HERBICIDE SAFENER COMPOSITIONS CONTAINING QUINAZOLINEDIONE-6CARBONYL DERIVATIVES
20200196601 ยท 2020-06-25
Inventors
- Ralf Braun (Ramberg, DE)
- Christian Waldraff (Bad Vilbel, DE)
- Jan Dittgen (Frankfurt, DE)
- Christopher Hugh Rosinger (Hofheim, DE)
Cpc classification
A01N43/82
HUMAN NECESSITIES
A01N43/82
HUMAN NECESSITIES
A01N43/80
HUMAN NECESSITIES
A01N43/713
HUMAN NECESSITIES
A01N43/713
HUMAN NECESSITIES
A01N25/32
HUMAN NECESSITIES
International classification
A01N43/80
HUMAN NECESSITIES
Abstract
What are described are herbicide safener compositions comprising active herbicidal compounds from the group of the quinazolinedione-6-carbonyl derivatives of the formula (I) and safeners. In formula (I), Q represents a heterocyclic radical. Z represents a chalcogen atom. R.sup.1, R.sup.2 and W represent radicals such as hydrogen and organic radicals. Suitable safeners are, for example, mefenpyr-diethyl, cyprosulfamide and isoxadifen-ethyl.
##STR00001##
These herbicide safener compositions are particularly suitable for use against harmful plants in crops of useful plants.
Claims
1. A herbicide safener composition comprising (A) one or more herbicidally active compound of formula (I) and/or a salt thereof, ##STR00014## in which X represents nitro, halogen, cyano, formyl, thiocyanato, (C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-haloalkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.2-C.sub.6)-haloalkenyl, (C.sub.2-C.sub.6)-alkynyl, (C.sub.3-C.sub.6)-haloalkynyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-halocycloalkyl, (C.sub.3-C.sub.6)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.6)-halocycloalkyl-(C.sub.1-C.sub.6)-alkyl, COR.sup.1, OR.sup.1, OCOR.sup.1, OSO.sub.2R.sup.2, S(O).sub.nR.sup.2, SO.sub.2OR.sup.1, SO.sub.2N(R.sup.1).sub.2, NR.sup.1SO.sub.2R.sup.2, NR.sup.1COR.sup.1, (C.sub.1-C.sub.6)-alkyl-S(O).sub.nR.sup.2, (C.sub.1-C.sub.6)-alkyl-OR.sup.1, (C.sub.1-C.sub.6)-alkyl-OCOR.sup.1, (C.sub.1-C.sub.6)-alkyl-OSO.sub.2R.sup.2, (C.sub.1-C.sub.6)-alkyl-COOR.sup.1, (C.sub.1-C.sub.6)-alkyl-SO.sub.2OR.sup.1, (C.sub.1-C.sub.6)-alkyl-CON(R.sup.1).sub.2, (C.sub.1-C.sub.6)-alkyl-SO.sub.2N(R.sup.1).sub.2, (C.sub.1-C.sub.6)-alkyl-NR.sup.1COR.sup.1, (C.sub.1-C.sub.6)-alkyl-NR.sup.1SO.sub.2R.sup.2 or NR.sup.1R.sup.2, Z represents O or S, W represents hydrogen, nitro, halogen, cyano, (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-haloalkyl or (C.sub.1-C.sub.4)-alkoxy, R.sup.1 represents (C.sub.1-C.sub.10)-alkyl, (C.sub.2-C.sub.10)-alkenyl, (C.sub.2-C.sub.10)-alkynyl, halo-(C.sub.1-C.sub.10)-alkyl, halo-(C.sub.2-C.sub.10)-alkenyl, halo-(C.sub.2-C.sub.10)-alkynyl, (C.sub.3-C.sub.10)-cycloalkyl, halo-(C.sub.3-C.sub.10)-cycloalkyl, (C.sub.1-C.sub.4)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.3-C.sub.7)-cycloalkyl, halo-(C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.12)-cycloalkenyl, halo-(C.sub.3-C.sub.12)-cycloalkenyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.2-C.sub.6)-alkenyl, (C.sub.1-C.sub.6)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.3-C.sub.7)-cycloalkyl, di-(C.sub.1-C.sub.6)-alkoxy-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkoxy-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylthio-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylsulfinyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylsulfonyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylamino-(C.sub.1-C.sub.6)-alkyl, di-(C.sub.1-C.sub.6)-alkylamino-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.1-C.sub.6)-alkylamino-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkylamino-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkyl-carbonyl, halo-(C.sub.1-C.sub.6)-alkyl-carbonyl, (C.sub.3-C.sub.7)-cycloalkyl-carbonyl, (C.sub.1-C.sub.6)-alkoxy-carbonyl, (C.sub.3-C.sub.7)-cycloalkoxy-carbonyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkoxy-carbonyl, (C.sub.1-C.sub.6)-alkylamino-carbonyl, di-(C.sub.1-C.sub.6)-alkylamino-carbonyl, (C.sub.3-C.sub.7)-cycloalkylamino-carbonyl, cyano-(C.sub.1-C.sub.6)-alkyl, hydroxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkenyl-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-halo-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.1-C.sub.6)-alkoxy-halo-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.3-C.sub.7)-cycloalkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkenyloxy-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.3-C.sub.7)-cycloalkenyloxy-(C.sub.1-C.sub.6)-alkyl, di-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl-carbonyl, (C.sub.1-C.sub.6)-alkoxy-carbonyl-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.1-C.sub.6)-alkoxy-carbonyl, (C.sub.1-C.sub.10)-alkoxy, halo-(C.sub.1-C.sub.10)-alkoxy, (C.sub.3-C.sub.12)-cycloalkoxy, halo-(C.sub.3-C.sub.7)-cycloalkoxy, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkoxy, (C.sub.2-C.sub.12)-alkenyloxy, halo-(C.sub.2-C.sub.10)-alkenyloxy, (C.sub.2-C.sub.10)-alkynyloxy, halo-(C.sub.3-C.sub.10)-alkynyloxy, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy, (C.sub.1-C.sub.6)-alkyl-carbonyloxy, halo-(C.sub.2-C.sub.12)-alkyl-carbonyloxy, (C.sub.3-C.sub.7)-cycloalkyl-carbonyloxy, (C.sub.1-C.sub.6)-alkyl-carbonyl-(C.sub.1-C.sub.6)-alkoxy, (C.sub.1-C.sub.6)-alkylamino, di-(C.sub.1-C.sub.6)-alkylamino, halo-(C.sub.1-C.sub.6)-alkylamino, halo-di-(C.sub.1-C.sub.6)-alkylamino, (C.sub.3-C.sub.12)-cycloalkylamino, (C.sub.1-C.sub.6)-alkyl-carbonylamino, halo-(C.sub.1-C.sub.6)-alkyl-carbonylamino, (C.sub.1-C.sub.10)-alkylsulfonylamino, halo-(C.sub.1-C.sub.10)-alkylsulfonylamino, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl-amino, hydroxy, amino, NHCHO, or R.sup.1 represents phenyl, phenylsulfonyl, W.sup.1-(phenyl), W.sup.1(O-phenyl), W.sup.1(S-phenyl), W.sup.1(SO.sub.2-phenyl), W.sup.2(SO.sub.2CH.sub.2-phenyl) or W.sup.2(SCH.sub.2-phenyl), where the phenyl rings of the eight above-mentioned radicals each carry s substituents R.sup.6, R.sup.2 represents hydrogen, (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-haloalkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.2-C.sub.6)-haloalkenyl, (C.sub.2-C.sub.6)-alkynyl, (C.sub.2-C.sub.6)-haloalkynyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-halocycloalkyl, (C.sub.1-C.sub.6)-alkyl-O-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.6)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, phenyl, phenyl-(C.sub.1-C.sub.6)-alkyl, pyridyl or (C.sub.1-C.sub.6)-alkylpyridyl, where the phenyl or pyridyl rings of the four abovementioned radicals each carry s substituents R.sup.6, Q represents a radical Q.sup.5, Q.sup.6, Q.sup.7 or Q.sup.8, ##STR00015## Y represents O, CO or CR.sup.s6R.sup.s7, R.sup.s1 represents hydroxy or SR.sup.7, R.sup.s2 and R.sup.s5 independently of one another each represent hydrogen or (C.sub.1-C.sub.4)-alkyl, or R.sup.s2 and R.sup.s5 together form an ethylene or vinylene group, R.sup.s3, R.sup.s4, R.sup.s6 and R.sup.s7 independently of one another each represent hydrogen or (C.sub.1-C.sub.4)-alkyl, R.sup.p1 represents hydrogen, (C.sub.1-C.sub.6)-alkylsulfonyl, (C.sub.1-C.sub.4)-alkoxy-(C.sub.1-C.sub.6)-alkylsulfonyl, or represents phenylsulfonyl, thiophenyl-2-sulfonyl, benzoyl, benzoyl-(C.sub.1-C.sub.6)-alkyl or benzyl, each of which is substituted by m identical or different radicals from the group consisting of halogen, (C.sub.1-C.sub.4)-alkyl and (C.sub.1-C.sub.4)-alkoxy, R.sup.p2 represents (C.sub.1-C.sub.4)-alkyl, R.sup.p3 represents hydrogen, (C.sub.1-C.sub.4)-alkyl, (C.sub.3-C.sub.8)-cycloalkyl, (C.sub.1-C.sub.4)-alkyl-(C.sub.3-C.sub.8)-cycloalkyl, (C.sub.3-C.sub.6)-halocycloalkyl, R.sup.n1 represents (C.sub.1-C.sub.4)-alkyl, (C.sub.3-C.sub.8)-cycloalkyl, (C.sub.1-C.sub.4)-alkyl-(C.sub.3-C.sub.8)-cycloalkyl, (C.sub.3-C.sub.6)-halocycloalkyl, R.sup.n2 represents hydrogen, CO.sub.2(C.sub.1-C.sub.6)-alkyl or S(O).sub.n(C.sub.1-C.sub.6)-alkyl, W.sup.1 represents (C.sub.1-C.sub.10)-alkylene, (C.sub.2-C.sub.6)-alkenylene or (C.sub.2-C.sub.6)-alkynylene, W.sup.2 represents (C.sub.1-C.sub.10)-alkylene, R.sup.6 represents halogen, cyano, hydroxy, amino, nitro, C(O)R.sup.6a, C(O)OR.sup.6a, C(O)(NR.sup.6a).sub.2, C(S)NH.sub.2, C(O)NHCN, C(O)NHOH, SH, SO.sub.2(NR.sup.6a).sub.2, SO.sub.2NHCN, SO.sub.2NHOH, OCN, SCN, SF.sub.5, (C.sub.1-C.sub.6)-alkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.2-C.sub.6)-alkynyl, halo-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.2-C.sub.6)-alkenyl, halo-(C.sub.2-C.sub.6)-alkynyl, (C.sub.3-C.sub.8)-cycloalkyl, halo-(C.sub.3-C.sub.8)-cycloalkyl, (C.sub.1-C.sub.6)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.8)-cycloalkenyl, halo-(C.sub.3-C.sub.8)-cycloalkenyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylthio-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.8)-alkylsulfinyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.8)-alkoxyhalo-(C.sub.1-C.sub.6)-alkyl, cyano-(C.sub.1-C.sub.6)-alkyl, hydroxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy, halo-(C.sub.1-C.sub.6)-alkoxy, (C.sub.3-C.sub.8)-cycloalkoxy, halo-(C.sub.3-C.sub.8)-cycloalkoxy, (C.sub.3-C.sub.8)-cycloalkyl-(C.sub.1-C.sub.6)-alkoxy, (C.sub.2-C.sub.6)-alkenyloxy, halo-(C.sub.2-C.sub.6)-alkenyloxy, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy, (C.sub.2-C.sub.6)-alkylcarbonyloxy, (C.sub.1-C.sub.6)-alkylthio, halo-(C.sub.1-C.sub.6)-alkylthio, (C.sub.3-C.sub.8)-cycloalkylthio, (C.sub.1-C.sub.6)-alkylsulfinyl, halo-(C.sub.1-C.sub.6)-alkylsulfinyl, (C.sub.1-C.sub.6)-alkylsulfonyl, halo-(C.sub.1-C.sub.6)-alkylsulfonyl, (C.sub.3-C.sub.8)-cycloalkylsulfonyl, (C.sub.1-C.sub.6)-alkylamino, di-(C.sub.1-C.sub.6)-alkylamino, halo-(C.sub.1-C.sub.6)-alkylamino, halodi-(C.sub.1-C.sub.8)-alkylamino or (C.sub.3-C.sub.8)-cycloalkylamino, or two vicinal R.sup.3 radicals together with the two carbon atoms to which they are attached form a 5- to 7-membered ring which contains v carbon atoms and p identical or different atoms from the group of oxygen, sulfur and nitrogen, and carries t oxo groups, R.sup.6a represents hydrogen, (C.sub.1-C.sub.6)-alkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.2-C.sub.6)-alkynyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl or phenyl, R.sup.7 represents (C.sub.1-C.sub.4)-alkyl, or phenyl substituted by p radicals from the group of halogen, nitro, cyano, (C.sub.1-C.sub.4)-alkyl, (C.sub.1-C.sub.4)-haloalkyl, (C.sub.1-C.sub.4)-alkoxy and (C.sub.1-C.sub.4)-haloalkoxy, n represents 0, 1 or 2, p represents 0, 1, 2, 3 or 4, s represents 0, 1, 2, 3, 4 or 5, t represents 0, 1, 2, 3 or 4, v represents 2, 3, 4, 5, 6 or 7, and (B) one or more safeners.
2. The herbicide safener composition as claimed in claim 1, in which X represents halogen, (C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-haloalkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-halocycloalkyl, OR.sup.1, S(O).sub.nR.sup.2, SO.sub.2N(R.sup.1).sub.2, NR.sup.1SO.sub.2R.sup.2, NR.sup.1COR.sup.1, (C.sub.1-C.sub.6)-alkyl-S(O).sub.nR.sup.2 or (C.sub.1-C.sub.6)-alkyl-OR.sup.1, Z represents O, W represents hydrogen, F, Cl, MeO, methyl or ethyl, R.sup.1 represents (C.sub.1-C.sub.10)-alkyl, (C.sub.2-C.sub.10)-alkenyl, (C.sub.2-C.sub.10)-alkynyl, halo-(C.sub.1-C.sub.10)-alkyl, halo-(C.sub.2-C.sub.10)-alkenyl, halo-(C.sub.2-C.sub.10)-alkynyl, (C.sub.3-C.sub.10)-cycloalkyl, halo-(C.sub.3-C.sub.10)-cycloalkyl, (C.sub.1-C.sub.4)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.1-C.sub.6)-alkylthio-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylsulfinyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylsulfonyl-(C.sub.1-C.sub.6)-alkyl, cyano-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.10)-alkoxy, halo-(C.sub.1-C.sub.10)-alkoxy, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy, (C.sub.1-C.sub.6)-alkylamino or di-(C.sub.1-C.sub.6)-alkylamino, R.sup.1 represents phenyl carrying s substituents R.sup.6, R.sup.2 represents (C.sub.1-C.sub.4)-alkyl, Q represents a radical Q.sup.5, Q.sup.6, Q.sup.7 or Q.sup.8, ##STR00016## R.sup.3 represents (C.sub.1-C.sub.8)-alkyl, (C.sub.2-C.sub.8)-alkenyl, (C.sub.2-C.sub.8)-alkynyl, where these radicals in each case by s radicals from the group consisting of halogen, cyano, nitro, S(O).sub.n(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy, halo-(C.sub.1-C.sub.6)-alkoxy or (C.sub.3-C.sub.6)-cycloalkyl, R.sup.4 represents (C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkyl, halo-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy, halo-(C.sub.1-C.sub.6)-alkoxy, cyano, nitro, methylsulfenyl, methylsulfinyl, methylsulfonyl, (C.sub.1-C.sub.4)-alkylcarbonylamino, benzoylamino, methoxycarbonyl, ethoxycarbonyl, benzoyl, phenoxy, methylcarbonyl, trifluoromethylcarbonyl, halogen, amino, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl or methoxymethyl, or represents phenyl substituted by p radicals from the group consisting of methyl, ethyl, methoxy, trifluoromethyl and halogen, R.sup.5 represents hydrogen, (C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkyl, halo-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl, methoxymethyl, methoxyethyl, benzyl or dimethylamino, R.sup.6 represents halogen, cyano, hydroxy, amino, nitro, C(O)R.sup.6a, C(O)OR.sup.6a, C(O)(NR.sup.6a).sub.2, C(S)NH.sub.2, C(O)NHCN, C(O)NHOH, SH, SO.sub.2NH.sub.2, SO.sub.2NHCN, SO.sub.2NHOH, OCN, SCN, SF.sub.5, (C.sub.1-C.sub.6)-alkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.2-C.sub.6)-alkynyl, halo-(C.sub.1-C.sub.6)-alkyl, halo-(C.sub.2-C.sub.6)-alkenyl, halo-(C.sub.2-C.sub.6)-alkynyl, (C.sub.3-C.sub.8)-cycloalkyl, halo-(C.sub.3-C.sub.8)-cycloalkyl, (C.sub.1-C.sub.6)-alkyl-(C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.8)-cycloalkenyl, halo-(C.sub.3-C.sub.8)-cycloalkenyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.7)-cycloalkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkylthio-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.8)-alkylsulfinyl-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.8)-alkoxyhalo-(C.sub.1-C.sub.6)-alkyl, cyano-(C.sub.1-C.sub.6)-alkyl, hydroxy-(C.sub.1-C.sub.6)-alkyl, (C.sub.1-C.sub.6)-alkoxy, halo-(C.sub.1-C.sub.6)-alkoxy, (C.sub.3-C.sub.8)-cycloalkoxy, halo-(C.sub.3-C.sub.8)-cycloalkoxy, (C.sub.3-C.sub.8)-cycloalkyl-(C.sub.1-C.sub.6)-alkoxy, (C.sub.2-C.sub.6)-alkenyloxy, halo-(C.sub.2-C.sub.6)-alkenyloxy, (C.sub.1-C.sub.6)-alkoxy-(C.sub.1-C.sub.6)-alkoxy, (C.sub.2-C.sub.6)-alkylcarbonyloxy, (C.sub.1-C.sub.6)-alkylthio, halo-(C.sub.1-C.sub.6)-alkylthio, (C.sub.3-C.sub.8)-cycloalkylthio, (C.sub.1-C.sub.6)-alkylsulfinyl, halo-(C.sub.1-C.sub.6)-alkylsulfinyl, (C.sub.1-C.sub.6)-alkylsulfonyl, halo-(C.sub.1-C.sub.6)-alkylsulfonyl, (C.sub.3-C.sub.8)-cycloalkylsulfonyl, (C.sub.1-C.sub.8)-alkylamino, di-(C.sub.1-C.sub.6)-alkylamino, halo-(C.sub.1-C.sub.6)-alkylamino, halodi-(C.sub.1-C.sub.8)-alkylamino, (C.sub.3-C.sub.8)-cycloalkylamino or methylenedioxo, R.sup.6a represents hydrogen or (C.sub.1-C.sub.6)-alkyl, Y represents O, CO or CR.sup.s6R.sup.s7, R.sup.s1 represents hydroxy, R.sup.s2 and R.sup.s5 independently of one another each represent hydrogen or methyl, or R.sup.s2 and R.sup.s5 together form an ethylene or vinylene group, R.sup.s3, R.sup.s4, R.sup.s6 and R.sup.s7 independently of one another each represent hydrogen or methyl, R.sup.p1 represents hydrogen, R.sup.p2 represents (C.sub.1-C.sub.4)-alkyl, R.sup.p3 represents hydrogen, (C.sub.1-C.sub.4)-alkyl or cyclopropyl, R.sup.n1 represents cyclopropyl, R.sup.n2 represents hydrogen, n represents 0, 1 or 2, P represents 0, 1, 2, 3 or 4, s represents 0, 1, 2, 3, 4 or 5.
3. The herbicide safener composition as claimed in claim 1, comprising, as safener B), mefenpyr-diethyl, fenchlorazole, isoxadifen-ethyl, cloquintocet-mexyl, dichlormid, 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine, benoxacor, 3-dichloroacetyl-1-oxa-3-azaspiro[4.5]decane, 1-dichloroacetylazepane, furilazole, ((R)-3-dichloroacetyl-5-(2-fury))-2,2-dimethyloxazolidine), cyprosulfamide, N-isopropyl-4-sulfamoylbenzamide-1-(2-methoxyphenyl)ethanone, 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea, oxabetrinil, fluxofenim, cyometrinil, 1,8-naphthalenedicarboxylic anhydride, fenclorim, flurazole, dietholate, dimepiperate, daimuron or cumyluron.
4. The herbicide safener composition as claimed in claim 1, comprising, as safener B), daimuron, benoxacor, furilazole, fluxofenim, fenchlorazole (ethyl ester), mefenpyr-diethyl, cloquintocet-mexyl, isoxadifen-ethyl, cyprosulfamide, flurazole, oxabetrinil, dichlormid or dietholate.
5. The herbicide safener composition as claimed in claim 1, comprising, as safener B), mefenpyr-diethyl, isoxadifen-ethyl, cyprosulfamide, fenchlorazole ethyl ester, benoxacor, cloquintocet-mexyl, fluxofenim or furilazole.
6. The herbicide safener composition as claimed in claim 1, comprising, as herbicide A), a compound of formula (I) and/or salt in which Q represents Q.sup.1, Q.sup.2, Q.sup.4 or Q.sup.5, R.sup.1 represents 2-methylphenyl, 2-methoxyphenyl or 2-trifluoromethylphenyl, R.sup.2 represents methyl, R.sup.3 represents methyl, X represents methyl, W represents hydrogen, Y represents CR.sup.s6R.sup.s7, R.sup.s1 represents hydroxy, R.sup.s2 represents hydrogen, R.sup.s3 represents hydrogen, R.sup.s4 represents hydrogen, R.sup.s5 represents hydrogen, R.sup.s6 represents hydrogen or methyl, R.sup.s7 represents hydrogen or methyl, and comprising, as safener B), mefenpyr-diethyl, fenchlorazole (ethyl ester), isoxadifen-ethyl, cloquintocet-mexyl, benoxacor, furilazole, cyprosulfamide, fluxofenim or 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea.
7. A method for controlling one or more harmful plants in crops of useful plants, comprising applying a herbicidally active amount of a composition as claimed in claim 1 to the harmful plants, plants, plant seeds and/or an area on which plants grow.
8. The method as claimed in claim 7, wherein the useful plants are selected from the group consisting of sugar cane, corn, wheat, rye, barley, oats, rice, sorghum, cotton and soya.
9. The method as claimed in claim 7, wherein the useful plants have been genetically modified.
Description
BIOLOGICAL EXAMPLES
[0300] Post-Emergence Safener Action
[0301] Seeds of monocotyledonous crop plants were placed in sandy loam in wood-fiber or plastic pots, covered with soil and cultivated in a greenhouse under good growth conditions. Ten to twenty days after sowing, the test plants were treated at the one- to three-leaf stage. The herbicide safener combinations according to the invention formulated as water-soluble powders or suspensions and the correspondingly formulated herbicidally active individual compounds were, at different dosages using a water application rate of 300 l/ha (converted), and with addition of customary wetting agents and adjuvants, sprayed onto the green parts of the plants. After the treatment, the pots were maintained in a greenhouse under good growth conditions for the crop plants.
[0302] 9 to 11 days and 20 to 21 days after application, the damage in percent on the treated crop plants was rated by visual scoring in comparison to the respective untreated controls.
[0303] Combinations in which the herbicidally active individual compound caused at least 30% damage to the crop plant, and where this could be reduced by at least 30 percentage points by addition of 100 g/ha safener, were rated as evidence of significant safener action.
[0304] On wheat, for example, a significant safener action was observed with the following herbicide safener combinations: (A4-2)+(S1-1), (A4-2)+(S1-7), (A4-2)+(S1-11), (A4-2)+(52-1), (A4-2)+(53-4), (A4-2)+(S3-10), (A4-2)+(S4-6), (A4-2)+(S11-2), (A4-13)+(S1-1), (A4-13)+(S1-7), (A4-13)+(S1-11), (A4-13)+(S2-1), (A4-13)+(S3-4), (A4-13)+(S3-10), (A4-13)+(S4-1), (A4-13)+(54-6), (A4-13)+(S11-2).
[0305] On barley, for example, a significant safener action was observed with the following herbicide safener combinations: (A4-2)+(S2-1), (A4-2)+(S3-4), (A4-2)+(S3-10), (A4-2)+(S11-2), (A4-13)+(S11-2).
[0306] On rice, for example, a significant safener action was observed with the following herbicide safener combinations: (A4-2)+(S1-11), (A4-2)+(S3-10), (A4-2)+(S4-1), (A4-2)+(S4-6), (A4-13)+(S1-7), (A4-13)+(S1-11), (A4-13)+(S3-10), (A4-13)+(S4-6).
[0307] On corn, for example, a significant safener action was observed with the following herbicide safener combinations: (A4-2)+(S1-11), (A4-2)+(S2-1), (A4-2)+(S3-10), (A4-2)+(S4-1), (A4-2)+(S4-6), (A4-2)+(S11-2), (A4-13)+(S1-11), (A4-13)+(S2-1), (A4-13)+(S4-1), (A4-13)+(S4-6), (A4-29)+(S1-11), (A4-29)+(S2-1), (A4-29)+(S4-1), (A4-29)+(S4-6), (A4-29)+(S11-2).
[0308] Pre-Emergence Safener Action
[0309] Corn seeds were placed in sandy loam in wood-fiber pots and covered with soil. The herbicide safener combinations according to the invention formulated as water-soluble powders or suspensions and the correspondingly formulated herbicidally active individual compounds were, at different dosages using a water application rate of 300 l/ha (converted), and with addition of customary wetting agents and adjuvants, sprayed onto the surface of the covering soil. After the treatment, the pots were kept in a greenhouse under good growth conditions for the crop plants.
[0310] 9 to 11 days and 20 to 21 days after application, the damage in percent on the treated crop plants was rated by visual scoring in comparison to the respective untreated controls. Combinations in which the herbicidally active individual compound caused at least 30% damage to the crop plant, and where this could be reduced by at least 30 percentage points by addition of 100 g/ha safener, were rated as evidence of significant safener action.
[0311] On corn, for example, a significant safener action was observed with the following herbicide safener combinations: