JP6817060B2 - Disinfectant - Google Patents

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 eradicating and antibacterializing molds and bacteria have been known. For example, Patent Document 1 describes a sterilizing agent that volatilizes an isothiocyanate compound having a sterilizing effect and exerts a sterilizing effect against molds and bacteria even in a relatively large space such as a refrigerator or a shoe rack. It is disclosed. Further, Cited Document 2 describes an antibacterial deodorant containing an antibacterial component such as parachlorophenol and a deodorant component composed of a polyphenol-based substance, and the antibacterial component and the deodorant component are volatilized by heating. A method for deodorizing and sterilizing indoors and indoors is disclosed.

Japanese Unexamined Patent Publication No. 11-180812 Japanese Unexamined Patent Publication No. 2008-029781

An object of the present invention is to provide a new sterilizing agent having an excellent sterilizing effect, which is different from the above-mentioned sterilizing agent and antibacterial agent.

As a result of intensive research to find a new and excellent sterilizing component that has not been known so far, the present inventors surprisingly found that cyanic acid and / or isocyanic acid was excellent in sterilization. We have newly found that it has a bactericidal 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) above, which further contains a fragrance and / or an essential oil.

The sterilizing agent of the present invention contains cyanic acid and / or isocyanic acid as an active ingredient, and can exert a good sterilizing effect against molds, germs and the like.

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 exerts a good sterilizing effect on molds, germs and the like.

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 sterilizing agent of the present invention contains cyanic acid and / or isocyanic acid as an active ingredient, cyanic acid and / or isocyanic acid can exert a good sterilizing effect on molds, germs and the like.
Cyanic acid and isocyanic acid, which are the active ingredients of the disinfectant of the present invention, are represented by the following structural formulas.

Isocyanic acid is a tautomer of cyanic acid, and these compounds usually exist as a tautomeric mixture that easily changes with each other. Cyanic acid and isocyanic acid are colorless liquids or colorless gases because their boiling points are low near room temperature.

The cyanic acid and / or isocyanic acid in the disinfectant of the present invention can be produced and used by decomposing or reacting with another substance, in addition to being used as a simple substance. Therefore, it does not matter what method is used to obtain cyanic acid and / or isocyanic acid in the disinfectant of the present invention. That is, as long as it is cyanic acid and / or isocyanic acid, the effect of the present invention can be exhibited regardless of the method obtained. In addition, cyanic acid and / or isocyanic acid can be confirmed by, for example, gas chromatography-mass spectrometry (GC-MS) or the like.
For example, cyanic acid and / or isocyanic acid can be obtained by thermally decomposing 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., and the like.

Dosage forms of the disinfectant of the present invention include, for example, solids, liquids, and gases. Examples of solid preparations include powders, granules, tablets, capsule preparations, and preparations impregnated with any simple substance, and examples of liquid preparations include liquid preparations mixed with an arbitrary solvent and liquid preparations obtained by compressing gas. Cyanic acid and isocyanic acid are liquids or gases at room temperature, but the disinfectant of the present invention can be made into the above desired dosage form by using various conventionally known methods.

The cyanic acid and / or isocyanic acid, which are the active ingredients of the disinfectant of the present invention, may be appropriately determined depending on the type of the target bacteria, mold, etc. and the volume of the space, and are preferably 0.01 g to 20 g, for example. Is preferably contained in an amount of 0.1 g to 10 g, more preferably 0.5 g 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, as long as the effects of the present invention are not impaired. Optional components include, for example, fragrances, essential oils, solvents, deodorants, volatilization aids, stabilizers, insecticides, pest repellents and the like.

As the fragrance and the essential oil, one kind or a combination of two or more kinds appropriately selected from the group consisting of natural fragrances, synthetic fragrances, natural extracts and the like is used depending on the intended use.

Examples of the natural fragrance include natural essential oils such as orange oil, lemon oil, lavender oil, lavandin oil, bergamot oil, patchouli oil, cedar wood oil, and peppermint oil.
Synthetic fragrances include, for example, hydrocarbon terpenes such as α-pinene, β-pinene, limonene, p-cymen, tarpinolene, α-tarpinene, γ-turpinen, α-ferrandrene, milsen, camphen, and ossimen; heptanal, Octanal, decanal, benzaldehyde, salicylic aldehyde, phenylacetaldehyde, citroneral, hydroxycitroneral, hydrotropic aldehyde, ligstral, citral, α-hexyl cinnamic aldehyde, α-amyl cinnamic aldehyde, lilial, cyclamen aldehyde, lylar Aldehydes such as tropin, anisaldehyde, helional, vanillin, and ethyl vanillin; ethylformate, methyl acetate, ethyl acetate, methyl propionate, methyl isobutyrate, ethyl isobutyrate, ethyl butyrate, propyl butyrate, Isobutylacetate, isobutylisobutyrate, isobutylbutyrate, isobutylisovalerate, ethyl-2-methylvalerate, isoamylacetate, terpinylacetate, isoamylpropionate, amylpropionate, amylisobutyrate, amylbuty Rate, amylisovalerate, allylhexanoate, ethylacetacetate, ethylheptilate, heptylacetate, methylbenzoate, ethylbenzoate, ethyloctylate, styralylacetate, benzylacetate, nonylacetate, bornylacetate, linarylacetate , Ortho-ter-butylcyclohexyl acetate, linaryl benzoate, benzyl benzoate, triethyl citrate, ethyl cinnamate, methyl salicylate, hexyl salicylate, hexyl acetate, hexyl butyrate, mentyl acetate, turpinyl acetate, anisyl acetate, phenyl Ester lactones such as ethyl isobutyrate, methyl jasmonate, methyl dihydrojasmonate, ethylene brushate, γ-undecalactone, γ-nonyllactone, cyclopentadecanolide, and coumarin; Methyl ether, dimethylhydroquinone, methyl eugenol, β-naphthol methyl ether, β-naphthol ethyl ether, anator, diphenyl oxide, rose oxide, galaxolide, and ambu Ethers such as rocks; isopropyl alcohol, cis-3-hexenol, heptanol, 2-octanol, dimethol, dihydromilsenol, linalol, benzyl alcohol, citronellol, geraniol, nerol, turpineol, tetrahydrogeraniol, l-menthol, sedrol , Santaroll, Timor, Anis Alcohol, Phenylethyl Alcohol, and Hexanols; Diacetyl, Menton, Isomenton, Thiomentone, Acetophenone, α- or β-Damascon, α- or β-Damasenone, α-, β- or γ-Yonone, α-, β- or γ-methylyonone, methyl-β-naphthylketone, benzophenone, tentalome, acetylsedrene, α- or β-isomethylyonone, α-, β- or γ-iron, maltor, ethylmaltor , Cis-jasmon, dihydrojasmon, l-carboxylic, dihydrocarboxylic, and ketones such as methylamylketone, camphor, 1,8-cineole, allylamylglycolate, isopregol, ligstral, allylcaproate and the like. .. These fragrances may be used alone or in any combination of two or more as a blended fragrance. Further, the fragrance can also be used as a mixture (fragrance composition) containing a fragrance component, a solvent, a fragrance stabilizer and the like.

Examples of the solvent include water, alcohols, paraffins, ethers, esters and the like. These solvents may be used alone or in any combination of two or more. It can also be mixed with the above fragrance components and used as a fragrance composition.

Deodorants include, for example, lauryl methacrylate, geranyl chloride, catechin, 4-hydroxy-6-methyl-3- (4-methylpentanoyl) -2-pyrone, cyclodextrin, polyphenols, oxyflavans, and flavonols. One kind or two or more kinds such as.

Examples of the volatilization aid include zinc stearate, aluminum stearate, barium stearate, calcium stearate, zinc carbonate, calcium carbonate, titanium dioxide, carbon black, antimony trioxide, decabromodiphenylene oxide, and trimellitic anhydride. One or more of maleic anhydride, benzotriazole, 4,4'-oxybis (benzenesulfonylhydrazide), urea and the like can be mentioned.

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

Pesticides include, for example, natural pyrethrins, pyrethrins, alesulins, phthalthrins, resmethrins, flamethrins, permethrins, phenothrins, ciphenotrins, prarethrins, transfluthrins, metoflutrins, profluthrins, imiprothrins, empentrins, etofenprox, and silafeneprox. Compounds; Carbamate compounds such as propoxul and carbalyl; Organic phosphorus compounds such as fenitrothione and DDVP; Oxaziazole compounds such as metoxadiazone; Phenylpyrazole compounds such as fipronil; Neonicotinoids such as imidacloprid and dinotefuran Compounds; Nitroguadinin compounds such as amidoflumeth; Insect immature hormone-like compounds such as metoprene and hydroprene; Anti-young hormone-like compounds such as plecosene; Dehulling hormone-like compounds such as ecdyson; Essential oils such as cinnamon oil and clove oil; one or more such as isobornylthiocyanoacetate (IBTA), isobornylthiocyanoethyl ether (IBTE), quaternary ammonium salt, and benzyl salicylate. ..

Pest repellents include, for example, DEET, di-n-butyl succinate, hydroxyanisole, rotenone, ethyl-butyl acetylaminopropionate, icaridin (picaridin), and 3- (N-n-butyl-N-acetyl). ) Aminopropionate ethyl ester (“IR3535”) and the like may be one or more.

The method of using the sterilizing agent of the present invention is not particularly limited as long as it can effectively apply the active ingredients cyanic acid and / or isocyanic acid to the sterilizing target, and those skilled in the art will know conventionally. Various methods can be adopted.

As used herein, the term "sterilization" means that the number of microorganisms (live bacteria) such as molds and bacteria that can grow from an object (for example, an indoor ceiling or wall) is reduced.
In the present invention, examples of the target to be sterilized include bacteria and fungi. Specific examples of the bacteria include bacteria belonging to the genus Pseudomonas such as Staphylococcus aureus (Pseudomonasaeruginosa), bacteria belonging to the genus Escherichia such as Escherichiacoli, genus Escherichia such as Staphylococcus aureus, Bacillus subtilis, and Bacillus bacillis. Examples thereof include the genus Methylobacterium, the genus Staphylococcus such as Staphylococcus aureus, and gram-positive bacteria such as lactic acid bacteria.

Specific examples of the fungus include the genus Cladosporium such as Cladosporium cladosporioides, the genus Penicillium such as Penicillium citrinum, the genus Aspergillus aceri, the genus Aspergillus brasilian, and the genus Aspergillus brasilis. (Fusarium solani) and the like, the genus Fusarium, the Eurotium herbariorum and the like, the genus Eurotium, the red yeast (Rhodotorula mucilaginosa) and the like, the genus Rhodotorula, the genus Rhodotorula, the genus Aureobasiium Examples include the genus Phoma, the genus Candida, and the genus Saccharomyces.

The sterilizing effect of the sterilizing agent of the present invention can be quantitatively expressed by the sterilizing rate. The sterilization rate is preferably 70% or more, more preferably 90% or more, and even more preferably 99% or more.
The sterilization rate is expressed by the following formula.
Sterilization rate (%) = {1-Number of bacteria after sample processing (number of colonies) / Number of bacteria without sample treatment (number of colonies)} x 100
Details are obtained by the method described in Examples described later.

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

The active component of the sterilizing agent of the present invention is cyanic acid and / or isocyanic acid, which is the type and space of bacteria, molds, etc. whose concentration of cyanic acid and / or isocyanic acid in the space to be sterilized. It may be appropriately determined depending on the volume of the above, but for example, it is preferably 5 ppm to 1500 ppm, preferably 25 ppm to 1000 ppm, and more preferably 100 ppm to 700 ppm. Within the above range, a sufficient sterilization effect can be obtained.

Further, the method of applying cyanic acid and / or isocyanic acid to a predetermined space is not particularly limited. For example, cyanic acid and / or isocyanic acid is a gas or liquid at room temperature, but for example, the liquid may be atomized and used, or as described later, it may be gasified by heating or the like and volatilized. You may use it. By atomizing a liquid or using it by volatilizing it into a gas, cyanic acid and / or isocyanic acid can be spread over a wider space to sterilize a wider space. Can be done.

Specifically, for example, as shown in Examples described later, cyanuric acid and / or isocyanic acid can be generated by thermal decomposition of cyanuric acid and volatilized before use. In this case, for example, cyanuric acid is placed in a space to be sterilized, decomposed by heating, and cyanic acid and / or isocyanic acid is volatilized in the space to obtain a sterilizing effect. Can be done.
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 an electric heating system using a heating wire such as a nichrome wire, a flat plate or a ring, or a heating heater using a semiconductor; as a heating agent. A method of heating using a water heating system that generates heat using a water heating substance and a water heating reaction liquid as a heat source; a metal and an oxidizing agent such as ammonium chlorate are mixed, and the metal and the metal tend to be ionized. Mixing small metal oxides or oxidizing agents, bringing a mixture of iron and potassium sulfate, iron sulfate, metal chloride, iron sulfide, etc. into contact with water or oxygen, more ionizing than iron Metal and iron tending to ionize A method of heating by an oxidation reaction such as contacting a mixture of a small metal halide with water, contacting a mixture of a metal and a heavy sulfate with water, adding water to a mixture of aluminum and an alkali metal nitrate, etc.; Examples thereof include a method of heating a mixture of sodium sulfate and iron carbide by utilizing an oxidation reaction of a metal sulfide that brings the mixture into contact with oxygen.

The space to be sterilized is not particularly limited, but for example, a living space such as an entrance, a living room, a washroom, a toilet, and a bathroom, a space such as a closet or a closet where mold and germs can easily grow, etc. Can be mentioned.

Cyanic acid and / or isocyanic acid decreases with the passage of time when used in the form of a gas. Therefore, it can be said that the period in which the sterilizing effect of cyanic acid and / or isocyanic acid in the gas state is particularly excellent is about 1 to 60 minutes after the cyanic acid and / or isocyanic acid volatilizes. More preferably, it is 5 to 30 minutes after the occurrence.

In the present invention, the mechanism by which cyanic acid and / or isocyanic acid exerts a good eradication effect on molds and germs is not clear, but cyanic acid and / or isocyanic acid is a fungus such as molds and germs. It is presumed that it acts on the cells of the body and kills the bacterial cells.

Hereinafter, the present invention will be further described with reference to Examples, but the present invention is not limited to the following Examples.

<Confirmation of sterilizing effect of the sterilizing agent of the present invention>
[Preparation of PDA medium inoculated with fungi]
A PDA medium inoculated with black mold was prepared by the following procedure.
1. 1. A PDA slope medium was prepared in a test tube using 10 mL of PDA (potato dextrose agar).
2. 2. Above 1. Spores of black spores (Cladosporium cladosporioides) were inoculated on the PDA slope medium prepared in the above, and the black spores were cultured at 25 ° C. for 4 days.
3. 3. Above 2. 9 mL of physiological saline and 1 mL of PDB (potato dextrose medium) were added to the slope medium of black spores prepared in the above, and the black spores were scraped from the surface of the medium using a platinum loop to prepare a spore solution.
4. Above 3. The spore solution was filtered, and the filtrate was diluted 10000 times with physiological saline.
5. Above 4. 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 of φ85 mm (trade name: Furusteri deep petri dish sterilized φ90 × 20), and “PDA medium inoculated with fungus”. Was produced.

[Sample processing]
In a container of about 200 liters measuring 48 cm × 59 cm × 70 cm, the PDA medium inoculated with the fungus prepared above was placed at two locations on each of the side surface and the top surface (side surface: 1, 2 in FIG. 1, top surface: FIG. 3 and 4 in 1). 1000 mg of cyanuric acid in a 200 liter container was heated on a metal plate at 300-400 ° C. for about 5 minutes. After the start of heating, it was exposed for 90 minutes. Then, the petri dish was collected and stored in an incubator at 25 ° C. for 3 days, which was referred to as "sample treatment".
In the same manner, the PDA medium inoculated with the fungus was placed on the floor surface and left for 90 minutes without the above treatment. After that, the petri dish was collected and stored in an incubator at 25 ° C. for 3 days, which was designated as "sample untreated". "Sample untreated" was performed twice in total.
The number of bacteria (CFU / medium) was measured from the petri dish after storage, and the sterilization rate was calculated by the following formula.
Sterilization rate (%) = {1-Number of bacteria after sample processing (number of colonies) / Number of bacteria without sample treatment (number of colonies)} x 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 has an excellent sterilizing effect.

Claims (3)

A disinfectant containing cyanic acid and / or isocyanic acid as an active ingredient (excluding disinfectants containing 70 g of Potassium monopersulfate (Triple salt), 300 g of Metalic acid, and 50 g of NaCl when the whole drug is viewed at 1 kg) . The disinfectant according to claim 1, further containing a fragrance and / or an essential oil. A sterilization method in which cyanic acid and / or isocyanic acid is generated and volatilized in a space to be sterilized.

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