JP2018102866A - Bactericidal agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a new bactericidal agent.SOLUTION: The present invention provides a bactericidal agent containing cyan acid and/or isocyanic acid as an active ingredient, and further containing a flavor and/or essential oil. Specifically, in the bactericidal agent, the pyrolysis of cyanuric acid yields cyan acid and/or isocyanic acid, and they are volatilized for use.SELECTED DRAWING: None

Description

  The present invention relates to a disinfectant, and more particularly to a disinfectant containing cyanic acid and / or isocyanic acid as an active ingredient.

  So far, various methods for sterilizing and antibacterial fungi and bacteria have been known. For example, Patent Document 1 discloses a disinfectant that volatilizes an isothiocyanate compound having a disinfecting effect and exhibits a disinfecting effect against mold, bacteria, and the like even in a relatively wide space such as a refrigerator or a clog box. It is disclosed. Moreover, the cited reference 2 describes an antibacterial deodorant containing an antibacterial component such as parachlorophenol and a deodorant component composed of a polyphenol-based substance, and volatilizes the antibacterial component and the deodorant component by heating. A method of deodorizing and sterilizing indoors and indoors is disclosed.

JP-A-11-180812 JP 2008-029781 A

  An object of the present invention is to provide a new and excellent disinfectant that is different from the disinfectant and antibacterial agent.

  As a result of intensive studies to find a new and excellent sterilizing component that has not been known so far, the present inventors have surprisingly found that cyanic acid and / or isocyanic acid are excellent in removing sterilization. The inventors have newly found that it has a fungus effect and have completed the present invention.

That is, the present invention is as follows.
(1) A disinfectant containing cyanic acid and / or isocyanic acid as an active ingredient.
(2) The disinfectant according to (1), further containing a fragrance and / or an essential oil.

  The disinfectant of the present invention contains cyanic acid and / or isocyanic acid as an active ingredient, and can exhibit a good disinfecting effect against molds and bacteria.

FIG. 1 is a schematic diagram of an experiment for confirming the sterilizing effect of the sterilizing agent of the present invention.

  The present invention is based on the finding that cyanic acid and / or isocyanic acid have a good sterilizing effect against molds and various germs.

  The disinfectant of the present invention is a disinfectant containing cyanic acid and / or isocyanic acid as an active ingredient. Hereinafter, the disinfectant of the present invention will be described in more detail.

Since the disinfectant of the present invention contains cyanic acid and / or isocyanic acid as an active ingredient, cyanic acid and / or isocyanic acid can exhibit a good disinfecting effect against mold, germs and the like.
Cyanic acid and isocyanic acid, which are active ingredients of the disinfectant of the present invention, are represented by the following structural formula.

  Isocyanic acid is a tautomer of cyanic acid, and usually these compounds exist as tautomeric mixtures that readily change from one another. Cyanic acid and isocyanic acid are colorless liquids or colorless gases because their boiling points are low near room temperature.

Cyanic acid and / or isocyanic acid in the disinfectant of the present invention can be used by being generated by decomposing or reacting another substance in addition to the use as a single component. Therefore, it does not matter how cyanic acid and / or isocyanic acid in the disinfectant of the present invention can be obtained. That is, as long as it is cyanic acid and / or isocyanic acid, the effect of the present invention can be obtained even if it is obtained by any method. Cyanic acid and / or isocyanic acid can be confirmed by, for example, gas chromatography mass spectrometry (GC-MS).
For example, cyanic acid and / or isocyanic acid can be obtained by pyrolyzing cyanuric acid. Cyanuric acid and / or isocyanic acid is generated by heating cyanuric acid to 300 ° C. or higher. The heating temperature is preferably 600 ° C. or lower for safety reasons. Cyanuric acid is commercially available and is sold by, for example, Junsei Chemical Co., Ltd., Tokyo Chemical Industry Co., Ltd., Wako Pure Chemical Industries, Ltd.

  Examples of the dosage form of the disinfectant of the present invention include a solid agent, a liquid agent, and a gas. Examples of the solid preparation include powders, granules, tablets, capsule preparations, preparations impregnated in an arbitrary simple substance, and liquid preparations include a liquid preparation mixed with an arbitrary solvent, and a liquid preparation obtained by compressing a gas. Cyanic acid and isocyanic acid are liquid or gas at room temperature, but the disinfectant of the present invention can be made into the desired dosage form by using various conventionally known methods.

  Cyanic acid and / or isocyanic acid, which is an active ingredient of the disinfectant of the present invention, may be appropriately determined depending on the type of target bacteria, mold, etc., and the volume of the space. For example, 0.01 g to 20 g, preferably Is contained in an amount of 0.1 to 10 g, more preferably 0.5 to 5 g.

  The disinfectant of the present invention contains cyanic acid and / or isocyanic acid as an essential active ingredient, but may further contain other optional ingredients as necessary within the range not impairing the effects of the present invention. Examples of optional components include fragrances, essential oils, solvents, deodorants, volatilization aids, stabilizers, insecticides, and insect repellents.

  As a fragrance | flavor and an essential oil, the 1 type, or 2 or more types of combination suitably selected from the group which consists of a natural fragrance | flavor, a synthetic fragrance | flavor, a natural extract etc. according to a use is used.

Examples of natural flavors include natural essential oils such as orange oil, lemon oil, lavender oil, lavandine oil, bergamot oil, patchouli oil, cedarwood oil, and peppermint oil.
Synthetic perfumes include, for example, hydrocarbon terpenes such as α-pinene, β-pinene, limonene, p-cymene, terpinolene, α-terpinene, γ-terpinene, α-ferrandylene, myrcene, camphene, and oxime; heptanal, Octanal, decanal, benzaldehyde, salicylaldehyde, phenylacetaldehyde, citronellal, hydroxycitronellal, hydrotropic aldehyde, ligustral, citral, α-hexylcinnamic aldehyde, α-amylcinnamic aldehyde, lyial, cyclamenaldehyde, lyral, helio Aldehydes such as tropine, anisaldehyde, helional, vanillin, and ethyl vanillin; ethyl formate, methyl acetate, ethyl acetate, Tylpropionate, methyl isobutyrate, ethyl isobutyrate, ethyl butyrate, propyl butyrate, isobutyl acetate, isobutyl isobutyrate, isobutyl butyrate, isobutyl isovalerate, ethyl-2-methyl valerate, isoamyl acetate , Terpinyl acetate, isoamyl propionate, amyl propionate, amyl isobutyrate, amyl butyrate, amyl isovalerate, allyl hexanoate, ethyl acetoacetate, ethyl heptylate, heptyl acetate, methyl benzoate, Ethyl benzoate, ethyl octylate, styryl acetate, benzyl acetate, nonyl acetate, bornyl acetate, linalyl acetate, ortho-ter-butylcyclohexyla Cetate, linalyl benzoate, benzyl benzoate, triethyl citrate, ethyl cinnamate, methyl salicylate, hexyl salicylate, hexyl acetate, hexyl butyrate, menthyl acetate, tarpinyl acetate, anisyl acetate, phenylethyl isobutyrate, jasmonic acid Esters and lactones such as methyl, methyl dihydrojasmonate, ethylene brushate, γ-undecalactone, γ-nonyllactone, cyclopentadecanolide, and coumarin; anisole, p-cresyl methyl ether, dimethylhydroquinone, methyl Eugenol, β-naphthol methyl ether, β-naphthol ethyl ether, anethole, diphenyl oxide, rose oxide, galaxolide, and unblock Ethers such as isopropyl alcohol, cis-3-hexenol, heptanol, 2-octanol, dimethol, dihydromyrsenol, linalool, benzyl alcohol, citronellol, geraniol, nerol, terpineol, tetrahydrogeraniol, l-menthol, cedrol, Alcohols such as santalol, thymol, anis alcohol, phenylethyl alcohol, and hexanol; diacetyl, menthone, isomenton, thiomenton, acetophenone, α- or β-damascone, α- or β-damacenone, α-, β-, or γ -Yonone, α-, β- or γ-methyl ionone, methyl-β-naphthyl ketone, benzophenone, tentalome, acetyl cedrene, α- or β-isomethyl ionone, α-, β- or γ-i , Maltol, ethyl maltol, cis-jasmon, dihydrojasmon, 1-carvone, dihydrocarvone, and ketones such as methyl amyl ketone, camphor, 1,8-cineol, allyl amyl glycolate, isopulegol, ligustral, and allylca Examples include proate. These fragrances can be used alone or in combination of two or more kinds as a blended fragrance. Furthermore, a fragrance | flavor can also be used as a mixture (fragrance | flavor composition) containing a fragrance | flavor component, a solvent, a fragrance | flavor stabilizer, etc.

  Examples of the solvent include water, alcohols, paraffins, ethers, and esters. These solvents can be used alone or in any combination of two or more. Moreover, it can mix with the said fragrance | flavor component and can also be used as a fragrance | flavor composition.

  Examples of the deodorant include lauryl methacrylate, geranyl chloride, catechin, 4-hydroxy-6-methyl-3- (4-methylpentanoyl) -2-pyrone, cyclodextrin, polyphenol, oxyflavan, and flavonol. 1 type, or 2 or more types, etc. are mentioned.

  Examples of volatilization aids include zinc stearate, aluminum stearate, barium stearate, calcium stearate, zinc carbonate, calcium carbonate, titanium dioxide, carbon black, antimony trioxide, decabromodiphenylene oxide, trimellitic anhydride, One type or two or more types such as maleic anhydride, benzotriazole, 4,4′-oxybis (benzenesulfonylhydrazide), and urea may be mentioned.

  Examples of the stabilizer include one or more of dibutylhydroxytoluene, butylhydroxyanisole, and tocopherol.

  Examples of the insecticide include natural pyrethrin, pyrethrin, allethrin, phthalthrin, resmethrin, furamethrin, permethrin, phenothrin, ciphenothrin, praretrin, transfluthrin, methfluthrin, profluthrin, imiprothrin, empentrin, pytofenprox, and shirafluroid. Compounds; carbamate compounds such as propoxur and carbaryl; organophosphorus compounds such as fenitrothion and DDVP; oxadiazole compounds such as methoxadiazone; phenylpyrazole compounds such as fipronil; neonicotinoids such as imidacloprid and dinotefuran Compounds; nitroguanidine compounds such as amidoflumet; insect juvenile hol such as metoprene and hydroprene Anti-juvenile hormone-like compounds such as plecosene; molting hormone-like compounds such as ecdysone; essential oils such as phytoncide, light-loading oil, orange oil, cinnamon oil, and clove oil; , Isobornyl thiocyanoethyl ether (IBTE), quaternary ammonium salt, benzyl salicylate, or the like.

  Pest repellents include, for example, diet, di-n-butyl succinate, hydroxyanisole, rotenone, ethyl-butylacetylaminopropionate, icaridin (picaridin), and 3- (Nn-butyl-N-acetyl) ) One or more of aminopropionic acid ethyl ester (“IR3535”) and the like.

  The method for using the disinfectant of the present invention is not particularly limited as long as it is a method that can effectively apply cyanic acid and / or isocyanic acid, which are active ingredients, to a sterilization target. Various methods can be employed.

In this specification, “sterilization” refers to a decrease in the number of microorganisms such as molds and bacteria (viable bacteria number) that can grow from an object (for example, indoor ceiling or wall).
In the present invention, examples of the sterilization target include bacteria and fungi. Specific examples of bacteria include bacteria belonging to the genus Pseudomonas such as Pseudomonas aeruginosa, Escherichia such as Escherichia coli, bacteria such as Bacillus subtilis, Bacillus subtilis, and Bacillus subtilis. And gram-positive bacteria such as Staphylococcus such as Staphylococcus aureus, and lactic acid bacteria.

  Specific examples of fungi include the genus Cladosporium, such as Cladospora cladosporioids, the genus Penicillium, such as Penicillium citrus, and the like, (Fusarium solani) and other genus Fusarium, Eurotium herbarium and other genus Eurotium, and Rhodotorula mucilaginosa and other Rhodotorula genus, Aureobasidium (Aureobasidium) Basidum) genus, exo Fiala (Exophiala) black yeasts genera such as former (Phoma) genus, and Candida (Candida) genus Saccharomyces (Saccharomyces) genus, and the like.

The disinfection effect of the disinfectant of the present invention can be quantitatively expressed by the disinfection rate. The sterilization rate is preferably 70% or more, more preferably 90% or more, and further preferably 99% or more.
The sterilization rate is represented by the following formula.
Bacteria elimination rate (%) = {1−the number of bacteria after specimen treatment (number of colonies) / the number of bacteria untreated with specimen (number of colonies)} × 100
Details are obtained by the method described in Examples described later.

  The present invention can also sterilize a space to be sterilized using cyanic acid and / or isocyanic acid as an active ingredient. Therefore, a method for sterilizing the space can be provided. That is, by applying cyanic acid and / or isocyanic acid to a predetermined space, it is possible to provide a method for sterilizing an object to be sterilized such as mold or bacteria existing in the space.

  Cyanic acid and / or isocyanic acid, which is an active ingredient of the disinfectant of the present invention, is the type of bacteria, mold, etc., and the space for the concentration of cyanic acid and / or isocyanic acid in the space to be sterilized. The volume may be determined as appropriate depending on the volume of, for example, 5 ppm to 1500 ppm, preferably 25 ppm to 1000 ppm, and more preferably 100 ppm to 700 ppm. By being in the above range, a sufficient sterilizing effect can be obtained.

  Further, the method for applying cyanic acid and / or isocyanic acid to the predetermined space is not particularly limited. For example, cyanic acid and / or isocyanic acid is a gas or liquid at room temperature, but the liquid may be used in the form of a mist, or may be vaporized by heating or the like as will be described later. May be used. Disperse cyanic acid and / or isocyanic acid in a wider area by using the liquid in the form of a mist or vaporizing it in a gaseous form to disinfect a wider space. Can do.

Specifically, for example, as shown in Examples described later, cyanic acid and / or isocyanic acid can be generated by volatilization of cyanuric acid and volatilized for use. In this case, for example, by installing cyanuric acid in a space to be sterilized, decomposing it by heating, and volatilizing cyanic acid and / or isocyanic acid in the space, a sterilizing effect is obtained. Can do.
The heating method is not particularly limited, and heating can be performed by various conventionally known heating methods regardless of direct heating or indirect heating. For example, a method of directly igniting and heating; a method of heating using a heating wire such as a nichrome wire, a flat plate shape or a ring shape, and a heating heater using a semiconductor, etc .; as a heating agent A method of heating using a hydrothermal system that generates heat using a hydrothermal exothermic substance and a hydrothermal reaction liquid; using a heat source as a heat source; mixing iron powder and an oxidizing agent such as ammonium chlorate; Mixing small metal oxides or oxidants, bringing iron and potassium sulfate, iron sulfate, metal chloride, iron sulfide, etc. into contact with water or oxygen, having a higher ionization tendency than metal and iron. Contacting a mixture of small metal halides with water, contacting a mixture of metal and bisulfate with water, adding water to a mixture of aluminum and alkali metal nitrate, How heated by the oxidation reaction; and the like are; method of heating by utilizing an oxidation reaction of the mixture of the metal sulfide is contacted with oxygen in sodium sulfate and iron carbide.

  The space to be sterilized is not particularly limited. For example, living spaces such as entrances, living rooms, toilets, toilets, and bathrooms, spaces where mold and germs such as closet and closet are easy to propagate. Is mentioned.

  Cyanic acid and / or isocyanic acid decrease over time when used in a gaseous state. Therefore, it can be said that the period in which the disinfection effect in the gas state of cyanic acid and / or isocyanic acid is particularly excellent is approximately 1 to 60 minutes after the volatilization of cyanic acid and / or isocyanic acid. More preferably, it is 5 minutes to 30 minutes after occurrence.

  In the present invention, the mechanism by which cyanic acid and / or isocyanic acid exerts a good sterilizing effect on molds and bacteria is not clear, but cyanic acid and / or isocyanic acid is fungi such as molds and bacteria. It is presumed to act on the cells of the body and kill the cells.

  EXAMPLES Hereinafter, although an Example demonstrates this invention further, this invention is not restrict | limited to the following Example at all.

<Confirmation of the disinfection effect of the disinfectant of the present invention>
[Preparation of PDA medium inoculated with fungi]
A PDA medium inoculated with black mold was prepared according to the following procedure.
1. Using 10 mL of PDA (potato dextrose agar), a PDA slant medium was prepared in a test tube.
2. Above 1. Spores of black mold (Cladosporium cladosporioides) were inoculated on the PDA slant culture medium prepared in step 4, and black mold was cultured at 25 ° C. for 4 days.
3. 2. 9 mL of physiological saline and 1 mL of PDB (potato dextrose medium) were added to the slant culture medium of black mold prepared in step 1, and the black mold was scraped from the medium surface using a platinum loop to prepare a spore solution.
4). 3. above. The spore solution was filtered, and the filtrate was diluted 10,000 times with physiological saline.
5. 4. above. 100 μL of the solution prepared in the above was inoculated into a PDA medium prepared using 12 mL of PDA in a sterilized petri dish with a diameter of 85 mm (trade name: Full Steri Deep Petri dish sterilized φ90 × 20 manufactured by Actec Co., Ltd.). Was made.

[Sample processing]
The PDA medium inoculated with the fungus prepared above was placed in a container of about 200 liters of 48 cm × 59 cm × 70 cm at two places each on the side and top (side: 1, 2 in FIG. 1, top: figure 3, 4) in 1. In a 200 liter container, 1000 mg of cyanuric acid was heated on a metal plate at 300-400 ° C. for about 5 minutes. After the start of heating, exposure was performed for 90 minutes. Thereafter, the petri dish was collected and stored in an incubator at 25 ° C. for 3 days as “specimen treatment”.
Similarly, PDA medium inoculated with fungi was placed on the floor and left for 90 minutes without the above treatment. Thereafter, the petri dish was recovered and stored in an incubator at 25 ° C. for 3 days as “sample untreated”. “Sample untreated” was performed twice.
The number of bacteria (CFU / medium) was measured from the petri dish after storage, and the sterilization rate was determined by the following formula.
Bacteria elimination rate (%) = {1−the number of bacteria after specimen treatment (number of colonies) / the number of bacteria untreated with specimen (number of colonies)} × 100
The results are shown in Table 1 below.

As shown in Table 1, the sterilization rate exceeded 90% on both the top surface and the side surface, and a good sterilization effect was obtained.
From the results of the above test, it was found that cyanic acid and / or isocyanic acid had an excellent sterilizing effect.

Claims (2)

  A disinfectant containing cyanic acid and / or isocyanic acid as an active ingredient.   The disinfectant according to claim 1, further comprising a fragrance and / or an essential oil.

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