Insect repellent and method for extending the insect repellent effect of an insect repellent.

Abstract

To provide an insect pest repellent with improved persistence of repellent effect of an insect pest repellent effect component.SOLUTION: The insect pest repellent contains 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol and a silicon-containing compound. The silicon-containing compound is represented by the general formula (1) in the figure (In the formula, R1 represents a hydrocarbon group with 6 or more carbon atoms; R2 and R3 represent identical or different lower hydrocarbon groups; R4 represents a divalent lower hydrocarbon group; R5, R6 and R7 represent identical or different lower alkyl or lower alkoxy groups; and X represents a halogen ion or organic carbonyloxy ion).SELECTED DRAWING: Figure 1

Description

Technical Field

[0001] The present invention relates to a pest repellent. More specifically, it relates to a pest repellent with improved persistence of pest repellent effect.

Background Art

[0002] Pest repellents are widely used to maintain a healthy living environment, such as for pest control, for example, preventing the spread of infectious diseases mediated by pathogens by pests, preventing food contamination by contact with pests, etc. Pest repellents are used, for example, to protect the human body from flying and blood-sucking pests such as mites, mosquitoes, flies, bedbugs, fleas, lice, etc. As pest repellent components, generally, N,N-diethyl-m-toluamide (DEET), 2-(2-hydroxyethyl)-1-piperidinecarboxylic acid 1-methylpropyl ester (icaridin), pyrethroid agents, essential oils derived from plants, etc. are used. DEET has a high repellent effect against mosquitoes, and the one prepared by diluting with a solvent such as ethanol is the most widely used. In addition, 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol contained slightly in eucalyptus leaves is known to have an excellent repellent effect against pests such as mosquitoes, midges, flies, bugs, house dust mites, fruit flies, bees, ants, and booklice (see, for example, Patent Document 1).

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] However, because 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol is highly volatile, it dissipates over time, resulting in a shorter duration of its repellent effect and insufficient persistence.

[0005] Therefore, the present invention has been made in view of the above circumstances, and aims to provide an insect repellent in which the persistence of the insect repellent effect of the insect repellent component is improved. [Means for solving the problem]

[0006] In view of these circumstances, the present inventors diligently continued their research and, as a result, discovered that an insect repellent containing 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol and a silicon-containing compound represented by general formula (1) in this specification has excellent and sustained repellent effect of the insect repellent component, thus completing the present invention.

[0007] In other words, in the insect repellent of the present invention, 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol and A silicon-containing compound and, The silicon-containing compound is The following general formula (1) [ka] A silicon-containing compound represented by the formula (wherein R1 represents a hydrocarbon group having 6 or more carbon atoms, R2 and R3 represent hydrocarbon groups having 6 or fewer carbon atoms, which may be the same or different, R4 represents a divalent hydrocarbon group having 6 or fewer carbon atoms, R5, R6 and R7 represent alkyl groups or alkoxy groups having 6 or fewer carbon atoms, which may be the same or different, and X represents a halogen ion or an organic carbonyl oxyion.) The silicon-containing compound represented by the above general formula (1) contains a silane compound that can covalently bond with oxygen, The silicon-containing compound represented by the above general formula (1) is characterized in that it is octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride.

[0008] In the insect repellent of the present invention, The blending ratio of the aforementioned 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol is 0.1 to 20% by weight, The blending ratio of the silicon-containing compound is preferably 0.01 to 20% by weight.

[0009] In the insect repellent of the present invention, it is preferable to improve the persistence of the insect repellent effect by using octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, which is the silicon-containing compound. Furthermore, in the method for extending the insect repellent effect of the insect repellent of the present invention, it is preferable to extend the insect repellent effect with octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, which is the silicon-containing compound. [Effects of the Invention]

[0010] According to the present invention, it is possible to provide an insect repellent in which the duration of the insect repellent effect of the insect repellent component is improved. [Brief explanation of the drawing]

[0011] [Figure 1] A graph showing the change in repellency over time for each formulation in Example 1 and Comparative Example 1. [Figure 2] A graph showing the change in repellency over time for each formulation in Example 1 and Comparative Example 2, and for each commercially available product in Comparative Examples 3 and 4. [Modes for carrying out the invention]

[0012] Next, embodiments of the insect repellent of the present invention will be described. In this invention, "repellent" means preventing pests from approaching an object to which the insect repellent of the present invention has been applied or treated, or, if pests are present on the object, driving them away. Such objects include all things to which you want to repel pests, such as the human body (skin), animals such as pets, clothing, footwear such as shoes, various industrial products made of wood, glass, textiles, metal, ceramics, rubber, etc., daily necessities, textile products such as curtains and sofas, spaces where people and pets are active, toys handled by infants and young children, strollers and automobiles, and other mobile devices. Furthermore, the objects to which the insect repellent of the present invention can be applied are not limited to these.

[0013] In this invention, "pests" include, for example, house mosquitoes such as Asian tiger mosquito, common house mosquito, tropical house mosquito, common house mosquito, and small red house mosquito; squid such as striped squid; Aedes mosquitoes such as Aedes aegypti, Aedes togo, Aedes japonica, Aedes leucocephala, and Aedes japonica; swamp mosquitoes such as Swamp mosquito; long-tailed mosquitoes such as Golden-legged mosquito; Anopheles mosquitoes such as Chinese anopheles and lesser anopheles; black flies such as Swamp mosquito and Yellow-legged mosquito; horseflies such as cow flies and Japanese white-banded horseflies; mites such as house dust mites, dust mites, flour mites, and predatory mites; sandflies; midges; tsetse flies Examples of pests include blood-sucking and biting insects such as fleas, lice, bed bugs, assassin bugs, ticks, chiggers, and leeches; midges such as Chironomidae, Chironomidae, Chironomidae, Chironomididae, and Chironomididae; cockroaches such as German cockroaches, American cockroaches, Common cockroaches, Japanese cockroaches, and brown cockroaches; flies; ants such as Pheidole ants, Black garden ants, Brown wrinkled ants, and Reticulated ants; termites; bees; house centipedes; rice weevils, confused flour beetles, cigarette beetles, carpet beetles, and varied carpet beetles. The present invention is particularly suitable for blood-sucking and biting insects. However, the insects to which the insect repellent of the present invention can be applied are not limited to these.

[0014] The pest repellent of the present invention contains 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol (hereinafter also simply referred to as component (A)), which is a pest repellent component showing a repellent effect against pests such as mosquitoes, and a silicon-containing compound represented by the general formula (1) (hereinafter also simply referred to as component (E)), which is a component for improving the persistence of the pest repellent effect, although details will be described later. Although details will be described later, the pest repellent of the present invention is characterized in that component (A) and component (E) are combined to act synergistically to improve the persistence of the pest repellent effect of component (A).

[0015] The above-mentioned component (A) is a known pest repellent component (active ingredient for pest repellent) and is almost odorless (fragrance-free). Component (A) is a known compound contained in eucalyptus essential oil and is a compound industrially manufactured. Component (A) has trans and cis isomers, and any mixture of these isomers can be used in the present invention. The blending amount of component (A) is preferably 0.1 to 20% by weight, more preferably 0.2 to 10% by weight, based on the total composition of the pest repellent.

[0016] The silicon-containing compound is the following general formula (1)

Chemical formula

[0017] The silicon-containing compound is a silicon-containing compound represented by the above general formula (1) and is a silicon-containing compound having an antibacterial substance (antibacterial functional group).

[0018] A silicon-containing compound having an antimicrobial substance (antimicrobial functional group) is an organic silane compound, as represented by the general formula (1) above, in which a quaternary ammonium salt, which is an antimicrobial functional group (antimicrobial active site), and a silane compound that can covalently bond with oxygen are linked via a lower alkylene group. In other words, the silicon-containing compound according to the present invention contains a quaternary ammonium salt, which is known as an antimicrobial component, within its molecule, and this quaternary ammonium salt gives it high antimicrobial and antiviral properties. Furthermore, the silicon-containing compound according to the present invention contains a silane compound capable of covalently bonding with oxygen within its molecule. This silane compound covalently bonds with oxygen on the surface to be treated, thereby firmly immobilizing the quaternary ammonium salt, which is an antibacterial component, on the surface to be treated. This is known to impart strong antibacterial performance and excellent persistence to the surface to be treated. Although this is purely speculative, it is hypothesized that a mechanism for improving the persistence of the insect repellent effect of the present invention involves a silane compound, which is covalently bondable to oxygen and contained within the molecule of the silicon-containing compound, directly or indirectly interacting with component (A) and the object being repelled, thereby suppressing the volatilization of component (A) from the object being repelled. In other words, component (E) is thought to act as an insect repellent effect persistence improving component, thereby enhancing the persistence of the insect repellent effect of component (A).

[0019] Among the silicon-containing compounds represented by the above general formula (1), a preferred embodiment is a silicon-containing compound in which R1 of the above general formula (1) represents an alkyl group having 10 to 25 carbon atoms, R2 and R3 represent lower alkyl groups having 1 to 6 carbon atoms, which may be the same or different, R4 represents a lower alkylene group having 1 to 6 carbon atoms, R5, R6 and R7 represent lower alkyl groups or lower alkoxy groups having 1 to 6 carbon atoms, which may be the same or different, and X is a halogen ion or an organic carbonyl oxyion (organic carboxylate ion).

[0020] Examples of hydrocarbon groups with 6 or more carbon atoms in R1 include hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, uneicosyl, doeicosyl, trieicosyl, tetraeicosyl, and pentaeicosyl groups.

[0021] Examples of lower hydrocarbon groups that may be the same or different for R2 and R3 include methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, and tolyl groups.

[0022] Examples of lower alkylene groups for R4 include methylene, ethylene, trimethylene, tetramethylene, and hexamethylene groups.

[0023] R5, R6, and R7 may be the same or different lower alkyl or lower alkoxy groups, specifically including methoxy, ethoxy, propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, methyl, ethyl, propyl, isopropyl, butyl, pentyl, and hexyl groups.

[0024] Examples of X include halogen ions such as chloride ions and bromide ions, and organic carbonyl ions (organic carboxylic acid ions) such as methyl carbonyl oxyion (acetate ion), ethyl carbonyl oxyion (propionate ion), and phenyl carbonyl oxyion (benzoate ion).

[0025] Specifically, the following compounds can be cited as examples of silicon-containing compounds: The silicon-containing compound (a) represented by the general formula (1) is octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, octadecyldiethyl(3-trimethoxysilylpropyl)ammonium chloride, octadecyldimethyl(2-trimethylsilylethyl)ammonium chloride, octadecyldipropyl(4-trimethoxysilylbutyl)ammonium acetate, octadecyldimethyl(3-triisopropoxysilylpropyl)ammonium chloride, octadecyldimethyl(3-triethylsilylpropyl) Preferably, the silicon-containing compound is selected from the group consisting of ammonium chloride, octadecyldimethyl(3-triisopropylsisilylpropyl)ammonium chloride, heptadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, heptadecyldiisopropyl(2-triethoxysilylethyl)ammonium chloride, hexadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, hexadecyldimethyl(3-trimethoxysilylpropyl)ammonium acetate, and pentasadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride. Of these, octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride (also known as octadecyldimethyltriethoxysilylpropylammonium chloride) is more preferably selected. In this invention, at least one of the above silicon-containing compounds is used, but it is also possible to use two or more of the above silicon-containing compounds in various combinations as appropriate. Furthermore, a particularly preferred silicon-containing compound is octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride.

[0026] The silicon-containing compounds described above can be produced by known methods, and the methods are not limited thereto.

[0027] The silicon-containing compound, which is component (E), can be appropriately adjusted in amount depending on various conditions, but is usually present in an amount of at least 0.001% by weight of the total composition of the insect repellent, preferably 0.01 to 20% by weight. More preferably 0.05 to 10% by weight. A concentration of 0.05% by weight or more is preferable to improve the persistence of the insect repellent effect of component (A), and a concentration of 10% by weight or less is preferable to avoid inhibiting the insect repellent effect of component (A). Furthermore, component (E), which is an ingredient that improves the duration of the insect repellent effect, may be used alone or in appropriate combinations of two or more types, and other additives may also be added.

[0028] Furthermore, the form of the product is not particularly limited as long as it contains components (A) and (E) as an insect repellent. Other components of the insect repellent components (A) and (E) may be added in accordance with their form, as long as they do not hinder the effects of the present invention. Specifically, the insect repellent may contain one or more selected from the group consisting of, for example, humectants, emulsifiers, dispersants, antioxidants, pH adjusters (citric acid, sodium citrate, etc. and aqueous solutions thereof), ultraviolet absorbers, preservatives, surfactants, viscosity enhancers, binders, colorants, cooling agents, fragrances, and other insect repellent components.

[0029] Examples of humectants include polyhydric alcohols such as glycerin, polyethylene glycol, sorbitol, propylene glycol, butylene glycol, and pentylene glycol.

[0030] Conventional surfactants can be used as emulsifiers and dispersants. Examples include anionic surfactants such as sodium fatty acid, sodium alpha-sulfo fatty acid ester, sodium linear alkylbenzene sulfonate, sodium alkyl sulfate, sodium alkyl ether sulfate, sodium alpha-olefin sulfonate, and sodium alkyl sulfonate; nonionic surfactants such as sucrose fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, fatty acid alkanolamide, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ester, polyoxyethylene sorbitan alkyl ester, and sorbitan alkyl ester; amphoteric surfactants such as sodium alkylamino fatty acid, alkyl betaine, and alkylamine oxide; and cationic surfactants such as alkyltrimethylammonium salt and dialkyldimethylammonium salt.

[0031] Examples of antioxidants include tocopherol (vitamin E), tocopherol derivatives such as tocopherol acetate, phenols (2,6-di-t-butyl-p-cresol, 2,2'-methylenebis(4-methyl-6-t-butylphenol), etc.), sulfurs (dilauryl 3,3'-thiodipropionate, distearyl 3,3'-thiodipropionate, etc.), phosphorussants (triphenyl phosphite, triisodecyl phosphite, etc.), and amines (octylated diphenylamine, Nn-butyl-p-aminophenol, N,N-diisopropyl-p-phenylenediamine, etc.).

[0032] Examples of UV absorbers include benzophenone-based (2-hydroxybenzophenone, 2,4-dihydroxybenzophenone, etc.) and benzotriazole-based ((2'-hydroxyphenyl)benzotriazole, (2'-hydroxy-5'-methylphenyl)benzotriazole, etc.).

[0033] Examples of preservatives include phenoxyethanol, parahydroxybenzoic acid esters, and benzoates.

[0034] Furthermore, as surfactants, for example, anionic surfactants, nonionic surfactants, cationic surfactants, and amphoteric surfactants commonly used in insect repellents can be incorporated. Examples of anionic surfactants include alkyl sulfates such as sodium lauryl sulfate, and N-A Examples include sil sarcosinate. Nonionic surfactants include sugar fatty acid esters. Sugar alcohol fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester Examples of nonionic surfactants include polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil (e.g., PEG-40 hydrogenated castor oil, PEG-60 hydrogenated castor oil, etc.), polyoxyethylene higher alcohol ethers, and fatty acid alkanolamides. Cationic surfactants include alkylammonium salts, and amphoteric surfactants include betaine-based and imidazoline-based surfactants. When preparing the insect repellent of the present invention as an aqueous solution, it is preferable to incorporate the nonionic surfactants described above. The amount of surfactant is usually 0 to 10%, and more preferably 0.01 to 5% by weight.

[0035] Examples of cooling agents (cooling ingredients) include menthol, camphor, menthoxypropanediol, menthyl lactate, peppermint oil, and spearmint oil. These cooling agents may be used individually or in combination of two or more as appropriate.

[0036] Examples of fragrances or flavorings include natural fragrances such as peppermint oil, spearmint oil, anise oil, eucalyptus oil, cinnamon oil, fennel oil, clove oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, mandarin oil, lime oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, bay oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, grapefruit oil, sweetie oil, yuzu oil, iris concrete, absolute peppermint, absolute rose, orange blossom, and other natural fragrances, as well as fragrances obtained by processing these natural fragrances (pre-distillate cutting, post-distillate cutting, fractional distillation, liquid-liquid extraction, essence production, powder fragrance production, etc.), and menthol, menthyl lactate, calcium Examples of single fragrances include von, anethole, cineole, methyl salicylate, cinnamic aldehyde, eugenol, 3-l-mentoxypropane-1,2-diol, thymol, linalool, linalyl acetate, limonene, menthone, menthyl acetate, N-substituted paramenthane-3-carboxamide, pinene, octyl aldehyde, citral, pulegone, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexanepropionate, methyl anthranilate, ethyl methylphenyl glycidate, vanillin, undecalactone, hexanal, butanol, isoamyl alcohol, hexenol, dimethyl sulfide, cyclotene, furfural, trimethylpyrazine, ethyl lactate, ethyl thioacetate, etc., and one or more of these can be added. In addition to the above, known fragrance materials used in insect repellents can also be used. The amount of these fragrances or scenting agents used is typically 0.0001 to 1% in insect repellents, and it is preferable to use fragrances made from the above-mentioned fragrance materials at a concentration of 0.1 to 10% in the composition.

[0037] In addition to component (A), which is the insect repellent component of the present invention, other insect repellent components such as those listed below can be added. Other insect repellent ingredients include, for example, DEET (N,N-diethyl-m-toluamide), Icaridin (2-(2-hydroxyethyl)-1-piperidine carboxylate 1-methylpropyl ester), IR3535 (3-(Nn-butyl-N-acetyl)aminopropionate ethyl ester), p-menthane-3,8-diol, phenothrin, 2-ethyl-1,3-hexanediol, 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate butyl, n-hexyltriethylene glycol monoether, 6-n-pentyl-cyclohexene-1-carboxylate methyl, dimethyl phthalate, eucalyptol, menthol, menthyl acetate, α-pinene, geraniol, citronellal, citronellol, citral, terpineol, camphor, linalool, terpenol, carvone, dioctyl phthalate, dibutyl phthalate, and naphthalene. Furthermore, examples of insect repellents consisting of essential oils and extracts extracted from naturally derived plants include essential oils and extracts extracted from citronella, mint, peppermint, chamomile, cedarwood, lavender, tea tree, chamomile, garlic, cinnamon, lemongrass, clover, thyme, geranium, bergamot, laurel, pine, red peach, pennyroyal, eucalyptus, Indian sedum, ylang-ylang tree, black cumin seed, orange, rosemary, and mixtures thereof. These insect repellent components can be used individually or in combination of two or more. It is preferable that these insect repellent components are blended in a range that does not exceed the amount of component (A).

[0038] Furthermore, in addition to the above-mentioned components, the insect repellent can be prepared by conventional methods, by adding other known components as appropriate, depending on the dosage form, to the extent that they do not interfere with the effects of the present invention.

[0039] The insect repellent of the present invention contains the above-mentioned components (A) and (E). A mixture of components (A) and (E) may be used as is, but it is usually used as a formulation. The dosage form of the formulation can be appropriately determined according to the intended use. Examples of dosage forms include liquids, creams, lotions, wet wipes, sheets, tablets, granules, fine granules, powders, solid tablets, or various forms such as syringes, extrusion-type injection containers, capsules, sprays, aerosols, and mists containing the liquid or solid formulation. Alternatively, the insect repellent of the present invention can be kneaded or impregnated into a resin, molded into a predetermined shape, and then attached to obtain the effect. In these dosage forms, the insect repellent of the present invention is preferably prepared as a liquid and used as a spray formulation such as a spray or aerosol, or as a wet wipe, as this allows the insect repellent to exhibit its performance.

[0040] The mixing ratio of component (A) and component (E) when preparing the insect repellent is not limited to a specific ratio, but is preferably 100:0.5 to 100:20 by weight, and more preferably 100:1 to 100:10. [Examples]

[0041] To conduct a more detailed examination of the embodiments of the insect repellent of the present invention described above, various insect repellents were prepared as liquid (aqueous solution) samples using various repellent components as main components, and repellent effect tests were conducted on these samples. The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. Furthermore, for the repellent effect test, each formulation of Example 1 and Comparative Examples 1-2 was prepared so that the total amount of each component was 100% by weight. In addition, commercially available insect repellents were used as Comparative Examples 3 and 4. In the following, component (A) is 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol, which is the insect repellent component of the present invention, and component (E) is octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, which is an example of the silicon-containing compound and is an insect repellent effect-enhancing component of the present invention.

[0042] [Example 1] (Formulated product containing ingredients (A) and (E)) PEG-60 Hydrogenated Castor Oil 1.5% by weight Component (A) 3% by weight Menthyl lactate 0.01% by weight i-Menthol 0.01% by weight 0.05% sodium citrate aqueous solution, 0.75% by weight Phenoxyethanol 0.5% by weight Component (E) 0.15% by weight Purified water 94.08% by weight

[0043] [Comparative Example 1] (Formulated product obtained by removing component (A) from the components of Example 1) PEG-60 Hydrogenated Castor Oil 1.5% by weight Menthyl lactate 0.01% by weight i-Menthol 0.01% by weight 0.05% sodium citrate aqueous solution, 0.75% by weight Phenoxyethanol 0.5% by weight Component (E) 0.15% by weight Purified water 97.08% by weight

[0044] [Comparative Example 2] (Formulated product obtained by removing component (E) from the components of Example 1) PEG-60 Hydrogenated Castor Oil 0.75% by weight Component (A) 3% by weight Menthyl lactate 0.01% by weight i-Menthol 0.01% by weight 0.05% sodium citrate aqueous solution, 0.75% by weight Phenoxyethanol 0.5% by weight Purified water 94.98% by weight

[0045] [Comparative Example 3] (A commercially available insect repellent containing DEET, product name "ChuChu Baby Insect Repellent Mist" (manufactured by Jex Co., Ltd.)) DEET 5% by weight 1,3-Butylene glycol 4% by weight Ethanol 40% by weight Methyl parahydroxybenzoate 0.05% by weight Eucalyptus oil 0.2% by weight Peppermint oil 0.4% by weight Chamomile extract (1) 0.04% by weight Purified water 50.22% by weight Appropriate amount of citric acid Sodium citrate (appropriate amount)

[0046] [Comparative Example 4] (A commercially available insect repellent containing picaridin, product given name "Angel's Skin Vape Insect Repellent Spray Icaridin Mist Type" (manufactured by Fumakilla Co., Ltd.)

[0047] [Repellent Effect Test] Repellent effect tests were conducted using the formulations of Example 1 and Comparative Examples 1 and 2, as well as the commercially available products of Comparative Examples 3 and 4, prepared according to the above formulation ratios. The test method is described in detail below.

[0048] (Repellent effect testing method: Evaluation of the persistence of pest repellent effect) (1) Approximately 100 adult female Aedes albopictus mosquitoes were placed in a 30 x 30 x 30 cm acrylic box. To ensure active blood-feeding, individuals that were 5 days or more after emergence were used. (2) The subjects wore cotton work gloves on their hands, then cotton indoor gloves over them, and the sample was sprayed onto the surface. The sample was transferred to a commercially available spray bottle and sprayed three times on the palm side and three times on the back side of the hand from a distance of about 30 cm. (3) The hand and wrist were inserted into an acrylic box from which Asian tiger mosquitoes were released for 3 minutes. The number of Asian tiger mosquitoes that landed on the hand was counted every minute for 3 minutes and this was recorded as the cumulative number of mosquitoes that flew in. (4) Each sample was tested in the same manner 1, 3, 6, and 24 hours after being applied to a glove. (5) The same test was performed without applying the sample as a negative control. The avoidance rate was calculated using the following formula. Repellency rate (%) = ((Average number of insects in the negative control group - Average number of insects in the test group) / Average number of insects in the negative control group) × 100 Furthermore, following the above test method, the same test was performed on each sample in Example 1 and Comparative Examples 2-4 at elapsed time points immediately after the start of the test, 1 hour, 3 hours, 6 hours, and 24 hours later to investigate the change in repellency over time. In this test, a repellency rate of 50% or higher is considered sufficient to indicate that the repellent effect is being adequately demonstrated.

[0049] (Test Result 1: Comparison of Example 1 and Comparative Example 1) As shown in the graph in Figure 1, when comparing the changes in repellency over time for each formulation in Example 1 and Comparative Example 1, the formulation in Example 1 maintained a stable repellency rate even after 1 hour, 3 hours, 6 hours, and 24 hours, achieving a repellency rate of 50% or more at each time point. On the other hand, the formulation of Comparative Example 1 showed a repellency rate of less than 40% immediately after the start of the test, and the repellency rate continued to decrease as time progressed at 1 hour, 3 hours, 6 hours, and 24 hours, reaching 0% after 24 hours. This result indicates that the reason for this was the omission of component (A), which is an insect repellent component, in the formulation of Comparative Example 1, and that component (E) alone does not provide sufficient insect repellent effect.

[0050] (Test results 2: Comparison of Example 1 and Comparative Examples 2-4) As shown in the graph in Figure 2, when comparing the changes in repellency over time for each formulation of Example 1 and Comparative Example 2, and each commercially available product of Comparative Examples 3 and 4, Comparative Example 2, which was formulated without component (E), a component that improves the duration of insect repellent effect, had a repellency rate of less than 50% after 3 hours. On the other hand, the formulation of Example 1 maintained a stable repellency rate of approximately 55-75% even after 1 hour, 3 hours, 6 hours, and 24 hours, achieving a repellency rate of 50% or more at each time interval. Furthermore, the insect repellents in Comparative Examples 3 and 4, which are commercially available products, began to show a decrease in repellency after 24 hours, and the insect repellent in Comparative Example 3 showed a lower repellency than the formulation in Example 1.

[0051] Based on these test results, it is presumed that the formulation of Example 1 according to the present invention combines component (A), which is an insect repellent component (1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol), with component (E), which acts as an insect repellent effect-enhancing component (3-triethoxysilylpropyl)ammonium chloride, and that component (E) acts to improve the duration of the insect repellent effect of component (A). Specifically, since component (A), the insect repellent component, is highly volatile, it evaporates from the sprayed area over time, resulting in a loss of sustained insect repellent effect. However, by combining it with component (E), it is thought that component (A) is retained from evaporating from the sprayed area. Thus, according to the present invention, by combining component (A) and component (E), it is possible to provide an insect repellent with improved sustained repellent effect of component (A), the insect repellent component.

[0052] Furthermore, it can be inferred from the above results that when the formulation of Example 1 is sprayed or applied directly to the target object, such as human skin or clothing, component (E) acts as an insect repellent effect duration enhancer and acts as a component that inhibits penetration and absorption into the skin or clothing. In other words, component (E) acts as a penetration and absorption inhibiting component, suppressing the penetration and absorption of component (A), which is an insect repellent component, into the skin or clothing, and is thought to allow component (A), which is an insect repellent component, to remain on the surface of the skin or clothing for a long period of time. Thus, as in the present invention, by using component (A) and component (E) in combination, the function of inhibiting the penetration and absorption of the insect repellent component into the skin or clothing is exerted, and the insect repellent component of component (A) remains on the surface of the skin or clothing, thereby improving the duration of a stable insect repellent effect over a long period of time.

[0053] These effects exhibited by the insect repellent of the present invention were discovered for the first time by the inventors through repeated experiments. The insect repellent of the present invention combines an existing insect repellent component (A) with a component (E) that enhances the persistence of the insect repellent effect. As a result, components (A) and (E) act synergistically, producing a particularly remarkable effect of improving the persistence of the insect repellent effect of component (A).

Claims

1. 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol and A silicon-containing compound and, The silicon-containing compound is The following general formula (1) 【Chemistry 1】 A silicon-containing compound represented by the formula (wherein R1 represents a hydrocarbon group having 6 or more carbon atoms, R2 and R3 represent hydrocarbon groups having 6 or fewer carbon atoms, which may be the same or different, R4 represents a divalent hydrocarbon group having 6 or fewer carbon atoms, R5, R6 and R7 represent alkyl groups or alkoxy groups having 6 or fewer carbon atoms, which may be the same or different, and X represents a halogen ion or an organic carbonyl oxyion.) The silicon-containing compound represented by the above general formula (1) contains a silane compound that can covalently bond with oxygen, An insect repellent in which the silicon-containing compound represented by the above general formula (1) is octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride.

2. The blending ratio of the aforementioned 1-(2-hydroxy-4-methylcyclohexyl)-1-methylethanol is 0.1 to 20% by weight, The insect repellent according to claim 1, wherein the blending ratio of the silicon-containing compound is 0.01 to 20% by weight.

3. An insect repellent according to Claim 1 or Claim 2, wherein the duration of the insect repellent effect is improved by octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, which is the silicon-containing compound.

4. A method for extending the insect repellent effect of an insect repellent according to Claim 1 or Claim 2, comprising the step of incorporating octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, which is the silicon-containing compound.

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