WO2009031692A2 - Pesticidal composition and method for controlling pests - Google Patents
Pesticidal composition and method for controlling pests Download PDFInfo
- Publication number
- WO2009031692A2 WO2009031692A2 PCT/JP2008/066268 JP2008066268W WO2009031692A2 WO 2009031692 A2 WO2009031692 A2 WO 2009031692A2 JP 2008066268 W JP2008066268 W JP 2008066268W WO 2009031692 A2 WO2009031692 A2 WO 2009031692A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ester compound
- parts
- formulation
- formulation example
- mixture
- Prior art date
Links
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
Landscapes
- 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)
Abstract
A pesticidal composition comprising an ester compound represented by the formula (I) shown below (wherein Ra is a hydrogen atom or a methyl group and Rb is a methyl group or a methoxymethyl group) and 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl 3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate as active ingredients, and a pests-controlling method comprising applying an effective amount of said pesticidal composition to the pests or a locus where the pests inhabit, have an excellent controlling effect on the pests.
Description
DESCRIPTION PESTICIDAL COMPOSITION MTD METHOD FOR CONTROLLING PESTS
TECHNICAL FIELD
The present invention relates to a pesticidal composition and a method for controlling pests.
BACKGROUND ART An ester compound represented by the following formula (I) :
wherein Ra is a hydrogen atom or a methyl group and Rb is a methyl group or a methoxymethyl group, is known as an active ingredient of pesticidal compositions (for example, JP-A-2000-63329) .
4-Methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2,2- dimethylcyclopropanecarboxylate is known as an active ingredient of pesticidal compositions (see, for example, JP-A-2004-2363) .
Pesticidal compositions, however, are required to have a larger controlling effect in some cases, depending on their use situation and pests to be
controlled by them.
DISCLOSURE OF THE INVENTION
The present invention is intended to provide a pesticidal composition having an excellent controlling effect on pests.
That is, aspects of the present invention are as follows. [Aspect 1]
A pesticidal composition comprising an ester compound represented by the following formula (I) :
wherein Ra is a hydrogen atom or a methyl group and Rb is a methyl group or a methoxymethyl group (said ester compound is hereinafter referred to as the ester compound A) and 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate (hereinafter referred to as the ester compound B) as active ingredients. [Aspect 2]
The composition according to aspect 1, wherein the ester compound A is 4-methoxymethyl- 2, 3, 5, 6-tetrafluorobenzyl 3- (1-propenyl) -2,2- dimethylcyclopropanecarboxylate, 4-methyl-2, 3,5,6-
tetrafluorobenzyl 3- (1-propenyl) -2, 2- dimethylcyclopropanecarboxylate or 4-methoxymethyl- 2, 3, 5, 6-tetrafluorobenzyl 3- (2-methyl-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate. [Aspect 3]
The composition according to aspect 1 or 2, wherein the ratio between the ester compound A and ester compound B contained is 50 : 1 to 1 : 50 by weight . [Aspect 4]
A method for controlling pests comprising applying an effective amount of a pesticidal composition comprising the ester compound A and the ester compound B as active ingredients to the pests or a locus where the pests inhabit. [Aspect 5]
The method according to aspect 4, wherein the ratio between the ester compound A and ester compound B contained in the pesticidal composition is 50 : 1 to 1 : 50 by weight.
The pesticidal composition of the present invention has an excellent controlling effect on pests.
MODE FOR CARRYING OUT THE INVENTION
The pesticidal composition of the present invention is characterized by containing the ester compound A and the ester compound B.
Specific examples of the ester compound A are
4-methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (1- propenyl) -2, 2-dimethylcyclopropanecarboxylate (hereinafter referred to as the ester compound Aa) , 4- methyl-2, 3, 5, 6-tetrafluorobenzyl 3- (1-propenyl) -2, 2- dimethylcyclopropanecarboxylate (hereinafter referred to as the ester compound Aβ) , 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-methyl-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate (hereinafter referred to as the ester compound Aγ) , etc. The ester compound A can be produced, for example, by the process described in JP-A-11-222463, JP-A-2000-63329, JP-A-2001-11022 or the like. The ester compound B can be produced by the process described in JP-A-2004-2363.
Each of the ester compound A and the ester compound B has isomers relative to the two asymmetric carbon atoms on the cyclopropane ring, and in some cases has isomers due to the carbon-carbon double bond. In the present invention, a compound containing such active isomers in any ratio may be used as the ester compound A or the ester compound B.
The pests against which the pesticidal composition of the present invention is effective include, for example, harmful anthropods such as harmful insects and harmful acarina. Specific examples thereof are as follows:
Lepidoptera: Pyralidae such as Chilo suppressalis, Cnaphalocrosis medinalis and Plodia interpunctella; Noctuidae such as Spodoptera litura,
Pseudaletia separata, and Mamestra brassicae; Pieridae such as Pieris rapae crucivora; Tortricidae such as Adoxophyes spp.; Carposinidae; Lyonetiidae; Lymantriidae; Antographa; Agrotis spp. such as Agrotis segetum and Agrotis ipsilon; Helicoverpa spp.;
Heliothis spp.; Plutella xylostella; Parnara guttata; Tinea pellionella; Tineola bisselliella, etc.
Diptera: Culex spp. such as Culex pipiens pallens and Culex tritaeniorhynchus; Aedes spp. such as Aedes aegypti and Aedes albopictus; Anopheles spp. such as Anopheles sinensis; Chironomidae; Muscidae such as Musca domestica, Muscina stabulans and Fannia canicularis; Calliphoridae; Sarcophagidae; Anthomyiidae such as Delia platura and Delia antiqua; Tephritidae; Agromyzidae; Drosophilidae; Psychodidae; Phoridae; Simuliidae; Tabanidae; Stomoxyidae; Ceratopogonidae, etc.
Blattaria: Blattella germanica, Periplaneta fuliginosa, Periplaneta americana, Periplaneta brunnea, Blatta orientalis, etc.
Hymenoptera: Formicidae, Vespidae, Bethylidae, Tenthredinidae such as Athalia rosae ruficornis, etc.
Siphonaptera: Ctenocephalides canis, Ctenocephalides felis, Pulex irritants, etc.
Anoplura: Pediculus humanus, Phthirus pubis, Pediculus humanus capitis, Pediculus humanus corporis, etc.
Isoptera: Reticulitermes speratus, Coptotermes formosanus, etc.
Hemiptera: Delphacidae such as Laodelphax striatellus, Nilaparvata lugens and Sogatella furcifera; Deltocephalidae such as Nephotettix cincticeps and Nephotettix virescens; Aphididae; Pentatomidae; Aleyrodidae; Coccoidae; Cimicidae such as Cinex lectularius; Tingidae; Psyllidae, etc.
Coleoptera: Attagenus unicolor; Anthrenus verbasci; corn rootworms such as Diabrotica virgifera and Diabrotica undecimpunctaca howardi; 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. such as Henosepilachna vigintioctopunctata; Lyctidae; Bostrychidae; Cerambycidae; Paederus fuscipes; etc. Thysanoptera: Thrips palmi, Frankliniella occidentalis, Thrips hawaiiensis, etc.
Orthoptera: Gryllotalpidae, Acrididae, etc. Acarina: Pyroglyphidae such as Dermatophagoides farinae and Dermatophagoides pteronyssinus; Acaridae such as Tyrophagus putrescentiae and Aleuroglyphus ovatus; Glycyphagidae such as Glycyphagus privatus, Glycyphagus domesticus
and Glycyphagus destructor; Cheyletidae such as Cheyletus malaccensis and Cheyletus moorei; Tarsonerαidae; Chortoglyphidae; Oribatei; Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Panonychus citri and Panonychus ulmi; Ixodidae such as Haemaphysalis longicornis; Dermanyssidae such as Ornithonyssus sylvairum and Dermanyssus galinae; etc.
The pesticidal composition of the present invention has an excellent controlling effect particularly on Diptera, Dictyoptera and Hymenoptera .
The weight ratio between the ester compound A and ester compound B contained in the pesticidal composition of the present invention is usually 200 : 1 to 1 :200, preferably 100 : 1 to 1 : 100, more preferably 50 : 1 to 1 : 50.
As the pesticidal composition of the present invention, while a mixture of the ester compound A and the ester compound B may be used as it is, it is applied usually after having been formulated into any of the following formulations. The formulations include, for example, oil formulations, emulsifiable concentrates, wettable powders, flowable concentrates (e.g. aqueous suspension concentrates and aqueous emulsion concentrates) , microcapsules, dusts, granules, tablets, aerosols, carbon dioxide formulations, volatile formulations for heating (e.g. insecticidal coils, insecticidal mats for electric heating, and volatile formulations for heating with absorbent wick) ,
Piezo-type insecticidal formulations, heating fuitiigants (e.g. self-burning-type fumigants, chemical-reaction- type fumigants, and porous ceramic plate fumigants) , non-heating volatile formulations (e.g. resin volatile formulations, paper volatile formulations, nonwoven fabric volatile formulations, braided textile volatile formulations, and sublimable tablets), smoking formulations (e.g. foggings) , direct contact formulations (e.g. sheet-like contact formulations, tape-like contact formulations and net-like contact formulations), ULV formulations, and poisonous baits.
As a method for the formulation, the following methods can be exemplified.
(1) A method in which the ester compound A and the ester compound B are mixed with a solid carrier, liquid carrier, gaseous carrier, bait or the like, and if necessary, a surfactant and/or other auxiliaries for formulation are added thereto, followed by processing. (2) A method in which a base material containing no active ingredient is impregnated with the ester compound A and the ester compound B.
(3) A method in which the ester compound A, the ester compound B and a base material are mixed and then molded or shaped.
Such a formulation contains the ester compound A and the ester compound B in a total amount of usually 0.001 to 98% by weight, while the total
amount is dependent on the type of the formulation.
The solid carrier used for formulation includes, for example, fine powders and granules of clays (e.g. kaolin clay, diatomaceous earth, bentonite, fubasami clay and acid clay) , synthetic hydrated silicon dioxide, talcs, ceramics, other inorganic minerals (e.g. sericite, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica) and chemical fertilizers (e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ammonium chloride and urea) ; and felt, fiber, cloth, knitted goods, sheets, paper, yarn, foams, porous materials and multifilaments of one or more of the following materials: substances which are solid at ordinary temperatures (e.g., 2,4,6- triisopropyl-1, 3, 5-trioxane, naphthalene, p- dichlorobenzene, camphor and adamantane) , wool, silk, cotton, flax, pulp, synthetic resins (e.g. polyethylene resins such as low-density polyethylenes, linear low- density polyethylenes and high-density polyethylenes; ethylene-vinyl ester copolymers such as ethylene-vinyl acetate copolymers; ethylene-methacrylic ester copolymers such as ethylene-methyl methacrylate copolymers and ethylene-ethyl methacrylate copolymers; ethylene-acrylic ester copolymers such as ethylene- methyl acrylate copolymers and ethylene-ethyl acrylate copolymers; ethylene-vinylcarboxylic acid copolymers such as ethylene-acrylic acid copolymers; ethylene- tetracyclododecene copolymers; polypropylene resins
such as propylene homopolymers and propylene-ethylene copolymers; poly-4-methylpentene-l, polybutene-1, polybutadienes and polystyrenes; acrylonitrile-styrene resins; styrene-based elastomers such as acrylonitrile- butadiene-styrene resins, styrene-conjugated diene block copolymers and styrene-conjugated diene block copolymer hydrogenation products; fluororesins; acrylic resins such as poly (methyl methacrylate) s; polyamide resins such as nylon 6 and nylon 66; polyester resins such as poly (ethylene terephthalate) s, poly (ethylene naphthalate) s, poly (butylene terephthalate) s and poly (cyclohexylenedimethylene terephthalate) s; and porous resins such as polycarbonates, polyacetals, polyacryl sulfones, polyacrylates, hydroxybenzoic acid polyesters, polyether imides, polyester carbonates, polyphenylene ether resins, poly (vinyl chloride) s, poly (vinylidene chloride) s, polyurethanes, expanded polyurethanes, expanded polypropylenes and expanded ethylene), glass, metals, ceramics and the like. The liquid carrier includes, for example, aromatic or aliphatic hydrocarbons (e.g. xylene, toluene, alkylnaphthalene, phenylxylylethane, kerosene, light oil, hexane and cyclohexane) , halogenated hydrocarbons (e.g. chlorobenzene, dichloromethane, dichloroethane and trichloroethane) , alcohols (e.g. methanol, ethanol, isopropyl alcohol, butanol, hexanol, benzyl alcohol and ethylene glycol), ethers (e.g. diethyl ether, ethylene glycol dimethyl ether,
diethylene glycol monoiuethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, tetrahydrofuran and dioxane) , esters (e.g. ethyl acetate and butyl acetate), ketones (e.g. acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone) , nitriles (e.g. acetonitrile and isobutyronitrile) , sulfoxides (e.g. dimethyl sulfoxide), acid amides (e.g. N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidone) , alkylidene carbonates (e.g. propylene carbonate), vegetable oils (e.g. soybean oil and cotton seed oil), vegetable essential oils (e.g. orange oil, hyssop oil and lemon oil) , and water.
The gaseous carrier includes, for example, butane gas, CFC gas, liquefied petroleum gas (LPG) , dimethyl ether and carbon dioxide.
The surfactant includes, for example, alkyl sulfates, alkylsulfonates, alkylarylsulfonates, alkyl aryl ethers and their polyoxyethylenated products, polyethylene glycol ethers, polyhydric alcohol esters and sugar alcohol derivatives.
The other auxiliaries for formulation include, for example, adhesive agents, dispersants and stabilizers. Specific examples thereof are casein, gelatin, polysaccharides (e.g. starch, gum arabic, cellulose derivatives and alginic acid) , lignin derivatives, bentonite, saccharides, synthetic water- soluble polymers [e.g. poly (vinyl alcohol) s,
poly (vinylpyrrolidone) s and poly (acrylic acid) s] , BHT (2, 6-di-tert-butyl-4-methylphenol) , BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4- methoxyphenol) , etc. Base materials for the insecticidal coils include, for example, mixtures of raw plant powders (e.g. wood powder and Pyrethrum marc) and binders (e.g. Tabu powder, starch and gluten) .
Base materials for the insecticidal mats for electric heating include, for example, plates of compacted fibrils of cotton linters, and plates of compacted fibrils of a mixture of cotton linters and pulp.
Base materials for the self-burning-type fumigants include, for example, combustible and exothermic agents (e.g. nitrates, nitrites, guanidine salts, potassium chlorate, nitrocellulose, ethylcellulose and wood powder) , pyrolysis-promoting agents (e.g. alkali metal salts, alkaline earth metal salts, dichromates and chromates) , oxygen-supplying agents (e.g. potassium nitrate), combustion-supporting agents (e.g. melamine and wheat starch), extending agents (e.g. diatomaceous earth) and binders (e.g. synthetic pastes) . Base materials for the chemical-reaction-type fumigants include, for example, exothermic agents (e.g. sulfides, polysulfides and hydrosulfides of alkali metals, and calcium oxide), catalysts (e.g.
carbonaceous substances, iron carbide and activated clay), organic foaming agents (e.g. azodicarbonamide, benzenesulfonylhydrazide, dinitropentamethylenetetramine, polystyrenes and polyurethanes) and fillers (e.g. natural fiber pieces and synthetic fiber pieces) .
The resin used as a base material for the resin volatile formulations and the like includes, for example, polyethylene resins such as low-density polyethylenes, linear low-density polyethylenes and high-density polyethylenes; ethylene-vinyl ester copolymers such as ethylene-vinyl acetate copolymers; ethylene-methacrylic ester copolymers such as ethylene- methyl iuethacrylate copolymers and ethylene-ethyl iuethacrylate copolymers; ethylene-acrylic ester copolymers such as ethylene-methyl acrylate copolymers and ethylene-ethyl acrylate copolymers; ethylene- vinylcarboxylic acid copolymers such as ethylene- acrylic acid copolymers; ethylene-tetracyclododecene copolymers; polypropylene resins such as propylene homopolymers and propylene-ethylene copolymers; poly-4- methylpentene-1, polybutene-1, polybutadienes, polystyrenes and acrylonitrile-styrene resins; styrene- based elastomers such as acrylonitrile-butadiene- styrene resins, styrene-conjugated diene copolymers and styrene-conjugated diene block copolymer hydrogenation products; fluororesins; acrylic resins such as poly (methyl methacrylate) s; polyamide resins such as
nylon 6 and nylon 66; polyester resins such as poly (ethylene terephthalate) s, poly (ethylene naphthalate) s, poly (butylene phthalate)s, and poly (cyclohexylenedimethylene terephthalate) s; and polycarbonates, polyacetals, polyacryl sulfones, polyacrylates, hydroxybenzoic acid polyesters, polyether imides, polyester carbonates, polyphenylene ether resins, poly (vinyl chloride) s, poly (vinylidene chloride) s and polyurethanes . These base materials may be used singly or as a mixture thereof. If necessary, these base materials may contain plasticizers such as phthalic acid esters (e.g. dimethyl phthalate and dioctyl phthalate) , adipic acid esters and stearic acid. The resin volatile formulation can be obtained by kneading the ester compound A and the ester compound B with the above-exemplified base material and then molding or shaping the kneaded product by injection molding, extrusion, pressing or the like. If necessary, the resin formulation obtained can be processed into a plate, film, tape, net, string or the like through steps such as molding or shaping, cutting and the like. Such a resin formulation is processed into, for example, any of collars for animal, ear tags for animal, sheet formulations, attracting strings and horticultural stays.
Base materials for the poisonous bait include, for example, bait components (e.g. cereal flour, vegetable oils, saccharides and crystalline
cellulose), antioxidants (e.g. dibutylhydroxytoluene and nordihydroguaiaretic acid), preservatives (e.g. dehydroacetic acid) , agents for preventing consumption by children or pets (e.g. red pepper powder) and insect-pest-attracting perfumes (e.g. cheese perfume, onion perfume and peanut oil) .
In the method for controlling pests of the present invention, the pests are controlled by applying the pesticidal composition of the present invention to the pests or a locus where the pests inhabit.
Specific examples of method for applying the pesticidal composition of the present invention are the following methods. The application method may be properly chosen depending on the form of the pesticidal composition of the present invention, application site, etc.
(1) A method in which the pesticidal composition of the present invention is applied as it is to the pests or a locus where the pests inhabit. (2) A method in which the pesticidal composition of the present invention is diluted with a solvent such as water and then applied to the pests or a locus where the pests inhabit.
In this case, the pesticidal composition of the present invention formulated into an emulsifiable concentrate, wettable powder, flowable concentrate, microcapsules or the like is usually diluted so that the total concentration of the ester compound A and the
ester compound B may be 0.01 to 1,000 ppm.
(3) A method in which the pesticidal composition of the present invention is heated in a locus where the pests inhabit, to vaporize the active ingredients.
In this case, both the applying dosages and applying concentrations of the ester compound A and the ester compound B can be properly determined depending on the form of the pesticidal composition of the present invention, when, where and how the pesticidal composition is applied, kind of pests, degree of damage, etc.
When the pesticidal composition of the present invention is used for preventing epidemics, its applying dosage is usually 0.0001 to 1,000 mg/m3 in terms of the total amount of the ester compound A and the ester compound B in the case of application in a space, and is usually 0.0001 to 1,000 mg/m2 in terms of the total amount of the ester compound A and the ester compound B in the case of application on a plane. The insecticidal coils, insecticidal mats for electric heating and the like are used with vaporizing the active ingredients by heating, depending on the type of such formulations. The resin volatile formulations, paper volatile formulations, nonwoven fabric volatile formulations, braided textile volatile formulations, sublixαable tablets and the like can be used, for example, by allowing them to stand in a space where
they are applied, or by blowing air against them.
As a space where the pesticidal composition of the present invention is applied for preventing epidemics, there are exemplified closets, wall- cupboards, chests of drawers, sideboards, toilets, baths, lumber rooms, living rooms, dining rooms, warehouses and the inside of a car. In addition, the pesticidal composition of the present invention can be used also in outdoor open spaces. When the pesticidal composition of the present invention is used for controlling ectoparasites on livestock such as cattle, horse, pig, sheep, goat, chicken, etc. and small animals such as dog, cat, rat, mouse, etc., it can be applied to the animals by a method well known in veterinary medicine.
Specifically, a method for using the pesticidal composition of the present invention is as follows. For systemic control, the pesticidal composition is administered in the form of, for example, tablets, a mixture with feed, a suppository, or an injection (e.g. an intramuscular, subcutaneous, intravenous or intraperitoneal injection) . For non-systemic control, the pesticidal composition is used by a method such as spraying with an oil formulation or an aqueous liquid formulation, pour-on or spot-on treatment with the oil formulation or aqueous liquid formulation, washing of the animal with a shampoo formulation, or attachment of a resin volatile formulation in the form of a collar or
an ear tag to "the animal. When the pesticidal composition of the present invention is administered to the animal, the total amount of the ester compound A and the ester compound B ranges usually from 0.01 to 1,000 mg per kg of the body weight of the animal.
EXAMPLES
The present invention is illustrated in further detail with the following formulation examples and test example, which should not be construed as limiting the scope of the invention.
Firstly, formulation of the pesticidal composition of the present invention is exemplified. In the formulation examples and test example, parts are all by mass unless otherwise specified.
Formulation Example 1
An emulsifiable concentrate is obtained by dissolving 9 parts of the ester compound Aa and 0.9 part of the ester compound B in a mixture of 37.5 parts of xylene and 37.5 parts of N,N-dimethylformamide, adding thereto 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfonate, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 2 An emulsifiable concentrate is obtained by
dissolving 9 parts of the ester compound Aβ and 0.9 part of the ester compound B in a mixture of 37.5 parts of xylene and 37.5 parts of N,N-dimethylforrαamide, adding thereto 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfonate, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 3
An emulsifiable concentrate is obtained by dissolving 9 parts of the ester compound Aγ and 0.9 part of the ester compound B in a mixture of 37.5 parts of xylene and 37.5 parts of N, N-dimethylformamide, adding thereto 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfonate, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 4
A wettable powder is obtained by thoroughly mixing 20 parts of the ester compound Aa, 20 parts of the ester compound B and 5 parts of Sorpol 5060 (a registered trade name, Toho Chemical Co., Ltd.), adding thereto 32 parts of Carplex #80 (a registered trade name, Shionogi & Co., Ltd.; fine powder of synthetic hydrated silicon dioxide) and 23 parts of 300-mesh diatomaceous earth, and mixing the resultant mixture in a juice mixer.
Formulation Example 5
A wettable powder is obtained by thoroughly mixing 20 parts of the ester compound Aβ, 20 parts of the ester compound B and 5 parts of Sorpol 5060 (a registered trade name, Toho Chemical Co., Ltd.) , adding thereto 32 parts of Carplex #80 (a registered trade name, Shionogi & Co., Ltd.; fine powder of synthetic hydrated silicon dioxide) and 23 parts of 300-mesh diatomaceous earth, and mixing the resultant mixture in a juice mixer.
Formulation Example 6
A wettable powder is obtained by thoroughly mixing 20 parts of the ester compound Ay, 20 parts of the ester compound B and 5 parts of Sorpol 5060 (a registered trade name, Toho Chemical Co., Ltd.), adding thereto 32 parts of Carplex #80 (a registered trade name, Shionogi & Co., Ltd.; fine powder of synthetic hydrated silicon dioxide) and 23 parts of 300-mesh diatomaceous earth, and mixing the resultant mixture in a juice mixer.
Formulation Example 7
Five (5) parts of fine powder of synthetic hydrated silicon dioxide, 5 parts of sodium dodecylbenzenesulfonate, 30 parts of bentonite and 56.7 parts of clay are added to a mixture of 3 parts of the
ester compound Aa and 0.3 part of the ester compound B, and the resultant mixture is thoroughly stirred and mixed. Thereafter, an appropriate quantity of water is added to the resulting mixture and further stirred. The thus stirred mixture is subjected to particle size regulation with a granulator and then through-flow drying, to obtain granules.
Formulation Example 8
Five (5) parts of fine powder of synthetic hydrated silicon dioxide, 5 parts of sodium dodecylbenzenesulfonate, 30 parts of bentonite and 56.7 parts of clay are added to a mixture of 3 parts of the ester compound Aβ and 0.3 part of the ester compound B, and the resultant mixture is thoroughly stirred and mixed. Thereafter, an appropriate quantity of water is added to the resulting mixture and further stirred. The thus stirred mixture is subjected to particle size regulation with a granulator and then through-flow drying, to obtain granules.
Formulation Example 9
Five (5) parts of fine powder of synthetic hydrated silicon dioxide, 5 parts of sodium dodecylbenzenesulfonate, 30 parts of bentonite and 56.7 parts of clay are added to a mixture of 3 parts of the ester compound Aγ and 0.3 part of the ester compound B, and the resultant mixture is thoroughly stirred and
mixed. Thereafter, an appropriate quantity of water is added to the resulting mixture and further stirred. The thus stirred mixture is subjected to particle size regulation with a granulator and then through-flow drying, to obtain granules.
Formulation Example 10
Five (5) parts of the ester compound Aa, 0.5 part of the ester compound B, 1 part of fine powder of synthetic hydrated silicon dioxide, 1 part of Driless B (mfd. by Sankyo Co., Ltd.) as flocculant, and 7 parts of clay are thoroughly mixed in a mortar and then stirred and mixed in a juice mixer. To the resultant mixture is added 85.5 parts of cut clay, and the resulting mixture is thoroughly stirred and mixed to obtain a dust.
Formulation Example 11
Five (5) parts of the ester compound Aβ, 0.5 part of the ester compound B, 1 part of fine powder of synthetic hydrated silicon dioxide, 1 part of Driless B (mfd. by Sankyo Co., Ltd.) as flocculant, and 7 parts of clay are thoroughly mixed in a mortar and then stirred and mixed in a juice mixer. To the resultant mixture is added 85.5 parts of cut clay, and the resulting mixture is thoroughly stirred and mixed to obtain a dust.
Formulation Example 12
Five (5) parts of the ester compound Aγ, 0.5 part of the ester compound B, 1 part of fine powder of synthetic hydrated silicon dioxide, 1 part of Driless B (mfd. by Sankyo Co., Ltd.) as flocculant, and 7 parts of clay are thoroughly mixed in a mortar and then stirred and mixed in a juice mixer. To the resultant mixture is added 85.5 parts of cut clay, and the resulting mixture is thoroughly stirred and mixed to obtain a dust.
Formulation Example 13
A formulation is obtained by mixing 10 parts of the ester compound Aa, 1 part of the ester compound B, 35 parts of white carbon containing 50% of polyoxyethylene alkyl ether sulfate ammonium salt, and 54 parts of water, and finely grinding the resultant mixture by a wet grinding method.
Formulation Example 14
A formulation is obtained by mixing 10 parts of the ester compound Aβ, 1 part of the ester compound B, 35 parts of white carbon containing 50% of polyoxyethylene alkyl ether sulfate ammonium salt, and 54 parts of water, and finely grinding the resultant mixture by a wet grinding method.
Formulation Example 15
A formulation is obtained by mixing 10 parts of the ester compound Aγ, 1 part of the ester compound B, 35 parts of white carbon containing 50% of polyoxyethylene alkyl ether sulfate ammonium salt, and 54 parts of water, and finely grinding the resultant mixture by a wet grinding method.
Formulation Example 16
An oil formulation is obtained by dissolving 0.05 part of the ester compound Aa and 0.05 part of the ester compound B in 10 parts of dichloromethane and mixing the resulting solution with 89.9 parts of an isoparaffin solvent (Isopar M, a registered trade name, Exxon Mobil Corp.) .
Formulation Example 17 An oil formulation is obtained by dissolving
0.05 part of the ester compound Aβ and 0.05 part of the ester compound B in 10 parts of dichloromethane and mixing the resulting solution with 89.9 parts of an isoparaffin solvent (Isopar M, a registered trade name, Exxon Mobil Corp.) .
Formulation Example 18
An oil formulation is obtained by dissolving 0.05 part of the ester compound Aγ and 0.05 part of the ester compound B in 10 parts of dichloromethane and mixing the resulting solution with 89.9 parts of an
isoparaffin solvent (Isopar M, a registered trade name, Exxon Mobil Corp . ) .
Formulation Example 19
An oil-based aerosol is obtained by placing 0.01 part of the ester compound Aa, 0.1 part of the ester compound B and 49.89 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the can, and then attaching an actuator to the can.
Formulation Example 20
An oil-based aerosol is obtained by placing 0.01 part of the ester compound Aβ, 0.1 part of the ester compound B and 49.89 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the can, and then attaching an actuator to the can.
Formulation Example 21 An oil-based aerosol is obtained by placing
0.01 part of the ester compound Aγ, 0.1 part of the ester compound B and 49.89 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the
can, and then attaching an actuator to the can.
Formulation Example 22
A water-based aerosol is obtained by charging a mixture of 0.5 part of the ester compound Aa, 0.05 part of the ester compound B, 0.01 part of BHT, 5 parts of xylene, 3.44 parts of deodorized kerosene and 1 part of an emulsifier {Atmos 300 (a registered trade name, Atlas Chemical Corp.)} and 50 parts of distilled water into an aerosol container, attaching a valve part to the container, and then compressing 40 parts of a propellant (LPG) into the container under pressure through the valve.
Formulation Example 23
A water-based aerosol is obtained by charging a mixture of 0.5 part of the ester compound Aβ, 0.05 part of the ester compound B, 0.01 part of BHT, 5 parts of xylene, 3.44 parts of deodorized kerosene and 1 part of an emulsifier {Atmos 300 (a registered trade name, Atlas Chemical Corp.)} and 50 parts of distilled water into an aerosol container, attaching a valve part to the container, and then compressing 40 parts of a propellant (LPG) into the container under pressure through the valve.
Formulation Example 24 A water-based aerosol is obtained by charging
a mixture of 0.5 part of the ester compound Aγ, 0.05 part of the ester compound B, 0.01 part of BHT, 5 parts of xylene, 3.44 parts of deodorized kerosene and 1 part of an emulsifier {Atmos 300 (a registered trade name, Atlas Chemical Corp.)} and 50 parts of distilled water into an aerosol container, attaching a valve part to the container, and then compressing 40 parts of a propellant (LPG) into the container under pressure through the valve.
Formulation Example 25
A substantially columnar carrier with a diameter of 5.5 cm and a height of 0.2 cm is produced by rolling up a piece of paperwork (0.5 cm thick, 69 cm long and 0.2 cm wide) having a honeycomb structure, from one end. An appropriate quantity of a solution of 5 parts of the ester compound Aa and 0.5 part of ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned carrier and then air- dried to remove the acetone, to obtain a paper volatile formulation.
Formulation Example 26
A substantially columnar carrier with a diameter of 5.5 cm and a height of 0.2 cm is produced by rolling up a piece of paperwork (0.5 cm thick, 69 cm long and 0.2 cm. wide) having a honeycomb structure, from one end. An appropriate quantity of a solution of
5 parts of the ester compound Aβ and 0.5 part of the ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned carrier and then air- dried to remove the acetone, to obtain a paper volatile formulation.
Formulation Example 27
A substantially columnar carrier with a diameter of 5.5 cm and a height of 0,2 cm is produced by rolling up a piece of paperwork (0.5 cm thick, 69 cm long and 0.2 cm wide) having a honeycomb structure, from one end. An appropriate quantity of a solution of 5 parts of the ester compound Aγ and 0.5 part of the ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned carrier and then air- dried to remove the acetone, to obtain a paper volatile formulation.
Formulation Example 28
Three-dimensional knitting fabric (trade name: Fusion, model number: AKE69440, selling agency: Asahi Kasei Fibers Corp., thickness: 4.3 mm, basis weight: 321 g/m2; made of polyamide) is cut into a substantially circular piece with a diameter of 5 cm.
An appropriate quantity of a solution of 5 parts of the ester compound Aa and 0.5 part of the ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned piece of the three-dimensional knitting
fabric and then air-dried to remove the acetone, to obtain a braided textile volatile formulation.
Formulation Example 29
Three-dimensional knitting fabric (trade name: Fusion, model number: AKE69440, selling agency: Asahi Kasei Fibers Corp., thickness: 4.3 mm, basis weight: 321 g/m2/ made of polyamide) is cut into a substantially circular piece with a diameter of 5 cm. An appropriate quantity of a solution of 5 parts of the ester compound Aβ and 0.5 part of the ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned piece of the three-dimensional knitting fabric and then air-dried to remove the acetone, to obtain a braided textile volatile formulation.
Formulation Example 30
Three-dimensional knitting fabric (trade name: Fusion, model number: AKE69440, selling agency: Asahi Kasei Fibers Corp., thickness: 4.3 mm, basis weight: 321 g/m2; made of polyamide) is cut into a substantially circular piece with a diameter of 5 cm. An appropriate quantity of a solution of 5 parts of the ester compound Aγ and 0.5 part of the ester compound B in 94.5 parts of acetone is uniformly applied on the above-mentioned piece of the three-dimensional knitting fabric and then air-dried to remove the acetone, to obtain a braided textile volatile formulation.
Formulation Example 31
A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene- methyl methacrylate copolymer (methyl methacrylate content:10% by weight, MFR = 2 [g/10 min] ) , 2 parts of the ester compound Aa and 0.2 part of the ester compound B at 13O0C with a 45-mmΦ same-direction twin- screw extruder, further melt-kneading them at 15O0C with a 40-mmΦ extruder, extruding the kneaded product into a sheet through a T-die, and then cooling the sheet with a cooling roll.
Formulation Example 32
A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene- methyl methacrylate copolymer (methyl methacrylate content: 10% by weight, MFR = 2 [g/10 min]), 2 parts of the ester compound Aβ and 0.2 part of the ester compound B at 130°C with a 45-mmΦ same-direction twin- screw extruder, further melt-kneading them at 1500C with a 40-mmΦ extruder, extruding the kneaded product into a sheet through a T-die, and then cooling the sheet with a cooling roll.
Formulation Example 33
A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene-
methyl methacrylate copolymer (methyl iuethacrylate content:10% by weight, MFR = 2 [g/10 min] ) , 2 parts of the ester compound Aγ and 0.2 part of the ester compound B at 130°C with a 45-mmΦ same-direction twin-screw extruder, further melt-kneading them at 15O0C with a 40- mmΦ extruder, extruding the kneaded product into a sheet through a T-die, and then cooling the sheet with a cooling roll.
Formulation Example 34 A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene-vinyl acetate copolymer (vinyl acetate content: 10% by weight, MFR = 2 [g/10 min] ) , 2 parts of the ester compound Aa and 0.2 part of the ester compound B at 130°C with a 45- mmΦ same-direction twin-screw extruder, further melt- kneading them at 150°C with a 40-mmΦ extruder, extruding the kneaded product into a sheet through a T- die, and then cooling the sheet with a cooling roll.
Formulation Example 35 A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene-vinyl acetate copolymer (vinyl acetate content: 10% by weight, MFR = 2 [g/10 min] ) , 2 parts of the ester compound Aβ and 0.2 part of the ester compound B at 1300C with a 45- mmΦ same-direction twin-screw extruder, further melt- kneading them at 1500C with a 40-mmΦ extruder,
extruding the kneaded product into a sheet through a T- die, and then cooling the sheet with a cooling roll.
Formulation Example 36
A resin volatile formulation is obtained by melt-kneading 97.8 parts by weight of an ethylene-vinyl acetate copolymer (vinyl acetate content: 10% by weight, MFR = 2 Cg/ 10 min] ) , 2 parts of the ester compound Aγ and 0.2 part of the ester compound B at 130°C with a 45- mmΦ same-direction twin-screw extruder, further melt- kneading them at 150°C with a 40-mmΦ extruder, extruding the kneaded product into a sheet through a T- die, and then cooling the sheet with a cooling roll.
Formulation Example 37
Five (5) parts of the ester compound Aa and 0.5 part of the ester compound B are dissolved in 94.5 parts of acetone. An appropriate quantity of the resultant solution is applied on paper (2000 cm2) having a foldable structure and is air-dried to remove the acetone, to obtain a paper volatile formulation.
Formulation Example 38
Five (5) parts of the ester compound Aβ and 0.5 part of the ester compound B are dissolved in 94.5 parts of acetone. An appropriate quantity of the resultant solution is applied on paper (2000 cm2) having a foldable structure and is air-dried to remove the
acetone, to obtain a paper volatile formulation.
Formulation Example 39
Five (5) parts of the ester compound Aγ and 0.5 part of the ester compound B are dissolved in 94.5 parts of acetone. An appropriate quantity of the resultant solution is applied on paper (2000 cm2) having a foldable structure and is air-dried to remove the acetone, to obtain a paper volatile formulation.
Formulation Example 40 Three (3) parts of the ester compound Aa and
0.3 part of the ester compound B are dissolved in 14.6 parts of acetone to obtain a solution. 0.2 Part of zinc oxide, 1.0 part of pregelatinized starch and 42.8 parts of azodicarbonamide are added to the solution, followed by adding thereto 38.1 parts of water. The resultant mixture is kneaded, shaped into granules with an extruder, and then dried. The granules containing the above-mentioned compounds according to the present invention are accommodated in the upper space in a container divided at the center by an aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is obtained.
Formulation Example 41 Three (3) parts of the ester compound Aβ and
0.3 part of the ester compound B are dissolved in 14.6 parts of acetone to obtain a solution. 0.2 Part of zinc oxide, 1.0 part of pregelatinized starch and 42.8 parts of azodicarbonamide are added to the solution, followed by adding thereto 38.1 parts of water. The resultant mixture is kneaded, shaped into granules with an extruder, and then dried. The granules containing the above-mentioned compounds according to the present invention are accommodated in the upper space in a container divided at the center by an aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is obtained.
Formulation Example 42 Three (3) parts of the ester compound Aγ and
0.3 part of the ester compound B are dissolved in 14.6 parts of acetone to obtain a solution. 0.2 Part of zinc oxide, 1.0 part of pregelatinized starch and 42.8 parts of azodicarbonamide are added to the solution, followed by adding thereto 38.1 parts of water. The resultant mixture is kneaded, shaped into granules with an extruder, and then dried. The granules containing the above-mentioned compounds according to the present invention are accommodated in the upper space in a container divided at the center by an aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is
obtained.
Formulation Example 43
0.5 Part of zinc oxide, 2 parts of pregelatinized starch and 97.5 parts of azodicarbonamide are mixed and the resultant mixture is kneaded with water. The kneaded product is shaped into granules with an extruder and dried. Two (2) grams of the granules are uniformly impregnated with an acetone solution containing 0.58 g of the ester compound Aa and 0.058 g of the ester compound B, and then are dried. The granules thus obtained are accommodated in the upper space in a container divided at the center by an aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is obtained.
Formulation Example 44
0.5 Part of zinc oxide, 2 parts of pregelatinized starch and 97.5 parts of azodicarbonamide are mixed and the resultant mixture is kneaded with water. The kneaded product is shaped into granules with an extruder and dried. Two (2) grams of the granules are uniformly impregnated with an acetone solution containing 0.58 g of the ester compound Aβ and 0.058 g of the ester compound B, and then are dried. The granules thus obtained are accommodated in the upper space in a container divided at the center by an
aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is obtained.
Formulation Example 45 0.5 Part of zinc oxide, 2 parts of pregelatinized starch and 97.5 parts of azodicarbonamide are mixed and the resultant mixture is kneaded with water. The kneaded product is shaped into granules with an extruder and dried. Two (2) grams of the granules are uniformly impregnated with an acetone solution containing 0.58 g of the ester compound Aγ and 0.058 g of the ester compound B, and then are dried. The granules thus obtained are accommodated in the upper space in a container divided at the center by an aluminum partition, and 50 g of calcium oxide is accommodated in the lower space in the container. Thus, a fumigant is obtained.
Formulation Example 46
An insecticidal coil is obtained by dissolving 0.5 g of the ester compound Aa and 0.05 g of the ester compound B in 20 ml of acetone, adding the resultant solution to a mixture of 99.4 g of a carrier for mosquito coil (a mixture of Tabu powder, Pyrethrum marc and wood powder in a weight ratio of 4 : 3 : 3) and 0.3 g of a green pigment, uniformly stirring and mixing the resultant mixture, adding thereto 120 ml of
water, thoroughly kneading the resulting mixture, and then molding and drying the kneaded mixture.
Formulation Example 47
An insecticidal coil is obtained by dissolving 0.5 g of the ester compound Aβ and 0.05 g of the ester compound B in 20 ml of acetone, adding the resultant solution to a mixture of 99.4 g of a carrier for mosquito coil (a mixture of Tabu powder, Pyrethrum marc and wood powder in a weight ratio of 4 : 3 : 3) and 0.3 g of a green pigment, uniformly stirring and mixing the resultant mixture, adding thereto 120 ml of water, thoroughly kneading the resulting mixture, and then molding and drying the kneaded mixture.
Formulation Example 48 An insecticidal coil is obtained by dissolving 0.5 g of the ester compound Aγ and 0.05 g of the ester compound B in 20 ml of acetone, adding the resultant solution to a mixture of 99.4 g of- a carrier for mosquito coil (a mixture of Tabu powder, Pyrethrum marc and wood powder in a weight ratio of 4 : 3 : 3) and 0.3 g of a green pigment, uniformly stirring and mixing the resultant mixture, adding thereto 120 ml of water, thoroughly kneading the resulting mixture, and then molding and drying the kneaded mixture.
Formulation Example 49
An insecticidal mat for electric heating is obtained by uniformly impregnating a base material for electric mat (a plate obtained by coagulating fibrils of a mixture of cotton linter and pulp) having an area of 3.4 cm x 2.1 cm and a thickness of 0.22 cm with a solution obtained by mixing 10 parts of the ester compound Aa, 1 part of the ester compound B, 39.5 parts of acetyltributyl citrate, 39.5 parts of isononyl adipate, 5 parts of a blue pigment and 5 parts of a flavoring material.
Formulation Example 50
An insecticidal mat for electric heating is obtained by uniformly impregnating a base material for electric mat (a plate obtained by coagulating fibrils of a mixture of cotton linter and pulp) having an area of 3.4 cm x 2.1 cm and a thickness of 0.22 cm with a solution obtained by mixing 10 parts of the ester compound Aβ, 1 part of the ester compound B, 39.5 parts of acetyltributyl citrate, 39.5 parts of isononyl adipate, 5 parts of a blue pigment and 5 parts of a flavoring material.
Formulation Example 51
An insecticidal mat for electric heating is obtained by uniformly impregnating a base material for electric mat (a plate obtained by coagulating fibrils of a mixture of cotton linter and pulp) having an area
of 3.4 cm x 2.1 cm and a thickness of 0.22 cm with a solution obtained by mixing 10 parts of the ester compound Aγ, 1 part of the ester compound B, 39.5 parts of acetyltributyl citrate, 39.5 parts of isononyl adipate, 5 parts of a blue pigment and 5 parts of a flavoring material.
Formulation Example 52
A part for volatile formulation for heating with absorbent wick is obtained by dissolving 0.1 part of the ester compound Aa and 0.01 part of the ester compound B in 99.89 parts of deodorized kerosene, placing the resultant solution in a container made of vinyl chloride, and inserting one end of an absorbent wick (obtained by coagulating inorganic powder with a binder and baking the coagulated powder) into the container so that the other end of the wick can be heated with a heater.
Formulation Example 53
A part for volatile formulation for heating with absorbent wick is obtained by dissolving 0.1 part of the ester compound Aβ and 0.01 part of the ester compound B in 99.89 parts of deodorized kerosene, placing the resultant solution in a container made of vinyl chloride, and inserting one end of an absorbent wick (obtained by coagulating inorganic powder with a binder and baking the coagulated powder) into the
container so that the other end of the wick can be heated with a heater.
Formulation Example 54
A part for volatile formulation for heating with absorbent wick is obtained by dissolving 0.1 part of the ester compound Aγ and 0.01 part of the ester compound B in 99.89 parts of deodorized kerosene, placing the resultant solution in a container made of vinyl chloride, and inserting one end of an absorbent wick (obtained by coagulating inorganic powder with a binder and baking the coagulated powder) into the container so that the other end of the wick can be heated with a heater.
Formulation Example 55 An aerosol is obtained by placing 0.2 part of the ester compound Aa, 0.02 part of the ester compound B and 49.78 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the can, and then attaching an actuator for whole-jetting type aerosol to the can.
Formulation Example 56
An aerosol is obtained by placing 0.2 part of the ester compound Aβ, 0.02 part of the ester compound
B and 49.78 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the can, and then attaching an actuator for whole-jetting type aerosol to the can.
Formulation Example 57
An aerosol is obtained by placing 0.2 part of the ester compound Aγ, 0.02 part of the ester compound B and 49.78 parts of Neochiozol (Chuokasei Co., Ltd.) in an aerosol can, attaching an aerosol valve to the can, charging 25 parts of dimethyl ether and 25 parts of LPG into the can, shaking the can, and then attaching an actuator for whole-jetting type aerosol to the can.
Formulation Example 58
A formulation for spot-on treatment for controlling ectoparasites on animals is obtained by adding 99.78 parts of diethylene glycol monoethyl ether to a mixture of 0.2 part of the ester compound Aa and 0.02 part of the ester compound B, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 59
A formulation for spot-on treatment for controlling ectoparasites on animals is obtained by adding 99.78 parts of diethylene glycol monoethyl ether
to a mixture of 0.2 part of the ester compound Aβ and 0.02 part of the ester compound B, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 60 A formulation for spot-on treatment for controlling ectoparasites on animals is obtained by adding 99.78 parts of diethylene glycol rαonoethyl ether to a mixture of 0.2 part of the ester compound Aγ and 0.02 part of the ester compound B, and thoroughly stirring and mixing the resultant mixture.
Formulation Example 61
Sublimable tablets are obtained by uniformly applying 1 mL of a solution consisting of 3 parts of the ester compound Aa, 0.3 part of the ester compound B and 96.7 parts of acetone on discoid solid substances (diameter: 3 cm, thickness: 3 mm) obtained by molding 4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5-trioxane under pressure (4 t/cm2) , and then drying the solid substances.
Formulation Example 62
Sublimable tablets are obtained by uniformly applying 1 mL of a solution consisting of 3 parts of the ester compound Aβ, 0.3 part of the ester compound B and 96.7 parts of acetone on discoid solid substances (diameter: 3 cm, thickness: 3 mm) obtained by molding
4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5-trioxane under pressure (4 t/cm2) , and then drying the solid substances.
Formulation Example 63 Sublimable tablets are obtained by uniformly applying 1 mL of a solution consisting of 3 parts of the ester compound Aγ, 0.3 part of the ester compound B and 96.7 parts of acetone on discoid solid substances (diameter: 3 cm, thickness: 3 mm) obtained by molding 4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5-trioxane under pressure (4 t/cm2), and then drying the solid substances.
Formulation Example 64
Sublimable tablets are obtained by molding a homogeneous mixture of 200 mg of the ester compound Aa, 20 mg of the ester compound B and 4,000 mg of 2,4,6- triisopropyl-1, 3, 5-trioxane into discs (diameter: 3 cm, thickness: 3 mm) under pressure (4 t/cm2) .
Formulation Example 65 Sublimable tablets are obtained by molding a homogeneous mixture of 200 mg of the ester compound Aβ, 20 mg of the ester compound B and 4,000 mg of 2,4,6- triisopropyl-1, 3, 5-trioxane into discs (diameter: 3 cm, thickness: 3 mm) under pressure (4 t/cm2) .
Formulation Example 66
Sublimable tablets are obtained by molding a homogeneous mixture of 200 mg of the ester compound Aγ, 20 mg of the ester compound B and 4,000 mg of 2,4,6- triisopropyl-1, 3, 5-trioxane into discs (diameter: 3 cm, thickness: 3 mm) under pressure (4 t/cm2) .
Formulation Example 67
Sublimable tablets are obtained by placing 200 mg of the ester compound Aa, 20 mg of the ester compound B and 4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5- trioxane in a 50-mL screw tube, melting them with heating, and then cooling them to room temperature.
Formulation Example 68
Sublimable tablets are obtained by placing 200 mg of the ester compound Aβ, 20 mg of the ester compound B and 4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5- trioxane in a 50-mL screw tube, melting them with heating, and then cooling them to room temperature.
Formulation Example 69 Sublimable tablets are obtained by placing
200 mg of the ester compound Aγ, 20 mg of the ester compound B and 4,000 mg of 2, 4, 6-triisopropyl-l, 3, 5- trioxane in a 50-mL screw tube, melting them with heating, and then cooling them to room temperature.
The following test example demonstrates the excellent controlling effect of the pesticidal composition of the present invention on pests.
In the following test example, 4- methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl lR-trans-3- (2- cyano-1-propenyl (Z) ) -2,2- dimethylcyclopropanecarboxylate was used as the ester compound B. 4-Methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl lR-trans-3-(l-propenyl(E/Z = 1/8) ) -2,2- dimethylcyclopropanecarboxylate was used as the ester compound Aa, 4-methyl-2, 3, 5, 6-tetrafluorobenzyl IR- trans-3-(l-propenyl(E/Z = 1/8) ) -2,2- dimethylcyclopropanecarboxylate was used as the ester compound Aβ, and 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl lR-trans-3- (2-methyl-1-propenyl) -2, 2- dimethylcyclopropanecarboxylate was used as the ester compound Aγ.
Test Example 1
A 0.00156% oil formulation was prepared by dissolving 0.00156 part of the ester compound B in 10 parts of dichloromethane and mixing the resultant solution with 89.99844 parts of an isoparaffin solvent (Isopar M, a registered trade name, Exxon Mobil Corp.) (this oil formulation is hereinafter referred to as comparative composition (I)) . Similarly, 0.00625% oil formulations were prepared by dissolving 0.00625 part of each of the ester compound Aa, the ester compound Aβ
and the ester compound Aγ in 10 parts of dichloromethane and mixing the resultant solution with 89.99375 parts of an isoparaffin solvent (Isopar M, a registered trade name, Exxon Mobil Corp.) (these oil formulations are hereinafter referred to as comparative composition (2) , comparative composition (3) and comparative composition (4) , respectively) .
In addition, an oil formulation according to the present invention was obtained by mixing equal amounts (5 ml) of a 0.00312% oil formulation of the ester compound B and a 0.0125% oil formulation of the ester compound Aa which had been prepared in the same manner as above (the thus obtained oil formulation is hereinafter referred to as the present composition (1) ) . Another oil formulation according to the present invention was obtained by mixing equal amounts (5 ml) of a 0.00312% oil formulation of the ester compound B and a 0.0125% oil formulation of the ester compound Aβ (the thus obtained oil formulation is hereinafter referred to as the present composition (2) ) . Still another oil formulation according to the present invention was obtained by mixing equal amounts (5 ml) of a 0.00312% oil formulation of the ester compound B and a 0.0125% oil formulation of the ester compound Aγ (the thus obtained oil formulation is. hereinafter referred to as the present composition (3) ) .
Ten German cockroaches (Blattella germanica) (5 males and 5 females) were released in a test
container (diameter: 8.75 cm, height: 7.5 cm, bottom: 16-mesh metal gauze) whose inner wall had been coated with butter. The container was placed on the bottom of a test chamber (base area: 46 cm x 46 cm, height 70 cm) . With a spray gun, 1.5 ml of the present composition (1) was sprayed (spray pressure: 0.4 kg/cm2) from a height of 60 cm above the top surface of the container. Thirty seconds after the spraying, the container was taken out of the test chamber. After a definite period of time, the knocked-down insects were counted, and the knocking-down rate was calculated (the average in two replications) .
The same test as above was carried out except for using each of the present composition (2) , the present composition (3), comparative composition (1), comparative composition (2) , comparative composition (3) and comparative composition (4) in place of the present composition (1) , and the knocking-down rate after a definite period of time was calculated (the average in two replications) .
Table 1 shows the results .
[ Table 1 ]
INDUSTRIAL APPLICABILITY
The pesticidal composition of the present invention has an excellent controlling effect on pests.
Claims
1. A pesticidal composition comprising an ester compound represented by the following formula (I) :
2. The composition according to Claim 1, wherein the ester compound represented by the formula (I) is 4- methoxymethyl-2, 3, 5, 6-tetrafluorobenzyl 3- (1-propenyl) -
2.2-dimethylcyclopropanecarboxylate, 4-methyl-2, 3, 5, 6- tetrafluorobenzyl 3- (1-propenyl ) -2 , 2- dimethylcyclopropanecarboxylate or 4-methoxymethyl- 2,3,5, 6-tetrafluorobenzyl 3- (2-methyl-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate.
3. The composition according to Claim 1 or 2, wherein the ratio between the ester compound represented by the formula (I) and 4-methoxymethyl- 2f3f5f 6-tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2,2- dimethylcyclopropanecarboxylate contained is 50 : 1 to 1 : 50 by weight.
4. --A method for controlling pests comprising applying an effective amount of a pesticidal composition comprising the ester compound represented by the formula (I) and 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate as active ingredients to the pests or a locus where the pests inhabit.
5. The method according to Claim 4, wherein the ratio between the ester compound represented by the formula (I) and 4-methoxymethyl-2, 3, 5, 6- tetrafluorobenzyl 3- (2-cyano-l-propenyl) -2, 2- dimethylcyclopropanecarboxylate contained in the pesticidal composition is 50 : 1 to 1 : 50 by weight.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007229982A JP2009062299A (en) | 2007-09-05 | 2007-09-05 | Pest control composition and method for pest control |
| JP2007-229982 | 2007-09-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2009031692A2 true WO2009031692A2 (en) | 2009-03-12 |
| WO2009031692A3 WO2009031692A3 (en) | 2010-04-08 |
Family
ID=40377359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2008/066268 WO2009031692A2 (en) | 2007-09-05 | 2008-09-03 | Pesticidal composition and method for controlling pests |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP2009062299A (en) |
| AR (1) | AR068365A1 (en) |
| TW (1) | TW200917966A (en) |
| WO (1) | WO2009031692A2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2462509A (en) * | 2008-06-30 | 2010-02-17 | Sumitomo Chemical Co | Aqueous pesticidal composition |
| US20120178807A1 (en) * | 2011-01-12 | 2012-07-12 | Sumitomo Chemical Company, Limited | Method of controlling harmful arthropod, composition, and electrostatic spray device |
| CN102665420A (en) * | 2009-11-20 | 2012-09-12 | 住友化学株式会社 | Pest control composition |
| US9192163B2 (en) | 2011-12-28 | 2015-11-24 | Sumitomo Chemical Company, Limited | Pest control composition |
| EP2910121A4 (en) * | 2012-09-13 | 2016-04-20 | Sumitomo Chemical Co | Liquid insecticidal composition |
| KR101860586B1 (en) * | 2010-09-09 | 2018-05-23 | 스미또모 가가꾸 가부시끼가이샤 | Pest controlling method, composition, electrostatic spray device and use thereof |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5326318B2 (en) * | 2007-03-30 | 2013-10-30 | 住友化学株式会社 | Pest control aerosol composition |
| JP2010059198A (en) * | 2009-11-20 | 2010-03-18 | Sumitomo Chemical Co Ltd | Composition for controlling harmful insect and method of controlling harmful insect |
| JP2011132199A (en) * | 2009-12-25 | 2011-07-07 | Sumitomo Chemical Co Ltd | Myriapod-controlling composition |
| JP2011132200A (en) * | 2009-12-25 | 2011-07-07 | Sumitomo Chemical Co Ltd | Sow bug-controlling composition |
| JP5521540B2 (en) * | 2009-12-25 | 2014-06-18 | 住友化学株式会社 | Spider control composition |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3899586A (en) * | 1973-10-18 | 1975-08-12 | Sumitomo Chemical Co | Synergistic chrysanthemate insecticides |
| EP0064803A1 (en) * | 1981-04-27 | 1982-11-17 | Imperial Chemical Industries Plc | Insecticidal compositions |
| EP0926129A1 (en) * | 1997-12-03 | 1999-06-30 | Sumitomo Chemical Company, Limited | Ester compound and pesticide containing it |
| EP0939073A1 (en) * | 1998-02-26 | 1999-09-01 | Sumitomo Chemical Company, Limited | Ester of 2,2-dimethyl-cyclopropanecarboxylic acid and their use as pesticides |
| EP1004569A1 (en) * | 1998-11-20 | 2000-05-31 | Sumitomo Chemical Company, Limited | Pyrethroid compounds and composition for controlling pest containing the same |
| US20030195119A1 (en) * | 2002-04-12 | 2003-10-16 | Tatsuya Mori | Ester compound and its use |
-
2007
- 2007-09-05 JP JP2007229982A patent/JP2009062299A/en not_active Withdrawn
-
2008
- 2008-09-03 WO PCT/JP2008/066268 patent/WO2009031692A2/en active Application Filing
- 2008-09-03 TW TW97133699A patent/TW200917966A/en unknown
- 2008-09-04 AR ARP080103841 patent/AR068365A1/en not_active Application Discontinuation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3899586A (en) * | 1973-10-18 | 1975-08-12 | Sumitomo Chemical Co | Synergistic chrysanthemate insecticides |
| EP0064803A1 (en) * | 1981-04-27 | 1982-11-17 | Imperial Chemical Industries Plc | Insecticidal compositions |
| EP0926129A1 (en) * | 1997-12-03 | 1999-06-30 | Sumitomo Chemical Company, Limited | Ester compound and pesticide containing it |
| EP0939073A1 (en) * | 1998-02-26 | 1999-09-01 | Sumitomo Chemical Company, Limited | Ester of 2,2-dimethyl-cyclopropanecarboxylic acid and their use as pesticides |
| EP1004569A1 (en) * | 1998-11-20 | 2000-05-31 | Sumitomo Chemical Company, Limited | Pyrethroid compounds and composition for controlling pest containing the same |
| US20030195119A1 (en) * | 2002-04-12 | 2003-10-16 | Tatsuya Mori | Ester compound and its use |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2462509A (en) * | 2008-06-30 | 2010-02-17 | Sumitomo Chemical Co | Aqueous pesticidal composition |
| GB2462509B (en) * | 2008-06-30 | 2010-12-29 | Sumitomo Chemical Co | Aqueous pesticidal composition |
| AU2010322724B2 (en) * | 2009-11-20 | 2014-10-23 | Sumitomo Chemical Company, Limited | Pest control composition |
| CN102665420A (en) * | 2009-11-20 | 2012-09-12 | 住友化学株式会社 | Pest control composition |
| EP2501238A1 (en) * | 2009-11-20 | 2012-09-26 | Sumitomo Chemical Company, Limited | Pest control composition |
| EP2501238A4 (en) * | 2009-11-20 | 2013-09-25 | Sumitomo Chemical Co | Pest control composition |
| US9265256B2 (en) | 2009-11-20 | 2016-02-23 | Sumitomo Chemical Company, Limited | Pest control composition |
| KR101810701B1 (en) * | 2009-11-20 | 2017-12-19 | 스미또모 가가꾸 가부시끼가이샤 | Pest control composition |
| KR101860586B1 (en) * | 2010-09-09 | 2018-05-23 | 스미또모 가가꾸 가부시끼가이샤 | Pest controlling method, composition, electrostatic spray device and use thereof |
| US20120178807A1 (en) * | 2011-01-12 | 2012-07-12 | Sumitomo Chemical Company, Limited | Method of controlling harmful arthropod, composition, and electrostatic spray device |
| US9044002B2 (en) * | 2011-01-12 | 2015-06-02 | Sumitomo Chemical Company, Limited | Method of controlling harmful arthropod, composition, and electrostatic spray device |
| US9192163B2 (en) | 2011-12-28 | 2015-11-24 | Sumitomo Chemical Company, Limited | Pest control composition |
| EP2910121A4 (en) * | 2012-09-13 | 2016-04-20 | Sumitomo Chemical Co | Liquid insecticidal composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2009062299A (en) | 2009-03-26 |
| WO2009031692A3 (en) | 2010-04-08 |
| AR068365A1 (en) | 2009-11-11 |
| TW200917966A (en) | 2009-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2197281B1 (en) | Pesticidal composition and method for controlling pests | |
| WO2009031692A2 (en) | Pesticidal composition and method for controlling pests | |
| AU2012229784B2 (en) | Pest control composition and pest control method | |
| AU2011250709A1 (en) | Pesticidal composition and method for controlling pests | |
| AU2010236006A1 (en) | Harmful organisim-controlling composition and control method of harmful organisms | |
| MX2010011911A (en) | Harmful organism-controlling composition and control method of harmful organisms. | |
| KR20100110333A (en) | Cyclopropanecarboxylate and pest controlling composition containing the same | |
| AU2011250704A1 (en) | Pesticidal composition and method for controlling pests | |
| AU2011250708A1 (en) | Pesticidal composition and method for controlling pests | |
| AU2011250706A1 (en) | Pesticidal composition and method for controlling pests | |
| KR20120059397A (en) | Pesticidal composition and method for controlling pests | |
| WO2012124795A1 (en) | Pest control composition and pest control method | |
| AU2010236007A1 (en) | Harmful organisim-controlling composition and control method of harmful organisms | |
| AU2010236003A1 (en) | Harmful organisim-controlling composition and control method of harmful organisms | |
| KR20120059390A (en) | Pesticidal composition and method for controlling pests | |
| KR20120059389A (en) | Pesticidal composition and method for controlling pests | |
| KR20120059396A (en) | Pesticidal composition and method for controlling pests | |
| AU2010236008A1 (en) | Harmful organism-controlling composition and control method of harmful organisms |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| 122 | Ep: pct application non-entry in european phase |
Ref document number: 08829886 Country of ref document: EP Kind code of ref document: A2 |