WO2015186368A1 - Agent repoussant les insectes et procédé de répulsion d'insectes - Google Patents

Agent repoussant les insectes et procédé de répulsion d'insectes Download PDF

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Publication number
WO2015186368A1
WO2015186368A1 PCT/JP2015/050566 JP2015050566W WO2015186368A1 WO 2015186368 A1 WO2015186368 A1 WO 2015186368A1 JP 2015050566 W JP2015050566 W JP 2015050566W WO 2015186368 A1 WO2015186368 A1 WO 2015186368A1
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Prior art keywords
repellent
cyclic
test
compound selected
insect
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PCT/JP2015/050566
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English (en)
Japanese (ja)
Inventor
真人 川上
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理研香料ホールディングス株式会社
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Priority to CN201580001818.8A priority Critical patent/CN105530812B/zh
Publication of WO2015186368A1 publication Critical patent/WO2015186368A1/fr

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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
    • A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
    • 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
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
    • 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
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
    • 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
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • 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
    • A01N45/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
    • A01N45/02—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring having three carbocyclic rings

Definitions

  • the present invention relates to a repellent agent against harmful insects such as cockroaches, flies (eg, house fly, Drosophila, butterfly fly), mosquitoes, flies, and mosquitoes, and a repellent method. More specifically, the present invention provides at least one or more of each of a compound selected from cyclic monoterpene alcohols and / or a compound selected from cyclic monoterpene ketones, and a compound selected from cyclic sesquiterpenes.
  • the present invention relates to an insect repellent agent characterized by containing a combination as an active ingredient, and a repellent method using the same.
  • Harmful insects such as cockroaches, flies (such as house fly, Drosophila, butterfly fly), mosquitoes, blowfish, etc. are not only irritating to humans or feel unpleasant, but also cause problems such as becoming a mediation of pathogens. Is desired.
  • repellents containing dito have been used for the skin surface against flying pests such as mosquitoes, blowfish and flies.
  • flying pests such as mosquitoes, blowfish and flies.
  • the method of applying to this has been widely used, Deet has a unique off-flavor and can not expect a sufficient spatial repelling effect due to its somewhat low volatility.
  • concentration of the diet is also proposed for the improvement of an offensive odor (patent document 1), the sustainability of an effect is not enough.
  • repellents which utilize volatile natural essential oils and components thereof as repellent components.
  • a fly repellant characterized by containing a monoterpenoid having a specific group such as isopropyl group in the molecule (Patent Document 2) and limonene as an active ingredient. (Patent Document 3) and the like are known, but the repelling effect is not sufficient, and the sustainability of the effect is not satisfactory.
  • a modified product of a specific terpenoid compound Patent Document 4 or to use multiple components in combination, for example, a specific terpenoid compound monomer or / and low polymerization of these.
  • a harmful animal repellent composition comprising a low copolymer oligomer, a low copolymer oligomer of these terpenoid monomers, and a compound selected from a phenol, styrene, vinyl, maleic, monomer (Patent Document 1) Although 5) etc. are known, chemical synthesis of the components is essential and preparation of the components takes time and effort.
  • JP 2007-277196 A Japanese Patent Application Laid-Open No. 53-86021 Japanese Patent Application Laid-Open No. 62-409 JP 2007-119357 A Unexamined-Japanese-Patent No. 4-288003
  • the present invention can be easily used, has a higher repellent effect than conventional insect repellents, is excellent in sustainability, and is less toxic to human beings, crops and the like.
  • An object of the present invention is to provide an insect repellent free from soil contamination and an insect repellent method using the same.
  • terpenoids of a specific structure increases the repelling effect and is excellent in sustainability.
  • these substances are also known as components of natural plant essential oils, respectively, are substances of low toxicity to animals and crops and the like, and there is no problem of soil contamination. Based on this finding, the present invention has been completed.
  • the present invention is summarized as an insect repellent described in the following (1) to (8) and an insect repellent method described in (9).
  • a compound selected from cyclic monoterpene alcohols and / or a compound selected from cyclic monoterpene ketones, and a compound selected from cyclic sesquiterpenes in a weight ratio of 1: 9 to 9: 1 The insect repellent agent as described in said (1) characterized by the above-mentioned.
  • the insect repellent agent as described in said (2) characterized by the above-mentioned.
  • the insect repellent agent according to the above (1) which is a retention agent for adjusting the volatilization rate of the repellent component in the repellent agent, or a mixture with a carrier.
  • the insect repellent agent according to the above (2) which is a retention agent for adjusting the volatilization rate of the repellent component in the repellent agent, or a mixture with a carrier.
  • the insect repellent agent according to the above (3) which is a retention agent for adjusting the volatilization rate of the repellent component in the repellent agent, or a mixture with a carrier.
  • the insect repellent agent according to the above (4) which is a retention agent for adjusting the volatilization rate of the repellent component in the repellent agent, or a mixture with a carrier.
  • the insect repellent agent of the present invention is a combination of at least one or more of a compound selected from cyclic monoterpene alcohols and / or a compound selected from cyclic monoterpene ketones, and a compound selected from cyclic sesquiterpenes It is characterized in that it contains as an active ingredient, and due to the synergistic effect of its combination, it has a higher repellent effect than conventional insect repellents and is excellent in sustainability, and moreover, its ingredient It has the effect of being less toxic, being free from soil contamination, and being easy to use.
  • the insect repellent agent of the present invention has the effect of being more excellent in durability and usability by using a mixture with a retention agent or a carrier that controls the volatilization rate of the repellent component in the repellent agent.
  • an insect repellent method which uses this insect repellent agent by any means such as spraying, spraying, spraying, volatilization, or smoking, roaches, flies (such as house fly, Drosophila, butterfly fly), mosquito, puffer, It has the effect of effectively repelling harmful insects for a long time.
  • cyclic monoterpene alcohols which are one of the combination components of the present invention, isopulegol, menthol, terpineol, dihydroterpineol, terpineol-4, carveol, dihydrocarbeol, perilla alcohol, myrtenol, nobole, pinocarbeol And compounds such as Fenkyl alcohol, borneol, isoborneol, and Tuyanol.
  • cyclic monoterpene ketones which are one of the combination components of the present invention, include compounds such as carvone, menthone, isomentone and camphor.
  • the compound selected from the cyclic monoterpene alcohols, the compound selected from the cyclic monoterpene ketones, and the compound selected from the cyclic sesquiterpenes may be any of those derived from plant essential oils and chemically synthesized products. can do.
  • the content of the active ingredient of the insect repellent agent of the present invention is 0.5 to 100% by weight.
  • compounds selected from cyclic monoterpene alcohols and / or compounds selected from cyclic monoterpene ketones and compounds selected from cyclic sesquiterpenes at least one or more of the compounds exemplified above can be used,
  • a compound selected from cyclic monoterpene alcohols and / or a compound selected from cyclic monoterpene ketones and a compound selected from cyclic sesquiterpenes are preferably 1: 9 to 9: 1, preferably 3: 7 to 7 It can be used in combination in a weight ratio of 3: 3, more preferably 4: 6 to 6: 4.
  • the insect repellent of the present invention can also be used as a mixture with a retention agent or carrier that controls the volatilization rate of the repellent component in the repellent.
  • a retention agent or carrier that controls the volatilization rate of the repellent component in the repellent.
  • solvents, emulsifiers, dispersants, suspending agents, spreading agents, spreading agents, wetting agents, wetting agents, stabilizers, plasticizers, propellants, etc. are added depending on the purpose of use, oil solution (liquid agent), emulsion, hydration It can be used in the form of an agent, a paste, a gel, an aerosol, a microcapsule and the like.
  • the above-mentioned retention agent one having a large molecular weight and a small vapor pressure, which does not impair the repelling function can be used.
  • benzoic acid ester phenyl, benzyl
  • phthalic acid ester dimethyl, diethyl, dibutyl
  • acid ester type diphenyl ether, dibenzyl ether, phenoxyethanol, diethylene glycol monobutyl ether, diethylene glycol dibutyl ether, triethylene glycol monoethyl ether as ether
  • alcohols such as oleyl alcohol and stearyl alcohol
  • hydrocarbons such as diphenyl, methyl naphthalene and ethyl naphthalene.
  • the carrier examples include diatomaceous earth, kaolin, talc, clay, calcium carbonate, zeolite, acid clay, alumina, bentonite, gypsum, silica, activated carbon and other mineral substances or inorganic powders; wood flour, soy flour, flour, starch etc. Vegetable powders; paper, pulp, plastics such as phenolic resin, polyamide, polybutadiene etc., powders of fibers or rubber, etc., which may be used alone or in combination of two or more Good.
  • these carriers can be used to prepare solid dosage forms, and dosage forms such as powders, granules and tablets can be used.
  • a shape at the time of use for example, a honeycomb shape, a net shape, a slit shape, a lattice shape, or a structure such as paper provided with an opening can be used.
  • Examples of the solvent used in the present invention include alcohols such as methanol, ethanol, propanol, isopropanol and butanol; glycols such as ethylene glycol and propylene glycol; ketones such as acetone and methyl ethyl ketone; tetrahydrofuran and dioxane , Ethers such as diethyl ether; Aliphatic hydrocarbons such as hexane, kerosene, paraffin; Aromatic hydrocarbons such as benzene, toluene; Halogenated hydrocarbons such as chloroform, dichloroethane; Esters such as ethyl acetate, butyl acetate; Kerosene etc. can be mentioned.
  • alcohols such as methanol, ethanol, propanol, isopropanol and butanol
  • glycols such as ethylene glycol and propylene glycol
  • ketones such as acetone and methyl ethyl
  • solvents may be used alone or in combination of two or more.
  • Water can also be used.
  • known emulsifying agents, dispersing agents, suspending agents, spreading agents, wetting agents, wetting agents, stabilizing agents, plasticizers, propellants and the like are added depending on the purpose of use, oil solution (liquid agent), emulsion, hydration It can be used in the form of an agent, a paste, a gel, an aerosol, a microcapsule and the like.
  • the method for forming the microcapsules is not particularly limited, and conventionally known methods such as interfacial polymerization method, in-site polymerization method, coacervation method, spray drying method, etc. are used, and as a film material of microcapsules
  • the known materials such as cyclodextrin film, gelatin film, urethane urea film, masimine resin film, urea resin film, nylon film, polyurethane, polyurea, epoxy resin, urea / formalin resin, melamine / formalin resin can be used.
  • the active ingredient is slowly volatilized and the repellent effect is sustained over a long period of time.
  • insect repellent of the present invention known insect repellents, efficacy enhancers, antioxidants, bactericides, fungicides, flavors, coloring materials, UV absorbers, as long as the effects of the present invention are not impaired. Etc. can be blended.
  • the repellent agent of the present invention is used by any means of spraying, spraying, coating, volatilization or smoking.
  • a sheet material in the case of using a repellent sheet by coating or impregnating a repellent agent nonwoven fabric, thin paper, bleached kraft paper, titanium paper, paper such as paperboard, gypsum board paper, polyethylene film, polypropylene film, polyvinyl chloride film, Plastic films such as polyethylene terephthalate film and nylon film can be used.
  • Drosophila Spatial Repellent Test Method-I
  • a plywood container (582 ⁇ 900 ⁇ 600 (H) mm: volume 0.31 m 3 ) was assembled. The two sides of the container were lined with wire mesh, and the upper part was made of a transparent plastic plate for observation.
  • two test containers 300 ⁇ 300 ⁇ 290 (H) mm: volume 26.1 l) made of Decopane and opened at the top were arranged side by side in the test box. The operation was performed in the following procedure.
  • Test substances (9 to 12): cyclic sesquiterpenes are used i) As a combination example (combination example) of the present invention, Combination of cyclic monoterpene alcohols and cyclic sesquiterpenes Combination of cyclic monoterpene ketones and cyclic sesquiterpenes Three types of combined use were carried out.
  • Test Example 2 showed the same tendency as the results of Test Example 1. That is, both the combination according to the present invention has a greater repellent effect than the case where only a single terpene is used, and a synergistic effect by combined use was observed also for the great sturgeon.
  • cyclic monoterpene alcohols and cyclic monoterpene ketones Nos. 20 to 21
  • a repellent effect lower than the repellent rate of at least one of the components used in combination alone. It was not recognized that there was a significant synergy effect.
  • Culex pipiens Spatial Repellency Testing-II
  • a plywood container (835 ⁇ 1490 ⁇ 835 (H) mm: volume 1.04 m 3 ) was assembled. The two sides of the container were lined with wire mesh, and the upper part was made of a transparent plastic plate for observation.
  • two test containers (360 ⁇ 360 ⁇ 400 (H) mm: volume 51.84 liters) opened at the top and made of cardboard were placed side by side in the test box. The operation was performed in the following procedure.
  • Test Example 3 showed the same tendency as the results of Test Example 1 and Test Example 2. That is, the combination of the present invention also has a greater repellent effect than that in the case of using only terpenes alone, and a synergistic effect by combined use was also recognized against Culex pipiens.
  • cyclic monoterpene alcohols and cyclic monoterpene ketones No. 25 to 27
  • a repellent effect lower than the repelling rate of at least one terpene alone of the combined components. It was not recognized that there was a significant synergy effect.
  • a stack shelf (265 ⁇ 200) at a position near the entrance of each test room (80 cm inside from the door) Place ⁇ 170 (H) mm and place a container (diameter 70 ⁇ 65 (H) mm) containing 50 g of 35% aqueous honey solution as a attractant, and open five holes of 5 mm diameter for catching insects on it
  • the adhesive paper (98x158 mm) was placed.
  • No. 9 to 12 Combined use of cyclic monoterpene alcohols and cyclic sesquiterpenes 13 to 14: Combination of cyclic monoterpene ketones and cyclic sesquiterpenes 15: Three types of combined use No. 16 (comparative example) combined use of cyclic monoterpene alcohols and cyclic monoterpene ketones
  • Test Example 4 (Table 4) showed the same tendency as the results of Test Examples 1 to 3. That is, even in Test Example 4 under the conditions different from Test Example 3, the combination of the present invention has a large repellent effect compared to the case where only terpenes are used alone against Culex pipiens, A synergetic effect was observed.
  • German cockroach Spatial repelling test-IV Using a 534 x 348 x 292 (H) polypropylene container as the test box, apply white margarine on the top 1/2 of its inner wall to double-stop cockroach escape, and then follow the procedure below The test was done.
  • Test Examples 1 to 5 show that all of the combinations of the present invention, namely cyclic monoterpene alcohols, in repelling tests under different conditions against various harmful insects. At least one combination of at least one of the compound selected from the group of compounds and / or the compound selected from cyclic monoterpene ketones and the compound selected from cyclic sesquiterpenes exerts a great synergetic effect (repelled effect, sustained effect) Is an indicator of Examples (formulation examples) are shown below, but the present invention is not limited thereto.
  • Granules 70 parts of silica gel (5 to 10 mesh) is mixed with 5 parts of propylene glycol, and then 12.5 parts of cyclic monoterpene alcohol and 12.5 parts of cyclic sesquiterpene are added and mixed to obtain a granular insect repellent agent.
  • the insect repellent agent of the present invention is a combination of at least one or more of a compound selected from cyclic monoterpene alcohols and / or a compound selected from cyclic monoterpene ketones, and a compound selected from cyclic sesquiterpenes It is characterized in that it contains as an active ingredient, and due to the synergistic effect of its combination, it has a high repellent effect compared to conventional insect repellents and is excellent in sustainability, and moreover, the ingredient is more effective against human beings and agricultural products. Industrial applicability is high because it has low toxicity, no soil contamination, and has the effect of being easy to use.
  • the insect repellent agent of the present invention has the effect of being more excellent in sustainability and usability by being a mixture with a retention agent or carrier that controls the volatilization rate of the repellent component in the repellent agent.
  • Cockroaches, flies such as house flies, Drosophila, sting fly
  • mosquitoes, pufferfish, and mosquito repellents by the insect repellent method using such insect repellents by spraying, spraying, applying, volatilizing, or smoking. Since it has the effect of repelling harmful insects, etc. effectively for a long time, industrial applicability is large.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (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)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne : un agent repoussant les insectes, qui a un effet repoussant élevé sur les insectes dangereux et une excellente durabilité, mais présente pourtant une toxicité inférieure pour les humains, les animaux, les cultures agricoles, etc., ne provoque pas de contamination du sol et peut être utilisé facilement; et un procédé de répulsion d'insectes. Parmi les principes actifs, au moins un composé sélectionné parmi les alcools monoterpéniques cycliques et/ou au moins un composé sélectionné parmi les cétones monoterpéniques cycliques sont combinés avec au moins un composé sélectionné parmi les sesquiterpènes cycliques. On ajoute facultativement un ou plusieurs additifs à ces principes actifs qui sont soit utilisés tels quels soit imprégnés dans un vecteur approprié ou mélangés à celui-ci. Le mélange ainsi obtenu est formulé dans un agent repoussant sous la forme d'une préparation solide, d'une solution d'huile (préparation liquide), d'une émulsion, d'une poudre mouillable, d'une pâte, d'un gel, d'aérosol, de microcapsules, etc., et est utilisé par un moyen quelconque sélectionné parmi la pulvérisation, l'épandage, l'application, la volatilisation et la fumigation.
PCT/JP2015/050566 2014-06-05 2015-01-06 Agent repoussant les insectes et procédé de répulsion d'insectes WO2015186368A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201580001818.8A CN105530812B (zh) 2014-06-05 2015-01-06 昆虫驱避剂和昆虫驱避方法

Applications Claiming Priority (2)

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JP2014127692A JP6130986B2 (ja) 2014-06-05 2014-06-05 昆虫忌避剤および昆虫忌避方法
JP2014-127692 2014-06-05

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WO2015186368A1 true WO2015186368A1 (fr) 2015-12-10

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JP (1) JP6130986B2 (fr)
CN (1) CN105530812B (fr)
TW (1) TWI653937B (fr)
WO (1) WO2015186368A1 (fr)

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