Insect repellent and insect repelling method

Abstract

To provide a novel insect repellent.SOLUTION: The present invention provides an insect repellent containing heptynes as an active ingredient.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a pest repellent and a pest repellent method. [Background technology]

[0002] Pesticides with insecticidal effects are widely used to prevent pest damage to agricultural crops and to preserve the living environment, including ensuring a stable food supply. However, in recent years, there have been concerns about the impact of chemically synthesized pesticides on the human body and the environment, and there is a global movement to reduce their use. In addition, it is extremely expensive to renew pesticide registrations, and it is difficult to continue selling old pesticides such as organophosphates when considering profitability, so an increasing number of pesticides are being reduced in registration or discontinued. Therefore, there is a demand for the development of new pesticides of natural origin that do not require pesticide registration.

[0003] Furthermore, in order to achieve zero CO2 emissions, the agriculture, forestry and fisheries industries have set a goal of reducing the use of chemical pesticides by 50% through the development of new pesticides. Summary of the Invention [Problem to be solved by the invention]

[0004] However, if the same type of insecticide is used for a long period of time, there is a high possibility that pests will acquire resistance to that insecticide. Therefore, in order to prevent pest damage to agricultural crops, it is desirable to use an agent that contains, as an active ingredient, a compound with a "repellent" effect that keeps pests away or drives them away.

[0005] Therefore, an object of the present invention is to provide a novel pest repellent. [Means for solving the problem]

[0006] In order to achieve the above-mentioned object, the inventors conducted intensive research and discovered for the first time that heptane is released when S. habrochaites, a wild tomato species, is subjected to physical stimulation, and further found that heptane exhibits a repellent effect against pests, thus completing the present invention.

[0007] Therefore, one aspect of the present invention is as follows. (1) A pest repellent containing heptines as an active ingredient. (2) The pest repellent according to (1), wherein the heptines are heptines. (3) The pest repellent according to (2), wherein the heptine is 1-heptine. (4) The pest repellent according to any one of (1) to (3), wherein the pest is at least one species selected from aphids, mites, and thrips. (5) The pest repellent according to any one of (1) to (4), further comprising a solvent. (6) A pest repellent according to (5), wherein the solvent comprises oil. (7) A method for repelling insects, comprising applying the insect repellent according to any one of (1) to (6) to an object to be treated or its surroundings. (8) The pest repellent method according to (7), wherein application to the object of application is carried out by scattering, spraying or painting. Effect of the Invention

[0008] According to the present invention, a novel pest repellent can be provided. [Brief description of the drawings]

[0009] [Figure 1] FIG. 1 is a photograph of Test Example 1 showing (a) S. habrochaites, a species of wild tomato, and its leaves placed in a vial (b). [Diagram 2]FIG. 2 shows time-series data showing the results of analysis of the components released by stroking the trichomes of S. habrochaites in Test Example 1 using high-resolution collision-induced dissociation mass spectrometry (CID-MS) and proton transfer reaction mass spectrometry (PTR-MS). [Diagram 3] The CID spectrum of the protonated molecule of C7H12 released from the leaves of S. habrochaites (top) and the CID spectrum of 1-heptyne (bottom) are shown. [Figure 4] Figure 4 is a photograph of two test tubes connected by a T-shaped tube prepared in Test Example 2. Pests are introduced from the T-shaped tube indicated by the arrow. [Diagram 5] Figure 5 is a photograph showing the state inside the test tube in which the oil was placed in Test Example 2. The arrow indicates the pest. [Figure 6] 6 is a photograph of the state inside the test tube in which the heptine-containing oil was placed in Test Example 2. No pests were observed in the photograph, and it is understood that heptine has a repellent effect. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention is a pest repellent containing heptines as an active ingredient.

[0011] As described above, the present inventors have demonstrated that when S. habrochaites, a wild tomato species, receives a physical stimulus, it releases heptine (C7H 12 The inventors discovered for the first time that heptine is released from the wild tomato plant S. habrochaites when it is physically stimulated, and further discovered that heptine has a repellent effect against pests, which led to the present invention. It was known that when the wild tomato plant S. habrochaites is physically stimulated, tridecanone and undecanone, which have insecticidal effects, are released, but the inventors discovered for the first time that heptine is also released in addition to these compounds. The inventors then discovered that heptines have a repellent effect against pests, which led to the present invention.

[0012] In the present specification, heptines are compounds having a heptine structure as a skeleton, specifically meaning heptine or a derivative thereof. Heptines may be naturally derived components. Examples of heptines include 1-heptine, 2-heptine, and 3-heptine. A heptine derivative has a structure in which at least one hydrogen atom of a heptine is substituted with at least one substituent selected from the group consisting of a C1-C4 alkyl group, a hydroxyl group, a carboxyl group, a cyano group, an amino group, and a halogen atom (e.g., a fluorine atom, a chlorine atom, or a bromine atom). The number of the substituents may be one or more. A C1-C4 alkyl group means an alkyl group having 1 to 4 carbon atoms, and the alkyl group may be linear or branched. Examples of the C1-C4 alkyl group include a methyl group, an ethyl group, a propyl group, and a butyl group.

[0013] In the pest repellent of the present invention, the heptines are preferably heptines, more preferably 1-heptines. 1-heptines can exhibit repellent effects at concentrations at which 2-tridecanone exhibits insecticidal effects. Heptines are substances present in nature, do not require agricultural chemical registration, reduce the burden on the human body and the environment, and can be an active ingredient of novel pest repellents with excellent safety.

[0014] The pest repellent according to the present invention may be substantially composed of only the active ingredient heptines. The pest repellent according to the present invention may also be composed of other ingredients. That is, the pest repellent according to the present invention may be a formulation of heptines with other ingredients.

[0015] The dosage form of the pest repellent is not particularly limited, and examples thereof include liquids, aerosols, liniments, matts, sheets, tapes, powders, granules, gels, creams, etc. For example, the heptines can be prepared into a desired dosage form by dissolving or dispersing them in a solvent, or by mixing or adsorbing them onto a solid carrier.

[0016] The solvent is not particularly limited, and examples thereof include oil, water, alcohols, etc. It is preferable to use oil as the solvent.

[0017] Examples of oils include hydrocarbon oils such as liquid paraffin, squalene, squalane, and isoparaffin; ester oils such as diisopropyl adipate, isopropyl myristate, isopropyl palmitate, cetyl octanoate, octyldodecyl myristate, butyl stearate, myristyl myristate, decyl oleate, cetyl lactate, isocetyl stearate, diisobutyl adipate, diisopropyl sebacate, diethoxyethyl succinate, and diisostearyl malate; methylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, methylcyclopolysiloxane, octamethylcyclotetrasiloxane, octa ... Silicone oils such as tetrahydrotetramethylcyclotetrasiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, methylhydrogenpolysiloxane, methylphenylpolysiloxane, and polyglycerol-modified silicone; higher alcohols such as coconut alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, cetearyl alcohol, arachidyl alcohol, and lanolin alcohol; liquid fatty acids such as isostearic acid; fats and oils such as avocado oil, macadamia nut oil, shea butter, olive oil, and camellia oil; waxes such as beeswax and lanolin wax; and the like. Examples of alcohols include methyl alcohol and ethyl alcohol. The solvent may be used alone or in combination of two or more.

[0018] In the pest repellent according to the present invention, the content of the heptines can be appropriately determined depending on the formulation, application method and application location of the pest repellent, and is not particularly limited.

[0019] When heptyns are dissolved or dispersed in a solvent to prepare a pest repellent (liquid, etc.), the content of heptyns in the pest repellent is preferably 0.1 to 75 mass%, preferably 0.3 to 70 mass%, preferably 0.5 to 65 mass%, preferably 1.0 to 60 mass%, preferably 3.0 to 55 mass%, and preferably 5.0 to 50 mass%.

[0020] Examples of solid carriers include mineral or inorganic powders such as kaolin, talc, bentonite, clay, diatomaceous earth, calcium carbonate, silica, and zeolite; vegetable powders such as wood flour, soybean flour, wheat flour, and starch powder; plastics such as phenolic resins, polyamides, acrylics, and polyesters; synthetic fibers made of such plastics; rubbers such as polybutadiene or powders thereof; sublimable powders such as camphor, naphthalene, paradichlorobenzene, trioxane, cyclododecane, and adamantane; natural fibers such as linters and pulp; animal and vegetable fibers such as wool, cotton, and silk; and regenerated fibers such as rayon. Papers and nonwoven fabrics obtained from inorganic fibers such as glass fibers and asbestos can also be used as solid carriers.

[0021] When heptyns are mixed with or adsorbed onto a solid carrier to form the pest repellent of the present invention, the content of heptyns in the pest repellent is preferably 0.1 to 75 mass%, preferably 0.3 to 70 mass%, preferably 0.5 to 65 mass%, preferably 1.0 to 60 mass%, preferably 3.0 to 55 mass%, and preferably 5.0 to 50 mass%.

[0022] The pest repellent according to the present invention may contain additives as necessary. Examples of additives include film-forming agents, surfactants, wetting agents, stabilizers, propellants, bactericides, fungicides, fragrances, water-repellents, and oil-repellents. The additives may be used alone or in combination of two or more.

[0023] When an additive is blended, the content of the additive in the pest repellent is preferably 20% by mass or less, preferably 15% by mass or less, preferably 10% by mass or less, preferably 5.0% by mass or less, and preferably 1.0% by mass or less. The content of the additive in the pest repellent is, for example, 0.1% by mass or more, preferably 0.5% by mass or more.

[0024] The pest repellent according to the present invention may contain other active ingredients in addition to heptines, if necessary, for the purpose of strengthening the pest repellent effect. Examples of other active ingredients include insecticides, other pest repellents, etc. Examples of insecticides include pyrethroid insecticides, carbamate insecticides, organophosphorus insecticides, fluorine-based insecticides, and insect growth regulators. Examples of repellents include 2-tridecanone, 2-undecanone, N-diethyl-m-toluamide, and dimethyl phthalate. The other active ingredients may be used alone or in combination of two or more.

[0025] When other active ingredients are blended, the content of the other active ingredients is preferably 1 to 80 parts by mass, preferably 5 to 70 parts by mass, and preferably 10 to 60 parts by mass per 100 parts by mass of the heptines.

[0026] Examples of pests that are repelled by the pest repellent according to the present invention include aphids, mites, thrips, slugs, snails, snails, cockroaches, bees, flies, mosquitoes, horseflies, fleas, centipedes, bedbugs, stable flies, moths, paramecium, ants, termites, leafhoppers, whiteflies, apple snails, burn millipedes, pillbugs, or red flour beetles. Among these, aphids, mites, and / or thrips are preferably repelled.

[0027] By applying the pest repellent according to the present invention to an object to be applied or its surroundings, pests can be repelled from the object to be applied or its surroundings. The pest repellent may also be supported on a carrier such as a nonwoven fabric, a sheet, or an inorganic carrier, and the carrier may be placed in a location where it is desired to repel pests.

[0028] The pest repellent according to the present invention is not particularly limited, but may be, for example, an agricultural or horticultural pest repellent. Examples of the object to be applied or its surroundings include crops (including agricultural crops, horticultural plants, etc.) themselves, fields in which they are grown, orchards, flower beds in which flowers and the like are grown, flower pots, planters, the bottom or periphery of seedling pots, the space between the bottom and soil, the inside of drainage holes, etc. The application amount of the agricultural and horticultural pest repellent according to the present invention can be appropriately determined according to the pests and crops to be repelled.

[0029] The method of applying the pest repellent according to the present invention to the target object or its surroundings includes scattering, spraying, coating, etc. The amount of the pest repellent according to the present invention to be applied can be appropriately determined depending on the formulation, application method, and application location of the repellent. EXAMPLES

[0030] The present invention will be described in more detail below with reference to examples, although the technical scope of the present invention is not limited to these examples.

[0031] (Test Example 1: Identification of VOCs emitted from the leaves of S. habrochaites) In this test example, we investigated the VOCs emitted from the leaves of S. habrochaites (Figure 2). First, we prepared S. habrochaites, a species of wild tomato, cut off several tomato leaves, stroked the trichomes, placed them in a vial, and closed the lid (Figure 1(b)). Approximately one minute later, we measured the air in the vial and found that it was C7H 12 , C 11 H 22 O (equivalent to undecanone), C 13 H 26A signal corresponding to the protonated molecule of O (equivalent to tridecanone) was detected (Fig. 2c). Next, the surface of one leaf (living leaf) of a seedling as shown in Fig. 1(a) was measured (Fig. 2d). After that, when the trichomes of the leaf were stroked, the signal corresponding to the protonated molecule of C7H 12 and C 11 H 22 A signal corresponding to the protonated molecule of O was detected. The same experiment was repeated three times, and reproducibility was observed (Fig. 2e). Finally, the air in the vial alone was measured (Fig. 2f). Comparing the results for the vials shown in Fig. 2c and f, it is clear that the C 12 and C. 11 H 22 O was apparently released from S. habrochaites, and C 13 H 26 O was almost equivalent to the background of the vial. This result was consistent with the results of the live leaves (Fig. 2d and e). This experiment was performed using proton transfer reaction mass spectrometry (Tofwerk The Custom Vocus Scout CI-TOF). Concentration conversion was performed using the method in Int. J. Mass Spectrom.421, 71-94 (2017).

[0032] Next, atmospheric pressure corona discharge ionization (APCDI) was combined with high-resolution collision-induced dissociation mass spectrometry (Thermo Fisher Scientific Q Exactive Focus quadrupole-orbitrap mass spectrometer) to isolate C 12 The components of the tomato leaf were identified. The tomato leaf with the trichomes was placed in a vial and measured using the measurement method. 12 The CID spectrum of the protonated molecule of was consistent with that of 1-heptyne (Figure 4).

[0033] In the analyses shown in Figures 2 and 3, the various components were directly subjected to the above-mentioned analytical methods without pretreatment such as chromatography. The direct analysis of the volatile compounds can be performed comprehensively by using atmospheric pressure corona discharge ionization or proton transfer reaction ionization.

[0034] As shown in Figures 2 and 3, it was confirmed that 1-heptine was released by physical stimulation of the leaves of S. habrochaites. The release of 1-heptine was only possible because the components released in the vial or directly from the leaves were directly subjected to high-resolution mass spectrometry without pretreatment. Conventionally, measurement methods that involve pretreatment such as chromatography have been commonly used, and heptine is released at extremely low concentrations, so it is possible that it was not detected due to adsorption to columns, etc.

[0035] (Test Example 2: 1-Heptine repellent effect confirmation test) As samples, heptine-containing oils (50%, 5% or 0.5%) were prepared by dissolving 1-heptine (Sigma Aldrich; purity 98%) in oil (Nisshin Oillio Group, Bosco extra virgin olive oil) at concentrations of 50 vol%, 5 vol% or 0.5 vol%, respectively. In this test example, the 50 vol% sample was obtained by mixing oil and 1-heptine in a volume ratio of 50:50. Similarly, the 5 vol% sample was obtained by mixing oil and 1-heptine in a volume ratio of 95:5, and the 0.5 vol% sample was obtained by mixing oil and 1-heptine in a volume ratio of 99.5:0.5. In this example, the heptine content (mass basis) in a 50% by volume sample is 45% by mass, the heptine content (mass basis) in a 5% by volume sample is 4.5% by mass, and the heptine content (mass basis) in a 0.5% by volume sample is 0.45% by mass.

[0036] Two test tubes (inner diameter 27 mm, length 200 mm; Nichiden Rika Glass Co., Ltd.; P-test tube; product name: P-30) were prepared, 200 μL of the above heptine-containing oil was placed in one and 200 μL of the above oil was placed in the other, and they were connected using a T-shaped tube as shown in Figure 4.

[0037] Then, green peach aphids, two-spotted spider mites, or western flower thrips (all purchased from Sumika Technoservice Co., Ltd.) were introduced into the center of the T-shaped tube (the part indicated by the arrow in Figure 4), and the condition was observed after two days.

[0038] As a reference example, a similar test was also carried out using 2-tridecanone (Sigma Aldrich; purity 98%), with the dilution rates set to 1M, 0.1M, or 0.01M.

[0039] As a reference example, a similar test was also carried out in the case where the above-mentioned oil was placed in both test tubes.

[0040] The results obtained are summarized in the following tables: Table 1 shows the observations for the heptene-containing oil, Table 2 shows the observations for the tridecanone-containing oil, and Table 3 shows the observations when the oils were placed in both test tubes.

[0041] [Table 1]

[0042] [Table 2]

[0043] [Table 3]

[0044] In particular, it is confirmed from Table 1 that heptine exhibits excellent repellent effect, and therefore it is understood that heptines can be effectively used as pest repellents.

[0045] The upper limit and / or lower limit of the numerical ranges described in this specification can be arbitrarily combined to define a preferred range. For example, the upper limit and lower limit of the numerical range can be arbitrarily combined to define a preferred range, the upper limit of the numerical range can be arbitrarily combined to define a preferred range, and the lower limit of the numerical range can be arbitrarily combined to define a preferred range.

[0046] The claims following this written disclosure are expressly incorporated herein into this written disclosure, with each claim standing on its own as a separate embodiment. The present disclosure includes all instances in which an independent claim is replaced by its dependent claim. Furthermore, any additional embodiments derived from the independent claim and the subsequent dependent claims are also expressly incorporated into this written specification.

[0047] Those skilled in the art can use the above description to make the most of the present disclosure. The claims and embodiments disclosed herein are merely descriptive and exemplary, and should not be construed as limiting the scope of the present disclosure in any way. With the aid of this disclosure, changes can be made to the details of the above embodiments without departing from the basic principles of the present disclosure. In other words, various modifications and improvements of the embodiments specifically disclosed in the above specification are within the scope of the present disclosure.

Claims

1. An insect repellent containing heptines as an active ingredient.

2. The pest repellent according to claim 1, wherein the heptyns are heptyns.

3. 3. The pest repellent according to claim 2, wherein the heptine is 1-heptine.

4. 2. The pest repellent according to claim 1, wherein the pest is at least one selected from aphids, mites, and thrips.

5. 10. The pest repellent of claim 1 further comprising a solvent.

6. 6. The pest repellent of claim 5, wherein the solvent comprises an oil.

7. A method for repelling pests, comprising applying the pest repellent according to any one of claims 1 to 6 to an object to be applied or its surroundings.

8. The pest repellent method according to claim 7, wherein the application to the object of application is carried out by scattering, spraying or painting.

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