Enhanced herbicide composition

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

Reexamination Certificate

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Details

C504S318000

Reexamination Certificate

active

06703349

ABSTRACT:

BACKGROUND OF THE INVENTION
A variety of herbicides have been used to kill unwanted plants (weeds) in crop fields or orchards. Typically, these herbicides are sprayed on the soil (preemergence) or on the plants (postemergence).
Herbicides are expensive, and their use may result in unintentional consequences such as groundwater contamination, environmental damage, herbicide-resistant weeds, and human and mammalian health concerns.
There are many classes of herbicides which may be grouped based on their mode of action. One class of herbicides of particular interest is the protoporphyrinogen oxidase (PPO) inhibitors, which act by inhibiting the synthesis of chlorophyll in the plastids of plants. Inhibition of this enzyme results in the generation of active oxygen species, which disrupt cell membranes and kill the plant.
It is an object of the present invention to reduce the amount of herbicide required for effective treatment.
SUMMARY OF THE INVENTION
The present invention is directed to a composition comprising a PPO inhibitor and salicylate or another systemic acquired resistance (SAR) inducer, or a combination thereof.
As used herein, “salicylate” is defined as any substituted or unsubstituted benzoic acid having a hydroxyl group in the 2- or ortho-position, or a biologically acceptable salt or biological or chemical precursor thereof. Substitution on the benzoic acid includes mono- di-, tri- or tetra-substitution in the 3-, 4-, 5- and/or 6-positions: substituents may be chosen in any combination from: lower alkyl groups of 1 to 4 carbons; an alkyl bridge containing 3 or 4 carbons attached to the benzoic acid at two adjacent points; lower alkoxy groups of from 1 to 4 carbons; the halogens fluorine, chlorine, bromine or iodine; an amino group, wherein the nitrogen may carry 0, 1, or 2 identical or different lower alkyl groups of from 1 to 4 carbons each; the nitro group; the formyl group; the acetyl group; the hydroxymethyl group; the methoxycarbonyl group; the carboxamido or sulfonamido groups wherein the nitrogen may carry 0, 1 or 2 identical or different lower alkyl substituents of from 1 to 4 carbons each; the cyano group; an alkylthio-, alkylsulfoxy- or alkylsulfonyl group, wherein the alkyl group is comprised of from 1 to 4 carbons; or a mono-, di- or trifluoromethyl group. Biologically acceptable salts include those of the common alkali metals sodium and potassium, the alkaline earths magnesium or calcium, zinc, or ammonium or simple alkylammonium cations such as mono-, di-, tri- or tetramethylammonium or other ammonium cations bearing up to 7 carbons. Biological or chemical precursors of 2-hydroxylated benzoic acid include non-hydroxylated benzoic acid and derivatives thereof having at least one ortho-position free, wherein the hydroxyl group is introduced biologically by the natural metabolic processes of the plant to which it is applied. Biological or chemical precursors of 2-hydroxylated benzoic acid also include benzoic acid compounds wherein the hydroxyl group in the 2-position is masked chemically in such a way that the masking group is labile and is easily removed once the compound has been applied to a plant, either by an enzymatic process of the plant's normal metabolism or by slow spontaneous hydrolysis. Examples of such masking groups include esters with monocarboxylic acids of from 1 to 7 carbons and trialkylsilyl ethers containing from 3 to 13 carbons. Furthermore, the term “salicylate” as used herein is understood to include mixtures of two or more of the individual pure substances defined above.
A systemic acquired resistance (SAR) inducer is defined as any compound which has the ability to turn on resistance in a plant to a disease-causing agent, which include, but are not limited to a virus, a bacterium, a fungus, or combinations of these agents. In addition, an SAR inducer may induce resistance to insect feeding in a plant, as described by Enyedi et al. (1992
; Cell
70: 879-886). Exemplary SAR inducers cover many structural families of compounds, but are united by their ability to induce a resistance to plant diseases and pest feeding.
The present invention is also directed to a method of enhancing the herbicidal activity of a PPO inhibitor comprising adding to said PPO inhibitor an effective amount of salicylate or another SAR inducer, or a combination thereof.
The present invention is also directed to a method of controlling plant growth comprising applying to a plant a herbicidally effective amount of a herbicidal composition comprising a PPO inhibitor and salicylate or another SAR inducer or a combination thereof.
Yet another aspect of this invention is directed to the safening activity of salicylate or another SAR inducer or a combination thereof against herbicide damage on crops.
DETAILED DESCRIPTION OF THE INVENTION
The compositions of the present invention contains from 99.999% to 0.001% PPO inhibitor and from 99.999% to 0.001% salicylate or another SAR inducer or a combination thereof, preferably from 99.99% to 0.005% PPO inhibitor and from 99.99% to 0.005% salicylate or another SAR inducer or a combination thereof and most preferably from 99.9% to 0.001% PPO inhibitor and from 99.9% to 0.01% salicylate or another SAR inducer or a combination thereof. In addition to the PPO inhibitor and salicylate or another SAR inducer, the compositions of the present invention may contain inert solids or liquids such as water or organic solvents.
The compositions of the present invention may also be formulated as an aqueous herbicidal concentrate which is sufficiently storage stable for commercial use and which is diluted with water before use. Such concentrates have a concentration of from 100% to 0.01% of the herbicidal compositions of the present invention, preferably 50% to 0.1% and most preferably 30% to 1%.
The compositions of the present invention are dispersed or dissolved in water to a concentration of from 15% to 0.0015%, preferably 5.0% to 0.002% and most preferably 0.6% to 0.05% for application.
In an alternative embodiment of the present invention, the PPO inhibitor may be formulated as a concentrate and salicylate or another SAR inducer or a combination thereof may be formulated as a concentrate. The two concentrates are then mixed and diluted prior to use.
Suitable PPO inhibitors include diphenylethers such as arifluorfen marketed as Blazer®, fomesafen marketed as Flexstar® and Reflex®, lactofen marketed as Cobra® and flumioxazin marketed as Valor®; N-phenylphthalimides such as flumiclorac marketed as Resource® and aryl triazones such as sulfentrazone marketed as Authority® and carfentrazone marketed as Aim®.
The herbicide synergists useful in the present invention include salicylate and SAR inducers such as Actigard™ (Acibenzolar-S-methyl; 1,2,3-benzothiadiazole-7-carbothioic acid S-methyl ester; CAS Registry No. 135158-54-2), sold by Syngenta Crop Protection, Greensboro, N.C. Compositions of the present invention include both solid and liquid compositions, which are ready for immediate use, and concentrated compositions, which require dilution before use, usually with water.
The solid compositions may be in the form of granules, or dusting powders wherein the active ingredient is mixed with a finely divided solid diluent (e.g. kaolin, bentonite, kieselguhr, dolomite, calcium carbonate, talc, powdered magnesia, Fuller's earth and gypsum). They may also be in the form of dispersible powders or grains, comprising a wetting agent to facilitate the dispersion of the powder or grains in liquid. Solid compositions in the form of a powder may be applied as foliar dusts.
Liquid compositions may comprise a solution, suspension or dispersion of the active ingredients in water optionally containing a surface-active agent, or may comprise a solution or dispersion of the active ingredient in a water immiscible organic solvent which is dispersed as droplets in water. Preferred active ingredients of the composition of the present invention are water-soluble herbicides or are readily suspended in water and it is preferred to use aqueous composit

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