Herbicidal compositions

Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing

Reexamination Certificate

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C504S214000, C504S363000

Reexamination Certificate

active

06770594

ABSTRACT:

The invention lies in the technical field of crop protection products, in particular active substance/surfactant/humectant combinations.
To control undesired harmful plants, a multiplicity of herbicides is available to the user, which can be employed as a function of the biological properties of the herbicides, the species of harmful plants to be controlled and the crop plant species. In this context, the herbicidal active substances are formulated in such a way that their application is as optimal as possible and that they have high activity. A variety of formulation auxiliaries such as wetters, dispersants, emulsifiers, antifoams, solvents or fillers are employed for this purpose.
However, the reliability and the level of the control of the harmful plants vary as a function of environmental factors such as temperature, atmospheric humidity, soil moisture, light incidence, precipitation or soil type, which can lead to follow-up treatments in the event of poor activity or to the damage of useful plants in the case of unduly high rates of application.
A more reliable activity also has ecological advantages. To avoid poor activity, the user frequently increases the amount of active substance to be applied. However, the disadvantage of this procedure is that the active substances' potential to affect soil fauna, to leach from the soil or to enter surface waters increases.
The effect of humectants on a variety of pesticides is described in Adjuvants for Agrochemicals, CRC Press, Inc. (1992), pp. 261-271. WO 89/02570 discloses that humectants in conjunction with certain silicone surfactants can increase the activity of herbicides.
The object of the present invention was to provide a herbicidal composition with improved level of action and improved reliability of action. This object is achieved by a specific herbicidal composition comprising herbicidal active substances in combination with certain surfactants and humectants.
The present invention thus relates to a herbicidal composition comprising
a) one or more herbicidal active substances,
b) one or more surfactants other than silicone surfactants, and
c) one or more humectants.
The herbicidal active substances a) which are present in the herbicidal compositions according to the invention are, for example, ALS inhibitors (acetolactate synthetase inhibitors) or herbicides other than ALS inhibitors, such as herbicides from the group of the carbamates, thiocarbamates, haloacetanilides, substituted phenoxy-, naphthoxy- and phenoxyphenoxycarboxylic acid derivatives and heteroaryloxyphenoxyalkanecarboxylic acid derivatives such as quinolyloxy-, quinoxalyloxy-, pyridyloxy-, benzoxazolyloxy- and benzothiazolyloxyphenoxyalkanecarboxylic acid esters, cyclohexanedione derivatives, imidazolinones, phosphorus-containing herbicides, for example of the glufosinate type or of the glyphosate type, pyrimidinyloxypyridinecarboxylic acid derivatives, pyrimidyloxybenzoic acid derivatives, triazolopyrimidinesulfonamide derivatives and S-(N-aryl-N-alkylcarbamoylmethyl)dithiophosphoric acid esters.
The ALS inhibitors are in particular sulfonamides, preferably from the group of the sulfonylureas, especially preferably those of the formula (I) and/or their salts
R
a
—SO
2
—NR
b
—CO—(NR
c
)
x
—R
d
  (I)
in which
R
a
is a hydrocarbon radical, preferably an aryl radical such as phenyl, which is unsubstituted or substituted or a heterocyclic radical, preferably a heteroaryl radical such as pyridyl, which is unsubstituted or substituted, and where the radicals including substituents have 1-30 carbon atoms, preferably 1-20 carbon atoms, or R
a
is an electron-attracting group such as a sulfonamide radical,
R
b
is a hydrogen atom or a hydrocarbon radical which is unsubstituted or substituted and including substituents has 1-10 carbon atoms, for example unsubstituted or substituted C
1
-C
6
-alkyl, preferably a hydrogen atom or methyl,
R
c
is a hydrogen atom or a hydrocarbon radical which is unsubstituted or substituted and including substituents has 1-10 carbon atoms, for example unsubstituted or substituted C
1
-C
6
-alkyl, preferably a hydrogen atom or methyl,
x equals zero or 1 and
R
d
is a heterocyclic radical.
Especially preferred ALS inhibitors are sulfonylureas of the formula (II) and/or their salts
in which
R
1
is C
1
-C
4
-alkoxy, preferably C
2
-C
4
-alkoxy, or CO—R
a
, in which R
a
equals OH, C
1
-C
4
-alkoxy or NR
b
R
c
, in which R
b
and R
c
independently of one another are identical or different and are H or C
1
-C
4
-alkyl,
R
2
is halogen or (A)
n
—NR
d
R
e
, in which n equals zero or 1, A is a group CR′R″ in which R′ and R″ independently of one another are identical or different and are H or C
1
-C
4
-alkyl, R
d
equals H or C
1
-C
4
-alkyl and R
e
is an acyl radical such as formyl or C
1
-C
4
-alkylsulfonyl, and, in the event that R
1
equals C
1
-C
4
-alkoxy, preferably C
2
-C
4
-alkoxy, R
2
can also be H,
R
3
is H or C
1
-C
4
-alkyl,
m equals zero or 1, preferably zero,
X and Y independently of one another are identical or different and are C
1
-C
6
-alkyl, C
1
-C
6
-alkoxy or C
1
-C
6
-alkylthio, where each of the three abovementioned radicals is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, C
1
-C
4
-alkoxy and C
1
-C
4
-alkylthio, or are C
3
-C
6
-cycloalkyl, C
2
-C
6
-alkenyl, C
2
-C
6
-alkynyl, C
3
-C
6
-alkenyloxy or C
3
-C
6
--alkynyloxy, preferably C
1
-C
4
-alkyl or C
1
-C
4
-alkoxy, and
Z equals CH or N.
Preferred sulfonylureas of the formula (II) and/or their salts are those in which
m equals zero and
a) R
1
equals CO—(C
1
-C
4
-alkoxy) and R
2
equals halogen, preferably iodine, or R
2
equals CH
2
—NHR
e
, in which R
e
is an acyl radical, preferably C
1
-C
4
-alkylsulfonyl, or
b) R
1
equals CO—N(C
1
-C
4
-alkyl)
2
and R
2
equals NHR
e
, in which R
e
is an acyl radical, preferably formyl.
A hydrocarbon radical for the purposes of this description is a straight-chain, branched or cyclic and saturated or unsaturated aliphatic or aromatic hydrocarbon radical, for example alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or aryl; aryl in this context is a mono-, bi- or polycyclic aromatic system, for example phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl, fluorenyl and the like, preferably phenyl. A hydrocarbon radical preferably has 1 to 40 carbon atoms, by preference 1 to 30 carbon atoms; especially preferably, a hydrocarbon radical is alkyl, alkenyl or alkynyl, each of which has up to 12 carbon atoms, or cycloalkyl having 3, 4, 5, 6 or 7 ring atoms, or phenyl.
A heterocyclic radical or ring (heterocyclyl) for the purposes of the present description can be saturated, unsaturated or heteroaromatic and unsubstituted or substituted; by preference, it contains one or more hetero atoms in the ring, by preference selected from the group consisting of N, O and S; it is by preference an aliphatic heterocyclyl radical having 3 to 7 ring atoms or a heteroaromatic radical having 5 or 6 ring atoms and contains 1, 2 or 3 hetero atoms. The heterocyclic radical can be, for example a heteroaromatic radical or ring (heteroaryl) such as, for example, a mono-, bi- or polycyclic aromatic system in which at least 1 ring contains one or more hetero atoms, for example pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, oxazolyl, furyl, pyrrolyl, pyrazolyl and imidazolyl, or is a partially or fully hydrogenated radical such as oxiranyl, oxetanyl, pyrrolidyl, piperidyl, piperazinyl, dioxolanyl, morpholinyl, tetrahydrofuryl. Suitable substituents for a substituted heterocyclic radical are the substituents given further below, and additionally also oxo. The oxo group can also be present on those hetero ring atoms which can exist in various oxidation numbers, for example in the case of N and S.
Substituted radicals for the purposes of the present description, such as substituted hydrocarbon radicals, for example substituted alkyl, alkenyl, alkynyl or aryl such as phenyl and benzyl, or substituted heterocycl

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