DE19960918A1 - Synergistische herbizide Wirkstoffkombinationen - Google Patents
Synergistische herbizide WirkstoffkombinationenInfo
- Publication number
- DE19960918A1 DE19960918A1 DE19960918A DE19960918A DE19960918A1 DE 19960918 A1 DE19960918 A1 DE 19960918A1 DE 19960918 A DE19960918 A DE 19960918A DE 19960918 A DE19960918 A DE 19960918A DE 19960918 A1 DE19960918 A1 DE 19960918A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- chloro
- ethyl
- phenyl
- urea
- 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.)
- Withdrawn
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 18
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 11
- 239000004480 active ingredient Substances 0.000 title claims description 33
- 241000196324 Embryophyta Species 0.000 claims abstract description 34
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 239000005629 Tritosulfuron Substances 0.000 claims abstract description 15
- 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 abstract description 15
- 239000013543 active substance Substances 0.000 claims abstract description 13
- 244000038559 crop plants Species 0.000 claims abstract description 3
- -1 4,6-dimethoxypyrimidin-2-yl Chemical group 0.000 claims description 82
- 239000000203 mixture Substances 0.000 claims description 21
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 20
- 239000004009 herbicide Substances 0.000 claims description 18
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 13
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 claims description 12
- MZZBPDKVEFVLFF-UHFFFAOYSA-N Cyanazine Natural products CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 12
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 11
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 11
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 claims description 10
- FUHMZYWBSHTEDZ-UHFFFAOYSA-M bispyribac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C([O-])=O)=N1 FUHMZYWBSHTEDZ-UHFFFAOYSA-M 0.000 claims description 10
- 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 claims description 9
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 9
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 9
- PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 claims description 9
- 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 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 claims description 8
- LLQPHQFNMLZJMP-UHFFFAOYSA-N Fentrazamide Chemical compound N1=NN(C=2C(=CC=CC=2)Cl)C(=O)N1C(=O)N(CC)C1CCCCC1 LLQPHQFNMLZJMP-UHFFFAOYSA-N 0.000 claims description 8
- 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 8
- 239000000460 chlorine Substances 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 8
- MLKCGVHIFJBRCD-UHFFFAOYSA-N ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate Chemical group C1=C(Cl)C(CC(Cl)C(=O)OCC)=CC(N2C(N(C(F)F)C(C)=N2)=O)=C1F MLKCGVHIFJBRCD-UHFFFAOYSA-N 0.000 claims 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 claims description 8
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 claims description 8
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 claims description 8
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 claims description 8
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical compound S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 claims description 8
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 claims description 7
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 claims description 7
- 239000005531 Flufenacet Substances 0.000 claims description 7
- 239000005583 Metribuzin Substances 0.000 claims description 7
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical compound CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 claims description 7
- 239000004202 carbamide Substances 0.000 claims description 7
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- 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 description 6
- 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 claims description 6
- NYRMIJKDBAQCHC-UHFFFAOYSA-N 5-(methylamino)-2-phenyl-4-[3-(trifluoromethyl)phenyl]furan-3(2H)-one Chemical compound O1C(NC)=C(C=2C=C(C=CC=2)C(F)(F)F)C(=O)C1C1=CC=CC=C1 NYRMIJKDBAQCHC-UHFFFAOYSA-N 0.000 claims description 6
- PVSGXWMWNRGTKE-UHFFFAOYSA-N 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=C(C)C=C1C(O)=O PVSGXWMWNRGTKE-UHFFFAOYSA-N 0.000 claims description 6
- ZUSHSDOEVHPTCU-UHFFFAOYSA-N 6-chloro-3-phenyl-1h-pyridazin-4-one Chemical compound N1C(Cl)=CC(=O)C(C=2C=CC=CC=2)=N1 ZUSHSDOEVHPTCU-UHFFFAOYSA-N 0.000 claims description 6
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 6
- GXAMYUGOODKVRM-UHFFFAOYSA-N Flurecol Chemical compound C1=CC=C2C(C(=O)O)(O)C3=CC=CC=C3C2=C1 GXAMYUGOODKVRM-UHFFFAOYSA-N 0.000 claims description 6
- 239000005562 Glyphosate Substances 0.000 claims description 6
- SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 claims description 6
- 239000005574 MCPA Substances 0.000 claims description 6
- VGHPMIFEKOFHHQ-UHFFFAOYSA-N Metosulam Chemical compound N1=C2N=C(OC)C=C(OC)N2N=C1S(=O)(=O)NC1=C(Cl)C=CC(C)=C1Cl VGHPMIFEKOFHHQ-UHFFFAOYSA-N 0.000 claims description 6
- IBZHOAONZVJLOB-UHFFFAOYSA-N Tridiphane Chemical compound ClC1=CC(Cl)=CC(C2(CC(Cl)(Cl)Cl)OC2)=C1 IBZHOAONZVJLOB-UHFFFAOYSA-N 0.000 claims description 6
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 claims description 6
- ORFPWVRKFLOQHK-UHFFFAOYSA-N amicarbazone Chemical compound CC(C)C1=NN(C(=O)NC(C)(C)C)C(=O)N1N ORFPWVRKFLOQHK-UHFFFAOYSA-N 0.000 claims description 6
- JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 claims description 6
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 claims description 6
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 6
- RUCAXVJJQQJZGU-UHFFFAOYSA-M hydron;2-(phosphonatomethylamino)acetate;trimethylsulfanium Chemical compound C[S+](C)C.OP(O)(=O)CNCC([O-])=O RUCAXVJJQQJZGU-UHFFFAOYSA-M 0.000 claims description 6
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 claims description 6
- PMHURSZHKKJGBM-UHFFFAOYSA-N isoxaben Chemical compound O1N=C(C(C)(CC)CC)C=C1NC(=O)C1=C(OC)C=CC=C1OC PMHURSZHKKJGBM-UHFFFAOYSA-N 0.000 claims description 6
- OYIKARCXOQLFHF-UHFFFAOYSA-N isoxaflutole Chemical compound CS(=O)(=O)C1=CC(C(F)(F)F)=CC=C1C(=O)C1=C(C2CC2)ON=C1 OYIKARCXOQLFHF-UHFFFAOYSA-N 0.000 claims description 6
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 6
- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 claims description 6
- ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 claims description 6
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 claims description 6
- 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 description 6
- 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 description 6
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 claims description 6
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 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 description 6
- IPPAUTOBDWNELX-UHFFFAOYSA-N (2-ethoxy-2-oxoethyl) 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical compound C1=C([N+]([O-])=O)C(C(=O)OCC(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 IPPAUTOBDWNELX-UHFFFAOYSA-N 0.000 claims description 5
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 claims description 5
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 5
- 239000005492 Carfentrazone-ethyl Substances 0.000 claims description 5
- 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 claims description 5
- RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 claims description 5
- AOQMRUTZEYVDIL-UHFFFAOYSA-N Flupoxam Chemical compound C=1C=C(Cl)C(COCC(F)(F)C(F)(F)F)=CC=1N1N=C(C(=O)N)N=C1C1=CC=CC=C1 AOQMRUTZEYVDIL-UHFFFAOYSA-N 0.000 claims description 5
- 239000005558 Fluroxypyr Substances 0.000 claims description 5
- 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 5
- JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyridate Chemical compound CCCCCCCCSC(=O)OC1=CC(Cl)=NN=C1C1=CC=CC=C1 JTZCTMAVMHRNTR-UHFFFAOYSA-N 0.000 claims 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 claims description 5
- 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 description 5
- GINFBXXYGUODAT-UHFFFAOYSA-N flucarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1OC(F)(F)F GINFBXXYGUODAT-UHFFFAOYSA-N 0.000 claims 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 claims description 5
- BEPNBXQVLQBNNS-UHFFFAOYSA-N methyl 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate;sodium Chemical compound [Na].COC(=O)C1=CC=C(I)C=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 BEPNBXQVLQBNNS-UHFFFAOYSA-N 0.000 claims description 5
- JKPSVOHVUGMYGH-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)-[[3-methoxycarbonyl-6-(trifluoromethyl)pyridin-2-yl]sulfonylcarbamoyl]azanide Chemical compound [Na+].COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)[N-]C1=NC(OC)=CC(OC)=N1 JKPSVOHVUGMYGH-UHFFFAOYSA-M 0.000 claims description 5
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 claims description 5
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 claims description 5
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 claims description 5
- MZHCENGPTKEIGP-RXMQYKEDSA-N (R)-dichlorprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-RXMQYKEDSA-N 0.000 claims description 4
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 claims 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 claims description 4
- WUIQUAIOZQKMOU-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-[3-(2,2,2-trifluoroethoxy)pyridin-2-yl]sulfonylurea;sodium Chemical compound [Na].COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 WUIQUAIOZQKMOU-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- ZAWPDPLWGKAAHU-UHFFFAOYSA-N 2,2-dichloro-n-[2-oxo-2-(prop-2-enylamino)ethyl]-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC(=O)NCC=C ZAWPDPLWGKAAHU-UHFFFAOYSA-N 0.000 claims description 4
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- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 1
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- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
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- 238000010410 dusting Methods 0.000 description 1
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- 235000009973 maize Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 description 1
- NDQZMBNEHYSVPL-UHFFFAOYSA-N methyl 2-(5-chloroquinolin-8-yl)oxyacetate Chemical group C1=CN=C2C(OCC(=O)OC)=CC=C(Cl)C2=C1 NDQZMBNEHYSVPL-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
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- NDNKHWUXXOFHTD-UHFFFAOYSA-N metizoline Chemical compound CC=1SC2=CC=CC=C2C=1CC1=NCCN1 NDNKHWUXXOFHTD-UHFFFAOYSA-N 0.000 description 1
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- 210000000056 organ Anatomy 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- AWLUSOLTCFEHNE-UHFFFAOYSA-N sodium;urea Chemical compound [Na].NC(N)=O AWLUSOLTCFEHNE-UHFFFAOYSA-N 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
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- 229960000278 theophylline Drugs 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
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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
- 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)
Abstract
Die Erfindung betrifft neue herbizide, synergistische Wirkstoffkombinationen, die Tritosulfuron und bekannte, herbizid wirksame Verbindungen und gegebenenfalls die Kulturpflanzenverträglichkeit verbessernde Verbindungen umfassen und mit besonders gutem Erfolg zur selektiven Unkrautbekämpfung in verschiedenen Nutzpflanzenkulturen, insbesondere Getreide und Mais, verwendet werden können.
Description
Die Erfindung betrifft neue synergistische, herbizide Wirkstoffkombinationen, die
Tritosulfuron und bekannte, herbizid wirksame Verbindungen und gegebenenfalls die
Kulturpflanzenverträglichkeit verbessernde Verbindungen umfassen, und mit be
sonders gutem Erfolg zur selektiven Unkrautbekämpfung in verschiedenen Nutz
pflanzenkulturen verwendet werden können.
Tritosulfuron (N-[[[4-methoxy-6-(trifluormethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-
trifluormethyl)-benzensulfonamid) ist als breit wirksames Herbizid Gegenstand einer
Reihe von Patentanmeldungen (vgl. DE-A 40 38 430, WO-A 97/10714). Dieser Wirk
stoff weist jedoch Wirkungslücken auf.
Überraschenderweise wurde nun gefunden, dass Tritosulfuron bei gemeinsamer An
wendung mit bekannten, herbizid wirksamen Verbindungen aus verschiedenen Stoff
klassen ausgesprochen synergistische Effekte hinsichtlich der Wirkung gegen Un
kräuter zeigt, und dass solche breit wirksamen Kombinationspräparate besonders
vorteilhaft zur selektiven Bekämpfung von Unkräutern in Nutzpflanzenkulturen, wie
z. B. Weizen und Mais, verwendet werden können.
Überraschenderweise wurde ebenfalls gefunden, dass man mit Mischungen von Trito
sulfuron mit weiteren bekannten, herbizid wirksamen Verbindungen bei gemeinsamer
Anwendung mit den im weiteren beschriebenen, die Kulturpflanzenverträglichkeit ver
bessernden Verbindungen (Safenern/Antidots) gegebenenfalls zusätzliche vorteilhafte
Effekte erzielen kann.
Gegenstand der Erfindung sind Mittel, gekennzeichnet durch einen synergistisch wirk
samen Gehalt an einer Wirkstoffkombination umfassend
- a) Tritosulfuron
und
- a) eine oder mehrere Verbindungen aus einer Gruppe von Herbiziden, welche die
nachstehend genannten Wirkstoffe enthält:
(5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (Flufenacet, DE-A-38 21 600), 2-(2-Methoxycarbonyl phenylsulfonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4- triazol-3-on oder das Natriumsalz dieser Verbindung (Propoxycarba zone(-sodium), EP-A-507 171), 2-(2-Trifluormethoxy-phenylsulfonylamino carbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (Flucarbazone(-sodium), EP-A-507 171), N- (3,4-dichlorphenyl)propanamid (Propanil, DE-A-10 39 779), N-2-benzothia zolyl-N,N'-dimethylharnstoff (Methabenzthiazuron, GB-A-1085430), 4- Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-on (Metri buzin, DE-A-17 95 784), 4-(2-Chlorphenyl)-N-cyclohexyl-N-ethyl-4,5-dihy dro-5-oxo-1H-tetrazol-1-carboxamid (Fentrazamide, EP-A-612 735), 4- Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (Metamitron, DE-A- 21 38 031), 2-(2-Benzothiazolyloxy)-N-methyl-N-phenylacetamid (Mefenacet, DE-A-28 22 155), 4-Amino-6-(1,1-dimethylethyl)-3-(ethylthio)- 1,2,4-triazin-5(4H)-on (Ethiozin, DE-A-15 42 873), 1-Methylethyl 5-[4- brom-1-methyl-5-(trifluormethyl)-1 H-pyrazol-3-yl]-2-chlor-4-fluorbenzoat (Fluazolate, WO-A-92/06 962)
("Wirkstoffe der Gruppe 1")
sowie gegebenenfalls
- a) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbiziden,
welche die nachstehend genannten Wirkstoffe enthält:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Aceto chlor), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-Natrium salz (Acifluorfen-sodium), 2-Chlor-6-nitro-3-phenoxy-benzenamin (Aclonifen), 2-Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), N-Ethyl-N'-i-propyl-6-methylthio-1,3,5-triazin-2,4-diamin (Ametryn), 4-Amino-N-(1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)- 5-oxo-1H-1,2,4-triazol-1-carboxamid (Amicarbazone), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 1H-1,2,4-Triazol-3-amin (Amitrole), 6-Chlor-4-ethyl amino-2-isopropylamino-1,3,5-triazin (Atrazin), 2-[2,4-Dichlor-5-(2-prop inyloxy)-phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]-pyridin-3(2H)-on (Azafenidin), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-[1-methyl-4-(2-methyl- 2H-tetrazol-5-yl)-1H-pyrazol-5-ylsulfonyl]-harnstoff (Azimsulfuron), N- Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 4- Chlor-2-oxo-3(2H)-benzthiazolessigsäure (Benazolin), N-Butyl-N-ethyl-2,6- dinitro-4-trifluormethyl-benzenamin (Benfluralin), N-(4,6-Dimethoxy-pyri midin-2-yl)-N'-(2-methoxycarbonyl-phenylmethylsulfonyl)-harnstoff (Ben sulfuron), 2-[2-[4-(3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluormethyl-1(2H)- pyrimidinylphenoxymethyl]-5-ethyl-phenoxy-propansäure-methylester (Benzfendizone), 3-(2-Chlor-4-methylsulfonyl-benzoyl)-4-phenylthio-bi cyclo-[3.2.1]-oct-3-en-2-on (Benzobicyclon), Ethyl N-benzoyl-N-(3,4-di chlor-phenyl)-DL-alaninat (Benzoylprop-ethyl), 3-i-Propyl-1H-2,1,3-benzo thiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro benzoat (Bifenox), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure- Natriumsalz (Bispyribac-sodium), 2-Brom-3,3-dimethyl-N-(1-methyl-1- phenyl-ethyl)-butanamid (Bromobutide), 3,5-Dibrom-4-hydroxy-benz aldehyd-O-(2,4-dinitro-phenyl)-oxim (Bromofenoxim), 3,5-Dibrom-4-hy droxy-benzonitril (Bromoxynil), N-Butoxymethyl-2-chlor-N-(2,6-diethyl phenyl)-acetamid (Butachlor), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4- trifluormethyl-1(2H)-pyrimidinyl)-benzoesäure-[1,1-dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(1-Ethoximino-propyl)-3- hydroxy-5-[2,4,6-trimethyl-3-(1-oxo-butyl)-phenyl]-2-cyclohexen-1-on (But roxydim), S-Ethyl-bis-(2-methyl-propyl)-thiocarbamat (Butylate), N,N- Diethyl-3-(2,4,6-trimethyl-phenylsulfonyl)-1H-1,2,4-triazol-1-carboxamid (Cafenstrole), 2-[1-[(3-Chlor-2-propenyl)-oxy-imino]-propyl]-3-hydroxy-5- (tetrahydro-2H-pyran-4-yl)-2-cyclohexen-1-on (Caloxydim, Tepraloxydim), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluor methyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), 2,4-Dichlor-1-(3-methoxy-4-nitro-phenoxy)-benzol (Chlomethoxyfen), 3- Amino-2,5-dichlor-benzoesäure (Chloramben), N-(4-Chlor-6-methoxy-pyri midin-2-yl)-N'-(2-ethoxycarbonyl-phenylsulfonyl)-harnstoff (Chlorimuron ethyl), 1,3,5-Trichlor-2-(4-nitro-phenoxy)-benzol (Chlornitrofen), N-(4- Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-chlor-phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-dimethyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), N-(4,6-Di methoxy-1,3,5-triazin-2-yl)-N'-(2-(2-methoxy-ethoxy)-phenylsulfonyl)-harn stoff (Cinosulfuron), 2-[1-[2-(4-Chlor-phenoxy)-propoxyaminobutyl]-5- (tetrahydro-2H-thiopyran-3-yl)-1,3-cyclohexandion (Clefoxydim), (E,E)-(+)- 2-[1-[[(3-Chlor-2-propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexen-1- on (Clethodim), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)- phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbon säure (Clopyralid), Methyl-3-chloro-2-[(5-ethoxy-7-fluor[1,2,4]triazolo[1,5- c]pyrimidin-2-yl-sulfonyl)-amino]-benzoat (Cloransulam-methyl), 2-Chlor-4- ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazin (Cyanazine), N- (4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)- harnstoff (Cyclosulfamuron), 2-(1-Ethoximinobutyl)-3-hydroxy-5-(tetra hydro-2H-thiopyran-3-yl)-2-cyclohexen-1-on (Cycloxydim), (R)-2-[4-(4- Cyano-2-fluor-phenoxy)-phenoxy]-propansäure-butylester (Cyhalofop-butyl), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), Methyl-2-[4-(2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), N-(2,6-Dichlor-phenyl)-5-ethoxy-7-fluor-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2- sulfonamid (Diclosulam), 1,2-Dimethyl-3,5-diphenyl-1H-pyrazolium-methyl sulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)- pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor-phenyl)-amino carbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), S-(1- Methyl-1-phenyl-ethyl)-1-piperidin-carbothioat (Dimepiperate), (S-) 2-Chlor- N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamid (S-) (Di methenamid), 2-Amino-4-(1-fluor-1-methyl-ethyl)-6-(1-methyl-2-(3,5-di methyl-phenoxy)-ethylamino)-1,3,5-triazin (Dimexyflam), N3,N3-Diethyl- 2,4-dinitro-6-trifluormethyl-1,3-diamino-benzol (Dinitramine), 6,7-Dihydro dipyrido[1,2-a:2',1'-c]pyrazindüum (Diquat), S,S-Dimethyl-2-difluormethyl- 4-i-butyl-6-trifluormethyl-pyridin-3,5-dicarbothioat (Dithiopyr), N'-(3,4-Di chlor-phenyl)-N,N-dimethyl-harnstoff (Diuron), 2-[2-(3-Chlor-phenyl)- oxiranylmethyl]-2-ethyl-1-H-inden-1,3(2H)-dion (Epropodan), S-Ethyl-di propylthiocarbamat (EPTC), S-(Phenylmethyl)-N-ethyl-N-(1,2-dimethyl propyl)-thiocarbamat (Esprocarb), N-Ethyl-N-(2-methyl-2-propenyl)-2,6-di nitro-4-trifluormethyl-benzenamin (Ethalfluralin), (S)-(2-Ethoxy-1-methyl-2- oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]- propanoat (Fenoxaprop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-N-ethyl- 4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamid (Fentrazamide), Isopropyl-N- benzoyl-N-(3-chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Iso propyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-iso propyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninat (Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]- triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), (R)-2-[4-(5-Trifluor methyl-pyridin-2-yl-oxy)-phenoxy]-propansäure-butylester (Fluazifop, -butyl, -P-butyl), 5-(4-Brom-1-methyl-5-trifluormethyl-1H-pyrazol-3-yl)-2-chlor-4- fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4- methyl-S-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-1-H-1,2,4-triazol-1- carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i- propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Difluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfon amid (Flumetsulam), Pentyl-[2-chlor-4-fluor-5-(1,3,4, 5,6, 7-hexahydro-1,3- dioxo-2H-isoindol-2-yl)-phenoxy]-acetat (Flumiclorac-pentyl), 2-[7-Fluor- 3,4-dihydro-3-oxo-4-(2-propinyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetra hydro-1H-isoindol-1,3-dion (Flumioxazin), 2-[4-Chlor-2-fluor-5-[(1-methyl- 2-propinyl)-oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindol-1,3(2H)-dion (Flumipropyn), 3-Chlor-4-chlormethyl-1-(3-trifluormethyl-phenyl)-2-pyrroli dinon (Fluorochloridone), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro benzoesäure-ethoxycarbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor- 3-(2,2,3,3,3-pentafluor-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3 - carboxamid (Flupoxam), 1-Isopropyl-2-chlor-5-(3,6-dihydro-3-methyl-2,6-di oxo-4-trifluormethyl-1(2H)-pyrimidyl)-benzoat (Flupropacil), N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2- yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9- Hydroxy-9H-fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl- 4-(3-trifluormethyl-phenyl)-3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4- fluor-5-(tetrahydro-3-oxo-1 H,3H-[1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1- yliden)-amino-phenyl]-thio-acetat (Fluthiacet-methyl), 5-(2-Chlor-4-trifluor methyl-phenoxy)-N-methylsulfonyl-2-nitro-benzamid (Fomesafen), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino)-sulfonyl)-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4- (hydroxymethylphosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phosphonomethyl-glycin (-isopropylammmoniumsalz), (Glyphosate, -isopropylammonium), (R)-2-[4-(3-Chlor-5-trifluormethyl pyridin-2-yl-oxy)-phenoxy]-propansäure (-methylester, -2-ethoxy-ethylester, -butylester) (Haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-Cyclo hexyl-6-dimethylamino-1-methyl-1,3,5-triazin-2,4(1H,3H)-dion (Hexazin one), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)- 4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-iso propyl-5-oxo-1H-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imaza methapyr), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5- methoxymethyl-pyridin-3-carbonsäure (Imazamox), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-chinolin-3-carbonsäure (Imaza quin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-ethyl pyridin-3-carbonsäure (Imazethapyr), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (2-chlor-imidazo[1,2-a]-pyridin-3-yl-sulfonyl)-harnstoff (Imazosulfuron), N- (4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hy droxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl phenyl)-harnstoff (Isoproturon), N-(3-(1-Ethyl-1-methyl-propyl)-isoxazol-5- yl)-2,6-dimethoxy-benzamid (Isoxaben), (4-Chlor-2-methylsulfonyl-phenyl)- (5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxachlortole), (5-Cyclopropyl isoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl-phenyl)-methanon (Isoxa flutole), 2-[2-[4-[3,5-Dichlor-2-pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]-is oxazolidin (Isoxapyrifop), (2-Ethoxy-1-methyl-2-oxo-ethyl)-5-(2-chlor-4-tri fluormethyl-phenoxy)-2-nitro-benzoat (Lactofen), N'-(3,4-dichlor-phenyl)-N- methoxy-N-methyl-harnstoff (Linuron), (4-Chlor-2-methyl-phenoxy)-essig säure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2- (2-Benzthiazolyloxy)-N-methyl-N-phenyl-acetamid (Mefenacet), 2-(4- Methylsulfonyl-2-nitro-benzoyl)-1,3-cyclohexandion (Mesotrione), 4-Amino- 3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (Metamitron), 2-Chlor-N-(2,6-di methyl-phenyl)-N-(1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), N-(4- (3,4-Dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy)- phenyl)-N-methoxy-N-methyl-harnstoff (Metobenzuron), N'-(4-Brom phenyl)-N-methoxy-N-methylharnstoff (Metobromuron), (S)-2-Chlor-N-(2- ethyl-6-methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metola chlor, S-Metolachlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy- 1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Metosulam), N'-(3-Chlor-4- methoxy-phenyl)-N,N-dimethyl-harnstoff (Metoxuron), 4-Amino-6-tert.- butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), S-Ethyl-hexahydro-1H-azepin-1-carbothioat (Moli nate), 2-(2-Naphthyloxy)-N-phenyl-propanamid (Naproanilide), N-Butyl-N'- (3,4-dichlor-phenyl)-N-methyl-harnstoff (Neburon), N-(4,6-Dimethoxy-pyri midin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nico sulfuron), S-(2-Chlor-benzyl)-N,N-diethyl-thiocarbamat (Orbencarb), 4-Di propylamino-3,5-dinitro-benzensulfonamid (Oryzalin), 3-[2,4-Dichlor-5-(2- propinyloxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiargyl), 3- [2,4-Dichlor-5-(1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)- on (Oxadiazon), N-(4,6-Dimethyl-pyrimidin-2-yl)-N'-(2-oxetan-3-yl-oxy carbonyl-phenylsulfonyl)-harnstoff (Oxasulfuron), 3-[1-(3,5-Dichlor-phenyl)- 1-i-propyl]-2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-on (Oxaziclo mefone), 2-Chlor-1-(3-ethoxy-4-nitro-phenoxy)-4-trifluormethyl-benzen (Oxyfluorfen), 1,1'-Dimethyl-4,4'-bipyridinium (Paraquat), 1-Amino-N-(1- ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimethalin), 4-(t-Butyl)-N- (1-ethyl-propyl)-2,6-dinitro-benzenamin (Pendralin), 4-Amino-3,5,6-trichlor pyridin-2-carbonsäure (Picloram), 2-Chlor-N-(2,6-diethyl-phenyl)-N-(2-prop oxy-ethyl)-acetamid (Pretilachlor), N-(4,6-Bis-difluormethoxy-pyrimidin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Primisulfuron methyl), 1-Chlor-N-[2-chlor-4-fluor-5-[(6S,7aR)-6-fluor-tetrahydro-1,3-di oxo-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-phenyl]-methansulfonamid (Proflu azol), 2-Chlor-N-isopropyl-N-phenyl-acetamid (Propachlor), N-(3,4-Dichlor phenyl)-propanamid (Propanil), (R)-[2-[[(1-Methyl-ethyliden)-amino]-oxy]- ethyl]-2-[4-(6-chlor-2-chinoxalinyloxy)-phenoxy]-propanoat (Propaquizafop), 2-Chlor-N-(2-ethyl-6-methyl-phenyl)-N-[(1-methyl-ethoxy)-methyl]-acet amid (Propisochlor), 2-[[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4- triazol-1-yl)-carbonyl]-amino]-sulfonyl]-benzoesäure-methylester-Natrium salz (Propoxycarbazone-sodium), S-Phenylmethyl-N,N-dipropyl-thiocarb amat (Prosulfocarb), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-(3,3,3- trifluor-propyl)-phenylsulfonyl)-harnstoff (Prosuliron), Ethyl-[2-Chlor-5-(4- chlor-5-difluormethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), 1-(3-Chlor-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2- yl)-5-(methyl-2-propinylamino)-1H-pyrazol-4-carbonitril (Pyrazogyl), 4-(2,4- Dichlor-benzoyl)-1,3-dimethyl-5-(4-methyl-phenylsulfonyloxy)-pyrazol (Pyr azolate), 4-(2,4-Dichlor-benzoyl)-1,3-dimethyl-5-(phenylcarbonylmethoxy)- pyrazol (Pyrazoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(4-ethoxy carbonyl-1-methyl-pyrazol-5-yl-sulfonyl)-harnstoff (Pyrazosulfuron-ethyl), Diphenylmethanon-O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl]- oxim (Pyribenzoxim), 6-Chlor-3-phenyl-4-pyridazinol (Pyridafol), O-(6- Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 6-Chlor-3- phenyl-pyridazin-4-ol (Pyridatol), 7-[(4,6-Dimethoxy-2-pyrimidinyl)-thio]-3- methyl-1(3H)-isobenzofuranon (Pyriftalid), 2-(4,6-Dimethoxy-pyrimidin-2- yl-oxy)-benzoesäure-methylester (Pyriminobac-methyl), 2-Chlor-6-(4,6-di methoxy-pyrimidin-2-ylthio)-benzoesäure-Natriumsalz (Pyrithiobac-sodium), 3,7-Dichlor-chinolin-8-carbonsäure (Quinchlorac), 7-Chlor-3-methyl chinolin-8-carbonsäure (Quinmerac), 2-[4-(6-Chlor-2-chinoxalinyloxy)-phen oxy]-propansäure (-ethylester, -tetrahydro-2-furanyl-methylester) (Quizalo fop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3- ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsulfuron), 2-(1-Ethox iminobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxy dim), 6-Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), 2-(2,4-Dichlor- 5-methylsulfonylamino-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Sulfentrazone), N-Phosphonomethyl-glycin-trimethyl sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethyl sulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert.-Butyl amino-4-ethylamino-6-methylthio-1,3,5-triazin (Terbutryn), 2-Chlor-N-(2,6- dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)-acetamid (Thenylchlor), 2-Difluormethyl-5-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluor methyl-pyridin-3-carbonsäure-methylester (Thiazopyr), 6-(6,7-Dihydro-6,6- dimethyl-3H,5H-pyrrolo[2,1-c]-1,2,4-thiadiazol-3-ylidenamino)-7-fluor-4-(2- propinyl)-2H-1,4-benzoxazin-3(4H)-on (Thidiazimin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harn stoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-tri methyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2- propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl- 1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]-harnstoff (Triasul furon), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxy carbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), (3,5,6-Trichlor)- pyridin-2-yl-oxy-essigsäure (Triclopyr), 2-(3,5-Dichlor-phenyl)-2-(2,2,2-tri chlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]- carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Tri floxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin), N-[4-Dimethylamino-6-(2,2,2-trifluor-ethoxy)-1,3,5-triazin-2- yl]-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Triflusulfuron methyl), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(N-methyl- N-methylsulfonyl-amino])-2-pyridinsulfonamid, (vgl. WO-A-92/10 660), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- [[(methylsulfonyl)-amino]methyl]-benzoesäure-methylester (vgl. DE-A- 43 35 297), 4-[4,5-Dihydro-4-methyl-5-oxo-(3-trifluormethyl)-1H-1,2,4-tri azol-1-yl]-2-[(ethylsulfonyl)amino]-5-fluor-benzencarbothioamid (vgl. WO- A-95/30 661)
("Wirkstoffe der Gruppe 2"),
und/oder gegebenenfalls
- a) eine die Kulturpflanzenverträglichkeit verbessernde Verbindung aus der
folgenden Gruppe von Verbindungen:
4-Dichloracetyl-1-oxa-4-aza-spiro[4.5]-decan (AD-67), 1-Dichloracetyl-hexa hydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-on (BAS-145138), 4- Dichloracetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazin (Benoxacor), 5- Chlor-chinoxalin-8-oxy-essigsäure-(1-methyl-hexylester) (Cloquintocet mexyl), α-(Cyanomethoximino)-phenylacetonitril (Cyometrinil), 2,4-Dichlor phenoxy-essigsäure (2,4-D), 2,2-Dichlor-N-(2-oxo-2-(2-propenylamino)- ethyl)-N-(2-propenyl)-acetamid (DKA-24), 2,2-Dichlor-N,N-di-2-propenyl acetamid (Dichlormid), N-(4-Methyl-phenyl)-N'-(1-methyl-1-phenyl-ethyl)- harnstoff (Dymron), 4,6-Dichlor-2-phenyl-pyrimidin (Fenclorim), 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlorazol-ethyl), 2-Chlor-4-trifluormethyl-thiazol-5-carbonsäure-phenyl methylester (Flurazole), 4-Chlor-N-(1,3-dioxolan-2-yl-methoxy)-α-trifluor acetophenonoxim (Fluxofenim), 3-Dichloracetyl-5-(2-furanyl)-2,2-dimethyl oxazolidin (Furilazole, MON-13900), Ethyl-4,5-dihydro-5,5-diphenyl-3- isoxazolcarboxylat (Isoxadifen-ethyl), (4-Chlor-2-methyl-phenoxy)-essig säure (MCPA), (+-)-2-(4-Chlor-2-methylphenoxy)propansäure (Mecoprop), Diethyl-I-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-di carboxylat (Mefenpyr-diethyl) 2-Dichlormethyl-2-methyl-1,3-dioxolan (MG- 191), 1,8-Naphthalsäureanhydrid, α-(1,3-Dioxolan-2-yl-methoximino)- phenylacetonitril (Oxabetrinil), 2,2-Dichlor-N-(1,3-dioxolan-2-yl-methyl)-N- (2-propenyl)-acetamid (PPG-1292) und 3-Dichloracetyl-2,2,5-trimethyl oxazolidin (R-29148)
("Wirkstoffe der Gruppe 3").
Als Mischungskomponenten aus den Wirkstoffen der Gruppe 2 werden besonders
hervorgehoben:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Acetochlor), 2- Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), 4-Amino-N- (1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)-5-oxo-1H-1,2,4-triazol-1- carboxamid (Amicarbazone), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N- methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 6-Chlor-4-ethylamino-2-iso propylamino-1,3,5-triazin (Atrazin), N-Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)- butanamid (Beflubutamid), 3-i-Propyl-1H-2,1,3-benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro-benzoat (Bifenox), 2,6-Bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac-sodium), 3,5- Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6- dioxo-4-trifluormethyl-1(2H)-pyrimidinyl)-benzoesäure-[1,1-dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-chlor phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-di methyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3- dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), (R)-(2- Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clodinafop propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2-Chlor-4-ethylamino-6- (1-cyano-1-methyl-ethylamino)-1,3,5-triazin (Cyanazine), N-(4,6-Dimethoxy-py rimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)-harnstoff (Cyclosulfam uron), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), Methyl-2-[4- (2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), 1,2-Dimethyl-3,5-di phenyl-1H-pyrazolium-methylsulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-tri fluormethyl-phenoxy)-pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor phenyl)-aminocarbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), (S-) 2-Chlor-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamid (S-)(Di methenamid), S-Ethyl-dipropylthiocarbamat (EPTC), (S)-(2-Ethoxy-1-methyl-2- oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxy sulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fen oxaprop-(P)-ethyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL- alaninat (Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]- triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), 5-(4-Brom-1-methyl-5-tri fluormethyl-1H-pyrazol-3-yl)-2-chlor-4-fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-1- H-1,2,4-triazol-1-carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufen acet), N-(2,6-Difluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Flumetsulam), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-ethoxy carbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor-3-(2, 2,3,3,3-pentafluor-prop oxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3-carboxamid (Flupoxam), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl- sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy-9H- fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5 -dichlor-6-fluor-pyridin-2-yl-oxy)- essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl-4-(3-trifluormethyl-phenyl)- 3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4-fluor-5-(tetrahydro-3-oxo-1H,3H- [1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1-yliden)-amino-phenyl]-thio-acetat (Fluthiacet methyl), 2-[[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hydroxymethyl phosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phos phonomethyl-glycin (-isopropylammoniumsalz), (Glyphosate, -isopropylam monium), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4- methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5- oxo-1H-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imazamethapyr), 2-(4,5-Di hydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridin-3- carbonsäure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol- 2-yl)-chinolin-3-carbonsäure (Imazaquin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5- oxo-1H-imidazol-2-yl)-5-ethyl-pyridin-3-carbonsäure (Imazethapyr), N-(4-Methoxy- 6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harn stoff-Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N-(3-(1- Ethyl-1-methyl-propyl)-isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxaben), (4- Chlor-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxa chlortole), (5-Cyclopropylisoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl phenyl)-methanon (Isoxaflutole), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2-(4-Methylsulfonyl-2- nitro-benzoyl)-1,3-cyclohexandion (Mesotrione), 2-Chlor-N-(2,6-dimethyl-phenyl)- N-(1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), (S)-2-Chlor-N-(2-ethyl-6- methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metolachlor, S-Metola chlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]- pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio-1,2,4- triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nicosulfuron), 1-Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendi methalin), N-(4,6-Bis-difluormethoxy-pyrimidin-2-yl)-N'-(2-methoxycarbonyl phenylsulfonyl)-harnstoff (Primisulfuronmethyl), 2-Chlor-N-isopropyl-N-phenyl acetamid (Propachlor), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), 2-[[[(4,5-Di hydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]-sulfonyl]- benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), S-Phenylmethyl- N,N-dipropyl-thiocarbamat (Prosulfocarb), N-(4-Methoxy-6-methyl-1,3,5-triazin-2- yl)-N'-(2-(3,3,3-trifluor-propyl)-phenylsulfonyl)-harnstoff (Prosulfuron), Ethyl-[2- Chlor-S-(4-chlor-5-difluormethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy] - acetat (Pyraflufen-ethyl), O-(6-Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 7-Chlor-3-methylchinolin-8-carbonsäure (Quinmerac), N-(4,6-Dimeth oxy-pyrimidin-2-yl)-N'-(3-ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsul furon), 2-(1-Ethoximinobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxydim), 6-Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), N-Phosphonomethyl glycin-trimethylsulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2- ethylsulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4-ethyl amino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert-Butylamino-4-ethyl amino-6-methylthio-1,3,5-triazin (Terbutryn), N-(4-Methoxy-6-methyl-1,3,5-triazin- 2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]- harnstoff (Triasulfuron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'- (2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), 2-(3,5-Dichlor phenyl)-2-(2,2,2-trichlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyri midinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natrium salz (Trifloxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin).
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Acetochlor), 2- Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), 4-Amino-N- (1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)-5-oxo-1H-1,2,4-triazol-1- carboxamid (Amicarbazone), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N- methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 6-Chlor-4-ethylamino-2-iso propylamino-1,3,5-triazin (Atrazin), N-Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)- butanamid (Beflubutamid), 3-i-Propyl-1H-2,1,3-benzothiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro-benzoat (Bifenox), 2,6-Bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac-sodium), 3,5- Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6- dioxo-4-trifluormethyl-1(2H)-pyrimidinyl)-benzoesäure-[1,1-dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-chlor phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-di methyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3- dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), (R)-(2- Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clodinafop propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2-Chlor-4-ethylamino-6- (1-cyano-1-methyl-ethylamino)-1,3,5-triazin (Cyanazine), N-(4,6-Dimethoxy-py rimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)-harnstoff (Cyclosulfam uron), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), Methyl-2-[4- (2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), 1,2-Dimethyl-3,5-di phenyl-1H-pyrazolium-methylsulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-tri fluormethyl-phenoxy)-pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor phenyl)-aminocarbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), (S-) 2-Chlor-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamid (S-)(Di methenamid), S-Ethyl-dipropylthiocarbamat (EPTC), (S)-(2-Ethoxy-1-methyl-2- oxoethyl)-2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxy sulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fen oxaprop-(P)-ethyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Isopropyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-isopropyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL- alaninat (Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]- triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), 5-(4-Brom-1-methyl-5-tri fluormethyl-1H-pyrazol-3-yl)-2-chlor-4-fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-1- H-1,2,4-triazol-1-carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufen acet), N-(2,6-Difluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Flumetsulam), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-ethoxy carbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor-3-(2, 2,3,3,3-pentafluor-prop oxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3-carboxamid (Flupoxam), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl- sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9-Hydroxy-9H- fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5 -dichlor-6-fluor-pyridin-2-yl-oxy)- essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl-4-(3-trifluormethyl-phenyl)- 3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4-fluor-5-(tetrahydro-3-oxo-1H,3H- [1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1-yliden)-amino-phenyl]-thio-acetat (Fluthiacet methyl), 2-[[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hydroxymethyl phosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-ammonium)), N-Phos phonomethyl-glycin (-isopropylammoniumsalz), (Glyphosate, -isopropylam monium), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4- methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5- oxo-1H-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imazamethapyr), 2-(4,5-Di hydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridin-3- carbonsäure (Imazamox), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol- 2-yl)-chinolin-3-carbonsäure (Imazaquin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5- oxo-1H-imidazol-2-yl)-5-ethyl-pyridin-3-carbonsäure (Imazethapyr), N-(4-Methoxy- 6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl-phenylsulfonyl)-harn stoff-Natriumsalz (Iodosulfuron-methyl-sodium), 4-Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), N-(3-(1- Ethyl-1-methyl-propyl)-isoxazol-5-yl)-2,6-dimethoxy-benzamid (Isoxaben), (4- Chlor-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxa chlortole), (5-Cyclopropylisoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl phenyl)-methanon (Isoxaflutole), (4-Chlor-2-methyl-phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2-(4-Methylsulfonyl-2- nitro-benzoyl)-1,3-cyclohexandion (Mesotrione), 2-Chlor-N-(2,6-dimethyl-phenyl)- N-(1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), (S)-2-Chlor-N-(2-ethyl-6- methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metolachlor, S-Metola chlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]- pyrimidin-2-sulfonamid (Metosulam), 4-Amino-6-tert-butyl-3-methylthio-1,2,4- triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2- methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nicosulfuron), 1-Amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendi methalin), N-(4,6-Bis-difluormethoxy-pyrimidin-2-yl)-N'-(2-methoxycarbonyl phenylsulfonyl)-harnstoff (Primisulfuronmethyl), 2-Chlor-N-isopropyl-N-phenyl acetamid (Propachlor), N-(3,4-Dichlor-phenyl)-propanamid (Propanil), 2-[[[(4,5-Di hydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]-sulfonyl]- benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), S-Phenylmethyl- N,N-dipropyl-thiocarbamat (Prosulfocarb), N-(4-Methoxy-6-methyl-1,3,5-triazin-2- yl)-N'-(2-(3,3,3-trifluor-propyl)-phenylsulfonyl)-harnstoff (Prosulfuron), Ethyl-[2- Chlor-S-(4-chlor-5-difluormethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluor-phenoxy] - acetat (Pyraflufen-ethyl), O-(6-Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 7-Chlor-3-methylchinolin-8-carbonsäure (Quinmerac), N-(4,6-Dimeth oxy-pyrimidin-2-yl)-N'-(3-ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsul furon), 2-(1-Ethoximinobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxydim), 6-Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), N-Phosphonomethyl glycin-trimethylsulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2- ethylsulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4-ethyl amino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert-Butylamino-4-ethyl amino-6-methylthio-1,3,5-triazin (Terbutryn), N-(4-Methoxy-6-methyl-1,3,5-triazin- 2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]- harnstoff (Triasulfuron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'- (2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), 2-(3,5-Dichlor phenyl)-2-(2,2,2-trichlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyri midinyl)-amino]-carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natrium salz (Trifloxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin).
Als Mischungskomponenten aus den Wirkstoffen der Gruppe 3 werden besonders her
vorgehoben:
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlora zol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl), Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1 H-pyrazol-3,5-dicarboxylat (Mefenpyr-diethyl) und 2,4-Dichlorphenoxyessigsäure (2,4-D) sowie dessen Derivate.
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlora zol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarboxylat (Isoxadifen-ethyl), Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1 H-pyrazol-3,5-dicarboxylat (Mefenpyr-diethyl) und 2,4-Dichlorphenoxyessigsäure (2,4-D) sowie dessen Derivate.
Die Verbindungen Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-
3,5-dicarboxylat (Mefenpyr-diethyl), (1-Methylhexyl)-[(5-chlor-8-quinolinyl)oxy]-
acetat (Cloquintocet-methyl) und Ethyl-1-(2,4-dichlorphenyl)-5-(trichlormethyl)-1H-
1,2,4-triazol-3-carboxylat (Fenchlorazole-ethyl) sind in den folgenden Patentan
meldungen beschrieben: DE-A-39 39 503, EP-A-191 736 bzw. DE-A-35 25 205. 2,4-D
ist ein bekanntes Herbizid.
Es wurde nun überraschend gefunden, dass die oben definierten Wirkstoffkom
binationen aus Tritosulfuron und den oben angeführten Wirkstoffen der Gruppe 1 ge
gebenenfalls in Kombination mit Wirkstoffen der Gruppe 2 und/oder Wirkstoffen der
Gruppe 3, bei sehr guter Nutzpflanzenverträglichkeit eine besonders hohe herbizide
Wirksamkeit aufweisen und in verschiedenen Kulturen, insbesondere in Weizen, da
neben aber auch in Mais und Gerste zur selektiven Unkrautbekämpfung verwendet
werden können.
Überraschenderweise ist die herbizide Wirksamkeit der erfindungsgemäßen Wirkstoff
kombinationen aus Tritosulfuron und Verbindungen der oben aufgeführten Gruppe 1
erheblich höher als die Summe der Wirkungen der einzelnen Wirkstoffe.
Es liegt somit ein nicht vorhersehbarer synergistischer Effekt vor und nicht nur eine
Wirkungsergänzung. Die neuen Wirkstoffkombinationen sind in vielen Kulturen gut
verträglich, wobei die neuen Wirkstoffkombinationen auch sonst schwer bekämpfbare
Unkräuter gut bekämpfen. Die neuen Wirkstoffkombinationen stellen somit eine wert
volle Bereicherung der Selektivherbizide dar.
Es wurde außerdem überraschend gefunden, dass die oben definierten Wirkstoffkombi
nationen aus Tritosulfuron und einem Safener/Antidot ("Wirkstoffe der Gruppe 3") in
Kombination mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 1
bei sehr guter Nutzpflanzenverträglichkeit eine besonders hohe herbizide Wirksamkeit
aufweisen und in verschiedenen Kulturen, insbesondere in Getreide, vor allem Weizen,
aber auch in Soja, Kartoffeln, Mais und Reis zur selektiven Unkrautbekämpfung
verwendet werden können.
Überraschenderweise wurde zudem gefunden, dass auch die herbizid wirksame Sub
stanz 2,4-Dichlorphenoxy-essigsäure (2,4-D) und ihre Derivate die oben beschriebene
Safeneraufgabe übernehmen können.
Als überraschend ist weiterhin anzusehen, dass aus einer Vielzahl von bekannten
Safenern oder Antidots, die befähigt sind, die schädigende Wirkung eines Herbizids auf
die Kulturpflanzen zu antagonisieren, gerade die oben aufgeführten Verbindungen der
Gruppe 3 geeignet sind, die schädigende Wirkung von Tritosulfuron in Kombination
mit einem oder mehreren der oben angeführten Wirkstoffe der Gruppe 1, auf die
Kulturpflanzen annähernd vollständig aufzuheben, ohne dabei die herbizide Wirk
samkeit gegenüber den Unkräutern zu beeinträchtigen.
Hervorgehoben sei hierbei die besonders vorteilhafte Wirkung der besonders bevor
zugten Kombinationspartner aus der Gruppe 3, insbesondere hinsichtlich der
Schonung von Getreidepflanzen, wie z. B. Reis, Weizen, Gerste und Roggen, als
Kulturpflanzen.
Ganz besonders hervorgehoben werden Mischungen von Tritosulfuron und Propoxy
carbazone(-sodium) in Kombination mit einem oder mehreren der folgenden Wirk
stoffe:
N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)- harnstoff (Amidosulfuron), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoe säure-Natriumsalz (Bispyribac-sodium), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), 2,4-Dichlor-phen oxyessigsäure (2,4-D), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)-pyridin-3-carboxamid (Diflu fenican), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl- oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxy carbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsul furon-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Di methyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), 2-(4-Chlor-2-methyl-phen oxy)-propionsäure (Mecoprop), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin- 5(4H)-on (Metribuzin), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl)-3- (2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).
N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)- harnstoff (Amidosulfuron), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoe säure-Natriumsalz (Bispyribac-sodium), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxy carbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), 2,4-Dichlor-phen oxyessigsäure (2,4-D), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)-pyridin-3-carboxamid (Diflu fenican), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl- oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3-methoxy carbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsul furon-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Di methyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), 2-(4-Chlor-2-methyl-phen oxy)-propionsäure (Mecoprop), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin- 5(4H)-on (Metribuzin), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl)-3- (2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).
Weiterhin werden ganz besonders Mischungen von Tritosulfuron und
Flucarbazone(-sodium) in Kombination mit einem oder mehreren der folgenden
Wirkstoffen hervorgehoben:
2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac sodium), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-(4-Chlor-2-fluor-5-(2- chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexa hydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clo dinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2,4-Dichlor phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)- Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fenoxaprop-(P)- ethyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin- 2-sulfonamid (Florasulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4- thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)- essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H- imidazol-2-yl)-4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-1 H-imidazol-2-yl)-5-methoxymethyl-pyridin-3-carbon säure (Imazamox), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxy carbonyl-phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), (4-Chlor-2-methyl phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Meco prop), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metribuzin), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]- sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), Ethyl- [2-Chlor-5-(4-chlor-5-difluormethoxy-1-methyl-1 H-pyrazol-3-yl)-4-fluor-phenoxy]- acetat (Pyraflufen-ethyl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethylsulfonyl imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), N-(4-Methoxy-6-methyl-1,3,5- triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen- 1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Tri allate), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).
2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure-Natriumsalz (Bispyribac sodium), 3,5-Dibrom-4-hydroxy-benzonitril (Bromoxynil), 2-(4-Chlor-2-fluor-5-(2- chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Carfentrazone-ethyl), 2-Chlor-3-[2-chlor-5-(1,3,4,5,6,7-hexa hydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)-phenoxy-propanoat (Clo dinafop-propargyl), 3,6-Dichlor-pyridin-2-carbonsäure (Clopyralid), 2,4-Dichlor phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)- Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]-propanoat (Fenoxaprop-(P)- ethyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidin- 2-sulfonamid (Florasulam), N-(4-Fluor-phenyl)-N-i-propyl-2-(5-trifluormethyl-1,3,4- thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (3-methoxycarbonyl-6-trifluormethyl-pyridin-2-yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), (4-Amino-3,5-dichlor-6-fluor-pyridin-2-yl-oxy)- essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl-heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H- imidazol-2-yl)-4-methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-1 H-imidazol-2-yl)-5-methoxymethyl-pyridin-3-carbon säure (Imazamox), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxy carbonyl-phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), N,N-Dimethyl-N'-(4-isopropyl-phenyl)-harnstoff (Isoproturon), (4-Chlor-2-methyl phenoxy)-essigsäure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Meco prop), 4-Amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metribuzin), 2- [[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]- sulfonyl]-benzoesäure-methylester-Natriumsalz (Propoxycarbazone-sodium), Ethyl- [2-Chlor-5-(4-chlor-5-difluormethoxy-1-methyl-1 H-pyrazol-3-yl)-4-fluor-phenoxy]- acetat (Pyraflufen-ethyl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethylsulfonyl imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), N-(4-Methoxy-6-methyl-1,3,5- triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harnstoff (Thifensulfuron methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen- 1-on (Tralkoxydim), S-(2,3,3-Trichlor-2-propenyl)-diisopropylcarbamothioat (Tri allate), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluor ethoxy)-2-pyridinsulfonamid-Natriumsalz (Trifloxysulfuron).
Die erfindungsgemäßen Wirkstoffkombinationen können z. B. bei den folgenden Pflan
zen verwendet werden:
Dikotyle Unkräuter der Gattungen: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindemia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.
Dikotyle Unkräuter der Gattungen: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindemia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.
Dikotyle Kulturen der Gattungen: Gossypium, Glycine, Beta, Daucus, Phaseolus,
Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica,
Lactuca, Cucumis, Cuburbita.
Monokotyle Unkräuter der Gattungen: Echinochloa, Setaria, Panicum, Digitaria,
Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus,
Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis,
Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus,
Apera, Phalaris.
Monokotyle Kulturen der Gattungen: Oryza, Zea, Triticum, Hordeum, Avena, Secale,
Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium.
Die Verwendung der erfindungsgemäßen Wirkstoffkombinationen ist jedoch keines
wegs auf diese Gattungen beschränkt, sondern erstreckt sich in gleicher Weise auch auf
andere Pflanzen.
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter
Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie er
wünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich
natürlich vorkommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die
durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechno
logische und gentechnologische Methoden oder Kombinationen dieser Methoden
erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich
der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten.
Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Teile und Organe
der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei bei
spielhaft Blätter, Nadeln, Stengel, Stämme, Blüten, Fruchtkörper, Früchte und Samen
sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen
gehört auch Erntegut sowie vegetatives und generatives Vermehrungsmaterial, bei
spielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirk
stoffen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder
Lagerraum nach den üblichen Behandlungsmethoden, z. B. durch Tauchen, Sprühen,
Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbe
sondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen.
Der synergistische Effekt der erfindungsgemäßen Wirkstoffkombinationen ist bei be
stimmten Konzentrationsverhältnissen besonders stark ausgeprägt. Jedoch können die
Gewichtsverhältnisse der Wirkstoffe in den Wirkstoffkombinationen in relativ großen
Bereichen variiert werden. Im allgemeinen entfallen auf 1 Gewichtsteil Tritosulfuron
0,01 bis 1000 Gewichtsteile, vorzugsweise 0,05 bis 500 Gewichtsteile und besonders
bevorzugt 0,1 bis 100 Gewichtsteile Wirkstoff der Gruppe 1.
Der vorteilhafte Effekt der Kulturpflanzenverträglichkeit der erfindungsgemäßen Wirk
stofflcombinationen ist bei bestimmten Konzentrationsverhältnissen ebenfalls beson
ders stark ausgeprägt. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den
Wirkstoffkombinationen in relativ großen Bereichen variiert werden. Im allgemeinen
entfallen auf 1 Gewichtsteil Tritosulfuron oder dessen Mischungen mit Wirkstoffen der
Gruppe 1 und gegebenenfalls mit Wirkstoffen der Gruppe 2 0,001 bis 1000 Gewichts
teile, vorzugsweise 0,01 bis 100 Gewichtsteile und besonders bevorzugt 0,1 bis 10 Ge
wichtsteile Wirkstoff der Gruppe 3.
Die Wirkstoffkombinationen können in die üblichen Formulierungen übergeführt
werden, wie Lösungen, Emulsionen, Spritzpulver, Suspensionen, Pulver, Stäubemittel,
Pasten, lösliche Pulver, Granulate, Suspensions-Emulsions-Konzentrate, Wirkstoff
imprägnierte Natur- und synthetische Stoffe sowie Feinstverkapselungen in polymeren
Stoffen.
Diese Formulierungen werden in bekannter Weise hergestellt, z. B. durch Vermischen
der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln und/oder festen Trä
gerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also
Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln.
Im Falle der Benutzung von Wasser als Streckmittel können z. B. auch organische Lö
sungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kom
men im wesentlichen in Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaline,
chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole,
Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan
oder Paraffine, z. B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie
Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methyl
ethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie
Dimethylformamid und Dimethylsulfoxid, sowie Wasser.
Als feste Trägerstoffe kommen in Frage:
z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Ge steinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate, als feste Trä gerstoffe für Granulate kommen in Frage: z. B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Kokosnussschalen, Maiskolben und Tabakstengeln; als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z. B. nichtionogene und anio nische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol- Ether, z. B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z. B. Lignin-Sulfitab laugen und Methylcellulose.
z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Ge steinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate, als feste Trä gerstoffe für Granulate kommen in Frage: z. B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Kokosnussschalen, Maiskolben und Tabakstengeln; als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z. B. nichtionogene und anio nische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol- Ether, z. B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z. B. Lignin-Sulfitab laugen und Methylcellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche
und synthetische pulvrige, körnige oder latexförmige Polymere verwendet werden, wie
Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospholipide,
wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können
mineralische und vegetabile Öle sein.
Es können Farbstoffe wie anorganische Pigmente, z. B. Eisenoxid, Titanoxid, Ferro
cyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarb
stoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt,
Molybdän und Zink verwendet werden.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gewichtsprozent
an Wirkstoffen einschließlich der Safener, vorzugsweise zwischen 0,5 und 90%.
Die erfindungsgemäßen Wirkstoffkombinationen werden im allgemeinen in Form von
Fertigformulierungen zur Anwendung gebracht. Die in den Wirkstoffkombinationen
enthaltenen Wirkstoffe können aber auch in Einzelformulierungen bei der Anwendung
gemischt, d. h. in Form von Tankmischungen zur Anwendung gebracht werden.
Die neuen Wirkstoffkombinationen können als solche oder in ihren Formulierungen
weiterhin auch in Mischung mit anderen bekannten Herbiziden Verwendung finden,
wobei wiederum Fertigformulierungen oder Tankmischungen möglich sind. Auch eine
Mischung mit anderen bekannten Wirkstoffen, wie Fungiziden, Insektiziden, Akari
ziden, Nematiziden, Schutzstoffen gegen Vogelfraß, Wuchsstoffen, Pflanzennährstof
fen und Bodenstrukturverbesserungsmitteln ist möglich. Für bestimmte Anwendungs
zwecke, insbesondere im Nachauflauf-Verfahren, kann es ferner vorteilhaft sein, in die
Formulierungen als weitere Zusatzstoffe pflanzenverträgliche mineralische oder vege
tabilische Öle (z. B. das Handelspräparat "Oleo DuPont 11E") oder Ammoniumsalze
wie z. B. Ammoniumsulfat oder Ammoniumrhodanid aufzunehmen.
Die neuen Wirkstoftkombinationen können als solche, in Form ihrer Formulierungen
oder der daraus durch weiteres Verdünnen bereiteten Anwendungsformen, wie ge
brauchsfertige Lösungen, Suspensionen, Emulsionen, Pulver, Pasten und Granulate an
gewandt werden. Die Anwendung geschieht in üblicher Weise, z. B. durch Gießen,
Spritzen, Sprühen, Stäuben oder Streuen.
Die erfindungsgemäßen Wirkstoflkombinationen können vor und nach dem Auflaufen
der Pflanzen appliziert werden, also im Vorauflauf- und Nachauflauf-Verfahren. Sie
können auch vor der Saat in den Boden eingearbeitet werden.
Ein synergistischer Effekt liegt bei Herbiziden immer dann vor, wenn die herbizide
Wirkung der Wirkstoffkombination größer ist als die der einzelnen applizierten Wirk
stoffe.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Herbizide kann wie
folgt berechnet werden (vgl. COLBY, S. R.: "Calculating synergistic and antagonistic
responses of herbicide combinations", Weeds 15, Seiten 20-22, 1967):
Wenn X = % Schädigung durch Herbizid A (Wirkstoff der Formel I) bei p kg/ha Aufwandmenge
und Y = % Schädigung durch Herbizid B (Wirkstoff der Formel II) bei q kg/ha Aufwandmenge
und E = die erwartete Schädigung der Herbizide A und B bei p und q kg/ha Aufwandmenge,
dann ist E = X + Y - (X . Y/100).
Wenn X = % Schädigung durch Herbizid A (Wirkstoff der Formel I) bei p kg/ha Aufwandmenge
und Y = % Schädigung durch Herbizid B (Wirkstoff der Formel II) bei q kg/ha Aufwandmenge
und E = die erwartete Schädigung der Herbizide A und B bei p und q kg/ha Aufwandmenge,
dann ist E = X + Y - (X . Y/100).
Ist die tatsächliche Schädigung größer als berechnet, so ist die Kombination in ihrer
Wirkung überadditiv, das heißt, sie zeigt einen synergistischen Effekt.
Claims (6)
1. Herbizide Mittel, gekennzeichnet durch einen synergistischen wirksamen
Gehalt an einer Wirkstoffkombination, umfassend
- a) Tritosulfuron
und
- a) eine oder mehrere Verbindungen aus einer zweiten Gruppe von Herbizi
den, welche die nachstehend genannten Wirkstoffe enthält:
(5-Trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-essigsäure-N-isopropyl-N-(4- fluorphenyl)-amid (Flufenacet), 2-(2-Methoxycarbonyl-phenylsulfonylamino carbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (Propoxycarbazone(-sodium), 2-(2- Trifluormethoxy-phenylsulfonylaminocarbonyl)-4-methyl-5-methoxy-2,4- dihydro-3H-1,2,4-triazol-3-on oder das Natriumsalz dieser Verbindung (Flucarbazone(-sodium), N-(3,4-dichlorphenyl)propanamid (Propanil), N-2- benzothiazolyl-N,N'-dimethylharnstoff (Methabenzthiazuron), 4-Amino-6- (1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-on (Metribuzin), 4-(2- Chlorphenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1 H-tetrazol-1-carbox amid (Fentrazamide), 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (Metamitron), 2-(2-Benzothiazolyloxy)-N-methyl-N-phenylacetamid (Mefenacet), 4-Amino-6-(1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin- 5(4H)-on (Ethiozin), 1-Methylethyl 5-[4-brom-1-methyl-5-(trifluormethyl)- 1H-pyrazol-3-yl]-2-chlor-4-fluorbenzoat (Fluazolate)
- a) eine oder mehrere Verbindungen aus einer zweiten Gruppe von
Herbiziden, welche die nachstehend genannten Wirkstoffe enthält:
2-Chlor-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamid (Aceto chlor), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro-benzoesäure-Natrium salz (Acifluorfen-sodium), 2-Chlor-6-nitro-3-phenoxy-benzenamin (Aclonifen), 2-Chlor-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamid (Alachlor), N-Ethyl-N'-i-propyl-6-methylthio-1,3,5-triazin-2,4-diamin (Ametryn), 4-Amino-N-(1,1-Dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)- 5-oxo-1H-1,2,4-triazol-1-carboxamid (Amicarbazone), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(N-methyl-N-methylsulfonyl-sulfamoyl)-harnstoff (Amidosulfuron), 1H-1,2,4-Triazol-3-amin (Amitrole), 6-Chlor-4-ethyl amino-2-isopropylamino-1,3,5-triazin (Atrazin), 2-[2,4-Dichlor-5-(2-prop inyloxy)-phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]-pyridin-3(2H)-on (Azafenidin), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-[1-methyl-4-(2-methyl- 2H-tetrazol-5-yl)-1H-pyrazol-5-ylsulfonyl]-harnstoff (Azimsulftiron), N- Benzyl-2-(4-fluor-3-trifluormethyl-phenoxy)-butanamid (Beflubutamid), 4- Chlor-2-oxo-3(2H)-benzthiazolessigsäure (Benazolin), N-Butyl-N-ethyl-2,6- dinitro-4-trifluormethyl-benzenamin (Benfluralin), N-(4,6-Dimethoxy pyrimidin-2-yl)-N'-(2-methoxycarbonyl-phenylmethylsulfonyl)-harnstoff (Bensulfuron), 2-[2-[4-(3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluormethyl- 1(2H)-pyrimidinylphenoxymethyl]-5-ethyl-phenoxy-propansäure-methylester (Benzfendizone), 3-(2-Chlor-4-methylsulfonyl-benzoyl)-4-phenylthio-bi cyclo-[3.2.1]-oct-3-en-2-on (Benzobicyclon), Ethyl N-benzoyl-N-(3,4-di chlor-phenyl)-DL-alaninat (Benzoylprop-ethyl), 3-i-Propyl-1H-2,1,3-benzo thiadiazin-4(3H)-on (Bentazon), Methyl-5-(2,4-dichlor-phenoxy)-2-nitro benzoat (Bifenox), 2,6-Bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoesäure- Natriumsalz (Bispyribac-sodium), 2-Brom-3,3-dimethyl-N-(1-methyl-1- phenyl-ethyl)-butanamid (Bromobutide), 3,5-Dibrom-4-hydroxy-benz aldehyd-O-(2,4-dinitro-phenyl)-oxim (Bromofenoxim), 3,5-Dibrom-4-hy droxy-benzonitril (Bromoxynil), N-Butoxymethyl-2-chlor-N-(2,6-diethyl phenyl)-acetamid (Butachlor), 2-Chlor-5-(3,6-dihydro-3-methyl-2,6-dioxo-4- trifluormethyl-1(2H)-pyrimidinyl)-benzoesäure-[1,1-dimethyl-2-oxo-2-(2- propenyloxy)]-ethylester (Butafenacil-allyl), 2-(1-Ethoximino-propyl)-3- hydroxy-5-[2,4,6-trimethyl-3-(1-oxo-butyl)-phenyl]-2-cyclohexen-1-on (But roxydim), S-Ethyl-bis-(2-methyl-propyl)-thiocarbamat (Butylate), N,N- Diethyl-3-(2,4,6-trimethyl-phenylsulfonyl)-1H-1,2,4-triazol-1-carboxamid (Cafenstrole), 2-[1-[(3-Chlor-2-propenyl)-oxy-imino]-propyl]-3-hydroxy-5- (tetrahydro-2H-pyran-4-yl)-2-cyclohexen-1-on (Caloxydim, Tepraloxydim), 2-(4-Chlor-2-fluor-5-(2-chlor-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluor methyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-on (Carfentrazone-ethyl), 2,4-Dichlor-1-(3-methoxy-4-nitro-phenoxy)-benzol (Chlomethoxyfen), 3- Amino-2,5-dichlor-benzoesäure (Chloramben), N-(4-Chlor-6-methoxy-pyri midin-2-yl)-N'-(2-ethoxycarbonyl-phenylsulfonyl)-harnstoff (Chlorimuron ethyl), 1,3,5-Trichlor-2-(4-nitro-phenoxy)-benzol (Chlornitrofen), N-(4- Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-chlor-phenylsulfonyl)-harnstoff (Chlorsulfuron), N'-(3-Chlor-4-methyl-phenyl)-N,N-dimethyl-harnstoff (Chlortoluron), 2-Chlor-3-[2-chlor-5-(1, 3, 4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propansäure-ethylester (Cinidon-ethyl), N-(4,6- Dimethoxy-1,3,5-triazin-2-yl)-N'-(2-(2-methoxy-ethoxy)-phenylsulfonyl)- harnstoff (Cinosulfuron), 2-[1-[2-(4-Chlor-phenoxy)-propoxyaminobutyl]-5- (tetrahydro-2H-thiopyran-3-yl)-1,3-cyclohexandion (Clefoxydim), (E,E)-(+)- 2-[1-[[(3-Chlor-2-propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexen-1- on (Clethodim), (R)-(2-Propinyl)-2-[4-(5-chlor-3-fluor-pyridin-2-yl-oxy)- phenoxy-propanoat (Clodinafop-propargyl), 3,6-Dichlor-pyridin-2-carbon säure (Clopyralid), Methyl-3-chloro-2-[(5-ethoxy-7-fluor[1,2, 4]triazolo[1,5- c]pyrimidin-2-yl-sulfonyl)-amino]-benzoat (Cloransulam-methyl), 2-Chlor-4- ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazin (Cyanazine), N- (4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-cyclopropylcarbonyl-phenylsulfonyl)- harnstoff (Cyclosulfamuron), 2-(1-Ethoximinobutyl)-3-hydroxy-5-(tetra hydro-2H-thiopyran-3-yl)-2-cyclohexen-1-on (Cycloxydim), (R)-2-[4-(4- Cyano-2-fluor-phenoxy)-phenoxy]-propansäure-butylester (Cyhalofop-butyl), 2,4-Dichlor-phenoxyessigsäure (2,4-D), 3,6-Dichlor-2-methoxy-benzoesäure (Dicamba), (R)-2-(2,4-Dichlor-phenoxy)-propansäure (Dichlorprop-P), Methyl-2-[4-(2,4-dichlor-phenoxy)-phenoxy]-propanoat (Diclofop-methyl), N-(2,6-Dichlor-phenyl)-5-ethoxy-7-fluor-[1,2,4]-triazolo-[1,5-c]-pyrimidin-2- sulfonamid (Diclosulam), 1,2-Dimethyl-3,5-diphenyl-1H-pyrazolium-methyl sulfat (Difenzoquat), N-(2,4-Difluor-phenyl)-2-(3-trifluormethyl-phenoxy)- pyridin-3-carboxamid (Diflufenican), 2-[1-[(3,5-Difluor-phenyl)-amino carbonyl-hydrazono]-ethyl]-pyridin-3-carbonsäure (Diflufenzopyr), S-(1- Methyl-1-phenyl-ethyl)-1-piperidin-carbothioat (Dimepiperate), (S-)2-Chlor- N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamid (S-) (Di methenamid), 2-Amino-4-(1-fluor-1-methyl-ethyl)-6-(1-methyl-2-(3,5-di methyl-phenoxy)-ethylamino)-1,3,5-triazin (Dimexyflam), N3,N3-Diethyl- 2,4-dinitro-6-trifluormethyl-1,3-diamino-benzol (Dinitramine), 6,7-Dihydro dipyrido[1,2-a:2',1'-c]pyrazindiium (Diquat), S,S-Dimethyl-2-difluormethyl- 4-i-butyl-6-trifluormethyl-pyridin-3,5-dicarbothioat (Dithiopyr), N' -(3,4-Di chlor-phenyl)-N,N-dimethyl-harnstoff (Diuron), 2-[2-(3-Chlor-phenyl)- oxiranylmethyl]-2-ethyl-111-inden-1,3(2H)-dion (Epropodan), S-Ethyl-dipro pylthiocarbamat (EPTC), S-(Phenylmethyl)-N-ethyl-N-(1,2-dimethylpropyl)- thiocarbamat (Esprocarb), N-Ethyl-N-(2-methyl-2-propenyl)-2, 6-dinitro-4-tri fluormethyl-benzenamin (Ethalfluralin), (S)-(2-Ethoxy-1-methyl-2-oxoethyl)- 2-chlor-5-(2-chlor-4-trifluormethyl-phenoxy)-benzoat (Ethoxyfen), N-(4,6- Dimethoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulfonyl)-harnstoff (Ethoxysulfuron), (R)-Ethyl-2-[4-(6-chlor-benzoxazol-2-yl-oxy)-phenoxy]- propanoat (Fenoxaprop-(P)-ethyl), 4-(2-Chlor-phenyl)-N-cyclohexyl-N-ethyl- 4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamid (Fentrazamide), Isopropyl-N- benzoyl-N-(3-chlor-4-fluro-phenyl)-DL-alaninat (Flamprop-isopropyl), Iso propyl-N-benzoyl-N-(3-chlor-4-fluro-phenyl)-L-alaninat (Flamprop-iso propyl-L), Methyl-N-benzoyl-N-(3-chlor-4-fluor-phenoxy)-DL-alaninat (Flamprop-methyl), N-(2,6-Difluor-phenyl)-8-fluor-5-methoxy-[1,2,4]- triazolo-[1,5-c]-pyrimidin-2-sulfonamid (Florasulam), (R)-2-[4-(5-Trifluor methyl-pyridin-2-yl-oxy)-phenoxy]-propansäure-butylester (Fluazifop, -butyl, -P-butyl), 5-(4-Brom-1-methyl-5-trifluormethyl-1H-pyrazol-3-yl)-2-chlor-4- fluor-benzoesäure-i-propylester (Fluazolate), 4,5-Dihydro-3-methoxy-4- methyl-5-oxo-N-[(2-trifluormethoxy-phenyl)-sulfonyl]-1-H-1,2,4-triazol-1- carboxamid-Natriumsalz (Flucarbazone-sodium), N-(4-Fluor-phenyl)-N-i- propyl-2-(5-trifluormethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamid (Flufenacet), N-(2,6-Difluor-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfon amid (Flumetsulam), Pentyl-[2-chlor-4-fluor-5-(1,3,4,5,6,7-hexahydro-1,3- dioxo-2H-isoindol-2-yl)-phenoxy]-acetat (Flumiclorac-pentyl), 2-[7-Fluor- 3,4-dihydro-3-oxo-4-(2-propinyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetra hydro-1H-isoindol- 1,3-dion (Flumioxazin), 2-[4-Chlor-2-fluor-5-[(1-methyl- 2-propinyl)-oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindol-1,3(2H)-dion (Flumipropyn), 3-Chlor-4-chlormethyl-1-(3-trifluormethyl-phenyl)-2-pyrroli dinon (Fluorochloridone), 5-(2-Chlor-4-trifluormethyl-phenoxy)-2-nitro benzoesäure-ethoxycarbonylmethylester (Fluoroglycofen-ethyl), 1-(4-Chlor- 3-(2, 2,3,3,3-pentafluor-propoxy methyl)-phenyl)-5-phenyl-1H-1,2,4-triazol-3- carboxamid (Flupoxam), 1-Isopropyl-2-chlor-5-(3,6-dihydro-3-methyl-2,6-di oxo-4-trifluormethyl-1(2H)-pyrimidyl)-benzoat (Flupropacil), N-(4,6-Di methoxy-pyrimidin-2-yl)-N'-(3-methoxycarbonyl-6-trifluormethyl-pyridin-2- yl-sulfonyl)-harnstoff-Natriumsalz (Flupyrsulfuron-methyl-sodium), 9- Hydroxy-9H-fluoren-9-carbonsäure (Flurenol), (4-Amino-3,5-dichlor-6-fluor pyridin-2-yl-oxy)-essigsäure (-2-butoxy-1-methyl-ethylester, -1-methyl heptylester) (Fluroxypyr, -butoxypropyl, -meptyl), 5-Methylamino-2-phenyl- 4-(3-trifluormethyl-phenyl)-3(2H)-furanon (Flurtamone), Methyl-[(2-chlor-4- fluor-5-(tetrahydro-3-oxo-1H,3H-[1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1- yliden)-amino-phenyl]-thio-acetat (Fluthiacet-methyl), 5-(2-Chlor-4-trifluor methyl-phenoxy)-N-methylsulfonyl-2-nitro-benzamid (Fomesafen), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- formylamino-N,N-dimethyl-benzamid (Foramsulfuron), 2-Amino-4-(hy droxymethylphosphinyl)-butansäure (-ammoniumsalz) (Glufosinate (-am monium)), N-Phosphonomethyl-glycin (-isopropylammoniumsalz), (Gly phosate, -isopropylammonium), (R)-2-[4-(3-Chlor-5-trifluormethyl-pyridin-2- yl-oxy)-phenoxy]-propansäure (-methylester, -2-ethoxy-ethylester, -butyl ester) (Haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-Cyclohexyl-6- dimethylamino-1-methyl-1,3,5-triazin-2,4(1H,3H)-dion (Hexazinone), Methyl-2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4- methyl-benzoat (Imazamethabenz-methyl), 2-(4,5-Dihydro-4-methyl-4-iso propyl-5-oxo-1H-imidazol-2-yl)-5-methyl-pyridin-3-carbonsäure (Imaza methapyr), 2-(4,5-Dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5- methoxymethyl-pyridin-3-carbonsäure (Imazamox), 2-(4,5-Dihydro-4- methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-chinolin-3-carbonsäure (Imaza quin), 2-(4,5-Dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-ethyl pyridin-3-carbonsäure (Imazethapyr), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'- (2-chlor-imidazo[1,2-a]-pyridin-3-yl-sulfonyl)-harnstoff (Imazosulfuron), N- (4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(5-iod-2-methoxycarbonyl phenylsulfonyl)-harnstoff-Natriumsalz (Iodosulfuron-methyl-sodium), 4- Hydroxy-3,5-diiod-benzonitril (Ioxynil), N,N-Dimethyl-N'-(4-isopropyl phenyl)-harnstoff (Isoproturon), N-(3-(1-Ethyl-1-methyl-propyl)-isoxazol-5- yl)-2,6-dimethoxy-benzamid (Isoxaben), (4-Chlor-2-methylsulfonyl-phenyl)- (5-cyclopropyl-isoxazol-4-yl)-methanon (Isoxachlortole), (5-Cyclopropyl isoxazol-4-yl)-(2-methylsulfonyl-4-trifluormethyl-phenyl)-methanon (Isoxa flutole), 2-[2-[4-[3,5-Dichlor-2-pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]-is oxazolidin (Isoxapyrifop), (2-Ethoxy-1-methyl-2-oxo-ethyl)-5-(2-chlor-4-tri fluormethyl-phenoxy)-2-nitro-benzoat (Lactofen), N'-(3,4-dichlor-phenyl)-N- methoxy-N-methyl-harnstoff (Linuron), (4-Chlor-2-methyl-phenoxy)-essig säure (MCPA), 2-(4-Chlor-2-methyl-phenoxy)-propionsäure (Mecoprop), 2- (2-Benzthiazolyloxy)-N-methyl-N-phenyl-acetamid (Mefenacet), 2-(4- Methylsulfonyl-2-nitro-benzoyl)-1,3-cyclohexandion (Mesotrione), 4-Amino- 3-methyl-6-phenyl-1,2,4-triazin-5(4H)-on (Metamitron), 2-Chlor-N-(2,6-di methyl-phenyl)-N-(1H-pyrazol-1-yl-methyl)-acetamid (Metazachlor), N'-(4- (3,4-Dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl-oxy)- phenyl)-N-methoxy-N-methyl-harnstoff (Metobenzuron), N'-(4-Brom phenyl)-N-methoxy-N-methylharnstoff (Metobromuron), (S)-2-Chlor-N-(2- ethyl-6-methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acet-amid (Metola chlor, S-Metolachlor), N-(2,6-Dichlor-3-methyl-phenyl)-5,7-dimethoxy- 1,2,4-triazolo[1,5-a]-pyrimidin-2-sulfonamid (Metosulam), N'-(3-Chlor-4- methoxy-phenyl)-N,N-dimethyl-harnstoff (Metoxuron), 4-Amino-6-tert- butyl-3-methylthio-1,2,4-triazin-5(4H)-on (Metribuzin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Metsulfuron-methyl), S-Ethyl-hexahydro-1H-azepin-1-carbothioat (Moli nate), 2-(2-Naphthyloxy)-N-phenyl-propanamid (Naproanilide), N-Butyl-N'- (3,4-dichlor-phenyl)-N-methyl-harnstoff (Neburon), N-(4,6-Dimethoxy-pyri midin-2-yl)-N'-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl)-harnstoff (Nico sulfuron), S-(2-Chlor-benzyl)-N,N-diethyl-thiocarbamat (Orbencarb), 4-Di propylamino-3,5-dinitro-benzensulfonamid (Oryzalin), 3-[2,4-Dichlor-5-(2- propinyloxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-on (Oxadiargyl), 3- [2,4-Dichlor-5-(1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)- on (Oxadiazon), N-(4,6-Dimethyl-pyrimidin-2-yl)-N'-(2-oxetan-3-yl-oxy carbonyl-phenylsulfonyl)-harnstoff (Oxasulfuron), 3-[1-(3,5-Dichlor-phenyl)- 1-i-propyl]-2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-on (Oxaziclo mefone), 2-Chlor-1-(3-ethoxy-4-nitro-phenoxy)-4-trifluormethyl-benzen (Oxyfluorfen), 1,1'-Dimethyl-4,4'-bipyridinium (Paraquat), 1-Amino-N-(1- ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzol (Pendimethalin), 4-(t-Butyl)-N- (1-ethyl-propyl)-2,6-dinitro-benzenamin (Pendralin), 4-Amino-3,5,6-trichlor pyridin-2-carbonsäure (Picloram), 2-Chlor-N-(2,6-diethyl-phenyl)-N-(2-prop oxy-ethyl)-acetamid (Pretilachlor), N-(4,6-Bis-difluormethoxy-pyrimidin-2- yl)-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Primisulfuron methyl), 1-Chlor-N-[2-chlor-4-fluor-5-[(6S,7aR)-6-fluor-tetrahydro-1,3-di oxo-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-phenyl]-methansulfonamid (Proflu azol), 2-Chlor-N-isopropyl-N-phenyl-acetamid (Propachlor), N-(3,4-Dichlor phenyl)-propanamid (Propanil), (R)-[2-[[(1-Methyl-ethyliden)-amino]-oxy]- ethyl]-2-[4-(6-chlor-2-chinoxalinyloxy)-phenoxy]-propanoat (Propaquizafop), 2-Chlor-N-(2-ethyl-6-methyl-phenyl)-N-[(1-methyl-ethoxy)-methyl]-acet amid (Propisochlor), 2-[[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4- triazol-1-yl)-carbonyl]-amino]-sulfonyl]-benzoesäure-methylester-Natrium salz (Propoxycarbazone-sodium), S-Phenylmethyl-N,N-dipropyl-thiocarb amat (Prosulfocarb), N-(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-(3,3,3- trifluor-propyl)-phenylsulfonyl)-harnstoff (Prosulfuron), Ethyl-[2-Chlor-5-(4- chlor-5-difluormethoxy-1-methyl-1 H-pyrazol-3-yl)-4-fluor-phenoxy]-acetat (Pyraflufen-ethyl), 1-(3-Chlor-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2- yl)-5-(methyl-2-propinylamino)-1H-pyrazol-4-carbonitril (Pyrazogyl), 4-(2,4- Dichlor-benzoyl)-1,3-dimethyl-5-(4-methyl-phenylsulfonyloxy)-pyrazol (Pyr azolate), 4-(2,4-Dichlor-benzoyl)-1,3-dimethyl-S-(phenylcarbonylmethoxy)- pyrazol (Pyrazoxyfen), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(4-ethoxy carbonyl-1-methyl-pyrazol-5-yl-sulfonyl)-harnstoff (Pyrazosulfuron-ethyl), Diphenylmethanon-O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl]- oxim (Pyribenzoxim), 6-Chlor-3-phenyl-4-pyridazinol (Pyridafol), O-(6- Chlor-3-phenyl-pyridazin-4-yl)-S-octyl-thiocarbonat (Pyridate), 6-Chlor-3- phenyl-pyridazin-4-ol (Pyridatol), 7-[(4,6-Dimethoxy-2-pyrimidinyl)-thio]-3- methyl-1(3H)-isobenzofuranon (Pyriftalid), 2-(4,6-Dimethoxy-pyrimidin-2- yl-oxy)-benzoesäure-methylester (Pyriminobac-methyl), 2-Chlor-6-(4,6-di methoxy-pyrimidin-2-ylthio)-benzoesäure-Natriumsalz (Pyrithiobac-sodium), 3,7-Dichlor-chinolin-8-carbonsäure (Quinchlorac), 7-Chlor-3-methyl chinolin-8-carbonsäure (Quinmerac), 2-[4-(6-Chlor-2-chinoxalinyloxy)-phen oxy]-propansäure (-ethylester, -tetrahydro-2-furanyl-methylester) (Quizalo fop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(3- ethylsulfonyl-pyridin-2-yl-sulfonyl)-harnstoff (Rimsulfuron), 2-(1-Ethox iminobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-on (Sethoxy dim), 6-Chlor-2,4-bis-ethylamino-1,3,5-triazin (Simazin), 2-(2-Chlor-4- methylsulfonyl-benzoyl)-cyclohexan-1,3-dion (Sulcotrione), 2-(2,4-Dichlor- 5-methylsulfonylamino-phenyl)-4-difluormethyl-5-methyl-2,4-dihydro-3H- 1,2,4-triazol-3-on (Sulfentrazone), N-Phosphonomethyl-glycin-trimethyl sulfonium (Sulfosate), N-(4,6-Dimethoxy-pyrimidin-2-yl)-N'-(2-ethyl sulfonyl-imidazo[1,2-a]pyridin-3-sulfonamid (Sulfosulfuron), 6-Chlor-4- ethylamino-2-tert-butylamino-1,3,5-triazin (Terbuthylazine), 2-tert-Butyl amino-4-ethylamino-6-methylthio-1,3,5-triazin (Terbutryn), 2-Chlor-N-(2,6- dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)-acetamid (Thenylchlor), 2-Difluormethyl-S-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluor methyl-pyridin-3-carbonsäure-methylester (Thiazopyr), 6-(6,7-Dihydro-6,6- dimethyl-3H,5H-pyrrolo[2,1-c]-1,2,4-thiadiazol-3-ylidenamino)-7-fluor-4-(2- propinyl)-2H-1,4-benzoxazin-3(4H)-on (Thidiazimin), N-(4-Methoxy-6- methyl-1,3,5-triazin-2-yl)-N'-(2-methoxycarbonyl-thien-3-yl-sulfonyl)-harn stoff (Thifensulfuron-methyl), 2-(Ethoximino-propyl)-3-hydroxy-5-(2,4,6-tri methyl-phenyl)-2-cyclohexen-1-on (Tralkoxydim), S-(2,3,3-Trichlor-2- propenyl)-diisopropylcarbamothioat (Triallate), N-(4-Methoxy-6-methyl- 1,3,5-triazin-2-yl)-N'-[2-(2-chlor-ethoxy)-phenylsulfonyl]-harnstoff (Triasulf uron), N-Methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N'-(2-methoxy carbonyl-phenylsulfonyl)-harnstoff (Tribenuron-methyl), (3,5,6-Trichlor)- pyridin-2-yl-oxy-essigsäure (Triclopyr), 2-(3,5-Dichlor-phenyl)-2-(2,2,2-tri chlor-ethyl)-oxiran (Tridiphane), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino] - carbonyl]-3-(2,2,2-trifluor-ethoxy)-2-pyridinsulfonamid-Natriumsalz (Tri floxysulfuron), 1-Amino-2,6-dinitro-N,N-dipropyl-4-trifluormethyl-benzol (Trifluralin), N-[4-Dimethylamino-6-(2,2,2-trifluor-ethoxy)-1,3,5-triazin-2- yl]-N'-(2-methoxycarbonyl-phenylsulfonyl)-harnstoff (Triflusulfuron methyl), N-[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(N-methyl- N-methylsulfonyl-amino])-2-pyridinsulfonamid, (vgl. WO-A-92/10 660), 2- [[[[(4,6-Dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulfonyl]-4- [[(methylsulfonyl)-amino]methyl]-benzoesäure-methylester (vgl. DE-A- 43 35 297), 4-[4,5-Dihydro-4-methyl-5-oxo-(3-trifluormethyl)-1H-1,2,4-tri azol-1-yl]-2-[(ethylsulfonyl)amino]-5-fluor-benzencarbothioamid (vgl. WO- A-95/30 661)
(" Wirkstoffe der Gruppe 2"),
- a) eine die Kulturpflanzenverträglichkeit verbessernde Verbindung aus der
folgenden Gruppe von Verbindungen:
4-Dichloracetyl-1-oxa-4-aza-spiro[4.5]-decan (AD-67), 1-Dichloracetyl-hexa hydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-on (BAS-145138), 4- Dichloracetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazin (Benoxacor), 5- Chlor-chinoxalin-8-oxy-essigsäure-(1-methyl-hexylester) (Cloquintocet mexyl), α-(Cyanomethoximino)-phenylacetonitril (Cyometrinil), 2,4-Dichlor phenoxy-essigsäure (2,4-D), 2,2-Dichlor-N-(2-oxo-2-(2-propenylamino)- ethyl)-N-(2-propenyl)-acetamid (DKA-24), 2,2-Dichlor-N,N-di-2-propenyl acetamid (Dichlormid), N-(4-Methyl-phenyl)-N'-(1-methyl-1-phenyl-ethyl)- harnstoff (Dymron), 4,6-Dichlor-2-phenyl-pyrimidin (Fenclorim), 1-(2,4-Di chlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethylester (Fenchlorazol-ethyl), 2-Chlor-4-trifluormethyl-thiazol-5-carbonsäure-phenyl methylester (Flurazole), 4-Chlor-N-(1,3-dioxolan-2-yl-methoxy)-α-trifluor acetophenonoxim (Fluxofenim), 3-Dichloracetyl-5-(2-furanyl)-2,2-dimethyl oxazolidin (Furilazole, MON-13900), Ethyl-4,5-dihydro-5,5-diphenyl-3- isoxazolcarboxylat (Isoxadifen-ethyl), (4-Chlor-2-methyl-phenoxy)-essig säure (MCPA), (+-)-2-(4-Chlor-2-methylphenoxy)propansäure (Mecoprop), Diethyl-1-(2,4-dichlorphenyl)-4,5-dihydro-5-methyl-1H-pyrazol-3,5-di carboxylat (Mefenpyr-diethyl) 2-Dichlormethyl-2-methyl-1,3-dioxolan (MG- 191), 1,8-Naphthalsäureanhydrid, α-(1,3-Dioxolan-2-yl-methoximino)- phenylacetonitril (Oxabetrinil), 2,2-Dichlor-N-(1,3-dioxolan-2-yl-methyl)-N- (2-propenyl)-acetamid (PPG-1292) und 3-Dichloracetyl-2,2,5-trimethyl oxazolidin (R-29148)
("Wirkstoffe der Gruppe 3").
2. Herbizide Mittel gemäß Anspruch 1, dadurch gekennzeichnet, dass sie als
Wirkstoff der Gruppe 3 zumindest eine die Kulturpflanzenverträglichkeit ver
bessernde Verbindung aus der folgenden Gruppe von Verbindungen ent
halten:
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1- (2,4-Dichlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethyl ester (Fenchlorazol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarb oxylat (Isoxadifen-ethyl), Diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-me thyl-1H-pyrazol-3,5-dicarboxylat (Mefenpyr-diethyl) und 2,4-Dichlor phenoxyessigsäure (2,4-D) sowie dessen Derivate.
5-Chlor-chinoxalin-8-oxy-essigsäure-(1-methylhexylester) (Cloquintocet), 1- (2,4-Dichlor-phenyl)-5-trichlormethyl-1H-1,2,4-triazol-3-carbonsäure-ethyl ester (Fenchlorazol-ethyl), Ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolcarb oxylat (Isoxadifen-ethyl), Diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-me thyl-1H-pyrazol-3,5-dicarboxylat (Mefenpyr-diethyl) und 2,4-Dichlor phenoxyessigsäure (2,4-D) sowie dessen Derivate.
3. Verwendung eines Mittels gemäß Anspruch 1 oder 2 zur Bekämpfung von un
erwünschten Pflanzen.
4. Verfahren zur Bekämpfung von unerwünschten Pflanzen, dadurch gekenn
zeichnet, dass man Mittel gemäß Anspruch 1 oder 2 auf die unerwünschten
Pflanzen und/oder ihren Lebensraum einwirken lässt.
5. Verfahren zur Herstellung eines herbiziden Mittels, dadurch gekennzeichnet,
dass man ein Mittel gemäß Anspruch 1 oder 2 mit oberflächenaktiven Mitteln
und/oder Streckmitteln vermischt.
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19960918A DE19960918A1 (de) | 1999-11-18 | 1999-12-17 | Synergistische herbizide Wirkstoffkombinationen |
| MXPA02004904A MXPA02004904A (es) | 1999-11-18 | 2000-11-08 | Combinaciones sinergicas de productos activos herbicidas. |
| PCT/EP2000/011017 WO2001035741A2 (de) | 1999-11-18 | 2000-11-08 | Synergistische herbizide wirkstoffkombinationen |
| RU2002116229/04A RU2002116229A (ru) | 1999-11-18 | 2000-11-08 | Синергетически гербицидные комбинации активных веществ |
| CA002390570A CA2390570A1 (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| AU10294/01A AU1029401A (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| EP00971436A EP1233672A2 (de) | 1999-11-18 | 2000-11-08 | Synergistische herbizide wirkstoffkombinationen |
| CN00815932.7A CN1391439A (zh) | 1999-11-18 | 2000-11-08 | 增效除草活性化合物混剂 |
| CZ20021728A CZ20021728A3 (cs) | 1999-11-18 | 2000-11-08 | Synergické herbicidní kombinace účinných látek a jejich pouľití |
| BR0015701-5A BR0015701A (pt) | 1999-11-18 | 2000-11-08 | Comibinações de substâncias ativas herbicidas sinergìsticas |
| HU0203400A HUP0203400A3 (en) | 1999-11-18 | 2000-11-08 | Synergestic herbicidal composition, preparation and use thereof |
| PL00355974A PL355974A1 (en) | 1999-11-18 | 2000-11-08 | Synergistic herbicidal active substance combinations |
| ARP000106082A AR026521A1 (es) | 1999-11-18 | 2000-11-17 | Combinaciones sinergicas de productos activos herbicidas |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19955407 | 1999-11-18 | ||
| DE19960918A DE19960918A1 (de) | 1999-11-18 | 1999-12-17 | Synergistische herbizide Wirkstoffkombinationen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19960918A1 true DE19960918A1 (de) | 2001-05-23 |
Family
ID=7929417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19960918A Withdrawn DE19960918A1 (de) | 1999-11-18 | 1999-12-17 | Synergistische herbizide Wirkstoffkombinationen |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE19960918A1 (de) |
| ZA (1) | ZA200202759B (de) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003028467A1 (en) * | 2001-09-27 | 2003-04-10 | Syngenta Participations Ag | Herbicidal composition |
| DE10351234A1 (de) * | 2003-11-03 | 2005-06-16 | Bayer Cropscience Gmbh | Herbizid wirksames Mittel |
| DE10355846A1 (de) * | 2003-11-26 | 2005-07-07 | Bayer Cropscience Gmbh | Herbizid wirksames Mittel |
| US7432226B2 (en) | 2003-11-03 | 2008-10-07 | Bayer Cropscience Gmbh | Herbicidally active composition |
| CN102334496A (zh) * | 2011-11-09 | 2012-02-01 | 山东胜邦绿野化学有限公司 | 一种复合除草剂及其制备方法 |
-
1999
- 1999-12-17 DE DE19960918A patent/DE19960918A1/de not_active Withdrawn
-
2002
- 2002-04-09 ZA ZA200202759A patent/ZA200202759B/xx unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003028467A1 (en) * | 2001-09-27 | 2003-04-10 | Syngenta Participations Ag | Herbicidal composition |
| DE10351234A1 (de) * | 2003-11-03 | 2005-06-16 | Bayer Cropscience Gmbh | Herbizid wirksames Mittel |
| US7432226B2 (en) | 2003-11-03 | 2008-10-07 | Bayer Cropscience Gmbh | Herbicidally active composition |
| DE10355846A1 (de) * | 2003-11-26 | 2005-07-07 | Bayer Cropscience Gmbh | Herbizid wirksames Mittel |
| CN102334496A (zh) * | 2011-11-09 | 2012-02-01 | 山东胜邦绿野化学有限公司 | 一种复合除草剂及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200202759B (en) | 2003-06-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: BAYER CROPSCIENCE AG, 40789 MONHEIM, DE |
|
| 8139 | Disposal/non-payment of the annual fee |