JP2739231B2 - Flea controlling agent and flea controlling material using the same - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a flea controlling agent and a flea controlling material using the flea controlling agent.

[Conventional technology]

As a conventional flea control agent, there is a flea control agent containing linalool (C ₁₂ H ₁₈ O), which is an alcohol belonging to acyclic monoterpene, together with a liquid carrier and the like, which is described in JP-A-61-83103. .

[Problems to be solved by the invention]

However, the above-mentioned conventional flea control agents are not widely known as insecticides, but rather are used as fragrances.

In the present invention, a novel use of bis (2,3,3,3-tetrachloropropyl) ether, which has been conventionally known as a synergist for pyrethroid insecticides, as a flea controlling agent has been found. is there. Bis (2,3,3,3-tetrachloropropyl) ether was effective as a synergist for pyrethroid insecticides, but was not known at all for its insecticidal activity.

Thus, the present invention has been made as a result of intensive studies to find out the insecticidal activity of the above bis (2,3,3,3-tetrachloropropyl) ether against fleas.

[Means for solving the problem]

The flea controlling agent of the present invention contains bis (2,3,3,3-tetrachloropropyl) ether as an active ingredient.

Further, the flea control material of the present invention is obtained by holding a flea control agent containing bis (2,3,3,3-tetrachloropropyl) ether as an active ingredient on a substrate.

In the present invention, any kind of fleas can be a target, and in particular, fleas such as a human flea, a cat flea, a dog flea, and a rat flea are exemplified.

The flea controlling agent of the present invention can use the controlling agent containing the above-mentioned active ingredient as it is, but usually, the liquid carrier and the solid carrier hold the composition containing the active ingredient, and form a coating film if necessary. Agents, emulsifiers, dispersants, spreading agents,
Add humectants, stabilizers, propellants, volatilization modifiers, etc. and use in the form of oils, emulsions, wettable powders, sprays, aerosols, smokers, coatings, powders, granules, etc. Can be. Examples of the liquid carrier include water and alcohols such as methyl alcohol, ethyl alcohol, and isopropyl alcohol, acetone, methyl ethyl ketone, ketones such as cyclohexanone, tetrahydrofuran, dioxane, ethers such as dimethyl ether, hexane, kerosene, and the like.
Aliphatic hydrocarbons such as normal paraffin and solvent naphtha; aromatic hydrocarbons such as benzene and toluene; halogenated hydrocarbons such as cyclomethane and dichloroethane; and esters such as ethyl acetate and butyl acetate. it can. As the solid carrier, for example, mineral powders such as silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, talc, clay, calcium carbonate, ceramic powders, vegetable powders such as wood flour, soy flour, flour, starch, cyclodextrin And the like.

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, chlorinated rubbers, polyvinyl alcohol, and the like. As emulsifiers, dispersants, and spreading agents, soaps, polyoxyethylene fatty alcohol ethers, polyoxyethylene alkyl allyl ethers, polyoxyethylene fatty acid esters, fatty acid glycerides, sorbitan fatty acid esters, sulfuric acid esters of higher alcohols, Surfactants such as alkyl allyl sulfonates and propellants include liquefied petroleum gas, dimethyl ether, fluorocarbon and the like. Further, as a volatilization modifier, sublimable carriers such as tricyclodecane, cyclododecane, 2,4,6-triisopropyl-1,3,5-trioxane, trimethylene norbornene and sublimable carriers such as paradichlorobenzene, naphthalene and camphor. Using an insect repellent, the above-mentioned flea control agent can be used as a sublimable solid agent, or empensulin, DDVP
Can also be used as a volatile flea control agent.

Furthermore, the flea control agent of the present invention contains various insect repellents, synergists, outsourced repellents, rodent repellents, antioxidants, antidegradants, bactericides, fungicides, fragrances, coloring agents, and the like. You can also. As the insecticide that can be blended, any of various agents conventionally used for controlling pests can be used. Representative drugs include 3-allyl-2-methylcyclopenta-
2-en-4-one-1-yl dl-cis / trans-
Chrysanthemate, 3-allyl-2-methylcyclopenta-2-en-4-one-1-yl d-cis / trans-chrysanthemate, d-3-allyl-2-methylcyclopenta-2-ene -4-one-1-yl d-trans-chrysanthemate, 3-allyl-2-methylcyclopenta-2-en-4-one-1-yl d-trans-chrysanthemate, N- (3 · 4.5.6-tetrahydrophthalimide) -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) vinylcyclopropanecarboxylate, 3-phenoxybenzyl d-cis / trans-chrysanthemate, α-cyanophenoxybenzyl isopropyl-4-chlorophenylacetate, d-3-allyl-2-methylcyclopenta-2 -En-4-one-
1-yl d-trans-chrysanthemate, (S)-
α-cyano-3-phenoxybenzyl (1R · cis) -3
-(2.2-Dichlorovinyl) -2-2.2-dimethylcyclopropanecarboxylate, (RS) -α-cyano-3-phenoxybenzyl (1R · 1S) -cis / trans-3- (2.2) -Dichlorovinyl) -2 · 2-dimethylcyclopropanecarboxylate, α-cyano-3-
Phenoxybenzyl d-cis / trans-chrysanthemate, 1-ethynyl-2-methyl-2-pentenyl
Cis / trans-chrysanthemate, 1-ethynyl-2
-Methyl-2-pentenyl 2.2-dimethyl-3-
(2'-methyl-1'-propenyl) cyclopropane-
1-carboxylate, 1-ethynyl-2-methyl-2
-Pentenyl 2,2,3-tetramethylcyclopropanecarboxylate, 1-ethynyl-2-methyl-
2-pentenyl 2.2-dimethyl-3- (2'-2 '
-Dichlorovinyl) cyclopropane-1-carboxylate, 0.0-dimethyl 0- (2.2-dichloro) vinyl phosphate, 0-isopropoxyphenylmethylcarbamate, 0.0-dimethyl 0- (3-methyl-
4-nitrophenyl) thionophosphate, 0.0-
Examples thereof include diethyl 0-2-isopropyl-4-methyl-pyrimidyl- (6) -thiophosphate and 0.0-dimethyl S- (1.2-dicarbethoxyethyl) -dithiophosphate.

The amount of the active ingredient of bis (2,3,3,3-tetrachloropropyl) ether of the flea controlling agent of the present invention may be appropriately determined according to the dosage form, application method, application place, and the like.
When used in the form of wettable powders or emulsions, the active ingredient should be 0.1 to 5
0% by weight, when used in the form of oil or aerosol,
The amount of the active ingredient is preferably 0.1 to 10% by weight, and the amount of the active ingredient is preferably about 20 mg or more per 1 m ^{2 of the} area to be treated, and about 2 mg or more per 1 m ^{3 of} the applied space. desirable.

Next, the flea controlling material of the present invention is used as a film, a sheet, an architectural / constructing material, etc. having a flea controlling property by utilizing the properties of the base material. Here, as the substrate, for example, a synthetic resin sheet such as polyethylene, polypropylene, nylon, polyvinyl chloride, polyvinylidene chloride, polyester,
Animal or plant material or inorganic fiber sheet (paper, cloth, nonwoven fabric, leather, etc.), a mixed sheet or blended fabric of these synthetic resin and inorganic fiber or powder, a blended fabric or nonwoven fabric of the above synthetic resin and animal or plant fiber, aluminum, Examples include foils or films of metals such as stainless steel and zinc, and laminated sheets of the above various sheets. Furthermore, as the above-mentioned base material, natural wood used as a building / construction material, for example, drills, pencil ferns, gussets and the like, and plastics, for example, molded products of vinyl chloride resin, chlorinated polyethylene, polyethylene, polypropylene and the like can also be effectively used. The means for holding the flea controlling agent of the present invention on these substrates is not particularly limited, and may be carried out by, for example, application, impregnation, dropping, kneading, or the like. The holding amount is not particularly limited and can be determined as appropriate. However, in the case of impregnating the substrate, it is preferable to set the amount up to saturated impregnation.

Preferred embodiments of the flea controlling material of the present invention include a flea controlling carpet, a collar-shaped or sheet-shaped flea controlling material, and an aerosol-type flea controlling material. For the flea control carpet, for example, a normal carpet consisting of a pile, a first base cloth, a backing agent and a second base cloth is prepared, and then the front and / or back surface is spray-coated with a flea control agent having a liquid form. Prior to the preparation of the carpet, the pile, at least one of the first base cloth and the second base cloth is kneaded with a flea controlling agent, and a carpet is prepared using these, or a flea controlling agent is used as a backing agent. Mixed,
It is obtained by making a carpet according to the precoat method or the jute back method using this. In the above, the pre-coat method refers to a method in which a backing agent is applied in advance to fix the pile on the first base fabric, and then the backing agent is further applied to the treated portion to adhere the second base fabric. . The jute back method refers to a method in which a backing agent is applied to a first base cloth in which a pile is woven and a second base cloth is adhered. The flea control carpet prepared as described above usually preferably holds about 0.5 to 200 g of the active ingredient per 1 m ² of carpet area.

[Action]

The flea controlling agent of the present invention contains bis (2,3,3,3-tetrachloropropyl) ether as an active ingredient, and the flea controlling material of the present invention comprises bis (2,3,3,3 By holding a flea control agent containing (tetrachloropropyl) ether as an active ingredient on a substrate, each of them exhibits extremely excellent flea killing activity.

〔Example〕

Hereinafter, the present invention will be described in more detail by way of examples.

Example 1. For the purpose of controlling carpet fleas, carpet-shaped fleas control materials of the present invention were prepared according to specifications Nos. A to G in Table 1 below.

Example 2. 5 g of bis (2,3,3,3-tetrachloropropyl) ether
5 g of light silicic anhydride, 10 g of magnesium stearate
g, polyoxyethylene (2) polyoxypropylene (2) butyl ether (0.5 g), silicon powder (10 g), and pure silica powder (69.5 g), and then a dust-type flea control material was prepared.

Example 3. 65 g of polyvinyl chloride paste and dioctyl phthalate 2
After well mixing 5 g and 10 g of bis (2,3,3,3-tetrachloropropyl) ether, 1.2 (width) × 50 (length) × 0.2
Pour into a mold with a (deep) cm recess
It was cured underneath to produce a belt-shaped sheet. next,
A stopper was attached to one end of the sheet, and a hole having a diameter of 2 mm was formed in the center of the other end of the sheet to prepare a collar-shaped flea control material.

Example 4. Thermoplastic polyurethane resin (adipate type ester)
95 g and bis (2,3,3,3-tetrachloropropyl) ether
After kneading 5 g at 170 ° C, 1.0 (width) x 50 (length) x 0.25
A (thickness) cm was formed to produce a collar-shaped flea control material.

Example 5. Bis (2,3,3,3-tetrachloropropyl) ether 3
Part, 60 parts of dimethyl terephthalate and 37 parts of cyclododecane were heated and dissolved at 100 to 120 ° C. in a solution of agatis (45 ×
(60 × 0.5 cm), and was subjected to pressure treatment under 15 kg / cm ^{2 to} impregnate about 30% of the wood weight. This was used as a flea control material in the form of a floor bedding in a kennel.

Example 6. Bis (2,3,3,3-tetrachloropropyl) ether 5
An aerosol-type flea control material having a composition of 35 parts, 35 parts of a hydrocarbon solvent (bp. 200 to 280 ° C.) and 60 parts of LPG was prepared.

Example 7 A dichloromethane solution containing 10% of bis (2,3,3,3-tetrachloropropyl) ether was treated at 100 ml / m ² from the surface of corrugated paper having 20 μ thickness of vinylidene chloride-coated nylon / polyethylene laminated on one surface. After the solvent was distilled off, it was used as a floor-flea-controlling flea control material.

Next, using a flea controlling agent and a flea controlling material of the present invention,
The following tests were performed.

Test Example 1. Efficacy of the flea controlling agent of the present invention on adult fleas Test method About 0.5 ml of an acetone solution of the flea controlling agent of the present invention was dropped onto a filter paper having a diameter of 7 cm, followed by air-drying to obtain a predetermined dose. After continuously contacting a flea adult with a flea controlling agent-treated filter paper of the present invention for 30 minutes, 1 ml of distilled water was dropped on the filter paper (diameter 7c).
The test insects were transferred to a plastic container (diameter 9 cm) covered with m), and the number of knockdown (KD) and death (D) individuals were examined over time. The test was performed in a laboratory at around 20 ° C. The results obtained are shown in Table 2 below.

Test Example 2. Efficacy of the flea control material of the present invention against cat flea larvae Test method Release 3 or 4 day old cat flea larvae to the center of a flea control carpet and a drug-untreated carpet (10 × 10 cm each) of the present invention. The glass container (diameter 15cm, height 4c
m) After being placed at the bottom, the test insects were knocked down and the state of death was observed with a microscope over time. The obtained results are shown in Tables 3 to 5 below. The cat flea larva is 26
Individuals fed artificial feed at ± 2 ° C. and about 75% RH.

1) Efficacy against 3 day old larvae Knockdown and death of larvae staying on carpet 2) Efficacy against 4-day-old larvae i. Knockdown and death of larvae staying on carpet ii. Knockdown status of the larva that escaped from the carpet Test Example 3 Efficacy of the Flea Control Material of the Present Invention against Adult Cat Fleas Test Method The flea control veneer plate of the present invention (bis (2,3,3,3-tetrachloropropyl) ether solution was spread over 0.5 ml of acetone solution over the whole. After dropping, leave it in a greenhouse for 3 hours) Put 5cm x 5cm x 0.6cm into the bottom of the glass petri dish, release the cat flea adults, cover with a sample bottle from the top and make continuous contact with the flea control plywood board Over time, the knockdown and death status were examined. The results obtained are shown in Table 6 below. The test insects were bred on an artificial diet at 26 ± 2 ° C. and about 75% RH, and one day after escape from the eyebrows.

Test Example 4 Efficacy of the Flea Control Material of the Present Invention Against Cat Flea Larvae Test Method Flea Control Veneer Plate of the Present Invention [Distribute 0.5 ml of bis (2,3,3,3-tetrachloropropyl) ether in acetone. After dropping, leave it in a greenhouse for 3 hours) After placing 5 cm × 5 cm × 0.6 cm in the bottom of the glass petri dish, release the cat flea larva and put a rubber enclosure from the top,
It was continuously contacted with a flea control plywood, and the knockdown and death status were examined over time. The obtained result is shown in the following seventh section.
It is described in the table. The test insects are 4-day-old larvae reared on an artificial feed at 26 ± 2 ° C. and about 75% RH.

Test Example 5. Washing resistance test of fleas control material of the present invention When the fleas control carpet of the present invention was washed with a neutral detergent, when it was cleaned with a carpet cleaner, the efficacy against cat flea larvae was confirmed and remained on the carpet. Bis (2,3,3,3-tetrachloropropyl) ether was quantified.

Preparation of Test Samples A. Insect-Repellent Carpet Washed with Neutral Detergent The whole insect-resisting carpet was washed with a neutral detergent (trade name: Mamaroyal) and then dried in a greenhouse for 4 days.

B. Insect-repellent carpet carpet cleaner cleaned with a carpet cleaner (trade name: Johnson Crew)
After cleaning the insect repellent carpet surface using
Left in the greenhouse for 4 days.

Test Method (1) The test of the test sample against cat flea larvae was performed in the same manner as in Test Example 2. The obtained results are shown in Tables 8 and 9 below.

(2) The remaining amount of bis (2,3,3,3-tetrachloropropyl) ether in the test sample was determined by cutting the test sample with scissors, placing the cut sample in a container, and adding an acetone solution to about 10%.
Add 0 ml, leave overnight after shaking, and add 1 ml of this acetone solution.
μ was collected and quantified by gas chromatography. The obtained results are shown in Tables 10 and 11 below.

1) Efficacy against cat flea larvae (4 days old) i. Knockdown status of larvae staying on carpet ii. Knockdown status of the larva that escaped from the carpet 2) Amount of bis (2,3,3,3-tetrachloropropyl) ether remaining on carpet i. Amount of carpet remaining ii.Remaining amount of pile part [Effects of the Invention] As described above, the flea control agent of the present invention is placed on beddings such as tatami mats, carpets, floors, hallways, mattresses, sofas, futons and pillows, closets, storage tools, warehouses, and the like. When directly treated by methods such as spraying, spraying, fogging, and heat transpiration, and the flea controlling material of the present invention is installed in the above-mentioned location as it is, each of them exhibits an excellent flea controlling effect.

Claims (2)

(57) [Claims] 1. Bis (2,3,3,3-tetrachloropropyl)
A flea control agent comprising ether as an active ingredient. 2. Bis (2,3,3,3-tetrachloropropyl)
A flea controlling material characterized in that a flea controlling agent containing ether as an active ingredient is held on a substrate.