JP2018188379A - Volatilization promotion method of pyrethroid compound, and volatilization promoter of pyrethroid compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide new means exhibiting excellent pet controlling effect by enhancing volatilization property of an ordinary temperature volatilizable pyrethroid compound without increasing used amount of the pyrethroid compound.SOLUTION: There is provide a volatilization promotion method of a pyrethroid compound by containing at least one kind selected from a group consisting of a hydrocarbon-based solution with distillation rage of 140 to 450°C, linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil, and ethanol in a pest controlling agent containing s pyrethroid compound with vapor pressure at 25°C of 1.33×10Pa to 1.33×10Pa (1×10mmHg to 1×10mmHg).SELECTED DRAWING: None

Description

  The present invention relates to a method for promoting volatilization of a pyrethroid compound and a volatilization accelerator for a pyrethroid compound.

Conventionally, various technologies for spontaneously evaporating a room temperature volatile pyrethroid compound have been studied, and it can be easily used by placing on a shelf or hanging on a closet pipe. Accepted.
For example, Patent Document 1 discloses that a base material containing a room temperature volatile pyrethroid compound is released into the environment by natural transpiration using an insect repellent material placed in a polyethylene naphthalate resin container. Is disclosed.

JP 2004-254598 A

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

  In general, it is easy 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 it is contained in the base material, there is a risk that the active ingredient may be oozed out and the surrounding area may be contaminated, and waste may occur, so means to increase the volatilization amount of the active ingredient without increasing the amount used Is required.

  The present invention has been made in view of the above circumstances, and exhibits an excellent pest control effect by increasing the volatility of the pyrethroid compound itself without increasing the amount of the room temperature volatile pyrethroid compound used. Therefore, providing new means is a problem to be solved.

As a result of intensive studies, the present inventors have determined that a specific compound has a vapor pressure at 25 ° C. of 1.33 × 10 ⁻³ Pa to 1.33 × 10 ⁻² Pa (1 × 10 ⁻⁵ mmHg to 1 ×). The present invention has been completed by finding that the above problems can be solved by adding a pesticide containing a pyrethroid compound of 10 ⁻⁴ mmHg).

That is, the present invention relates to the following <1> to <4>.
<1> At least one selected from the group consisting of hydrocarbon solvents having a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil, and ethanol at 25 ° C. In a pest control agent 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) , Method for promoting volatilization of pyrethroid compounds.
<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 a C1-C4 alkyl group optionally substituted by a C1-C4 alkoxy group.)
<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> Volatilization accelerator for a pyrethroid compound having a vapor pressure at 25 ° C. of 1.33 × 10 ⁻³ Pa to 1.33 × 10 ⁻² Pa (1 × 10 ⁻⁵ mmHg to 1 × 10 ⁻⁴ mmHg). An active ingredient is at least one selected from the group consisting of hydrocarbon solvents having a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil, and ethanol. Volatilization accelerator.

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

  Hereinafter, although this invention is explained in full detail, these show an example of a desirable embodiment, and this invention is not limited to these content.

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

  By using the said compound, it becomes possible to raise significantly the volatilization amount of a specific pyrethroid type compound.

(Pest control agent)
The insect pest control agent of the present invention is a pyrethroid system having a vapor pressure at 25 ° C. of 1.33 × 10 ⁻³ Pa to 1.33 × 10 ⁻² Pa (1 × 10 ⁻⁵ mmHg to 1 × 10 ⁻⁴ mmHg). It contains a compound and exhibits a pest control effect when the pyrethroid compound evaporates.

The pyrethroid compounds, from the viewpoint of volatility, vapor pressure at 25 ° C. is ^{1.33 × 10 -3 Pa~1.07 × 10 -2} Pa (1 × 10 -5 mmHg~8 × 10 -5 mmHg) and more preferably ^{2.67 × 10 -3 Pa~1.07 × 10 -2} Pa (2 × 10 -5 mmHg~8 × 10 -5 mmHg).

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

In said formula, R < ¹ > and R < ² > is respectively independently a hydrogen atom, a halogen atom, or a C1-C4 alkyl group. 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.

  As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom etc. are mentioned, for example. Among these, a chlorine atom is preferable.

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

  As a C1-C4 alkoxy group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group etc. are mentioned, for example. Among these, a methoxy group is preferable.

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

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

(Hydrocarbon solvent)
In the present invention, examples of the hydrocarbon solvent as an active ingredient for increasing the volatilization amount of a specific pyrethroid compound include those having a distillation range of 140 to 450 ° C., preferably from the viewpoint of volatilization promoting effect on the pyrethroid compound. Is 140 to 270 ° C, more preferably 140 to 190 ° C.
The distillation range of the hydrocarbon solvent means a 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 to 188 ° C.), Exol D30 (trade name, manufactured by Exxon Mobile, distillation range: 145 to 163 ° C.) ) Liquid paraffin 55S (trade name, manufactured by Sanko Chemical 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 hydrocarbon solvent, examples of the active ingredient that increases the volatilization amount of the specific pyrethroid compound 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, deodorization, and aroma effect.
Among these, linalool, lavender oil, orange oil, eucalyptus oil, and citral are preferable from the viewpoint of the volatilization promoting effect on the pyrethroid compound.

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

  In the method for promoting volatilization of a pyrethroid compound of the present invention, one or more of the above 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, and more preferably 70 to 80% by mass with respect to the total amount of the pest control agent. .

  For the pest control agent of the present invention, an antioxidant, an ultraviolet absorber, a bactericide, an antiseptic, a deodorant, an aromatic, a synergist, a pigment, and the like may be used as necessary.

  Examples of the antioxidant include dibutylhydroxytoluene, dibutylhydroxyanisole, ascorbic acid, diethyl (3,5-di-t-butyl-4-hydroxybenzyl) phosphonate, vitamins and the like.

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

  Examples of bactericides and preservatives include phenolic compounds such as chloroxylenol, 3-methyl-4-isopropylphenol and thymol; quaternary ammonium compounds such as benzalkonium chloride and cetylpyridinium chloride; 3-iodo- Examples include 2-propynylbutyl carbamate, isopropanol, phenoxyethanol, triclosan, N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide, chlorhexidine gluconate, and parabens.

  Examples of the deodorant include plant extracts such as tea extract, koji extract, catechin, and plant polyphenol; lauryl methacrylate, geranyl crotonate, acetophenone myristate, paramethylacetophenone benzaldehyde, and the like.

  Examples of fragrances include potato, bergamot oil, cinnamon oil, citronella oil, lemon oil, lemongrass oil, cypress oil, moon peach oil, hiba oil, peppermint oil, basil oil, rose oil, jasmine oil, cubaba oil. , Grapefruit oil, lime oil, pettiver oil, ylang ylang oil, tea tree oil, bored rose oil, marjoram oil, hop oil, perilla oil, geranium oil, neem oil, insecticide chrysanthemum oil, chamomile oil, etc .; pinene, limonene, menthol , Artificial fragrances such as borneol and eugenol.

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

  Examples of the dye 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, Red No. 223, and the like.

  Further, as long as the effects of the present invention are not impaired, various pest control agents may be contained, for example, allethrin, phthalthrin, resmethrin, framethrin, permethrin, phenothrin, fenvalerate, praretrin, tefluthrin, cypermethrin, ciphenothrin, Examples include fenpropatoline, terrareslin, etofenprox, imiprothrin, fipronil, diet, p-menthane-3,8-diol.

  In the method for promoting volatilization of the pyrethroid compound of the present invention, the pest control agent may be appropriately designed according to the place of use, and the solution, powder, granule, tableting, paste, gel, aerosol, etc. It can be used in preparations such as sprays or contained in a base material.

  In addition, as a method for promoting volatilization of the pyrethroid compound of the present invention, a method of directly applying a pest control agent to a place of use, a method of applying the pesticide in a base material, a method of filling a volatilization container or a volatilization apparatus, and applying fire And a method applied using a heat source, a blower or the like.

  Among these, it is preferable to apply a pest control agent in a base material or to fill a volatilization container or a volatilization apparatus.

  The base material can be arbitrarily set in form, material, size and the like. Examples of the form of the substrate include a net shape, a honeycomb shape, a slat shape, a bellows shape, a slit shape, a lattice shape, a hexagonal honeycomb shape, a circular shape, and an S shape.

  The material for the substrate is not particularly limited as long as it can sufficiently hold the pyrethroid compound. For example, paper (filter paper, pulp, linter, cardboard, cardboard, etc.), wood, yarn (twisted yarn), resins (polyester, polyethylene, polypropylene, polystyrene, polyethylene terephthalate, polyvinyl chloride, highly oil-absorbing polymer, etc.), ceramic Glass fiber, carbon fiber, chemical fiber (polyester, nylon, acrylic, vinylon, polyethylene, polypropylene, etc.), natural fiber (cotton, silk, wool, hemp, etc.), glass fiber, carbon fiber, chemical fiber, natural fiber, etc. Non-woven fabrics, woven fabrics and other cotton, inorganic minerals (zeolite, pearlite, etc.), inorganic porous bodies and sintered bodies (ceramics, etc.), porous glass materials, porous metal materials, wire mesh, granular materials (porous cellulose materials) , Silica gel, etc.), organic substances (wheat flour, corn starch, dextrin, etc.) and the like.

  Further, it may be kneaded with a resin for kneading (rosin, rosin ester or a modified product thereof, waxes, higher fatty acid, higher alcohol, sugar ester, polyolefin, various acrylic resins, etc.), a sheet shape, It can also be used after being molded into an arbitrary shape.

  Among these, since a pyrethroid compound is easily volatilized without requiring a power source, it is preferable to contain a pest control agent in a base material having breathability (a breathable base material). The pest control agent is a base material having air permeability, for example, a net, a net (mesh), a lace, or the like, by a method of dropping and applying a pest control agent to a base material, a kneading method, an impregnation coating method, a spray coating method, or the like. It can be contained in a substrate having a large number of continuous or intermittent voids such as the ground.

As content of the pest control agent in a base material, 0.01-1000 mg / cm < ² > is preferable, More preferably, it is 0.1-100 mg / cm < ² >.

The use place of the pest control agent used in the present invention is not particularly limited, and may be used by being sprayed or applied indoors or outdoors, or may be installed and used, You may use as a form suspended, a form attached to a pillar or a wall surface, or a form carried around.
In the method for promoting volatilization of a pyrethroid compound of the present invention, for example, the volatility of the pyrethroid compound may be further enhanced by blowing air using a blower such as a blower or a fan.

  Pests that can be controlled by the present invention include, for example, cockroaches, centipedes, millipedes, gejigeji, ant, such as burdock beetle, walnut, insect, spider, etc. Mosquitoes such as Aedes albopictus, Aedes aegypti, Abu such as Cycloab, Bovine ab, Mekraab, Gomafu abu, Blackfish, Kiasiobuyu, Ayutsumetobubu, etc. Bees, moths, chironomids, leafhoppers, stink bugs, ticks, beetles, termites, fruit flies, butterflies, bed bugs, and the like.

  The volatilization accelerator of the present invention is produced by a conventional method. For example, each component can be obtained by mixing and stirring, 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 examples.

[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) for 10 minutes at 25 ° C. Thereafter, the solution was dropped and impregnated on a net-like substrate woven with polyester cut to 31.5 cm ² (7 cm × 4.5 cm), and the resulting impregnated body was allowed to stand in a volatilization chamber at 27 ° C. for 11 days. I put it.

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

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

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

The said test was implemented 3 times in total and the average value of 3 times was made into the volatilization amount per hour of profluthrin. The results are shown in Table 1.
In addition, in the examples and comparative examples shown below, the standing period (day) in the volatilization chamber may be different from that in example 1, and therefore, in all examples and comparative examples, 1 hour as in example 1 The difference due to the standing period (days) was corrected by using the amount of volatilization.

[Examples 2 to 8 and Comparative Examples 1 to 9]
Tests were conducted in the same manner as in Example 1 except that the compounds shown in Table 1 were used in place of Isopar H used in Example 1 and the period of standing in the volatilization chamber was changed to the period shown in Table 1. The results are shown in Table 1.

  Here, Exol D30 (trade name, manufactured by Exxon Mobil Co., Ltd.) used in Example 2 has a distillation range: 145 to 163 ° C., and normal heptane used in Comparative Example 8 has a distillation range: 96 to The isopar E (trade name, manufactured by Exxon Mobil Co., Ltd.) 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 when a specific compound is used, volatilization of profluthrin is promoted.

[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. The results are shown in Table 2.

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

  Here, the liquid paraffin 55S (trade name, manufactured by Sanko Chemical 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 when a specific compound is used, volatilization of transfluthrin is promoted.

As described above, according to the present invention, it is understood that volatilization of the pyrethroid compound is promoted by using a specific compound.

Claims (4)

Vapor pressure at 25 ° C. at least one selected from the group consisting of hydrocarbon solvents having a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil and ethanol Is contained in a pest control agent containing a pyrethroid compound that is 1.33 × 10 ⁻³ Pa to 1.33 × 10 ⁻² Pa (1 × 10 ⁻⁵ mmHg to 1 × 10 ⁻⁴ mmHg) Method for promoting volatilization of compounds. The method for promoting volatilization of a pyrethroid compound according to claim 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 a C1-C4 alkyl group optionally substituted by a C1-C4 alkoxy group.)   The method for promoting volatilization of a pyrethroid compound according to claim 1 or 2, wherein the pest control agent is contained in a breathable base material. It is a volatilization accelerator for a pyrethroid compound having a vapor pressure at 25 ° C. of 1.33 × 10 ⁻³ Pa to 1.33 × 10 ⁻² Pa (1 × 10 ⁻⁵ mmHg to 1 × 10 ⁻⁴ mmHg). The active ingredient is at least one selected from the group consisting of hydrocarbon solvents having a distillation range of 140 to 450 ° C., linalool, lavender oil, orange oil, eucalyptus oil, citral, citronellol, spearmint oil, and ethanol. Volatilization accelerator.