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WO2019087884A1 - Composition, composition antibactérienne, composition antivirale, composition anti-norovirus, vaporisateur, et lingette - Google Patents

Composition, composition antibactérienne, composition antivirale, composition anti-norovirus, vaporisateur, et lingette Download PDF

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Publication number
WO2019087884A1
WO2019087884A1 PCT/JP2018/039436 JP2018039436W WO2019087884A1 WO 2019087884 A1 WO2019087884 A1 WO 2019087884A1 JP 2018039436 W JP2018039436 W JP 2018039436W WO 2019087884 A1 WO2019087884 A1 WO 2019087884A1
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Prior art keywords
group
composition
compound
formula
acid
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English (en)
Japanese (ja)
Inventor
寛記 杉浦
知昭 吉岡
尚俊 佐藤
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2019551184A priority Critical patent/JPWO2019087884A1/ja
Publication of WO2019087884A1 publication Critical patent/WO2019087884A1/fr
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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 liquids as carriers, diluents or solvents
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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 liquids as carriers, diluents or solvents
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A01N25/06Aerosols
    • AHUMAN NECESSITIES
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    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/34Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
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    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/16Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
    • AHUMAN NECESSITIES
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    • A01N35/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/04Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
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    • A01N37/36Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
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    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
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    • A01N41/04Sulfonic acids; Derivatives thereof
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N61/00Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/11Aldehydes
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
    • A61K31/165Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/166Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • AHUMAN NECESSITIES
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    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/216Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
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    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/235Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
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    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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    • A61K31/4412Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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    • A61K9/06Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
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    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses

Definitions

  • the present invention relates to a composition, an antimicrobial composition, an antiviral composition, an anti-norovirus composition, a spray, and a wiper.
  • Viruses unlike bacteria having a cell structure and microorganisms such as fungi, have no cell structure and are a structure having a genome in a coat protein called capsid. Viruses are roughly divided into two types depending on whether the genome is DNA (deoxyribonucleic acid) or RNA (ribonucleic acid), and the enveloped virus is composed of an envelope consisting of a lipid bilayer and a capsid consisting of a lipid bilayer membrane, and the non-enveloped case. It is further classified according to whether it is a membrane virus.
  • DNA-type filmed viruses include human herpesvirus and hepatitis B virus, DNA-type non-film viruses such as adenovirus and B19 virus, and RNA-type filmed viruses such as influenza Viruses, RNAS type non-membrane viruses such as SARS (severe acute respiratory syndrome) coronavirus, norovirus, polio virus, enterovirus etc. are included.
  • SARS severe acute respiratory syndrome
  • Patent Document 1 discloses an anti-norovirus composition containing grapefruit seed extract (claim 2).
  • the present inventors examined the anti-norovirus composition described in Patent Document 1 and found that there is room for improvement in antiviral activity. In addition, it has been found that the anti-norovirus composition described in Patent Document 1 has a problem in storage stability, tends to be colored during storage, and tends to reduce antiviral activity.
  • this invention makes it a subject to provide the composition which is excellent in antiviral activity and storage stability.
  • Another object of the present invention is to provide an antimicrobial composition, an antiviral composition, an anti-norovirus composition, a spray, and a wiper, using the above composition.
  • Compound A As a six-membered aromatic ring group substituted by two or more hydroxyl groups, one or more hydrogen atoms other than hydrogen atoms in hydroxyl groups in a compound represented by the formula (1) described later are removed
  • Compound having only one residue compound B a compound represented by the formula (2) described later
  • At least one of X 11 to X 14 in the formula (1) has a Hammett substituent constant ⁇ p of 0
  • the composition according to [1], which represents -CR 11 having R 11 which is also a large substituent.
  • composition according to [9] wherein the content of the alcohol is 30 to 100% by volume based on the total volume of the solvent.
  • Any one of [1] to [12], wherein the total content of the phenolic compound in the composition is 0.10 to 5.00% by mass with respect to the total mass of the composition
  • An antimicrobial composition comprising the composition according to any one of [1] to [18].
  • An antiviral composition comprising the composition according to any one of [1] to [19].
  • An anti-norovirus composition comprising the composition according to any one of [1] to [20].
  • a spray comprising: a spray container; and the composition according to any one of [1] to [18] housed in the spray container.
  • a wiper comprising: a base cloth; and the composition according to any one of [1] to [18] impregnated in the base cloth.
  • a composition having excellent antiviral activity and storage stability can be provided. Further, according to the present invention, an antimicrobial composition, an antiviral composition, an anti-norovirus composition, a spray and a wiper can be provided using the above composition.
  • a numerical range represented using “to” means a range including numerical values described before and after “to” as the lower limit value and the upper limit value.
  • “(meth) acrylate” is a concept including either or both of acrylate and methacrylate.
  • substituents etc. when there are a plurality of substituents and linking groups etc. (hereinafter referred to as substituents etc.) represented by specific symbols, or when a plurality of substituents etc. are simultaneously defined, each substituent is It means that they may be the same as or different from each other. The same applies to the definition of the number of substituents and the like.
  • composition of the present invention contains a phenolic compound to be described later and a solvent, and has a pH of more than 9.3.
  • the constitution of the composition of the present invention makes the phenolic compound to be described later be a phenoxide anion in which a phenolic hydroxyl group is dissociated. Is estimated to inactivate the Furthermore, the composition of the present invention is also excellent in storage stability.
  • a hydrogen atom other than a hydrogen atom in a hydroxyl group in a compound represented by the formula (1) is used as an aromatic ring group of a 6-membered ring in which two or more hydroxyl groups are substituted.
  • Phenol selected from the group consisting of a compound having only a residue which is removed by number or more hereinafter also referred to as “compound A”
  • compound B a compound represented by the formula (2)
  • the content of the phenolic compound in the composition of the present invention (the total amount of the plurality of phenolic compounds, if any) is relative to the total mass of the composition 0.01 to 10.00 mass% is preferable, 0.10 to 5.00 mass% is more preferable, 0.30 to 5.00 mass% is more preferable, and 0.35 to 3.00 mass% is particularly preferable .
  • the phenolic compounds are individually described below.
  • Compound A is a residue obtained by removing one or more hydrogen atoms other than a hydrogen atom in a hydroxyl group in a compound represented by Formula (1) as an aromatic ring group substituted by two or more hydroxyl groups Hereinafter, it is a compound having only “the residue of formula (1)”.
  • Compound A has at least one residue of formula (1).
  • the compound A may have only one residue of the formula (1) in the compound, or may have two or more.
  • the residues of the formula (1) may be directly bonded to each other in the compound A, and a plurality of residues of the formula (1) may be linked via a linking group It may be combined.
  • the compound A may or may not be a polymer.
  • the molecular weight of the compound A which is not a polymer is, for example, preferably 110 to 2000, and more preferably 120 to 1,500.
  • the total number of residues of the formula (1) possessed by the compound A which is not a polymer is, for example, preferably 1 to 10, and more preferably 1 to 6.
  • Compound A, which is a polymer preferably has a repeating unit containing a residue of formula (1).
  • the weight average molecular weight of Compound A, which is a polymer is, for example, preferably 1,000 to 1,000,000, and more preferably 5,000 to 1,000,000.
  • a weight average molecular weight (Mw) is defined as a polystyrene conversion value by GPC (Gel Permeation Chromatography).
  • the plurality of residues of formula (1) may be identical to or different from one another.
  • R 11 represents a substituent other than a hydroxyl group or a hydrogen atom.
  • the “substituent other than hydroxyl group” may be a substituent other than “—OH” and may contain a hydroxyl group as a substituent contained in the substituent.
  • the “substituent other than hydroxyl group” represented by R 11 may be —CH 2 (OH).
  • Examples of the substituent other than a hydroxyl group represented by R 11 include, for example, an alkyl group, an alkoxy group, an aryl group, a heterocyclic group (a nonaromatic heterocyclic ring, an aromatic heterocyclic ring, etc.
  • Heteroatoms are nitrogen atoms, sulfur atoms, Or an oxygen atom is preferred, specifically, pyrylium ring, benzopyrylium ring, chromanone ring, pyridyl group, pyrimidyl group, pyrazyl group, pyrazolyl group, oxazolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, triazinyl group, quinolyl group, Isoquinolyl group, quinoxalyl group, cinnolyl group, pteridyl group etc., halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom etc.), nitro group, sulfo group, phosphoric acid group, cyano group, nitro group , Amino group, alkali metal oxy group (sodium oxy group and potassium oxy group etc.), sulfonate group (sulfone
  • R S1 represents an alkyl group. If R S1 in one group there is a plurality, the plurality of R S1 may be different may be respectively identical. There is no restriction
  • the substituent may further have a substituent (which is not particularly limited and may be a hydroxyl group), if possible.
  • the alkyl group in the above examples may be linear or branched, and may have a cyclic structure.
  • the carbon number is preferably 1 to 20.
  • the aryl group in the above examples preferably has 6 to 15 carbon atoms, more preferably 6 to 10, and still more preferably 6 carbon atoms.
  • R 11 is preferably a hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0.
  • Hammett substituent constant ⁇ p is determined according to Chem. Rev. 1991, 91, p 165-195 can be referred to.
  • R 11 is preferably either a hydrogen atom or a substituent T group.
  • substituent T for example, -CO-O- RS2 (especially alkoxycarbonyl group), carboxyl group, halogen atom, phosphoric acid group, perfluoroalkyl group, perfluoroaryl group, perfluoro group Alkyloxy group, alkanesulfonyl group, alkanesulfonyloxy group, arylsulfonyl group, arylsulfonyloxy group, nitro group, cyano group, formyl group, alkylsulfinyl group, arylsulfinyl group, heteroarylsulfinyl group, arylazo group, heteroarylazo group, trialkoxysilyl group, -CO-R S2, -O- CO-R S2, -CO-NR S2 2, -SO 2 -NR S2 2, -NR S2 (SO 2 R S2), - N (SO 2 R S2) 2, -SO 2
  • R S2 represents a hydrogen atom or a substituent, and an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heteroaryl group is preferable, and an alkyl group, an aryl group or a heteroaryl group is more preferable preferable.
  • the substituent represented by the above R S2 does not set ⁇ p of the bonding group to 0 or less. If R S2 in one group there is a plurality, the plurality of R S2 may be different may be respectively identical.
  • R S3 represents a hydrogen atom, an alkyl group, an aryl group or a heteroaryl group. If R S3 in one group there is a plurality, the plurality of R S3 may be different may be respectively identical.
  • a substituent having a Hammett substituent constant ⁇ p of more than 0 via a conjugated group such as ethynylene group, imino group, azo group, aryl group or heteroaryl group (eg, any one of substituent group T) Is also preferred.
  • the group belonging to the above-mentioned substituent group T contains an alkyl group, it may be linear or branched and may have a cyclic structure.
  • the carbon number is preferably 1 to 20.
  • the group belonging to the substituent T group contains an aryl group, it preferably has 6 to 15 carbon atoms, more preferably 6 to 10, and still more preferably 6.
  • these groups can further have a substituent, they may have a substituent (a group such as a hydroxyl group or a group mentioned before the substituent T group as an example of a substituent represented by R 11 ).
  • -CO-O-R S2 (in particular, alkoxycarbonyl group), - CO-NR S2 2 , -SO 2 -NR S2 2, acyl group, alkanesulfonyl group, an arylsulfonyl group, an arylazo group , heteroaryl azo group, a cyano group, a formyl group, or preferably a carboxyl group, -CO-O-R S2 (in particular, alkoxycarbonyl group), - CO-NR S2 2 , arylazo groups, or, more carboxyl groups preferably, -CO-O-R S2 (in particular, alkoxycarbonyl group), - CO-NR S2 2 , arylazo group, or a carboxyl group is more preferable.
  • the substituent group T represents —CO—O—R S2
  • R S2 is a hydrocarbon group having 10 or more carbon atoms (the hydrocarbon group is preferably an alkyl group, an alkenyl group or an alkynyl group).
  • Substituent group T represents -CO-NR S2 2, and at least one of two R S2 is (Examples of the hydrocarbon group, an alkyl group, an alkenyl group, or alkynyl group.)
  • Hydrocarbon group represents It is preferable that the sum of carbon numbers of two R S2s is 10 or more.
  • At least one of X 11 to X 14 is —CR 11 ⁇ , and in these —CR 11 ⁇ , at least one R 11 is a hydrogen atom or a Hammett substituent constant ⁇ p
  • the substituent other than the hydroxyl group represented by all R 11 in the formula (1) is a substituent having a Hammett substituent constant ⁇ p larger than 0. It is preferred that all R 11 in the formula (1) be a hydrogen atom or a substituent whose Hammett substituent constant ⁇ p is larger than 0.
  • R 11 's there is no particular limitation on an embodiment in which a plurality of R 11 's are bonded to each other to form a ring, but, for example, selected from a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom in a substituent represented as R 11
  • the aspect which forms a ring by mutually bonding the mentioned atoms is mentioned.
  • each of a plurality of R 11 is an alkenyl group (for example, a vinyl group)
  • a benzene ring when terminal carbon atoms in the respective alkenyl groups are bonded to each other, a benzene ring can be formed.
  • R ⁇ 11 >'s are all alkyl groups, if the terminal carbon atom in each alkyl group mutually couple
  • the ring thus formed may be an aromatic ring (for example, an aromatic hydrocarbon ring and an aromatic heterocycle) or a nonaromatic ring (for example, a nonaromatic hydrocarbon ring and a nonaromatic heterocycle) .
  • the ring formed may be a single ring or a multiple ring.
  • the ring to be formed is preferably a 5- or 6-membered monocyclic ring or a polycyclic ring which is a combination thereof, and when each ring is a heterocyclic ring, the number of heteroatoms is preferably 1 to 5.
  • a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom are mentioned, for example. Among them, nitrogen atom, sulfur atom or oxygen atom is preferable.
  • the ring thus formed (for example, a pyrone ring) is condensed with the aromatic ring in the formula to form a condensed ring structure.
  • the condensed ring structure formed by the compound represented by the formula (1) for example, a coumarin ring, an anthraquinone ring in which two hydroxyl groups are bonded to each other in the meta position to the aromatic ring And benzopyrylium ring, xanthone ring, chromanone ring, chromone ring, and quinoline ring.
  • usnic acid, vergenin and the like can also be used as the compound represented by the formula (1) in which a fused ring structure is formed.
  • the ring to be formed may further have a substituent (a group mentioned as an example of a substituent represented by R 11 and the like) as long as the requirement of the present invention is not violated.
  • the compound represented by the formula (1) is preferably a compound represented by the formula (P).
  • R P1 represents a hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0.
  • R P2 represents a substituent other than a hydroxyl group or a hydrogen atom, and has the same meaning as R 11 described above.
  • R P2 examples include, for example, groups described as groups that R 11 can adopt (for example, a hydrogen atom, a substituent having a Hammett substituent constant ⁇ p of more than 0, an alkyl group, and an alkoxy group), and A hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0 is preferred.
  • R P2 and R P1 may be bonded to each other to form a ring.
  • bonds mutually in Formula (1), and forms a ring is mentioned similarly.
  • the contents of the substituent having a Hammett substituent constant ⁇ p of greater than 0 are as described above, and examples thereof include any of the substituent groups T.
  • the compound represented by the formula (1) is more preferably a compound represented by the formula (3).
  • R 31 represents a substituent having a Hammett substituent constant ⁇ p of greater than 0.
  • R 32 represents a hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0.
  • R 31 and R 32 may be bonded to each other to form a ring.
  • R 32 and R 31 may be bonded to each other to form a ring.
  • bonds mutually in Formula (1), and forms a ring is mentioned similarly.
  • the compound represented by the formula (1) is preferably a compound having one or more hydrogen atoms in addition to the hydroxyl group directly bonded to the aromatic ring in the formula. This point is the same as in the above-mentioned equations (P) and (3).
  • a compound represented by the following Formula (X1) from the viewpoint of obtaining excellent antiviral property by further raising the ClogP value of a phenol compound as described later Or the compound represented by the following formula (X2) is preferable.
  • R 31 represents —CO—O—R S5 or —CO—NRS 6 R S7 .
  • R S5 represents a hydrocarbon group having 10 or more carbon atoms. As a C10 or more hydrocarbon group, C12 or more is preferable and C15 or more is more preferable. Examples of the above-mentioned hydrocarbon group include linear, branched or cyclic alkyl and alkenyl groups. The upper limit of the carbon number of the hydrocarbon group is not particularly limited, and is, for example, 30 or less.
  • Each of R S6 and R S7 independently represents a hydrogen atom or a hydrocarbon group.
  • R 31 in the formula (X1) represents the -CO-NR S6 R S7, and if neither R S6 and R S7 is representative of the hydrocarbon group, the hydrocarbon group represented by R S6 and R S7
  • the total carbon number of is 10 or more.
  • a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • the total of the number of carbons in the hydrocarbon group represented by R S6 and R S7 is preferably 12 or more.
  • the upper limit of the total number of carbons in the hydrocarbon group represented by R S6 and R S7 is not particularly limited, but is, for example, 30 or less.
  • R 32 represents a hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0.
  • R 31 represents —CO—O—R S5 or —CO—NRS 6 R S7 .
  • R S5 represents a hydrocarbon group having 8 or more carbon atoms.
  • C8 or more hydrocarbon group C10 or more is preferable and C15 or more is more preferable.
  • As said hydrocarbon group a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • the upper limit of the carbon number of the hydrocarbon group is not particularly limited, and is, for example, 30 or less.
  • Each of R S6 and R S7 independently represents a hydrogen atom or a hydrocarbon group.
  • R 31 in the formula (X2) represents —CO—NRS 6 R S7
  • the total number of carbons in the hydrocarbon group represented by R S6 and R S7 is 8 or more.
  • a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • 10 or more are preferable and, as for the sum total of carbon number in the hydrocarbon group represented by R S6 and R S7 , 12 or more are more preferable.
  • the upper limit of the total number of carbons in the hydrocarbon group represented by R S6 and R S7 is not particularly limited, but is, for example, 30 or less.
  • the compound represented by the formula (1) is preferably a compound having one or more hydrogen atoms in addition to the hydroxyl group directly bonded to the aromatic ring in the formula. This point is the same as in the above-mentioned equations (P) and (3).
  • the “group other than the residue of the formula (1)” to which the “residue of the formula (1)” is bonded is not particularly limited and may be a hydrogen atom.
  • the “group other than the residue of the formula (1)” is preferably other than a hydroxyl group (—OH).
  • the above-mentioned R 11 is mentioned, and the preferable range is also the same.
  • such “group other than the residue of the formula (1)” and the other R 11 present in the formula (1) may be bonded to each other to form a ring.
  • bonds mutually in Formula (1), and forms a ring is mentioned similarly.
  • the compound A is preferably a compound represented by the formula (Q1).
  • R q1 represents a hydrogen atom or a substituent other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups. The definition of the 6-membered aromatic ring group substituted by two or more hydroxyl groups is described in detail later.
  • R q1 is a hydrogen atom or a substituent mentioned as a substituent other than a hydroxyl group represented by R 11 (however, a group other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups And the substituent having a Hammett substituent constant ⁇ p other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups, or a hydrogen atom is preferable.
  • R q1 a substituent consisting of a substituent S group described later or a hydrogen atom is preferable.
  • substituent group S for example, -CO-O-RS 4 (especially alkoxycarbonyl group), carboxyl group, halogen atom, phosphoric acid group, perfluoroalkyl group, perfluoroaryl group, perfluoro group Alkyloxy group, alkanesulfonyl group, alkanesulfonyloxy group, arylsulfonyl group, arylsulfonyloxy group, nitro group, cyano group, formyl group, alkylsulfinyl group, arylsulfinyl group, heteroarylsulfinyl group, arylazo group, heteroarylazo group, trialkoxysilyl group, -CO-R S4, -O- CO-R S4, -CO-NR S4 2, -SO 2 -NR S4 2, -NR S4 (SO 2 R S4), - N (SO 2 R S4) 2, -SO 2
  • R S4 represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heteroaryl group, among which a hydrogen atom, an alkyl group, An aryl group or a heteroaryl group is more preferable. If R S4 in one group there is a plurality, the plurality of R S4 may be different may be respectively identical.
  • Substituent group S When the group belonging to the above-mentioned Substituent group S includes an alkyl group, it may be linear or branched, and may have a cyclic structure. The carbon number is preferably 1 to 20. When the group belonging to Substituent group S includes an aryl group, it preferably has 6 to 15 carbon atoms, more preferably 6 to 10, and still more preferably 6. When these groups can further have a substituent, the substituent (a group such as a hydroxyl group or a group mentioned before the substituent T group as an example of a substituent represented by R 11 , etc. However, two or more hydroxyl groups are substituted (Except for groups other than the 6-membered aromatic ring group).
  • substituents S group also, -CO-O-R S4 (in particular, alkoxycarbonyl group), - CO-NR S4 2 , -SO 2 -NR S4 2, acyl group, alkanesulfonyl group, an arylsulfonyl group, an arylazo group , heteroaryl azo group, a cyano group, a formyl group, or preferably a carboxyl group, -CO-O-R S4 (in particular, alkoxycarbonyl group), - CO-NR S4 2 , arylazo groups, or, more carboxyl groups preferably, -CO-O-R S4 (in particular, alkoxycarbonyl group), - CO-NR S4 2 , arylazo group, or a carboxyl group is more preferable.
  • the plurality of R q1 may be identical to or different from each other.
  • Plural R q1s may be bonded to each other to form a ring.
  • the ring demonstrated by the ring which several R ⁇ 11 > s in Formula (1) mentioned above mutually connect and form is mentioned.
  • the above six-membered aromatic ring group substituted by two or more hydroxyl groups may be a monovalent group or a divalent or higher group.
  • the ring constituting the six-membered aromatic ring group include a six-membered aromatic hydrocarbon ring and a six-membered aromatic heterocyclic ring.
  • a group containing a 6-membered aromatic ring substituted by two or more hydroxyl groups as a part of the group also corresponds to a six-membered aromatic ring group substituted by two or more hydroxyl groups.
  • the compound represented by Formula (Q2) is preferable.
  • R q21 represents a substituent or a hydrogen atom having a Hammett substituent constant ⁇ p other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups.
  • R q21 a substituent consisting of a substituent S group or a hydrogen atom is preferable.
  • the definition and preferred embodiments of the substituent group S are as described above.
  • R q22 represents a hydrogen atom or a substituent other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups, and has the same meaning as R q1 described above.
  • R q22 a substituent or a hydrogen atom having a Hammett substituent constant ⁇ p other than a 6-membered aromatic ring group substituted with a hydroxyl group and 2 or more hydroxyl groups is preferable, and a substituent S More preferred are substituents or hydrogen atoms of the group.
  • the definition and preferred embodiments of the substituent group S are as described above.
  • a compound represented by the following formula (Y1) from the viewpoint of obtaining excellent antiviral property by further increasing the ClogP value of a phenol compound as described later Or the compound represented by a following formula (Y2) is preferable.
  • R q21 represents —CO—O—R S5 or —CO— NRS 6 R S7 .
  • R S5 represents a hydrocarbon group having 10 or more carbon atoms. As a C10 or more hydrocarbon group, C12 or more is preferable and C15 or more is more preferable.
  • As said hydrocarbon group a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • the upper limit of the carbon number of the hydrocarbon group is not particularly limited, and is, for example, 30 or less.
  • R S6 and R S7 independently represents a hydrogen atom or a hydrocarbon group.
  • R q21 in the formula (Y1) represents a -CO-NR S6 R S7, and if neither R S6 and R S7 is representative of the hydrocarbon group, the hydrocarbon group represented by R S6 and R S7
  • the total carbon number of is 10 or more.
  • a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned. Among them, the total of the number of carbons in the hydrocarbon group represented by R S6 and R S7 is preferably 12 or more.
  • R S6 and R S7 The upper limit of the total number of carbons in the hydrocarbon group represented by R S6 and R S7 is not particularly limited, but is, for example, 30 or less.
  • R q22 represents a hydrogen atom or a substituent other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups, and has the same meaning as R q1 described above.
  • R q22 a substituent or a hydrogen atom having a Hammett substituent constant ⁇ p other than a 6-membered aromatic ring group substituted with a hydroxyl group and 2 or more hydroxyl groups is preferable, and a substituent S More preferred are substituents or hydrogen atoms of the group.
  • the definition and preferred embodiments of the substituent group S are as described above.
  • R q21 represents —CO—O—R S5 or —CO— NRS 6 R S7 .
  • R S5 represents a hydrocarbon group having 8 or more carbon atoms.
  • a C8 or more hydrocarbon group C10 or more is preferable and C15 or more is more preferable.
  • As said hydrocarbon group a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • the upper limit of the carbon number of the hydrocarbon group is not particularly limited, and is, for example, 30 or less.
  • Each of R S6 and R S7 independently represents a hydrogen atom or a hydrocarbon group.
  • R q21 in the formula (Y2) represents the -CO-NR S6 R S7, and if neither R S6 and R S7 is representative of the hydrocarbon group, the hydrocarbon group represented by R S6 and R S7
  • the total carbon number of is 8 or more.
  • As said hydrocarbon group a linear, branched or cyclic alkyl group, an alkenyl group, and an alkynyl group are mentioned.
  • R S6 and R S7 10 or more are preferable and, as for the sum total of carbon number in the hydrocarbon group represented by R S6 and R S7 , 12 or more are more preferable.
  • the upper limit of the total number of carbons in the hydrocarbon group represented by R S6 and R S7 is not particularly limited, but is, for example, 30 or less.
  • R q22 represents a hydrogen atom or a substituent other than a 6-membered aromatic ring group substituted by a hydroxyl group and two or more hydroxyl groups, and has the same meaning as R q1 described above.
  • R q22 a substituent or a hydrogen atom having a Hammett substituent constant ⁇ p other than a 6-membered aromatic ring group substituted with a hydroxyl group and 2 or more hydroxyl groups is preferable, and a substituent S More preferred are substituents or hydrogen atoms of the group.
  • the definition and preferred embodiments of the substituent group S are as described above.
  • two R q22 may be bonded to each other to form a ring.
  • the ClogP value of the hydrocarbon group is not particularly limited, but is, for example, 1.00 or more, preferably 5.00 or more, and more preferably 7.00 or more.
  • the upper limit in particular is not restrict
  • the ClogP value of the hydrocarbon group in the above formulas (Y1) and (Y2) can be determined by ChemBioDraw Ultra Ver13.
  • the compound A has m residues of the formula (1), it is preferable that the number of 6-membered aromatic ring groups which the compound A has and substituted by two or more hydroxyl groups is m. In addition, m intends positive integer.
  • a group represented by the following formula (1-2) is preferable.
  • R 1-2 is the same as R 11 in formula (1). * Represents a bonding position.
  • the compound A is preferably a compound represented by the following formula (A1).
  • X 1-2 is the same meaning as X 1-2 in the formula (1-2).
  • L 1-2 represents a single bond or a divalent linking group.
  • the divalent linking group include an ether group, a carbonyl group, an ester group, a thioester group, an amido group, a sulfonamide group, a thioether group, -SO 2- , -NR A- (R A represents a hydrogen atom or an alkyl Group, an aryl group or a heteroaryl group), a divalent hydrocarbon group (for example, an alkylene group, an alkenylene group, an alkynylene group, and an arylene group), a heteroarylene group, an azo group, and combinations thereof Group is mentioned.
  • L 1-2 is a single bond, an ester group (preferably, an ester group represented by —CO—O— and a carbon atom in the group directly bonded to an aromatic ring in the formula), or an amido group (A preferred is an amido group represented by -CO-NH-, in which a carbon atom in the group is directly bonded to the aromatic ring in the formula).
  • m z1 represents an integer of 2 or more.
  • m z1 for example, 2 to 10 is preferable.
  • Z represents a single bond or a divalent linking group
  • Z represents a m z monovalent linking group.
  • Z is preferably a single bond or a divalent linking group represented by the following formula.
  • Rx 2 represents a hydrogen atom, a halogen atom, or an alkyl group (a straight-chained, may be a branched chain, preferably also be. 1 to 20 carbon atoms which have a cyclic structure).
  • Ar represents an arylene group (preferably having a carbon number of 1 to 20, a phenylene group, a naphthylene group, an anthracenylene group is preferable, and an anthracenylene group is more preferable). * Represents the bonding position with L 1-2 .
  • Z is preferably any of the trivalent linking groups represented by the following formulae.
  • Rx 3 is a hydrogen atom, a halogen atom, or an alkyl group (which may be linear, branched, or cyclic, and preferably has 1 to 20 carbon atoms, and a methyl group is more preferable Preferably). * Represents the bonding position with L 1-2 .
  • Z is preferably any one of the tetravalent linking groups represented by the following formulae. * Represents the bonding position with L 1-2 .
  • Z is preferably a pentavalent linking group represented by the following formula. * Represents the bonding position with L 1-2 .
  • Z is preferably a hexavalent linking group represented by the following formula. * Represents the bonding position with L 1-2 .
  • Z is a linear or branched (preferably branched) carbon number, among others
  • a group containing 9 or more hydrocarbon groups is preferable, and a group containing a linear or branched (preferably branched) hydrocarbon group having 12 or more carbon atoms is more preferable.
  • the upper limit of the carbon number of the hydrocarbon group is not particularly limited, and is, for example, 30 or less.
  • Examples of the linear or branched hydrocarbon group having 9 or more carbon atoms include an ether group, a carbonyl group, an ester group, a thioester group, an amide group, and a sulfonamide group.
  • a thioether group, -SO 2- , -NR A- (where R A represents a hydrogen atom, an alkyl group, an aryl group or a heteroaryl group), a heteroarylene group, and an azo group
  • R A linear or branched C9 or more (preferably C12 or more) alkyl group, an alkenylene group, and an alkynylene group which may contain a bivalent coupling group are mentioned.
  • the ClogP value of the hydrocarbon group is not particularly limited, but is, for example, 1.00 or more, preferably 5.00 or more, and more preferably 7.00 or more.
  • the upper limit in particular is not restrict
  • the ClogP value of the above-mentioned hydrocarbon group can be determined by ChemBioDraw Ultra Ver13.
  • the compound A when the compound A is a polymer and has a repeating unit containing a residue of the formula (1), the compound A preferably has a repeating unit represented by the following formula.
  • the polymer may have repeating units other than the repeating unit represented by the following formula.
  • R xma is a hydrogen atom, a halogen atom, or an alkyl group (which may be linear or branched, or may have a cyclic structure.
  • the carbon number is preferably 1 to 20, and a methyl group is more preferable.
  • a perfluoroalkyl group (which may be linear, branched or have a cyclic structure, preferably has 1 to 20 carbon atoms, and more preferably a trifluoromethyl group).
  • Lx represents a single bond or a divalent linking group.
  • the definition of the divalent linking group is the same as the definition of the divalent linking group represented by L 1-2 .
  • X represents a residue of formula (1).
  • compound A is a 6-membered aromatic ring group substituted by two or more hydroxyl groups, and is a hydrogen atom other than a hydrogen atom in a hydroxyl group in a compound represented by formula (1) It has only the residue which removed more than one. That is, as a six-membered aromatic ring group in which two or more hydroxyl groups are substituted, the compound A is a six-membered ring in which any of the hydroxyl groups is disposed at the meta position relative to all other hydroxyl groups.
  • the compound A is a 6-membered aromatic ring group substituted by two or more hydroxyl groups, and a six-membered ring in which two hydroxyl groups are arranged in the ortho position or para position with each other. It has no aromatic ring group.
  • the above six-membered aromatic ring group is intended to encompass a six-membered aromatic ring group in a form contained in a polycyclic group, for example, compound A is 1,2-dihydroxynaphthalene, 1,4 Dihydroxynaphthalene or 1,2,4-trihydroxynaphthalene, having no residue obtained by removing one or more hydrogen atoms other than hydrogen atoms in hydroxyl groups.
  • the composition is obtained by introducing a substituent having a Hammett substituent constant ⁇ p larger than 0 into a 6-membered aromatic ring group (residue of formula (1)) in which two hydroxyl groups are arranged at the meta positions of each other.
  • the storage stability of the material is further improved.
  • the phenolic compound contained in the composition of the present invention may be a compound (compound B) represented by the formula (2).
  • Compound B is also a six-membered aromatic ring group in which all the hydroxyl groups are arranged at the meta position, and therefore, they are chemically stable and excellent in storage stability.
  • the ClogP value of the phenolic compound contained in the composition of the present invention is, for example, 0.0700 or more, preferably 5.00 or more, and more preferably 7.00 or more, in that the antiviral activity is more excellent.
  • the upper limit thereof is not particularly limited, but is, for example, 20.00 or less, preferably 15.00 or less.
  • the ClogP value of the above-mentioned phenol compound is preferably 5.00 to 20.00, and more preferably 7.00 to 15.00, in that the antiviral activity is more excellent.
  • Viruses generally have hydrophilic and hydrophobic sites.
  • the phenolic compound is more hydrophobic (in other words, when the ClogP value of the phenolic compound is 5.00 or more), the phenolic compound is considered to be easily adsorbed by the virus. As a result, the phenolic compound is more excellent in antiviral activity.
  • the ClogP of the phenolic compound can be determined by ChemBioDraw Ultra Ver13.
  • Me represents a methyl group
  • Et represents an ethyl group
  • Glu represents a glucose residue
  • the composition according to the invention preferably comprises an alcohol as solvent.
  • the alcohol is not particularly limited.
  • linear, branched and cyclic alcohols having 1 to 20 carbon atoms (including ether alcohols) are preferable.
  • the above-mentioned alcohol is preferably a food additive from the viewpoint of safety, among which methanol, ethanol, propanol, isopropanol, polyethylene glycol, propylene glycol, propylene glycol acetic acid monoester, n-butanol, 2-butanol, butane -1,3-diol, diethylene glycol, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, dipropylene glycol, 2-methyl-1-butanol, 1-decanol, 1-penten-3-ol, 2-ethyl 1-hexanol, 2-Pentanol, 3-pentanol, 3-methyl-2-butanol, 3-methyl-2-butenol, 3-methyl-3-butanol, isoamyl alcohol, i-butanol, benzene Benzyl alcohol, citronellol, terpineol, hydroxy citronellal, or hydroxy cit
  • the composition of the present invention preferably contains, as the alcohol, an alcohol having 2 or less carbon atoms and an alcohol having 3 or more carbon atoms as the variation of the antiviral activity value is further reduced.
  • Alcohols having 3 or more carbon atoms are considered to be more fat-soluble than alcohols having 2 or less carbon atoms, and to be capable of physically removing viruses and latent stains on which they reside. For this reason, when a composition in which a composition contains an alcohol having 2 or less carbon atoms and an alcohol having 3 or more carbon atoms is impregnated in a wiper and used for wiping, it is considered that the variation of the antiviral activity value becomes smaller.
  • the volume ratio of the alcohol having 3 or more carbon atoms to the alcohol having 2 or less carbon atoms is preferably 0.01 or more in that the antiviral activity is more excellent and / or the variation of the antiviral activity is smaller.
  • the upper limit thereof is not particularly limited, but is, for example, 5 or less, preferably 1.5 or less.
  • the composition of the present invention may contain a solvent other than alcohol.
  • solvents other than alcohol water or organic solvents (except alcohol) can be mentioned.
  • the organic solvent is not particularly limited. For example, acetone, methyl ethyl ketone, cyclohexane, ethyl acetate, isoamyl acetate, isopropyl acetate, geranyl acetate, cyclohexyl acetate, citronellyl acetate, cinnamyl acetate, terpinyl acetate, phenylethyl acetate, butyl acetate, acetic acid Benzyl, menthyl acetate, linalyl acetate, butyric acid, ethyl butyrate, butyl butyrate, isoamyl butyrate, cyclohexyl butyrate, ethylene dichloride, tetrahydrofuran, tolu
  • the organic solvent is preferably a food additive from the viewpoint of safety, and is acetone, methyl ethyl ketone, ethyl acetate, isoamyl acetate, isopropyl acetate, geranyl acetate, cyclohexyl acetate, citronellyl acetate, cinnamyl acetate, terpinyl acetate, phenyl acetate Ethyl, butyl acetate, benzyl acetate, menthyl acetate, linalyl acetate, butyric acid, ethyl butyrate, butyl butyrate, isoamyl butyrate, cyclohexyl butyrate, 2-methylpropanal, 2-methylbutyraldehyde, 3-methyl-2-butenal 3-methyl Butanal, l-perylaldehyde, acetaldehyde, ethyl acetoacetate, isoamy
  • the content of the solvent (the total of two or more kinds thereof) is preferably 0.5 to 99.9% by mass, and 10 to 99.8% by mass with respect to the total mass of the composition % Is more preferable, 50 to 99.8% by mass is further preferable, and 80 to 99.8% by mass is particularly preferable.
  • the content of alcohol (the total of multiple alcohols, if present) is preferably 30 to 100% by volume, based on the total volume of the solvent, and more preferably 40 to 100 with respect to the antiviral activity.
  • the volume percent is more preferable, 60 to 100 volume percent or more is more preferable, and 70 to 100 volume percent is particularly preferable.
  • the composition of the present invention has a pH of more than 9.3 and 14.0 or less.
  • pH When pH is 9.3 or less, it may be inferior to antiviral activity.
  • more than 9.5 are preferable, 10.0 or more are more preferable, and 10.5 or more are still more preferable.
  • pH is 14.0 or less, and 12.0 or less is preferable at the point which can suppress corrosion with respect to a metal more. That is, the pH is preferably 10.0 to 12.0, and more preferably 10.5 to 12.0.
  • the pH can be measured using a bench-top pH meter "F-72S” (manufactured by Horiba, Ltd.) using a pH electrode "6337-10D” (manufactured by Horiba, Ltd.). The specific measurement method is as described later.
  • pH intends the value in 25 degreeC.
  • composition of the present invention may contain components other than the above as long as the effects of the present invention are exhibited.
  • the optional components are not particularly limited, but, for example, bactericidal agents, disinfectants, disinfectants, surfactants, antioxidants, pH adjusters, ultraviolet absorbers, chelating agents, moisturizers, thickeners / gelling agents And preservatives, perfumes, and pigments.
  • the composition of the present invention preferably contains a bactericidal agent, a disinfectant, a disinfectant, a surfactant, or an antioxidant, among others, from the viewpoint of being more excellent in antiviral activity, and is a phenol other than the compounds A and B It is more preferable to contain a base compound, a quaternary ammonium salt (eg, benzalkonium chloride and octadecyltrimethylammonium chloride), a surfactant, or an antioxidant.
  • a bactericidal agent eg, benzalkonium chloride and octadecyltrimethylammonium chloride
  • the disinfectant, disinfectant and disinfectant are not particularly limited.
  • phenolic compounds other than the compounds A and B quaternary ammonium salts, antibacterial agents containing metal, photocatalysts, aldehyde compounds, iodine compounds And guanide compounds, and acrinol hydrate (lactic acid 6,9-diamino-2-ethoxyacridine monohydrate) and the like.
  • phenolic compounds other than the compounds A and B and quaternary ammonium salts are preferable in that they are more excellent in antiviral activity when combined with the composition of the present invention.
  • phenolic compounds other than the compounds A and B have, for example, an aromatic hydrocarbon ring having 6 to 16 carbon atoms (for example, a benzene ring, a naphthalene ring, a phenanthrene ring, an anthracene ring, and a pyrene ring) having one hydroxyl-substituted group.
  • aromatic hydrocarbon ring having 6 to 16 carbon atoms for example, a benzene ring, a naphthalene ring, a phenanthrene ring, an anthracene ring, and a pyrene ring
  • aromatic hydrocarbon group and aromatic heterocycle may be fused (for example, indole ring, quinoline ring, acridine ring, etc.).
  • phenolic compounds those used as food additives are preferable from the viewpoint of safety.
  • p-oxybenzoic acid esters methyl, ethyl, propyl, butyl, isopropyl and isobutyl esters
  • 4-allyl-2,6-dimethoxyphenol 4-allylphenol, carvacrol, creosol, 3-methyl Phenol, 2-methylphenol, 4-methylphenol, 2-methoxy-4-propylphenol, 2,6-dimethoxyphenol, 2,3-dimethylphenol, 2,6-dimethylphenol, 3,5-dimethylphenol, 4 -Ethoxyphenol, 4-ethyl-2-methoxyphenol, 4-ethyl-2-methoxyphenol, 2-ethylphenol, 3-ethylphenol, 4-ethylphenol, ethyl vanillin propylene glycol acetal (ethylvanillin p opylene glycol acetal), guaiacol, 4-hydroxybenzoic acid,
  • Citrasled No. 1 2 Sudan G, Scarlet GN, Food Yellow No. 4, Food Red No. 102, Bonso 2R, Bonso 6 R, Food Green No. 3, Red 10 B, Food Red No. 2, Food Red No. 40, Hesperidin, Methyl Hesperidin, Folic Acid, Or, salicylic acid is preferred, P-hydroxybenzoic acid esters (methyl, ethyl, propyl, butyl, isopropyl and isobutyl esters), 4-allyl-2,6-dimethoxyphenol, 4-allylphenol, carvacrol, creosol, 3-methylphenol, 2-methyl Phenol, 4-methylphenol, 2-methoxy-4-propylphenol, 2,6-dimethoxyphenol, 2,3-dimethylphenol, 2,6-dimethylphenol, 3,5-dimethylphenol, 4-ethoxyphenol, 4 -Ethyl-2-methoxyphenol, 4-ethyl-2-methoxyphenol, 2-ethylphenol, 3-ethy
  • Citrasled No. 1 Sudan G, Scarlet GN, Food Yellow No. 4, Food Red No. 102, Bonso 2 R, Bonso 6 R, Food Green No. 3, Red 10 B, Food Red No. 2, Food Red No. 40 or Folic Acid is more preferable.
  • Quaternary ammonium salt is not particularly limited, and examples thereof include compounds represented by the following formulas (N1) to (N4).
  • R N11 to R N14 each independently represent an aliphatic hydrocarbon group, an aryl group, an aralkyl group or a heteroaryl group.
  • the aliphatic hydrocarbon group represented by R N11 to R N14 may be linear, branched or cyclic.
  • the aliphatic hydrocarbon group represented by R N11 to R N14 may contain a hetero atom.
  • the type of hetero atom is not particularly limited, and examples thereof include an oxygen atom, a nitrogen atom, a sulfur atom, a selenium atom, and a tellurium atom.
  • Y 1 to Y 4 are each independently selected from the group consisting of an oxygen atom, a sulfur atom, a selenium atom, and a tellurium atom. Among them, an oxygen atom or a sulfur atom is preferable from the viewpoint of easier handling.
  • t represents an integer of 1 to 3.
  • Ra, Rb and Rc each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.
  • aliphatic hydrocarbon group contains a hetero atom
  • —CH 2 — is substituted with a hetero atom.
  • an alkyl group (preferably having 1 to 30 carbon atoms, more preferably having 1 to 20 carbon atoms), an alkenyl group (having 2 to carbon atoms) 30 is preferable, and a carbon number of 2 to 20 is more preferable, or an alkynyl group (a carbon number of 2 to 30 is preferable, a carbon number of 2 to 20 is more preferable) and the like.
  • an alkyl group is preferable.
  • the aryl group represented by R N11 ⁇ R N14 e.g., an aryl group represented by R 11 in the formula (1) described above.
  • a phenyl group or a naphthyl group is preferable, for example, and a phenyl group is more preferable.
  • the aralkyl group represented by R N11 to R N14 is not particularly limited but, for example, an aralkyl group having 7 to 15 carbon atoms is preferable, and specifically, a benzyl group, a phenethyl group, a 1-naphthylmethyl group, 1- Examples include (1-naphthyl) ethyl group, triphenylmethyl group, and pyrenylmethyl group.
  • the heteroaryl group represented by R N11 to R N14 is, for example, preferably a heteroaryl group having a carbon number of 3 to 12, and examples thereof include furyl group, thiofuryl group, pyridyl group, pyrazole group, imidazolyl group, benzimidazolyl group, indolyl Groups, quinolyl group, isoquinolyl group, purine group, pyrimidyl group, pyrazyl group, oxazolyl group, thiazolyl group, triazyl group, carbazolyl group, quinoxalyl group, thiazine group and the like.
  • the aliphatic hydrocarbon group represented by R N11 to R N14 , the aryl group, the aralkyl group, and the heteroaryl group may further have a substituent.
  • substituents and hydroxyl group can become the R 11 described above.
  • X - represents a monovalent anion other than hydroxide ions.
  • a halide ion eg, F ⁇ , Cl ⁇ , Br ⁇ , I ⁇ , Br 3 ⁇ , Br 2 Cl ⁇ , I 3 ⁇ , IBr 2 ⁇ , Cl 2 Br ⁇ , HF 2 -, H 2 F 3 -, AuBr 2 -, AuCl 2 -, AuI 2 -, and, FeCl 4 -.
  • R is a fluorine atom, a hydrocarbon group (for example, an alkyl group having 1 to 20 carbon atoms), or a perfluoro hydrocarbon group (for example, a perfluoroalkyl group having 1 to 20 carbon atoms) Borohydride anion, dichloroiodate anion, tetrafluoroborate anion, hexafluorophosphate anion, Periodate anion, sulfate anion, hydrogen anions sulfate, nitrate anions, dicyanamide anion [N - (CN) 2] , azide anion (N 3 -), alkane or arylsulfonic acid anion, perfluoro alkane or arylsulfonic acid anion , alkyl or aryl sulfate ester anions (ROSO 3 -:
  • R is represents an alkyl group or an aryl group having 6 to 18 carbon atoms having 1 to 20 carbon atoms), alkyl or aryl phosphoric acid ester anions ((RO) 2 PO 2 - : R each independently represents an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 18 carbon atoms.)
  • Thiocyanide anion S - CN
  • triacetoxyborohydride anion triruthenate anion
  • RuO 4 - triacetoxyborohydride anion
  • X - is, X in the formula (N1) - has the same meaning as, preferred embodiments are also the same.
  • R N21 and R N22 has the same meaning as R N11 ⁇ R N14 in the formula (N1), preferred embodiments are also the same.
  • Y N21 and Y N22 are each independently, -C (R N23) 2 - , - NR N24 -, - O -, - CO -, - CO 2 -, - S -, - SO-, or, SO 2 Represents-.
  • RN23 represents a hydrogen atom or a monovalent organic group selected from the group consisting of an aliphatic hydrocarbon group, an aryl group, an aralkyl group, a heteroaryl group, and a halogen atom.
  • R N24 represents a hydrogen atom or a monovalent organic group selected from the group consisting of an aliphatic hydrocarbon group, an aryl group, an aralkyl group, and a heteroaryl group.
  • the aliphatic hydrocarbon group, aryl group, aralkyl group, and heteroaryl group represented by R N23 and R N24 are aliphatic hydrocarbon groups represented by R N11 to R N14 in the formula (N1), aryl It is synonymous with a group, an aralkyl group, or a heteroaryl group, and its preferable aspect is also the same.
  • a halogen atom represented by RN23 and RN24 a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom are mentioned.
  • the aliphatic hydrocarbon group, aryl group, aralkyl group or heteroaryl group represented by RN23 and RN24 may further have a substituent.
  • substituents and hydroxyl group can become the R 11 described above.
  • R N21 or Y N22 represents -C (R N23 ) 2 -or N R24-
  • the monovalent organic group represented by R N21 is mutually linked to R N23 or R N24 to be aromatic. It may form a ring of sexic or non-aromatic nature. Also, R N21 and R N22 may be linked to each other to form an aromatic or non-aromatic ring.
  • n N represents an integer of 1 to 18.
  • X - is, X in the formula (N1) - has the same meaning as, preferred embodiments are also the same.
  • R N31 has the same meaning as R N11 to R N14 in formula (N1), and preferred embodiments are also the same.
  • Y N31 to Y N35 each independently represent a nitrogen atom or CRCR N32 ⁇ .
  • R N32 represents a hydrogen atom or a monovalent substituent.
  • the monovalent substituent represented by R N32 is not particularly limited, and examples thereof include a substituent which the above-mentioned R 11 can form and a hydroxyl group.
  • X - is, X in the formula (N1) - has the same meaning as, preferred embodiments are also the same.
  • R N41 and R N42 have the same meaning as R N11 to R N14 in formula (N1), and preferred embodiments are also the same.
  • Y N41 to Y N43 have the same meaning as Y N31 to Y N35 in formula (N3), and the preferred embodiments are also the same.
  • Y N44 represents a group represented by> NR N41 , a sulfur atom, or an oxygen atom.
  • the metal include gold, silver, copper, mercury, zinc, iron, lead, bismuth, titanium, tin, and nickel.
  • the aspect of the metal contained in the antibacterial agent containing a metal is not specifically limited, Forms, such as a metal particle, a metal ion, and a metal salt (a metal complex is included), are mentioned. Among them, gold, silver or copper is preferable as the metal in that the antibacterial property is more excellent.
  • the metal-containing antimicrobial agent may be a carrier and a metal-supported carrier containing the above-described metal supported on the carrier.
  • the type of carrier is not particularly limited, and known carriers can be used.
  • the carrier for example, inorganic oxides (eg, zeolite (crystalline aluminosilicate salt), silica gel, silicates such as clay mineral, glass (including water-soluble glass), zirconium phosphate, calcium phosphate, etc.), Activated carbon, metal carriers, organic metals and the like can be mentioned.
  • a silver-containing antibacterial agent As a metal-containing antibacterial agent, a silver-containing antibacterial agent is preferable in that it is more excellent in antibacterial property.
  • the antimicrobial agent containing silver include silver salts such as silver nitrate, silver chloride, silver sulfate, silver lactate, and silver acetate; silver complexes such as silver ammonia complex, silver chloro complex, and silver thiosulfato complex Silver particles; silver ions; silver-supported carriers on which the above-described carriers are supported; and the like.
  • Photocatalyst is not particularly limited as long as it is a substance known to exhibit a photocatalytic action, and examples thereof include TiO 2 , SrTiO 2 , ZnO, CdS, SnO 2 , and WO 3 and the like.
  • aldehyde-type compound Although it does not restrict
  • -Iodine-type compound Although it does not restrict
  • the piguanide compound is not particularly limited, and examples thereof include chlorhexidine gluconate, chlorhexidine hydrochloride, and chlorhexidine acetate.
  • the germicide, disinfectant and disinfectant may be used alone or in combination of two or more.
  • the composition of the present invention contains a bactericidal agent, a disinfectant agent, or a bactericidal agent
  • the content of the bactericidal agent, the disinfectant agent, and the bactericidal agent (the total of two or more kinds thereof) 0.001 to 10% by mass is preferable, 0.01 to 3% by mass is more preferable, and 0.01 to 1% by mass is more preferable with respect to the total mass.
  • composition of the present invention preferably contains a surfactant and / or an emulsifier.
  • a surfactant and / or an emulsifying agent When the composition of the present invention containing a surfactant and / or an emulsifying agent is used as a wiper by impregnating the base fabric with the composition of the present invention as a wiper, there are few unprinted parts and excellent cleaning properties.
  • the surfactant and the emulsifying agent are not particularly limited, but, for example, an ionic surfactant such as an anionic surfactant and a cationic surfactant (however, a quaternary ammonium salt may be added to the ionic surfactant referred to herein) Not included), as well as nonionic surfactants and the like.
  • an ionic surfactant such as an anionic surfactant and a cationic surfactant (however, a quaternary ammonium salt may be added to the ionic surfactant referred to herein) Not included), as well as nonionic surfactants and the like.
  • ionic surfactants examples include alkyl sulfates (such as sodium dodecyl sulfate), alkyl benzene sulfonates (such as sodium dodecyl benzene sulfonate), alkyl phosphates, and cholates (such as sodium deoxycholate and sodium lithocolate) And anionic surfactants such as sodium cholate); cationic surfactants such as alkyldiaminoethylglycine hydrochloride;
  • nonionic surfactant for example, a compound having a carbon number of more than 20 is preferable, and fatty acid esters of mono-, di- or polyglycerin, propylene glycol fatty acid monoester, sorbitan fatty acid ester, sucrose fatty acid ester, etc. Ester type; Ether type such as polyoxyethylene alkyl ether, polyalkylene alkyl ether, and polyoxyethylene polyoxypropylene glycol (manufactured by Kao Corporation, Emulgen series etc.); Fatty acid polyethylene glycol, Fatty acid polyoxyethylene sorbitan etc.
  • specific examples of the nonionic surfactant include polyethylene glycol monolauryl ether, polyethylene glycol monostearyl ether, polyethylene glycol monocetyl ether, polyethylene glycol monolauryl ester, and polyethylene glycol monostearyl ester.
  • the emulsifier is not particularly limited, but in the case of a nonionic emulsifier, a carbon number of greater than 20 is preferred.
  • Specific examples of the emulsifying agent include oleate (in the form of salt, calcium, sodium and potassium salts), capriate (in the form of salt, calcium, sodium and Potassium salt), caprylate (salt form includes calcium salt, sodium salt and potassium salt), laurate salt (salt form includes calcium salt, sodium salt, and Potassium salts, gum rosin glycerin ester, sodium starch octenyl succinate, stearyl citrate, monoglyceride citric acid, lactic acid and fatty acid esters of glycerin, fatty acid esters of mono-, di-, or polyglycerin, stearic acid Salt (in the form of salt, calcium salt, magnesium salt, Monium salts, aluminum salts, potassium salts, and sodium salts), myristate salts (in the form of salts,
  • Palmitate in the form of salt, calcium salt, magnesium salt, ammonium salt, aluminum salt, potassium salt and sodium salt
  • calcium stearoyl lactate sodium stearoyl lactate
  • sorbitan fatty acid ester sulfosuccinic acid Dioctyl sodium, lecithin, hydroxylated lecithin, partially hydrolyzed lecithin, sunflower lecithin, enzyme-treated lecithin, propylene glycol fatty acid ester, polyoxyethylene sorbitan monolaurate, polyoxyester monostearate Len sorbitan, polyoxyethylene sorbitan tristearate, polyoxyethylene sorbitan oleate, Quillaja extract, plant sterols, sphingolipids, soy saponin, bile powder, animal sterols, fractionated lecithin, yucca foam extract, egg yolk lecithin, Tall oil and rosin glycerin ester are mentioned.
  • cholic acid salts examples include calcium salts, sodium salts, and potassium salts.
  • Deoxycholate salt form includes calcium salt, sodium salt and potassium salt
  • oleate salt salt form includes calcium salt, sodium salt and potassium salt
  • Caprate the salt form includes calcium salt, sodium salt and potassium salt
  • caprylate salt the salt form includes calcium salt, sodium salt and potassium salt.
  • Salt forms include calcium salts, magnesium salts, ammonium salts, aluminum salts, potassium salts, and sodium salts), myristate salts (salt forms: calcium salts, magnesium salts, ammonium salts, Aluminum salts include potassium salts and sodium salts), palmitate salts (in the form of salts include calcium salts, magnesium salts, ammonium salts, aluminum salts, potassium salts, and sodium salts), stearoyl salts Calcium lactate, stearoyl sodium lactate, sorbitan fatty acid ester, dioctyl sodium
  • the surfactant and the emulsifying agent may be used alone or in combination of two or more.
  • the content of the surfactant (the total of multiple surfactants, if present) is preferably 0.01 to 2% by mass with respect to the total mass of the composition, The content is more preferably 0.05 to 2% by mass, and still more preferably 0.05 to 1% by mass.
  • the composition of the present invention preferably contains an antioxidant.
  • an antioxidant When the composition of the present invention contains an antioxidant, the antiviral activity is more excellent.
  • the antioxidant is not particularly limited, and examples thereof include “Theory and practice of antioxidants” (Enomoto, Sanshobo 1984), and “Antioxidant handbook” (Saruwatari, Nishino, Tabata, Taiseisha 1976). The various antioxidants described can be used.
  • antioxidants include amine compounds (phenylenediamine, diphenyl-p-phenylenediamine, 4-amino-p-diphenylamine, etc.), ascorbic acid derivatives, and salts thereof (L-ascorbic acid, L-ascorbic acid Sodium, potassium L-ascorbate, calcium L-ascorbate, L-ascorbic acid phosphate, magnesium salt of L-ascorbic acid phosphate, L-ascorbic acid sulfuric acid ester, L-ascorbic acid sulfuric acid ester disodium salt, L-ascorbic acid stearic acid ester, L-ascorbic acid 2-glucoside, L-ascorbyl palmitate acid ester, and L-ascorbyl tetraisopalmitate acid, etc., erythorbic acid derivatives, and salts thereof (eg, erythorbic acid) Sodium erythorbate, potassium erythorbate, calcium eryth
  • L-ascorbic acid calcium L-ascorbate, L-ascorbic acid stearic acid ester, sodium L-ascorbic acid, L-ascorbic acid palmitic acid ester, Erythorbic acid, sodium erythorbate, calcium disodium ethylenediaminetetraacetate, isopropyl citrate, guaiac fat, guaiac resin, dilaurylthiodipropionate, thiodipropionic acid, thiodipropionic acid distearyl ester, sodium thiosulfate, pyrosulfite Preferred are potassium, sodium pyrosulfite, ethyl protocatechuate, potassium sulfite, sodium sulfite, potassium bisulfite, sodium bisulfite and stannous chloride.
  • the antioxidant may be used alone or in combination of two or more.
  • the content of the antioxidant (the total of two or more kinds thereof) is preferably 0.001 to 2% by mass with respect to the total mass of the composition, 0.01 to 2% by mass is more preferable, and 0.01 to 0.5% by mass is more preferable.
  • the pH adjuster is not particularly limited, but metal alkoxides (eg, sodium methoxide and sodium ethoxide etc.), metal oxides (eg calcium oxide and magnesium oxide etc.), hydrogen carbonates (ammonium hydrogen carbonate, carbonates) Sodium hydrogen hydrogen, potassium hydrogen carbonate and calcium hydrogen carbonate etc., metal hydroxides (calcium hydroxide, magnesium hydroxide, potassium hydroxide, sodium hydroxide, lithium hydroxide, aluminum hydroxide, rubidium hydroxide, cesium hydroxide) Strontium hydroxide, barium hydroxide, europylium hydroxide (II) and thallium hydroxide (I) etc., carbonates (ammonium carbonate, potassium carbonate, calcium carbonate, sodium carbonate, magnesium carbonate, cesium carbonate etc.), Quaternary ammonium hydroxide Organic bases (guanidine derivatives, diazabicycloundecene, and diazabicyclononene, etc.), phosphazene
  • pH adjuster those used as food additives are preferable from the viewpoint of safety, and sodium methoxide, calcium oxide, magnesium oxide, ammonium hydrogencarbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, calcium hydrogencarbonate, hydroxide Calcium, magnesium hydroxide, potassium hydroxide, sodium hydroxide, ammonium carbonate, potassium carbonate, calcium carbonate, sodium carbonate or magnesium carbonate is preferred.
  • the pH adjuster may be used alone or in combination of two or more.
  • the content of the pH adjuster (if there is a plurality of types, the total thereof) is appropriately changed depending on the content of the phenolic compound, etc.
  • it is preferably 0.001 to 30% by mass, more preferably 0.005 to 20% by mass, based on the total mass of the composition so that the pH of the composition is not less than 9.3 and not more than 14.0. And 0.01 to 10% by mass is more preferable.
  • UV absorber The UV absorber is not particularly limited, and examples thereof include paraaminobenzoic acid, ethyldihydroxypropylparaaminobenzoic acid, glyceryl paraaminobenzoic acid, octyldimethylparaaminobenzoic acid, amyl paradimethylaminobenzoate, and paradimethylaminobenzoic acid 2- 2- Para-aminobenzoic acid compounds such as ethylhexyl; disodium 2,2'-dihydroxy-4,4'-dimethoxybenzophenone-5,5'-disulfonate; 2-ethylhexyl paramethoxycinnamate (alias: paramethoxysilicone) Octyl skin acid), glyceryl di-p-methoxycinnamate mono-2-ethylhexanoate, methyl 2,5-diisopropylcinnamate, 2,4,6-tris [4- (2-e
  • the ultraviolet absorber may be used alone or in combination of two or more.
  • the content of the ultraviolet absorber (the total amount of multiple ultraviolet absorbers present) is preferably 0.01 to 3% by mass, and more preferably 0.01 to 2% by mass. Preferably, 0.01 to 1% by mass is more preferable.
  • the chelating agent is not particularly limited.
  • aminopolycarboxylic acid type chelating agents aromatic or aliphatic carboxylic acid type chelating agents, amino acid type chelating agents, phosphonic acid type chelating agents, phosphoric acid type chelating agents, hydroxycarboxylic acid And chelating agents, polyelectrolytes (including oligomer electrolytes), dimethylglyoxime, thioglycolic acid, phytic acid, glyoxylic acid, and glyoxal acid.
  • These chelating agents may be in free acid form or in the form of salts such as sodium salt, potassium salt, ammonium salt and the like.
  • aminopolycarboxylic acid chelating agents include ethylenediaminetetraacetic acid, ethylenediaminediacetic acid, cyclohexanediaminetetraacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, diethylenetriaminepentaacetic acid, N- (2 And-hydroxyethyl) ethylenediamine triacetic acid, glycol ether diamine tetraacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid, and salts thereof, and the like.
  • aromatic or aliphatic carboxylic acid chelating agents include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, sebacic acid, azelaic acid, itaconic acid, aconitic acid, pyruvic acid and aminobenzoic acid.
  • acids including anthranilic acid
  • phthalic acid fumaric acid, trimellitic acid, hexahydrophthalic acid, and salts thereof.
  • amino acid based chelating agents examples include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine, and salts thereof, and the like.
  • Examples of phosphonic acid chelating agents include iminodimethylphosphonic acid, alkyldiphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid, and salts thereof.
  • Examples of phosphoric acid chelating agents include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid, and polyphosphoric acid.
  • hydroxycarboxylic acid chelating agent examples include malic acid, citric acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid, and salts thereof, and the like.
  • polymer electrolyte (including oligomer electrolyte) -based chelating agents examples include acrylic acid polymers, maleic anhydride polymers, ⁇ -hydroxyacrylic acid polymers, itaconic acid polymers, and monomers constituting these polymers.
  • the copolymer which consists of 2 or more types, and an epoxy succinic acid polymer etc. are mentioned.
  • the chelating agent may be used alone or in combination of two or more.
  • the content of the chelating agent (the total of two or more kinds thereof) is preferably 0.001 to 3% by mass with respect to the total mass of the composition.
  • the amount is more preferably 001 to 2% by mass, and still more preferably 0.001 to 1% by mass.
  • the moisturizing agent is not particularly limited.
  • deoxyribonucleic acid mucopolysaccharide, hyaluronic acid, chondroitin sulfate, aloe extract, gelatin, elastin, chitin, chitosan, hydrolyzed eggshell membrane, polyoxyethylene methyl glucoside, polyoxypropylene methyl Glucoside, sodium lactate, urea, sodium pyrrolidonecarboxylate, betaine, whey and the like can be mentioned.
  • a humectant may be used individually by 1 type, and may use 2 or more types together.
  • the content of the moisturizing agent (the total amount of the plural kinds, if present) is preferably 0.001 to 3% by mass with respect to the total mass of the composition.
  • the amount is more preferably 001 to 2% by mass, and still more preferably 0.001 to 1% by mass.
  • thickener and gelling agent for example, maleic anhydride ⁇ methyl vinyl ether copolymer, dimethyldiallylammonium chloride ⁇ acrylamide copolymer, acrylamide ⁇ acrylic acid ⁇ dimethyldiarylammonium chloride copolymer, cellulose or a derivative thereof, Keratin and collagen or derivatives thereof, calcium alginate, pullulan, agar, tamarind seed polysaccharide, xanthan gum, carrageenan, high methoxyl pectin, lomethoxyl pectin, guar gum, gum arabic, oat gum, acacia gum, crystalline cellulose, arabinogalactan, Karaya gum, tragacanth gum, carob bean gum, gati gum, alginic acid and salts thereof (in the form of salts, ammonium salts, potassium salts, calcium salts, and sodium salts are listed) Alginic acid and salts thereof (in the form of salts,
  • the thickener and the gelling agent may be used alone or in combination of two or more.
  • the content of the thickening agent and the gelling agent (the total of two or more kinds thereof) is 0. 0 to the total mass of the composition.
  • the content is preferably 001 to 3% by mass, more preferably 0.001 to 2% by mass, and still more preferably 0.001 to 1% by mass.
  • the preservative is not particularly limited.
  • benzoic acid sodium benzoate, potassium sorbate, sodium sorbate, sorbic acid, sodium dehydroacetate, hydrogen peroxide, formic acid, ethyl formate, sodium hypochlorite, propionic acid Sodium propionate, calcium propionate, pectin degradation products, polylysine, phenoxyethanol, thiram and tea tree oil.
  • the preservative may be used alone or in combination of two or more.
  • the content of the preservative (if there is more than one type in total) is preferably 0.001 to 3% by mass relative to the total mass of the composition, and 0.
  • the amount is more preferably 001 to 2% by mass, and still more preferably 0.001 to 1% by mass.
  • the flavoring agent is not particularly limited, and examples thereof include musk, acacia oil, anise oil, ylang oil, jasmine oil, sweet orange oil, spearmint oil, geranium oil, neroli oil, peppermint oil, cypress oil, fennel oil, peppermint oil, Bergamot oil, lime oil, lavender oil, lemon oil, lemongrass oil, rose oil, rosewood oil, anisaldehyde, shibetone, muscone, limonene and the like.
  • the fragrance may be used alone or in combination of two or more.
  • the content of the perfume (the total of two or more kinds thereof) is preferably 0.001 to 3% by mass, and more preferably 0.001 to 3% by mass with respect to the total mass of the composition. 2% by mass is more preferable, and 0.001 to 1% by mass is more preferable.
  • the pigment is not particularly limited, and examples thereof include krill pigment, orange pigment, kaolin, gunjow, chromium oxide, iron oxide, titanium dioxide, food pigment (containing no phenolic hydroxyl group), chlorophyll and the like.
  • the dyes may be used alone or in combination of two or more.
  • the content of the perfume (the total of two or more kinds thereof) is preferably 0.001 to 3% by mass, and more preferably 0.001 to 3% by mass with respect to the total mass of the composition. 2% by mass is more preferable, and 0.001 to 1% by mass is more preferable.
  • composition of the present invention can be prepared by appropriately mixing the above-described essential components and optional components.
  • order in particular of mixing of the said component is not restrict
  • the dosage form of the composition of the present invention is not particularly limited, and examples thereof include solutions, gels, aerosol sprays and non-aerosol sprays.
  • the application of the composition is not particularly limited.
  • it is preferably used as an antibacterial composition, and more preferably used as an antiviral composition.
  • antibacterial is intended to be used for acting on bacteria to reduce the activity of the bacteria
  • antiviral is intended to be used for acting on the virus and to reduce the activity of the virus. Intended.
  • the composition of the present invention has an action of inactivating viruses belonging to, for example, Caliciviridae, Orthomyxoviridae, Coronaviridae, Herpesviridae, etc. Applications that reduce the activity of are preferred.
  • viruses belonging to the calicivirus family include viruses belonging to the genus Norovirus, Sapovirus, Lagovirus, Nebovirus and Besivirus, among which the composition belongs to viruses belonging to the genus Norovirus and It exerts a good inactivating effect against viruses belonging to the Vesivirus genus.
  • the composition is preferably used as an anti-norovirus composition, among others.
  • the method of use of the above composition is not particularly limited, but it can be applied or previously applied to a place where norovirus may adhere or may adhere.
  • the method of applying the composition is not particularly limited. For example, the method of spraying the composition onto the above location, the method of wiping the above location with a base cloth containing the composition, etc. And the like.
  • a spray according to an embodiment of the present invention comprises a spray container and a composition contained in the spray container.
  • the above composition is as described above.
  • the spray container may be an aerosol spray container or a non-aerosol spray container, and is preferably a non-aerosol spray container.
  • the spray container is intended to include, in addition to the antiviral composition, a liquid gas and a gas such as a compressed gas.
  • the spray container containing gas such as liquefied petroleum gas (LPG), dimethyl ether (DME), carbon dioxide gas, nitrogen gas, and isopentane, is mentioned specifically ,.
  • the spray container is a non-aerosol spray container
  • the spray container may be in the form of a mist, a foam, etc. of the liquid contained in the container substantially free of gas such as liquid gas and compressed gas.
  • gas such as liquid gas and compressed gas.
  • the spray container is intended to be provided with a mechanism for ejecting the liquid to the outside of the container.
  • non-aerosol spray containers include pump-type and trigger-type pressure-accumulation spray containers.
  • the spray is preferably used for antivirals, more preferably for anti-norovirus.
  • a wiper according to an embodiment of the present invention includes a backing and the above-described composition impregnated in the backing.
  • the above composition is as described above.
  • the above wiper is preferably used for antiviral use, more preferably for anti-norovirus.
  • the base fabric is not particularly limited, and may be formed of natural fibers or chemical fibers.
  • natural fibers include pulp, cotton, hemp, flax, wool, camel, cashmere, mohya and silk.
  • Chemical fibers include polyethylene terephthalate, rayon, polynozic, acetate, triacetate, nylon, polyester, polyacrylonitrile, polyvinyl alcohol, polyvinyl chloride, polyvinylidene chloride, polyethylene, polypropylene, polyurethane, polyalkylene para oxybenzoate, and polychalle etc. It can be mentioned.
  • hydrophilic base cloths are preferred in that they are easily impregnated with the composition.
  • the hydrophilic base is, for example, a base containing a fiber having a hydrophilic group such as a hydroxyl group, an amino group, a carboxy group, an amido group and a sulfonyl group.
  • a hydrophilic group such as a hydroxyl group, an amino group, a carboxy group, an amido group and a sulfonyl group.
  • Specific examples of the hydrophilic base cloth include vegetable fiber, cotton, pulp, animal fiber, rayon, nylon, polyester, polyacrylonitrile, and polyvinyl alcohol.
  • a base fabric a non-woven fabric, a cloth, a towel, a gauze, a cotton wool, etc. can be used, and a non-woven fabric is preferable.
  • the basis weight (mass per unit area) of the base fabric is preferably 100 g / m 2 or less.
  • the amount of impregnation at the time of impregnating the composition with the base fabric is preferably an amount of one or more times the mass of the base fabric.
  • Example 1 In a glass vessel charged with 90 mg (489 ⁇ mol) of methyl 2,4,6-trihydroxybenzoate, 24 mL of ethanol was added, and methyl 2,4,6-trihydroxybenzoate was dissolved in ethanol. Next, in the above-mentioned glass container, water and a 1 mol / L aqueous solution of sodium hydroxide, the total amount of water being 6 mL (ethanol concentration 80% by volume relative to the total volume of the solvent), and the composition after preparation The composition was added to give a pH of 9.5. In addition, the measurement of pH was implemented by the following method.
  • compositions of Examples 2 to 37 and Comparative Examples 1 to 3 were prepared according to the preparation method of the composition of Example 1 and at the component combinations and pH shown in Table 1.
  • test solution 0.1 mL of the test solution was inoculated into CRFK cells (cat kidney cell line, ATCC CCL-94) cultured on an agar medium, and adsorbed at 37 ° C. for 1 hour.
  • CRFK cells cat kidney cell line, ATCC CCL-94
  • the test solution on CRFK cells was washed away, the agar medium was overlaid, and the cells were cultured for 2 to 3 days. After the culture, the number of formed plaques was counted, the infectivity titer was calculated, and this was regarded as the "infectivity titer of the composition”.
  • the infectivity titer was calculated also about the sample produced similarly to the above except having replaced with the composition and using sterilized purified water, and this was made into "the infectivity titer of control.”
  • the antiviral property (antiviral activity value) of the composition was calculated using Formula 1 below, and the calculation result was evaluated using the following criteria.
  • the compositions used for evaluation are the compositions immediately after preparation.
  • Antiviral activity value AB
  • A represents the common logarithm of the infectivity titer of the control.
  • B represents the common logarithm of the infectivity titer of the composition.
  • A antiviral activity value of 4.0 or more
  • B antiviral activity value of 3.5 or more and less than 4.0
  • C antiviral activity value of 3.0 or more and less than 3.5
  • D The antiviral activity value is 2.0 or more and less than 3.0
  • E The antiviral activity value is less than 2.0
  • the following table shows the relationship between the composition of the composition and the results.
  • content of an antiviral agent is a mass% reference
  • content of a solvent was 93 mass% or more with respect to the total mass of a composition.
  • the description of compounds designated as antiviral agents in Example 29 indicates that both compounds are in a tautomeric relationship.
  • the weight average molecular weight of the compound which is a polymer in Example 37 is 11,000.
  • compositions of the examples exhibited excellent antiviral activity against feline calicivirus.
  • antiviral activity of the composition against feline calicivirus is superior to the case where the pH is 10.0 or more, and further excellent when the pH is 10.5 or more (comparison of Examples 1 to 5).
  • the antiviral activity of the composition against feline calicivirus was confirmed to be superior to the case where the alcohol content is 30% by volume or more with respect to the total volume of the solvent, and further excellent when the content is 40% by volume or more Comparison of Examples 4 and 6-11).
  • the antiviral activity of the composition against feline calicivirus was confirmed to be superior when the content of the phenolic compound (compound A and B) was 0.10% by mass or more with respect to the total mass of the composition. Comparison of Examples 4 and 12-14. When Compound A was used, it was confirmed that the antiviral activity of the composition against feline calicivirus was more excellent than when Compound B was used (result of Example 29).
  • the composition of the Example is excellent also in storage stability. It was confirmed that the storage stability of the composition is more excellent when the compound A has a substituent having a Hammett substituent constant ⁇ p of more than 0 (in particular, a group belonging to the substituent T group) (Example 33 and the other examples).
  • all R 11 in the formula (1) represent a hydrogen atom or a substituent having a Hammett substituent constant ⁇ p of more than 0, it was confirmed that the storage stability of the composition is more excellent (Example 26) And 30 compared).
  • the phenolic compound is a compound represented by the formula (Q2) having R q21 which is a substituent having a Hammett substituent constant ⁇ p of more than 0 (in particular, a group belonging to the substituent S group), preservation of the composition It was confirmed that the stability is more excellent (comparison with Examples 24 and 27).
  • Example 38 to 59 Preparation of composition for antiviral agent] Preparation of antiviral composition of Examples 38 to 59 According to the preparation method of the composition for antiviral of Example 1, the composition for antiviral of Examples 38 to 59 is prepared with the component combination and pH shown in Table 2, and the same evaluation as in Example 1 is performed. The
  • ClogP value of the compound (described as “ClogP value of molecule” in the table) and the ClogP value of hydrocarbon were calculated by ChemBioDraw Ultra Ver 13.
  • hydrocarbon group refers to * -COOR X1 , * -CON (R X1 ) (R X2 ), * -CONHR X1 and * -COO-R X2 -OCO- * in each compound.
  • R X1 ”, “R X2 ” of a site represented by for example, a group connecting two W in Examples 57 to 59 is applicable
  • the number of hydrocarbon groups is represented by * -COOR X1 , * -CON (R X1 ) (R X2 ), * -CONHR X1 or * -COO-R X2- OCO- * in each compound.
  • the carbon number of "R X1 " and "R X2 " of the site is intended. Note that, for * -CON (R X1 ) (R X2 ), the total carbon number of "R X1 " and "R X2 " is the number of hydrocarbon groups.
  • Examples 60 to 65, Comparative Examples 4 to 5 [Preparation of composition] Preparation of Compositions of Examples 60 to 65 and Comparative Examples 4 to 5 According to the preparation method of the composition of Example 1, the compositions of Examples 60 to 65 and Comparative Examples 4 to 5 were prepared with the component combinations and pH shown in Table 3.
  • test carrier stainless steel plate
  • virus remaining from the test carrier was washed out to obtain a virus solution for sample preparation.
  • a virus solution for preparing a control sample was obtained in the same manner as described above except that a test cloth impregnated with sterile purified water was used instead of the test cloth impregnated with the antiviral composition.
  • CRFK cells cultured on agar medium were inoculated with 0.1 mL of the virus solution for sample preparation, and adsorbed at 37 ° C. for 1 hour.
  • the test solution on CRFK cells was washed away, and the agar medium was overlaid and cultured for 2 to 3 days.
  • the number of plaques formed on the agar medium was counted to calculate the infectivity titer, which was defined as "infectivity titer of the composition for antiviral agent". Moreover, the infectivity titer was calculated also about the sample produced similarly to the above except having replaced with the virus liquid for sample preparation, and having used the virus liquid for control sample preparation, and this was made into "the infectivity titer of control.”
  • Antiviral activity value AB
  • A represents the common logarithm of the infectivity titer of the control.
  • B represents the common logarithm of the infectivity titer of the composition.
  • antiviral activity value is 2.5 or more
  • B antiviral activity value is 2.0 or more and less than 2.5
  • C antiviral activity value is less than 2.0
  • Examples 60 to 65 in which the alcohol having 2 or less carbon atoms and the alcohol having 3 or more carbon atoms are used in combination are compared with the alcohols and fenoxides in comparison with Example 4 in which the alcohol having 2 or less carbon atoms is used alone. It is considered that the synergistic effect with the anion is further strengthened, the antiviral activity is improved, and the virus and the stain can be physically removed.
  • Examples 66 to 71, Comparative Example 6 [Preparation of composition] Preparation of Compositions of Examples 66 to 71 and Comparative Example 6 According to the preparation method of the composition of Example 1, the compositions of Examples 66 to 71 and Comparative Example 6 were prepared with the component combinations and pH shown in Table 4. In addition, content of an additive is content (mass%) with respect to the total mass of a composition.
  • Example 72 to 75 [Preparation of composition] Preparation of Compositions of Examples 72 to 75 According to the preparation method of the composition of Example 1, the compositions of Examples 72 to 75 were prepared with the component combinations and pH shown in Table 5. In addition, content of an additive is content (mass%) with respect to the total mass of a composition.
  • composition exhibits better antiviral activity when it contains other phenolic compounds or quaternary ammonium salts as additives.
  • Example 76 [Preparation of composition] Preparation of Composition of Example 76 The composition of Example 76 was prepared according to the preparation method of the composition of Example 1 using the component combinations and pH shown in Table 6.
  • MDCK cells dog renal tubular epithelial derived cells, ATCC CCL-344 cultured on an agar medium, and adsorbed at 34 ° C. for 1 hour.
  • the test solution on MDCK cells was washed away, and the agar medium was overlaid and cultured for 2 to 3 days. After the culture, the number of plaques formed on the agar medium was counted to calculate the infectivity titer, which was defined as the "infectivity titer of the composition”.
  • the infectivity titer was calculated also about the sample produced similarly to the above except having replaced with the composition and using sterilized purified water, and this was made into "the infectivity titer of control.”
  • the calculation and evaluation of the antiviral activity value were performed in the same manner as the evaluation of the anti-feline calicivirus activity of Example 1.
  • E. coli and Staphylococcus aureus were carried out using the method for testing the disinfectant activity of synthetic household detergents and soaps as defined by the Detergents and Soap Fair Trade Council.
  • the strain of bacteria used for the test was E. coli: Escherichia coli NBRC 3972, and Staphylococcus aureus: Staphylococcus aureus NBRC 12732.
  • the calculation and evaluation of the antibacterial activity value were performed in the same manner as the evaluation of the anti-feline calicivirus activity of Example 1.
  • composition of the present invention exhibits high activity against influenza virus and bacteria.
  • Example 77, Example 78, Comparative Example 7 [Preparation of composition] Preparation of Compositions of Example 77, Example 78, and Comparative Example 7
  • the compositions of Example 77 and Example 78 were prepared according to the method of preparing the composition of Example 1 and at the component combinations and pH shown in Table 7.
  • Example 78 having a pH of 12.0 or less, almost no corrosion was observed on the aluminum plate, copper and brass. Some corrosion was confirmed to aluminum in Example 77 whose pH is more than 12.0.
  • sodium hypochlorite which is widely used as a norovirus disinfectant, showed some corrosion to aluminum and severe corrosion to copper and brass.

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Abstract

L'invention a pour objet de fournir une composition qui présente une activité antivirale et une stabilité de conservation excellentes. En outre, l'invention a pour objet de fournir une composition antibactérienne, une composition antivirale, une composition anti-norovirus, un vaporisateur et une lingette qui mettent en œuvre ladite composition. La composition de l'invention contient : un composé phénolique choisi dans un groupe constitué d'un composé (A) possédant uniquement un résidu obtenu par élimination d'un atome d'hydrogène ou plus autres que les atomes d'hydrogène contenus dans le groupe hydroxyle, dans un composé représenté par la formule (1), en tant que groupe cyclique aromatique de cycle à 6 chaînons présentant deux groupes hydroxyle ou plus substitués, et d'un composé (B) représenté par la formule (2) ; et un solvant. Enfin, la composition de l'invention présente un pH supérieur à 9,3 et inférieur ou égal à 14,0.
PCT/JP2018/039436 2017-10-31 2018-10-24 Composition, composition antibactérienne, composition antivirale, composition anti-norovirus, vaporisateur, et lingette Ceased WO2019087884A1 (fr)

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WO2020022437A1 (fr) * 2018-07-27 2020-01-30 富士フイルム株式会社 Composition antivirale, composition anti-norovirus, pulvérisateur, chiffon et composé
JP7236065B1 (ja) * 2021-09-28 2023-03-09 塩野義製薬株式会社 トリアジン誘導体を含有する医薬組成物
JP2023511980A (ja) * 2020-01-23 2023-03-23 クリアリーフ インコーポレイテッド 組織培養プロセスでの植物体又は外植体の微生物汚染の低減又は防止においてコロイド銀ベースの組成物を使用する方法
WO2023054292A1 (fr) * 2021-09-28 2023-04-06 塩野義製薬株式会社 Composition pharmaceutique contenant un dérivé de triazine
JP7253866B1 (ja) * 2021-11-24 2023-04-07 塩野義製薬株式会社 トリアジン誘導体を含有する経口投与する製剤
JP7273455B1 (ja) * 2022-01-19 2023-05-15 塩野義製薬株式会社 新型コロナウイルス感染症治療用医薬
WO2023145619A1 (fr) * 2022-01-31 2023-08-03 花王株式会社 Composition d'inactivation de virus non enveloppé
CN116782904A (zh) * 2021-09-28 2023-09-19 盐野义制药株式会社 含有三嗪衍生物的医药组合物

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Publication number Priority date Publication date Assignee Title
WO2020022437A1 (fr) * 2018-07-27 2020-01-30 富士フイルム株式会社 Composition antivirale, composition anti-norovirus, pulvérisateur, chiffon et composé
JP2023511980A (ja) * 2020-01-23 2023-03-23 クリアリーフ インコーポレイテッド 組織培養プロセスでの植物体又は外植体の微生物汚染の低減又は防止においてコロイド銀ベースの組成物を使用する方法
JP7744913B2 (ja) 2020-01-23 2025-09-26 クリアリーフ インコーポレイテッド 組織培養プロセスでの植物体又は外植体の微生物汚染の低減又は防止においてコロイド銀ベースの組成物を使用する方法
JP7236065B1 (ja) * 2021-09-28 2023-03-09 塩野義製薬株式会社 トリアジン誘導体を含有する医薬組成物
WO2023054292A1 (fr) * 2021-09-28 2023-04-06 塩野義製薬株式会社 Composition pharmaceutique contenant un dérivé de triazine
CN116782904A (zh) * 2021-09-28 2023-09-19 盐野义制药株式会社 含有三嗪衍生物的医药组合物
JP7253866B1 (ja) * 2021-11-24 2023-04-07 塩野義製薬株式会社 トリアジン誘導体を含有する経口投与する製剤
JP2023078413A (ja) * 2021-11-24 2023-06-06 塩野義製薬株式会社 トリアジン誘導体を含有する経口投与する製剤
JP7273455B1 (ja) * 2022-01-19 2023-05-15 塩野義製薬株式会社 新型コロナウイルス感染症治療用医薬
WO2023054732A3 (fr) * 2022-01-19 2023-06-15 塩野義製薬株式会社 Produit pharmaceutique pour le traitement d'une infection au nouveau coronavirus
WO2023145619A1 (fr) * 2022-01-31 2023-08-03 花王株式会社 Composition d'inactivation de virus non enveloppé

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