MXPA99010240A - Fungicidal mixture - Google Patents

Abstract

The invention relates to a fungicidal mixture, containing a synergistically effective amount of a) a phenyl-benzyl ether derivative of formula (I.a) or (I.b) and b) (±)-(2-chlorophenyl)(4-chlorophenyl)(pyrimidin-5-yl) methanol (II).

Description

FUNGICIDE MIXES.

Description The present invention refers to a fungicidal mixture containing a) a phenylbenzyl ether derivative of the formula I. a or I.b as well as b) (+) - (2-chlorophenyl) (4-chlorophenyl) (pyrimidin-5-yl) methanol in an active synergetic quantity. In addition, the invention relates to a process for controlling harmful fungi with mixtures of compounds I (I. and l.b) and II and to the use of compound-I and compound II for obtaining such mixtures.

The compounds of the formula I, its preparation and action against fungi, are known from the literature (EP-A 253 213, EP-A 254 426). Also known are vomit II (GB-A 1,218,623, common name: Fenarimol), its preparation and action against harmful fungi.

In order to reduce the amounts of 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 mixture defined above was found. Also, it was found, < that by simultaneously applying the compound I and the compound II in joint or separate form, or by applying the compound I and the compound II in succession, it is better to combat harmful fungi than by applying the compounds alone.

Thanks to their basic character, compounds I and II are capable of forming salts or adducts with inorganic or organic acids or with metal ions.

Examples of inorganic acids are the hydrohalic acids, such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, sulfuric acid, phosphoric acid and nitric acid.

Suitable organic acids are, for example, formic acid, carbonic acid and the alkanoic acids, such as acetic acid, trifluoroacetic acid and propionic acid, as well as glycolic acid, thiocyanuric acid, lactic acid, succinic acid, citric acid, benzoic acid, acid cinnamic oxalic acid, alkylsulfonic acids (sulphonic acids with linear or branched alkyjuyl radicals with 1 to 20 carbon atoms), arylsulfonic or aryldisulfonic acids (aromatic radicals, such as phenyl and naphthyl carrying one or two sulfonic acid groups), acids alkylphosphonic acid (phosphonic acids with linear or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic or aryl-sulphonic acids (aromatic radicals, such as phenyl and naphthyl carrying one or two phosphoric acid radicals), whose radiol Other alkyl substituents, eg p-toluenesul phonic, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic etc.

Suitable metal ions are, in particular, the ions of the elements of the second main group, especially calcium and magnesium, of the third and fourth main groups, especially aluminum, tin and lead, as well as of the eighth secondary group, especially chromium, manganese, iron, cobalt, nickel, copper, zinc, etc. Especially preferred are the metal ions of the elements of the secondary groups of the fourth period. Metals can be present in the different valences that correspond to them.

In the preparation of mixtures of pure active substances I and II, to which, if appropriate, other active substances are added against harmful fungi or other parasites, such as insects, arachnids or nematodes, or else regulatory active substances. of growth or fertilizers.

The mixtures of compounds I and II or the combined or separate use of compounds I and II provide an excellent effect against a broad spectrum of phytopathogenic fungi, especially of the class of ascomycetes, deuteromycetes, phyco-mycetes 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, legumes (eg cucumbers, beans and cucurbits), barley, turf, oats, coffee, corn, rice, rye, soy, vine, barley, ornamental plants, sugar cane and countless seeds.

They are especially suitable for combating the following phytopathogenic fungi: Erysiphe graminis (mildew) in cereals, Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbitáces, Podosphaera leucotricha in apples, Uncinula necator in the vine, Puccinia species in cereals, Rhizoctonia species in cotton, rice and turf, Ustilago species in cereals and sugar cane, Venturia inaequalis in apples, Helmin-thosporium species in cereals, Septoria nodorum in wheat, Botrytis ciñera (gray rot) in strawberries, legumes, ornamental plants and vine, Cercospora arachidicola in peanuts, Pseudocercosporella herpotrichoides in wheat and barley, Pyricularia oryzae in rice, Phytophthora infestans in potatoes and tomatoes, species of Pseudope-ronospora in cucurbitáces and hops, Plasmopara viticola in the vine, species of Alternaria in legumes and fruits, as well as species of Fusarium and Verticillium.

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

The compounds I and II can be applied simultaneously together or separately or successively; 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 applied in a weight ratio of 10: 1 to 0.1: 1, preferably 5: 1 to 0.2: 1, especially 3: 1 to 0.3: 1.

The application rates of the mixtures according to the invention vary, especially in agricultural growing areas, according to the desired effect, from 0.01 to 8 kg / ha, preferably 0.1 to 5 kg / ha, especially 0.2. up to 3.0 kg / ha.

The application rates of the compounds I vary from 0.005 to 0.5 kg / ha, preferably 0.05 to 0.5 kg / ha, especially 0.05 to 0.3 kg / ha.

The application rates of the compounds II vary, correspondingly, from 0.05 to 0.5 kg / ha, preferably 0.1 to 0.5 kg / ha, especially 0.1 to 0.3 kg / ha.

In the treatment of the seeds, the mixtures are applied in amounts of 0.001 to 250 g / kg of seeds, preferably 0.01 to 100 g / kg, especially 0.01 to 50 g / kg.

Whenever the plants are to combat phytopathogenic fungi, the separate or combined application of compounds I and II or mixtures from compounds I and II is carried out by spraying or spraying the seeds, plants or soils. 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 compounds I and II 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 , sprayed or watered. 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 surface-active substances are: alkali metal, alkaline earth metal, ammonium salts of lignin sulphonic acid, naphthalene sulphonic acid, phenylsulfonic acid and dibutyl naphthalene sulphonate, alkylaryl sulphonates, alkyl sulfates, alkyl sulphonates, fatty alcohol sulfates and fatty acids , as well as its alkaline and alkaline earth metal salts, sulfated fatty alcohol glycol ethers, condensates of naphthalene and naphthalene derivatives with formaldehyde, condensates of naphthalene or of naphthalene sulfonic acid with phenol and formaldehyde, polyoxyethylene-octylphenol ethers, isooctylphenol, octylphenol or nonylphenol ethoxylated, alkylphenol polyglycol ethers, tributylphenylpolyglycol ethers, alkylaryltetalcohol, isotridecyl alcohol, fatty alcohol-ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, polyoxypropylene, acetal polyglycol ether lauryl alcohol, sorbitol esters, sulphite residual liquors and methylcellulose.

The powders, spraying and spraying agents can be obtained by mixing or co-mingling the compounds I or II or the mixture from the compounds I and II together 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 acids, silica gels, silicates, talc, kaolin, limestone, lime, bolus, loess, clay, dolomite, diatomaceous earth, sulphate calcium and magnesium sulfate, 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 powder, wood and of 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 and II, or of the mixture of the compounds I and II. The active substances are used here in a purity of 90 to 100%, preferably 95 to 100% (according to NMR / HPLC spectrum).

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

The application can be made before or after infection by harmful fungi.

Application example The synergistic effect of the mixtures according to the invention can be demonstrated by the following tests: Application example 1 Efficiency against recondite Puccinia in wheat (brown royo) The leaves of wheat seedlings grown in pots of the variety "Frühgold" are sprayed with spores of the brown roxo (Puccinia recondite). The pots are then placed for 24 hours in a chamber with high humidity (90 to 95%) and 20 to 22 ° C. During this time the spores germinate and the germ tubes penetrate the tissue of the leaf. The infected plants are sprayed on the following day with an aqueous preparation of active substance which is composed of 10% active substance, 63% cyclohexanone and 27% emulsifier. After drying the sprayed layer the test plants are grown for 7 days in the greenhouse at temperatures between 20 and 22 ° C and 65 to 70% relative humidity of the air. Then the extent of the development of the leaf rust is determined.

The evaluation is done, determining the area of the leaves infested in percent. These percentage values are converted into degrees of action. The degree of action (W) is determined by means of the formula of Abbot in the following way: = (1 - a) -100 / ß a is equivalent to the fungal infection of the plants treated in ß is equivalent to the fungal infection of the untreated (control) plants in%. .

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% action grade, the treated plants do not show any infestation.

The expected degrees of action of the mixtures of active substances are determined by the formula of Colby [R.S. Colby, Weeds 15_, 20-22 (1967)] and compared with the observed degrees of action.

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

The results can be derived from the following tables 2 and 3.

Table 2 Table 3 * 'calculated according to Colby's formula From the results of the test it can be seen that the degree of action observed is with all the mixtures higher than the degree of action-precalculated according to Colby's formula.

Claims (4)

Claims
1. Fungicide mixture containing a) a phenylbenzyl ether derivative of the formula I. a or I.b as well as b) (±) - (2-chlorophenyl) (4-chlorofenyl) (pyrimidin-5-yl) methanol in an active synergetic quantity.
2. 2. Fungicidal mixture according to claim 1, characterized in that the weight ratio between compound I and compound II is 10: 1 b to 0.01: 1.
3. 3. Process for controlling harmful fungi, characterized in that the harmful fungi, their environment or the seed plants, the soil, the materials or areas to be kept free thereof are treated, with a compound of the formula I according to claim 1 and a compound of the formula II or according to claim 1.
4. 4. The process according to claim 3, characterized in that a compound I according to claim 1 and the compound II according to claim 1 are applied simultaneously in a joint or separate manner, or in succession. Process according to claim 3, characterized in that the harmful fungi, their environment or the plants, seeds, soils, surfaces, materials or enclosures to be kept free thereof are treated with 0.005 to 0.5 kg / ha of a compound I according to claim 1. Process according to claim 3, characterized in that the harmful fungi, their environment or the plants, seeds, soils, surfaces, materials or enclosures are treated to be exempt from them with 0.05 to 0.5 kg / ha of a compound II according to claim 1. Use of a compound I according to claim 1 for obtaining a synergistic mixture of fungicidal action according to claim 1. Use of a compound II according to claim 1 for obtaining a synergistic mixture of fungicidal action according to claim 1. Product according to claim 1, which is conditioned in two parts, the first part containing a compound of the formula I according to claim 1 and a solid or liguid support and the second part a compound of the formula II according to claim 1 and a support solid or liquid.