WO2013099714A1 - Composition for pest control aerosol and pest control method - Google Patents

Composition for pest control aerosol and pest control method Download PDF

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Publication number
WO2013099714A1
WO2013099714A1 PCT/JP2012/082851 JP2012082851W WO2013099714A1 WO 2013099714 A1 WO2013099714 A1 WO 2013099714A1 JP 2012082851 W JP2012082851 W JP 2012082851W WO 2013099714 A1 WO2013099714 A1 WO 2013099714A1
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Prior art keywords
pest control
pests
composition
aerosol
hlb value
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PCT/JP2012/082851
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French (fr)
Inventor
Masahiro Yamada
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Sumitomo Chemical Company, Limited
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Publication of WO2013099714A1 publication Critical patent/WO2013099714A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Definitions

  • the present invention relates to a composition for a pest control aerosol and a pest control method.
  • composition for a pest control aerosol which contains an ester compound represented by the following formula (1) , a saturated hydrocarbon solvent and a propellant has a pest control effect (see, for example, Patent Document 1).
  • Patent Literature 1 JP-A-2008-273944
  • An object of the present invention is to provide a composition for a pest control aerosol and a pest control method each of which, has an excellent pest control effect.
  • the present inventors have made extensive and intensive studies for the purpose of finding a composition for an aerosol which has an excellent pest control effect. As a result, it was found that a composition for a pest control aerosol which contains an ester compound represented by the following formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant has an excellent pest control effect. This finding lead to the accomplishment of the present invention.
  • the constitution of the present invention is as follows.
  • a composition for a pest control aerosol containing an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant.
  • composition for a pest, control aerosol according to item [1], wherein the ester compound represented by formula (1) is contained in an amount of 0.001 to 3% by weight, the saturated hydrocarbon solvent is contained in an amount of 10 to 90% by weight, the silicone compound is contained in an amount of 0.01 to 3% by weight, and the propellant is contained in an amount of 4 to 90% by weight.
  • composition for a pest control aerosol according to item [1] or [2], wherein the silicone compound is a polyether-modified silicone.
  • composition for a pest control aerosol according to item. [3], wherein the polyether-modified silicone has an HLB value of 1 to 15.
  • a pest control method including spraying an effective amount of a composition for a pest control aerosol which contains an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant onto a pest or a habitat of the pest.
  • composition for a pest control aerosol according to the present invention has an excellent pest control effect.
  • composition for a pest control aerosol contains an ester compound represented by formula (1) (sometimes referred to as a "present ester compound”, hereinafter), a saturated hydrocarbon solvent, a silicone compound and a propellant.
  • The. present ester compound can be produced by a method as disclosed in, for example, JP-A-2004-2363.
  • the present ester compound has isomers derived from two asymmetric carbon atoms on a cyclopropane ring and a double bond in a substituent that is substituted in the cyclopropane ring.
  • a mixture of active isomers at an arbitrary proportion can be used.
  • Examples of the present ester compound include
  • the content of the present ester compound in the composition for a pest control aerosol according to the present invention is generally 0.001 to 3% by weight, preferably 0.01 to 2% by weight.
  • the saturated hydrocarbon solvent to be used is one which generally has an initial boiling point of 150°C or higher and a 95% distillation temperature of 300°C or lower.
  • a saturated hydrocarbon solvent having an initial boiling point of 150°C or higher and a dry point of 300°C or lower may also be used.
  • saturated hydrocarbon solvent examples include Isopar G (manufactured by Exxon Mobile Corporation, initial boiling point : 160°C, dry point: 176°C), Isopar L (manufactured by Exxon Mobile Corporation, initial boiling point: 189°C, dry point: 207°C) , Isopar H (manufactured by Exxon Mobile Corporation, initial boiling point: 178°C, dry point: 188°C) , Isopar M (manufactured by Exxon Mobile Corporation, initial boiling point: 223°C, dry point: 254°C) , Norpar 13 (manufactured by Exxon Mobile Corporation, initial boiling point: 222°C, dry point: 242°C) , Norpar 15 (manufactured by Exxon Mobile Corporation, initial boiling point :
  • Exxsol D40 (manufactured by Exxon Mobile Corporation, initial boiling point: 164°C, dry point: 192°C)
  • Exxsol D60 (manufactured by Exxon Mobile Corporation, initial boiling point : 187°C, dry point : 209°C)
  • Exxsol D80 (manufactured by Exxon Mobile Corporation, initial boiling point: 208°C, dry point: 243°C)
  • Neothiozol manufactured by Chuo Kasei Co . , Ltd., initial boiling point: 225°C, dry point: 247°C)
  • IP Solvent 2028 (manufactured by Idemitsu Kosan Co. , Ltd., initial boiling point :
  • the content of the saturated hydrocarbon solvent in the composition for a ⁇ pest control aerosol according to the present invention is generally 10 to 90% by weight, preferably 20 to 80% by weight.
  • silicone compound examples include compounds each having a siloxane bond. Specific examples include dimethyl silicone, a polyether-modified silicone, an amino-modified silicone, an alcohol-modified silicone, an aralkyl-modified silicone, an alkylaralkyl-modified silicone, a polyether alkyl aralkyl-modified silicone, an amino polyether-modified silicone, an epoxy polyether-modified silicone, a mercapto-modified silicone, an epoxy-modified silicone, a sulfonic acid-modified silicone, a carboxyl-modified silicone, a phosphoric
  • an acid-modified silicone an ammonium salt-modified silicone, a sulfobetaine-modified silicone, a methacryl-modified silicone and a phenol-modified silicone.
  • a polyether-modified silicone is particularly preferred.
  • polyether-modified silicone examples include a polyoxyethylene-methyl polysiloxane copolymer, a
  • the polyether-modified silicone includes a linear copolymerized (ABn) type one in which polyether and silicone are bound alternately, a side chain-modified type one, a one-end- or both-ends-modified type one, and a composite type one thereof.
  • ABSn linear copolymerized
  • a polyether-modified silicone having a polyether group at least in a side chain is particularly preferred
  • An example of the polyether group is R 11 - (R 12 0) S -R 13 - (wherein R 11 represents a hydroxy group or an alkoxy group having 1 to 10 carbon atoms; R 12 represents an alkylene group having 2 to 4 carbon atoms (wherein two or more alkylene groups may be present together as R 12 ) ; R 13 represents an alkylene group having 2 to 12 carbon atoms; and s represents an integer of 1 to 20) .
  • the polyether-modified silicone preferably has an HLB value of 1 to 15, an average molecular weight of 55000 or less, and a viscosity of 500 to 10000 mPa-s at 25°C.
  • the polyether-modified silicone preferably has a liquid form at 25°C.
  • Examples of the commercially available products of the polyether-modified silicone include: KF-351A (HLB value: 12), KF-352A (HLB value: 7), KF-353 (HLB value: 10), F-354L (HLB value: 16), KF-355A (HLB value: 12), KF-615A (HLB value: 10), KF-945 (HLB value: 4), KF-640 (HLB value : ,1 ) , KF-642 (HLB value: 12), KF-643 (HLB value: 14), KF-6004 (HLB value: 6), KF-6020 (HLB value: 4), KF-6011 (HLB value: 12), KF-6012 (HLB value: 7), KF-6015 (HLB value: 5), KF-6016 (HLB value: 5), KF-6017 (HLB value: 5), X-22-4515 (HLB value: 5) and X-22-6191 (HLB value: 2) which are manufactured by Shin-Etsu Chemical Co .
  • HLB value: 6 SH3771M (HLB value: 13), SH3772M (HLB value: 6), SH3773M (HLB value: 8), SH3775M (HLB value: 5), SS-2802 (HLB value: 13), SS-2804 (HLB value: 13) , SH8400 (HLB value: 7), SF8427 (HLB value: 9), SF8428 (HLB value: 0), FZ-2104 (HLB value: 14), FZ-2105 (HLB value: 11), FZ-2110 (HLB value: 1), FZ-2120 (HLB value: 6), FZ-2123 (HLB value: 8)., FZ-2154 (HLB value: 6), FZ-2162
  • HLB value: 15 FZ-2164 (HLB value: 8), FZ-2166 (HLB value: 5), FZ-2191 (HLB value: 5), FZ-2203 (HLB value: 1), FZ-2207 (HLB value: 3), FZ-2208 (HLB value: 7), FZ-77 (HLB value: 11), L-7001
  • HLB value: 5 L-7002 (HLB value: 8) which are manufactured by Dow Corning Toray Co., Ltd.
  • the above-mentioned silicone compounds may be used singly or a mixture of two or more of the silicone compounds may be used.
  • the content of the silicone compound in the composition for a pest control aerosol according to the present invention is generally 0.01 to 3% by weight, preferably 0.1 to 2% by weight.
  • The. propellant is a liquefied gas having a boiling point of -50 to 0°C.
  • the propellant include a liquefied petroleum gas (LPG) , dimethyl ether, propane, n-butane and isobutane.
  • LPG liquefied petroleum gas
  • the content of the propellant in the composition for a pest control aerosol according to the present invention is generally 4 to 90% (89.898%) by weight, preferably 16 to 80% by weight.
  • the present ester compound is contained generally in an amount of 0.00001 to 0.3 parts by weight, preferably 0.0001 to 0.1 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent
  • the silicone compound is contained generally in an amount of 0.0001 to 0.3 parts by weight, preferably 0 ⁇ .0005 to 0.1 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent
  • the propellant is contained generally in an amount of 0.04 to 9 parts by weight, preferably 0.2 to 4 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent.
  • At least one component selected from another pest control component, a repellent, a synergist, a flavoring agent and so on may be added to the composition for a pest control aerosol according to the present invention.
  • Examples of the another pest control component include: organophosphorous compounds such as dichlorvos, fenitrothion, tetrachlorvinphos, fenthion, chlorpyrifos and diazinon;
  • carbamate compounds such as propoxur, carbaryl, metoxadiazone and fenobucarb; chitin production inhibitors such as lufenuron, chlorfluazuron, hexaflumuron, diflubenzuron, cyromazine and 1- (2, 6-difluorobenzoyl) -3- [2-fluoro-4- (1, 1, 2, 3, 3, 3-hexafluoro propoxy) phenyl] urea; juvenile hormone analogues such as pyriproxyfen, methoprene, hydroprene and fenoxycarb;
  • Examples of the repellent include N, N-diethyl-m-toluamide, limonene, linalool, citronellal, menthol, menthone, hinokitiol, geraniol, eucalyptol, indoxacarb, carane-3, -diol, MGK-R-326, MGK-R-874 and BAY-KBR-3023.
  • synergist examples include
  • the stabilizing agent examples include phenol-type antioxidants such as 2 , 6-di-t-butyl-4-methylphenol .
  • the composition for a pest control aerosol according to the present invention can be formed into a pest control aerosol containing the composition for a pest control aerosol according to the present invention by, for. example, filling the present ester compound, the saturated hydrocarbon solvent, the silicone ⁇ compound and, if necessary, another pest control component, a repellent, a synergist, a stabilizing agent and so on into an aerosol container, attaching an aerosol valve to the container, filling the propellant into the container through a stem, shaking the container, and then attaching an actuator to the container.
  • the actuator include a button-type actuator and a trigger-type actuator.
  • the composition for a pest control aerosol according to the present invention is applied, for example, in such a manner that a pest control aerosol containing the composition for a pest control aerosol according to the present invention in an effective amount for controlling a pest is sprayed onto the pest, a path of the pest and/or a habitat of the pest.
  • the amount of the aerosol to be applied is generally about 0.001 to 1000 mg in terms of the content of the present ester compound per 1 m 2 of the surface area of the plane.
  • the amount of the aerosol to be applied is generally about 0.001 to 1000 mg in terms of the content of the present ester compound per 1 m 3 of the space.
  • Examples of the pest which can be controlled with the composition for a pest control aerosol according to the present invention include arthropods such as insects and mites, including the following pests.
  • Pests belonging to the order Lepidoptera Pyralidae pests such as Chilo suppressalis , Cnaphalocrocis medinalis, Plodia interpunctella and Ephestia kuehniella cutworm pests such as Spodoptera litura, Pseudaletia separata and amestra brassicae; Pieridae pests such as Pieris rapae; Tortricidae pests such as Adoxophyes orana; Carposinidae pests; Lyonetiidae pests;
  • Lymantriidae pests Trichoplusia pests; Agrotis pests . (Agrotis spp.) such as Agrotis segetum and Agrotis ipsilon; Helicoverpa pests (Helicoverpa spp.); Heliothis pests (Heliothis spp.); Plutella xylostella; Parnara guttata; Tinea translucens ; Tineola bisselliell; and others.
  • Agrotis spp. such as Agrotis segetum and Agrotis ipsilon
  • Helicoverpa pests Helicoverpa spp.
  • Heliothis pests Heliothis spp.
  • Plutella xylostella Parnara guttata
  • Tinea translucens Tineola bisselliell; and others.
  • Pests belonging to the order Diptera Culex pests such as Culex pipiens pallens, Culex tritaeniorhynchus and Culex quinquefasciatus ; aedes pests , such as Aedes aegypti and Aedes albopictus; anopheles pests such as Anopheles sinensis and Anopheles gambiae; Chironomidae pests; houseflies such as Musca domestica, Muscina stabulans and Fannia canicularis ; blowflies; freshflies; Anthomyiidae pests such as Delia platura and Delia antiqua; Tephritidae pests; Agromyzidae pests; Drosophilidae pests; Psychodidae pests; Phoridae pests; Tabanidae pests; Simuliidae pests; Stomoxys pests; Cera
  • Pests belonging to the order Blattodea Blattella germanica, Periplaneta fuliginosa, Periplaneta americana, Periplaneta australasiae, Periplaneta brunnea, Blatta orientalis and others .
  • Pests belonging to the order Hymenoptera ants such as Camponotus japonicus, Tetramorium tsushimae, Lasius japonicus, Pachycondyla chinensis , onomorium intrudens , Lasius nipponensis , Monomorium pharaonis, Formica japonica, Ochetellus glaber,
  • Pests belonging to the order Aphaniptera Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, and others.
  • Pests belonging to the order Anoplura Pediculus humanus, Phthirus pubis, Pediculus humanus humanus, Pediculus humanus corporis and others.
  • Pests belonging to the order Psocoptera Psocidae pests.
  • Pests belonging to the order Isoptera subterranean termites such as eticulitermes speratus, Coptotermes formosanus, Reticulitermes flavipes, Reticulitermes hesperus,
  • Heterotermes aureus dry wood termites such as Incisitermes minor
  • damp wood termites such as Zootermopsis nevadensis
  • Pests belonging to the order Hemiptera Delphacidae pests such as Laodelphax striatellus, Nilaparvata lugens and Sogatella furcifera; Deltocephalidae pests such as Nephotettix cincticeps and Nephotettix virescens; Aphididae pests; Pentatomidae pests such as Nezara antennata, Riptortus clavetus, Eysarcoris lewisi, Eysarcoris parvus, Plautia stali, Halyomorpha mista, Stenotus rubrovittatus and Trigonotylus caelestialium; Aleyrodidae pests ; Coccidae pests; Tingidae pests ; Psyliidae pests; Cimicidae pests such as Cimex lectularius ; and others.
  • Pests belonging to the order Coleoptera corn rootworms such as Attagenus japonicus, Anthrenus verbasci, Diabrotica virgifera virgifera and Diabrotica undeciirvpunctata howardi; Scarabaeidae pests such as Anomala cuprea and Anomala rufocuprea; Curculionidae pests such as Sitophilus zeamais, Lissorhoptrus oryzophilus, Anthonomus grandis boheman and Callosobruchus chinensis; Tenebrionidae pests such as Tenebrio molitor and
  • Tribolium castaneum Tribolium castaneum; Chrysomelidae pests such as Oulema oryzae, Phyllotreta striolata and Aulacophora femoralis; Anobiidae pests; Epilachna genus (Epilachna spp.) pests such as Epilachna vigintioctopunctata; Lyctidae pests; Bostrychidae pests;
  • Ptinidae pests Cerambycidae pests; Paederus fuscipes; and others.
  • Thysanoptera Thrips palmi Karny, Frankliniella occidentalis , Thrips ha aiiensis, and others.
  • Pests belonging to the order Orthoptera Gryllotalpidae pests; Acrididae pests; Gryllidae pests; and others.
  • Acarina pests Pyroglyphidae pests such as
  • Acaridae pests such as Tyrophagus putrescentiae and Aleuroglyphus ovatus
  • Glycyphagidae pests such as Glycyphagus privatus, Glycyphagus domesticus and Glycyphagus destructor
  • Cheyletidae pests such as Cheyletus malaccensis and Cheyletus malaccesis
  • Chortoglyphidae pests Haplochthoniidae pests
  • Tetranychidae pests such as Tetranychus urticae
  • a present ester compound ( 0.02 parts ) , a polyether-modified silicone having an HLB value of 5 (KF-6016, PEG-9 methyl ether dimethicone, manufactured by Shin-Etsu Chemical Co., Ltd.) (1 part) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part.
  • a propellant a liquefied petroleum gas
  • a present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 5 (KF-6017, PEG-10 dimethicone, manufactured by Shin-Etsu Chemical Co. , Ltd. ) (1 part) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd. ) was attached- to the can, and then a propellant (a liquefied petroleum gas). (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (2)", hereinafter) was produced.
  • a present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 12 (KF-6011, PEG-11 methyl ether dimethicone, manufactured by Shin-Etsu Chemical Co., Ltd.) (0.1 parts) and Isopar M (59.88 parts) were placed in an aerosol can (AE180 O, manufactured by Toyo Seikan Kaisha Ltd.) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (3)", hereinafter) was produced.
  • the present aerosol (3) a composition for a pest control aerosol
  • a present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 1 (FZ-2203,
  • octamethylcyclotetrasiloxane manufactured by Dow Corning Toray Co., Ltd.
  • Isopar M 58.98 parts
  • can AE180WO, manufactured by Toyo Seikan Kaisha Ltd.
  • valve part a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.
  • a prppellant a liquefied petroleum gas
  • a present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 15 (FZ-2162, manufactured by Dow Corning Toray Co ., Ltd. ) (1 parts) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd. ) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part.
  • a propellant a liquefied petroleum gas
  • a present ester compound (0.02 parts), a dichloromethane
  • Each of the present aerosols and comparative aerosol in such an amount that the amount of the composition for an aerosol becomes 300 mg was sprayed into the inside of the chamber through a small window arranged at the center part of a front side wall of the chamber. Seven minutes after the spraying, the knock-down rate was determined. (This test was carried out two rounds for each of the aerosols.)
  • composition for a pest control aerosol and a pest control method each of which has an excellent pest control effect can be provided.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
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Abstract

Provided are a composition for a pest control aerosol and a pest control method each of which has an excellent pest control effect. Specifically provided are: a composition for a pest control aerosol, containing an ester compound represented by the following formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant; and a pest control method including spraying an effective amount of a composition for a pest control aerosol which contains an ester compound represented by the following formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant onto a pest or a habitat of the pest.

Description

DESCRIPTION
TITLE OF THE INVENTION
COMPOSITION FOR PEST CONTROL AEROSOL AND PEST CONTROL METHOD
TECHNICAL FIELD
[0001]
The present invention relates to a composition for a pest control aerosol and a pest control method.
BACKGROUND ART
[0002]
It is known that a composition for a pest control aerosol which contains an ester compound represented by the following formula (1) , a saturated hydrocarbon solvent and a propellant has a pest control effect (see, for example, Patent Document 1).
CITATION. LIST
PATENT LITERATURE
[0003]
Patent Literature 1: JP-A-2008-273944
SUMMARY OF INVENTION TECHINICAL PROBLEM
[0004]
An object of the present invention is to provide a composition for a pest control aerosol and a pest control method each of which, has an excellent pest control effect.
SOLUTION OF PROBLEM
[0005]
The present inventors have made extensive and intensive studies for the purpose of finding a composition for an aerosol which has an excellent pest control effect. As a result, it was found that a composition for a pest control aerosol which contains an ester compound represented by the following formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant has an excellent pest control effect. This finding lead to the accomplishment of the present invention.
Figure imgf000003_0001
[0006]
That is, the constitution of the present invention is as follows.
[1] A composition for a pest control aerosol, containing an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant.
[2] The composition for a pest, control aerosol according to item [1], wherein the ester compound represented by formula (1) is contained in an amount of 0.001 to 3% by weight, the saturated hydrocarbon solvent is contained in an amount of 10 to 90% by weight, the silicone compound is contained in an amount of 0.01 to 3% by weight, and the propellant is contained in an amount of 4 to 90% by weight.
[3] The composition for a pest control aerosol according to item [1] or [2], wherein the silicone compound is a polyether-modified silicone.
[4] The composition for a pest control aerosol according to item. [3], wherein the polyether-modified silicone has an HLB value of 1 to 15.
[5] A pest control aerosol containing the composition for a pest control aerosol as recited in any one of items [1] to [4] .
[6] A pest control method including spraying an effective amount of a composition for a pest control aerosol which contains an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant onto a pest or a habitat of the pest.
EFFECT OF INVENTION
[0007]
The composition for a pest control aerosol according to the present invention has an excellent pest control effect.
DESCRIPTION OF EMBODIMENTS
[0008]
The composition for a pest control aerosol according to the present invention contains an ester compound represented by formula (1) (sometimes referred to as a "present ester compound", hereinafter), a saturated hydrocarbon solvent, a silicone compound and a propellant.
[0009]
The. present ester compound can be produced by a method as disclosed in, for example, JP-A-2004-2363.
The present ester compound has isomers derived from two asymmetric carbon atoms on a cyclopropane ring and a double bond in a substituent that is substituted in the cyclopropane ring. In the present invention, a mixture of active isomers at an arbitrary proportion can be used.
Examples of the present ester compound include
[2,3,5, 6-tetrafluoro-4- (methoxymethyl ) phenyl ] methyl
(1R) -3- (2-cyano-l-propenyl ) -2 , 2-dimethylcyclopropanecarboxyla te, [2, 3, 5, 6-tetrafluoro-4- (methoxymethyl) phenyl]methyl
(1R) -trans-3- (2-cyano-l-propenyl) -2, 2-dimethylcyclopropanecar boxylate, [2,3,5, 6-tetrafluoro-4- (methoxymethyl) phenyl ] methyl
(1R) -cis-3- (2-cyano-l-propenyl) -2, 2-dimethylcyclopropanecarbo xylate, [2,3,5, 6-tetrafluoro-4- (methoxymethyl) phenyl] methyl
( 1R) -trans-3- ((E) -2-cyano-l-propenyl) -2, 2-dimethylcyclopropan ecarboxylate, and
[2,3,5, 6-tetrafluoro-4- (methoxymethyl) phenyl ] methyl
(1R) -trans-3- ( (Z) -2-cyano-l-propenyl) -2, 2-dimethylcyclopropan ecarboxylate.
[0010]
The content of the present ester compound in the composition for a pest control aerosol according to the present invention is generally 0.001 to 3% by weight, preferably 0.01 to 2% by weight.
[0011] The saturated hydrocarbon solvent to be used is one which generally has an initial boiling point of 150°C or higher and a 95% distillation temperature of 300°C or lower. Of course, a saturated hydrocarbon solvent having an initial boiling point of 150°C or higher and a dry point of 300°C or lower may also be used. Examples of the saturated hydrocarbon solvent include Isopar G (manufactured by Exxon Mobile Corporation, initial boiling point : 160°C, dry point: 176°C), Isopar L (manufactured by Exxon Mobile Corporation, initial boiling point: 189°C, dry point: 207°C) , Isopar H (manufactured by Exxon Mobile Corporation, initial boiling point: 178°C, dry point: 188°C) , Isopar M (manufactured by Exxon Mobile Corporation, initial boiling point: 223°C, dry point: 254°C) , Norpar 13 (manufactured by Exxon Mobile Corporation, initial boiling point: 222°C, dry point: 242°C) , Norpar 15 (manufactured by Exxon Mobile Corporation, initial boiling point :
249°C, dry point: 274°C) , Exxsol D40 (manufactured by Exxon Mobile Corporation, initial boiling point: 164°C, dry point: 192°C) , Exxsol D60 (manufactured by Exxon Mobile Corporation, initial boiling point : 187°C, dry point : 209°C) , Exxsol D80 (manufactured by Exxon Mobile Corporation, initial boiling point: 208°C, dry point: 243°C) , Neothiozol (manufactured by Chuo Kasei Co . , Ltd., initial boiling point: 225°C, dry point: 247°C) , IP Solvent 2028 (manufactured by Idemitsu Kosan Co. , Ltd., initial boiling point :
213°C, 95% distillation temperature: 250°C) and kerosene.
[0012]
The content of the saturated hydrocarbon solvent in the composition for a^pest control aerosol according to the present invention is generally 10 to 90% by weight, preferably 20 to 80% by weight.
[0013]
Examples of the silicone compound include compounds each having a siloxane bond. Specific examples include dimethyl silicone, a polyether-modified silicone, an amino-modified silicone, an alcohol-modified silicone, an aralkyl-modified silicone, an alkylaralkyl-modified silicone, a polyether alkyl aralkyl-modified silicone, an amino polyether-modified silicone, an epoxy polyether-modified silicone, a mercapto-modified silicone, an epoxy-modified silicone, a sulfonic acid-modified silicone, a carboxyl-modified silicone, a phosphoric
acid-modified silicone, an ammonium salt-modified silicone, a sulfobetaine-modified silicone, a methacryl-modified silicone and a phenol-modified silicone. Among these compounds, a polyether-modified silicone is particularly preferred.
[0014]
Examples of the polyether-modified silicone include a polyoxyethylene-methyl polysiloxane copolymer, a
polyoxypropylene-methyl polysiloxane copolymer, a
poly (oxyethylene-oxypropylene ) methyl polysiloxane copolymer, and a methyl polysiloxane-cetyl methyl
polysiloxane-poly (oxyethylene-oxypropylene) methyl
polysiloxane copolymer. The polyether-modified silicone includes a linear copolymerized (ABn) type one in which polyether and silicone are bound alternately, a side chain-modified type one, a one-end- or both-ends-modified type one, and a composite type one thereof. A polyether-modified silicone having a polyether group at least in a side chain is particularly preferred An example of the polyether group is R11- (R120) S-R13- (wherein R11 represents a hydroxy group or an alkoxy group having 1 to 10 carbon atoms; R12 represents an alkylene group having 2 to 4 carbon atoms (wherein two or more alkylene groups may be present together as R12) ; R13 represents an alkylene group having 2 to 12 carbon atoms; and s represents an integer of 1 to 20) .
[0015]
The polyether-modified silicone preferably has an HLB value of 1 to 15, an average molecular weight of 55000 or less, and a viscosity of 500 to 10000 mPa-s at 25°C. The polyether-modified silicone preferably has a liquid form at 25°C.
[0016]
Examples of the commercially available products of the polyether-modified silicone include: KF-351A (HLB value: 12), KF-352A (HLB value: 7), KF-353 (HLB value: 10), F-354L (HLB value: 16), KF-355A (HLB value: 12), KF-615A (HLB value: 10), KF-945 (HLB value: 4), KF-640 (HLB value : ,1 ) , KF-642 (HLB value: 12), KF-643 (HLB value: 14), KF-6004 (HLB value: 6), KF-6020 (HLB value: 4), KF-6011 (HLB value: 12), KF-6012 (HLB value: 7), KF-6015 (HLB value: 5), KF-6016 (HLB value: 5), KF-6017 (HLB value: 5), X-22-4515 (HLB value: 5) and X-22-6191 (HLB value: 2) which are manufactured by Shin-Etsu Chemical Co . , Ltd. ; and SH3749 (HLB value: 6), SH3771M (HLB value: 13), SH3772M (HLB value: 6), SH3773M (HLB value: 8), SH3775M (HLB value: 5), SS-2802 (HLB value: 13), SS-2804 (HLB value: 13) , SH8400 (HLB value: 7), SF8427 (HLB value: 9), SF8428 (HLB value: 0), FZ-2104 (HLB value: 14), FZ-2105 (HLB value: 11), FZ-2110 (HLB value: 1), FZ-2120 (HLB value: 6), FZ-2123 (HLB value: 8)., FZ-2154 (HLB value: 6), FZ-2162
(HLB value: 15), FZ-2164 (HLB value: 8), FZ-2166 (HLB value: 5), FZ-2191 (HLB value: 5), FZ-2203 (HLB value: 1), FZ-2207 (HLB value: 3), FZ-2208 (HLB value: 7), FZ-77 (HLB value: 11), L-7001
(HLB value: 5) and L-7002 (HLB value: 8) which are manufactured by Dow Corning Toray Co., Ltd.
[0017]
In the present invention, the above-mentioned silicone compounds may be used singly or a mixture of two or more of the silicone compounds may be used. The content of the silicone compound in the composition for a pest control aerosol according to the present invention is generally 0.01 to 3% by weight, preferably 0.1 to 2% by weight.
[0018]
The. propellant is a liquefied gas having a boiling point of -50 to 0°C. Examples of the propellant include a liquefied petroleum gas (LPG) , dimethyl ether, propane, n-butane and isobutane. The content of the propellant in the composition for a pest control aerosol according to the present invention is generally 4 to 90% (89.898%) by weight, preferably 16 to 80% by weight.
[0019]
In the composition for a pest control aerosol according to the present invention, the present ester compound is contained generally in an amount of 0.00001 to 0.3 parts by weight, preferably 0.0001 to 0.1 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent, the silicone compound is contained generally in an amount of 0.0001 to 0.3 parts by weight, preferably 0·.0005 to 0.1 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent, and the propellant is contained generally in an amount of 0.04 to 9 parts by weight, preferably 0.2 to 4 parts by weight, relative to 1 part by weight of the saturated hydrocarbon solvent.
[0020]
If necessary, at least one component selected from another pest control component, a repellent, a synergist, a flavoring agent and so on may be added to the composition for a pest control aerosol according to the present invention.
Examples of the another pest control component include: organophosphorous compounds such as dichlorvos, fenitrothion, tetrachlorvinphos, fenthion, chlorpyrifos and diazinon;
carbamate compounds such as propoxur, carbaryl, metoxadiazone and fenobucarb; chitin production inhibitors such as lufenuron, chlorfluazuron, hexaflumuron, diflubenzuron, cyromazine and 1- (2, 6-difluorobenzoyl) -3- [2-fluoro-4- (1, 1, 2, 3, 3, 3-hexafluoro propoxy) phenyl] urea; juvenile hormone analogues such as pyriproxyfen, methoprene, hydroprene and fenoxycarb;
neonicotinoid compounds; and N-phenylpyrazole compounds.
[0021]
Examples of the repellent include N, N-diethyl-m-toluamide, limonene, linalool, citronellal, menthol, menthone, hinokitiol, geraniol, eucalyptol, indoxacarb, carane-3, -diol, MGK-R-326, MGK-R-874 and BAY-KBR-3023.
Examples of the synergist include
5- [2- (2-butoxyethoxy) ethoxymethyl ] -6-propyl-l, 3-benzodioxole, N- (2-ethylhexyl ) bicyclo [2.2.1] hept-5-ene-2 , 3-dicarboximide, octachlorodipropylether , isobornyl thiocyanoacetate and
N- (2-ethylhexyl) -l-isopropyl-4-methylbicyclo [2.2.2] oct-5-ene- 2, 3-dicarboximide.
Examples of the stabilizing agent include phenol-type antioxidants such as 2 , 6-di-t-butyl-4-methylphenol .
[0022]
The composition for a pest control aerosol according to the present invention can be formed into a pest control aerosol containing the composition for a pest control aerosol according to the present invention by, for. example, filling the present ester compound, the saturated hydrocarbon solvent, the silicone compound and, if necessary, another pest control component, a repellent, a synergist, a stabilizing agent and so on into an aerosol container, attaching an aerosol valve to the container, filling the propellant into the container through a stem, shaking the container, and then attaching an actuator to the container. Examples of the actuator include a button-type actuator and a trigger-type actuator.
[0023]
The composition for a pest control aerosol according to the present invention is applied, for example, in such a manner that a pest control aerosol containing the composition for a pest control aerosol according to the present invention in an effective amount for controlling a pest is sprayed onto the pest, a path of the pest and/or a habitat of the pest. When the aerosol is applied onto the surface of a plane, the amount of the aerosol to be applied is generally about 0.001 to 1000 mg in terms of the content of the present ester compound per 1 m2 of the surface area of the plane. When the aerosol is applied in a space, the amount of the aerosol to be applied is generally about 0.001 to 1000 mg in terms of the content of the present ester compound per 1 m3 of the space.
[0024]
Examples of the pest which can be controlled with the composition for a pest control aerosol according to the present invention include arthropods such as insects and mites, including the following pests.
[0025]
Pests belonging to the order Lepidoptera: Pyralidae pests such as Chilo suppressalis , Cnaphalocrocis medinalis, Plodia interpunctella and Ephestia kuehniella cutworm pests such as Spodoptera litura, Pseudaletia separata and amestra brassicae; Pieridae pests such as Pieris rapae; Tortricidae pests such as Adoxophyes orana; Carposinidae pests; Lyonetiidae pests;
Lymantriidae pests; Trichoplusia pests; Agrotis pests . (Agrotis spp.) such as Agrotis segetum and Agrotis ipsilon; Helicoverpa pests (Helicoverpa spp.); Heliothis pests (Heliothis spp.); Plutella xylostella; Parnara guttata; Tinea translucens ; Tineola bisselliell; and others.
[0026] Pests belonging to the order Diptera: Culex pests such as Culex pipiens pallens, Culex tritaeniorhynchus and Culex quinquefasciatus ; aedes pests , such as Aedes aegypti and Aedes albopictus; anopheles pests such as Anopheles sinensis and Anopheles gambiae; Chironomidae pests; houseflies such as Musca domestica, Muscina stabulans and Fannia canicularis ; blowflies; freshflies; Anthomyiidae pests such as Delia platura and Delia antiqua; Tephritidae pests; Agromyzidae pests; Drosophilidae pests; Psychodidae pests; Phoridae pests; Tabanidae pests; Simuliidae pests; Stomoxys pests; Ceratopogonidae pests; and others.
[0027]
Pests belonging to the order Blattodea: Blattella germanica, Periplaneta fuliginosa, Periplaneta americana, Periplaneta australasiae, Periplaneta brunnea, Blatta orientalis and others .
[0028]
Pests belonging to the order Hymenoptera: ants such as Camponotus japonicus, Tetramorium tsushimae, Lasius japonicus, Pachycondyla chinensis , onomorium intrudens , Lasius nipponensis , Monomorium pharaonis, Formica japonica, Ochetellus glaber,
Pristomyrmex punctatus, Pheidole noda and Linepithema humile; paper warps such as such as Polistes chinensis antennalis, 'Polistes riparius, Polistes jadwigae jadwigae, Polistes rothneyi, Polistes nipponensis, Polistes snelleni and Polistes japonicus; Vespidae pests such as Vespa mandarinia, Ves'pa simillima, Vespa analis Fabriciusi, Vespa crabro Linneaus, Vespa ducalis Smith, Vespula flaviceps Smith, Vespula shidai and Dolichovespula media; Bethylidae pests; Tenthredinidae pests such as Lys.iphlebus japonicas;. and others.
[0029]
Pests belonging to the order Aphaniptera: Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, and others.
[0030]
Pests belonging to the order Anoplura: Pediculus humanus, Phthirus pubis, Pediculus humanus humanus, Pediculus humanus corporis and others.
[0031]
Pests belonging to the order Psocoptera: Psocidae pests.
[0032]
Pests belonging to the order Isoptera: subterranean termites such as eticulitermes speratus, Coptotermes formosanus, Reticulitermes flavipes, Reticulitermes hesperus,
Reticulitermes virginicus, Reticulitermes tibialis and
Heterotermes aureus; dry wood termites such as Incisitermes minor; damp wood termites such as Zootermopsis nevadensis; and others.
[0033]
Pests belonging to the order Hemiptera: Delphacidae pests such as Laodelphax striatellus, Nilaparvata lugens and Sogatella furcifera; Deltocephalidae pests such as Nephotettix cincticeps and Nephotettix virescens; Aphididae pests; Pentatomidae pests such as Nezara antennata, Riptortus clavetus, Eysarcoris lewisi, Eysarcoris parvus, Plautia stali, Halyomorpha mista, Stenotus rubrovittatus and Trigonotylus caelestialium; Aleyrodidae pests ; Coccidae pests; Tingidae pests ; Psyliidae pests; Cimicidae pests such as Cimex lectularius ; and others.
[0034]
Pests belonging to the order Coleoptera: corn rootworms such as Attagenus japonicus, Anthrenus verbasci, Diabrotica virgifera virgifera and Diabrotica undeciirvpunctata howardi; Scarabaeidae pests such as Anomala cuprea and Anomala rufocuprea; Curculionidae pests such as Sitophilus zeamais, Lissorhoptrus oryzophilus, Anthonomus grandis boheman and Callosobruchus chinensis; Tenebrionidae pests such as Tenebrio molitor and
Tribolium castaneum; Chrysomelidae pests such as Oulema oryzae, Phyllotreta striolata and Aulacophora femoralis; Anobiidae pests; Epilachna genus (Epilachna spp.) pests such as Epilachna vigintioctopunctata; Lyctidae pests; Bostrychidae pests;
Ptinidae pests; Cerambycidae pests; Paederus fuscipes; and others.
[0035]
Pests belonging to the order Thysanoptera ; Thrips palmi Karny, Frankliniella occidentalis , Thrips ha aiiensis, and others.
[0036]
Pests belonging to the order Orthoptera: Gryllotalpidae pests; Acrididae pests; Gryllidae pests; and others.
[0037]
Acarina pests: Pyroglyphidae pests such as
Dermatophagoides farina and Dermatophagoides ptrenyssnus;
Acaridae pests such as Tyrophagus putrescentiae and Aleuroglyphus ovatus; Glycyphagidae pests such as Glycyphagus privatus, Glycyphagus domesticus and Glycyphagus destructor; Cheyletidae pests such as Cheyletus malaccensis and Cheyletus malaccesis ; Tarsonemidae pests; Chortoglyphidae pests; Haplochthoniidae pests; Tetranychidae pests such as Tetranychus urticae,
Tetranychus kanzawai, Panonychus citri and Panonychus ulmi; Erythraeidae pests; etastigmata pests such as Haemaphysalis longicornis; Omithonyssus sylviarum; and Dermanyssidae pests such as Dermanyssus gallinae.
EXAMPLES
[0038]
The present invention is described below more in detail with reference to preparation examples and a test example. However, the present invention is not limited to only the below-mentioned examples. In the below-mentioned examples, all "part (s) " herein are by weight, unless otherwise specified.
[0039]
Preparation Example 1
A present ester compound ( 0.02 parts ) , a polyether-modified silicone having an HLB value of 5 (KF-6016, PEG-9 methyl ether dimethicone, manufactured by Shin-Etsu Chemical Co., Ltd.) (1 part) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100. parts) (referred to as "the present aerosol {!)", hereinafter) was produced.
[0040]
Preparation Example 2
A present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 5 (KF-6017, PEG-10 dimethicone, manufactured by Shin-Etsu Chemical Co. , Ltd. ) (1 part) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd. ) was attached- to the can, and then a propellant (a liquefied petroleum gas). (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (2)", hereinafter) was produced.
Preparation Example 3
A present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 12 (KF-6011, PEG-11 methyl ether dimethicone, manufactured by Shin-Etsu Chemical Co., Ltd.) (0.1 parts) and Isopar M (59.88 parts) were placed in an aerosol can (AE180 O, manufactured by Toyo Seikan Kaisha Ltd.) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (3)", hereinafter) was produced.
Preparation Example 4
A present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 1 (FZ-2203,
octamethylcyclotetrasiloxane, manufactured by Dow Corning Toray Co., Ltd.) (1 parts) and Isopar M (58.98 parts) were placed in an aerosol. can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd.), a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a prppellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (4)", hereinafter) was produced.
Preparation Example 5
A present ester compound (0.02 parts), a polyether-modified silicone having an HLB value of 15 (FZ-2162, manufactured by Dow Corning Toray Co ., Ltd. ) (1 parts) and Isopar M (58.98 parts) were placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd. ) , a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd. ) was attached to the can, and then a propellant (a liquefied petroleum gas) (40 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the present aerosol (5)", hereinafter) was produced.
[0041]
Comparative Preparation Example 1
A present ester compound (0.02 parts), a dichloromethane
(5 parts) and deodorized kerosene (34.98 parts) were mixed. The resultant mixed solution was placed in an aerosol can (AE180WO, manufactured by Toyo Seikan Kaisha Ltd.), a valve part (a push-down-type valve equipped with a stem having a pore size of 0.33 mm; manufactured by Precision Valve Japan, Ltd.) was attached to the can, and then a propellant (a liquefied petroleum gas) (60 parts) was filled in the can through the valve part. In this manner, an aerosol containing a composition for a pest control aerosol (100 parts) (referred to as "the comparative aerosol", hereinafter) was produced.
[0042]
Test Example 1
Ten adult houseflies (five male houseflies and five female houseflies) ere reared in a polyethylene cup (bottom diameter: 10.6 cm,, upper diameter: 12 cm, height: 7 cm), and the cup was covered with a 16-mesh nylon cloth. Another polyethylene cup which was the same as the above-mentioned polyethylene cup and in which no housefly was reared was also provided. The cup in which the houseflies were reared was placed at the center of the bottom of a cubic chamber having a side of 70 cm, and the cup in which no housefly was reared was placed at a rear part of the bottom of the chamber. Each of the present aerosols and comparative aerosol in such an amount that the amount of the composition for an aerosol becomes 300 mg was sprayed into the inside of the chamber through a small window arranged at the center part of a front side wall of the chamber. Seven minutes after the spraying, the knock-down rate was determined. (This test was carried out two rounds for each of the aerosols.)
The results are shown in Table 1.
[Table 1]
Figure imgf000020_0001
INDUSTRIAL APPLICABILITY
[0043]
According to the present invention, a composition for a pest control aerosol and a pest control method each of which has an excellent pest control effect can be provided.

Claims

1. A composition for a pest control aerosol, comprising an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant.
Figure imgf000021_0001
2. The composition for a pest control aerosol according to claim 1, wherein the ester compound represented by formula (1) is contained in an amount of 0.001 to 3% by weight, the saturated hydrocarbon solvent is contained in an amount of 10 to 90% by weight, the silicone compound is contained in an amount of 0.01 to 3% by weight, and the propellant is contained in an amount of 4 to 90% by weight.
3. The composition for a pest control aerosol according to claim 1 or 2, wherein the silicone compound is a
polyether-modified silicone.
4. The composition for a pest control aerosol according to claim 3, wherein the polyether-modified silicone has an HLB value of 1 to 15.
5. A pest control aerosol comprising the composition for a pest control aerosol as recited in any one of claims 1 to 4.
6. A pest control method comprising spraying an effective amount of a composition for a pest control aerosol which comprises an ester compound represented by formula (1), a saturated hydrocarbon solvent, a silicone compound and a propellant onto a pest or a habitat of the pest.
(1)
Figure imgf000022_0001
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