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WO2008123573A2 - Composition d'aérosol pesticide - Google Patents

Composition d'aérosol pesticide Download PDF

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Publication number
WO2008123573A2
WO2008123573A2 PCT/JP2008/056640 JP2008056640W WO2008123573A2 WO 2008123573 A2 WO2008123573 A2 WO 2008123573A2 JP 2008056640 W JP2008056640 W JP 2008056640W WO 2008123573 A2 WO2008123573 A2 WO 2008123573A2
Authority
WO
WIPO (PCT)
Prior art keywords
saturated hydrocarbon
pesticidal
aerosol composition
hydrocarbon solvent
amount
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2008/056640
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English (en)
Other versions
WO2008123573A3 (fr
Inventor
Yoshito Tanaka
Masahiro Yamada
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of WO2008123573A2 publication Critical patent/WO2008123573A2/fr
Publication of WO2008123573A3 publication Critical patent/WO2008123573A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Definitions

  • the present invention relates to a pesticidal aerosol composition. Description of the Related Art
  • a pesticidal aerosol composition containing 4-methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (2-cyano-l- propenyl) -2, 2-dimethylcyclopropanecarboxylate, dichloromethane, deodorized kerosene and a propellant is known to have a pesticidal activity (see, for example, U.S. Patent No. 6908945).
  • An object of the present invention is to provide an aerosol composition having an excellent pesticidal activity.
  • a pesticidal aerosol composition containing 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2,2- dimethylcyclopropanecarboxylate, an organic solvent and a propellant, wherein the organic solvent is a saturated hydrocarbon solvent, has an excellent pesticidal activity, and thus, they have made the present invention.
  • the present invention provides:
  • a pesticidal aerosol composition comprising 4-methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (2-cyano-l- propenyl) -2, 2-dimethylcyclopropanecarboxylate, an organic solvent and a propellant, wherein the organic solvent is a saturated hydrocarbon solvent;
  • composition described in any one of 1 to 3, wherein the composition comprises f 4-methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3-(2-cyano- 1-propenyl) -2, 2-dimethylcyclopropanecarboxylate in an amount of 0.001 to 1 weight percent, the saturated hydrocarbon solvent in an amount of 10 to 79 weight percent, and the propellant in an amount of 20 to 80 weight percent;
  • a method for controlling harmful insects comprising spraying on the harmful insects or a locus where the insects in habit an effective amount of a pesticidal aerosol composition comprising 4- methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (2-cyano-l- propenyl) -2, 2-dimethylcyclopropanecarboxylate, an organic solvent and a propellant, wherein the organic solvent is a saturated hydrocarbon solvent;
  • composition comprises 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2,2- dimethylcyclopropanecarboxylate in an amount of 0.000001 to 0.1 part by weight per part by weight of the saturated hydrocarbon solvent;
  • composition comprises the propellant in an amount of 0.25 to 8 parts by weight per part by weight of the saturated hydrocarbon solvent;
  • composition comprises 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate in an amount of 0.001 to 1 weight percent, the saturated hydrocarbon solvent in an amount of 10 to 79 weight percent, and the propellant in an amount of 20 to 80 weight percent; 13.
  • the saturated hydrocarbon solvent has an initial boiling point of 150 0 C or higher and a 95%- distillation temperature of 300 0 C or lower;
  • a pesticidal aerosol comprising the pesticidal aerosol composition described in any one of 1 to 8.
  • the pesticidal aerosol composition according to the present invention has an excellent pesticidal activity. DETAILED DESCRIPTION OF THE INVENTION
  • the pesticidal aerosol composition according to the present invention is a pesticidal aerosol composition comprising 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate (hereinafter, sometimes referred to as compound A) , an organic solvent and a propellant, wherein the organic solvent is a saturated hydrocarbon solvent.
  • the compound A is a compound described, for example, in U.S. Patent No. 6908945 and can be prepared according to the method described therein.
  • the compound A has isomers, based on the two asymmetric carbon atoms and a double bond in the cyclopropane ring, any isomer or a mixture of the isomers at any ratio may be used in the present invention.
  • the content of the compound A in the pesticidal aerosol composition according to the present invention usually ranges from 0.001 to 50 weight percent, preferably from 0.01 to 1 weight percent.
  • the pesticidal aerosol composition according to the present invention contains a saturated hydrocarbon solvent as the organic solvent.
  • the saturated hydrocarbon solvent used is usually, for example, a solvent having an initial boiling point of 150 0 C or higher and a 95%-distillation temperature of 300 0 C or lower, but alternatively, a solvent having an initial boiling point of 150 0 C or higher and a dry point of 300 0 C or lower may of course be used.
  • saturated hydrocarbon solvents examples include Isopar G (manufactured by Exxon Mobil Corp., initial boiling point: 160 0 C, dry point: 176°C), Isopar L (manufactured by Exxon Mobil Corp., initial boiling point: 189 0 C, dry point: 207 0 C), Isopar H (manufactured by Exxon Mobil Corp., initial boiling point: 178°C, dry point: 188 0 C), Isopar M (manufactured by Exxon Mobil
  • Exxsol D60 manufactured by Exxon Mobil Corp., initial boiling point: 187°C, dry point: 209 0 C
  • Exxsol D80 manufactured by Exxon Mobil Corp., initial boiling point: 208°C, dry point: 243°C
  • Neochiozol manufactured by Chuokasei 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 0 C
  • kerosene manufactured by Idemitsu Kosan Co., Ltd., initial boiling point: 213°C, 95%-distillation temperature: 250 0 C
  • the content of the saturated hydrocarbon solvent in the pesticidal aerosol composition according to the present invention usually ranges from 10 to 79 weight percent, preferably from 20 to 70 weight percent.
  • the propellant contained in the pesticidal aerosol composition according to the present invention is a liquefied gas having a boiling point of from -50 0 C to 0 0 C, and examples of the propellants include liquefied petroleum gas (LPG) , dimethylether, propane, n-butane and isobutane.
  • LPG liquefied petroleum gas
  • the content of the propellant in the pesticidal aerosol composition according to the present invention usually ranges from 20 to 80 weight percent, preferably from 25 to 75 weight percent.
  • the pesticidal aerosol composition according to the present invention contains the ester compound and the saturated hydrocarbon solvent in a ratio usually falling within the range of from 0.000001 to 0.1 part by weight, preferably from 0.000005 to 0.05 part by weight of the ester compound per part by weight of the saturated hydrocarbon solvent.
  • the composition contains the saturated hydrocarbon solvent and the propellant in a ratio usually falling within the range of from 0.25 to 8 parts by weight, preferably from 0.3 to 4 parts by weight of the propellant per part by weight of the saturated hydrocarbon solvent.
  • the pesticidal aerosol composition according to the present invention usually contains the ester compound in a ratio of 0.000001 to 0.1 part by weight and the propellant in a ratio of 0.25 to 8 part by weight per part by weight of the saturated hydrocarbon solvent, and preferably contains the ester compound in a ratio of 0.000005 to 0.05 part by weight and the propellant in a ratio of 0.3 to 4 parts by weight per part by weight of the saturated hydrocarbon solvent.
  • the pesticidal aerosol composition according to the present invention may contain, as needed, one or more of additional additives such as other pesticidal components, repellents, synergists, and flavoring agents.
  • Examples of the other pesticidal components include organophosphates such as dichlorvos, fenitrothion, tetrachlorvinphos, fenthion, chlorpyrifos, and diazinon; carbamate compounds such as propoxur, carbaryl, metoxadiazone, and fenobucarb; chitin synthesis inhibitors such as lufenuron, chlorfluazuron, hexaflumuron, diflubenzuron, cyromazine, and 1- (2, 6-difluorobenzoyl) -3- [2-fluoro-4- (1, 1,2, 3, 3, 3-hexafluoropropoxy) phenyl] urea; juvenile hormone analogs such as pyriproxyfen, methoprene, hydroprene, and fenoxycarb; neonicotinoids; and N- phenylpyrazoles .
  • organophosphates such as dichlorvos, fenitrothion,
  • the repellents include, for example, N, N- diethyl-m-toluamide, limonene, linalool, citronellal, menthol, menthone, hinokitiol, geraniol, eucalyptol, indoxacarb, carane-3, 4-diol, MGK-R-326, MGK-R-874, and BAY-KBR-3023.
  • synergists examples include 5-[2-(2- butoxyethoxy) ethoxymethyl] -6-propyl-l, 3-benzodioxol, N- (2-ethylhexyl) -bicyclo [2.2.1] hept-5-ene-2, 3- dicarboxyimide, octachlorodipropylether, isobornyl thiocyanoacetate, and N- (2-ethylhexyl) -l-isopropyl-4- methylbicyclo [2.2.2] oct-5-ene-2, 3-dicarboxyimide .
  • stabilizers examples include phenolic antioxidants such as 2, 6-di-t-butyl-4-methylphenol.
  • a pesticidal aerosol containing the pesticidal aerosol composition according to the present invention can be prepared, for example, by filling an aerosol container with the pesticidal aerosol composition according to the invention containing the compound A and an organic solvent and as needed other additives such as pesticidal component, repellent, synergist, and stabilizer, attaching an aerosol valve to the container, filling the container with a propellant through the stem, shaking the container, and then attaching an actuator additionally.
  • the actuators include push-button and trigger actuators.
  • the pesticidal aerosol composition according to the present invention is used, for example, by spraying a pesticidal aerosol containing an effective amount of the pesticidal aerosol composition according to the invention on harmful insects and the migration route and/or the habitat thereof.
  • the spraying amount then, usually ranges approximately from 0.001 to 1,000 mg per m 2 in terms of compound A, when applied on an area; and usually ranges from approximately 0.001 to 1,000 mg per m 3 in terms of compound A when applied in a space.
  • Examples of the harmful insects that can be controlled with the pesticidal aerosol composition are examples of the harmful insects that can be controlled with the pesticidal aerosol composition .
  • arthropods such as insects and mites
  • typical examples include the followings: Lepidoptera: Pyralidae such as Chilo suppressalis, Cnaphalocrocis medinalis, and Plodia interpunctella; Noctuidae such as Spodoptera litura, Pseudaletia separata, and Mamestra brassicae; Pieridae such as Pieris rapae crucivora; Tortricidae such as Adoxophyes orana; Carposinidae; Lyonetiidae;
  • Culex tritaeniorhynchus and Culex quinquefasciatus Aedes such as Aedes aegypti and Aedes albopictus
  • Anophelinae such as Anopheles sinensis and Anopheles gambiae
  • Chironomidae Muscidae such as Musca domestica, Muscina stabulans, and Fannia canicularis
  • Calliphoridae Sarcophagidae
  • Anthomyiidae such as Delia platura and Delia antiqua
  • Tephritidae Drosophilidae
  • Phoridae Tabanidae
  • Simuliidae Culicoides; Ceratopogonidae, etc.
  • Blattaria Blattella germanica, Periplaneta fuliginosa, Periplaneta americana, Periplaneta australasiae, Periplaneta brunnea, Lobopterella dimidiatipes, etc.
  • Hyraenoptera Formicidae, Vespidae such as Vespa crabro and Vespa analis, Bethylidae, Tenthredinidae such as Athalia rosae ruficornis, etc.
  • Siphonaptera Ctenocephalides canis, Ctenocephalides felis felis, Pulex irritans, etc.
  • Anoplura Pediculus humanus, Pthirus pubis, Pediculus capitis, Pediculus humanus, etc.
  • Isoptera (termites) : Reticulitermes speratus speratus, Coptotermes formosanus, etc.
  • Hemiptera Delphacidae such as Laodelphax stratella, Nilaparvata lugens, and Sogatella furcifera; Deltocephalidae such as Nephotettix cincticeps and Nephotettix virescens; Aphididae; Pentatomidae; Aleyrodidae; Coccoidae; Tingidae; Psyllidae; Cimicidae; etc.
  • Coleoptera Attagenus japonicus, Anthrenus verbasci; corn rootworms such as Western corn rootworm and Southern corn rootworm; Scarabaeidae such as Anomala cuprea and Anomala rufocuprea; Curculionidae such as Sitophilus zeamais, Lissorhoptrus oryzophilus, Anthonomus grandis grandis, and Callosobruchus chinensis; Tenebrionidae such as Tenebrio molitor and Tribolium castaneum; Chrysomelidae such as Oulema oryzae, Phyllotreta striolata, and Aulacophora femoralis; Anobiidae, Epilachna spp.
  • Thrips palmi Thrips palmi
  • Acarines Pyroglyphidae such as Dermatophagoides farinae and Dermatophagoides pteronyssinus; Acaridae such as Tyrophagus putrescentiae and Aleuroglyphus ovatus; Glycyphagidae such as Glycyphagidae privatus, Glycyphagidae domesticus, and Glycyphagus destructor; Cheyletidae such as Cheyletus malaccensis and Cheyletus fortis; Tarsonemidae; Chortoglyphidae; Haplochthoniidae;
  • Tetranychidae such as Tetranychus urticae, Tetranychus Kanzawai, Panonychus citri, and Panonychus ulmi; Ixodidae such as Haemaphysalis longicornis; etc.
  • inventive aerosol (5) inventive aerosol
  • a propellant liquefied petroleum gas
  • Isopar M were placed in an aerosol can. Then, a valve was attached to the can, and 50 parts of a propellant (liquefied petroleum gas) was charged through the valve unit into the can, to give an aerosol containing 100 parts of aerosol composition (hereinafter, comparative aerosol (2) ) .
  • a propellant liquefied petroleum gas
  • Musca domesticas Five males and females were placed in a polyethylene cup (bottom diameter: 10.6 cm, top diameter: 12 cm, height: 7 cm), and the cup was covered with a 16-mesh nylon gauze. Separately, a cup containing no Musca domestica was provided. The cup containing Musca domesticas was placed at the center of the bottom floor of a 70-cm cubic chamber and the cup without Musca domestica at the innermost part of the bottom floor.
  • the inventive aerosol (1) was sprayed into the chamber through a window formed in the center of the front side wall of the chamber, in an amount of 300 mg in terms of an aerosol composition. Then, the number of the insects knocked down was monitored over a period of 5 minutes. The period needed for knocking down 90 percent of the test insects (KTgo) was calculated from the results obtained (each in duplicate) .
  • Example 2 A test was performed in the same manner as in Example 1, except that the inventive aerosol (1) was replaced with the comparative aerosol (1) or (2) .
  • Three female hornets (Vespa crabro) were placed in a cubic stainless cage (25 cm X 25 cm X 25 cm, 16-mesh metallic wire netting) .
  • the cage was hung from the ceiling of a test chamber (1.8 m X 1.8 m X 1.8 m) with a metallic chain so that it was placed in the air at a height of 120 cm from the floor of the chamber.
  • 4 Grams of the inventive aerosol (3) was sprayed onto the cage from a point 100 cm distant from the side of the cage. After 3 minutes from the spraying, the insects were transferred from the cage into a clean polyethylene cup (bottom diameter: 10.6 cm, top diameter: 12 cm, height: 7 cm).
  • a filter paper having a diameter of 8.2 cm was laid in the inner bottom of a clean polyethylene cup (bottom diameter: 8.2 cm).
  • talc was coated on the upper part of the inner surface of the cup and air-dried. Thereafter, ten ants (Pristomyrmex purgeds) were released in the cup.
  • the cup was placed at the inner bottom of a cylindrical chamber having an inner diameter of 16.5 cm and a height of 60 cm.
  • cockroaches Periplaneta australasiae (3 males and 3 females) were released in a test container with butter applied on the internal wall (diameter: 12.5 cm, height: 10 cm, bottom face: 43 mesh metal gauze) .
  • the container was placed at the inner bottom of a cylindrical chamber having an inner diameter of 16.5 cm and a height of 60 cm. 1000 Milligrams of the inventive aerosol (5) was sprayed onto the cup from the top opening of the chamber. Thereafter, the knocked- down insects were counted along a passage of time up to the expiration of 20 minutes. From the results, the time needed for knocking down 90% of the tested insects (KT 90 ) was determined (each in triplicate) . As a result, KT 90 was 3.8 minutes.

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

Abstract

L'invention concerne une composition d'aérosol pesticide contenant 4-méthoxyméthyl-2,3,5,6-tétrafluorobenzyl-3-(2-cyano-1-propényl)-2,2-diméthylcyclopropanecarboxylate, un solvant organique et un agent propulseur, le solvant organique étant un solvant hydrocarbure saturé. Ladite composition présente un très bon effet pesticide.
PCT/JP2008/056640 2007-03-30 2008-03-27 Composition d'aérosol pesticide Ceased WO2008123573A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-091203 2007-03-30
JP2007091203 2007-03-30

Publications (2)

Publication Number Publication Date
WO2008123573A2 true WO2008123573A2 (fr) 2008-10-16
WO2008123573A3 WO2008123573A3 (fr) 2009-09-11

Family

ID=39402781

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/056640 Ceased WO2008123573A2 (fr) 2007-03-30 2008-03-27 Composition d'aérosol pesticide

Country Status (4)

Country Link
JP (1) JP2008273944A (fr)
AR (1) AR065870A1 (fr)
TW (1) TW200845907A (fr)
WO (1) WO2008123573A2 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9192163B2 (en) 2011-12-28 2015-11-24 Sumitomo Chemical Company, Limited Pest control composition
TWI600374B (zh) * 2012-09-13 2017-10-01 住友化學股份有限公司 用於防制飛行害蟲之氣溶膠的組成物

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011144151A (ja) * 2010-01-18 2011-07-28 Sumitomo Chemical Co Ltd ハチ類行動停止組成物
JP5924926B2 (ja) * 2011-12-17 2016-05-25 大日本除蟲菊株式会社 ガラス面ならびに網戸用の飛翔害虫防除用エアゾール
WO2013099714A1 (fr) * 2011-12-28 2013-07-04 Sumitomo Chemical Company, Limited Composition destinée à un aérosol pour la lutte contre les nuisibles et procédé de lutte contre les nuisibles
JP2014030391A (ja) * 2012-08-03 2014-02-20 Fumakilla Ltd 殺虫エアゾール装置
JP6577730B2 (ja) * 2015-03-30 2019-09-18 住化エンバイロメンタルサイエンス株式会社 害虫駆除用組成物、害虫駆除用エアゾール製品、並びに、害虫の駆除方法
JP2016175930A (ja) * 2016-05-09 2016-10-06 フマキラー株式会社 殺虫エアゾール用組成物の製造方法

Family Cites Families (10)

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FR2772759B1 (fr) * 1997-12-22 2001-03-09 Hoechst Schering Agrevo Sa Nouveaux derives de l'acide 2,2-dimethyl 3-(2-fluorovinyl) cyclopropane carboxylique, leur procede de preparation et leur application comme pesticides
TW529911B (en) * 1998-11-20 2003-05-01 Sumitomo Chemical Co Pyrethroid compounds and composition for controlling pest containing the same
JP2001328913A (ja) * 2000-05-19 2001-11-27 Sumitomo Chem Co Ltd 家屋室内における飛翔性害虫の駆除方法
US7510701B2 (en) * 2001-02-07 2009-03-31 Waterbury Companies, Inc. Aerosol-based insecticide compositions and methods of using the same
JP2003073215A (ja) * 2001-09-03 2003-03-12 Sumitomo Chem Co Ltd ハチ駆除剤
JP3991812B2 (ja) * 2001-12-11 2007-10-17 住友化学株式会社 エステル化合物およびその用途
JP4285045B2 (ja) * 2002-04-12 2009-06-24 住友化学株式会社 エステル化合物およびその用途
ES2211358B1 (es) * 2002-04-12 2005-10-01 Sumitomo Chemical Company, Limited Compuesto de ester y su uso.
BRPI0609976A2 (pt) * 2005-04-04 2011-10-11 Valent Biosciences Corp concentrado pesticida, produto pronto-para-uso, método para usar o produto, e, processo para produzir um concentrado pesticida
JP5407224B2 (ja) * 2007-09-05 2014-02-05 住友化学株式会社 有害生物防除組成物及び有害生物の防除方法

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9192163B2 (en) 2011-12-28 2015-11-24 Sumitomo Chemical Company, Limited Pest control composition
TWI600374B (zh) * 2012-09-13 2017-10-01 住友化學股份有限公司 用於防制飛行害蟲之氣溶膠的組成物

Also Published As

Publication number Publication date
AR065870A1 (es) 2009-07-08
TW200845907A (en) 2008-12-01
JP2008273944A (ja) 2008-11-13
WO2008123573A3 (fr) 2009-09-11

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