JP7219000B2 - Method for promoting volatilization of pyrethroid compound and volatilization accelerator for pyrethroid compound - Google Patents

Description

TECHNICAL FIELD The present invention relates to a pyrethroid compound volatilization promoting method and a pyrethroid compound volatilization accelerator.

Conventionally, various techniques have been studied for naturally evaporating pyrethroid-based compounds that are volatile at room temperature. accepted.
For example, in Patent Document 1, a base material containing a room temperature volatile pyrethroid compound is released into the environment by natural transpiration using an insect repellent material in a polyethylene naphthalate resin container. is disclosed.

JP-A-2004-254598

The technique described in Patent Document 1 enhances the insect repellent effect by suppressing the incorporation of the room temperature volatile pyrethroid compound, which is the active ingredient, into the resin, and does not increase the volatilization amount of the active ingredient itself.

Generally, it is convenient to increase the amount of the active ingredient used to increase the volatilization amount of the active ingredient, but this may increase the cost and cause irritation. In addition, when contained in the base material, if there is a large amount of the active ingredient, it may bleed out and stain the surroundings, resulting in waste. is required to be provided.

The present invention has been made in view of the above-mentioned circumstances, and provides an excellent pest control effect by increasing the volatility of the pyrethroid compound itself without increasing the amount of the pyrethroid compound that is volatile at room temperature. , the problem to be solved is to provide a new means.

As a result of extensive studies, the present inventors have found that a specific compound has a vapor pressure of 1.33×10 ^-3 Pa to 1.33×10 ^-2 Pa (1×10 ^-5 mmHg to 1× The present inventors have found that the above-mentioned problems can be solved by incorporating a pyrethroid compound containing a pyrethroid compound of 10 ⁻⁴ mmHg) into the pest control agent, and have completed the present invention.

That is, the present invention relates to the following <1> to <4>.
<1> At least one selected from the group consisting of hydrocarbon solvents with a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil and ethanol at 25 ° C. Pesticide containing a pyrethroid compound having a vapor pressure of 1.33×10 ⁻³ Pa to 1.33×10 ⁻² Pa (1×10 ⁻⁵ mmHg to 1×10 ⁻⁴ mmHg) at and a method for promoting volatilization of a pyrethroid compound.
<2> The method for promoting volatilization of a pyrethroid compound according to <1>, wherein the pyrethroid compound is represented by the following general formula (1).

(In the above formula, R ¹ and R ² are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 4 carbon atoms; R ³ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or It is an alkyl group having 1 to 4 carbon atoms which may be substituted with an alkoxy group having 1 to 4 carbon atoms.)
<3> The method for promoting volatilization of a pyrethroid compound according to <1> or <2>, wherein the pest control agent is contained in a breathable base material.
<4> A pyrethroid compound volatilization accelerator having a vapor pressure of 1.33×10 ⁻³ Pa to 1.33×10 ⁻² Pa (1×10 ⁻⁵ mmHg to 1×10 ⁻⁴ mmHg) at 25° C. At least one selected from the group consisting of hydrocarbon solvents with a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil and ethanol as an active ingredient and volatilization accelerator.

According to the present invention, the volatilization amount of a pyrethroid compound having a specific vapor pressure can be increased, so the pest control effect can be significantly improved. Therefore, since it is not necessary to increase the amount of the pyrethroid compound used, the cost can be suppressed, there is no concern about the occurrence of irritation, and an effective pest control effect can be obtained.

Although the present invention will be described in detail below, these show examples of preferred embodiments, and the present invention is not limited to these contents.

The pyrethroid compound volatilization promotion method of the present invention is selected from the group consisting of hydrocarbon solvents with a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil and ethanol. at least one pyrethroid compound having a vapor pressure of 1.33×10 ⁻³ Pa to 1.33×10 ⁻² Pa (1×10 ⁻⁵ mmHg to 1×10 ⁻⁴ mmHg) at 25° C. It is characterized by being contained in a pest control agent containing.

By using the above compound, it is possible to significantly increase the volatilization amount of the specific pyrethroid compound.

(pest control agent)
The ^pest control agent of the present invention is a ^{pyrethroid - based} It contains a compound, and the pyrethroid compound evaporates to exert an insect pest control effect.

From the viewpoint of volatility, the pyrethroid compound has a vapor pressure of 1.33×10 ⁻³ Pa to 1.07×10 ⁻² Pa (1×10 ⁻⁵ mmHg to 8×10 ⁻⁵ mmHg) at 25° C. is preferred, and 2.67×10 ⁻³ Pa to 1.07×10 ⁻² Pa (2×10 ⁻⁵ mmHg to 8×10 ⁻⁵ mmHg) is more preferred.

In addition, it is preferable to use a compound represented by the following general formula (1) as the pyrethroid-based compound because of its excellent volatility and pest control effect.

In the above formula, R ¹ and R ² are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 4 carbon atoms. R ³ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an alkyl group having 1 to 4 carbon atoms which may be substituted with an alkoxy group having 1 to 4 carbon atoms.

Halogen atoms include, for example, fluorine, chlorine, bromine, and iodine atoms. Among these, a chlorine atom is preferred.

Examples of the alkyl group having 1 to 4 carbon atoms include methyl group, ethyl group, propyl group, butyl group and the like. Among these, a methyl group is preferred.

Examples of alkoxy groups having 1 to 4 carbon atoms include methoxy, ethoxy, propoxy and butoxy groups. Among these, a methoxy group is preferred.

Examples of pyrethroid compounds having a vapor pressure of 1.33×10 ⁻³ Pa to 1.33×10 ⁻² Pa (1×10 ⁻⁵ mmHg to 1×10 ⁻⁴ mmHg) at 25° C. include profluthrin , transfluthrin, metofluthrin, empentrin and the like.
Among these, profluthrin, transfluthrin, and mettofluthrin represented by the general formula (1) are preferable, and profluthrin and transfluthrin are more preferable, from the viewpoint of volatility and pest control effect.

In the method for promoting volatilization of a pyrethroid compound of the present invention, the content of the pyrethroid compound in the pest control agent is, for example, 1 to 50% by mass, preferably 10 to 35% by mass, based on the total amount of the pest control agent. More preferably 20 to 25% by mass.

(hydrocarbon solvent)
In the present invention, the hydrocarbon solvent as an active ingredient that increases the volatilization amount of a specific pyrethroid compound includes those having a distillation range of 140 to 450 ° C., and from the viewpoint of the volatilization acceleration effect on the pyrethroid compound, it is preferable. is 140 to 270°C, more preferably 140 to 190°C.
The distillation range of the hydrocarbon solvent means the temperature range from the initial boiling point (°C) to the dry point (°C) of the hydrocarbon solvent.

Examples of the hydrocarbon solvent include Isopar H (trade name, manufactured by Exxon-Mobil, distillation range: 180-188°C), Exsol D30 (trade name, manufactured by Exxon-Mobil, distillation range: 145-163°C). ) liquid paraffin 55S (trade name, manufactured by Sanko Kagaku Kogyo Co., Ltd., distillation range: 271 to 430° C.), and the like.

(linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil)
In addition to the above hydrocarbon-based solvents, active ingredients that increase the volatilization amount of specific pyrethroid compounds include linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, and spearmint oil.
By using these, it is possible to obtain not only the volatilization promoting effect of the pyrethroid compound, but also the pest control effect, deodorizing effect, and aromatic effect.
Among these, linalool, lavender oil, orange oil, eucalyptus oil, and citral are preferred from the viewpoint of the volatilization promoting effect on pyrethroid compounds.

(alcohol)
Furthermore, in the pyrethroid compound volatilization promotion method of the present invention, alcohol can be used as an active ingredient for increasing the volatilization amount of a specific pyrethroid compound, and ethanol is preferably used.

In the method for promoting volatilization of pyrethroid compounds of the present invention, one or more of the above-described hydrocarbon solvents, linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil, and alcohol are used. The content in the pest control agent is, for example, 50 to 80% by mass, preferably 60 to 80% by mass, more preferably 70 to 80% by mass, based on the total amount of the pest control agent. .

Antioxidants, ultraviolet absorbers, bactericides, preservatives, deodorants, fragrances, synergists, pigments, and the like may be used in the pest control agent of the present invention, if necessary.

Antioxidants include, for example, dibutylhydroxytoluene, dibutylhydroxyanisole, ascorbic acid, diethyl (3,5-di-t-butyl-4-hydroxybenzyl)phosphonate, vitamins and the like.

Examples of ultraviolet absorbers include benzophenone derivatives, triazole derivatives, substituted acrylonitrile compounds, and sterically hindered amines.

Examples of disinfectants and antiseptics include phenolic compounds such as chloroxylenol, 3-methyl-4-isopropylphenol, and thymol; quaternary ammonium compounds such as benzalkonium chloride and cetylpyridinium chloride; 2-propynylbutylcarbamate, isopropanol, phenoxyethanol, triclosan, N-dichlorofluoromethylthio-N',N'-dimethyl-N-phenylsulfamide, chlorhexidine gluconate, parabens and the like.

Examples of deodorants include plant extracts such as tea extracts, persimmon extracts, catechins and plant polyphenols; lauryl methacrylate, geranyl crotonate, acetophenone myristate, paramethylacetophenone benzaldehyde and the like.

Examples of aromatic agents include musk, bergamot oil, cinnamon oil, citronella oil, lemon oil, lemongrass oil, cypress oil, shell ginger oil, cedar oil, peppermint oil, basil oil, rose oil, jasmine oil, cubava oil. , Grapefruit oil, Lime oil, Petiver oil, Ylang Ylang oil, Tea tree oil, Boad rose oil, Marjoram oil, Hop oil, Perilla oil, Geranium oil, Neem oil, Pyrethrum oil, Chamomile oil, etc. Natural flavors; Pinene, Limonene, Menthol , borneol, and eugenol.

Synergists include, for example, piperonyl butoxide, octachlorodipropyl ether, N-(2-ethylhexyl)bicyclo[2.2.1]hept-5-ene-2,3-dicarboximide and the like.

Examples of dyes include Blue No. 1, Blue No. 403, Yellow No. 4, Yellow No. 201, Yellow No. 204, Purple No. 201, Orange No. 201, Red No. 215, Red No. 218, and Red No. 223.

In addition, various pest control agents may be contained as long as they do not impair the effects of the present invention. phenpropathrin, telarethrin, etofenprox, imiprothrin, fipronil, DEET, p-menthane-3,8-diol and the like.

In the method for promoting volatilization of a pyrethroid-based compound of the present invention, the pest control agent may be appropriately designed according to the place of use. , can be used by preparing a formulation such as a spray, or containing it in a base material.

In addition, as a method for promoting volatilization of the pyrethroid compound of the present invention, a method of applying the pest control agent directly to the place of use, a method of applying it by making it contained in a base material, a method of applying it by filling it in a volatilization container or volatilization device, and fire , a method of applying using a heat source, an air blower, and the like.

Among these, it is preferable that the pest control agent is contained in the base material or filled in a volatilization container or volatilization device and applied.

The shape, material, size, etc. of the substrate can be arbitrarily set. Examples of the shape of the base material include net shape, honeycomb shape, gridiron shape, bellows shape, slit shape, lattice shape, hexagonal honeycomb shape, circular shape, S-shape and the like.

The material of the substrate is not particularly limited as long as it can sufficiently retain the pyrethroid compound. For example, paper (filter paper, pulp, linter, thick paper, cardboard, etc.), wood, thread (twisted thread), resins (polyester, polyethylene, polypropylene, polystyrene, polyethylene terephthalate, polyvinyl chloride, highly oil-absorbing polymer, etc.), ceramics , glass fiber, carbon fiber, chemical fiber (polyester, nylon, acrylic, vinylon, polyethylene, polypropylene, etc.), natural fiber (cotton, silk, wool, linen, etc.), glass fiber, carbon fiber, chemical fiber, natural fiber, etc. Non-woven fabrics, fabrics such as textile fabrics, inorganic minerals (zeolite, perlite, etc.), inorganic porous bodies and sintered bodies (ceramics, etc.), porous glass materials, porous metal materials, wire mesh, particulates (porous cellulose materials , silica gel, etc.), organic substances (wheat flour, cornstarch, dextrin, etc.), and the like.

In addition, it may be kneaded with a kneading resin (rosin, rosin ester or modified products thereof, waxes, higher fatty acids, higher alcohols, sugar esters, polyolefins, various acrylic resins, etc.) to form a kneaded product. It can also be molded into any shape for use.

Among these, it is particularly preferable to incorporate the pest control agent into the air-permeable base material (breathable base material) because the pyrethroid compound is easily vaporized spontaneously without requiring a power source. The pest control agent can be applied to a substrate having air permeability, such as a net, a net (mesh), or a lace, by a method of applying the pest control agent dropwise to the substrate, a method of kneading, a method of impregnation coating, a method of spray coating, or the like. It can be contained in a substrate having a large number of continuous or intermittent voids such as a ground.

The content of the pest control agent in the substrate is preferably 0.01-1000 mg/cm ² , more preferably 0.1-100 mg/cm ² .

The place of use of the pest control agent used in the present invention is not particularly limited. It may be used in a suspended form, attached to a pillar or wall surface, or used as a portable form.
Further, in the pyrethroid-based compound volatilization promotion method of the present invention, for example, a blowing means such as a blower or a fan may be used to further increase the volatilization of the pyrethroid-based compound by blowing air.

The pests that can be controlled by the present invention include, for example, cockroaches, centipedes, millipedes, common centipedes, pill bugs, woodlice, ants such as honey ants and reticulum ants, spiders such as redback spiders, flies such as houseflies and stable flies, Anopheles mosquitoes, Culex pipiens, Culex pipiens, Aedes aegypti, Mosquitoes such as Aedes albopictus and Aedes japonicum; Aedes such as cyclo-fly, bullfly, black-headed fly, and spotted flyfly; blackfly, blackfly, blackfly, blackfly, and other blackfly; bees, moths, midges, leafhoppers, stink bugs, mites, caterpillars, termites, fruit flies, moth flies, bed bugs, and the like.

The volatilization accelerator of the present invention is produced by a conventional method. For example, it can be obtained by mixing and stirring each component, and heating or the like may be performed as desired.

EXAMPLES The present invention will be specifically described below with reference to Examples, but the present invention is not limited to these.

[Example 1]
A profluthrin solution was prepared by mixing 100 mg of profluthrin and 300 mg of Isopar H (trade name, manufactured by Exxon-Mobil, distillation range: 180-188°C) at 25°C for 10 minutes. Thereafter, the solution was dropped into a net-like base material woven with polyester cut into 31.5 cm ² (7 cm × 4.5 cm) for impregnation, and the resulting impregnated body was placed in a volatilization chamber at 27°C for 11 days. placed.

Also, 100 mg of profluthrin was dropped into a net-like base material woven with polyester cut into 31.5 cm ² (7 cm × 4.5 cm) to impregnate it, and the resulting impregnated body was allowed to stand in a volatilization chamber at 27°C for 11 days. bottom.

After standing, the remaining amount of profluthrin in the impregnated body was measured by extracting the remaining profluthrin in the net-like base material woven with polyester with acetone and quantifying the profluthrin concentration in the extract by gas chromatography. .

From the amount of profluthrin remaining in the impregnated body, the volatilization amount of profluthrin per hour was obtained.
Isopar H (trade name, manufactured by Exxon-Mobil, distillation range: 180 to 188 ° C.) is assumed to be 1 per hour of volatilization of profluthrin in the impregnated body when not using Isopar H (product Exxon-Mobil Co., distillation range: 180 to 188° C.) was used to determine the volatilization amount of profluthrin in the impregnated body per hour.

The above test was performed three times in total, and the average value of the three times was taken as the volatilization amount of profluthrin per hour. Table 1 shows the results.
In the examples and comparative examples shown below, the stationary period (days) in the volatilization chamber is different from that in Example 1, so in all examples and comparative examples, 1 hour as in Example 1 By using the volatilization amount per unit, the difference due to the standing period (days) was corrected.

[Examples 2 to 8 and Comparative Examples 1 to 9]
Tests were carried out in the same manner as in Example 1, except that the compounds listed in Table 1 were used instead of Isopar H used in Example 1, and the period of standing in the volatilization chamber was set to the period listed in Table 1. Table 1 shows the results.

Here, Exsol D30 (trade name, manufactured by Exxon-Mobil) used in Example 2 has a distillation range of 145 to 163°C, and normal heptane used in Comparative Example 8 has a distillation range of 96 to 163°C. 100°C, and Isopar E (trade name, manufactured by Exxon-Mobil) used in Comparative Example 9 has a distillation range of 114 to 139°C.

From the results in Table 1, it can be seen that the volatilization of profluthrin is promoted when a specific compound is used.

[Example 9]
The test was conducted in the same manner as in Example 1, except that transfluthrin was used instead of profluthrin used in Example 1. Table 2 shows the results.

[Examples 10 to 19]
The test was performed in the same manner as in Example 9, except that the compounds shown in Table 2 were used instead of Isopar H used in Example 9. Table 2 shows the results.

Here, the liquid paraffin 55S (trade name, manufactured by Sanko Kagaku Kogyo Co., Ltd.) used in Example 17 has a distillation range of 271 to 430°C.

From the results in Table 2, it can be seen that transfluthrin volatilization is promoted when a specific compound is used.

From the above, according to the present invention, it can be seen that the volatilization of the pyrethroid compound is promoted by using the specific compound.

Claims (3)

At least one selected from the group consisting of hydrocarbon solvents with a distillation range of 140 to 270 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol and spearmint oil from profluthrin and transfluthrin A method for accelerating the volatilization of a pyrethroid compound, comprising adding 50 to 80% by mass of the total amount of a pest control agent containing at least one pyrethroid compound selected from the group consisting of : 2. The method for promoting volatilization of a pyrethroid compound according to claim 1 , wherein the pest control agent is contained in an air-permeable base material. At least one pyrethroid compound volatilization accelerator selected from the group consisting of profluthrin and transfluthrin , a hydrocarbon solvent having a distillation range of 140 to 270 ° C., linalool, lavender oil, orange oil, eucalyptus A volatilization accelerator containing at least one selected from the group consisting of oil, citral, citronellol and spearmint oil as an active ingredient in an amount of 50 to 80% by mass based on the total amount of the pest control agent containing the pyrethroid compound.