JPH01100101A - Acaricide containing quaternary ammonium salt as active ingredient - Google Patents

Abstract

PURPOSE:To obtain an acaricide having effects on all kinds of acarids such as American house dust mite, having low toxicity, excellent safety to human body, comprising a quaternary ammonium salt, a surface active agent, as an active ingredient. CONSTITUTION:An acaricide containing a quaternary ammonium salt (e.g. compound wherein R1 is C18H37 and R2 is C18H37) shown by formula I (R1 is group from C18H37; R2 is group from C8H17 to C18H37 or group shown by formula II) as an active ingredient. The acaricide is supported on a substrate and can be used as acaricide-containing films, sheets, cushions, building materials or constructional materials by using characteristics thereof. The acaricide can be directly used as it is, supported on a liquid carrier or solid carrier, optionally mixed with a film-forming agent, emulsifying agent, dispersant, spreading agent and stabilizer and used in the form of oil agent, emulsion, aerosols, dust or granule.

Description

DETAILED DESCRIPTION OF THE INVENTION C. Industrial Application Field The present invention relates to an acaricide and a mite control material containing a quaternary ammonium salt.

C. Prior Art] Chamber mites are found everywhere indoors, and their habitat extends not only to tatami mats and carpets, but also to sofa-1 stuffed animals and bedding. Conventionally, known acaricides against indoor dust mites include phosphorus compounds such as fenitrothion, fenthion, DDVP, and diazinon, carbamate compounds such as propoxar and NAC, and pyrethroid compounds such as resmethrin. .

<Problems to be solved by the invention> These known acaricides are used by retaining them on insect repellent paper for tatami mats and carpets, or by spraying or spraying them as they are, but phosphorus-based and carbamate-based acaricides Since it is highly toxic and has low efficacy against the mites, its application range and amount are limited. In addition, pyrethroid agents are expensive and slow-acting, so they have various drawbacks such as being limited in the method and amount of application. The inventors of the present invention have conducted extensive research to solve the problems of the prior art, and as a result, they have found that a cationic surfactant known as 4. When containing class ammonium salt as an active ingredient, all of the drawbacks of the conventional acaricides described above are eliminated, and it is low in toxicity and safe for the human body, and is effective against all types of mites, such as Dermatophagoides mites. They discovered a certain acaricide and completed the present invention.

[Means for solving problems]

That is, the present invention is based on (1) the general formula (wherein R1 is CIHI? to C1, H□, ■<, is C,
Acaricide 1 characterized by containing a H□ to C5° quaternary ammonium salt as an active ingredient;

The mites to be exterminated in the present invention can be any type of mites, but in particular, there are mites such as mites such as mites, mites, and mites; Examples include dust mites, dust mites, mites such as the stag mite and the stag mite, and animal parasitic mites such as the house dust mite and the common dust mite.

The acaricide of the present invention can be used as it is, but it is usually kept in a liquid carrier or a solid carrier, and as necessary, it can contain coating film forming agents, emulsifiers, dispersants, spreading agents, wetting agents, stabilizers, etc.
Add propellants, volatilization control agents, etc. to produce oils, emulsions, wettable powders, aqueous solutions, sprays, aerosols, smokers, liniments,
It can be used in the form of powder, granules, etc.

The liquid carrier may be water, eg methyl alcohol,
Alcohols such as ethyl alcohol and isopropyl alcohol, ketones such as acetone, methyl ethyl ketone, and cyclohexanone, tetrahydrofuran, dioxane,
Ethers such as dimethyl ether, aliphatic hydrocarbons such as hexane, kerosene, normal paraffin, and solvent naphtha, aromatic hydrocarbons such as benzene and toluene,
Halogenated hydrocarbons such as dichloroethane and dichloroethane, esters such as ethyl acetate and butyl acetate, fluorocarbon solvents (Freon 113, Freon 114B2, Freon 21)
．． Can you list chlorofluorocarbons (10, etc.)? Examples of solid carriers include mineral powders such as silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, talc, clay, calcium carbonate, and ceramic powder, vegetable powders such as wood flour, soybean flour, wheat flour, and starch, and cyclodextrin. Examples include clathrate compounds such as.

In addition, the coating film 1 forming agent includes cellulose derivatives, vinyl resins, alkyd resins, urea resins, epoxy resins, polyester resins, urethane resins, silicone resins, lye resins, chlorinated rubber, Polyvinyl alcohol, etc., and as emulsifiers, dispersants, m-adhesives, soaps, polyoxyethylene fatty alcohol ethers, polyoxyethylene alkyl allyl ethers, polyoxyethylene fatty acid esters, fatty acid glycerides, sorbitan fatty acid esters, higher alcohols, etc. Examples of surfactants such as sulfuric esters and alkylaryl sulfonates, and propellants include liquefied petroleum gas, dimethyl ether, and fluorocarbons. Also, as a volatilization regulator,
Tricyclodecane, cyclododecane, 2,4.6-dolyisobrobyru+, 3. The mite control composition can also be made into a sublimable solid agent by using a sublimable carrier such as s-trioxane, trimethylene norbornene, baladichlorobenzene, naphthalene, and a sublimable insect repellent such as camphor. In combination with volatile insect repellents such as
It can also be used as a volatile mite control agent.

Furthermore, the acaricide of the present invention may contain various insect repellents, synergists, pest repellents, rat repellents, antioxidants, decomposition inhibitors, fungicides, fungicides, fragrances, colorants, etc. can. Insect repellents that can be blended include It, 3-7soni-2-methylcyclopent-2-en-4-one-1-yl di
-cis/trans-chrysanthemate, 3-allyl-2
-Methylcyclopent-2-en-4-one-1-yl d-cis/trans-chrysanthemate, d-3-allyl-2-methylcyclopent-2-en-4-one-
1-yl d-trans-chrysanthemate, 3-allyl-2-methylcyclopent-2-en-4-one-1
-yl d-transucrysanthemate, N-(3.
4,5,6-titrahydrophthalimido)-methyl dl
-cis/trans-chrysanthemate, 5-benzyl-
3-Furylmethyl d-cis/trans-chrysanthemate, 5-(2-propargyl)-3-furylmethylchrysanthemate, 3-phenoxybenzyl 2,2-dimethyl-3-(2',2'-dichloro ) Vinyl cyclopropane carboxylate, 3-phenoxybenzyl d-
cis/trans-chrysanthemate, a-cyanophenoxybencl, isobutyl-4-ly-alophenyl acetate, d-3-allyl-2-methylcyclopent-2
-en-4-one-1-yl d-1lansu chrysanthemate, (S)-α-cyano-3-phenoxybenzyl (IR.cis)-3-(2.2-9 chlorovinyl)-
212-dimethylcyclopropanecarboxylate, (
R-8)-α-cyano-3-phenoxybenzyl (I
R-13)-cis/trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate, α-cyano-3-phenoxybenzyl d-
cis/trans-chrysanthemate, l-ethynyl-2
-Methyl-2-pentenyl cis/trans-chrysanthemate, l-ethynyl-2-methyl-2-pentenyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane-! -carboxylate, l-ethynyl-2-methyl-2-hentenyl 2,2,3,3-
Tetramethylcyclopropanecarboxylate,! -ethynyl-2-methyl-2-pentenyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane-
1-carboxylene), 0-0-dimethyl 0-(2.2
-dichloro)vinyl phosphate, 0-isopropoxyphenylmethyl carbamate, 0.0-dimethyl 0-
(3-Methyl-4-nitrophenyl)thionophosphate, 0-0-diethyl 0-2-isopropyl-4-
Methyl-pyrimidyl-(6)-thiophosphate,
0-0-dimethyl 5-(1,2-dicarpoethoxyethyl)-dithiophosphate, benzyl benzoate, etc., and as a synergist, 6-(propylbiperonyl)
-butyl carbiter ether, N-(2-ethylhexyl)-1-isopropyl-4-methylbicyclo(2,2
, 2) oct-5-ene-2,3-dicarboximide, isobornylthiocyanoacetate, octachlorodipropyl ether, etc., and as a bactericide and antiwrinkle agent, N-(pho)sulfamide, 2. 4.4'-1-dichloro-2'-hydroxydiphenyl ether, 0-phenylphenol, P-chloro-m-xylenol, 4-
Examples include chlorophenyl-3'-iodopropargyl and formal.

The amount of active ingredient in the acaricide of the present invention may be appropriately determined depending on the dosage form, application method, application location, etc. When used in the form of granules, etc., the active ingredient is 0.1 to 35% by weight, and when used in the form of a spray, smoke, oil, or aerosol, the active ingredient is 0.1 to 10% by weight. It is preferable to use %, and the amount to be applied is the area to be treated! d per 1) i This active ingredient is about 10 cape or more, and the active ingredient is about 1 per 1 m of application space.
It is desirable that the temperature be 11F or higher.

The present invention also provides a tick-controlling material in which the above-mentioned acaricide is retained in a base material. The mite-controlling material is a film that has mite-controlling properties by utilizing the characteristics of the base material.
It can be used as a filling material for sheets, cushions, bedding, construction materials, etc.

Examples of the base material include polyethylene, polypropylene, nylon, polyvinyl chloride, polyvinylidene chloride,
Synthetic resin sheets such as polyester, animal/vegetable or inorganic fiber sheets (paper, cloth, non-woven fabric, leather, etc.), mixed sheets or blended fabrics of these synthetic resins and inorganic fibers or powder,
Examples include blended fabrics or nonwoven fabrics of the synthetic resins and animal and plant fibers, foils or films of metals such as aluminum, stainless steel, and zinc, and laminated sheets of the various sheets listed above. In addition, as fillers for Kusshi carbon and 1FJt, natural cotton (cotton, cotton, etc.), 1 synthetic vertical pongee cotton (polyester cotton, nylon cotton, acrylic cotton W), feathers and other animal hair, buckwheat husks, rice husks, cereal straw. , foamed plastics (foamed polyethylene, foamed urethane, etc.). Further, as the above-mentioned base material, natural wood materials such as awl, pencil fern, and oak, which are used as building and construction materials, and molded products of plastic materials such as vinyl chloride resin, chlorinated polyethylene, polyethylene, and polypropylene can also be effectively used. The means for holding the mite control agent of the present invention on these substrates is not particularly limited, and may be carried out by, for example, coating, impregnating, dropping, spraying, kneading, etc. The amount retained is also not particularly limited and can be determined as appropriate; however, in the case of impregnating the above-mentioned base material, it is preferable to set the amount up to the saturated impregnated amount.

A preferred embodiment of the mite-controlling material of the present invention is a mite-controlling carpet. The mite-killing carpet is prepared by, for example, preparing a normal carpet consisting of a pile, a first base fabric, a backing agent, and a second base fabric, and then applying the mite-killing carpet of the present invention in the form of a liquid containing a coating film forming agent as needed. Either by spraying the acaricide, or by treating at least one of the pile, the first base fabric, and the second base fabric with the acaricide of the present invention prior to creating the above-mentioned carpet, and using these to create a carpet. It can be obtained by

It is desirable that the mite-repellent carpet prepared as described above retains about 0.1 to 1 OI of the active ingredient per carpet area iv. Further, as other embodiments, a tick-proof futon and a pillow can be exemplified. The tick-repellent futon and pillow are:
It can be obtained by spraying the acaricide of the present invention onto fillers such as natural cotton, synthetic cotton, feathers and other animal hair, buckwheat, rice husk, cereal straw, and foamed plastic. The mite-proofing futon prepared as above has a filler weight of 1 kg.
The active ingredient may be retained at about 0.1 to 10F.

[For production]

The miticide and mite control material of the present invention exhibit extremely excellent effects because they contain a quaternary ammonium salt represented by the above general formula as an active ingredient.

〔Example〕

Hereinafter, the present invention will be explained in more detail with reference to Examples.

Example 1 Efficacy against Coccinoid mites A nonwoven fabric (made of polypropylene, thickness 230μ) was cut into a size of 5×5α and impregnated with a solution of the test compound at a desired concentration. After removing the solvent, this impregnated paper was placed in a polyethylene bag (6 x 6 (W)) along with about 300 test mites, and the four sides were tightly sealed.After 48 hours, the survival and death were determined under a stereomicroscope.The results were determined using the following Abbott formula. The corrected mortality rate (%) was calculated and shown in Table 1.

-y Corrected mortality rate (%) = -X I Q QX; Percentage of surviving insects in untreated area y; Percentage of surviving insects in treated area The acaricide of the present invention showed higher efficacy than resmethrin.

Example 2 Efficacy against woolly mites The same procedure as in Example 1 was followed, and 24 hours later, viability was determined. The results are shown in Table 2, using the mortality rate (%) with Abbott correction as in Example 1.

The acaricide of the present invention showed higher efficacy than resmethrin.

Examples & Specifications mA to H in Table 3 below for the purpose of making carpet insect repellent
The mite control material of the present invention in the form of a carpet was prepared.

The following tests were conducted on the mite-control carpet sample teeth A to H obtained above.

Test method> Place a mite medium containing about 10,000 mites infecting Konahi in the center of the carpet samples iA to H and the chemical-free carpet (each 20 x 2 (ilm)), and place this in the container (41 x 31 x 22 a++) part a. After putting it in, 25℃
After storage for 2 days under conditions of , 64% RH, dust mites on the surface or back of the carpet were sucked off using a vacuum cleaner with two sheets of 200 mesh nylon gas sandwiched between the connection part of the suction cylinder. Next, remove it from the nylon vacuum cleaner and use Darinda liquid 1.
Brush off the mites into a 300 m beaker containing 00 ml, stir, transfer to a centrifuge tube, centrifuge at 1000 rpm, and transfer the supernatant to a Buchner funnel with a spout.
Pass through the suction port. Count the living mites on this paper,
The results were determined as a mortality rate (%) using the following formula.

X -7 Corrected mortality rate (%) = -X l 00 4.

As shown in Table 4 above, each sample showed sufficient mite control properties.

Example table &A to E of the following test compound samples 1Oftc each,
Add a small amount of fragrance and 20w1% of ethyl alcohol, then add distilled water to make a total of 150 are, and mix this with liquefied petroleum gas and dimethyl ether (1:l volume ratio)
150st and aerosol pressure can (content 400g/
) was filled, attached to the spray device, and sealed to obtain the mite control material of the present invention in the form of an aerosol.

Examples using each aerosol obtained in this way! The mite control effect was tested in the same manner as above.

Test method> Apply each aerosol to the upper fRM (30X303) for 3 seconds.
The spray was sprayed as uniformly as possible, and after being stored at room temperature for 1 day, it was cut out into sheets of 5 x 551 dimensions, and the mite control effect was tested according to the test method of Example 1 below.

The above test was repeated three times and the results are shown in Table 5 as the average value.

Table 5 As shown in Table 5 above, each sample showed sufficient mite control properties.

Example 5 NhA to E of the test compound-containing samples shown in Table 6 below were sprayed on bedding cotton so that the test compound was 117 to 9 cotton, and then dried to obtain the mite control material of the present invention.

The following tests were conducted on the mite-proofed futon cotton samples iA to E obtained above.

Test method> Transfer each ip of futon cotton samples 4A to E into sample tubes (
30g? ), put about 500 Konahi-infecting spider mites in it, cover it, and set it at 25'c. After 48 hours, the cotton was taken out from the sample tube, live mites were collected by the heat expulsion method, and the insect control rate (%) was determined using the following equation.

Insect control rate (%) = -X I OO It showed dust mite control properties.

Example α Each of the test compositions of the present invention used in Example 4 was sufficiently stirred and mixed with the same weight of silicon oxide, and then pulverized to obtain the mite control material of the present invention in powder form.

The dust mite control effect of the thus obtained powder was tested using the following test method.

Test method: Straw cut into about 2 bincho pieces was heated to kill insects, and then 5 f was heated to 100 g.
Pour the dew into an Erlenmeyer flask, then add each powder o and osy, mix and mix at 25°C and 85-90% R)l.
Save the day. Approximately 400 woolly mites were placed in this Erlenmeyer flask, and after storage for 2 days under the same conditions, the living mites were expelled by the heat expulsion method, the number was counted, and the mortality rate was calculated according to the test method in Example 3. did.

As a result, all powders achieved a mortality rate of almost 100%, demonstrating sufficient mite control properties.

Example 7 A vacuum cleaner paper pack was impregnated with an acetone solution of the test compound shown in Table 7Iζ below and dried to obtain a mite control material of the present invention.

The following tests were conducted on the mite control paper pack samples A to H obtained above.

<Test Method> As shown in Table 8 above, each sample showed sufficient mite control properties.

[Field of effect of invention]

The acaricide of the present invention has low toxicity and is safe for the human body, so it can be used on rugs such as tatami mats and carpets, furniture such as sofas and chests of drawers, bedding such as futons and beds, and toys such as stuffed animals. It can be used safely even in places where people come in frequent contact with it, and although it can target any type of mite, it is particularly effective against mites such as Dermatophagoides nigricans and Dermatophagoides nigricans. It has the following effects.

(hereinafter “2”) Patent applicant Earth Pharmaceutical Co., Ltd.

Claims (2)

[Claims] (1) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R_1 is C_■H_1_7 to C_1_8H_3
_7, R_2 is C_■H_1_7 to C_1_6H_■
A miticide characterized by containing a quaternary ammonium salt represented by ＿7 or ▲ (represents a mathematical formula, chemical formula, table, etc.) as an active ingredient. (2) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R_1 is C_■H_1_7 to C_1_8H_3
_7, R_2 is C_■H_1_7 to C_1_8H_3
A mite control material characterized by having a base material hold an acaricide containing a quaternary ammonium salt as an active ingredient represented by _7 or ▲ (representing ▼, which has a mathematical formula, chemical formula, table, etc.).