JPH05320013A - Insecticide composition - Google Patents

Abstract

PURPOSE:To obtain an insecticide composition for clothing having excellent insecticidal and insect preventing effects and chemical stability (being hardly affected by metals). CONSTITUTION:Empenthrin of formula I which vaporizes at low temperature, has high insecticidal activity, and excellent preventing effects on eating damage of insect pests of clothing with a small amount, is effective as an active ingredient especially for an insecticide for clothing but is liable to be influenced by metals (particularly copper-based compound) and causes problems such as change of color or change of qualities, is blended with <= twice as much a propargyl- based compound of formula II (R is 1-14C carboxylic acid residue; n is 1 or 1; X is methylene, furylmethylene or benzylene) such as propargyl- chrysanthemate as emprenthrin.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an improvement of an insect repellent containing empentrin.

[0002]

BACKGROUND OF THE INVENTION Empentrin is particularly useful as an active ingredient of insect repellents for clothing because it has a high insecticidal activity, volatility at room temperature, and a low dose, which has an excellent effect of preventing feeding damage to clothing pests. Is. However, empentryn has a drawback in that it is susceptible to problems such as discoloration or deterioration under the influence of metals (particularly copper compounds), and a preventive measure against it has been earnestly desired.

As a countermeasure against this, for example, a method in which a certain triazole compound such as a benzotriazole derivative or 2-mercaptobenzotriazole is blended with empentrin and used is disclosed in JP-A-61-30505, and a tetrazole compound is used. Attempts to blend them have been made in JP-A-63
Although it is disclosed in Japanese Patent Publication No. 126808, the effect of preventing discoloration and deterioration is not always sufficient.

[0004]

DISCLOSURE OF THE INVENTION The present invention aims to develop a useful insect repellent composition by searching for a compound that suppresses discoloration and alteration of empentrin when used in combination with empentrin and can be safely used indoors. It was made.

[0005]

In order to achieve the above-mentioned object, the present invention provides empentrin and the following formula I

[Chemical 2] (In the formula, R represents a carboxylic acid residue having 1 to 14 carbon atoms, n is an integer of 0 or 1, and X represents a methylene group, a furylmethylene group, or a benzylene group.) The present invention relates to an insect repellent composition containing 2.0 times or more of the compound with respect to empentrin.

[0006]

The empentrin used in the present invention has the following formula I
I

[Chemical 3] It has a structure of 1) and has a high vapor pressure and a high insecticidal activity against clothing pests, and is therefore widely used for clothing insect repellents. The acid part and the alcohol part have optical isomers or geometrical isomers based on asymmetric carbons and double bonds, but each of these isomers or any mixture thereof is not included. Of course.

The present invention is characterized in that a propargyl compound represented by the formula I is blended together with empentrin. Although some of these compounds themselves exhibit insecticidal activity against clothing pests, they are extremely useful in preventing discoloration and alteration of empentrin. Although there are still many unclear points about the reason for the prevention effect, it is usually sufficient to add one of these compounds in an amount of 2.0 times or more the amount of empentrin. Typical examples of the group of compounds represented by the formula I are as follows, but the present invention is not limited to them, and like empentrin, each of the possible isomers or any mixture thereof can be used. Include.

Compound 1. Propargil Crissante Mart

[Chemical 4] Compound 2. Propargyl 2,2,3,3-tetramethylcyclopropanecarboxylate

[Chemical 5] Compound 3.4-Propargylbenzyl chrysanthemate

[Chemical 6] Compound 4.3-Butin-1-yl chrysanthemate

[Chemical 7] Compound 5.3-Butin-1-yl decanoate

[Chemical 8] Compound 6.5-propargyl-2-furylmethyl 2,
2,3,3-tetramethylcyclopropanecarboxylate

[Chemical 9] Compound 7.4-Propargylbenzyl 2,2,3,3
-Tetramethylcyclopropanecarboxylate

[Chemical 10] Compound 8.5-Propargyl-2-furylmethyl chrysanthemate

[Chemical 11] Compound 9.3-Propargylbenzyl benzoate

[Chemical formula 12] Compound 10. Propargyl 2-phenylpropionate

[Chemical 13] Compound 11. Propargyl 5-ethylhexanoate

[Chemical 14]

The empentryn and the propargyl compound represented by the formula I used in the present invention are liquid or solid at room temperature, and are usually preferably in the form of mat or sheet using a suitable carrier or excipient. It is prepared into a solid formulation and applied to control pests of clothing by a method according to each of these forms. As the matte or sheet-like carrier, pulp mat, paper, woven fabric, non-woven fabric, polyethylene, polypropylene, polyvinyl chloride, polyester,
Examples include plastic molded products such as ethylene vinyl acetate and porous glass materials. The volatility can be adjusted by using a sublimable carrier such as adamantane, cyclododecane, and triisopropyl-trioxane, and can be prepared in a gel form by using a gelling agent such as polyvinyl alcohol, alginic acid, and carrageenan. You can also do it. The drug-containing carrier thus obtained is usually put into a plastic case, a non-woven fabric bag or the like for practical use.

The insect repellent composition of the present invention also contains N-octylbicycloheptenecarboximide (trade name: MGK).
-264), a mixture of N-octylbicycloheptenecarboximide and an aryl sulfonate (trade name: M
A synergist such as GK-5026), Cinepyrine 500, octachlorodipropyl ether, piperonyl butoxide may be added. Furthermore, the insect repellent composition of the present invention,
The addition of a phenol-based or amine-based antioxidant such as 2,6-ditertiary butyl-4-methylphenol (BHT), Yoshinox 425, 2,6-ditertiary butylphenol is the insect repellent composition of the present invention. It is useful for increasing the stability over time.

Further, other insecticides such as fenitrothion, DDVP, organophosphorus agents such as diazinon, NAC,
By mixing a carbamate such as MTMC, BPMC, PHC, etc., a conventional pyrethroid insecticide such as pyrethrin, phtalthrin, phenothrin, permethrin, etc. or a fragrance, deodorant, fungicide, etc., a versatile composition having excellent effect can be obtained. However, labor saving can be expected.

The insect repellent composition of the present invention thus obtained is applied to clothing storage furniture such as a chest of drawers and a clothing box, and exerts a high extermination effect against clothing pests such as squid, koga, scabbard beetle, and beetle stag beetle. ,archive,
It is extremely useful as a measure against insects in exhibition rooms.

In order to further clarify that the insect repellent composition provided by the present invention is excellent, the test results of Examples and effects are shown below.

[0014]

Example 1 Empentrin 0.03 g, compound (1) 0.07 g, dibutylhydroxytoluene 0.0
A cardboard mat having a thickness of 2 mm, a length of 22 mm and a width of 35 mm was impregnated with a chemical solution containing 1 g, a trace amount of a fragrance and 0.02 g of kerosene, and stored in a non-woven fabric bag to obtain an insect repellent for clothing.

[0015]

Example 2 Using ethylene-vinyl acetate copolymer and chlorinated polyethylene as a controller, 0.6 g of empentrin and 2.0 g of compound (3) were added to 30 cm.
A 50 cm sheet was impregnated to obtain a sheet-like insect repellent for clothing.

[0016]

[Test Example 1] Insecticidal test by transpiration and stability test against metal 2.2 cm × 3.5 cm containing a mixture of empentrin and each compound in a petri dish having a diameter of 9 cm and a height of 2.1 cm.
A pulp mat was included. Similarly, the diameter is 9 cm and the height is 2.
Ten koigami larvae were released on a 1 cm Petri dish, and a 16-mesh wire net was sandwiched between them, and they were stacked on the above-mentioned petri dish containing the drug. That is, the koga larvae were exposed to only the chemical vapor and left for 24 hours to observe the knockdown state of the test insects. Furthermore, after the exposure, the test insects were transferred to another container, and the mortality rate after 24 hours was examined. The results are shown in Table 1. In addition, 1 cm instead of the larvae of Koga
A piece of copper of 2 cm was put therein, and similarly, a 16-mesh wire net was sandwiched between the pieces, and the piece was left in a thermostatic chamber at 60 ° C. Table 1 also shows the results of observing the surface portion of each copper plate after 3 days and examining the effect of vapor on the metal. In addition, as a comparison, the test was performed also in the case where one mat was impregnated with empentryn or each compound alone.

[0017]

[Table 1]

As a result of the test, the insect repellent composition of the present invention was 2
The knockdown rate and lethality rate to carp after 4 hours were excellent, and the insecticidal efficacy was equal to or higher than that of Empentrin or each compound alone (Comparative Examples 1 to 4). Further, while the effect of empentrin alone on the metal was remarkably observed, there was almost no abnormality in the insect repellent composition of the present invention, and it was confirmed that the propargyl-based compound suppresses the effect of empentrin on the metal. The effect of preventing discoloration and deterioration of these compounds is 2.0 to 10 times as much as that of empentrin, and even if it exceeds it, the special effect is not enhanced. It was insufficient (Comparative Example 5). Further, as shown in Comparative Examples 6 to 7, no similar effect was observed with the allyl compound, and it was also clarified that the action was peculiar to the propargyl compound.

[0019]

[Test Example 2] Practical test using transpiration Insect repellent for clothing prepared according to Example 1 (6 cm x 8 c
m) was suspended in a chest of volume 600 l. Immediately after and 6 months after the start of the test, 10 glass larvae of 1st instar were released and placed in a closet with a glass ring 4 cm in diameter and 2 cm in width (both sides covered with woolen cloth), and after 1 day, 2 days, and 7 days. The mortality of insects was observed. Further, when the brass clothes with buttons which had been put in the closet from the start of the test were also observed, it was as shown in Table 2.

[0020]

[Table 2]

As a result of the test, the insect repellent composition in which the empentryn and the propargyl compound of the present invention are mixed has the same or more insecticidal and insect repellent effects on the larvae of squid over a long period of time as compared with the conventional product containing only empentryn. Indicated. It was similarly effective against other clothing pests such as Pleurotus cornucopia, Pleurotus sp. Further, in the insect repellent composition of the present invention, the effect of empentrin on the metal can be suppressed to a non-problematic level by the action of the propargyl compound, and in practice,
It was confirmed to be extremely useful. Therefore, the insect repellent composition of the present invention can be applied not only to drawers, drawers, etc., but also to various scenes such as machine equipment and exhibition rooms.

[0022]

INDUSTRIAL APPLICABILITY The present invention provides a mosquito repellent composition excellent in high insecticidal and insect repellant effects and chemical stability (not easily affected by metals) by using empentryn and a propargyl compound in combination. ..

Claims (1)

[Claims] 1. Empentrin and the following formula I: (In the formula, R represents a carboxylic acid residue having 1 to 14 carbon atoms, n is an integer of 0 or 1, and X represents a methylene group, a furylmethylene group, or a benzylene group.) An insect repellent composition comprising the compound in an amount of 2.0 times or more the amount of empentryn.