JPH06128111A - Composition for exterminating indoor acarid - Google Patents

Abstract

PURPOSE:To obtain a composition for exterminating indoor acarid, showing excellent acaricidal activity against indoor acarid, especially both acarid and American house dust mite, comprising a specific carbamic acid ester as an active ingredient. CONSTITUTION:A composition for exterminating indoor acarid comprises one or more compounds of formula I (R1 and R2 are H or methyl; R3 is substituted phenyl), especially a compound selected from the group of a compound of (R4 is H or lower alkyl; R5 is H, nitro or lower alkyl with the proviso that a case wherein R4 is methyl and R5 is H is omitted) and 3-methyl-4-chlorophenyl-N- methylcarbamate as an active ingredient. The composition for exterminating indoor acarid is impregnated into a polymer such as polypropylene to give a sheet, TATAMI (straw matting), sofa, bedding, stuffed toy, etc., which are allowed to stand to exterminate acarid. Fibers of indoor acarid exterminating material are used as a filler, packed into bedding and sofa and used.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an indoor mite control composition.

[0002]

[Prior Art] Indoor mites (hereinafter referred to as "indoor mites")
Is said to be an important cause of allergies in recent years. Therefore, many compounds have been investigated as active ingredients for controlling indoor mites. For example, a control agent for indoor mites containing a silane compound as an active ingredient (JP-A-4-14)
No. 9184), ethyl cinnamate, methyl cinnamate, cinnamic acid alcohol, cinnamyl acetate, α-n-hexylcinnamyl aldehyde as an active ingredient, and control of indoor dust mites Agent (JP-A-4-149103), a pyrethroid compound and machine oil as an active ingredient containing an acaricide (JP-A-4-149103)
No. 139102), an acaricide containing prarethrin and cyphenothrin as active ingredients (JP-A-4-134005).
No.), bubrofedin or / and isoprothiolane as an active ingredient.
502), dialkyl phthalate, dialkyl adipate and / or dialkyl fumarate as an active ingredient, acaricide (JP-A-4-89405), 3,4-methylenedioxybenzyl-2'-methoxyethyl ether is effective. Acaricide as a component (JP-A-4-117306)
No.), but nothing about carbamic acid ester is mentioned.

On the other hand, many studies have been conducted on substituted phenyl N, N-dimethylcarbamate compounds and substituted phenyl N-methylcarbamate compounds. For example, a substituted phenyl N-methylcarbamate compound is shown to be used as a pesticide for resistant leafhopper leafhoppers in JP-A-51-44634. further,
N, N-dimethylcarbamate compounds are disclosed in JP-A-51-
No. 44634 discloses the use of organophosphorus insecticides as synergists for the insecticidal effect. In addition, Kunno et al. Have studied the synergistic action of organophosphorus insecticides on allyl N, N-dimethylcarbamate compounds, which are resistant to organophosphorus insecticides (Nikameiga) (Journal of Agricultural Science, Japan 14 , 373-381 (19).
89)), and Misukus et al., An efficacy test (J. Agr. Food Chem. 16 , J. Agr. Food Chem. 16 , of an allyl N-methylcarbamate compound on a spruce budworm by a micro-dropping method.
No. 605-607 (1968)), but no effect on indoor mites is shown.

Among the pesticides, allyl N-methylcarbamate compounds or allyl N, N-dimethylcarbamate compounds are mefenacet, diphenamide, propyzamide, diron, and linuron as herbicides, and Nak, Tumaside ^R , McVar, and Ethiophenecarb as insecticides. , Already in use. As a carbamate compound showing acaricidal activity, 2,3-dihydro-2,2-dimethyl-7-benzo [b] furanyl N-dibutylaminothio-N-methylcarbamate is disclosed in JP-A-63-130507. However, none of them showed any activity against indoor mites.

[0005]

The indoor mite control composition is to control many types of indoor mites such as acarid mites typified by the diamondback moth mite, Dermatophagoides farinae and Dermatophagoides farinae represented by mosquito mites, that is, various types of mites. It must have strong acaricidal activity against indoor mites. However, many of the indoor mite control compositions that have been known for a long time have a high acaricidal activity only against either the mites or the house dust mites, and those with a strong acaricidal activity against multiple types of indoor mites are extremely Few.

The present inventors have completed the present invention by conducting research for the purpose of obtaining a compound having an excellent acaricidal activity against indoor mites, especially against mites and dwarf mites.

[0007]

The present inventors have completed the present invention as a result of studying the acaricidal activity of carbamic acid ester compounds. That is, the general formula (1) shown below
The present invention relates to an indoor acaricidal composition comprising at least one compound represented by the formula (1) as an active ingredient. General formula (1)

[0008]

[Chemical 3]

(However, R ₁ and R ₂ are hydrogen or a methyl group, and R ₃ is a substituted phenyl group.) In the present invention, the compounds represented by the above general formula (1) are particularly represented by the following general formulas. Examples include the compound represented by (2) and 3-methyl-4-chlorophenyl N-methylcarbamate. General formula (2)

[0010]

[Chemical 4]

(However, R ₄ is hydrogen or a lower alkyl group, and R ₅ is hydrogen, a nitro group or a lower alkyl group.
(However, R ₄ is a methyl group and R ₅ does not include hydrogen.) In the present specification, the term acaricide means acaricide, acaricide, or growth control or repellency of mites. The indoor mite control composition of the present invention contains, as an active ingredient, a combination of one or more compounds represented by the general formula (1) (hereinafter referred to as "SK compound"). In the present specification, the use of one of the SK compounds as it is is also an indoor mite control composition. However, usually, after the SK compound is held on a solid carrier or a liquid carrier, a film forming agent, an emulsifier (surfactant), a fixing agent, a dispersant, and
By appropriately adding wetting agents, stabilizers, propellants, volatilization regulators, etc., oils, emulsions, wettable powders, sprays, aerosols, smoke agents, coating agents, cleaning agents, shampoos, powders, granules , Capsules, heat-transpiration agents and the like.

Examples of the solid carrier used in the preparation include mineral powders such as silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, talc and calcium carbonate; vegetable powders such as wheat flour and starch; polyvinyl chloride. Examples of the liquid carrier include powders of synthetic polymers such as powders, and examples of the liquid carrier include water; hexane, kerosene, kerosene, n.
-Aliphatic hydrocarbons such as pentane, iso-pentane and cyclopentane; Aromatic hydrocarbons such as benzene, toluene and xylene; Halogenated hydrocarbons such as dichloroethane and carbon tetrachloride; Ethanol, isopropyl alcohol, ethylene glycol Alcohols such as; acetone,
Ketones such as methyl ethyl ketone and cyclohexanone;
Tetrahydrofuran, dimethoxyethane, ethers such as diethyl ethers; esters such as ethyl acetate; nitriles such as acetonitrile; acid amides such as dimethylformamide; vegetable oils such as soybean oil and cottonseed oil.

Examples of the coating film forming agent include cellulose derivatives, vinyl resins, alkyd resins, urea resins, epoxy resins, polyester resins, urethane resins, silicone resins, acrylic resins, and chlorides. Rubber, polyvinyl alcohol, and the like, emulsifiers, fixing agents, dispersants, for example, soaps, polyoxyethylene alkyl allyl ether, polyoxyethylene fatty acid ester, fatty acid glyceride, sorbitan fatty acid ester, sulfuric acid ester of higher alcohol, Examples of the surfactant include alkyl allyl sulfonates, and examples of the propellant include liquefied petroleum gas, freon gas, dimethyl ether, nitrogen gas, liquefied carbon dioxide gas, propane, n-butane, iso-butane, n-pentane, iso-pentane, cyclopentane, etc. Examples of the vaporization modifier, for example, tricyclodecane, cyclododecane, 2,
4,6-triisopropyl-1,3,5-trioxane, trimethylene nonbornene and the like can be mentioned. Also,
The SK compound may be used as a sublimable solid agent by using it together with a sublimable insecticide such as paradichlorobenzene, naphthalene or camphor.

In addition to the SK compound, the indoor acaricidal composition of the present invention has other active ingredients such as insecticides, other acaricides, synergists, pests and rodent repellents. Agents, bactericides, fungicides, deodorants, fragrances, colorants and the like can also be added. Examples of synergists or other acaricides that can be added to the indoor acaricide composition of the present invention include piperonyl butoxide, octachlorobipropyl ether, N- (2-ethylhexyl) -1-isopropyl-.
4-Methylbicyclo [2,2,2] oct-5-ene-
2,3-dicarboximide, isobornyl thiocyanoacetate, N- (2-ethynyl) -bicyclo [2,2
2,1] -hepta-5-ene-2,3-dicarboximide and the like can be used.

The insecticides and other acaricides which can be added to the indoor acaricidal composition of the present invention include d-phenothrin (3-phenoxybenzyl d-cis / trans-chrysanthate) and permethrin (3- Phenoxybenzyl dl-cis / trans-2,2-dimethyl-3- (2 ', 2'-dichlorovinyl) -cyclopropanecarboxylate), d-T80-resmethrin ((5-benzyl-3-furyl) methyl d -Cis / trans-chrysanthate), allethrin (d1-3-)
Allyl-2-methyl-4-oxo-2-cyclopentenyl dl-cis / trans-chrysanthemate), d-
T80-phthalthrin (N- (3,4,5,6-tetrahydro-phthalimido) methyl d-cis / trans-
Chrysanthemate), empentrin (1-ethynyl-
2-methyl-2-pentenyl dl-cis / trans-
Chrysanthemate), 1-ethynyl-2-methyl-2-
Pentenyl-2,2,3,3-tetramethyl-cyclopropanecarboxylate, 1-ethynyl-2-methyl-
2-Pentenyl-2,2-dimethyl-3- (2 ', 2'
-Dichlorovinyl) -cyclopropanecarboxylate, d, d-T80-praletrin (d-2-methyl-)
4-oxo-3-propargylcyclopent-2-enyl d-cis / trans-chrysanthemate: trade name Etoc; Sumitomo Chemical Co., Ltd., tefluthrin (2,3,5,6-tetrafluoro-4-) Methylbenzyl-3- (2'-chloro-3 ', 3', 3'-trifluoro-1-propenyl) -2,2-dimethylcyclopropanecarboxylate), benfluthrin (2,3,3)
5,6-Tetrafluorobenzyl-3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate), DDVP (dimethyl-2,2-dichlorovinylphosphate), fenitrothion (o, o-dimethyl) -O- (3-methyl-4-nitrophenyl) thiophosphate), fenthion (o, o-dimethyl-o)
-[3-Methyl-4- (methylthio) phenyl] thiophosphate) and isomers of these compounds are used.

As other acaricides that have been used for a long time and can be added to the indoor acaricide composition of the present invention, in addition to the compounds described in the prior art, paraoxybenzoic acid ester, iodinated formal, phenols, phthal Acid ester, 3-bromo-2,3-iodo-2-propenyl-ethyl carbonate, monoterpene ketones, monoterpene aldehydes, monoterpene epoxides, phenyl salicylate, benzyl benzoate, benzyl alcohol, trihaloimid Dallol derivatives (JP-A-1-203305), hinoki, cedar and hiba essential oils, l-menthol, extracts from pericarp and seeds of yellowfin citrus fruits, aromatic sulfonamide derivatives (JP-A-63)
-230609), tricyclohexyl tin hydroxide,
Isopropyl 4,4'-dibromobenzylate or the like is used. And as a pest and rodent repellent 2,
3,4,5-Bis (δ-butylene) -tetrahydrofurfural, N, N-diethyl-m-toluamide, di-n
-Propylisocincoromate, di-n-butylacetic acid,
2-hydroxyethyloctylsulfate, 2-t-butyl-4-hydroxyanisole, 3-t-butyl-4-hydroxyanisole, cycloheximide, β-nitrostyrenecyanoacrylonitrile, tributyltin hydrochloride,
A trinitrobenzene-aniline complex and naphthalene can be used.

The indoor mite control composition of the present invention includes a fungicide,
As the fungicide, 2,4,4'-trichloro-2'-hydroxydiphenyl ether, 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, alkylbenzylmethylammonium chloride, benzylmethyl- { 2- [2- (p-1,1,3,3-tetramethylbutylphenoxy) ethoxy] ethyl} ammonium chloride, N, N-dimethyl-N'-phenyl-N '
-(Fluorodichloromethylthio) sulfonamide,
2- (4'-thiazolyl) benzimidazole, 6-acetoxy-2,4-dimethyl-m-dioxin, isopropylmethylphenol, o-phenylphenol, p
-Chloro-m-xylenol or the like can be used, deodorant such as lauric acid methacrylate can be added, and as fragrance, essential oil component of rush, citronella, lemon, lemongrass, orange, eucalyptus, lavender, etc. can be added. .

The amount of the SK compound alone or the mixture of the SK compound and other active ingredients in the indoor mite control composition of the present invention can be determined depending on the dosage form, method of use and place of use. For example, it is preferable to add 0.1 to 50% by weight in the case of wettable powders and emulsions, and 0.01 to 30% by weight in the case of oils and aerosols, based on the total amount of active ingredients in the entire composition. Further, it is preferable that the storage container for the indoor mite control composition also has a form suitable for the dosage form, the method of use and the place of use. For example, in the case of an aerosol agent,
It is preferable to use a needle-shaped or small-diameter tube-shaped nozzle for easy application, or to use a fine powder to suppress the scattering of powder. And, this indoor mite exterminating composition is used for spraying, spraying, applying, evaporating or installing on the floor surface, tatami, carpet, duvet, sofa, pillow, closet, etc., or used as a cleaning agent for humans and pets. .

In addition to the above-mentioned dosage forms, the indoor acaricidal composition of the present invention holds active ingredients on a suitable base material to give fibers, films, sheets, constructions, construction materials and the like having an acaricidal component. It can also be used as an indoor tick control material. Examples of the base material used here include synthetic resin sheets such as polyethylene, polypropylene, polyamide, polyvinyl chloride, polyester, and urethane: animal and vegetable fibers, inorganic fibers (paper, cloth, non-woven fabric, leather, etc.) and the above synthetic resins. Synthetic fiber: a mixed sheet of the above synthetic resin and animal / vegetable fiber or inorganic fiber: a metal foil or film of aluminum, stainless steel, zinc or the like: a laminate of the above various sheets: and various natural wood used as a construction material And plastic moldings. An indoor mite control material can be obtained by applying an appropriate amount of the indoor mite control composition of the present invention to these base materials and holding the composition by impregnation, dropping, kneading or the like.

As a preferred embodiment of the indoor mite control material obtained as described above, for example, a sheet material obtained by impregnating the indoor mite control composition of the present invention with a polymer such as polypropylene is used as a tatami mat, a carpet, a sofa, A method of installing it under bedding, a stuffed animal, etc. can be mentioned. In this case, by maintaining about 0.5 to 20 g of the active ingredient per 1 m ^{2 of the} installation area, the active ingredient can be released slowly, and the effect of controlling ticks can be prolonged. Further, the fibers of the indoor mite exterminating material can be put into beddings or sofas as a filling material for use.

The indoor mites to which the indoor mite control composition of the present invention is applicable include all mites that live and breed indoors, and mites that enter the room. The indoor mites include, for example, Dermatophagoides farinae, Dermatophagoides farinae and other mites, Plutella mites such as Plutella xylostella, Mite, etc. And animal parasitic mites such as ticks.

[0022]

The compound represented by the general formula (1) used in the present invention was found to have an excellent acaricidal action.

[0023]

EXAMPLES The present invention will be specifically described below with reference to test examples and examples, but the present invention is not limited to these examples. Test Example Indoor dust mites, Dermatop
hagoides farinae, hereinafter "D.f."
), And the diamondback moth, Tyrophagus
Putrescentiae (hereinafter referred to as "Tp") was used to examine the efficacy of the active ingredient of the indoor acaricidal composition of the present invention. a. Drugs tested in test examples Compound of the present invention Compound No. SK-9 (3-methyl-4-methylthiophenyl
N, N-Dimethylcarbamate) SK-75 (3-Nitro-4-methylthiophenyl N
-Methylcarbamate) SK-78 (4-methylthiophenyl N-methylcarbamate) SK-79 (3-methyl-4-methylthiophenyl N)
-Methylcarbamate) SK-80 (3-Methyl-4-chlorophenyl N-methylcarbamate) Comparative drug Compound No. A Tsumaside b. Test method Dilute the raw material of the above reagent to be diluted with acetone, and
(5 cm) was uniformly dropped so that the concentration of each drug would be the concentration shown in Table 1, and the mixture was allowed to stand at room temperature for several minutes. This black paper was folded in half to make a size of 5 × 5 cm, and two sides other than the fold were clipped. Approximately 50 live mites were put in the folded pieces, the other one was clipped and completely sealed, and 48 hours later, the clips were removed and the life or death of mites was determined under a stereoscopic microscope (Olympus). In addition, the same test was performed using a black paper treated with acetone containing no drug as a control. c. Test results The mortality rate was calculated by the following formula, and the results are shown in Table 1 as an average value of duplicates.

Lethality (%) = [(number of deadly mites) / (total number of mites)] × 100

[0025]

[Table 1]

Example 1 Oil agent SK-75 2 wt% and isopropyl alcohol 98 wt% as a solvent were mixed to prepare a uniform oil agent. Example 2 Emulsion SK-79 20 wt%, sorbitan monostearate 10 wt% as emulsifier and xylene 70 as solvent.
The wt% was mixed to prepare a uniform emulsion. Example 3 Powder SK-75 1 wt%, silicic acid anhydride 1 wt% as a base material
And 98 wt% of talc were mixed to prepare a uniform powder. Example 4 Powder SK-75 2 wt% and soft polyvinyl chloride powder 98 wt% as a base material were stirred overnight at room temperature to adsorb the compound to polyvinyl chloride powder to prepare a powder. Example 5 Aerosol agent SK-75 0.3 g and phenyl salicylate 12 g
Was mixed with 200 ml of kerosene and stirred to prepare a stock solution, which was filled in an aerosol container, a valve portion was attached, and then 60 ml of dimethyl ether and 50 ml of liquefied carbon dioxide gas were pressure-filled through the valve portion to prepare an aerosol agent. Example 6 Aerosol agent 3 g of SK-75 was dissolved in 180 ml of kerosene to prepare a stock solution, which was filled in an aerosol container and a valve part was attached, and then liquefied petroleum gas / dimethyl ether (volume ratio = 1: 1 was passed through the valve part. 1) 120 ml of the mixed solution was charged under pressure to prepare an aerosol agent. Example 7 600 mg of a heat vaporizing agent SK-75 was dissolved in an appropriate amount of acetone, and 1
After uniformly adsorbing it onto a filter paper of 0 × 15 cm, acetone was air-dried to prepare a heating transpiration agent.

[0027]

INDUSTRIAL APPLICABILITY The present invention has a strong effect of controlling indoor mites such as mites and deer mites and can be used in homes where a plurality of mites live together.

Claims (2)

[Claims] 1. An indoor acaricidal composition comprising one or more compounds represented by the following general formula (1) as an active ingredient. General formula (1) (However, R ₁ and R ₂ are hydrogen or a methyl group, and R ₃ is a substituted phenyl group.) 2. The compound according to claim 1 is a compound represented by the following general formula (2) and 3-methyl-
An indoor acaricide composition which is a compound selected from the group consisting of 4-chlorophenyl N-methylcarbamate. General formula (2) (However, R ₄ is hydrogen or a lower alkyl group, R ₅ is hydrogen, a nitro group or a lower alkyl group. However, R ₄ is a methyl group and R ₅ is not hydrogen.)