JP7737292B2 - Pest repellent composition, spray-type pest repellent product, and method for photostabilizing pyrethroid compounds - Google Patents

Description

The present invention relates to a pest repellent composition.

Pyrethroid compounds are insecticidal components found in natural pyrethrum plants and their structural analogs, and because they have excellent pest repellent effects, they are widely used as active ingredients in pest repellents (see, for example, Patent Document 1). Pyrethroid compounds are known to decompose relatively easily when exposed to light, air, and heat.

Japanese Patent Application Laid-Open No. 2021-116304

The area near the boundary between indoors and outdoors is susceptible to the effects of light, as glass and other materials are installed there, and in addition to direct sunlight from outdoors, there is also reflected and scattered light. As a result, when treating objects near the boundary between indoors and outdoors, such as curtains, windows, and screens, with pyrethroid compounds, there is a problem in that they are more susceptible to decomposition by light than usual.

The present invention therefore aims to provide a pest repellent composition that uses pyrethroid compounds with excellent photostability.

In order to solve the above-mentioned problems, the inventors of the present invention conducted extensive research into the photostability of pest repellent compositions containing pyrethroid compounds. As a result, they surprisingly discovered that the photostability of pyrethroid compounds can be improved by incorporating a plant extract into the pest repellent composition, leading to the completion of the present invention.

That is, the present invention has found that the following configurations are highly effective in achieving the above-mentioned object.
(1) (A) a pyrethroid compound;
(B) a plant extract; and a pest repellent composition comprising the plant extract.
(2) The pest repellent composition according to (1), wherein the weight ratio of the pyrethroid compound (A) to the plant extract (B) [(A)/(B)] is 0.1≦(A)/(B)≦10.
(3) The pest repellent composition according to (1) or (2), wherein (A) the pyrethroid compound is a pyrethroid compound having a phenoxybenzyl skeleton.
(4) The pest repellent composition according to any one of (1) to (3), wherein (B) the plant extract is one or more selected from the group consisting of sugarcane extract, ginkgo extract, fig extract, forsythia extract, and persimmon extract.
(5) The pest repellent composition according to any one of (1) to (4), which is applied near the boundary between indoors and outdoors.
(6) The pest repellent composition according to any one of (1) to (5), which is applied to one or more items selected from the group consisting of curtains, windows, and screen doors.
(7) A spray-type pest repellent product comprising the pest repellent composition according to any one of (1) to (6) contained in a spray container.

The present invention provides a pest repellent composition containing pyrethroid compounds with excellent photostability.

The pest repellent composition of the present invention will be described below. However, the present invention is not intended to be limited to the embodiments and examples described below. In this specification, the content unit "w/v%" is synonymous with "g/100 ml." Furthermore, when a range is indicated by "to" in this specification, it is considered to include both the upper and lower limits.

[Pest repellent composition]
The pest repellent composition of the present invention comprises:
(A) a pyrethroid compound;
(B) A plant extract and a pest repellent composition containing the same, which has excellent photostability as a pyrethroid compound.

((A) Pyrethroid Compounds)
The pyrethroid compound (A) used in the present invention is a component that exhibits a repellent effect against pests. Specific examples of the pyrethroid compound (A) include fenothrin, cyphenothrin, permethrin, cypermethrin, cyfluthrin, bifenthrin, fenpropathrin, tralomethrin, deltamethrin, etofenprox, silafluofen, imiprothrin, resmethrin, transfluthrin, metofluthrin, profluthrin, telallethrin, furamethrin, momfluorothrin, dimefluthrin, mepafluthrin, heptafluthrin, allethrin, phthalthrin, prallethrin, pyrethrin I, Examples of suitable pyrethroid compounds include pyrethrin II, cinerin I, cinerin II, jasmolin I, jasmolin II, and natural pyrethrins (a mixture of pyrethrin I, pyrethrin II, cinerin I, cinerin II, jasmolin I, and jasmolin II). Among these, pyrethroid compounds having a phenoxybenzyl skeleton, such as fenothrin, cyphenothrin, permethrin, cypermethrin, cyfluthrin, bifenthrin, fenpropathrin, tralomethrin, deltamethrin, etofenprox, and silafluofen, are preferred. These (A) pyrethroid compounds may be commercially available products or products synthesized by known methods. When optical isomers or geometric isomers based on asymmetric carbons exist in the acid component or alcohol moiety of a pyrethroid compound, the present invention naturally encompasses each of these isomers and any mixture thereof.

The content of the pyrethroid compound (A) relative to the total amount of the pest repellent composition of the present invention is not particularly limited, but is preferably 0.1 w/v% to 60 w/v%, more preferably 0.3 w/v% to 40 w/v%, and even more preferably 0.5 w/v% to 20 w/v%.

((B) Plant extract)
The plant extract (B) used in the present invention is a component that improves the photostability of the pyrethroid compound in the pest repellent composition.

Specific examples of (B) plant extracts include extracts of sugarcane, ginkgo, fig, forsythia, persimmon, tea, bamboo, wood sorrel, Houttuynia cordata, hemlock, black pine, larch, red pine, paulownia, holly, osmanthus, lilac, sweet osmanthus, butterbur, Japanese silverleaf, chestnut, alder, oak, pomegranate, fern, Japanese osmanthus, persimmon, plantain, mugwort, Japanese maple, crape myrtle, Japanese bush clover, and Japanese andromeda, fern, aspen, and ash. Among these, one or more selected from the group consisting of sugarcane extract, ginkgo extract, fig extract, forsythia extract, and persimmon extract are preferred, and one or more selected from the group consisting of sugarcane extract, ginkgo extract, fig extract, and forsythia extract are more preferred. The above plant extracts may be used alone or in combination of two or more.

The amount of plant extract (B) contained in the total amount of the pest repellent composition of the present invention is not particularly limited, but is preferably 0.1 w/v% or more, more preferably 0.1 to 3.0 w/v%, and even more preferably 0.3 to 1.0 w/v%.

In the pest repellent composition of the present invention, the blending weight ratio [(A)/(B)] of (A) the pyrethroid compound to (B) the plant extract is not particularly limited, but is preferably 0.1≦(A)/(B)≦10, more preferably 0.2≦(A)/(B)≦5, and even more preferably 0.5≦(A)/(B)≦2.

The pest repellent composition of the present invention is prepared by blending the aforementioned components (A) and (B), and, as necessary, blending other ingredients such as pest repellent components other than (A) pyrethroid compounds, solvents, pH adjusters, nonionic surfactants, anionic surfactants, cationic surfactants, antioxidants such as butylhydroxytoluene, stabilizers such as sodium edetate and ascorbic acid, inorganic powders such as talc and silicic acid, bactericides (mold inhibitors), deodorizers, fragrances (fragrances), colorants, texture-imparting agents, UV absorption inhibitors, synergists, etc.

Solvents include, but are not limited to, ketone-based solvents such as acetone, methyl ethyl ketone, diethyl ketone, and cyclohexanone; alcohol-based solvents such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, and 2-butanol; glycol ether-based solvents such as diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, and phenoxyethanol; hydrocarbon-based solvents such as toluene, xylene, normal hexane, n-paraffin, and isoparaffin; ester-based solvents such as ethyl acetate, butyl acetate, amyl acetate, and ethyl lactate; and water. Among these, alcohol-based solvents are preferred, and one or more selected from the group consisting of ethanol, 1-propanol, and 2-propanol are more preferred.

pH adjusters include, but are not limited to, citric acid, sodium citrate, sodium bicarbonate, triethanolamine, ammonia, potassium hydroxide, sodium hydroxide, etc.

Nonionic surfactants include polyoxyethylene hydrogenated castor oil (POE hydrogenated castor oil), polyoxyethylene alkyl ethers (POE alkyl ethers), polyoxyethylene alkylphenyl ethers (POE alkylphenyl ethers), polyoxyethylene higher fatty acid esters (POE higher fatty acid esters), polyoxyethylene sorbitan fatty acid esters (POE sorbitan fatty acid esters), polyoxyethylene glycerin fatty acid esters (POE glycerin fatty acid esters), coconut oil fatty acid diethanolamide, polyoxyethylene polyoxypropylene alkyl ethers (POEPOP alkyl ethers), fatty acid alkanolamides, and alkylamine oxides.

Synergic agents include, but are not limited to, piperonyl butoxide, N-(2-ethylhexyl)-bicyclo[2,2,1]-hept-5-ene-2,3-dicarboximide (MGK-264), sinepirin 222, sinepirin 500, etc.

Pests in the present invention are not particularly limited, but include sanitary pests such as mosquitoes, black flies, stable flies, house flies, ticks, bedbugs, horseflies, land leeches, and chiggers, as well as nuisance pests such as midges, moth flies, and small flies (fruit flies), and house dust mites, with mosquitoes, moth flies, and moth flies being preferred.

Because the pest repellent composition of the present invention has excellent photostability due to the pyrethroid compounds, it is preferably applied to areas near the boundary between indoors and outdoors, more specifically, to curtains, curtain rails, windows, screen doors, etc., and more preferably to one or more items selected from the group consisting of curtains, windows, and screen doors.

The method for treating a target with the pest repellent composition of the present invention is not particularly limited, but examples include a treatment method in which the composition is applied to the target, or a treatment method in which the composition is sprayed onto fibers as a spray product or aerosol product, as described below. The amount of the pest repellent composition to be treated per unit area is not particularly limited, but is preferably 0.2 to 20.0 mL/ ^m2 , more preferably 0.5 to 18.0 mL/ ^m2 , and even more preferably 1.0 to 15.0 mL/ ^m2 .

[Spray-type pest repellent product]
The pest repellent composition of the present invention can be prepared in a liquid form and can be stored in a spray container as is and used as a spray-type pest repellent product, or can be added to a propellant such as liquefied gas or compressed gas and filled into an aerosol container to be used as an aerosol-type pest repellent product. Among these, it is preferable to store it in a spray container and use it, and it is more preferable to store it in a trigger-type spray container and use it. Note that known spray containers can be used.

When used as a spray, the amount dispensed is not particularly limited, but preferably 0.1 to 3.0 mL per push, and more preferably 0.2 to 2.0 mL.

[Light stabilizer]
The present invention also includes (A) a photostabilizer for pyrethroid compounds containing (B) a plant extract as an active ingredient.
The photostabilizer of the present invention is a pest repellent composition containing (B) a plant extract and (A) a pyrethroid compound, and the contents thereof are the same as those described for the pest repellent composition. Other optional components, their contents, and containers for containing them may also be the same as those described for the pest repellent composition.

[Photostabilization method]
The present invention also encompasses a method for photostabilizing (A) a pyrethroid compound by allowing (B) a plant extract to coexist with a pest repellent composition containing (A) a pyrethroid compound.
In the photostabilization method of the present invention, the pest repellent composition contains (B) a plant extract and (A) a pyrethroid compound, and the contents thereof are the same as those described above for the pest repellent composition. Other optional components, their contents, and the container in which they are stored may also be the same as those described above for the pest repellent composition.

The present invention will be explained in more detail below using examples, but the present invention is not limited to these examples in any way.

The ingredients used will be explained below.
<Component (A)>
Fenothrin (trade name: Sumithrin, manufactured by Sumitomo Chemical Co., Ltd.)
<(B) component>
Plant extract 1 (sugarcane extract, product name: MSX-245, manufactured by Mitsui Sugar Co., Ltd.)
Plant extract 2 (mixture of ginkgo extract, fig extract, and forsythia extract, product name: Super Puriere S-100a, manufactured by Panasonic Chemical Co., Ltd.)
Plant extract 3 (oyster extract, product name: Pansil BA-210-1, manufactured by Release Scientific Industry Co., Ltd.)
<Solvent>
Ethanol (product name: Ethanol (99.5), manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)

[Method of manufacturing pest repellent composition]
(Production Example 1)
1.2 g (1.2 w/v%) of fenothrin, component (A), 1.2 g (1.2 w/v%) of plant extract 1, component (B), and 99.5% ethanol (balance) were mixed to produce a pest repellent composition of Example 1 with a total volume of 100 mL.

Furthermore, the components were blended as shown in Table 1, and the other procedures were the same as in Example 1 to produce pest repellent compositions of Examples 2 and 3 and Comparative Example 1.

[Photostability improvement effect]
(1) 2.0 mL of the pest repellent composition of Example 1 was weighed into a glass petri dish having a diameter of 8.9 cm, air-dried, and then stored at 25° C. under a D65 lamp for 24 hours (cumulative illuminance 103,200 lx·h).
(2) After 24 hours, the amount of fenothrin remaining in the glass dish (a) was quantitatively analyzed by gas chromatography.
(3) The initial amount of fenothrin remaining in the glass dish (b) was also quantitatively analyzed by gas chromatography. (4) The photostability improving effect of pyrethroid compounds was evaluated as A when the a/b ratio was 0.94 or more.
Those with a/b of 0.90 or more and less than 0.94 were rated B, and those with a/b less than 0.90 were rated C.
(5) The same test was carried out for Examples 2 and 3 and Comparative Example 1 to evaluate the effect of improving the photostability of pyrethroid compounds.
(The results are shown in Table 1.)

The test results showed that the pest repellent compositions of Examples 1 to 3, which contain (A) a pyrethroid compound and (B) a plant extract, have improved photostability of the pyrethroid compound (A) compared to the pest repellent composition of Comparative Example 1, which does not contain component (B). In particular, Example 1, which contains plant extract 1 (sugarcane extract), and Example 2, which contains plant extract 2 (a mixture of ginkgo extract, fig extract, and forsythia extract), were found to have even improved photostability of the pyrethroid compound.

[Manufacturing method of spray-type pest repellent product]
(Production Example 2)
100 mL of the pest repellent composition of Example 1 was placed in a trigger-type spray container (discharge amount per push: 1.0 mL) to obtain spray-type pest repellent product 1.

(Production Example 3)
100 mL of the pest repellent composition of Example 2 was placed in a trigger-type spray container (discharge amount per push: 1.0 mL) to obtain spray-type pest repellent product 2.

(Production Example 4)
100 mL of the pest repellent composition of Example 3 was placed in a trigger-type spray container (discharge amount per push: 1.0 mL) to obtain spray-type pest repellent product 3.

[Pest repellent effect]
(Test Example 1)
In August 2021, in a 6-tatami room with an opening window and a 100 x 176 cm curtain, 21 mL of spray-type pest repellent product 1 was sprayed onto the entire curtain, the window was left open about 10 cm, and the curtain was closed. For one week after spraying, no mosquitoes, midges, or moth flies invaded the room.

(Test Example 2)
In August 2021, in a 6-tatami room with an opening window and a 100 x 176 cm curtain, 21 mL of spray-type pest repellent product 2 was sprayed onto the entire curtain, the window was left open about 10 cm, and the curtain was closed. For one week after spraying, no mosquitoes, midges, or moth flies invaded the room.

(Test Example 3)
In August 2021, in a 6-tatami room with an opening window and 100 x 176 cm curtains, 21 mL of spray-type pest repellent product 3 was sprayed onto the entire curtain, the window was left open about 10 cm, and the curtains were closed. For one week after spraying, no mosquitoes, midges, or moth flies invaded the room.

Claims (9)

(A) a pyrethroid compound;
(B) a plant extract ,
The pest repellent composition , wherein the (B) plant extract is one or more selected from the group consisting of sugarcane extract, ginkgo extract, fig extract, and forsythia extract . The pest repellent composition according to claim 1, wherein the weight ratio [(A)/(B)] of the pyrethroid compound (A) to the plant extract (B) is 0.1≦(A)/(B)≦10. 3. The pest repellent composition according to claim 1, wherein the pyrethroid compound (A) is a pyrethroid compound having a phenoxybenzyl skeleton. 4. The pest repellent composition according to claim 1, wherein the pyrethroid compound (A) is contained in an amount of 0.1 to 60 w/v %. The pest repellent composition according to any one of claims 1 to 4, containing 0.1 to 3.0 w/v % of the plant extract (B). The pest repellent composition according to any one of claims 1 to 5, which is applied near the boundary between indoors and outdoors. The pest repellent composition according to any one of claims 1 to 6, which is used to treat one or more items selected from the group consisting of curtains, windows, and screen doors. A spray-type pest repellent product comprising the pest repellent composition according to any one of claims 1 to 7 housed in a spray container. A method for photostabilizing a pyrethroid compound by allowing (A) a pest repellent composition containing a pyrethroid compound to coexist with (B) a plant extract, comprising:
The method for photostabilizing a pyrethroid compound, wherein the plant extract (B) is one or more selected from the group consisting of sugarcane extract, ginkgo extract, fig extract, and forsythia extract.