TWI243019B - Process for the preparation of a solid herbicidal formulation - Google Patents
Process for the preparation of a solid herbicidal formulation Download PDFInfo
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- TWI243019B TWI243019B TW090120272A TW90120272A TWI243019B TW I243019 B TWI243019 B TW I243019B TW 090120272 A TW090120272 A TW 090120272A TW 90120272 A TW90120272 A TW 90120272A TW I243019 B TWI243019 B TW I243019B
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- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 238000009472 formulation Methods 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000007787 solid Substances 0.000 title claims abstract description 22
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title abstract description 6
- 239000000725 suspension Substances 0.000 claims abstract description 32
- 239000004009 herbicide Substances 0.000 claims abstract description 23
- 229940100389 Sulfonylurea Drugs 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 15
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002253 acid Substances 0.000 claims abstract description 9
- -1 CVC4-alkoxycarbonyl Chemical group 0.000 claims description 23
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 239000005629 Tritosulfuron Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000005504 Dicamba Substances 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 239000002671 adjuvant Substances 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 4
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 239000003666 Amidosulfuron Substances 0.000 claims description 2
- 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 claims description 2
- 239000005469 Azimsulfuron Substances 0.000 claims description 2
- 239000005472 Bensulfuron methyl Substances 0.000 claims description 2
- 239000005496 Chlorsulfuron Substances 0.000 claims description 2
- WMLPCIHUFDKWJU-UHFFFAOYSA-N Cinosulfuron Chemical compound COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=NC(OC)=N1 WMLPCIHUFDKWJU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005529 Florasulam Substances 0.000 claims description 2
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005564 Halosulfuron methyl Substances 0.000 claims description 2
- FMGZEUWROYGLAY-UHFFFAOYSA-N Halosulfuron-methyl Chemical group ClC1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC FMGZEUWROYGLAY-UHFFFAOYSA-N 0.000 claims description 2
- 239000005567 Imazosulfuron Substances 0.000 claims description 2
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 claims description 2
- 239000005574 MCPA Substances 0.000 claims description 2
- 239000005584 Metsulfuron-methyl Substances 0.000 claims description 2
- 239000005589 Oxasulfuron Substances 0.000 claims description 2
- GPGLBXMQFQQXDV-UHFFFAOYSA-N Primisulfuron Chemical compound OC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 GPGLBXMQFQQXDV-UHFFFAOYSA-N 0.000 claims description 2
- 239000005604 Prosulfuron Substances 0.000 claims description 2
- LTUNNEGNEKBSEH-UHFFFAOYSA-N Prosulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(F)(F)F)=N1 LTUNNEGNEKBSEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005616 Rimsulfuron Substances 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 2
- 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 claims description 2
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 238000013329 compounding Methods 0.000 claims description 2
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 claims description 2
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 claims description 2
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 claims description 2
- MBFHUWCOCCICOK-UHFFFAOYSA-N 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoic acid Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(I)C=2)C(O)=O)=N1 MBFHUWCOCCICOK-UHFFFAOYSA-N 0.000 claims 2
- 239000005568 Iodosulfuron Substances 0.000 claims 2
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 claims 1
- KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical compound CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 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 claims 1
- 239000005534 Flupyrsulfuron-methyl Substances 0.000 claims 1
- 239000005577 Mesosulfuron Substances 0.000 claims 1
- 239000005586 Nicosulfuron Substances 0.000 claims 1
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 claims 1
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical group CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000006319 alkynyl amino group Chemical group 0.000 claims 1
- NNKKTZOEKDFTBU-YBEGLDIGSA-N cinidon ethyl Chemical compound C1=C(Cl)C(/C=C(\Cl)C(=O)OCC)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1 NNKKTZOEKDFTBU-YBEGLDIGSA-N 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 claims 1
- IRLGCAJYYKDTCG-UHFFFAOYSA-N ethametsulfuron Chemical compound CCOC1=NC(NC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 IRLGCAJYYKDTCG-UHFFFAOYSA-N 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- DTVOKYWXACGVGO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-6-(trifluoromethyl)pyridine-3-carboxylate Chemical group COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 DTVOKYWXACGVGO-UHFFFAOYSA-N 0.000 claims 1
- AIMMSOZBPYFASU-UHFFFAOYSA-N n-(4,6-dimethoxypyrimidin-2-yl)-n'-[3-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]sulfonylcarbamimidate Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 AIMMSOZBPYFASU-UHFFFAOYSA-N 0.000 claims 1
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 claims 1
- 125000004497 pyrazol-5-yl group Chemical group N1N=CC=C1* 0.000 claims 1
- FZMKKCQHDROFNI-UHFFFAOYSA-N sulfometuron Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 FZMKKCQHDROFNI-UHFFFAOYSA-N 0.000 claims 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 claims 1
- ZBUNFVBLQCSLIF-UHFFFAOYSA-N 3-(4-methyl-1,4,8,11-tetrazacyclotetradec-1-yl)propan-1-amine Chemical compound CN1CCCNCCNCCCN(CCCN)CC1 ZBUNFVBLQCSLIF-UHFFFAOYSA-N 0.000 description 13
- 238000003860 storage Methods 0.000 description 12
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 8
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 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 description 2
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- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
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- 125000006012 2-chloroethoxy group Chemical group 0.000 description 1
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- 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
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- 235000013339 cereals Nutrition 0.000 description 1
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- ZINJLDJMHCUBIP-UHFFFAOYSA-N ethametsulfuron-methyl Chemical group CCOC1=NC(NC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC)=N1 ZINJLDJMHCUBIP-UHFFFAOYSA-N 0.000 description 1
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- 239000003337 fertilizer Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
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- 210000004907 gland Anatomy 0.000 description 1
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- 238000000227 grinding Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 210000000003 hoof Anatomy 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
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- KBPHJBAIARWVSC-RGZFRNHPSA-N lutein Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 description 1
- 239000001656 lutein Substances 0.000 description 1
- 229960005375 lutein Drugs 0.000 description 1
- ORAKUVXRZWMARG-WZLJTJAWSA-N lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C ORAKUVXRZWMARG-WZLJTJAWSA-N 0.000 description 1
- 235000012680 lutein Nutrition 0.000 description 1
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- 239000011159 matrix material Substances 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000004812 organic fluorine compounds Chemical class 0.000 description 1
- 229910000487 osmium oxide Inorganic materials 0.000 description 1
- JIWAALDUIFCBLV-UHFFFAOYSA-N oxoosmium Chemical compound [Os]=O JIWAALDUIFCBLV-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000011101 paper laminate Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052851 sillimanite Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
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- 230000006641 stabilisation Effects 0.000 description 1
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- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- YUEDYKGJCNMJDQ-UHFFFAOYSA-N sulfonylurea;urea Chemical compound NC(N)=O.NC(=O)N=S(=O)=O YUEDYKGJCNMJDQ-UHFFFAOYSA-N 0.000 description 1
- 239000004546 suspension concentrate Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- KBPHJBAIARWVSC-XQIHNALSSA-N trans-lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C KBPHJBAIARWVSC-XQIHNALSSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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- 239000002023 wood Substances 0.000 description 1
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-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
- 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<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
1243019 A7 B7 五、發明説明(1 ) 本發明關於一種固態除草劑調配物之製造方法,其中該 調配物係基於磺醯基脲與或無其他除草劑及與或無安全劑 和調配輔助劑。 從先前技術,例如從EP-388 873、EP-559 814、EP-291 851 及DE-4〇 07 683及從研討會會議記錄”農業中的氟”,1995年 1月9-11日,Manchester,”除草劑確醯基脲之新氟中間物π 章已知除草劑活性磺醯基脲。 此一般物質種類也包括式la之催投薩佛勒(tr it 〇 sulfur on), 爲達本發明固態調配物目的,其是一種特佳的磺醯基脲。 磺醯基脲基質的調配物係揭示於,例如EP-A 0859 548及 EP-A 0955 809 〇 從文獻已知含有磺醯基脲之調配物具有活性組成份安定 性的問題’因爲活性組成份在不利條件下會隨時間分解。 所需除草劑作用停止存在於此例中。衰變傾向也是與註册 要求有關的問題,因爲註册時要設定有關調配物中植物殺 蟲撒佈劑之安定性的特定最小要求。 JP-A 62/084004描述碳酸鈣及三聚磷酸鈉在安定含磺醯基 脲之調配物上的用途。 JP-A 63/023806描述一種用於該問題之溶液,其係將特定 載體及蔬菜油用於固態含磺酿·基脲之調配物的製備。JP-A 08/1 04603描述類似作用,當利用環氧化天然油品時。上述 應用均分摻入蔬菜油於固態調配物以開拓較佳安定性以及 這些作爲佐劑之物質提高活性之作用的特徵。
當摻入蔬菜油於液態調配物(一般懸浮濃縮物:參見EP-A -4 - 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A7 B7
313317及EP-A 554015)中可開拓類似作用。 式la之催投薩佛勒(tntosulfuron)的分解傾向可 】如猎活 性組成份的含量下降之事實,或藉分解產物如,例如式a之 2-胺基-4-曱氧基-6-三氣曱基三p井(amtt) .PF3 N-
A
H2N-/ N OCH3 增加之事實注意到。 EP-A (H24 295揭示特定續酿基腺之安定水性調配物可藉 添加pH介於6與_之幾酸或無機酸之農業上可用的蹄類二曰 活性組成份的水性懸浮液中而獲得。Ep_A 〇124 295二二二
述水性組成物。 W -個本發明目的是提供一種以磺醯基脲作爲活性組成份 之固態調配物的製造方法,纟中該調配物的儲存壽命明箱 優於先前技術固態調配物。 ' 我們已發現根據本發明此目的可藉—種固態除草劑調配 物之製造方法達到,其中該調配物包含 a) -種逢自績驗基脲或其農業上可用鹽類之除草劑, b) 與或無一或多種其他除草劑, c) 與或無一種安全劑, d) 一或多種調配輔助劑, 其方法包括將磺醯基脲am或無一或多種 或無一種安全劑幻釦_ 或夕種凋配輔助劑幻懸浮於水中以獲 -5- 1243019 A7 B7 五、發明説明(3 得一種懸浮液,藉酸或鹼的添加將懸浮液調整至pH 6.5至8 並乾燥之以獲侍一種固悲调配物。 適合的磺醯基脲a) —般是含有結構單位 〇
II -S〇2 NHCN- 特別是結構單位 0 II . —S〇2 NHCN 一(喃淀基或三卩井基) 或結構單位 〇 (芳基)-so2nhc—^ N: 之化合物。可使用之較佳續酿基脲是這些式I之化合物
Rl -S〇2-N Η
I 其中取代基具有下列意義: R1是N-(CrCVfe基)-N-( CrC4-燒基績基)胺基或一個選 自由苯基、苯甲基、1 Η- ρ比哇-5-基、p比淀-2-基、苯硫_ 3 -基及味峻並[l,2-a] p比淀-3-基組成之群的芳族或雜芳 -6- 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A7 _____B7 _ 五、發明説明(4 ) 族環,芳族環可能視情況具有一至三個取代基連接其 上,其中該取代基係選自由鹵素、Crc4-烷基、 鹵烷基、CVCV烷氧基、CVC4-鹵烷氧基、CVCV烷氧 基烷基、羧基、C/C4-烷氧基羰基、3-氧雜環丁 烷基氧基羰基、胺基羰基、Ci-C^烷基胺基羰基、二_ (Ci-Cf烷基)胺基羰基、CrC4-烷基磺醯基、曱醯基胺 基、Q-Cr坑基故基胺基、(C^-Cr燒基藏基胺基)-0!· C:4·烷基、CrCr烷基磺醯基胺基、(crc4-烷基磺醯基 月:¾基)-Ci-Cq -坑基、组成之群。 R2是氫或甲基 R3及R4彼此獨立地是鹵素、CVCV烷基、CVCV鹵烷基、 氧基、Ci-Cq-鹵虎氧基、胺基、CrC# -坑基胺 基、二-(crc4-烷基)胺基; z是N、CH ; ' 或其農業上可使用的鹽類。 式I之特佳績酸基膽是 ACC 322140 : 胺基薩佛勒(amidosulfuron); 歐仁薩佛勒(azimsulfuron) (N-[[(4,6 -二甲氧基- 2-p密淀基) 胺基]-羰基]_1_曱基-4-(2-甲基-2H-四唑-5-基)-1Η-吡唑-5-磺 胺): 苯薩佛勒(bensulfuron)-甲基(甲基2-[[[[[(4,6 -二甲氧基-2-嘧啶基)胺基]-羰基]胺基]磺醯基]甲基]苯甲酸酯); 乙基2-[[[[(4-氯-6-甲氧基-2-嘧啶基)-胺基]羰基]胺基]磺醯 本紙張尺度適用中國國家標準(CNS) A4規格(210X 297公釐) 1243019 A7 __ _B7__ 五、發明説明(5 ) 基]苯甲酸g旨(克羅綠莫勒(chlorimuron) -乙基); 2-氯-N-[[(4-甲氧基-6-甲基-1,3,5-三畊-2-基)胺基]-羰基] 苯績胺(氯薩佛勒(chlorsulfuron)); 氯薩佛克林(chlorsulfoxim); 希語薩佛勒(cinosulfuron); 環薩法莫仁(cyclosulfamuron); 乙色美特薩佛勒(ethametsulfuron)-甲基(甲基2-[[[[[4 -乙氧 基-6-(甲基胺基)-1,3,5-三畊-2-基)胺基]羰基]胺基]磺醯基] 苯甲酸酯); 乙氧基薩佛勒(ethoxysulfuron); 法拉勒薩佛勒(flazasulfuron); 法拉皮耳薩佛勒(flupyrsulfuron)(甲基2-[[[[(4,6·二甲氧基-2-嘧啶基)-胺基]-羰基]胺基]磺醯基]-6-(三氟甲基)-3-吡啶羧 酸酯); > 鹵基薩佛勒(halosulfuron)-甲基; 愛馬勒薩佛勒(imazosulfuron); 甲基2-[[[[(4·甲氧基-6-甲基-1,3,5-三_-2-基)胺基]-羰基] 胺基]續δΐ基]苯甲酸g旨(美特薩佛勒(metsulfuron)-甲基); 尼可薩佛勒〇沁〇5111比1*〇11)(2-[[[[(4,6-二甲氧基-2-嘧啶基) 胺基]-羰基]胺基]磺醯基]α,Ν-二甲基-3-吡啶羧醯胺 (carboxamide)); ϋ惡薩佛勒(oxasulfuron); 普綠密薩佛勒(primisulfuron)(甲基2-[[[[[4,6·雙(二氟甲氧 基)-2-嘧啶基]胺基]羰基]胺基]磺醯基]苯甲酸酯); -8- 本紙張尺度適用中國國家標準(CNS) A4規格(210X 297公釐) '" 1243019 A7 B7 五、發明説明(6 ) 普羅薩佛勒(prosulfuron); 派勒羅薩佛勒(pyrazosulfuron)-乙基(乙基5-[[[[(4,6-二甲 氧基-2-嘧啶基)胺基]羰基]胺基]磺醯基]-1-甲基-1H-吡唑-4-複酸醋); 綠母薩佛勒(rimsulfuron) (N-[[(4,6-二甲氧基-2-嘧啶基胺 基]幾基]-3-(乙基績酿基)·2-ρ比淀橫胺); 石黃酸基薩佛勒(sulfosulfuron); 石夤酸基曼特勒(sulfometuron) -甲基(甲基2-[[[[(4,6·二曱基-2 -ρ密咬基)胺基]談基]胺基]續gg基]苯甲酸g旨); 希芬薩佛勒(thifensulfuron)-甲基(曱基-3-[[[[(4-甲氧基-6-甲基-l,3,5-二p井-2-基)胺基]談基]胺基]續g盛基]-2-p塞吩叛酸 酯): 2-(2 -氯乙氧基)-N-[[(4 -曱氧基-6-甲基1,3,5-三?7井-2-基)胺 基]羰基]苯績胺(催樂薩佛勒(triasulfur0n)); 催苯那勒(tribenuron)-甲基(甲基2-[[[[N-(4-甲氧基-6-曱 基-1,3,5-三喷-2-基)-N-甲基胺基]羰基]胺基]磺醯基]苯曱酸 @旨): 催法拉薩佛勒(triflusulfuron)-甲基(甲基2-[[[[[4-(二甲基 胺基)-6-(2,2,2-三氟乙氧基)-1,3,5-三畊-2-基]胺基]羰基]胺 基]確SS基]-3 -甲基苯甲酸醋)及- 式la之催投薩佛勒(tritosulfuron) (N[[[4-甲氧基-6·(三氟甲基)-l,3,5-三畊-2-基]胺基]鍰基]· 2-(三氟甲基)苯磺胺) 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A7 B7 五、發明説明(7 )
OCH3 1 和式la’之催投薩佛勒(tritosuifuron)的鈉鹽(n[[[4-甲氧基-6-(三氟甲基)-1,3,5-三畊-2-基]胺基]羰基]-2-(三氟甲基)苯磺 胺,單納鹽)
特佳係催投薩佛勒(tri to sulfur on)及催投薩佛勒的鋼鹽。 磺醯基脲a)或其農業上可使用的鹽類量係介於〇 5與85重 量%,較佳係介於25與75重量%之間,以固態調配物爲基 準。 - 根據本發明方法可伴隨使用或無使用一或多種其他除草 背j b)的情況下進行。適合的除草劑b)實例是辛尼登 (cmidon)-乙基、佛洛拉蘇仁(fl〇rasulam)、佛拉卡巴容 (flucarbazone)、晋羅卡巴容(procarbazone)、扁特容 (bentazone)、狄卡巴(dicamba)、MCPA、米寇普羅-P (mecoprop-P)、克里佛克辛狄-恩(clef〇xldim)、赛克羅克辛 狄恩(cycloxidim)及其農業上可使用的鹽類。 特佳係辛尼登(cinidon)-乙基、佛拉卡巴容(flucarbaz〇ne) 、普羅卡巴容(procarbazone)及狄卡巴(dicamba)。 伴隨使用除草劑b)是視情況選用的。若他們是伴隨使用的 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A7 B7 五、發明説明(9 ) 乙氧基化三芳基酚、磷酸鹽化三芳基酚乙氧基化鹽、聚丙 二醇烷基醚、月桂基醇聚乙二醇醚醋酸酯、山梨糖醇酯、 木質亞硫酸鹽廢液或甲基纖維素或這些化合物的混合物。 當伴隨使用界面活性劑時,其量範圍一般係從0.5至50重 量%,以固態混合物的總量爲基準。 適合的載體是,例如礦物金屬氧化物如矽石、矽膠、矽 酸鹽、滑石、高嶺土、阿塔白土(attaclay)、石灰岩、白要 、黃土、黏土、白雲石、矽藻類的金屬氧化物、硫酸鈣、 硫酸鍰、氧化鍰、碎人造物質,肥料如硫酸按、磷酸按、 硝酸按、硫脲及脲,蔬菜來源之產物如穀類粗粉、樹皮粗 粉、木頭粗粉及堅果外殼粗粉,纖維素粉末、矽鎂土、蒙 脱石、雲母、蛭石、人造矽石及人造矽酸鈣或這些化合物 的混合物。 下列化合物可以其本身慣用量用於作爲其他添加劑: 黏合劑如: 聚乙烯基吡咯烷酮、聚乙烯基醇、部份水解的聚乙烯醋 酸酯、羧基甲基纖維素、澱粉、乙晞基吡咯烷酮/乙晞基醋 酸酯共聚物及聚乙烯基醋酸酯或這些化合物的混合物。 防泡劑如: 聚矽氧乳液、長鏈醇、磷酸1旨、乙炔二醇、脂肪酸或有 機氟化合物, 及 複合劑如: 伸乙基二胺四醋酸(EDTA)之鹽類、三氮基三醋酸之鹽類 -12- 本紙張尺度適用中國國家標準(CNS) A4規格(210X 297公釐) 1243019 A7 B7 五、發明説明(10 ) 或多鱗酸之鹽類或這些化合物的混合物。 在根據本發明方法中^將績S盈基腸a)與或無一或多種除草 劑b)及與或無一種安全劑c)和一或多種調配輔助劑d)懸浮於 水中以獲得一種懸浮液,藉酸或驗的添加將懸浮液調整至 pH 6.5至8並乾燥之以獲得一種固態調配物。 此懸浮液係在攪拌容器中藉攪拌成份並於珠狀碾磨機中 研磨所製得。 藉酸或鹼的添加將所得懸浮液的pH値調整至6.5至8。較 佳係將其調整至pH 6.5至7.5,特佳係pH 6.8至7.2。 適合的酸是無機及有機酸如,例如硫酸、氫氯酸或對-甲 苯橫酸。 適合的驗是驗金屬氫氧化物、驗土金屬氫氧化物、氨及 胺。最好使用NaOH。 固態調配物可由所得懸浮液藉許多方法製得。 製造上述固態調配物之較佳方法是噴霧乾燥及流體化床 聚結作用。 流體化床粒狀化作用(FBG)是特別適合的。視所需固態調 配物之组成而定,包含所有化學式成份之懸浮液在FBG裝 置中被原子化及聚結。 一般而言,在流體化床粒狀-化過程中充分乾燥微粒。但 是,粒狀化步驟之後,最好在相同乾燥器或在不同乾燥器 中進行另一個乾燥步驟。粒狀化/乾燥作用之後,冷卻產物 並過筛。 一種適合的粒狀化液體是水。也適合的是無機鹽之水溶 -13- 本紙張尺度適用中國國家標準(CNS) A4規格(210X 297公釐) 1243019 A7 B7 五、發明説明(11 液、非離子界面活性劑、陰離子界面活性劑 如聚乙烯基㈣燒酮、$乙埽基醇、幾基甲基纖維素、殿 粉、乙烯基吡咯烷酮/乙烯基醋酸酯共聚物、糖、糊精或聚 乙二醇。 根據本發明方法製得之固態調配物可以粉末、微粒、磚 狀物、錠及類似碉配物變化體形式製得。除了粉末之外, 特佳係微粒。粉末可採用水溶解或水可分散之=末=式。 微粒可採用水溶解或水可分散之微粒形式以用於噴霧應用 ,或另外用於直接塗覆,即已知塗抹用的微粒。微粒:平 均粒徑一般係介於200微米與2釐米之間。 所得微粒調配物是容易溶於或分散於冷水中之無灰塵、 不流動、不成塊的產物。 由於產物的性質,可容易地以較大量包裝之。可在容哭 如塑膠、紙壓層板製成的提袋或袋中%或另外於硬紙板: 或其他大盒子處理之。爲避免進一步暴露於使用者中,= =水溶性膜袋如,例如聚乙料膜製成的袋子包裝產物並 將化些膜袋直接置於他們所溶解的噴霧槽中。此水溶性膜 所用的材料特別是聚乙稀醇或纖維素衍生物如甲基:維: 、^基超基丙基纖維素或祕甲基纖維素1爲產物被: 成符合目標用途之量,其不再-與使用者接觸。水溶性袋最 二被土在外殼中…該外殼是蒸汽可渗透的,如聚:: 月吴、來乙烯/紙壓層板或鋁箔。 日”根據本發明方法所製得之固態調配物是儲存安定的。依 照授權進行的儲存試驗,令他們在54。。下儲存ι4天。例如 本規格(⑽Χ297公爱) -14- 1243019 A7 B7 五、發明説明(彳2 ) 在催投薩佛勒(tntosulfuron)例中,藉降解產物AMTT含量之 增加可測得活性組成份含量的降低,其可以極大靈敏度測 得。 下表説明實例中所用的成份 表1 , 名字 化學名稱 供應商 坦莫耳(Tamol)®NH 莕磺酸/甲醛縮合物 BASF AG 愛佛克薩(Ufoxane)®3 A 木質績酸鈉 Borregaard 安堤絲恰迷戴爾 聚矽氧油乳液 Wacker-Chemie (Anti s chaummittel) S RE® 瑞克絲(Reax)® 8 8 A 木質續酸鋼 Westvaco 方法實例 實例1 混合一種由下列化合物所組成之混合物 1100克 蒸餾水, 7.6克 安堤絲恰迷戴爾(Antischaummittel)SRE, 2 12.5克 瑞克絲(Reax)88A及 65 3克 工業級催投薩佛勒(tri to sulfur on) 並在珠狀碾磨機中研磨此混合物。利用水性氫氧化鈉溶 液(25%強度)將所得懸浮液調整至所需pH値5.1、6、7、8及 9。因此,將懸浮液塗覆在陪替氏(petri)培養皿上並在眞空 乾燥烘箱中70°C的乾燥溫度下乾燥。藉由刮刀的幫助將乾 塗層從陪替氏(petn)培養皿上刮下並通過0.5釐米篩子。藉 由0. 1釐米篩子裝置分開此細粒。測試所得產物之活性組成 -15- 本紙張尺度適用中國國家標準(CNS) A4規格(210X297公釐) 1243019 A7B7 五、發明説明(13 ) 份的安定性。 實例2 混合一種由下列化合物所組成之混合物 203.2克 工業級催投薩佛勒(tritosulfuron), 122.3 克 工業級佛拉卡巴容(fluearbazone)鋼, 4克 安堤絲恰迷戴爾(Antischaummittel)SRE, 55.1 克 坦莫耳(Tamol)NH, 110.2 克 愛佛克薩(Ufoxane)3 A及 650克 蒸餾水 並在珠狀碾磨機中研磨此混合物。利用水性氫氧化鈉溶 液(25%強度)將所得懸浮液調整至所需pH値6.5及7.0。因此 ,將懸浮液塗覆在陪替氏(petri)培養皿上並在眞空乾燥烘箱 中70°C的乾燥溫度下乾燥。藉由刮刀的幫助將乾塗層從陪 替氏(petn)培養皿上刮下並通過0.5釐米篩子。藉由0.1釐米 篩子裝置分開此細粒。測試所得產物之活性組成份的安定 性。 實例3 在攪拌容器中混合一種由下列化合物所組成之混合物。 101.6 克 催投薩佛勒(tritosulfuron), 528.6 克 工業級狄卡巴(dicamba), 6.4克 安堤絲恰迷戴爾(Antischaummittel)SRE, 102.7 克 瑞克絲(Reax) 88 A及 637.9 克 蒸館水 首先,將水與瑞克絲(Reax) 88A導入並在容器中裝入狄卡 -16- 本纸張尺度適用中國國家標準(CNS) A4規格(210X297公釐) 1243019 A7 B7 五、發明説明(14 ) 巴(dieamba)。藉添加水性氫氧化鈉溶液(25%強度),使狄卡 巴(dieamba)反應以獲得一溶液。因此掺混剩餘組成份並在 珠狀碾磨機中研磨此懸浮液。 以水性氫氧化鈉溶液(25%強度)將所得懸浮液調整至所需 pH値6、7、8及9。因此,將懸浮液塗覆在陪替氏(petri)培 養皿上並在眞空乾燥烘箱中70°C的乾燥溫度下乾燥。藉由 刮刀的幫助將乾塗層從陪替氏(petn)培養皿上刮下並通過 0.5釐米篩子。藉由0.2釐米篩子裝置分開此細粒。測試所得 產物之活性組成份的安定性。 試驗方法 藉由定量HPLC裝置分別測量調配物之活性組成份含量及 AMTT含量。爲測試儲存安定性,將根據實例1-3中所討論 的調配物樣品儲存在54°C下緊密密封的容器中14天。然後 分析樣品並與儲存開始時對照値(零値)相比。活性組成份含 量係以各例中以零値爲基準之相對量(以百分比)表示。儲存 實驗係依照方法CIPAC MT 46進行。產物的儲存壽命係在 較高溫度下藉短期儲存所估計得到。 表2 實例1 製備 儲存 備註 懸洋液 活性組成份 重量篆度% 14 天,54 °C 重 的pH 量% 5.1 催投薩佛勒 74.2 99.3(相對) AMTT 0.03 0.249 6 催投薩佛勒 72.3 99.9(相對) AMTT 0.03 0.250 -17- 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A7 B7 五、 發明説明(15 ) 7 催投薩佛勒 71.7 100.8(相對) AMTT 0.033 0.178 8 催投薩佛勒 67.5 100.5(相對) 懸'/手液是南度 AMTT 0.026 0.056 黏稠 9 催投薩佛勒 72.4 97.7(相對) 懸浮液是高度 AMTT 0.035 0.234 黏稠 表3 實例3 製備 儲存 備註 懸浮液 活性組成份 重量濃度% 14 天,54 °C 重 的pH 量% 5.5 催投薩佛勒 40.5 98.8(相對) AMTT 0.025 0.164 佛拉卡巴容鈉 24.1 90(相對) 7.0 催投薩佛勒 41.1 100(相對) AMTT 0.019 0.065' 佛拉卡巴容納 24.3 99.5(相對) 表4 實例4 製備 儲存 備註 懸浮液的 活性組成份 重量濃度% 14 天,54 °C 重 pH 量% 6 催投薩佛勒 11.9 91.3(相對) AMTT 0.009 0.470 狄卡巴 60.4 100(相對) 7 催投薩佛勒 11.9 99.7(相對) AMTT 0.007 0.011 -18- 本纸張尺度適用中國國家標準(CNS) A4規格(210X297公釐) 1243019 A7 B7 五、發明説明(16 ) 狄卡巴 58.7 100(相對) 8 催投薩佛勒 11.3 98.8(相對) 懸浮液變成高 AMTT 0.007 0.007 度黏稠 狄卡巴 58.5 100(相對) 9 催投薩佛勒 10.4 102.6(相對) 懸浮液變成高 AMTT , 0.006 0.007 度黏稠 狄卡巴 58.0 101.9(相對) 表2至4之數據清楚顯示當懸浮液的pH高於6時,根據本發 明方法所製得之固態調配物是儲存安定的。從pH 8,懸浮 液變成高度黏稠,因此進一步加工不容易完成。 -19- 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐)
Claims (1)
1243吸 A8 B8 C8 08
弟(T90120272號專利申請案 中文申請專利範圍替換本(93年3月) 、申請專利範圍
b) 與或無一或多種其他除草劑, c) 與或無一種安全劑, d) 一或多種調配輔助劑, 其万法包括將磺醯基脲a)與或無一或多種其他除草劑 b)及與或無一種安全劑c)和一或多種調配輔助劑幻懸浮 於水中,以獲得一種懸浮液, 藉一種酸或驗的添加將懸 浮液調整至ΡΗ 6·5至8 ,並加以乾燥以獲得一種固態調 配物。 2·根據申請專利範圍第丨項之方法,其中所用的除草劑勾 是一種式I之磺醯基脲
其中取代基具有下列意義: R 烷基)-N-( C「C4-烷基磺醯基)胺基或一 個選自由苯基、苯甲基、吡唑-5-基、吡啶-2-基 、苯硫-3-基及咪唑並[i,2-a]吡啶—3-基組成之群的芳 族或雜芳族環,芳族環視情況可能具有一至三個取 代基連接其上’該取代基係選自由鹵素、C1 - C 4 -燒 基、Ci-CV鹵烷基、CVC4-烷氧基、Ci-CV鹵烷氧基 本紙張尺度適财國國家鮮(CNS) M規格(21G x 297公寶) 1243019 A8 B8 C8 D8 六、申請專利範圍 、Ci-CV烷氧基-CrCV烷基、羧基、CVC4-烷氧基 羰基、3-氧雜環丁烷基氧基羰基、胺基羰基、Ci-Cr烷基胺基羰基、二-(Ci-CU-烷基)胺基羰基、C!-C4-烷基磺醯基、甲醯基胺基、Ci-CU-烷基羰基胺基 、(Ci-C4-fe基談基胺基)-Ci-C4-坑基、Ci_C4-fe基橫 酿基胺基、(C 1 - C 4 -燒基續酿基胺基)-C 1 - C 4 -燒基組 成之群; R2是氛或甲基; R3及R4彼此獨立地是自素、CVC4-烷基、Ci-CV鹵烷 基、CrC4-烷氧基、CVC4-鹵烷氧基、胺基、Ci-CV 烷基胺基、二-(Ci-Cr烷基)胺基; Z是 N、CH ; 或其農業上可使用的鹽類。 3·根據申請專利範圍第1或2項之方法,其中所用的除草劑 a)是一種選自由催投薩佛勒(tritosulfuron)、苯薩佛勒 (bensulfuron)-甲基、克羅綠莫勒(chlorimuron)-乙基、 氯薩佛勒(chlorsulfuron)、希諾薩佛勒(cinosulfuron)、 鹵基薩佛勒(halosulfuron)-甲基、乙色美特薩佛勒 (ethametsulfuron)-甲基、法拉勒薩佛勒(flazasuifuron)、 愛馬勒薩佛勒(imazosulfuron)、美特薩佛勒 (metsulfuron)-甲基、尼可薩佛勒(nicosulfuron)、普綠密 薩佛勒(primisulfuron)-甲基、派勒羅薩佛勒 (pyrazosulfuron)-乙基、綠母薩佛勒(rimsulfuron)、磺 酸基曼特勒(sulfometuron)-甲基、希芬薩佛勒 -2- 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐) 1243019 A8 B8 C8 D8 六、申請專利範圍 (thifensulfuron)-甲基、催樂薩佛勒(triasulfuron)、催苯 那勒(tribenuron)-甲基、催法拉薩佛勒(triflusulfuron)-甲基、普羅薩佛勒(prosulfuron)、乙氧基薩佛勒 (ethoxysulfuron)、歐仁薩佛勒(azimsulfUr〇n)、噁薩佛 勒(oxasulfuron)、磺酸基薩佛勒(sulfosuifuron)、碘薩佛 勒(iodosulfuron)、佛拉薩佛勒(foramsuifuron)、催佛羅 西薩佛勒(trifloxysulfuron)、醯胺薩佛勒(amidosulfuron) 、米色薩佛勒(mesosulfuron)、法拉皮耳薩佛勒 • (flupyrsulfuron)-甲基、破薩佛勒(iodosulfuron)-甲基及 其農業上可使用之鹽類所組成之群的磺醯基脲。 4·根據申請專利範圍第3項之方法,其中所用的除草劑a) 是催投薩佛勒(tritosulfuron)或一種其農業上可使用之鹽 類。 5 ·根據申請專利範圍第1項之方法,其中使用一種除草劑 b) ’其係選自由辛尼登(cinid〇n)-乙基、佛洛拉蘇仁 (florasulam)、佛拉卡巴容(fiucarbazon)、普羅卡巴容 (procarbazon)、爲特容(bentazon)、狄卡巴(dicamba)、 MCPA、米寇普羅_p(mec〇pr〇p_p)、克里佛克辛狄恩 (clefoxidim)、赛克羅克辛狄恩及其農業上 可使用的鹽類所組成之群。 6 ·根據申請專利範圍第1項之方法,其中使用一種安全劑 c) ’其係選自由克羅坤投色(ci〇qUint〇cet)、克羅坪投色_ mexyl (cl〇qUintocet-mexyl)、戴西隆諾(dicyl〇n〇n)、法 、承拉洛(furilazole)、芬可羅拉洛(fenchi〇raz〇ie)、芬可 -3- 本紙張尺度適用中國國家標準(CNS) A4規格(210X 297公爱) A8 B8 C8 D8
1243019 六、申請專利範圍 維拉洛(fenchlorazole)-乙基、麥泛皮耳(mefenpyr)、麥 泛皮耳(mefenpyr)_二乙基、愛所克薩狄芬(is〇xadifen)、 S:所克薩狄芬(isoxadifen)-乙基及其農業上可使用的鹽 類所組成之群。 7·根據申請專利範圍第1項之方法,其中所使用的調配輔 助劑d)是一種固態載體。 8 ·根據申請專利範圍第1項之方法,其中所使用的調配輔 助劑d)是一種界面活性劑。 9·根據申請專利範圍第1項之方法,其中使用 5至85重量%之磺醯基脲a) 0至75重量%之除草劑b) 0至50重量%之安全劑c)及 15至99.5重量%之調配輔助劑d)。 10·根據申請專利範圍第1項之方法,其中該懸浮液被調整 至 pH 6.5 至 7.5。 11·根據申請專利範圍第1項之方法,其中該懸浮液被調整 至 pH 6.8 至 7.2。 12· —種用於控制有害植物之方法,其包括以根據申請專利 範圍第1項之方法所製備之固態除草劑調配物處理該植 物。 -4- 本紙張尺度適用中國國家標準(CNS) A4規格(210 X 297公釐)
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- 2001-08-30 KR KR1020037002886A patent/KR100791198B1/ko not_active Expired - Fee Related
- 2001-08-30 DK DK01962984T patent/DK1317181T3/da active
- 2001-08-30 AU AU8404401A patent/AU8404401A/xx active Pending
- 2001-08-30 CZ CZ20030502A patent/CZ300339B6/cs not_active IP Right Cessation
- 2001-08-30 WO PCT/EP2001/010001 patent/WO2002017718A1/de not_active Ceased
- 2001-08-30 EP EP01962984A patent/EP1317181B1/de not_active Expired - Lifetime
- 2001-08-30 AT AT01962984T patent/ATE265141T1/de active
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2003
- 2003-02-18 BG BG107568A patent/BG65941B1/bg unknown
- 2003-02-25 NO NO20030875A patent/NO330036B1/no not_active IP Right Cessation
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