Emulsifiable concentrate containing one or more pesticides...

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

Reexamination Certificate

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C504S363000, C514S237500, C514S687000, C514S937000

Reexamination Certificate

active

06566308

ABSTRACT:

BACKGROUND OF THE INVENTION
Emulsifiable concentrate (EC) formulations conventionally contain an active ingredient, one or more surfactants which act as emulsifiers upon dilution of the EC with water and a water immiscible solvent. Typical solvents for conventional EC formulations are aromatic hydrocarbons as for example xylene, Shellsol A or Solvesso 200. These solvents have very low solubilities in water and a high capability of dissolving a wide range of active ingredients.
Due to the presence of the solvent, many pesticides formulated as an EC have advantages such as a higher degree of systemicity and higher overall activity compared to the same pesticide formulated as a wettable powder (WP), water dispersible granule (WG) or suspension concentrate (SC).
The observed efficacy of the combination of ingredients can sometimes be significantly higher than would be expected from the amounts of the individual ingredients used (synergism). The efficacy of the active components can often be improved by addition of other ingredients such as adjuvants.
In view of increasing the ease and safety of handling and dosing of these adjuvants by the end-user and in view of avoiding unnecessary packaging material, it is desirable to develop concentrated formulations which already contain such adjuvants.
The International Patent Application WO 98/00008 discloses EC formulations containing one or more pesticides, three different kinds of non-ionic surfactants, one of which is a tristyrenephenol ethoxylate, a water-miscible cosolvent and a water-immiscible solvent. However, there is no suggestion of EC formulations containing a pesticidal compound, an adjuvant and an anionic surfactant. Since no defoaming agent is used, it is likely that foaming would be a major problem with the dilutions of the described recipes.
SUMMARY OF THE INVENTION
The present invention provides a novel stable emulsifiable concentrate (EC) formulation for crop protection active compounds which comprises
(a) one or more crop protection active compounds;
(b) 150 to 500 g/l of one or more adjuvants;
(c) optionally one or more organic solvents;
(d) an emulsifying surfactant system enabling an oil in water emulsion to be formed when the formulation is added to water, which comprises
one or more non-ionic surfactants, and
one or more anionic surfactants,
(e) a water-miscible polar aprotic solvent, or one or more dimethyl dicarboxylates, and
(f) optionally one or more antifoam agents.
An adjuvant is defined here as a substance which can increase the biological activity of an active ingredient but is not itself significantly biologically active. An adjuvant can either be included in the formulation or can be added to the spray tank together with the formulation containing the active ingredient.
The new EC shows excellent selective pesticidal activity in various crops.
It is an object of the present invention to provide novel, pesticidal ECs.
It is also an object of the invention to provide methods for controlling pests by contacting plants with a pesticidally effective amount of the new EC.
It is another object of the invention to provide selective pesticidal compositions obtainable by emulsifying the new ECs in water.
These and other objects and features of the invention will be more apparent from the detailed description set forth hereinbelow, and from the appended claims.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
It has surprisingly been found that improved stable EC formulations containing one or more pesticidal active ingredients and at least 150 g of one or more adjuvants can be produced using
optionally one or more organic solvents,
an emulsifying surfactant system enabling an oil in water emulsion to be formed when the formulation is added to water, which comprises one or more non-ionic surfactants and one or more anionic surfactants,
a co-solvent selected from the class of water-miscible polar aprotic solvents, or one or more dimethyl dicarboxylates, and
optionally one or more antifoam agents.
The use of a water-miscible polar aprotic solvent, in particular &ggr;-butyrolactone, is essential to incorporate sufficient amounts of the pesticidal active ingredient and the adjuvant into the EC.
In the definitions of the new EC formulations, a pesticide is a synthetic or natural compound which has the capability of inhibiting the growth of phytopathogenic fungi or of controlling a plant disease or has the capability to control undesired weeds or insects in crops. Preferably, the pesticide is selected from the group consisting of herbicides, insecticides, fungicides, bactericides, nematicides, algicides, molluscicides, rodenticides, virucides, compounds inducing resistance into plants, biological control agents such as viruses, bacteria, nematodes, fungi and other microorganisms, repellents of birds and animals, and plant growth regulators, or mixtures thereof.
Suitable pesticides are those which are substantially insoluble in water, but soluble in an organic solvent.
The new ECs contain at least one pesticide, preferably one, two or three pesticides, in particular fungicides, herbicides or insecticides.
The fungicidal compounds can be, for example, those which are capable of combating ear diseases of cereals (e.g. wheat) such as Septoria, Gibberella and Helminthosporium spp., seed and soil borne diseases, downy and powdery mildews on vines, and powdery mildew and scab on apples, etc. Mixtures of fungicidal compounds can have a broader spectrum of activity than a single compound alone. Furthermore, the mixtures of fungicides can exhibit a synergistic effect compared with the single active ingredients.
Preferred fungicides are water-insoluble compounds selected from the group consisting of:
AC 382042, anilazine, azoxystrobin, benalaxyl, benomyl, binapacryl, bitertanol, blasticidin S, Bordeaux mixture, bromuconazole, bupirimate, captafol, captan, carbendazim, carboxin, carpropamid, chlorbenzthiazon, chlorothalonil, chlozolinate, cycloheximide, cymoxanil, cypofuram, cyproconazole, cyprodinil, dichlofluanid, dichlone, dichloran, diclobutrazol, diclocymet, diclomezine, diethofencarb, difenoconazole, diflumetorim, dimethirimol, dimethomorph, diniconazole, dinocap, ditalimfos, dithianon, dodemorph, dodine, edifenphos, epoxiconazole, etaconazole, ethirimol, etridiazole, famoxadone, fenapanil, fenamidone, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenpiclonil, fenpropidin, fenpropimorph, fentin, fentin acetate, fentin hydroxide, ferimzone, fluazinam, fludioxonil, flumetover, fluquinconazole, flusilazole, flusulfamide, flutolanil, flutriafol, folpet, fosetyl-aluminium, fuberidazole, furalaxyl, furametpyr, guazatine, hexaconazole, IKF-916, imazalil, iminoctadine, ipconazole, iprodione, isoprothiolane, iprovalicarb, kasugamycin, KH-7281, kitazin P, kresoxim-methyl, mancozeb, maneb, mepanipyrim, mepronil, metalaxyl, metconazole, methfuroxam, MON 65500, myclobutanil, neoasozin, nickel dimethyldithiocarbamate, nitrothalisopropyl, nuarimol, ofurace, organo mercury compounds, oxadixyl, oxycarboxin, penconazole, pencycuron, phenazineoxide, phthalide, polyoxin D, polyram, probenazole, prochloraz, procymidione, propamocarb, propiconazole, propineb, pyrazophos, pyrifenox, pyrimethanil, pyroquilon, pyroxyfur, quinomethionate, quinoxyfen, quintozene, spiroxamine, SSF-126, SSF-129, streptomycin, sulfur, tebuconazole, tecloftalame, tecnazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram, tolclofosmethyl, tolylfluanid, triadimefon, triadimenol, triazbutil, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, validamycin A, vinclozolin, XRD-563, zarilamid, zineb, ziram, and in particular dimethomorph, metconazole, triadimenol or prochloraz.
Moreover, the EC formulations according to the invention may contain a chemical agent that induces the systemic acquired resistance in plants such as for example isonicotinic acid or derivatives thereof, 2,2-dichloro-3,3-dimethylcyclopropane carboxylic acid or BION.
These fungicidal compounds are mostly known from “The Pesticide Manual”,

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