Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
  • A01P7/00—Arthropodicides
  • A01P7/04—Insecticides

Definitions

• the present invention relates to a pest control composition containing an insecticidal component, and a method for photostabilizing the insecticidal component.
• Hanging-type pest control products are extremely easy to use, as they are effective all year round with just a single hanging.
• hanging-type products require a formulation for each window, meaning that many formulations are needed in places with many windows, which is disadvantageous in terms of cost.
• One method for preventing flying pests from entering indoors is to use a formulation that treats curtains or window glass with an insecticidal ingredient.
• a formulation can prevent flying pests from entering indoors in multiple locations. Since curtains often come into contact with people, it is desirable for the insecticidal ingredient to be highly safe for humans, and pyrethroid insecticidal ingredients are suitable, as they have high insecticidal activity against insects in minute amounts, while being safe for warm-blooded animals.
• pyrethroid compounds are known to be easily decomposed, being susceptible to the effects of heat, light and even oxidation by oxygen. This ease of decomposition means that the drug does not accumulate, resulting in greater safety.
• pyrethroid compounds also need to be stable, and various measures have been taken to achieve this.
• the addition of compounds known as light stabilizers is one method that is simple and can be expected to provide a certain level of light stabilization.
• the addition of benzophenone derivatives is known to increase the light stability of pyrethroid compounds.
• Patent Document 1 discloses that surfactants such as polyoxyethylene alkylamino ether, polyoxyethylene castor oil, and polyoxyethylene propylene glycol monooleate are useful as light and/or ultraviolet stabilizers for pyrethroid compounds.
• Patent Document 2 describes that adding an alkane or cycloalkane that is liquid at room temperature to a cyclopropane carboxylate derivative can increase its light stability and thereby increase the durability of its effectiveness.
• Patent Document 3 describes that certain carboxylate esters are useful as light stabilizers for pyrethroid compounds.
• the present invention aims to provide a pest control composition that has excellent pest control effects and is capable of suppressing photodecomposition of the pest control component, and a method for photostabilizing the pest control component.
• the inventors conducted extensive research to improve the photostability of an insecticidal component attached to a target surface, and discovered that by containing a specific insecticidal component and one or more selected from N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide in a fixed concentration ratio, and by setting the amount of the insecticidal component attached to the target surface to a fixed amount or more when applying the pest control composition to the target surface, it is possible to improve the photostability of the insecticidal component attached to the target surface, and to obtain a pest control composition and a method for photostabilizing an insecticidal component with excellent durability of insecticidal and insect repellent effects.
• a pest control composition which contains (A) one or more pest control ingredients selected from furamethrin, resmethrin, cyfluthrin, fenothrin, permethrin, cyphenothrin, cypermethrin, allethrin, prallethrin, imiprothrin, momfluorothrin, transfluthrin, and dinotefuran, and (B) one or more ingredients selected from N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide as a pest control ingredient, and which is applied in a predetermined amount to a target surface, wherein the concentration ratio (B)/(A) of the photostabilizing ingredient (B) to the pest control ingredient (A) is 0.1 or more,
• a method for photostabilizing a pest control component after applying a pest control composition containing (A) one or more pest control components selected from furamethrin, resmethrin, cyfluthrin, fenothrin, permethrin, cyphenothrin, cypermethrin, allethrin, prallethrin, imiprothrin, momfluorothrin, transfluthrin, and dinotefuran as pest control components, and (B) one or more pest control components selected from N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide to a target surface, wherein the concentration ratio (B)/(A) of the pest control component (B) to the pest control component (A) is 0.1 or more, and the amount of the pest control component (A) adhering to the target surface is 0.01 [g/ m2
• the present invention can provide a pest control composition and a method for photostabilizing a pest control component that has excellent photostability and excellent durability of the insecticidal and insect-repellent effects when attached to a target surface such as a fabric product such as a curtain or window glass.
• the pest control composition of the present invention contains (A) a pest control component and (B) one or more selected from N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide. Each of these is explained below.
• the pest control component (A) is an active ingredient that is blended to control pests.
• the control of pests refers to a combination of a repellent effect that suppresses the contact and approach of pests to a target surface treated with the pest control composition, and an insecticidal effect that kills pests that come into contact with the target surface.
• the pest control component (A) that is incorporated into the pest control composition of the present invention includes pyrethroid compounds such as furamethrin, resmethrin, cyfluthrin, fenothrin, permethrin, cyphenothrin, cypermethrin, allethrin, prallethrin, imiprothrin, momfluorothrin, and transfluthrin, and the non-pyrethroid compound dinotefuran.
• pyrethroid compounds such as furamethrin, resmethrin, cyfluthrin, fenothrin, permethrin, cyphenothrin, cypermethrin, allethrin, prallethrin, imiprothrin, momfluorothrin, and transfluthrin, and the non-pyrethroid compound dinotefuran.
• allethrin, furamethrin, fenothrin, transfluthrin, and dinotefuran are more preferred.
• fenothrin is particularly preferred because it is extremely safe for the human body and is also used as a pest control ingredient for humans.
• the content of the pest control component (A) in the total amount of the pest control composition is preferably 0.01 to 70 [w/v%], more preferably 0.05 to 50 [w/v%], and even more preferably 0.1 to 40 [w/v%].
• Component (B) The compounds (B) N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide contained in the pest control composition of the present invention are known as synergists that enhance the insecticidal activity of pyrethroid compounds. However, the fact that N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide and piperonyl butoxide suppress the photodecomposition of a specific pest control ingredient was discovered for the first time by the present inventors.
• the concentration ratio (B/A) of the pest control component (B) to the pest control component (A) is set to be 0.1 or more, it is possible to significantly improve the photostability of the pest control component (A) when the pest control composition is applied to a target surface, as shown in the examples described later.
• the concentration ratio (B/A) is preferably 0.1 or more and 50 or less, more preferably 0.2 or more and 10 or less, even more preferably 0.25 or more and 8 or less, and particularly preferably 1 or more and 5 or less. If the concentration ratio (B/A) is 0.1 or less, the repellent effect against pests may not last for one week, and if it is 50 or more, the amount of component (B) relative to the pest control component (A) will be extremely high, causing stickiness due to component (B) and possibly causing discomfort when touching the target surface treated with the pest control component.
• the pest control composition of the present invention may also contain, as appropriate, solvents, surfactants, repellents, fragrances, propellants, antibacterial agents, antifungal agents, deodorizers, stabilizers, antistatic agents, antifoaming agents, excipients, and the like, within limits that do not impair the effects of the present invention.
• Solvents include, for example, aromatic or aliphatic hydrocarbons (xylene, alkylnaphthalene, phenylxylylethane, kerosene, normal paraffin, isoparaffin, diesel, hexane, cyclohexane, etc.), alcohols (methanol, ethanol, isopropyl alcohol, butanol, hexanol, benzyl alcohol, ethylene glycol, etc.), ethers (diethyl ether, ethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, tetrahydrofuran, etc.), esters (ethyl acetate, butyl acetate, etc.), ketones (acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.), nitriles (acetonitrile
• Repellents include DEET, ethyl butylacetylaminopropionate (IR3535), p-menthane-3,8-diol, and icaridin.
• Surfactants include ethers such as polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, and polyoxyethylene alkylamino ethers; fatty acid esters such as polyethylene glycol fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and polyoxyethylene glycerin fatty acid esters; and nonionic surfactants such as polyoxyethylene styrenated phenol and polyalkanolamide of fatty acid.
• ethers such as polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, and polyoxyethylene alkylamino ethers
• fatty acid esters such as polyethylene glycol fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and polyoxyethylene glycerin fatty acid esters
• nonionic surfactants such as polyoxyethylene
• Fragrances include, but are not limited to, aromatic components such as orange oil, lemon oil, lavender oil, peppermint oil, eucalyptus oil, citronella oil, lime oil, yuzu oil, jasmine oil, cypress oil, green tea essential oil, limonene, ⁇ -pinene, linalool, geraniol, phenylethyl alcohol, amylcinnamic aldehyde, cuminaldehyde, and benzyl acetate, as well as fragrance components containing leaf alcohol and leaf aldehyde, known as the "scent of greenery.”
• aromatic components such as orange oil, lemon oil, lavender oil, peppermint oil, eucalyptus oil, citronella oil, lime oil, yuzu oil, jasmine oil, cypress oil, green tea essential oil, limonene, ⁇ -pinene, linalool, geraniol, phenylethyl alcohol,
• the propellant is blended when the pest control composition is used as an aerosol agent.
• the propellant is not particularly limited, but examples thereof include liquefied gases such as liquefied petroleum gases (LPG) such as propane, normal butane, and isobutane, dimethyl ether (DME), and hydrofluoroolefins such as HFO1234ze, as well as compressed gases such as nitrogen gas, carbon dioxide gas, nitrous oxide, and compressed air.
• LPG liquefied petroleum gases
• DME dimethyl ether
• HFO1234ze hydrofluoroolefins
• compressed gases such as nitrogen gas, carbon dioxide gas, nitrous oxide, and compressed air.
• Antibacterial agents include phenolic bacteria control components such as isopropylmethylphenol (IPMP), carvacrol, thymol, triclosan, methylparaben, ethylparaben, propylparaben, butylparaben, 4-chloro-3,5-dimethylphenol, orthophenylphenol, o-cresol, m-cresol, and p-cresol, benzalkonium salts such as benzalkonium chloride, benzalkonium methosulfate, and benzalkonium organic acid salts, benzethonium salts such as benzethonium chloride, benzethonium methosulfate, and benzethonium organic acid salts, cetylpyridinium salts such as cetylpyridinium chloride, cetylpyridinium methosulfate, and cetylpyridinium organic acid salts, didecyldimethylammonium salts such as didec
• chlorhexidine salts such as chlorhexidine hydrochloride
• chlorhexidine-based bacterial control ingredients such as chlorhexidine, octadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, dodecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, dodecyldiisopropyl(3-triethoxysilylpropyl)ammonium chloride, tetradecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, tetradecyldiethyl(3-triethoxysilylpropyl)ammonium chloride, tetradecyldi-n-propyl(3-triethoxysilylpropyl)ammonium chloride, pentadecyldimethyl(3-triethoxysilylpropyl)ammonium chloride, pen
• Fungicides include phenolic fungicide components such as isopropylmethylphenol (IPMP), carvacrol, thymol, triclosan, methylparaben, ethylparaben, propylparaben, butylparaben, 4-chloro-3,5-dimethylphenol, orthophenylphenol, o-cresol, m-cresol, and p-cresol; benzalkonium salts such as benzalkonium chloride, benzalkonium methosulfate, and benzalkonium organic acid salts; benzethonium salts such as benzethonium chloride, benzethonium methosulfate, and benzethonium organic acid salts; cetylpyridinium salts such as cetylpyridinium chloride, cetylpyridinium methosulfate, and cetylpyridinium organic acid salts; didecyldimethylammonium salts such as did
• Deodorants include plant extracts such as sugar cane, persimmon, ginkgo, fig, forsythia, tea, bamboo, wood sorrel, Houttuynia cordata, hemlock, black pine, larch, red pine, paulownia, holly, osmanthus, lilac, sweet osmanthus, butterbur, Japanese silverleaf, chestnut, alder, oak, pomegranate, fern, Japanese laurel, persimmon, plantain, mugwort, Japanese maple, crape myrtle, Japanese bush clover, and Japanese jasmine, fern, aspen, fraxinus melo, and Chinese laurel.
• sugar cane extract, persimmon extract, ginkgo extract, fig extract, forsythia extract, and green tea extract are preferred.
• the formulation of the pest control composition of the present invention is preferably an aerosol agent sealed in an aerosol container equipped with a spray device, or a pump spray agent filled in a container equipped with a pump spray, and is particularly preferably a pump spray agent.
• the particle diameter is large, so that the adhesion to the target surface is high, and the scattering of particles can be suppressed.
• the inhalation irritation to workers is reduced, and the contamination of the floor surface can also be suppressed.
• the treatment method using a pump spray it is preferable to spray 4 to 20 times per 1 m2 of the target surface, and more preferably 8 to 15 times. If the number of sprays is less than 4, the drug may be easily adhered unevenly. If the number of sprays is more than 20, the amount of drug adhered may be too much and the target surface may become sticky.
• the trigger spray that sprays a large amount per spray, the drug can be evenly adhered to the target surface even with a small number of sprays by moving the pump spray up and down or left and right while spraying.
• the distance between the spray and the target surface is preferably 10 to 50 cm, and more preferably 20 to 40 cm. If the distance between the spray and the target surface is less than 10 cm, the chemical will reach the target surface before diffusing, which can lead to uneven adhesion of the chemical. If the distance between the spray and the curtain is more than 50 cm and the force of the pump spray is weak, the chemical may not reach the target surface and may fall onto the floor, contaminating the floor.
• a highly volatile solvent is preferred.
• an alcohol-based solvent is preferred, and ethanol, which has no unpleasant odor and is highly volatile, is particularly preferred.
• Water may be added in addition to ethanol, but from the viewpoint of quick drying, the amount of water is preferably 70 w/v % or less, more preferably 40 w/v % or less, and particularly preferably 20 w/v % or less. If the amount of water is more than 70 w/v %, it may be difficult to dry on the target surface, and the agent may be more likely to drip. In addition, the solubility of (A) the pest control component and (B) the light stabilizing component may also be reduced.
• the pest control composition of the present invention is effective against various pests, such as harmful insects and arthropods such as mites, and specific examples thereof include the following:
• Dipteran pests Culex pipiens pallens, Culex tritaeniorhynchus, and other Culex pipiens, Aedes mosquitoes, Aedes aegypti, Aedes albopictus, and other Anopheles mosquitoes, Chironomids, House flies, Musca domestica, Musca domestica, and other House flies, Blow flies, Flesh flies, Seed flies, Onion flies, and other Flower flies, Fruit flies, Leafminers, Drosophila melanogaster, Moth flies, Flea flies, Horseflies, Black flies, Stable flies, Midges, and the like; Dictyoptera pests: German cockroach, Smoky brown cockroach, American cockroach, Brown cockroach, Oriental cockroach, etc.; Hymenoptera pests: ants, hornets, ant wasps, sawflies
• flying pests such as dipteran pests such as mosquitoes, Aedes, Anopheles, midges, and moth flies, hemipteran pests such as planthoppers and stink bugs, and lepidopteran pests such as moths and box moths.
• the adhesion of the pest control component (A) to the target surface is excellent, the stability of the pest control component (A) against light is improved, and the control effect lasts for a long period of time.
• the adhesion amount of the pest control component (A) to the target surface needs to be 0.01 [g/m 2 ] or more. If the adhesion amount of the pest control component (A) to the target surface is less than 0.01 [g/m 2 ], the light stabilization effect of the pest control component (A) by the component (B) is reduced.
• a pest control composition for use in present invention 1 was prepared by diluting 1 g of dl-d-T80-allethrin (manufactured by Sumitomo Chemical Co., Ltd.) as the pest control component (A) and 1.1 g of N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide (MGK-264) as the component (B) to a final volume of 100 mL with ethanol.
• dl-d-T80-allethrin manufactured by Sumitomo Chemical Co., Ltd.
• MGK-264 N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide
• Example 1 Using the pest control composition produced in Example 1, the following tests were carried out on the adhesion of the pest control component (A) and the photostabilizing effect of the pest control component (A) by the component (B).
• the petri dish was stored for a specified time under UV lamp irradiation. During this time, the illuminance was recorded with a luminometer. An internal standard (IS) solution was placed in the petri dish, and the inside of the dish was washed with acetone to prepare an analytical sample. Components (A) and (B) in the analytical sample were quantified by gas chromatography. The ratio (C/D) of the residual rate C (%) of component (A) in present inventions 1 to 11 and comparative examples 1 and 2 to the residual rate D (%) of component (A) in the control was calculated. Note that when component (A) could not be detected, the residual rates C and D of component (A) were set to 3>.
• the evaluation criteria were as follows: ⁇ if the ratio (C/D) of residual rate C (%) to residual rate D (%) was 5.0 or more, ⁇ if it was 2.0 or more but less than 5.0, and ⁇ if it was less than 2.0 or C was 3> (undetectable).
• the test results are shown in Tables 1 and 2 together with the formulation of the pest control composition, the amount of component (A) attached, the concentration ratio of component (B) to component (A) (B/A), UV lamp exposure time, and the residual rates C and D of component (A).
• Comparative Example 1 in which the concentration ratio (B/A) was 0.001, the ratio (C/D) of the residual rate C (%) to the residual rate D (%) after UV lamp irradiation was 1.6, and the decomposition inhibition effect was lower than in Inventions 1 to 11.
• Comparative Example 2 in which d-T80-phthalthrin was blended as component (A), the ratio (C/D) of the residual rate C (%) to the residual rate D (%) after UV lamp irradiation was 0.7, and the decomposition inhibition effect was lower than in the control.
• the treated glass and treated curtain were placed near a window and exposed to natural light for a specified period of time. During this time, the illuminance was recorded using a light meter. After exposure, an internal standard (IS) solution was placed in the petri dish, and the inside of the dish was washed with acetone to prepare the analysis sample. After exposure, the curtain was placed in a glass bottle, and the internal standard (IS) solution and acetone were added, followed by ultrasonic extraction. The solvent was removed using an evaporator, and the curtain was dissolved in acetone to prepare the analysis sample. Components (A) and (B) in the analysis sample were quantified using gas chromatography.
• the light stability of component (A), fenothrin, was evaluated using the same evaluation criteria as in Tables 1 and 2.
• the test results are shown in Tables 3 and 4 together with the formulation of the pest control composition, the amount of component (A) attached, the concentration ratio of component (B) to component (A) (B/A), the exposure time to natural light, and the remaining rates C and D of component (A).
• Table 3 shows the results when the glass (petri dish) was treated
• Table 4 shows the results when the curtain was treated.
• inventions 12 to 16 which were particularly exposed to natural light for 7 days, showed an excellent decomposition inhibitory effect, with the ratio (C/D) of the residual rate C (%) to the residual rate D (%) after exposure to natural light being 5.0 or more.
• the ratio (C/D) of the residual rate C (%) to the residual rate D (%) after exposure to natural light being 5.0 or more.
• the present invention is a pest control composition that has excellent light stabilization effects for pest control components that adhere to a target surface, and is particularly suitable for use as a pump spray or aerosol agent for applying pest control components to curtains or window glass. It can also be used on other fabric products and building exterior walls that are used in places exposed to a lot of light.

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• Life Sciences & Earth Sciences (AREA)
• Wood Science & Technology (AREA)
• Environmental Sciences (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Engineering & Computer Science (AREA)
• Zoology (AREA)
• Health & Medical Sciences (AREA)
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• Agronomy & Crop Science (AREA)
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• Agricultural Chemicals And Associated Chemicals (AREA)

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Citations (10)

• 2024
  • 2024-04-08 JP JP2025516674A patent/JPWO2024225003A1/ja active Pending
  • 2024-04-08 WO PCT/JP2024/014268 patent/WO2024225003A1/ja not_active Ceased
  • 2024-04-11 TW TW113113476A patent/TW202448326A/zh unknown

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