Insect repellent composition for textile treatment
By adding diol compounds with both polar and low-polar structures to a water-based repellent, the adhesion of insect repellent components to fibers is improved, resulting in superior repellent effects on textile products.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- DAINIHON JOCHUGIKU CO LTD
- Filing Date
- 2026-04-17
- Publication Date
- 2026-07-29
AI Technical Summary
Water-containing pest repellent compositions exhibit reduced effectiveness when applied to fibers like cotton and rayon due to decreased adhesion of low-polarity insect repellent components to fibers with highly polar functional groups.
Incorporating diol compounds with both highly polar and low-polar structures as binders in a water-based insect repellent composition to enhance adhesion of insect repellent components to fibers such as cotton and rayon.
The composition achieves excellent insect repellent effects on textile products by improving the adhesion of insect repellent components, thereby enhancing the overall efficacy.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a pest repellent composition for fiber treatment.
Background Art
[0002] Various pest repellent compositions containing water for treating fiber products have been studied. For example, in Patent Document 1, there is disclosed a pest repellent composition for pests, particularly mites, which has an excellent repellent effect against pests, particularly mites, has high safety, has appropriate persistence of a pest repellent component as an active ingredient, and can be used as an aqueous composition.
[0003] Further, in Patent Document 2, there is disclosed a pest repellent for fiber products, which is characterized by containing an extract of one or more plants selected from the group consisting of plants belonging to the genus Artemisia, plants belonging to the genus Houttuynia, plants belonging to the genus Chamaecyparis, and plants belonging to the genus Sasa, and a lower alcohol and water.
Prior Art Documents
Patent Documents
[0004]
Patent Document 1
Patent Document 2
Summary of the Invention
Problems to be Solved by the Invention
[0005] As a result of the study by the present inventors, it has been found that these pest repellent compositions containing water have a problem that when they are applied to fiber products containing fibers such as cotton, polyurethane, and rayon, the pest repellent effect is significantly reduced as compared with pest repellent compositions containing no water.
[0006] Therefore, the present invention aims to provide a water-containing insect repellent composition for textile treatment that exhibits excellent insect repellent effects when applied to textile products. [Means for solving the problem]
[0007] To solve the aforementioned problems, the present inventors diligently investigated the addition of components to improve the insect-repellent effect when applied to textile products in a water-containing insect-repellent composition. As a result, they discovered that adding a component having a specific chemical structure improves the insect-repellent effect when applied to textile products, leading to the completion of the present invention.
[0008] In other words, the present invention has found that the following configuration is highly effective in achieving the aforementioned objective. (1)(A) Insect repellent components, (B) Diol compounds (excluding p-menthane-3,8-diol) and (C) A fiber treatment insect repellent composition containing water. (2) The insect repellent composition for fiber treatment according to (1), wherein the (A) insect repellent component comprises one or more selected from the group consisting of picaridin, DEET, ethyl 3-(Nn-butyl-N-acetyl)aminopropionate, p-menthane-3,8-diol, and phenothrin. (3) The (B) diol compound (excluding p-menthane-3,8-diol) comprises one or more selected from the group consisting of 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, dipropylene glycol, glycerin monocaprate, glycerin monolaurate, glycerin monocaprylate, polyethylene glycol, and polypropylene glycol, as described in (1) or (2). (4) The fiber is a fiber insect repellent composition according to any one of (1) to (3), wherein the fiber comprises a fiber having a hydroxyl group or a urethane bond. (5) The fiber treatment insect repellent composition according to any one of (1) to (4), wherein the fiber comprises one or more selected from the group consisting of cotton, polyurethane, and rayon. (6) The insect repellent composition for fiber treatment according to any one of (1) to (5), wherein the insect pest is one or more selected from the group consisting of mosquitoes, black flies, stable flies, houseflies, ticks, bed bugs, horseflies, leeches, chiggers, midges, drain flies, and indoor dust mites. [Effects of the Invention]
[0009] According to the present invention, it is possible to provide a water-containing insect repellent composition for textile treatment that exhibits excellent insect repellent effects when applied to textile products. [Modes for carrying out the invention]
[0010] The present invention describes the insect repellent composition for fiber treatment. However, the present invention is not intended to be limited to the embodiments and examples described below. In this specification, the unit of content "w / v%" is synonymous with "g / 100ml". Also, when there is a range notation "~" in this specification, it includes both the upper and lower limits.
[0011] [Insect repellent composition for textile treatment] The insect repellent composition for fiber treatment of the present invention is (A) Insect repellent components, (B) Diol compounds (excluding p-menthane-3,8-diol) and (C) This is an insect repellent composition for textile treatment containing water, and when applied to textile products, especially textile products containing fibers such as cotton, polyurethane, and rayon, it exhibits excellent insect repellent effects.
[0012] Since fibers such as cotton, polyurethane, and rayon have highly polar functional groups such as hydroxyl groups and urethane bonds in their molecules, it is presumed that when treated with a fiber treatment insect repellent composition containing (C) water, hydration occurs in the highly polar functional groups, further reducing the compatibility between the low-polarity (A) insect repellent component and the fiber. Therefore, it is thought that the adhesion of (A) insect repellent component to the fiber decreases, resulting in a reduced insect repellent effect.
[0013] Therefore, it is presumed that by adding (B) diol compounds (excluding p-menthane-3,8-diol) which possess both a highly polar structure (two hydroxyl groups) and a low-polar structure (e.g., hydrocarbon structure, ether structure, ester structure, etc.), the (B) diol compounds (excluding p-menthane-3,8-diol) act as a binder, enhancing the adhesion of (A) insect repellent components to fibers and resulting in an excellent insect repellent effect.
[0014] ((A) Insect repellent component) The (A) insect repellent component used in the present invention is a variety of synthetic or natural compounds that exhibit a repellent effect against insects and have low polarity. For example, picaridin (1-methylpropyl 2-(2-hydroxyethyl)-1-piperidinecarboxylate (sometimes called "2-(2-hydroxyethyl)-1-piperidinecarboxylic acid 1-methylpropyl"), DEET (sometimes called "N,N-diethyl-m-toluamide"), 3-(Nn-butyl-N-acetyl)aminopropionate ethyl ester (sometimes called "butylacetylaminopropionate ethyl" or "IR3535"), p-menthane-3,8-diol (sometimes called "PMD"), butyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate, n-hexyltriethylene glycol monoether, methyl 6-n-pentyl-cyclohexene-1-carboxylate, dimethylphthalate, eucalyptol, menthol, menthyl acetate, α-pinene, geraniol, citronellal, citronellol, citral, terpineol, camphor, linalool, carvone, dioctyl phthalate, dibutyl phthalate, naphthalene, and essential oils and extracts from citronella, peppermint, cedarwood, lavender, tea tree oil, cinnamon, camphor, lemongrass, clover, thyme, geranium, bergamont, laurel, pine, red peach, venyroyal, eucalyptus, Indian sedan, etc., as well as pyrethroid compounds such as pyrethrin, allethrin, phthalthrin, resmethrin, flamethrin, phenothrin, permethrin, cyphenothrin, prallethrin, etofenprox, empenthrin, transfluthrin, metofluthrin, profluthrin, etc., can be used as (A) insect repellent components. These (A) insect repellent components can be used individually or in combination of two or more.
[0015] (A) The insect repellent component preferably contains one or more selected from the group consisting of picaridin, DEET, 3-(Nn-butyl-N-acetyl)aminopropionate ethyl ester, p-menthane-3,8-diol, and phenothrin, from the viewpoint of versatility and effectiveness, and more preferably contains one or more selected from the group consisting of picaridin, DEET, 3-(Nn-butyl-N-acetyl)aminopropionate ethyl ester, and p-menthane-3,8-diol.
[0016] From the viewpoint of exhibiting the effects of the present invention, the lower limit of the content of (A) insect repellent component relative to the total amount of the insect repellent composition for fiber treatment is preferably 0.5 w / v% or more, more preferably 0.8 w / v% or more, and the upper limit of the content of (A) insect repellent component relative to the total amount of the insect repellent composition for fiber treatment is preferably 30 w / v% or less, more preferably 15 w / v% or less.
[0017] ((B) Diol compounds (excluding p-menthane-3,8-diol)) The (B) diol compounds used in the present invention (excluding p-menthane-3,8-diol) are hydrocarbon compounds having two hydroxyl groups in their molecule. They possess both a highly polar structure (two hydroxyl groups) and a low-polarity structure (e.g., hydrocarbon structure, ether structure, ester structure, etc.), acting as a binder to enhance the adhesion of (A) insect repellent components to fibers, and exhibiting excellent insect repellent effects.
[0018] For example, 1,2 - propylene glycol, 1,3 - propylene glycol, 1,2 - butylene glycol, 1,3 - butylene glycol, 1,2 - pentanediol, 1,2 - hexanediol, dipropylene glycol, glycerin monocapric acid ester, glycerin monolauric acid ester, glycerin monocaprylic acid ester, polyethylene glycol (average molecular weight 200 - 4000), polypropylene glycol (average molecular weight 200 - 4000), etc. can be mentioned, and one kind or a combination of two or more kinds can be used. Among them, one kind or two or more kinds selected from the group consisting of 1,2 - propylene glycol, 1,3 - propylene glycol, 1,2 - butylene glycol, 1,3 - butylene glycol, 1,2 - pentanediol, 1,2 - hexanediol, diethylene glycol, dipropylene glycol, glycerin monocapric acid ester, glycerin monolauric acid ester, glycerin monocaprylic acid ester are preferred, and one kind or two or more kinds selected from the group consisting of 1,3 - butylene glycol, dipropylene glycol, glycerin monocapric acid ester are particularly preferred.
[0019] The lower limit of the content of (B) diol compound (excluding p - menthane - 3,8 - diol) with respect to the total amount of the pest - repellent composition for fiber treatment is preferably 0.5 w / v% or more, preferably 0.7 w / v% or more, preferably 1.0 w / v% or more, preferably 1.5 w / v%, preferably 2.0 w / v% or more from the viewpoint of exerting the effects of the present invention. The upper limit of the content of (B) diol compound (excluding p - menthane - 3,8 - diol) with respect to the total amount of the pest - repellent composition for fiber treatment is preferably 80 w / v% or less, preferably 60 w / v% or less, preferably 30 w / v% or less, preferably 20 w / v% or less, preferably 15 w / v% or less.
[0020] ((C) Water) The (C) water used in the present invention is not particularly limited, and examples thereof include purified water such as ion-exchanged water and reverse osmosis membrane water, ordinary tap water, industrial water, deep ocean water, and the like. The lower limit of the content of (C) water with respect to the total amount of the pest repellent composition for fiber treatment is preferably 5 w / v% or more, preferably 10 w / v% or more, preferably 20 w / v% or more, and the upper limit of the content of (C) water with respect to the total amount of the pest repellent composition for fiber treatment is preferably 80 w / v% or less, preferably 75 w / v% or less, preferably 70 w / v% or less.
[0021] The pest repellent composition for fiber treatment of the present invention is prepared by blending the above components, and as other components, if necessary, organic solvents, pH adjusters, nonionic surfactants, anionic surfactants, cationic surfactants, antioxidants such as butylhydroxytoluene, stabilizers such as sodium edetate and ascorbic acid, inorganic powders such as talc and silicic acid, bactericides (mildew inhibitors), deodorants, fragrances (perfumes), pigments, feel improvers, UV absorption inhibitors, etc., thickeners, and gelling agents are blended.
[0022] The organic solvent is not particularly limited, and examples thereof include ketone solvents such as acetone, methyl ethyl ketone, diethyl ketone, and cyclohexanone; alcohol solvents such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, and 2-butanol; glycol ether solvents such as diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, and phenoxyethanol; hydrocarbon solvents such as toluene, xylene, normal hexane, n-paraffin, and isoparaffin; ester solvents such as ethyl acetate, butyl acetate, amyl acetate, and ethyl lactate. Although not limited, among these, alcohol solvents or glycol ether solvents are preferably used.
[0023] The pH adjuster is not particularly limited, and examples thereof include citric acid, sodium citrate, sodium hydrogen carbonate, triethanolamine, ammonia, potassium hydroxide, sodium hydroxide, and the like.
[0024] Examples of nonionic surfactants include polyoxyethylene hydrogenated castor oil (POE hydrogenated castor oil), polyoxyethylene alkyl ether (POE alkyl ether), polyoxyethylene alkylphenyl ether (POE alkylphenyl ether), polyoxyethylene higher fatty acid ester (POE higher fatty acid ester), polyoxyethylene sorbitan fatty acid ester (POE sorbitan fatty acid ester), polyoxyethylene glycerin fatty acid ester (POE glycerin fatty acid ester), coconut oil fatty acid diethanolamide, polyoxyethylene polyoxypropylene alkyl ether (POEPOP alkyl ether), fatty acid alkanolamide, alkylamine oxide, and the like.
[0025] Examples of thickening agents include water-soluble polymers such as carboxyvinyl polymers, polyvinyl alcohol, and polyvinylpyrrolidone; acrylic acid polymer compounds such as acrylic acid copolymers, acrylic acid / alkyl methacrylate copolymers, and alkyl acrylate / diacetone acrylamide copolymers; and polysaccharides such as alginic acid and its salts.
[0026] Examples of gelling agents include amines such as triethanolamine and tetrahydroxypropylethylenediamine, sodium hydroxide, and aminomethylpropanol.
[0027] The fibers used in the present invention are not particularly limited, but include cotton, polyurethane, rayon, polyester, nylon, polypropylene, etc. From the viewpoint of achieving the effects of the present invention, it is more preferable to include fibers having hydroxyl groups or urethane bonds, and even more preferable to include one or more selected from the group consisting of cotton, polyurethane, and rayon.
[0028] The pests in this invention are not particularly limited, but include sanitary pests such as mosquitoes, black flies, stable flies, houseflies, ticks, bed bugs, horseflies, leeches, and chiggers, as well as nuisance pests such as midges and drain flies, and indoor dust mites, with mosquitoes and / or midges being preferred.
[0029] The method for treating fibers with the insect repellent composition for fiber treatment of the present invention is not particularly limited, but examples include applying it to the fibers, or spraying or dropping it onto the fibers as a spray product, aerosol product, gel product, etc., as described later.
[0030] The insect repellent composition for fiber treatment of the present invention can be prepared in liquid form and used as a spray product by directly placing it in a spray container, or it can be used as an aerosol product by adding a propellant such as liquefied gas or compressed gas and filling it into an aerosol container. It can also be prepared in gel form and used as a gel product by placing it in a gel container. Of these, it is preferable to use it by placing it in a spray container or a gel container. Any known spray container or gel container can be used.
[0031] The amount dispensed when used as a spray is not particularly limited, but it is preferably 0.1 to 2.0 mL per push, and more preferably 0.2 to 1.5 mL. [Examples]
[0032] The present invention will be described in more detail below with reference to examples, but the present invention is not limited in any way to these examples.
[0033] [Manufacturing example] (A) 0.8 g (0.8 w / v%) of DEET, an insect repellent component; (B) 10 g (10 w / v%) of dipropylene glycol, a diol compound (excluding p-menthane-3,8-diol); (C) 50 g (50 w / v%) of deionized water; and anhydrous ethanol were mixed in a balanced manner to produce 100 mL of the insect repellent composition for fiber treatment of Example 1.
[0034] Furthermore, by blending each component as shown in Table 1, and otherwise following the same procedure as in Example 1, the insect repellent compositions for fiber treatment of Examples 2-6 and Comparative Examples 1-6 were produced.
[0035] [Mosquito repellent efficacy test (establishment prevention, modified glass box method)] Two pieces of 100% cotton fiber, cut to 24 x 30 cm, were uniformly dripped with 0.9 mL of the insect repellent composition for fiber treatment from Example 1, and air-dried for 30 minutes. Of the four 24 x 24 cm glass plates, two were covered with the test agent-treated cloth (treated group), and the remaining two were covered with untreated cloth (untreated group). A box was constructed using the four glass plates so that the treated and untreated groups alternated. The box was placed on white paper, and the top was covered with a mesh. Test insects (20 adult female Culex pipiens) were released into the box, and the distribution of the test insects was observed within 60 minutes. The repellency rate was calculated using the following formula 1. The same tests were conducted for Examples 2-6 and Comparative Examples 1-6, and the test results are shown in Tables 1 and 2.
[0036] [Formula 1] Repellency rate (%) = {[Total number of insects anchored in the untreated area - Total number of insects anchored in the treated area] / [Total number of insects anchored in the untreated area]} × 100
[0037] [Table 1]
[0038] In Table 1 above, DPG represents dipropylene glycol, 1,3-BG represents 1,3-butylene glycol, monocaprine represents glycerin monocaprate ester, and PPG2000 represents polypropylene glycol 2000.
[0039] [Table 2]
[0040] In Table 2 above, DPG represents dipropylene glycol, 1,3-BG represents 1,3-butylene glycol, monocaprine represents glycerin monocaprate ester, and PPG2000 represents polypropylene glycol 2000.
[0041] The test results showed that Examples 1 to 6, which are insect repellent compositions for fiber treatment containing (A) an insect repellent component, (B) a diol compound (excluding p-menthane-3,8-diol), and (C) water, exhibit superior insect repellent effects when applied to fibers, especially cotton fibers, compared to Comparative Examples 1 to 2, which do not contain (B) a diol compound (excluding p-menthane-3,8-diol), and Comparative Examples 3 to 6, which do not contain (A) an insect repellent component.
Claims
[Claim 1] (A) Insect repellent components, (B) Diol compounds (excluding p-menthane-3,8-diol) and (C) A fiber treatment insect repellent composition containing water.