CS217977B2 - Fungicide means - Google Patents

Abstract

Fungicidal formulations are described which comprise as a first fungicidally active ingredient a pyrimidine of formula:- <IMAGE> where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula: <IMAGE> where R is fur-2-yl or -CH2OCH3, associated with one or more inert, non-phytotoxic carrier(s) therefor. Fungicidal methods employing such formulations are also described.

Description

(54) Fungicidal product

SUMMARY OF THE INVENTION The present invention provides a fungicidal composition comprising as a fungicidally active ingredient a triazole of formula I

(I) and a compound of formula II

O O

II II

C ₂ H ₅ NHCNHCCCN (II)

II

NOCH 3 wherein the triazole of formula I and the compound of formula II are in a weight ratio of 10: 1 to 1:50.

The composition according to the invention is of great importance in the treatment of field crops susceptible to fungal attack.

The present invention relates to a furigicidal composition and to a method of treating fungal infections in cultivated plants.

It is an object of the present invention to provide a fungicidal composition comprising, as a fungicidally active ingredient, a triazole of formula (I)

(I) and a compound of formula II

O O

C2H5NHCNHCCCN (II)

II

NOCH 3 wherein the triazole of formula I and the compound of formula II are in a weight ratio of 10: 1 to 1:50 with at least one or non-phytotoxic carrier (s).

Both of the above compounds are known and can be prepared by methods well defined in the literature. Triazole of formula I is disclosed in U.S. Patent No. 3,912,752 and urea of Formula II in British Patent No. 1,470,740.

The combination of the active ingredients in the composition of the invention is novel and has been found to be surprisingly effective in controlling and eliminating fungal infections in cultivated plants. The composition according to the invention is of great importance in the treatment of cultivated field crops susceptible to fungal attack, such as cereals and beans, and in particular field crops susceptible to apple powdery mildew and Sclerospora macrospora, and also to potato mold, i.e. crops such as grapes and tobacco susceptible to attack by Oomycestes and Erysiphales species.

It is a further object of the present invention to provide a method of treating fungal infections in plants, especially vines, comprising applying a fungicidally effective amount of a fungicidal composition of the invention to said plants.

In this method, the composition of the invention is applied to the leaves, depending on the field crop to be treated, at any time after emergence of the crop until harvest. The amount of composition used and the frequency of application will depend on the extent or expected extent of the disease caused by the fungi and the age of the field crops and the conditions under which they are grown, as is well known to those skilled in the art. - treatment, for example only once every 2 to 3 weeks, to suppress powdery mildew infections so that a significant reduction in labor costs is achieved.

For foliar application, the compound of the formula I is preferably used in an amount of 10 to 500 g / ha and the compound of the formula II in an amount of 50 to 500 g / ha. Accordingly, the weight ratio of the compound of formula -I to the compound of formula II in the composition of the invention is preferably in the range of 10: 1 to 1:50.

The compound of formula II is preferably used in combination with another fungicide, for example - Zineb or Mancozeb, and - as described in British Patent No. 1,470,740. It should be noted that these other fungicides are used in approximately half their usual amount, and that the compound of formula II is not compatible with compounds that increase alkalinity.

To simplify production, storage and transport, a mixture of the compounds of Formulas I and II will usually be formulated in a concentrated form intended for dilution with water to a concentration that would allow easy obtaining of the above-mentioned application rates. The concentrated composition may contain 0.5 to 90% by weight, preferably 5 to 90% by weight, of the active ingredient together with at least one inert carrier which does not act phytotoxically. The composition will usually take the form of wettable powders or dusts, aqueous suspensions, emulsifiable concentrates or granules. The concentrated composition is treated with water to the desired dilution prior to use. The preparation of the aqueous dispersion can be carried out in conventional spray tanks suitable for this purpose. It is understood that the diluted composition thus prepared is one of the compositions of the invention wherein one or more of the compositions herein. all inert carriers which are non-phytotoxic are formed by water. .....

Wettable powders or dusts comprise an intimate mixture of active ingredients, at least one inert carrier and suitable surfactants. The inert carrier can be selected from the group of substances such as attapulgite clays, montmorillonite clays, diatomaceous earth, kaolins, mica, talc and purified silicates. The active surfactants may be sulfonated lignins, naphthalenesulfonates and condensed naphthalenesulfonates, alkyl succinates, alkylbenzenesulfonates, alkyl sulfates and nonionic surfactants, for example ethylene oxide and phenol adducts. To illustrate wettable powders within the scope of the invention, the following composition is given:

Wettable powders

Compound of Formula I 1 to 10

Compound of Formula II 5 to 60

Surfactant (s) 0 to 10

Dispersant 0 to 10

Anti-caking agent 0 to 15

Inert carrier (s) up to 100

The following example is not intended to limit the scope of the invention and is merely a further illustration thereof.

The compound of formula I is known as Triadimefon, and the compound of formula II is indicated by the letter С in the example. Example 1 shows the wettable powder composition:

Example 1 wt.

Compound C30.0

Triadimefon10,0

Sodium dioctylsulfosuccinate 3.0

Sulfonated lignin 4.0

Sodium silicoaluminate hydrated8,0

Attapulgite to 100.0

In preparing the composition of Example 1, the active ingredients were intimately mixed with the other ingredients in a conventional mixer. The mixture was then further subjected to jet grinding to obtain particles of 1 to 10 µm in size. Finally, the mixture was mixed again and de-aerated before being filled into containers.

The efficacy of the fungicidal composition of the invention is demonstrated in the following test.

Compositions containing the triadimefon (compound of formula I) and 1- (2-cyano-2-methoxyiminoacetyl) -3-ethylurea compound of formula II, compound C, were tested and found to exhibit synergism.

First, potato dextrose agar containing 1 ppm triadimefon and 10 and 20 ppm Compound C was prepared. Samples of these preparations and respective mixtures were poured into 15,100 mm Petri dishes and allowed to solidify.

The agar surface is inoculated by applying 6 millimeters of an agar column containing the mycelium of Aphanomyces euteiches to the center of the dish with the mycelium surface facing up. Plates are inoculated at 26 ° C.

Fungicidal activity is determined by measuring the radial growth of mycelium growing on the surface of fungicide-containing agar compared to control samples.

Dosage (ppm) % 'efficiency triadimefon 1 36 Compound C 10 24 20 May 34 triadimefon + compound C 1 4- 10 67 1 + 20 74

From the values obtained using the fungicides individually, the theoretical value for the efficacy of the mixtures can be calculated using the known Colby equation [Weeds 15, pages 20-22 (1967)]. Synergism is demonstrated by the fact that the observed values are higher than the calculated theoretical values.

The next test was performed in the same manner, but using Pythium ultimum, with the following results:

Dosage (ppm)% of the efficacy of triadimefon compound C triadimefon + compound C

10 45 5 42 10 42 10 + 5 71 10 + 10 78

These results also demonstrate synergism in the test organism.

of the invention and the compound of formula II (ii),

Claims (1)

SUBJECT A fungicidal composition comprising as a fungicidally active ingredient a triazole of the formula I II II c, h ₅ nhcnhcccn 'II NOCH 3 wherein the triazole of formula I and the compound of formula II are in a weight ratio of 10: 1 to 1:50.