JP3209962B2 - Fiber pest egg hatching inhibitor, fiber pest egg hatching inhibitor composition, and insect repellent method using the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a fiber pest egg hatching inhibitor which acts on eggs of fiber pests and inhibits hatching thereof, a fiber pest egg hatching inhibitor composition, and an insect repellent method using the same. Is, for example, Iga, Koiga,
Inhibitors and hatchers of fiber pest egg hatching inhibitors and fiber pests, which inhibit or inhibit the hatching of eggs of fiber pests such as Himemaru beetle and Pine beetle and, if necessary, by combining scented components and pyrethroid compounds to prevent food product damage. The present invention relates to an egg hatching inhibitor composition and an insect repellent method using the same.

[0002]

2. Description of the Related Art Conventionally, textile products such as clothing are often damaged by larvae of fiber pests, and in order to prevent this, paradichlorobenzene, naphthalene, camphor,
Pyrethroid compounds and the like are used as insect repellents. These insect repellents are said to act on larvae of fiber pests and have effects such as feeding inhibition, repelling, insecticide, and the like.

[0003]

SUMMARY OF THE INVENTION Paradichlorobenzene and naphthalene as insect repellents have a peculiar strong scent, and it is required to suppress the scent.
In addition, there is also a need to provide a substance that has an insect repellent action and has not been known as an insect repellent.

[0004]

Means for Solving the Problems In order to clarify the mechanism of action of the insect repellent for fiber pests, the present inventors have studied in detail the action on eggs and adults in addition to larvae of fiber pests. As a result, it has been found that a typical compound used as an insect repellent for fiber insects has a completely new effect of suppressing egg hatching at a lower use concentration than that used as an insect repellent. And, by using such an action of inhibiting the hatching of the fiber pests by eggs, hatching from eggs to larvae can be prevented. I noticed the potential with insect repellents. Then, furthermore, as a result of conducting a wide search for various kinds of compounds, many substances having an action of inhibiting hatching of fiber pests were found, and the present invention was completed. In addition, they have found that a better composition can be obtained by combining these substances with a scent component, a pyrethroid compound, and the like, and completed the present invention.

That is, an object of the present invention is to provide 2-phenoxy.
Contains ethanol as an active ingredient
It is intended to provide a fiber pest egg hatching inhibitor characterized by being carried out.

Another object of the present invention is to provide 2-phenoxyethanol containing one or more odorous components and / or pyrethroid compounds having the same volatility as 2-phenoxyethanol and volatilizing them. Used
It is to provide a fiber pest egg hatching inhibitor composition characterized by the following.

[0007] Still another object of the present invention is to provide a method for controlling an insect hatching of a fiber pest egg or a composition thereof which is necessary for inhibiting the hatching of a fiber pest to a textile product. It is to provide.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, the term "inhibition of egg hatching" refers to inhibiting or suppressing the growth of a larva that causes damage by killing eggs and / or young larvae immediately after hatching. Refers to action.

In the present invention, the first requirement of the compound used as an active ingredient for inhibiting the hatching of fiber pest eggs is that it has at least one ring. The ring may be a single ring or a condensed ring. Further, it may be any of an aromatic ring, an alicyclic ring and a heterocyclic ring. Examples of a single ring include benzene, cyclopentane, cyclopentene, cyclopentadiene, cyclohexane, cyclohexene, cyclohexadiene, cycloheptatriene, furan, dihydrofuran, tetrahydrofuran, pyran, dihydropyran, tetrahydropyran, pyrrole, dihydropyrrole, tetrahydropyrrole , Pyridine, pyrazine, thiophene, tetrahydrothiophene, thiazole and the like. Examples of the condensed ring include naphthalene, tetrahydronaphthalene, octahydronaphthalene, decahydronaphthalene, indene, pinane, bornane, norpinane, norbornane and the like.

The second requirement of the compound used in the present invention is that the compound has at least one atom selected from an oxygen atom, a nitrogen atom and a sulfur atom outside the above-mentioned ring. In addition, it may have two or more kinds of such oxygen atom, nitrogen atom or sulfur atom.

As the form of the oxygen atom, for example, a hydroxyl group, a carbonyl group, a carboxyl group, an ether bond,
Oxygen atoms contained in a sulfinyl group, a sulfonyl group and the like can be mentioned. When it has two or more oxygen atoms, they may be the same or different. Further, the oxygen atom may be directly bonded to the ring or may be bonded via one or more other atoms. Further, the oxygen atom may form another ring. Examples of the compound directly bonded to the ring include alicyclic alcohol, alicyclic ketone, phenol, phenyl ether, phenyl ester, lactone, imide, cyclic ester, sulfoxide, and sulfone. Examples of the bond through another atom include an aromatic, alicyclic or heterocyclic alcohol, aldehyde, ketone, carboxylic acid, ether, ester, amide and the like. Examples of the ring in which the oxygen atom forms a ring include a cyclic acetal, a cyclic ketal, and a heterocyclic compound.

Examples of the form of the nitrogen atom include a nitrogen atom contained in an amino group, an imino group and a nitrile group, and examples of the form of the sulfur atom include a sulfur atom contained in a thiol bond, a sulfide bond and the like. Examples of such compounds containing a nitrogen atom or a sulfur atom include aromatic, alicyclic or heterocyclic amines, nitriles, thiols, sulfides and heterocyclic compounds.

A third requirement of the compound used in the present invention is that the compound has 15 or less carbon atoms. Since the compound of the present invention evaporates to reach the egg and acts thereon, when the compound has more than 15 carbon atoms, the vapor pressure becomes low, and the compound does not show a sufficient egg hatching inhibitory effect, so that it is used as an insect repellent. Not suitable.

The following compounds can be mentioned as specific examples of the above-mentioned compounds used as an active ingredient of the fiber hatchling hatching agent of the present invention. As alcohol,
Benzyl alcohol, cumin alcohol, phenylethanol, phenylpropanol, methylphenylethanol, methoxyphenylethanol, cinnamic alcohol, anis alcohol, dimethylbenzylcarbinol, methylphenylcarbinol, dimethylphenylcarbinol, phenylethyldimethylcarbinol,
Aromatic alcohols such as phenoxyethanol, ethylene glycol benzyl ether, ethylene glycol tolyl ether, and fats such as cyclohexanol, methylcyclohexanol, propylcyclohexanol, butylcyclohexanol, menthol, terpineol, dihydroterpineol, carveol, perilla alcohol, decahydronaphthol Heterocyclic alcohols such as cyclic alcohol, furfuryl alcohol and tetrahydrofurfuryl alcohol can be exemplified.

As phenol, phenol, cresol, ethylphenol, thymol, carvacrol,
Examples include hinokitiol, guaiacol, eugenol, phenylphenol, naphthol, nitrophenol and the like.

As the aldehyde, benzaldehyde,
Tolylaldehyde, phenylacetaldehyde, phenylpropionaldehyde, cuminaldehyde, cinamic aldehyde, anisaldehyde, heliotropin,
Examples thereof include aromatic aldehydes such as salicylaldehyde, alicyclic aldehydes such as hexahydrobenzaldehyde, dimethyltetrahydrobenzaldehyde and perilaldehyde, and heterocyclic aldehydes such as furfural.

Examples of the ketone include aromatic ketones such as acetophenone, propiophenone, methylacetophenone, methoxyacetophenone, benzylideneacetone, benzophenone, dibenzylketone, and acetylpyridine; cyclohexanone; methylcyclohexanone;
Mention may be made of alicyclic ketones such as menthone, pulegone, piperiton, camphor, yonon, methylyonone, cis jasmon, coumarin, damascon, damacenone, burtenone, maltol and the like.

Esters include benzyl formate, phenylethyl formate, eugenyl formate, phenyl acetate, cresyl acetate, benzyl acetate, phenyl acetate, phenoxyethyl acetate, cinnamyl acetate, benzyl propionate, phenylethyl propionate, benzyl butyrate, butyric acid Phenylethyl, benzyl valerate, methyl benzoate, ethyl benzoate, benzyl benzoate, methyl phenylacetate, ethyl phenylacetate, methyl cinnamate, ethyl cinnamate, methyl salicylate, ethyl salicylate, amyl salicylate, methyl anthranilate, Ethyl anthranilate, aromatic esters such as methyl N-methylanthranilate, cyclohexyl acetate, menthyl acetate, terpenyl acetate, menthyl propionate, terpenyl propionate,
Examples thereof include alicyclic esters such as menthyl butyrate and terpenyl butyrate, and heterocyclic esters such as furfuryl acetate.

Examples of the lactone include butyrolactone, valerolactone, hexalactone, angeliralactone, coumarin and the like.

Examples of the lactam include pyrrolidone, methylpyrrolidone, caprolactam and the like.

Examples of the amide include benzamide, toluamide, dimethyltoluamide, diethyltoluamide, and acetanilide. Examples of the imide include maleimide and succinimide.

Examples of the carboxylic acid include benzoic acid and phenylacetic acid.

As ethers, anisole, cresyl methyl ether, phenetole, anethole, estragole, veratrol, methyl benzyl ether, ethyl benzyl ether, methyl phenyl ethyl ether,
Allylphenylethyl ether, propyldimethoxybenzene, methyleugenol, methylisoeugenol, safrole, isosafrole, dimethylhydroquinone, diphenylether, dibenzylether, methylnaphthylether, ethylnaphthylether, butylnaphthylether, styreneoxide, nitroanisole, anisidine, etc. Can be exemplified.

Examples of the acetal include benzaldehyde dimethyl acetal, phenylacetaldehyde dimethyl acetal, heliotropin dimethyl acetal, and acetaldehyde phenylethylpropyl acetal.

Examples of the ketal include cyclohexanone dimethyl ketal, ethyl acetoacetate ethylene glycol ketal, and ethyl acetoacetate propylene glycol ketal.

Examples of the cyclic ester include ethylene carbonate and propylene carbonate.

Examples of the sulfoxide include tetramethylene sulfoxide and the like.

Examples of the sulfone include tetramethylene sulfone.

As the amine, aniline, toluidine,
Xylidine, anisidine, indole, diphenylamine, naphthylamine and the like can be exemplified.

Examples of the nitrile include benzonitrile, cuminilnitrile, cinnamonitrile and the like.

Examples of the thiol include thiophenol, thiocresol, furfuryl mercaptan and the like.

Examples of the sulfide include methylphenyl sulfide, ethylphenyl sulfide, diphenyl sulfide and the like.

Examples of the heterocyclic compound include benzofuran, benzopyran, chroman, indole, indoline, quinoline, benzothiophene and the like.

In the present invention, two or more of the above-mentioned compounds as active ingredients (hereinafter, referred to as “the compound of the present invention”) can be used in combination. Many of these compounds are components contained in natural products and are also used as fragrances. In addition, it generally has a mild scent or pleasant scent, and is less expensive than pyrethroid compounds.

Among the above compounds of the present invention, benzyl alcohol, phenylethanol, menthol and the like are compounds known to be effective against larvae of fiber pests (for example, JP-A-50-24436). And JP-A-55-64501). But also for these
Rather than the amount required to produce insect repellent effects on larvae,
Egg hatching can be suppressed with a significantly smaller amount.

One of the particularly preferred compounds of the present invention is 2-phenoxyethanol. This compound has a particularly mild fragrance, is relatively inexpensive, and can sufficiently exert the effect of suppressing egg hatching with a relatively small amount. It is known that 2-phenoxyethanol and its alkyl-substituted and ester derivatives generally exhibit an ovicidal action and a larvalicidal action when treated during the egg or larval stage of insects (Japanese Patent Application Laid-Open No. 50-82234). .
However, for use as an insect repellent for fiber pests,
It must not be effective when it is brought into direct contact with eggs or larvae, but must evaporate to reach the eggs or larvae and work effectively. When used for this purpose, it has been found that 2-phenoxyethanol has a particularly high effect on eggs, despite its weak effect on larvae. Alkyl substituted esters and esters of 2-phenoxyethanol are also effective, but 2-phenoxyethanol is particularly preferred in view of the fragrance, price and effect.

The first use of the compound of the present invention is, of course, a single use. By this method, for example, if a compound having a mild fragrance such as 2-phenoxyethanol is selected, an insect repellent having a mild odor and almost odorless can be obtained.

A second use is to use the compound of the present invention in combination with a small amount of a scented component to provide an insect repellent with a slight scent that can sense a pleasant scent. Almost odorless insect repellents can be obtained by the above method, but some consumers have anxiety that odorless insect repellents cannot realize the effect. According to this usage method, such anxiety of the consumer can be resolved. However, the presence or absence of the scent must correspond to the presence or absence of the compound of the present invention in order to correctly sense the effect with the scent. In addition, it is desirable that there is no change in the fragrance throughout the entire use period. For that purpose, it is necessary to select a fragrance component having the same volatility as the compound. For example, when 2-phenoxyethanol is selected as the active ingredient, the boiling point of 2-phenoxyethanol at normal pressure is about 245 ° C. It is desirable to select one from about 300 ° C.

Examples of scented components that can be employed in the second usage include hydrocarbons, alcohols, phenols and derivatives thereof, aldehydes, acetals, ketones, ethers, organic acids, lactones, esters, etc., and nitrogen and sulfur. Contained compounds.

For example, the following compounds may be mentioned as fragrance components suitable for combination with 2-phenoxyethanol.

Specific examples of the hydrocarbon include farnesene, bisabolene, cedrene, β-caryophyllene, valencene, tuyopsen, guaien, longifolene, cadinene, diphenyl, diphenylmethane, and the like. Decanol, 1
-Undecanol, 2-undecanol, 1-dodecanol, 9-decenol, 1-undecenol, bacdanol, sandanol, geraniol, hydroxycitronellol, nopol, dimethylbicycloheptylcyclohexanol, trimethylbicycloheptylcyclohexanol, farnesol, nerolidol, α-bisabolol , Β-kaoliphyrene alcohol, Santa roll, vetiverol, cedrol, cedrenol, patchouli alcohol, anise alcohol, cumin alcohol,
2-methoxyphenylethyl alcohol, α-propylphenylethyl alcohol, isobutylbenzylcarbinol, 3-phenylpropylalcohol, dimethylphenylethylcarbinol, 3-methyl-1-phenyl-3-pentanol, dynamic alcohol and the like. Can be

Specific examples of phenol and its derivatives include: chabicol, anethole, thymol, carvacrol, hinokitiol, β-naphthol methyl ether, β-naphthol ethyl ether, 2,6-dimethoxyphenol, 4-ethyl Examples include guaiacol, eugenol, isoeugenol, dihydroeugenol, methyl eugenol, methyl isoeugenol, diphenyl oxide, ethyl isoeugenol, safrole, isosaflor, benzyl isoeugenol, and the like.

Specific examples of the aldehyde include dodecanal, 2-methylundecanal, tridecanal, tetradecanal, 10-undecenal, 2-dodecenal, citral, hydroxycitronellal, perilaldehyde, citronellyloxyacetaldehyde, geranyloxy. Acetaldehyde, liral, cuminaldehyde, p-isopropylphenylacetaldehyde, cyclamenaldehyde, suzaral, lilial, 3-methyl-5-phenylvaleraldehyde, cinamic aldehyde, α-amyl cinnamaldehyde, anisaldehyde, o-methoxybenzaldehyde, vanillin , Methyl vanillin, ethyl vanillin, heliotropin, 5-hydroxymethyl-2-furfural, and the like.

Specific examples of the acetal include acetaldehyde ethyl phenylethyl acetal, decanal diethyl acetal, 2-methylundecanal dimethyl acetal, hydroxycitronellal dimethyl acetal, hydroxycitronellal diethyl acetal,
Benzaldehyde glycerin acetal, phenylacetaldehyde diisobutyl acetal, phenylacetaldehyde-2,4-dihydroxy-2-methylpentane acetal, 3-phenylpropionaldehyde dimethyl acetal, hydratropaldehyde dimethyl acetal, amylcinamic aldehyde dimethyl acetal, heliotropin dimethyl acetal And heliotropin diethyl acetal.

Specific examples of ketones include 2-undecanone, 2-tridecanone, geranylacetone, farnesylacetone, cis jasmon, dihydrojasmon, isojasmon, 3-methyl-5-propyl-2-cyclohexenone, yonone, pseudoyonone, Methylyonone,
Illon, allylyonone, cashmeren, carvone, piperiton, piperitenone, diosphenol, oxosedran, p-methoxyacetophenone, benzylideneacetone, p-methoxyphenylacetone, anisylacetone, zingerone, methylnaphthylketone, tonalide and the like.

Examples of the ether include cedrol methyl ether, isoamylbenzyl ether and dibenzyl ether, and examples of the organic acid include octanoic acid, nonanoic acid, decanoic acid, gellanic acid, undecylenic acid, levulinic acid, benzoic acid, phenylacetic acid and silica. Cinnamic acid, 3-phenylpropionic acid, valine and the like can be mentioned.

As the lactone, γ-octalactone, γ
-Nonalactone, γ-decalactone, γ-undecalactone, γ-dodecalactone, n-butylphthalide, propylidenephthalide, butylidenephthalide, coumarin, dihydrocoumarin, cyclohexyl lactone, cyclopentadecanolide, ambrettolide, cyclohexyl Sadecanolide and the like.

Specific examples of the ester include citronellyl formate, cinnamyl formate, eugenyl formate, decahydro-β-naphthyl formate, decyl acetate, dodecyl acetate, diacetin, triacetin, dimethyloctanyl acetate, citronellyl acetate, rosinyl acetate, geranyl acetate, Neryl acetate, nerolidol acetate, dihydrocarbyl acetate, isopulegol acetate, nopyr acetate, petiberyl acetate, guaiac, p-tert-butylcyclohexyl acetate, phenylethyl acetate, anisyl acetate, rosephenone, cinnamyl acetate, cuminyl acetate, dimethylbenzyl acetate Carvinyl, acetyleugenol, phenylglycol diacetate, dimethylphenylethylcarbinyl acetate, phenylethylmethylethylcarbinyl acetate, ethyl benzylacetoacetate Citronellyl propionate, rosinyl propionate, geranyl propionate, neryl propionate, carbyl propionate, terpinel propionate, isobornyl propionate, anisyl propionate, phenylethyl propionate, cinnamyl propionate, phenylpropyl propionate, phenoxyethyl propionate Octyl butyrate, linalyl butyrate, citronellyl butyrate, rosinyl butyrate, geranyl butyrate, neryl butyrate, terpinel butyrate, benzyl butyrate, cinnamyl butyrate,
Phenylethyl butyrate, octyl isobutyrate, linalyl isobutyrate, citronellyl isobutyrate, rosinyl isobutyrate, geranyl isobutyrate, neryl isobutyrate, terpinel isobutyrate,
P-cresyl isobutyrate, cinnamyl isobutyrate, phenylethyl isobutyrate, phenylpropyl isobutyrate, dimethylphenylethylcarbyl isobutyrate, phenoxyethyl isobutyrate, benzyl 2-methylbutyrate, phenylethyl valerate, octyl isovalerate, iso Citronellyl valerate,
Geranyl isovalerate, menthyl isovalerate, terpinel isovalerate, benzyl isovalerate, phenylethyl isovalerate, phenylpropyl isovalerate, hexyl hexanoate, heptyl hexanoate, linalyl hexanoate, citronellyl hexanoate, hexanoic acid Geranyl, benzyl hexanoate, octyl heptanoate, butyl octanoate, hexyl octanoate, heptyl octanoate, linalyl octanoate, phenylethyl octanoate, p-cresyl octanoate, phenylethyl nonanoate, ethyl decanoate, isopropyl decanoate, Butyl decanoate, isoamyl decanoate, methyl undecylenate, butyl undecylenate,
Methyl dodecanoate, ethyl dodecanoate, ethyl myristate, allyl benzoate, isobutyl benzoate, isoamyl benzoate, hexyl benzoate, cis-3-benzoate
Hexenyl, linalyl benzoate, methyl anisate, ethyl anisate, ethyl o-methoxybenzoate, methyl o-methoxybenzoate, ethyl phenylacetate, propylacetate, propylacetate, isopropylacetate, butylacetate, isobutylphenylacetate, phenylacetate Isoamyl, hexyl phenylacetate, cis-3-phenylacetate
Hexenyl, menthyl phenylacetate, methyl cinnamate,
Ethyl cinnamate, propyl cinnamate, allyl cinnamate,
Isobutyl cinnamate, ethyl salicylate, butyl salicylate, isobutyl salicylate, isoamyl salicylate,
Hexyl salicylate, cis-3-hexenyl salicylate, phenyl salicylate, benzyl salicylate, allyl phenoxyacetate, ethyl phenylpropionate, dimethyl phthalate, diethyl phthalate, citronellyl tiglate, geranyl tiglate, phenylethyl tiglate,
Butyl levulinate, isoamyl levulinate, propyl furanate, isoamyl heptinecarboxylate, methyl decynecarboxylate, methyl phenylglycidate, 3-
Ethyl methyl-3-phenylglycidate, diethyl tartrate
R, toluene, diethyl adipate, triethyl citrate and the like.

Specific examples of the compounds containing nitrogen and sulfur include methyl anthranilate, ethyl anthranilate, N
-Methyl methyl anthranilate, dodecane nitrile, citronellyl nitrile, benzyl cyanide, quinoline, isoquinoline, p-methylquinoline, m-methylquinoline, tetrahydro-p-methylquinoline, 6-isopropylquinoline, isobutylquinoline, 2-isobutylquinoline , 6-sec-butylquinoline, indole, skatole, sulfol, 5-acetyl-2,4-dimethylthiazole, benzothiazole, benzyl isothiocyanate, 2-naphthylmercaptan, and the like.

In addition to the above scented components, in order to obtain a different scent or a strong repellent effect only during the initial period of use,
It is also possible to add further odoriferous components with a lower boiling point. Further, it is needless to say that it is desirable that the scented component itself also has an insect repellent effect.

Further, natural essential oils containing the above-mentioned scented components can also be used. For example, specific examples of natural essential oils suitable for combination with 2-phenoxyethanol include lemongrass oil, gingergrass oil, palmarosa oil, vetiver oil, sandalwood oil, thyme oil, perilla oil, patchouli oil, ajowan oil, cinnamon Oil, cassia oil,
Bay oil, clove oil, cedar wood oil, hiba oil, tuberose oil, oris oil, pimento oil and the like can be mentioned.

As the scent component, only one type or two or more types can be used. The amount of scented ingredients is
It is from 0.5% to 20%, preferably from 1% to 10%, based on the present compound.

A third use is to use the compound of the present invention in combination with a pyrethroid compound. Pyrethroid compounds are generally almost odorless and have low volatility. On the other hand, the compounds of the present invention have relatively large volatility.
Therefore, when these are used together and the type of pyrethroid compound and the ratio of both compounds are appropriately selected, the time of action of both compounds can be adjusted, and the insect repellent effect at a specific time can be enhanced. If, for example, 2-phenoxyethanol is used as the compound of the present invention, an insect repellent which is almost odorless and has an enhanced insect repellent effect at a specific time can be obtained.

That is, as a pyrethroid compound,
If a compound having relatively high volatility such as empentrin and noxulin is used and the ratio between the two compounds is selected so as to cancel out the difference in volatility between the two compounds, both compounds can act throughout the entire use period.

When the ratio of the compound of the present invention is made larger than this, the compound of the present invention mainly acts, and the first half of the use period can be enhanced by the pyrethroid compound. Conversely, if the ratio of the pyrethroid compound is made larger than this, the first half of the period of use can be enhanced with the compound of the present invention, with the pyrethroid compound as the main agent. The same effect can be obtained by using a pyrethroid-based compound having a small volatility such as allethrin and phenothrin.

A fourth use method is to use a compound of the present invention in the same manner as the second use method and a scent component having the same volatility as the compound, and further use a pyrethroid compound in combination. It is. For example, if the above-mentioned 2-phenoxyethanol is employed as the compound of the present invention, the insect repellent effect can be realized with a pleasant scent in the same manner as in the second usage, and the insect repellent at a specific time as in the third usage. The effect can be enhanced.

The hatching agent of the present invention is prepared by adding an optional component such as an antioxidant to the above-mentioned compound of the present invention, which is an active ingredient, if necessary.

The dosage form of the fiber hatching agent for insect pests of the present invention may be, for example, a solid preparation impregnated and supported on a porous carrier or a sublimable solid, a sheet-form preparation impregnated on a nonwoven fabric or the like, or a component as it is. Examples thereof include a liquid preparation dissolved or solubilized in an appropriate solvent, a gel preparation obtained by gelling the liquid preparation, and a spray preparation. Further, the liquid preparation may be a liquid core type volatile agent.

The fiber-insect hatch-inhibiting agent and the fiber-insect hatch-inhibiting agent composition of the present invention may be used in combination with other known insect-controlling ingredients, such as paradichlorobenzene and naphthalene.

As a specific method for using the fiber hatching agent for insect pests of the present invention, in addition to use in a closed container such as a closet or a garment box, for example, a method of placing it beside a textile product or placing it at an entrance of a closet or the like Examples thereof include a method, a method of covering an entrance of a closet and a textile with a curtain or a cover impregnated with an active ingredient, and a method of spraying a liquid or spray-like preparation on the surface of a textile or a storage container.

Among the above-mentioned compounds of the present invention, those having a relatively high vapor pressure are apt to evaporate, so that they can exert their effects far from the position where the insect repellent is placed. However, since it may be wastefully used, it is suitable for use in places with high airtightness such as insect repellents for closet. In contrast, among the compounds of the present invention,
Those having a relatively low vapor pressure are less likely to evaporate, so they act only near the insect repellent, but are less likely to be wasted. Therefore, it is suitable for use in proximity to textiles in places with low hermeticity, such as insect repellent sheets. Thus, it is desirable to use a compound having an appropriate vapor pressure according to the purpose of use.

[0062]

In the past, insect control and control of fiber pests have been considered mainly on the feeding-inhibiting, repelling, and insecticidal effects of fiber pests on larvae. The aim is to control them from a viewpoint. The compound of the present invention evaporates to reach the egg without directly contacting the egg, and inhibits the hatching of the egg, thereby inhibiting or suppressing the growth of the larva that causes damage.

Among the active ingredients of the present invention, those effective against larvae of fiber pests are also included. It has been confirmed that hatching can be suppressed, and is distinguished from conventional insect repellents that act on larvae.

[0064]

The hatching inhibitor of the present invention does not need to be used until a pharmacological effect is exerted on the larva of the fiber pest unlike the conventional insect repellent, so that a wider range of compounds can be effectively used. And the effect can be exhibited with a smaller amount. Therefore, it is possible to use components contained in natural products, components having a mild odor, and components having a pleasant scent.

[0065]

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

Examples 1 to 82 Egg hatching Basic test: A filter paper impregnated with a predetermined amount of a test substance was placed in a metal basket having a diameter of 4 cm. The container was placed almost in the center of a container with a glass lid, and a 2.5-cm-square surge was placed on the bottom of the container with 20 Iga eggs one day after laying. After keeping for 12 days under the conditions of a temperature of 25 ° C. and a relative humidity of 60% RH, the lid of the container was opened, the number of hatched eggs was counted, and the hatching rate was calculated. When hatched, the survival of young larvae immediately after hatching was determined, and the total survival rate of eggs was calculated from this. Table 1 shows the test results.

[0067]

[Table 1] 例 Example Test substance Test amount Hatching rate Survival rate No. (mg) (%) (%) ─────────────────────────────────── 1 benzyl alcohol 1 0.800 2-Phenylethanol 2.400 3-Phenylpropanol 1.804 Synthetic alcohol 4.4.05 Anis alcohol 5.045 306 Dimethylbenzyl carbinol 2.90 07 2-phenoxyethanol 2.1 0.08 Ethylene glycol mono-6.0 0.00 p-tolyl ether 9 Cyclohexanol 6.9 010 L-menthol 2.0 505 11 Terpineol 2.0 001 Decahydro -2-naphthol 4.5 00 13 furfuryl alcohol 2. 0.14 Phenol 5.5 0.005 o-Cresol 1.0 0.0016 Carvacrol 3.3 0.007 Guaiacol 2.1 0.0018 Eugenol 2.1 0.009 o-Phenylphenol 1.1 0.00 20 benzaldehyde 4.1 0.021 p-tolylaldehyde 2.70.022 3-phenylpropionaldehyde 1.40.023 cuminaldehyde 5.8 35 20 24cinnamic aldehyde 0.9 10 0.25 anisaldehyde 0.2 100 26 Heliotropin 3.2 0.0027 Salicylaldehyde 2.7 0.028 Acetophenone 1.9 0.029 Methoxyacetophenone 2.6 0.030 Benzylideneacetone 3.0 0.031 Benzophenone 12.7 0.032 Cyclohexanone 6.3 003 L-Carbon 1.2 000 34 Plegon 8.5 030 35 Yonone 1.4 65 037 Methylyonone 3.7 5550 38 Cis Jasmon 3.6 0.039 Damascon 1.3 0.040 Damacenone 0.7 0.041 Burtenone 0.1 0.004 42 Phenyl acetate 3.8 0.00 43 Cresyl acetate 0.8 0.044 2-Phenoxyethyl acetate 6.2 0.005 Cinnamyl acetate 1.4 5.5546 Benzyl propionate 1.40.047 Phenylethyl butyrate 2.60.048 Amyl salicylate 1. 20 049 Methyl anthranilate 2.4 00 50 Ethyl anthranilate 1.3 10 55 1 Methyl N-methylanthranilate 2.5 052 Cyclohexyl acetate 22.2 053 Menthyl acetate 2.2 0 054 Terpenyl acetate 7.1 0 55 Furfuryl acetate 6.5 0 56 γ-butyrolactone 5.3 0 57 γ-valerolactone 5.8 00 58 N-methyl-2-pyrrolid 9.9 0.05 59 Coumarin 17.10 60 N, N-diethyl-m-toluamide 0.1 0.061 Maleimide 23.5 40 30 62 Anisole 3.1 20 20 63 Cresyl methyl ether 1. 5 30 30 64 Phenetol 6.7 0.65 65 Anethole 1.2 0.066 Methylbenzyl ether 2.5 5.067 Methyleugenol 3.4 0.068 Isosafrole 3.6 0.6069 Diphenylether 1.1 0.070 Dibenzyl ether 6.2 0.071 Methyl naphthyl ether 2.1 0.072 Styrene oxide 3.4 0.073 Acetaldehyde Phenylethylpropyl acetal 1.6 0.074 Ethylene carbonate 22.1 25 075 Propylene carbonate 16.8 5076 Tetramethylene sulfone 44.8 20 077 Aniline 6.60 078 Diphenylamine 8.2 0 7 9 Benzonitrile 7.9 080 Thiophenol 7.8 0 81 Methyl phenyl sulfide 6.0 0 82 Benzofuran 7.5 000 ─────────────────

Examples 83 and 84 Egg hatching inhibition practical test: A filter paper impregnated with a predetermined amount of a test substance was wrapped in a single-sided polyethylene single-sided polyester film to provide an insect repellent. A wool garment of about 80% capacity was placed in a commercially available plastic drawer-type garment case, on which a square test surge of 4 cm on a side and an insect repellent were placed. The outer size of the costume case is width 4
It is 3 cm, depth 64 cm, height 23 cm, and there is a gap of 5 mm between the upper part of the front drawer and the outer frame. The costume case was placed in a constant temperature and humidity room at 25 ° C. and 60% RH and kept for 7 days, and then 50 iga eggs of one day after the spawning were placed on the surge in the costume case. After keeping the same temperature and humidity for another 12 days, open the costume case, count the number of hatched eggs,
The hatchability was calculated. When hatched, the survival of young larvae immediately after hatching was determined, and the total survival rate of eggs was calculated from this. Table 2 shows the test results.

[0069]

[Table 2] 例 Example Test substance Test amount Hatching rate Survival rate No. (g) (%) (%) ─────────────────────────────────── 83 2-phenoxyethanol 2.0 000 84 L-Carbon 2.0 00 ───────────────────────────────────

EXAMPLE 85 Egg Hatching Inhibition Inhibition Practical Test: In the test of Example 83, ten eggs of the maggot beetle, 1 to 7 days after laying eggs, were used in place of the iga eggs. The test was carried out in the same manner as above except that the number of days to keep after placing on the surge in the costume case was 14 days. Table 3 shows the test results.

[0071]

[Table 3] 実 施 Example Test substance Test amount Hatching rate Viability No. (g) (%) (%) ─────────────────────────────────── 85 2-phenoxyethanol 2.0 00 ───────────────────────────────────

Example 86 Fiber hatcher hatching inhibitor composition (1): A fiber hatcher hatching inhibitor composition (insect repellent) having the following composition was prepared. (Composition) 2-Phenoxyethanol 97 parts by weight 1 part by weight of decyl acetate 1 part by weight of L-carvone 1 part by weight of Liliar

A filter paper impregnated with 2.0 g of the present composition was wrapped in a film of single-sided polyethylene and single-sided polyester to obtain an insect repellent. As a result of performing an egg hatching experiment test in the same manner as in Example 83, the hatching rate and the survival rate were both 0%.

Example 87 Fiber hatcher hatching inhibitor composition (2): A fiber hatcher hatching inhibitor composition (insect repellent) having the following composition was prepared. (Composition) 2-Phenoxyethanol 93 parts by weight Empentrin 7 parts by weight

A filter paper impregnated with 1.0 g of the present composition was placed on a polyester sheet, covered with a polyester nonwoven fabric having an opening at the center, and used as an insect repellent. This insect repellent 2
As a result of performing an egg hatching practical test in the same manner as in Example 83, the hatching rate and the survival rate were both 0%.

Example 88 Fiber Insect Hatching Inhibitor Composition (3): A fiber insect hatching inhibitor composition (insect repellent) having the following composition was prepared. (Composition) 2-Phenoxyethanol 90 parts by weight Empentrin 7 parts by weight Decyl acetate 1 part by weight L-carvone 1 part by weight Lilyal 1 part by weight

A filter paper impregnated with 1.0 g of the present composition was placed on a polyester sheet, covered with a polyester nonwoven fabric having an opening at the center, and used as an insect repellent. A practical egg hatching test was conducted in the same manner as in Example 87. As a result, the hatchability and the survival rate were both 0%.

REFERENCE EXAMPLES 1-4 Larval feeding basic test: Examples 1, 2, 7, and 1
In the same test as in Example 0, place the filter paper impregnated with the test substance on the bottom of the glass container in place of the surge on which the Iga eggs are placed, and place the Iga larvae with wool in a metal basket placed in the center. Ten animals were kept under the same conditions for 7 days.
In addition, a test section (control section) was prepared in which the filter paper impregnated with the test substance was removed under the same conditions. The test consisted of 5 experimental and control plots.
A value obtained by dividing the average amount of wool erosion in the experimental group by the average amount of phytotoxicity in the control group was defined as the phytotoxicity, and the survival rate was determined by discriminating the survival of the larvae of the Iga in the experimental group. Table 4 shows the test results.

[0079]

[Table 4] ─────────────────────────────────── Reference example Test substance Test amount Food damage rate Survival rate No. (mg) (%) (%) ─────────────────────────────────── 1 Benzyl alcohol 2 .3 86 100 2 2-Phenylethanol 3.4 83 100 3 2-Phenoxyethanol 3.794 1004 L-Menthol 2.0 6530 ───────────────── or more

Continued on the front page (58) Fields investigated (Int. Cl. ⁷ , DB name) A01N 31/14 A01N 25/18 102 A01N 53/00 CA (STN) REGISTRY (STN)

Claims (7)

(57) [Claims] Claims: 1. An active ingredient comprising 2-phenoxyethanol.
Fiber, characterized by being contained and volatilized
Pest egg hatching inhibitor. 2. 2-phenoxyethanol and 2-pheno
One or two types that have the same volatility as xyethanol
Contains the above scented ingredients and is used by volatilizing
A fibrous insect pest egg hatching inhibitor composition, characterized in that: 3. The boiling point of the scented component is about 230 ° C. to about 3 ° C.
3. A fiber pest egg hatching inhibitor according to claim 2, which is at a temperature of 00 ° C.
Composition. 4. A mixture of 2-phenoxyethanol and pyrethroy
It is characterized by containing volatile compounds and being volatilized
Fiber hatch egg hatching inhibitor composition. 5. 2-phenoxyethanol and 2-pheno
One or two types that have the same volatility as xyethanol
Contains the above scented components and pyrethroid compounds
A fiber pest egg hatching inhibitor composition. 6. The scent component has a boiling point of about 230 ° C. to about 3 ° C.
The fiber hatch insect hatching inhibitor according to claim 5, which is at a temperature of 00 ° C.
Composition. 7. A textile product, which is necessary for controlling egg hatching of fiber pests.
A required amount of the fiber pest egg hatching inhibitor according to claim 1, or
The fiber pest according to any one of claims 2 to 6.
Insect repellent method characterized by applying an egg hatching inhibitor composition
Law.