JPH06166602A - Liquid composition containing dissolution assistant blended therein - Google Patents

Abstract

PURPOSE:To obtain a pest controlling liquid composition capable of stably dissolving phenyl salicylate without deteriorating a synthetic resin such as polystyrene or polyurethane. CONSTITUTION:This liquid composition is obtained by using a nonionic surfactant in which glycerol is bound to a fatty acid through ester bonds as a dissolution assistant and thereby stably dissolving phenyl salicylate in a composition comprising the phenyl salicylate blended in an oily solvent.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a pest control liquid composition containing phenyl salicylate. More specifically, it relates to a pest control liquid composition which does not damage a synthetic resin such as urethane when a liquid prepared by mixing phenyl salicylate with an oily solvent is treated with the synthetic resin.

[0002]

BACKGROUND OF THE INVENTION Phenyl salicylate is known as a chemical substance having a bactericidal and antiseptic effect. Furthermore, JP-A-62-3
No. 3106, it is shown as an active ingredient of a tick control composition. It is also used as an ultraviolet absorber or a raw material for plastics for other purposes.

The solubility, which is an important key when formulating phenyl salicylate, is 100 g of solvent at 25 ° C.
In terms of grams of phenyl salicylate dissolved in water, 53 for anhydrous alcohol, 470 for ethyl acetate, 620 for methyl ethyl ketone, 460 for toluene, 88 for Stoddard solvent, and 0.8 for water. A value of 1 or less is shown. However, its solubility drops sharply at low temperatures, and in some cases crystals may precipitate. Therefore, it is known that various solubilizing agents are used when phenyl salicylate is dissolved in an oily solvent. In particular, JP-A-62-33106
As described in Example 4 of the publication, when as much as 15 g of phenyl salicylate is dissolved in 150 ml of kerosene, a solubilizing agent needs to be added. In this example, ethyl cellosolve (generic name: ethylene glycol mono Ethyl ether) is used. However, nothing is shown about the dissolution aid of the present invention.

The use of a surfactant in which glycerin and a fatty acid are ester-bonded as a solubilizing agent is disclosed in, for example, Japanese Patent Publication No.
No. 30965 discloses an oral pharmaceutical composition having a high bioavailability in which a poorly water-soluble drug is dispersed in a polyglycerol unsaturated fatty acid ester, and in the specification, "A poorly water-soluble drug in liquid oils Oral pharmaceutical composition in which polyglycerol unsaturated fatty acid ester is dispersed "
There is a description about. Further, the use of a surfactant in which glycerin and a fatty acid are ester-bonded in an insecticide composition means that propylene glycol monostearate is composed of an insecticidal active ingredient, a mineral oil component and a liquefied gas propellant in Japanese Patent Publication No. 56-53521. It is described that the addition efficiency of the drug to the pest body is remarkably improved and the potency is enhanced by adding it to the insecticidal composition, but none of them describes the combination with phenyl salicylate.

Regarding the mite-repellent polyurethane foam, the mite-repellent polyurethane elastomer, and the mite-repellent polyurethane coating composition as those imparting mite-controlling properties to polyurethane, JP-A-4-96968 discloses a polyol, an organic acid isocyanate and a catalyst. , A mite repellent polyurethane composition produced by using a raw material containing a foaming agent and pyrethrins is shown, but there is no indication that a phenyl salicylate solution is used for a resin such as polyurethane. Further, in Japanese Patent Laid-Open No. 3-293468, a tatami mat is obtained by sewing a tatami mat on a tatami core material in which a part or all of a straw and / or a synthetic resin foam layer is replaced with an inorganic fiber layer as an insect-proof / mold-proof tatami mat. In a tatami mat, the insect repellent characterized in that the surface of the constituent material of the tatami core material is sprayed or applied with a powdery substance including an insect repellent and / or a fungicide.
Although fungicidal tatami mats are disclosed, they only show the replacement of tatami cores with inorganic fibres, not the use of phenyl salicylate solutions.

[0006]

[Materials to be Solved by the Invention] In recent years, the materials for housing building materials have changed greatly. For example, the wall is made of a soundproof material and a heat insulating material. Also on tatami mats, you can also see that the heat insulating material is sandwiched between rice straws. Particularly, the standards of the Japan Chemical Tatami Association show chemical tatami using insulation board and foam polystyrene plate as type 1 to 4 and chemical tatami composed of foam polystyrene plate and cushioning material as type 5. Furthermore, Japanese Industrial Standards are also standards for polystyrene foam sandwich tatami mats (JIS A5911).
-1985).

However, these chemical tatami mats are also one of the pests.
The species indoor dust mites are multiplying or multiplying. Therefore, a tick control agent containing phenyl salicylate as an active ingredient has begun to be used in such a chemical tatami mat. Among the mite control agents containing phenyl salicylate as an active ingredient, there are those which add a solubilizing agent when dissolving phenyl salicylate. In some cases, the solubilizing agent may be a synthetic resin such as polystyrene or polyurethane. I knew it would melt.

[0008]

Therefore, as a result of exploring a compound that does not deteriorate a synthetic resin such as polystyrene or polyurethane as a dissolution aid used when dissolving phenyl salicylate in an oily solvent, the present inventors have found that glycerin The present invention has been completed by finding out that a surfactant in which a fatty acid is ester-bonded has this property.

That is, the present invention provides the following (1) and (2)
Pertain to. (1) An indoor dust mite control liquid composition containing a nonionic surfactant in which glycerin and a fatty acid are ester-bonded as a dissolution aid in a composition in which phenyl salicylate is mixed in an oily solvent.

(2) A pest control liquid composition in which a pyrethroid compound and phenyl salicylate are mixed in an oily solvent, and a nonionic surfactant in which glycerin and a fatty acid are ester-bonded is mixed as a dissolution aid.

In the present invention, the oily solvent which dissolves the phenyl salicylate and the oily solvent which dissolves the berythroid compound and the phenyl salicylate (hereinafter, collectively referred to as "oil solvent") are oily solvents conventionally used in pest control liquid compositions. There is no limitation as long as it is a solvent. For example, hexane, kerosene, kerosene, n-pentane, iso-pentane, cyclopentane, and other aliphatic hydrocarbons; benzene, toluene, xylene, and other aromatic hydrocarbons; dichloromethane, carbon tetrachloride, and other halogenated hydrocarbons. Alcohols such as ethanol, isopropyl alcohol, ethylene glycol; ethers such as acetone, methyl ethyl ketone, diethyl ether; esters such as ethyl acetate; nitriles such as acetonitrile; acid amides such as dimethylformamide; soybean oil, cottonseed oil And vegetable oils. And one or more oily solvents selected from these oily solvents are used as the solvent of the indoor dust mite control liquid composition or the pest control liquid composition,
Phenyl salicylate is added to the solvent at 1.0 to 50.0 W /
Dissolve V% (hereinafter “(W / V)%” is indicated by “%”).

In the present invention, the "solubilizing agent" means a drug which allows phenyl salicylate, which is a white crystal at room temperature, to be uniformly dissolved in the oily solvent and maintain the dissolved state.

The glycerin which is a nonionic surfactant in which glycerin and a fatty acid are ester-bonded in the present invention is one represented by the following formula (1) or (2).

Formula (1) CH ₂ OH-CHOH-CH ₂ OH Formula (2) ((CH ₂ OH-CHOH-CH ₂ ) _n- O) _m (where n is 2 to 12 and m is n- It is represented by 1.)

That is, glycerin and polyglycerin having a degree of polymerization of 2 to 12 are shown, and examples thereof include glycerin, diglycerin, tetraglycerin, pentaglycerin and dodecaglycerin.

The fatty acid of the nonionic surfactant in which the glycerin and the fatty acid are ester-bonded in the present invention includes
Examples thereof include saturated or unsaturated chain monocarboxylic acids. For example, saturated fatty acids such as palmitic acid, stearic acid or lauric acid according to formula (3); unsaturated fatty acids according to formula (4) such as oleic acid, undecylenic acid, linoleic acid or linolenic acid; and further such as ricinoleic acid. In addition, a compound in which hydrogen in the chain hydrocarbon is replaced with another substituent such as a hydroxyl group is also included.

General formula (3) CH ₃ (CH ₂ ) _n COOH (n represents 8 to 20) General formula (4) CH ₃ (CH ₂ ) _n (CH) _m COOH

(N + m represents 11 to 20, and m represents an even number of 2 or more.)

The nonionic surfactant in which the glycerin and the fatty acid are ester-bonded to each other in the present invention is a compound in which the hydroxyl group of the glycerin and the carboxylic acid group of the fatty acid are ester-bonded by a dehydration reaction. For example, diglyceryl monooleate
l monooleate), diglyceryl dioleate, hexaglyceryl polyricinoleate (hexaglyceate).
ryl polyricinoleate and decaglyceryl pentaoleate
l penaoleate) and the like, and 0.01 to 5.0% as a dissolution aid of an indoor dust mite control liquid composition or a pest control liquid composition, at least one selected from these nonionic surfactants. Preferably 0.1 to 3.0% is added.

The pests in the present invention include pests and indoor dust mites that live indoors and outdoors. Examples of the pests that live indoors and outdoors include sanitary pests and daily pests. For example, sanitary pests include cockroaches (Green cockroaches, Black cockroaches, American cockroaches, etc.), flies (housefly, blowfly, fleshfly, etc.),
Mosquitoes (such as mosquitoes, mosquitoes, mosquitoes), lice, fleas, and the like, and as living pests, termites (feather ants), black ants, spiders, wasps, beetles, centipedes, gecked geese, millipedes, horned bees, scutellaria, Examples thereof include chironomids, fly flies, stink bugs, leafhoppers, bark beetles, pill bugs, wood worms, spots, squids, koga, and hornworms. Furthermore, as indoor dust mites, mites that propagate and multiply indoors, or as mites that enter the room, for example, Dermatophagoides farinae mites such as Dermatophagoides farinae, Dermatophagoides farinae, Pseudomonas aeruginosa, Tick mites such as Staphylococcus acaridae, Tick mites such as dust mites, etc. , Tick mites, tsume mites such as Minami mites, dust mites, mites, house dust mites, triticum mites,
Animal parasitic mites such as mites and ticks can be mentioned.

As the pyrethroid compound in the pest control liquid composition of the present invention, d-phenothrin (3
-Phenoxybenzyl d-cis / trans-chrysanthemate), permethrin (3-phenoxybenzyl)
dl-cis / trans-2,2-dimethyl-3-
(2 ′, 2′-Dichlorovinyl) -cyclopropanecarboxylate, resmethrin ((5-benzyl-3-furyl) methyl dl-cis / trans-chrysanthemate), allethrin (d1-3-allyl-2-methyl) -4
-Oxo-2-cyclopentenyl dl-cis / trans-chrysanthemate), phthalthrin ((N-3,
4,5,6,7-Tetrahydro-phthalimido) methyl dl-cis / trans-chrysanthemate), Empentrin (1-ethynyl-2-methyl-2-pentenyl dl-cis / trans-chrysanthemate), 1- Ethynyl-2-ethyl-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-methyl) Benzyl-3- (2'-chloro-3 ',
3 ', 3'-trifluoro-1-propenyl) -2,2
-Dimethylcyclopropanecarboxylate), benfluthrin (2,3,5,6-tetrafluorobenzyl-
3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate) and isomers, derivatives, and analogs of these compounds are used, and one or more compounds selected from these pyrethroid compounds Is added to the pest control liquid composition in an amount of 0.05 to 5%, preferably 0.15 to 1.5%.

Furthermore, the indoor dust mite control liquid composition and pest control liquid composition of the present invention include piperonyl butoxide and octachlorodipropyl ether as acaricides other than the above-mentioned pyrethroid compounds and phenyl salicylate. , N- (2-ethylhexyl) -1-isopropyl-4-methylbicyclo [2,2,2] oct-5-ene-2,3-dicarboximide, isobornylthiocyanoacetate, N- (2- Ethynyl) -bicyclo [2,2,1] -hepta-5-ene-2,3-dicarboximide, a mixture of benzyl benzoate and a fatty acid ester, N, N-diethyl-m-toluamide, a trihaloimidazole derivative, cypress, Essential oils of sugi and hiba, menthol, extracts of yellowfin, citrus peels and seeds, aromatic soot Sulfonamide derivatives, tricyclohexyl tin hydroxide, 4,4'-bromobenzyl isopropyl, 2,3-dihydro-2,2-dimethyl -7
-Benzo [b] furanylni-N-dibutylaminothio-
N-methylcarbamate, silane compound, cinnamic acid derivative, cinnamyl acetate, bufluofezine, isoprothiolane, paraoxybenzoic acid ester, iodinated formal, phenols, phthalic acid ester, 3-bromo-
2,3-iodo-2-propenyl-ethyl carbonate, monoterpene type ketones, monoterpene type aldehydes, monoterpene type epoxides, benzyl salicylate and the like are used.

In addition to the pyrethroid compound, phenyl salicylate and other acaricides other than the pyrethroid compound, a chemical can be added to the pest control liquid composition of the present invention.
For example, synergists, insecticides, pests and rodent repellents,
Bactericides, fungicides, deodorants, fragrances, colorants, etc. can be added, 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,
Trinitrobenzene-aniline complex, naphthalene, etc., 2,4,4'-trichloro-2'-hydroxydiphenyl ether, as a fungicide or antifungal agent,
2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, alkylbenzylmethylammonium chloride, benzylmethyl- {2- [2- (p-1,
1,3,3-Tetramethylbutylphenoxy) ethoxy] ethyl} ammonium chloride, 4-isopropyltropolone, N, N-dimethyl-N′-phenyl-
N '-(fluorodichloromethylthio) sulfonamide, 2- (4'-thiazolyl) benzimidazole, N
-(Fluorodichloromethylthio) -phthalimide, 6
-Acetoxy-2,4-dimethyl-m-dioxin, isopropylmethylphenol, O-phenylphenol, p-chloro-m-xylenol, etc. are used, as deodorant, lauric acid methacrylate, etc., and fragrance As the essential oil component of rush, citronella, lemon, lemongrass, orange, eucalyptus, lavender, etc. can be blended.

If necessary, a film forming agent, a wetting agent, a stabilizer, a propellant, a volatilization adjusting agent, etc. are added to the indoor dust mite control liquid composition and the pest control liquid composition of the present invention. By doing so, it can be used as a preparation such as a paint, an oil agent, an aerosol agent, a coating agent, a detergent, a shampoo and a capsule. For example, as the coating film forming agent, cellulose derivative, vinyl resin, alkyd resin, urea resin, epoxy resin, polyester resin, urethane resin, silicone resin, acrylic resin, chlorinated rubber, polyvinyl alcohol, etc. Examples of the propellant include liquefied petroleum gas, propane, n-butane, and i.
So-butane, n-pentane, iso-pentane, cyclopentane, freon gas, dimethyl ether, nitrogen gas, liquefied carbon dioxide gas and the like can be mentioned.
For example, tricyclodecane, cyclododecane, 2,4
6-triisopropyl-1,3,5-trioxane, trimethylenenonbornene and the like can be mentioned.

In particular, when the indoor dust mite control liquid composition and pest control liquid composition of the present invention are used in a chemical tatami mat, for example, JP-B-61-35254 and JP-B-61-3.
No. 5255, No. 61-35256, No. 61-
No. 43559, No. 61-43560, No. 62
-9975, SHO 63-363 or SHO 61
A chemical tatami mat can be processed using the tatami matting injection device described in, for example, No. 43567.

[0026]

The liquid composition for controlling indoor dust mites or the liquid composition for controlling pests of the present invention, when treated on a chemical tatami mat, etc.,
The tatami core material made of synthetic resin such as polystyrene or polyurethane in the chemical tatami mat is not deteriorated.

[0027]

EXAMPLES The present invention will be described in detail below with reference to test examples and formulation examples, but the present invention is not limited to these examples. The abbreviations of the test compounds manufactured by Nikko Chemical Co., Ltd. used in the following examples are shown. MGO Glycerin Monooleate (Brand name: MG
O) DGO glycerin dioleate (trade name: DG
O-80) DGMO Diglyceryl monooleate (trade name: DG
MO-90) DGDO Diglyceryl dioleate (Brand name: DG
DO) HEXA Hexaglyceryl Polyricinoleate (Brand Name: Hexaglycin PR-15) DECA Decaglyceryl Pentaoleate (Brand Name: Decaglyn 5-0)

Test Example 1 The state of degrading Styrofoam of the pest control liquid composition of the present invention using each test compound as a dissolution aid and the stability of the pest control liquid composition were examined.

A. Test Method The pest of the present invention was prepared by adding the above reagent to 3.00% of normal paraffin: isoparaffin containing 0.30% vermethrin and 7.50% phenyl salicylate in a solution of 6: 4. A control liquid composition was prepared. Then, 1 × 1 × 2 cm of styrofoam (manufactured by Dow Kako Co., Ltd. according to JIS A-9511) was put in 70 ml of the composition in a 100 ml glass beaker, and a weight was placed on it so as to be submerged in the solution. After allowing to stand for a period of time, the state of deterioration of the polystyrene foam was observed.

Further, 100 ml of the composition was placed in a glass beaker and placed in a thermostatic chamber at -5 ° C., and after about 24 hours, the stability of the oily solution in which phenyl salicylate was dissolved, that is, the presence or absence of a precipitate was observed. 100 ml of the solution as a control
Was left at room temperature.

B. Results The deterioration state of styrofoam in the composition to which each solubilizing agent was added was observed, and the results are shown in Table 1. In the column of "deterioration" in the table, "O" indicates that Styrofoam was not deteriorated (that is, dissolved), and "X" indicates that it was deteriorated. Furthermore, in the "Stability" column, "x" indicates that there is precipitation due to the addition of phenyl salicylate, and "no" indicates that there is precipitation.
It is indicated by "".

[0032]

[Table 1]

Test Example 2 The situation in which the styrofoam of the liquid composition for controlling pests of the present invention in which each test compound was mixed as a dissolution aid was deteriorated and the stability of the liquid composition for controlling pests was examined.

A. Test Method A mixed solution prepared by mixing the reagents at the mixing ratios shown in Table 2 was used as a mixture of permethrin 0.30% and phenyl salicylate 7.5.
Normal paraffin containing 0%: isoparaffin is 6:
Add 0.5% to 200 ml of the solution of 4. Then, in the same manner as in Test Example 1, the stability of the oily solution was observed twice after about 24 hours and 10 days.

The observation results are shown in Table 2. The display in the table is the same as in Test Example 1.

[0036]

[Table 2]

Formulation Example 1 Oil agent Phenyl salicylate 7.5% and d-phenothrin
0.30% 0.5% DGDO / DECA mixed solution 1: 1 and 91.67% kerosene as an oily solvent
Was mixed to prepare a uniform oil solution.

Formulation Example 2 Aerosol 15 g of phenyl salicylate and 0.6 g of permethrin
Mixture 1g of DGMO and DECA with a mixing ratio of 1: 1
Was dissolved in 200 ml of kerosene to prepare a stock solution, which was filled in an aerosol container and attached with a valve portion. Then, 100 ml of dimethyl ether was pressure-filled through the valve to prepare an aerosol preparation.

Formulation Example 3 10 parts by weight of phenyl salicylate, HEXA and DECA
1 part by weight of a mixed solution having a mixing ratio of 5: 5 and 89 parts by weight of kerosene as an oily solvent were mixed to prepare a uniform oil agent.

[0040]

EFFECT OF THE INVENTION According to the present invention, when phenyl salicylate is dissolved in an oily solvent, a nonionic surfactant in which glycerin and a fatty acid are ester-bonded is added to the phenyl salicylate in a stable solution state. The solution can be kept and used for home building materials, tatami mats, furniture, etc. using a synthetic resin such as polystyrene or polyurethane.

Claims (2)

[Claims] 1. An indoor dust mite control liquid composition comprising a phenyl salicylate compounded in an oily solvent and a nonionic surfactant in which glycerin and a fatty acid are ester-bonded as a dissolution aid. 2. A pest control liquid composition in which a pyrethroid compound and phenyl salicylate are mixed in an oily solvent and a nonionic surfactant in which glycerin and a fatty acid are ester-bonded is mixed as a dissolution aid.