JP2003055105A - Insecticide - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an insecticide in which decomposition of a pyrethroid-based compound being an active ingredient is controlled and emission of an offensive smell can be prevented. SOLUTION: This insecticide is obtained by impregnating the pyrethroid-based compound into a material absorbing light rays at <=550 nm wavelength or packing the pyrethroid-based compound with a packaging material absorbing light rays at <=550 nm wavelength.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an insect repellent using a pyrethroid compound as an active ingredient, and more specifically, an insect repellent capable of suppressing the decomposition of the pyrethroid compound as an active ingredient and preventing the generation of an offensive odor. Regarding agents.

[0002]

2. Description of the Related Art Conventionally, pyrethroid compounds have been widely used as insect repellents for clothing. However, this compound has various external environmental conditions such as heat, light, temperature,
There is a problem that it is decomposed due to the influence of humidity and the like and gives off an offensive odor. In particular, insect repellents for clothing are 6 months-1
Since it is used for a long period of one year, it is easily affected by the above external environmental conditions, which has been a problem in use.

As a method for preventing the decomposition of the pyrethroid compound against such problems, for example, a method of adding an antioxidant such as BHT (butylhydroxytoluene) to the pyrethroid compound has been adopted. In addition, 1-ethynyl-2-methyl-2-pentenyl chrysanthemate was added to 2,2'-methylenebis (4-methyl-6-tert-
Butylphenol), 2,2'-methylenebis (4-ethyl-6-tert-butylphenol) and the like have also been proposed (JP-A-3-72409). In addition, empentryn and n-octadecyl-3-
An insecticide composition containing (3,5-di-tert-butyl-4-hydroxyphenyl) propionate and having an offensive odor-preventing effect has also been proposed (JP-A-5-271).
No. 017).

However, since the above-mentioned compounds have low solubilities in the pyrethroid compounds, it is difficult to mix them in an amount enough to exert a sufficient effect of preventing offensive odor at room temperature. For such problems, as a means for mixing these compounds with a pyrethroid compound, a method of heating and mixing the pyrethroid compound, or after dissolving these compounds in a volatile solvent such as acetone The method of mixing was used.
However, in these methods, not only the problem that preparation of a drug takes a lot of time, but also when the drug is impregnated in an impregnated body and then cooled to an effective temperature, or when a volatile solvent is volatilized, the above compound It also had a problem of being precipitated.

[0005]

Therefore, when a pyrethroid compound is used as an insect repellent, it has been desired to develop a means for suppressing the decomposition of the compound and preventing an offensive odor.

[0006]

In view of the above situation, the present inventors have conducted earnest research on the effect of light on a pyrethroid compound. And as a result, by impregnating a material that absorbs light of a specific range of wavelengths with a pyrethroid compound, or by packaging with a packaging material that absorbs the wavelength of light, decomposition of the pyrethroid compound can be suppressed, and the occurrence of offensive odors is prevented The present invention has been completed and the present invention has been completed.

That is, the present invention provides an insect repellent obtained by impregnating a material which absorbs light having a wavelength of at least 550 nm or less with a pyrethroid compound.

The present invention also provides a pyrethroid compound,
The present invention provides an insect repellent packaged with a packaging material that absorbs light having a wavelength of at least 550 nm or less.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION In the insect repellent of the present invention, the pyrethroid compound as an insect repellent active ingredient is iga, koga,
It is a compound known to have an insect-repellent effect against clothing pests such as Pleurotus cornucopiae and Pseudococculis solium. Examples of this pyrethroid compound include cyphenothrin, enpentrin, phenothrin, allethrin,
Praletrin, permethrin, phthalthrin, cyfluthrin, deltamethrin, etofenprox, flamethrin, transfluthrin and the like can be mentioned. These pyrethroid compounds can be used alone or as a mixture of two or more.

In the insect repellent of the present invention, a pyrethroid compound is impregnated into a material that absorbs light having a wavelength of 550 nm or less (hereinafter referred to as "short wavelength light"), or the pyrethroid compound absorbs short wavelength light. It is prepared by packaging with packaging material.

Of these, the material for absorbing short wavelength light used in the first aspect of the invention (hereinafter referred to as "first invention") is not particularly limited as long as it can be impregnated with a pyrethroid compound. But not specifically,
Paper, woven cloth, non-woven cloth, wood chips, silica, talc, clay, plastics, cellulose beads and the like can be used. As long as these materials have an impregnating function themselves, it is not necessary for the whole material to have a new function.
It may have a part having an impregnating function, such as a laminate of a plastic sheet and a non-woven fabric.

As an example of a treatment to be applied to these materials in order to absorb short wavelength light, it is possible to give a certain color. At least 55 colors are given
Any color that absorbs a wavelength of 0 nm or less, for example,
At least one selected from green, yellow-green, yellow, orange, red, black and the like can be mentioned. These colors may be the colors of the material itself, or may be those obtained by subjecting the surface of the material to color treatment.

Impregnation of these materials with the pyrethroid compound can be carried out by a conventional method. At this time, the pyrethroid compound can be used as a liquid, or can be mixed and dissolved in an appropriate organic solvent as necessary to impregnate the material or the like. As the organic solvent used for mixing and dissolving the pyrethroid compound, kerosene, aliphatic hydrocarbons such as hexane, aromatic hydrocarbons such as toluene, xylene, methylnaphthalene, alcohols such as methanol, ethanol, isopropanol, ethylene glycol, etc. Kind,
Acetone, ketones such as cyclohexanone, ethers such as ethyl ether and dioxane, esters such as ethyl acetate, nitriles such as acetonitrile, amides such as dimethylacetamide and dimethylformamide, dimethyl sulfoxide, soybean oil, cottonseed oil, etc. Vegetable oils and the like can be mentioned.

In the first invention, a material such as a nonwoven fabric may be used as an insect repellent in a state of being impregnated with a pyrethroid compound, or the material may be impregnated into an appropriate form. It can also be used as an insect cover or sheet.

The invention of another embodiment of the insect repellent of the present invention (hereinafter,
The "second invention") is an insect repellent in which a pyrethroid compound is packaged in a packaging material that absorbs a specific wavelength. The packaging material for absorbing short wavelength light used in the second invention is not particularly limited as long as it is a thin sheet or a film having a packaging function and a ventilation function, and specifically, paper, Woven cloth, non-woven cloth, perforated plastic film, polyurethane film, ethylene vinyl acetate copolymer (EVA) film, polyethylene film, polypropylene film and the like can be used.

Since these packaging materials also absorb short wavelength light, it is preferable to impart a color as described above, which absorbs at least a wavelength of 550 nm or less. The colors given are similar to the above-mentioned materials, for example, green,
At least one kind selected from yellow-green, yellow, orange, red, black and the like can be mentioned, and the packaging material itself may be that color, or the surface of the packaging material is subjected to color treatment. Good.

In the second invention, as a method of packaging the pyrethroid compound with a packaging material, a method of packaging a material impregnated with a pyrethroid compound with the above packaging material, or a pyrethroid compound placed in a container as described above. It may be wrapped with a packaging material. Further, a method of preparing a gel-like agent or a solid agent containing a pyrethroid compound by using a gelling agent, and then packaging the gel-like agent or solid agent with the above-mentioned packaging material can be mentioned.

The above-mentioned insect repellent of the present invention may further contain an antioxidant for the purpose of synergistically preventing the deterioration of the pyrethroid insect repellent and suppressing the generation of offensive odors.

Among the above-mentioned antioxidants, 2,6-di-tert-butyl-p-cresol, butylated hydroxyanisole and 2,6-di-t are used as monophenols.
ert-Butyl-4-ethylphenol, 2,6-di-
Specific examples include tert-butyl-4-methylphenol and stearyl-β- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate.

As the bisphenol antioxidant, 2,2'-methylenebis (4-methyl-6-ter) is used.
t-butylphenol), 2,2'-methylenebis (4
-Ethyl-6-tert-butylphenol), 4,
4'-thiobis (3-methyl-6-tert-butylphenol), 4,4'-butylidenebis (3-methyl-)
6-tert-butylphenol), 2-tert-butyl-6- (3-tert-butyl-2-hydroxy-)
5-methylbenzyl-4-methylphenyl acrylate, 2- [1- (2-hydroxy-3,5-di-ter
t-pentylphenyl) ethyl] -4,6-di-ter
t-pentylphenyl acrylate, 3,9-bis [1,1-dimethyl-2- [β- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy] ethyl] 2,4,8, 10-tetraoxaspiro [5,5] undecane and the like can be mentioned.

Further, as the polymeric phenol-based antioxidant, 1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, 1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, 1,
3,5-Trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, tetrakis- [methylene-3- (3 ', 5'-di-
tert-Butyl-4'-hydroxyphenyl) propionate] methane, bis [3,3'-bis- (4'-hydroxy-3'-tert-butylphenyl) butyric acid] glycol ester, 1,3,5- Tris (3 ', 5'-di-tert-butyl-4'hydroxybenzyl) -S-triazine-2,4,6- (1H, 3
H, 5H) trione, tocopherols and the like.

Further, as the sulfur type antioxidant, dilauryl 3,3'-thiodipropionate, dimyristyl 3,3'-thiodipropionate, distearyl 3,
3'-thiodipropionate, pentaerythrityl pentakis (3-lauryl thiopropionate), ditridecyl 3,3-thiodipropionate, etc. are mentioned.

Further, as the phosphite type antioxidant, triphenyl phosphite, diphenyl isodecyl phosphite, phenyl diisodecyl phosphite,
4,4'-butylidene bis (3-methyl-6-tert
-Butylphenylditridecyl) phosphite, cyclic neopentanetetraylbis (octadecylphosphite), tris (monononylphenyl) phosphite, tris (dinonylphenyl) phosphite, diisodecylpentaerythritol diphosphite, 9, 1
0-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 10- (3,5-di-ter
t-Butyl-4-hydroxybenzyl) -9,10-dihydro-9-oxa-10-phosphaphenanthrene-
10-oxide, 10-decyloxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene, tris (2,4-di-tert-butylphenyl) phosphite, cyclic neopentanetetraylbis (2 , 4-di-tert-butylphenyl) phosphite, cyclic neopentanetetraylbis (2,6
-Di-tert-butyl-4-methylphenyl) phosphite, 2,2-methylenebis (4,6-di-tert)
-Butylphenyl) octyl phosphite and the like.

In the insect repellent of the present invention, the antioxidant may be used alone or in combination of two or more, and the addition amount thereof is not particularly limited, but it is 1 with respect to the pyrethroid compound. : About 100 to 100: 1, preferably about 1:50 to 50: 1, and more preferably about 1:10 to 10: 1. Further, among the above antioxidants, it is more preferable to use mono-, bis-, and polymer-type phenolic antioxidants.

An ultraviolet absorber can be further added to the insect repellent of the present invention. As the ultraviolet absorber used in the insect repellent of the present invention, specifically, 2- (2 ′)
-Hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-5'-tert-butylphenyl) benzotriazole, 2- (2'-hydroxy-5'-tert-octylphenyl) benzotriazole, 2- (2'-hydroxy-3 ', 5'-di-
tert-butylphenyl) benzotriazole, 2-
(2'-hydroxy-3'-tert-butyl-5'-
Methylphenyl) -5-chlorobenzotriazole, 2
-(2'-hydroxy-3 ', 5'-di-tert-butylphenyl) -5-chlorobenzotriazole, 2-
(2'-Hydroxy-3 ', 5'-di-tert-amylphenyl) -5-benzotriazole, 2- {2'
-Hydroxy-3 '-(3 ", 4", 5 ", 6" -tetrahydrophthalimidomethyl) -5'-methylphenyl} benzotriazole, 2,2-methylenebis {4-
(1,1,3,3-tetramethylbutyl) -6- (2
H-benzotriazol-2-yl) phenol}, 6
-(2-Benzotriazolyl) -4-tert-butyl-6'-tert-butyl-4'-methyl-2,2'-
Methylenebisphenol, 6- (2-benzotriazolyl) -4-tert-butyl-4 ′, 6′-di-ter
t-butyl-2,2'-methylenebisphenol, 6-
(2-benzotriazolyl) -4-tert-butyl-
4 ', 6'-di-tert-amyl-2,2'-methylenebisphenol, 6- (2-benzotriazolyl)-
4-tert-butyl-4 ', 6'-di-tert-octyl-2,2'-methylenebisphenol, 6- (2
-Benzotriazolyl) -4-tert-octyl-
6'-tert-butyl-4'-methyl-2,2'-methylenebisphenol, 6- (2-benzotriazolyl) -4-tert-octyl-4 ', 6'-di-te
rt-butyl-2,2'-methylenebisphenol, 6
-(2-benzotriazolyl) -4-tert-octyl-4 ', 6'-di-tert-amyl-2,2'-methylenebisphenol, 6- (2-benzotriazolyl) -4-tert -Octyl-4 ', 6'-di-te
rt-octyl-2,2′-methylenebisphenol,
6- (2-benzotriazolyl) -4-methyl-6'-
tert-Butyl-4'-methyl-2,2'-methylenebisphenol, 6- (2-benzotriazolyl) -4
-Methyl-4 ', 6'-di-tert-butyl-2,
2'-methylenebisphenol, 6- (2-benzotriazolyl) -4-methyl-4 ', 6'-di-tert-
Amyl-2,2'-methylenebisphenol, 6- (2
-Benzotriazolyl) -4-methyl-4 ', 6'-di-tert-octyl-2,2'-methylenebisphenol and the like can be mentioned.

The amount of the ultraviolet absorber added to the insect repellent of the present invention is not particularly limited, but is about 1: 100 to 100: 1, preferably 1:50 with respect to the pyrethroid compound.
~ 50: 1, more preferably 1:10 to 10: 1
It should be about.

In the production of the insect repellent of the present invention, when the above-mentioned antioxidant or ultraviolet absorber is blended, it is preferable to mix these with a pyrethroid compound for use. In order to mix the above-mentioned respective components, in addition to a method of adding the respective components and stirring and mixing, a method of dissolving and mixing using an organic solvent such as acetone, or heating and dissolving any one or all of them in accordance with a conventional method. A method of mixing after mixing can be adopted. Furthermore, the antioxidant or the ultraviolet absorber may be dissolved in an organic solvent such as acetone and then impregnated with a material for directly impregnating the pyrethroid compound, if necessary.

In the production of the insect repellent of the present invention, the pyrethroid compound may further contain other optional components, if necessary. As an optional component, a metal deactivator such as benzotriazole, benzotriazole sodium, tolyltriazole, tolyltriazole sodium, etc., a potency enhancer such as S-421, MGK-264, etc.,
In addition, various insect repellent components such as various fragrances, bactericides, fungicides, deodorants, benzyl alcohol, phenoxyethanol, phenylethanol and the like can be added.

The thus obtained insect repellent of the present invention is impregnated with a pyrethroid compound in a material that absorbs light having a wavelength within a specific range, or is packaged with a packaging material that absorbs light having that wavelength. It is useful because it is hard to receive and can suppress the decomposition of the pyrethroid compound and prevent the generation of offensive odor.

Therefore, insect repellents for clothes dance, insect repellents for drawers, insect repellents for closets, insect repellents for costume cases,
It can be advantageously used as an insect repellent for dolls, insect repellent clothing covers, insect repellent sheets, insect repellent bags and the like.

[0031]

EXAMPLES Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

Example 1 0.5 g of empentrin which is a pyrethroid compound
Was impregnated with a pulp filter paper (size 12 cm × 6 cm) having different absorption wavelengths shown below to give an insect repellent, which was left in the sunlight. The filter paper was subjected to a sensory test for the presence or absence of odor after 2 weeks, 1 month, and 2 months of standing, using the following criteria. The results are shown in Table 1.

[0033]   (Used filter paper)          Filter paper color Absorption wavelength (nm)     1. Black (the product of the present invention 1) 380-750     2. Red (designated as product 2 of the present invention) 380-600     3. Yellow color (designated as product 3 of the present invention) 380-500     4. Green color (designated as product 4 of the present invention) 380-500                                                And 590 to 750     5. White (Comparative product 1) None

[0034]

(Result)

[Table 1]

As can be seen from the results in Table 1, the product 1 of the present invention
It was confirmed that the samples Nos. 4 to 4 prevented the generation of offensive odors over a long period of time as compared with Comparative Product 1.

Example 2 0.5 g of empentrin which is a pyrethroid compound,
Stearyl-β- (3, which is a phenolic antioxidant
5-di-tert-butyl-4-hydroxyphenyl)
0.03 g of propionate (SONGNOX 1076: manufactured by Kyodo Chemical Co., Ltd.) and 2- (2′-hydroxy-5′-ter) which is a benzotriazole-based ultraviolet absorber.
t-octylphenyl) benzotriazole (VIOS
ORB 583: Kyodo Yakuhin Co., Ltd. (0.01 g) was mixed and impregnated into a filter paper having an absorption wavelength similar to that of Example 1 to obtain an insect repellent (designated as Inventive Products 5 to 8 and Comparative Product 2).
This was left to stand in sunlight, and the presence or absence of odor after 2 weeks, 1 month, 2 months and 3 months was evaluated using the same criteria as in Example 1. The results are shown in Table 2.

(Result)

[Table 2]

As can be seen from the results of Table 2, the product of the present invention 5
It was found that Nos. 8 to 8 prevented the generation of offensive odor compared to Comparative Product 2 for a long time. Further, when compared with the results of Example 1, by mixing an antioxidant and an ultraviolet absorber, the generation of offensive odors is prevented for a longer period of time, and in comparison with the comparative product, generation of offensive odors is synergistically suppressed. We were able to confirm that we were preventing it.

Example 3 A polypropylene non-woven fabric having a red color (absorption wavelength of 380 to 600 nm) of 30 cm × 80 cm was coated with 0.3 g of a pyrethroid compound, empentryn, by gravure printing to prepare an insect repellent sheet. When clothes were wrapped in this insect-proof sheet and stored in a drawer, the insect-proof effect was continuously exhibited for about 6 months, and no offensive odor was observed during use or after 6 months.

Example 4: 0.5 g of a pyrethroid-based compound, penpentrin, and an antioxidant stearyl-β- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate (SONGNOX107).
6: Kyoyaku Co., Ltd., 0.03 g, and 2- (2′-hydroxy-5′-tert-octylphenyl) benzotriazole (VIOSORB) which is an ultraviolet absorber.
583: 0.01 g of Kyodo Yakuhin Co., Ltd. was mixed. This mixture is black (absorption wavelength 380 nm to 750 nm)
The treated pulp filter paper (size 12 × 6 cm) was impregnated and housed in a plastic case with a hook having a volatilization hole to give an insect repellent for clothes dance. When this insect repellent was hung on a clothes dance having a volume of about 500 liters, the insect repellent effect was continuously exhibited for about 6 months, and no offensive odor was observed during use or after 6 months.

Example 5: 0.5 g of empentryn which is a pyrethroid compound and stearyl-β- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate (SONGNOX10) which is an antioxidant.
76: Kyodo Chemical Co., Ltd. 0.03 g was impregnated into a white pulp filter paper (size 8 cm × 8 cm). 2- (2'-hydroxy-5 ') which is an ultraviolet absorber
-Tert-octylphenyl) benzotriazole (VIOSORB583: manufactured by Kyodo Yakuhin Co., Ltd.) 0.01
surface impregnated with g (absorption wavelength 380-600
(nm) breathable non-woven fabric to provide a pest control agent for drawers. When the insect repellent was stored in the drawer, it continued to exhibit the insect repellent effect for about 6 months, and no offensive odor was observed during use or after 6 months.

[0043]

The insect repellent of the present invention is obtained by impregnating a pyrethroid compound into a material that absorbs light of a specific wavelength range (short wavelength light) or by packaging with a packaging material that absorbs the wavelength light. The decomposition of the pyrethroid compound due to the influence of light can be suppressed, and the generation of offensive odor can be prevented.

Therefore, even if it is used for a long period of time, no offensive odor is attached to clothes, and the decomposition of the pyrethroid compound can be prevented, so that the drug can be effectively used without waste. that's all

Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) A01N 53/02 A01N 53/00 502A (72) Inventor Tomomitsu Shimizu 2-4-6 Shimoochiai, Shinjuku-ku, Tokyo ST Chemical F term in ST R & D Center Co., Ltd. (reference) 4H011 AC02 AC04 BA04 BB15 BC03 BC09 BC19 BC22 DA07 DA10 DD05 DD06 DF03 DG02 DH10

Claims (8)

[Claims] 1. At least 5 pyrethroid compounds
An insect repellent obtained by impregnating a material that absorbs light with a wavelength of 50 nm or less. 2. The insect repellent according to claim 1, wherein the material is colored to absorb light having a wavelength of at least 550 nm or less. 3. The color is at least one selected from green, yellow-green, yellow, orange, red and black.
Insect repellent according to the item. 4. A pyrethroid compound at least 5
An insect repellent packaged with a packaging material that absorbs light having a wavelength of 50 nm or less. 5. The insect repellent according to claim 4, wherein the packaging material is a colored material that absorbs a wavelength of at least 550 nm or less. 6. The insect repellent according to claim 5, wherein the color of the packaging material is at least one selected from purple, green, yellow, red and black. 7. The insect repellent according to any one of claims 1 to 6, which further comprises an antioxidant. 8. The insect repellent according to any one of claims 1 to 7, which further comprises an ultraviolet absorber.