IE47941B1 - Fungicidal formulations - Google Patents

Abstract

Fungicidal formulations are described which comprise as a first fungicidally active ingredient a pyrimidine of formula:- where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula: 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

This invertron relates to fungicidar far .-u la tions and co methods of treating fungal infections cf cultivated plants According to one aspect of the present invention, there is provided a fungicidal formulation comprising as a first fungicidally active ingredient a triazole of formula:- and as a second fungicidally active ingredient a compound of formula : where R is fur-2-yl or -CH^OCH.^, associated with one or more inert, non-phytotoxic carrier(s) therefor. - 3 All of the aforementioned compounds are known compounds and may be prepared by methods well defined in the literature. The triazole of formula 1 is described in U.S. Patent Specification No. 3,912,752, the alanine derivatives of formula 11(a) in Patent No. 41140 and Belgian Patent Specification No. 827,671 and the urea of formula 11(b) in U.K. Patent Specification No. 1,470,740.

The combinations of active ingredients defined in the above formulation are novel and have been found to he surprisingly effective in controlling or combatting fungal infections pf cultivated plants. They are of value in the treatment of a wide range of cultivated crops susceptible to fungal attack, such as for example cereals and beans, and in particular crops susceptible to powdery and downy mildew, as well as late blight, i.e. crops such as grapes, cucurbits and tobacco susceptible to attack by microorganisms of Oomycestes and Eryslphales species.

According to a second aspect of the invention, there is provided a method of treating fungal infections of plants especially grapes which comprises applying to said plants a fungicidally effective amount of a fungicidal formulation as defined above.

In the aforesaid method, the formulation can be applied by foliar application or soil drench, depending on the crop being treated, at any time after crop emergence until harvesting takes place. The amount and frequency of application will be determined by the severity or expected severity of the fungal disease and, as is well known to those skilled in the art, by the age and condition of the crop. However, it is a feature of the invention and a particular advantage obtained therefrom that a reduced ί 79 4 1 frequency of treatment, for example only once every 2 to 3 weeks to control grape mildew infections, may be effectively employed, thus achieving a valuable reduction in labour costs ?.s crated above, formulations of this invention are applied -/ foliar application or by soil drench. In soil drenches, the compound of formula 1 is preferably applied in an amount of from 50 to 500g per hectare, whereas the compounds of formula 11(a) are preferably applied in amounts of from 500 to 3000g per hectare. Thus the ratio of comic pounds of formula 1 to compounds of formula 11(a) in such formulations may preferably range from 1:1 to 1:60 by weight.

When foliar application is utilised the compound of formula 1 is preferably applied at a rate of from 10 to 500g per hectare. The compound of formula 11(a) is preferably applied at a rats of from 100 to 2,500g per hectare. In such circumstances, the compound of formula 11(b) is preferably applied at a rate of from 50 to 500g/hectare. Accordingly, the ratio of compounds of formula 1 to compounds of formula 11 in formulations applied by foliar application is preferably from 5:1 to 1:250 by weight.

The formula 11 (b) compound is preferably used in combination with a further fungicide, such as for example zineb or mancozeb, and as specified in U.K. Patent Specification No. 1,470,740. It should be noted that such further fungicides are used at approximately half their normal rate and that the compound of formula 11(b) is not compatible with the compounds which increase alkalinity.

In order to simplify manufacture, storage and transport, the combinations of the formulae 1 and 11 compounds will be jO normally produced in concentrate form intended for dilution - 5 in water to the degree necessary to enable the above mentioned application rates to be easily achieved. Such concentrated formulations may contain from 0.5 to 90%, preferably 5 to 90%, by weight of active ingredients associated with one or more inert non-phytotoxic carrier (s) therefor. Such formulations will usually be in the form of a wettable powder or dust, aqueous suspension, emulsifiable concentrate or granules. The concentrate formulations are intended for appropriate dilution with water prior to use. This formation of an aqueous dispersion can be carried out in conventional spray tanks suitable for the purpose. It is to be clearly understood that the diluted formulations so produced are formulations in accordance with the invention in which one or all of the inert non-phytotoxic carrier (s) is water.

Wettable powders or dusts comprise an intimate mixture of the active ingredients, one or more inert carriers and appropriate surfactants. The inert carrier may be chosen from the attapulgite clays, the montmorilIonite clays, the diatomaceous earths, kaolins, micas, talcs, and purified silicates. Effective surfactants may be found among the sulfonated lignins, the naphthalene sulfonates and condensed naphthalene sulfonates, the alkyl succinates, the alkylbenzene sulfonates, the alkyl sulfates and nonionic surfactants such as ethylene oxide adducts of phenol. Illustrative of wettable powders falling within the scope of the invention are those having the following composition: 7 9 4 1 Wettable powders % by weight Formula 1 compound Formula 11 compound Surfaccant(s) Dispersing agent Anticaking agent Inert carrier(s) 1C 1 to 10 5 to so 0 to 10 0 to 10 0 to 15 to 100 The following non-limitative Examples will serve to further illustrate the invention.

The compound of formula 1 is known as triadimefon.

In the Examples below the compound of formula 11(a) in which R is fur-2-yl is represented by the letter A, the formula 11(a) compound in which R is -CE^OCH^ by B and the formula 11(b) compound by C.

EXAMPLES 1 ro 3 The following wettable powders were prepared:% by weight Compound A 40.0 Triadimefon 10.0 Ethoxylated nonyl phenol 5.0 Sodium lignin sulphonate 2.0 Silica 4.0 Talc to 100.0 (2) Compound B Triadimefon Sodium lauryl sulphate Sodium salt of condensed 30 naphthalene % by weight 50.0 .0 2.0 4.0 7 9 41 Ιϋ Sulphonic acids Precipitatedsilica Kaolin % by weight 6.0 to 100.0 (3) Compound C Triadimefon Sodium dioctyl sulphosucclnate Sulphonated lignin Hydrated sodium silicoaluminate Attapulqite % by weight .0 .0 3.0 4.0 8.0 to 100.0 In each of the above Examples, the active ingredients were carefully blended with the specified excipients in conventional mixing equipment. The blend was then further milled in a fluid energy mill to a size range of from 1 to 10 microns and finally the mixture was reblended and deaerated prior to being packaged.

The formulations described in the Examples are intended for use in foliar application.

Claims (11)

1. CLAIMS :1. A fungicidal formulation comprising as a first fungicidally active ingredient a triazole of formula:- and as a second fungicidally active ingredient a compound of formula: CH - COOCH CO - R CH or C 2 H 5 NHCNHCQCN NOCH 11(b) where R is fur-

2. -yl or -C^OCH^, associated with one or more inert, non-phytotoxic carrier (s) therefor. 10 2. A fungicidal formulation according to claim 1 compris ing a compound of formula 1 and a compound of formula 11(a)

3. A fungicidal formulation according to claim 1 comprising a compound of formula 1 and a compound of formula 11 f b) .

4. A fungicidal formulation according to any of the preceding claims in which the first and second fungicidally 4 7 9 41 - 9 active ingredients are present in the ratio range of from 5:1 to 1:250 by weight.

5. A method of treating fungal infections of plants which comprises applying to said plants a fungicidally 5 effective amount of a fungicidal formulation as claimed in any of claims 1 to 4.

6. A method according to claim 5 which comprises applying the formulation to grapes.

7. A method according to either of claims 5 and 6 in 10 which the fungicidal formulation is applied as a foliar spray.

8. A method according to claim 7 in which the compound 1 is applied at a rate of from 10 to 500g per hectare.

9. A method according to either of claims 7 and 8 in 15 which the compound of formula 11(a) is applied at a rate of from 100 to 2,5OOg per hectare

10. A method according to any of claims 7 to 9 in which the compound of formula 11(b) is applied at a rate of from 50 to 500g per hectare. 20

11. A fungicidal formulation according to claim 1 substantially as described in any of the Examples.