JPH10287507A - Hatching inhibitor of fiber pest egg and insect control - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a new type insecticidal agent capable of preventing an insect damage to a fiber product by a fiber pest by setting a using concentration to a value lower than that of the conventional insecticidal agent. SOLUTION: This inhibitor for hatching a fiber pest egg includes one or not less than two kinds selected from the following compounds (1) to (7) as an active ingredient: (1) a <=15C polycyclic aromatic hydrocarbon; (2) a <=15C chlorinated aromatic hydrocarbon; (3) a <=15C aliphatic alcohol; (4) a 5-12C aliphatic carbonyl compound; (5) a 4-15C aliphatic ester having not only one ester bond but also one or more unsaturated bonds and/or oxygen atoms; (6) an aliphatic or a cyclic ether having three or more oxygen atoms in a molecule; and (7) a compound containing one or more oxygen atoms, and one or not less than two atoms selected from nitrogen atom, sulfur atom and a halogen atom. The method for insect control comprises application of the inhibitor for hatching the fiber pest egg.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to an agent for inhibiting hatching of a fiber pest egg and an insect repellent method using the same, and more particularly, for example, iga, kiga, himemarukatsuobushi,
The present invention relates to a fiber insect pest egg hatching inhibitor and an insect repellent method, which suppress the hatching of fiber insect pests such as chick beetles, thereby preventing the damage of fiber insect pests.

[0002]

2. Description of the Related Art Conventionally, textile products such as clothing are often harmed by larvae of fiber pests. As a method for preventing this, paradichlorobenzene, naphthalene, camphor, pyrethroid compounds and the like are used as insect repellents. It is used. 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.

That is, the present invention provides the following groups (1) to
(7), (1) a polycyclic aromatic hydrocarbon having 15 or less carbon atoms; (2) a chlorinated aromatic hydrocarbon having 15 or less carbon atoms; (3) a chain alcohol having 15 or less carbon atoms; A chain carbonyl compound having 5 to 12 carbon atoms; (5) having 4 to 15 carbon atoms having one or more unsaturated bonds and / or oxygen atoms in addition to one ester bond.
(6) a chain or cyclic ether having three or more oxygen atoms in the molecule; and (7) one or more oxygen atoms, a nitrogen atom, a sulfur atom, and a halogen atom in the molecule. A compound containing one or more selected atoms; and a hatching inhibitor for a fiber pest egg containing one or more compounds selected from the group consisting of:

[0006] The present invention is also a method for controlling insects, which comprises applying, to a fiber product, the above-mentioned agent for inhibiting hatching of egg of fiber pests.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, the term "inhibition of egg hatching" refers to the action of killing eggs and / or young larvae immediately after hatching, thereby inhibiting the growth of larvae that cause feeding damage. Say.

In the present invention, the polycyclic aromatic hydrocarbons having 15 or less carbon atoms in the compound group used as an inhibitor of hatching of the fiber pest eggs include, for example, optionally substituted naphthalene and optionally substituted naphthalene. And diphenylmethane which may be substituted. Specific examples include naphthalene, methylnaphthalene, dimethylnaphthalene, ethylnaphthalene, propylnaphthalene, diphenylmethane, phenylxylylethane, and the like.

The chlorinated aromatic hydrocarbon having 15 or less carbon atoms includes, for example, optionally substituted chlorobenzene, optionally substituted dichlorobenzene, optionally substituted chloronaphthalene, and optionally substituted chloronaphthalene. And dichloronaphthalene which may be used. Specific examples include chlorobenzene, chlorotoluene, dichlorobenzene, dichlorotoluene, chlornaphthalene, chloromethylnaphthalene, dichloronaphthalene, and dichloromethylnaphthalene.

Examples of the chain alcohol having 15 or less carbon atoms include an aliphatic alcohol, an aliphatic alcohol containing an oxygen atom in addition to a hydroxyl group, an aliphatic alcohol containing a nitrogen atom, and an aliphatic alcohol containing a halogen atom. be able to. Specific examples include aliphatic alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonanol, decanol, undecanol, dodecanol, tetrahydrolinalool,
Tetrahydromyrcenol, pentenol, hexenol, octenol, nonenol, nonadienol, decenol, linalool, geraniol, nerol, citronellol, myrcenol, rosinol, lavandulol, dehydrolinalool, dihydrolinalool, dihydromyrcenol, farnesol, nerolidol To
As an aliphatic alcohol containing an oxygen atom other than a hydroxyl group, methoxybutanol, methylmethoxybutanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, Propylene glycol monoethyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, etc., as aliphatic alcohols containing nitrogen atoms, aminoethanol, aminopropanol, etc., as aliphatic alcohols containing halogen atoms, chloro Propanol, chlorobutanol, etc., respectively Door can be.

Examples of the chain carbonyl compound having 5 to 12 carbon atoms include aliphatic aldehydes and aliphatic ketones. Specific examples include, as aliphatic aldehydes, pentanal, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, dihydrocitronellal, hydroxycitronellal, methoxycitronellal, pentenal, hexenal, heptenal, Octenal, nonenal, desenal, undecenal, dodecenal, hexadienal, heptadienal, octadienal, nonadienal, decadienal, undecadienal, dodecadienal, citronellal, citral, bergamaral aldehyde, citronellyl aldehyde, citronellyl aceto, aldehyde Ketones include pentanone, hexanone, heptanone, octanone, nonanone, decanone, Decanone,
Dodecanone, diacetyl, acetonylacetone, methylheptenone, methylheptadienone, dimethyloctenone and the like can each be mentioned.

As a C 4-15 chain ester having one or more unsaturated bonds and / or oxygen atoms in addition to one ester bond, for example, a chain dicarboxylic acid and a chain monoalcohol may be used. Diester, a diester consisting of a chain type dialcohol and a chain type monocarboxylic acid,
Ester of a chain unsaturated alcohol and a chain carboxylic acid, ester of a chain unsaturated carboxylic acid and a chain alcohol, one of a group selected from a hydroxyl group, a carbonyl group and an ether group (ether bond) in the molecule Or an ester having two or more of them can be mentioned.
As a specific example, dimethyl oxalate as a diester consisting of a chain dicarboxylic acid and a chain monoalcohol,
Diethyl oxalate, diethyl malonate, diethyl malonate, dimethyl succinate, diethyl succinate, dimethyl glutarate, diethyl glutarate, dimethyl adipate,
Diethyl adipate, dimethyl pimerate, diethyl pimerate, dimethyl suberate, diethyl suberate,
Dimethyl azelate, diethyl azelate, dimethyl sebacate, diethyl sebacate, dimethyl maleate, diethyl maleate, dimethyl fumarate, diethyl fumarate, and the like, as a diester comprising a chain dialcohol and a chain monocarboxylic acid, Ethylene glycol diacetate, propylene glycol diacetate, and the like, as esters comprising a chain unsaturated alcohol and a chain carboxylic acid, hexenyl formate, geranyl formate, allyl acetate, hexenyl acetate, octenyl acetate, myrcenyl acetate, dihydromyrcenyl acetate , Linalyl acetate, citronellyl acetate, geranyl acetate, neryl acetate, allyl propionate, hexenyl propionate, citronellyl propionate, geranyl propionate, neryl propionate, allyl butyrate, hexenyl butyrate, lina butyrate , Geranyl butyrate, hexenyl valerate, allyl hexanoate, allyl heptanoate, allyl octanoate, allyl pentyloxyacetate, etc., as esters of linear unsaturated carboxylic acids and linear alcohols, ethyl crotonate, butyl crotonate , Methyl angelica, or the like as an ester having one or two or more groups selected from a hydroxyl group, a carbonyl group and an ether group in the molecule, such as methyl lactate, ethyl lactate, methyl pyruvate, ethyl pyruvate, and acetoacetic acid. Methyl, ethyl acetoacetate, methoxybutyl acetate, methylmethoxybutyl acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, etc., respectively. It can gel.

Specific examples of the chain or cyclic ether having three or more oxygen atoms in the molecule include diethylene glycol dimethyl ether, diethylene glycol diethyl ether, trioxane and the like.

One or more oxygen atoms and one or more atoms selected from a nitrogen atom, a sulfur atom and a halogen atom in the molecule
Examples of the compound containing one or two or more thereof include a chain amide which may be substituted, a chain sulfoxide which may be substituted, and an aliphatic ether containing a halogen atom. Specific examples include optionally substituted chain amides such as formamide, N-methylformamide, N, N-dimethylformamide, N, N-diethylformamide, acetamide, N-methylacetamide, N, N- Dimethylacetamide, methyl carbamate, ethyl carbamate, and the like, dimethylsulfoxide and the like as the optionally substituted chain sulfoxide, and octachlorodipropyl ether and the like as a halogen atom-containing aliphatic ether, respectively. be able to.

In the present invention, two or more of the compounds contained in the above-mentioned compound group as active ingredients can be used in combination. This combination may be a combination of compounds contained in the same compound group or a combination of compounds contained in different compound groups. Many of these compounds are components contained in natural products and are also used as fragrances. In addition, it generally has a mild or pleasant scent, and is inexpensive compared to pyrethroids.

Of the above compounds, naphthalene, paradichlorobenzene, linalool, citronellol, citral and the like are compounds known to be effective against larvae of fiber pests. However, also for these, the hatching of eggs can be suppressed with a significantly smaller amount than that required for exerting an insect repellent effect on larvae.

For example, the standard usage of conventional insect repellents containing naphthalene as an active ingredient is 100 g per 50 l of container, which lasts for 5 to 6 months. On the other hand, if you want to control the hatching of eggs,
Approximately one sixth of the standard usage, or about 15 g, is effective. Usually, under these conditions, larvae cannot be sufficiently suppressed. That is, the insect repellent method of the present invention in the case of using naphthalene as an active ingredient is characterized in that 15 g or more and 50 g or less of naphthalene are applied to a fibrous product per 50 liters of a storage container and are maintained for 5 to 6 months. Is the way.

Similarly, the standard use of conventional insect repellents containing paradichlorobenzene as an active ingredient is 80 g per 50 l of container volume, which lasts 4 to 6 months. On the other hand, when the purpose is to suppress the hatching of eggs, it is effective to use about 20 g, which is about a quarter of the standard usage amount. Usually, under these conditions, larvae cannot be sufficiently suppressed. In other words, the pest control method of the present invention in which p-dichlorobenzene is used as an active ingredient is to apply 20 to 50 g of p-dichlorobenzene to a fiber product per 50 l of storage container volume, and to maintain the fiber product for 4 to 6 months. This is a characteristic insect repellent method.

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

Examples of the dosage form of the hatching inhibitor of the present invention include, for example, a solid preparation impregnated and supported on a porous carrier or a sublimable solid, a sheet-form preparation impregnated on a non-woven 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.

As a specific method of using the agent for inhibiting hatching of the fiber pest eggs of the present invention, in addition to being used in a closed container such as a closet or a garment box, for example, a method of placing the product by 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 compounds, those having a relatively high vapor pressure are liable 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. On the other hand, among the above compounds, those having a relatively low vapor pressure hardly 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.

[0023]

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.

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 in particular, paradichlorobenzene and naphthalene can be specified in appropriate amounts, so that they are distinguished from conventional insect repellents that act on larvae.

[0025]

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.

[0026]

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 48 Egg hatching basic test: A filter basket impregnated with a predetermined amount of a test substance was placed in a metal basket having a diameter of 4 cm, and this was fitted with a glass lid having an inner volume of 0.5 liter. Placed almost at the center of the container, and put 20 iga eggs on the 1st day after laying on the bottom.
A square surge with a side of 2.5 cm was placed. Temperature 25 ° C,
After holding for 12 days under the condition of a relative humidity of 60% RH, the lid of the container was opened, the number of hatched eggs was counted, and 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 1 shows the test results.

[0028]

[Table 1] 例 Example Test substance Test amount Hatching rate Survival rate Number (mg) (%) (%) ─────────────────────────────────── 1 naphthalene 0.002 2-isopropylnaphthalene 0.5 003 diphenyl 5.3 004 diphenylmethane 6.1 105 chlorobenzene 16.660 ρ-dichlorobenzene 5.0 007 1-chloro Naphthalene 7.1 0 8 Methanol 23.0 0 9 Ethanol 30.0 0 10 1 1-Propanol 7.4 0 11 1 1-Butanol 4.2 00 12 1-Pentanol 2.8 0 0 13 1 -Heptanol 5.400.1- 1-Octanol 4.7.000.15 1-Nonanol 4.800.01- Canol 5.5 017 Tetrahydrolinalool 3.5 008 Tetrahydromyrcenol 2.800 19 Linalool 1.6 020 Geraniol 1.8 002 Nerol 1.3 0.022 Citronellol 1.2 10 10 23 Dihydrolinalool 3.300 24 3-Methoxy-1-butanol 9.300 25 Ethylene glycol monoethyl ether 2.100 26 Ethylene glycol monobutyl ether 3.20.027 Diethylene glycol monoethyl ether 6 0.2028 2-aminoethanol 11.000 29chlorobutanol 9.600-30 1-hexanal 3.2 0.001 citronellal 7.70.032 2-octanone 7.5500331- Undecanone 6.7 5 0 34 2-Methyl-2-hepten-6-one 3.80 0 35 Diethyl malonate 1.200 36 Diethyl adipate 13.6 15 037 Citrinellyl acetate 1.5 30 25 38 Neryl acetate 2.500 39 Allyl hexanoate 1.200 40 Allyl heptanoate 1. 200 41 Ethyl crotonate 5.3 004 Ethyl lactate 6.9 004 43 Propylene glycol monomethyl ether acetate 25.7 004 44 Diethylene glycol diethyl ether 8.4 004 Trioxane 17.7 070 N N-dimethylformamide 4.4047 dimethylsulfoxide 6.5048 octachlorodipropyl ether 18.30.0 ───────────────

Example 49 Egg hatching contact basic test: A 2.5 cm-square surge impregnated with 5 mg of a test substance was placed in a 4.5 cm-diameter dish, and one day after the egg was laid thereon. Iga egg 2
0 pieces were placed. After storing for 12 days under the conditions of 25 ° C. and 60% RH, the hatching rate and the survival rate were calculated in the same manner as in the egg hatching basic test. The impregnation of the test substance was carried out by dissolving the test substance in acetone and then impregnating the specimen at room temperature to remove the acetone. Table 2 shows the test results.

[0030]

[Table 2] Example Test substance Hatching rate Survival rate Number ( %) (%) {49 1-dodecanol 650} ───────────────────────────────

Example 50 Egg hatching practical test: A filter paper impregnated with a predetermined amount of a test substance was wrapped in a film of single-sided polyethylene and single-sided polyester,
Insect repellent. A wool garment having a capacity of about 80% was put 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 dimensions of the costume case are 43 cm in width, 64 cm in depth, and 23 cm in height, with a gap of 5 mm between the upper part of the front drawer and the outer frame. Costume case at 25 ℃, 6
After placing in a thermo-hygrostat at 0% RH and keeping it for 7 days, 50 Iga eggs one day after spawning were placed on the surge in the costume case. After keeping the same temperature and humidity for further 12 days, the costume case 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 3 shows the test results.

[0032]

[Table 3] 実 施 Example Test substance Test amount Hatching rate Viability No. (mg) (%) (%) ─────────────────────────────────── 50 diethyl malonate 3.0 00 ───────────────────────────────────

Example 51 Practical test for hatching eggs of naphthalene: A wool garment with a capacity of about 80% was placed in the same costume case as in Example 50.
On top of that, 50 sides of 50 Iga eggs one day after spawning were placed on one side.
6 cm (24 g) of a commercially available insect repellent "Neopers" (manufactured by ST Chemical Co., Ltd., 4 g per package) containing a square test surge of cm and naphthalene as an active ingredient were placed. After putting the costume case in a constant temperature and humidity room at 25 ° C. and 60% RH for 12 days, the costume case was opened, the number of hatched eggs was counted, and the hatching rate was calculated. As a result, the hatchability was 0%.

Example 52 Practical test of egg hatching of paradichlorobenzene: In the test of Example 51, a commercial insect repellent containing paradichlorobenzene as an active ingredient was replaced with a commercially available insect repellent "neopas" containing naphthalene as an active ingredient. The hatchability was determined in the same manner using three (24 g) neopara-aces (ST Chemical Co., Ltd., 8 g per package). As a result, the hatchability was 0%.

Reference Example 1 Larvae damage basic test: In the same test as in Example 19,
Replace the surge with iga eggs and place the filter paper impregnated with the test substance on the bottom of the glass container, and put 10 iga larvae together with wool in a metal basket placed in the center. 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 was carried out in 5 replicates in both the experimental and control plots, and the value of the average amount of wool in the experimental plot divided by the average of the amount of damage in the control plot was defined as the phytotoxicity rate. And the survival rate was determined. Table 4 shows the test results.

[0036]

[Table 4] ─────────────────────────────────── Reference example Test substance Test amount Food damage rate Survival rate Number (mg) (%) (%) ─────────────────────────────────── 1 linalool 2. 0 36.8 100 ─────────────────────────────────── or more

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁶ Identification code FI A01N 33/08 A01N 33/08 35/02 35/02 37/02 37/02 37/04 37/04 37/06 37/06 37/18 37/18 Z 37/36 37/36 41/10 41/10 Z 43/32 43/32

Claims (9)

[Claims] 1. The following groups (1) to (7): (1) a polycyclic aromatic hydrocarbon having 15 or less carbon atoms; (2) a chlorinated aromatic hydrocarbon having 15 or less carbon atoms; (3) A chain alcohol having 15 or less carbon atoms; (4) a chain carbonyl compound having 5 to 12 carbon atoms; (5) a carbon having one or more unsaturated bonds and / or oxygen atoms in addition to one ester bond. Number 4 to 15
(6) a chain or cyclic ether having three or more oxygen atoms in the molecule; and (7) one or more oxygen atoms, a nitrogen atom, a sulfur atom, and a halogen atom in the molecule. A compound comprising one or more selected atoms; and a fiber pest egg hatching inhibitor comprising one or more selected from the group consisting of: 2. The polycyclic aromatic hydrocarbon having 15 or less carbon atoms is selected from naphthalene which may be substituted, diphenyl which may be substituted and diphenylmethane which may be substituted. Item 3. The fiber hatchling hatching inhibitor according to Item 1. 3. The chlorinated aromatic hydrocarbon having a carbon number of 15 or less is an optionally substituted chlorobenzene, an optionally substituted dichlorobenzene, an optionally substituted chloronaphthalene or an optionally substituted chloronaphthalene. The fiber hatch insect hatching inhibitor according to claim 1, which is selected from dichloronaphthalene. 4. The chain alcohol having 15 or less carbon atoms is selected from aliphatic alcohols, aliphatic alcohols containing an oxygen atom in addition to a hydroxyl group, aliphatic alcohols containing a nitrogen atom and aliphatic alcohols containing a halogen atom. The fiber hatching agent for hatching eggs of pests according to claim 1. 5. A chain ester having 4 to 15 carbon atoms having one or more unsaturated bonds and / or oxygen atoms, in addition to one ester bond, is composed of a chain dicarboxylic acid and a chain monoalcohol. Diesters, diesters composed of chain dialcohols and monocarboxylic acids, esters composed of chain unsaturated alcohols and carboxylic acids, esters composed of chain unsaturated carboxylic acids and linear alcohols or hydroxyl groups in the molecule, The fiber hatch insect hatching inhibitor according to claim 1, which is selected from esters having at least one group selected from a carbonyl group and an ether group. 6. One or more oxygen atoms and one of atoms selected from a nitrogen atom, a sulfur atom and a halogen atom in a molecule.
2. The fiber according to claim 1, wherein the compound containing one or two or more is selected from an optionally substituted linear amide, an optionally substituted linear sulfoxide or an aliphatic ether containing a halogen atom. 3. Pest egg hatching inhibitor. 7. An insect repellent method comprising applying, to a fiber product, an amount of the egg hatching inhibitor according to any one of claims 1 to 6 necessary for inhibiting egg hatching of a fiber pest. 8. An insect repellent method comprising applying 15 to 50 g of naphthalene per fifty liters of a storage container to a textile product for 5 to 6 months. 9. A method for controlling insects, wherein 20 to 50 g of paradichlorobenzene is applied to a fibrous product per 50 liters of a storage container and is maintained for 4 to 6 months.