Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
2000-08-09
2001-10-02
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
Reexamination Certificate
active
06297192
ABSTRACT:
TECHNICAL FIELD OF THE INVENTION
The invention relates to novel herbicidal synergistic active compound combinations comprising on the one hand known N-aryl-triazolin(ethi)ones and on the other hand known N-arylsulphonylamino(thiocarbonyl-triazolin(ethi)ones which can be used particularly successfully for the selective control of weeds in various crops of useful plants.
BACKGROUND OF THE INVENTION
N-Aryl-triazolin(ethi)ones, as herbicidally active substances, form part of the subject-matter of a number of patent applications (cf. DE-A-3024316, DE-A-3514057, DE-A-3636318, EP-A-220952, EP-A-370332, EP-A-597360, EP-A-609734, U.S. Pat. No. 4,702,763, U.S. Pat. No. 4,806,145, U.S. Pat. No. 4,818,275, U.S. Pat. No. 4,906,284, U.S. Pat. No. 4,909,831, U.S. Pat. No. 5,035,740, U.S. Pat. No. 5,041,155, WO-A-8501637, WO-A-8504307, WO-A-8602642, WO-A-8604481, WO-A-8700730, WO-A-8703782, WO-A-8809617, WO-A-9002120, WO-A-9530661).
N-Arylsulphonylamino(thio)carbonyl-triazolin(ethi)ones, as herbicidally active substances, likewise form part of the subject-matter of a number of patent applications (cf. EP-A-341489, EP-A-422469, EP-A425948, EP-A-431291, EP-A-507171, EP-A-534266, WO-A-9611188, WO-A-9627590, WO-A-9627591, WO-A-9703056).
DETAILED DESCRIPTION OF THE INVENTION
Surprisingly, it has now been found that a number of known active compounds from the group of the N-aryl-triazolin(ethi)ones, when used jointly with known herbicidally active compounds from the group of the N-arylsulphonylamino(thio)carbonyltriazolin(ethi)ones, exhibit synergistic effects with respect to their action against broadleaf weeds and can be used particularly advantageously as broad-spectrum combination preparations for the selective control of weeds in crops of useful plants such as, for example, in wheat.
The invention provides selective herbicidal compositions, characterized in that they contain an effective amount of an active compound combination comprising
(a) at least one N-aryl-triazolin(ethi)one of the general formula (I)
in which
Q
1
represents oxygen or sulphur,
R
1
represents optionally halogen-substituted alkyl having 1 to 5 carbon atoms,
R
2
represents optionally halogen-substituted alkyl having 1 to 5 carbon atoms,
R
3
represents hydrogen or halogen,
R
4
represents cyano, thiocarbamoyl or halogen, and
R
5
represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulphonyl, halogen, represents in each case optionally cyano-, hydroxyl-, C
1
-C
4
-alkoxy-, C
1
-C
4
-alkyl-carbonyl- and/or C
1
-C
4
-alkoxy-carbonyl-substituted alkyl, alkoxy, alkylthio, alkylsul-phinyl, alkylsulphonyl, alkylcarbonyl, alkoxycarbonyl or alkylamino having in each case 1 to 6 carbon atoms, represents in each case optionally cyano-, carboxyl-, halogen- and/or C
1
-C
4
-alkoxy-carbonyl-substituted alkenyl, alkinyl, alkenyloxy or alkinyloxy having in each case 2 to 6 carbon atoms, represents in each case optionally halogen-substituted alkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino, N,N-bis-alkylsulphonyl-amino or N-alkylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6 carbon atoms in the alkyl groups, or represents in each case optionally cyano-, halo-gen-, C
1
-C
4
-alkyl-, C
1
-C
4
-halogenoalkyl-, C
1
-C
4
-alkoxy- or C
1
-C
4
-halo-genoalkoxy-substituted N-phenylcarbonyl-N-alkylsulphonyl-amino, N-pyr-idylcarbonyl-N-alkylsulphonyl-amino, N-furylcarbonyl-N-alkylsulphonyl-amino or N-thienylcarbonyl-N-alkylsulphonyl-amino having in each case 1 to 6 carbon atoms in the alkyl groups,
(“active compounds of group 1”) and
(b) at least one N-arylsulphonylamino(thio)carbonyl-triazolin(ethi)one of the general formula (II)
in which
Q
2
and Q
3
each represent oxygen or sulphur,
R
6
represents in each case optionally cyano-, halogen- or C
1
-C4-alkoxy-substituted alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkylamino or dialkylamino having in each case up to 6 carbon atoms, or represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkyl-substituted cycloalkyl, cycloalkylalkyl or cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl moiety,
R
7
represents hydrogen, represents halogen, represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkoxy-substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkinyl, alkenyloxy, alkinyloxy, alkenylthio, alkinylthio, alkenylamino or alkinylamino having in each case up to 6 carbon atoms, or represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl moiety,
R
8
represents nitro, cyano, halogen, phenyl, phenoxy, represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, dialkylaminosulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkinyl, alkinyloxy, alkinylthio having in each case up to 6 carbon atoms, or represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups, and
R
9
represents hydrogen, nitro, cyano, halogen, phenyl, phenoxy, represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkinyl, alkinyloxy or alkinylthio having in each case up to 6 carbon atoms, or represents in each case optionally cyano-, halogen- or C
1
-C
4
-alkyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups,
and/or a salt of a compound of the formula (II)
(“active compounds of group 2”)
where generally 0.01 to 100 parts by weight of an active compound of group 2—i.e. of the general formula (II)—are present per part by weight of an active compound of group 1—i.e. of the general formula (I).
Of particular interest are selective herbicidal compositions according to the invention which are characterized in that they contain an active compound combination comprising
(a) at least one N-aryl-triazolin(ethi)one of the general formula (I), in which
Q
1
represents oxygen or sulphur,
R
1
represents in each case optionally fluorine- and/or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,
R
2
represents in each case optionally fluorine- and/or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl,
R
3
represents hydrogen, fluorine, chlorine or bromine,
R
4
represents cyano, thiocarbamoyl, fluorine, chlorine or bromine, and
R
5
represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulphonyl, fluorine, chlorine, bromine, represents in each case optionally cyano-, hydroxyl-, methoxy-, ethoxy-, acetyl-, propionyl-, methoxycarbonyl- and/or ethoxy-carbonyl-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, represents in each case optionally cyano-, carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl- and/or ethoxy-carbonyl-substituted ethenyl, propenyl, butenyl, ethinyl, propinyl, butinyl, propenyloxy, butenyloxy, propinyloxy or butinyloxy, represents in each case optionally fluorine- and/or chlorine-substituted acetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonylamino, methylsulphonylamino, ethy
Dollinger Markus
Drewes Mark Wilhelm
Haas Wilhelm
Muller Klaus-Helmut
Bayer Aktiengesellschaft
Clardy S. Mark
Gil Joseph C.
Zurcher Jackie Ann
LandOfFree
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