WO2019198505A1 - Répulsif pour insectes nuisibles et produit repoussant les insectes nuisibles - Google Patents

Répulsif pour insectes nuisibles et produit repoussant les insectes nuisibles Download PDF

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Publication number
WO2019198505A1
WO2019198505A1 PCT/JP2019/013188 JP2019013188W WO2019198505A1 WO 2019198505 A1 WO2019198505 A1 WO 2019198505A1 JP 2019013188 W JP2019013188 W JP 2019013188W WO 2019198505 A1 WO2019198505 A1 WO 2019198505A1
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Prior art keywords
repellent
pest repellent
pest
ants
component
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PCT/JP2019/013188
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English (en)
Japanese (ja)
Inventor
弘基 杉岡
悠記子 田村
知幸 引土
由美 川尻
中山　幸治
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大日本除蟲菊株式会社
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Application filed by 大日本除蟲菊株式会社 filed Critical 大日本除蟲菊株式会社
Priority to KR1020207027196A priority Critical patent/KR102564753B1/ko
Priority to CN201980019218.2A priority patent/CN111867379B/zh
Priority to JP2020513182A priority patent/JP6813714B2/ja
Priority to AU2019253406A priority patent/AU2019253406B2/en
Publication of WO2019198505A1 publication Critical patent/WO2019198505A1/fr

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    • 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
    • A01N31/02—Acyclic compounds
    • 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
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic 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
    • A01N35/02—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 aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
    • 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
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

  • the present invention relates to a pest repellent that repels fire ants and / or ants, and a pest repellent product.
  • specific alien organisms for example, fire ants and ants (hereinafter referred to as “specific alien ants” in some cases.
  • specific alien ants fire ants and ants
  • Argentine ants are not included in the specific alien ants. .)It has been known.
  • the specific alien ants are ants of a different type from the native ants, and are characterized by strong toxicity and high fertility. For this reason, if you find specific alien ants, it is natural to completely remove them, but it is important to take repelling measures to prevent them from entering the human sphere. , Has been urgently needed.
  • Patent Document 1 As a drug for repelling ants, for example, a repellent containing natural essential oil as an active ingredient is known (see, for example, Patent Document 1).
  • a repellent containing natural essential oil as an active ingredient is known (see, for example, Patent Document 1).
  • an active ingredient of an ant repellent oak moss, orange flower oil, sandalwood oil, spearmint oil, thyme white oil, patchouli oil, palmarosa oil, lemongrass oil, laurel oil, garlic oil, cinnamon oil Oil, coconut oil, cinnamon leaf oil, gill oil (Inondo oil), thyme red oil, trobalsum, birch oil, peru balsam are described.
  • the specific alien ants are very different in ecology from general native ants.
  • Native ants form colonies (nests) inside the dead trees as well as in the ground, and carry out life activities in a relatively small number of family units.
  • the specific alien ants form colonies deep in the ground, and there are two types: single queen system where one queen ant exists in one colony and multi-queen system where multiple queen ants exist. Ecology is known.
  • a specific alien ant having a multi-queen system has a higher fertility as the number of queen ants in the colony increases, and up to 40 million ants may carry out life activities in one colony.
  • the specific alien ant has a significantly different activity scale and behavior pattern from the conventional ant, and therefore, the ant repellent (active ingredient) described in Patent Document 1 conventionally used for the colony of the specific alien ant.
  • Natural essential oils) and the application of the control agent (active ingredient: diet) described in Patent Document 2 does not always prevent or control specific alien ants, but also some queen ants. May quickly detect the presence of repellents or control agents, and may disperse from colonies in order to avoid their repellent or control effects.
  • the present invention has been made in view of the above problems, and an object of the present invention is to provide a pest repellent and a pest repellent product that can effectively repel specific ants.
  • the characteristic composition of the pest repellent according to the present invention for solving the above problems is as follows: As a repellent ingredient for fire ants and / or ants, the following formula (I): It exists in containing the piperidine derivative represented by these.
  • the piperidine derivative represented by the above formula (I) has conventionally been repellent against pests such as mosquitoes, mosses, butterflies, house flies, sand flies and cockroaches.
  • pests such as mosquitoes, mosses, butterflies, house flies, sand flies and cockroaches.
  • it is effective for repelling fire ants and / or worms based on the new finding that it also exhibits excellent repellent effects against certain alien ants such as fire ants and ants. It was found that it can be an ingredient (repellent ingredient). Therefore, the pest repellent containing the piperidine derivative of the present configuration is useful as a pest repellent for fire ants and / or ants, and if the pest repellent of the present configuration is used, the ants and / or ants Can reduce the damage.
  • R is preferably an alkoxy group having 2 to 6 carbon atoms.
  • R is preferably a 1-methylpropoxy group.
  • the piperidine derivative has a high pest repellent effect and is safe for humans. It can be an insect pest repellent having an even better repellent effect on fire ants and / or kami ants as ikalizine having excellent properties.
  • repellent fragrance ingredients the following (a) and (b): (A) Hydrocarbon aldehydes and / or hydrocarbon ketones having a total carbon number of 8 to 16 (b) Further containing at least one of monoterpene alcohols and / or aromatic alcohols having a total carbon number of 8 to 12 It is preferable.
  • the pest repellent of this configuration in addition to the piperidine derivative represented by the above formula (I), it further contains at least one repellent perfume component of (a) and (b) above. Due to the synergistic effect with the repellent fragrance component, fire ants and / or ants can be strongly repelled. Moreover, since a piperidine derivative is unscented, when combined with a repellent fragrance component, it hardly affects the original scent of the repellent fragrance component. Therefore, it can be said that the piperidine derivative is a repellent component having good compatibility with the repellent fragrance component.
  • the repellent perfume ingredients of (a) are decanal, undecanal, dodecanal, 2-methylundecanal, tridecanal, 10-undecenal, citronellal, citral, neral, phenylacetaldehyde, cinnamic aldehyde, ⁇ -amyl cinnamic aldehyde, ⁇ -hexylcinnamic aldehyde, lyial, perylaldehyde, trivertal, cuminaldehyde, heliotropin, tridecanone, l-carvone, menthone, pregon, cis-jasmon, dihydrojasmon, ⁇ -damascon, ⁇ -damascon, ⁇ -damascon, ⁇ -Ionone, ⁇ -ionone, 2-pentylcyclopentanone, 2-hexylcyclopentanone, 2-heptylcyclopen
  • the repellent fragrance component of (a) and the repellent fragrance component of (b) from the above options, fire ants and / or worms are selected. It can be a pest repellent that can be repelled more strongly.
  • the pest repellent of this structure by containing the repellent fragrance component of the above (a) and the repellent fragrance component of the above (b) in the above blending ratio (weight ratio), different types of repellent fragrance components
  • the repellent effect (synergistic effect) enhanced by this can be obtained, and it can be a pest repellent that is also pleasant as an aroma.
  • glycols and / or glycol ethers are preferable to further contain glycols and / or glycol ethers as a repellent effect sustaining component.
  • glycols and / or glycol ethers are substances having a higher vapor pressure than piperidine derivatives, so that excessive volatilization of piperidine derivatives is suppressed by glycols and / or glycol ethers.
  • the repellent effect on fire ants and / or kami ants by the piperidine derivative lasts for a long time.
  • the piperidine derivative represented by the above formula (I) can provide a repellent effect on fire ants and / or ants. For this reason, it can be a pest repellent that is less resistant to daily use for consumers who are sensitive to insecticidal ingredients. In addition, when the pests are resistant to conventional repellent components such as diet, a repellent effect can be expected.
  • the characteristic configuration of the pest repellent product according to the present invention for solving the above problems is as follows: It is to be configured as a liquid preparation, a gel preparation, or a solid preparation containing any one of the above pest repellents.
  • the pest repellent product of this configuration since it contains the pest repellent of the present invention, it becomes a practical and useful pest repellent product for repelling fire ants and / or ants. Moreover, it can become a pest repellent product that is easy to use by adopting a liquid preparation, a gel-like preparation, or a solid preparation as a product form.
  • the present inventors have conducted diligent research on piperidine derivatives that have been known to have a repellent effect on pests such as mosquitoes, moths, butterflies, house flies, sand flies and cockroaches. As a result, there is a new finding that this piperidine derivative has an unexpectedly superior repellent effect for specific alien ants such as fire ants and ants that are currently a social problem. Based on this, a pest repellent and a pest repellent product for fire ants and / or kami ants have been completed.
  • the pest repellent and the pest repellent product of the present invention will be described. However, the present invention is not intended to be limited to the configurations of the following embodiments and the contents of the examples.
  • the pest repellent of the present invention has the following formula (I) as a repellent ingredient against fire ants and / or worms:
  • the piperidine derivative represented by these is contained.
  • R as a substituent is an alkyl group or alkoxy group having 2 to 6 carbon atoms, preferably an alkoxy group having 2 to 6 carbon atoms.
  • R is an alkyl group having 2 to 6 carbon atoms
  • R is an alkoxy group having 2 to 6 carbon atoms
  • examples include ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, tert-butoxy group, 1-methylpropoxy group, 2-methylpropoxy group, and the like. It is done.
  • R is a 1-methylpropoxy group in which R is an alkoxy group having 4 carbon atoms, which is represented by the following formula (II): 1-methylpropyl 2- (2-hydroxyethyl) -1-piperidinecarboxylate [also known as icaridin].
  • the piperidine derivative represented by the above formula (I) is a substance having a slightly lower vapor pressure than the diet generally used conventionally as a pest repellent component.
  • the vapor pressure of icaridin represented by the above formula (II) which is a typical piperidine derivative, is 0.059 Pa (25 ° C.), and the vapor pressure of Diet is 0.23 Pa (25 ° C.).
  • the pest repellent of the present invention containing a piperidine derivative showed an excellent repellent effect against specific exotic ants such as fire ants and ants.
  • the conventional pest repellent containing diet has a remarkably inferior effect on specific alien ants compared to the pest repellent of the present invention containing a piperidine derivative. This is presumably because the repellent effect of the piperidine derivative largely depends on the contact repellent effect by contact of the active ingredient with pests rather than the spatial repellent effect by volatilization of the active ingredient (repellent ingredient).
  • the pest repellent of the present invention can exhibit a repellent effect having no practical problem with respect to specific exotic ants only with the piperidine derivative contained as an active ingredient, but the contact repellent effect was supplemented by the spatial repellent effect. In some cases, the synergistic effect makes it possible to repel specific alien ants more strongly. Therefore, in the pest repellent of the present invention, it is effective to use a repellent fragrance component in addition to the piperidine derivative represented by the above formula (I). In addition, since a piperidine derivative is unscented (there is no smell peculiar to an insect repellent), when combined with a repellent fragrance component, the original scent of the repellent fragrance component is hardly affected. Therefore, it can be said that the piperidine derivative is a repellent component having good compatibility with the repellent fragrance component.
  • the repellent fragrance components that can be combined with the piperidine derivative are: (a) hydrocarbon aldehydes and / or hydrocarbon ketones having a total carbon number of 8 to 16, and (b) monoterpene alcohols having a total carbon number of 8 to 12. And / or aromatic alcohols. Only one or both of the repellent fragrance component (a) and the repellent fragrance component (b) may be used.
  • repellent component (a) above examples include decanal, undecanal, dodecanal, 2-methylundecanal, tridecanal, 10-undecenal, citronellal, citral, neral, phenylacetaldehyde, cinnamaldehyde, ⁇ -amylcinamic Aldehyde, ⁇ -hexylcinnamic aldehyde, lyial, perylaldehyde, trivertal, cuminaldehyde, heliotropin, tridecanone, l-carvone, menthone, pregon, cis-jasmon, dihydrojasmon, ⁇ -damascon, ⁇ -damascon, ⁇ -damascon , ⁇ -ionone, ⁇ -ionone, 2-pentylcyclopentanone, 2-hexylcyclopentanone, 2-heptylcyclopentanone, methylbenzylketone, and methyls
  • repellent component (b) above examples include linalool, dehydrolinalool, dihydromyrcenol, geraniol, nerol, citronellol, menthol, terpineol, terpinen-4-ol, isopulegol, borneol, 1-phenylethyl alcohol, 2- Examples include phenylethyl alcohol, synthetic alcohol, thymol, and eugenol. These (b) repellent perfume ingredients may be used alone or in combination of two or more.
  • the blending ratio (a) / (b) of both is set to 0.1 / 1 to 9/1 by weight. It is preferable to set it to 0.5 / 1 to 1.4 / 1. If the blending ratio (a) / (b) is in the above range, a repellent effect (synergistic effect) enhanced by different types of repellent perfume ingredients (a) and (b) can be obtained, and a pleasant aroma It becomes.
  • the pest repellent of the present invention can contain (c) hydrocarbon esters having a total carbon number of 8 to 16 as a repellent component different from the above (a) and (b).
  • the repellent fragrance component (c) is a component that can contribute to the enhancement of the repellant effect on specific alien ants in cooperation with the repellent fragrance component (a) and the repellent fragrance component (b).
  • Examples of the repellent component (c) above are decyl acetate, linalyl acetate, geranyl acetate, citronellyl acetate, menthyl acetate, terpinyl acetate, nepylacetate, pt-butylcyclohexyl acetate, tricyclodecenyl.
  • These (c) repellent perfume ingredients may be used alone or in combination of two or more.
  • the pest repellent of the present invention can contain components other than the repellent fragrance component as necessary.
  • components include hydrocarbons such as d-limonene, ⁇ -pinene and ⁇ -pinene, isoamylphenylethyl ether, linalool oxide, 1,8-cineole, rose oxide, diphenyl ether, magnolan, rubafuran, dihydroindenyl- Hydrocarbon ethers such as 2,4-dioxane, nitrogen-containing compounds such as 2,6-dimethyl-3-ethylpyrazine, citronellylnitrile, stemon, o-aminoacetophenone, sandalwood oil, spearmint oil, thyme white oil , Butterfly oil, garlic oil, cinnamon leaf oil, thyme red oil, jasmine oil, neroli oil, bergamot oil, orange oil, geranium oil, petitgren oil, lemon oil, lemongrass oil, cinnamon oil, eucalyptus oil, lemon
  • the pest repellent of the present invention contains glycols and / or glycol ethers.
  • Glycols and / or glycol ethers act not only as solvents for the repellent component or repellent perfume component, but also as a repellent effect continuous component that maintains the repellent effect of the repellent component or repellent perfume component.
  • glycols and / or glycol ethers are substances having a higher vapor pressure than piperidine derivatives.
  • glycols and / or glycol ethers that can be used as a repellent effect sustaining component include propylene glycol (10.7 Pa), dipropylene glycol (1.3 Pa), tripropylene glycol (0.67 Pa), diethylene glycol (3 Pa). , Triethylene glycol (1 Pa), 1,3-butylene glycol, hexylene glycol (6.7 Pa), benzyl glycol (2.7 Pa), diethylene glycol monobutyl ether (3 Pa), dipropylene glycol monobutyl ether, and tripropylene glycol monomethyl Ether.
  • the numerical value described in parentheses after each substance name is the vapor pressure at 20 ° C.
  • a preferred repellent effect-maintaining component is dipropylene glycol.
  • the content of the repellent effect continuous component is preferably 0.2 to 10 times the content of the repellent component and the repellent fragrance component.
  • the pest repellent of the present invention may be blended with functional components such as deodorant components, disinfecting components, antibacterial components, etc., as long as they are substances and amounts that do not interfere with the repellent effect against specific alien ants.
  • functional components such as deodorant components, disinfecting components, antibacterial components, etc.
  • Representative examples of the deodorant component include plant extracts such as gramineae, camellia, ginkgo, oleaceae, mulberry, mandarin, quintranoaceae and oyster.
  • the relaxation effect can also be provided by mix
  • the pest repellent of the present invention preferably contains substantially no insecticidal component for the purpose.
  • substantially not containing does not mean that the content of the insecticidal component is strictly 0% in any case. For example, when an extremely small amount of an insecticidal component is unintentionally included, or even when an extremely small amount of an insecticidal component is intentionally included, the insecticidal component is not effective.
  • An example of a case in which a trace amount of an insecticidal component is unintentionally included is that a pest repellent manufacturing facility previously manufactured another product containing an insecticidal component, Cases where trace amounts of insecticidal components adhering to the piping are mixed into the pest repellent as contaminants, and insecticidal components floating or volatilized in the air in the manufacturing room are absorbed and mixed into the pest repellent being manufactured Examples include cases. In such a case, even if it contains a very small amount of an insecticidal component, it is treated as a pest repellent that does not substantially contain the insecticidal component.
  • the piperidine derivative which is an essential component in the pest repellent of the present invention, has a high repellent effect on specific alien ants, It exhibits a repellent effect equivalent to or higher than the repellent contained.
  • the pest repellent of the present invention substantially free of an insecticide can be less resistant to daily use even for consumers who are sensitive to insecticidal ingredients.
  • the pest repellent of the present invention can be expected to have a repellent effect even when the pest is resistant to conventional repellent components such as diet.
  • the pest repellent of the present invention can be used for repelling specific exotic ants as it is without performing special processing.
  • the pest repellent is prepared in an easy-to-use dosage form. It is practical to use as a pest repellent product containing 0.01-99 w / w%.
  • the dosage form of the pest repellent product typically includes a liquid preparation, a gel-like preparation, and a solid preparation.
  • liquid preparations and gel preparations examples include liquids, emulsions, aqueous solvents, microemulsions, aerosols and creams.
  • Liquid preparations and gel preparations can be easily adjusted in the content of various components such as repellent components, repellent fragrance components, and repellent effect sustaining components. Therefore, for example, it has the merit that it is easy to change the product characteristics of the pest repellent product, such as increasing the repellent effect by increasing the repellent component, or making the product highly aromatic by increasing the repellent component.
  • a pest repellent product configured as a solid agent can be prepared, for example, by supporting (impregnating) a pest repellent on a suitable carrier. When the pest repellent is carried on the carrier, a solvent, a surfactant or the like may be added as necessary.
  • Supports include various vegetable powders such as wood flour and wheat flour, base fabrics such as paper, woven fabric, and non-woven fabric, porous organic molded products such as viscopearl, kaolin, talc, calcium carbonate, quartzite, quartz sand, ceramics, etc.
  • Inorganic support polyethylene, polypropylene, ethylene / vinyl acetate copolymer (EVA), ethylene / methyl methacrylate copolymer (EMMA), styrene diblock polymer, styrene triblock polymer, thermoplastic elastomer (TPE) , TPO) or the like, or a silicone rubber or the like.
  • EVA ethylene / vinyl acetate copolymer
  • EMMA ethylene / methyl methacrylate copolymer
  • TPE thermoplastic elastomer
  • TPO thermoplastic elastomer
  • the carrier is a film or a molded body
  • a method of holding the pest repellent by a chemical liquid dispensing method or a coating method, or a method of spraying or dropping the pest repellent together with a solvent to penetrate the film or the molded body can be mentioned.
  • the carrier is silicone rubber
  • a silicone rubber containing a high concentration of insect repellent and an untreated silicone rubber are placed in a sealed container and left for a certain period of time to cover the entire silicone rubber. A method of averaging the concentration can be mentioned.
  • the compounding amount of the pest repellent in the pest repellent product is appropriately adjusted according to the use, the period of use, the specifications, etc. of the pest repellent product, but in the case of a liquid preparation or a gel-form preparation, 0.01 to 20 w / v% In the case of a solid agent, 0.01 to 10 w / w% is preferable.
  • a pest repellent product assuming a use period of 8 to 12 hours preferably contains 10 to 50 mg of the pest repellent per product. In a pest repellent product that assumes a use period of 15 to 30 days, it is preferable to contain 100 to 2000 mg of a pest repellent per product.
  • solvents When preparing pest repellent products, blend solvents, surfactants, solubilizers, gel bases, gelling agents, dispersants, stabilizers, pH adjusters, colorants, etc. as necessary.
  • the solvent include water, lower alcohols such as ethanol and isopropanol, ketone solvents, ester solvents, hydrocarbon solvents such as normal paraffin and isoparaffin, and the like.
  • the surfactant include polyoxyethylene hydrogenated castor oil, polyoxyethylene higher alkyl ethers (polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, etc.), polyoxyethylene alkylphenyl ethers, polyoxyethylene higher fatty acid.
  • Nonionic surfactants such as esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene polyoxypropylene alkyl ether, laurylamine oxide, stearylamine oxide, amidepropyldimethylamine laurate Examples include higher alkylamine oxide surfactants such as oxide.
  • the gelling agent include polyvinyl alcohol, alginic acid, and carrageenan.
  • the pest repellent product of the present invention is used in various situations depending on the dosage form.
  • the pest repellent product configured as a liquid preparation is used, for example, by spraying it on an object or the environment as a spray product.
  • a pest repellent product configured as a gel-like preparation is used by applying to a human skin as an applied product, for example.
  • a pest repellent product configured as a solid agent is used, for example, by spraying or placing a predetermined amount around the entrance, kitchen, toilet, living room, bedroom, warehouse, car, veranda, porch, garden, house, etc. It is done.
  • a pest repellent product made by supporting a pest repellent on a molded body or silicone rubber should be wrapped around an ankle or shoes as a band, or attached to shoes with a fixing device such as a clip. Can do.
  • a pest repellent product comprising a pest repellent carried on a seal or a film can be used by providing an adhesive layer on the lower surface of the carrier and affixing it to the lower part of trousers or shoes.
  • the dosage of the pest repellent product is appropriately adjusted according to the dosage form.
  • the application rate is preferably 10 to 50 mL / m 2 .
  • the application rate is less than 10 mL / m 2 .
  • the application rate is less than 10 mL / m 2 .
  • the application rate is less than 10 g / m 2 .
  • a sufficient repellent effect cannot be expected, and even when the application rate exceeds 50 g / m 2 , the repellent effect is hardly changed, which is not economical.
  • piperidine a to f in Table 1 which are pest repellent components are piperidine derivatives represented by the aforementioned formula (I), and the substituent R is a functional group shown in Table 2 below.
  • piperidine a (icaridin)
  • piperidine b (icaridin)
  • piperidine d commercially available reagent grade compounds were used.
  • piperidine c piperidine e, and piperidine f, those synthesized by the present inventors by the following procedure were used.
  • piperidine e In the synthesis of piperidine c, piperidine e was obtained by the same procedure except that decyl chloroformate was used instead of hexyl chloroformate. The mass spectrum of piperidine e is shown below. Colorless liquid: MS (EI) m / z [M] + : 313
  • Piperidine f was obtained by the same procedure except that n-nonanoyl chloride was used in place of hexyl chloroformate in the synthesis of piperidine c.
  • the mass spectrum of piperidine f is shown below. Colorless liquid: MS (EI) m / z [M] + : 269
  • Repelling rate (%) (number of insects in untreated group-number of insects in treated group) / number of test insects x 100
  • Examples 5 to 8 and Examples 9 to 19 show, in addition to the pest repellent component, as a repellent perfume component, (a) hydrocarbon aldehydes having a total carbon number of 8 to 16 And / or a pest repellent containing at least one of hydrocarbon ketones and (b) monoterpene alcohols and / or aromatic alcohols having a total carbon number of 8 to 12, comprising only pest repellent components It was confirmed that the repellent effect was higher (synergistic effect). According to this example, the blending ratio [(a) / (b)] of the repellent fragrance component (a) and the repellent fragrance component (b) is in the range of 0.1 / 1 to 9/1. It was confirmed to show a high repellent effect. Furthermore, from the comparison between Example 12 and Example 16 and the comparison between Example 15 and Example 17, it is recognized that when dipropylene glycol is blended, there is an effect of maintaining the repellent effect of the pest repellent component. It was.
  • a compound (icaridin) in which the substituent R is a 1-methylpropoxy group When the agent was used, an excellent repellent effect was also obtained for fire ants, which are a kind of specific alien ants, immediately after the test (after 5 minutes).
  • Examples 5 to 8 show, in addition to the pest repellent component, as a repellent fragrance component, (a) hydrocarbon aldehydes and / or hydrocarbon ketones having a total carbon number of 8 to 16, and ( b) A pest repellent containing at least one of monoterpene alcohols and / or aromatic alcohols having a total carbon number of 8 to 12 has a higher repellent effect than a pest repellent containing only a pest repellent component ( A synergistic effect) was confirmed.
  • a repellent fragrance component (a) hydrocarbon aldehydes and / or hydrocarbon ketones having a total carbon number of 8 to 16
  • a pest repellent containing at least one of monoterpene alcohols and / or aromatic alcohols having a total carbon number of 8 to 12 has a higher repellent effect than a pest repellent containing only a pest repellent component ( A synergistic effect) was confirmed.
  • the pest repellent containing ⁇ -hexylcinnamic aldehyde as a repellent perfume component is ⁇ -hexylcinnamic aldehyde. It was found that the repellent effect was greatly improved with respect to the pest repellent which was not included.
  • the pest repellent containing the piperidine derivative represented by the formula (I) of the present invention showed a repellent effect equivalent to or higher than that of a conventional ant against a specific foreign ant.
  • the ant repellent of the present invention is a remarkable performance that could not be achieved, and proves that the pest repellent of the present invention is highly useful and practical.
  • the outerwear and trousers should be used evenly (approx. 20 mL / 1 m 2 to the extent that the surface feels slightly moist), especially I sprayed the cuffs and the bottom of the pants carefully. I walked around the seaside for about 5 hours with clothes on, but I was not bothered by native ants and other pests as well as specific exotic ants such as fire ants and was not attached to ticks. .
  • the pest repellent used in the above product B includes 0.6 g (1.0 w / w%) of dihydrojasmon as a repellent component of (a), and 1-phenylethyl alcohol as a repellent component of (b) And 0.6 g (1.0 w / w%) of dihydromyrcenol separately, and other ingredients are formulated in the same manner as the pest repellent used in product B, and the gel type is flavored with repellent Pest repellent product (Product C) was prepared.
  • icaridin exhibits a high repellent effect against specific aliens such as fire ants, and further, by using the repellent fragrance component (a) and the repellent fragrance component (b) together with icaridin. It was demonstrated that the repellent effect on specific alien ants is enhanced (synergistic effect).
  • the pest repellent and the pest repellent product of the present invention are particularly useful for the purpose of repelling and controlling specific exotic ants, and further, not only as a home repellent or repellent product, but also a commercial repellent or It can also be used as a repellent product.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Insects & Arthropods (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne un répulsif pour insectes nuisibles qui peut repousser efficacement des fourmis étrangères invasives. L'invention concerne un répulsif pour insectes nuisibles qui contient un dérivé de pipéridine qui est représenté par la formule (I) en guise que constituant servant à repousser les fourmis de feu/fourmis de feu rouges importées. Dans la formule (I), R est de préférence un groupe alcoxy en C2 à C6 et plus préférentiellement un groupe 1-méthyl propoxy. Le répulsif pour insectes nuisibles contient également de préférence (a) et/ou (b) en tant que constituant de parfum répulsif : (a) un aldéhyde hydrocarboné et/ou une cétone hydrocarbonée qui comporte un total de 8 à 16 atomes de carbone ; (b) un alcool monoterpénique et/ou un alcool aromatique qui comporte un total de 8 à 12 atomes de carbone.
PCT/JP2019/013188 2018-04-09 2019-03-27 Répulsif pour insectes nuisibles et produit repoussant les insectes nuisibles WO2019198505A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113558073A (zh) * 2021-08-31 2021-10-29 王浦 一种防治害虫的植物源农药及其制备方法和应用

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102511332B1 (ko) 2020-11-24 2023-03-16 동의과학대학교산학협력단 소독제 겸용 해충 기피제 조성물, 이의 제작 방법 및 이에 의해 제작된 소독제 겸용 해충 기피제
CN116076501A (zh) * 2022-12-01 2023-05-09 华南农业大学 植物源驱避剂及其在驱避热带臭虫和红火蚁中的应用
CN116569921B (zh) * 2023-07-05 2023-09-15 广东省林业科学研究院 乙酸薄荷酯在驱避红火蚁中的应用

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63174982A (ja) * 1987-01-16 1988-07-19 Nitto Electric Ind Co Ltd 新規光学活性エポキシエステル
JP2004503569A (ja) * 2000-07-14 2004-02-05 バイエル　アクチェンゲゼルシャフト 這行虫を忌避するのための組成物
JP2007504227A (ja) * 2003-09-05 2007-03-01 ポセイドン オーシャン サイエンシズ 害虫忌避剤としてのメントールプロピレングリコール−カーボネートおよびその類似物
JP2011516484A (ja) * 2008-04-02 2011-05-26 バイエル・クロツプサイエンス・エル・ピー 相乗的殺有害生物剤組成物
JP2015514697A (ja) * 2012-03-13 2015-05-21 レッドエックス ファーマ リミテッド 農薬
JP2019034906A (ja) * 2017-08-18 2019-03-07 大日本除蟲菊株式会社 アリ忌避組成物、及びこれを用いたアリ忌避製品
JP2019064982A (ja) * 2017-10-04 2019-04-25 大日本除蟲菊株式会社 アリ類防除剤

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3848412B2 (ja) 1996-10-31 2006-11-22 フマキラー株式会社 アリ類の忌避剤
JP2010195766A (ja) 2009-01-29 2010-09-09 Sds Biotech Corp ピレスロイド耐性害虫を防除する方法
JP6009934B2 (ja) * 2012-12-26 2016-10-19 アース製薬株式会社 腹足類害虫の忌避方法及び腹足類害虫用忌避組成物
TWI662895B (zh) * 2015-11-30 2019-06-21 日商大日本除蟲菊股份有限公司 粉末狀害蟲忌避組成物之用途及其製造方法
JP2017114770A (ja) * 2015-12-21 2017-06-29 国立大学法人 東京大学 害虫忌避剤
JP6814382B2 (ja) * 2016-02-22 2021-01-20 日油株式会社 害虫忌避剤組成物
JP6617194B2 (ja) * 2016-03-31 2019-12-11 大日本除蟲菊株式会社 飛翔害虫忌避製品、及び飛翔害虫忌避方法
JP6971983B2 (ja) * 2016-07-15 2021-11-24 レック株式会社 害虫忌避組成物、及び害虫忌避方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63174982A (ja) * 1987-01-16 1988-07-19 Nitto Electric Ind Co Ltd 新規光学活性エポキシエステル
JP2004503569A (ja) * 2000-07-14 2004-02-05 バイエル　アクチェンゲゼルシャフト 這行虫を忌避するのための組成物
JP2007504227A (ja) * 2003-09-05 2007-03-01 ポセイドン オーシャン サイエンシズ 害虫忌避剤としてのメントールプロピレングリコール−カーボネートおよびその類似物
JP2011516484A (ja) * 2008-04-02 2011-05-26 バイエル・クロツプサイエンス・エル・ピー 相乗的殺有害生物剤組成物
JP2015514697A (ja) * 2012-03-13 2015-05-21 レッドエックス ファーマ リミテッド 農薬
JP2019034906A (ja) * 2017-08-18 2019-03-07 大日本除蟲菊株式会社 アリ忌避組成物、及びこれを用いたアリ忌避製品
JP2019064982A (ja) * 2017-10-04 2019-04-25 大日本除蟲菊株式会社 アリ類防除剤

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
AGRIC. BIOL. CHEM., vol. 51, no. 5, 1987, pages 1379 - 1384 *
TETRAHEDRON, vol. 42, no. 23, 1986, pages 6459 - 6464 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113558073A (zh) * 2021-08-31 2021-10-29 王浦 一种防治害虫的植物源农药及其制备方法和应用

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