WO2022097334A1 - Résine antifongique et antivirale, procédé de production d'une résine antifongique et antivirale, article moulé et procédé de production d'un article moulé - Google Patents

Résine antifongique et antivirale, procédé de production d'une résine antifongique et antivirale, article moulé et procédé de production d'un article moulé Download PDF

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Publication number
WO2022097334A1
WO2022097334A1 PCT/JP2021/028242 JP2021028242W WO2022097334A1 WO 2022097334 A1 WO2022097334 A1 WO 2022097334A1 JP 2021028242 W JP2021028242 W JP 2021028242W WO 2022097334 A1 WO2022097334 A1 WO 2022097334A1
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Prior art keywords
antibacterial
antiviral
resin
producing
sbw
Prior art date
Application number
PCT/JP2021/028242
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English (en)
Japanese (ja)
Inventor
克昭 団
滋彦 数原
康明 荻原
一 住友
克之 藤波
Original Assignee
三菱鉛筆株式会社
Ｖｂジャパンテクノロジー株式会社
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Priority to JP2022560646A priority Critical patent/JPWO2022097334A1/ja
Publication of WO2022097334A1 publication Critical patent/WO2022097334A1/fr

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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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44—Guanidine; Derivatives thereof
    • 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
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16—Heavy metals; Compounds thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
    • C08L79/02—Polyamines

Definitions

  • the present invention relates to an antibacterial / antiviral resin, a method for producing an antibacterial / antiviral resin, a molded product, and a method for producing a molded product.
  • Patent Document 1 discloses an antiviral agent composition containing a quaternary ammonium salt.
  • Patent Document 2 describes that benzalkonium chloride, which is a quaternary ammonium salt, is fixed to a fiber, but benzalkonium chloride is sensitive to heat (pyrolysis temperature 135 ° C.).
  • the molding temperature of the resin becomes higher than the thermal decomposition temperature of benzalkonium chloride, so that it is difficult to maintain the antibacterial effect of benzalkonium chloride. ..
  • an antiviral substance having heat resistance it is disclosed that an antiviral substance containing cuprous oxide and predetermined inorganic particles is contained in the resin, but a large amount of cuprous oxide and predetermined inorganic particles are disclosed. It was necessary to include it (see, for example, Patent Document 3).
  • cuprous oxide when such a resin containing cuprous oxide is used for daily necessities, in general, only cuprous oxide present on the surface of the film formed of the resin exerts antibacterial and antiviral effects, so that formability and durability are achieved. There were many restrictions from the viewpoint of sex.
  • An object of the present invention is to provide an antibacterial / antiviral resin having a high antibacterial / antiviral effect and a method for producing an antibacterial / antiviral resin.
  • the present invention also provides a molded product using the antibacterial / antiviral resin, and a method for producing a molded product using the antibacterial / antiviral resin produced by the method for producing the antibacterial / antiviral resin. The purpose is to provide.
  • the antibacterial / antiviral resin according to (1) or (2), wherein the antibacterial / antiviral composition further contains a polyhexamethylene biguanide or a salt thereof.
  • a method for producing an antibacterial / antiviral resin which comprises a miniaturization step of refining the body and a mixing step of mixing the finely divided powder and the resin.
  • an antibacterial / antiviral resin having a high antiviral effect and a method for producing an antibacterial / antiviral resin. Further, according to the present invention, it is possible to provide a writing tool using the antibacterial / antiviral resin and a method for manufacturing a writing tool manufactured by the method for manufacturing the antibacterial / antiviral resin.
  • the antibacterial / antiviral resin of the present invention comprises an antibacterial / antiviral composition containing K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ], and a resin. include.
  • the antibacterial / antiviral composition used in the present invention contains K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ].
  • K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ] are compounds belonging to metal oxide clusters called polyoxometalates (PM compounds, polyacids).
  • the PM compound is a metal oxide cluster compound having a polyacid ion, and each compound belonging to the PM compound is described in the Journal of Materials Chemistry, Vol. 15, pp. 4773-4782, 2005, Royal Society of Chemistry. It has unique biological activities such as antibacterial activity and antiviral activity.
  • the polyacid refers to a metal oxide cluster compound composed of transition metal elements (W (VI), V (V), etc.), and is a tetrahedron in which an oxygen atom is usually coordinated with 4 or 6 to a metal atom or the like.
  • a body or an octahedron is used as a basic unit, and this basic unit has a structure connected via a ridge or an apex.
  • the polyacid used in the present invention is a prescription of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ] in a predetermined ratio.
  • the compounding ratio of each compound is not particularly limited, but Na 9 [SbW 9 O 33 ] is preferably 0.1 to 30 mol with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ]. , More preferably 10 to 20 mol. Further, it is particularly preferable to use 17.3 mol of Na 9 [SbW 9 O 33 ] with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ].
  • VOSO 4 may be used as the antibacterial / antiviral component in addition to K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ].
  • VOSO 4 is a vanadium compound characterized by the diatomic ion VO 2+ .
  • the physiological activity it is described in International Publication No. 99/17782 and the like that it has a blood glucose lowering effect.
  • PHMB polyhexamethylene biguanide or a salt thereof
  • PHMB polyhexamethylene biguanide or a salt thereof
  • n represents an integer of 2 to 18, and n is preferably 12.
  • PHMB is odorless and mild, is a safe compound granule used as an industrial antibacterial agent in 30 countries around the world, and is a compound whose effect does not easily decrease due to its non-volatility. Further, unlike hypochlorous acid and the like, it does not corrode metals and rubber, so that it is a compound that facilitates maintenance of factory equipment in the manufacturing process.
  • PHMB can be produced by a known method. Further, PHMB can also be used as a salt of hydrochloric acid, nitric acid, sulfuric acid, acetic acid and the like, and is preferably used as a hydrochloride because it is easily available.
  • the compounding ratio of PHMB is not particularly limited, but is preferably 0.1 to 30 mol, more preferably 1 to 5 mol, with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ]. It is a mole. Further, it is particularly preferable to use 2.3 mol of PHMB with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ].
  • the antibacterial / antiviral composition used in the present invention has a broad antibacterial / antiviral spectrum. That is, the antibacterial / antiviral composition used in the present invention is a gram-positive bacterium such as Staphylococcus aureus, Streptococcus aureus, Bacillus subtilis, Escherichia coli, Proteus Vulgaris, Salmonella typhi, Shigella dysenteriae, Salmonella choleraesui.
  • a gram-positive bacterium such as Staphylococcus aureus, Streptococcus aureus, Bacillus subtilis, Escherichia coli, Proteus Vulgaris, Salmonella typhi, Shigella dysenteriae, Salmonella choleraesui.
  • the antibacterial / antiviral composition used in the present invention is also active against MRSA (methicillin-resistant Staphylococcus aureus).
  • MRSA methicillin-resistant Staphylococcus aureus
  • the antibacterial / antiviral composition used in the present invention is water-soluble, and when it is used as an aqueous solution, it inhibits the growth of microorganisms such as bacteria, fungi (molds) and viruses even when the concentration is low. be able to.
  • PHMB When PHMB is used, it also has a bactericidal effect on spores when used in combination with the above metal compounds.
  • the antibacterial / antiviral composition used in the present invention can maintain antibacterial and antiviral activities even at high temperatures (for example, the molding temperature of the resin), and is relatively stable even at high temperatures. ..
  • the compounds constituting the antibacterial / antiviral composition used in the present invention do not react with each other, and the antibacterial activity and antiviral activity of each compound are not inhibited.
  • these are highly safe compounds that do not cause rough skin on the human body.
  • the antibacterial / antiviral composition used in the present invention is a highly safe compound that does not accumulate in the human body.
  • the compound contained in the antibacterial / antiviral composition used in the present invention is a compound that is not subject to environmental regulations, the manufacturing process is not complicated, and the cost required for manufacturing can be suppressed. Further, the antibacterial / antiviral composition used in the present invention is difficult to reduce the effect even if the antibacterial / antiviral resin of the present invention is dirty, and further, the effect is difficult to reduce because it is non-volatile.
  • the resin used in the present invention can be used without particular limitation as long as it does not inhibit the effect of the antibacterial / antiviral composition, but it is preferable to use a thermoplastic resin from the viewpoint of moldability.
  • the thermoplastic resin is not particularly limited, but polypropylene (PP), polycarbonate (PC), ABS resin (ABS), polybutylene terephthalate (PBT), polyacetal (POM), polyester-based thermoplastic resin (TPC), and styrene.
  • a system thermoplastic resin (TPS), AS resin (AS), polystyrene (PS), polyethylene (PE), polyamide (PA) and the like can be used.
  • the antibacterial / antiviral resin of the present invention contains K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ], and optionally contains VOSO 4 and PHMB. It goes through a powdering step of making an antibacterial / antiviral composition into a powder, a micronization step of refining the powder, and a molding step of mixing the minced powder and a resin and molding the powder. It is obtained by.
  • An antibacterial / antiviral composition containing K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ] and, if necessary, VOSO 4 and PHMB is powdered.
  • the method of doing so is not particularly limited.
  • the bulk powder of VOSO 4 used as needed. It is preferable to mix and powder the aqueous solution of the above.
  • the bulk powder of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ] and the bulk powder of VOSO 4 used as needed are used.
  • an aqueous solution of PHMB are preferably mixed and powdered.
  • the bulk powder hydrate may be used.
  • the concentration of the aqueous solution of PHMB is not particularly limited, but is preferably 1 to 40 wt%, more preferably 10 to 30 wt%.
  • the compounding ratio of each compound is not particularly limited, but Na 9 [SbW 9 O 33 ] is preferably 0. 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ]. It is 1 to 30 mol, more preferably 10 to 20 mol. Further, it is particularly preferable to use 17.3 mol of Na 9 [SbW 9 O 33 ] with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ].
  • the compounding ratio is not particularly limited, but it is preferable to use 0.1 to 20 mol of VOSO 4 per 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ]. It is more preferable to use 4 to 8 mol. Further, it is particularly preferable to use 5.5 mol of VOSO 4 with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ].
  • the compounding ratio is not particularly limited, but is preferably 0.1 to 30 mol, more preferably 1 to 1 to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ]. It is 5 mol. Further, it is particularly preferable to use 2.3 mol of PHMB with respect to 1 mol of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ].
  • Powder of a mixture of K 11 H [(VO) 3 (SbW 9 O 33 ) 2 ] and Na 9 [SbW 9 O 33 ] powder, VOSO 4 raw powder used as needed, and PHMB aqueous solution As a means for converting the powder, a spray drying method (spray drying method), a coagulation method using a salt or an acid, a freeze drying method, a centrifugation method after insolubilizing PHMB from an aqueous solution, a filtration method, or the like is used. However, it is not limited to these.
  • the means for refining the powder obtained in the powdering step is not particularly limited, but a grinder, a bead mill, a jet mill, a roll mill and the like can be used.
  • the average particle size of the finely divided powder is preferably 100 ⁇ m or less, more preferably 50 ⁇ m or less, and further preferably 20 ⁇ m or less.
  • the average crown diameter indicates the median diameter ( D50 ) measured by the laser diffraction method, and is measured by, for example, using a laser diffraction / scattering type particle size distribution measuring device LA-960 manufactured by Horiba Co., Ltd. You can ask.
  • the resin and the finely divided powder are mixed, and then molding is performed to obtain a molded product.
  • the mixing step it is preferable to add a dispersant in addition to the resin and the finely divided powder and mix them.
  • the molding method for obtaining a molded product is not particularly limited, but conventionally known molding methods such as extrusion molding, injection molding, transfer molding, and compression molding can be adopted. This makes it possible to obtain a molded product having a desired shape.
  • the blending amount of the finely divided powder with respect to the resin is not particularly limited as long as the performance of the resin is not impaired, but is preferably 0.1 to 2.0 wt%, more preferably 0.1 to 1.0 wt%. More preferably, it is 0.3 to 0.5 wt%.
  • the dispersant is not particularly limited, and examples thereof include general metal soaps and waxes.
  • the method for mixing and molding the resin, the finely divided powder, and the dispersant used as needed is not particularly limited, but a single-screw extruder, a twin-screw extruder, a roll, and the like. It is preferable to mix (knead and melt) and mold using a Banbury mixer or various kneaders.
  • the mixing (kneading and melting) temperature and the molding temperature at this time can be appropriately set depending on the temperature of the resin to be used.
  • PP it is usually 160 to 250 ° C., preferably 180 to 220 ° C.
  • PC in the case of PC, it is usually 270 to 350 ° C., preferably 280 to 310 ° C. Further, it is preferably 400 ° C. or lower regardless of the type of resin.
  • the use of the antibacterial / antiviral resin of the present invention is not particularly limited, and examples thereof include a wide range of uses.
  • a molded product can be manufactured using the antibacterial / antiviral resin of the present invention.
  • the molded product is not particularly limited, but can be used for daily miscellaneous goods, home appliances, building materials, automobile interiors, and the like.
  • the antibacterial / antiviral resin of the present invention may be used as a 3D printer filament to manufacture a molded product by a 3D printer.
  • the molded product using the antibacterial / antiviral resin of the present invention can also be used for writing tools, cosmetic tools, styluses and the like.
  • exterior parts such as a shaft tube, a grip portion, a clip, and the like that can be touched by a hand.
  • the antiviral performance can be maintained even when the above mixing and molding temperatures are applied. Further, according to the antibacterial / antiviral resin of the present invention, the dispersibility of the antibacterial / antiviral composition is good. Further, according to the antibacterial / antiviral resin of the present invention, the antibacterial / antiviral effect can be exhibited even if the blending amount of the antibacterial / antiviral composition is small.
  • an antibacterial / antiviral resin was prepared by adding 0.1 wt%, 0.3 wt%, and 0.5 wt% of powder having an average particle size of 50 ⁇ m or less to each resin.
  • an antibacterial / antiviral resin was prepared by adding 0.1 wt% and 0.5 wt% of powder having an average particle size of 100 ⁇ m or less.
  • each resin to which no powder was added was also produced.
  • Viruses / cultured cells include influenza virus (Influenza virus type A / MDCK cells (dog kidney-derived strained cells)) and herpes virus (herpes simplex virus type 2 (HSV) / Vero cells (African green monkey kidney-derived strained cells)). )) was prepared.
  • influenza virus Influenza virus type A / MDCK cells (dog kidney-derived strained cells)
  • herpes virus herpes simplex virus type 2 (HSV) / Vero cells (African green monkey kidney-derived strained cells)).
  • Each virus solution added to the maintenance medium (1% FBS-added culture solution) was placed in a sterilization bag, and the above-mentioned antibacterial / antiviral resin and powder containing the antibacterial / antiviral composition were not added thereto.
  • Each plate was incubated for 24 hours (37 ° C., 5% CO 2 condition). After 24 hours, the virus solution was taken out, and the virus activity was determined by the TCID 50 method. Further, the same judgment was made for the resin and the powder containing the antibacterial / antiviral composition (Virus Control).
  • This reagent is a reagent that stains and develops color only cells that have not been denatured by a virus.
  • TCID 50 was determined using absorbance. That is, in Virus Control, the absorbance showing 50% inhibition was 0.4285 for influenza virus and 0.4195 for herpes virus, respectively, from the absorbance at 450 nm where no cytopathic effect was observed and the absorbance at which the cytopathic effect was maximized. I asked. In addition, in each sample, the dilution ratio showing these absorbances (0.4285 for influenza virus and 0.4195 for herpes virus) at 450 nm was read to determine TCID 50 .
  • the absorbance was 0.4285 for influenza virus and 0.4195 for herpes virus.
  • the base 10 logarithm was taken for the dilution ratio, and the code-reversed value was obtained.
  • the result was 5.6 for influenza virus and 5.2 for herpes virus. ..
  • the difference between these values (5.6 for influenza virus and 5.2 for herpes virus) and (-log10 (TCID 50 )) of each sample was taken to obtain a value showing antiviral effect. The larger this value is, the greater the antiviral effect is.
  • Table 1 below shows the antiviral effect against influenza virus
  • Table 2 shows the antiviral effect against herpes virus.
  • the antibacterial / antiviral composition had a virus-suppressing effect on both influenza virus and herpesvirus by blending the resin.
  • the effect was great when the antibacterial / antiviral composition was blended in an amount of 0.3 wt% or more.
  • each virus solution influenza virus or herpes virus
  • the maintenance medium 1% FBS-added culture solution
  • PC polycarbonate
  • Influenza virus type A / MDCK cells (dog kidney-derived cell lines) were prepared as viruses / cultured cells.
  • the antibacterial / antiviral composition had a virus-suppressing effect by blending the resin.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Polymers & Plastics (AREA)
  • Agronomy & Crop Science (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Abstract

La présente invention concerne une composition antifongique et antivirale contenant les composés K11H[(VO)3(SbW9O33)2] et Na9[SbW9O33] et une résine.
PCT/JP2021/028242 2020-11-04 2021-07-30 Résine antifongique et antivirale, procédé de production d'une résine antifongique et antivirale, article moulé et procédé de production d'un article moulé WO2022097334A1 (fr)

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JP2022560646A JPWO2022097334A1 (fr) 2020-11-04 2021-07-30

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Application Number Priority Date Filing Date Title
JP2020184426 2020-11-04
JP2020-184426 2020-11-04

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WO2022097334A1 true WO2022097334A1 (fr) 2022-05-12

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JP (1) JPWO2022097334A1 (fr)
TW (1) TW202229444A (fr)
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005325083A (ja) * 2004-05-17 2005-11-24 Rikogaku Shinkokai 抗ウイルス剤
WO2017092920A2 (fr) * 2015-12-03 2017-06-08 BSH Hausgeräte GmbH Utilisation d'(hétéro)polyoxométalates pour conférer des propriétés antimicrobiennes à une surface d'un substrat dans ou sur un appareil ménager et simultanément réduire la croissance d'un biofilm sur ladite surface
WO2019230210A1 (fr) * 2018-05-31 2019-12-05 Ｖｂジャパンテクノロジー株式会社 Composition antivirale et antibactérienne et solution aqueuse

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005325083A (ja) * 2004-05-17 2005-11-24 Rikogaku Shinkokai 抗ウイルス剤
WO2017092920A2 (fr) * 2015-12-03 2017-06-08 BSH Hausgeräte GmbH Utilisation d'(hétéro)polyoxométalates pour conférer des propriétés antimicrobiennes à une surface d'un substrat dans ou sur un appareil ménager et simultanément réduire la croissance d'un biofilm sur ladite surface
WO2019230210A1 (fr) * 2018-05-31 2019-12-05 Ｖｂジャパンテクノロジー株式会社 Composition antivirale et antibactérienne et solution aqueuse

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DAN KATSUAKI, DAN KATSUAKI, FUJINAMI KATSUYUKI, SUMITOMO HAJIME, OGIWARA YASUAKI, SUHARA SHIGEHIKO, KONNO YOSHIHARU, SAWADA MITSUH: "Application of Antiviral Polyoxometalates to Living Environments—Antiviral Moist Hand Towels and Stationery Items", APPLIED SCIENCES, MDPI SWITZERLAND, vol. 10, no. 22, 20 November 2020 (2020-11-20), pages 8246, XP055938366, ISSN: 2076-3417, DOI: 10.3390/app10228246 *
TOSHIHIRO YAMASE: "Anti-tumor, -viral, and -bacterial activities of polyoxometalates for realizing an inorganic drug", JOURNAL OF MATERIALS CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 15, no. 45, 1 January 2005 (2005-01-01), pages 4773, XP055159480, ISSN: 09599428, DOI: 10.1039/b504585a *

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