WO2007145221A1 - Composition agrochimique en suspension aqueuse - Google Patents

Composition agrochimique en suspension aqueuse Download PDF

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Publication number
WO2007145221A1
WO2007145221A1 PCT/JP2007/061836 JP2007061836W WO2007145221A1 WO 2007145221 A1 WO2007145221 A1 WO 2007145221A1 JP 2007061836 W JP2007061836 W JP 2007061836W WO 2007145221 A1 WO2007145221 A1 WO 2007145221A1
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WO
WIPO (PCT)
Prior art keywords
agricultural chemical
active ingredient
aqueous suspension
rosin
composition according
Prior art date
Application number
PCT/JP2007/061836
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English (en)
Japanese (ja)
Inventor
Mamoru Kobayashi
Original Assignee
Nissan Chemical Industries, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nissan Chemical Industries, Ltd. filed Critical Nissan Chemical Industries, Ltd.
Priority to JP2008521220A priority Critical patent/JP5339055B2/ja
Publication of WO2007145221A1 publication Critical patent/WO2007145221A1/fr

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Classifications

    • 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
    • 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
    • A01N25/08—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 solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • 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
    • A01N25/30—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 characterised by the surfactants

Definitions

  • Aqueous suspension pesticide composition Aqueous suspension pesticide composition
  • the present invention comprises an agrochemical active ingredient, water, rosin, and a lignin sulfonate having a weight average molecular weight of 20,000 or less, which suppresses the particle growth of the agrochemical active ingredient and has a high temperature. It relates to an aqueous suspension pesticide composition having good storage stability. Background art
  • Patent Document 1 Japanese Patent Laid-Open No. 52-148625
  • Patent Document 2 Japanese Patent Laid-Open No. 9-175904
  • the present invention solves the above-mentioned problems, and an object of the present invention is to provide an aqueous suspension agricultural chemical composition in which particle growth of the agricultural chemical active ingredient is suppressed and storage stability at high temperature is good. I will stop doing it.
  • the present inventor contains an agrochemical active ingredient, water and rosin.
  • a lignosulfonate having a specific average molecular weight By adding a lignosulfonate having a specific average molecular weight to the aqueous suspension pesticide composition, particle growth of the pesticide active ingredient during storage is further suppressed, and storage at a high temperature is possible. I found out that the fluidity of the composition was not good.
  • the present invention relates to the following aqueous suspension pesticide composition [1] to [15] (hereinafter referred to as the present composition).
  • An aqueous suspension pesticide composition comprising an agrochemical active ingredient, water, rosin and a lignin sulfonate having a weight average molecular weight of 20,000 or less.
  • the phenoxypropionic acid-based compound is quizalofopcetyl, quizalofop p-ethyl, quizalofop P-tefryl, phenoxapropetyl, phenoxaprot
  • the phenoxypropionic acid-based compound is quizalofopetyl, quizalofop ⁇ ethyl, quizalofop ⁇ -tefryl, phenoxapropetyl, phenoxaprop ⁇ ethyl, propaxahop, haloxyhop methyl and haloxy
  • aqueous suspended pesticidal composition according to [9] or [10], wherein the pesticidal active ingredient is one or more selected from the group force of sienobilaphene, pyridaben, quizalofopethyl and quizalofop ⁇ tilka.
  • composition of the present invention since the particle growth of the pesticidal active ingredient during storage is suppressed, the biological activity is hardly lowered. In addition, the fluidity of the composition does not deteriorate during storage at high temperature, and the storage stability of the composition is good.
  • the resin used in the present invention is not particularly limited, but is preferably solid at room temperature. More preferred are rosin derivatives such as rosin glycerin ester, rosin pentaerythritol ester, polyoxyethylene polystyryl ether-rosin, and more preferred are rosin glycerin ester. These coffins can be used alone or in admixture of two or more, and the ratio in the case of mixing can be freely selected.
  • the content of the resin in the composition of the present invention can be appropriately selected, but is preferably in the range of 0.1 to 5.0 parts by weight with respect to 100 parts by weight of the composition of the present invention.
  • the lignin sulfonate used in the present invention is not particularly limited as long as it has a weight average molecular weight of 20,000 or less.
  • the salt is not particularly limited, and examples thereof include alkali metal salts (such as lithium salt, sodium salt and potassium salt) and alkaline earth metal salts (such as calcium salt and magnesium salt). Specific examples include PolyfonH (weight average molecular weight: 4300, manufactured by MeadWestvaco), Reax85A (weight average molecular weight: 13200, manufactured by MeadWestvaco), ReaxlOOM (weight average molecular weight: 2000, manufactured by MeadWestvaco).
  • the weight-average molecular weight of ligne sulfonate is a value measured by GPC (Gel Permeation Chromatography).
  • GPC Gel Permeation Chromatography
  • a lignin sulfonate having a weight average molecular weight of 20,000 or less and a lignin sulfonate having a weight average molecular weight exceeding 20,000 may be used in combination.
  • the pesticidal active ingredient is one or more selected from the group consisting of acrylonitrile compounds, spiromesifen, spirodiclofen, pyridaben and phenoxypropionic acid compounds, the weight average molecular weight is 20, It is not always necessary to use less than 000 lignite sulfonates.
  • the pesticidal active ingredient used in the present invention is not particularly limited. However, when a pesticidal active ingredient that is solid at 25 ° C is used, a particularly excellent effect is exhibited. Pesticides used in the present invention below Illustrative generic names of active ingredients.
  • Herbicides quizalofop-ethyl, quizalofop-P-ethyl, quizalofop-P-tef ryl, fenoxaprop- such as ethyl), phenoxaprop-P-ethyl, fenoxaprop-P-ethyl, propaquizafop, haloxyfop-methyl and halooxyfop-etotyl.
  • Cypropionic acid compounds pyrazosullUron ethyl, halosullUron met hyl, bensulftiron methyl, imazosulforon, azimsulfiiron, sinosulfurone (Cinosulftiron), cyclosulfamuron, etho and cisnolevron, ethoxysul!
  • Bactericides acibenzolar, ampropyfos, anilazine, azaconazole, azoxystrobin, benalaxyl, benodanil, benodanil, Benomyl, benzamacril, binapacryl, biphenyl, bitertanol, bethoxazine, bordeaux mixture, buchtosadine S (blasticidin—S), bromoconazo Bromoconazole, bupirimate, buthiobate, calcium polysulfide, captafol, captan, copper oxychlori de, canoleprodamide, propoleamide Norebendazine (carbendazim), carboxin (ca rboxin), chinomethionat, clobenthiazone, chlorfenazol, chloroneb, chlorothalo nil, chlozolinate, cufraneb, cyfranoxil ), Shipurokonazo one Honor
  • Pacticides streptomycin, oxyterrac ycline, oxolinic acid.
  • Nematicides aldoxycarb, fosthiazate, fosthietan, oxamyl, fenamiphos.
  • Acaricides acrylo-tolyl compounds such as cyenopyrafen, cyfolmetofen, spiromesifen, spirodiclofen, pyridaben, amitraz, Bromopropylat e), chinomethionate, chlorobezilate, clofentezine, cyhexatine, dicofol, dienochlor, etoxazole, fenazaquin ), Fenbutatin oxide, fenpropathrin, fenproximate, halfenprox, hexythiazox, milbemectin ⁇ prono Legit (propargite), pyrimidifen, tebufenpyrad.
  • acrylo-tolyl compounds such as cyenopyrafen, cyfolmetofen, spiromesifen, spirodiclofen, pyridaben, amitraz, Bro
  • Insecticides abamectin, acetephate, acetami pirid, azinphos-methyl, bendiocarb, benforacarb, bensultap, bifenthrin, fenrin Buprofezin, butocanoreboxin (butocarboxim), force noreno linole (carbaryl), force norebofuran (carbofuran), force norebos norephan (carbosulfan), force noretap (cartap), chronore fenapyr (chlorfenapyr), chlorpyrifos (Chlorpyrifos), chlorf envinphos, chlorfluazuron, clothiaidin, chromafenozide, chlorpyrifos-methyl, cyfluthrin , Beta-cyfluthrin, cipenole Cypermethrin, cyromazine, cyhalothrin, lamb
  • pesticidal active ingredients can be used alone or in admixture of two or more, and the ratio in the case of mixing can be freely selected.
  • the content of the pesticidal active ingredient in the composition of the present invention can be appropriately selected.
  • the range of 0.1 to 50 parts by weight is preferable with respect to 100 parts by weight of the composition of the present invention.
  • composition of the present invention may further contain a surfactant as necessary.
  • surfactants that can be used include the following (A), (B), (C), (D) and (E).
  • Non-ionic surfactant (A-1)
  • Polyethylene glycol type surfactant For example, polyoxyethylene alkyl (C) ether, alkyl naphthol with ethylene oxide, polyoxyethylene
  • Tylene (mono or di) alkyl (C ⁇ ) phenol ether, polyoxyethylene (mono
  • Tylene oxide adduct castor oil ethylene oxide adduct, hydrogenated castor oil ethylene oxide adduct, alkyl (C-) amine ethylene oxide adduct and fatty acid
  • A-2) Polyhydric alcohol type surfactant: for example, glycerol fatty acid ester, polyglycerol fatty acid ester, pentaerythritol fatty acid ester, sorbitol fatty acid (C ⁇ ) ester, sorbitan fatty acid (C ⁇ ) ester, sucrose Fatty acid ester, polyvalent
  • Alcohol alkyl ethers and fatty acid alcohols are examples of alcohols.
  • Acetylene-based surfactant for example, acetylene glycol, acetylene alcohol, acetylene glycol with ethylene oxide, and acetylene alcohol with ethylene oxide.
  • A-4) Other surfactants: Examples include alkyl glycosides.
  • Carboxylic acid type surfactants for example, polyacrylic acid, polymethacrylic acid, polymaleic acid, polymaleic anhydride, maleic acid or maleic anhydride and olefin (for example Copolymer with acrylic acid and itaconic acid, copolymer of methacrylic acid and itaconic acid, copolymer of maleic acid or maleic anhydride and styrene, acrylic acid Copolymer of acrylic acid and methacrylic acid, copolymer of acrylic acid and acrylic acid methyl ester, copolymer of acrylic acid and vinyl acetate, copolymer of acrylic acid and maleic acid or maleic anhydride, N— Methyl-fatty acid (C ⁇ ) sarcosinate
  • Carboxylic acids such as succinic acid and fatty acid (C ⁇ ), and salts of these carboxylic acids.
  • Sulfate-type surfactant For example, alkyl (C-) sulfate, poly
  • (B-3) Sulfonic acid type surfactant: For example, paraffin (C ⁇ ) sulfonic acid, alkyl
  • Sulfonic acids such as disulfonic acid, Igepon T (trade name), polystyrenesulfonic acid and copolymers of styrenesulfonic acid and methacrylic acid, and salts of these sulfonic acids.
  • Phosphate ester type surfactant For example, alkyl (C ⁇ ) phosphate ester, poly
  • Xylethylene (mono, di or tri) phenol ether ether phosphate, polyoxyethylene (mono, di or tri) benzyl ether ether phosphate, polyoxyethylene (mono, di or tri) styryl ether ether phosphate, polyoxyethylene (mono) , Di- or tri) styryl ether ether polymers, polyoxyethylene polyoxypropylene block polymer phosphates, phosphatidylcholine, phosphatidylethanolimine and condensed phosphates (eg tripolyphosphate), and the like Phosphate salt.
  • the salts in the above (B-1) to (B-4) include alkali metals (such as lithium, sodium and potassium), alkaline earth metals (such as calcium and magnesium), ammonia and various types And amines (for example, alkylamines, cycloalkylamines, alkanolamines, etc.).
  • alkylamine alkyl quaternary ammonium salt
  • ethylene oxide adduct of alkylamine ethylene oxide adduct of alkyl quaternary ammonium salt.
  • Amphoteric surfactants For example, betaine surfactants and amino acid surfactants.
  • (E) Other surfactants: For example, silicone surfactants and fluorine surfactants.
  • surfactants can be used alone or in admixture of two or more, and the ratio in the case of mixing can be freely selected.
  • the content of the surfactant in the composition of the present invention can be appropriately selected.
  • the range of 0.5 to 20 parts by weight is preferable with respect to 100 parts by weight of the composition of the present invention.
  • composition of the present invention may further contain various adjuvants.
  • auxiliary agents that can be used include thickeners, antifreezing agents, antifoaming agents, antibacterial and antifungal agents, and coloring agents.
  • the thickener there can be used organic, inorganic natural products, synthetic products and semi-synthetic products which are not particularly limited.
  • heteropolysaccharides such as xanthan gum (xanthan gum), welan gum and rhamsan gum
  • Water-soluble polymer compounds such as polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acid, sodium polyacrylate and polyacrylamide, methinoresenorelose, canoleoxy methinoresenorelose, canoleboxi chinenorescenellose, hydroxy shetilt cellulose and Examples thereof include cellulose derivatives such as hydroxypropyl cellulose, smectite clay minerals such as monmorillonite, saponite, hectorite, bentonite, labonite, and synthetic smectite.
  • thickeners can be used alone or in admixture of two or more, and the ratio in the case of mixing can be freely selected. These thickening agents may be added as they are, or may be added with force and dispersed in water. Moreover, content in this invention composition can also be selected freely.
  • antifreezing agents examples include ethylene glycol, diethylene glycol, and propylene glycol. Further, the content in the composition of the present invention can be freely selected.
  • an antifoaming agent such as a silicone-based emulsion, an antibacterial and antifungal agent, and a coloring agent may be blended.
  • a sand grinder is prepared by mixing an agrochemical active ingredient and rosin in water in which a lignite sulfonate having a weight average molecular weight of 20,000 or less and a surfactant are dissolved.
  • a method of adding an auxiliary agent such as a thickener to a material that has been atomized by a wet pulverizer such as a thickener.
  • part means part by weight.
  • High-molecular-weight sodium lignite sulfonate (weight average molecular weight 23,000 to 27,000, trade name: Pearl Wrx NP, manufactured by Nippon Paper Chemicals Co., Ltd.) instead of sodium lignite sulfonate (trade name: Vanillex N) 1.
  • An aqueous suspension pesticide composition was obtained in the same manner as in Example 1 except that the amount was 5 parts.
  • High-molecular-weight sodium lignite sulfonate (weight average molecular weight 23,000 to 27,000, trade name: Pearl Wrx NP, manufactured by Nippon Paper Chemicals Co., Ltd.) instead of sodium lignite sulfonate (trade name: Vanillex N) 1.
  • An aqueous suspension pesticide composition was obtained in the same manner as in Example 2 except that the amount was 5 parts.
  • the aqueous suspension pesticide composition obtained in Examples 1 to 5 was placed in a 50 mL nominal bottle and stored in a 50 ° C thermostatic bath for 30 days.
  • the average particle size (volume median diameter) of the pesticidal active component and the viscosity of the aqueous suspension pesticide composition were measured immediately after production and after storage at 50 ° C for 30 days.
  • the average particle diameter measurement and viscosity were performed under the following measurement conditions.
  • Model name Brookfield viscometer model DV—III Measurement method: Rotating type (NO. 2 rotor, 30 rpm)
  • A Agrochemical active ingredient (generic name)
  • E Average particle diameter (volume median diameter) of active ingredients for agricultural chemicals after storage at 50 ° C for 30 days
  • F Viscosity immediately after production
  • an aqueous suspended agricultural chemical composition was produced by the method according to Example 1.
  • an aqueous suspended agricultural chemical composition was produced by the method according to Example 5.
  • the aqueous suspension pesticide composition obtained in Examples 6 to 15 was placed in a 50 mL nominal bottle and stored in a 50 ° C constant temperature bath for 30 days.
  • the average particle size (volume median diameter) of the pesticidal active ingredient was measured immediately after production and after storage at 50 ° C for 30 days. The average particle size was measured under the measurement conditions described in Test Example 1.
  • A Agrochemical active ingredient (generic name)

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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)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne une composition agrochimique en suspension aqueuse ayant une bonne stabilité au stockage à températures élevées, la croissance de grain d'une matière active agrochimique étant supprimée. La présente invention concerne particulièrement une composition agrochimique en suspension aqueuse caractérisée en ce qu'elle contient une matière active agrochimique, de l'eau, une résine, et un sel d'acide sulfonique de lignine ayant un poids moléculaire moyen pondéral inférieur à 20 000. Cette composition agrochimique en suspension aqueuse est supprimée dans la croissance de grain de la matière active agrochimique et présente une bonne stabilité au stockage à températures élevées. Il est préférable d'utiliser des dérivés de colophane en tant que résine contenue dans la composition agrochimique en suspension aqueuse. Parmi les dérivés de colophane, il est plus préférable d'utiliser un ester de glycérine à la colophane.
PCT/JP2007/061836 2006-06-13 2007-06-12 Composition agrochimique en suspension aqueuse WO2007145221A1 (fr)

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JP2008521220A JP5339055B2 (ja) 2006-06-13 2007-06-12 水性懸濁状農薬組成物

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JP2006163062 2006-06-13
JP2006-163062 2006-06-13

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Cited By (11)

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CN101268777B (zh) * 2008-05-14 2011-11-30 青岛瀚生生物科技股份有限公司 精喹禾灵水悬浮剂及其制法
CN102657167A (zh) * 2012-04-12 2012-09-12 广西田园生化股份有限公司 一种含有螺螨酯的超低容量液剂
JP2015040191A (ja) * 2013-08-22 2015-03-02 竹本油脂株式会社 水性懸濁農薬組成物
JP2015051968A (ja) * 2013-08-08 2015-03-19 日産化学工業株式会社 水性懸濁状農薬組成物
JP2016505554A (ja) * 2012-12-04 2016-02-25 モンサント テクノロジー エルエルシー 殺線虫水性懸濁濃縮組成物
CN105660619A (zh) * 2016-03-31 2016-06-15 创新美兰（合肥）股份有限公司 一种用于柑橘树红蜘蛛防治的螺甲螨酯悬浮剂及其制备方法
CN105766925A (zh) * 2014-12-25 2016-07-20 中化农化有限公司 一种含腈吡螨酯的农药组合物及其应用
US9642364B2 (en) 2007-08-13 2017-05-09 Monsanto Technology Llc Compositions and methods for controlling nematodes
US9820486B2 (en) 2009-02-10 2017-11-21 Monsanto Technology Llc Compositions and methods for controlling nematodes
WO2021066166A1 (fr) * 2019-10-03 2021-04-08 日本製紙株式会社 Dérivé de lignine et son utilisation
WO2024052332A1 (fr) * 2022-09-08 2024-03-14 Lamberti Spa Nouveaux tensioactifs dérivés d'esters glycidyliques d'acides de colophane

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Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9642364B2 (en) 2007-08-13 2017-05-09 Monsanto Technology Llc Compositions and methods for controlling nematodes
US10827753B2 (en) 2007-08-13 2020-11-10 Monsanto Technology Llc Compositions and methods for controlling nematodes
US10375958B2 (en) 2007-08-13 2019-08-13 Monsanto Technology Llc Compositions and methods for controlling nematodes
US10112930B2 (en) 2007-08-13 2018-10-30 Monsanto Technology Llc Compositions and methods for controlling nematodes
CN101268777B (zh) * 2008-05-14 2011-11-30 青岛瀚生生物科技股份有限公司 精喹禾灵水悬浮剂及其制法
US9820486B2 (en) 2009-02-10 2017-11-21 Monsanto Technology Llc Compositions and methods for controlling nematodes
CN102657167A (zh) * 2012-04-12 2012-09-12 广西田园生化股份有限公司 一种含有螺螨酯的超低容量液剂
JP2016505554A (ja) * 2012-12-04 2016-02-25 モンサント テクノロジー エルエルシー 殺線虫水性懸濁濃縮組成物
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