WO2023176614A1 - 農用組成物 - Google Patents
農用組成物 Download PDFInfo
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- WO2023176614A1 WO2023176614A1 PCT/JP2023/008744 JP2023008744W WO2023176614A1 WO 2023176614 A1 WO2023176614 A1 WO 2023176614A1 JP 2023008744 W JP2023008744 W JP 2023008744W WO 2023176614 A1 WO2023176614 A1 WO 2023176614A1
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- Prior art keywords
- fatty acid
- acid ester
- agricultural composition
- formula
- amide
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/44—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom three- or four-membered rings
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/02—Acaricides
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/04—Insecticides
Definitions
- the present invention relates to an agricultural composition for controlling pests in agriculture and horticulture, which contains a fatty acid ester and an amide compound. Specifically, the present invention relates to a spray composition for agricultural and horticultural crops that contains a highly safe fatty acid ester as an active main ingredient and an amide compound as an additive.
- Patent Document 1 describes a pest control composition using a water-soluble polymer as an active ingredient
- Patent Document 2 describes a medium-chain fatty acid triglyceride having 8 to 10 carbon atoms
- Patent Document 3 describes a pest control composition using a sorbitan fatty acid ester.
- the compositions described above have problems such as a high concentration of active ingredients required to exhibit sufficient effects and significant differences in control efficacy depending on the target pest species.
- Patent Document 4 discloses a pest control composition that has an HLB of 5 or less and contains a polyglycerin fatty acid ester and a nonionic surfactant that are liquid at room temperature, and has a 1000% HLB against spider mites and aphids. It has been described that even a highly diluted solution exhibits a high pesticidal effect.
- Patent Document 5 discloses a control agent for plant pests and/or plant diseases that contains a polyglycerol fatty acid ester as an active ingredient, wherein the polyglycerol fatty acid ester is selected from fatty acids having 8 to 10 carbon atoms.
- the above-mentioned control agent is disclosed, which is an ester of at least one type of fatty acid and at least one type of polyglycerin obtained by polymerizing 3 to 10 glycerols, and the agent is used to control mites, thrips, and aphids. It is described that when diluted 500 times with water, it exhibits a uniformly high control effect against a wide range of harmful organisms such as whiteflies, gray mold, and powdery mildew. It has been shown that the use of various polyglycerol fatty acid esters enables the control of a wide range of pests. However, there is a strong need for further improvements in terms of cost effectiveness compared to currently used chemical pesticides.
- the present invention was made in view of the problems in the prior art, and aims to provide a pest control agent that can control agricultural and horticultural pests at low concentrations using active ingredients that ensure safety for humans. be. Furthermore, it is an object of the present invention to provide a pest control agent whose control effect does not differ depending on the target pest species.
- the purpose of the present invention is to provide a pest control agent that has sufficient control efficacy, especially against spider mites, which are important agricultural pests, and thrips, which are difficult to control sufficiently with conventional techniques. .
- the present inventors focused on the physicochemical characteristics of combining fatty acid esters and amide compounds, which are known to be safe for the human body and the environment as food additives.
- the present invention has been developed based on the discovery that it has a high control effect against harmful organisms even at low concentrations by exhibiting high wettability and adhesion to plants, insect pests, and disease-causing bacteria in agriculture and horticulture. It has been completed.
- An agricultural composition containing (a) a fatty acid ester and (b) an amide compound, (a) The fatty acid ester is one or more selected from the group consisting of (poly)glycerin fatty acid ester, sucrose fatty acid ester, (polyoxyethylene) sorbitan fatty acid ester, and propylene glycol fatty acid ester, (b)
- the amide compound has the formula (1) and/or the formula (2) [In formula (1) or formula (2), R is a linear or branched saturated or unsaturated hydrocarbon having 6 to 20 carbon atoms, and Ra and Rb each independently represent a hydrogen atom and /or an alkyl group having 1 to 4 carbon atoms, and x is an integer of 0 to 4.
- An amide compound represented by An agricultural composition comprising. [2] (b) The agricultural composition according to [1], wherein in the amide compound, Ra and Rb in formula (1) are both methyl groups. [3] (b) The agricultural composition according to [1] or [2], wherein x in formula (2) is 2 or 3 in the amide compound. [4] (b) The amide compound is N,N-dimethylcaprylic acid amide, N,N-dimethylcapric acid amide, N,N-dimethyllauric acid amide, N,N-dimethylmyristic acid amide, N-caprylpyrrolidone , and N-laurylpyrrolidone, the agricultural composition according to any one of [1] to [3].
- fatty acid ester is a fatty acid ester composed of a saturated fatty acid and/or an unsaturated fatty acid having 8 to 22 carbon atoms. thing.
- the fatty acid ester constituting the fatty acid ester is one or more selected from the group consisting of caprylic acid, capric acid, lauric acid, oleic acid, linoleic acid, ricinoleic acid, and erucic acid. , the agricultural composition according to any one of [1] to [5].
- Agricultural composition as described.
- a pest control composition comprising the agricultural composition according to any one of [1] to [7] as an active ingredient.
- the composition for controlling pests according to [8] which is used for controlling organisms belonging to the order of animals selected from the order of Stinkbug, Acarina, Thripidae, and Lepidoptera.
- An aqueous dispersion comprising the agricultural composition according to any one of [1] to [7], or the pest control composition according to [8] or [9], and water.
- the agricultural composition of the present invention exhibits excellent control effects against harmful organisms on agricultural and horticultural crops, and its main component, fatty acid ester (a), decomposes into less toxic fatty acids and polyhydric alcohols. Therefore, it has a low environmental impact and is highly safe. Therefore, many of these ingredients have been used as food additives and are guaranteed to be safe for the human body.
- the amide compound (b) is used as a solvent for agrochemical emulsions, and has also been used as a base for cosmetics, etc., and is a solvent with guaranteed safety. Therefore, the safety of the agricultural composition of the present invention obtained by combining these components is extremely high.
- the agricultural composition of the present invention exhibits excellent wet spreadability and adhesion on the surface of target plants, insect pests, or plant disease-causing bacteria, and can be used at lower concentrations than known compositions. Highly effective in controlling a wide range of pest species. Therefore, it is possible to provide a pest control agent and a pest control method that are highly cost-effective, such as improving workability in preparing diluted solutions and reducing drug costs.
- the present invention is an agricultural composition containing a specific (a) fatty acid ester and (b) an amide compound.
- a specific (a) fatty acid ester and (b) amide compound By using (a) fatty acid ester and (b) amide compound together, it exhibits excellent wettability and adhesion on the surface of plants, insect pests, or plant disease-causing bacteria, and eliminates pests by conventional physical action. Shows superior pest control effect compared to pest control compositions.
- "pest control” refers to directly acting on insect pests and plant disease-causing bacteria belonging to the order of animals such as the orders of Stinkbugs, Acarina, Thripidae, and Lepidoptera, such as using drugs to control pests. It means to physically weaken or kill pests and control them by covering them or partially adhering to them, preventing their activities, or by blocking their spiracles.
- Fatty acid ester used in the present invention is preferably at least one selected from (poly)glycerin fatty acid ester, sucrose fatty acid ester, (polyoxyethylene) sorbitan fatty acid ester, sorbitan fatty acid ester, and propylene glycol fatty acid ester. ing. These are ingredients used in natural animal and vegetable oils, cosmetics, foods, food additives, etc., and are excellent ingredients from a safety standpoint.
- Fatty acid ester is one or more saturated or unsaturated fatty acids ester bonded to the hydroxyl group of a polyol compound selected from the group consisting of (poly)glycerin, sucrose, (polyoxyethylene)sorbitan, or propylene glycol. compound is applied.
- a polyol compound selected from the group consisting of (poly)glycerin, sucrose, (polyoxyethylene)sorbitan, or propylene glycol. compound is applied.
- two or more fatty acids are bonded to the polyol compound, it may be an ester compound of the same fatty acid or an ester compound of two or more different fatty acids.
- the fatty acid constituting the fatty acid ester is preferably a saturated or unsaturated fatty acid having 4 to 30 carbon atoms, more preferably a saturated or unsaturated fatty acid having 8 to 22 carbon atoms.
- Examples include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, oleic acid, stearic acid, isostearic acid, linoleic acid, ricinoleic acid, erucic acid, and the like.
- it is one or more selected from the group consisting of caprylic acid, capric acid, lauric acid, oleic acid, linoleic acid, ricinoleic acid, and erucic acid.
- the fatty acid ester (a) preferably has an esterification rate of 10 to 90%, more preferably 20 to 85%. Incidentally, the esterification rate is an index indicating the proportion (%) of fatty acids having ester bonds among the number of hydroxyl groups contained in the polyol compound.
- fatty acid esters examples include those shown below.
- ⁇ (Poly)glycerin fatty acid ester> The term "(poly)glycerin fatty acid ester" means "one or more glycerin fatty acid esters or polyglycerin fatty acid esters selected from the group consisting of these.”
- the polyglycerin fatty acid ester is preferably an ester compound of polyglycerin having a polymerization number of 2 to 20 and one or more fatty acids.
- Preferred examples include compounds in which glycerin or polyglycerin and one or more saturated or unsaturated fatty acids having 4 to 30 carbon atoms are ester-bonded, and more preferably polyglycerin having 2 to 10 polymerization numbers and 8 to 22 carbon atoms. It is a compound in which one or more saturated or unsaturated fatty acids have an ester bond.
- the sucrose fatty acid ester is a compound in which sucrose and one or more saturated or unsaturated fatty acids having 4 to 30 carbon atoms are ester-bonded, and more preferably saturated or unsaturated fatty acids having 8 to 22 carbon atoms. is a compound with one or more ester bonds. Examples include sucrose laurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose oleate, sucrose erucate, and the like. Sucrose fatty acid esters are commercially available as Ryoto Sugar Ester (trade name, manufactured by Mitsubishi Chemical Foods Corporation) and the like.
- (Polyoxyethylene) sorbitan fatty acid ester means "one or more sorbitan fatty acid esters or polyoxyethylene-sorbitan fatty acid esters selected from the group consisting of these.”
- (Polyoxyethylene) sorbitan fatty acid ester is a compound in which a sorbitan derivative is bonded to an arbitrary polyoxyethylene group, and one or more fatty acids are bonded to the sorbitan derivative.
- the (polyoxyethylene) sorbitan fatty acid ester is a compound in which (polyoxyethylene) sorbitan and one or more saturated or unsaturated fatty acids having 4 to 30 carbon atoms are ester-bonded, and more preferably 8 to 8 carbon atoms. It is a compound with one or more ester bonds of ⁇ 22 saturated or unsaturated fatty acids.
- Examples include ethylene) sorbitan palmitate, (polyoxyethylene) sorbitan stearate, and (polyoxyethylene) sorbitan oleate.
- Polyoxyethylene) sorbitan fatty acid ester is commercially available as Sorbon (trade name, manufactured by Toho Chemical Co., Ltd.) or Nucalgen (trade name, manufactured by Takemoto Yushi Co., Ltd.).
- the propylene glycol fatty acid ester is preferably a compound in which propylene glycol and one or more saturated or unsaturated fatty acids having 4 to 30 carbon atoms are ester-bonded, and more preferably saturated or unsaturated fatty acids having 8 to 22 carbon atoms. is a compound with one or more ester bonds.
- propylene glycol monocaprylate, propylene glycol monocaprate, propylene glycol monolaurate, propylene glycol monopalmitate, propylene glycol monostearate, propylene glycol monooleate, propylene glycol monobehenate examples include propylene glycol dicaprylate, propylene glycol dicaprate, propylene glycol dilaurate, propylene glycol distearate, propylene glycol diisostearate, propylene glycol dioleate, and the like.
- Propylene glycol fatty acid esters are commercially available as Rikemar (trade name, manufactured by Riken Vitamin Co., Ltd.), NIKKOL (trade name, manufactured by Nikko Chemicals Co., Ltd.), and the like.
- the fatty acids in (a) fatty acid ester used in the present invention include caprylic acid, capric acid, lauric acid, oleic acid, linoleic acid, ricinoleic acid, and erucic acid from the viewpoint of wettability, adhesion, and pest control effect. Either is preferred.
- fatty acid ester is preferably a (poly)glycerin fatty acid ester, and more preferred specific examples include diglycerin monocaprylate, diglycerin monolaurate, tetraglycerin monolaurate, Diglycerol monooleate, tetraglycerine monooleate, tetraglycerine pentaoleate, hexaglycerine monooleate, hexaglycerine pentaoleate, and decaglycerine decoleate are more preferred, and diglycerine monocaprylate is more preferred. Particularly preferred are esters, hexaglycerol pentaoleate, or decaglycerine decoleate.
- Fatty acid ester may be used alone or in combination of two or more fatty acid esters.
- the amide compound (b) used in the present invention is an amide compound represented by the following formula (1) and/or formula (2) from the viewpoint of wet spreadability, adhesion, and pest control effect.
- R is a linear or branched saturated or unsaturated hydrocarbon having 6 to 20 carbon atoms
- Ra and Rb each independently represent a hydrogen atom and/or or an alkyl group having 1 to 4 carbon atoms
- x is an integer of 0 to 4.
- R is preferably a linear saturated hydrocarbon having 8 to 18 carbon atoms.
- Examples of Ra and Rb in formula (1) include a hydrogen atom, methyl, ethyl, propyl, butyl, and hydroxyethyl.
- Ra and Rb are preferably alkyl groups having 1 to 4 carbon atoms, and more preferably both are methyl groups.
- Formula (2) is a cyclic amide (so-called lactam) in which a linear or branched saturated or unsaturated hydrocarbon having 6 to 20 carbon atoms is N-substituted.
- the cyclic amide (lactam) moiety is a 3-membered ⁇ -lactam when x is 0, a 4-membered ⁇ -lactam when x is 1, and a 5-membered ⁇ -lactam when x is 2.
- N-substituted cyclic amide (lactam) compounds such as a ⁇ -lactam with a ring, a ⁇ -lactam with a 6-membered ring when x is 3, and an ⁇ -lactam with a 7-membered ring when x is 4.
- x is 2 or 3
- ⁇ -lactam compounds (2-pyrrolidone derivatives) or ⁇ -lactam compounds (2-piperidone derivatives) are particularly preferred.
- the amide compound is specifically, for example, N,N-dimethylcaprylic acid amide, N,N-dimethylcaprylic acid amide, N,N-dimethyllauric acid amide, N,N-dimethylmyristic acid amide, Preferred examples include N-capryl-2-pyrrolidone and N-lauryl-2-pyrrolidone. Particularly preferred are N,N-dimethyllauric acid amide, N,N-dimethyl myristic acid amide, and N-lauryl-2-pyrrolidone.
- the mass ratio of components contained in the agricultural composition of the present invention is not particularly limited, but from the viewpoint of pest control effect and phytotoxicity during use, a ratio of fatty acid ester:amide compound of 1:0.01 to 1:10 is suitable.
- the mass ratio is preferably 1:0.05 to 1:5, more preferably 1:0.1 to 1:1.
- the agricultural composition of the present invention exhibits excellent wet spreadability and adhesion on the surfaces of plants, insect pests, and pathogenic bacteria of plant diseases, and has a direct effect on harmful organisms such as insect pests and pathogenic bacteria in agriculture and horticulture. By coating or adhering to target organisms, it is possible to physically weaken or kill the harmful organisms. Therefore, the agricultural composition of the present invention can be applied as a pest control agent containing itself as an active ingredient.
- the present invention also includes inventions related to pest control compositions containing the above agricultural composition as an active ingredient.
- the pest control composition of the present invention physically exhibits a pest control effect, and can be advantageous in that it can control agricultural and horticultural pests without using so-called chemical pesticide components. Therefore, a preferred embodiment of the composition for controlling pests according to the present invention is a composition that does not contain active ingredients of chemical pesticides selected from fungicides, insecticides, acaricides, herbicides, and plant growth regulators. .
- the agricultural composition of the present invention is suitable for use alone as a pest control composition, but it is possible to improve the pest control efficacy or further increase the pest control effect within the range of not losing the excellent physical properties of the present invention.
- Any pesticide may be used in combination for the purpose of adding.
- it can also contain any additional ingredients for formulation.
- the arbitrary agricultural chemicals include various agricultural chemical active ingredients such as insecticides, fungicides, insecticidal fungicides, herbicides, and plant growth regulators.
- Optional additive ingredients for formulations include surfactants for the purpose of improving emulsifying properties when the agricultural composition is diluted with water, animal and vegetable oils, mineral oils, and paraffin for adjusting the appearance of the composition.
- various solvents such as water, polyethylene glycol, and alcohol.
- mineral or organic solid carriers such as silica gel, clay, silt, bentonite, lactose, and cyclodextrin can be mentioned.
- Other optional additive components include anti-foaming components, foam-inhibiting components, coloring components, fragrance components, etc., and these are not particularly limited as long as they are commonly used in agricultural chemicals.
- the total content of the above-mentioned solvent or solid carrier excluding water is usually 0 to 90% by weight, preferably 0 to 50% by weight, more preferably 0 to 50% by weight, based on the total amount of the pest control composition of the present invention. It is 0 to 30% by weight.
- the composition for controlling pests of the present invention is used for controlling pests occurring in agricultural crops such as fruit trees, tea plants, vegetables, and flowers.
- pests to be controlled by this pest control composition include mites and insects that cause damage to agricultural crops and belong to the order of animals such as Acari, Hemiptera, Lepidoptera, and Thripsidae. It has an excellent control effect, especially against spider mites and thrips.
- Organisms belonging to the order Acarina include spider mites, rust mites, and dust mites.
- Examples of spider mites include red spider mites, red spider mites, orange spider mites, apple spider mites, etc.; examples of rust mites include tomato rust mites and citrus rust mites; and examples of dust mites include brown dust mites.
- Organisms belonging to the order Hemiptera include aphids, whiteflies, and scale insects. Examples of aphids include the cotton aphid and green peach aphid, examples of whiteflies include the Japanese whitefly and tobacco whitefly, and examples of the scale insects include the Japanese scale insect. Examples of organisms belonging to the order Lepidoptera include the diamondback moth and the Spodoptera spp.
- the pest control composition of the present invention is also effective in controlling fungal diseases such as powdery mildew that occur on vegetables, flowers, and fruit trees.
- the pest control composition of the present invention is generally used as a pest control agent using an aqueous dispersion prepared by diluting with water as a spray liquid during spraying. Pests in agricultural and horticultural crops can be controlled by spraying a sufficient amount of the aqueous dispersion onto the leaves of plants infested with pests.
- the aqueous dispersion may be an aqueous solution in which (a) fatty acid ester and/or (b) amide compound is uniformly dissolved, and (a) fatty acid ester and/or (b) amide compound is dissolved in water. may be in a dispersed and emulsified state.
- the concentration of (a) fatty acid ester in the aqueous dispersion of the present invention is preferably 50 to 5000 ppm, more preferably 100 to 2000 ppm.
- the aqueous dispersion can be prepared by diluting the agricultural composition of the present invention with water, adjusting the concentration of (a) fatty acid ester to be within the above range.
- the composition for controlling pests of the present invention directly acts on agricultural and horticultural pests to bring about a controlling effect, but for the purpose of improving the controlling effect or adding further efficacy, Any active pesticide ingredient may be used in combination as long as the physical properties of the pest control composition are not lost.
- it can be applied as the spray solution containing any chemical pesticide active ingredient selected from fungicides, insecticides, acaricides, herbicides, and plant growth regulators.
- a spraying liquid may be prepared by adding any chemical pesticide active ingredient or its preparation to the aqueous dispersion of the present invention, and the spraying liquid containing any chemical pesticide active ingredient may be added to the aqueous dispersion of the present invention.
- a pest control composition may be added to form an aqueous dispersion of the present invention.
- an aqueous dispersion can be prepared by preparing a mixed liquid.
- a sufficient amount of the aqueous dispersion is applied to pests or crops infested with pests using a hand sprayer, shoulder sprayer, power sprayer, boom sprayer, speed sprayer, etc. according to a conventional method. By spraying, the pests can be controlled.
- the composition for controlling pests of the present invention controls pests by having the active ingredient directly act on the pests.
- the pest control composition of the present invention is a formulation having a physical control effect, as described above, it is an aqueous dispersion containing the fatty acid ester as an active ingredient at a low concentration. Also, high pest control effects can be achieved.
- the composition for controlling pests of the present invention is highly effective against multiple types of pests (for example, spider mites and thrips) and against each stage of pests such as larvae, nymphs, and adults. It has a pesticidal effect and can control multiple pests at the same time by one application.
- Example 1 70 parts by mass of decaglycerin decaooleate (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister DAO-7S) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-) 14) 30 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 2 70 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-) 14) 30 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 3 70 parts by mass of glycerin monocaprylic acid ester (Kao Corporation; trade name Kaohhotex PT) and 30 parts by mass of N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-14)
- the agricultural composition of the present invention was obtained by mixing the following parts.
- Example 4 70 parts by mass of sorbitan monolauric acid ester (Takemoto Yushi Co., Ltd.; trade name Nucalgen D-931) and 30 parts of N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-14)
- the agricultural composition of the present invention was obtained by mixing parts by mass.
- Example 5 70 parts by mass of polyoxyethylene (20) sorbitan monolaurate (Takemoto Yushi Co., Ltd.; trade name Nucalgen D-941) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M) -12-14) 30 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 6 70 parts by mass of propylene glycol monolaurate (Riken Vitamin Co., Ltd.; trade name TYPE-BP) and 30 parts by mass of N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-14)
- the agricultural composition of the present invention was obtained by mixing the following parts.
- Example 7 70 parts by mass of sucrose oleate ester (Mitsubishi Chemical Foods Corporation; trade name Ryoto Sugar Ester O-170) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12) -14) 30 parts by mass were mixed to obtain the agricultural composition of the present invention.
- sucrose oleate ester Mitsubishi Chemical Foods Corporation; trade name Ryoto Sugar Ester O-170
- N,N-dimethyl fatty acid (C12-14) amide Steppan Company; trade name HALLCOMID M-12) -14
- Example 8 70 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) and N,N-dimethyl fatty acid (C8-10) amide (Stepan Company; trade name HALLCOMID M-8-) 10) 30 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 9 70 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 30 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name: Agsolex 12) were mixed to form a book. An agricultural composition of the invention was obtained.
- Example 10 50 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-) 14) 50 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 11 90 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) and N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-) 14) 10 parts by mass were mixed to obtain the agricultural composition of the present invention.
- Example 12 70 parts by mass of decaglycerin decoleate ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister DAO-7S) and 30 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name: Agsolex 12) were mixed to form a book. An agricultural composition of the invention was obtained.
- Example 13 Mix 70 parts by mass of polyoxyethylene (20) sorbitan monolaurate (Takemoto Yushi Co., Ltd.; trade name Nucalgen D-941) and 30 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name Agsolex12). The agricultural composition of the present invention was obtained.
- Example 14 50 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 50 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name: Agsolex 12) were mixed to form a book. An agricultural composition of the invention was obtained.
- Example 15 90 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 10 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name: Agsolex 12) were mixed to form a book. An agricultural composition of the invention was obtained.
- Comparative example 1 Diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) was used as an agricultural composition in a comparative example.
- Comparative example 3 Propylene glycol monolauric acid ester (Riken Vitamin Co., Ltd.; trade name TYPE-BP) was used as an agricultural composition in a comparative example.
- Comparative example 4 N,N-dimethyl fatty acid (C8-10) amide (Stepan Company; trade name HALLCOMID M-8-10) was used as a comparative agricultural composition.
- Comparative example 5 An agricultural composition of a comparative example was obtained by mixing 70 parts by mass of water and 30 parts by mass of N,N-dimethyl fatty acid (C8-10) amide (Stepan Company; trade name: HALLCOMID M-8-10).
- Comparative example 6 N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name HALLCOMID M-12-14) was used as a comparative agricultural composition.
- Comparative example 7 An agricultural composition of a comparative example was obtained by mixing 70 parts by mass of water and 30 parts by mass of N,N-dimethyl fatty acid (C12-14) amide (Stepan Company; trade name: HALLCOMID M-12-14).
- Comparative example 8 N-lauryl-2-pyrrolidone (Stepan Company; trade name Agsolex 12) was used as a comparative agricultural composition.
- Comparative example 9 An agricultural composition of a comparative example was obtained by mixing 70 parts by mass of water and 30 parts by mass of N-lauryl-2-pyrrolidone (Stepan Company; trade name: Agsolex 12).
- Comparative example 10 A comparison was made by mixing 70 parts by mass of diglycerin monocaprylate (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 30 parts by mass of methyl laurate (Kao Corporation; trade name: EXEPAL ML-85). An example agricultural composition was obtained.
- Comparative example 11 An agricultural composition of a comparative example was obtained by mixing 70 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 30 parts by mass of oleic acid.
- Comparative example 12 An agricultural composition of a comparative example was obtained by mixing 70 parts by mass of diglycerin monocaprylic acid ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 30 parts by mass of lauryl alcohol.
- Comparative example 13 A comparison was made by mixing 70 parts by mass of diglycerin monocaprylate ester (Sakamoto Pharmaceutical Co., Ltd.; trade name: SY Glister MCA-150) and 30 parts by mass of polyoxyethylene lauryl ether (Kao Corporation; trade name: Emulgen 108). An example agricultural composition was obtained.
- Comparative example 14 70 parts by mass of diglycerin monocaprylate (Sakamoto Pharmaceutical Co., Ltd.; trade name SY Glister MCA-150) and 30 parts by mass of polyoxyethylene laurate (NOF Corporation; trade name Nonion L-4). By mixing, an agricultural composition of a comparative example was obtained.
- Biological test example 1 Tetranychus urticae control test A kidney bean leaf was cut into squares each measuring 2.5 cm on a side and placed on absorbent cotton moistened with water. Ten adult two-spotted spider mites were released here. 30 mL of each agricultural composition diluted 1000 times with water was sprayed onto the green bean leaves using a hand sprayer. After air drying, the green bean leaves were transferred to a plastic cup and stored in a constant temperature room at 25°C. Two days after the treatment, the adult insects were observed to see if they were alive or dead, and the mortality rate was calculated. The results are summarized in Table 1.
- Biological test example 2 Thrips palmi control test A kidney bean leaf was cut into squares measuring 2.5 cm on each side and placed on absorbent cotton moistened with water. Ten first instar larvae of southern yellow thrips were released here. 30 mL of the agricultural composition diluted 500 times with water was sprayed onto the green bean leaves using a hand sprayer. After air drying, they were raised in a constant temperature room at 25°C. One day after the treatment, the insects were observed to be alive or dead, and the mortality rate was calculated. In addition, the condition of kidney bean leaves after the test was observed and phytotoxicity was also evaluated.
- the agricultural composition of the present invention was found to have a high insecticidal effect against different harmful organisms such as two-spotted spider mite and southern yellow thrips. It was also confirmed that symptoms of chemical damage to plants remained asymptomatic to slight damage. On the other hand, although some (a) fatty acid esters alone have a high insecticidal effect against two-spotted spider mites, such as the compositions of Comparative Examples 1 to 3, high insecticidal effects that are compatible with the control of southern red spider mites have not been observed. There wasn't.
- the present invention provides an agricultural composition that kills pests by spraying on crops a spray solution prepared by diluting the composition with water. Therefore, the agricultural composition of the present invention is used for the purpose of controlling pests in agricultural and horticultural plants. Moreover, the agricultural composition according to the present invention contains a fatty acid ester guaranteed to be safe for the human body as an active ingredient, and exhibits a sufficient pest control effect when applied at a low concentration. Furthermore, since the agricultural composition of the present invention has a high control effect against a variety of harmful organisms, the present invention provides a pesticide for controlling pests in agriculture and horticulture that can simultaneously control multiple types of target organisms in one application. The present invention provides a composition for controlling pests that can be used as a pest control composition, and uses thereof.
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Abstract
Description
[1] (a)脂肪酸エステル及び(b)アミド化合物を含有する農用組成物であって、
(a)脂肪酸エステルは、(ポリ)グリセリン脂肪酸エステル、ショ糖脂肪酸エステル、(ポリオキエチレン)ソルビタン脂肪酸エステル、及びプロピレングリコール脂肪酸エステルからなる群から選択される1種以上であり、
(b)アミド化合物は、式(1)及び/又は式(2)
を含む農用組成物。
[2] (b)アミド化合物において、式(1)のRa及びRbが共にメチル基である、[1]に記載の農用組成物。
[3] (b)アミド化合物において、式(2)のxが2又は3である、[1]又は[2]に記載の農用組成物。
[4] (b)アミド化合物が、N,N-ジメチルカプリル酸アミド、N,N-ジメチルカプリン酸アミド、N,N-ジメチルラウリン酸アミド、N,N-ジメチルミリスチン酸アミド、N-カプリルピロリドン、及びN-ラウリルピロリドンからなる群から選択される1種以上である、[1]~[3]の何れか1項に記載の農用組成物。
[5] (a)脂肪酸エステルが、炭素数8~22の飽和脂肪酸及び/又は不飽和脂肪酸で構成された脂肪酸エステルである、[1]~[4]の何れか1項に記載の農用組成物。
[6] (a)脂肪酸エステルが、それを構成する脂肪酸が、カプリル酸、カプリン酸、ラウリン酸、オレイン酸、リノール酸、リシノール酸、及びエルカ酸からなる群から選択される1種以上である、[1]~[5]の何れか1項に記載の農用組成物。
[7] 組成物中における成分含有質量比が、(a)脂肪酸エステル:(b)アミド化合物=1:0.01~1:1である、[1]~[6]の何れか1項に記載の農用組成物。
[8] [1]~[7]の何れか1項に記載の農用組成物を有効成分として含む、有害生物防除用組成物。
[9] カメムシ目、ダニ目、アザミウマ目、及びチョウ目から選ばれる動物目に属する生物の防除用である、[8]に記載の有害生物防除用組成物。
[10] [1]~[7]の何れか1項に記載の農用組成物、もしくは[8]又は[9]に記載の有害生物防除用組成物と水とを含む、水分散液。
[11] (a)脂肪酸エステルの濃度が100~2000ppmである、[10]に記載の水分散液。
[12] 殺菌剤、殺虫剤、殺ダニ剤、除草剤及び植物成長調節剤から選ばれる化学農薬有効成分を含む、[10]又は[11]に記載の水分散液。
[13] [10]~[12]の何れか1項に記載の水分散液を、有害生物もしくは有害生物の発生する作物に直接散布することを特徴とする、有害生物の防除方法。
(a)脂肪酸エステルを構成する脂肪酸は、炭素数4~30の飽和もしくは不飽和脂肪酸が好ましく、より好ましくは炭素数8~22の飽和もしくは不飽和脂肪酸である。例えば、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、オレイン酸、ステアリン酸、イソステアリン酸、リノール酸、リシノール酸、エルカ酸、等が挙げられる。好ましくは、カプリル酸、カプリン酸、ラウリン酸、オレイン酸、リノール酸、リシノール酸、及びエルカ酸からなる群から選択される1種以上である。
(a)脂肪酸エステルは、エステル化率が10~90%のものを用いることが好ましく、より好ましくは20~85%の脂肪酸エステルである。なお、該エステル化率とは、前記ポリオール化合物に含まれる水酸基数のうち、脂肪酸がエステル結合している割合(%)を示す指標である。
<(ポリ)グリセリン脂肪酸エステル>
「(ポリ)グリセリン脂肪酸エステル」とは、「グリセリン脂肪酸エステル又はポリグリセリン脂肪酸エステルであり、これらからなる群から選ばれる1種以上」の意味である。ポリグリセリン脂肪酸エステルは、好ましくは重合数2~20のポリグリセリンの1以上の脂肪酸とのエステル化合物である。
好ましくは、グリセリン又はポリグリセリンと、炭素数4~30の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物が挙げられ、より好ましくは重合数2~10のポリグリセリンと、炭素数8~22の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物である。
例えば、グリセリンモノカプリル酸エステル、グリセリンジカプリル酸エステル、グリセリントリカプリル酸エステル、グリセリンカプリン酸エステル、グリセリンジカプリン酸エステル、グリセリントリカプリン酸エステル、グリセリンモノラウリン酸エステル、グリセリンジラウリン酸エステル、グリセリントリラウリン酸エステル、グリセリンモノミリスチン酸エステル、グリセリンジミリスチン酸エステル、グリセリントリミリスチン酸エステル、グリセリンモノパルミチン酸エステル、グリセリンジパルミチン酸エステル、グリセリントリパルミチン酸エステル、グリセリンモノステアリン酸エステル、グリセリンジステアリン酸エステル、グリセリントリステアリン酸エステル、グリセリンモノオレイン酸エステル、グリセリンジオレイン酸エステル、グリセリントリオレイン酸エステル、グリセリン酢酸脂肪酸エステル、グリセリンクエン酸脂肪酸エステル、グリセリンシュウ酸脂肪酸エステル、菜種油、コーン油、綿実油、オリーブオイル、ごま油、パーム油、植物油、動物油、水素添化油、ジグリセリンモノカプリル酸エステル、テトラグリセリンモノカプリル酸エステル、ジグリセリンモノラウリン酸エステル、テトラグリセリンモノラウリン酸エステル、テトラグリセリンジラウリン酸エステル、ヘキサグリセリンモノラウリン酸エステル、ヘキサグリセリントリラウリン酸エステル、デカグリセリンモノラウリン酸エステル、デカグリセリンジラウリン酸エステル、デカグリセリンテトララウリン酸エステル、デカグリセリンヘキサラウリン酸エステル、デカグリセリンデカラウリン酸エステル、グリセリンモノオレイン酸エステル、ジグリセリンモノオレイン酸エステル、テトラグリセリンモノオレイン酸エステル、テトラグリセリンペンタオレイン酸エステル、ヘキサグリセリンモノオレイン酸エステル、ヘキサグリセリンペンタオレイン酸エステル、デカグリセリンモノオレイン酸エステル、デカグリセリンデカオレイン酸エステル、ジグリセリンモノステアリン酸エステル、テトラグリセリンモノステアリン酸エステル、テトラグリセリンペンタステアリン酸エステル、ヘキサグリセリンモノステアリン酸エステル、ヘキサグリセリンペンタステアリン酸エステル、デカグリセリンモノステアリン酸エステル、デカグリセリンデカステアリン酸エステル、デカグリセリンオクタエルカ酸エステル、デカグリセリンデカベヘン酸エステル、ヘキサグリセリン縮合リシノール酸エステル等のポリグリセリン縮合リシノール酸エステル等が挙げられる。
(ポリ)グリセリン脂肪酸エステルは、ポエム(商品名、理研ビタミン株式会社製)又は、SYグリスター(商品名、阪本薬品工業株式会社製)等で市販されている。
ショ糖脂肪酸エステルは、好ましくは、ショ糖と炭素数4~30の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物が挙げられ、より好ましくは、炭素数8~22の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物である。
例えば、ショ糖ラウリン酸エステル、ショ糖ミリスチン酸エステル、ショ糖パルミチン酸エステル、ショ糖ステアリン酸エステル、ショ糖オレイン酸エステル、ショ糖エルカ酸エステル等が挙げられる。
ショ糖脂肪酸エステルは、リョートーシュガーエステル(商品名、三菱ケミカルフーズ株式会社製)等で市販されている。
「(ポリオキシエチレン)ソルビタン脂肪酸エステル」とは、「ソルビタン脂肪酸エステル又はポリオキシエチレン-ソルビタン脂肪酸エステルであり、これらからなる群から選ばれる1種以上」の意味である。(ポリオキシエチレン)ソルビタン脂肪酸エステルは、ソルビタン誘導体と任意のポリオキシエチレン基が結合し、1以上の脂肪酸が結合した化合物である。
(ポリオキシエチレン)ソルビタン脂肪酸エステルは、好ましくは、(ポリオキシエチレン)ソルビタンと炭素数4~30の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物が挙げられ、より好ましくは、炭素数8~22の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物である。
例えば、ソルビタンラウリン酸エステル、ソルビタンミリスチン酸エステル、ソルビタンパルミチン酸エステル、ソルビタンステアリン酸エステル、ソルビタンオレイン酸エステル、(ポリオキシエチレン)ソルビタンラウリン酸エステル、(ポリオキシエチレン)ソルビタンミリスチン酸エステル、(ポリオキシエチレン)ソルビタンパルミチン酸エステル、(ポリオキシエチレン)ソルビタンステアリン酸エステル、(ポリオキシエチレン)ソルビタンオレイン酸エステル等が挙げられる。
(ポリオキシエチレン)ソルビタン脂肪酸エステルはソルボン(商品名、東邦化学株式会社製)又はニューカルゲン(商品名、竹本油脂株式会社製)等で市販されている。
プロピレングリコール脂肪酸エステルは、好ましくは、プロピレングリコールと炭素数4~30の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物が挙げられ、より好ましくは、炭素数8~22の飽和もしくは不飽和脂肪酸が1つ以上エステル結合した化合物である。
例えば、プロピレングリコールモノカプリル酸エステル、プロピレングリコールモノカプリン酸エステル、プロピレングリコールモノラウリン酸エステル、プロピレングリコールモノパルミチン酸エステル、プロピレングリコールモノステアリン酸エステル、プロピレングリコールモノオレイン酸エステル、プロピレングリコールモノベヘン酸エステル、プロピレングリコールジカプリル酸エステル、プロピレングリコールジカプリン酸エステル、プロピレングリコールジラウリン酸エステル、プロピレングリコールジステアリン酸エステル、プロピレングリコールジイソステアリン酸エステル、プロピレングリコールジオレイン酸エステル等が挙げられる。
プロピレングリコール脂肪酸エステルはリケマール(商品名、理研ビタミン株式会社製)又は、NIKKOL(商品名、日光ケミカルズ株式会社製)等で市販されている。
(a)脂肪酸エステルは、単独で使用しても良く、2種以上の脂肪酸エステルを混合して使用することもできる。
Rは、炭素数8~18の直鎖状の飽和炭化水素であることが好ましい。
式(1)におけるRa及びRbは、例えば、水素原子、メチル、エチル、プロピル、ブチル、ヒドロキシエチル等が挙げられる。Ra及びRbは炭素数1~4のアルキル基が好ましく、共にメチル基であることがより好ましい。
式(2)は炭素数6~20の直鎖状もしくは分岐状の飽和もしくは不飽和炭化水素がN-置換した環状アミド(いわゆるラクタム)である。環状アミド(ラクタム)部位は、式(2)において、xが0の場合は3員環のα―ラクタム、xが1の場合は4員環のβ-ラクタム、xが2の場合は5員環のγ-ラクタム、xが3の場合は6員環のδ-ラクタム、xが4の場合は7員環のε-ラクタムの各N置換環状アミド(ラクタム)化合物である。好ましくは、xが2又は3であり、γ-ラクタム化合物(2-ピロリドン誘導体)又はδ-ラクタム化合物(2-ピペリドン誘導体)が特に好ましい。
(a)脂肪酸エステルの含有量が低すぎる場合は、散布対象である植物、害虫又は病害の原因菌に対する付着量が低下し、低濃度に希釈した際の有害生物に対する防除効果が不十分となる。また、(b)アミド化合物の含有量が少なすぎる場合、散布対象である植物、害虫又は病害の原因菌に対する湿展性が低下し、低濃度に希釈した際の有害生物に対する防除効果が不十分となる。また、(b)アミド化合物の含有量が多すぎる場合は、高すぎる湿展性により散布液の付着量の低下や薬害リスクの増加等の問題が発生する懸念がある。
例えば、任意の農薬としては殺虫剤、殺菌剤、殺虫殺菌剤、除草剤、植物成長調整剤等の種々の農薬有効成分が挙げられる。
任意の製剤用添加成分としては、当該農用組成物を水に希釈して使用する際の乳化性向上を目的とした界面活性剤、組成物の外観を調整するための動植物油、鉱物油、パラフィン、水、ポリエチレングリコール、アルコール等の各種溶剤等が挙げられる。また、シリカゲル、クレー、シルト、ベントナイト、乳糖、シクロデキストリン等の鉱物、又は有機物の固体担体を挙げることができる。その他の任意の添加成分として、消泡成分、抑泡成分、着色成分、香料成分等が挙げられ、これらは農薬に一般的に使用される物であれば特に限定されない。
水を除く上記の溶剤または固体担体の合計含有量は、本発明の有害生物防除用組成物の総量に対して、通常0~90重量%であり、好ましくは0~50重量%、さらに好ましくは0~30重量%である。
ダニ目に属する生物としてはハダニ類、サビダニ類及びホコリダニ類が挙げられる。ハダニ類としてはナミハダニ、カンザワハダニ、ミカンハダニ及びリンゴハダニなどが挙げられ、サビダニ類としては、トマトサビダニ及びミカンサビダニなどが挙げられ、ホコリダニ類としてはチャノホコリダニなどが挙げられる。
半翅目に属する生物としてはアブラムシ類、コナジラミ類及びカイガラムシ類などが挙げられる。アブラムシ類としてはワタアブラムシ及びモモアカアブラムシなどが挙げられ、コナジラミ類としてはオンシツコナジラミ及びタバココナジラミなどが挙げられ、カイガラムシ類としてはクワシロカイガラムシなどが挙げられる。
鱗翅目に属する生物としてはコナガ及びハスモンヨトウなどが挙げられる。
アザミウマ目に属する生物としてはミカンキイロアザミウマ、ミナミキイロアザミウマ、チャノキイロアザミウマ、ヒラズハナアザミウマ及びハナアザミウマなどが挙げられる。
また、野菜や花卉や果樹に発生するうどんこ病などの菌類による病害の防除にも、本発明の有害生物防除用組成物は効果的である。
本発明の水分散液中における(a)脂肪酸エステルの濃度は、50~5000ppmであることが好ましく、より好ましくは100~2000ppmである。該水分散液は、本発明の農用組成物を、(a)脂肪酸エステルの濃度が上記の範囲になるように調整して、水で希釈することにより、調製することができる。
該水分散液を、常法に従い、有害生物もしくは有害生物の発生している作物に対して、ハンドスプレー、肩掛け式噴霧器、動力噴霧器、ブームスプレーヤー、スピードスプレーヤー等を用いて、十分な量を散布することにより、該有害生物を防除することができる。
本発明の有害生物防除用組成物は、有効成分が有害生物に直接作用することにより防除するものである。また、本発明の有害生物防除用組成物は、物理的な防除効果を有する製剤であるにもかかわらず、上記のように、有効成分である該脂肪酸エステルを低濃度で含有する水分散液としても、高い有害生物防除効果を達成することができる。
デカグリセリンデカオレイン酸エステル(阪本薬品工業株式会社;商品名 SYグリスターDAO-7S)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
グリセリンモノカプリル酸エステル(株式会社花王;商品名 カオーホモテックスPT)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
ソルビタンモノラウリン酸エステル(竹本油脂株式会社;商品名 ニューカルゲンD-931)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
ポリオキシエチレン(20)ソルビタンモノラウリン酸エステル(竹本油脂株式会社;商品名 ニューカルゲンD-941)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
プロピレングリコールモノラウリン酸エステル(理研ビタミン株式会社;商品名 TYPE-BP)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
ショ糖オレイン酸エステル(三菱ケミカルフーズ株式会社;商品名 リョートーシュガーエステルO-170)70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、N,N-ジメチル脂肪酸(C8-10)アミド(Stepan Company;商品名 HALLCOMID M-8-10)30質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)30質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)50質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)50質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)90質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)10質量部を混合して本発明の農用組成物を得た。
デカグリセリンデカオレイン酸エステル(阪本薬品工業株式会社;商品名 SYグリスターDAO-7S)70質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)30質量部を混合して本発明の農用組成物を得た。
ポリオキシエチレン(20)ソルビタンモノラウリン酸エステル(竹本油脂株式会社;商品名 ニューカルゲンD-941)70質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)30質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)50質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)50質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)90質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)10質量部を混合して本発明の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)を比較例の農用組成物として使用した。
ソルビタンモノラウリン酸エステル(竹本油脂株式会社;商品名 ニューカルゲンD-931)を比較例の農用組成物として使用した。
プロピレングリコールモノラウリン酸エステル(理研ビタミン株式会社;商品名 TYPE-BP)を比較例の農用組成物として使用した。
N,N-ジメチル脂肪酸(C8-10)アミド(Stepan Company;商品名 HALLCOMID M-8-10)を比較例の農用組成物として使用した。
水70質量部、及び、N,N-ジメチル脂肪酸(C8-10)アミド(Stepan Company;商品名 HALLCOMID M-8-10)30質量部を混合して比較例の農用組成物を得た。
N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)を比較例の農用組成物として使用した。
水70質量部、及び、N,N-ジメチル脂肪酸(C12-14)アミド(Stepan Company;商品名 HALLCOMID M-12-14)30質量部を混合して比較例の農用組成物を得た。
N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)を比較例の農用組成物として使用した。
水70質量部、及び、N-ラウリル-2-ピロリドン(Stepan Company;商品名 Agsolex12)30質量部を混合して比較例の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、ラウリン酸メチル(花王株式会社;商品名 エキセパールML-85)30質量部を混合して比較例の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、オレイン酸30質量部を混合して比較例の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、ラウリルアルコール30質量部を混合して比較例の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、ポリオキシエチレンラウリルエーテル(株式会社花王;商品名 エマルゲン108)30質量部を混合して比較例の農用組成物を得た。
ジグリセリンモノカプリル酸エステル(阪本薬品工業株式会社;商品名 SYグリスターMCA-150)70質量部、及び、ポリオキシエチレンラウリン酸エステル(日油株式会社;商品名 ノニオンL-4)30質量部を混合して比較例の農用組成物を得た。
インゲン葉を一辺が2.5cmになる正方形に切り、水で湿らせた脱脂綿の上に置いた。ここにナミハダニ成虫10頭を放虫した。このインゲン葉に水により1000倍に希釈した各農用組成物30mLを、ハンドスプレーを用いて散布した。風乾後、インゲン葉をプラスチックカップに移し、25℃の定温室にて保管した。処理2日後に成虫の生死を観察し、死虫率を算出した。
結果を表1にまとめた。
インゲン葉を一辺が2.5cmになる正方形に切り、水で湿らせた脱脂綿の上に置いた。ここにミナミキイロアザミウマ1齢幼虫10頭を放虫した。このインゲン葉に水により500倍に希釈した農用組成物30mLを、ハンドスプレーを用いて散布した。風乾後、25℃の定温室にて飼育した。処理1日後に生死を観察し、死虫率を算出した。また、試験後のインゲン葉の状態を観察し、薬害についても評価した。
<薬害評価基準>
-:葉面上変化なし ±:葉面上に軽微な損傷が確認される
+:葉面上一部に損傷が確認される ++:葉面上全面に損傷が確認される
結果を表1にまとめた。
Claims (13)
- (b)アミド化合物において、式(1)のRa及びRbが共にメチル基である、請求項1に記載の農用組成物。
- (b)アミド化合物において、式(2)のxが2または3である、請求項1又は2に記載の農用組成物。
- (b)アミド化合物が、N,N-ジメチルカプリル酸アミド、N,N-ジメチルカプリン酸アミド、N,N-ジメチルラウリン酸アミド、N,N-ジメチルミリスチン酸アミド、N-カプリルピロリドン、及びN-ラウリルピロリドンからなる群から選択される1種以上である、請求項1~3の何れか1項に記載の農用組成物。
- (a)脂肪酸エステルが、炭素数8~22の飽和脂肪酸及び/又は不飽和脂肪酸で構成された脂肪酸エステルである、請求項1~4の何れか1項に記載の農用組成物。
- (a)脂肪酸エステルが、それを構成する脂肪酸が、カプリル酸、カプリン酸、ラウリン酸、オレイン酸、リノール酸、リシノール酸、及びエルカ酸からなる群から選択される1種以上である、請求項1~5の何れか1項に記載の農用組成物。
- 組成物中における成分含有質量比が、(a)脂肪酸エステル:(b)アミド化合物=1:0.01~1:1である、請求項1~6の何れか1項に記載の農用組成物。
- 請求項1~7の何れか1項に記載の農用組成物を有効成分として含む、有害生物防除用組成物。
- カメムシ目、ダニ目、アザミウマ目、及びチョウ目から選ばれる動物目に属する生物の防除用である、請求項8に記載の有害生物防除用組成物。
- 請求項1~7の何れか1項に記載の農用組成物、もしくは請求項8又は9に記載の有害生物防除用組成物と水を含む、水分散液。
- (a)脂肪酸エステルの濃度が100~2000ppmである、請求項10に記載の水分散液。
- 殺菌剤、殺虫剤、殺ダニ剤、除草剤及び植物成長調節剤から選ばれる化学農薬有効成分を含む、請求項10又は11に記載の水分散液。
- 請求項10~12の何れか1項に記載の水分散液を、有害生物もしくは有害生物の発生する作物に直接散布することを特徴とする、有害生物の防除方法。
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| WO2014058065A1 (ja) | 2012-10-12 | 2014-04-17 | 独立行政法人理化学研究所 | 植物害虫及び/又は植物病害用防除剤 |
| JP2016065043A (ja) * | 2014-09-16 | 2016-04-28 | 住友化学株式会社 | 植物病害防除組成物 |
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|---|---|---|---|---|
| IL116147A (en) * | 1994-11-30 | 2002-05-23 | Aventis Cropscience Sa | Complexible composition for insect control |
| DE19949825A1 (de) * | 1999-10-15 | 2001-04-19 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen in Form von O/W-Makroemulsionen oder O/W-Mikroemulsionen, mit einem Gehalt an Insektenrepellentien |
| WO2018123971A1 (ja) * | 2016-12-27 | 2018-07-05 | 石原産業株式会社 | シクラニリプロール又はその塩を含有する有害生物防除用固形組成物 |
| EP4494465A1 (en) * | 2022-03-14 | 2025-01-22 | Nippon Kayaku Kabushiki Kaisha | Agrochemical emulsifiable composition |
-
2023
- 2023-03-08 JP JP2024507796A patent/JPWO2023176614A1/ja active Pending
- 2023-03-08 CN CN202380027547.8A patent/CN118890964A/zh active Pending
- 2023-03-08 EP EP23770570.2A patent/EP4494467A4/en active Pending
- 2023-03-08 WO PCT/JP2023/008744 patent/WO2023176614A1/ja not_active Ceased
- 2023-03-08 US US18/843,615 patent/US20250176547A1/en active Pending
- 2023-03-08 KR KR1020247028088A patent/KR20240160569A/ko active Pending
- 2023-03-10 TW TW112108959A patent/TW202400016A/zh unknown
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| WO2011108220A1 (ja) | 2010-03-01 | 2011-09-09 | 日本化薬株式会社 | 有害生物防除組成物 |
| WO2014058065A1 (ja) | 2012-10-12 | 2014-04-17 | 独立行政法人理化学研究所 | 植物害虫及び/又は植物病害用防除剤 |
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| WO2024225111A1 (ja) * | 2023-04-27 | 2024-10-31 | 日本化薬株式会社 | 農用組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW202400016A (zh) | 2024-01-01 |
| US20250176547A1 (en) | 2025-06-05 |
| EP4494467A1 (en) | 2025-01-22 |
| EP4494467A4 (en) | 2026-02-25 |
| KR20240160569A (ko) | 2024-11-11 |
| CN118890964A (zh) | 2024-11-01 |
| JPWO2023176614A1 (ja) | 2023-09-21 |
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