Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
2001-04-04
2003-11-11
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
C504S138000, C504S139000
Reexamination Certificate
active
06645911
ABSTRACT:
Herbicidal 6-phenoxypyrid-2-ylcarboxamides such as those disclosed U.S. Pat. No. 5,294,597 display excellent herbicidal performance, in particular against broad-leaved weeds in crops such as cereal crops. However, when used as the sole active ingredient, the 6-phenoxypyrid-2-ylcarboxamides do not always achieve effective control of the full spectrum of weed species encountered in commercial agronomic applications, in conjunction with reliable selectivity for the crop species. Such gaps in the spectrum of control can be overcome by co-treatment with another herbicide known to be effective against the relevant weed species. The combined use of these 6-phenoxypyrid-2-ylcarboxamides with special further and other herbicides has been described in U.S. Pat. No. 5,674,807.
Therefore it is an object of this invention to provide further herbicidal combinations which exhibit a good herbicidal action exceeding the activity of one active ingredient alone, in particular in cereal crops.
It is another object of this invention to provide methodes for controlling undesired vegatation, in particular dicotyledonous weeds, using the herbicidal combinations. It is a further object of this invention to provide the method of use of the herbicidal combinations for controlling undesired vegetation, in particular in cereal crops, and in particular against dicotyledonous weeds.
We have found that this object is achieved by herbicidal compositions which comprise an agriculturally acceptable carrier and a herbicidally effective amount of a combination of at least one 6-phenoxypyrid-2-ylcarboxamide of formula I
R
1
represents a hydrogen or halogen atom or an alkyl or alkoxy group;
R
2
represents a hydrogen atom or an alkyl group;
X each independently represents a halogen atom or an optionally substituted alkyl or alkoxy group or an alkenyloxy, cyano, carboxy, alkoxycarbonyl, (alkylthio)carbonyl, alkylcarbonyl, amido, alkylamido, dialkylamido, nitro, alkylthio, haloalkylthio, alkenylthio, alkynylthio, alkylsulphinyl, alkylsulphonyl, alkyloximinoalkyl or alkenyloximinoalkyl group;
m represents 0 or an integer from 1 to 5;
Y each independently represents a halogen atom or an alkyl, nitro, cyano, haloalkyl, alkoxy or haloalkoxy group;
n represents 0 or an integer from 1 to 5, and
at least one additional herbicidal compound selected from the group consisting of flufenacet, cinidon-ethyl and carfentrazone-ethyl.
The present invention also provides a method for controlling undesirable plant species comprising application of said compositions. In the method of this invention, these compounds may be applied separately or together, in herbicidally effective amounts, and in the presence of a crop, preferably a cereal crop, such as wheat.
Although 6-phenoxypyrid-2-ylcarboxamides such as those disclosed in U.S. Pat. No. 5,294,597 display excellent herbicidal performance, when used as the sole active ingredient, they do not always achieve effective control of the full spectrum of weed species encountered in commercial agronomic applications, in conjunction with reliable selectivity for the crop species.
It has now been found that combinations comprising 6-phenoxypyrid-2-ylcarboxamide of formula I
wherein R
1
, R
2
, X, Y, m and n are defined as above,
with at least one additional herbicidal compound selected from the group of flufenacet, cinidon-ethyl or carfentrazone-ethyl provide synergistic control of troublesome broad-leaved weeds and annual grasses, especially such as
Setaria viridis, Alopecurus myosuroides, Poa annua, Stellaria media, Lamium purpureum, Galium aparine, Veronica hederaefolia, Papaver rhoeas
and
Matricaria inodora.
That is, application of the combination of the invention gives a mutual reinforcing action such that the application rates of the individual herbicidal component can be reduced and still the same herbicidal effect is achieved or, alternatively, the application of the combination of herbicidal components demonstrates a greater herbicidal effect than expected from the effect of the application of the individual herbicidal components when applied singly at the rate at which they are present in the combination (synergistic effect).
In the specification and claims, alkyl groups, unless otherwise specified, may be linear or branched and may contain up to 12, preferably 1 to 4, carbon atoms. The alkenyl or alkynyl portion of an alkynyloxy, alkenylthio or alkynylthio group, unless otherwise specified, may be linear or branched and may contain up to 12, preferably 2 to 4, carbon atoms. Examples of such groups are methyl, ethyl, propyl, vinyl, allyl, isopropyl, butyl, isobutyl and tertiary-butyl groups. The alkyl portion of a haloalkyl, haloalkoxy, alkylthio, haloalkylthio, alkoxy, alkoxycarbonyl, (alkylthio)carbonyl, alkylamido, dialkylamido, alkylsulfinyl or alkylsulfonyl group suitably has form 1 to 4 carbon atoms, preferably 1 or 2 carbon atoms. The number of carbon atoms in the alkyloximinoalkyl or alkenyloximinoalkyl groups is up to 6, preferably up to 4, e.g. 2-methoximinoethyl, 2-methoximinoproyl or 2-ethoximinopropyl.
“Halogen” means a fluorine, chlorine, bromine or iodine atom, preferably fluorine, chlorine or bromine. Haloalkyl, haloalkylthio and haloalkoxy are preferably mono-, di or trifluoroalkyl, -alkylthio and -alkoxy, especially trifluoromethyl, difluoromethoxy, trifluoromethylthio and trifluoromethoxy.
When any groups are designated as being optionally substituted, the substituent groups which are optionally present may be any of those customarily employed in the modification and/or development of pesticidal compounds and are especially substituents that maintain or enhance the herbicidal activity associated with the compounds of the present invention, or influence persistence of action, soil or plant penetration, or any other desirable property of such herbicidal compounds. There may be one or more of the same or different substituents present in each part of the molecules. In relation to moieties defined above as comprising optionally substituted alkyl- and alkoxy groups, specific examples of such substituents include phenyl, halogen atoms, nitro, cyano, hydroxyl, C
1-4
-alkoxy, C
1-4
haloalkoxy and C
1-4
-alkoxycarbonyl groups.
A prefers embodiment of the invention provides herbicidal compositions which comprise an agriculturally acceptable carrier and a herbicidally effective amount of a combination of at least are 6-phenoxypyrid-2-ylcarboxamide of formula I and at least flufenacet as additional herbicidal compound.
A further preferred embodiment of the invention provides herbicidal compositions which comprise an agriculturally acceptable carrier and a herbicidally effective amount of a combination of at least one 6-phenoxypyrid-2-ylcarboxamide of formula I and at least carfentrazone-ethyl as additional herbicidal compound.
A further preferred embodiment of the invention provides herbicidal compositions which comprise an agriculturally acceptable carrier and a herbicidally effective amount of a combination of at least one 6-phenoxypyrid-2-ylcarboxamide of formula I and at least cinidon-ethyl.
Preferred compounds for use as 6-phenoxypyrid-2-ylcarboxamides according to the invention are compounds of formula I, wherein
R
1
represents a hydrogen atom or a C
1-4
-alkoxy group;
R
2
represents a hydrogen atom;
X represents a halogen atom or a C
1-4
-haloalkyl group;
m represents an integer from 1 to 3, in particular 1;
Y represents preferably a halogen atom or a C
1-4
-haloalkyl group; and
n represents an integer from 1 to 3, in particular 1.
Especially preferred compounds for use as 6-phenoxypyrid-2-ylcarboxamides according to the invention are the compounds of formula IA,
in particular N-(4-fluorophenyl)-6-(-3-trifluoromethylphenoxy)-pyrid-2-ylcarboxamide coded picolinafen.
A preferred embodiment of the present invention provides a herbicidal composition which comprises an agriculturally acceptable carrier and a herbicidally effective amount of a combination of picolinafen and flufenacet.
A further preferred embodiment of the present invention provides a herbicidal comp
Baltruschat Helmut
Brandt Astrid
Nuyken Wessel
Vantieghem Herve
Vonend Michael
BASF - Aktiengesellschaft
Clardy S. Mark
Keil & Weinkauf
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