着作用によって抗ウイルス剤を付着させることができるのであるが、さらに多量の抗ウイルス剤を付着させたい場合や、強固に付着させたい場合には、接着作用のあるポリオレフィン樹脂微粒子を添加するのが好ましい。ポリオレフィン樹脂微粒子の数平均粒子径は、１μｍ以下であるのが好ましい。ここで、ポリオレフィン樹脂微粒子の数平均粒子径は、日機装社製の「マイクロトラック粒度分布計　ＵＰＡ１５０（ＭＯＤＥＬ　Ｎｏ．９３４０」を用いて求めたものである。数平均粒子径が大きすぎると、水溶液中に良好に分散しにくくなる傾向が生じる。 It is preferable that the adhesive aqueous solution containing polyvinyl alcohol further contains a particulate polyolefin resin having a number average particle diameter of 1 μm or less. In other words, an antiviral agent can be adhered by the adhesive action of polyvinyl alcohol, but if a larger amount of antiviral agent is to be adhered or if it is desired to adhere firmly, polyolefin resin fine particles having an adhesive action. Is preferably added. The number average particle diameter of the polyolefin resin fine particles is preferably 1 μm or less. Here, the number average particle diameter of the polyolefin resin fine particles was obtained using “Microtrac particle size distribution analyzer UPA150 (MODEL No. 9340)” manufactured by Nikkiso Co., Ltd. If the number average particle diameter is too large, Tends to be difficult to disperse well.
　本発明では、特に水に分散しやすいポリオレフィン樹脂を用いるのが好ましい。かかるポリオレフィン樹脂は本件出願人が開発したものであって、特許第３６９９９３５号公報に記載されているものであり、（Ａ１）不飽和カルボン酸又はその無水物と（Ａ２）炭素数２～６のアルケンを含むモノマーを共重合してなる共重合体からなるものである。（Ａ１）不飽和カルボン酸又はその無水物としては、アクリル酸、メタクリル酸、マレイン酸、無水マレイン酸、イタコン酸、無水イタコン酸、フマル酸、クロトン酸等が用いられる。また、（Ａ２）炭素数２～６のアルケンとしては、エチレン、プロピレン、イソブチレン、１－ブテン、１－ペンテン、１－ヘキセン等が用いられる。なお、（Ａ１）及び（Ａ２）の他に、アクリル酸メチル、メタクリル酸メチル、アクリル酸エチル、メタクリル酸エチル、アクリル酸ブチル、メタクリル酸ブチル、マレイン酸ジメチル、マレイン酸ジエチル、マレイン酸ジブチル等のアクリル酸エステルを第三成分として共重合しても差し支えない。また、アクリル酸アミド、メタクリル酸アミド、メチルビニルエーテル、エチルビニルエーテル、蟻酸ビニル、酢酸ビニル、プロピオン酸ビニル、ピバリン酸ビニル、バーサチック酸ビニル、ビニルアルコール、アクリロニトリル等の第三成分を共重合しても差し支えない。 In the present invention, it is particularly preferable to use a polyolefin resin that is easily dispersed in water. Such a polyolefin resin was developed by the present applicant and is described in Japanese Patent No. 3699935, and (A1) an unsaturated carboxylic acid or an anhydride thereof and (A2) having 2 to 6 carbon atoms. It consists of a copolymer obtained by copolymerizing a monomer containing alkene. (A1) As the unsaturated carboxylic acid or its anhydride, acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, itaconic anhydride, fumaric acid, crotonic acid and the like are used. As (A2) alkene having 2 to 6 carbon atoms, ethylene, propylene, isobutylene, 1-butene, 1-pentene, 1-hexene and the like are used. In addition to (A1) and (A2), methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, dimethyl maleate, diethyl maleate, dibutyl maleate, etc. An acrylic ester may be copolymerized as the third component. In addition, a third component such as acrylic amide, methacrylic amide, methyl vinyl ether, ethyl vinyl ether, vinyl formate, vinyl acetate, vinyl propionate, vinyl pivalate, vinyl versatate, vinyl alcohol, acrylonitrile may be copolymerized. Absent.
　（Ａ１）と（Ａ２）の共重合比は、質量比で、（Ａ１）：（Ａ２）＝０．５～２０：９９．５～８０程度である。また、第三成分を共重合するときは、全体の３５質量％以下程度の量で共重合される。 The copolymerization ratio of (A1) and (A2) is (A1) :( A2) = 0.5 to 20: 99.5 to 80 in mass ratio. When the third component is copolymerized, it is copolymerized in an amount of about 35% by mass or less.
　以上のような組成を持つポリオレフィン樹脂微粒子は、特許第３６９９９３５号公報に記載されているように、水によく分散するものである。したがって、ポリビニルアルコールを含む接着剤水溶液中に、このポリオレフィン樹脂微粒子を添加しても、水溶液中に良好に分散し、均一な接着剤水溶液として使用しうるのである。 The polyolefin resin fine particles having the above composition are well dispersed in water as described in Japanese Patent No. 3699935. Therefore, even if this polyolefin resin fine particle is added to an aqueous adhesive solution containing polyvinyl alcohol, it can be dispersed well in the aqueous solution and used as a uniform aqueous adhesive solution.
　本発明に用いる抗インフルエンザウイルス剤等の抗ウイルス剤をシート状物に付着させるには、たとえば、以下のような方法によるのが好ましい。まず、微粒子状の抗ウイルス剤を水及びアルコールよりなる水系溶媒に分散させて水性分散液を準備する。水系溶媒中にアルコールを併用するのは、シート状物が不織布や編織物のように繊維間隙を持ったものである場合、当該繊維間隙への浸透性を向上させるためである。アルコールとしては、エタノール等の低級アルコールが水よりも低い沸点を持っており、水と共に蒸発させうるので、好ましい。そして、この水性分散液に、重合度２５０～１０００のポリビニルアルコールが溶解している水溶液を添加して、ポリビニルアルコールと抗ウイルス剤とを含む接着剤水溶液を得る。この接着剤水溶液を用いて、浸漬法、塗布法又は噴霧法等の従来公知の手段で、シート状物に付与する。そして、乾燥して、水溶液中の水を蒸発させると、微粒子状の抗ウイルス剤が、接着剤であるポリビニルアルコールによってシート状物に付着するのである。 In order to attach an antiviral agent such as an anti-influenza virus agent used in the present invention to a sheet-like material, for example, the following method is preferable. First, an aqueous dispersion is prepared by dispersing a particulate antiviral agent in an aqueous solvent comprising water and alcohol. The reason why alcohol is used in the aqueous solvent is to improve the permeability to the fiber gap when the sheet-like material has a fiber gap like a nonwoven fabric or a knitted fabric. As the alcohol, a lower alcohol such as ethanol has a lower boiling point than water and is preferable because it can be evaporated together with water. Then, an aqueous solution in which polyvinyl alcohol having a polymerization degree of 250 to 1000 is dissolved is added to this aqueous dispersion to obtain an aqueous adhesive solution containing polyvinyl alcohol and an antiviral agent. Using this adhesive aqueous solution, it is applied to a sheet-like material by a conventionally known means such as dipping, coating or spraying. And when it dries and the water in aqueous solution is evaporated, a microparticulate antiviral agent will adhere to a sheet-like material with polyvinyl alcohol which is an adhesive agent.
　また、ポリオレフィン樹脂微粒子を併用するときは、ポリビニルアルコールと抗ウイルス剤とを含む接着剤水溶液中に、数平均粒子径が１μｍ以下の微粒子状のポリオレフィン樹脂が水中に分散しているポリオレフィン樹脂微粒子分散液を添加混合すればよい。このポリオレフィン樹脂微粒子分散液も、水及びアルコールよりなる水系溶媒に分散させて準備すればよい。アルコールを併用するのは、前記したのと同様の理由であり、かつ微粒子状のポリオレフィン樹脂の分散性を向上させるためである。また、使用するアルコールも、前記したのと同様の理由で、エタノール等の低級アルコールが好ましい。 When polyolefin resin fine particles are used in combination, a polyolefin resin fine particle dispersion in which a fine polyolefin resin having a number average particle size of 1 μm or less is dispersed in water in an aqueous adhesive solution containing polyvinyl alcohol and an antiviral agent. What is necessary is just to add and mix a liquid. This polyolefin resin fine particle dispersion may also be prepared by dispersing it in an aqueous solvent composed of water and alcohol. The alcohol is used in combination for the same reason as described above and to improve the dispersibility of the particulate polyolefin resin. The alcohol used is preferably a lower alcohol such as ethanol for the same reason as described above.
　シート状物としては、不織布、紙、編織物、プラスチックフィルム、金属箔等の任意の素材のものが用いられる。衛生マスク、タオル又はカーテン等の素材として用いられるシート状物には、不織布や編織物を多いので、これらを用いるのが好ましい。本発明では、抗ウイルス剤の接着性（抗ウイルス剤の付着量やその接着力）の向上を目的として、ポリオレフィン樹脂微粒子からなる接着剤を使用することがあるため、不織布や編織物としても、ポリオレフィン系繊維よりなるものを用いるのが好ましい。ポリオレフィン系繊維としては、ポリプロピレン繊維やポリエチレン繊維を挙げることができる。特に、不織布の場合には、芯成分が高融点のポリエステルよりなり、鞘成分が低融点のポリエチレン又はポリプロピレン等のポリオレフィンよりなる芯鞘型複合長繊維を用いるのが好ましい。このような芯鞘型複合長繊維を用いると、鞘成分のみの融着によって長繊維相互間が結合させて不織布を得ることができ、風合いを硬化させずに、形態安定性のよい不織布が得られるからである。 As the sheet-like material, any material such as non-woven fabric, paper, knitted fabric, plastic film, metal foil or the like is used. Sheet-like materials used as materials such as sanitary masks, towels, and curtains are often non-woven fabrics and knitted fabrics, and therefore these are preferably used. In the present invention, for the purpose of improving the adhesiveness of the antiviral agent (adhesion amount of the antiviral agent and its adhesive force), an adhesive composed of polyolefin resin fine particles may be used. It is preferable to use one made of polyolefin fiber. Examples of polyolefin fibers include polypropylene fibers and polyethylene fibers. In particular, in the case of a nonwoven fabric, it is preferable to use a core-sheath type composite long fiber whose core component is made of polyester having a high melting point and whose sheath component is made of polyolefin such as polyethylene or polypropylene having a low melting point. When such a core-sheath type composite long fiber is used, the non-woven fabric can be obtained by bonding the long fibers by fusing only the sheath component, and a non-woven fabric with good form stability can be obtained without curing the texture. Because it is.
　本発明に係る抗ウイルス剤担持シートは、任意の用途に用いられる。たとえば、シート状物として不織布や編織物を用いた場合には、不織布や編織物が従来用いられている種々の用途、たとえば衛生マスク、カーテン、包帯、手術用ガウン、ベッドシーツ、タオル、手袋、カーペット、エアーコンディショナーのフィルター材等に用いることができる。また、シート状物として紙を用いた場合にも、紙が従来用いられている種々の用途、たとえば壁紙やペーパータオル等に用いることができる。 The antiviral agent-carrying sheet according to the present invention is used for arbitrary purposes. For example, when a nonwoven fabric or a knitted fabric is used as the sheet-like material, various uses in which the nonwoven fabric or the knitted fabric is conventionally used, such as sanitary masks, curtains, bandages, surgical gowns, bed sheets, towels, gloves, It can be used as a filter material for carpets and air conditioners. Also, when paper is used as the sheet-like material, it can be used for various uses in which paper has been conventionally used, such as wallpaper and paper towels.
　本発明に係る抗ウイルス剤担持シートは、ヒドロキシラジカルを発生する微粒子状の抗ウイルス剤が、重合度２５０～１０００のポリビニルアルコールを含む接着剤によって、シート状物に接着されている。そして、このポリビニルアルコールは、抗ウイルス剤からのヒドロキシラジカルの発生を阻害しにくい。したがって、豚インフルエンザウイルス等のウイルスが担持シートに付着しても、長時間に亙ってヒドロキシラジカルによるウイルスの不活化が可能となる。よって、本発明に係る抗ウイルス剤担持シートは、抗ウイルス活性が長時間持続するという効果を奏する。 In the antiviral agent-supporting sheet according to the present invention, a particulate antiviral agent that generates hydroxy radicals is adhered to a sheet material with an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000. And this polyvinyl alcohol is hard to inhibit generation | occurrence | production of the hydroxy radical from an antiviral agent. Therefore, even if a virus such as swine flu virus adheres to the carrier sheet, the virus can be inactivated by hydroxy radicals for a long time. Therefore, the antiviral agent-carrying sheet according to the present invention has an effect that the antiviral activity lasts for a long time.
　以下、本発明を実施例に基づいて説明するが、本発明は実施例に限定されるものではない。本発明は、ヒドロキシラジカルを発生する微粒子状の抗ウイルス剤の表面が、ポリビニルアルコールによって被覆されても、ヒドロキシラジカルの発生を阻害しないとの知見に基づくものとして、理解されるべきである。 Hereinafter, the present invention will be described based on examples, but the present invention is not limited to the examples. The present invention should be understood as being based on the knowledge that even if the surface of the particulate antiviral agent that generates hydroxy radicals is coated with polyvinyl alcohol, the generation of hydroxy radicals is not inhibited.
実施例１
　微粒子状の抗インフルエンザウイルス剤（モチガセ社製、商品名「ＢＲ－ｐ3」）３７５ｇが水２１２５ｇに分散している分散液を攪拌しながら、エタノール５４２ｇを添加して、水及びエタノールよりなる水系溶媒に抗インフルエンザウイルス剤が分散している水性分散液を準備した。一方、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）を水に溶解させて、固形分濃度１０質量％としたポリビニルアルコール水溶液７４４ｇを準備した。ここで用いられているポリビニルアルコールは、重合度が３００で、ケン化度が９８～９９モル％のものである。そして、水性分散液を攪拌しながら、ポリビニルアルコール水溶液を添加して接着剤水溶液を得た。この接着剤水溶液中における抗インフルエンザウイルス剤の濃度は約１０質量％であり、ポリビニルアルコールよりなる接着剤濃度は約２質量％である。 Example 1
While stirring a dispersion in which 375 g of a particulate anti-influenza virus agent (product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 542 g of ethanol is added, and an aqueous system composed of water and ethanol An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared. On the other hand, 744 g of an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass was prepared by dissolving polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in water. The polyvinyl alcohol used here has a polymerization degree of 300 and a saponification degree of 98 to 99 mol%. Then, while stirring the aqueous dispersion, an aqueous polyvinyl alcohol solution was added to obtain an aqueous adhesive solution. The concentration of the anti-influenza virus agent in this aqueous adhesive solution is about 10% by mass, and the concentration of the adhesive made of polyvinyl alcohol is about 2% by mass.
　この接着剤水溶液を４日間保存しておいた後に、スパンボンド不織布（ユニチカ社製、商品名「エルベス　Ｓ０５０３ＷＤＯ」、目付５０ｇ／ｍ2）にグラビアコート法により塗布した後、１１０℃で２分間乾燥して、スパンボンド不織布（シート状物）に抗インフルエンザウイルス剤が付着した試験片１を得た。ここで用いているスパンボンド不織布は、芯成分がポリエステルで鞘成分がポリエチレンよりなる芯鞘型複合長繊維で構成されたものであり、部分的にポリエチレンの融着によって生じた熱融着区域を持っているものである。なお、繊維基材に対する抗インフルエンザウイスル剤及びポリビニルアルコールの付着量は約１２～１５ｇ／ｍ2程度であった。したがって、抗インフルエンザウイルス剤の付着量は約１０～１２．５ｇ／ｍ2程度である。 After this adhesive aqueous solution has been stored for 4 days, it is applied to a spunbonded nonwoven fabric (manufactured by Unitika Ltd., trade name “Elves S0503 WDO”, basis weight 50 g / m 2 ) by a gravure coating method, and then dried at 110 ° C. for 2 minutes. Thus, a test piece 1 having an anti-influenza virus agent attached to a spunbonded nonwoven fabric (sheet-like material) was obtained. The spunbond nonwoven fabric used here is composed of a core-sheath type composite continuous fiber having a core component made of polyester and a sheath component made of polyethylene. It is what you have. The adhesion amounts of the anti-influenza virus agent and polyvinyl alcohol to the fiber substrate were about 12 to 15 g / m 2 . Therefore, the adhesion amount of the anti-influenza virus agent is about 10 to 12.5 g / m 2 .
実施例２
　微粒子状の抗インフルエンザウイルス剤（モチガセ社製、商品名「ＢＲ－ｐ3」）３７５ｇが水２１２５ｇに分散している分散液を攪拌しながら、エタノール１４０ｇを添加して、水及びエタノールよりなる水系溶媒に抗インフルエンザウイルス剤が分散している水性分散液を準備した。一方、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＭＲ－１０Ｌ」）を、水２６８ｇとエタノール４０２ｇが混合されてなる混合溶媒に溶解させて、固形分濃度１０質量％としたポリビニルアルコール水性液７４４ｇを準備した。ここで用いられているポリビニルアルコールは、重合度が２５０で、ケン化度が３５～３６モル％のものである。そして、水性分散液を攪拌しながら、ポリビニルアルコール水性液を添加して接着剤水性液を得た。この接着剤水性液中における抗インフルエンザウイルス剤の濃度は約１０質量％であり、ポリビニルアルコールよりなる接着剤濃度は約２質量％である。
　その後、この接着剤水性液を用いて、実施例１と同一の方法で、スパンボンド不織布に抗インフルエンザウイルス剤が付着させて試験片２を得た。 Example 2
While stirring a dispersion liquid in which 375 g of a microparticulate anti-influenza virus agent (trade name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 140 g of ethanol is added to form an aqueous system composed of water and ethanol. An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared. On the other hand, an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass by dissolving polyvinyl alcohol (trade name “JMR-10L”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in a mixed solvent in which 268 g of water and 402 g of ethanol are mixed. 744 g was prepared. The polyvinyl alcohol used here has a polymerization degree of 250 and a saponification degree of 35 to 36 mol%. Then, while stirring the aqueous dispersion, an aqueous polyvinyl alcohol solution was added to obtain an aqueous adhesive solution. The concentration of the anti-influenza virus agent in the adhesive aqueous solution is about 10% by mass, and the concentration of the adhesive made of polyvinyl alcohol is about 2% by mass.
Thereafter, using this adhesive aqueous solution, an anti-influenza virus agent was adhered to the spunbonded nonwoven fabric in the same manner as in Example 1 to obtain a test piece 2.
実施例３
　ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）に代えて、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＭＲ－１０Ｍ」）を用いる他は、実施例１と同一の方法により試験片３を得た。なお、ここで用いられているポリビニルアルコールは、重合度が２５０で、ケン化度が６６～６７モル％のものである。 Example 3
The same method as in Example 1 except that polyvinyl alcohol (trade name “JMR-10M”, manufactured by Nippon Vinegar Bipovar Co., Ltd.) is used instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.). Thus, a test piece 3 was obtained. The polyvinyl alcohol used here has a polymerization degree of 250 and a saponification degree of 66 to 67 mol%.
実施例４
　ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）に代えて、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＶＣ－１０」）を用い、かつ、ポリビニルアルコール水溶液の固形分濃度を８質量％とする他は、実施例１と同一の方法により試験片４を得た。なお、ここで用いられているポリビニルアルコールは、重合度が１０００で、ケン化度が９９モル％のものである。 Example 4
Instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval), polyvinyl alcohol (trade name “VC-10”, manufactured by Nihon Vinegar Bipobar) was used, and the solid content concentration of the aqueous polyvinyl alcohol solution was used. The test piece 4 was obtained by the same method as Example 1 except having made 8 mass%. The polyvinyl alcohol used here has a polymerization degree of 1000 and a saponification degree of 99 mol%.
実施例５
　微粒子状の抗インフルエンザウイルス剤（モチガセ社製、商品名「ＢＲ－ｐ3」）３７５ｇが水２１２５ｇに分散している分散液を攪拌しながら、エタノール５４２ｇを添加して、水及びエタノールよりなる水系溶媒に抗インフルエンザウイルス剤が分散している水性分散液を準備した。一方、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）を水に溶解させて、固形分濃度１０質量％としたポリビニルアルコール水溶液２４８ｇを準備した。そして、水性分散液を攪拌しながら、ポリビニルアルコール水溶液を添加し、添加が完了した後さらに、下記方法により調製されたポリオレフィン樹脂微粒子分散液（固形分濃度２５質量％）１９８ｇをゆっくりと添加して、乳白色の接着剤水溶液を得た。この接着剤水溶液中における抗インフルエンザウイルス剤の濃度は約１１質量％であり、ポリビニルアルコール及びポリオレフィン樹脂微粒子よりなる接着剤濃度は約２質量％である。 Example 5
While stirring a dispersion in which 375 g of a particulate anti-influenza virus agent (product name “BR-p 3 ” manufactured by Mochigase Co., Ltd.) is dispersed in 2125 g of water, 542 g of ethanol is added, and an aqueous system composed of water and ethanol An aqueous dispersion in which an anti-influenza virus agent is dispersed in a solvent was prepared. On the other hand, 248 g of an aqueous polyvinyl alcohol solution having a solid content concentration of 10% by mass was prepared by dissolving polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval Co., Ltd.) in water. Then, while stirring the aqueous dispersion, an aqueous polyvinyl alcohol solution was added, and after the addition was completed, 198 g of a polyolefin resin fine particle dispersion (solid content concentration 25% by mass) prepared by the following method was slowly added. A milky white adhesive aqueous solution was obtained. The concentration of the anti-influenza virus agent in the adhesive aqueous solution is about 11% by mass, and the concentration of the adhesive composed of polyvinyl alcohol and polyolefin resin fine particles is about 2% by mass.
［ポリオレフィン樹脂微粒子分散液の調製］
　ヒーター付きの密閉できる耐圧１リットル容ガラス容器を備えた攪拌機を用いて、１００ｇのポリオレフィン樹脂（アルケマ社製、商品名「ボンダイン　ＨＸ－８２９０」）、有機溶媒として１２０ｇのエタノール、塩基性化合物として３．３６ｇの８５％水酸化カリウム及び１７０ｇの蒸留水をガラス容器内に仕込み、攪拌翼の回転速度を３００ｒｐｍとして攪拌し、ポリオレフィン樹脂微粒子を水中に浮遊させた。そして、この状態を保ちつつ、１０分後にヒーターの電源を入れ加熱した。系内温度を１２０℃に保って、さらに６０分間攪拌した。その後、水浴に漬けて、回転速度３００ｒｐｍを保ったまま攪拌しつつ、室温（約２５℃）まで冷却した。最後に、３００メッシュのステンレス製フィルター（平織組織で線径０．０３５ｍｍ）を用いて加圧濾過（空気圧０．２５ＭＰａ）した。得られたポリオレフィン樹脂微粒子分散液は乳白色であり、微粒子の数平均粒子径は約０．０６μｍであった。
　なお、ここで使用したポリオレフィン樹脂は、エチレン８０質量％、アクリル酸エチル１８質量％、無水マレイン酸２質量％より構成された共重合体であり、融点は８１℃のものである。 [Preparation of polyolefin resin fine particle dispersion]
Using a stirrer equipped with a heat-resistant 1-liter glass container equipped with a heater, 100 g of polyolefin resin (trade name “Bondaine HX-8290”, manufactured by Arkema), 120 g of ethanol as an organic solvent, 3 as a basic compound .36 g of 85% potassium hydroxide and 170 g of distilled water were charged into a glass container and stirred at a rotation speed of a stirring blade of 300 rpm to suspend the polyolefin resin fine particles in water. Then, while maintaining this state, the heater was turned on and heated after 10 minutes. The system temperature was kept at 120 ° C., and the mixture was further stirred for 60 minutes. Then, it was immersed in a water bath and cooled to room temperature (about 25 ° C.) while stirring while maintaining a rotation speed of 300 rpm. Finally, pressure filtration (air pressure of 0.25 MPa) was performed using a 300-mesh stainless steel filter (a plain weave structure with a wire diameter of 0.035 mm). The resulting polyolefin resin fine particle dispersion was milky white, and the number average particle size of the fine particles was about 0.06 μm.
The polyolefin resin used here is a copolymer composed of 80% by mass of ethylene, 18% by mass of ethyl acrylate, and 2% by mass of maleic anhydride, and has a melting point of 81 ° C.
　この接着剤水溶液を用いて、実施例１と同一の方法でスパンボンド不織布（シート状物）に抗インフルエンザウイルス剤が付着した試験片５を得た。なお、シート状物に対する抗インフルエンザウイスル剤、ポリビニルアルコール及びポリオレフィン樹脂微粒子の付着量は約１２～１５ｇ／ｍ2程度であった。したがって、抗インフルエンザウイルス剤の付着量は約１０～１２．７ｇ／ｍ2程度である。 Using this adhesive aqueous solution, a test piece 5 in which an anti-influenza virus agent was adhered to a spunbonded nonwoven fabric (sheet-like material) was obtained in the same manner as in Example 1. The adhesion amount of the anti-influenza virus agent, polyvinyl alcohol and polyolefin resin fine particles to the sheet was about 12 to 15 g / m 2 . Therefore, the adhesion amount of the anti-influenza virus agent is about 10 to 12.7 g / m 2 .
実施例６
　ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）に代えて、ポリビニルアルコール（日本酢ビポバール社製、商品名「ＶＣ－１０」）を用い、かつ、ポリビニルアルコール水溶液の固形分濃度を８質量％とする他は、実施例５と同一の方法により試験片６を得た。 Example 6
Instead of polyvinyl alcohol (trade name “JF-03”, manufactured by Nihon Vinegar Bipoval), polyvinyl alcohol (trade name “VC-10”, manufactured by Nihon Vinegar Bipobar) was used, and the solid content concentration of the aqueous polyvinyl alcohol solution was used. A test piece 6 was obtained by the same method as in Example 5 except that the content was 8 mass%.
比較例１
　ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）を溶解させた固形分濃度１０質量％のポリビニルアルコール水溶液に代えて、ポリエーテル型ポリウレタン樹脂水性分散体（楠本化成社製、商品名「ネオレッツ　Ｒ－６００」、ポリウレタンの重量平均分子量３７，０００、固形分濃度３３質量％）を固形分濃度１０質量％となるように水によって希釈したものを接着剤溶液として用いた他は、実施例１と同一の方法により試験片７を得た。 Comparative Example 1
Instead of a polyvinyl alcohol aqueous solution having a solid content concentration of 10% by mass in which polyvinyl alcohol (trade name “JF-03” manufactured by Nippon Vinegar Bipoval Co., Ltd.) is dissolved, an aqueous polyether type polyurethane resin dispersion (manufactured by Enomoto Kasei Co., Ltd., product) The name “Neolet's R-600”, polyurethane weight average molecular weight 37,000, solid content concentration 33% by mass) diluted with water to a solid content concentration of 10% by mass was used as the adhesive solution. A test piece 7 was obtained by the same method as in Example 1.
比較例２
　ポリビニルアルコール（日本酢ビポバール社製、商品名「ＪＦ－０３」）を溶解させた固形分濃度１０質量％のポリビニルアルコール水溶液に代えて、フッ素－アクリル樹脂エマルジョン（旭硝子社製、商品名「アサヒガード　ＡＧ－７０００」、固形分濃度２０質量％）を固形分濃度１０質量％となるように水によって希釈したものを接着剤溶液として用いた他は、実施例１と同一の方法により試験片８を得た。 Comparative Example 2
Instead of polyvinyl alcohol aqueous solution with a solid content concentration of 10% by mass in which polyvinyl alcohol (trade name “JF-03” manufactured by Nippon Vinegar Bipovar Co., Ltd.) is dissolved, a fluorine-acrylic resin emulsion (product name “Asahi Guard” manufactured by Asahi Glass Co., Ltd.) The test piece 8 was prepared in the same manner as in Example 1 except that AG-7000 "(solid content concentration 20% by mass) was diluted with water so that the solid content concentration was 10% by mass as the adhesive solution. Obtained.
［抗インフルエンザウイルス活性評価（点）］
　抗インフルエンザウイルス活性は炭酸ガスと接触すると低下してゆくことが知られているため、実施例１～６、比較例１及び２で得られた試験片を所定時間炭酸ガスに接触させた後の抗インフルエンザウイルス活性を評価した。具体的には、口内径３３ｍｍで容量７０ｍｌのマヨネーズ瓶に３０ｃｃの水を入れた後、水の中にドライアイス２ｇを投入する。そうすると、高濃度の炭酸ガスが発生するので、マヨネーズ瓶の口を試験片で覆う。覆う時間を、１５秒、３０秒、４５秒、６０秒、１２０秒として、その後２０分経過後の抗インフルエンザウイルス活性を評価した。この評価は、抗インフルエンザウイルス活性とｐＨとの間に相関関係があることが知られているため、チモールフタレイン指示薬を用い、これをマヨネーズ瓶の口を覆った試験片の部位に噴霧し、発色の程度に依った。つまり、試験片の全ての部位が発色すれば、抗インフルエンザウイルス活性が完全に有効であるので１０点とし、全ての部位が発色しなければ抗インフルエンザウイルス活性が無効であるので０点とし、発色部分の面積によって１～９点までの点数付けを行い評価した。その結果は、表１に示したとおりであった。 [Evaluation of anti-influenza virus activity (points)]
Since it is known that the anti-influenza virus activity decreases when it comes into contact with carbon dioxide, the test pieces obtained in Examples 1 to 6 and Comparative Examples 1 and 2 were contacted with carbon dioxide for a predetermined time. Anti-influenza virus activity was evaluated. Specifically, after putting 30 cc of water into a mayonnaise bottle having a mouth inner diameter of 33 mm and a capacity of 70 ml, 2 g of dry ice is put into the water. Then, since high-concentration carbon dioxide gas is generated, the mouth of the mayonnaise bottle is covered with a test piece. The covering time was set to 15 seconds, 30 seconds, 45 seconds, 60 seconds, and 120 seconds, and then the anti-influenza virus activity after 20 minutes was evaluated. Since this evaluation is known to have a correlation between anti-influenza virus activity and pH, a thymolphthalein indicator is used, which is sprayed onto the site of the test piece covering the mouth of the mayonnaise bottle, It depends on the degree of color development. In other words, if all the sites of the test piece are colored, the anti-influenza virus activity is completely effective, so it is 10 points. If all the sites are not colored, the anti-influenza virus activity is invalid, the score is 0. Evaluation was performed by scoring 1 to 9 points according to the area of the part. The results were as shown in Table 1.
［表１］
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
　　　　　　　１５秒後　３０秒後　４５秒後　６０秒後　１２０秒後
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━

　試験片１　　　１０　　　１０　　　　８　　　　８　　　　　５
　試験片２　　　１０　　　　８　　　　６　　　　５　　　　　２
　試験片３　　　１０　　　　９　　　　８　　　　６　　　　　５
　試験片４　　　１０　　　　９　　　１０　　　　９　　　　　４
　試験片５　　　１０　　　　９　　　　８　　　　８　　　　　６
　試験片６　　　１０　　　　９　　　　７　　　　６　　　　　５
─────────────────────────────────
　試験片７　　　１０　　　　５　　　　２　　　　０　　　　　０
　試験片８　　　　９　　　　３　　　　０　　　　０　　　　　０
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ [Table 1]
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
15 seconds later 30 seconds later 45 seconds later 60 seconds later 120 seconds later ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━

Test piece 1 10 10 8 8 5
Test piece 2 10 8 6 5 2
Test piece 3 10 9 8 6 5
Test piece 4 10 9 10 9 4
Test piece 5 10 9 8 8 6
Test piece 6 10 9 7 6 5
─────────────────────────────────
Test piece 7 10 5 2 0 0
Test piece 8 9 3 0 0 0
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
　表１の結果から分かるように、実施例１～６で得られた試験片１～６は、炭酸ガスに４５秒接触した後でも、ほぼ良好な抗インフルエンザウイルス活性を示している。これに対して、比較例１及び２で得られた試験片７及び８は、炭酸ガスに４５秒間接触した後でも、殆ど抗インフルエンザウイルス活性がなくなっている。したがって、実施例１～６で得られた試験片は、抗インフルエンザウイルス活性を長時間に亙って持続するものである。よって、かかる試験片よりなる担持シートを衛生マスク本体の呼吸通過箇所に適用したり、その他の種々の用途に用いれば、インフルエンザウイルスの接触感染を防止することができ、インフルエンザの感染予防に有益である。 As can be seen from the results in Table 1, the test pieces 1 to 6 obtained in Examples 1 to 6 show almost good anti-influenza virus activity even after contact with carbon dioxide for 45 seconds. In contrast, the test pieces 7 and 8 obtained in Comparative Examples 1 and 2 have almost no anti-influenza virus activity even after contact with carbon dioxide for 45 seconds. Therefore, the test pieces obtained in Examples 1 to 6 have anti-influenza virus activity for a long time. Therefore, if a carrier sheet made of such a test piece is applied to the respiratory passage of the sanitary mask body or used for various other purposes, contact infection of influenza virus can be prevented, which is beneficial for prevention of influenza infection. is there.

Claims (10)

  1. 　ヒドロキシラジカルを発生する微粒子状の抗ウイルス剤を、重合度２５０～１０００のポリビニルアルコールを含む接着剤によってシート状物に付着させたことを特徴とする抗ウイルス剤担持シート。 An antiviral agent-carrying sheet, wherein a particulate antiviral agent that generates hydroxy radicals is attached to a sheet-like material with an adhesive containing polyvinyl alcohol having a polymerization degree of 250 to 1000.
  2. 　抗ウイルス剤が抗インフルエンザウイルス剤である請求項１記載の抗ウイルス剤担持シート。 The antiviral agent-carrying sheet according to claim 1, wherein the antiviral agent is an anti-influenza virus agent.
  3. 　ポリビルアルコールのケン化度が３５～９９モル％である請求項１記載の抗ウイルス剤担持シート。 The antiviral agent-carrying sheet according to claim 1, wherein the degree of saponification of polyville alcohol is 35 to 99 mol%.
  4. 　接着剤中に、さらに数平均粒子径が１μｍ以下の微粒子状のポリオレフィン樹脂を含んでいる請求項１乃至３のいずれか一項に記載の抗ウイルス剤担持シート。 The antiviral agent-carrying sheet according to any one of claims 1 to 3, wherein the adhesive further contains a fine-grain polyolefin resin having a number average particle diameter of 1 µm or less.
  5. 　ポリオレフィン樹脂が、以下に示す（Ａ１）及び（Ａ２）を含むモノマーを共重合してなる共重合体である請求項４記載の抗ウイルス剤担持シート。
    　（Ａ１）：不飽和カルボン酸又はその無水物
    　（Ａ２）：炭素数２～６のアルケン     The antiviral agent-carrying sheet according to claim 4, wherein the polyolefin resin is a copolymer obtained by copolymerizing monomers including the following (A1) and (A2).
    (A1): unsaturated carboxylic acid or anhydride thereof (A2): alkene having 2 to 6 carbon atoms
  6. 　シート状物が不織布又は編織物である請求項１乃至５のいずれか一項に記載の抗ウイルス剤担持シート。 The antiviral agent-carrying sheet according to any one of claims 1 to 5, wherein the sheet-like material is a nonwoven fabric or a knitted fabric.
  7. 　不織布の構成繊維が芯鞘型複合長繊維であって、芯成分がポリエステルであり、鞘成分がポリオレフィンである請求項６記載の抗ウイルス剤担持シート。 The antiviral agent-carrying sheet according to claim 6, wherein the constituent fibers of the nonwoven fabric are core-sheath type composite long fibers, the core component is polyester, and the sheath component is polyolefin.
  8. 　マスク本体の呼吸通過箇所に用いられる繊維基材として、請求項６又は７記載の抗ウイルス剤担持シートを用いてなることを特徴とする衛生マスク。 A sanitary mask comprising the antiviral agent-carrying sheet according to claim 6 or 7 as a fiber base material used in a respiratory passage portion of the mask body.
  9. 　微粒子状の抗ウイルス剤を水及びアルコールよりなる水系溶媒に分散させて水性分散液を準備する工程と、
    　重合度２５０～１０００のポリビニルアルコールを水に溶解させたポリビニルアルコール水溶液を準備する工程と、
    　前記水性分散液に前記ポリビニルアルコール水溶液を添加混合して接着剤水溶液を得る工程と、
    　シート状物に前記接着剤水溶液を付与した後、前記接着剤水溶液中の水及びアルコールを蒸発させる工程とからなる
    　抗ウイルス剤担持シートの製造方法。     Preparing an aqueous dispersion by dispersing a particulate antiviral agent in an aqueous solvent composed of water and alcohol;
    Preparing a polyvinyl alcohol aqueous solution in which polyvinyl alcohol having a polymerization degree of 250 to 1000 is dissolved in water;
    Adding and mixing the aqueous polyvinyl alcohol solution to the aqueous dispersion to obtain an aqueous adhesive solution;
    A method for producing an antiviral agent-carrying sheet comprising the steps of: evaporating water and alcohol in the aqueous adhesive solution after applying the aqueous adhesive solution to the sheet-like material.
  10. 　微粒子状の抗ウイルス剤を水及びアルコールよりなる水系溶媒に分散させて水性分散液を準備する工程と、
    　重合度２５０～１０００のポリビニルアルコールを水に溶解させたポリビニルアルコール水溶液を準備する工程と、
    　数平均粒子径が１μｍ以下の微粒子状のポリオレフィン樹脂を水及びアルコールよりなる水系溶媒に分散させてポリオレフィン樹脂微粒子分散液を準備する工程と、
    　前記水性分散液に前記ポリビニルアルコール水溶液及び前記ポリオレフィン樹脂微粒子分散液を添加混合して接着剤水溶液を得る工程と、
    　シート状物に前記接着剤水溶液を付与した後、前記接着剤水溶液中の水及びアルコールを蒸発させる工程とからなる
    　抗ウイルス剤担持シートの製造方法。     Preparing an aqueous dispersion by dispersing a particulate antiviral agent in an aqueous solvent composed of water and alcohol;
    Preparing a polyvinyl alcohol aqueous solution in which polyvinyl alcohol having a polymerization degree of 250 to 1000 is dissolved in water;
    Preparing a polyolefin resin fine particle dispersion by dispersing a finely divided polyolefin resin having a number average particle diameter of 1 μm or less in an aqueous solvent comprising water and alcohol;
    Adding the polyvinyl alcohol aqueous solution and the polyolefin resin fine particle dispersion to the aqueous dispersion to obtain an adhesive aqueous solution;
    A method for producing an antiviral agent-carrying sheet comprising the steps of: evaporating water and alcohol in the aqueous adhesive solution after applying the aqueous adhesive solution to the sheet-like material.
PCT/JP2010/069982 2009-11-11 2010-11-10 Antiviral agent-supporting sheet and method for producing same WO2011058988A1 (en)

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JP2009-258447 2009-11-11
JP2009258446A JP5398483B2 (en) 2009-11-11 2009-11-11 Sanitary mask
JP2009258447A JP5483548B2 (en) 2009-11-11 2009-11-11 Antiviral agent-carrying sheet and method for producing the same

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011101758A (en) * 2009-11-11 2011-05-26 Unitika Ltd Hygienic mask
JP2013087064A (en) * 2011-10-14 2013-05-13 Nbc Meshtec Inc Virus inactivation sheet

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1123839A (en) * 1997-07-04 1999-01-29 Nippon Synthetic Chem Ind Co Ltd:The Polarizing plate
JPH1161569A (en) * 1997-08-19 1999-03-05 Unitika Ltd Antimicrobial conjugate yarn
JP2003119328A (en) * 2001-01-15 2003-04-23 Unitika Ltd Aqueous dispersion of polyolefin resin and method for producing the same
WO2005013695A1 (en) * 2003-08-12 2005-02-17 Mochigase Electrical Equipment Co., Ltd. Antiviral agent and fibers and antiviral members using the same
JP2008037814A (en) * 2006-08-08 2008-02-21 Tokyo Medical & Dental Univ Anti-viral material and environmental reaction type anti-viral material

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1123839A (en) * 1997-07-04 1999-01-29 Nippon Synthetic Chem Ind Co Ltd:The Polarizing plate
JPH1161569A (en) * 1997-08-19 1999-03-05 Unitika Ltd Antimicrobial conjugate yarn
JP2003119328A (en) * 2001-01-15 2003-04-23 Unitika Ltd Aqueous dispersion of polyolefin resin and method for producing the same
WO2005013695A1 (en) * 2003-08-12 2005-02-17 Mochigase Electrical Equipment Co., Ltd. Antiviral agent and fibers and antiviral members using the same
JP2008037814A (en) * 2006-08-08 2008-02-21 Tokyo Medical & Dental Univ Anti-viral material and environmental reaction type anti-viral material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011101758A (en) * 2009-11-11 2011-05-26 Unitika Ltd Hygienic mask
JP2013087064A (en) * 2011-10-14 2013-05-13 Nbc Meshtec Inc Virus inactivation sheet

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