KR102178885B1 - Stable insect pest control product comprising caprylic acid and a method of preparation thereof - Google Patents

Abstract

The present invention relates to a pest control agent which comprises at least one excipient of triethanolamine (TEA), potassium monopersulfate, quaternary ammonium, and formaldehyde, caprylic acid and/or a salt thereof, and to a method for producing same. According to the present invention, the caprylic acid which is an effective component does not exhibit an agglomeration phenomenon, such that effects of repelling or killing various pests are excellent while maintaining stable formulation, thereby being effectively used in the pest control agent and production thereof.

Description

Stable insect pest control product comprising caprylic acid and a method of preparation thereof

The present invention relates to a stable pest control agent containing caprylic acid and a method for producing the same.

Various pesticides have been used conventionally for biological control purposes. However, conventional pesticides have problems such as insufficient insecticidal effect or inconsistent insecticidal effect after application of the pesticide. In addition, the insecticidal effect was not sufficiently sustained due to evaporation in a short time after being applied to the target organism. As a result, pesticides were repeatedly used, which resulted in resistance to pesticides. In addition, since it disturbs the nervous system through chemical reactions, there is a problem that it is harmful to organisms for the purpose of control.

Accordingly, the present inventors discovered caprylic acid as an environmentally friendly and pest-controlling ingredient, and after careful research efforts for more convenient use, the present inventors confirmed that it can be used in a more stable formulation when mixed with a specific excipient. The invention was completed.

KR 10-2019-0019296 A KR 10-2014-0135822 A

An object of the present invention is triethanolamine (TEA), potassium monopersulfate (potassium monopersulfate), quaternary ammonium (quaternary ammonium) and any one or more excipients of formaldehyde (formaldehyde), including caprylic acid as an active ingredient To provide a composition for controlling pests.

Another object of the present invention is to provide a method for preparing the composition.

This will be described in detail as follows. Meanwhile, each description and embodiment disclosed in the present invention can be applied to each other description and embodiment. That is, all combinations of various elements disclosed in the present invention belong to the scope of the present invention. In addition, it cannot be seen that the scope of the present invention is limited by the specific description described below.

In addition, those of ordinary skill in the art can recognize or ascertain using only routine experimentation a number of equivalents to the specific aspects of the invention described herein. Also, such equivalents are intended to be included in the present invention.

One aspect of the present invention is any one or more excipients among triethanolamine (TEA), potassium monopersulfate, quaternary ammonium, and formaldehyde, and caprylic acid or a salt thereof. It provides a composition for controlling pests, comprising as an active ingredient.

Another aspect of the present invention is triethanolamine (TEA), potassium monopersulfate, quaternary ammonium (quaternary ammonium), and any one or more excipients of formaldehyde, and caprylic acid or its It provides a method for producing a pest control agent comprising a salt as an active ingredient.

In the present invention, "caprylic acid" is a compound having a structure represented by the following formula (1) and is a saturated fatty acid composed of 8 carbons.

[Formula 1]

The salt of caprylic acid in the present invention refers to a salt in a form that can be used veterinarily among salts, which are substances in which cations and anions are bound by electrostatic attraction, and are relatively non-toxic and harmless to individuals. As is meant any and all organic or inorganic addition salts in which the side effects due to this salt do not degrade the beneficial efficacy of the caprylic acid. Such salts include acid addition salts formed by pharmaceutically or veterinary acceptable free acids or metal salts formed by bases.

Organic acids and inorganic acids can be used as free acids, hydrochloric acid, phosphoric acid, sulfuric acid, nitric acid, tartaric acid, etc. can be used as inorganic acids, and methanesulfonic acid, p-toluenesulfonic acid, acetic acid, trifluoroacetic acid, maleic acid ( maleic acid), succinic acid, oxalic acid, benzoic acid, tartaric acid, fumaric acid, manderic acid, propionic acid, citric acid, lactic acid, glycolic acid, gluconic acid ( gluconic acid), galacturonic acid, glutamic acid, glutaric acid, glucuronic acid, aspartic acid, ascorbic acid, carbonic acid, vanillic acid, hydroiodic acid, etc. It is not limited thereto.

In addition, bases can be used to make pharmaceutically or veterinarily acceptable metal salts. The alkali metal salt or alkaline earth metal salt is obtained, for example, by dissolving the compound in an excess alkali metal hydroxide or alkaline earth metal hydroxide solution, filtering the non-dissolved compound salt, and evaporating and drying the filtrate. At this time, the metal salt is particularly suitable for pharmaceutical or food, but is not limited thereto to prepare sodium, potassium, or calcium salt. In addition, the corresponding silver salt can be obtained by reacting an alkali metal or alkaline earth metal salt with a suitable silver salt (eg, silver nitrate).

Pharmaceutically or veterinarily acceptable salts of caprylic acid of the present invention include salts of acidic or basic groups that may be present in the caprylic acid, unless otherwise specified. For example, pharmaceutically or veterinary acceptable salts may include sodium, calcium and potassium salts of a hydroxy group, and other pharmaceutically or veterinary acceptable salts of an amino group include hydrobromide, sulfate, and hydrogen. Sulfate, phosphate, hydrogen phosphate, dihydrogen phosphate, acetate, succinate, citrate, tartrate, lactate, mandelate, methanesulfonate (mesylate) and p-toluenesulfonate (tosylate) salts, and the like, It can be prepared through a method for preparing a salt known in the art.

In the present invention, "excipient" means a substance added to make a formulation in a certain form. The excipient in the present invention includes without limitation a substance capable of stably maintaining the formulation of a formulation containing caprylic acid, for example, a surfactant, an emulsifier capable of stably maintaining the formulation of a formulation containing caprylic acid , It can be used as a concept including a coating agent. The "formulation" may be, for example, a liquid formulation, and may be, for example, diluted in water and used, but is not limited thereto.

Specifically, any one or more of triethanolamine (TEA), potassium monopersulfate, quaternary ammonium, and formaldehyde may be used as an excipient of the present invention, but limited thereto. It doesn't.

The method for preparing the pest control agent and the pest control agent of the present invention may be one that does not exhibit caprylic acid precipitation and/or aggregation.

In one embodiment of the present invention, as a result of adding a small amount of triethanolamine (TEA), potassium monopersulfate, quaternary ammonium, or formaldehyde to caprylic acid, it is diluted in water. It has been confirmed that it remains stable in a liquid upper body that can be sprayed without clumping, and that the pest control effect of caprylic acid is maintained.As a result, it is possible to stably maintain the formulation of the formulation in a form that is easy to apply to the agricultural/livestock environment. Was confirmed.

In the present invention, "pest control" includes killing and/or repelling pests. This includes killing or inhibiting the growth or proliferation of certain pests in an environment in which they are present.

The pest control agent may be used for the control of insects, arachnids, mites and/or mites existing in, for example, houses, factory halls, offices, vehicle interiors, animal breeding facility environments or other agricultural and agricultural environments, but is limited thereto. It does not work.

As an example, the pests may include animals belonging to the arthropods Spider River, Sungak River, Toktogi Order or Toktogi River, Baegak River, Insect River, and the like, and as another example, beetle Order of the Insect River, Cockroach Order, Earwig Order, Fly Order It may be a pest belonging to the order of, Norin tree, Norin tree, Maxima, isoclonus, termite order, Insi tree, Locust order, Locust suborder, Lithuania, Severinaceae, Flea order, Thripsworm order, Orthoptera. Other examples, mosquitoes, This may be a pest such as fleas, flies, mites, and mites, but is not limited thereto. In addition, the repellent/insecticide target in the present invention includes all of eggs, larvae, and adults.

In the present invention, the "pest control agent" may be used interchangeably with the "pest control composition".

The pest control agent may include other excipients or formulation additives in addition to the above-described excipients.

For example, the solid carrier that can be used in the pesticide of the present invention includes fine powders or granules of clay materials such as kaolin clay, diatomaceous earth, synthetic hydrated silicon oxide, bentonite, fubasami clay and mountain clay; Various talc, ceramics and other inorganic materials such as sericite, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica; And chemical fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea and ammonium chloride.

In the liquid carrier, water; Alcohols such as methanol and ethanol; Ketones such as acetone and methyl ethyl ketone; Aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene and methylnaphthalene; Aliphatic hydrocarbons such as hexane, cyclohexane, kerosene and light oil; Esters such as ethyl acetate and butyl acetate; Nitriles such as acetonitrile and isobutyrnitrile; Ethers such as diisopropylether and dioxane; Acid amides such as N,N-dimethylformamide and N,N-dimethylacetamide; Halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; Dimethyl sulfoxide; And vegetable oils, such as soybean oil and cottonseed oil.

The gas carrier or propellant may include freon gas, butane gas, LPG (liquefied petroleum gas), dimethyl ether and carbon dioxide.

Base materials for use in toxic decoys include decoy materials such as grain powder, vegetable oil, sugar and crystalline cellulose; Antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; Preservatives, such as dehydroacetic acid; Non-food and drink prevention substances, such as pepper powder; And attractive flavors such as cheese flavor and onion flavor.

Examples of adjuvants such as adhesives or dispersants include casein and gelatin; Polysaccharides, such as starch, gum arabic, cellulose derivatives and alginic acid; Lignin derivatives, bentonite, sugar and synthetic water soluble polymers such as polyvinyl alcohol, polyvinyl pyrrolidone and polyacrylic acid may be included.

Stabilizers include PAT (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl- Mixtures of 4-methoxyphenol), vegetable oils, mineral oils, surfactants, fatty acids and esters thereof.

In addition, components such as surfactants, such as ethyl alcohol, sodium lauroyl sacosinate, elpan 84/SCI/sodium cocoyl isethionate, lauryl glucoside, isopropyl alcohol, or ethoxy sulfate ester may be additionally included. , But not limited thereto,

Specifically, the pest control agent of the present invention may be a liquid formulation, and more specifically, may be a liquid formulation for spraying. In addition, as an embodiment of the use of the pest control agent, it may be diluted in water and used.

At this time, the content of caprylic acid in the pest control agent before or after dilution in water may be 0.0001% (w/v) to 99% (w/v) content, and specifically 0.0005% (w /v) to 80% (w/v), 0.001% (w/v) to 70% (w/v), 0.001% (w/v) to 60% (w/v), 0.005% (w/v ) To 60% (w/v), 0.001 to 50% (w/v), 0.5% (w/v) to 50% (w/v). However, the present invention is not limited thereto, and may be included without limitation as long as it is a range capable of exhibiting a pest control effect.

In another embodiment, in the pest control agent before or after dilution with water, the excipient may be included in an amount of 0.02% (w/v) to 0.5% (w/v). However, it is not limited thereto, and may be included without limitation as long as it is a range that maintains a stable formulation.

The pest control agent of the present invention may be used alone, or as a mixture or in combination with other pesticides, acaricides, nematodes, and fungicides. The acaricides, nematodes, and fungicides may be appropriately selected and used as known in the art.

The pest control agent of the present invention can be treated by applying an allowable amount per poultry individual, for example, and can be sprayed and treated by methods such as coating and spraying, and the dosage and the amount of the pest control agent according to specific issues such as the degree of pest infection and the degree of control The frequency of administration can be adjusted and applied. However, the amount of application may be changed according to the degree of the content of the active ingredient contained in the pest control composition, the state of the individual (weight, etc.), the severity of the infection state, and the like. If necessary, the total daily dose may be divided into several times and administered several times during the day.

The pest control agent of the present invention and its manufacturing method do not show agglomeration of caprylic acid, an active ingredient, and thus maintain a stable formulation and have excellent repelling or killing effects of various pests, so they can be usefully used in pest control agents and their preparation. .

1 is an experiment result of the fly repelling effect of caprylic acid.
Figure 2 is a result of testing the mosquito repellent effect of caprylic acid. X in the drawing means caprylic acid.
3 is an experimental result confirming the killing effect of caprylic acid on Drosophila.
4 is an experimental result confirming the effect of caprylic acid killing German wheels.
5 is a result of confirming that caprylic acid agglomeration phenomenon occurs even when a commonly used surfactant or a homogenizer is used.
6 is a result of confirming that when triethanolamine, potassium monofosulfate, and quaternary ammonium are used, a stable formulation can be prepared in which caprylic acid is not aggregated.
7 to 8 are results confirming that the insecticidal effect of caprylic acid is maintained in a stable formulation using triethanolamine, potassium monofosulfate, quaternary ammonium or formaldehyde.
9 is a result of confirming that the herb extract has no insecticidal effect on chicken mites as a control.

Hereinafter, the present invention will be described in more detail through examples and experimental examples. However, these Examples and Experimental Examples are for illustrative purposes only, and the scope of the present invention is not limited to these Examples and Experimental Examples.

Example 1: Test of the pest control effect of caprylic acid

An experiment was conducted to confirm whether caprylic acid has a repellent and insecticidal effect against pests.

Example 1-1: Test of the pest repelling effect of caprylic acid

Specifically, an additive-free basic attractant pesticide was applied on A4 paper, and caprylic acid diluted in ethanol 10% (W/v) was applied, and as a comparative experimental group, DEET 10% (W/v), which is currently used as a repellent/insecticide. ), soybean meal oil stock solution (soybean oil 100%), alcohol-diluted soybean meal oil 10% (W/v), herbal mixture (citronella + menthol + cinnamon) 10% and 50% with known repelling effect were used. The experimental results are shown in FIG. 1.

As a result of the experiment, it was confirmed that even when the caprylic acid was used at a concentration of 10%, the repelling effect of flies appeared.

Next, an experiment was conducted to confirm whether caprylic acid has a mosquito repellent effect. As a comparative example, the repelling effect was tested using the natural product Citronella, which is known to have an existing mosquito repellent effect, and the composite IR3535 and the powerful mosquito repellent DEET, and the results are shown in FIG. 2 and Table 1 below.

matter density Avoidance maintenance time (minutes) DEET (composite) 20% 150-250 7% 50-150 Caprylic acid (X) 10% 200-300 5% 150-250 IR3535 10% 40-70 Citronella 10% 20-30 5% 10-20 Bath oil (Avon's) 10% 10-20

As a result of the experiment, it was confirmed that caprylic acid exhibited superior mosquito repellent effect compared to other substances. In particular, it was confirmed that caprylic acid, a natural product, has excellent effects and does not exhibit toxicity compared to DEET, a toxic compound, so that it can be usefully used as a mosquito repellent.

Through this, it was confirmed that caprylic acid has a repellent effect against pests.

Example 1-2: Test of the pest killing effect of caprylic acid

Specifically, caprylic acid was diluted with 10 ml of stock solution + 90 ml of ethanol to 3 ml of artificial feed of Drosophila melanogasta, and each amount was added, and 20 adult fruit flies were added to calculate the number of dead fruit flies after 24 hours. The results are shown in Figure 3 and Table 2 below.

Primary Secondary 3rd Average 300ul 20 20 20 20 100ul 18 17 17 17.33333 50ul 10 12 14 12 30ul 4 2 2 2.666667 10ul 0 One 0 0.333333 Control 0 0 0 0

Based on this, it was confirmed that caprylic acid has Drosophila insecticidal activity.

Next, Whatman No2. 1 ml of caprylic acid was evenly sprayed on a filter paper (diameter 90 mm) at the following concentration, dried at room temperature for 1 hour, and then 10 adult Blatellla germanica were added to determine the number of dead individuals at each time. The experimental results are shown in Fig. 4 and Table 3 below.

12 hours later After 24 hours 48 hours later 72 hours later 96 hours later Undiluted 10 10 10 10 10 50% diluted amount 8 8 9 10 10 10% diluted amount 4 5 6 8 8 1% diluted amount 2 2 2 2 2 Control 0 0 0 0 0

Based on this, it was confirmed that caprylic acid has insecticidal activity of cockroaches.

Through the above experiment, it was confirmed that caprylic acid has an insecticidal and repelling effect against various pests.

Example 2: Preparation of Caprylic Acid Formulation with Stable Formulation

One of the simplest methods is to dilute caprylic acid in water and spray it through spraying for application to the field environment of agriculture and livestock industry. However, the formulation of caprylic acid is greatly affected by temperature, and it is difficult to prepare a stable formulation. In particular, even when a commonly used surfactant such as glycerin, alcohol, propylene glycol, or a homogenizer is used A phenomenon in which prylic acid precipitates or clumps appears (FIG. 4).

Accordingly, an experiment was conducted to develop a stable formulation that does not clump caprylic acid while lowering the pH and maintaining the pesticidal effect.

Widely used excipients such as lauryl glucoside, sodium lauroyl sarcosinate, elpan84, alcohol (83% or more), triethanolamine (TEA), potassium monopersulfate, quaternary ammonium and formaldehyde are caprylated. After each mixing with an acid, it was diluted with water to check whether caprylic acid agglomeration occurred.

The experimental results are summarized in Table 4 below.

Excipient Mixing degree State after time Water 1:200
The degree to which caprylic acid clumps when diluted Lauryl glucoside 100% No layer separation 3% capryl mass Sodium lauroyl sarcosinate 100% No layer separation 3% capryl mass Elpan84 95% (5% capryl left) Layer separation 15% capryl mass Butyl alcohol 100% none 10% capryl mass Isopropyl alcohol 100% none 10% capryl mass Ethyl alcohol 100% none 10% capryl mass Triethanolamine 100% none No clumping Potassium monofosulfate 100% No layer separation (pigmentation precipitate) No clumping Quaternary ammonium 100% No layer separation (pigmentation precipitate) No clumping Formaldehyde 100% No layer separation (pigmentation precipitate) No clumping

As a result of the experiment, when a mixture of lauryl glucoside, sodium lauroyl sarcosinate, elpan84 or alcohol (butyl alcohol, isopropyl alcohol, ethyl alcohol) and caprylic acid, which are widely used excipients (sometimes used as a surfactant) , Caprylic acid was separated over time, and it was confirmed that caprylic acid clumps when used after being diluted in water, and it was confirmed that it was difficult to use in a stable formulation (FIG. 5).

On the other hand, in the case of using triethanolamine, potassium monofosulfate, quaternary ammonium or formaldehyde, caprylic acid did not clump even when diluted in water, and it was confirmed that caprylic acid, the main component, was not separated even after time (Fig. 6 ), it was confirmed that a stable formulation can be made. On the other hand, in the case of potassium monofosulfate, quaternary ammonium, or formaldehyde, it was confirmed that a pigment precipitate was formed by adding a pigment to check whether or not it was mixed. I could confirm that.

Through this, it was confirmed that triethanolamine, potassium monofosulfate, quaternary ammonium and formaldehyde can be usefully used in the preparation of a pest control agent containing caprylic acid as an active ingredient.

Example 3: Confirmation of insecticidal effect of caprylic acid formulation with stable formulation

Experiments were conducted to confirm whether the formulation with improved stability in Example 2 maintains the insecticidal effect. Representatively, a preparation prepared by adding triethanolamine was diluted in water at a ratio of 300:1 and tested.

Specifically, after applying caprylic acid, it was dried, and as a result of checking whether there was a repelling effect of chicken mites, it was confirmed that the chicken mites moved to the edge of the container and had a repelling effect (FIG. 7). In addition, over time, it was confirmed that dead chicken mites fell under the container, and it was confirmed that there is an insecticidal effect (FIG. 8).

On the other hand, as a control, the repellent/insecticide effect was confirmed using rosin (diluted in water at a ratio of 15:1) and safari (diluted in water at a ratio of 10:1), which are used as pest control agents. It was confirmed that there was a degree of repelling effect, but it was confirmed that there was no insecticidal effect (FIG. 9).

Through this, it was confirmed that triethanolamine, potassium monofosulfate, quaternary ammonium and formaldehyde can be usefully used in the preparation of pest control agents containing caprylic acid as an active ingredient. In addition, it was confirmed that caprylic acid has excellent control effects even on chicken mites.

From the above description, those skilled in the art to which the present invention pertains will be able to understand that the present invention can be implemented in other specific forms without changing the technical spirit or essential features thereof. In this regard, it should be understood that the embodiments described above are illustrative in all respects and not limiting. The scope of the present invention should be construed that all changes or modifications derived from the meaning and scope of the claims to be described later rather than the above detailed description, and equivalent concepts thereof, are included in the scope of the present invention.

Claims (14)

Triethanolamine (Triethanolamine; TEA), potassium monopersulfate (potassium monopersulfate), quaternary ammonium (quaternary ammonium) and formaldehyde (formaldehyde) any one or more excipients comprising the step of mixing caprylic acid or a salt thereof, As a method of manufacturing a pest control agent,
The pest control agent, characterized in that the caprylic acid precipitation or aggregation phenomenon does not appear, the method of producing a pest control agent.
The method of claim 1, wherein the pest control agent exhibits a killing or repelling effect of pests.
The method of claim 1, wherein the pest control agent is a liquid preparation.
The method of claim 1, wherein the pest control agent is a liquid preparation for spraying.
The method of claim 1, wherein the pest control agent is diluted in water and used.
The method of claim 1, wherein the caprylic acid is mixed in an amount of 0.001% (w/v) to 50% (w/v).
delete The method of claim 1, wherein the excipient is mixed in an amount of 0.02% (w/v) to 0.5% (w/v).
Triethanolamine (TEA), potassium monopersulfate (potassium monopersulfate), quaternary ammonium (quaternary ammonium) and any one or more excipients of formaldehyde (formaldehyde), and caprylic acid or a salt thereof, as an active ingredient, A composition for controlling pests,
The composition for controlling pests is characterized in that the caprylic acid precipitation or aggregation phenomenon does not appear.
The composition for controlling pests according to claim 9, wherein the pest control agent is the killing or repelling of pests.
The composition for controlling pests according to claim 9, wherein the composition is a liquid composition.
The composition for controlling pests according to claim 9, wherein the composition is a liquid composition for spraying.
The composition of claim 9, wherein the caprylic acid is contained in an amount of 0.001% (w/v) to 50% (w/v).
The composition of claim 9, wherein the excipient is contained in an amount of 0.02% (w/v) to 0.5% (w/v).

Images