JP2010516720A - マイクロカプセル化された農薬有効成分を含む油懸濁製剤 - Google Patents
マイクロカプセル化された農薬有効成分を含む油懸濁製剤 Download PDFInfo
- Publication number
- JP2010516720A JP2010516720A JP2009546670A JP2009546670A JP2010516720A JP 2010516720 A JP2010516720 A JP 2010516720A JP 2009546670 A JP2009546670 A JP 2009546670A JP 2009546670 A JP2009546670 A JP 2009546670A JP 2010516720 A JP2010516720 A JP 2010516720A
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- JP
- Japan
- Prior art keywords
- alkyl
- methyl
- active compounds
- oil suspension
- oil
- 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.)
- Abandoned
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- 239000000203 mixture Substances 0.000 title claims abstract description 98
- 238000009472 formulation Methods 0.000 title claims abstract description 72
- 239000012053 oil suspension Substances 0.000 title claims abstract description 45
- 239000004480 active ingredient Substances 0.000 title abstract 2
- 239000000575 pesticide Substances 0.000 title description 13
- 239000012071 phase Substances 0.000 claims abstract description 30
- 239000008346 aqueous phase Substances 0.000 claims abstract description 10
- 239000000654 additive Substances 0.000 claims abstract description 7
- -1 (thio) carbonyltriazoline Chemical class 0.000 claims description 210
- 150000001875 compounds Chemical class 0.000 claims description 167
- 150000003839 salts Chemical class 0.000 claims description 48
- 239000003094 microcapsule Substances 0.000 claims description 23
- 230000007062 hydrolysis Effects 0.000 claims description 16
- 238000006460 hydrolysis reaction Methods 0.000 claims description 16
- 229940100389 Sulfonylurea Drugs 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000003905 agrochemical Substances 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 7
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 230000035945 sensitivity Effects 0.000 claims description 4
- 239000005601 Propoxycarbazone Substances 0.000 claims description 3
- 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 3
- 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
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 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
- 230000000361 pesticidal effect Effects 0.000 abstract description 16
- 239000004615 ingredient Substances 0.000 abstract description 4
- 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 79
- 125000004432 carbon atom Chemical group C* 0.000 description 69
- 239000001257 hydrogen Substances 0.000 description 65
- 229910052739 hydrogen Inorganic materials 0.000 description 65
- 229910052736 halogen Inorganic materials 0.000 description 57
- 150000002367 halogens Chemical class 0.000 description 57
- 235000002639 sodium chloride Nutrition 0.000 description 52
- 125000000217 alkyl group Chemical group 0.000 description 49
- 150000002431 hydrogen Chemical class 0.000 description 38
- 241000196324 Embryophyta Species 0.000 description 35
- 239000004009 herbicide Substances 0.000 description 34
- 239000003112 inhibitor Substances 0.000 description 33
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 33
- 239000003921 oil Substances 0.000 description 33
- 239000002253 acid Substances 0.000 description 31
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 30
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 30
- 239000000460 chlorine Substances 0.000 description 29
- 125000000623 heterocyclic group Chemical group 0.000 description 29
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 27
- 230000002363 herbicidal effect Effects 0.000 description 26
- 229910052801 chlorine Inorganic materials 0.000 description 25
- 235000019198 oils Nutrition 0.000 description 25
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 24
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 23
- 125000000304 alkynyl group Chemical group 0.000 description 23
- 229910052731 fluorine Inorganic materials 0.000 description 22
- 238000000034 method Methods 0.000 description 22
- 125000003342 alkenyl group Chemical group 0.000 description 21
- 125000003545 alkoxy group Chemical group 0.000 description 21
- 229910052760 oxygen Inorganic materials 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 19
- 229910052717 sulfur Inorganic materials 0.000 description 18
- 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 17
- 229910052757 nitrogen Inorganic materials 0.000 description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 17
- 125000003282 alkyl amino group Chemical group 0.000 description 16
- 125000004414 alkyl thio group Chemical group 0.000 description 16
- 125000003118 aryl group Chemical group 0.000 description 16
- 239000011737 fluorine Substances 0.000 description 16
- 150000002430 hydrocarbons Chemical class 0.000 description 16
- 125000002947 alkylene group Chemical group 0.000 description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 15
- 235000010469 Glycine max Nutrition 0.000 description 14
- 125000004093 cyano group Chemical group *C#N 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
- 239000005562 Glyphosate Substances 0.000 description 13
- 229940097068 glyphosate Drugs 0.000 description 13
- 125000005842 heteroatom Chemical group 0.000 description 13
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 13
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 11
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 11
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 10
- 108010000700 Acetolactate synthase Proteins 0.000 description 10
- 244000068988 Glycine max Species 0.000 description 10
- 150000007513 acids Chemical class 0.000 description 10
- 125000001309 chloro group Chemical group Cl* 0.000 description 10
- 125000001188 haloalkyl group Chemical group 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
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 10
- 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
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 9
- 125000006413 ring segment Chemical group 0.000 description 9
- 229920006395 saturated elastomer Polymers 0.000 description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- 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 8
- 239000005561 Glufosinate Substances 0.000 description 8
- 125000002252 acyl group Chemical group 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 8
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 8
- 125000000753 cycloalkyl group Chemical group 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
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 8
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical compound C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 8
- 239000003960 organic solvent Substances 0.000 description 8
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
- 125000005907 alkyl ester group Chemical group 0.000 description 7
- 229910052794 bromium Inorganic materials 0.000 description 7
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 125000004438 haloalkoxy group Chemical group 0.000 description 7
- 230000001939 inductive effect Effects 0.000 description 7
- 159000000000 sodium salts Chemical class 0.000 description 7
- 230000009261 transgenic effect Effects 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-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
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 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
- 150000001768 cations Chemical class 0.000 description 6
- 230000012010 growth Effects 0.000 description 6
- 125000001072 heteroaryl group Chemical group 0.000 description 6
- 229910052740 iodine Inorganic materials 0.000 description 6
- 125000002950 monocyclic group Chemical group 0.000 description 6
- 150000007524 organic acids Chemical class 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 241000894007 species Species 0.000 description 6
- 239000011593 sulfur Substances 0.000 description 6
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 description 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 5
- 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 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
- 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 5
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 150000003863 ammonium salts Chemical class 0.000 description 5
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 description 5
- 239000004490 capsule suspension Substances 0.000 description 5
- 235000013877 carbamide Nutrition 0.000 description 5
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 239000000417 fungicide Substances 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
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 125000004430 oxygen atom Chemical group O* 0.000 description 5
- 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 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
- ANDISDKUUWWXKD-UHFFFAOYSA-N (5-chloroquinolin-8-yl) ethaneperoxoate Chemical compound C1=CN=C2C(OOC(=O)C)=CC=C(Cl)C2=C1 ANDISDKUUWWXKD-UHFFFAOYSA-N 0.000 description 4
- 125000006536 (C1-C2)alkoxy group Chemical group 0.000 description 4
- 125000004169 (C1-C6) alkyl group Chemical group 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
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 description 4
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 4
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- 239000003666 Amidosulfuron Substances 0.000 description 4
- 0 CC1(*)OC(C(C=CC(C)(C=N2)S)=C2S(=O)=O)=NOC1(*)* Chemical compound CC1(*)OC(C(C=CC(C)(C=N2)S)=C2S(=O)=O)=NOC1(*)* 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000005504 Dicamba Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000005560 Foramsulfuron Substances 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 239000005579 Metamitron Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- 240000007594 Oryza sativa Species 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 239000005616 Rimsulfuron Substances 0.000 description 4
- 239000005619 Sulfosulfuron Substances 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 125000003302 alkenyloxy group Chemical group 0.000 description 4
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 description 4
- 125000005133 alkynyloxy group Chemical group 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
- 125000002619 bicyclic group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 235000013339 cereals Nutrition 0.000 description 4
- 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 4
- 235000005822 corn Nutrition 0.000 description 4
- RFMQOHXWHFHOJF-UHFFFAOYSA-N cyano thiocyanate Chemical compound N#CSC#N RFMQOHXWHFHOJF-UHFFFAOYSA-N 0.000 description 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 239000003337 fertilizer Substances 0.000 description 4
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 4
- 239000002917 insecticide Substances 0.000 description 4
- 239000011630 iodine Substances 0.000 description 4
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- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- BCEHBSKCWLPMDN-MGPLVRAMSA-N voriconazole Chemical compound C1([C@H](C)[C@](O)(CN2N=CN=C2)C=2C(=CC(F)=CC=2)F)=NC=NC=C1F BCEHBSKCWLPMDN-MGPLVRAMSA-N 0.000 description 1
- 229960004740 voriconazole Drugs 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 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
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (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 |
| PCT/EP2008/000126 WO2008089890A2 (de) | 2007-01-23 | 2008-01-10 | Ölsuspensionskonzentrat mit mikrogekapselten agrochemischen wirkstoffen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010516720A true JP2010516720A (ja) | 2010-05-20 |
| JP2010516720A5 JP2010516720A5 (cg-RX-API-DMAC10.html) | 2011-02-03 |
Family
ID=38564578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009546670A Abandoned JP2010516720A (ja) | 2007-01-23 | 2008-01-10 | マイクロカプセル化された農薬有効成分を含む油懸濁製剤 |
Country Status (15)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014508099A (ja) * | 2010-09-17 | 2014-04-03 | ダウ アグロサイエンシィズ エルエルシー | 安定性が改善された液体農業用配合剤 |
| JP2020138970A (ja) * | 2015-02-03 | 2020-09-03 | エーデン リサーチ ピーエルシー | 高効力活性薬剤の封入 |
| JP2021527035A (ja) * | 2018-06-05 | 2021-10-11 | モンサント テクノロジー エルエルシー | 除草剤組成物 |
Families Citing this family (18)
| 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 |
| 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 |
| EP4046490A1 (en) * | 2016-01-21 | 2022-08-24 | UPL Limited | An improved herbicidal formulation |
| 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 |
| US12342817B2 (en) | 2018-06-05 | 2025-07-01 | Monsanto Technology Llc | Herbicidal compositions |
| 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 |
| US20240324590A1 (en) * | 2021-08-03 | 2024-10-03 | UPL Corporation Limited | Combinations of triazolinone herbicides with safeners |
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 |
| JP4268225B2 (ja) * | 1996-12-31 | 2009-05-27 | シンジェンタ リミテッド | 新規の油中水性マイクロカプセル化プロセスおよびそれによって生成されたマイクロカプセル |
| 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 EA EA200900855A patent/EA013316B1/ru not_active IP Right Cessation
- 2008-01-10 MX MX2009007824A patent/MX2009007824A/es unknown
- 2008-01-10 WO PCT/EP2008/000126 patent/WO2008089890A2/de not_active Ceased
- 2008-01-10 EP EP08701053A patent/EP2111104A2/de not_active Withdrawn
- 2008-01-10 JP JP2009546670A patent/JP2010516720A/ja not_active Abandoned
- 2008-01-10 UA UAA200908797A patent/UA96009C2/ru unknown
- 2008-01-10 CA CA002676210A patent/CA2676210A1/en not_active Abandoned
- 2008-01-10 CN CN200880002902A patent/CN101621924A/zh active Pending
- 2008-01-10 BR BRPI0807401-1A patent/BRPI0807401A2/pt not_active IP Right Cessation
- 2008-01-10 AU AU2008209129A patent/AU2008209129A1/en not_active Abandoned
- 2008-01-10 KR KR1020097017487A patent/KR20090113864A/ko not_active Withdrawn
- 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 IL IL199960A patent/IL199960A0/en unknown
- 2009-07-20 EC EC2009009527A patent/ECSP099527A/es unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014508099A (ja) * | 2010-09-17 | 2014-04-03 | ダウ アグロサイエンシィズ エルエルシー | 安定性が改善された液体農業用配合剤 |
| JP2020138970A (ja) * | 2015-02-03 | 2020-09-03 | エーデン リサーチ ピーエルシー | 高効力活性薬剤の封入 |
| JP2021527035A (ja) * | 2018-06-05 | 2021-10-11 | モンサント テクノロジー エルエルシー | 除草剤組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| AR064982A1 (es) | 2009-05-06 |
| BRPI0807401A2 (pt) | 2014-05-27 |
| MX2009007824A (es) | 2009-07-30 |
| EP2111104A2 (de) | 2009-10-28 |
| KR20090113864A (ko) | 2009-11-02 |
| WO2008089890A2 (de) | 2008-07-31 |
| CA2676210A1 (en) | 2008-07-31 |
| UA96009C2 (ru) | 2011-09-26 |
| CN101621924A (zh) | 2010-01-06 |
| AU2008209129A1 (en) | 2008-07-31 |
| EA200900855A1 (ru) | 2009-12-30 |
| EP1952688A1 (de) | 2008-08-06 |
| ECSP099527A (es) | 2009-08-28 |
| WO2008089890A3 (de) | 2009-05-22 |
| US20080176746A1 (en) | 2008-07-24 |
| EA013316B1 (ru) | 2010-04-30 |
| IL199960A0 (en) | 2010-04-15 |
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