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WO1999051091A1 - Granule pesticide a liberation par impulsion presentant un enrobage protecteur hydrophobe contenant de la silice - Google Patents

Granule pesticide a liberation par impulsion presentant un enrobage protecteur hydrophobe contenant de la silice Download PDF

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Publication number
WO1999051091A1
WO1999051091A1 PCT/JP1999/001669 JP9901669W WO9951091A1 WO 1999051091 A1 WO1999051091 A1 WO 1999051091A1 JP 9901669 W JP9901669 W JP 9901669W WO 9951091 A1 WO9951091 A1 WO 9951091A1
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WO
WIPO (PCT)
Prior art keywords
pesticide
granule
granule according
dissolution rate
coating film
Prior art date
Application number
PCT/JP1999/001669
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English (en)
Japanese (ja)
Inventor
Shigeru Tashima
Original Assignee
Shionogi & Co., 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 Shionogi & Co., Ltd. filed Critical Shionogi & Co., Ltd.
Priority to AU30542/99A priority Critical patent/AU3054299A/en
Publication of WO1999051091A1 publication Critical patent/WO1999051091A1/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
    • A01N25/26—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 in coated particulate form

Definitions

  • the present invention relates to pulsed pesticide granules.
  • a pesticide formulation When a pesticide formulation is sprayed on a farm or a paddy field in agricultural work, depending on the type of the pesticide or crop or the time of spraying, if the pesticide component starts to be released immediately after spraying, it may cause poor seedling growth or death due to chemical damage. There is fear. In addition, a time-efficient spraying method is required from the viewpoint of work labor and the like. To avoid these problems, the pesticide formulation is not released immediately after the pesticide formulation is sprayed on the field, etc., but is released after a certain period of time (commonly called lag time). There is a demand for the development of a sustained-release formulation that can almost completely release the drug.
  • this type of pesticide formulation is usually called a pulse-release pesticide formulation or a time-dissolving pesticide formulation.
  • a pulse-release pesticide formulation or a time-dissolving pesticide formulation.
  • Japanese Patent Application Laid-Open Nos This is described in, for example, Japanese Patent Application Laid-Open No. 80514/1994 and Japanese Patent Application Laid-Open No. 6-93033.
  • JP-A-9-268103 discloses a pulse-release type coated pesticide granule containing an inorganic powder in the film. Only talc and clay are actually used as the inorganic powder. No control has been considered for controlling the dissolution rate after the release of pesticides.
  • Japanese Patent Application Laid-Open No. 9-1315902 describes a granule containing anhydrous silicic acid, but the preparation is not particularly intended for pulse release, and the purpose of adding silica is Indicates prevention of unity during storage and suppression of dusting during use, and is not directly related to the release and solubility of pesticides.
  • the inventors of the present invention have conducted intensive studies. As a result, if a relatively small amount of silica is contained in a hydrophobic coating film in a pulse-release pesticide granule, the drug can be released regardless of the lag time. It has been found that the subsequent elution rate can be kept almost constant and the lag time can be set arbitrarily, and the present invention exemplified below has been completed.
  • a pulse-release pesticide granule (hereinafter, also referred to as “granule”), characterized by having at least one hydrophobic coating film containing silica.
  • the hydrophobic polymer is an orefin polymer, an orefin copolymer, or a vinylidyl chloride.
  • One or more polymers selected from the group consisting of den-based copolymers, gen-based copolymers, acrylic-based copolymers, ether polymers, polyvinyl-based compounds, cellulose-based compounds, and waxes The granule according to the above (7).
  • hydrophobic polymer is an olefin polymer, an acrylic copolymer, or an ether polymer.
  • the dissolution rate after the release of the pesticide is controlled to be within a substantially constant range without being affected by the period (lag time) until the release of the pesticide contained after application.
  • Method for producing release pesticide granules examples include pesticidally active ingredients such as herbicides, insecticides, and fungicides, and are preferably components in which the granules are less likely to aggregate during granule preparation. These can be used alone or in combination. Specific examples are shown below.
  • the content of the pesticide is usually about 0.5 to 20% by weight, preferably about 0.75 to 18% by weight, more preferably about 1 to 15% by weight, based on the total weight of the granules.
  • the number of layers of the hydrophobic coating film is one or more. For example, two layers may be used, but one layer is preferable in terms of preparation efficiency, cost and the like.
  • the pesticide may be present in the center of the granule, between the coating layers and / or on the granule surface. By including multiple pesticides in such granules, it is also possible to adjust the lag time and dissolution rate for each pesticide.
  • the coating film is usually coated on the surface of a granular mixture containing a pesticide and, if desired, a swelling agent, a carrier, and the like.When coating two or more layers, the first coating layer counted from the center of the granule May be sequentially coated on the outside.
  • the coating agent for preparing the hydrophobic coating film is not particularly limited as long as it is a coating agent capable of imparting a pulse release property, but is preferably a hydrophobic polymer having low water permeability, such as polypropylene or polybutene.
  • polystyrene and low-density polyethylene such as polyvinylidene chloride, polystyrene and low-density polyethylene; ethylene-carbon monoxide copolymer, ethylene-vinyl acetate-carbon monoxide copolymer, ethylene-propylene copolymer, ethylene- Orefin-based copolymers whose main component is an orefin such as vinyl acetate-vinyl chloride copolymer, ethylene-vinyl acetate copolymer, and ethylene-acrylic acid copolymer; vinylidene chloride-vinyl chloride copolymer Vinylidene chloride copolymer; Gen-based copolymers such as prene polymer, butadiene polymer, butadiene-styrene copolymer, styrene-isoprene copolymer; acryl-based polymers such as ethyl acrylate / methyl methacrylate cop
  • particularly preferred covering agents are an olefin polymer (eg, polyvinylidene chloride, etc.), an acrylic copolymer (eg, ethyl acrylate / methyl methacrylate copolymer, etc.), an ether polymer (eg, epoxy) Resin, etc.).
  • an olefin polymer eg, polyvinylidene chloride, etc.
  • an acrylic copolymer eg, ethyl acrylate / methyl methacrylate copolymer, etc.
  • an ether polymer eg, epoxy
  • these hydrophobic polymers may be used alone or in combination, dissolved or suspended in water or an organic solvent, and sprayed.If necessary, a filler such as talc is added. You may keep it.
  • the amount of the coating agent is about 5 to 30% by weight, preferably about 7.5 to 20% by weight, more preferably about 10 to 15% by weight, based on the total weight of the granules. If the compounding amount is too large, the lag time from the application of the granules to the release of the pesticide becomes too long, and the timing of the onset of the medicinal effect is missed. In addition, the effect of the present invention, that is, the control of the dissolution of pesticides by the addition of silicide, may not be sufficiently achieved, and as a result, the dissolution rate may be reduced due to the extension of lag time.
  • the silica (silicon dioxide) contained in the hydrophobic coating layer may be either anhydrous or hydrous, but is preferably hydrophilic silica.
  • hydrophilic hydrated silica include Carplex # 80, # 80—D, # 67, # 1120, # 110 (Shionogi), Aerozil 200 (Nippon Aerozil), and Toksir N , GUN, P (Tokuyama), Nibsil NS, NSK (Nippon Silica Industry) and the like.
  • the average particle diameter of the sily force is preferably about 0.5 to 20 m, and more preferably about 1 to 10 m. If the particle size is too large, it will not be completed in the hydrophobic coating. The spray in the granulator, which does not completely bury and coats the hydrophobic polymer, may be clogged.
  • the lag time of the pesticide component can be adjusted and the dissolution rate can be controlled by appropriately adjusting the amount of silica.
  • the dissolution rate of the pesticide can be substantially reduced within the lag time that can be set for pulse-release pesticide granules, regardless of their length. It is also possible to keep it within a certain range.
  • the design of conventional pulse-release pesticide granules in order to adjust the lag time and dissolution rate, there were cases where the type and amount of disintegrants and coating agents had to be drastically changed. The use of this granule makes it easy to fine-tune the dissolution pattern.
  • it is also possible to adjust the lag time and dissolution rate by appropriately changing the type and amount of additives other than silica, etc., and granules designed in that way are also included in the present invention.
  • the amount of silica varies depending on the type and amount of the pesticide, hydrophobic coating film, swelling agent, etc. contained, or the target lag time and elution rate of the pesticide, etc., and cannot be specified unconditionally. It is usually about 0.05 to 7.5% by weight, preferably about 0.1 to 5% by weight, and more preferably about 0.25 to 1% by weight. It is usually about 0.5 to 75% by weight, preferably about 1 to 50% by weight, more preferably about 2.5 to 10% by weight, based on the total weight of the hydrophobic coating agent. If the amount of silica is too large, the lag time may be too short and the pesticide may be released earlier than the desired time.
  • the elution rate may be so high that the expected efficacy may not be obtained.
  • the amount of silica is too small, the dissolution control of the pesticide becomes insufficient, and as a result, the dissolution rate decreases due to the extension of the lag time, or the lag time becomes too long and the desired time is reached. Pesticides may not be released in the future.
  • the lag time generally means the period from the date and time when the granule is sprayed until the pesticide content starts to be released from the inside of the granule, but in this specification, for the sake of convenience, the pesticide content is used for the dissolution test.
  • the time required to elute about 1% in water is called lag time.
  • the period of the lag time during which the dissolution rate of the contained pesticide can be controlled is usually about 3 to 40 days, preferably about 5 to 30 days.
  • the method for measuring the dissolution rate is as follows: The dissolution test method for pesticides described in J. Pesticide Science Vol.21 404-411 (1996) etc.
  • the dissolution rate of the pesticide after the lag time elapses is defined by the amount of elution per day based on the pesticide content in the granule, for example, about 1 to 5% day (at 20), Preferably it can be controlled in the range of about 2-3% / day (at 20).
  • the granules optionally contain various bases and additives for pesticide preparations (eg, swelling agents, carriers, binders, surfactants, etc.) which can be generally used for preparing pulse-release granules. Get.
  • pesticide preparations eg, swelling agents, carriers, binders, surfactants, etc.
  • An example is shown below.
  • swelling agent A substance that expands its volume by absorbing water, thereby releasing pesticides inside the granules.
  • the swelling agent is mixed with a pesticide as a coating granulation method and adheres to the surface of a carrier such as granular silica sand or granular calcium carbonate, or adheres the pesticide to the carrier surface and then adheres to the surface Let it.
  • a carrier, an agricultural chemical, etc. and a swelling agent are mixed together and molded by the extrusion granulation method. Adhere. Specific examples include bentonite, starch, water-absorbing polymers, and the like. As the bentonite, a sodium bentonite is preferable.
  • the starch examples include corn starch, potato starch, methyl starch, carboxymethyl starch and the like.
  • examples of the water-absorbing polymer include cellulosic polymers, polyvinyl alcohol, sodium polyacrylate, cross-linked polyacrylate, starch-polyacrylate, isobutylene-maleate, PVA-polyacrylate and the like.
  • the swelling agent is bentonite or a water-absorbing polymer (in particular, sodium polyacrylate, crosslinked polyacrylate, starch-polyacrylate, isobutylene monomaleate, PVA-polyacrylate). is there. These swelling agents can be used alone or in combination, and their types and combinations are not particularly limited.
  • the amount of the swelling agent is usually about 0.1 to 20% by weight, preferably about 1 to 16% by weight, more preferably about 2 to 12% by weight based on the total weight of the preparation. If the amount of the swelling agent is too large, the lag time becomes too short or the dissolution rate becomes high. May be too much On the other hand, if the amount is too small, the lag time may be too long or the pesticide may not be released even when sprayed.
  • Carrier A chemically inert particulate substance that can adhere a pesticide, swelling agent, etc. to its surface, or a chemically inert powdery substance that can be mixed with a pesticide, swelling agent, etc. , Diatomaceous earth, clay, bentonite, talc, kaolin, carbonated silica, silica sand and the like, and granular and powdery carriers generally used in the preparation of pulsed release granules. Carriers are preferably silica sand, calcium carbonate, bentonite, talc and clay.
  • the granular carrier may be either a crushed product (eg, granular calcium carbonate, granular silica sand, etc.) or a granulated product, but the shape is spherical and the particle size is 0.1 to 3 MK, preferably 0.5 to 2.5 mm. It is desirable to use granular materials.
  • the powdery carrier is desirably a powdery one having an average particle diameter of l to 20 im.
  • the amount of the carrier is usually about 30 to 90% by weight, preferably about 40 to 85% by weight, more preferably about 50 to 80% by weight, based on the total weight of the preparation.
  • it is a polymer that is soluble in both water and an organic solvent.
  • binders can be used alone or in combination.
  • their types, combinations, and contents may be set as appropriate.
  • Non-ionic and anionic evenings can be used.
  • nonionic surfactant examples include polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene polyoxypropylene ether, and polyoxyethylene alkyl ether.
  • Sterol, sorbitan fatty acid ester, ethylene oxide Z-propylene oxide copolymer, and higher fatty acid alkanolamide are used.
  • anionic surfactant examples include a metal salt of a polymerized condensate of naphthalene sulfonic acid, an alkenyl sulfonate, a formalin condensate of a naphthalene sulfonate, an alkyl naphthalene sulfonate, a lignin sulfonate, and an alkyl Aryl sulfonate, alkylaryl sulfonate sulfate, polystyrene sulfonate, polycarboxylate, polyoxyethylene distyryl phenyl ether sulfate ammonium, higher alcohol sulfonate, higher alcohol ether sulfonate, dialkyl Sulfosuccinate, higher fatty acid alkali metal salts and the like are used.
  • the amount is usually about 1 to 10% by weight, preferably about 2 to 8% by weight, more preferably about 3 to 6% by weight, based on the total weight of the preparation.
  • the production of the present granules may be basically carried out in accordance with conventional pulse-release granules, and is not particularly limited, but is preferably as follows.
  • a granule is prepared with a pesticide and, if necessary, a swelling agent, a carrier, a binder, a surfactant and the like.
  • a silica-containing coating agent is coated on the surface with a fluidized-bed granulator, pan coating device, rolling coating device, rolling fluid type coating device, ventilation type coating device, Nauter mixer, etc.
  • a hydrophobic coating film is provided by coating with a coating. The coating film may be coated a plurality of times as needed. Representative preparation methods are shown below.
  • the solvent in which the binder is dissolved is stirred and dropped on the carrier, a mixture of a pesticide, a swelling agent and, if desired, other compounding agents (eg, talc, clay, etc.) is adhered to the surface of the carrier, and granules are formed.
  • the present granules are obtained by spraying a water-based emulsion solution of the coating agent or a coating solution in which the sily power is suspended in an organic solvent in which the coating agent is dissolved, onto the surface of the granules.
  • the concentration of the coating agent in the coating solution is about 0.5 to 20% by weight, preferably about 1 to 15% by weight, more preferably about 2 to 10% by weight.
  • the concentration of silica is about 0.5 to 50% by weight, preferably about 1 to 30% by weight, more preferably about 2 to 25% by weight.
  • Talc, clay, etc. mixed with pesticides and swelling agents The lag time can also be slightly adjusted by adjusting the amount of the compound.
  • the pesticide is attached to the surface of the carrier.
  • a swelling agent is adhered to the surroundings to obtain granules.
  • a coating solution in which silica is suspended in an organic solvent in which the coating agent is dissolved is sprayed on the surface of the granule (primary coating).
  • the aqueous granulation solution of the coating agent or a coating solution in which silica is suspended in an organic solvent in which the coating agent is dissolved is sprayed (secondarily coated) on the surface of the primary coating film, whereby the granules of the present invention are obtained.
  • the concentration range of each component in the coating solution is almost the same as in the case of preparing the above-mentioned one-layer coated granule.
  • the present granule is obtained by spraying a water-based emulsion solution in which the coating agent is suspended or a coating solution in which silica is suspended in an organic solvent in which the coating agent is dissolved, on the surface of the granule.
  • concentration range of each component in the coating liquid is almost the same as in the case of preparing the above-mentioned coated granules.
  • the amounts of other components such as pesticides and swelling agents may be appropriately set in consideration of the kind of the pesticide contained, the intended dissolution rate, the timing of application, and the like.
  • One example is shown below.
  • the amount of application varies depending on the amount of pesticide contained and cannot be specified unconditionally, but is usually about 0.6 to 2 kg / 10 a. In the nursery box If used, the application rate is about 30-100 g.
  • Figure 1 is a graph showing the dissolution of the granule (single-coated type).
  • Figure 2 is a graph showing the dissolution of the granule (two-layer coating type).
  • Example 1 two-layer coated granules by coating granulation method
  • Hydroxypropylcellulose (0.6 g of HPC-SU dissolved in ethanol, 12D1L) was added dropwise to 240 g of granular silica sand (8.6 to 20 mesh) with stirring, and 9.3 g of methaminostrobin was added to the granular silica sand.
  • 42 mL of an ethanol solution of 2.1 g of HPC-SL was added dropwise with stirring, and then 24.0 g of a swelling agent (starch / polyacrylate) was attached.
  • Example 2 a coating solution in which 0.9 g of Carplex # 80 (Shionogi) was suspended in 180 inL of a ethanol solution containing 9 g of ethyl cellulose was sprayed onto the surface of the granule (primary coating).
  • a coating solution in which 2.1 g of Carplex # 80 (Shionogi) was suspended in 420 g of an aqueous emulsion solution of vinylidene chloride (solid content: 5%) was applied to the surface of the primary coating film.
  • a secondary coating film is formed by spraying Scan-release granules (PU- 13) (Yield: 290 g, size distribution:.. 0 8 4 ⁇ 2 3 6 mm).
  • HPC-S Hydroxypropylcellulose
  • 50 mL of an ethanol solution in which 2.5 g was dissolved was added dropwise to 240 g of granular silica sand (8.6 to 20 mesh) with stirring, and 9.3 g of methinostrobin, a swelling agent (starch / polystyrene)
  • methinostrobin a swelling agent (starch / polystyrene)
  • a mixture of 24 g of acrylate and 24 g of talc was applied to the surface of the granule, and then 3.0 g of Carplex # 80 was suspended in 600 g of an aqueous emulsion solution of vinylidene chloride (solid content: 5%).
  • the coating solution thus obtained was sprayed onto the surface of the granules to obtain the pulse-releasing granules ( ⁇ -120) of the present invention (yield 298). g).
  • Another granule (PU-121) was obtained in the same manner except that the amount of Carplex # 80 was 1.5 g (yield 296 g, particle size distribution: 0.84 to 2.36 mm). .
  • Example 3 Single-coated granules by coating granulation method
  • Hydroxypropylcellulose 2.5 g dissolved ethanol solution 50 mL was dropped into 210 g granular silica sand (8.6 to 20 mesh) with stirring, then 9.3 g Metominostrobin, swelling agent (starch poly) A mixture of 12 g of acrylate and 24 g of talc was applied to the surface of the granules.
  • a coating solution in which 2.63 g of talc and 1.5 g of Carplex # 80 were suspended in 525 g of an aqueous emulsion solution of vinylidene chloride (solid content: 5%), was sprayed on the surface of the granules.
  • methinostrobin 45.5 g of methinostrobin, 90.0 g of bentonite having water swellability, and 103 g of clay were uniformly mixed with a kneader and kneaded with water. This mixture was extruded and granulated by a screw extrusion type granulator (screen diameter: 0.8 mm diameter), and then sized by a spherical granulator (Marmelizer 1) to obtain a granulated product.
  • a screw extrusion type granulator screen diameter: 0.8 mm diameter
  • 200 mg of the pulse-eluting granules prepared in the examples were put into a 300 mL beaker containing 300 mL of 3rd hard water, and stored in a thermostat at 20. After stirring the sample solution in the beaker 20 times with a spatula 20 times at a speed of Z minutes, collect 2 mL of the sample solution, The concentration of methinostrobin in the collected solution was quantified by HPLC. Next, 148 mL of the sample solution in the beaker was discarded, and 150 mL of third-degree hard water not containing a methinosto mouth bottle was newly added, and the mixture was put into the thermostat again. The results are shown in FIGS.
  • the lag time was about 7 days.
  • the regression equation after the start of dissolution was calculated from the measured dissolution rate for 48 days when the dissolution rate reached approximately 90%.
  • Y 2.425 X—24.502
  • r 0.9960 (X: days, Y: dissolution rate ( %), R: correlation coefficient).
  • the lag time until the release of the pesticide can be easily and arbitrarily set in accordance with the desired onset of the drug effect, and the dissolution rate after release can be controlled within a substantially constant range. Therefore, for example, when a pesticide formulation is applied to a nursery box, no phytotoxicity occurs during the seedling stage of rice, which is susceptible to pesticides, and a sufficient amount of pesticide is required when the desired insecticidal, sterilizing, and weeding effects are required It is possible to reduce the labor for spraying pesticides and to reduce the amount of sprayed chemicals. This granule can be used in nursery boxes, paddy fields or uplands.

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

Abstract

L'invention concerne un granulé pesticide à libération par impulsion, qui se caractérise en ce qu'il présente au moins une couche d'enrobage protectrice hydrophobe contenant de la silice. Le granulé pesticide de l'invention permet de réguler le taux de libération à une valeur quasi constante sans être tributaire du temps de réponse entre le moment d'application du pesticide et celui de sa libération. L'utilisation d'un granulé pesticide à libération par impulsion permet d'éviter les problèmes liés, par exemple, à la baisse d'expressivité de l'effet du pesticide.
PCT/JP1999/001669 1998-04-07 1999-03-31 Granule pesticide a liberation par impulsion presentant un enrobage protecteur hydrophobe contenant de la silice WO1999051091A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU30542/99A AU3054299A (en) 1998-04-07 1999-03-31 Pulse release pesticide granule having hydrophobic coating film containing silica

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP9461798 1998-04-07
JP10/94617 1998-04-07

Publications (1)

Publication Number Publication Date
WO1999051091A1 true WO1999051091A1 (fr) 1999-10-14

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PCT/JP1999/001669 WO1999051091A1 (fr) 1998-04-07 1999-03-31 Granule pesticide a liberation par impulsion presentant un enrobage protecteur hydrophobe contenant de la silice

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WO (1) WO1999051091A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6686317B2 (en) 2001-08-21 2004-02-03 Sepro Corporation Supported fluridone compositions and methods
WO2010055002A1 (fr) * 2008-11-17 2010-05-20 Basf Se Formulation granulaire contenant de l'amidon
WO2010067609A1 (fr) * 2008-12-12 2010-06-17 日本曹達株式会社 Procédé de préparation d’une composition de résine contenant un produit agrochimique
EP2377396A3 (fr) * 2006-02-06 2012-08-22 Nippon Soda Co., Ltd. Composition de résine comprenant un produit agrochimique à libération contrôlée, son procédé de fabrication et formulation agrochimique

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03229634A (ja) * 1990-02-03 1991-10-11 Agency Of Ind Science & Technol 無機微粒子殻徐放性マイクロスフェア
JPH03278830A (ja) * 1990-03-27 1991-12-10 Agency Of Ind Science & Technol 芯物質の周囲を微粒子殼で覆われた物体の製造方法
JPH0680514A (ja) * 1992-07-10 1994-03-22 Ube Ind Ltd 重層被覆粒状農薬
JPH08277204A (ja) * 1995-04-05 1996-10-22 Mitsubishi Materials Corp 徐放性微生物制御剤

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03229634A (ja) * 1990-02-03 1991-10-11 Agency Of Ind Science & Technol 無機微粒子殻徐放性マイクロスフェア
JPH03278830A (ja) * 1990-03-27 1991-12-10 Agency Of Ind Science & Technol 芯物質の周囲を微粒子殼で覆われた物体の製造方法
JPH0680514A (ja) * 1992-07-10 1994-03-22 Ube Ind Ltd 重層被覆粒状農薬
JPH08277204A (ja) * 1995-04-05 1996-10-22 Mitsubishi Materials Corp 徐放性微生物制御剤

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6686317B2 (en) 2001-08-21 2004-02-03 Sepro Corporation Supported fluridone compositions and methods
EP2377396A3 (fr) * 2006-02-06 2012-08-22 Nippon Soda Co., Ltd. Composition de résine comprenant un produit agrochimique à libération contrôlée, son procédé de fabrication et formulation agrochimique
WO2010055002A1 (fr) * 2008-11-17 2010-05-20 Basf Se Formulation granulaire contenant de l'amidon
CN102215677B (zh) * 2008-11-17 2014-07-16 巴斯夫欧洲公司 含淀粉的颗粒配制剂
WO2010067609A1 (fr) * 2008-12-12 2010-06-17 日本曹達株式会社 Procédé de préparation d’une composition de résine contenant un produit agrochimique
US9408382B2 (en) 2008-12-12 2016-08-09 Nippon Soda Co., Ltd. Method for producing agrichemical-containing resin composition
US9861098B2 (en) 2008-12-12 2018-01-09 Nippon Soda Co., Ltd. Method for producing agrichemical-containing resin composition

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