JPH0566362B2 - - Google Patents
Info
- Publication number
- JPH0566362B2 JPH0566362B2 JP60036115A JP3611585A JPH0566362B2 JP H0566362 B2 JPH0566362 B2 JP H0566362B2 JP 60036115 A JP60036115 A JP 60036115A JP 3611585 A JP3611585 A JP 3611585A JP H0566362 B2 JPH0566362 B2 JP H0566362B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- activated carbon
- buprofezin
- powder
- carbon 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.)
- Expired - Lifetime
Links
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 39
- 239000000843 powder Substances 0.000 claims description 13
- 239000004563 wettable powder Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- 239000000725 suspension Substances 0.000 claims description 6
- 230000000749 insecticidal effect Effects 0.000 claims description 5
- 239000000428 dust Substances 0.000 claims description 2
- APXUHQIBAXFLGW-UHFFFAOYSA-N 2,3-dihydro-1,3,5-thiadiazin-4-one Chemical compound O=C1NCSC=N1 APXUHQIBAXFLGW-UHFFFAOYSA-N 0.000 claims 1
- 239000005885 Buprofezin Substances 0.000 description 23
- PRLVTUNWOQKEAI-VKAVYKQESA-N buprofezin Chemical compound O=C1N(C(C)C)\C(=N\C(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-VKAVYKQESA-N 0.000 description 23
- 230000000052 comparative effect Effects 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 239000004927 clay Substances 0.000 description 8
- -1 Polyoxyethylene nonyl phenyl ether ammonium sulfate Polymers 0.000 description 7
- 239000002917 insecticide Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- 239000011256 inorganic filler Substances 0.000 description 5
- 229910003475 inorganic filler Inorganic materials 0.000 description 5
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
- 235000012239 silicon dioxide Nutrition 0.000 description 5
- 240000007594 Oryza sativa Species 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000009969 flowable effect Effects 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 3
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- 241001498622 Cixius wagneri Species 0.000 description 2
- 229920002261 Corn starch Polymers 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
- 239000004067 bulking agent Substances 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 2
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000010721 machine oil Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000002728 pyrethroid Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- PRLVTUNWOQKEAI-UHFFFAOYSA-N 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one Chemical compound O=C1N(C(C)C)C(=NC(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-UHFFFAOYSA-N 0.000 description 1
- XJFIKRXIJXAJGH-UHFFFAOYSA-N 5-chloro-1,3-dihydroimidazo[4,5-b]pyridin-2-one Chemical group ClC1=CC=C2NC(=O)NC2=N1 XJFIKRXIJXAJGH-UHFFFAOYSA-N 0.000 description 1
- 239000005745 Captan Substances 0.000 description 1
- 239000005945 Chlorpyrifos-methyl Substances 0.000 description 1
- 241001414720 Cicadellidae Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 241001677188 Coccus viridis Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- 235000009849 Cucumis sativus Nutrition 0.000 description 1
- 239000005892 Deltamethrin Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000336797 Eoeurysa flavocapitata Species 0.000 description 1
- PNVJTZOFSHSLTO-UHFFFAOYSA-N Fenthion Chemical compound COP(=S)(OC)OC1=CC=C(SC)C(C)=C1 PNVJTZOFSHSLTO-UHFFFAOYSA-N 0.000 description 1
- 241001466042 Fulgoromorpha Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241001556089 Nilaparvata lugens Species 0.000 description 1
- 229930182764 Polyoxin Natural products 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- CVQODEWAPZVVBU-UHFFFAOYSA-N XMC Chemical compound CNC(=O)OC1=CC(C)=CC(C)=C1 CVQODEWAPZVVBU-UHFFFAOYSA-N 0.000 description 1
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000012872 agrochemical composition Substances 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 229940117949 captan Drugs 0.000 description 1
- 239000000073 carbamate insecticide Substances 0.000 description 1
- IRUJZVNXZWPBMU-UHFFFAOYSA-N cartap Chemical compound NC(=O)SCC(N(C)C)CSC(N)=O IRUJZVNXZWPBMU-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229960002483 decamethrin Drugs 0.000 description 1
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
- XDSGMUJLZDSCPA-UHFFFAOYSA-N diazanium;phenoxybenzene;sulfate Chemical class [NH4+].[NH4+].[O-]S([O-])(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 XDSGMUJLZDSCPA-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- AWZOLILCOUMRDG-UHFFFAOYSA-N edifenphos Chemical compound C=1C=CC=CC=1SP(=O)(OCC)SC1=CC=CC=C1 AWZOLILCOUMRDG-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- VOEYXMAFNDNNED-UHFFFAOYSA-N metolcarb Chemical compound CNC(=O)OC1=CC=CC(C)=C1 VOEYXMAFNDNNED-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- YEBIHIICWDDQOL-YBHNRIQQSA-N polyoxin Polymers O[C@@H]1[C@H](O)[C@@H](C(C=O)N)O[C@H]1N1C(=O)NC(=O)C(C(O)=O)=C1 YEBIHIICWDDQOL-YBHNRIQQSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DNVLJEWNNDHELH-UHFFFAOYSA-N thiocyclam Chemical compound CN(C)C1CSSSC1 DNVLJEWNNDHELH-UHFFFAOYSA-N 0.000 description 1
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
-
- 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
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
-
- 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
- A01N43/88—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 six-membered rings with three ring hetero atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は2−第三ブチルイミノ−3−イソプロ
ピル−5−フエニル−3,4,5,6−テトラヒ
ドロ−2H−1,3,5−チアジアジン−4−オ
ン(以下ブプロフエジンという。)に活性炭粉末
を配合してなることを特徴とする殺虫組成物に関
するものである。
ブプロフエジンは特開昭55−53206号公報、特
開昭57−31603号公報等に記載されている如く、
稲の害虫であるトビイロウンカ、ヒメトビウン
カ、セジロウンカ等のウンカ類、ツマグロヨコバ
イ等、きゆうり、なす及びトマトの害虫であるオ
ンシツコナジラミ等、かんきつ類の害虫であるヤ
ノネカイガラムシ及び茶の害虫であるクワシロカ
イガラムシ、チヤノミドリヨコバイ等、広範囲の
害虫に対して長期間にわたつて優れた殺虫効果を
示す殺虫剤である。
しかしながら、薬剤処理時の気温が高温になる
程ブプロフエジンが揮散し所期の目的とする残効
性が得られないことが判明した。
本発明者等は、前記気象条件によるブプロフエ
ジンの揮散を抑制し安定した長期間にわたる効果
を維持する製剤を得るために研究を重ねた結果、
粉末活性炭を添加することによつて揮散が抑制さ
れ残効性が維持されることを見出して本発明を完
成させたものである。
特開昭55−38326号公報には、活性炭粉末にピ
レスロイド系殺虫剤を吸着させてなる殺虫組成物
が開示されている。これはピレスロリド系殺虫剤
を活性炭粉末に直接吸着させることにより速効性
及び残効性を得ることを目的としたものである。
又、特開昭56−169601号公報には25℃における水
溶解度が5ppmの農薬活性成分を活性炭及び1種
又は2種以上の植物性油に配合してなる徐放性農
薬粒状組成物が開示されている。これも有効成分
を活性炭に吸着させ、有効成分を徐々に放出させ
る技術であるが、植物油の添加量を調節すること
により放出量をも調節し残効性をもたせるもので
ある。
しかしながら本発明は前記の先行技術とは相達
し、活性炭粉末を無機増量剤の一部又は無機増量
剤にかえて使用することにより、薬剤散布時の温
度が比較的低い場合、即ち植物体に付着したブプ
ロフエジンの揮散が起りにくい条件下では、活性
炭粉末は無機増量剤として作用し、温度の高い場
合、即ちブプロフエジンの揮散が起りやすいと考
えられる条件下では活性炭粉末が植物体に付着し
たブプロフエジンから揮散したブプロフエジンを
捕集して徐々に放散させ、その結果有効成分の揮
散による損失を防ぐとともに所期の残効性も維持
することができるものである。
本発明に於いてブプロフエジンを粉剤、水和
剤、顆粒水和剤、懸濁剤又はフローダスト等の製
剤形態として使用する場合、薬剤処理後の温度条
件によるブプロフエジンの揮散を抑制するために
増量剤の一部又は増量剤にかえて活性炭粉末を配
合すれば良い。
活性炭粉末はブプロフエジン1重量部に対して
0.2〜10重量部の割合で配合するのが好ましい。
本発明に使用できる活性炭粉末は、水素気賦活
又は塩化亜鉛賦活したヤシガラ活性炭、木炭、オ
ガクズ炭、骨炭等のいずれでも良く、活性炭の粒
度も必要に応じて適宜選択すれば良い。
活性炭粉末は単独でも、又他の無機増量剤と組
合せて使用することもでき、使用できる無機増量
剤としてはクレー、タルク、炭酸カルシウム、珪
藻土、石膏、ベントナイト、酸性白土、含水珪
酸、珪酸カルシウム等の無機増量剤を挙げること
ができるがこれらに限定されるものではない。
本発明の有効成分であるブプロフエジンは単独
で又は他の殺虫剤又は殺菌剤と混合して使用する
ことができる。
使用される殺虫剤としてはMIPC、MTMC、
BPMC、NAC、MPMC、XMC等のカーバメー
ト系殺虫剤、ダイアジノン、アセフエート、
DMTP、PAP、クロルピリホスメチル、MEP、
アゾドリン、ピリダフエンチオン等の有機リン系
殺虫剤、フエンバレレート、デルタメトリン等の
合成ピレスロイド系殺虫剤、カルタツプ、チオシ
クラム等を挙げることができる。
使用される殺菌剤としてはイソプロチオラン、
フサライド、TPN、IBP、EDDP、プラストサ
イジンS、ポリオキシン、キヤプタン、ダイホル
タン、チオフアネート、ベノミル等を挙げること
ができる。
本発明の農薬組成物は農薬製剤上の常法に従つ
て粉剤、水和剤、顆粒水和剤、懸濁剤、フローダ
スト剤等の剤型に調整することができる。
以下に実施例及び試験例を挙げるが本発明はこ
れらに限定されるものではない。以下部とあるは
重量部を示す。
実施例 1
ブプロフエジン 25.0部
NPE 100 0.5部
ソジウムラウリルサルフエート 2.0部
リグニンスルホン酸ナトリウム 3.0部
活性炭粉末 25.0部
クレー 44.5部
以上を均一に混合紛砕し水和剤とする。
実施例 2
ブプロフエジン 5.0部
ダイアジノン 25.0部
ポリオキシエチレンノニルフエニルエーテルアン
モニウムスルフエート 2.5部
リグニンスルホン酸カルシウム 4.0部
含水珪酸(塩野義製薬製カープレツクス#1120)
25.0部
活性炭粉末 10.0部
炭酸カルシウム 28.5部
ダイアジノンを含水珪酸#1120に含浸させた
後、その他の成分を加え均一に混合粉砕し、水和
剤とする。
実施例 3
ブプロフエジン 5.0部
BPMC 25.0部
ポリオキシエチレンノニルフエニルエーテルアン
モニウムスルフエート 2.5部
リグニンスルホン酸カルシウム 4.0部
含水珪酸(塩野義製薬製カープレツクス#80)
10.0部
活性炭粉末 10.0部
クレー 43.5部
以上を均一に混合粉砕し、水和剤とする。
実施例 4
ブプロフエジン 1.5部
イソプロピルリン酸 0.15部
活性炭粉末 3.0部
炭酸カルシウム 30.0部
クレー 65.35部
以上を均一に混合粉砕し、粉剤とする。
実施例 5
ブプロフエジン 50.0部
ポリオキシエチレンノニルフエニルエーテルアン
モニウムスルフエート 2.0部
ポリオキシエチレンスチレン化フエニルエーテル
アンモニウムスルフエート 2.0部
リグニンスルホン酸カルシウム 3.0部
コーンスターチ 10.0部
活性炭粉末 20.0部
ラジオライト#200 13.0部
ブプロフエジン、コーンスターチ、ラジオライ
ト、活性炭粉末を均一に混合粉砕し、水に溶解し
た界面活性剤を加え、捏和混合し、0.7mmスクリ
ーンの押し出し造粒機で造粒し、50℃で乾燥し、
顆粒水和剤とする。
実施例 6
ブプロフエジン 40.0部
NPE 1.5部
ポリオキシエチレンスチレン化フエニルエーテル
(40%液) 2.0部
ポリオキシエチレンノニルフエニルエーテルホル
マリン縮合物(40%液) 3.0部
シリコーンオイル(信越シリコン製KM−73)
0.5部
プロピレングリコール 5.0部
キサンタンガム 1.5部
活性炭粉末 10.0部
水 36.5部
界面活性剤、プロピレングリコール、キサンタ
ンガム、シリコーンオイル及び水の溶液にブプロ
フエジンと活性炭粉末を加え湿式粉砕機(サンド
グライダー五十嵐機械社製)で粉砕し、懸濁剤と
する。
実施例 7
ブプロフエジン 20部
マシン油 40部
白灯油 15部
メチルナフタレン 5部
ポリオキシエチレンオレイルエーテル 5部
活性炭粉末 15部
界面活性剤を含む溶剤にブプロフエジン及び活
性炭を加え、湿式粉砕機で粉砕し、オイルベース
フロアブルを得る。
比較例 1
実施例1の活性炭粉末にかえてクレー69.5部を
使用して水和剤とする。
比較例 2
実施例2の活性炭粉末にかえて炭酸カルシウム
38.5部を使用して水和剤とする。
比較例 3
実施例3の活性炭粉末にかえてクレー53.5部を
使用して水和剤とする。
比較例 4
実施例4の活性炭粉末にかえてクレー68.35部
使用して粉剤とする。
比較例 5
実施例5の活性炭粉末にかえてラジオライト
#200を33.0部使用して顆粒水和剤とする。
比較例 6
実施例6の活性炭粉末にかえて含水珪酸(塩野
義製薬製カープレツクス#80)3部及び水43.5部
を使用して懸濁剤とする。
比較例 7
実施例7の活性炭粉末にかえてマシン油55部を
使用してオイルベースフロアブルする。
試験例 1
揮散性試験
実施例及び比較例の水和剤、顆粒水和剤、懸濁
剤及びオイルベースフロアブル剤はブプロフエジ
ンとして100ppmとなる様に水で希釈し、その1
mlを直径9cmのシヤーレに均一に散布し風乾す
る。粉剤はブプロフエジンとして100μgと直接
直径9cmのシヤーレに均一に散布する。40℃の恒
温機にシヤーレを保存し、経時的にとり出して残
存ブプロフエジン量をガスクロマトグラフイーに
て算出した。結果を第1表に示す。
In the present invention, activated carbon powder is added to 2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one (hereinafter referred to as buprofezin). The present invention relates to an insecticidal composition characterized by comprising: Buprofezin is as described in JP-A-55-53206, JP-A-57-31603, etc.
Planthoppers such as brown planthopper, brown-bottomed planthopper, and white-legged planthopper, which are pests of rice; black leafhopper, which is a pest of yellow cucumbers, eggplants, and tomatoes; green scale, which is a pest of citrus; It is an insecticide that exhibits excellent insecticidal effects over a long period of time against a wide range of insect pests, including leafhoppers. However, it has been found that the higher the temperature during drug treatment, the more buprofezin evaporates, making it impossible to obtain the desired residual effect. The present inventors have conducted repeated research to obtain a formulation that suppresses the volatilization of buprofezin due to the above-mentioned weather conditions and maintains stable long-term effects.
The present invention was completed by discovering that adding powdered activated carbon suppresses volatilization and maintains residual effectiveness. JP-A-55-38326 discloses an insecticidal composition comprising activated carbon powder adsorbed with a pyrethroid insecticide. The purpose of this is to directly adsorb a pyrethloride insecticide onto activated carbon powder to obtain immediate and residual effect.
Furthermore, JP-A-56-169601 discloses a sustained release pesticide granular composition comprising activated carbon and one or more vegetable oils mixed with a pesticide active ingredient having a water solubility of 5 ppm at 25°C. has been done. This is also a technique in which active ingredients are adsorbed onto activated carbon and gradually released, but by adjusting the amount of vegetable oil added, the amount released can also be adjusted to provide residual effectiveness. However, the present invention goes beyond the above-mentioned prior art and uses activated carbon powder as a part of the inorganic filler or in place of the inorganic filler. Under conditions where volatilization of buprofezin is unlikely to occur, activated carbon powder acts as an inorganic bulking agent, and at high temperatures, that is, under conditions where volatilization of buprofezin is considered likely to occur, activated carbon powder will volatilize from buprofezin attached to plants. By collecting the buprofezin and gradually dissipating it, it is possible to prevent the loss of the active ingredient due to volatilization and maintain the desired residual effect. In the present invention, when buprofegin is used in the form of a powder, wettable powder, wettable powder, suspension, flow dust, etc., a bulking agent is used to suppress volatilization of buprofegin due to temperature conditions after drug treatment. Activated carbon powder may be added in place of part of the filler or filler. Activated carbon powder per 1 part by weight of buprofezin
It is preferable to mix it in a proportion of 0.2 to 10 parts by weight. The activated carbon powder that can be used in the present invention may be coconut shell activated carbon activated with hydrogen gas or zinc chloride, charcoal, sawdust charcoal, bone charcoal, etc., and the particle size of the activated carbon may be appropriately selected as necessary. Activated carbon powder can be used alone or in combination with other inorganic fillers. Usable inorganic fillers include clay, talc, calcium carbonate, diatomaceous earth, gypsum, bentonite, acid clay, hydrated silicic acid, calcium silicate, etc. Examples include, but are not limited to, inorganic fillers. Buprofezin, the active ingredient of the present invention, can be used alone or in combination with other insecticides or fungicides. The insecticides used are MIPC, MTMC,
Carbamate insecticides such as BPMC, NAC, MPMC, and XMC, diazinon, acephate,
DMTP, PAP, chlorpyrifos methyl, MEP,
Examples include organophosphorus insecticides such as azodrine and pyridafentione, synthetic pyrethroid insecticides such as fenvalerate and deltamethrin, cartap, and thiocyclam. The fungicides used are isoprothiolane,
Examples include fusaride, TPN, IBP, EDDP, plasticidin S, polyoxin, captan, difortan, thiophanate, benomyl, and the like. The agrochemical composition of the present invention can be prepared into dosage forms such as powders, wettable powders, wettable powders, suspensions, and flow dusts according to conventional methods for agrochemical formulations. Examples and test examples are listed below, but the present invention is not limited thereto. The following parts indicate parts by weight. Example 1 Buprofezin 25.0 parts NPE 100 0.5 parts Sodium lauryl sulfate 2.0 parts Sodium ligninsulfonate 3.0 parts Activated carbon powder 25.0 parts Clay 44.5 parts The above ingredients were uniformly mixed and ground to prepare a wettable powder. Example 2 Buprofezin 5.0 parts Diazinon 25.0 parts Polyoxyethylene nonyl phenyl ether ammonium sulfate 2.5 parts Calcium lignin sulfonate 4.0 parts Hydrous silicic acid (Carplex #1120 manufactured by Shionogi & Co., Ltd.)
25.0 parts Activated carbon powder 10.0 parts Calcium carbonate 28.5 parts After impregnating diazinon into hydrated silicic acid #1120, add other ingredients and homogeneously mix and grind to make a wettable powder. Example 3 Buprofezin 5.0 parts BPMC 25.0 parts Polyoxyethylene nonyl phenyl ether ammonium sulfate 2.5 parts Calcium lignin sulfonate 4.0 parts Hydrous silicic acid (Carplex #80 manufactured by Shionogi & Co., Ltd.)
10.0 parts activated carbon powder 10.0 parts clay 43.5 parts Mix and pulverize the above uniformly to make a wettable powder. Example 4 Buprofezin 1.5 parts Isopropyl phosphoric acid 0.15 parts Activated carbon powder 3.0 parts Calcium carbonate 30.0 parts Clay 65.35 parts The above ingredients were uniformly mixed and pulverized to form a powder. Example 5 Buprofezin 50.0 parts Polyoxyethylene nonyl phenyl ether ammonium sulfate 2.0 parts Polyoxyethylene styrenated phenyl ether ammonium sulfate 2.0 parts Calcium lignin sulfonate 3.0 parts Corn starch 10.0 parts Activated carbon powder 20.0 parts Radiolite #200 13.0 parts Buprofezin, corn starch, Radiolite, activated carbon powder are uniformly mixed and pulverized, a surfactant dissolved in water is added, kneaded and mixed, granulated using an extrusion granulator with a 0.7 mm screen, and dried at 50℃. death,
Use as hydrated granules. Example 6 Buprofezin 40.0 parts NPE 1.5 parts Polyoxyethylene styrenated phenyl ether (40% liquid) 2.0 parts Polyoxyethylene nonyl phenyl ether formalin condensate (40% liquid) 3.0 parts Silicone oil (Shin-Etsu Silicon KM-73) )
0.5 parts Propylene glycol 5.0 parts Xanthan gum 1.5 parts Activated carbon powder 10.0 parts Water 36.5 parts Add buprofezin and activated carbon powder to a solution of surfactant, propylene glycol, xanthan gum, silicone oil, and water, and use a wet grinder (manufactured by Sandglider Igarashi Kikai Co., Ltd.). Grind and use as a suspension. Example 7 Buprofezin 20 parts Machine oil 40 parts White kerosene 15 parts Methylnaphthalene 5 parts Polyoxyethylene oleyl ether 5 parts Activated carbon powder 15 parts Buprofezin and activated carbon were added to a solvent containing a surfactant, pulverized with a wet pulverizer, and oil Obtain a base flowable. Comparative Example 1 A wettable powder was prepared by using 69.5 parts of clay in place of the activated carbon powder in Example 1. Comparative Example 2 Calcium carbonate instead of activated carbon powder in Example 2
Use 38.5 parts to make a wettable powder. Comparative Example 3 A wettable powder was prepared by using 53.5 parts of clay instead of the activated carbon powder in Example 3. Comparative Example 4 In place of the activated carbon powder in Example 4, 68.35 parts of clay was used to prepare a powder. Comparative Example 5 In place of the activated carbon powder in Example 5, 33.0 parts of Radiolite #200 was used to prepare a granule wettable powder. Comparative Example 6 In place of the activated carbon powder of Example 6, 3 parts of hydrated silicic acid (Carplex #80 manufactured by Shionogi & Co., Ltd.) and 43.5 parts of water were used to prepare a suspension. Comparative Example 7 55 parts of machine oil was used instead of the activated carbon powder of Example 7 to produce an oil-based flowable. Test Example 1 Volatility Test The wettable powders, granule wettable powders, suspending agents, and oil-based flowable agents of Examples and Comparative Examples were diluted with water to a concentration of 100 ppm as buprofezin.
Spread ml evenly on a 9cm diameter shear dish and air dry. The powder is 100 μg of buprofezin and is evenly distributed directly onto a 9 cm diameter shear dish. The petals were stored in a thermostat at 40°C, and taken out over time, and the amount of remaining buprofezin was calculated using gas chromatography. The results are shown in Table 1.
【表】【table】
【表】
試験例 2
残効性試験
実施例及び比較例の水和剤、顆粒水和剤、懸濁
剤及びオイルベースフロアブル剤は有効成分が
200ppmとなる様に水で調整し、50mlをスプレー
ガンで直径18cmのポツト植え水稲に散布し温室に
置く。粉剤は3Kg/10a相当量の薬剤を真空ベル
ジヤーで直径18cmのポツト植え水稲に散布し温室
内に置く、薬剤散布直後及び一定日数経過後の各
ポツトに1ポツト当たり40頭のトビイロウンカ3
令幼虫を接種し、各ポツトについて接種7日後に
死虫数を調査する。補正死虫率を下記の式により
算出した。
補正死虫率(%)=無処理区の生存率(%)
−処理区の生存率(%)/無処理区の生存率(%)×10
0
結果を第2表に示す。[Table] Test Example 2 Residual Effect Test The active ingredients of the wettable powders, granule wettable powders, suspensions, and oil-based flowables of Examples and Comparative Examples were
Adjust the concentration to 200ppm with water, and use a spray gun to spray 50ml onto rice plants planted in pots with a diameter of 18cm, and place them in the greenhouse. For the powder, apply an amount equivalent to 3 kg/10 a of rice using a vacuum bell jar to paddy rice planted in a pot with a diameter of 18 cm, and place it in a greenhouse.
The instar larvae are inoculated, and the number of dead insects in each pot is investigated 7 days after inoculation. The corrected mortality rate was calculated using the following formula. Corrected mortality rate (%) = Survival rate in untreated area (%)
- Survival rate of treated area (%) / Survival rate of untreated area (%) x 10
0 The results are shown in Table 2.
【表】【table】
Claims (1)
5−フエニル−3,4,5,6−テトラヒドロ−
2H−1,3,5−チアジアジン−4−オン1重
量部に対して活性炭粉末を0.2〜10重量部の割合
で配合してなることを特徴とする殺虫組成物。 2 粉剤、水和剤、顆粒水和剤、懸濁剤又はフロ
ーダストの製剤形態である特許請求の範囲第1項
記載の殺虫組成物。[Claims] 1 2-tert-butylimino-3-isopropyl-
5-phenyl-3,4,5,6-tetrahydro-
An insecticidal composition comprising 0.2 to 10 parts by weight of activated carbon powder per 1 part by weight of 2H-1,3,5-thiadiazin-4-one. 2. The insecticidal composition according to claim 1, which is in the form of a powder, wettable powder, wettable powder, suspension, or flow dust.
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60036115A JPS61197503A (en) | 1985-02-25 | 1985-02-25 | Agricultural chemical composition |
FR868602503A FR2577759B1 (en) | 1985-02-25 | 1986-02-24 | PESTICIDE COMPOSITION BASED ON BUPROFEZIN AND ACTIVE CARBON |
CN86101763A CN86101763B (en) | 1985-02-25 | 1986-02-24 | Composite of agricultural chemical |
GB08604517A GB2172804B (en) | 1985-02-25 | 1986-02-24 | A pesticidal composition |
KR1019860001310A KR920005587B1 (en) | 1985-02-25 | 1986-02-25 | Pesticidal composition |
PH33447A PH23575A (en) | 1985-02-25 | 1986-02-26 | A pesticidal composition |
MYPI87001806A MY101853A (en) | 1985-02-25 | 1987-09-21 | A pesticidal composition. |
SG86/90A SG8690G (en) | 1985-02-25 | 1990-02-06 | A pesticidal composition |
HK511/92A HK51192A (en) | 1985-02-25 | 1992-07-09 | A pesticidal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60036115A JPS61197503A (en) | 1985-02-25 | 1985-02-25 | Agricultural chemical composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61197503A JPS61197503A (en) | 1986-09-01 |
JPH0566362B2 true JPH0566362B2 (en) | 1993-09-21 |
Family
ID=12460778
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP60036115A Granted JPS61197503A (en) | 1985-02-25 | 1985-02-25 | Agricultural chemical composition |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS61197503A (en) |
KR (1) | KR920005587B1 (en) |
CN (1) | CN86101763B (en) |
FR (1) | FR2577759B1 (en) |
GB (1) | GB2172804B (en) |
HK (1) | HK51192A (en) |
MY (1) | MY101853A (en) |
PH (1) | PH23575A (en) |
SG (1) | SG8690G (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103271073A (en) * | 2013-06-18 | 2013-09-04 | 陕西农心作物科技有限公司 | Insecticidal composition containing epoxy worm moiety and buprofezin |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2522935B2 (en) * | 1987-03-13 | 1996-08-07 | 日本農薬株式会社 | Insecticidal composition with improved residual effect |
FR2837066B1 (en) * | 2002-03-14 | 2004-07-16 | Michel Gentet | PHYTOSANITARY COMPOSITION COMPRISING AN ACTIVE INGREDIENT AND A POWDER COMPOUND AND APPLICATION TO FIGHTING IN PARTICULAR AGAINST METCALFA PRUINOSA |
CN101189967B (en) * | 2007-05-18 | 2010-04-14 | 陆剑飞 | Insecticidal composition |
DE102009022893A1 (en) * | 2009-05-27 | 2010-12-02 | Bayer Technology Services Gmbh | Powder formulations with adsorbent particles |
CN102084863B (en) * | 2011-03-01 | 2012-03-28 | 宁波市鄞州浩斯瑞普生物科技有限公司 | Slow-release preparation of slow-release thiadiazine substances |
CN102273472A (en) * | 2011-08-16 | 2011-12-14 | 江苏东宝农药化工有限公司 | Compounded pesticide composite containing methyl carbamate and buprofezin and preparation method thereof |
CN102986697A (en) * | 2012-12-24 | 2013-03-27 | 海利尔药业集团股份有限公司 | Insecticide-acaricide composition containing buprofezin and bifenazate |
CN105472987B (en) * | 2013-06-21 | 2017-08-04 | 巴斯夫欧洲公司 | Suspension-concentrates composition comprising isothiazoline insecticide and activated carbon |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS543083A (en) * | 1977-06-09 | 1979-01-11 | Nippon Nohyaku Co Ltd | Tetrahydro-1,3,5-thiadiazin-4-ones and insecticide-miticide containing the same |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1592043A (en) * | 1977-06-09 | 1981-07-01 | Nihon Nohyaku Co Ltd | Tetrahydro-1,3,5-thiadiazin-4-one derivatives |
JPS5538326A (en) * | 1978-09-11 | 1980-03-17 | Lion Corp | Insecticidal composition |
-
1985
- 1985-02-25 JP JP60036115A patent/JPS61197503A/en active Granted
-
1986
- 1986-02-24 CN CN86101763A patent/CN86101763B/en not_active Expired
- 1986-02-24 GB GB08604517A patent/GB2172804B/en not_active Expired
- 1986-02-24 FR FR868602503A patent/FR2577759B1/en not_active Expired - Fee Related
- 1986-02-25 KR KR1019860001310A patent/KR920005587B1/en not_active IP Right Cessation
- 1986-02-26 PH PH33447A patent/PH23575A/en unknown
-
1987
- 1987-09-21 MY MYPI87001806A patent/MY101853A/en unknown
-
1990
- 1990-02-06 SG SG86/90A patent/SG8690G/en unknown
-
1992
- 1992-07-09 HK HK511/92A patent/HK51192A/en not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS543083A (en) * | 1977-06-09 | 1979-01-11 | Nippon Nohyaku Co Ltd | Tetrahydro-1,3,5-thiadiazin-4-ones and insecticide-miticide containing the same |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103271073A (en) * | 2013-06-18 | 2013-09-04 | 陕西农心作物科技有限公司 | Insecticidal composition containing epoxy worm moiety and buprofezin |
Also Published As
Publication number | Publication date |
---|---|
PH23575A (en) | 1989-09-11 |
FR2577759A1 (en) | 1986-08-29 |
SG8690G (en) | 1991-01-18 |
FR2577759B1 (en) | 1991-11-22 |
HK51192A (en) | 1992-07-17 |
JPS61197503A (en) | 1986-09-01 |
CN86101763A (en) | 1986-09-24 |
GB2172804A (en) | 1986-10-01 |
KR920005587B1 (en) | 1992-07-09 |
KR860006207A (en) | 1986-09-09 |
GB2172804B (en) | 1988-06-15 |
GB8604517D0 (en) | 1986-04-03 |
CN86101763B (en) | 1988-10-19 |
MY101853A (en) | 1992-01-31 |
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