Combinations of herbicides and safeners

A herbicidally active composition comprising a mixture of

• A. a herbicidally active amount of one or more compounds of the formula (I)
• 58
• in which
• V is a radical selected from the group consisting of (V1) to (V4),
• 59
• where the symbols and indices have the following meanings:
• R is hydrogen, (C1-C4)alkoxycarbonyl, (C1-C4)haloalkoxycarbonyl, COOH, cyano;
• R′ is hydrogen or a (C1-C7)carbon-containing radical such as (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, (C3-C7)cycloalkyl, (C3-C7)cycloalkenyl, (C1-C4)alkyl-(C3-C7)cycloalkyl, (C3-C7)halocycloalkyl, (C1-C4)alkylthiocycloalkyl, (C1-C4)haloalkyl, (C2-C4)haloalkenyl;
• R2 is hydrogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, halogen, (C1-C4)haloalkoxy, cyano, nitro;
• R3 is hydrogen or a (C1-C4)carbon-containing radical such as (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, (C1-C4)haloalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)alkylcarbonyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, arylsulfonyl, arylcarbonyl-(C1-C4)alkyl, aryl(C1-C4)alkyl;
• R4 is hydrogen or a (C1-C7)carbon-containing radical such as (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, (C1-C4)haloalkyl, phenyl, benzyl;
• R5 is a (C1-C12)carbon-containing radical such as (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)dialkoxy-(C1-C4)alkyl, (C1-C4)alkylthio, halogen, substituted or unsubstituted aryl, tetrahydropyran-4-yl, tetrahydropyran-3-yl, tetrahydrothiopyran-3-yl, 1-methylthio-cyclopropyl, 2-ethylthiopropyl;
• R6 is hydroxyl or a (C1-C4)carbon-containing radical such as (C1-C4)alkoxy, (C1-C4)haloalkoxy, formyloxy, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylsulfonyl;
• R7 is a (C1-C7)carbon-containing radical such as (C1-C4)alkyl, (C1-C4)haloalkyl, (C3-C7)cycloalkyl, (C1-C4)alkyl-(C3-C7)cycloalkyl, (C3-C7)halocycloalkyl;
• R8 is cyano or a (C1-C4)carbon-containing radical such as (C1-C4)alkoxycarbonyl, (C1-C4)alkylcarbonyl, (C1-C4)alkylsulfonyl, (C1-C4)alkylsulfinyl, (C1-C4)alkylthio, (C1-C4)alkylaminocarbonyl, (C1-C4)dialkylaminocarbonyl;
• m is an integer from 0 to 6;
• and Z is a radical selected from the group consisting of (Z1) to (Z4),
• 60
• where the symbols and indices have the following meanings:
• R9 is nitro, amino, halogen or a (C1-C8)carbon-containing radical such as (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, (C1-C4)haloalkyl, (C2-C4)haloalkenyl, (C2-C4)haloalkynyl, (C1-C4)haloalkoxy, (C1-C4)haloalkylthio, (C1-C4)alkoxycarbonyl, (C1-C4)alkylsulfonyl, (C1-C4)alkylsulfinyl, (C1-C4)alkylthio, arylsulfonyl, arylsulfinyl, arylthio, (C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkylcarbonyl, (C1-C4)alkylaminosulfonyl, (C1-C4)dialkylaminosulfonyl, (C1-C4)alkylcarbamoyl, (C1-C4)dialkylcarbamoyl, (C1-C4)alkoxy-(C1-C4)alkyl, phenoxy, cyano, aryl, alkylamino, dialkylamino;
• R10 is substituted or unsubstituted benzyl, substituted or unsubstituted heteroaryl, heterocyclyl, heteroaryl(C1-C4)alkyl, di(C1-C4)alkylphosphono(C1-C4)alkyl or SF5;
• R11 is identical or different hydrogen, (C1-C4)alkyl, halogen;
• R12 is identical or different (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, halogen, (C1-C4)haloalkyl, (C2-C4)haloalkenyl, (C2-C4)haloalkynyl, (C1-C4)haloalkoxy, (C1-C4)haloalkylthio, (C1-C4)alkoxycarbonyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylthio, (C1-C4)alkoxy, (C1-C4)alkylcarbonyl, (C1-C4)alkylaminosulfonyl, (C1-C4)dialkylaminosulfonyl, (C1-C4)alkylcarbamoyl, (C1-C4)dialkylcarbamoyl, (C1-C4)alkoxyalkyl, phenoxy, nitro, cyano, aryl, di-(C1-C4)alkylphosphono-(C1-C4)alkyl;
• q is 0, 1, 2, 3 or 4;
• r is 0, 1, 2 or 3;
• t is 1 or 2;
• u is 0, 1 or 2;
• v is 1 or 2;
• X1 is O, CR14R15, CHOH, C═O, C═NO(C1-C4)alkyl;
• X2 is O, S, SO, SO2, CH2, NH, N(C1-C4)alkyl, NSO2(C1-C4)alkyl;
• U1 together with the linked carbon atoms forms a carbocyclic or heterocyclic ring which can be aromatic or fully or partially saturated;
• U2 is O, S, SO, SO2, CH2, NH, N(C1-C4)alkyl, NSO2(C1-C4)alkyl;
• R13 is hydrogen, (C1-C4)alkyl, (C3-C7)cycloalkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, optionally substituted phenyl, optionally substituted benzyl, (C1-C4)acyl;
• R14R15 is identical or different hydrogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)haloalkylthio or R14 and R15 together form one of the groups —O—(CH2)2—O—, —O—(CH2)3—O—, S—(CH2)2—S—, —S—(CH2)3—S—, —(CH2)4—, —(CH2)5—;
• R16 is (C1-C2)alkyl
• Y1, Y2 are SO2 or CO, with the proviso that Y1≠Y2,
• and
• B. an antidote-effective amount of one or more compounds selected from the groups consisting of a) to e):
• a) compounds of the formulae (II) to (IV),
• 61
• where the symbols and indices have the following meanings:
• n′ is a natural number from 1 to 5, preferably 1 to 3
• T is a (C1 or C2)-alkanediyl chain which is unsubstituted or substituted by one or two (C1-C4)alkyl radicals or by [(C1-C3)-alkoxy]carbonyl,
• W is an unsubstituted or substituted divalent heterocyclic radical selected from the group consisting of the partially unsaturated or aromatic five-ringed heterocycles having 1 to 3 hetero ring atoms of the type N or O, the ring containing at least one nitrogen atom and not more than one oxygen atom;
• m′ is 0 or 1;
• R17, R19 are identical or different hydrogen, halogen, (C1-C4)alkyl, (C1-C4)alkoxy, nitro or (C1-C4)haloalkyl;
• R18, R20 are identical or different OR24, SR24 or NR24R25 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one nitrogen atom and up to 3 hetero atoms which is linked to the carbonyl group in (II) or (III) via the nitrogen atom and which is unsubstituted or substituted by radicals from the group consisting of (C1-C4)alkyl, (C1-C4)alkoxy or optionally substituted phenyl;
• R24 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical;
• R25 is hydrogen, (C1-C6)alkyl, (C1-C6)alkoxy or substituted or unsubstituted phenyl;
• R26 is hydrogen, (C1-C8)alkyl, (C1-C8)haloalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C6)hydroxyalkyl, (C3-C12)cycloalkyl or tri-(C1-C4)-alkylsilyl;
• R27, R28, R29 are identical or different hydrogen, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C12)cycloalkyl or substituted or unsubstituted phenyl;
• R21 is (C1-C4)alkyl, (C1-C4)haloalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C3-C7)cycloalkyl;
• R22, R23 is identical or different hydrogen, (C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)alkynyl, (C1-C4)haloalkyl, (C2-C4)haloalkenyl, (C1-C4)alkylcarbamoyl-(C1-C4)alkyl, (C2-C4)alkenylcarbamoyl-(C1-C4)alkyl, (C1-C4)alkoxy-(C1-C4)alkyl, dioxolanyl-(C1-C4)alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or R22 and R23 together form a substituted or unsubstituted heterocyclic ring;
• b) one or more compounds from the group consisting of:
• c) 1,8-naphthalic anhydride,
• methyl diphenylmethoxyacetate,
• cyanomethoxyimino(phenyl)acetonitrile (cyometrinil),
• 1,3-dioxolan-2-ylmethoxyimino(phenyl)acetonitrile (oxabetrinil),
• 4′-chloro-2,2,2-trifluoroacetophenone O-1,3-dioxolan-2-ylmethyloxime (fluxofenim),
• 4,6-dichloro-2-phenylpyrimidine (fenclorim),
• benzyl-2-chloro4-trifluoromethyl-1,3-thiazole-5-carboxylate (flurazole),
• 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191),
• N-(4-methylphenyl)-N′-(1-methyl-1-phenylethyl)urea (dymron),
• 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea,
• 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylurea,
• 1-[4-(N-4,5-dimethylbenzoylsulfamoyl)phenyl]-3-methylurea,
• 1-[4-(N-naphthoylsulfamoyl)phenyl]-3,3-dimethylurea,
• (2,4-dichlorophenoxy)acetic acid (2,4-D),
• (4-chlorophenoxy)acetic acid,
• (R,S)-2-(4-chloro-o-tolyloxy)propionic acid (mecoprop),
• 4-(2,4-dichlorophenoxy)butyric acid (2,4-DB),
• (4-chloro-o-tolyloxy)acetic acid (MCPA),
• 4-(4-chloro-o-tolyloxy)butyric acid,
• 4-(4-chlorophenoxy)butyric acid,
• 3,6-dichloro-2-methoxybenzoic acid (dicamba),
• 1-(ethoxycarbonyl)ethyl 3,6dichloro-2-methoxybenzoate (lactidichlor)
• and their salts and esters,
• c) N-acylsulfonamides of the formula (V) and their salts,
• 62
• where
• R30 is hydrogen, a hydrocarbon radical, a hydrocarbonoxy radical, a hydrocarbonthio radical or a heterocyclyl radical, each of the last-mentioned 4 radicals being unsubstituted or substituted by one or more identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, carboxyl, formyl, carboxamide, sulfonamide and radicals of the formula —Za—Ra,
• R31 is hydrogen or (C1-C4)alkyl, or
• R30 and R31 together with the group of the formula —CO—N— are the radical of a 3- to 8-membered saturated or unsaturated ring;
• and
• R32 in the event that n=1, or the R32 independently of one another, in the event that n is greater 1, is in each case halogen, cyano, nitro, amino, hydroxyl, carboxyl, formyl, CONH2, SO2NH2 or a radical of the formula —Zb—Rb,
• R33 is hydrogen or (C1-C4)alkyl;
• R34 in the event that m=1, or the R34 independently of one another, in the event that m is greater than 1, is in each case halogen, cyano, nitro, amino, hydroxyl, carboxyl, CHO, CONH2, SO2NH2 or a radical of the formula —Zc—Rc,
• Ra is a hydrocarbon radical or a heterocyclyl radical, each of the two last-mentioned radicals being unsubstituted or substituted by one or more identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, mono- and di-[(C1-C4)alkyl]amino, or is an alkyl radical in which more than one nonadjacent CH2 groups are each replaced by an oxygen atom,
• Rb, Rc independently of one another are a hydrocarbon radical or a heterocyclyl radical, each of the two last-mentioned radicals being unsubstituted or substituted by one or more identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, phosphoryl, halo(C1-C4)alkoxy, mono- and di[(C1-C4)alkyl]amino, or are an alkyl radical in which more than one nonadjacent CH2 groups are each replaced by an oxygen atom,
• Za is a divalent group of the formula —O—, —S—, —Co—, —CS—, —CO—O—, —CO—S—, —O—CO—, —S—CO—, —SO—, —SO2—, —NR*—, —CO—NR*—, —NR*—CO—, —SO2—NR*— or —NR*—SO2—, the bond shown on the right of the divalent group in question being the bond to the radical Ra and the R* in the last-mentioned 5 radicals independently of one another being in each case H, (C1-C4)alkyl or halo(C1-C4)alkyl,
• Zb, Zc independently of one another are a direct bond or a divalent group of the formula —O—, —S—, —CO—, —CS—, —CO—O—, —CO—S—, —O—CO—, —S—CO—, —SO—, —SO2—, —NR*—, —SO2—NR*—, —NR*—SO2—, —CO—NR*— or —NR*—CO—, the bond shown on the right of the divalent group in question being the bond to the radical Rb or Rc, respectively, and the R* in the last-mentioned 5 radicals independently of one another being in each case H, (C1-C4)alkyl or halo(C1-C4)alkyl,
• n is an integer from 0 to 4, and
• m is an integer from 0 to 5.
• d) Acylsulfamoylbenzamides of the formula (VI), if appropriate in salt form,
• 63
• where
• X3 is CH or N;
• R35 is hydrogen, heterocyclyl or a hydrocarbon radical, the two last-mentioned radicals optionally being substituted by one or more, identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, carboxyl, CHO, CONH2, SO2NH2 and Za—Ra;
• R36 is hydrogen, hydroxyl, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkoxy, (C2-C6)alkenyloxy, the five last-mentioned radicals optionally being substituted by one or more identical or different radicals selected from the group consisting of halogen, hydroxyl, (C1-C4)alkyl, (C1-C4)alkoxy and (C1-C4)alkylthio, or
• R35 and R36 together with the nitrogen atom to which they are attached are a 3- to 8-membered saturated or unsaturated ring;
• R37 is halogen, cyano, nitro, amino, hydroxyl, carboxyl, CHO, CONH2, SO2NH2 or Zb—Rb;
• R38 is hydrogen, (C1-C4)alkyl, (C2-C4)alkenyl or (C2-C4)alkynyl;
• R39 is halogen, cyano, nitro, amino, hydroxyl, carboxyl, phosphoryl, CHO, CONH2, SO2NH2 or Zc—Rc;
• Ra is a (C2-C20)alkyl radical whose carbon chain is interrupted once or more by oxygen atoms, or is heterocyclyl or a hydrocarbon radical, the two last-mentioned radicals optionally being substituted by one or more, identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, mono- and di[(C1-C4)alkyl]amino;
• Rb, Rc identical or different are a (C2-C20)alkyl radical whose carbon chain is interrupted once or more by oxygen atoms, or are heterocyclyl or a hydrocarbon radical, the two last-mentioned radicals optionally being substituted by one or more identical or different radicals selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, phosphoryl, (C1-C4)haloalkoxy, mono- and di[(C1-C4)-alkyl]amino;
• Za is a divalent unit selected from the group consisting of O, S, CO, CS, C(O)O, C(O)S, SO, SO2, NRd, C(O)NRd or SO2NRd;
• Zb, Zc independently of one another are a direct bond or a divalent unit selected from the group consisting of O, S, CO, CS, C(O)O, C(O)S, SO, SO2, NRd, SO2NRd or C(O)NRd;
• Rd is hydrogen, (C1-C4)alkyl or (C1-C4)haloalkyl;
• n is an integer from 0 to 4,
• and
• m, in the event that X is CH, is an integer from 0 to 5 and, in the event that X is N, an integer from 0 to 4;
• e) compounds of the formula (VII),
• 64
• where the symbols and indices have the following meanings:
• R40 is H, (C1-C4)alkyl, (C1-C4)alkyl substituted by (C1-C4)alkyl-X4 or (C1-C4)haloalkyl-X4, (C1-C4)haloalkyl, NO2, CN, —COO—R43, NR244, SO2NR245 or CONR246;
• R41 is H, halogen, (C1-C4)alkyl, CF3, (C1-C4)alkoxy or (C1-C4)haloalkoxy;
• R42 is H, halogen or (C1-C4)alkyl;
• Q1, Q2, E, G are identical or different, —O—, —S—, —CR247—, —CO—, NR48— or a group of the formula (VII),
• C═CH—O—CR2a—(CO)—A (VIII),
• with the proviso that
• a) at least one of the groups Q1, Q2, E, G is a carbonyl group, that exactly one of this group is a radical of the formula (VIII) and that the group of the formula (VIII) is adjacent to a carbonyl group, and
• b) two adjacent groups Q1, Q2, E and G cannot simultaneously be oxygen;
• Ra is identical or different H or (C1-C8)alkyl or the two radicals Ra together are (C2-C6)alkylene;
• A is Rb—Y— or —NR249;
• X4 is —O— or —S(O)p—;
• Y3 is —O— or —S—;
• Rb is H, (C1-C8)alkyl, (C1-C8)haloalkyl, (C1-C4)alkoxy(C1-C8)alkyl, (C3-C6)alkenyloxy(C1-C8)alkyl, or phenyl(C1-C8)alkyl, the phenyl ring optionally being substituted by halogen, (C1-C4)alkyl, CF3, methoxy or methyl-S(O)p;
• (C3-C6)alkenyl, (C3-C6)haloalkenyl, phenyl(C3-C6)alkenyl, (C3-C6)alkynyl, phenyl(C3-C6)alkynyl, oxetanyl, furfuryl, tetrahydrofuryl;
• R43 is H or (C1-C4)alkyl;
• R44 is identical or different H, (C1-C4)alkyl, (C1-C4)alkylcarbonyl or the two radicals R44 together are (C4-C5)alkylene;
• R45, R46 are identical or different H, (C1-C4)alkyl, or the two radicals R45 and/or R46 together are (C4-C5)alkylene, it being possible for one CH2 group to be replaced by O or S or for one or two CH2 groups to be replaced by —NR2—;
• Rc is H or (C1-C8)alkyl;
• R47 is identical or different H, (C1-C8)alkyl or the two radicals R47 together are (C2-C6)alkylene;
• R48 is H, (C1-C8)alkyl, substituted or unsubstituted phenyl, or benzyl which is unsubstituted or substituted on the phenyl ring;
• R49 is identical or different H, (C1-C8)alkyl, phenyl, phenyl(C1-C8)alkyl, it being possible for a phenyl ring to be substituted by F, Cl, Br, NO2, CN, OCH3, (C1-C4)alkyl or CH3SO2—;
• or is (C1-C4)alkoxy-(C1-C8)alkyl, (C3-C6)alkenyl, (C3-C6)alkynyl or two radicals R49 together are (C4-C5)alkylene, it being possible for one CH2 group to be replaced by O or S or for one or two CH2 groups to be replaced by —NRd—;
• Rd is H or (C1-C4)alkyl;
• m″ is 0 or 1;
• and
• p is 0, 1 or 2,
• inclusive of the stereoisomers and of the salts conventionally used in agriculture.