Patent EA-001310-B1 (EA)
Title: Herbicidal mixtures having a synergistic effect and method of controlling undesirable vegetation
Inventor: LANDES MAX
IPC: A01N47/36
Filed: 1996-09-12
Abstract: 1. A herbicidal composition comprising a) at least one sulfonylurea derivative of the formula I   where the substituents have the following meanings: R<1> is C1 -C6alkyl which carries one to five of the following groups: methoxy, ethoxy, SO2CH3, cyano, chlorine, fluorine, SCH3, S(O)CH3 ; halogen; a group ER<6> where E is O, S or NR<7>; COOR<8>; NO2; S(O)oR<9>; SO2NR<10>R<11>; CONR<10>R<11>; R<2> is hydrogen, C1-C4alkyl, C2-C4alkenyl, C2-C4alkynyl, halogen, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4haloalkyl, C1-C2alkylsulfonyl, nitro, cyano or C1-C4alkylthio; R<3> is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or Cl, (if R<1> is CO2CH3 and R<2> is simultaneously fluorine), or methyl (if R<1> is CH2CF3 or CF2CF3), OCF2H or OCF2Br (if R<4> is OCF3 or OCF2Cl); R<4> is C1-C2alkoxy, C1-C2alkyl, C1-C2alkylthio, C1-C2alkylamino, di-C1-C2alkylamino, halogen, C1-C2haloalkyl, C1-C2haloalkoxy; R<5> is hydrogen, C1-C2alkoxy, C1-C4alkyl; R<6> is C1-C4alkyl, C2-C4alkenyl, C2-C4alkynyl or C3-C6cycloalkyl, where these groups may carry 1 to 5 halogen atoms, with the exception of allyl, difluoromethoxy, chlorodifluoromethoxy and 2-chloroethoxy (when E is O or S); in the event that E is O or NR<7>, R<6> is furthermore methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, allylsulfonyl, propargylsulfonyl or dimethylsulfamoyl; R<7> is hydrogen, methyl or ethyl; R<8> is C1-C6alkyl group, which may carry up to three of the following radicals: halogen, C1-C4alkoxy, C1-C4alkylthio, C1-C4haloalkoxy, C1-C4alkoxy-C1-C2alkoxy, C3-C7cycloalkyl and/or phenyl; C3-C7cycloalkyl group which may carry up to three C1-C4alkyl groups; C3-C6alkenyl or C3-C6alkynyl; R<9> is C1-C6alkyl group, which may carry up to three of the following radicals: halogen, C1-C4alkoxy, C1-C4alkylthio, C1-C4haloalkoxy, C1-C4alkoxy-C1-C2alkoxy, C3-C7cycloalkyl and/or phenyl; C5-C7cycloalkyl group which may carry up to three C1-C4alkyl groups; C2-C6alkenyl or C3-C6alkynyl; R<10> is hydrogen, C1-C2alkoxy, C1-C6alkyl, or together with R<11> is a C4-C6alkylene chain in which one methylene group may be substituted by an oxygen atom or a C1-C4alkylimino group; R<11> is C1-C4alkyl group which may carry one to four halogen or C1-C4alkoxy radicals; C3-C6cycloalkyl; n is 0-3; o is1-2; z is N, CH, or an enviromentally compatible salt of above-mentioned compound, and b) a synergetically acting amount of a least one herbicidal composition which is selected from the groups b6, b7, b26, b30, b36 or b37: b6) aryloxyalkanoic acids: 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, b7) benzoic acids: chloramben, dicamba, b26) phenols: bromoxynil, ioxynil, b30) protoporphyrinogen-IX-oxidase inhibitors: benzofenap, cinidon-ethyl, flumiclorac-pentyl, flumioxazin, flumipropyn, flupropacil, fluthiacet-methyl, pyrazoxyfen, sulfentrazone, thidiazimin,  b36) sulfonylureas: amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, halosulfuron-methyl, imazosulfuron, metsulfuron-methyl, nicosulfuron, primisulfuron, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, triflusulfuron-methyl, b37) triazines: ametryn, atrazin, aziprotryn, cyanazine, cyprazine, desmetryn, dimethamethryn, dipropetryn, eglinazin-ethyl, hexazinon, procyazine, prometon, prometryn, propazin, secbumeton, simazin, simetryn, terbumeton, terbutryn, terbutylazin, trietazin, or an enviromentally compatible salts of above-mentioned compound. 2. The herbicidal composition defined in claim 1, comprising a sulfonylurea of the formula I wherein R<1> is CO2CH3, CO2C2H5, CO2iC3H7, CF3, CF2H, CH2CF3, CF2CF3, OSO2CH3, OSO2N(CH3)2, Cl, NO2, SO2N(CH3)2, SO2CH3, SO2C2H5 and N(CH3)SO2CH3, R<2> is hydrogen, halogen or methyl, R<3> is CF2H, OCF3, OCF2Cl, CF3, or Cl (if R<1> is CO2CH3 and R<2> is simultaneously fluorine) or methyl (if R<1> is F3, CH2CF3 or CF2CF3), R<4> is OCH3, R<5> is hydrogen, and Z is N or CH. 3. The herbicidal composition defined in claim 1 or 2, comprising a sulfonylurea of the formula I wherein R<1> is halogen, a group ER<6>, group CO2R<8>, SO2CH3 or SO2C2H5, R<2> is hydrogen, R<3> is F, R<4> is OCF3, OCF2Cl or OCH3, R<5> is hydrogen, R<6> and R<8> have the meanings, defined in claim 1, and Z is N or CH. 4. The herbicidal composition defined in any of claims 1-3, comprising a sulfonylurea of the formula I wherein R<1> is CF3, R<2> is hydrogen, R<3> is CF3, R<4> is OCH3, R<5> is hydrogen, and Z is N. 5. A herbicidal composition according to any of claims 1-4, comprising at least one herbicidal compound (b) from the group b6: 2,4-D, 2,4-DB, 2,4-DBEE, dichlorprop, dichlorprop-p (2,4-DP-P), fluoroxypyr, MCPA, mecoprop, mecoprop-P, b7: dicamba, b26: bromoxynil, ioxynil, b30: cinidon-ethyl, flumiclorac-pentyl, flumipropyn, fluthiacet-methyl, b36: amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, halosulfuron-methyl, HOE-107925, imazosulfuron, metsulfuron-methyl, nicosulfuron, primisulfuron, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, b37: atrazin, cyanazine, terbutylazin. 6. A herbicidal composition according to any of claims 1-5, comprising at least one herbicidal compound (b) from the group b6: 2,4-D, MCPA, dichlorprop-p, mecoprop-p, b7: dicamba, b26: bromoxynil, b30: cinidon-ethyl, b36: amidosulfuron, bensulfuron-methyl, metsulfuron-methyl, nicosulfuron, pyrazosulfuron-ethyl, rimsulfuron, triasulfuron, tribenuron-methyl, b37: atrazin, terbutylazin. 7. The herbicidal composition defined in any of claims 1-6, comprising the sulfonylurea (a) of fomula I and one or several herbicidal compounds (b) with weight ratio from 1:0.1 to 1:40. 8. The herbicidal composition defined in claim 7, comprising the sulfonylurea (a) of fomula I and one or several herbicidal compounds (b) with weight ratio from 1:0.2 to 1:20. 9. The herbicidal compound comprising the herbicidally-active amount of sulfonylurea (a) of fomula I according to any of claims 1-4, a synergistically active amount of at least one herbicidal compound (b) according to any of claims 1, 5 or 6, at least one liquid and/or solid carrier and optionally at least one adjuvant. 10. The herbicidal compound defined in claim 9, comprising the sulfonylurea (a) of fomula I and one or several herbicidal compounds (b) with weight ratio from 1:0.1 to 1:40. 11. The herbicidal compound defined in claim 9 or claim 10, comprising the sulfonylurea (a) of fomula I and one or several herbicidal compounds (b) with weight ratio from 1:0.2 to 1:20. 12. A method of controlling undesirable vegetation, which comprises applying a sulfonylurea (a) of the formula I as defined in any of claims 1-4 and one or more herbicidal compounds (b) as defined in claim 1 simultaneously or in succession before, during or after the emergence of shoots of undesirable plants. 13. A method of controlling undesirable vegetation, which comprises treating the leaves of crop plants and of undesired plants with a sulfonylurea (a) of the formula I as defined in any of claims 1-4 and one or more herbicidal compounds (b) as defined in claim 1, either simultaneously or in succession.