JPH0320201A - Production of highly active agricultural chemical dust - Google Patents
Production of highly active agricultural chemical dustInfo
- Publication number
- JPH0320201A JPH0320201A JP15230189A JP15230189A JPH0320201A JP H0320201 A JPH0320201 A JP H0320201A JP 15230189 A JP15230189 A JP 15230189A JP 15230189 A JP15230189 A JP 15230189A JP H0320201 A JPH0320201 A JP H0320201A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- insecticidal
- compounds
- dust
- powder
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 239000003905 agrochemical Substances 0.000 title abstract description 10
- 239000000428 dust Substances 0.000 title abstract 7
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 20
- 239000004480 active ingredient Substances 0.000 claims abstract description 15
- 239000003960 organic solvent Substances 0.000 claims abstract description 9
- XYFMGGWVGACNEC-UHFFFAOYSA-N n-carbamoyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C(=O)N)C(=O)C1=CC=CC=C1 XYFMGGWVGACNEC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000843 powder Substances 0.000 claims description 45
- 239000000575 pesticide Substances 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract description 23
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 20
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 230000000694 effects Effects 0.000 abstract description 9
- 238000002156 mixing Methods 0.000 abstract description 6
- 239000004094 surface-active agent Substances 0.000 abstract description 6
- 239000004615 ingredient Substances 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 3
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 239000004927 clay Substances 0.000 description 24
- -1 solvent naphtha 1 Chemical compound 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 16
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 238000007796 conventional method Methods 0.000 description 9
- 239000004202 carbamide Substances 0.000 description 8
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 240000007594 Oryza sativa Species 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- QQQYTWIFVNKMRW-UHFFFAOYSA-N diflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1 QQQYTWIFVNKMRW-UHFFFAOYSA-N 0.000 description 3
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
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- 229910052623 talc Inorganic materials 0.000 description 3
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- DIPLXSBTYRDLGV-UHFFFAOYSA-N 2-methyl-2-methylsulfanylpropanal Chemical compound CSC(C)(C)C=O DIPLXSBTYRDLGV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- 241001060517 Dicranolaius bellulus Species 0.000 description 2
- 239000005893 Diflubenzuron Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000005942 Triflumuron Substances 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229940019503 diflubenzuron Drugs 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 2
- 239000005645 nematicide Substances 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 150000004045 organic chlorine compounds Chemical class 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- UOHMMEJUHBCKEE-UHFFFAOYSA-N prehnitene Chemical compound CC1=CC=C(C)C(C)=C1C UOHMMEJUHBCKEE-UHFFFAOYSA-N 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- LLMLSUSAKZVFOA-UJURSFKZSA-N (1S,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@@H]1C(O)=O LLMLSUSAKZVFOA-UJURSFKZSA-N 0.000 description 1
- OVANCIHPSBMNEN-UHFFFAOYSA-N (2,2-dimethyl-3h-1-benzofuran-7-yl)methylcarbamic acid Chemical compound C1=CC(CNC(O)=O)=C2OC(C)(C)CC2=C1 OVANCIHPSBMNEN-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NYKRSGJRIJJRRK-UHFFFAOYSA-N 1-chloro-2-(2-chlorophenyl)sulfonylbenzene Chemical compound ClC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1Cl NYKRSGJRIJJRRK-UHFFFAOYSA-N 0.000 description 1
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 1
- YAUCKEPYKXHCFF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;manganese Chemical compound [Mn].NC(=S)SCCSC(N)=S YAUCKEPYKXHCFF-UHFFFAOYSA-N 0.000 description 1
- FSCWZHGZWWDELK-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione Chemical compound O=C1C(C)(C=C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FSCWZHGZWWDELK-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
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- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
- FURYAADUZGZUGQ-UHFFFAOYSA-N phenoxybenzene;sulfuric acid Chemical compound OS(O)(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 FURYAADUZGZUGQ-UHFFFAOYSA-N 0.000 description 1
- SCWKRWCUMCMVPW-UHFFFAOYSA-N phenyl n-methylcarbamate Chemical compound CNC(=O)OC1=CC=CC=C1 SCWKRWCUMCMVPW-UHFFFAOYSA-N 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- QYMMJNLHFKGANY-UHFFFAOYSA-N profenofos Chemical compound CCCSP(=O)(OCC)OC1=CC=C(Br)C=C1Cl QYMMJNLHFKGANY-UHFFFAOYSA-N 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003252 quinoxalines Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 229940083466 soybean lecithin Drugs 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 150000003450 sulfenic acids Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、高活性な農薬粉剤の製法に関し、さらに詳し
く述べるならば、活性成分としてベンゾイルフェニルウ
レア系殺虫成分を含有する農薬粉剤の製法に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a method for producing a highly active agrochemical powder, and more specifically, to a method for producing an agrochemical powder containing a benzoylphenylurea insecticidal component as an active ingredient. .
従来から、ジフルベンズo ン(Diflubenzu
ron)、トリフルムロン(Triflumuron)
、クロロフルアズロン(Chlorf luazur
on)、テフルベンズo ン(Teflu−benzu
ron) 、フルフェノクスo ン(Flufenox
uron)等の多くのペンゾイルフェニルウレア系化合
物を活性戒分とする殺虫粉剤が検討されてきた。これら
の粉剤は、活性戒分に担体および界面活性剤を添加し、
混合粉砕して製造され、使用に際してはそのままバイブ
ダスター等の散布装置にて、被対象物に散布される。Traditionally, diflubenzu
ron), Triflumuron
, chlorofluazuron (Chlorf luazur)
on), Teflu-benzu on)
ron), Flufenox
Insecticidal powders containing many penzoyl phenyl urea compounds such as P. uron as active ingredients have been studied. These powders are made by adding a carrier and a surfactant to the active ingredient,
It is manufactured by mixing and pulverizing, and when used, it is directly sprayed onto the target object using a spraying device such as a vibrator.
しかしながら、Diflubenzuron, Tri
flumuron,Chlorfluazuron,
Teflubenzuron, Flufenoxur
onなどを活性成分として含有する粉剤は乳剤やフロア
ブル剤及び水和剤に比較して活性が劣る欠点があった。However, Diflubenzuron, Tri
flumuron, Chlorfluazuron,
Teflubenzuron, Flufenoxur
Powder formulations containing on and the like as active ingredients have a drawback of being inferior in activity compared to emulsions, flowable formulations, and wettable powders.
このような粉剤を被対象物に散布する際、高い殺虫効果
を期待するには、多量に散布する必要があり、環境問題
、コストの面から好ましくない。When spraying such a powder onto a target object, in order to expect a high insecticidal effect, it is necessary to spray a large amount, which is undesirable from the viewpoint of environmental problems and cost.
本発明者らは、このような欠点のない農薬粉剤の製造に
ついて種々検討した。その結果、粉剤製造時に、有機溶
媒、例えば、アセトン、N−メチル−2−ビロリドンな
どに活性成分の一部または全部を予め溶解して用いるこ
とにより、極めて高い殺虫効果が得られることを見出し
た。The present inventors have conducted various studies on the production of agrochemical powders that do not have such drawbacks. As a result, they found that an extremely high insecticidal effect can be obtained by pre-dissolving part or all of the active ingredient in an organic solvent such as acetone or N-methyl-2-pyrrolidone during powder preparation. .
本発明によれば、従って、活性成分としてペンゾイルフ
ェニルウレア系殺虫戒分を含有する農薬粉剤を製造する
に際して、前記活性戒分の一部または全部を有機溶剤に
予め溶解させて用いることを特徴とする、高活性な農薬
粉剤の製法が提供される。According to the present invention, therefore, when producing an agrochemical powder containing a penzoyl phenyl urea insecticidal compound as an active ingredient, it is characterized in that part or all of the active compound is dissolved in an organic solvent in advance. A method for producing a highly active pesticide powder is provided.
本発明に有用な有機溶剤としては、メチルアルコール、
エチルアルコール、イソプロビルアルコール、エチレン
グリコールなどのアルコール類、アセトン、メチルエチ
ルケトン、シクロヘキサノン、アセトフェノンなどのケ
トン類、ジオキサン、テトラヒドロフランなどのエーテ
ル類、フルフラールなどのアルデヒド類、ケロシン、灯
油などの脂肪族炭化水素類、キシレン、トリメチルベン
ゼン、テトラメチルベンゼン、シクロヘキサン、ソルベ
ントナフサ1よどの芳香族炭化水素類、クロロホルム、
クロロベンゼン、四塩化炭素、ジクロルメタンなどのハ
ロゲン化炭化水素類、脂肪酸のグリセリンエステルなど
のエステル類、アセトニトリルなどのニトリル類、N−
メチル−2−ピロリドン、ジメチルスルホキシド、ジメ
チルホルムアミドなどの強極性溶剤、および場合によっ
てはエポキシド化された植物油、例えば、エボキシド化
大豆油またはココナッツ油などを挙げることができる。Organic solvents useful in the present invention include methyl alcohol,
Alcohols such as ethyl alcohol, isopropyl alcohol, and ethylene glycol; ketones such as acetone, methyl ethyl ketone, cyclohexanone, and acetophenone; ethers such as dioxane and tetrahydrofuran; aldehydes such as furfural; and aliphatic hydrocarbons such as kerosene and kerosene. , xylene, trimethylbenzene, tetramethylbenzene, cyclohexane, aromatic hydrocarbons such as solvent naphtha 1, chloroform,
Halogenated hydrocarbons such as chlorobenzene, carbon tetrachloride, dichloromethane, esters such as glycerin esters of fatty acids, nitriles such as acetonitrile, N-
Mention may be made of strongly polar solvents such as methyl-2-pyrrolidone, dimethylsulfoxide, dimethylformamide, and optionally epoxidized vegetable oils, such as epoxidized soybean oil or coconut oil.
好適には、アセトン、ジクロルメタン、クロロホルム、
メチルアルコール等の易揮発性溶剤、N−メチル−2−
ピロリドン、シクロヘキサノン、ジメチルホルムアミド
、アセトフエノン、フルフラール等の難揮発性溶剤を活
性戒分化合物に対してl:o.1〜1 : 100の
割合で添加する。Suitably, acetone, dichloromethane, chloroform,
Easily volatile solvents such as methyl alcohol, N-methyl-2-
A hardly volatile solvent such as pyrrolidone, cyclohexanone, dimethylformamide, acetophenone, or furfural is added to the active compound in a l:o ratio. Add at a ratio of 1 to 1:100.
活性戒分の一部または全部を前記有機溶剤に溶解後、こ
れに一般には担体(希釈剤)補助剤等が添加され、場合
によっては界面活性剤も添加される。After part or all of the active ingredient is dissolved in the organic solvent, a carrier (diluent), auxiliary agent, etc. are generally added thereto, and in some cases, a surfactant is also added.
界面活性剤としては、サルフェート及びスルホネート型
のアニオン性界面活性剤が主として用いられる。また、
ポリオキシエチレン型ノニオン性界面活性剤や水溶性高
分子物質、ポリオキシエチレンエーテル型リン酸エステ
ル系アニオン性界面活性剤等が用いられてもよい。サル
フェート系アニオン性界面活性剤としては、炭素数12
〜18のアルキル硫酸塩(塩としてはNa,K・NH,
及びアミン等の各塩〉、ポリオキシエチレンアルキル(
炭素数8〜12)フェニルエーテル硫酸塩(NaNH.
及びアミン等の各塩)、ポリオキシェチレンアルキル(
炭素数12〜18)エーテル硫酸塩(NaNH.及びア
ミン等の各塩)、ポリオキシエチレンポリオキシプロピ
レンブロックポリマー硫酸塩(Na ・NH.及びアミ
ン等の塩)等がある。また、スルホネート系アニオン性
界面活性剤としては、ドデシルベンゼンスルホネー}
(Na .NH4 2itCFアミン塩〉、モノ及びジ
アルキル(炭素数4)ナフタレンスルホネート (Na
及びNH,塩)、ナフタレンスルホネート(Na塩)ホ
ルマリン縮合物、ジアルキル(炭素数6〜8〉スルホサ
クシネート(Na塩)及びリグニンスルホネー} (N
a及びCa塩〉等を挙げることができる。このほかに、
ノニオン性界面活性剤としてポリオキシエチレンノニル
フェニルエーテル、ポリオキシエチレンスチリル(マた
はペンジル〉フェニルエーテル、ポリオキシエチレンソ
ルビタンアルキレート、ポリオキシエチレン脂肪酸く炭
素数12〜18〉エステル等が挙げられ、高分子物質と
してPVA,CMC,澱粉、アルギン酸塩、ポリアクリ
ル酸塩(Na及びアミン塩)等が挙げられる。また、場
合によっては、陽イオン性界面活性剤および両性イオン
性界面活性剤を使用することもできる。As the surfactant, sulfate and sulfonate type anionic surfactants are mainly used. Also,
A polyoxyethylene type nonionic surfactant, a water-soluble polymer substance, a polyoxyethylene ether type phosphate ester type anionic surfactant, etc. may be used. The sulfate-based anionic surfactant has 12 carbon atoms.
~18 alkyl sulfates (salts include Na, K, NH,
and various salts of amines, etc.), polyoxyethylene alkyl (
C8-12) phenyl ether sulfate (NaNH.
and various salts of amines, etc.), polyoxyethylene alkyl (
Examples include ether sulfates (having 12 to 18 carbon atoms) (salts of NaNH. and amines, etc.), polyoxyethylene polyoxypropylene block polymer sulfates (salts of Na.NH. and amines, etc.). In addition, as a sulfonate-based anionic surfactant, dodecylbenzenesulfone}
(Na .NH4 2itCF amine salt), mono- and dialkyl (4 carbon atoms) naphthalene sulfonate (Na
and NH, salt), naphthalene sulfonate (Na salt) formalin condensate, dialkyl (carbon number 6-8> sulfosuccinate (Na salt) and lignin sulfone} (N
a and Ca salt). In addition to this,
Examples of nonionic surfactants include polyoxyethylene nonylphenyl ether, polyoxyethylene styryl (or pendyl) phenyl ether, polyoxyethylene sorbitan alkylate, polyoxyethylene fatty acid ester having 12 to 18 carbon atoms, and the like. Examples of polymeric substances include PVA, CMC, starch, alginates, polyacrylates (Na and amine salts), etc. In some cases, cationic surfactants and zwitterionic surfactants are used. You can also do that.
担体(希釈剤)としては、大豆粉、小麦粉等の植物性粉
末、珪藻土、燐灰石、石膏、タルク、ベントナイト、ク
レー、カオリン、炭酸カルシウム、酸性白土、モンモリ
ロナイト、長石、石英等の鉱物性粉末、安息香酸ソーダ
、尿素、芒硝、アルミナ、合戒硅酸(いわゆるホワイト
カーボン)等の有機及び無機化合物が使用される。Examples of carriers (diluents) include vegetable powders such as soybean flour and wheat flour, mineral powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, clay, kaolin, calcium carbonate, acid clay, montmorillonite, feldspar, and quartz, and benzoin. Organic and inorganic compounds such as acid soda, urea, mirabilite, alumina, and silicic acid (so-called white carbon) are used.
また、農薬に通常使用される担体以外の補助剤、例えば
、展着剤、防腐剤、乳化剤、分解防止剤、同化防止剤、
大豆レシチン等の活性増強剤等を、必要に応じ、適当に
配合して殺虫効果を確実にすることができる。また、必
要に応じて、他の農薬、例えば、殺虫剤、殺ダニ剤、殺
線虫剤、殺菌剤、抗ウィルス剤、誘引剤、除草剤、植物
生長調整剤などを混用、併用することができ、この場合
に一層優れた効果を示すこともある。In addition, auxiliary agents other than carriers commonly used in agricultural chemicals, such as spreading agents, preservatives, emulsifiers, decomposition inhibitors, assimilation inhibitors,
If necessary, an activity enhancer such as soybean lecithin may be appropriately added to ensure the insecticidal effect. In addition, if necessary, other agricultural chemicals such as insecticides, acaricides, nematicides, fungicides, antiviral agents, attractants, herbicides, plant growth regulators, etc. may be mixed or used together. In this case, even better effects may be obtained.
例えば、殺虫剤、殺ダニ剤、もしくは殺線虫剤トシては
、O− (4−ブロモー2−クロロフェニル)O−エチ
ルーS−プロビルホスホロチオエート、2.2−ジクロ
ロビニルジメチルホスフェート、エチル−3−メチル−
4−(メチルチオ)フェニルイソブロビルホスホロアミ
デート、010−ジメチル一〇−4−二トロ−m−}リ
ルホスホロチオエート、〇一エチル一〇−4−ニトロフ
ェニルフェニルホスホノチオエート、○*O−ジエチル
一〇−2−イソプロビル−6−メチルピリミジン−4−
イルホスホロチオエー}、O,O−ジメチル一〇− (
3,5.6−トリクロロー2一ビリジル)ホスホロチオ
エート、○,S−ジメチルアセチルホスホロアミドチオ
エート、○−(2,4−シクロロフエニル)−0−エチ
ルーS−7”口ピルホスホロジチオエートのような有機
リン酸エステル系化合物;1−ナフチルメチルカーバー
メート、2−イソブロポキシフェニルメチルカーバメー
ト、2−メチル−2−(メチルチオ〉ブロピオンアルデ
ヒド、○−メチル力ルバモイルオキシム、2・3−ジヒ
ドロ−2.2−ジメチルベンゾフラン−7−イルメチル
カーバメート、ジメチル−N.N’ − (チオビス〔
(メチルイミノ)カルボニルオキシ〉〕ビスエタンイミ
ドチオエート、S−メチルーN−(メチルカルバモイル
オキシ)チオアセトイミデー}、N,N−ジメチル力ル
バモイルオキシイミノ−2−(メチルチオ)アセトアミ
ド、2−(エチルチオメチル〉フエニルメチルカーバメ
ート、2−ジメチルアミノー5.6−ジメチルピリジン
−4−イルジメチルカーバメート、S−S’−2−ジメ
チルアミノトrJメチレンビス(チオカーバメート)の
ようなカーバメート系化合物;2.2.2−}リクロロ
−1.1−ビス(4−クロロフェニル)エタノール、4
−クロロフェニル−2・4.5−}!Jクロロフェニル
スルホンのような有機塩素系化合物;トリシクロヘキス
ルチンヒドロキシドのような有機金属系化合物; (
RS)一α−シアノー3−フェノキシペンジルー(RS
)−2− (4−クロロフェニル〉−3−メチルブチレ
ート、3−フエノキシベンジル−(IRs)一シス、ト
ランス−3− (2.2−ジクロロビニル)−2.2−
ジメチルシクロプロパンカルボキシレート、(RS)一
α−シアノー3−フェノキシベンジルー(IRS)一シ
ス、トランス−3− (2.2−ジクロロビニル)−2
,2−ジメチルシクロブロバンカルボキシレート、(S
)一α−シアノー3−フェノキシベンジル−(I R)
一シスー3− (2.2−ジブロモビニル〉−2.2−
ジメチルシクロプロパンカルボキシレート、(RS)一
α−シアノー3−フェノキシベンジル(IRS)一シス
、トランス−3− (2−クロロー3.3.3−トリフ
ルオロブロペニル)−2.2−ジメチルシクロブロバン
カルボヰシレート、4−メチル−2.3,5.6−テト
ラフルオロベンジル−3−(2−クロロー3.3.3−
トリフルオローl−ブロペンー1−イル)−2・2−ジ
メチルシクロプロパン力ルポキシレートのようなピレス
ロイド系化合物;2tert−プチルイミノー3−イソ
ブロビル−5−フェニルー3,4.5.6−テトラヒド
ロ−2H−1.3.5−チアジアジン−4−オン、トラ
ンス−5− (4−クロロフェニル)−N−シクロヘキ
シル−4−メチル−2−オヰソチアゾリジノン−3−カ
ルボキサミド、N−メチルビス(2.4−キシリルイミ
ノメチル)アミン、N’ − (4−クロロー〇一トリ
ル)−N.N−ジメチルホルムアミジンのような化合物
;イソブロビルー(2E・4E)−11−メトヰシ−3
.7.11−}リメチル−2.4−ドデカジエノエート
のような幼若ホルモン様化合物;また、その他の化合物
として、ジニトロ系化合物、有機硫黄化合物、尿素系化
合物、トリアジン系化合物などが挙げられる。更に、B
T剤、昆虫病原ウィルス剤などのような微生物農薬など
と、混用、併用することもできる。For example, insecticides, acaricides, or nematicides include O-(4-bromo-2-chlorophenyl)O-ethyl-S-propylphosphorothioate, 2,2-dichlorovinyldimethylphosphate, ethyl-3- Methyl-
4-(Methylthio)phenylisobrobyl phosphoroamidate, 010-dimethyl 10-4-nitro-m-}lyl phosphorothioate, 01ethyl 10-4-nitrophenylphenylphosphonothioate, ○*O-diethyl 10-2-isopropyl-6-methylpyrimidine-4-
ylphosphorothioate}, O,O-dimethyl10- (
3,5.6-trichloro-2-biridyl) phosphorothioate, ○,S-dimethylacetyl phosphoroamidothioate, ○-(2,4-cyclophenyl)-0-ethyl-S-7'' pyruphosphorodithioate. Organic phosphate ester compounds; 1-naphthylmethyl carbamate, 2-isobropoxyphenylmethyl carbamate, 2-methyl-2-(methylthio)propionaldehyde, ○-methyl Rubamoyloxime, 2,3-dihydro- 2.2-dimethylbenzofuran-7-ylmethylcarbamate, dimethyl-N.N' - (thiobis[
(Methylimino)carbonyloxy〉]bisethanimidothioate, S-methyl-N-(methylcarbamoyloxy)thioacetimide}, N,N-dimethylcarbonyloxyimino-2-(methylthio)acetamide, 2-( Ethylthiomethyl> Carbamate-based compounds such as phenylmethyl carbamate, 2-dimethylamino-5.6-dimethylpyridin-4-yldimethylcarbamate, S-S'-2-dimethylaminotorJ methylenebis(thiocarbamate); 2.2.2-}lichloro-1.1-bis(4-chlorophenyl)ethanol, 4
-chlorophenyl-2・4.5-}! Organochlorine compounds such as J chlorophenylsulfone; organometallic compounds such as tricyclohexyl sulfone hydroxide; (
RS) monoalpha-cyano-3-phenoxypenzylene (RS)
)-2- (4-chlorophenyl>-3-methylbutyrate, 3-phenoxybenzyl-(IRs) monocis, trans-3- (2.2-dichlorovinyl)-2.2-
Dimethylcyclopropane carboxylate, (RS)-α-cyano-3-phenoxybenzyl (IRS)-cis, trans-3-(2,2-dichlorovinyl)-2
, 2-dimethylcyclobrobancarboxylate, (S
)-α-cyano-3-phenoxybenzyl-(I R)
1cis-3-(2.2-dibromovinyl>-2.2-
Dimethylcyclopropanecarboxylate, (RS)-α-cyano-3-phenoxybenzyl (IRS)-cis, trans-3-(2-chloro3.3.3-trifluorobropenyl)-2.2-dimethylcyclobroban carboxylate, 4-methyl-2.3,5.6-tetrafluorobenzyl-3-(2-chloro3.3.3-
pyrethroid compounds such as 2-tert-butylimino-3-isobrobyl-5-phenyl-3,4.5.6-tetrahydro-2H-1. 3.5-Thiadiazin-4-one, trans-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl-2-oisothiazolidinone-3-carboxamide, N-methylbis(2.4-xyl) liminomethyl)amine, N'-(4-chloro-1-tolyl)-N. Compounds such as N-dimethylformamidine; isobrobyl-(2E・4E)-11-methoxy-3
.. Juvenile hormone-like compounds such as 7.11-}limethyl-2,4-dodecadienoate; other compounds include dinitro compounds, organic sulfur compounds, urea compounds, triazine compounds, etc. . Furthermore, B
It can also be mixed or used in combination with microbial pesticides such as T agents and insect pathogen virus agents.
例えば、殺菌剤としては、S−ベンジル−0.0−ジイ
ソブロビルホスホロチオエート、〇一エチルーS,S−
ジフェニルホスホロジチオエート、アルミニウムエチル
ハイドロゲンホスホネートのような有機リン系化合物;
4.5,6.7−テトラクロロフタリド、テトラクロロ
イソフタロニトリルのような有機塩素系化合物;マンガ
ニーズエチレンビス(ジチオカーバメート)の重合物、
ジンクエチレンビス(ジチオカーバメート〉の重合物、
ジンクとマンネブの塩化合物、ジジンクビス(ジメチル
ジチオカーバメート)、エチレンビス(ジチオカーバメ
ート〉、ジンクプロピレンビス(ジチオカーバメート)
の重合物のようなジチオカーバメート系化合物;3a.
4,7a−テトラヒドローN−(}リクロロメタンスル
フェニル)フタルイミド、3a.4,7.7a−テトラ
ヒドローN−(1.1・2.2−テトラクロロエタンス
ルフェニル)フタルイミド、N−(}’Jクロロメチル
スルフェニル)フタルイミドのようなN一ハロゲノチオ
アルキル系化合物;3−(3・5ージクロロフェニル)
一N−イソブロビル−2.4一ジオキソイミダゾリジン
−1−カルボキサミド、(RS)−3− (3.5−ジ
クロロフェニル〉−5−メチル−5−ビニル−1.3−
オキサゾリジン−2.4−ジオン、N−(3.5−ジク
ロロフェニル)−1.2−ジメチルシクロプロパン−1
.2−ジカルボキシミドのようなジカルボヰシミド系化
合物;メチル−1−(ブチルカルバモイル〉ペンズイミ
ダゾール−2−イルカーバメート、ジメチル−4.4’
− (0−フェニレン〉ビス(3一チオアロファネー
ト)のようなペンズイミダゾール系化合物; 1− (
4−クロロフェノキシ〉−3.3−ジメチル−1− (
IH−1.2.4−}リアゾールー1−イル〉ブタノン
、1−(ビフエニル−4−イルオキシ)−3.3−ジメ
チル−1− (IH−1.2.4−}リアゾールー1−
イル)ブタン−2−オール、1−(N−(4−クロロー
2−トリフルオロメチルフェニル)−2−プロポキシア
セトイミドイル〕イミダゾール、1−(2一(2・4−
ジクロロフェニル)−4−エチル−1・3−ジオヰソラ
ン−2−イルメチル) −1H一1.2.4−}リアゾ
ール、1−(2− (2.4−ジクロロフェニル)−4
−7”ロビルー1.3一ジオキソラン−2−イルメチル
)−1H−1.2.4−}リアゾール、1− (2−(
2.4−ジクロロフェニル〉ペンチル)−1H−1.2
.4−トリアゾールのようなアゾール系化合物;2.4
′−ジクロローα−(ピリミジン−5−イル〉ベンズヒ
ドリルアルコール、(±)−2.4’−ジフルオローα
−(IH−1.2.4−}リアゾール−1−イルメチル
〉ペンズヒドリルアルコールのようなカルビノール系化
合物;3′−イソプロポキシー0−トルアニリド、α,
α.α一トリフルオロ−3′−イソプロポキシー0−}
ルアニリドのようなペンズアニリド系化合物;メチルー
N一(2−メトキシアセチル)−N− (2.6−キシ
リル) 一DL−アラニネートのようなアシルアラニン
系化合物;3−クロローN− (3−10ロー2.6−
ジニトロ−4−α,α,α一トリフルオロトリル)−5
−}リフルオロトリル)−5−トリフルオロメチル−2
−ピリジナミンのようなピリジナミン系化合物;またそ
の他の化合物としてピペラジン系化合物、モルホリン系
化合物、アントラキノン系化合物、キノキサリン系化合
物、クロトン酸系化合物、スルフェン酸系化合物、尿素
系化合物、抗生物質などが挙げられる。For example, the fungicides include S-benzyl-0.0-diisobrobyl phosphorothioate, 〇1ethyl-S,S-
Organophosphorus compounds such as diphenylphosphorodithioate and aluminum ethyl hydrogen phosphonate;
4. Organochlorine compounds such as 5,6.7-tetrachlorophthalide and tetrachloroisophthalonitrile; polymers of Manganese ethylene bis(dithiocarbamate);
Zinc ethylene bis(dithiocarbamate) polymer,
Salt compound of zinc and maneb, didizinc bis(dimethyldithiocarbamate), ethylene bis(dithiocarbamate), zinc propylene bis(dithiocarbamate)
dithiocarbamate compounds such as polymers of 3a.
4,7a-Tetrahydro N-(}lichloromethanesulfenyl)phthalimide, 3a. N-halogenothioalkyl compounds such as 4,7.7a-tetrahydro N-(1.1·2.2-tetrachloroethanesulfenyl)phthalimide, N-(}'Jchloromethylsulfenyl)phthalimide; 3- (3,5-dichlorophenyl)
-N-isobrobyl-2.4-dioxoimidazolidine-1-carboxamide, (RS)-3- (3.5-dichlorophenyl)-5-methyl-5-vinyl-1.3-
Oxazolidine-2,4-dione, N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1
.. Dicarboximide compounds such as 2-dicarboximide; methyl-1-(butylcarbamoyl)penzimidazol-2-ylcarbamate, dimethyl-4.4'
- Penzimidazole compounds such as (0-phenylene>bis(3-thioallophanate); 1- (
4-chlorophenoxy>-3,3-dimethyl-1- (
IH-1.2.4-}Riazole-1-yl>Butanone, 1-(biphenyl-4-yloxy)-3.3-dimethyl-1- (IH-1.2.4-}Riazole-1-
yl)butan-2-ol, 1-(N-(4-chloro-2-trifluoromethylphenyl)-2-propoxyacetimidoyl]imidazole, 1-(2-(2,4-
dichlorophenyl)-4-ethyl-1,3-dioisolan-2-ylmethyl)-1H-1.2.4-}riazole, 1-(2-(2.4-dichlorophenyl)-4
-7” Lobi-1.3-dioxolan-2-ylmethyl)-1H-1.2.4-}riazole, 1- (2-(
2.4-dichlorophenyl〉pentyl)-1H-1.2
.. Azole compounds such as 4-triazole; 2.4
'-dichloroα-(pyrimidin-5-yl)benzhydryl alcohol, (±)-2.4'-difluoroα
-(IH-1.2.4-}lyazol-1-ylmethyl> carbinol compounds such as penzhydryl alcohol; 3'-isopropoxy 0-toluanilide, α,
α. α-trifluoro-3′-isopropoxy 0-}
Penzanilide-based compounds such as methyl-N-(2-methoxyacetyl)-N-(2,6-xylyl)-Acylalanine-based compounds such as DL-alaninate; .6-
Dinitro-4-α,α,α-trifluorotolyl)-5
-}trifluorotolyl)-5-trifluoromethyl-2
- Pyridinamine compounds such as pyridinamine; other compounds include piperazine compounds, morpholine compounds, anthraquinone compounds, quinoxaline compounds, crotonic acid compounds, sulfenic acid compounds, urea compounds, antibiotics, etc. .
有効戒分である殺虫活性成分は粉剤中に通常0. 1%
から20%好ましくは0.1%から10%含有され、有
機溶媒は有効戒分の1710量から100倍量であるの
がよい。The insecticidal active ingredient, which is an effective ingredient, is usually contained in the powder at a concentration of 0. 1%
The organic solvent is preferably contained in an amount of 1,710 to 100 times the amount of the effective precept.
本発明の殺虫粉剤は、当業者が常備する設備をもって容
易に製造することができる。すなわち、リボン型混合機
やスクリュー型混合機に担体、界面活性剤等の粉末成分
を投入し、室温条件下あるいは必要に応じ30〜80℃
の加熱条件下で混合しながら、有機溶剤に室温あるいは
必要に応じ30〜80℃の加熱条件下で殺虫活性成分の
一部又は全部を溶解したものを注加し、混合する。次い
で、活性成分あるいは界面活性剤を充分均一に混合する
ため、ハンマーミル、ピンミルやジェット・オ●マイザ
ー等の粉砕機を通してランプ(1 ump)を解砕する
。さらに、これをリボン型混合機やスクリュー型混合機
で再度均一に混合すれば、目的とする殺虫粉剤を得るこ
とができる。また、高速回転羽根型混合機、例えば、ジ
ュースミキサー型混合機あるいはヘンシェルミキサー等
を用いれば、上記の混合一粉砕一混合の各工程を攪拌速
度のみを調節することが同一機器で行なうことができる
。The insecticidal powder of the present invention can be easily produced by those skilled in the art using equipment that is readily available. That is, powder components such as carriers and surfactants are put into a ribbon mixer or screw mixer, and heated at room temperature or at 30 to 80°C as necessary.
While mixing under heating conditions of , a part or all of the insecticidal active ingredient dissolved in an organic solvent at room temperature or, if necessary, under heating conditions of 30 to 80° C. is added and mixed. Next, in order to thoroughly and uniformly mix the active ingredient or surfactant, the 1 ump is crushed through a crusher such as a hammer mill, pin mill, or jet otomizer. Furthermore, if this is uniformly mixed again using a ribbon type mixer or a screw type mixer, the desired insecticidal powder can be obtained. Furthermore, if a high-speed rotary blade type mixer such as a juice mixer type mixer or a Henschel mixer is used, each of the above-mentioned mixing, pulverizing, and mixing steps can be performed using the same device by adjusting only the stirring speed. .
次に、本発明の殺虫粉剤の実施例、比較例及び試験例を
示す。添加剤の種類および配合比率は、これのみに限定
されることなく、広い範囲で変更可能であることはいう
までもない。Next, Examples, Comparative Examples, and Test Examples of the insecticidal powder of the present invention will be shown. It goes without saying that the types and blending ratios of additives are not limited to these, and can be varied within a wide range.
なお、部及び%はそれぞれ重量部及び重量%である。Note that parts and % are parts by weight and % by weight, respectively.
実施例1
1−(3.5−ジクロロ−4−(3−クロロー5−トリ
フルオロメチル−2−ビリジルオキシ)−7エニル)−
3− (2.6−ジフルオロベンゾイル)ウレア0.
3部をN−メチル−2−ピロリドン2部に室温条件下で
溶解させ、これにホワイトカーボン2部、ステアリン酸
カルシウム3部およびクレー92.7部を混合し、粉砕
して、常法に従い粉剤を得た。Example 1 1-(3.5-dichloro-4-(3-chloro-5-trifluoromethyl-2-biridyloxy)-7enyl)-
3-(2,6-difluorobenzoyl)urea 0.
3 parts of N-methyl-2-pyrrolidone was dissolved in 2 parts of N-methyl-2-pyrrolidone at room temperature, and 2 parts of white carbon, 3 parts of calcium stearate and 92.7 parts of clay were mixed therein, ground, and powdered according to a conventional method. Obtained.
実施例2
1−[3.5−ジクロロ−4−(3−クロロー5−トリ
フルオロメチル−2−ビリジルオキシ)ーフェニル)−
3− (2.6−ジフルオロベンゾイル)ウレア0.3
部を30倍量のメチルアルコールに溶解させ、これにホ
ワイトカーボン5部を加え、次いでこれにタルク30部
およびクレー64,7部を加え、ロータリーエバボレー
ターにて、メチルアルコールを揮散後、均一に混合し、
粉砕して、常法に従い粉剤を得た。Example 2 1-[3.5-dichloro-4-(3-chloro-5-trifluoromethyl-2-biridyloxy)-phenyl)-
3-(2,6-difluorobenzoyl)urea 0.3
1 part was dissolved in 30 times the volume of methyl alcohol, 5 parts of white carbon was added thereto, 30 parts of talc and 64.7 parts of clay were added thereto, and after volatilizing the methyl alcohol with a rotary evaporator, they were mixed uniformly. death,
It was crushed to obtain a powder according to a conventional method.
実施例3
1− (3.5−ジクロロ−2.4−ジフルオ口フェニ
ル) −3− (2・6−ジフルオロベンゾイル)ウレ
ア0.3部を50倍量のクロロホルムに40℃の加温条
件下にて溶解させ、これにホワイトカーボン4部、ドリ
レスA1部およびクレー15部を加え、ロータリーエバ
ポレーターにてクロホルムを揮敗後、さらにDLクレー
7967部を加え、均一に混合し、粉砕して、常法に従
いDL粉剤を得た。Example 3 0.3 part of 1-(3.5-dichloro-2.4-difluorophenyl)-3-(2,6-difluorobenzoyl)urea was added to 50 times the amount of chloroform under heating conditions of 40°C. 4 parts of white carbon, 1 part of Drillless A, and 15 parts of clay were added to this, and after the chloroform was evaporated in a rotary evaporator, 7967 parts of DL clay was added, mixed uniformly, pulverized, and constantly heated. DL powder was obtained according to the method.
実施例4
1− (3.5−ジクロロ−2.4−ジフルオロフェニ
ル)−3−(2,6−ジフルオロベンゾイル〉ウレア0
.3部をフルフラール3部に溶解させ、これにホワイト
カーボン3部、ドリレスA1部、クレー10部およびD
Lクレー82.7部を加え、均一に混合し、粉砕して、
常法に従いDL粉剤を得た。Example 4 1-(3,5-dichloro-2,4-difluorophenyl)-3-(2,6-difluorobenzoyl>urea 0
.. Dissolve 3 parts in 3 parts of furfural, add 3 parts of white carbon, 1 part of Drilless A, 10 parts of clay and D
Add 82.7 parts of L clay, mix uniformly, crush,
A DL powder was obtained according to a conventional method.
実施例5
1− (3,5−ジクロロ−4− (1,1.2.2−
テトラフルオ口エトヰシ)一フェニル〕−3−(2.’
6−ジフルオロベンゾイル〉ウレア0.2部をアセトフ
ェノン2.5部に溶解させ、これにホワイトカーボン4
部、ドリレスAO.5部、PAPO.5部およびDLク
レー92.3部を混合し、粉砕して、常法に従いDL粉
剤を得た。Example 5 1-(3,5-dichloro-4-(1,1.2.2-
tetrafluorophenyl)-3-(2.'
6-difluorobenzoyl〉urea (0.2 parts) was dissolved in 2.5 parts of acetophenone, and white carbon 4
Department, Doriles AO. Part 5, PAPO. 5 parts of DL clay and 92.3 parts of DL clay were mixed and ground to obtain a DL powder according to a conventional method.
実施例6
1− (3,5−ジクロロ−4− (1.1・2・2−
テトラブルオロエトキシ〉−フエニル〕−3−(2.6
−ジフルオロベンゾイル〉ウレア0. 2部を40℃に
加温したシクロヘヰサノン3部に溶解させ、これにホワ
イトカーボン5部、ステアリン酸カルシウム2部および
クレー89.8部を均一に混合し、粉砕して、常法に従
い粉剤を得た。Example 6 1-(3,5-dichloro-4-(1.1・2・2-
tetrafluoroethoxy>-phenyl]-3-(2.6
-Difluorobenzoyl>urea 0. 2 parts were dissolved in 3 parts of cyclohesanone heated to 40°C, and 5 parts of white carbon, 2 parts of calcium stearate, and 89.8 parts of clay were uniformly mixed therein and ground to obtain a powder according to a conventional method. .
実施例7
1− C3.5−ジクロロ−4− {1,1.2・2−
テトラフルオロエトキシ}−フェニル〕−3−(2.6
−ジフルオロベンゾイル)ウレア0. 2部を100倍
量のアセトンに溶解し、これにホワイトカーボン5部を
加え、次いでこれにクレー20部を加え、ロータリーエ
バポレーターにてアセトンを揮散後、さらにクレー74
.8部を加え、均一に混合し、粉砕して、常法に従い粉
剤を得た。Example 7 1-C3.5-dichloro-4- {1,1.2・2-
Tetrafluoroethoxy}-phenyl]-3-(2.6
-difluorobenzoyl)urea 0. Dissolve 2 parts in 100 times the volume of acetone, add 5 parts of white carbon, then add 20 parts of clay, volatilize the acetone with a rotary evaporator, and then dissolve 74 parts of clay.
.. 8 parts were added, mixed uniformly, and ground to obtain a powder according to a conventional method.
実施例8
1− (3.5−ジクロロ−4− (1.1,2.2−
テトラフルオロエトキシ)一フエニル)−3−(2・6
−ジフルオロベンゾイル)ウレア0. 2部を、N−メ
チル−2−ピロリドン1.8部に溶解させ、これにホワ
イトカーボン2.5部、ドリレスA0.5部、クレー1
0部およびDLクレー85部を加え、均一に混合し、粉
砕して、常法に従いDL粉剤を得た。Example 8 1-(3.5-dichloro-4-(1.1,2.2-
Tetrafluoroethoxy)monophenyl)-3-(2.6
-difluorobenzoyl)urea 0. 2 parts of N-methyl-2-pyrrolidone was dissolved in 1.8 parts of N-methyl-2-pyrrolidone, and 2.5 parts of white carbon, 0.5 parts of Drilleth A, and 1 part of clay were dissolved in 1.8 parts of N-methyl-2-pyrrolidone.
0 parts and 85 parts of DL clay were added, mixed uniformly, and ground to obtain a DL powder according to a conventional method.
実施例9
1−(4−クロロフェニル)−3−(2.6−ジフルオ
ロベンゾイル)ウレア0.4部を5倍量のジクロルメタ
ンに一部溶解させ、これにホワイトカーボン2部、タル
ク20部およびクレー77.6部を加え、ロータリーエ
バポレーターにてジクロルメタンを揮散後、均一に混合
し、粉砕して、常法に従い粉剤を得た。Example 9 0.4 part of 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea was partially dissolved in 5 times the amount of dichloromethane, and 2 parts of white carbon, 20 parts of talc and clay were added to the solution. After adding 77.6 parts of the mixture and volatilizing dichloromethane using a rotary evaporator, the mixture was mixed uniformly and pulverized to obtain a powder according to a conventional method.
実施例10
1− (4−}リフルオロメトキシ) −3− (2−
クロロベンゾイル〉ウレア0.4部を、40℃の加温条
件下に、N−メチル−2−ピロリドン1部に一部分溶解
させ、これにホワイトカーボン1部、ドリレスA0.5
部、P A P 0. 5部およびDLクレ、−96.
6部を加え、均一に混合し、粉砕して、常法に従いD
L粉剤を得た。Example 10 1- (4-}lifluoromethoxy) -3- (2-
0.4 part of chlorobenzoyl>urea was partially dissolved in 1 part of N-methyl-2-pyrrolidone under heating conditions of 40°C, and 1 part of white carbon and 0.5 parts of Drilleth A were dissolved in this solution.
Department, P A P 0. 5 parts and DL Cre, -96.
Add 6 parts of D
L powder was obtained.
実施例11
1−(2−フロオロ−4−(2−クロロー4一(2−ク
ロロー4−トリフルオロメチルフェノキシ〉−フェニル
)−3− (2,6−ジフルオロベンゾイル〉ウレア0
.4部をアセトフェノン6部に溶解させ、ホワイトカー
ボン5部、ドリレスAl部およびDLクレー87.6部
を加え、均一に混合し、粉砕して、常法に従いDL粉剤
を得た。Example 11 1-(2-fluoro-4-(2-chloro4-(2-chloro4-trifluoromethylphenoxy>-phenyl)-3-(2,6-difluorobenzoyl>urea 0
.. 4 parts were dissolved in 6 parts of acetophenone, 5 parts of white carbon, 87.6 parts of DL clay were added, and the mixture was mixed uniformly and pulverized to obtain a DL powder according to a conventional method.
比較例l
実施例1の組戒において、N−メチル−2−ピロリドン
を使用せず、その代りにクレー94.7部を用いて、同
様にして粉剤を得た。Comparative Example 1 A powder was obtained in the same manner as in Example 1 except that N-methyl-2-pyrrolidone was not used and 94.7 parts of clay was used instead.
比較例2
実施例2の組戒において、メチルアルコールを使用する
ことなく、同様にして粉剤を得た。Comparative Example 2 A powder was obtained in the same manner as in Example 2 without using methyl alcohol.
比較例3
実施例3の組或においてクロロホルムを使用することな
く、同様にして粉剤を得た。Comparative Example 3 A powder was obtained in the same manner as in Example 3, but without using chloroform.
比較例4
実施例4の組戒において、フルフラールを使用せず、そ
の代りにDLクレー85.7部を用いて、同様にしてD
L粉剤を得た。Comparative Example 4 D was prepared in the same manner as in Example 4, but without using furfural and using 85.7 parts of DL clay instead.
L powder was obtained.
比較例5
実施例5の組或において、アセトフェノンを使用せず、
その代りにDLクレー94.8部を用いて、同様にして
DL粉剤を得た。Comparative Example 5 In the set of Example 5, acetophenone was not used,
A DL powder was obtained in the same manner using 94.8 parts of DL clay instead.
比較例6
実施例60組或において、シクロヘキサノンを使用せず
、その代りにクレー92.8部を用いて、同様にして粉
剤を得た。Comparative Example 6 A powder was obtained in the same manner as in Example 60 except that cyclohexanone was not used and 92.8 parts of clay was used instead.
比較例7
実施例70組或において、アセトンを使用することなく
、同様にして粉剤を得た。Comparative Example 7 A powder was obtained in the same manner as in Example 70 without using acetone.
比較例8
実施例8の組或において、N−メチル−2−ピロリドン
を使用せず、その代りにDLクレー’86.8部を用い
て、同様にしてDL粉剤を得た。Comparative Example 8 A DL powder was obtained in the same manner as in Example 8 except that N-methyl-2-pyrrolidone was not used and 86.8 parts of DL clay was used instead.
比較例9
実施例90組或において、ジクロルメタンを使用するこ
となく、同様にして粉剤を得た。Comparative Example 9 A powder was obtained in the same manner as in Example 90 without using dichloromethane.
比較例10
実施例10の組或において、N−メチル−2−ピロリド
ンを使用せず、その代りにDLクレー97.6部を用い
て、同様にしてDL粉剤を得た。Comparative Example 10 A DL powder was obtained in the same manner as in Example 10 except that N-methyl-2-pyrrolidone was not used and 97.6 parts of DL clay was used instead.
比較例l1
実施例11の組或において、アセトフエノンを使用せず
、その代りにDLクレ−93.7部を用いて、同様にし
てDL粉剤を得た。Comparative Example 11 A DL powder was obtained in the same manner as in Example 11 except that acetophenone was not used and 93.7 parts of DL clay was used instead.
試験例1 イネドロオイムシに対する効果実施例1.2
.3および4並びに比較例1.2・3および4の粉剤を
、イネドロオイムシ3令幼虫を接種したポット植イネに
、ベルジャーダスターを使って散布した。処理ポットを
ケージに入れ、温度25℃湿度80%の恒温恒湿室に保
存し、5日後に殺虫率を調べた。試験は、1ポット10
頭ずつ接種し、2ポット1処理として行った。Test Example 1 Effect example 1.2 on rice beetle
.. The powders of Comparative Examples 1.3 and 4 and Comparative Examples 1.2, 3 and 4 were applied to rice plants planted in pots inoculated with third instar larvae of the rice beetle using a bell jar duster. The treated pots were placed in cages and stored in a constant temperature and humidity room at a temperature of 25° C. and a humidity of 80%, and the insecticidal rate was examined after 5 days. The test is 1 pot 10
Each head was inoculated and the treatment was carried out in two pots.
試験結果を表−1に示す。The test results are shown in Table-1.
表−1
布後、コブノメイガ3令幼虫をカップに放し、温度25
℃湿度65%の恒温室に保存し、6日後に殺虫率を調べ
た。試験は、1カツ75頭とし、4カップl処理として
行った。Table 1: After washing, the 3rd instar larvae of the kobuno borer were released into a cup, and the temperature was 25°C.
It was stored in a constant temperature room at 65% humidity and the insect killing rate was examined after 6 days. The test was conducted with 1 cutlet of 75 cows and a 4 cup liter treatment.
試験結果を表−2に示す。The test results are shown in Table-2.
表−2
試験例2 コブノメイガに対する効果
実施例5.6.7および8並びに比較例5,6.7およ
び8の粉剤を、塩ビカップに入れたイネ幼苗に、ベルジ
ャーダスターを使って散布した。敗試験例3 ニカメイ
チ冫ウに対する効果実施例9.lOおよび11並びに比
較例9.10および11の粉剤を、塩ビカップに入れた
イネ芽出し苗に、ベルジャーダスターを使って散布した
。散布後、二カメイチュウ10日令幼虫をカップに放し
、温度25℃湿度80%の恒温恒湿室に保存し、5日後
に殺虫率を調べた。試験は、1カップ5頭とし、4カッ
プ1処理として行った。Table 2 Test Example 2 Effect on the Kibno borer moth The powders of Examples 5.6.7 and 8 and Comparative Examples 5, 6.7 and 8 were sprinkled on rice seedlings placed in PVC cups using a bell jar duster. Failure test example 3 Effect example 9 on Nikamaichi Chiuu. The powders of IO and 11 and Comparative Examples 9, 10 and 11 were applied to budding rice seedlings placed in PVC cups using a bell jar duster. After spraying, 10-day-old larvae of P. elegans were released into a cup and stored in a constant temperature and humidity room at a temperature of 25° C. and a humidity of 80%, and the insecticidal rate was examined after 5 days. The test was conducted with 5 animals per cup and 4 cups per treatment.
試験結果を表−3に示す。The test results are shown in Table-3.
DIT余白
表−3
〔発明の効果〕
本発明の方法によれば、高い活性を示す殺虫用農業粉剤
を容易に製造することができる。DIT Margin Table-3 [Effects of the Invention] According to the method of the present invention, it is possible to easily produce an insecticidal agricultural powder that exhibits high activity.
Claims (1)
分を含有する農薬粉剤を製造するに際して、前記活性成
分の一部または全部を有機溶剤に予め溶解させて用いる
ことを特徴とする、高活性な農薬粉剤の製法。1. When producing a pesticide powder containing a benzoylphenylurea insecticidal component as an active ingredient, a highly active pesticide powder is used, which is characterized in that part or all of the active ingredient is dissolved in an organic solvent in advance. Manufacturing method.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15230189A JPH0320201A (en) | 1989-06-16 | 1989-06-16 | Production of highly active agricultural chemical dust |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15230189A JPH0320201A (en) | 1989-06-16 | 1989-06-16 | Production of highly active agricultural chemical dust |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0320201A true JPH0320201A (en) | 1991-01-29 |
Family
ID=15537533
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15230189A Pending JPH0320201A (en) | 1989-06-16 | 1989-06-16 | Production of highly active agricultural chemical dust |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0320201A (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49126837A (en) * | 1973-04-16 | 1974-12-04 | ||
JPS6323806A (en) * | 1986-07-16 | 1988-02-01 | Nissan Chem Ind Ltd | Stabilized agricultural chemical solid formulation |
JPS6341401A (en) * | 1986-08-06 | 1988-02-22 | Nippon Nohyaku Co Ltd | Improved agricultural granular and fine granular agent |
JPH01131148A (en) * | 1987-02-10 | 1989-05-24 | Sumitomo Chem Co Ltd | Benzoylurea derivative, production thereof and insecticide and acaricide comprising said derivative as active ingredient |
-
1989
- 1989-06-16 JP JP15230189A patent/JPH0320201A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49126837A (en) * | 1973-04-16 | 1974-12-04 | ||
JPS6323806A (en) * | 1986-07-16 | 1988-02-01 | Nissan Chem Ind Ltd | Stabilized agricultural chemical solid formulation |
JPS6341401A (en) * | 1986-08-06 | 1988-02-22 | Nippon Nohyaku Co Ltd | Improved agricultural granular and fine granular agent |
JPH01131148A (en) * | 1987-02-10 | 1989-05-24 | Sumitomo Chem Co Ltd | Benzoylurea derivative, production thereof and insecticide and acaricide comprising said derivative as active ingredient |
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