DE69607987T2 - Herbizide zusammensetzungen - Google Patents
Herbizide zusammensetzungenInfo
- Publication number
- DE69607987T2 DE69607987T2 DE69607987T DE69607987T DE69607987T2 DE 69607987 T2 DE69607987 T2 DE 69607987T2 DE 69607987 T DE69607987 T DE 69607987T DE 69607987 T DE69607987 T DE 69607987T DE 69607987 T2 DE69607987 T2 DE 69607987T2
- Authority
- DE
- Germany
- Prior art keywords
- herbicide
- cyano
- dione
- triazine
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 141
- 239000000203 mixture Substances 0.000 title claims description 56
- 239000004009 herbicide Substances 0.000 claims description 143
- 241000196324 Embryophyta Species 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 26
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims description 23
- DDBMQDADIHOWIC-UHFFFAOYSA-N aclonifen Chemical compound C1=C([N+]([O-])=O)C(N)=C(Cl)C(OC=2C=CC=CC=2)=C1 DDBMQDADIHOWIC-UHFFFAOYSA-N 0.000 claims description 22
- QFUSCYRJMXLNRB-UHFFFAOYSA-N 2,6-dinitroaniline Chemical compound NC1=C([N+]([O-])=O)C=CC=C1[N+]([O-])=O QFUSCYRJMXLNRB-UHFFFAOYSA-N 0.000 claims description 21
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims description 21
- -1 monoalkylamino Chemical group 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 19
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 18
- 239000005510 Diuron Substances 0.000 claims description 18
- CHZCERSEMVWNHL-UHFFFAOYSA-N 2-hydroxybenzonitrile Chemical compound OC1=CC=CC=C1C#N CHZCERSEMVWNHL-UHFFFAOYSA-N 0.000 claims description 17
- 239000002890 Aclonifen Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical group CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 claims description 14
- 239000005591 Pendimethalin Substances 0.000 claims description 11
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical group CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 11
- 230000012010 growth Effects 0.000 claims description 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 150000002085 enols Chemical class 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical group OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 claims description 9
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical group CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 150000004696 coordination complex Chemical class 0.000 claims description 7
- 239000005489 Bromoxynil Substances 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 6
- 240000000111 Saccharum officinarum Species 0.000 claims description 5
- 235000007201 Saccharum officinarum Nutrition 0.000 claims description 5
- 240000008042 Zea mays Species 0.000 claims description 5
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 5
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000005583 Metribuzin Substances 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- 125000006432 1-methyl cyclopropyl group Chemical group [H]C([H])([H])C1(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 2
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims 1
- 235000005822 corn Nutrition 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 description 16
- 229940126062 Compound A Drugs 0.000 description 13
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 13
- 239000000969 carrier Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 6
- 239000004495 emulsifiable concentrate Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 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 description 5
- 235000002248 Setaria viridis Nutrition 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 235000008504 concentrate Nutrition 0.000 description 5
- 244000304962 green bristle grass Species 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 4
- 241001148683 Zostera marina Species 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 235000009973 maize Nutrition 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000192043 Echinochloa Species 0.000 description 3
- 235000011999 Panicum crusgalli Nutrition 0.000 description 3
- 231100000674 Phytotoxicity Toxicity 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000004546 suspension concentrate Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 244000058871 Echinochloa crus-galli Species 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 241001355178 Setaria faberi Species 0.000 description 2
- 235000017016 Setaria faberi Nutrition 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 235000014666 liquid concentrate Nutrition 0.000 description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 230000017066 negative regulation of growth Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000009331 sowing Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 description 1
- MTQKMPGBALVEDL-ZPCKWCKBSA-N (z,12r)-12-hydroxy-2-sulfooctadec-9-enoic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MTQKMPGBALVEDL-ZPCKWCKBSA-N 0.000 description 1
- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical compound C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- SURCGQGDUADKBL-UHFFFAOYSA-N 2-(2-hydroxyethylamino)-5-nitrobenzo[de]isoquinoline-1,3-dione Chemical compound [O-][N+](=O)C1=CC(C(N(NCCO)C2=O)=O)=C3C2=CC=CC3=C1 SURCGQGDUADKBL-UHFFFAOYSA-N 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- ZTTKDUXKVPEXCG-UHFFFAOYSA-N 2-cyano-3-cyclopropyl-1-(2-mesyl-4-trifluoromethylphenyl)propan-1,3-dione Chemical compound CS(=O)(=O)C1=CC(C(F)(F)F)=CC=C1C(=O)C(C#N)C(=O)C1CC1 ZTTKDUXKVPEXCG-UHFFFAOYSA-N 0.000 description 1
- 125000006020 2-methyl-1-propenyl group Chemical group 0.000 description 1
- BPEXTIMJLDWDTL-UHFFFAOYSA-N 2`-Methylacetanilide Chemical compound CC(=O)NC1=CC=CC=C1C BPEXTIMJLDWDTL-UHFFFAOYSA-N 0.000 description 1
- HFBHPHBIBAUDNE-UHFFFAOYSA-N 2h-1,2,4-triazin-3-one Chemical compound O=C1N=CC=NN1 HFBHPHBIBAUDNE-UHFFFAOYSA-N 0.000 description 1
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 239000001692 EU approved anti-caking agent Substances 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- YJLYANLCNIKXMG-UHFFFAOYSA-N N-Methyldioctylamine Chemical class CCCCCCCCN(C)CCCCCCCC YJLYANLCNIKXMG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 244000088461 Panicum crus-galli Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229940100389 Sulfonylurea Drugs 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000002152 aqueous-organic solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical class CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [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
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004557 technical material Substances 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
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)
Claims (21)
1. Verfahren zur Bekämpfung des Wachstums von Unkräutern
auf einer Örtlichkeit, bei dem auf die Örtlichkeit eine
synergistisch herbicid wirksame Menge
(a) eines 2-Cyano-1,3-dion-Herbicids oder eines/einer
landwirtschaftlich akzeptablen Salzes,
Metallkomplexes oder enoltautomeren Form davon und
(b) mindestens eines unter einem Triazin-Herbicid,
Chloracetamid-Herbicid, 2,6-Dinitroanilin-Herbicid,
Aclonifen, bei dem es sich um 2-Chlor-6-nitro-3-
phenoxyanilin handelt, Diuron, bei dem es sich um 3-
(3,4-Dichlorphenyl)-1,1-dimethylharnstoff handelt,
und einem Hydroxybenzonitril-Herbicid ausgewählten
Herbicids ausgebracht wird.
2. Verfahren nach Anspruch 1 zur Bekämpfung des Wachstums
von Unkräutern auf einer Örtlichkeit, bei dem auf die
Örtlichkeit eine synergistisch herbicid wirksame Menge
(a) eines 2-Cyano-1,3-dion-Herbicids der Formel (I):
in der
R¹ C&sub1;&submin;&sub6;-Alkyl oder C&sub3;&submin;&sub6;-Cycloalkyl, das gegebenenfalls
C&sub1;&submin;&sub6;-Alkyl trägt, ist,
R² unter Halogen, -S(O)pMe und C&sub1;&submin;&sub6;-Alkyl oder
Halogenalkyl ausgewählt ist,
n 2 oder 3 und p 0, 1 oder 2 ist, und
(b) eines unter einem Triazin-Herbicid, Chloracetamid-
Herbicid, 2,6-Dinitroanilin-Herbicid, Aclonifen, bei
dem es sich um 2-Chlor-6-nitro-3-phenoxyanilin
handelt, und Diuron, bei dem es sich um 3-(3,4-
Dichlorphenyl)-1,1-dimethylharnstoff handelt,
ausgewählten Herbicids ausgebracht wird.
3. Verfahren nach Anspruch 2, wobei R¹ 1-Methylcyclopropyl
oder Cyclopropyl ist.
4. Verfahren nach Anspruch 2 oder 3, wobei n 3 ist und die
Gruppen (R²)n die Positionen 2, 3 und 4 des Benzoylrings
besetzen,
oder n 2 ist und die Gruppen (R²)n die Positionen 2 und
4 des Benzoylrings besetzen.
5. Verfahren nach Anspruch 2, 3 oder 4, wobei R² unter
Halogen, -S(O)pMe und Trifluormethyl ausgewählt ist.
6. Verfahren nach einem der vorhergehenden Ansprüche, wobei
(a)
2-Cyano-1,3-cyclopropyl-1-(2-methylsulfonyl-4-trifluormethylphenyl)propan-1,3-dion oder ein/eine
landwirtschaftlich akzeptable(s)(r) Salz, Metallkomplex oder
enoltautomere Form davon ist.
7. Verfahren nach einem der Ansprüche 1 bis 6, wobei das
Triazin-Herbicid eine Verbindung der Formel II ist:
in der R¹¹ Chlor oder geradkettiges oder Verzweigtes
Alkylthio oder Alkoxy mit 1 bis 6 Kohlenstoffatomen
bedeutet, R¹² Azido, Monoalkylamino, Dialkylamino oder
Cycloalkylamino, wobei die Alkyl- oder Cycloalkyl-Reste
gegebenenfalls mit einem oder mehreren unter Cyano und
Alkoxy ausgewählten Substituenten substituiert sein können,
bedeutet, und R¹³ geradkettiges oder verzweigtes N-
Alkylamino mit 1 bis 6 Kohlenstoffatomen bedeutet,
oder die Formel IIa hat:
in der R¹&sup4; geradkettiges oder verzweigtes Alkyl mit 1
bis 6 Kohlenstoffatomen bedeutet.
8. Verfahren nach Anspruch 7, wobei das Triazin-Herbicid
Atrazin ist, bei dem es sich um (6-Chlor-N²-ethyl-N&sup4;-
isopropyl-1,3,5-triazin-2,4-diamin) handelt, oder
Metribuzin ist, bei dem es sich um (4-Amino-6-tert-butyl-3-
methylthio-1,2,4-triazin-5(4H)-on) handelt.
9. Verfahren nach einem der Ansprüche 1 bis 6, wobei das
Chloracetamid-Herbicid die Formel (III) hat:
Ar-N(R³¹)COCH&sub2;Cl (III)
in der R³¹ Wasserstoff, C&sub1;&submin;&sub6;-Alkyl, Halogenalkyl, Alkoxy
oder Alkoxyalkyl, Alkenyl, Halogenalkenyl, Alkinyl,
Halogenalkinyl oder Acylamidoalkyl mit bis zu 6
Kohlenstoffatomen darstellt, und
Ar Thienyl oder Phenyl darstellt, das gegebenenfalls mit
einer oder mehreren unter Halogen, Amino, C&sub1;&submin;&sub6;-Alkyl,
Halogenalkyl, Alkoxy und Alkoxyalkyl ausgewählten
Gruppe(n) substituiert ist.
10. Verfahren nach Anspruch 8, wobei das Chloracetamid-
Herbicid unter Acetochlor, bei dem es sich um 2-Chlor-N-
ethoxymethyl-6'-ethylacet-o-toluidid handelt, und
Metolachlor, bei dem es sich um 2-Chlor-6'-ethyl-N-(2-
methoxy-1-methylethyl)acet-o-toluidid handelt, oder
einem isomeren Gemisch daraus, ausgewählt ist.
11. Verfahren nach einem der Ansprüche 1 bis 6, wobei das
2,6-Dinitroanilin-Herbicid eine Verbindung der Formel IV
ist:
in der
R&sup4;¹ geradkettiges oder verzweigtes Alkyl oder Alkenyl
mit bis zu 12 Kohlenstoffatomen, das mit einem oder
mehreren Halogenatomen oder Cycloalkylgruppen substituiert
sein kann, darstellt,
R&sup4;² Wasserstoff oder eine Gruppe R&sup4;¹, wie oben definiert,
darstellt, wobei R&sup4;¹ und R&sup4;² gleich oder voneinander
verschieden sein können,
R&sup4;³
Wasserstoff oder Halogen, geradkettiges oder
verzweigtes Alkyl mit 1 bis 12 Kohlenstoffatomen, das mit
einem oder mehreren Halogenatomen substituiert sein
kann, oder eine unsubstituierte Aminogruppe darstellt,
R&sup4;&sup4; Halogen, geradkettiges oder verzweigtes Alkyl mit 1
bis 12 Kohlenstoffatomen, das mit einem oder mehreren
Halogenatomen substituiert sein kann, geradkettiges oder
verzweigtes Alkylsulfonyl mit 1 bis 12
Kohlenstoffatomen, das mit einem oder mehreren Halogenatomen
substituiert sein kann, oder Sulfamoyl darstellt.
12. Verfahren nach Anspruch 11, wobei das 2,6-Dinitroanilin-
Herbicid Pendimethalin ist, bei dem es sich um N-(1-
Ethylpropyl)-3,4-dimethyl-2,6-dinitrobenzolamin handelt.
13. Verfahren nach Anspruch 1, wobei das Hydroxybenzonitril-
Herbicid Bromoxynil oder Ioxynil in Form des Eltern-
Phenols oder eines landwirtschaftlich akzeptablen Salzes
oder Esters davon oder eines Gemisches daraus ist.
14. Verfahren nach einem der Ansprüche 1 bis 13, wobei die
Örtlichkeit eine Fläche ist, die zum Anbau von
Kulturpflanzen verwendet wird oder verwendet werden soll.
15. Verfahren nach Anspruch 14, wobei die Kulturpflanze Mais
oder Zuckerrohr ist.
16. Zusammensetzung, die eine synergistisch herbicid
wirksame Menge
(a) eines in einem der Ansprüche 1 bis 6 definierten 2-
Cyano-1,3-dion-Herbicids oder eines/einer
landwirt
schaftlich akzeptablen Salzes, Metallkomplexes oder
enoltautomeren Form davon und
(b) mindestens eines unter einem Triazin-Herbicid,
Chloracetamid-Herbicid, 2,6-Dinitroanilin-Herbicid,
Aclonifen, bei dem es sich um
2-Chlor-6-nitro-3-phenoxyanilin handelt, Diuron, bei dem es sich um 3-
(3,4-Dichlorphenyl)-1,1-dimethylharnstoff handelt,
und einem Hydroxybenzonitril-Herbicid ausgewählten
Herbicids enthält.
17. Zusammensetzung nach Anspruch 16, wobei das Triazin-
Herbicid wie in Anspruch 7 oder 8 definiert ist.
18. Zusammensetzung nach Anspruch 16, wobei das
Chloracetamid-Herbicid wie in Anspruch 9 oder 10 definiert ist.
19. Zusammensetzung nach Anspruch 16, wobei das
2,6-Dinitroanilin-Herbicid wie in Anspruch 11 oder 12 definiert
ist.
20. Verfahren nach Anspruch 16, wobei das
Hydroxybenzonitril-Herbicid Bromoxynil oder Ioxynil in Form des
Eltern-Phenols oder eines landwirtschaftlich akzeptablen
Salzes oder Esters davon oder eines Gemisch daraus ist.
21. Produkt, das eine synergistisch herbicid wirksame Menge
(a) eines in einem der Ansprüche 1 bis 6 definierten 2-
Cyano-1,3-dion-Herbicids oder eines/einer
landwirtschaftlich akzeptablen Salzes, Metallkomplexes oder
enoltautomeren Form davon und
(b) mindestens eines unter einem Triazin-Herbicid,
Chloracetamid-Herbicid, 2,6-Dinitroanilin-Herbicid,
Ac
lonifen, bei dem es sich um
2-Chlor-6-nitro-3-phenoxyanilin handelt, Diuron, bei dem es sich um 3-
(3,4-Dichlorphenyl)-1,1-dimethylharnstoff handelt,
und einem Hydroxybenzonitril-Herbicid ausgewählten
Herbicids
in Form eines Kombinationspräparates zur gleichzeitigen,
getrennten oder aufeinanderfolgenden Verwendung zur
Bekämpfung des Wachstums von Unkräutern auf einer
Örtlichkeit mit Kulturpflanzen enthält.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9526436.2A GB9526436D0 (en) | 1995-12-22 | 1995-12-22 | New herbicidal compositions |
| PCT/EP1996/005678 WO1997023134A1 (en) | 1995-12-22 | 1996-12-18 | New herbicidal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69607987D1 DE69607987D1 (de) | 2000-05-31 |
| DE69607987T2 true DE69607987T2 (de) | 2000-08-17 |
Family
ID=10786017
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69607987T Expired - Lifetime DE69607987T2 (de) | 1995-12-22 | 1996-12-18 | Herbizide zusammensetzungen |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6046133A (de) |
| EP (1) | EP0869715B1 (de) |
| JP (1) | JP4076582B2 (de) |
| CN (1) | CN1130125C (de) |
| AR (1) | AR005174A1 (de) |
| AT (1) | ATE192019T1 (de) |
| AU (1) | AU716469B2 (de) |
| BR (1) | BR9612193A (de) |
| CA (1) | CA2240156C (de) |
| DE (1) | DE69607987T2 (de) |
| DK (1) | DK0869715T3 (de) |
| ES (1) | ES2144802T3 (de) |
| GB (1) | GB9526436D0 (de) |
| GR (1) | GR3033224T3 (de) |
| IL (1) | IL124995A (de) |
| PT (1) | PT869715E (de) |
| RU (1) | RU2147401C1 (de) |
| WO (1) | WO1997023134A1 (de) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9804986D0 (en) | 1998-03-09 | 1998-05-06 | Rhone Poulenc Agrochimie | New herbicidal compositions |
| DE19950943A1 (de) * | 1999-10-22 | 2001-05-17 | Aventis Cropscience Gmbh | Synergistische herbizide Mittel enthaltend Herbizide aus der Gruppe der Hemmstoffe der Hydroxyphenylpyruvat-Dioxygenase |
| DE19951427A1 (de) * | 1999-10-26 | 2001-05-17 | Aventis Cropscience Gmbh | Nichtwässrige oder wasserarme Suspensionskonzentrate von Wirkstoffmischungen für den Pflanzenschutz |
| RU2226826C1 (ru) * | 2002-08-19 | 2004-04-20 | Государственное учреждение "Научно-исследовательский технологический институт гербицидов и регуляторов роста растений с опытно-экспериментальным производством" | Гербицидная суспензия |
| AU2010266055B2 (en) * | 2009-06-26 | 2014-07-10 | Solenis Technologies Cayman, L.P. | Use of monochlorourea to treat industrial waters |
| US20110218105A1 (en) * | 2010-03-03 | 2011-09-08 | Larry Walker | Pre-plant or pre-emergent herbicide compositions |
| AR094006A1 (es) | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Agentes herbicidas que contienen aclonifeno |
| AR093999A1 (es) | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Agentes herbicidas que contienen aclonifeno |
| AR093997A1 (es) | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Agentes herbicidas que contienen aclonifeno |
| AR093998A1 (es) | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Agentes herbicidas que contienen aclonifeno |
| CN104869824B (zh) | 2012-12-18 | 2019-01-04 | 拜尔农作物科学股份公司 | 含苯草醚的除草剂 |
| AR094000A1 (es) | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Agentes herbicidas que contienen aclonifeno |
| CN104869822A (zh) | 2012-12-18 | 2015-08-26 | 拜尔农作物科学股份公司 | 含苯草醚的除草剂 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4781750A (en) * | 1985-08-27 | 1988-11-01 | Rohm And Haas Company | Herbicidally active enols |
| US5222595A (en) * | 1990-07-18 | 1993-06-29 | Rhone-Poulenc Ag Company | Bag in a bag for containerization of toxic or hazardous material |
| US5224601A (en) * | 1990-07-18 | 1993-07-06 | Rhone-Poulenc Ag Company | Water soluble package |
| US5323906A (en) * | 1990-07-18 | 1994-06-28 | Rhone-Poulenc Inc. | Bag in a bag for containerization of toxic or hazardous material |
| US5351831A (en) * | 1990-07-18 | 1994-10-04 | Rhone-Poulenc Inc. | Bag in a bag for containerization of toxic or hazardous material |
| GB9101660D0 (en) * | 1991-01-25 | 1991-03-06 | Rhone Poulenc Agriculture | New compositions of matter |
| US5804532A (en) * | 1991-01-25 | 1998-09-08 | Rhone-Poulenc Agriculture Limited | Herbicidal 2-cyano-1,3-diones |
| GB9101659D0 (en) * | 1991-01-25 | 1991-03-06 | Rhone Poulenc Agriculture | Compositions of matter |
| GB9310203D0 (en) * | 1993-05-18 | 1993-06-30 | Rhone Poulenc Agriculture | Compositions of new matter |
| NZ244818A (en) * | 1991-10-24 | 1994-09-27 | Rhone Poulenc Agrochimie | Package containing a toxic composition which comprises two compartments formed by two sheets of water-soluble dispersible material by means of a water-soluble/dispersible heat seal and a third sheet |
| ATE172718T1 (de) * | 1993-05-18 | 1998-11-15 | Rhone Poulenc Agriculture | 2-cyan-1,3-dion-derivate und ihre verwendung als herbizid |
-
1995
- 1995-12-22 GB GBGB9526436.2A patent/GB9526436D0/en active Pending
-
1996
- 1996-12-18 US US09/091,509 patent/US6046133A/en not_active Expired - Lifetime
- 1996-12-18 CN CN96199257A patent/CN1130125C/zh not_active Expired - Fee Related
- 1996-12-18 PT PT96943991T patent/PT869715E/pt unknown
- 1996-12-18 DK DK96943991T patent/DK0869715T3/da active
- 1996-12-18 ES ES96943991T patent/ES2144802T3/es not_active Expired - Lifetime
- 1996-12-18 BR BR9612193A patent/BR9612193A/pt not_active IP Right Cessation
- 1996-12-18 CA CA002240156A patent/CA2240156C/en not_active Expired - Fee Related
- 1996-12-18 AT AT96943991T patent/ATE192019T1/de active
- 1996-12-18 WO PCT/EP1996/005678 patent/WO1997023134A1/en not_active Ceased
- 1996-12-18 JP JP52329297A patent/JP4076582B2/ja not_active Expired - Fee Related
- 1996-12-18 AU AU13741/97A patent/AU716469B2/en not_active Ceased
- 1996-12-18 IL IL12499596A patent/IL124995A/xx not_active IP Right Cessation
- 1996-12-18 EP EP96943991A patent/EP0869715B1/de not_active Expired - Lifetime
- 1996-12-18 DE DE69607987T patent/DE69607987T2/de not_active Expired - Lifetime
- 1996-12-18 RU RU98113862A patent/RU2147401C1/ru not_active IP Right Cessation
- 1996-12-20 AR ARP960105816A patent/AR005174A1/es unknown
-
2000
- 2000-04-27 GR GR20000400857T patent/GR3033224T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1130125C (zh) | 2003-12-10 |
| JP2000502113A (ja) | 2000-02-22 |
| BR9612193A (pt) | 1999-07-13 |
| EP0869715B1 (de) | 2000-04-26 |
| CA2240156C (en) | 2005-02-15 |
| ATE192019T1 (de) | 2000-05-15 |
| GR3033224T3 (en) | 2000-08-31 |
| AU716469B2 (en) | 2000-02-24 |
| EP0869715A1 (de) | 1998-10-14 |
| WO1997023134A1 (en) | 1997-07-03 |
| JP4076582B2 (ja) | 2008-04-16 |
| ES2144802T3 (es) | 2000-06-16 |
| DK0869715T3 (da) | 2000-08-07 |
| DE69607987D1 (de) | 2000-05-31 |
| PT869715E (pt) | 2000-08-31 |
| GB9526436D0 (en) | 1996-02-21 |
| AR005174A1 (es) | 1999-04-14 |
| CA2240156A1 (en) | 1997-07-03 |
| MX9804988A (es) | 1998-09-30 |
| IL124995A (en) | 2003-03-12 |
| RU2147401C1 (ru) | 2000-04-20 |
| US6046133A (en) | 2000-04-04 |
| IL124995A0 (en) | 1999-01-26 |
| AU1374197A (en) | 1997-07-17 |
| CN1205611A (zh) | 1999-01-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2140763B1 (de) | Synergische herbizide Mittel | |
| EP1903863B1 (de) | Kulturpflanzenverträgliche herbizide mittel enthaltend herbizide und acylsulfamoylbenzoesäureamide safener | |
| DE69607987T2 (de) | Herbizide zusammensetzungen | |
| DE69300764T2 (de) | Herbizide Mischungen. | |
| DE102007028019A1 (de) | Synergistische kulturpflanzenverträgliche Kombinationen enthaltend Herbizide aus der Gruppe der Benzoylcyclohexandione für den Einsatz in Reis-Kulturen | |
| DE69504806T2 (de) | Neue herbizide zusammensetzungen | |
| DE69702968T2 (de) | Herbizide zusammensetzung und deren verwendung zur unkrautbekämpfung | |
| DE3789410T2 (de) | Herbizides Verfahren mit Verwendung von Diflufenican. | |
| DE69413059T2 (de) | Herbizide zusammensetzungen | |
| EP0347950B1 (de) | Synergistische, herbizide Kombinationen und Verfahren zur Anwendung | |
| EP0434613A2 (de) | Synergistisch wirkendes Mittel und Verfahren zur Regulierung des Pflanzenwuchses | |
| DE3877826T2 (de) | Herbizide zusammensetzung. | |
| DE60025281T2 (de) | Herbizide Zusammensetzungen | |
| DE4236475A1 (de) | Herbizide Mittel zur Unkrautbekämpfung in Reiskulturen | |
| DE69613480T2 (de) | Neue herbizide zusammensetzungen die 4-benzoylisoxazole und aclonifen enthalten | |
| DE3940573A1 (de) | Selektive herbizide mittel | |
| DE69300730T2 (de) | Mischung von Herbiziden. | |
| DD250253A5 (de) | Herbizide mittel und seine verwendung | |
| JPH0454641B2 (de) | ||
| EP0823995A1 (de) | Synergistische Wirkstoffkombinationen zur Bekämpfung von Schadpflanzen in Nutzpflanzenkulturen | |
| DD157294A5 (de) | Herbizidzubereitung | |
| HRP960590A2 (en) | Herbicidal system | |
| DE4428982C1 (de) | Neue synergistische Herbizide, insbesondere zur Bekämpfung von Ackerfuchsschwanz | |
| DE4336953A1 (de) | Herbizide Mittel zur Unkrautbekämpfung in Reiskulturen | |
| MXPA98004988A (en) | New compositions herbici |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |