DE3518095A1 - FUNGICIDAL FORMULATIONS - Google Patents

Description

T 55

Applicant: Lilly Industries Limited,

¹ Lilly House, Hanover Square, London W1R OPA England

Fungicidal Formulations The invention relates to fungicidal formulations and methods for treating fungal infections of cultivated plants.

The invention provides a fungicidal formulation comprising ditalimfos and a pyrimidine of the formula

_N - _v

(I)

wherein X is chlorine or fluorine.

It has been found that this combination of ingredients is particularly effective for controlling or combating of fungal infections on cultivated plants is like fruit trees such as apples, and vines in particular Pumpkins such as melons, pumpkins, cucumbers and zucchinis. It was found that this Mixtures produce good results against powdery mildew

Cucurbits and in particular against Erysiphe cichoracearum and Sphaerotheca fuliginea. The compounds of the formula (I) are known fungicides which are described in GB-B 1,218,623, for example and the effectiveness of which is surprisingly improved by the presence of "Ditalimfos. The latter Component is also a known fungicide, * namely 0,0-Diethylphthalimidophosphonothioat with the chemical formula

10 0

(EtO) ₂ P-

which is described in GB-B 1,034,493, for example is.

Accordingly, the invention also includes a method for treating fungal infections of plants, which the application to plants of a fungicidally effective amount of a fungicidal formulation as defined above includes. The formulation is preferably applied to the foliage at any time prior to the harvest of the fruit. the The amount and frequency of application depends on the severity the fungal disease and the condition of the fruit. It was found, however, that that was needed to control fungus Treatment frequency can be reduced by using the formulation according to the invention,

whereby a valuable reduction in labor costs is achieved.

Regarding the amount of active ingredients to be used, it is preferred to use a foliar spray, in which the Ditalimfos in an amount of 20 to 1250 g per hectare, preferably 250 to 1000 g per hectare and the component of formula (I) in an "amount of 5 to 100 g per hectare, preferably 10 to 50 g per hectare are used. The ratio of * Ditalimfos to the compounds of the formula (I) is preferably 1: 5 to 250: 1, for example 5: 1 to 100: 1.

Of the two active compounds encompassed by the above formula (I) is Nuarimol, the compound in which X is fluorine is preferred, although fenarimol (X is chlorine) can equally be used. As noted above, both compounds are well known in fungus control and may be compatible with others Fungicides are used, although generally, together with ditalimfos, they are the only active ones ~ Are components of the formulation.

The fungicidal mixtures according to the invention are synergetic. For example, have field trials on melons demonstrated that mixtures made at the rate of 36 g of active ingredient Nuarimol and 750 g of active ingredient Ditalimfos were applied, a 96% control. of the disease (S. fuliginea), while the separate components were 72% and 81% respectively Combat revealed. When analyzed according to the well-known "Colby equation" (cf. Weeds, £, 20 to 22 (1967)) this result shows that synergism occurred under the conditions of the field trial.

The formulation of the invention is usually with one or more inert, non-phytotoxic carriers connected, and it is understood that the formulation

may also include additional fungicidal ingredients, although it usually comprises two active ingredients alone. For ease of manufacture, storage and transportation, the combinations are normally made in concentrate form, "which is intended to be diluted in water to the necessary extent to the above-mentioned application rates *. Such concentrated formulations can contain 0.5 to 90, preferably 5 to .% Such formulations of active ingredients together with an inert non-phytotoxic carrier are usually in the form of a powder benebzbaren, dispersible granules or a suspension concentrate before - 90 wt..

The concentrate formulations are ready for use in conventional spray containers or for use from the Air is intended for dilution with water or other suitable substances, and it is understood that so Diluted formulations produced are formulations for the purposes of the invention, the inert non-phytotoxic The carrier is water or another suitable substance.

Wettable powders comprise an intimate mixture of the active ingredients, an inert carrier and a suitable one surfactant. The inert carrier can, for example, from aluminum oxide, attapulgite, Montmorillonite earths, diatomaceous earths, precipitated silica, kaolins, mica, talc and purified Silicates can be selected. Effective surfactants can be found among sulfonated lignins, naphthalene sulf onates and condensed naphthalene sulfonates, alkyl succinates, Alkyl benzene sulfonates, alkyl sulfates and nonionic surfactants such as alkyl or Aryl initiated ethylene oxide adducts, e.g. ethylene oxide adducts of phenol. Examples for wettable powders, those with the subsequent

3 Wt% 1 standing composition: 3.0 Wettable powders 60.0 5 5.0 Compound of formula I. 5.0 Ditalimfos to 100.0 surfactants 10 Antibacterial agents inert carrier

Suspension concentrates measure a suspension of the active Ingredients, a surfactant, a suspending agent, and water or a non-aqueous medium. Examples of suspension concentrates include the active ingredients and, for example, surfactants, - Suspending agents, anti-foaming agents, anti-rusting agents and water, for example:

Su pension concentrate

Weight # Compound of formula I. 2.5 Ditalimfos 50.0 Suspending agent 0.5 surfactants 7.0 Antifoam 0.1 Antifreeze 10.0 water to 100.0

Examples of dispersible granules are those having the following composition:

Dispersible granules

5 • Compound of formula I. Weight-96 Ditalimfos 4.0 surfactants 80.0 Anti-caking agent 10.0 10 ' inert carrier 2.0 to 100.0

The invention also includes a method of making the preferred formulation in the form of a wettable powder containing as active ingredients ditalimfos and a pyrimidine of the above Formula (i) comprises mixing the active ingredients with excipients and grinding the Mixing to obtain the appropriate particle size includes, with an average particle size between 1 and 20 microns is preferred.

The pyrimidine of formula (I), wherein X is chlorine, is * ' known as Fenarimol and available from Eli Lilly and Company as, for example, Bloc, Rimidin and Rubigan, and the compound of formula (I) wherein X is fluoro is known as Nuarimol, available from the same Company as, for example, Trimidal and Triminol. Ditalimfos is available from the Dow Chemical Company as Dowco 199 or Plondrel available.

The following examples illustrate the invention.

example 1

The following wettable powder was prepared. ·

Wt%

5 "Fenarimol or Nuarimol 3.0 Ditalimfos 60.0 * Alkyl naphthalene sulphonate 2.0 sulphonated kraft sulphonate 3.0 10 Silicon dioxide 10.0 kaolin to 100.0

The active ingredients were mixed with the aforesaid excipients in conventional mixing equipment mixed. The mixture was then milled in a jet mill to a particle size with a distribution range of 0 to 10 microns, and the mixture finally before the. Packaging remixed and deflated.

Example 2

The following suspension concentrate was produced «

Weight -%

Fenarimol or Nuarimol 2.5 Ditalimfos 50.0 Polyaryl ethoxylated phosphate 2.0 Naphthalenedibrmaldehyde condensate 3.0 Ethylene glycol 10.0 Silicone emulsion 0.1 Xanthan gum 0.2 Water ■ to 100.0

AO

The ingredients (with the exception of the suspending agent) were mixed with part of the liquid phase and grind the slurry to a small particle size of 0 to 10 microns. A gel containing the suspending agent and the residue of the liquid phase

and then mixed with the milled slurry _Λ to produce the product.

Example 3

The following composition of dispersible granules was produced.

Weight-96

Fenarimol or Nuarimol 4.0 Ditalimfos 80.0 Alkyl laurate 2.0 Sodium phenyl sulphonate 8.0 kaolin to 100.0

The ingredients were mixed and placed in a jet mill ground to a size range of 0 to 10 microns and granulated.

Example 4

The following example illustrates the synergistic effects Properties of the formulations according to the invention.

After intensive use of fenarimol for several years, strains of Sphaerotheca fuliginea have developed, which are less sensitive to fenarimol. Such strains were found in the greenhouse experiment below related.

Cucumber plants at the stage of the first correct leaf, contained in separate pots, were washed with an aqueous Sprayed suspension of Ditalimfos, Fenarimol and Ditalimfos / Fenarimol mixed-bloods.

24 hours after spraying, after the spray on the leaf surface had dried completely, that became Leaf inoculated with Sphaerotheca fuliginea. After a period of 10 days the percent fungus control was in relation to control plants, which were not treated with the fungicidal components, determined, the following results were obtained.

Fenarimol (ppm) Ditalimfos (ppm)

0 20 500

0 0 62 95

5 45 88 100

Claims (8)

T 55 025 claims 1. Fungicidal formulation containing Ditalimfos and a pyrimidine of the formula (D :. ' ' wherein X is chlorine or fluorine. 2. Fungicidal formulation according to claim 1, characterized in that the ditalimfos and the pyrimidine are in a ratio range of 5: 1 to 100: 1. 3. Fungicidal formulation according to claim 1 or 2, characterized in that the pyrimidine fungicide Nuarimol is. 4 «Fungicidal formulation according to one of the preceding Claims, characterized in that it is in the form of a wettable powder. 5. Fungicidal formulation according to any one of the preceding claims, characterized in that it is in the form a suspension concentrate is present. 6. Fungicidal formulation according to any one of the preceding claims, characterized in that it is in the form dispersible granules is present. 7. Fungicidal formulation according to any one of the preceding claims, characterized in that it contains ditalimfos and contains pyrimidine as the sole fungicidal agent. 8. A method for the treatment of fungal infections of plants, characterized in that one on the Plants using a fungicidally effective amount of a fungicidal formulation as claimed in one of the claims 1 to 7 is defined.