KR20090113864A - 마이크로캡슐화 농약 활성 성분을 함유한 오일 현탁 농축물 - Google Patents
마이크로캡슐화 농약 활성 성분을 함유한 오일 현탁 농축물 Download PDFInfo
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- KR20090113864A KR20090113864A KR1020097017487A KR20097017487A KR20090113864A KR 20090113864 A KR20090113864 A KR 20090113864A KR 1020097017487 A KR1020097017487 A KR 1020097017487A KR 20097017487 A KR20097017487 A KR 20097017487A KR 20090113864 A KR20090113864 A KR 20090113864A
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- South Korea
- Prior art keywords
- methyl
- alkyl
- suspension concentrate
- active compound
- ethyl
- 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.)
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- 239000012141 concentrate Substances 0.000 title claims abstract description 46
- 239000012053 oil suspension Substances 0.000 title claims abstract description 45
- 239000000575 pesticide Substances 0.000 title claims description 39
- 239000004480 active ingredient Substances 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000000654 additive Substances 0.000 claims abstract description 9
- 239000002671 adjuvant Substances 0.000 claims abstract description 3
- -1 (thio) carbonyltriazolin Chemical class 0.000 claims description 264
- 150000001875 compounds Chemical class 0.000 claims description 170
- 150000003839 salts Chemical class 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 44
- 239000003094 microcapsule Substances 0.000 claims description 40
- 239000012071 phase Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 26
- 238000002360 preparation method Methods 0.000 claims description 26
- 238000009472 formulation Methods 0.000 claims description 18
- 229940100389 Sulfonylurea Drugs 0.000 claims description 15
- 230000007062 hydrolysis Effects 0.000 claims description 14
- 238000006460 hydrolysis reaction Methods 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 12
- 239000008346 aqueous phase Substances 0.000 claims description 9
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 5
- 239000005601 Propoxycarbazone Substances 0.000 claims description 4
- 239000003905 agrochemical Substances 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- JTHMVYBOQLDDIY-UHFFFAOYSA-N methyl 2-[(4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carbonyl)sulfamoyl]benzoate Chemical compound O=C1N(C)C(OCCC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC JTHMVYBOQLDDIY-UHFFFAOYSA-N 0.000 claims description 4
- 230000035945 sensitivity Effects 0.000 claims description 4
- FIBLLDXAIFHZIW-UHFFFAOYSA-N n-(benzenesulfonyl)-5-oxo-4h-triazole-1-carboxamide Chemical compound N1=NCC(=O)N1C(=O)NS(=O)(=O)C1=CC=CC=C1 FIBLLDXAIFHZIW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 2
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical compound NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims 2
- 238000002144 chemical decomposition reaction Methods 0.000 claims 1
- 239000012868 active agrochemical ingredient Substances 0.000 abstract 2
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 description 81
- 125000004432 carbon atom Chemical group C* 0.000 description 71
- 239000001257 hydrogen Substances 0.000 description 65
- 229910052739 hydrogen Inorganic materials 0.000 description 65
- 239000000460 chlorine Substances 0.000 description 64
- 150000003254 radicals Chemical class 0.000 description 63
- 229910052736 halogen Inorganic materials 0.000 description 55
- 150000002367 halogens Chemical class 0.000 description 55
- 235000002639 sodium chloride Nutrition 0.000 description 49
- 239000003921 oil Substances 0.000 description 37
- 241000196324 Embryophyta Species 0.000 description 35
- 239000004009 herbicide Substances 0.000 description 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 34
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 34
- 125000000217 alkyl group Chemical group 0.000 description 33
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 32
- 150000002431 hydrogen Chemical class 0.000 description 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 31
- 239000002253 acid Substances 0.000 description 30
- 239000003112 inhibitor Substances 0.000 description 30
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 27
- 230000002363 herbicidal effect Effects 0.000 description 26
- 235000019198 oils Nutrition 0.000 description 25
- 229910052801 chlorine Inorganic materials 0.000 description 23
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 22
- 125000003545 alkoxy group Chemical group 0.000 description 22
- 125000000304 alkynyl group Chemical group 0.000 description 22
- 239000004215 Carbon black (E152) Substances 0.000 description 21
- 125000003342 alkenyl group Chemical group 0.000 description 21
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 20
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical compound CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 description 19
- 229910052760 oxygen Inorganic materials 0.000 description 19
- 125000004093 cyano group Chemical group *C#N 0.000 description 18
- 229910052731 fluorine Inorganic materials 0.000 description 18
- 125000000623 heterocyclic group Chemical group 0.000 description 18
- 125000004414 alkyl thio group Chemical group 0.000 description 17
- 229910052717 sulfur Inorganic materials 0.000 description 17
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 16
- 125000003282 alkyl amino group Chemical group 0.000 description 16
- 125000003118 aryl group Chemical group 0.000 description 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 16
- 125000002947 alkylene group Chemical group 0.000 description 15
- 229930195733 hydrocarbon Natural products 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 15
- 230000008569 process Effects 0.000 description 14
- 125000001424 substituent group Chemical group 0.000 description 14
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 13
- 235000010469 Glycine max Nutrition 0.000 description 13
- 239000005562 Glyphosate Substances 0.000 description 13
- 229940097068 glyphosate Drugs 0.000 description 13
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 13
- 150000007513 acids Chemical class 0.000 description 12
- 239000011737 fluorine Substances 0.000 description 12
- 125000005842 heteroatom Chemical group 0.000 description 12
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 12
- 125000001188 haloalkyl group Chemical group 0.000 description 11
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 11
- 108010000700 Acetolactate synthase Proteins 0.000 description 10
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 10
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 9
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 9
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 125000000753 cycloalkyl group Chemical group 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 9
- 125000006413 ring segment Chemical group 0.000 description 9
- 229920006395 saturated elastomer Polymers 0.000 description 9
- 159000000000 sodium salts Chemical class 0.000 description 9
- 241000894007 species Species 0.000 description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- 239000005561 Glufosinate Substances 0.000 description 8
- 244000068988 Glycine max Species 0.000 description 8
- JUJFQMPKBJPSFZ-UHFFFAOYSA-M Iodosulfuron-methyl-sodium Chemical compound [Na+].COC(=O)C1=CC=C(I)C=C1S(=O)(=O)[N-]C(=O)NC1=NC(C)=NC(OC)=N1 JUJFQMPKBJPSFZ-UHFFFAOYSA-M 0.000 description 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 8
- 125000005907 alkyl ester group Chemical group 0.000 description 8
- 238000013459 approach Methods 0.000 description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 8
- 125000004663 dialkyl amino group Chemical group 0.000 description 8
- 125000004438 haloalkoxy group Chemical group 0.000 description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
- 229910052794 bromium Inorganic materials 0.000 description 7
- 150000001768 cations Chemical class 0.000 description 7
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 7
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 7
- 230000009261 transgenic effect Effects 0.000 description 7
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 6
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 description 6
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-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
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000003863 ammonium salts Chemical class 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 6
- 239000000417 fungicide Substances 0.000 description 6
- 230000012010 growth Effects 0.000 description 6
- 150000007524 organic acids Chemical class 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 6
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 5
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 description 5
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 5
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 description 5
- 239000005560 Foramsulfuron Substances 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 125000003302 alkenyloxy group Chemical group 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000002775 capsule Substances 0.000 description 5
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 5
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 5
- 239000003337 fertilizer Substances 0.000 description 5
- 230000035784 germination Effects 0.000 description 5
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical compound COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 4
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 description 4
- RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 4
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 description 4
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 4
- 239000003666 Amidosulfuron Substances 0.000 description 4
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 description 4
- 239000005489 Bromoxynil Substances 0.000 description 4
- 239000005496 Chlorsulfuron Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- GMBRUAIJEFRHFQ-UHFFFAOYSA-N Fenchlorazole-ethyl Chemical group N1=C(C(=O)OCC)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl GMBRUAIJEFRHFQ-UHFFFAOYSA-N 0.000 description 4
- 239000005574 MCPA Substances 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 4
- 239000005586 Nicosulfuron Substances 0.000 description 4
- YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 description 4
- 239000005619 Sulfosulfuron Substances 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 description 4
- 125000005133 alkynyloxy group Chemical group 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 4
- MAHPNPYYQAIOJN-UHFFFAOYSA-N azimsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=CC=2C2=NN(C)N=N2)C)=N1 MAHPNPYYQAIOJN-UHFFFAOYSA-N 0.000 description 4
- 239000004490 capsule suspension Substances 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 description 4
- 230000001276 controlling effect Effects 0.000 description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 description 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 4
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 125000001072 heteroaryl group Chemical group 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- CONWAEURSVPLRM-UHFFFAOYSA-N lactofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC(C)C(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 CONWAEURSVPLRM-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 description 4
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—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 liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07001380A EP1952688A1 (de) | 2007-01-23 | 2007-01-23 | Ölsuspensionskonzentrat mit mikrogekaspelten und mit nicht mikrogekaspelten agrochemischen Wirkstoffen |
| EP07001380.0 | 2007-01-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20090113864A true KR20090113864A (ko) | 2009-11-02 |
Family
ID=38564578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020097017487A Withdrawn KR20090113864A (ko) | 2007-01-23 | 2008-01-10 | 마이크로캡슐화 농약 활성 성분을 함유한 오일 현탁 농축물 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20080176746A1 (https=) |
| EP (2) | EP1952688A1 (https=) |
| JP (1) | JP2010516720A (https=) |
| KR (1) | KR20090113864A (https=) |
| CN (1) | CN101621924A (https=) |
| AR (1) | AR064982A1 (https=) |
| AU (1) | AU2008209129A1 (https=) |
| BR (1) | BRPI0807401A2 (https=) |
| CA (1) | CA2676210A1 (https=) |
| EA (1) | EA013316B1 (https=) |
| EC (1) | ECSP099527A (https=) |
| IL (1) | IL199960A0 (https=) |
| MX (1) | MX2009007824A (https=) |
| UA (1) | UA96009C2 (https=) |
| WO (1) | WO2008089890A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180101490A (ko) * | 2016-01-21 | 2018-09-12 | 유피엘 리미티드 | 개선된 제초제 제형 |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2323399B2 (es) * | 2007-06-19 | 2010-02-26 | Gat Microencapsulation Ag | Suspensiones en aceites de sulfonilureas y combinaciones agroquimicas. |
| US20110053776A1 (en) * | 2009-09-01 | 2011-03-03 | Bahr James T | Blends of micro-encapsulated pesticide formulations |
| CN101715778A (zh) * | 2009-12-08 | 2010-06-02 | 安徽丰乐农化有限责任公司 | 精噁唑禾草灵·氟唑磺隆复配除草剂 |
| GB2483050B (en) * | 2010-08-17 | 2012-12-19 | Rotam Agrochem Int Co Ltd | Herbicidal compositions |
| CN103501604A (zh) * | 2010-09-17 | 2014-01-08 | 陶氏益农公司 | 稳定性提高的液体农业制剂 |
| CN102057900B (zh) * | 2011-01-26 | 2013-05-01 | 河北博嘉农业有限公司 | 噻苯隆油悬浮剂 |
| RU2460296C1 (ru) * | 2011-05-03 | 2012-09-10 | Михаил Аркадьевич Ершов | Способ стимуляции всхожести семян |
| RU2504154C2 (ru) * | 2011-05-12 | 2014-01-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Чувашский государственный педагогический университет им. И.Я. Яковлева" | Стимулятор для предпосевной обработки семян зерновых культур |
| GB201109239D0 (en) | 2011-06-01 | 2011-07-13 | Syngenta Participations Ag | Herbicidal compositions |
| RU2462034C1 (ru) * | 2011-08-12 | 2012-09-27 | Михаил Аркадьевич Ершов | Способ получения стимулятора зерновых культур |
| CN103102307A (zh) * | 2013-03-04 | 2013-05-15 | 黑龙江大学 | 合成唑虫酰胺的方法 |
| WO2015085377A1 (pt) * | 2013-12-11 | 2015-06-18 | Oxiteno S.A. Indústria E Comércio | Alquil éster de ácido policarboxílico derivado de álcool ramificado e linear de fonte vegetal, e, uso de um alquil éster em formulações agroquímicas |
| GB201501793D0 (en) * | 2015-02-03 | 2015-03-18 | Eden Research Plc | Encapsulation of high potency active agents |
| US12004509B2 (en) * | 2016-11-18 | 2024-06-11 | Indorama Ventures Oxides Australia Pty Limited | Co-formulation comprising a plant growth regulator and an oil, and methods of preparing and using said co-formulation |
| CN108575993A (zh) * | 2018-04-19 | 2018-09-28 | 河北威远生物化工有限公司 | 一种草铵膦可分散微囊油悬浮剂及其制备方法 |
| CA3102454A1 (en) | 2018-06-05 | 2019-12-12 | Monsanto Technology Llc | Herbicidal compositions |
| BR112020024452A2 (pt) * | 2018-06-05 | 2021-03-16 | Monsanto Technology Llc | Composições herbicidas |
| CN109497057B (zh) * | 2019-01-02 | 2020-02-21 | 中国农业大学 | 防治根结线虫的阿维菌素b2微囊悬浮剂及其制备方法 |
| WO2022034533A1 (en) * | 2020-08-13 | 2022-02-17 | Coromandel International Limited | Insecticidal composition |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4285720A (en) * | 1972-03-15 | 1981-08-25 | Stauffer Chemical Company | Encapsulation process and capsules produced thereby |
| US4157983A (en) * | 1977-07-28 | 1979-06-12 | Champion International Corporation | Process for production of encapsulated water-dispersible materials |
| US4956129A (en) * | 1984-03-30 | 1990-09-11 | Ici Americas Inc. | Microencapsulation process |
| US4534783A (en) * | 1984-01-03 | 1985-08-13 | Monsanto Co. | High concentration encapsulation of water soluble-materials |
| US5700475A (en) * | 1995-12-29 | 1997-12-23 | Monsanto Company | Stabilized pesticidal compositions and their use |
| WO1997038581A1 (en) * | 1996-04-16 | 1997-10-23 | E.I. Du Pont De Nemours And Company | Herbicidal mixtures |
| BR9713652B1 (pt) * | 1996-12-31 | 2009-05-05 | processo para a produção de microcápsulas contendo um material aquoso dentro de uma estrutura polimérica. | |
| DE10022989A1 (de) * | 2000-05-11 | 2001-11-22 | Aventis Cropscience Gmbh | Kombinationen von Pflanzenschutzmitteln mit organischen oder anorganischen Trägermaterialien |
| ES2235642B2 (es) * | 2003-12-18 | 2006-03-01 | Gat Formulation Gmbh | Proceso de multi-microencapsulacion continuo para la mejora de la estabilidad y almacenamiento de ingredientes biologicamente activos. |
| EP1844653B1 (en) * | 2006-03-30 | 2017-07-26 | GAT Microencapsulation GmbH | Novel agrochemical formulations containing microcapsules |
-
2007
- 2007-01-23 EP EP07001380A patent/EP1952688A1/de not_active Withdrawn
-
2008
- 2008-01-10 CA CA002676210A patent/CA2676210A1/en not_active Abandoned
- 2008-01-10 EP EP08701053A patent/EP2111104A2/de not_active Withdrawn
- 2008-01-10 MX MX2009007824A patent/MX2009007824A/es unknown
- 2008-01-10 CN CN200880002902A patent/CN101621924A/zh active Pending
- 2008-01-10 KR KR1020097017487A patent/KR20090113864A/ko not_active Withdrawn
- 2008-01-10 EA EA200900855A patent/EA013316B1/ru not_active IP Right Cessation
- 2008-01-10 UA UAA200908797A patent/UA96009C2/ru unknown
- 2008-01-10 AU AU2008209129A patent/AU2008209129A1/en not_active Abandoned
- 2008-01-10 BR BRPI0807401-1A patent/BRPI0807401A2/pt not_active IP Right Cessation
- 2008-01-10 WO PCT/EP2008/000126 patent/WO2008089890A2/de not_active Ceased
- 2008-01-10 JP JP2009546670A patent/JP2010516720A/ja not_active Abandoned
- 2008-01-22 US US12/017,846 patent/US20080176746A1/en not_active Abandoned
- 2008-01-22 AR ARP080100257A patent/AR064982A1/es not_active Application Discontinuation
-
2009
- 2009-07-20 EC EC2009009527A patent/ECSP099527A/es unknown
- 2009-07-20 IL IL199960A patent/IL199960A0/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180101490A (ko) * | 2016-01-21 | 2018-09-12 | 유피엘 리미티드 | 개선된 제초제 제형 |
Also Published As
| Publication number | Publication date |
|---|---|
| EA200900855A1 (ru) | 2009-12-30 |
| UA96009C2 (ru) | 2011-09-26 |
| MX2009007824A (es) | 2009-07-30 |
| CN101621924A (zh) | 2010-01-06 |
| BRPI0807401A2 (pt) | 2014-05-27 |
| AU2008209129A1 (en) | 2008-07-31 |
| CA2676210A1 (en) | 2008-07-31 |
| AR064982A1 (es) | 2009-05-06 |
| EP2111104A2 (de) | 2009-10-28 |
| WO2008089890A2 (de) | 2008-07-31 |
| EA013316B1 (ru) | 2010-04-30 |
| JP2010516720A (ja) | 2010-05-20 |
| WO2008089890A3 (de) | 2009-05-22 |
| EP1952688A1 (de) | 2008-08-06 |
| ECSP099527A (es) | 2009-08-28 |
| IL199960A0 (en) | 2010-04-15 |
| US20080176746A1 (en) | 2008-07-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20090821 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |