NL8700533A - Fungicidal compsns. - obtd. by combining 1-isopropyl:carbamoyl -3-di:chlorophenyl-hydantoin and thiram, with a carrier - Google Patents

Abstract

Fungicidal compsns. are prepd. by combining 1-isopropyl-carbamoyl -3-(3,5-dichlorophenyl)-hydantoin (I) and thiran (II), i.e. tetramethylthiuram disulphide, with a carrier. Pref. the (I):(II) wt. ratio is 10:90 - 90:10, esp. 30:70 -70:30. The application rate is 0.1-5g/kg as seed dressings or 0.1-1kg/ha as crop sprays.

Description

N.0.

Method for preparing fungicidal preparations as well as seed or grain, treated with a preparation thus prepared.

The invention relates to a method for preparing fungicidal preparations by combining at least 1-isopropyl-carbamoyl-3- (3,5-dichlorophenyl) -hydantoin as an active substance with a carrier useful for such preparations.

Such a method is known from the Belgian patent 10 773,529. The preparations obtained hereby can be used in particular in vineyards, with strawberry plants, with fruit trees and in horticulture. However, it has been found that the spectrum of action of such preparations sometimes leaves something to be desired.

It has now been found that fungicidal preparations can be prepared, which can be used in particular for the disinfection of seeds and more generally can be used for the control of phytopathogenic fungi, according to a method as mentioned in the preamble, which is characterized is due to the fact that tetramethylthiuram disulfide ("thiram") is also used as the active substance.

The fungicidal products used in the preparations according to the invention and their fungicidal properties are described in particular in the Belgian patents 698,071, 698,073, 722,080 and 770,148.

The preparations prepared according to the method of the invention show considerable activity against Fusarium oxysporum in melon, Fusarium nivale and Septora nodorum in wheat, Pyrenophora avenae in oats, Fusarium culmorum and Pyrenophora graminae in barley. They are also active in rust in wheat (Puccinia glumarum), anthracnose in beans (Colletotrichum lindemuthianum) and fungi in cucumber 30 (Erysiphae cichoracearum).

More specifically, 1-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin fully complements the spectrum of action of the commonly used fungicides. This supplement is all the more advantageous because it is not necessary to fight a single parasite but a large number of parasites. The formulations are also particularly effective for treating barley seed infested with Helminthosporium gramineum and Fusarium culmorum, by Sclerotinia homeocarpa, Fusarium roseum and Helminthosporium sp. affected grass and roots affected by Pythium sp., Rhizoctonia violacea and Alternaria dauci.

The effectiveness of the preparations according to the invention can be proven in the 8700533 P '2 J * - t: in the following manner:

The fungicidal products to be studied are crushed as such or as a mixture in a mortar and then incorporated into an inert carrier, such as talc, so that a large number of concentrations are obtained. Using a rotary mixer, the affected cereal grains or seeds are coated with the formulations of the products.

The control grain or seeds are coated with the inert carrier.

The affected cereal grains or seeds are placed in Petri dishes (diameter 10 150 mm) on the surface of a for 15 minutes at 120 ° C

sterilized nutrient medium (70 cm ^ medium per dish).

Each bowl contains 100 grains or seeds and two bowls are used per concentration.

After the lids have been placed on them, these dishes are kept at a temperature of 25 + 1 ° C for 15 days.

On the fifth day of the test, the grains or seeds in which a colony of parasites has developed are counted in each dish. For each product, the concentration, expressed in mg product per gram of the cereal grains or seeds, is determined, which ensures a disinfection thereof of 95-100%.

TABLE A

Taste with barley seed

Parasitic complex: Helminthosporium gramineum, Fusarium culmorum

Products and mixtures studied% Activity at the following (the weight ratio in the mixing concentrations (in mg product seis is 50: 50) per gram of seed) __ 2.0 1.0 0.5 0.25 thiram 98 68 39 31 1 -isopropylcarbamoyl-3- (3,5-di- ——————————— chlorphenyl) -hydantoin + 99 87 48 32 thiram 870 0 533 3,

TABLE B

Trial with grass seed

Parasitic complex: Fusarium roseum, Helminthosporium sp.,

Sclerotinia homeocarpa.

Products and mixtures studied% Activity at the following (the weight ratio in the mixing concentrations (in mg ptodukt seis is 50: 50) per gram of seed) 2.0 1.0 0.5 0.25 thiram 89 63 28 11 l-isopropylcarbamoyl- 3- (3,5-dichlorophenyl) hydantoin + 96 79 34 7 _thiram_

TABLE C

Taste with carrot seed

Parasitic complex: Pythium sp., Rhizoctonia violacea,

Alternaria dauci.

Products and mixtures studied% Activity at the following (the weight ratio in the mixing concentrations (in mg product seis is 50: 50) per gram of seed) 2.0 1.0 0.5 0.25 thiram 62 48 12 0 l-isopropylcarbamoyl -3- (3,5-dichlorophenyl) hydantoin + 83 67 34 8 _thiram 8700533 4

These results show that the activity of the products used as a mixture is clearly greater than that of the products considered separately.

For this synergy to occur, it is sufficient that the amount of 1-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin in the mixture is 10-90% by weight; however, the maximum effect is obtained when this ratio is 30-70% by weight.

In the compositions according to the invention, in addition to the active substances, one or more inert diluents and / or adjuvants, which are compatible therewith and suitable for use in agriculture, may be present.

In the compositions according to the invention, the active material content is 0.005 - 80% by weight, the active material consisting of the above-described mixture, in which the amount of 1-isopropylcarba-15-moyl-3- (3'-5-dichlorophenyl) - hydantoin as a rule is 10-90 wt.% and preferably 30-70 wt.%.

The compositions can be solid when using a powdery compatible diluent such as talc, roasted magnesium oxide, silica, tricalcium phosphate, cork powder, absorbent carbon or a clay such as kaolin or bentonite.

These solid preparations are advantageously prepared by grinding the active compounds with the solid diluent or by impregnating the solid diluent with a solution of the active compounds in a volatile solvent, evaporating the solvent and, if necessary, grinding the product to obtain a powder.

Liquid preparations can also be obtained by using a liquid diluent in which the active material of the invention is dissolved or dispersed. The preparation may be in the form of a suspension, of an emulsion or of a solution in an organic or hydro-organic medium. The preparations in the form of dispersions, solutions or emulsions may contain wetting, dispersing or emulsifying agents of the ionic or nonionic type, for example sulphonated castoric acid derivatives, quaternary ammonium salts or products based on epoxyethane derivatives with condensates of epoxyethane with octylphenol or esters of fatty acids with anhydrous sorbitols solubilized by etherification of the free hydroxyl groups by condensation with epoxyethane. Preferably, agents of the nonionic type are used because they are not sensitive to electrolytes. If emulsions are desired, the active material according to the invention can be used in the form of self-emulsifiable concentrates, which contains the active substance dissolved in the dispersant or in a solvent compatible with the said agent. wherein the ready-to-use preparations can be obtained by simply adding water.

The compositions according to the invention can be used in particular for disinfecting seeds and more particularly for stored grains. They are used in an amount of 0.1 - 5 g of active material per kg of seed.

For treating leaves and roots of plants they are used in an amount of 10-100 g per hl, generally using 10 hl per ha.

870 0 533

Claims (3)

Process for the preparation of fungicidal preparations by combining as active substance at least 1-isopropylcarbamoyl 1-3- (3,5-dichlorophenyl) hydantoin with a carrier useful for such preparations, characterized in that the active substance is also uses tetramethyl-5 thiuram disulfide ("thiram"). 2. Process according to claim 1, characterized in that 10-90% by weight of 1-isopropylcarbamoyl-3- (3,5-dichlorophenyl) -hydantoin is used. 3 * Seed or grain, treated with a fungicidal composition prepared according to the method of claim 1 or 2. ***** 'i 370 0 53 3