Hydrocarbon alcohols and their derivatives as synergistic agents for pesticide action

Abstract

The first object of the present invention is an insecticidal composition comprising the following: (i) an active substance comprising at least one component having adult insecticidal activity and / or larval insecticidal activity and / or at least one component having insect growth regulating activity; (ii) At least one synergistic agent which is a linear or branched, saturated or unsaturated hydrocarbon alcohol or a derivative thereof having 6 to 24 carbon atoms. The present invention also covers insect control methods that include exposing a target area or target insect to at least one hydrocarbon alcohol or derivative and at least one active insecticide simultaneously or within 5 hours.

Description

[Background technology]

[0001] Insects, fungi, and plants such as monocots and dicots have developed multiple self-defense mechanisms against the effects of pesticides. These include the production of metabolites that partially or completely neutralize the active ingredients exposed to pesticides, or convert pesticides into inactive substances through biocatalysis. In practice, these mechanisms reduce or eliminate the effects of these active ingredients.

[0002] Enzymes belonging to the cytochrome P450 family and esterases are one of the main means that insects use to neutralize insecticides. Their metabolic pathway is based on the detoxification and breakdown of active molecules. This pathway also promotes general insect metabolism.

[0003] Cytochrome P450 and esterases are well-known and widely used synergistic agents (piperonyl butoxide (PBO)). PBO is a semi-synthetic product, but it is somewhat toxic and poorly biodegradable. Furthermore, the effects of PBO are exerted in different ways against different P450 cytochromes and different esterases present in insects, fungi, weeds, and various pathogens, making comparisons between different species impossible.

[0004] Many countries have banned the use of PBOs in agricultural plant protection products, particularly in organic farming. While PBOs are highly effective, they need to be replaced by natural products or derivatives that are less toxic to the environment and have a wider range of applications.

[0005] Fatty acids have been widely documented for use in pesticides. For example, US4975110 describes an environmentally friendly herbicide composition containing a fatty acid and one or more surfactants as active ingredients. The fatty acid in these herbicide compositions includes pelargonic acid, which can be used alone or as the main component of a mixture of fatty acids such as caprylic acid, lauric acid, and undecanoic acid.

[0006] US5700473 describes a non-phytotoxic pyrethrin-based arthropod anthelmintic containing triglycerides derived from plant seed oil, pyrethrum extract, and one or more surfactants.

[0007] US7820594 describes a pesticide composition particularly useful as a fungicidal or herbicidal composition, comprising one or more fatty acids and one or more organic acids other than fatty acids. When combined with fatty acids, organic acids act as potent synergists of fatty acids.

[0008] US8993004 and WO2010115065 describe compositions comprising at least one pesticide and a mixture of plant-derived unsaturated C12-C26 fatty acids and / or salts thereof and C6-C14 saturated fatty acids and / or salts thereof.

[0009] US8097631 describes a bactericidal composition containing cyprodinil, the active substance, in addition to an unsaturated C18 fatty acid selected from oleic acid, linoleic acid, and linolenic acid.

[0010] US11122801 describes the use of mono and polyunsaturated acids C6-C24 or their derivatives as enzyme inhibitors, particularly cytochrome P450 and esterases, in pesticide formulations.

[0011] EP3346835 describes an insecticidal or acaricidal composition comprising an arginine salt of a fatty acid, wherein the fatty acid comprises one or more unsaturated fatty acids having 14 to 22 carbon atoms and one or more fatty acids having 8 to 18 carbon atoms, and the weight ratio of the unsaturated fatty acid having 14 to 22 carbon atoms to the saturated fatty acid having 8 to 18 carbon atoms is at least 1.

[0012] WO2018233869 describes an insecticide formulation containing a naturally derived pyrethrin mixture and C16-C24 unsaturated fatty acids that enhance the efficacy of natural pyrethrins.

[0013] WO2020109729 describes compositions comprising at least one linear or branched ω-hydroxylated fatty acid or a derivative thereof, or a mixture of such linear or branched ω-hydroxylated fatty acids or derivatives thereof, and their use for the protection of plants against pathogens.

[0014] WO2020187656 describes the use of novel combinations of several active ingredients with at least one fatty acid or its derivatives for the control of animal and microbial parasites.

[0015] CN112075428 describes the use of linoleic acid as a pesticide.

[0016] WO2021099271 and WO2021175947 describe pesticide compositions comprising one or more C12-C24 fatty acids, their salts, esters, or mixtures thereof, and at least one additional activator as a pesticide.

[0017] JP2021165303 describes pest control compositions comprising natural pyrethrins and at least one naturally derived component belonging to one of the following classes: sesquiterpene lactones; sterols; flavonoids; fatty acids; monoterpenes; sesquiterpenes; triterpeneols; alcohols (ceryl alcohol, (Z)-3-ethen-1-ol, 1-octen-3-ol); alkanes, alkenes, and several derivatives containing aromatic groups; carotenoids; ketones; esters ((Z)-3-hexen-1-ol acetate, 1-octen-3-ol acetate, 3-cyclohexen-1-ol acetate, 3-hexenyl-2-methylbutanoate, 3-hexenyl-3-methylbutanoate, hexyl acetate, isoamyl acetate, β-phenylethyl isovalerate); vegetable oils.

[0018] US5288483, WO0158260, EP2364590, CN102370599, and WO2013093647 describe insecticide formulations containing naturally derived and synthetic fatty substances, including alcohols, hydroxy alcohols, and their derivatives such as esters and carbonates (carbonate esters), with carbon chain lengths of approximately 8 to 22, along with the active ingredient. While these alcohols and derivatives are included as additives in the formulations, the documents do not suggest that activity is exerted by these components.

[0019] GB2095109 describes an insecticidal composition containing one or more pyrethroid insecticides and a long-chain fatty alkanol. The concentration of the alkanol is 0.01 to 2% by weight, preferably 0.02 to 1% by weight, and the preferred fatty alkanol is 1-hexadecanol. In this case as well, the active role of the long-chain fatty alkanol is not suggested or described. Furthermore, pyrethroid synergists such as PBO may also be included in the composition, and those skilled in the art may not consider the same aliphatic alkanol as an active ingredient.

[0020] CN106857635 describes a household insecticide characterized by the following composition: 2-10 parts by weight of PBO, 3-10 parts by weight of tetramethrin, a pyrethrum derivative, 2-10 parts by weight of a synergist, and 70-90 parts by weight of water, where the synergist is n-butanethiol and octyldodecanol, in a weight ratio of 1-2 or 2-1. The simultaneous presence of butanethiol and octyldodecanol is necessary. A specific proportion of octyldodecanol can promote the penetration of n-butanethiol and the effector, thereby improving the insecticidal effect.

[0021] EP3964068 describes a glycol compound having an alkane with 4 to 7 carbon atoms, more specifically a hydroxyl group bonded to each of two adjacent carbon atoms of 1,2-hexanediol, as an insecticidal efficacy enhancer that can increase the vaporization of the product upon heating and diffusion. The content of the glycol compound in the aqueous insecticidal composition is 2 to 70% by weight, more preferably 6 to 60% by weight. When diols other than 1,2-hexanediol were tested, no similar effect was observed. [Modes for carrying out the invention]

[0022] The present invention relates to a composition comprising at least one linear or branched, saturated or unsaturated hydrocarbon alcohol or derivative thereof having 6 to 24 carbon atoms, combined with at least one component having insecticidal activity and / or insect growth-regulating activity, wherein the derivative is a carbonate (carbonate ester) or ester of the alcohol.

[0023] In one embodiment, the at least one alcohol is of general formula (I): R-CH2OH (I) (In the formula, R is a hydrocarbon chain having 5 to 23 or 7 to 19 carbon atoms, which is linear or branched, saturated, or contains one or more double bonds.)

[0024] In one embodiment, at least one of the carbon atoms on the hydrocarbon chain is substituted with an OH group.

[0025] These derivatives are Esters of general formula (II) R-CH2OCOR (II) (wherein R has the meaning described above, and R' is a saturated or unsaturated, linear or branched alkyl radical having 1 to 6 carbon atoms; optionally, one or more carbon atoms on the hydrocarbon chain R' are substituted with an OH group); Carbonates (carbonate esters) of general formula (III) R-CH2OCOOCH2R'' (III) (In the formula, R has the meaning described above, and R'' is equal to or different from R. If different, it is a linear or branched, saturated or unsaturated alkyl radical having 1 to 23 carbon atoms, and optionally one or more of the C atoms are substituted with an OH group.) It is selected from the group that includes it.

[0026] In one embodiment, the at least one pesticide is selected from the group including: natural pyrethrins, synthetic pyrethroids, particularly cypermethrin, permethrin, deltamethrin, tetramethrin, prallethrin, neonicotinoids, phosphate esters such as the biopesticides imidacloprid, spinosin, and azamethiphos, oxadiazines, phenylpyrazoles, avermectins, neem oil, azadirachtins, etc.

[0027] In one embodiment, the compound of general formula (I) or its derivative (II) or (III) is present in the composition in a weight ratio of 0.4 to 10.0 of the active substance, preferably 0.6 to 7.0, more preferably 1.0 to 6.0, and a molar ratio of 1.0 to 14.0 of the active substance, preferably 1.5 to 10.0.

[0028] These compositions are formulated according to the art, for example, as emulsions, solutions, encapsulated products, powders, and baits.

[0029] In one embodiment, this composition is used as a pesticide.

[0030] In one embodiment, the composition is used for target insects.

[0031] In one embodiment, the composition is applied to a surface to prevent insect infestation.

[0032] In a further embodiment, a method of insecticide is claimed, comprising exposing a target area or target insect to at least one linear or branched, saturated or unsaturated hydrocarbon alcohol having 6 to 24 carbon atoms, or a derivative thereof (such derivatives are carbonates or esters of those alcohols), and exposing at least one active substance having adult insecticidal activity and / or larval insecticidal activity and / or insect growth regulating activity, wherein the exposure to the at least one synergist and the exposure to the at least one pesticide are simultaneous, or the exposure to the at least one synergist precedes the exposure to the at least one pesticide by up to 5 hours, or up to 3 hours, or up to 1 hour.

[0033] In the context of the present invention, alcohols of general formula (I) or their derivatives (II) and (III) are also defined as “synthetic agents”.

[0034] The target area is, for example, the floor of a room, the surface of curtains, or any surface that requires such treatment.

[0035] In one embodiment, when exposure to at least one synergistic agent and at least one pesticide occurs simultaneously, the at least one alcohol and the at least one pesticide are incorporated as free components of the same formulation.

[0036] In one embodiment, subsequent exposure is achieved by a time-release (sustained-release) formulation according to the Art. For example, this can be achieved by encapsulating at least one active ingredient and leaving at least one synergist in the free portion of the formulation.

[0037] In one embodiment, the alcohol or alcohol derivative is present in the composition in a weight ratio of 0.4 to 20 with respect to the at least one active ingredient.

[0038] In one embodiment, the alcohol or alcohol derivative is present in the composition in a weight ratio of 2 or less with respect to the at least one active ingredient.

[0039] In one embodiment, the target insect is Musca domestica, the active ingredient is cypermethrin, spinosad, synthetic or natural pyrethrins, azamethiphos, or imidacloprid, and the alcohol or alcohol derivative is selected from the group comprising 1,2-hexanediol, 2-ethylhexyl carbonate, dioctyl carbonate, oleyl acetate, oleyl alcohol, 2-octyldodecanol, dodecanol, 1,2-octanediol, 1,8-octanediol, and 1,2-dodecanediol.

[0040] In one embodiment, the target insect is Musca domestica, the active ingredient is cypermethrin, and the alcohol or alcohol derivative is selected from the group comprising 1,2-hexanediol, 2-ethylhexyl carbonate, dioctyl carbonate, oleyl acetate, oleyl alcohol, 2-octyldodecanol, dodecanol, 1,2-octanediol, 1,8-octanediol, and 1,2-dodecanediol.

[0041] In one embodiment, the target insect is Musca domestica, the active ingredient is spinosad, and the alcohol or alcohol derivative is selected from the group comprising oleyl alcohol, 1,2-hexanediol, and oleyl acetate.

[0042] In one embodiment, the target insect is Musca domestica, the active ingredient is azamethiphos, and the alcohol or alcohol derivative is selected from the group comprising oleyl alcohol, 1,2-hexanediol, and oleyl acetate.

[0043] In one embodiment, the target insect is Musca domestica, the active ingredient is pyrethrins, and the alcohol or alcohol derivative is selected from the group comprising oleyl alcohol and 1,2-hexanediol.

[0044] In one embodiment, the target insect is a species of the genus Blatta (Blatta sp.), the active ingredient is selected from the group comprising cypermethrin, imidacloprid, synthetic or natural pyrethrins, and azamethiphos, and the alcohol or alcohol derivative is selected from the group comprising 1,2-hexanediol, 1,2-octanediol, 1,8-octanediol, 1,2-dodecanediol, 1,12-dodecanediol, 2-ethylhexyl carbonate, dioctyl carbonate, oleyl acetate, dodecyl acetate, n-octyl acetate, oleyl alcohol, octanol, hexadecanol, tetradecanol, dodecanol, and 2-octyldodecanol.

[0045] In one embodiment, the target insect is Blatta lateralis, the active ingredient is cypermethrin, and the alcohol is 1,2-hexanediol.

[0046] In one embodiment, the target insect is Blatta orientalis, the active ingredient is cypermethrin, and the alcohol or alcohol derivative is 1,2-hexanediol, or 2-ethylhexyl carbonate, or dioctyl carbonate, oleyl acetate, oleyl alcohol, or 1,2-octanediol.

[0047] In one embodiment, the target insect is Blatta orientalis, the active ingredient is pyrethrin, and the alcohol is oleyl alcohol.

[0048] In one embodiment, the target insect is Blatta orientalis, the active ingredient is azamethiphos, and the alcohol is oleyl alcohol or oleyl acetate.

[0049] In one embodiment, the target insect is Blatta orientalis, the active ingredient is imidacloprid, and the alcohol is oleyl alcohol.

[0050] In one embodiment, the target insect is Blatella germanica, the active ingredient is imidacloprid, and the alcohol is oleyl alcohol.

[0051] Advantageously, the synergistic effects unexpectedly demonstrated by the compositions and / or methods according to the present invention allow for a reduction in the amount of active ingredients used in pesticide formulations, resulting in cost reductions, reduced environmental impact, and a lower risk of resistance development.

[0052] The following non-exclusive examples describe results obtained using the formulation according to the present invention or a known formulation for comparative purposes. [Examples]

[0053] Composition used -Composition 1 (Comparative Example): Pyrethrin in acetone: 0.70 mg / ml. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 17.50 mg / m² 2 . -Composition 2 (Comparative Example): Pyrethrin in acetone: 0.40 mg / ml. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 10.00 mg / m² 2 . -Composition 3 (Comparative Example): Cypermethrin in acetone, 0.45 mg / ml. 400 cm2 Amount applied to the tile: 1 ml, permethrin = 11.30 mg / m 2 . - Composition 4a (comparative example): Permethrin in acetone, 0.20 mg / ml. 400 cm 2 Amount applied to the tile: 1 ml, permethrin = 5.00 mg / m 2 . - Composition 4b (comparative example): Permethrin in acetone, 0.03 mg / ml. 400 cm 2 Amount applied to the tile: 1 ml, permethrin = 0.80 mg / m 2 .

[0054] - Composition 5a (according to the present invention): Microencapsulated aqueous 2.0% pyrethrin, 7.4% oleyl alcohol (titer 85.0%). Diluted with water: 5.0%. Final concentration: 1 mg / ml pyrethrin, 3.70 mg / ml oleyl alcohol 85.0%. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 25.00 mg / m 2 , oleyl alcohol 85.0% = 92.50 mg / m 2 . - Composition 5b (according to the present invention): Microencapsulated aqueous 2.0% pyrethrin, 7.4% oleyl alcohol (titer 85.0%). Diluted with water: 4.0%. Final concentration 0.80 mg / ml pyrethrin, 2.96 mg / ml oleyl alcohol 85.0%. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 20.00 mg / m 2 , oleyl alcohol 85.0% = 74.00 mg / m 2 . - Composition 6a (comparative example): Microencapsulated aqueous 2.0% pyrethrin. Diluted with water: 5.0%. Final concentration: 1.00 mg / ml pyrethrin. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 25.00 mg / m 2 . - Composition 6b (comparative example): Microencapsulated aqueous 2.0% pyrethrin. Diluted with water: 4.0%. Final concentration: 0.80 mg / ml pyrethrin. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 20.00 mg / m² 2 . -Composition 7a (comparative example): Microencapsulated aqueous 2.1% pyrethrin, 10.0% PBO. Diluted with water: 4.76%. Final concentration 1 mg / ml pyrethrin, 4.76 mg / ml PBO. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 25.00 mg / m² 2 PBO = 119.00 mg / m² 2 . -Composition 7b (comparative example): Microencapsulated aqueous 2.1% pyrethrin, 10.0% PBO. Diluted with water: 3.8%. Final concentration: 0.80 mg / ml pyrethrin, 3.80 mg / ml PBO. 400 cm 2 Amount applied to the tile: 1 ml, pyrethrin = 20.00 mg / m² 2 PBO = 95.00 mg / m² 2 .

[0055] -Composition 8 (Comparative Example): Industrial oleyl alcohol (85.0% content) in acetone at a concentration of 0.30 to 7.00 mg / ml. The concentration is the effective dose (mg / m²) of 85.0% oleyl alcohol when used in combination with the active ingredient. 2 The ratio is determined as follows: 10 times the weight of the insecticide when combined with pyrethrins, and 1.5 times when combined with cypermethrin. 400cm 2 Amount applied to the tile: 1 mL. Specifically: -Composition 8a (Comparative Example): Industrial oleyl alcohol in acetone (85.0% content): 7.00 mg / ml, 175.00 mg / m³ 2 Equivalent to. -Composition 8b (Comparative Example): Industrial oleyl alcohol in acetone (85.0% content): 4.00 mg / ml, 100.00 mg / m³2 Equivalent to. -Composition 8c (comparative example): Industrial oleyl alcohol in acetone (85.0% content): 0.68 mg / ml, 16.88 mg / m³ 2 Equivalent to. -Composition 8d (Comparative Example): Industrial oleyl alcohol in acetone (85.0% content): 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to.

[0056] -Composition 9 (Comparative Example): PBO concentration in acetone: 0.30-0.68 mg / ml. The concentration was selected based on the amount of active substance used in the examples, and the effective dose of PBO (mg / m³) was determined accordingly. 2 ) However, in the case of cypermethrin, the weight should be increased by 1.5 times. In particular: -Composition 9a (comparative example): PBO in acetone: 0.68 mg / ml, 16.88 mg / m³ 2 Equivalent to. -Composition 9b (comparative example): PBO in acetone: 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to. -Composition 10 (Comparative Example): A mixture of oleic acid / linoleic acid (75 / 12) in acetone. The concentration is 0.30-0.68 mg / ml, and the effective dose of the oleic acid / linoleic acid mixture (75 / 12) is (mg / m²). 2 ) is selected based on the amount of the active ingredient used in the examples, such that in the case of cypermethrin, the amount is 1.5 times by weight. In particular: -Composition 10a (Comparative Example): Oleic acid / linoleic acid (75 / 12) in acetone: 0.68 mg / ml, 16.88 mg / m³ 2 Equivalent to. -Composition 10b (comparative example): Oleic acid / linoleic acid (75 / 12) in acetone: 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to.

[0057] -Composition 11 (Comparative Example): Oleyl alcohol (95.0% content) in acetone. The usable concentration is between 0.30 and 0.68 mg / ml, and the effective dose of 95.0% oleyl alcohol (mg / m²) is... 2 ) is selected based on the amount of the active ingredient used in the examples, such that in the case of cypermethrin, the amount is 1.5 times by weight. In particular: -Composition 11a (comparative example): Oleyl alcohol in acetone (95.0% content): 0.68 mg / ml, 16.88 mg / m² 2 . -Composition 11b (comparative example): Oleyl alcohol in acetone (95.0% content): 0.30 mg / ml, 7.50 mg / m² 2 Equivalent to. -Composition 12 (Comparative Example): 2-octyldodecanol alcohol in acetone. The usable concentration is between 0.30 and 0.68 mg / ml, and the effective dose of 2-octyl-decanol alcohol (mg / m³) 2 ) is selected based on the amount of the active ingredient used in the examples, such that in the case of cypermethrin, the amount is 1.5 times by weight. In particular: -Composition 12a (comparative example): 2-octyldodecanol alcohol in acetone: 0.68 mg / ml, 16.88 mg / m³ 2 Equivalent to. -Composition 12b (Comparative Example): 2-octyldodecanol alcohol in acetone: 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to.

[0058] -Composition 13 (Comparative Example): The concentration of tetradecanol in acetone is 0.30 mg / ml, which is the effective dose of tetradecanol (mg / m³). 2 ) In the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 14 (Comparative Example): The concentration of hexadecanol in acetone is 0.30 mg / ml, which is the effective dose of hexadecanol (mg / m³). 2 ) In the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 15 (Comparative Example): Octanol in acetone: 0.30 mg / ml. The concentration is the effective dose of octanol (mg / m³). 2 ) In the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to.

[0059] -Composition 16 (Comparative Example): The concentration of dodecanol in acetone is 0.30 mg / ml, which is the effective dose of dodecanol (mg / m³). 2 ) In the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 17 (Comparative Example): Bis(2-ethylhexyl) carbonate in acetone. The concentration is 0.30-0.68 mg / ml, and the effective dose of 2-ethylhexyl carbonate (mg / m³) is... 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 mL. Specifically: -Composition 17a (comparative example): Bis(2-ethylhexyl) carbonate in acetone: 0.68 mg / ml, 16.88 mg / m² 2 Equivalent to. -Composition 17b (comparative example): Bis(2-ethylhexyl) carbonate in acetone: 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to.

[0060] -Composition 18 (Comparative Example) Dioctyl carbonate in acetone. The concentration is 0.30-0.68 mg / ml, and the effective dose of dioctyl carbonate (mg / m²) is... 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 mL. Specifically: -Composition 18a (comparative example): Dioctyl carbonate in acetone: 0.68 mg / ml, 16.88 mg / m² 2 Equivalent to. -Composition 18b (comparative example): Dioctyl carbonate in acetone: 0.30 mg / ml, 7.50 mg / m³ 2 Equivalent to. -Composition 19 (Comparative Example): Octadecanol in acetone: 0.30 mg / ml. The concentration is the effective dose of octadecanol (mg / m²). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to.

[0061] -Composition 20a (Comparative Example): Oleyl alcohol (Alcohol oleic) 95.0% in acetone: 28.53 mg / ml. The concentration is the effective dose (mg / m²) of 95.0% oleyl alcohol. 2 However, in the case of azamethiphos, the amount is selected based on the amount of the active ingredient used in the example so that it becomes 4.8 times by weight. 400 cm 2 Amount applied to the tile: 1 ml, 713.23 mg / m² 2 Equivalent to. -Composition 20b (comparative example): Alcohol oleic 95.0% in acetone: 1.90 mg / ml. The concentration is the effective dose (mg / m²) of 95.0% oleyl alcohol. 2 However, in the case of azamethiphos, the amount is selected based on the amount of the active ingredient used in the example so that it is 5 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 47.55 mg / m² 2 Equivalent to. -Composition 20c (comparative example): Oleyl alcohol in acetone 95.0% (78.76 mg / ml), concentration is the effective dose (mg / m²) of 95.0% oleyl alcohol. 2 However, in the case of imidacloprid, the amount is selected based on the amount of active ingredient used in the example so that it is 5.3 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 1.97 g / m² 2 Equivalent to. -Composition 20d (Comparative Example): PBO in acetone: 99.28 mg / ml. The concentration is the effective dose of PBO (mg / m³). 2 ) However, in the case of imidacloprid, it is selected based on the amount of active ingredient used in the example so that it is 6.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 2.48 mg / m² 2 Equivalent to.

[0062] -Composition 21 (Comparative Example): The concentration of dioctyl carbonate in acetone is 84.08 mg / ml, and the effective dose of dioctyl carbonate (mg / m²) is the effective dose of dioctyl carbonate. 2 ) is selected based on the amount of the active ingredient used in the examples, such that in the case of imidacloprid, the weight is 5.6 times. 400cm 2 Amount applied to the tile: 1 ml, 2.10 mg / m² 2 Equivalent to. -Composition 22 (Comparative Example): Dioctyl carbonate in acetone. The concentration is 0.14 - 0.94 mg / ml, and the effective dosage (mg / m 2 ) of dioctyl carbonate is selected based on the amount of the active ingredient used in the examples so that it is 0.59 - 3.9 weight times that of spinosad. Amount applied to 400 cm 2 tiles: 1 mL. Specifically: - Composition 22a (comparative example): Dioctyl carbonate in acetone 0.14 mg / ml, corresponding to 3.53 mg / m 2 . - Composition 22b (comparative example): Dioctyl carbonate in acetone 0.47 mg / ml, corresponding to 11.75 mg / m 2 . - Composition 22c (comparative example): Dioctyl carbonate in acetone 0.94 mg / ml, corresponding to 23.48 mg / m 2 .

[0063] - Composition 23a (comparative example): Azamethiphos in acetone 6.90 mg / ml. Amount applied to 400 cm 2 tiles: 1 ml, azamethiphos = 172.50 mg / m 2 . - Composition 23b (comparative example): Azamethiphos in acetone 0.46 mg / ml. Amount applied to 400 cm 2 tiles: 1 ml, azamethiphos = 11.50 mg / m 2 . - Composition 24 (comparative example): Imidacloprid in acetone 15.00 mg / mL. Amount applied to 400 cm 2 tiles: 1 ml, imidacloprid = 375.00 mg / m 2 .

[0064] - Composition 25a (comparative example): Oleyl acetate in acetone 0.68 mg / ml, and the concentration is the effective dosage (mg / m 2) For permethrin, it is selected based on the amount of active ingredient used in the examples so that it becomes 1.5 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 16.88 mg / m 2 corresponds to - Composition 25b (comparative example): Oleyl acetate in acetone 0.30 mg / ml, the concentration is such that the effective dosage of oleyl acetate (mg / m 2 ) For permethrin, it is selected based on the amount of active ingredient used in the examples so that it becomes 1.5 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m 2 corresponds to - Composition 26a (comparative example): Oleyl acetate in acetone 0.15 mg / ml, the concentration is such that the effective dosage of oleyl acetate (mg / m 2 ) For spinosad, it is selected based on the amount of active ingredient used in the examples so that it becomes 0.64 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 3.83 mg / m 2 corresponds to - Composition 26b (comparative example): Oleyl acetate in acetone 0.51 mg / ml, the concentration is such that the effective dosage of oleyl acetate (mg / m 2 ) For spinosad, it is selected based on the amount of active ingredient used in the examples so that it becomes 2.1 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 12.73 mg / m 2 corresponds to - Composition 26c (comparative example): Oleyl acetate in acetone 1.02 mg / ml, the concentration is such that the effective dosage of oleyl acetate (mg / m 2 ) For spinosad, it is selected based on the amount of active ingredient used in the examples so that it becomes 4.2 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 25.45 mg / m 2 corresponds to

[0065] - Composition 27a (comparative example):​Oleyl acetate in acetone: 33.00 mg / ml. The concentration is the effective dose of oleyl acetate (mg / m³). 2 However, in the case of azamethiphos, the amount is selected based on the amount of the active ingredient used in the example so that it becomes 4.8 times by weight. 400 cm 2 Amount applied to the tile: 1 ml, 824.90 mg / m² 2 Equivalent to. -Composition 27b (comparative example): The concentration of oleyl acetate in acetone is 2.20 mg / ml, which is the effective dose of oleyl acetate (mg / m³). 2 However, in the case of azamethiphos, the amount is selected based on the amount of the active ingredient used in the example so that it is 5 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 55.00 mg / m² 2 Equivalent to. -Composition 28 (Comparative Example): The concentration of oleyl acetate in acetone is 91.09 mg / ml, which is the effective dose of oleyl acetate (mg / m²). 2 ) However, in the case of imidacloprid, it is selected based on the amount of active ingredient used in the examples so that it becomes 6.1 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 2.28 g / m² 2 Equivalent to. -Composition 29 (Comparative Example): The concentration of dodecyl acetate in acetone is 0.30 mg / ml, which is the effective dose of dodecyl acetate (mg / m³). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to.

[0066] -Composition 30 (Comparative Example): The concentration of n-octyl acetate in acetone is 0.30 mg / ml, which is the effective dose of n-octyl acetate (mg / m³). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 31 (Comparative Example) 1,2-Hexanediol in acetone. A concentration of 0.05 to 1.05 mg / ml corresponds to the effective dose of 1,2-hexanediol (mg / m³). 2 However, in the case of cypermethrin, the amount is selected based on the amount of active ingredient used in the examples so that it becomes 1.5 to 2.3 times by weight. 400 cm 2 Amount applied to the tile: 1 mL Specifically: -Composition 31a (comparative example): 1,2-hexanediol in acetone: 0.68 mg / ml, 16.88 mg / m³ 2 Equivalent to. -Composition 31b (comparative example): 1,2-hexanediol in acetone: 1.05 mg / ml, 26.13 mg / m³ 2 Equivalent to. -Composition 31c (comparative example): 1,2-hexanediol in acetone: 0.05 mg / ml, 1.20 mg / m³ 2 Equivalent to. -Composition 31d (comparative example): 1,2-hexanediol in acetone: 0.07 mg / ml, 1.85 mg / m³ 2 Equivalent to.

[0067] -Composition 32 (Comparative Example): The concentration of 1,2-hexanediol in acetone is 12.56 mg / ml, which is the effective dose of 1,2-hexanediol (mg / m³). 2 However, in the case of azamethiphos, the amount is selected based on the amount of the active ingredient used in the example so that it is 1.8 times the weight. 400 cm 2 Amount applied to the tile: 1 ml, 313.93 mg / m² 2 Equivalent to. -Composition 33 (Comparative Example): The concentration of 1,2-hexanediol in acetone is 0.39 mg / ml, which is the effective dose of 1,2-hexanediol (mg / m³). 2) However, in the case of spinosad, it is selected based on the amount of active ingredient used in the example so that it becomes 1.6 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 9.68 mg / m² 2 Equivalent to. -Composition 34 (Comparative Example): The concentration of 1,2-hexanediol in acetone is 2.34 mg / ml, which is the effective dose of 1,2-hexanediol (mg / m³). 2 However, in the case of pyrethrin, it is selected based on the amount of active ingredient used in the example so that it is 3.3 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 58.43 mg / m² 2 Equivalent to.

[0068] -Composition 35 (Comparative Example): The concentration of 1,2-hexanediol in acetone is 34.67 mg / ml, and the effective dose of 1,2-hexanediol (mg / m³) is equal to the effective dose of 1,2-hexanediol. 2 However, in the case of imidacloprid, the amount is selected based on the amount of active ingredient used in the example so that it is 2.3 times the weight. 400cm 2 Amount applied to the tile: 1 ml, 866.65 mg / m² 2 Equivalent to. -Composition 36 (Comparative Example): Imidaclopride 0.20 mg / ml in acetone. 400 cm 2 Amount applied to the tile: 1 ml, imidacloprid = 5.00 mg / m² 2 . -Composition 37 (Comparative Example): Oleyl alcohol 95% in acetone: 2.00 mg / ml. 400 cm 2 Amount applied to the tile: 1 ml, imidacloprid = 50.00 mg / m² 2 .

[0069] -Composition 38a (comparative example): The concentration of 1,2-octanediol in acetone is 0.68 mg / ml, which is the effective dose of 1,2-octanediol (mg / m²). 2However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 16.88 mg / m² 2 Equivalent to. -Composition 38b (comparative example): The concentration of 1,2-octanediol in acetone is 0.30 mg / ml, which is the effective dose of 1,2-octanediol (mg / m³). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 39 (Comparative Example): 0.30 mg / ml of 1,8-octanediol in acetone, effective dose of 1,8-octanediol (mg / m²) 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to.

[0070] -Composition 40a (Comparative Example): The concentration of 1,8-octanediol in acetone is 0.68 mg / ml, which is the effective dose of 1,8-octanediol (mg / m²). 2 ) However, in the case of imidacloprid, it is selected based on the amount of active ingredient used in the example so that it is 2.9 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 16.88 mg / m² 2 Equivalent to. -Composition 40b (comparative example): The concentration of 1,8-octanediol in acetone is 42.90 mg / ml, which is the effective dose of 1,8-octanediol (mg / m²). 2 ) However, in the case of imidacloprid, it is selected based on the amount of active ingredient used in the example so that it is 2.9 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 1.07 g / m²2 Equivalent to.

[0071] -Composition 41a (comparative example): The concentration of 1,2-dodecanediol in acetone is 0.68 mg / ml, which is the effective dose of 1,2-dodecanediol (mg / m²). 2 ) However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 16.88 mg / m² 2 Equivalent to. -Composition 41b (comparative example): The concentration of 1,2-dodecanediol in acetone is 0.30 mg / ml, which is the effective dose of 1,2-dodecanediol (mg / m²). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 42 (Comparative Example): The concentration of 1,2-dodecanediol in acetone is 59.36 mg / ml, which is the effective dose of 1,2-dodecanediol (mg / m²). 2 However, in the case of imidacloprid, it is selected based on the amount of the active ingredient used in the example so that it becomes 4.0 times by weight. 400 cm 2 Amount applied to the tile: 1 ml, 1.48 g / m² 2 Equivalent to.

[0072] -Composition 43 (Comparative Example): Spinosad 0.24 mg / ml in acetone. 400 cm 2 Amount applied to the tile: 1 ml, Spinosad = 6.00 mg / m² 2 . -Composition 44a (Comparative Example): The concentration of dioctyl carbonate in acetone is 30.44 mg / ml, which is the effective dose of dioctyl carbonate (mg / m²). 2However, in the case of azamethiphos, the amount is selected based on the amount of active ingredient used in the example so that it becomes 4.4 times by weight. 400 cm 2 Amount applied to the tile: 1 ml, 760.98 mg / m² 2 Equivalent to. -Composition 44b (comparative example): The concentration of dioctyl carbonate in acetone is 2.03 mg / ml, which is the effective dose of dioctyl carbonate (mg / m²). 2 However, in the case of azamethiphos, the amount is selected based on the amount of active ingredient used in the example so that it becomes 4.4 times by weight. 400 cm 2 Amount applied to the tile: 1 ml, 50.73 mg / m² 2 Equivalent to.

[0073] -Composition 45 (Comparative Example): The concentration of 1,12-dodecanediol in acetone is 0.30 mg / ml, which is the effective dose of 1,12-dodecanediol (mg / m²). 2 However, in the case of cypermethrin, it is selected based on the amount of the active ingredient used in the example so that it is 1.5 times by weight. 400cm 2 Amount applied to the tile: 1 ml, 7.50 mg / m² 2 Equivalent to. -Composition 46a (Comparative Example): Cypermethrine 0.23 mg / mL in acetone. 400 cm 2 Amount applied to the tile: 1 ml, Cypermethrin = 5.75 mg / m² 2 . -Composition 46b (Comparative Example): Cypermethrine 0.10 mg / mL in acetone. 400 cm 2 Amount applied to the tile: 1 ml, cypermethrin = 5.00 mg / m² 2 .

[0074] Below, we report 36 independent experiments conducted using the above compositions. experiment Tables 37 and 38, presented at the end of the experimental section, summarize the obtained data to further highlight the remarkable results that can be obtained when using the compositions according to the present invention. Example 1: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 28°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10.

[0075] The following three tests, A, B, and C, were conducted in parallel: A) Comparative example: 1 ml of Composition 1 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 8a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 1 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. C) Example of the present invention: 1 ml of composition 8a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After 3 hours, the tile was treated with 1 ml of composition 1, the solvent was evaporated, and the flies that had come into contact with composition 8a were repositioned on the tile to begin the test. Each experiment (AC) was repeated three times. A control experiment was conducted in parallel, with flies placed on untreated tiles.

[0076] [Table 1]

[0077] As a result, as shown in Table 1, a clear synergistic effect was obtained for Musca domestica L. under both conditions B and C.

[0078] Example 2: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 28°C. Test duration: Up to 72 hours after insect exposure to the insecticidal substance. Number of cockroaches used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) 1 ml of Comparative Example 2 of Composition 2 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 8b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 2 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) Example of the present invention: 1 ml of composition 8b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, the tile was treated with 1 ml of composition 2, and after the solvent had evaporated, the cockroaches that had come into contact with composition 8b were placed back on the tile to begin the test. Each experiment (A-C) was repeated three times. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0079] [Table 2]

[0080] As a result, a clear synergistic effect was observed between alcohol and pyrethrin on Blatta orientalis.

[0081] Example 3: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 26°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) Comparative example: 1 ml of composition 3 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 8c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. C) Example of the present invention: 1 ml of composition 8c was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 3, and after the solvent evaporated, the flies that had come into contact with composition 8c were repositioned on the tile to begin the test. Each experiment (A-C) was repeated three times. A control test was conducted in parallel, with flies placed on untreated tiles.

[0082] [Table 3]

[0083] As a result, a clear synergistic effect was observed between alcohol and cypermethrin against Musca domestica L.

[0084] Example 4: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 28°C. Test duration: Up to 120 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) 1 ml of comparative example composition 4a was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 8d of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) Example of the present invention: 1 ml of composition 8d was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 8d were placed back on the tile to begin the test. Each experiment (A-C) was repeated three times. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0085] [Table 4]

[0086] As a result, a clear synergistic effect was observed with alcohol and cypermethrine against Blatta orientalis.

[0087] Example 5: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 28°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following six tests, A, B, C, D, E, and F, were conducted in parallel: A) 1 ml of comparative example composition 9a was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, 10 flies were placed on the treated tile and the test was started. B) Comparative Example: 1 ml of composition 9a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After 3 hours, the tile was treated with 1 ml of composition 3, and after the solvent had evaporated, the flies that had come into contact with composition 9a were placed back on the tile to begin the test. C) 1 ml of comparative example composition 10a was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, 10 flies were placed on the treated tile and the test was started. D) Comparative Example: 1 ml of composition 10a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, the tile was treated with 1 ml of composition 3, and after the solvent evaporated, the flies that had come into contact with composition 10a were repositioned on the tile to begin the test. E) One ml of composition 8c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. F) Example of the present invention: 1 ml of composition 8c was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 3, and after the solvent evaporated, the flies that had come into contact with composition 8c were repositioned on the tile to begin the test. Each experiment (AF) was repeated three times. A control test was conducted in parallel, with flies placed on untreated tiles.

[0088] [Table 5]

[0089] The synergistic effect of oleic acid and active alcohols (E,F) according to the present invention on Musca domestica L. is comparable to that of PBO (A,B) and clearly higher than that of fatty acids (C,D).

[0090] Example 6: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 28°C. Test duration: Up to 120 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following six tests, A, B, C, D, E, and F, were conducted in parallel: A) 1 ml of comparative example composition 9b was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) Comparative Example: 1 ml of composition 9b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 9b were placed back on the tile to begin the test. C) 1 ml of comparative example composition 10b was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. D) Comparative Example: 1 ml of composition 10b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 10b were placed back on the tile to begin the test. E) One ml of composition 8d of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. F) Example of the present invention: 1 ml of composition 8d was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 8d were placed back on the tile to begin the test. Each experiment (AF) was repeated three times. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0091] [Table 6]

[0092] The synergistic effect (E, F) exhibited by the combination according to the present invention is superior to that observed in the remaining samples in Blatta orientalis.

[0093] Example 7: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 20°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) One ml of composition 5a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) Comparative example: 1 ml of composition 6a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. C) Comparative example: 1 ml of composition 7a was applied to a tile. After waiting for the solvent to completely evaporate, the tile was placed on top of 10 treated flies, and the test was started. Each experiment (AC) was repeated three times. A control test was conducted in parallel, with flies placed on untreated tiles. [Table 7]

[0094] In the case of flies, using composition (A) according to the present invention on Musca domestica L. results in a much higher mortality rate.

[0095] Example 8: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 20°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) One ml of composition 5b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) Comparative example 1 ml of composition 6b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. C) Comparative example: 1 ml of composition 7b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. Each experiment (AC) was repeated three times. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0096] [Table 8]

[0097] Formulation (A) according to the present invention is slightly more effective against Blatta orientalis.

[0098] Example 9: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) Comparative example: 1 ml of composition 3 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) 1 ml of comparative example composition 9a was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, 10 flies were placed on the treated tile and the test was started. C) One ml of composition 11a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. D) One ml of composition 12a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. Each experiment (A-D) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0099] [Table 9]

[0100] Oleyl alcohol 95% (C) and 2-octyldodecanol (D) both showed a synergistic effect on Musca domestica L. comparable to that of PBO (B).

[0101] Example 10: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) 1 ml of comparative example composition 4a was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) 1 ml of comparative example composition 9b was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. C) One ml of composition 11b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. D) One ml of composition 12b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A-D) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0102] [Table 10]

[0103] For Blatta orientalis, the synergistic effect between oleyl alcohol 95% (C) or 2-octyldodecanol (D) and cypermethrin according to the present invention is superior to that when PBO (B) is used.

[0104] Example 11: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 96 hours after insects are exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following six tests, A, B, C, D, E, and F, were conducted in parallel: A) One ml of composition 13 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. B) One ml of composition 14 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) One ml of composition 15 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. D) One ml of composition 16 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. E) One ml of composition 19 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. F) Comparative example: 1 ml of composition 4a was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. Each experiment (A-F) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0105] [Table 11] nd = Not measured.

[0106] The saturated alcohols examined for Blatta orientalis showed a synergistic effect with cypermethrin.

[0107] Example 12: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) Comparative example: 1 ml of composition 3 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 17a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. C) One ml of composition 18a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. Each experiment (A-C) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0108]

Table 12

[0109] Example 13: Activity in Blatta orientalis Method: Contact test on non-porous tiles of 400 cm 2 , at a temperature of 21 °C. Test time: Up to 72 hours after the insects are exposed to the insecticidal active substance. Cockroaches used in the test: 10. The following three tests A, B, and C were carried out in parallel: A) 1 ml of composition 17b of Example of the present invention was applied to the tile. After waiting for the solvent to completely evaporate, 1 ml of composition 4a was added to the same tile. Then, after waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) 1 ml of composition 18b of Example of the present invention was applied to the tile. After waiting for the solvent to completely evaporate, 1 ml of composition 4a was added to the same tile. Then, after waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. C) 1 ml of composition 4a of the comparative example was applied to the tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. Each experiment (A - C) was repeated 2 times. The control test was carried out in parallel by placing cockroaches on untreated tiles.

[0110]

Table 13

[0111] When applied to Blatta orientalis together with the active ingredient according to the method of the present invention, the bis(2-ethylhexyl)-carbonate (A) and dioctyl carbonate (B) compounds appear to have a synergistic effect with cypermethrin.

[0112] Example 14: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following two tests, A and B, were conducted in parallel: A) Comparative example 1 ml of composition 23a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 20a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23a was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. Each experiment (A and B) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0113] [Table 14]

[0114] When 95% oleyl alcohol is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit a high synergistic effect with azamethiphos.

[0115] Example 15: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test time: Up to 72 hours after the insects are exposed to the insecticidal active substance. Cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) In Comparative Example 1, 1 ml of Composition 23b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) In Example of the present invention, 1 ml of Composition 20b was applied to a tile. After waiting for the solvent to completely evaporate, 1 ml of Composition 23b was added to the same tile. Then, after waiting for the solvent to evaporate, 10 cockroaches were placed on the treated tile and the test was started. Each experiment (A - B) was repeated twice. The control test was conducted in parallel by placing cockroaches on untreated tiles.

[0116]

Table 15

[0117] When 95% oleyl alcohol was applied together with the active ingredient according to the method of the present invention to Blatta orientalis, an excellent synergistic effect with azamethiphos was observed.

[0118] Example 16: Activity in Blatta lateralis Method: Contact test on non - porous tiles of 400 cm 2 at a temperature of 25°C. Test time: Up to 48 hours after the insects are exposed to the insecticidal active substance. Cockroaches used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) In Comparative Example 1, 1 ml of Composition 24 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 20c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) One ml of composition 20d of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A-C) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0119] [Table 16]

[0120] When 95% oleyl alcohol (B) is applied together with the active ingredient according to the method of the present invention, it shows a synergistic effect similar to that of PBO (C), but imidacloprid is used in a higher weight ratio for Blatta lateralis.

[0121] Example 17: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following two tests, A and B, were conducted in parallel: A) Comparative example: 1 ml of composition 3 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 25a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. Each experiment (A and B) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0122] [Table 17]

[0123] When oleyl acetate is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit a high synergistic effect with cypermethrin.

[0124] Example 18: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 24 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following two tests, A and B, were conducted in parallel: A) Comparative example 1 ml of composition 23a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 27a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23a was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. Each experiment (A and B) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0125] [Table 18] When oleyl acetate is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to have a high synergistic effect with azamethiphos.

[0126] Example 19: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) Comparative example: 1 ml of composition 43 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 26a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. C) One ml of composition 26b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. D) One ml of composition 26c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. Each experiment (A-D) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0127] [Table 19] nd = Not measured.

[0128] When oleyl acetate is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit a good synergistic effect with spinosad.

[0129] Example 20: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test period: Up to 144 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following six tests, A, B, C, D, E, and F, were conducted in parallel: A) 1 ml of comparative example composition 4a was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 25b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) Example of the present invention: 1 ml of composition 25b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 25b were repositioned on the tile to begin the test. D) One ml of composition 29 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. E) Example of the present invention: 1 ml of composition 30 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 30 were placed back on the tile to begin the test. F) One ml of composition 30 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A-F) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0130] [Table 20] nd = Not measured.

[0131] When applied to Blatta orientalis together with the active ingredient according to the method of the present invention, oleyl acetate (B, C), dodecyl acetate (D), and n-octyl acetate (E, F) appear to have an excellent subtle synergistic effect with cypermethrin.

[0132] Example 21: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) 1 ml of comparative example composition 23b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 27b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23b was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A and B) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0133] [Table 21]

[0134] When oleyl acetate is applied to Blatta orientalis together with the active ingredient according to the method of the present invention, it appears to exhibit a remarkable synergistic effect with azamethiphos.

[0135] Example 22: Activity in Blatta lateralis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) 1 ml of comparative example composition 24 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 28 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A and B) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0136] [Table 22]

[0137] When oleyl acetate is applied together with the active ingredient according to the method of the present invention, it appears to have an excellent synergistic effect with imidacloprid against Blatta lateralis.

[0138] Example 23: Activity in Musca domestica L. Method used: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) Comparative example: 1 ml of composition 43 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 22a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. C) One ml of composition 22b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. D) One ml of composition 22c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. Each experiment (A-D) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0139] [Table 23] nd = Not measured.

[0140] When dioctyl carbonate is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit an excellent synergistic effect with spinosad.

[0141] Example 24: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 24 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following two tests, A and B, were conducted in parallel: A) Comparative example 1 ml of composition 23a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 44a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23a was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. Each experiment (A and B) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0142] [Table 24]

[0143] When dioctyl carbonate is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit an excellent synergistic effect with azamethiphos.

[0144] Example 25: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 21°C. Test duration: Up to 72 hours after insect exposure to the insecticidal substance. Number of cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) 1 ml of comparative example composition 23b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 44b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23b was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A and B) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0145] [Table 25]

[0146] When dioctyl carbonate is applied to Blatta orientalis together with the active ingredient according to the method of the present invention, a good synergistic effect with azamethiphos appears to be obtained.

[0147] Example 26: Activity in Blatta lateralis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) 1 ml of comparative example composition 24 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 21 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A and B) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0148] [Table 26]

[0149] When dioctyl carbonate was sprayed together with the active ingredient according to the method of the present invention, a good synergistic effect with imidacloprid was observed against Blatta lateralis.

[0150] Example 27: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) Comparative example: 1 ml of composition 43 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 33 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 43 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. C) Example of the present invention: 1 ml of composition 33 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 43, and after the solvent evaporated, the flies that had come into contact with composition 33 were repositioned on the tile to begin the test. Each experiment (A–C) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0151] [Table 27]

[0152] When 1,2-hexanediol is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, a good synergistic effect with spinosad appears to occur.

[0153] Example 28: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) Comparative example: 1 ml of Composition 1 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 34 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 1 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. C) Example of the present invention: 1 ml of composition 34 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 1, the solvent was allowed to evaporate, and the flies that had come into contact with composition 34 were repositioned on the tile to begin the test. Each experiment (A–C) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0154] [Table 28]

[0155] When 1,2-hexanediol is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to show a good synergistic effect with pyrethrin.

[0156] Example 29: Activity in Musca domestica L. Method used: 400cm of non-porous tiles 2Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following nine tests, A, B, C, D, E, F, G, H, and I, were conducted in parallel: A) Comparative example: 1 ml of composition 3 was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 31a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. C) One ml of composition 31b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. D) Example of the present invention: 1 ml of composition 31b was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting for 3 hours, the tile was treated with 1 ml of composition 3, the solvent was allowed to evaporate, and the flies that had come into contact with composition 31b were repositioned on the tile to begin the test. E) One ml of composition 38a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. F) Example of the present invention: 1 ml of composition 38a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 3, and after the solvent evaporated, the flies that had come into contact with composition 38a were repositioned on the tile to begin the test. G) One ml of composition 40a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. H) One ml of composition 41a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 3 was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to begin the test. I) Example of the present invention: 1 ml of composition 41a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting for 3 hours, a new tile was treated with 1 ml of composition 3, and after the solvent evaporated, the flies that had come into contact with composition 41a were repositioned on the tile to start the test. Each experiment (AI) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0157] [Table 29a]

[0158] [Table 29b]

[0159] When 1,2-hexanediol is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to have an excellent synergistic effect with cypermethrin, even when using a very low w / w ratio.

[0160] Example 30: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following two tests, A and B, were conducted in parallel: A) Comparative example 1 ml of composition 23a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 32 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 23a was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. Each experiment (A and B) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0161] [Table 30]

[0162] When 1,2-hexanediol is applied to Musca domestica L. together with the active ingredient according to the method of the present invention, it appears to exhibit an excellent synergistic effect with azamethiphos.

[0163] Example 31: Activity in Blatta lateralis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 72 hours after insect exposure to the insecticidal substance. Number of cockroaches used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) 1 ml of comparative example composition 4b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 31c of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4b was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) One ml of composition 31d of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4b was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. D) Example of the present invention: 1 ml of composition 31d was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, a new tile was treated with 1 ml of composition 4b, and after the solvent evaporated, the cockroaches that had come into contact with composition 31d were placed back on the tile to begin the test. Each experiment (A-D) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0164] [Table 31] nd = Not measured.

[0165] When 1,2-hexanediol is applied together with the active ingredient according to the method of the present invention, it appears to have a good synergistic effect with cypermethrin against Blatta lateralis.

[0166] Example 32: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test period: Up to 144 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following seven tests, A, B, C, D, E, F, and G, were conducted in parallel: A) 1 ml of comparative example composition 4a was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 38b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) Example of the present invention: 1 ml of composition 38b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, the tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 38b were repositioned on the tile to begin the test. D) One ml of composition 39 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. E) One ml of composition 41b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. F) Example of the present invention: 1 ml of composition 41b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After 3 hours, the tile was treated with 1 ml of composition 4a, and after the solvent evaporated, the cockroaches that had come into contact with composition 41b were placed back on the tile to begin the test. G) One ml of composition 45 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 4a was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (AG) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0167] [Table 32a]

[0168] [Table 32b]

[0169] When different 1,2 and 1,12-alkanediols are applied to Blatta orientalis along with the active ingredient according to the method of the present invention, a good and excellent synergistic effect with cypermethrin appears to be observed.

[0170] Example 33: Activity in Blatta lateralis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following four trials, A, B, C, and D, were conducted in parallel: A) 1 ml of comparative example composition 24 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 35 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) One ml of composition 40b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. D) One ml of composition 42 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 24 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A-D) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0171] [Table 33]

[0172] When 1,2-hexanediol (B) is applied together with the active ingredient according to the method of the present invention, it exhibits excellent synergistic effects with imidacloprid against Blatta lateralis.

[0173] Example 34: Activity in Blatella germanica Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 24 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following two tests, A and B, were conducted in parallel: A) 1 ml of comparative example composition 36 was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 37 of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 36 was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. Each experiment (A and B) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0174] [Table 34]

[0175] When 95% oleyl alcohol was applied together with the active ingredient according to the method of the present invention, a remarkable synergistic effect with imidacloprid was observed against Blatella germanica.

[0176] Example 35: Activity in Musca domestica L. Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of flies used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) Comparative example 1 ml of composition 46a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile and the test was started. B) One ml of composition 11a of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 46a was added to the same tile. After waiting for the solvent to evaporate, ten flies were placed on the treated tile to start the test. C) Example of the present invention: 1 ml of composition 11a was applied to a tile. After waiting for the solvent to completely evaporate, 10 flies were placed on the treated tile for 30 minutes. After 30 minutes, the flies were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 46a, and after the solvent evaporated, the flies that had come into contact with composition 11a were repositioned on the tile to begin the test. Each experiment (A–C) was repeated twice. A control test was conducted in parallel, with flies placed on untreated tiles.

[0177] [Table 35]

[0178] When 95% oleyl alcohol is applied to Musca domestica L. in an amount equal to half the amount of the active ingredient according to the method of the present invention, it appears to have a good synergistic effect with cypermethrin.

[0179] Example 36: Activity in Blatta orientalis Method: 400cm of non-porous tiles 2 Contact test at a temperature of 25°C. Test duration: Up to 48 hours after the insect is exposed to the insecticidal substance. Number of cockroaches used in the test: 10. The following three tests, A, B, and C, were conducted in parallel: A) 1 ml of comparative example composition 46b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile and the test was started. B) One ml of composition 11b of the present invention was applied to a tile. After waiting for the solvent to completely evaporate, one ml of composition 46b was added to the same tile. After waiting for the solvent to evaporate, ten cockroaches were placed on the treated tile and the test was started. C) Example of the present invention: 1 ml of composition 11b was applied to a tile. After waiting for the solvent to completely evaporate, 10 cockroaches were placed on the treated tile for 30 minutes. After 30 minutes, the cockroaches were moved to an untreated area. After waiting 3 hours, a new tile was treated with 1 ml of composition 46b, and after the solvent evaporated, flies that had come into contact with composition 11b were repositioned on the tile to begin the test. Each experiment (A–C) was repeated twice. A control experiment was conducted in parallel, with cockroaches placed on untreated tiles.

[0180] [Table 36]

[0181] For Blatta orientalis, 95% oleyl alcohol appears to exhibit a remarkable synergistic effect with cypermethrin when half the amount of the active ingredient is applied according to the method of the present invention.

[0182] To highlight the remarkable results of the present invention, data were collected and summarized in Tables 37 and 38 below.

[0183] [Table 37] JPEG2026510437000040.jpg218170JPEG2026510437000041.jpg218170JPEG2026510437 000042.jpg213170JPEG2026510437000043.jpg212170JPEG2026510437000044.jpg70170

[0184] [Table 38] JPEG2026510437000046.jpg212170JPEG2026510437000047.jpg213170JPEG2026510437000048.jpg56170

Claims

1. (i) an active ingredient comprising at least one component having adult insecticidal activity and / or larval insecticidal activity, and / or at least one component having insect growth regulating activity; (ii) A synergistic agent which is a linear or branched saturated or unsaturated hydrocarbon alcohol having 6 to 24 carbon atoms, or a derivative thereof, wherein the derivative is a carbonate (carbonate ester) or ester of the alcohol. An insecticide composition containing the following:

2. The composition according to claim 1, wherein the active substance is selected from the group comprising natural pyrethrins, synthetic pyrethroids such as cypermethrin, permethrin, deltamethrin, tetramethrin, prallethrin, neonicotinoids such as imidacloprid, biopesticides, spinosins, phosphate esters such as azamethiphos, oxadiazines, phenylpyrazoles, avermectin, neem oil, or pure azadirachtin.

3. The above at least one hydrocarbon alcohol is of general formula (I) R-CH ２ OH (I) (In the formula, R is a hydrocarbon chain having 5 to 23 or 7 to 19 carbon atoms, which is optionally substituted, and the chain is linear or branched, and saturated or unsaturated.) It is an alcohol, or a derivative thereof. The composition according to claim 1 or 2, wherein the derivative is a carbonate (carbonate ester) or ester of the alcohol.

4. The composition according to claim 3, wherein one or more of the carbon atoms on the R chain are optionally substituted with an OH group.

5. The aforementioned derivative is an ester of general formula (II). R-CH ２ OCOR' (II) (wherein R' is a linear or branched saturated or unsaturated alkyl radical having 1 to 6 carbon atoms, and one or more of the carbon atoms on the R' chain are optionally substituted with an OH group), or Carbonates (carbonate esters) of general formula (III) ____ ２ ____________ ２ 2'' (......). (In the formula, R'' is equal to or different from R, and if different, is a linear or branched, saturated or unsaturated alkyl radical having 1 to 23 carbon atoms, and optionally one or more of the carbon atoms are substituted with an OH group.) A composition according to claim 3, selected from the group including the following.

6. The composition according to any one of claims 1 to 5, wherein the amount of the synergist is present in the composition in a weight ratio of 0.4 to 20 with respect to at least one active ingredient.

7. The composition according to any one of claims 1 to 5, wherein the amount of the synergist is present in the composition in a weight ratio of 2 or less to at least one active ingredient.

8. Use of the composition according to any one of claims 1 to 7 as an insecticide.

9. A method for controlling insect pests, comprising exposing a target area or target insect to at least one synergist which is an alcohol of general formula (I) or its derivatives (II) and (III) as defined in claims 1 to 7, and at least one active principle which has adult insecticidal activity and / or larval insecticidal activity and / or controls insect growth.

10. The method according to claim 9, wherein the method comprises exposing the target area or the target insect to the at least one synergist and the at least one pesticide for a period of time ranging from 0 to a maximum of 5 hours, preferably from 0 to 3 hours, and if the exposures are not simultaneous, the exposure to the synergist precedes the exposure to the at least one pesticide.

11. A method according to claim 9 or 10, wherein the exposure to the at least one synergist and the at least one pesticide occurs simultaneously.

12. The method according to claim 9 or 10, wherein exposure to the at least one synergist precedes exposure to the at least one pesticide for a maximum of 5 hours, or a maximum of 3 hours, or a maximum of 1 hour.

13. A method according to claim 12, wherein the sustained release is obtained by inserting the at least one pesticide into the encapsulated interior and inserting the at least one synergist into the free portion of the same formulation.

14. The method according to claim 9, wherein the target insect is Musca domestica, the active ingredient is selected from the group comprising cypermethrin, spinosad, synthetic or natural pyrethrins, and azamethiphos, and the alcohol or alcohol derivative is selected from the group comprising 1,2-hexanediol, 2-ethylhexyl carbonate, dioctyl carbonate, oleyl acetate, oleyl alcohol, 2-octyldodecanol, dodecanol, 1,2-octanediol, and 1,8-octanediol.

15. The method according to claim 9, wherein the target insect is a species of the genus Blatta (Blatta sp.), the active ingredient is selected from the group comprising cypermethrin, imidacloprid, synthetic or natural pyrethrins, and azamethiphos, and the alcohol or alcohol derivative is selected from the group comprising 1,2-hexanediol, 2-ethylhexyl carbonate, dioctyl carbonate, oleyl acetate, oleyl alcohol, dodecanol, and 1,2-octanediol.

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