Composition for dissolving an oily compound in water

JP2025524193A5Pending Publication Date: 2026-08-03AFFIX LABS OY
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
AFFIX LABS OY
Filing Date
2023-07-26
Publication Date
2026-08-03

AI Technical Summary

Technical Problem

Existing insect repellents containing icaridin, such as picaridin, are difficult to formulate in aqueous solutions due to their hydrophobic nature, limiting their application in non-hazardous sprays and topical agents and leading to rapid evaporation, thus reducing effectiveness and posing logistical challenges.

Method used

A composition comprising an alcohol and a quaternary ammonium salt surfactant is used to dissolve water-insoluble active compounds like icaridin in water, forming a stable mixture by creating a corona-like structure with the hydrophobic side facing the compound and hydrophilic side facing water molecules.

Benefits of technology

The composition enables the formulation of icaridin in a stable, non-flammable, aqueous solution, suitable for various applications including sprays, skin applications, and building materials, with prolonged effectiveness and safety.

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Abstract

The present invention relates to the use of a composition for dissolving a water-insoluble active compound, which comprises an alcohol, a surfactant which is a quaternary ammonium salt of formula I, and water, wherein R3 in formula I is C1-C18 alkyl or alkenyl. Furthermore, the present invention relates to the use of a composition containing an active ingredient. The present invention also relates to the use of a composition containing an active ingredient as an insect repellent, an antibacterial composition, an antibacterial composition, a fragrance or a fungicide. Furthermore, the present invention relates to a method for repelling insects, and the present invention relates to a method for dissolving a water-insoluble active compound. Furthermore, the present invention relates to the use of the composition for storing an active compound in an extreme state.
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Description

Technical Field

[0001] The present invention relates to a composition for dissolving a water-insoluble active compound. Further, the present invention relates to a composition containing an active ingredient. Further, the present invention relates to the use of a composition having an active ingredient as an insect repellent.

Background Art

[0002] Insect repellents can prevent and control the occurrence of insect-borne diseases and arthropod-borne diseases such as malaria, Lyme disease, dengue fever, pests, river blindness, and West Nile fever. Most insect repellents are insecticides (kill insects), but some repel insects, cause insects to fly away, or crawl away. Common insect repellents include DEET (N,N-diethyl-m-toluamide), permethrin, and icaridin (also known as picaridin or saltidin). Icaridin is effective against the widest range of insects and is a synthetic version of piperine, a repellent contained in plants of the genus Piper. In addition, icaridin has little odor, does not damage plastics and other synthetic resins, and meets all requirements regarding safety and effective use for the human body and the environment. Therefore, icaridin is one of the most popular insect repellents together with DEET.

[0003] Icaridin is often sold under the trade name picaridin. This product is icaridin dissolved in neat oil. Neat oil is mineral oil or vegetable oil that has not been diluted with water and to which predetermined additives have been blended to produce predetermined beneficial properties. Further, picaridin can be diluted with organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and dimethylformamide (DMF).

[0004] Due to its hydrophobic nature, it is impossible to dissolve an effective amount of icariside in water. Therefore, it is impossible to prepare an aqueous solution containing icariside that can be used as an insect repellent. As a result, icariside cannot be used in, for example, spray-type non-hazardous and non-harmful insect repellents such as active wall sprays, clothing sprays, and topical skin agents. The lack of a safe spray formulation containing icariside significantly inhibits the effectiveness of this compound. Furthermore, the evaporation of the compound is rapid on the surface, limiting the duration of action. Currently marketed icariside products are alcohol-based and thus flammable. This leads to logistical constraints and more implementation problems.

[0005] As another method of dissolving compounds with hydrophobic characteristics in water, there is a method of dissolving these compounds using a co-solvent. However, co-solvent technology is only used to dissolve solid or hydrophobic compounds and is not used for water-insoluble compounds such as oily compounds. Also, as another option, surfactants are often applied to dissolve oily compounds, but the addition of surfactants imparts solubility only to (extremely) low concentrations of oily compounds.

Prior Art Documents

Non-Patent Documents

[0006]

Non-Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0007] Therefore, an object of the present invention is to provide a composition for dissolving a hydrophobic compound in water.

[0008] Surprisingly, it has been found that an active compound insoluble in water can be dissolved in water using a composition comprising an alcohol that is liquid at room temperature and a surfactant that is a quaternary ammonium salt.

[0009] The alcohol in this composition is a co-solvent. A co-solvent is added to the composition to increase the solubility of poorly soluble compounds. Co-solvents are used to dissolve solid or hydrophobic compounds in aqueous systems, but not in oily solvents.

[0010] The term surfactant is derived from the term surface-active agent. This means that this compound can lower the surface tension of a liquid or the interfacial tension between two liquids, between a gas and a liquid, or between a solid and a liquid. Thus, surfactants act as detergents, wetting agents, emulsifiers, foaming agents, or dispersants. In the context of the present invention, the surfactant acts as an emulsifier, which means that the surfactant forms micelles or micelle-like structures around the water-insoluble active compound. **Means for Solving the Problems**

[0011] Accordingly, the present invention relates to the use of a composition for dissolving a water-insoluble active compound comprising: · an alcohol selected from the group consisting of methanol, ethanol, propanol, propanol derivatives, butanol, and butanol derivatives, · a surfactant that is a quaternary ammonium salt of formula I, and · water, **[Chemical Formula]** Formula I (In the formula, R3 is C1-18 alkyl or alkenyl.).

[0012] Thus, a composition comprising a combination of a surfactant and a co-solvent enables the dissolution of a water-insoluble compound in water.

[0013] The surfactant of the composition of the present invention is a quaternary ammonium salt of Formula I. The surfactant forms a corona-like structure in which the hydrophobic side faces the water-insoluble compound and the hydrophilic side faces the water molecules. Such a surfactant enables the oily substance to form a stable mixture with the aqueous solution.

[0014] The present invention provides a system capable of dissolving an active compound insoluble in water. Accordingly, the present invention further relates to the use of the above composition, which further comprises an effective amount of a water-insoluble active compound, preferably an oily active compound.

[0015] The active compound of the composition of the present invention can be a natural or synthetic insect repellent, insecticide, antibacterial compound, antibacterial compound or fungicide, an aniline-based molecule such as a dye, fragrance or odorant.

[0016] According to the present invention, the active compound can be selected from the group consisting of ikaridin, DEET (N,N-diethyl-meta-toluamide), citronellal, citronellol, eucalyptol, nepetalactone, azadirachtin, A-terpineol, carvacrol, thymol, cinnamaldehyde, rosemary oil, cedarwood oil, myrcene, citral, geranyl acetate, nerol, geraniol, limonene, permethrin, zinc pyrithione or derivatives thereof, preferably ikaridin and its derivatives.

[0017] The surfactant of the composition of the present invention can be divided into four embodiments based on the definition of the R group. The first embodiment further defines R4.

[0018] Accordingly, the present invention further relates to the use of the above composition, wherein R4 of Formula I is an alkyl having a shorter chain than the alkyls of R1, R2 and R3, or R4 of Formula I has 1 to 3 carbon atoms and is a carboxylic acid group, a hydroxy group, a sulfonate group, a quaternary silane group or a phenyl group.

[0019] The second embodiment relates to the use of the composition of the present invention, where R1, R2, and R3 are the same.

[0020] Furthermore, in the third embodiment, all R groups are further defined. Thus, the present invention relates to the use of the above composition, where R1 and R2 are methyl groups, R3 is C n H 2n+1 (n = 1 to 18), R4 is an alkyl group shorter than the alkyl groups of R1, R2, and R3, or R4 has 1 to 3 carbon atoms and is a carboxylic acid, hydroxy, sulfonate, or phenyl group.

[0021] Finally, in the fourth embodiment, the present invention relates to the use of the above composition, where each of R1, R2, R3, and R4 is the same.

[0022] Thus, the present invention also relates to the use of the above composition, where the counter ion of the quaternary ammonium salt is a halide anion, preferably a chloride ion or a bromide ion.

[0023] The surfactant in the composition of the present invention can be a compound selected from the group consisting of trimethyloctadecylammonium chloride, stearyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, cetyltrimethylammonium chloride, tetradecyltrimethylammonium bromide, myristyltrimethylammonium bromide, tetradecyltrimethylammonium chloride, dodecyltrimethylammonium bromide, dodecyltrimethylammonium chloride, trimethylacetylammonium chloride, tetramethylammonium chloride, dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride, cetyldimethylbetaine, benzalkonium chloride, 3-(dimethyl(octadecyl)ammonio)propane-1-sulfonate, N-dodecyl-N,N-(dimethylammonio)butyrate (DDMAB), benzyl dimethyldodecylammonium chloride, zeffrol, N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate, domiohen bromide, (lauryldimethylammonio)acetate, didodecyldimethylammonium bromide, didodecyldimethylammonium chloride, methyltrioctylammonium chloride, tridodecylmethylammonium chloride, tetraoctylammonium bromide, tetradodecylammonium bromide, preferably trimethyloctadecylammonium chloride.

[0024] An alcohol is an organic compound having at least one hydroxy group. In the present invention, the alcohol acts as a co-solvent. The alcohols present in the composition of the present invention can be classified into four main categories that act on the principle of co-solvents. The first category is linear alcohols, which are hydrocarbons having one hydroxy group. The linear alcohols vary in the length of the carbon chain, but these linear alcohols have no branches. The second category is branched alcohols, which are hydrocarbon chains having at least one branch with a length of at least a methyl group. The third category is represented by Formula II. Each compound of Formula II in this category contains a 1-butanol skeleton having two methyl groups and an R group at the 3-position. [Chemical formula] Formula II

[0025] The last category contains the same alcohols as the first three categories, but these alcohols contain at least two hydroxy groups instead of one hydroxy group.

[0026] The present invention also relates to the use of the above composition, wherein the alcohol is liquid at room temperature and the alcohol is methanol, ethanol, propanol, propanol derivative, butanol, or butanol derivative.

[0027] In a further embodiment, the propanol derivative of the composition of the present invention is 2-propanol or isopropyl ether-ethyl alcohol.

[0028] In another embodiment, the butanol derivative of the composition of the present invention is selected from the group consisting of t-butanol, isobutanol, 2-methoxy-3-methyl-1-butanol (MMB), 3-ethoxy-3-methyl-1-butanol, 3-benzyloxy-3-methyl-1-butanol, 3-methyl-3-methyl-1-butanol, 3-methyl-1,3-butanediol, preferably 2-methoxy-3-methyl-1-butanol (MMB).

[0029] According to the present invention, the active compound is present in the composition in an amount of about 0.1% by weight to about 44.9% by weight, preferably about 0.1% by weight to about 20% by weight, more preferably about 0.1% by weight to about 10% by weight, still more preferably about 0.5% by weight to about 7% by weight, most preferably about 1% by weight to about 5% by weight, and most preferably about 2% by weight to about 3% by weight, based on the total weight of the composition.

[0030] The surfactant can be present in the composition of the present invention in an amount of about 0.1% by weight to 6% by weight, preferably about 0.5% by weight to 4% by weight, more preferably about 0.75% by weight to 3% by weight, and most preferably about 1% by weight to 2% by weight, based on the total weight of the composition.

[0031] Alcohol can be present in the composition in an amount of about 5% to about 49.9% by weight, preferably about 7% to about 40% by weight, more preferably about 9% to about 30% by weight, more preferably about 10% to about 25% by weight, still more preferably about 12% to 16% by weight, and most preferably about 12.5% by weight, based on the total weight of the composition, provided that water is present separately in the composition in a higher weight percentage than any other optional component of the composition.

[0032] In the present invention, a solution is defined as a homogeneous mixture in which a solute is dissolved in a solvent, is stable over time, and results in a homogeneous stable mixture that remains homogeneous even when passing through a filter.

[0033] Also, in the present invention, the solvent in an aqueous solution is always liquid water. Therefore, a composition having a plurality of components is regarded as an aqueous solution when water is present separately in the composition in a higher weight percentage than any other optional component of the composition.

[0034] Therefore, in another embodiment, the present invention relates to the composition of the present invention in which water is present separately in the composition in a higher weight percentage than any other optional component of the composition.

[0035] Also, in one embodiment of the present invention, the water is deionized water.

[0036] In a further embodiment of the present invention, water is present in the composition in a higher weight percentage than the combined other components of the composition.

[0037] According to a preferred embodiment of the present invention, water is present in the composition in more than 50% by weight, preferably more than 60% by weight, more preferably more than 70% by weight, and most preferably more than 80% by weight, based on the total weight of the composition, or water is present in an amount of about 80% by weight based on the total weight of the composition.

[0038] In a preferred embodiment, the present invention relates to the above composition in which the composition contains 2-methoxy-3-methyl-1-butanol, trimethyloctadecylammonium chloride, icariin, and water.

[0039] In this more preferred embodiment, the composition of the present invention can contain at least 12.5% by weight of methoxy-3-methyl-1-butanol and at least 1% by weight of trimethyloctadecylammonium chloride, based on the total weight of the composition.

[0040] The composition of the present invention can contain an active compound, but the present invention also relates to the use of a composition in which no active compound is present, i.e., a composition consisting only of a system for dissolving an oily compound. This latter composition contains alcohols in different weight percentages from those of the composition containing the active compound. Thus, the composition of the present invention in which no active compound is present can contain at least 12.5% by weight, preferably between 12.5% and 50% by weight, more preferably between 15% and 40% by weight, still more preferably between 15% and 25% by weight, and most preferably about 20% by weight of alcohol, based on the total weight of the composition.

[0041] In an embodiment where the composition of the present invention does not contain an active compound, the composition can also contain a surfactant in a weight percentage different from that of the composition without the active compound. The composition of the present invention in which no active compound is present can contain about 0.1% to 12% by weight, preferably about 0.5% to 8% by weight, more preferably about 0.75% to 4% by weight, and most preferably about 1% to 2% by weight of surfactant, based on the total weight of the composition.

[0042] The composition of the present invention containing the active compound is stable even under extreme conditions such as in a freezer, refrigerator, or overnight at 50°C. Thus, the present invention also relates to the use of the above composition for storing the active compound under such extreme conditions. Further, the present invention relates to the use of the present invention described herein for storing the active compound between -20°C and 20°C, particularly between -20°C and 4°C, and particularly between -20°C and 0°C. The present invention also relates to the use of the present invention described herein for storing the active compound at temperatures between 20°C and 60°C, particularly between 30°C and 55°C, and particularly between 40°C and 50°C.

[0043] Furthermore, the present invention relates to the use of the present invention for storing the active compound at a temperature between -20°C and 0°C and / or between 30°C and 55°C.

[0044] Furthermore, the composition of the present invention containing the active compound remains homogeneous, translucent and colorless even after being stored for 3.5 months. Therefore, the present invention also relates to the use of the above composition of the present invention for storing the active compound for at least one week, particularly at least one month, particularly at least two months, particularly at least 3.5 months.

[0045] Furthermore, the composition of the present invention having the active compound can be used as an insect repellent, insecticide, antibacterial composition, antibacterial composition, fragrance, or fungicide. In particular, the composition of the present invention can be used to repel insects, particularly insects that may transmit infectious diseases, particularly mosquitoes, mites, cockroaches, lice, ants, biting flies, fleas and chiggers.

[0046] In another embodiment, the present invention relates to the use of the above composition on building materials such as buildings, parts of buildings, concrete, plastics, bricks, foams or polyesters. By implementing the composition of the present invention on a house or building materials of a house, it becomes possible to easily apply the active compound present in the composition of the present invention. When the active compound is an aqueous solution, such a compound can be well implemented on a house or building materials of a house.

[0047] In a further embodiment, the present invention relates to the use of the above composition in coatings, paints, epoxies, woods, bricks, fibers, composite materials, or textiles.

[0048] Also, in another embodiment, the composition of the present invention can be used on the skin of humans or animals. Since the composition of the present application is an aqueous solution, it is non-flammable and has low risk. As a result, the application of the composition of the present invention to the skin of humans or animals is more convenient and safe.

[0049] Furthermore, a further embodiment of the present invention is that the composition can be used as a topical skin composition, in particular as a cosmetic lotion, spray or cream, or as part of a topical skin composition, such as a lotion, spray, or cream.

[0050] Furthermore, the present invention is a method for repelling insects, · applying the composition of the present invention to a surface, where the surface is preferably the skin of a human or animal, the surface of a building, or a part of a building, a building material, or a coating.

[0051] The present invention also relates to a method for producing the composition of the present invention that does not contain an active compound, · comprising dissolving the above alcohol and surfactant in water to obtain a solution.

[0052] The present invention also relates to a method for dissolving a water-insoluble active compound in water, · dissolving the above alcohol and surfactant in water to obtain a solution, · adding the above water-soluble active compound to this solution.

[0053] The present invention also relates to the use of the composition of the present invention as an insect repellent, insecticide, antibacterial composition, antibactericidal composition, or fungicide.

Brief Description of the Drawings

[0054]

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Mode for Carrying Out the Invention

[0055] Next, the present invention will be described by the following examples, but these examples do not limit the scope of the present invention in any way.

Examples

[0056] Example 1 Apply the general procedure for preparing a solution of the active compound in the composition of the present invention: Put deionized water into a beaker equipped with a stirring rod and place it on a stirring plate. The co-solvent was added to the solution while stirring. Then, the surfactant was added, and icariin was also added before the surfactant dissolved. Stop stirring when all the components of the composition are dissolved. These experiments are summarized in Table 1 below. The first column lists the co-solvents and surfactants used. The second column describes the results, and the third column gives the weight percentages of the various components.

[0057]

Table 1

[0058] Example 2 In this experiment, it was tested whether a combination of a co-solvent and a surfactant was necessary to dissolve icariin, or whether icariin could be dissolved in water with individual components alone. Deionized water was placed in a beaker equipped with a stir bar and placed on a stirring plate. The co-solvent (if applicable) was added while stirring. Then, the surfactant (if applicable) was added, and icariin (if applicable) was added before it dissolved. Stirring was stopped when everything was dissolved.

[0059]

Table 2

[0060] From Table 2, it can be concluded that icariin is soluble in water only by using a combination of a co-solvent and a surfactant.

[0061] Example 3 The same test was conducted to determine whether the composition of the present invention could also dissolve another water-insoluble compound. In this experiment, icariin was replaced with DEET, and the general procedure was applied.

[0062]

Table 3-1

[0063] In Table 3, it has been demonstrated that the composition of the present invention can also dissolve DEET in 5% by weight of water.

[0064] Example 4 General procedure for testing a plurality of co-solvents and surfactants for dissolving salbutidine under extreme conditions: Deionized water (8.15 g, 81.50% by weight) was placed in a beaker equipped with a stir bar and placed on a magnetic stirrer. The co-solvent (1.25 g, 12.50% by weight) was added to the solution with stirring. Then, the surfactant (0.10 g, 1.00% by weight) was added, and salbutidine (0.5 g, 5.00% by weight) was also added before it dissolved. Stirring was stopped when all had dissolved.

[0065]

Table 3-2

[0066] Example 5 Dissolve a plurality of active compounds in a system containing a co-solvent and a surfactant. General procedure: Deionized water (8.15 g, 81.50% by weight) was placed in a beaker equipped with a stir bar and placed on a magnetic stirrer. The co-solvent (1.25 g, 12.50% by weight) was added to the solution with stirring. Then, the surfactant (0.10 g, 1.00% by weight) was added, and the active compound (0.5 g, 5.00% by weight) was also added before it dissolved. Stirring was stopped when all had dissolved.

[0067]

Table 3-3

[0068] Example 6 GC method and NMR method The GC method was carried out to demonstrate the presence of the active compound in the solution. The experiment of the GC method was carried out according to the following procedure: 1. Prepare an internal standard solution (IS) by diluting EBAP (ethyl butylacetylaminopropionate, cas#52304-36-6) with IPA (2-propanol, cas#67-63-0) to obtain a 1% EBAP IPA solution. 2. Prepare a rinsing solution. Dilute the IS solution 100-fold with IPA to obtain 0.01% EBAP. 3. Cut pieces of Whatman filter paper No. 1 (25 mm × 40 mm + 10 mm (10 cm 2 + 2.5 cm 2 ))). 4. Cut pieces of 100% cotton shirt (25 mm × 40 mm + 10 mm (10 cm 2 + 2.5 cm 2 ))). 5. Prepare the test solution as described in Section 3.1. 6. Apply 20 μL of the test solution to each of the 5 pieces of paper and 5 pieces of fabric in a spot pattern of approximately 2 μL per spot using a micropipette. 7. Before sample collection. Prepare 10 sample vials (25 mL) and fill each with 10 mL of the rinsing solution. 8. Transfer the paper / fabric sheet to the corresponding sample vial and ensure it is completely filled with the solution. 9. After all the paper and fabric pieces have been placed in the sample vials, let them stand for at least 8 hours. Then, transfer 1 mL of each solution to a GC vial and measure the GC according to the details in the following table. 10. Check if the peaks of the compounds are present at the expected retention times.

[0069] GC chromatography equipment and information.

Table 4

[0070] Also perform the NMR method to demonstrate the presence of the active compound in the solution. Conduct the NMR experiment according to the following procedure: Dissolve 25 μg of the solution in 0.7 mL of DMSO-d6 or CDCl3 according to the active compound, and measure the NMR with an instrument of at least 500 MHz. Always predict the active compound and other compounds to identify the signals.

[0071] Example 7 Transluminescence electro spectroscopy

Table 5

[0072] Example 8 Mosquito method Perform the following mosquito method to demonstrate that the active compound remains active in the formulation of the insect repellent compound. Since there is no official standard method, the "Guidelines for efficacy testing of spatial repellent, World Health Organization, 2013, ISBN 978 92 4 150 502 4" of the World Health Organization was referred to.

[0073] For the preparation of the test sample, an aliquot (3.0 mL) of IRL (insect repellent liquid) was uniformly applied to a paper (Whatman filter paper No. 1) of 20.0×27.5 cm (550 cm 2 ) using a micropipette. The sample was dried at room temperature (20~25°C) without forced heating. All IRL was stored at 15~25°C in its original packaging until the start of the test.

[0074] Of the genus Anopheles Anopheles Arabiensis KGBFemale mosquitoes were reared according to the reference protocol. The mosquitoes were reared under a photoperiod of 11.5 h light: 45 min dusk: 11.15 h dark: 45 min dusk at a temperature of 27 ± 2 °C and a relative humidity of 80 ± 10%. Pupae were collected and transferred to a screen cage and enclosed as adults. The adults were reared in a screen cage with 10% sucrose solution as an energy source. Non-blood-fed, virgin female mosquitoes aged 5 - 8 days were starved for 24 h (given only water) before the test. Females actively seeking a host were selected from a general colony population to ensure a maximal behavioral response. This was done using a suction device or a suitable blower while bringing the hand close to the cage (but not touching) and capturing the actively searching mosquitoes. All repellency tests were observed in female mosquitoes starved 12 h earlier. The mosquitoes were transferred to the rearing container while taking care not to physically damage them.

[0075] A modular test system was used based on the WHO Guidelines (Guidelines for efficacy testing of spatial repellent, World Health Organization, 2013, ISBN 978 92 4 150 502 4). The spatial repellency assay can examine both the spatial repellency response and the contact irritancy response. The main components of the modular system are illustrated and labeled in Fig. 17. The modular test system actually used is shown in Fig. 18. The total length of the test system used was 80 cm.

[0076] Each treatment cylinder (Figure 17) was constructed from a plexiglass tube (outer diameter 9.0 cm, thickness 0.3 cm, length 28.5 cm, capture region length 25 cm), with a butterfly valve attached to one side and an end cap attached to the other side. The end cap was constructed from a plexiglass cylinder (outer diameter 9.8 cm, thickness 0.4 cm, length 2.6 cm) and covered with a membrane that allowed air to enter and exit the module system. A transparent intermediate cylinder (Figure 18) was constructed from a plexiglass tube with the same outer diameter and thickness as the treatment cylinder (outer diameter 9.8 cm, thickness 0.4 cm, and length 3.4 cm at both ends), but with a length of 25.8 cm and a capture region of 16.4 cm. Along the middle of the length of the transparent cylinder, a hole covered with cork for transferring mosquitoes was provided.

[0077] The treatment filter paper (Whatman filter paper No. 1 or similar) was cut into (two) pieces of 10×27.5 cm to fit within the capture region of the treatment cylinder and fixed with Scotch tape. The room where all the repellency tests were conducted was maintained at a temperature of 27±2°C and a relative humidity of 80±10%.

[0078] The spatial repellency assay was performed in a sealed room with controlled temperature and humidity, no windows, and with light. A group of 20 female mosquitoes was introduced from the holding tube into the transparent cylinder (using an aspirator) and allowed to acclimatize to the test environment for 30 seconds. The number of mosquitoes that were physically damaged and unable to fly or walk was recorded, and the total sample number of mosquitoes that could respond to the test sample was corrected in the repeated tests. All the butterfly valves were opened simultaneously for 4 minutes to allow the drug vapor to flow into the test unit as shown by the gray arrow in Figure 17 and to allow the mosquitoes to move freely within the unit. After 4 minutes, the butterfly valves were closed and the number of mosquitoes in each cylinder was recorded. The number of knocked-down mosquitoes in each cylinder was also recorded.

[0079] The treatment cylinder was removed from the central transparent cylinder, the end caps were removed from both treatment cylinders, and the mosquitoes were blown into the mosquito trap. Also, the mosquitoes were blown from the central transparent cylinder into the mosquito trap. During the repeated tests, all treated substrates were left intact. The continuous repeated tests were carried out without interruption.

[0080] Repeated tests were carried out for each sample. After the test, the percentage of mosquitoes repelled by the treatment was determined. The spatial repellency is expressed as the percentage of mosquitoes whose entry into the treated space was blocked against all mosquitoes moving within the system and is calculated from the "Spatial Activity Index":

Number

[0081] The Spatial Activity Index varies from -1 to 1. 0 indicates no reaction, -1 indicates that all mosquitoes moved to the treatment chamber and an attraction reaction occurred, and 1 indicates that all mosquitoes moved to the control chamber (away from the treatment source) and a spatial repellency reaction occurred. When no movement is recorded within the system (i.e., N t = 0, Nc = 0), the test is valid but the Spatial Activity Index is 0.

[0082] The Spatial Activity Index is as calculated for each repeated test. The number of repetitions, the total number of mosquitoes, and the Spatial Activity Index for each test sample were reported.

Claims

1. The use of a composition for dissolving a water-insoluble active compound, wherein the composition is - Alcohols selected from the group consisting of methanol, ethanol, propanol, propanol derivatives, butanol, and butanol derivatives. • A surfactant which is a quaternary ammonium salt of the following formula I, and • Contains water, 【Chemistry 1】 Equation I In the formula, R3 is a C1-18 alkyl or alkenyl.

2. The use according to claim 1, wherein the composition further comprises an effective amount of a water-insoluble active compound.

3. The use according to claim 1, wherein the water-insoluble active compound is selected from the group consisting of picaridin, DEET, N,N-diethyl-methatoluamide, citronellal, citronellol, eucalyptol, nepetalactone, azadirachtin, α-terpineol, carvacrol, thymol, cinnamaldehyde, rosemary oil, cedarwood oil, myrcene, citral, geranyl acetate, nerol, geraniol, limonene, permethrin, zinc pyrithione, or derivatives thereof.

4. The use according to claim 1, wherein R4 in formula I is a methyl group, a shorter-chain alkyl group than the alkyls of R1, R2 and R3, or R4 has 1 to 3 carbon atoms and is a carboxylic acid group, a hydroxyl group, a sulfonate group or a phenyl group.

5. The use according to claim 1, wherein R1, R2, and R3 are the same.

6. R1 and R2 are methyl groups, and R3 is C n H 2n+1 The use according to claim 1, wherein (n = 1 to 18), and R4 is a shorter-chain alkyl group than the alkyl groups of R1, R2 and R3, or R4 has 1 to 3 carbon atoms and is a carboxylic acid group, a hydroxyl group, a sulfonic acid group or a phenyl group.

7. The use according to claim 1, wherein R1, R2, R3, and R4 are the same.

8. The use according to claim 1, wherein the counterion of the quaternary ammonium salt is a halide anion.

9. The aforementioned surfactants include trimethyloctadecylammonium chloride (SQ), stearyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, cetyltrimethylammonium chloride, tetradecyltrimethylammonium bromide, myristyltrimethylammonium bromide, tetradecyltrimethylammonium chloride, dodecyltrimethylammonium bromide, dodecyltrimethylammonium chloride, trimethylacetylammonium chloride, tetramethylammonium chloride, dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride, cetyldimethylbetaine, benzalkonium chloride, 3-(dimethyl The use according to claim 1, selected from the group consisting of tyl(octadecyl)ammonio)propane-1-sulfonate, N-dodecyl-N,N-(dimethylammonio)butyrate (DDMAB), bezyldimethyldodecylammonium chloride, zephyrol, N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate, domiohene bromide, (lauryldimethylammonio)acetate, didecyldimethylammonium bromide, didodecyldimethylammonium bromide, methyltrioctylammonium chloride, toridodecylmethylammonium chloride, tetraoctylammonium bromide, and tetradodecylammonium bromide.

10. The use according to claim 9, wherein the surfactant is trimethyloctadecylammonium chloride (SQ).

11. The use according to claim 1, wherein the alcohol is propanol, a propanol derivative, butanol, or a butanol derivative.

12. The use according to claim 11, wherein the propanol derivative is 2-propanol or isopropyl ether-ethyl alcohol.

13. The use according to claim 11, wherein the butanol derivative is selected from the group consisting of t-butanol, isobutanol, 2-methoxy-3-methyl-1-butanol (MMB), 3-ethoxy-3-methyl-1-butanol, 3-benzyloxy-3-methyl-1-butanol, 3-methyl-3-methyl-1-butanol, 3-methyl-1,3-butanediol, preferably 2-methoxy-3-methyl-1-butanol (MMB).

14. The use according to claim 2, wherein the water-insoluble active compound is present in the composition in an amount of 0.01% to 44.9% by weight relative to the total weight of the composition.

15. The use according to claim 1, wherein the surfactant is present in the composition in an amount of 0.1% to 6% by weight relative to the total weight of the composition.

16. The use according to claim 1, wherein the alcohol is present in the composition in an amount of 5% to 49.9% by weight relative to the total weight of the composition, provided that water is present separately in the composition in a higher weight percentage than any other component of the composition.

17. The use according to claim 1, wherein the water is present separately in the composition in a higher weight percent than any other component of the composition.

18. The use according to claim 17, wherein the water is deionized water.

19. The use according to claim 18, wherein the water is present in the composition in a higher weight percent than the combined weight of the other components of the composition.

20. The use according to claim 19, wherein the water is present in the composition in an amount of more than 50% by weight relative to the total weight of the composition.

21. The use according to claim 2, wherein the composition comprises 2-methoxy-3-methyl-1-butanol, trimethyloctadecylammonium chloride, picaridin, and water.

22. The use according to claim 21, wherein the composition comprises at least 12.5% ​​by weight of methoxy-3-methyl-1-butanol and at least 1% by weight of trimethyloctadecylammonium chloride, based on the total weight of the composition.

23. The use according to claim 1, wherein the alcohol is present in the composition in an amount of at least 12.5% ​​by weight relative to the total weight of the composition.

24. The use according to claim 1, wherein the surfactant is present in the composition in an amount of 0.1% to 12% by weight relative to the total weight of the composition.

25. Use of the composition according to claim 2 as an insect repellent, insecticide, antimicrobial composition, antibacterial composition, fragrance, or antifungal agent.

26. Use of the composition according to claim 2 on buildings, parts of buildings, concrete, plastics, bricks, foams, or building materials such as polyester.

27. Use of the composition according to claim 2 in coatings, paints, epoxy, wood, brick, fiber, composite material, or textile.

28. Use of the composition according to claim 2 on human or animal skin.

29. Use of the composition according to claim 2 as a topical skin preparation or cosmetic lotion, spray, or cream, or as part of a topical skin preparation or cosmetic lotion, spray, or cream.

30. A method of repelling insects, A method comprising applying the composition described in claim 2 onto a surface, wherein the surface is human or animal skin, or the surface of a building, part of a building, building material, or coating.

31. A method for producing the composition described in claim 1, A method comprising dissolving the alcohol and surfactant described in claim 1 in water to obtain a solution.

32. A method for dissolving the water-insoluble active compound described in claim 2 in water, - Dissolve the alcohol and surfactant described in claim 1 in water to obtain a solution. A method comprising adding the water-insoluble active compound described in claim 2 to the solution.

33. Use of the composition according to claim 2 for preserving a water-insoluble active compound under extreme conditions, wherein the extreme conditions are at a temperature between -20°C and 20°C.

34. Use of the composition according to claim 2 for preserving a water-insoluble active compound under extreme conditions, wherein the extreme conditions are at a temperature between 20°C and 60°C.

35. Use of the composition according to claim 2 for storing the water-insoluble active compound for at least one week.