JP2005126407A - Insect pest repellent for clothing - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an insect pest repellent free from direct contact of the concetrated effective component thereof and having high pest control effect on clothing. <P>SOLUTION: This insect pest repellent for clothing is made by covering both of a compound represented by formula (1) (R<SP>1</SP>is H, methyl, methoxy or methoxymethyl; R<SP>2</SP>and R<SP>3</SP>are each independently Cl, H or methyl) and 2,4,6-triisopropyl-1,3,5-trioxane with a film comprising ethylene-vinyl acetate copolymer, ethylene-methyl methacrylate copolymer or polyethylene having a density of 0.91-0.94 g/cm<SP>3</SP>. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to an insect repellent for clothing.

It is known that certain tetrafluorobenzyl alcohol ester compounds are useful as active ingredients of insecticides (see, for example, Patent Document 1, Patent Document 2, and Patent Document 3).
On the other hand, in general, an insect repellent for clothing is often used in a packaged form in order to prevent a rich active ingredient from coming into direct contact with the clothing.

JP 2000-63329 A JP 2001-11022 A JP-A-63-203649

However, the packaged insect repellent may not be sufficiently effective for reasons such as volatilization of the active ingredient being hindered by the packaging material.
It is an object of the present invention to provide an insect repellent material for clothing that does not have a concern that a rich active ingredient directly contacts with clothing and has a high clothing insect pest control effect.

  The inventors of the present invention have applied the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane with a specific resin film to solve the above problems. The present invention was completed by finding it useful as an insect repellent.

（式中、Ｒ¹は水素原子、メチル基、メトキシ基又はメトキシメチル基を表し、
Ｒ²及びＲ³は独立して塩素原子、水素原子又はメチル基を表す。）
で示される化合物と２，４，６−トリイソプロピル−１，３，５−トリオキサンとが、エチレン酢酸ビニル共重合体、エチレンメタクリル酸メチル共重合体、又は密度０．９１〜０．９４ｇ／ｃｍ³のポリエチレンのフィルムで被われてなる衣料用防虫材、を提供する。 That is, Formula (1)

(Wherein R ¹ represents a hydrogen atom, a methyl group, a methoxy group or a methoxymethyl group,
R ² and R ³ independently represent a chlorine atom, a hydrogen atom or a methyl group. )
And 2,4,6-triisopropyl-1,3,5-trioxane is an ethylene vinyl acetate copolymer, an ethylene methyl methacrylate copolymer, or a density of 0.91 to 0.94 g / cm. ^3. An insect repellent for clothing, which is covered with a polyethylene film.

  Since the insect repellent material for clothing of the present invention is covered with a resin film, there is no fear that a thick active ingredient directly contacts clothes, and has a high clothing insect pest control effect.

Examples of the compound represented by the formula (1) used in the present invention include 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate. 2,3,5,6-tetrafluoro-4-methylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluorobenzyl 3- (2, 2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (2-methyl-1-propenyl) -2,2-dimethylcyclo Propanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxybenzyl 3- (1-propenyl) -2,2-dimethyl Black propane carboxylate, and 2,3,5,6-tetrafluoro-4-methoxybenzyl 3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate and the like.
These compounds are known compounds in Patent Documents 1 to 3 and the like, and can be produced, for example, by the method described in the Patent Document.

  The compound represented by the formula (1) has an isomer based on a cyclopropane ring and, optionally, a carbon-carbon double bond, but any active isomer can be used in the present invention.

  2,4,6-triisopropyl-1,3,5-trioxane used in the present invention is a compound commercially available from Ogawa Fragrance Co., Ltd. under the trade name Sunsaburi. It can be used as it is.

In the insect repellent for clothing of the present invention, the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is 2,4,6-triisopropyl. -1,3,5-trioxane is covered with an ethylene vinyl acetate copolymer, an ethylene methyl methacrylate copolymer, or a polyethylene film having a density of 0.91 to 0.94 g / cm ^3. .

In the insect repellent for clothing of the present invention, the composition covered with the film contains a compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane. is there. Such a composition may consist essentially of the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane.
In the present invention, the weight ratio of the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is usually 1:20 to 1: 8000, preferably 1:50 to The ratio is 1: 799.

  In the present invention, the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is usually 2,4,6-triisopropyl-1,3. , 5-trioxane is a solid in which the compound represented by the formula (1) is held, that is, 2,4,6-triisopropyl-1,3,5-trioxane holding the compound represented by the formula (1) .

  Further, the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane may be further sublimated or room temperature volatile antibacterial agent as necessary. Etc. may be contained. Examples of such antibacterial agents include 3-methyl-4-isopropylphenol, thymol, carbachlor, 4-chloro-3,5-dimethylphenol, 4-chloro-3-methylphenol, and hinokitiol.

  The composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is, for example, a compound represented by the formula (1) and 2,4,6-trioxane. A method in which a predetermined amount of isopropyl-1,3,5-trioxane is mixed, and other components are added as necessary, followed by pressure forming into a solid material having a predetermined shape; a compound represented by the formula (1) Mix 2,4,6-triisopropyl-1,3,5-trioxane and add other components as needed, then heat to 70-200 ° C. to melt and place in a container of the prescribed shape Cooling to 40 ° C. or lower (for example, around room temperature) to solidify; and impregnating a solid of 2,4,6-triisopropyl-1,3,5-trioxane with a solution of the compound represented by formula (1) Can be manufactured by the method of drying after .

  In the present invention, the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is usually 0.05 to 50 g, preferably 0. .5-5g of solid material.

The insect repellent for clothing of the present invention is a composition containing the compound represented by the formula (1) produced as described above and 2,4,6-triisopropyl-1,3,5-trioxane, It is covered with an ethylene vinyl acetate copolymer, an ethylene methyl methacrylate copolymer, or a polyethylene film having a density of 0.91 to 0.94 g / cm ³ .
The amount of the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane used in the insect repellent for clothing of the present invention is convenient for use. From the standpoint, the amount is usually 0.5 to 5 g per piece of the insect repellent for clothing of the present invention.

Examples of the polyethylene having a density of 0.91 to 0.94 g / cm ³ used in the present invention include low density polyethylene and linear low density polyethylene, and commercially available products can be used. In the present invention, commercially available ethylene vinyl acetate copolymer and ethylene methyl methacrylate copolymer can also be used.
The thickness of these films used for this invention is 10-100 micrometers normally, Preferably it is 20-80 micrometers.
The insect repellent for clothing of the present invention is usually a solid composition containing one or more compounds represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane. Is covered with film.

Examples of the mode in which the composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane are covered with a film include the following modes.
(I) A mode in which the entire composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is covered with a film.
(A composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane was sandwiched between two polyethylene films, and the ends were sealed by heat sealing or the like. Things)
(II) A composition containing the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is a compound-impermeable material represented by the formula (1). The aspect which was put into the container which has the created opening part, and the opening part of this container was covered with the film.
Examples of the compound-impermeable material represented by the formula (1) include acrylonitrile-butadiene-styrene resin, polyethylene terephthalate resin, polycarbonate resin, ethylene vinyl alcohol copolymer resin, and aluminum.

In the insect repellent for clothing of the present invention, the compound represented by the formula (1), which is an active ingredient, permeates through the film and volatilizes around. For this reason, the insect repellent for clothing of the present invention is sealed and stored in a bag or the like made of a material that does not permeate the compound represented by the formula (1) (for example, an aluminum film), and the bag is hermetically packaged when used. The insect repellent material for clothes of the present invention is taken out from the present invention and used for controlling clothes pests.
Moreover, in the insect repellent for clothing of the present invention, 2,4,6-triisopropyl-1,3,5-trioxane also sublimes and permeates the film.

The insect repellent material for clothing of the present invention can control clothing pests, for example, by suspending or hanging them in a clothing storage location, thereby preventing damage to the clothing caused by the pests.
Examples of clothing storage locations include clothing storage containers such as clothing boxes, furniture such as Western dance and Japanese dance, and storage facilities for storing clothing such as closets and walk-in closets.
The amount of the insect repellent for clothing of the present invention can be appropriately determined according to the period of use, the size of the space to be controlled, etc., but is usually converted to the amount of the compound represented by the formula (1) per 1 m ^3. About 5 to 1500 mg, preferably about 50 to 1200 mg, more preferably about 50 to 800 mg. More specifically, for example, when the insect repellent material for clothing of the present invention is applied to a clothing box having a capacity of 0.05 m ³ to exert the insect repellent effect for 6 months, the compound represented by the formula (1) In terms of the amount, usually about 2.5 to 60 mg, preferably about 2.5 to 40 mg is used.

Examples of clothing protected from clothing pests by the clothing insect repellent of the present invention include all textile products such as woven fabrics and cloth bags, in addition to clothing, underwear, socks and gloves.
Examples of such clothing materials include animal fibers such as silk, wool, cashmere and mohair, plant fibers such as cotton and hemp, regenerated fibers such as rayon, semi-synthetic fibers such as acetate and triacetate, and nylon, Examples thereof include synthetic fibers such as acrylic.

  Examples of the insect pests that can be controlled by the insect repellent for clothing of the present invention include iga, koiga, himemekaobushimushi, himemarukatsuobushimushi, harajikatsuobushimushi, and fake leopard worm.

  The insect repellent material for clothing of the present invention has a high insect repellent effect while there is no worry that the rich active ingredient directly contacts the clothing. Furthermore, the insect repellent material of the present invention, in which a composition substantially consisting only of the compound represented by the formula (1) and 2,4,6-triisopropyl-1,3,5-trioxane is covered with a film, The end point of the insect repellent effect can be visually recognized by the size of the composition containing the compound represented by the formula (1) covered with a film and 2,4,6-triisopropyl-1,3,5-trioxane can do.

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

Production Example 1
2,3,5,6-tetrafluoro-4-methylbenzyl (1R) -trans-3- (1-propenyl (Z / E = 8/1))-2,2-dimethylcyclopropanecarboxylate (hereinafter, This is referred to as Compound A.) A uniform mixture of 10 mg and 2,4,6-triisopropyl-1,3,5-trioxane 2000 mg was pressure-molded (4 t) to form a disk-like solid (diameter 3 cm, thickness 3 mm). ) A 30 μm-thick linear low-density polyethylene film (density 0.92 g / cm ³ , manufactured by Tama Poly Co., Ltd., UB-1, 5 × 10 cm in size) was cut from this disc-shaped solid. The product was sandwiched between two folded pieces and heat-sealed on three sides to obtain the insect repellent material for clothing of the present invention (see FIG. 1).

Production Example 2
A uniform mixture of 10 mg of Compound A and 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane was pressure-molded (4 t) to obtain a disk-like solid (diameter 3 cm, thickness 3 mm). . This disc-shaped solid was folded in two into a 50 μm-thick ethylene vinyl acetate copolymer film (vinyl acetate 5 wt%, manufactured by Tama Poly Co., Ltd., SB-5, 5 × 10 cm in size). 3 sides were heat-sealed and the insect repellent material for clothes of this invention was obtained (refer FIG. 1).

Production Example 3
A uniform mixture of 10 mg of Compound A and 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane was pressure-molded (4 t) to obtain a disk-like solid (diameter 3 cm, thickness 3 mm). . This disc-shaped solid is an ethylene methyl methacrylate copolymer film having a thickness of 40 μm (methyl methacrylate 5 wt%, manufactured by Sumitomo Chemical Co., Ltd., WD203-1, 5 × 10 cm in size) Was sandwiched between two folded pieces, and the three sides were heat-sealed to obtain an insect repellent for clothing of the present invention (see FIG. 1).

Production Example 4
A uniform mixture of 10 mg of Compound A and 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane was pressure-molded (4 t) to obtain a disk-like solid (diameter 3 cm, thickness 3 mm). . This disk-shaped solid was folded in half with a 30 μm-thick low-density polyethylene film (density 0.925 g / cm ³ , manufactured by Tama Poly Co., Ltd., V-1, 5 × 10 cm in size). The insect repellent material for clothing of the present invention was obtained by sandwiching between three sides and heat-sealing.

Production Example 5
The insect repellent material for clothing of the present invention is the same as in Production Example 1 except that the thickness of the linear low-density polyethylene film is 60 μm (density 0.92 g / cm ³ , manufactured by Tama Poly Co., Ltd., UB-1). Got.
Production Example 6
An insect repellent material for clothing of the present invention was obtained in the same manner as in Production Example 4 except that the thickness of the low density polyethylene film was 60 μm (density 0.925 g / cm ³ , manufactured by Tama Poly Co., Ltd., V-1). .

Production Example 7
To a disc-shaped tablet (diameter 3 cm, thickness 3 mm) obtained by pressure-molding (4 t) of 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane, a hexane solution of compound A (compound A 100 μl of /hexane=1/7.1 (weight ratio) was uniformly applied and then dried to obtain 2,4,6-triisopropyl-1,3,5-trioxane retaining compound A. This was put into a container made of an ethylene vinyl alcohol copolymer resin having a diameter of 7 cm and a height of 0.8 cm, and an ethylene methyl methacrylate copolymer film having a thickness of 40 μm (methyl methacrylate 15% by weight, Covered with Sumitomo Chemical Co., Ltd. (WH204) and sealed to obtain an insect repellent for clothing of the present invention (see FIG. 3).

Production Example 8
2,3,5,6-tetrafluorobenzyl 1R-trans-3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate 10 mg and 2,4,6-triisopropyl-1,3 A uniform mixture with 2000 mg of 5-trioxane is pressure-molded (4 t) to obtain a disk-shaped solid (diameter 3 cm, thickness 3 mm). A 30 μm-thick linear low-density polyethylene film (density 0.92 g / cm ³ , manufactured by Tama Poly Co., Ltd., UB-1, 5 × 10 cm in size) was cut from this disc-shaped solid. The insect proofing material for clothing of the present invention is obtained by sandwiching between two folded pieces and heat-sealing the three sides.

Production Example 9
2,3,5,6-tetrafluorobenzyl 1R-trans-3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate 10 mg and 2,4,6-triisopropyl-1,3 A uniform mixture with 2000 mg of 5-trioxane is pressure-molded (4 t) to obtain a disk-shaped solid (diameter 3 cm, thickness 3 mm). This disc-shaped solid was folded in two into a 50 μm-thick ethylene vinyl acetate copolymer film (vinyl acetate 5 wt%, manufactured by Tama Poly Co., Ltd., SB-5, 5 × 10 cm in size). The insect repellent material for clothing of the present invention is obtained by heat-sealing three sides.

Production Example 10
2,3,5,6-tetrafluorobenzyl 1R-trans-3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate 10 mg and 2,4,6-triisopropyl-1,3 A uniform mixture with 2000 mg of 5-trioxane is pressure-molded (4 t) to obtain a disk-shaped solid (diameter 3 cm, thickness 3 mm). This disc-shaped solid was obtained by subjecting an ethylene methyl methacrylate copolymer film having a thickness of 40 μm (10% by weight of methyl methacrylate, manufactured by Sumitomo Chemical Co., Ltd., WD201, 5 × 10 cm in size) to 2 The insect proofing material for clothing of the present invention is obtained by sandwiching between three folded pieces and heat-sealing three sides.

Production Example 11
Compound A acetone solution (compound A) was added to a disc-shaped tablet (diameter 3 cm, thickness 3 mm) obtained by pressure-molding (4 t) of 2,4,6-triisopropyl-1,3,5-trioxane 2000 mg. / Acetone = 1/29 (weight ratio) 30 μl is uniformly applied and then dried to obtain 2,4,6-triisopropyl-1,3,5-trioxane retaining compound A. This was put into a container made of ethylene vinyl alcohol copolymer resin having a diameter of 7 cm and a height of 0.8 cm, and a linear low density polyethylene film having a thickness of 50 μm (density 0.924 g / cm ³ , Covered with Sumitomo Chemical Co., Ltd., F200-0) and sealed to obtain the insect repellent for clothing of the present invention (see FIG. 3).

Production Example 12
Compound A acetone solution (compound A) was added to a disc-shaped tablet (diameter 3 cm, thickness 3 mm) obtained by pressure-molding (4 t) of 2,4,6-triisopropyl-1,3,5-trioxane 2000 mg. / Acetone = 1/29 (weight ratio) 30 μl is uniformly applied and then dried to obtain 2,4,6-triisopropyl-1,3,5-trioxane retaining compound A. This was put into an ethylene vinyl alcohol copolymer resin container having a diameter of 7 cm and a height of 0.8 cm, and the opening was made into an ethylene vinyl acetate copolymer film (vinyl acetate 5% by weight, Tama Cover with SB-5), and seal to obtain the insect repellent for clothing of the present invention (see FIG. 3).

Production Example 13
A uniform mixture of 10 mg of Compound A and 4000 mg of 2,4,6-triisopropyl-1,3,5-trioxane was pressure-molded (4 t) to obtain a disk-like solid (diameter 3 cm, thickness 3 mm). . This disc-shaped solid material is sandwiched between a 30 μm-thick linear low-density polyethylene film (density 0.91 g / cm ³ , cut to a size of 5 × 10 cm) and folded in three. It heat-sealed and obtained the insect repellent material for clothing of this invention (refer FIG. 1).

Production Example 14
A uniform mixture of 10 mg of Compound A and 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane was pressure-molded (4 t) to obtain a disk-like solid (diameter 3 cm, thickness 3 mm). . This disc-shaped solid material is sandwiched between a 30 μm-thick linear low-density polyethylene film (density 0.91 g / cm ³ , cut to a size of 5 × 10 cm) and folded in three. It heat-sealed and obtained the insect repellent material for clothing of this invention (refer FIG. 1).

Comparative production example 1
Comparison in which a uniform mixture of 10 mg of Compound A and 4000 mg of 2,4,6-triisopropyl-1,3,5-trioxane is pressure-molded (4 t) to form a disk-like solid (diameter 3 cm, thickness 3 mm) An insect repellent for clothing was obtained.

Comparative production example 2
Comparison in which a uniform mixture of 10 mg of Compound A and 2000 mg of 2,4,6-triisopropyl-1,3,5-trioxane is pressure-molded (4 t) to form a disc-shaped solid (diameter 3 cm, thickness 3 mm) An insect repellent for clothing was obtained.

Test example 1
The clothing insect repellent material of the present invention was placed in two places in a costume box (length 725 mm × width 427 mm × height 158 mm), and this costume box was left in a room at 25 ± 2 ° C.
A bag (size: 4.5 cm × 4.5 cm) made of cotton fiber cloth (thickness 0.2 mm) containing 10 to 15 koiga eggs after a predetermined number of days have passed since the insect repellent for clothing of the present invention was placed. ) Were placed one by one near the insect repellent for clothing of the present invention and allowed to stand for one week. Thereafter, the bag containing the koiga egg was opened, the number of survivors and the number of deaths were counted, and the death rate was determined.
The results are shown in Table 1.

（表中の日数は本発明の衣料用防虫材を衣装箱内に置いてから、コイガ卵が入った袋を置くまでの経過日数を意味する。）

(The number of days in the table means the number of days that have elapsed since the insect repellent for clothing of the present invention was placed in the clothing box until the bag containing the koiga egg was placed.)

Test example 2
The clothing insect repellent material of the present invention was placed in two places in a costume box (length 725 mm × width 427 mm × height 158 mm), and this costume box was left in a room at 25 ± 2 ° C.
A bag (size: 4.5 cm × 4.5 cm) made of cotton fiber cloth (thickness 0.2 mm) containing 10 to 15 koiga eggs after a predetermined number of days have passed since the insect repellent for clothing of the present invention was placed. ) Were placed one by one near the insect repellent for clothing of the present invention and allowed to stand for one week. Thereafter, the bag containing the koiga egg was opened, the number of survivors and the number of deaths were counted, and the death rate was determined.
The results are shown in Table 2.

（表中の日数は本発明の衣料用防虫材を衣装箱内に置いてから、コイガ卵が入った袋を置くまでの経過日数を意味する。）

(The number of days in the table means the number of days that have elapsed since the insect repellent for clothing of the present invention was placed in the clothing box until the bag containing the koiga egg was placed.)

Test example 3
The clothing insect repellent material of the present invention was placed in two places in a costume box (length 725 mm × width 427 mm × height 158 mm), and this costume box was left in a room at 25 ± 2 ° C.
A bag (size: 4.5 cm × 4.5 cm) made of cotton fiber cloth (thickness 0.2 mm) containing 10 to 15 koiga eggs after a predetermined number of days have passed since the insect repellent for clothing of the present invention was placed. ) Were placed one by one near the insect repellent for clothing of the present invention and allowed to stand for one week. Thereafter, the bag containing the koiga egg was opened, the number of survivors and the number of deaths were counted, and the death rate was determined.
The results are shown in Table 3.

（表中の日数は本発明の衣料用防虫材を衣装箱内に置いてから、コイガ卵が入った袋を置くまでの経過日数を意味する。）

(The number of days in the table means the number of days that have elapsed since the insect repellent for clothing of the present invention was placed in the clothing box until the bag containing the koiga egg was placed.)

Test example 4
The clothing insect repellent material of the present invention was placed in two places in a costume box (length 725 mm × width 427 mm × height 158 mm), and this costume box was left in a room at 25 ± 2 ° C.
It is made of a cotton fiber cloth (thickness 0.2 mm) containing 10 to 15 koiga eggs and a cotton fiber cloth (1 × 1 cm) after a predetermined number of days have passed since the insect repellent for clothing of the present invention was placed. One bag (size 4.5 cm × 4.5 cm) was placed one by one near the insect repellent for clothing of the present invention and left for one week. Thereafter, the bag containing the koiga egg was opened, the number of survivors and the number of deaths were counted, and the death rate was determined. The results are shown in Table 3.

（表中の日数は本発明の衣料用防虫材を衣装箱内に置いてから、コイガ卵が入った袋を置くまでの経過日数を意味する。）

(The number of days in the table means the number of days that have elapsed since the insect repellent for clothing of the present invention was placed in the clothing box until the bag containing the koiga egg was placed.)

  The insect repellent material for clothing of the present invention is useful for controlling clothing pests and protecting clothing from food insect pests.

BRIEF DESCRIPTION OF THE DRAWINGS The perspective view of the one aspect | mode of the insect repellent material for clothing of this invention with which the whole 2,4,6- triisopropyl-1,3,5-trioxane which hold | maintains the compound shown by Formula (1) was covered with the polyethylene film. Sectional drawing of the one aspect | mode of the insect repellent material for clothing of this invention by which the 2,4,6- triisopropyl-1,3,5-trioxane whole which hold | maintains the compound shown by Formula (1) was covered with the polyethylene film. A container having an opening in which 2,4,6-triisopropyl-1,3,5-trioxane holding a compound represented by the formula (1) is made of a compound-impermeable material represented by the formula (1) Sectional drawing of the one aspect | mode of the insect repellent material for clothing of this invention which was put in and the opening part of this container was covered with polyethylene.

Explanation of symbols

DESCRIPTION OF SYMBOLS 1 ... 2,4,6-Triisopropyl-1,3,5-trioxane 2 ... Polyethylene film 3 ... Compound non-shown by Formula (1) which hold | maintains the compound shown by Formula (1) Container made of permeable material

Claims (4)

Formula (1)

(Wherein R ¹ represents a hydrogen atom, a methyl group, a methoxy group or a methoxymethyl group,
R ² and R ³ independently represent a chlorine atom, a hydrogen atom or a methyl group. )
And 2,4,6-triisopropyl-1,3,5-trioxane is an ethylene vinyl acetate copolymer, an ethylene methyl methacrylate copolymer, or a density of 0.91 to 0.94 g / cm. Insect repellent for clothing covered with ³ polyethylene film.   The compound represented by the formula (1) is 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5, 6-tetrafluoro-4-methylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (2-methyl- 1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxybenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, or 2 , 3,5,6-tetrafluoro-4-methoxybenzyl 3- (2-methyl-1-propenyl) -2,2-dimethylcyclo The insect repellent for clothing according to claim 1, which is propanecarboxylate.   The weight ratio of the compound represented by the formula (1) to 2,4,6-triisopropyl-1,3,5-trioxane is in the range of 1:50 to 1: 799. The insect repellent for clothing described. The insect repellent for clothing according to any one of claims 1 to 3, wherein the film is a film having a thickness of 10 to 100 µm.

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