MXPA98008261A - Fungicide mixtures - Google Patents

Abstract

Fungicidal mixture containing as active components an oxymer carboxylate of the formula I, and an oxymer carboxamide of the formula II, as well as an azole of the formula III in an active synergistic amount.

Description

Fungicide mixtures Description The present invention relates to a fungicidal mixture containing an oxy carboxylate ether of the formula I, and an oxim carboxamide ether of the formula II, as well as an azole of formula III in an active synergetic quantity.

In addition, the invention relates to a process for controlling harmful fungi with mixtures of compounds I, II and III and to the use of compounds I, II and III for obtaining such mixtures.

The compounds of the formulas I and II, their preparation and their action against harmful fungi are known from the literature (EP-A 253 213, EP-A 398 692, EP-A 477 631).

Also known is the compound of formula III, its preparation and its use as a fungicide (proposed trade name: Epoxiconazole, EP-A 196 038).

In order to be able to reduce the amounts of the aliquot and improve the spectrum of action of the known compounds, the present invention was aimed at finding mixtures which, with the application of a lower total content of the active substances, had a better effect against harmful fungi (synergistic mixtures). ).

Therefore, the mixtures defined above were found. Furthermore, it was found that by simultaneously applying the compounds I, II and III together or separately, or by applying the compounds I, II and III, it is possible to fight better harmful fungi better than by applying the compounds alone.

The compounds of the formula I and II can be present with respect to the C = N double bond in the E or Z configuration (with respect to the carboxylic acid functional group). Thus, in the mixtures of the invention, they can be used as a pure E or Z isomer or as an E / Z isomer mixture. The E / Z isomer mixture or the E-isomer is preferred, with the E-isomer being preferred.

In the composition of the mixtures, it is preferred to use pure substances I, II and III, to which other active substances can be added, if necessary, against harmful fungi or other parasites, such as, for example, insects, arachnids, nematodes, or also herbicidal active substances or growth regulators or fertilizers.

The mixtures of compounds I, II and III or the combined or separate use of compounds I, II and III provide an excellent effect against a broad spectrum of phytopathogenic fungi, especially of the class of ascomycetes and basidiomycetes. In part they have systemic action, so they can also be used as foliar and soil fungicides.

They are especially important for combating a myriad of fungi in different crop plants, such as cotton, legum-bres (eg cucumbers, beans and cucurbits), barley, turf, oats, coffee, corn, rice, rye, soybeans, vine, barley, ornamental plants, sugar cane and countless seeds.

They are especially suitable for combating the following phytogenic fungi: Erysiphe graminis (mildew) in cereals, Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbitaces, Podosphaera leucotricha in apples, Uncinula necator in the vine, Puccinia species in cereals, Rhizoctonia species in cotton and turf, Ustilago species in cereals and sugarcane, Venturia inaequalis in apples, Helminthosporium species in cereals, Septoria nodorum in wheat, Botrytis ciñera (gray rot) in strawberries and vine, Cercospora arachidicola in peanuts, Pseudocercosporella herpotrichoides in wheat and barley , Pyricularia oryzae in rice, Phytophthora infestans in potatoes and tomatoes, Plasmopara viticulture in the vine, Alternaria species in legumes and fruits, as well as Fusarium and Verticil-lium species.

In addition, they can be used in the protection of materials (eg wood preservation), for example against Paecilomyces variotii.

The compounds I, II and III can be applied simultaneously together or separately or succesively; in the separate application, generally, the order in which the compounds are applied has no effect on the success of the treatment.

Compounds I and II are usually used in a weight ratio of 1: 0.1 to 1:10, preferably 1: 5 to 1: 0.2, especially 1: 3 to 1: 0.3 (1:11).

Compounds I and III are usually used in a weight ratio of 1: 0.1 to 1:10, preferably 1: 0.1 to 1: 5, especially 1: 0.2 to 1: 3 (I: III.

The application rates of the mixtures according to the invention amount, depending on the type of effect desired, to 0.003 to 3.0 kg / ha, preferably 0.02 to 2.0 kg / ha, especially 0.07 to 1.5 kg. /he has.

The application rates for the compounds I are up to 0.001 to 1.0 kg / ha, preferably 0.05 to 0.5 kg / ha, especially 0.01 to 0.3 kg / ha.

The application rates for the compounds II are up to 0.001 to 1.0 kg / ha, preferably 0.05 to 0.5 kg / ha, especially 0.01 to 0.3 kg / ha.

The application rates for compounds III are up to 0.001 to 1.0 kg / ha, preferably 0.05 to 1.0 kg / ha, especially 0.05 to 0.5 kg / ha.

In the seed treatment, application amounts of the mixture are generally used from 0.001 to 50 g / kg Saatgut, preferably 0.01 to 10 g / kg, especially 0.01 to 5 g / kg.

Whenever the plants are to combat noxious phytopathogenic fungi, the separate or combined application of compounds I, II and III, or mixtures of compounds I, II and III by spraying or spraying the seeds, is carried out. the plants or the soil, before or after the planting of the plants, or before or after the emergence of the plants.

The synergistic fungicidal mixtures of the invention or the compounds I, II and III can be used in the form of solutions, powders, suspensions or dispersions, emulsions, oil dispersions, spraying agents, sprays, directly sprayable granules, by spraying nebulization , atomization, spray or watering. The forms of application depend entirely on the respective application purposes; in all cases, the finest possible distribution of the mixtures of the invention should be ensured.

The formulations are prepared in known manner, eg by the addition of solvents and / or support substances. The formulations are usually added inert additives, such as emulsifiers or dispersants.

Suitable surfactants are: alkali metal, alkaline earth metal, ammonium salts of lignin sulphonic acid, naphthalene sulphonic acid, phenylsulfonic acid and dibutyl naphthalene sulphonate, alkylaryl sulfonates, algayl sulphates, algayl sulphonates, fatty alcohol sulfates, and fatty acids, as their alkali metal and alkaline earth metal salts, sulfated fatty alcohol glycol ethers, naphthalene condensates and naphthalene derivatives with formaldehyde, naphthalene or naphthalene sulfonic acid condensates with phenol and formaldehyde, polyoxyethylenectylphenol ethers, isooctylphenol, octylphenol or nonylphenol ethoxylates, alkylphenol polyglycol ethers, tributylphenylpolyglycol ethers, aliphatylpolyether alcohols, isotridecyl alcohol, fatty alcohol-ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene-alkyl ethers, polyoxypropylene, polyglycol ether acetal lauryl alcohol, sorbitol esters, sulphite residual liquors and methylcellulose.

Powders, spraying and spraying agents can be obtained by mixing or grinding together compounds I, II and III or mixing them from compounds I, II and III with a solid support.

Granules (eg coated, impregnated or homogeneous granules) are usually prepared by joining the active substance or active substances with a solid support.

As solids or solid supports, for example, mineral earths such as silica gel, silicic acid, silica gel, silicates, talc, kaolin, limestone, lime, bolus, loess, clay, dolomite, diatomaceous earth, sulphate calcium and magnesium sulphate, magnesium oxide, ground plastics, as well as fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and mineral products, such as cereal flour, bark, wood powder and nut shells, cellulose powders or other solid supports.

The formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of one of the compounds I, II and III, or of the mixture of the compounds I, II and III. The active substances are used in a purity of 90 ha-sta 100%, preferably 95 to 100% (according to NMR / HPLC spectrum).

Compounds I, II and III, or the corresponding mixtures or formulations are used, treating the harmful fungi, plants, seeds, soils, surfaces, materials or enclosures to be kept free of them, with a active fungicidal quantity of the mixture, or of the compounds I, II and III in the separate application. The application can be made before or after the infestation by the harmful fungi.

The fungicidal action of the compounds and mixtures can be checked by means of the following tests: The active substances are prepared separately or together as a 20% emulsion in a mixture from 70% by weight of ci-clohexanone, 20% by weight of Nekanil® LN (Lutensol® AP6, emulsifying action moisturizer and dispersant based on alguilfeno-ethoxylates) and 10% by weight of Emulphor® (Emulan® EL, emulsifier based on ethoxylated fatty alcohols), and diluted with water according to the desired concentration.

The evaluation is done, determining the area of the leaves infested in percent. These percentage values are converted into degrees of action. The expected degrees of action of the active substance mixtures are determined by the formula of Colby [R.S. Colby, eeds 1 £, 20-22 (1967)] and compared with the observed degrees of action.

Colby's formula: E = x + y + z - x - y.z / 100 E signifies the expected degree of action, translated in% of the untreated control, by using the mixture from active substances A and B at concentrations a and b; x is the degree of action, translated in% of the untreated control, by using the active substance A in the concentration a; and it is the degree of action, translated in% of the untreated control, by using the active substance B in the concentration b. z is the degree of action, translated in% of the untreated control, by using active substance C in the concentration c.

Given a degree of action equal to O, the infestation of the treated plants is equivalent to that of the untreated control plants; in the case of a 100% erratum, the treated plants do not show any infestation.

Examples 1 to 12 Action against wheat mildew The leaves of wheat seedlings grown in pots of the "Frühgold" variety are sprayed until they drip with aqueous pulp broth prepared with a stock solution from 10% active substance, 63% cyclohexone and 27% emulsifier and , once the sprayed layer is dried, sprinkled with spores of wheat mildew (Erysiphe graminis var. tritici). The test plants are placed in the greenhouse at temperatures between 20 and 22 ° C and 75 to 80% relative dity of the air. After 7 days, the extent of the development of mildew on the total surface of the leaves in% is evaluated.

The visually determined values for percentage of the infested leaves are converted into action degrees in% of the untreated control plants. A degree of action equal to O egui-vale to the untreated control, a degree of action of 100 means 0% infection. The expected action levels of the active substance combinations are calculated according to Colby's formula (Colby, SR (Calculating synergistic and antagonistic responses of herbicide Combinations, Weeds, 15, pp. 20-22, 1967), and compared with the observed degrees of action. * according to Colby's formula From the results it follows that the degree of action observed with all the mixing ratios is greater than the degree of action calculated according to the Colby formula.

Claims (5)

Claims

1. Fungicidal mixture containing as an active component an oxy carboxylate of the formula I, C02CH3 and an oxymether carboxamide of the formula II, as well as an azole of formula III in an active synergetic quantity.

2. Fungicide mixture according to claim 1, characterized in that the weight ratio between the compound I and the compound II amounts to 1: 0.1 to 1:10.

3. Fungicidal mixture according to claim 1, characterized in that the weight ratio between compound I and compound III is from 1: 0.1 to 1:10.

4. Fungicidal mixture according to claim 1, characterized in that the weight ratio between compound I and compound II and compound III is 1: 10: 1, 10: 1: 1 to 1: 1: 10.

5. Fungicidal mixture according to claim 1, which is conditioned in two parts, the first part containing the active substance I and / or III in a solid or liquid support and the second part the active substance II in a solid or liquid support. The fungicidal mixture according to claim 1, which is condi-tioned in two parts, the first part containing the active substance I and / or II in a solid or liquid support and the second part the active substance III er. a solid or liquid support. Fungicidal mixture according to claim 1, which is conditioned in three parts, the first part containing the active substance I on a solid or liquid support, the second part the active substance II on a solid or liquid support and the third part the active substance III. on a solid or liquid support. Procedure for controlling harmful fungi, characterized in that the harmful fungi, their environment or the plants, seeds, soils, surfaces, raterials or enclosures to be kept free thereof are treated with the compound of the formula I according to claim 1 , the compound of formula II according to claim 1 and the compound of formula III according to claim 1. Process according to claim 8, characterized in that the compound I according to claim 1 and the compound II according to claim 1 and the compound III according to claim 1 are applied simultaneously together or separately or succesively. Process according to claim 8, characterized in that the harmful fungi, their medium or the plants, seeds, floors, surfaces or enclosures to be kept free thereof are treated with 0.001 to 1.0 kg / ha of a compound I according to claim 1 Process according to claim 8, characterized in that the harmful fungi, their environment or the plants, seeds, soils, surfaces or recir.cos are treated to maintain ex-ests thereof with 0.001 to 1.0 kg / ha of the compound II according to claim 1 according to claim 1. A process according to claim 8, characterized in that the harmful fungi, their environment or the plants, seeds, soils, surfaces or enclosures to be treated are treated with 0.001 to 1.0 kg / ha of compound III. according to claim 1. Use of a compound I according to claim 1 for the obtention of synergistic mixtures of fungicidal action according to claim 1. Use of the compounds II according to claim 1 for obtaining synergistic mixtures of fungicidal action according to claim 1. Use of the compounds III according to claim 1 for the preparation of synergistic mixtures of fungicidal action according to claim 1.