JPH0417927B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a fungicidal composition and a method for treating fungal diseases of cultivated plants. The present invention relates to sulfur and pyrimidine compounds of the formula: (wherein X is chlorine or fluorine) It has now been discovered that a combination of both of the above materials is particularly effective for controlling or combating fungal diseases of vines, top fruits and vegetables in cultivated plants such as vines, etc. It was done. The composition is suitable for use on powdery mildews such as Uncinula necator on vines and Podosphaera leucotrica on apple trees.
Erysiphecichoracearum and cucurbits
It was found to give good performance against Sphaerotheca fuliginea. The compounds of the formula are known fungicides and are described, for example, in British patent no.
1218623, the effectiveness of which is surprisingly improved by the coexistence of sulfur according to the invention. The invention therefore also encompasses a method of treating plant disease caused by fungi, comprising applying to the plant a fungicidally effective amount of a fungicidal composition as defined above. The composition is preferably applied to the leaves of the crop at any time before harvest. The amount and number of applications depends on the severity of the fungal disease and the symptoms of the crop. However, it has been found that the number of treatments required for mold control can be reduced through the use of the compositions of the present invention, thereby achieving labor savings benefits. Regarding the amount of active materials used, sulfur is used at a rate of 1000-5000 g per hectare, and compounds of formula 1
It is preferably applied by foliar spraying at a rate of 5 to 1000 g per hectare. The ratio of sulfur: compound of formula is preferably 1:1 or
10:1 to 1000:1, for example 10:1 to 500:1,
For example, the ratio is 50:1 to 500:1. In the compositions of the present invention, the sulfur component may be used in combination with the compound of formula in any convenient form to provide a satisfactory composition, but is preferably micronized sulfur or colloidal ions in the final product. Preferably, the particle size is between 1 and 20 microns. Of the two active compounds encompassed by the formula, fenarimol, the compound in which X is chlorine, is preferred, and nuarimol (in which X is fluorine) may equally be used. As mentioned above, both compounds are used together with sulfur in the present invention, although they are well known in the fungicide industry and are typically the sole active ingredients in formulations. Although the compositions of the present invention are typically combined with one or more inert, non-phytotoxic carriers, it is further understood that the compositions of the present invention may contain additional fungicides. Businesses should understand this. For ease of manufacture, storage and transport, the compositions of the combinations according to the invention are generally produced in concentrated form so that they can be diluted with water to the extent necessary to give the stated application rates. Such concentrated compositions contain from 0.5 to 90% by weight of the active ingredient in combination with an inert non-phytotoxic carrier;
Preferably it contains 5 to 90% by weight. The compositions are usually in the form of easily wettable powders, easily dispersed granules or concentrated suspensions. Concentrated compositions are intended to be diluted with water or other suitable substances in a conventional spray tank before their use, or to be subjected to air-mixing application; It should be understood that compositions of the present invention wherein the inert non-phytotoxin carrier is water or other suitable material. Wettable powders consist of an intimate mixture of the active ingredient, an inert carrier and a suitable surfactant. Inert carriers are, for example, alimina, attapulgite clay, montmorillonite clay, diatomaceous earth, precipitated silica,
It may be selected from kaolin, mica, talc and purified silicates. Effective surfactants include sulfonated lignins, naphthalene sulfonates and concentrated naphthalene sulfonates, succinic acid alkyl esters, alkylbenzene sulfonates,
Sulfuric acid alkyl esters and nonionic surfactants such as ethylene oxide adducts derived from alkyls or aryls, such as ethylene oxide adducts of phenols, may be selected. Examples of such wettable powder compositions are shown in the table below: Wettable powder composition wt % Compound of formula 0.1-2.5 Sulfur 40-90 Surfactant 4-10 Anti-caking agent 0-15 Addition of inert carrier Total volume: 100 Concentrates for the preparation of suspensions consist of a suspension of active ingredient, surfactant, suspending agent and water or non-aqueous medium. An example of this suspension concentrate consists of active ingredients and, for example, surfactants, suspending agents, antifoaming agents, antifreeze agents and water, as shown, for example, in the following table: Suspension Concentrate Weight % Formula Compound of 0.1-2.5 Sulfur 40-80 Suspending agent 0.1-10 Surfactant 1-5 Foaming agent 0.1-1.0 Antifreeze agent 5-20 Add water to total amount 100 Examples of granules that can be dispersed are as follows. It has the following composition: Dispersible granules wt% compound of formula 0.1-2.5 Sulfur 40-80 Surfactant 4-15 Anticaking agent 0-10 Binder 0-10 Disintegration inhibitor 0-10 Inert The present invention also includes a method for preparing a suitably wettable powder composition comprising sulfur and a pyrimidine compound of the above formula as active ingredients, which method comprises combining the active ingredient with an excipient. This mixture is pulverized to a predetermined particle size, and the particle size is 1 to 1.
It encompasses reaching an average value of 20 microns. Pyrimidine compounds of the formula (wherein X is chlorine) are known under the name Fenarimol and are manufactured by Eli Lilly and Company.
Compounds of the formula (wherein It is commercially available as (Trimidal and Triminol). The following examples are illustrative of the invention: Example 1 The following wettable powders were prepared: Wt% Fenarimol or Nuarimol 0.5 Sulfur 80 Alkylnaphthalene Sulfonate 3 Sulphonated Kraft Sulfonate
kraft sulphonate) 3 Kaolin was added to a total volume of 100 The active ingredients and the specified excipients were mixed in a conventional mixing device. The blend was pulverized in a mill using a fluid energy source to give an average particle size range of less than 1 micron to 10 microns, and finally the mixture was reblended, degassed, and packaged. Example 2 The following suspension concentrates were prepared: % by weight Fenarimol or Nuarimol 0.5 Sulfur 80 Polyarylethoxylated phosphate ester 3 Naphthalene formaldehyde condensate 3 Ethylene glycol 5 Silicone emulsion 0.5 Xanthan gum 0.2 Total volume with water 100 After mixing the ingredients (excluding the suspending agent) with a portion of the liquid phase forming ingredients, the slurry was milled to a fine particle size of less than 1 micron to 10 microns. A gel consisting of the suspending agent and the remainder of the liquid phase components was prepared and mixed with the milled slurry described above to produce the product of the invention. Example 3 The following dispersible granule composition was prepared: % by weight Fenarimol or Nuarimol 1.5 Sulfur 80 Lauric acid alkyl ester 3 Sodium phenyl sulfonate 5 Alginic acid 5 Kaolin added to total volume 100 Ingredients mixed and then fluid energy The particles were reduced to a particle size of 1 micron or less to 10 microns using a grinder and then granulated. Example 4 The following example illustrates the synergistic performance of the compositions of the invention. As a result of frequent use of Fuenarimol for several years, a strain of Sphaerotheca fulginea, which is less sensitive to Fuenarimol, has developed. This strain was subjected to the room temperature test described below. Cucurbits planted in individual pots were sprayed with each of the aqueous sulfur suspension, fenarimol suspension, and sulfur-fenarimol mixed suspension during the first leaf production stage. 24 hours after spraying, when the upper leaf surface was completely dry, the leaves were inoculated with Sphaerotheca fulginea. After 10 days, the percent mold control was determined in comparison to control plants, ie, plants that were not treated with the fungicidal composition, with the following results.

[Table] “Colby equation” well known in the industry
[See Weeds, 15, 20-22 (1967)], it is clear that the above results had a synergistic effect in the tests under the above conditions. In other words, the Colby equation is E=X+Y-(XY/100) (where, X indicates the effectiveness rate (%) of the first component, and Y
represents the effectiveness rate (%) of the second component, and E represents the predicted effectiveness rate of the composition.
When using 5ppm of fenarimol and 50ppm sulfur, the predicted effectiveness rate is E = 16 + 45 - (16 × 45 / 100) = 53.8% (actual value: 87%). When used, the predicted effectiveness rate is E = 55 + 45 - (55 x 45 / 100) = 75.25% (actual value: 93%). In either case, the actual values of the fungicidal composition of the present invention exceed the predicted values, and the synergistic effect is clear.

Claims (1)

[Claims] 1. Sulfur and the following formula: (wherein X is chlorine or fluorine) A fungicidal composition comprising a compound having the following. 2 Sulfur: The ratio of the compound of formula is 10:1 to 500:
1. The composition of claim 1 within the scope of claim 1. 3. The composition according to claim 1 or 2, which comprises finely divided sulfur. 4 Sulfur and the following formula for plants: (wherein X is chlorine or fluorine) A method for treating fungal diseases of plants, which comprises applying a fungicidal composition containing a compound having the following. 5 Sulfur: The ratio of the compound of formula is 10:1 to 500:
4. The method of claim 4 within the scope of 1. 6. A method according to claim 4, wherein a fungicidal composition comprising micronized sulfur is applied. 7. The treatment method according to claim 4 for grapevines. 8 Sulfur and the following formula: (wherein X is chlorine or fluorine) A method for producing a fungicidal composition comprising a compound having the following: wherein sulfur and a compound of the formula are intimately mixed.