CS221251B2 - 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

All of the above compounds are known and can be prepared by methods well defined in the literature. The pyrimidines of formula I are disclosed in British Patent No. 1,218,623, and the alanine derivatives of formula II in British Patent 1,448,810.

The active ingredient combinations of the present invention are novel and have been found to be surprisingly effective in controlling and eliminating fungal infections in cultivated plants. The compositions according to the invention are 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, gourds 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 according to the invention can be applied by applying to the leaves or by means of soil dressing, depending on the field crop to be treated, at any time after emergence of the crop until harvest. The amount of formulation 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. However, it is a feature of the invention and a particular advantage that the frequency of treatment can be effectively reduced, for example, only every 2 to 3 weeks to suppress powdery mildew infections such that a significant reduction in labor costs is achieved.

Preferred pyrimidine for foliar applications, for example in the treatment of vines, is a compound of formula I wherein X is chlorine. It has been found that the pyrimidine of the formula I in which X is fluorine is particularly effective for the application of the composition according to the invention by soil dressing.

As mentioned above, the compositions of the invention are used for foliar application or soil dressing. When applied by soil dressing, the compound of the formula I is preferably used in an amount of 50 to 500 g / ha, while the compound of the formula II is preferably used in an amount of 500 to 3000 g / ha. The weight ratio of the compound of formula (I) to the compound of formula (II) in said compositions may preferably be in the range of 1: 1 to 1: 60.

For foliar application, the compound of the formula I is preferably used in an amount of up to 100 g / ha. The compound of the formula is preferably used in an amount of 100 to 2500 g / ha. Accordingly, the weight ratio is. of the compound of formula I to the compound of formula II in the formulations used for foliar application preferably in the range of 1: 1 to. l: 250.

To simplify production, storage and transportation, there will be blends. compounds. of general formulas. and II usually prepared in. in a concentrated form intended to be diluted with water to a concentration which has made it easy to obtain the above application rates. These concentrated compositions may contain 0.5 to 90% by weight, preferably 5 to 90% by weight, of the active ingredients together with at least one inert carrier which is not phytotoxic.

These compositions will generally take the form of wettable powders or. dusts, aqueous suspensions, emulsifiable concentrates - or granules. The concentrated formulations are adjusted to the desired dilution with water prior to use. The aqueous dispersion can be prepared in conventional spray tanks suitable for this purpose. It is understood that the diluted compositions thus prepared are compositions of the invention in which one or all of the inert carriers which are not phytotoxic are formed by water.

Wettable powders or dusts. they contain a perfect 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 earths, 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 such as ethylene oxide and phenol adducts.

To illustrate wettable powders falling within the scope of the invention, their composition is as follows:

Wettable powders

% wt. Compound of Formula I 1 to 10 Compound of Formula II 5 to 60 Surfactant (substances) 0 to 10 Dispersing agent 0 to 10 Anti-caking agent 0 to 15 Dec Inert carrier (s) to 100 ALIGN!

The examples below do not limit the scope of the invention and are merely a further illustration thereof.

The compound of formula (I) in which X is chlorine is known as Fenarimol, while a similar compound of formula (I) in which X is fluorine is known as Nuarimol. -R-is fur-2-yl, -labelled with -A, a compound of formula II wherein R -is-GH2OGH3, -B.

Examples 1 to 4 show the composition of wettable powders.

Example 1% hpiot.

Compound A 25 Fenarimol 5.0 Sodium lauryl sulfonate 4.0 Sodium lignin sulphonate Precipitated silica 3.0 8.0 Kaolinitic clay into 100.0 Example 2 % wt. Compound A 50.0 Nuarimol 2.5 Sodium dioctylsulfosuccinate 5.0 Sulfonated lignin 2,0 Kieselguhr to 100.0

The compositions of Examples 1 and 3 are intended for use in foliar application, while the compositions of Examples 2 and 4 are applied for soil dressing application.

Example 5

Example 3 wt.

Compound V40.0

Fenarimol4,0

Ethoxylated alkylphenol 3.0

Sodium lignin sulfonate5,0

Sodium hydrated silicoaluminate 4.0 Talc to100.0

Example 4 wt.

Compound V40.0

Nuarimol2,0

Sodium alkylnaphthalenesulfonate8.0

Silicon dioxide3,0

Kaolin up to100,0

In preparing the compositions of Examples 1-4, 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 μτη. Finally, the mixture was mixed again and de-aerated before being filled into containers.

This example illustrates the typical synergistic effect exerted by the use of the compositions of the invention in controlling fungal organisms.

Fenarimol solutions in water were prepared at concentrations of 10 and 20 ppm and solutions of compound V at concentrations of 50 and 100 ppm, respectively. The solutions were applied separately or in combination to 11-day-old Pinto bean plants. The individual treatment consisted of spraying the plants in three containers, with two plants planted in each container.

After drying, the plants were inoculated with a bean rust spore suspension and incubated for 48 hours in a humid cooling chamber.

The following table shows the percent inhibition of the disease:

Fenárimol Concentration% Inhibition Compound В % disease inhibition using a mixture of Fenarimol and Compound В PPm concentration % disease inhibition ppm diseases 10 35 50 6 62 10 35 100 ALIGN! 29 85 20 May 77 50 6 95 20 May 77 100 ALIGN! 29 96

When evaluated according to the well-known "Colby equation" [see Weeds, 15, 20-22 (1967)], it is clear from the above results that under the test conditions the composition of the invention showed synergism.

Claims (1)

A fungicidal composition comprising a pyrimidine of the formula I as a fungicidally active ingredient X (I) wherein X is chlorine or fluorine, and a compound of formula (II): -. ^co - ^r (II) wherein R is furyl-2-yl or CH 2 OCH 3, in a weight ratio of 1: 1 to 1: 250.