JPWO2004028251A1 - Sustained release pesticide granules - Google Patents
Sustained release pesticide granules Download PDFInfo
- Publication number
- JPWO2004028251A1 JPWO2004028251A1 JP2004539510A JP2004539510A JPWO2004028251A1 JP WO2004028251 A1 JPWO2004028251 A1 JP WO2004028251A1 JP 2004539510 A JP2004539510 A JP 2004539510A JP 2004539510 A JP2004539510 A JP 2004539510A JP WO2004028251 A1 JPWO2004028251 A1 JP WO2004028251A1
- Authority
- JP
- Japan
- Prior art keywords
- sustained
- granule
- agrochemical
- kaolin
- active ingredient
- 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.)
- Granted
Links
- 239000008187 granular material Substances 0.000 title claims abstract description 54
- 238000013268 sustained release Methods 0.000 title claims abstract description 28
- 239000012730 sustained-release form Substances 0.000 title claims abstract description 28
- 239000000575 pesticide Substances 0.000 title description 5
- 239000003905 agrochemical Substances 0.000 claims abstract description 29
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- 239000005995 Aluminium silicate Substances 0.000 claims abstract description 20
- 235000012211 aluminium silicate Nutrition 0.000 claims abstract description 20
- 239000012868 active agrochemical ingredient Substances 0.000 claims abstract description 16
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 claims description 16
- 238000005469 granulation Methods 0.000 claims description 8
- 230000003179 granulation Effects 0.000 claims description 8
- 239000000417 fungicide Substances 0.000 claims description 5
- 239000004009 herbicide Substances 0.000 claims description 4
- 239000002917 insecticide Substances 0.000 claims description 4
- 239000005648 plant growth regulator Substances 0.000 claims description 4
- 238000010828 elution Methods 0.000 abstract description 7
- 239000000203 mixture Substances 0.000 abstract description 7
- 238000001125 extrusion Methods 0.000 abstract description 5
- 239000012752 auxiliary agent Substances 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- -1 pyroxylone Chemical compound 0.000 description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
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- 239000004480 active ingredient Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
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- 230000000052 comparative effect Effects 0.000 description 5
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
- 239000008116 calcium stearate Substances 0.000 description 3
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- 239000000843 powder Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
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- CFRPSFYHXJZSBI-DHZHZOJOSA-N (E)-nitenpyram Chemical compound [O-][N+](=O)/C=C(\NC)N(CC)CC1=CC=C(Cl)N=C1 CFRPSFYHXJZSBI-DHZHZOJOSA-N 0.000 description 1
- RMOGWMIKYWRTKW-UONOGXRCSA-N (S,S)-paclobutrazol Chemical compound C([C@@H]([C@@H](O)C(C)(C)C)N1N=CN=C1)C1=CC=C(Cl)C=C1 RMOGWMIKYWRTKW-UONOGXRCSA-N 0.000 description 1
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- BDQWWOHKFDSADC-UHFFFAOYSA-N 2-(2,4-dichloro-3-methylphenoxy)-n-phenylpropanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C)OC1=CC=C(Cl)C(C)=C1Cl BDQWWOHKFDSADC-UHFFFAOYSA-N 0.000 description 1
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 description 1
- 239000005875 Acetamiprid Substances 0.000 description 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 1
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 239000005472 Bensulfuron methyl Substances 0.000 description 1
- 239000005476 Bentazone Substances 0.000 description 1
- 239000005885 Buprofezin Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 239000005974 Chlormequat Substances 0.000 description 1
- 235000019743 Choline chloride Nutrition 0.000 description 1
- 239000005888 Clothianidin Substances 0.000 description 1
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 description 1
- 239000005975 Daminozide Substances 0.000 description 1
- NOQGZXFMHARMLW-UHFFFAOYSA-N Daminozide Chemical compound CN(C)NC(=O)CCC(O)=O NOQGZXFMHARMLW-UHFFFAOYSA-N 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 239000005896 Etofenprox Substances 0.000 description 1
- 239000005899 Fipronil Substances 0.000 description 1
- 239000005786 Flutolanil Substances 0.000 description 1
- 229930191978 Gibberellin Natural products 0.000 description 1
- 239000005567 Imazosulfuron Substances 0.000 description 1
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 description 1
- 239000005906 Imidacloprid Substances 0.000 description 1
- PFDCOZXELJAUTR-UHFFFAOYSA-N Inabenfide Chemical compound C=1C(Cl)=CC=C(NC(=O)C=2C=CN=CC=2)C=1C(O)C1=CC=CC=C1 PFDCOZXELJAUTR-UHFFFAOYSA-N 0.000 description 1
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- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- KYGZCKSPAKDVKC-UHFFFAOYSA-N Oxolinic acid Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC2=C1OCO2 KYGZCKSPAKDVKC-UHFFFAOYSA-N 0.000 description 1
- 239000005985 Paclobutrazol Substances 0.000 description 1
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- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 1
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 description 1
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- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
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- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
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- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005550 wet granulation Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
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
- A01N25/12—Powders or granules
Abstract
農薬活性成分、カオリンおよび補助剤からなる混合物を混練して、これを押出し造粒機に入れて造粒した後、整粒機にて整粒して農薬粒剤を提供する。本発明により農薬活性成分の急激な溶出を防ぎ長期間にわたり効果を発現させることができる徐放性農薬粒剤が提供される。A mixture of an agrochemical active ingredient, kaolin and an auxiliary agent is kneaded, put into an extrusion granulator, granulated, and then granulated with a granulator to provide an agrochemical granule. According to the present invention, a sustained-release agrochemical granule capable of preventing rapid elution of an agrochemical active ingredient and exhibiting an effect over a long period of time is provided.
Description
本発明は農園芸用殺菌剤であるプロベナゾールを農薬活性成分として含有し、かつ該農薬活性成分の溶出が制御された徐放性に優れた新規な農薬粒剤に関する。 The present invention relates to a novel pesticidal granule which contains probenazole which is an agricultural and horticultural fungicide as an pesticidal active ingredient and which is excellent in sustained release property and whose elution of the pesticidal active ingredient is controlled.
従来より、農薬活性成分を含む農薬粒剤において、薬効持続や薬害軽減を目的として、その活性成分の溶出を制御する方法が種々検討されてきた。例えば、農薬活性成分を含有する核粒を熱可塑性樹脂被膜で被覆した粒剤が特公平０１−５００２号公報に、農薬活性成分を含有する核に被覆層を設けて徐放化した粒剤が特公平０１−４４８３号公報に、農薬活性成分を含有する核を水不溶性オリゴマーまたはポリマーで被覆した粒剤が特公平０２−５７０４７号公報に、水中非崩壊性の農薬粒剤の表面を疎水性油状液体を含浸させ疎水性微粉で被覆した粒剤が特開平０２−２８６６０２号公報に、それぞれ報告されている。しかし、これらの製造方法では、核粒剤を調製した後、被覆材をコーティングする必要があり、製造工程が煩雑であり、経済性に問題がある。
この他に熱可塑性材料を用い農薬活性成分をワックスマトリックス中に含有する被覆型徐放性農薬粒剤が特開２００２−１７９５０５号公報に報告されているが、この製造方法には加熱状態での製造工程が必須であり、特殊な設備が必要である。
また、５０℃以上の融点をもつ固体状の農薬活性成分を非晶質シリカによって徐放化を行った徐放性農薬粒剤が特許第３０４５６４９号公報に報告されている。しかし、この粒剤では比較的価格の高い非晶質シリカを用いることからコストが問題であり、また、一般的に粒剤中に非晶質シリカを多く配合しようとすると造粒性が低下することが知られている。Conventionally, various methods for controlling the elution of active ingredients have been studied for the purpose of sustaining efficacy and reducing phytotoxicity in agrochemical granules containing agrochemical active ingredients. For example, a granule in which a core particle containing an agrochemical active ingredient is coated with a thermoplastic resin film is disclosed in JP-B-01-5002, and a granule obtained by providing a coating layer on a core containing an agrochemical active ingredient and gradually releasing it. Japanese Patent Publication No. 01-4483 discloses a granule in which a core containing an agrochemical active ingredient is coated with a water-insoluble oligomer or polymer. A granule impregnated with an oily liquid and coated with a hydrophobic fine powder is reported in JP-A No. 02-286602. However, in these production methods, it is necessary to coat the coating material after preparing the core granule, the production process is complicated, and there is a problem in economy.
In addition, a coated sustained-release pesticidal granule containing a pesticidal active ingredient in a wax matrix using a thermoplastic material has been reported in JP-A No. 2002-179505. The manufacturing process is essential and special equipment is required.
Also, Japanese Patent No. 3045649 reports a sustained-release agrochemical granule in which a solid agrochemical active ingredient having a melting point of 50 ° C. or higher is sustained-released with amorphous silica. However, this granule uses a relatively expensive amorphous silica, which is a problem of cost. Generally, if a large amount of amorphous silica is added to the granule, the granulation property is lowered. It is known.
本発明は、前記のような従来技術に係る徐放性農薬粒剤の問題点を解決しようとするものである。すなわち、本発明は、特殊な製造設備を使用することなく、比較的簡単な工程で製造できて、かつ農薬活性成分であるプロベナゾールに徐放性を付与することで、プロベナゾールの薬効持続性が優れ、薬害が軽減または防止された新規な農薬粒剤を提供することを目的とする。
本発明者らは、前記の課題を解決すべく鋭意検討した結果、プロベナゾールを含有する農薬粒剤を製造するに際して、カオリンを使用することにより、農薬粒剤から農薬活性成分が水中に溶出するのに長時間を要することを見出した。そして、この徐放性が配合したカオリンによることを確認し、目的とする徐放性農薬粒剤が簡便かつ安価に製造できることを発見して本発明を完成した。一般に、農薬製剤におけるカオリンの使用は、水和剤の担体として用いられることがあるが、粒剤の成分として用いられている例は少ない。
すなわち、本発明の要旨とするところは、プロベナゾールを含有する農薬粒剤を製造するに際して、カオリンを使用することにより、目的とする徐放性農薬粒剤を簡便かつ安価に製造する点にある。
すなわち、本発明の徐放性農薬粒剤は、プロベナゾール、カオリンおよび少なくても１種以上の造粒用補助剤を含むことを特徴とする。
また、本発明の徐放性農薬粒剤は、プロベナゾールに加えて他の農薬活性成分を含有してもよい。ここで言う農薬活性成分としては、殺菌剤、殺虫剤、除草剤および植物成長調整剤の少なくても１種以上を用いることができる。本発明の徐放性農薬粒剤におけるカオリンの好ましい含有割合は製剤全体に対して１０〜５０重量％の範囲である。
本発明の徐放性農薬粒剤における、「造粒用補助剤」とは、少なくともプロベナゾール及びカオリンを含む粒剤を造粒するために必要な成分であり、これらの成分としては担体及び結合剤が挙げられる。The present invention is intended to solve the problems of the sustained-release agricultural chemical granules according to the prior art as described above. That is, the present invention can be produced by a relatively simple process without using special production equipment, and imparts sustained release to probenazole, which is an agrochemical active ingredient, so that the sustained efficacy of probenazole is excellent. An object of the present invention is to provide a novel agrochemical granule in which phytotoxicity is reduced or prevented.
As a result of intensive studies to solve the above-mentioned problems, the present inventors, when producing a pesticide granule containing probenazole, by using kaolin, the pesticide active ingredient is eluted from the pesticide granule into water. It has been found that it takes a long time. And it confirmed that this sustained release was based on the kaolin which mix | blended, discovered that the target sustained release agrochemical granule could be manufactured simply and cheaply, and completed this invention. In general, the use of kaolin in agrochemical formulations is sometimes used as a wettable powder carrier, but there are few examples where it is used as a component of granules.
That is, the gist of the present invention resides in that a desired sustained-release agricultural chemical granule can be easily and inexpensively produced by using kaolin when producing a pesticide granule containing probenazole.
That is, the sustained-release agrochemical granule of the present invention is characterized by containing probenazole, kaolin and at least one granulating auxiliary.
Moreover, the sustained release agricultural chemical granules of the present invention may contain other agricultural active ingredients in addition to probenazole. As the agrochemical active ingredient referred to here, at least one or more of fungicides, insecticides, herbicides and plant growth regulators can be used. The preferable content ratio of kaolin in the sustained-release agricultural chemical granules of the present invention is in the range of 10 to 50% by weight based on the whole preparation.
In the sustained release agrochemical granule of the present invention, the “granulating auxiliary” is a component necessary for granulating a granule containing at least probenazole and kaolin, and these components include a carrier and a binder. Is mentioned.
次に本発明の徐放性農薬粒剤について具体的に説明する。
本発明において用いられるカオリンとは、鉱物学上、アルミナ層およびケイ酸層の１：１層状構造で規定されるカオリナイトを主成分として含む粘土鉱物である。本発明の徐放性農薬粒剤において用いられるカオリンの含量は、製剤全体に対して、好ましくは１０〜５０重量％の範囲から選択される。カオリンの市販品として、例えば、ＡＳＰ−１７０、ＡＳＰ−２００、ＡＳＰ−４００Ｐ、ＡＳＰ−６００（エンゲルハード社製）などが挙げられる。
プロベナゾールは、野菜や稲などに対する病原菌の殺菌剤としての農薬活性を有する化合物であり、製剤中での含有量は目的とする用途に応じて選択することができる。例えば、製剤全体に対して、好ましくは２〜７０重量％の範囲から選択される。
本発明の徐放性農薬粒剤には、プロベナゾールに加えて、さらに他の農薬活性成分を少なくとも１種以上含有してもよい。このような他の農薬活性成分としては、殺菌剤、殺虫剤除草剤および植物成長調整剤などいずれの農薬活性成分であってもよい。このような化合物としては、例えば次のようなものが挙げられるが、これらに限定されるものではない。
殺菌剤としては、イソプロチオラン、ピロキロン、トリシクラゾール、カルプロパミド、ジクロシメット、フェノキサニル、カスガマイシン、オキソリニック酸、ストレプトマイシン、フェリムゾン、フサライド、アゾキシストロビン、メトミノストロビン、オリザストロビン、チフルザミド、フラメトピル、フルトラニル、ペンシクロン、フェナリモル、シメコナゾール、オキスポコナゾール、チアジニル、アシベンゾラル−Ｓ−メチルなどを挙げることができる。
殺虫剤としては、ピリダベン、イミダクロプリド、チアクロプリド、アセタミプリド、クロチアニジン、チアメトキサム、ジノテフラン、ニテンピラム、フィプロニル、エチプロール、エトフェンプロックス、カルタップ、ブプロフェジン、メトキシフェノジド、テブフェノジド、クロマフェノジド、ベンフラカルブ、ベンスルタップ、マラソン、フェニトロチオン、ＢＰＭＣ、スピノシン、シラフルオフェンなどを挙げることができる。
除草剤としては、プレチラクロール、メフェナセット、ダイムロン、ベンタゾン、プロメトリン、ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、シハロホップブチル、オキサジクロメホン、フェントラザミド、クロメプロップ、アニロホス、ベンゾビシクロン、カフェンストロール、ペントキサゾン、インダノファン、ＤＣＭＵ、リニュロン、トリフルラリンなどが挙げられる。
植物成長調整剤としては、ジベレリン、マレイン酸ヒドラジド、イナベンフィド、ウニコナゾール−Ｐ、パクロブトラゾール、プロヘキサジオンカルシウム、トリネキサパックエチル、クロルメコート、ダミノジッド、塩化コリンなどが挙げられる。
プロベナゾールに加えて他の農薬活性成分を添加する場合の農薬活性成分の添加量は、例えば、製剤全体に対してプロベナゾールを２〜７０重量％、他の農薬活性成分を製剤全体に対して１〜８０重量％の範囲で含有させることができる。
本発明の農薬粒剤には、上記の農薬活性成分に加えて、造粒用の補助剤を含有する。また、造粒用補助剤に加えて、製剤化に必要な各種補助剤を添加することができる。これらの補助剤としては、界面活性剤、安定化剤、滑沢剤などを挙げることができ、これらから適宜、自由に使用することができる。
本発明の徐放性農薬粒剤に配合できる担体は特に限定されないが、例えば、一般クレー、ベントナイト、炭酸カルシウム、ケイソウ土、ゼオライト、バーミキュライト、酸性白土、軽石、ホワイトカーボン（親水性シリカ、疎水性シリカ）、酸化チタンなどが挙げられる。
本発明の徐放性農薬粒剤に配合できる結合剤は特に限定されないが、例えば、ポリビニルアルコール、デキストリン、カルボキシメチルセルロース、ポリビニルピロリドン、アルギン酸ナトリウム、リグニンスルホン酸カルシウムなどが挙げられる。
本発明の徐放性農薬粒剤に配合できる安定化剤としては、例えば、フェノール系酸化防止剤、アミン系酸化防止剤、リン系酸化防止剤、イオウ系酸化防止剤、エポキシ化大豆油、エポキシ化アマニ油、エチレングリコールなどが挙げられる。
本発明の徐放性農薬製剤に配合できる滑沢剤としては、例えば、タルク、ステアリン酸カルシウム、流動パラフィン、ポリエチレングリコールなどが挙げられる。
また、本発明の徐放性農薬製剤に配合できる界面活性剤としては一般に常用される非イオン性界面活性剤、陰イオン性界面活性剤、陽イオン性界面活性剤および両性界面活性剤などが挙げられる。
例えば、非イオン性界面活性剤としては、ポリオキシエチレンアルキルアリールエーテル、ポリオキシエチレンアルキルエステル、ポリオキシエチレンアルキレンアリールフェニルエーテル、ポリオキシエチレンアルキレングリコールなどがある。陰イオン性界面活性剤としてはリグニンスルホン酸塩、アルキルアリールスルホン酸塩ジアルキルスルホサクシネート、ポリオキシエチレンアルキルアリールエーテルサルフェート、アルキルナフタレンスルホン酸塩、ポリオキシエチレンスチリルフェニルエーテルサルフェートなどがある。
陽イオン性界面活性剤としては、アルキルアミン塩酸塩、アルキル第四級アンモニウム塩、ポリアルキルビニルピリジニウム塩などがある。両性界面活性剤としては、Ｎ−ラウリルアニリン、アルキルベタイン、レシチンなどがある。
本発明の徐放性農薬粒剤の製造方法は特に限定されるものではなく、農薬粒剤を製造する一般的な方法を用いることができる。一般的な方法としては、湿式造粒法、乾式造粒法、噴霧造粒法、撹拌造粒法、押出し造粒法などが挙げられる。特に、押出し造粒法により簡便かつ安価に粒剤を製造できる。例えば、次の工程１〜２からなる方法で簡単に製造することが可能である。
工程１：プロベナゾール、カオリン、造粒用補助剤およびその他の補助剤を一緒にして混合し、この混合物に適量の水を加え混練する。
工程２：この混練物を押出し造粒機に入れて造粒し、次に整粒機で整粒したのち乾燥、篩過して本発明の農薬粒剤とする。
次に、本発明の実施例、試験例を示し、本発明をさらに具体的に説明するが、本発明はこれらの例に限定されるものではない。また、以下の実施例において、「部」とあるのはすべて重量部を意味する。Next, the sustained-release agricultural chemical granules of the present invention will be specifically described.
Kaolin used in the present invention is a clay mineral containing, as a main component, kaolinite defined by a 1: 1 layered structure of an alumina layer and a silicate layer in terms of mineralogy. The content of kaolin used in the sustained release agrochemical granule of the present invention is preferably selected from the range of 10 to 50% by weight based on the whole preparation. As a commercial item of kaolin, ASP-170, ASP-200, ASP-400P, ASP-600 (made by Engelhard) etc. are mentioned, for example.
Probenazole is a compound having pesticidal activity as a bactericide for pathogens against vegetables, rice, etc., and the content in the preparation can be selected according to the intended use. For example, it is preferably selected from the range of 2 to 70% by weight with respect to the whole preparation.
In addition to probenazole, the sustained-release agrochemical granule of the present invention may further contain at least one other agrochemical active ingredient. Such other pesticidal active ingredients may be any pesticidal active ingredients such as fungicides, insecticide herbicides and plant growth regulators. Examples of such compounds include, but are not limited to, the following.
Fungicides include isoprothiolane, pyroxylone, tricyclazole, carpropamide, diclocimet, phenoxanyl, kasugamycin, oxolinic acid, streptomycin, ferrimzone, fusalide, azoxystrobin, methinostrobin, orizastrobin, thifluzamide, flametopir, flutolanil, pencyclon, phenalmol , Cimeconazole, oxpoconazole, thiazinyl, acibenzoral-S-methyl and the like.
Insecticides include pyridaben, imidacloprid, thiacloprid, acetamiprid, clothianidin, thiamethoxam, dinotefuran, nitenpyram, fipronil, etiprole, etofenprox, cartap, buprofezin, methoxyphenozide, tebufenozide, sulfabuthibone, p And silafluophene.
Herbicides include pretilachlor, mefenacet, dimuron, bentazone, promethrin, bensulfuron methyl, pyrazosulfuron ethyl, imazosulfuron, cyhalohopbutyl, oxadichromemephone, fentolazamide, clomeprop, anilophos, benzobicyclon, caventhrol, pentoxazone, indanophan, DCMU , Linuron, trifluralin and the like.
Examples of plant growth regulators include gibberellin, maleic acid hydrazide, inabenfide, uniconazole-P, paclobutrazol, prohexadione calcium, trinexapac ethyl, chlormequat, daminozide, choline chloride and the like.
In the case of adding other agrochemical active ingredients in addition to probenazole, the amount of the agrochemical active ingredient added is, for example, 2 to 70% by weight of probenazole relative to the whole preparation, and 1 to the other agrochemical active ingredient relative to the whole preparation. It can be contained in the range of 80% by weight.
The agrochemical granule of the present invention contains an auxiliary agent for granulation in addition to the agrochemical active ingredient. Moreover, in addition to the adjuvant for granulation, various adjuvants required for formulation can be added. Examples of these adjuvants include surfactants, stabilizers, lubricants, and the like, and they can be used freely as appropriate.
The carrier that can be blended in the sustained-release agrochemical granule of the present invention is not particularly limited. For example, general clay, bentonite, calcium carbonate, diatomaceous earth, zeolite, vermiculite, acid clay, pumice, white carbon (hydrophilic silica, hydrophobic Silica) and titanium oxide.
Although the binder which can be mix | blended with the sustained-release agrochemical granule of this invention is not specifically limited, For example, polyvinyl alcohol, dextrin, carboxymethylcellulose, polyvinylpyrrolidone, sodium alginate, calcium lignin sulfonate etc. are mentioned.
Examples of stabilizers that can be incorporated into the sustained-release agricultural chemical granules of the present invention include phenolic antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, epoxidized soybean oil, and epoxy. Linseed oil, ethylene glycol and the like.
Examples of the lubricant that can be incorporated into the sustained-release agricultural chemical preparation of the present invention include talc, calcium stearate, liquid paraffin, and polyethylene glycol.
Examples of surfactants that can be incorporated into the sustained-release agrochemical formulation of the present invention include commonly used nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. It is done.
Examples of the nonionic surfactant include polyoxyethylene alkyl aryl ether, polyoxyethylene alkyl ester, polyoxyethylene alkylene aryl phenyl ether, polyoxyethylene alkylene glycol and the like. Examples of the anionic surfactant include lignin sulfonate, alkyl aryl sulfonate dialkyl sulfosuccinate, polyoxyethylene alkyl aryl ether sulfate, alkyl naphthalene sulfonate, polyoxyethylene styryl phenyl ether sulfate.
Cationic surfactants include alkylamine hydrochlorides, alkyl quaternary ammonium salts, polyalkylvinylpyridinium salts, and the like. Examples of amphoteric surfactants include N-lauryl aniline, alkyl betaines, and lecithin.
The production method of the sustained-release agricultural chemical granules of the present invention is not particularly limited, and a general method for producing agricultural chemical granules can be used. Common methods include wet granulation method, dry granulation method, spray granulation method, stirring granulation method, extrusion granulation method and the like. In particular, granules can be produced simply and inexpensively by extrusion granulation. For example, it can be easily produced by the method comprising the following steps 1 and 2.
Step 1: Probenazole, kaolin, granulating adjuvant and other adjuvants are mixed together and mixed with an appropriate amount of water and kneaded.
Step 2: The kneaded product is put into an extrusion granulator, granulated, then granulated with a granulator, dried and sieved to obtain the agrochemical granule of the present invention.
Next, examples and test examples of the present invention will be shown to describe the present invention more specifically. However, the present invention is not limited to these examples. In the following examples, “parts” means all parts by weight.
プロベナゾール原体（製造元：明治製菓株式会社）１０．０部、カオリン２０．０部（エンゲルハード社製、ＡＳＰ−１７０）、ポリビニルアルコール１．５部（電気化学工業社製、デンカポバールＢ−２４ＹＳ）、流動パラフィン５．０部（和光純薬社製）、ホワイトカーボン３．０部（塩野義製薬社製、カープレックス＃８０Ｄ）、ステアリン酸カルシウム２．０部（和光純薬社製）、一般クレー５８．５部（トドロキ産業社製、トドロキクレー）を含む粉末を混合し、粉末混合物１００部を得た。これに適量の水を加えて、小型ニーダー（入江商会社製、ＰＮＶ−１ＩＴ型）で混練した。得られた混練物を小型押出し造粒機（不二パウダル社製、ドームグランＭｏｄｅｌＤＧ−Ｌ１型）で造粒し、整粒機（不二パウダル社製、マルメライザーＱ−２３０型）で整粒した後に乾燥、篩過をして、粒剤（１）を得た。 Provenazole base (manufacturer: Meiji Seika Co., Ltd.) 10.0 parts, kaolin 20.0 parts (Engelhard, ASP-170), polyvinyl alcohol 1.5 parts (Denka Poval B-24YS, manufactured by Denki Kagaku Kogyo) ), 5.0 parts of liquid paraffin (manufactured by Wako Pure Chemical Industries), 3.0 parts of white carbon (manufactured by Shionogi & Co., Carplex # 80D), 2.0 parts of calcium stearate (manufactured by Wako Pure Chemical Industries, Ltd.), general A powder containing 58.5 parts of clay (manufactured by Todoroki Sangyo Co., Ltd., Todoroki clay) was mixed to obtain 100 parts of a powder mixture. An appropriate amount of water was added to this, and kneaded with a small kneader (manufactured by Irie Trading Co., Ltd., PNV-1IT type). The obtained kneaded product is granulated with a small extrusion granulator (Fuji Paudal, Dome Gran Model DG-L1 type) and sized with a granulator (Fuji Paudal, Malmerizer Q-230 type). And dried and sieved to obtain granules (1).
実施例１のホワイトカーボン３．０部を削除し、一般クレーを６１．５部に増量した以外は、実施例１と同様に行い、粒剤（２）を得た。 Granules (2) were obtained in the same manner as in Example 1 except that 3.0 parts of white carbon in Example 1 was deleted and the amount of general clay was increased to 61.5 parts.
実施例１のステアリン酸カルシウム２．０部を削除し、一般クレーを６０．５部に増量した以外は、実施例１と同様に行い、粒剤（３）を得た。 Granules (3) were obtained in the same manner as in Example 1 except that 2.0 parts of calcium stearate in Example 1 was deleted and the amount of general clay was increased to 60.5 parts.
実施例１のカオリン２０部を１５部に減量し、一般クレーを６３．５部に増量した以外は、実施例１と同様に行い、粒剤（４）を得た。 Granules (4) were obtained in the same manner as in Example 1 except that 20 parts of kaolin of Example 1 was reduced to 15 parts and general clay was increased to 63.5 parts.
実施例１のカオリン２０部を１０部に減量し、一般クレーを６８．５部に増量した以外は、実施例１と同様に行い、粒剤（５）を得た。
比較例１
実施例１のカオリン２０部を５部に減量し、一般クレーを７３．５部に増量した以外は、実施例１と同様に行い、比較粒剤（１）を得た。
比較例２
実施例１のカオリン２０部を削除し、一般クレーを７８．５部に増量した以外は、実施例１と同様に行い、比較粒剤（２）を得た。
試験例１
９００ｍｌ密閉容器に、供試粒剤１００ｍｇと脱イオン水８００ｍｌを入れ、２５℃恒温器中に静置した。３、７、１４、２１日後に容器の中央部分より溶出液を採取した。このとき、容器内の溶液が均一になるように振盪した後、採取した。高速液体クロマトグラフィーにより溶出液中のプロベナゾール量を測定し、溶出率を算出した。その結果を表１に示した。
表１に示したように、実施例１〜５で得た本発明の粒剤は、溶出率が７日後で約３０％、２１日後で約７０％であり、比較例１〜２に比べ約３０％低い値となっている。このことから、カオリンを配合することにより、プロベナゾールを徐放化できることが示された。実施例１〜５の粒剤の溶出率は、既に商品化されている市販粒剤であるところのビルダープリンス粒剤（製造元：北興化学工業株式会社、販売元：北興化学工業株式会社及び明治製菓株式会社）と同等であり、この溶出パターンが、有効成分の実用的徐放化のために有用であることが示された。
Comparative Example 1
Comparative granule (1) was obtained in the same manner as in Example 1 except that 20 parts of kaolin of Example 1 was reduced to 5 parts and general clay was increased to 73.5 parts.
Comparative Example 2
Comparative granule (2) was obtained in the same manner as in Example 1 except that 20 parts of kaolin of Example 1 was deleted and the amount of general clay was increased to 78.5 parts.
Test example 1
In a 900 ml sealed container, 100 mg of the test granule and 800 ml of deionized water were placed, and left in a 25 ° C. incubator. The eluate was collected from the center of the container after 3, 7, 14, and 21 days. At this time, it was collected after shaking so that the solution in the container was uniform. The amount of probenazole in the eluate was measured by high performance liquid chromatography, and the elution rate was calculated. The results are shown in Table 1.
As shown in Table 1, the granules of the present invention obtained in Examples 1 to 5 have an elution rate of about 30% after 7 days and about 70% after 21 days, which is about compared to Comparative Examples 1 and 2. The value is 30% lower. From this, it was shown that probenazole can be sustained-released by adding kaolin. The elution rate of the granules of Examples 1 to 5 is a builder Prince granule (manufacturer: Hokuko Chemical Co., Ltd., distributor: Hokuko Chemical Co., Ltd. and Meiji Seika Co., Ltd.) which is a commercially available granule already commercialized. This elution pattern was shown to be useful for practical sustained release of the active ingredient.
Claims (4)
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| JP2002279562 | 2002-09-25 | ||
| PCT/JP2003/012188 WO2004028251A1 (en) | 2002-09-25 | 2003-09-25 | Sustained-release pesticide granules |
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| KR (1) | KR20050048642A (en) |
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| US7838522B2 (en) | 2004-11-17 | 2010-11-23 | Ares Trading S.A. | Benzothiazole formulations and use thereof |
| BRPI0613042A2 (en) | 2005-07-15 | 2010-12-14 | Serono Lab | jnk inhibitors for the treatment of endometriosis |
| KR20080044836A (en) | 2005-07-15 | 2008-05-21 | 라보라뚜와르 세로노 에스. 에이. | Jnk inhibitors for the treatment of endometriosis |
| CA2616479A1 (en) | 2005-09-01 | 2007-03-08 | Ares Trading S.A. | Treatment of optic neuritis |
| CN100442975C (en) * | 2005-10-21 | 2008-12-17 | 北京市农业技术推广站 | Sustained releasing pesticide granule |
| AU2006347294A1 (en) * | 2005-12-22 | 2008-02-21 | Syngenta Participations Ag | Methods and composition for growth engineering and disease control |
| CN101971825B (en) * | 2010-05-24 | 2013-07-31 | 北京颖泰嘉和生物科技有限公司 | Bactericide composition containing azoxystrobin and thifluzamide and application thereof |
| CN102027958A (en) * | 2011-01-06 | 2011-04-27 | 北京燕化永乐农药有限公司 | Insecticidal composition consisting of spinosad and fenobucarb |
| CN105685062A (en) * | 2016-04-28 | 2016-06-22 | 广西南宁益土生物科技有限责任公司 | Pesticide granules with probenazole and hymexazol |
| CN105746535A (en) * | 2016-04-28 | 2016-07-13 | 广西南宁益土生物科技有限责任公司 | Pesticide granules containing probenazole and oligosaccharins |
| EP3238540A1 (en) | 2016-04-28 | 2017-11-01 | Bayer CropScience Aktiengesellschaft | Timed-release-type granular agrochemical composition and method for manufacturing same |
| CN109699658A (en) * | 2017-10-26 | 2019-05-03 | 三江侗族自治县中吉牛势测土配肥中心 | One kind containing insecticide and fungicide sustained-release granular formulation |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5843905A (en) * | 1981-09-09 | 1983-03-14 | Meiji Seika Kaisha Ltd | Fungicide and insecticide composition for rice crop |
| JPS63225305A (en) * | 1987-03-13 | 1988-09-20 | Chugai Pharmaceut Co Ltd | Agricultural germicidal and plant growth regulating composition |
| JPH07330512A (en) * | 1994-06-07 | 1995-12-19 | Sumitomo Chem Co Ltd | Fungicidal composition |
-
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5843905A (en) * | 1981-09-09 | 1983-03-14 | Meiji Seika Kaisha Ltd | Fungicide and insecticide composition for rice crop |
| JPS63225305A (en) * | 1987-03-13 | 1988-09-20 | Chugai Pharmaceut Co Ltd | Agricultural germicidal and plant growth regulating composition |
| JPH07330512A (en) * | 1994-06-07 | 1995-12-19 | Sumitomo Chem Co Ltd | Fungicidal composition |
Non-Patent Citations (2)
| Title |
|---|
| JPN6010012605, 日本農薬学会，農薬製剤・施用法研究会編, 農薬製剤ガイド, 1997, １４−１６頁，９３−９９頁, 社団法人日本植物防疫教会 * |
| JPN6010014063, 鈴木照麿, 農薬製剤学, 1965, ２０６−２２０頁, 株式会社南江堂 * |
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| CN1684583A (en) | 2005-10-19 |
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