WO2015029908A1 - 水性懸濁状有害生物防除用組成物 - Google Patents

水性懸濁状有害生物防除用組成物 Download PDF

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Publication number
WO2015029908A1
WO2015029908A1 PCT/JP2014/072044 JP2014072044W WO2015029908A1 WO 2015029908 A1 WO2015029908 A1 WO 2015029908A1 JP 2014072044 W JP2014072044 W JP 2014072044W WO 2015029908 A1 WO2015029908 A1 WO 2015029908A1
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Prior art keywords
aqueous suspension
pest control
weight
control composition
composition
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PCT/JP2014/072044
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English (en)
French (fr)
Japanese (ja)
Inventor
健次 成宮
尚彦 高鳥
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石原産業株式会社
日本農薬株式会社
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Application filed by 石原産業株式会社, 日本農薬株式会社 filed Critical 石原産業株式会社
Priority to CN201480046693.6A priority Critical patent/CN105517437B/zh
Priority to JP2015534181A priority patent/JP6293759B2/ja
Publication of WO2015029908A1 publication Critical patent/WO2015029908A1/ja

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms

Definitions

  • the present invention relates to an aqueous suspension pest control composition
  • an aqueous suspension pest control composition comprising flonicamid and buprofezin as active ingredients.
  • Patent Document 1 describes flonicamid as Compound No. 1, but does not describe an example in which flonicamid is formulated into an aqueous suspension composition.
  • Patent Document 2 describes a pest control composition including a pyridine-based compound and another pest control agent.
  • Formulation Example 5 describes an aqueous suspension containing flonicamid.
  • buprofezin is described as an example of other pest control agents.
  • an aqueous suspension pest control composition that exhibits excellent physicochemical performance using flonicamid and buprofezin as active ingredients is not described.
  • Patent Document 3 describes an aqueous suspension pest control composition containing an agrochemical compound or a salt thereof having a water solubility at 20 ° C. of 500 mg / L to 6000 mg / L. If an agrochemical compound such as flonicamid (water solubility 5200 mg / L) is applied as an active ingredient of this composition, growth and coarsening of active ingredient particles during storage can be prevented. Moreover, this composition can contain another active ingredient compound other than the agrochemical compound of the specific water solubility mentioned above.
  • an agrochemical compound such as flonicamid (water solubility 5200 mg / L)
  • an active ingredient particle is an aqueous system containing a polycarboxylic acid salt, a specific sulfonic acid type surfactant and a formalin condensate of sodium alkylnaphthalene sulfonate.
  • the present inventors completed the present invention by obtaining the knowledge that a stable aqueous suspension pest control composition that does not cause growth and coarsening of the active ingredient particles can be obtained by dispersing in a medium.
  • the present invention relates to (a) flonicamid, (b) buprofezin, (c) polycarboxylate, (d) alkylsulfosuccinate, lignin sulfonate, C 8-18 alkylbenzene sulfonate, and C 8-18.
  • An aqueous suspension pest control composition containing at least one sulfonic acid type surfactant selected from the group consisting of alkyl diphenyl ether disulfonates, (e) a formalin condensate of sodium alkyl naphthalene sulfonate and water About.
  • the aqueous suspension pest control composition of the present invention can be expected to have excellent physicochemical performance and a long and stable pest control effect.
  • the content of the active ingredient consisting of flonicamid as component (a) and buprofezin as component (b) in the composition of the present invention is usually 0.1 to 90% by weight, preferably 1 to 70% by weight, more preferably 5 to 60% by weight. %. Further, the weight ratio of the contents of flonicamid and buprofezin is usually 1: 100 to 100: 1, preferably 1:50 to 50: 1.
  • polycarboxylic acid salt of component (c) in the composition of the present invention examples include polyacrylic acid, polymethacrylic acid, polymaleic acid, polymaleic anhydride, maleic acid or maleic anhydride and olefins (for example, isobutylene and diisobutylene, etc.
  • the salt examples include alkali metals (such as sodium and potassium), alkaline earth metals (such as calcium and magnesium), ammonium and various amines (such as alkylamine, cycloalkylamine, and alkanolamine).
  • alkali metals such as sodium and potassium
  • alkaline earth metals such as calcium and magnesium
  • ammonium and various amines such as alkylamine, cycloalkylamine, and alkanolamine.
  • Commercially available polycarboxylates can be used as they are, for example, sodium polycarboxylates such as Geropon T / 36 (trade name of Rhodia Nikka), Geropon TA / 72 (trade name of Rhodia Nikka)
  • Examples include potassium polycarboxylates such as Geropon SC / 213 (trade name of Rhodia Nikka Co., Ltd.).
  • the content of the polycarboxylic acid salt of the component (c) in the composition of the present invention can be appropriately changed depending on the amount of the active ingredient consisting of flonicamid as the component (a) and buprofezin as the component (b), but usually 0.1 -20% by weight, preferably 0.1-10% by weight.
  • the weight ratio of the content of the active ingredient and the polycarboxylate is usually 1: 0.001 to 1:10, preferably 1: 0.005 to 1: 2.
  • alkyl sulfosuccinate that is one of the sulfonic acid type surfactants of the component (d) in the composition of the present invention include, for example, the formula (I):
  • R ′ and R ′′ are each independently a linear or branched C 1-12 alkyl group; M is Na, Ca or K; when M is Na or K, p is 1 And when M is Ca, p is 2.
  • sodium dioctylsulfosuccinate is preferable.
  • Specific examples of sodium dioctylsulfosuccinate include AGNIQUE EHS70WE (manufactured by cognis), LANKROPOL 4500 (manufactured by Lion Aguso), New Calgen EP-70G (manufactured by Takemoto Yushi), New Calgen EX-70 (manufactured by Takemoto Yushi), and the like.
  • the lignin sulfonate which is one of the sulfonic acid type surfactants of the component (d) in the composition of the present invention includes calcium lignin sulfonate, sodium lignin sulfonate, potassium lignin sulfonate, magnesium lignin sulfonate, lignin Examples thereof include ammonium sulfonate and the like.
  • New Calgen WG-4 (New Kargen WG-4, sodium lignin sulfonate: manufactured by Takemoto Yushi Co., Ltd.), New Calgen RX-B (sodium lignin sulfonate: manufactured by Takemoto Yushi Co., Ltd.), Sun extract P-252 (SANX P-252, sodium lignin sulfonate: Nippon Paper Chemicals), Sun extract C (SANX C, calcium lignin sulfonate: Nippon Paper Chemicals), Sun extract P201 (SANX P201, lignin) Calcium sulfonate: Nippon Paper Chemicals Co., Ltd., Vanillex N (VANILLEX N, partial removal) Sodium Hong lignosulfonate, manufactured by Nippon Paper Chemicals Co.), PEARLLEX NP (PEARLLEX NP, high molecular weight lignosulfonate sodium: Nippon Paper Chemicals Co., Ltd.).
  • the content of the sulfonic acid type surfactant of the component (d) in the composition of the present invention can be appropriately changed depending on the amount of the active ingredient added, but is usually 0.1 to 30% by weight, preferably 0.1 to 20% by weight is there.
  • the weight ratio of the content of the sulfonic acid type surfactant of the active ingredient and the component (d) is usually 1: 0.001 to 1:20, preferably 1: 0.005 to 1: 4.
  • the weight ratio of the content of the polycarboxylic acid salt and the sulfonic acid type surfactant is usually 1: 0.01 to 1: 200, preferably 1: 0.01 to 1:40.
  • the formalin condensate of sodium alkylnaphthalene sulfonate as component (e) in the composition of the present invention is methylene condensed with formalin based on naphthalene sulfonic acid or alkyl naphthalene sulfonic acid structure, and is similar to sodium lignin sulfonate.
  • it is an anionic surfactant excellent in dispersibility and widely used in various fields.
  • Labelin FA Labelin FAN (trade name: above, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), Demall SNB (trade name: manufactured by Kao Corporation), Suprazil MNS90, Souprazil MNS / 25, Suprazil RM / 210EI (Product name: Examples include Rhodia Nikka Co., Ltd.), Morwet D425 (trade name: Crompton Co., Ltd.) and the like.
  • the content of the formalin condensate of sodium alkylnaphthalenesulfonate as the component (e) in the composition of the present invention can be appropriately changed depending on the amount of the active ingredient added, but is usually 0.1 to 20% by weight, preferably 0.1 to 10%. % By weight. Further, the weight ratio of the content of the active ingredient and the formalin condensate of component (e) of sodium alkylnaphthalene sulfonate is usually 1: 0.001 to 1:10, preferably 1: 0.005 to 1: 2. The weight ratio of the content of the polycarboxylic acid salt and the formalin condensate of sodium alkylnaphthalene sulfonate is usually 1: 0.01 to 1: 200, preferably 1: 0.01 to 1:50.
  • the composition of the present invention uses water as a dispersion medium.
  • water is added as a residue other than the components (a), (b), (c), (d) and (e) described above, and other components described later, and the whole is 100 wt% Can be prepared.
  • the water content in the composition of the present invention is usually 9.8 to 99.7% by weight, desirably 20 to 98.8% by weight.
  • composition of the present invention further needs other formulation auxiliary agents such as antifreezing agents, anti-settling agents, antifoaming agents, preservatives, dispersing agents, wetting agents, pH adjusting agents, stabilizers, etc.
  • antifreezing agents, anti-settling agents, antifoaming agents, preservatives and the like are usually desirable.
  • the antifreezing agent includes various types, but a dihydric alcohol having an action as a viscosity reducing agent is desirable.
  • the dihydric alcohol include alkylene glycols such as ethylene glycol and propylene glycol. Among them, it is desirable to use propylene glycol.
  • the amount of the cryoprotectant used in the composition of the present invention is usually 2 to 30% by weight, preferably 5 to 10% by weight.
  • anti-settling agent examples include natural polysaccharides such as xanthan gum, rhamzan gum, locust bean gum, carrageenan and welan gum; synthetic polymers such as sodium polyacrylate; semisynthetic polysaccharides such as carboxymethyl cellulose; aluminum magnesium silicate; Examples thereof include fine mineral powders such as smectite, bentonite, hectorite, and dry silica, and alumina sol.
  • the amount of anti-settling agent used in the composition of the present invention is usually 0.01 to 5.0% by weight, preferably 0.05 to 3.0% by weight.
  • preservative examples include various ones such as 1,2-benzisothiazolin-3-one.
  • the amount of the preservative used in the composition of the present invention is usually 0.01 to 1.0% by weight, preferably 0.05 to 0.2% by weight.
  • the antifoaming agent is added for the purpose of suppressing the generation of foam when the composition of the present invention is produced or diluted with water so as not to hinder the production and the preparation of the diluted solution.
  • the antifoaming agent include silicone-based antifoaming agents containing polydimethylsiloxane as an active ingredient.
  • silicone-based antifoaming agents containing polydimethylsiloxane as an active ingredient.
  • product name Silcolapse 432 manufactured by Bluestar silicones
  • product name KM 72 manufactured by Shin-Etsu Chemical Co., Ltd.
  • product name KM 75 manufactured by Shin-Etsu Chemical Co., Ltd.
  • product name Anti-mousse manufactured by BELCHIM CROP PROTECTION
  • silicone-based antifoaming agent herein includes an antifoaming agent containing silica.
  • the amount of antifoaming agent used in the composition of the present invention is usually 0.01 to 10% by weight, preferably 0.05 to 3.0% by weight.
  • Examples of the pH adjusting agent include inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid, and carboxylic acid, salts or esters thereof; organic acids such as citric acid, maleic acid, sorbic acid, lactic acid, and tartaric acid; And hydroxides such as potassium hydroxide, sodium hydroxide, and magnesium hydroxide. Among them, inorganic acid salts or organic acid salts are desirable.
  • inorganic acid salts or organic acid salts include carbonates such as sodium carbonate, potassium carbonate, potassium bicarbonate, sodium bicarbonate, and ammonium bicarbonate; citrates such as sodium citrate and potassium citrate; hydrogen phosphate Disodium, trisodium phosphate, sodium tripolyphosphate, sodium pyrophosphate, diammonium hydrogen phosphate, triammonium phosphate, ammonium tripolyphosphate, ammonium pyrophosphate, dipotassium hydrogen phosphate, tripotassium phosphate, potassium tripolyphosphate, Examples thereof include phosphates such as potassium pyrophosphate and tricalcium phosphate; amine salts such as monomethylamine, monoethylamine, dimethylamine and triethylamine.
  • pH adjusters may be used alone or in combination of two or more, and the ratio in the case of mixing can be freely selected.
  • various buffers such as disodium hydrogen phosphate-citric acid, sodium acetate-hydrochloric acid, formic acid-sodium formate, lactic acid-sodium lactate, tartaric acid-sodium tartrate, sodium citrate-hydrochloric acid should be used as pH adjusters.
  • the pH can be adjusted to about 5 to 9 by using these pH adjusting agents in an amount of usually 0.01 to 10% by weight, preferably 0.05 to 3.0% by weight.
  • the composition of the present invention can be produced by an ordinary method for producing a suspension for controlling an aqueous pest. For example, after blending the components, wet pulverization can be performed to make particles of the active ingredient into fine particles. At this time, the obtained slurry particles are desirably fine from the viewpoint of suspension stability when the finally obtained aqueous suspension pest control composition is prepared as a water dilution.
  • the mean volume diameter of active ingredient particles is 0.1 to 20 ⁇ m. More preferably, it is 0.5 to 20 ⁇ m, and most preferably 0.5 to 10 ⁇ m.
  • the volume average particle diameter here refers to that measured with a particle size distribution measuring apparatus Microtrac MT3300EX-II (Microtrac MT3300EX-II, manufactured by Nikkiso Co., Ltd.).
  • examples of the wet pulverization method include a bead mill and a sand mill.
  • DYNO-MILL manufactured by Shinmaru Enterprises
  • examples of the active ingredient particles that may be present in the composition of the present invention include flonicamid particles, buprofezin particles, and agglomerated particles of either or both of these particles.
  • the active ingredient particles for which the volume average particle diameter is measured include all of these particles.
  • the application method of the composition of the present invention is not particularly limited. Usually, after preparing the composition of the present invention as described above, an appropriate water-diluted solution suitable for spraying and the like is prepared. Etc. can be applied.
  • the method for preparing the water dilution is not particularly limited, and the composition of the present invention may be added to an appropriate amount of water used as the dilution and mixed by an appropriate means.
  • the degree of dilution is not particularly limited, and the concentration of the water dilution can be determined so that the active ingredient comes into contact with soil, plants, etc. at an appropriate concentration after spraying.
  • the diluted concentration at the time of using the composition of the present invention varies depending on the conditions of the target crop, method of use, formulation form, application rate, etc., so it is difficult to define it generally.
  • the active ingredient concentration In the case of water application, the active ingredient concentration is usually 50 to 50,000 ppm. In the case of soil treatment, the active ingredient concentration is usually 1 to 1,000 ppm.
  • aqueous suspension pest control composition containing at least one sulfonic acid type surfactant selected from the group consisting of acid salts, (e) a formalin condensate of sodium alkylnaphthalene sulfonate, and water.
  • the volume-average particle diameter of the active ingredient particles in the aqueous suspension pest control composition according to (1) comprising flonicamid (a) and buprofezin (b) as active ingredients is from 0.1 ⁇ m to The aqueous suspension pest control composition according to (1), which is 20 ⁇ m.
  • a formulation adjuvant is contained, The aqueous suspension pest control composition according to any one of the above.
  • the formulation adjuvant is at least one selected from the group consisting of an antifreezing agent, an anti-settling agent, an antifoaming agent, a preservative, a pH adjuster, and a stabilizer (4)
  • (6) at least selected from the group consisting of (c) polycarboxylates, (d) alkylsulfosuccinates, lignin sulfonates, C 8-18 alkyl benzene sulfonates and C 8-18 alkyl diphenyl ether disulfonates
  • Example 1 (1) (a) Flonicamid (purity 96.8%) 9.4 parts by weight (2) (b) Buprofezin (purity 99.5%) 18.3 parts by weight (3) (c) 1.8 parts by weight of sodium polycarboxylate (4) (d) 0.9 parts by weight of sodium dioctyl sulfosuccinate (5) (d) Calcium lignin sulfonate 4.5 parts by weight (6) (e) Formalin condensate of sodium alkylnaphthalene sulfonate 2.7 parts by weight (7) Propylene glycol 6.4 parts by weight (8) 0.5 parts by weight of aluminum magnesium silicate (9) 0.5 part by weight of silicone-based antifoaming agent containing polydimethylsiloxane (10) Xanthan gum 0.1 parts by weight (11) 1,2-benzthiazolidine-3-one 0.1 parts by weight (12) 1.1 parts by weight of pH adjuster The above (1) to (9), (12) and 44.8 parts by weight of water were mixed and wet-
  • Example 2 (1) (a) Flonicamid (purity 96.8%) 9.4 parts by weight (2) (b) Buprofezin (purity 99.5%) 18.3 parts by weight (3) (c) 1.8 parts by weight of sodium polycarboxylate (4) (d) 0.9 part by weight of sodium alkylbenzene sulfonate (5) (d) Calcium lignin sulfonate 4.5 parts by weight (6) (e) Formalin condensate of sodium alkylnaphthalene sulfonate 2.7 parts by weight (7) Propylene glycol 6.4 parts by weight (8) 0.5 parts by weight of aluminum magnesium silicate (9) 0.5 part by weight of silicone-based antifoaming agent containing polydimethylsiloxane (10) Xanthan gum 0.1 parts by weight (11) 1,2-benzthiazolidine-3-one 0.1 parts by weight (12) 1.1 parts by weight of pH adjuster The above (1) to (9), (12) and 44.8 parts by weight of water were mixed, wet-ground with
  • Example 3 (1) (a) Flonicamid (purity 96.8%) 9.4 parts by weight (2) (b) Buprofezin (purity 99.5%) 18.3 parts by weight (3) (c) 1.8 parts by weight of sodium polycarboxylate (4) (d) Calcium lignin sulfonate 4.5 parts by weight (5) (e) 2.7 parts by weight of formalin condensate of sodium alkylnaphthalenesulfonate (6) Propylene glycol 6.4 parts by weight (7) Aluminum magnesium silicate 0.5 parts by weight (8) Silicone defoamer containing polydimethylsiloxane 0.5 parts by weight (9) Xanthan gum 0.1 parts by weight (10) 1,2-benzthiazolidine-3-one 0.1 parts by weight (11) 1.1 parts by weight of pH adjuster The above (1) to (8), (11) and 45.7 parts by weight of water are mixed, and further wet pulverized with DYNO-MILL (manufactured by Shinmaru Enterprises). 9), (10) and
  • Comparative Example 1 (1) (a) Flonicamid (purity 96.8%) 9.4 parts by weight (2) (b) Buprofezin (purity 99.5%) 18.3 parts by weight (3) (c) 1.8 parts by weight of sodium polycarboxylate (4) (d) 0.9 parts by weight of sodium dioctyl sulfosuccinate (5) (d) Calcium lignin sulfonate 4.5 parts by weight (6) Propylene glycol 6.4 parts by weight (7) Aluminum magnesium silicate 0.5 parts by weight (8) Silicone defoamer containing polydimethylsiloxane 0.5 parts by weight (9) Xanthan gum 0.1 parts by weight (10) 1,2-benzthiazolidine-3-one 0.1 parts by weight (11) 1.1 parts by weight of pH adjuster The above (1) to (8), (11) and 47.5 parts by weight of water were mixed, and further wet pulverized with DYNO-MILL (manufactured by Shinmaru Enterprises). 9), (10) and 8.9 parts by
  • Test example 1 (initial physical property test) The volume average particle size of the aqueous suspension pest control compositions obtained in Examples 1 to 3 and Comparative Example 1 was measured from the particle size distribution using Microtrac MT3300-EXII (manufactured by Nikkiso Co., Ltd.). The results are shown in Table 1.
  • Test Example 2 (Suspension stability warming evaluation test: 54 ° C for 2 weeks) After filling a 30 ml glass bottle with the same aqueous suspension pest control composition used in Test Example 1, capping it, storing it in a 54 ° C. thermostat for 2 weeks, then removing it from the thermostat, In the same manner as in Test Example 1, the volume average particle size was measured. The results are shown in Table 1. The changes over time in the volume average particle diameters of Test Example 1 and Test Example 2 are shown in Table 1 as “particle growth rate”. As shown in Table 1, the grain growth rate in Examples 1 to 3 is significantly smaller than that in the comparative example.
  • the aqueous suspension pest control composition of the present invention is an agricultural and horticultural harmful insect that harms paddy rice, vegetables, fruit trees, flower buds, etc., arthropods including mites, sanitary pests, nematodes, soil Widely used to control pests and other pests.
  • arthropods including mites, sanitary pests, nematodes, soil Widely used to control pests and other pests.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
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PCT/JP2014/072044 2013-08-27 2014-08-22 水性懸濁状有害生物防除用組成物 WO2015029908A1 (ja)

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CN201480046693.6A CN105517437B (zh) 2013-08-27 2014-08-22 水性悬浮状有害生物防除用组合物
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WO2017057445A1 (ja) * 2015-09-30 2017-04-06 日本曹達株式会社 農薬組成物
WO2018236596A1 (en) * 2017-06-22 2018-12-27 Bayer Cropscience Lp COMPOSITION FOR STABILIZING AT LEAST ONE AGROCHEMICAL ACTIVE INGREDIENT
CN114501994A (zh) * 2019-08-08 2022-05-13 世科姆奥克松股份公司 杀真菌剂组合物

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EP3357334A4 (en) * 2015-09-30 2019-03-27 Nippon Soda Co., Ltd. AGROCHEMICAL COMPOSITIONS
KR20180039169A (ko) 2015-09-30 2018-04-17 닛뽕소다 가부시키가이샤 농약 조성물
CN108024527A (zh) * 2015-09-30 2018-05-11 日本曹达株式会社 农药组合物
JPWO2017057445A1 (ja) * 2015-09-30 2018-07-05 日本曹達株式会社 農薬組成物
AU2016332145B2 (en) * 2015-09-30 2018-12-20 Nippon Soda Co., Ltd. Agrochemical composition
WO2017057445A1 (ja) * 2015-09-30 2017-04-06 日本曹達株式会社 農薬組成物
US10463045B2 (en) 2015-09-30 2019-11-05 Nippon Soda Co., Ltd. Agrochemical composition
KR102051680B1 (ko) 2015-09-30 2019-12-03 닛뽕소다 가부시키가이샤 농약 조성물
EP3357334B1 (en) 2015-09-30 2021-05-26 Nippon Soda Co., Ltd. Agrochemical composition
CN108024527B (zh) * 2015-09-30 2021-07-06 日本曹达株式会社 农药组合物
WO2018236596A1 (en) * 2017-06-22 2018-12-27 Bayer Cropscience Lp COMPOSITION FOR STABILIZING AT LEAST ONE AGROCHEMICAL ACTIVE INGREDIENT
CN110944510A (zh) * 2017-06-22 2020-03-31 拜耳作物科学有限合伙公司 用于稳定至少一种农用化学活性成分的组合物
CN114501994A (zh) * 2019-08-08 2022-05-13 世科姆奥克松股份公司 杀真菌剂组合物

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