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WO2004089091A1 - Granule agrochimique a liberation prolongee - Google Patents

Granule agrochimique a liberation prolongee Download PDF

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Publication number
WO2004089091A1
WO2004089091A1 PCT/JP2004/002358 JP2004002358W WO2004089091A1 WO 2004089091 A1 WO2004089091 A1 WO 2004089091A1 JP 2004002358 W JP2004002358 W JP 2004002358W WO 2004089091 A1 WO2004089091 A1 WO 2004089091A1
Authority
WO
WIPO (PCT)
Prior art keywords
granules
starch
sustained
granule
amicol
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/JP2004/002358
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English (en)
Japanese (ja)
Inventor
Mitsuyuki Yabuzaki
Shinji Sakurai
Yoshihisa Tomoda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Meiji Seika Kaisha Ltd
Original Assignee
Meiji Seika Kaisha 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 Meiji Seika Kaisha Ltd filed Critical Meiji Seika Kaisha Ltd
Priority to JP2005505175A priority Critical patent/JPWO2004089091A1/ja
Publication of WO2004089091A1 publication Critical patent/WO2004089091A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, 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
    • A01N43/80—Biocides, 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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • 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

Definitions

  • the present invention contains probenazole (chemical name "3-aryloxy-1,1,2-benzoisothiazolu-l, 1-dioxide”) as a pesticide active ingredient, and the elution of the pesticide active ingredient is controlled. It relates to a novel pesticide granule excellent in sustained release. Background technology
  • 02-286602 discloses granules in which the surface of the pesticide granules is impregnated with a hydrophobic oily liquid and coated with hydrophobic fine powder.
  • a hydrophobic oily liquid and coated with hydrophobic fine powder.
  • coated sustained-release pesticide granules containing a pesticidal active ingredient in a wax matrix using a thermoplastic material have been reported in Japanese Patent Application Laid-Open No. 2002-179595.
  • the manufacturing process in the heated state is essential for the granule production method, and special equipment is required.
  • pesticide granules in which the dissolution is controlled and the phytotoxicity is controlled by adding starch arsenide and zinc oxide to the agricultural insecticide Bensulfone are disclosed in Japanese Patent Application Laid-Open No. H05-117171. It is reported in the gazette.
  • zinc oxide is indispensable to suppress phytotoxicity, and when zinc oxide is not used and only pregelatinized starch is used as a binder, the initial release amount after administration is large and the dosage becomes large. Dependent phytotoxicity has been observed. Disclosure of the invention
  • the present invention is intended to solve the problems of the sustained-release pesticide granules according to the prior art as described above. That is, the present invention can be manufactured by relatively simple steps without using special manufacturing equipment, and by imparting sustained release to probenazole, which is an active ingredient of agrochemicals, can maintain its efficacy.
  • An object of the present invention is to provide a novel sustained-release pebenazole pesticide granule having excellent propensity and reduced or prevented phytotoxicity.
  • the present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, when producing a sustained-release pesticide granule containing probenazole, by using pregelatinized starch as a binder, It has been found that it takes a long time for the pesticidal active ingredient to elute from the pesticide into water. It was confirmed that this sustained-release property was due to the non-disintegrated state in water for an extremely long time (42 days or more) with pregelatinized starch blended as a binder. Found that they can be manufactured simply and inexpensively, and completed the present invention.
  • pregelatinized starch is used as a binder for pesticide granules, but the present inventors have found that probenazole is specifically and sustained-released by the pregelatinized starch used as a binder. .
  • the gist of the present invention is to produce a pesticide granule containing probenazole by using a pregelatinized starch as a binder to obtain a desired sustained-release pesticide granule. It is easy and inexpensive to manufacture. You.
  • a pesticidal active ingredient probenapool and arsenic starch and if necessary, a mixture containing other pesticidal active ingredients and adjuvant components are kneaded, and the resulting mixture is mixed in a conventional extrusion granulator.
  • the granules are sized with a sizing machine, whereby a sustained-release pesticide granule can be obtained by a very simple method.
  • the thus obtained sustained-release pesticide granules have controlled release of probenazole, and thus have the effect of maintaining the efficacy and reducing the phytotoxicity.
  • sustained-release pesticide granules of the present invention will be specifically described.
  • Propenazole (chemical name "3-aryloxy-1,1,2-benzoisothiazo-1,1,1-dioxide") used as an essential agricultural chemical active ingredient in the present invention is an agricultural chemical mainly for controlling pests of rice and various vegetables.
  • the content can be selected from the range of 1 to 60% by weight based on the whole preparation.
  • the pregelatinized starch used in the present invention is a starch obtained by rapidly dehydrating and drying gelatinized starch.
  • the content of pregelatinized starch used in the probenazole sustained-release pesticide granules of the present invention is preferably selected from 1 to 20% by weight based on the whole preparation.
  • Commercially available pregelatinized starches include, for example, AMICOL HF, AMICOL (;, AMICOL A, AMICOL No. 602, AMICOL Milky Flower, Petrosize I (all manufactured by Nisseki Chemical), Eclipse Eclipse And Nisshoku Alstar H (all manufactured by Nippon Food Processing Co., Ltd.), Alphastarch (manufactured by Sanwa Starch Co., Ltd.) and the like.
  • the sustained-release pesticide granule of the present invention may further contain one or more other pesticidal active ingredients, if necessary, in addition to probenazole.
  • Such other pesticidal active ingredient may be any pesticidal active ingredient such as a bactericide, an insecticide, a herbicide, and a plant growth regulator.
  • the content of the pesticidal active ingredient other than probenazole is within a range that can achieve the object by using the pesticidal active ingredient other than probenazole and does not impair the sustained-release property intended in the present invention.
  • Provena pool and pregelatinized starch from It can be arbitrarily selected within the excluded range.
  • Examples of the compound serving as the pesticidal active ingredient include the following, but are not limited thereto.
  • Fungicides include isoprothiolane, pyroquilon, tricyclazole, carpropamide, diclosimette, phenoxanil, kasugamycin, oxolinic acid, streptomycin, pheliamsone, fusaride, azoxystrobin, metminostrobin, oryzarosin, tifluzamide, Furametopyr, flutranil, pencyclon, fenarimol, simeconazole, oxpoconazole, thiazinyl, acibenzolar-
  • Insecticides include pyridaben, imidacloprid, thiacloprid, acetamiprid, clothiazidine, thiamethoxam, dinotefuran, nitempiram, fipronil, ethiprole, etofenprox, potapult, buprofezin, methoxifenaspuanbu, rubenflapsulfap , Marathon, fuenitrothion, BPMC, spinosyn, silafluofen and the like.
  • Herbicides include mefenacet, dimelone, benzyuzon, promethrin, bensulfuron-methyl, pyrazosulfroneethyl, imazosulfuron, cyhalofop butyl, oxadiclomefone, fentrazamide, clomeprop, anilophos, benzobicyclo , Cafientrol, pentoxazone, indanofan, DCMU, linuron, trifluralin and the like.
  • the sustained-release pesticide granule of the present invention may contain, in addition to the above components, other adjuvant components generally added for formulation, such as a carrier and a binder other than pregelatinized starch.
  • a carrier and a binder other than pregelatinized starch One, or two or more of these agents, stabilizers, lubricants, surfactants, and the like can be appropriately blended as needed.
  • the carrier that can be blended with the sustained-release pesticide granules of the present invention is not particularly limited. For example, clay, bentonite, calcium carbonate, diatomaceous earth, zeolite, vermiculite, acid clay, pumice, white carbon (hydrophilic silica) Portugal, hydrophobic silica), titanium oxide and the like.
  • one or more binders other than pregelatinized starch can be used in combination.
  • the binder used in combination with the starch arsenide is not particularly limited, but examples include polyvinyl alcohol, dextrin, carboxymethyl cellulose, polyvinyl pyrrolidone, sodium alginate, calcium lignin sulfonate and the like.
  • the content of the binder other than the pregelatinized starch is within a range that can achieve the purpose by using the binder other than the pregelatinized starch and does not impair the sustained-release property intended in the present invention. On the other hand, it can be selected from a range of 0.1% by weight or more, preferably from 0.1 to 20% by weight.
  • Examples of the stabilizer that can be added to the sustained-release pesticide granules of the present invention include phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, io-based antioxidants, and epoxidized Soybean oil, epoxidized linseed oil, ethylene glycol, and the like.
  • lubricant examples include talc, calcium stearate, liquid paraffin, polyethylene glycol, and the like.
  • nonionic surfactant examples include polyoxyethylene alkylaryl ether, polyoxyethylene alkyl ester, polyoxyethylene alkylene aryl ether, and polyoxyethylene alkylene glycol.
  • anionic surfactants include lignin sulfonate, alkyl aryl sulfonate dialkyl sulfosuccinate, polyoxyethylene alkyl aryl ether sulfate, alkyl naphthylene sulfonate, and polyoxyethylene styryl phenyl ether. There are sulfates.
  • cationic surfactant examples include an alkylamine hydrochloride, an alkyl quaternary ammonium salt, and a polyalkylvinylpyridinium salt.
  • Amphoteric surfactants include N-lauryl aniline, alkyl betaines, lecithin and the like.
  • the method for producing the sustained-release pesticide granules of the present invention is not particularly limited, and generally, a method for producing pesticide granules can be used.
  • pesticide granules can be easily produced by a simple and inexpensive extrusion granulation method as a production method. For example, it can be easily manufactured by a method having at least the following steps A and B.
  • Step A Probenazole and arsenic starch, and if necessary, other pesticidal active ingredients and auxiliary ingredients are mixed together, and an appropriate amount of water is added to the mixture and kneaded.
  • Step B The kneaded product is put into an extruder and granulated, then granulated by a granulator, dried and sieved to obtain a sustained-release pesticide granule of the present invention.
  • the particle size of the sustained-release pesticide granule according to the present invention can be appropriately selected depending on the intended use, but is in the range of 0.3 mm to 1.7 mm, preferably 0.5 mm to 1.7 mm. It is desirable to set it in the range of 5 mm.
  • Probenazole drug substance Manufacturer: Meiji Seika Co., Ltd. 26. 1 part, unmodified pregelatinized potato starch 6.0 parts (Amicol HF; manufactured by Nisseki Chemical Co., Ltd.), calcium stearate 1.0 part (Wako Pure Chemical Industries, Ltd.) ) And 66.9 parts of clay (Todorokikura; Todoroki Sangyo Co., Ltd.) were mixed to obtain 100 parts of a powder mixture. An appropriate amount of water was added to the mixture, and the mixture was kneaded in a small-sized bottle (PNV-II type; manufactured by Irie Shosha).
  • PNV-II type manufactured by Irie Shosha
  • the obtained kneaded material is granulated with a small extrusion granulator (Dome Gran Model DG-L 1; manufactured by Fuji Baudal) and a granulator (Malmerizer-1 Q-230; manufactured by Fuji Baudal) After sieving, the granules of Example 1 were obtained by drying and sieving.
  • a small extrusion granulator Dome Gran Model DG-L 1; manufactured by Fuji Baudal
  • Malmerizer-1 Q-230 manufactured by Fuji Baudal
  • Example 2 Examples 1 and 2 were the same as Example 1 except that 6.0 parts of unmodified pregelatinized potato starch (Amicol HF; Niommen Chemical Co., Ltd.) was replaced by 6.0 parts of unmodified corn arsenide starch (Amicol C; Niommen Chemical Co., Ltd.). In the same manner, the granules of Example 2 were obtained.
  • 6.0 parts of unmodified pregelatinized potato starch Amicol HF; Niommen Chemical Co., Ltd.
  • Amicol C unmodified corn arsenide starch
  • Example 1 Example 1 was repeated except that 6.0 parts of unmodified pregelatinized potato starch (Amicol HF; manufactured by Niezen Chemical Co., Ltd.) was replaced by 6.0 parts of hydroxypropyl cross-linked pregelatinized starch (Amicol II; manufactured by Niezen Chemical Co., Ltd.). The granules of Example 3 were obtained.
  • Amicol HF unmodified pregelatinized potato starch
  • Amicol II hydroxypropyl cross-linked pregelatinized starch
  • Example 5 The procedure of Example 1 was repeated except that 6,0 parts of unmodified pregelatinized potato starch (Amicol HF; manufactured by Niezen Chemical Co., Ltd.) was replaced by 6.0 parts of modified pregelatinized starch (Amicol No. 602; manufactured by Niezen Chemical Co., Ltd.). In the same manner as in Example 1, a granule of Example 4 was obtained.
  • Example 5 6,0 parts of unmodified pregelatinized potato starch (Amicol HF; manufactured by Niommen Chemical Co., Ltd.) was replaced by 6.0 parts of modified pregelatinized starch (Amicol No. 602; manufactured by Niommen Chemical Co., Ltd.). In the same manner as in Example 1, a granule of Example 4 was obtained.
  • Example 5 Example 5
  • Example 6 Except that 6.0 parts of unmodified potato starch arsenate (Amicol HF; manufactured by Nichien Chemical Co., Ltd.) of Example 1 was replaced with 6.0 parts of pregelatinized starch (Amicol Milk Flower, manufactured by Seki Kagaku Co., Ltd.). In the same manner as in Example 1, a granule of Example 5 was obtained.
  • unmodified potato starch arsenate Amicol HF; manufactured by Nichien Chemical Co., Ltd.
  • pregelatinized starch Amicol Milk Flower, manufactured by Seki Kagaku Co., Ltd.
  • Example 1 Except that 6.0 parts of unmodified pregelatinized potato starch (Amicol HF; manufactured by Niezen Chemical Co., Ltd.) of Example 1 was replaced by 6.0 parts of cation etherified pregelatinized starch (Peterosize J; manufactured by Niommen Chemical Co., Ltd.) In the same manner as in Example 1, the granules of Example 6 were obtained.
  • Example 1 6.0 parts of the unmodified pre-gelatinized potato starch (Amicol HF; Niommen Chemical Co., Ltd.) of Example 1 was combined with 6.0 parts of enzyme-modified dextrin (low viscosity type) (Amicol No. 3-L; Niommen Chemical Co., Ltd.). A granule of Comparative Example 1 was obtained in the same manner as in Example 1 except for the above.
  • Example 3 6.0 parts of the undenatured pregelatinized potato starch of Example 1 (Amicol HF; Granules of Comparative Example 2 were obtained in the same manner as in Example 1, except that 6.0 parts of enzyme-modified dextrin (Amicol No. 6-L; manufactured by Nisshka Kagaku) was used instead of Enzyme-modified dextrin. Comparative Example 3
  • Example 1 Except that 6.0 parts of unmodified pregelatinized potato starch (Amicol HF; Niommen Chemical Co., Ltd.) of Example 1 was replaced with 6.0 parts of hydroxyalkylated starch (low viscosity type) (Biostarch LT; Niommen Chemical Co., Ltd.) In the same manner as in Example 1, a granule of Comparative Example 3 was obtained.
  • Example 1 6.0 parts of the unmodified pregelatinized potato starch (Amicol HF; manufactured by Nichien Kagaku) of Example 1 was replaced with 6.0 parts of hydroxyalkylated starch (low viscosity type).
  • Example 5 The same procedure as in Example 1 was carried out except that 6.0 parts of dextrin (Dextrin ND-S; manufactured by Nisseki Chemical Co.) was used instead of 6.0 parts of undenatured pregelatinized potato starch (Amicol HF; manufactured by Nisseki Chemical Co., Ltd.). Thus, a granule of Comparative Example 5 was obtained.
  • dextrin Dextrin ND-S; manufactured by Nisseki Chemical Co.
  • Amicol HF undenatured pregelatinized potato starch
  • Example 2 The procedure was performed in the same manner as in Example 1 except that 6.0 parts of the unmodified pregelatinized potato starch (Amicol HF; Niommen Chemical Co., Ltd.) was replaced with 6.0 parts of hydroxyalkylated starch (high viscosity type) (Pyostarch II; Niommen Chemical Co., Ltd.). The same procedure as in Example 1 was performed to obtain a granule of Comparative Example 6.
  • Example 1
  • Example 6 Small amount of powder Comparative Example 6 20.6 49.1 73.7 90.8 95.0 Subdivision Disintegration Commercial granule A 28.6 54.6 86.9 99.9 100.0 Disintegration Disintegration Commercial granule B 3.3 7.5 14.9 26.1 37.6 No change No change
  • the sustained-release pesticide granules of the present invention obtained in Examples 1 to 6 had a dissolution rate in water of less than 4% after 1 day and less than 10% after 3 days. The value is lower than 1-6.
  • Examples 1 to 6 commercially available granules ⁇ (pre-dispersed granules, trade name “olizemate granules”) which do not contain pregelatinized starch in the formulation show a high dissolution rate after 1 day.
  • the initial dissolution rate of Examples 1 to 6 is the same as that of commercial granules ⁇ (non-disintegrable granules, trade name “D-Orize box granules”) for treating rice seedling boxes containing no pregelatinized starch in the formulation. It is.
  • Examples 1 to 6 containing pregelatinized starch in the formulation almost no change in appearance such as collapse in water and fragmentation was observed even after 42 days. From the above, it has been shown that by blending pregelatinized starch as a binder, probenazole can be practically sustained-released.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Cette invention concerne des granulés agrochimiques à libération prolongée qui sont produits selon un procédé consistant à broyer un mélange composé de propénazole et d'amidon α éventuellement associé à d'autres composants actifs agrochimiques et à des composants coadjuvants, à granuler le mélange broyé à l'aide d'une unité de granulation par extrusion et à calibrer les granulés à l'aide d'une machine de calibrage. Les granulés agrochimiques à libération prolongée ainsi produits peuvent présenter des effets agrochimiques pendant une durée plus longue et empêchent les composants actifs agrochimiques d'être lixiviés rapidement.
PCT/JP2004/002358 2003-04-09 2004-02-27 Granule agrochimique a liberation prolongee Ceased WO2004089091A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2005505175A JPWO2004089091A1 (ja) 2003-04-09 2004-02-27 徐放性農薬粒剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2003-104885 2003-04-09
JP2003104885 2003-04-09

Publications (1)

Publication Number Publication Date
WO2004089091A1 true WO2004089091A1 (fr) 2004-10-21

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PCT/JP2004/002358 Ceased WO2004089091A1 (fr) 2003-04-09 2004-02-27 Granule agrochimique a liberation prolongee

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JP (1) JPWO2004089091A1 (fr)
KR (1) KR20060006801A (fr)
CN (1) CN1770981A (fr)
TW (1) TW200500008A (fr)
WO (1) WO2004089091A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009298782A (ja) * 2008-05-16 2009-12-24 Sumitomo Chemical Co Ltd 農薬粒剤
JP2009298708A (ja) * 2008-06-11 2009-12-24 Sumitomo Chemical Co Ltd 農薬粒剤
JP2012508713A (ja) * 2008-11-17 2012-04-12 ビーエーエスエフ ソシエタス・ヨーロピア デンプン含有顆粒製剤
JP2019156836A (ja) * 2018-03-09 2019-09-19 三井化学アグロ株式会社 農園芸用粒状組成物および当該組成物の製造方法
JP2021066712A (ja) * 2019-10-28 2021-04-30 住友化学株式会社 農薬粒剤
JP2023520644A (ja) * 2020-03-24 2023-05-18 アミノヴァ ポリマーズ ゲゼルシャフト ミット ベシュレンクテル ハフツング 植物保護剤、植物成長剤、化粧品、及びパーソナルケア用品における、変性デンプンに基づく、生体適合性を有する担持体組成物

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CN101971825B (zh) * 2010-05-24 2013-07-31 北京颖泰嘉和生物科技有限公司 一种含有嘧菌酯、噻氟菌胺的杀菌剂组合物及其应用
CN103238606B (zh) * 2012-02-08 2016-02-17 陕西美邦农药有限公司 一种含有烯丙苯噻唑与甲氧基丙烯酸酯类的杀菌组合物
CN102578108A (zh) * 2012-02-20 2012-07-18 广西田园生化股份有限公司 一种含烯丙苯噻唑的杀菌组合物
CN105685062A (zh) * 2016-04-28 2016-06-22 广西南宁益土生物科技有限责任公司 一种含烯丙苯噻唑和噁霉灵的农药颗粒剂
CN105746535A (zh) * 2016-04-28 2016-07-13 广西南宁益土生物科技有限责任公司 一种含烯丙苯噻唑和氨基寡糖素的农药颗粒剂
CN106538585A (zh) * 2016-09-30 2017-03-29 江苏新农化工有限公司 含呋虫胺、噻呋酰胺和烯丙苯噻唑的组合物及其制剂和应用

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05117112A (ja) * 1990-06-15 1993-05-14 Takeda Chem Ind Ltd 徐放性農薬粒剤
JP2000044404A (ja) * 1998-07-27 2000-02-15 Otsuka Chem Co Ltd 農業用混合粒剤
JP2002255705A (ja) * 2000-12-28 2002-09-11 Sankyo Co Ltd 水田用除草粒剤

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05117112A (ja) * 1990-06-15 1993-05-14 Takeda Chem Ind Ltd 徐放性農薬粒剤
JP2000044404A (ja) * 1998-07-27 2000-02-15 Otsuka Chem Co Ltd 農業用混合粒剤
JP2002255705A (ja) * 2000-12-28 2002-09-11 Sankyo Co Ltd 水田用除草粒剤

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009298782A (ja) * 2008-05-16 2009-12-24 Sumitomo Chemical Co Ltd 農薬粒剤
JP2009298708A (ja) * 2008-06-11 2009-12-24 Sumitomo Chemical Co Ltd 農薬粒剤
JP2012508713A (ja) * 2008-11-17 2012-04-12 ビーエーエスエフ ソシエタス・ヨーロピア デンプン含有顆粒製剤
JP2019156836A (ja) * 2018-03-09 2019-09-19 三井化学アグロ株式会社 農園芸用粒状組成物および当該組成物の製造方法
JP7481806B2 (ja) 2018-03-09 2024-05-13 三井化学クロップ＆ライフソリューション株式会社 農園芸用粒状組成物および当該組成物の製造方法
JP2021066712A (ja) * 2019-10-28 2021-04-30 住友化学株式会社 農薬粒剤
JP7388125B2 (ja) 2019-10-28 2023-11-29 住友化学株式会社 農薬粒剤
JP2023520644A (ja) * 2020-03-24 2023-05-18 アミノヴァ ポリマーズ ゲゼルシャフト ミット ベシュレンクテル ハフツング 植物保護剤、植物成長剤、化粧品、及びパーソナルケア用品における、変性デンプンに基づく、生体適合性を有する担持体組成物
JP7693703B2 (ja) 2020-03-24 2025-06-17 アミノヴァ ポリマーズ ゲゼルシャフト ミット ベシュレンクテル ハフツング 植物保護剤、植物成長剤、化粧品、及びパーソナルケア用品における、変性デンプンに基づく、生体適合性を有する担持体組成物

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JPWO2004089091A1 (ja) 2006-07-06
CN1770981A (zh) 2006-05-10
TW200500008A (en) 2005-01-01
KR20060006801A (ko) 2006-01-19

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