JPH08198708A - Rest repellent - Google Patents

Abstract

PURPOSE: To obtain a pest repellent capable of remarkably longer prolonging retaining time than that exhibited when a specific compound is singly used and applicable to insect pests such as mosquito, gnat, horsefly, Stomoxys calcitrnas Linnaeus, flea or bedbug. CONSTITUTION: This pest repellent is obtained by mixing N,N-diethyltoluamide(DEET) with a 2-hydroxymethylcyclopentanol derivative or mixing DEET with 2-hydroxymethylmenthol(HMMO) and/or 2-hydroxymethylmentone(HMMT). The pest repellent contains preferably about 0.5-95wt.% total of two or three kinds of the active ingredients. These ingredients are used in a ratio of DEET : HMMO and/or HMMT of (1:5) to (5:1). Further, the active ingredient amount is 0.5-20% in the case of powder, 5-80% in the case of emulsion, 5-70% in the case of flowable agent, 20-90% in the case of wettable powder and 0.5-15% in the case of granule.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to repelling blood-sucking and biting pests such as mosquitoes, flies, flies, fleas, mites, sand flies and bed bugs.

[0002]

2. Description of the Related Art Conventionally, many pest repellents are used by spraying or applying directly to the skin as a spray preparation or tic preparation containing about 10% N, N-diethyltoluamide (hereinafter abbreviated as DEET). However, there was a shortcoming that the duration of the repellent effect was short.

[0003]

At present, there are many diseases mediated by pests, especially insects and mites in the world, and they are important because of their wide distribution, large number of patients, and fatality rate. I have a disease. In particular, diseases caused by biologically transmitted blood-sucking pests and mites are serious problems. For example, mosquitoes cause malaria, yellow fever, dengue, filariasis, etc., gnats cause onchocerciasis, etc., fleas plague,
It causes rash fever, leaf fly causes Chagas disease, and tsutsugamushi causes tsutsugamushi disease. Many of these play a specific role in the transmission of pathogens such as viruses, rickettsia, bacteria, protozoa, and nematodes. For example, it sucks sick animals, and pests and mites that harbor pathogens infect other people, livestock such as pigs, and pets such as dogs when they suck blood, and their transmission power is immeasurable. . Also, when blood is sucked, blood is lost, itching, rash,
Damage caused by causing dermatitis is also significant. For example, it reduces egg production in chickens and milk production in dairy cows. Damage caused by blood-sucking pests and mites is remarkable, and insecticides are generally used to control them. However, since the sources of these pests are many, the growth rate is high, and the ecology is complicated, complete control with insecticides is extremely difficult. Therefore, repellents are used to protect animals from these blood-sucking pests and mites. Currently known repellents include DEET, dialkyl phthalate, 2-ethyl-1,3-hexanediol, etc., but none of them have a satisfactory residual repellent effect such as short residual effect, and thus are new repellents. Appearance is strongly desired.

The present inventors have been earnestly researching ecological habits and repellents of biting pests, and surprisingly, D
The use of EET and 2-hydroxymethyl-cyclopentanol derivative, DEET and 2-hydroxymethylmenthol and / or 2-hydroxymethylmentone as a mixture makes it more innovative than the conventional method using DEET alone. The present invention was completed by succeeding in extending the duration.

That is, an object of the present invention is to provide a pest repellent which is applied to blood-sucking and biting pests such as mosquitoes, flies, flies, flies, fleas and bed bugs.

[0006]

In order to achieve the above object, the first aspect of the present invention provides that a mixture of N, N-diethyltoluamide and a 2-hydroxymethyl-cyclopentanol derivative is used. It is a characteristic pest repellent.

Further, claim 2 of the present invention is a pest repellent characterized by mixing N, N-diethyltoluamide with 2-hydroxymethylmenthol and / or 2-hydroxymethylmenthone. .

2-hydroxymethyl used in the present invention
The cyclopentanol derivative includes a compound in which a saturated linear or side chain alkyl group having 1 to 12 carbon atoms is added to the 2-position of 2-hydroxymethyl-cyclopentanol. Considering the volatility of the compound, the alkyl group at the 2-position preferably has about 1 to 8 carbon atoms. For example, 2-hydroxymethyl-cyclopentanol, 2
-Hydroxymethyl-2-methyl-cyclopentanol, 2-hydroxymethyl-2-ethyl-cyclopentanol, 2-hydroxymethyl-2-butyl-cyclopentanol, 2-hydroxymethyl-2-propyl-cyclopentanol , 2-hydroxymethyl-2-isopropyl-cyclopentanol, 2-hydroxymethyl-
2-amyl-cyclopentanol and the like can be mentioned (JP-A-5-163183).

2-Hydroxymethyl menthol (hereinafter abbreviated as HMMO) used in the present invention can be obtained by obtaining 2-ethoxycarbonylmenthone from menthone and diethyl carbonate and then reducing it (JP-A-5-1631).
No. 83).

2-Hydroxymethylmenthone (hereinafter abbreviated as HMMT) used in the present invention can be obtained by heating and stirring menthone and formaldehyde in methanol in the presence of potassium carbonate (JP-A-5-163183).
Issue).

When the pest repellent of the present invention is used,
Depending on the purpose of use, the mixture may be used as it is, but usually,
An auxiliary agent can be mixed and used in order to promote or stabilize the stool and effect during use. For example, the above mixture can be blended with alcohols and directly applied to an area requiring pest repellent as it is, but preferably various forms suitable for the application method, that is, lotion,
It can be used in the form of emulsion, oil, cream, aerosol, granule, resin, soap and the like.

These various preparations can be used directly in actual use, or can be used by diluting with water to a desired concentration. For example, in the case of a person, apply cream or lotion on the exposed part,
Spray with aerosol. In the case of pet dogs, a resin soaked into a collar is used.

In addition to the above-mentioned essential components, it is necessary to use an auxiliary agent. Auxiliaries can include carriers (liquid or solid diluents), various surfactants or organic raw materials. As the liquid diluent among the carriers, toluene, xylene, aromatic hydrocarbons such as methylnaphthalene, alcohols such as isopropanol and glycol,
Esters such as butyl acetate, ketones such as cyclohexanone, amides such as dimethylformamide, sulfoxides such as dimethyl sulfoxide, cellosolves such as ethyl cellosolve, petroleum fractions such as kerosene, ethers such as dibutyl ether, Examples thereof include chlorinated hydrocarbons such as chlorobenzene, animal and vegetable oils, fatty acids and their esters, and water. Clay as a solid diluent of the carrier,
Carion, talc, diatomaceous earth, silica, calcium carbonate,
Examples include montmorillonite, bentonite, feldspar, quartz, alumina and the like.

The surfactants used are spreading agents, emulsifying agents, wetting agents, dispersing agents and disintegrating agents. For example, cationic surface active agents such as stearyl trimethyl ammonium chloride, sodium lignin sulfonate, sodium naphthalene sulfonate, formalin condensate, sodium polyoxyethylene alkylbenzene sulfonate, polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ether, lauryl betaine, etc. Agents, anionic surfactants, nonionic surfactants, and zwitterionic surfactants.

As the organic raw material, it is used as a fixing agent, a binder, a disintegrating agent, a stabilizer, a flow agent, and a thickening agent. Examples thereof include carboxymethyl cellulose, polyvinyl alcohol, polyethylene glycol, sodium polyacrylate, arabic gum, isopropylamide phosphate, xanthan gum and the like.

Any of the preparations can be used alone as it is, and can also be used as a mixture with a herbicide, an insecticide, a plant growth regulator, an acaricide, a potency enhancer, a coloring agent, a fragrance and a stabilizer. .

The content of the mixed active ingredient in the pest repellent of the present invention varies depending on the formulation form, method of use and other conditions, and usually contains two or three components in a total amount of 0.5 to 95% by weight. Used. The mixing ratio of DEET: 2-hydroxymethyl-cyclopentanol derivative, DEET: HMMO and / or HMMT is 1: 5 to 5: 1. Then, the preferable content of the active ingredient in the pest repellent and the content of the auxiliary agent commensurate with the content are different depending on each form of the preparation. For example, in the case of powder, the amount of active ingredient is 0.5 to 20.
%, And the content of the auxiliary agent is preferably 80 to 99.5%. In the case of an emulsion, the amount of the active ingredient is preferably 5 to 80%, and the content of the auxiliary agent is preferably 20 to 95%. In the case of a flowable agent, the amount of active ingredient is preferably 5 to 70%, and the content of auxiliary agent is preferably 30 to 95%. In the case of a wettable powder, the amount of active ingredient is preferably 20 to 90%, and the amount of auxiliary agent is 1
0-80% is preferable. In the case of granules and fine granules, the amount of active ingredient is preferably 0.5 to 15%, and the amount of auxiliary agent is 85 to
99.5% is preferable. In the case of lotion, the amount of active ingredient is preferably 0.5 to 20%, and the amount of auxiliary agent is 80 to 9
9.5% is preferable. In the case of cream, the amount of active ingredient is preferably 0.1 to 20%, and the amount of auxiliary agent is 80 to 9
9.9% is preferable.

Next, formulation examples of the pest repellent of the present invention will be described in more detail, but the kinds and blending ratios of additives and the like are not limited to these and can be used in a wide range. The term "parts" means "parts by weight".

Formulation Example 1. Emulsion To 5 parts of DEET and 5 parts of 2-hydroxymethyl-2-methyl-cyclopentanol, 65 parts of a mixed solution of xylene / methylnaphthalene (1: 1) was added and dissolved, and then nonylphenol ethylene oxide condensate and dodecylbenzenesulfone were added thereto. An emulsion is prepared by mixing 25 parts of a calcium acid mixture (8: 2). This drug is as it is or 10 to 10
It is diluted with water to 100 parts and used as a spraying agent and a coating agent.

Formulation Example 2. Dust agent 2.5 parts of DEET and 7.5 parts of 2-hydroxymethyl-2-ethyl-cyclopentanol were added 97 parts of a mixture of talc and calcium carbonate (1: 1), mixed and ground, and sufficiently evenly dispersed and blended. After that, 2 parts of silicic acid anhydride is further added and mixed and pulverized to obtain a powder. Disperse this product as it is before use.

Formulation Example 3. Aerosol DEET 5 parts and 2-hydroxymethyl-2-propyl-
An aerosol is obtained by dissolving 5 parts of cyclopentanol in 15 parts of a mixture of methylnaphthalene and cyclohexanone (1: 1), further mixing with 80 parts of Freon to form a uniform solution, and processing into an aerosol form. This product is sprayed and used as it is.

Formulation Example 4. Cream DEET 7.5 parts and 2-hydroxymethyl-2-isopropyl-cyclopentanol 2.5 parts stearic acid 1
3 parts, cetyl alcohol 2 parts, lanolin 1 part, liquid paraffin 2 parts and water 67 parts were added and heated to dissolve and mix,
Further, 14 parts of heated glycerin is added, and the mixture is stirred well to form a cream. This product is applied as it is to human and animal bodies for use.

Formulation Example 5. Lotion 7 parts stearic acid, 0.5 parts lanolin and 6 Tweens
0 (polyoxyethylene sorbitan monostearate) 7
The mixture of 80 parts of water is heated to 80 ° C., and the mixture is added to a mixture of 82 parts of water and 2.5 parts of salicylic acid (60 ° C.), and the mixture is further stirred with 2-hydroxymethyl-2-butyl-cyclopentanol and DEET. Add 1 part of the mixture and lotion. This product is used as it is by coating or spraying on humans and animals.

Formulation Example 6. Emulsion To 5 parts of DEET and 5 parts of HMMO, 65 parts of a mixed solution of xylene / methylnaphthalene (1: 1) was added and dissolved, and then 25 parts of a mixture of nonylphenol ethylene oxide condensate and calcium dodecylbenzenesulfonate (8: 2) was added thereto. Mix to make an emulsion. This drug is as it is or 10
Dilute to 1000 parts with water and use as a spraying agent and a coating agent.

Formulation Example 7. Dust agent To 2.5 parts of DEET and 7.5 parts of HMMO, add 97 parts of a mixture of talc and calcium carbonate (1: 1), mix and grind to disperse and mix sufficiently evenly, and then add 2 parts of silicic acid anhydride and mix and grind. And make a powder. Disperse this product as it is before use.

Formulation Example 8. Aerosol: 5 parts of DEET and 5 parts of HMMT are dissolved in 15 parts of a mixture of methylnaphthalene and cyclohexanone (1: 1), further mixed with 80 parts of Freon to form a uniform solution, and processed into an aerosol form to obtain an aerosol. . This product is sprayed and used as it is.

Formulation Example 9. Cream DEET 7.5 parts and HMMT 2.5 parts stearic acid 1
3 parts, cetyl alcohol 2 parts, lanolin 1 part, liquid paraffin 2 parts and water 67 parts were added and heated to dissolve and mix,
Further, 14 parts of heated glycerin is added, and the mixture is stirred well to form a cream. This product is applied as it is to human and animal bodies for use.

Formulation Example 10. Lotion 7 parts stearic acid, 0.5 parts lanolin and Tween
60 (polyoxyethylene sorbitan monostearate)
A mixture of 7 parts is heated to 80 ° C., placed in a mixture of 82 parts of water and 2.5 parts of salicylic acid (60 ° C.) and a lotion is added with rapid stirring and 1 part of the HMMO and DEET mixture. This product is used as it is by coating or spraying on humans and animals.

The application amount of the active ingredient compound of the pest repellent of the present invention may be appropriately determined according to the dosage form, application method, application area and the like, but is not limited, but in the case of lotion or cream The amount of use is 0.01 mg or more, preferably 1 cm or more of the active ingredient compound per 1 cm ^{2 of the} area to be applied when it is applied to human or animal skin in order to prevent damage from blood-sucking pests and mites. ²
It is suitable to present about 10 mg to 1 g per unit.

Test examples are shown below in order to explain the present invention in more detail. Test Example 1. Blood-sucking repellent test for adult Aedes albopictus A 0.25 ml spray agent in which the amount of the active ingredient is adjusted to the test concentration according to the method described in Formulation Example 3 is sprayed on a bag-shaped wire netting (30 mesh) of 5 × 13 cm ^{2 on} one side. Indoor (24 ± 1
(° C). After 1 hour and 4 hours, the mice (9 to 12 weeks old) were fixed in the wire netting, and 7 days after the emergence, 50 adult females of Aedes albopictus unfed female wire netting cages (28 × 2)
8 × 28 cm ³ ) and the number of mosquitoes that came to the mouse and stood still in 1 minute was examined. The repellency rate was calculated using the following formula.

[0031]

[Equation 1]

Test Example 2. Repellent effect persistence test of the mixture of the present invention A bag-shaped wire netting (30 mesh) having a size of 5 × 13 cm ^{2 on} one side was coated with a lotion in which the amount of the active ingredient was adjusted to the test concentration according to the method described in Formulation Example 5, and the test was performed indoors. (24 ± 1 ℃)
Then, it was air dried for 30 minutes. After that, the mouse (9 ~
(11 weeks old), and 50 days after the emergence, 50 adult female Aedes albopictus blood-sucking female adults were released.
cm ³ ). After 16 hours, the mice were taken out, and the mosquitoes were crushed on a filter paper to examine the number of sucking mosquitoes. The repellency rate was calculated using the following formula.

[0033]

[Equation 2]

The results of Test Example 1 are shown in Table 1.

[0035]

[Table 1]

As shown in Table 1, surprisingly, DEET, 2-hydroxymethyl-2-propyl-cyclopentanol and 2-hydroxymethyl-2-butyl-cyclopentanol were used alone at the same treatment dose. The effect of the mixture of the present invention was superior to that of the case where it was present.

The results of Test Example 2 are shown in Table 2.

[0038]

[Table 2]

As shown in Table 2, the mixture of the present invention was more excellent in the duration of effect than when used alone.

Instead of Formulation Example 3 in Test Example 1, Formulation Example 8 was tested in the same manner. Table 3 shows the results.

[0041]

[Table 3]

As shown in Table 3, surprisingly, the mixture of the present invention was more excellent in duration of effect than when DEET, HMMO and MMT were used alone at the same treatment dose.

In place of Formulation Example 5 of Test Example 2 described above, the same test was carried out for Formulation Example 10. The results are shown in Table 4.

[0044]

[Table 4]

As shown in Table 4, the mixture of the present invention was superior in duration of effect as compared with the case where it was used alone.

[0046]

As described above, the pest repellent N-diethyltoluamide of the present invention, a 2-hydroxymethyl-cyclopentanol derivative, N-diethyltoluamide, and 2-hydroxymethylmenthol and / or 2
-Hydroxymethyl menthone mixture has a significantly longer effect of protecting the body from blood-sucking and biting pests such as mosquitoes, flies, flies, fleas, mites, sand flies, bed bugs, etc. compared to conventional repellents. It greatly contributes to the improvement of efficiency.

Claims (2)

[Claims] 1. A pest repellent comprising a mixture of N, N-diethyltoluamide and a 2-hydroxymethyl-cyclopentanol derivative. 2. A pest repellent characterized by mixing N, N-diethyltoluamide with 2-hydroxymethyl menthol and / or 2-hydroxymethyl menthol.