Herbicidal compositions

Details Herbicidal compositions Herbicidal compositions

2003-10-02

2004-12-28

Clardy, S. Mark (Department: 1616)

Plant protecting and regulating compositions

Plant growth regulating compositions

Plural active ingredients

C504S133000, C504S139000, C504S144000, C504S148000, C504S234000, C504S257000, C504S263000, C504S316000, C504S330000, C504S350000

Reexamination Certificate

active

06835694

ABSTRACT:

This invention relates to new herbicidal compositions comprising a mixture of a benzoyl cyclohexanedione and herbicidal urea compounds. It also relates to the use of the mixture per se and to a method of controlling weeds.
Herbicidal benzoyl cyclohexanediones are disclosed in the literature, for example European Patent Publication No. 0186118. In particular, U.S. Patent Publication No. 5,506,196 discloses 2-(2′-nitro4′-methylsulfonylbenzoyl)-1,3-cyclohexanedione. Urea herbicides are well known in the literature. Examples of such herbicides include as fenuron, fluometuron, monuron and monolinuron, chlortoluron, isoproturon, diuron, linuron, neburon, methabenzthiazuron and tebuthiuron, all of which are described in “The Pesticide Manual”, 12th edition, year 2000, and earlier editions (British Crop Protection Council).
The present invention provides a method for controlling the growth of weeds (i.e. undesired vegetation) at a locus which comprises applying to the locus an effective amount of:
(a) a urea herbicide, preferably a compound of the general formula (I):
R
11
N(R
12
)CON(R
13
)R
14
  (I)
wherein R
11
represents an optionally substituted cyclic hydrocarbyl (which is preferably aromatic e.g. phenyl) or aromatic heterocyclyl (e.g. thiadiazol-2-yl) group, R
12
represents hydrogen or straight or branched chain alkyl containing from 1 to 6 carbon atoms, R
13
represents straight or branched chain alkyl containing from 1 to 6 carbon atoms or an optionally substituted cyclic hydrocarbyl (e.g. 2-methylcyclohexyl) group and R
14
represents hydrogen or straight or branched chain alkyl or alkoxy containing from 1 to 6 carbon atoms; and
(b) a benzoyl cyclohexanedione of formula (II):
which is 2-(2′-nitro-4′-methylsulfonylbenzoyl)-1,3cyclohexanedione or an agriculturally acceptable salt or metal complex thereof.
The urea herbicide and (b) are normally used in the form of herbicidal compositions (i.e. in association with compatible diluents or carriers and/or surface-active agents suitable for use in herbicidal compositions), for example as hereinafter described.
Preferred compounds of general formula I are those wherein R
12
represents the hydrogen atom or the methyl group and R
13
represents the methyl group.
Preferred compounds of general formula I are those wherein R
12
represents the hydrogen atom, R
13
represents a phenyl, 3-trifluoromethylphenyl or 4-chlorophenyl group and R
14
represents the methyl group;
or (b) R
11
represents a 4-chlorophenyl group and R
14
represents the methoxy group, which are known respectively as fenuron, fluometuron, monuron and monolinuron, and more especially compounds of general formula I wherein R
12
represents the hydrogen atom and R
13
represents the methyl group and (c) R
11
represents a 3-chloro-4-methylphenyl or 4-isopropylphenyl group and R
14
represents the methyl group;
or (d) R
11
represents the 3,4-dichlorophenyl group and R
14
represents methyl, methoxy or butyl; or (e) R
11
represents the benzothiazol-2-yl group, R
12
represents methyl and R
13
represents methyl and R
14
represents hydrogen or (f) R
11
represents 5t-butyl-thiadiazol-2-yl; R
12
and R
13
represent methyl and R
14
represents hydrogen; which are known respectively as chlortoluron, isoproturon, diuron, linuron, neburon, methabenzthiazuron and tebuthiuron.
Preferably (a) is tebuthiuron.
In this description the term “agriculturally acceptable salts” means salts the cations or anions of which are known and accepted in the art for the formation of salts for agricultural or horticultural use. Preferably the salts are water-soluble. Suitable salts with bases include alkali metal (e.g. sodium and potassium), alkaline earth metal (e.g. calcium and magnesium), ammonium and amine (e.g. diethanolamine, triethanolamine, octylamine, morpholine and dioctylmethylamine) salts. Suitable acid addition salts, formed by compounds containing an nitrogen atom with an available lone pair, include salts with inorganic acids, for example hydrochlorides, sulphates, phosphates and nitrates and salts with organic acids, for example acetic acid.
The amounts of the urea herbicide and (b) applied vary with the nature of the weeds, the compositions used, the time of application, the climatic and edaphic conditions and (when used to control the growth of weeds in crop-growing areas) the nature of the crops. When applied to a crop-growing area, the rate of application should be sufficient to control the growth of weeds without causing substantial permanent damage to the crop. In general, taking these factors into account, application rates of from about 500 g and 2500 g of the urea herbicide and from about 0.5 g to about 512 g of (b) per hectare give good results. However, it is to be understood that higher or lower application rates may be used, depending upon the particular problem of weed control encountered.
The urea herbicide and (b) in combination may be used to control selectively the growth of weeds, for example to control the growth of those species hereinafter mentioned, by pre- or post-emergence application in a directional or non-directional fashion, e.g. by directional or non-directional spraying, to a locus of weed infestation which is an area used, or to be used, for growing crops, for example cereals, e.g. wheat, barley, oats, rye, maize and rice, soya beans, field and dwarf beans, peas, lucerne, cotton, peanuts, flax, onions, carrots, oilseed rap, sunflower, and permanent or sown grassland before or after sowing of the crop or before or after emergence of the crop. For the selective control of weeds at a locus of weed infestation which is an area used, or to be used, for the growing of crops, e.g. the crops hereinbefore mentioned, application rates of from about 500 g and about 2500 g of the urea herbicide and from about 5 g to about 512 g of (b) per hectare are particularly suitable.
The method described above may be used to control a very wide spectrum of annual broad-leafed weeds and grass weeds. Examples of weeds which may be controlled include:
broad-leafed weeds, for example,
Abutilon theophrasti, Amaranthus hybridus, Amaranthus retroflexus, Amaranthus rudis, Amaranthus tuberculatos, Ambrosia artemisilfolia, Ambrosia trifida, Bidens pilosa, Chenopodium album, Convolvulus arvensis, Datura ferox, Datura stramonium, Euphorbia
spp,
Galium aparine, Helianthus
spp
, Ipomoea
spp. e.g.
Ipomoea purpurea, Larnium
spp
, Matricaria
spp,
Plantago
spp,
Polygonum aviculare, Polygonum pennsylvanicum, Raphanus raphanistrum, Schkuhria pinnata, Sesbania exaltata, Sida rhombifolia, Sida spinosa, Sinapis arvensis, Solanum nigrum, Veronica hederaefolia, Veronica persica
, and
Xanthium strumarium
, and grass weeds, for example
Alopecurus myosuroides, Avena fatua, Brachiaria plantaginea, Cenchrus echinatus, Cynodon dactylon, Digitaria horizontalis, Digitaria sanguinalls, Echinochloa crus-galli, Eragrostis virescens, Sorghum bicolor, Eleusine indica, Imperata cylindrica, Panicum dichotomiflorum, Panicum maximum, Panicum miliaceum, Pennisetum glaucum, Setaria
spp, e.g.
Setaria faberii, Setaria viridis, Setaria lutescens
and
Setaria italica, Sorghum halepense
, and sedges, for example,
Cyperus esculentus.
Where the locus is an area used, or to be used, for the growth of cereal crop preferably the urea herbicid is isoproturon or chlorotoluron.
Where the locus is an area used, or to be used, for the growth of sugarcane, or for total weed control, the urea herbicide is preferably tebuthiuron.
The following table summarizes dose rate of the components generally and preferably in the method of the invention (all dose rates are in grammes per hectare (g/ha):
Most
pre-
Com-
Tim-
More
fer-
ponent
Crop
ing
General
Preferred
preferred
red
(b)
sugar-
pre-
50-150
 75-150
75-150
100
cane
em
(b)
sugar-
post-
50-150
 75-100
75-100
100
cane
em
Tebu-
sugar-
pre/
500-1500
1000-1500
1000
1000
thiuron
cane
post
(b)
Total
pre/
75-200
100-150
100-150 
—
post
Tebu-
Total
pre/
500-2500
 100-2000
1500
—
thiuron
post
(b)
Cereal
pre-
50-200
1

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