Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
2002-04-18
2004-10-26
Qazi, Sabiha (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
C504S136000, C504S138000, C504S271000, C504S292000, C504S294000, C504S333000, C504S348000
Reexamination Certificate
active
06809064
ABSTRACT:
The invention relates to the technical field of the crop protection products which can be employed against undesired vegetation and which comprise, as active ingredients, a combination of at least two herbicides.
More specifically, it relates to herbicidal compositions for use in rice which comprise, as active ingredient, a herbicide from the benzoylcyclohexanedione group in combination with at least one further herbicide.
Herbicides from the abovementioned benzoylcyclohexanedione group are known from a large number of documents. Thus, for example, the herbicidal action of a large number of such compounds is described in WO 98/29406, WO 00/21924 and WO 01/07422. Some of the benzoylcyclohexanediones mentioned in WO 00/21924 have a good herbicidal action against harmful plants which grow in rice crops.
In practice, however, the use of the benzoylcyclohexanediones known from these publications frequently entails disadvantages. Thus, the herbicidal activity is not always sufficient, or, if the herbicidal activity is sufficient, undesired damage to the rice plants is observed.
The activity of herbicides depends, inter alia, on the type of the herbicide employed, its application rate, the preparation, the harmful plants to be controlled, the climatic conditions and soil conditions and the like. Another criterion is the duration of action or degradation rate of the herbicide. Where appropriate, changes in the sensitivity of harmful plants to an active ingredient, which may occur upon prolonged use or within a geographically defined area, may also have to be taken into account. Such changes manifest themselves as more or less pronounced losses of action and can only be compensated for to a certain extent by increasing the application rates of the herbicides.
Owing to the large number of possible influencing factors, there exists virtually no single active ingredient which combines the desired properties for the various uses, in particular with regard to the species of the harmful plants and the climatic zones. What is more, there are constant demands for achieving the effect with increasingly smaller herbicide rates. A lesser rate reduces not only the amount of an active ingredient required for application, but also, as a rule, the amount of formulation auxiliaries required. Both reduce the financial input and improve the eco-friendliness of the herbicide treatment.
A method which is frequently used for improving the use characteristics of a herbicide is to combine the active ingredient with one or more other active ingredients which contribute the desired additional properties. However, phenomena of physical and biological incompatibility are frequently observed when several active ingredients are used as a combination, for example lack of stability of a coformulation, degradation of an active ingredient, or antagonism of the active ingredients. In contrast, combinations of active ingredients with an advantageous spectrum of action, high stability and the highest possible synergistically enhanced action, which allows the application rate to be reduced in comparison with the individual application of the active ingredients to be combined, are desired.
Herbicidal mixtures of 2-(4-methylsulfonyl-2-nitrobenzoyl)-1,3-cyclohexanedione with a sulfonylurea from the group consisting of nicosulfuron, rimsulfuron, thifensulfuron-methyl, primisulfuron-methyl, prosulfuron and halosulfuron are disclosed in WO 97/48275. However, these mixtures are not suitable for use in rice crops since they also inflict considerable damage on the rice plants.
It is an object of the present invention to provide herbicidal compositions for use in rice crops, which compositions have improved properties compared with the prior art.
The invention relates to herbicidal compositions comprising an effective content of
A) at least one compound of the formula (I) and agriculturally customary salts thereof [component (A)]
where
R
1
is C
1
-C
4
-alkyl;
R
2
is OR
6
, SO
m
R
7
, cyanato, cyano, thiocyanato or halogen;
R
3
and R
4
independently of one another are hydrogen, halogen, C
1
-C
4
-alkyl, halogen-C
1
-C
4
-alkyl, cyano, nitro or SO
m
R
7
;
R
5
is O—(CH
2
)
a
—O—(CH
2
)
b
—OR
7
, C
3
-C
8
-cycloalkyloxy, C
3
-C
8
-cycloalkyl-C
1
-C
4
-alkyloxy, 2-tetrahydrofuranylmethoxy, 3-tetrahydrofuranyl-methoxy, 2-tetrahydro-2H-pyranylmethoxy, 2-tetrahydrothienylmethoxy, 2-furanylmethoxy or 2-thienylmethoxy;
R
6
is hydrogen, C
1
-C
4
-alkyl or halogen-C
1
-C
4
-alkyl;
R
7
is C
1
-C
4
-alkyl, C
2
-C
4
-alkenyl, C
2
-C
4
-alkynyl, halogen-C
1
-C
4
-alkyl, halogen-C
2
-C
4
-alkenyl or halogen-C
2
-C
4
-alkynyl;
n is 0, 1, 2, 3, 4, 5 or 6;
m is 0, 1 or 2;
a is 2, 3 or 4;
b is 2,3 or 4;
and
B) at least one compound [component (B)] from the group consisting of the herbicides 2,4-D (B1.1), benzobicyclon (B2.1), benzofenap (B3.1), bifenox (B4.1), cafenstrole (B5.1), chlorimuron-ethyl (B6.1), cinmethylin (B7.1), daimuron (B5.2), dimethametryn (B8.1), dithiopyr (B5.3), etobenzamide (B9.1), fentrazamide (B5.4), indanofan (B10.1), MCPA (B1.2), oxadiazon (B4.2), piperophos (B5.5), pyrazosulfuron-ethyl (B6.2), pyributicarb (B11.1), pyriftalide (=NOJ-100) (B12.1), pyriminobac-methyl (B6.3), profoxydim (B13.1) and quinoclamine (B14.1),
these compositions comprising the compounds of the formula (I) or salts thereof [component (A)] and the compounds of the group B) [component (B)] in a weight ratio of 1:200 to 200:1.
Preferred compositions comprise the compounds of the formula (I) or salts thereof [component (A)] and the compounds of group B) [component (B)] in a weight ratio of 1:20 to 20:1.
In formula (I) and all the subsequent formulae, chain-like carbon-containing radicals such as alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio and the corresponding unsaturated radicals and/or radicals which are substituted in the carbon skeleton, such as alkenyl and alkynyl, can in each case be straight-chain or branched. Alkyl radicals, also in the composite meanings such as alkoxy, haloalkyl and the like, are, for example, methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl. Alkenyl and alkynyl radicals have the meanings of the possible unsaturated radicals which correspond to the alkyl radicals; alkenyl is, for example, allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl; alkynyl is, for example, propargyl, but-2-in-1-yl, but-3-in-1-yl, 1-methylbut-3-in-1-yl. The multiple bond can be located in any desired position of the unsaturated radical.
Cycloalkyl is a carbocyclic saturated ring system, for example cyclopropyl, cyclopentyl or cyclohexyl.
Halogen is fluorine, chlorine, bromine or iodine. Haloalkyl and haloalkenyl are alkyl, alkenyl or alkynyl, each of which is partially or fully substituted by halogen, preferably by fluorine, chlorine and/or bromine, in particular by fluorine and/or chlorine, for example CF
3
, CHF
2
, CH
2
F, CF
3
CF
2
, CH
2
FCHCl, CCl
3
, CHCl
2
, CH
2
CH
2
Cl; haloalkoxy is, for example, OCF
3
, OCHF
2
, OCH
2
F, CF
3
CF
2
O, OCH
2
CF
3
and OCH
2
CH
2
Cl; this also applies analogously to haloalkenyl.
Depending on the type and the linkage of the substituents, the compounds of the formula I may exist as stereoisomers. If, for example, one or more alkenyl groups are present, diastereomers may occur. If, for example, one or more asymmetric carbon atoms are present, enantiomers and diastereomers may occur. Stereoisomers can be obtained from the mixtures obtained in the preparation by customary separation methods, for example by chromatographic separation methods. Equally, stereoisomers may be prepared selectively by using stereoselective reactions and optically active starting materials and/or auxiliaries. The invention also relates to all stereoisomers and their mixtures which are encompassed by the formula 1, but not defined specifically.
Preferred herbicidal compositions comprise, as component (A), a compound of the formula (I) where
R
1
is methyl;
R
2
is
Almsick Andreas van
Auler Thomas
Endo Keiji
Hacker Erwin
Millet Jean-Claude
Aventis CropScience GmbH
Qazi Sabiha
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