HU206599B - Fungicidal preparative of synergetic effect - Google Patents

Abstract

The invention provides a method of combatting fungal diseases in plants with the aid of a) the compound of formula I <IMAGE> hereinafter referred to as "Compound A", and b) the compound of formula II <IMAGE> and fungicidal compositions comprising said compounds.

Description

The present invention relates to a novel synergistic fungicidal composition comprising as active ingredient a combination of a compound of formula (I) (hereinafter referred to as "A") and a compound of formula (II) (hereinafter referred to as "international chlorine"). .

Compound A is a fungicidal active ingredient known from the United Kingdom Patent 2136423 under the generic name ciproconazole and the corresponding Hungarian patent application 195 907 for controlling fungi in crops such as cereals, including rice, but mainly in wheat and barley; has excellent activity against herbivores (such as Puccinia spp.) and good activity against downy mildew (e.g. (Erysiphe), Septoria and Rhizoctonia). The fungicidal active ingredient known from British Patent No. 1469772 is good for Pseudocercosporella, Against Pyrenophora and Pyricularia and downy mildew.

It has now been found that fungicidal compositions containing up to 95% by weight of a combination of prochlorase and Compound A in an amount of up to 95% by weight are surprisingly very effective in controlling fungi. The compositions of the invention are particularly suitable for treating diseases of the lower parts of the cereals, the foliage and the corn, and especially of the lower parts, throughout the entire growing season.

Thus, the compositions of the present invention are effective in treating diseases caused by fungi on vegetation, especially on cereals (including rice), especially wheat and barley, but this treatment can undoubtedly be carried out separately with the two types of carriers if they are combined to be effective be.

When the compositions of the present invention are used, there is virtually no damage to the crop, i.e., the crop has an excellent tolerance to the compositions. More additive effects are seen, for example, in wheat against Septoria and in barley against Helminthosporiuro.

The application rates for the treatment with the compositions of the present invention are suitably such that the amount of Compound A per hectare is 50-100 g, in particular 60-80 g and the amount of prochlorase is 250-500 g, in particular 300-450 g. The weight ratio of Compound A to prochlorase is preferably from 1: 2 to 1: 8, more preferably from 1: 3.5 to 1: 8, most preferably from 1: 3.75 to 1: 6. Suitable examples of said weight ratios are 1: 3.75, 1: 5 and 1: 7.5. The composition according to the invention is preferably applied in the form of a spray, in the range of 0.05-0.5 hectoliters / hectare per spray volume, for example 0.05-0.1 hectoliters / hectare for air application and 0.2-0.4 h hectoliters per hectare of spray volume.

It is understood that the weight ratio of active ingredients in the compositions of the present invention is as mentioned above.

The compositions of the invention may be formulated in any conventional form, such as a dual-pack form, or in the form of an emulsifiable concentrate, a wettable powder formulation or a water dispersible granular formulation, with the emulsifiable concentrate being preferred. Such formulations may be prepared in conventional manner, for example, by mixing Compound A and prochlorase with suitable carriers such as diluents and optionally other finishing agents such as surfactants.

By "diluent" is meant any liquid or solid, agriculturally acceptable substance, including carriers, which renders the active compounds in a form which is easier or better to use, or provides a useful or desirable potency. Such materials include, for example, talc, kaolin, diatomaceous earth, xylene or water.

Spraying compositions, such as water dispersible concentrates or wettable powder formulations, may contain surfactants such as wetting and dispersing agents such as a condensation product of naphthalene sulfonate with formaldehyde, alkyl aryl sulfonate, lignin sulfonate, lignin sulfonate, phenol or ethoxylated fatty alcohol.

The formulations of the present invention will generally contain from 0.01 to 90% by weight of the active ingredient, from 0 to 20% by weight of the agriculturally acceptable surfactant and from 10 to 99.99% by weight of the solid or liquid carrier (s). prochlorase.

Concentrated forms of the compositions of the invention generally contain from about 2% to about 80% by weight, preferably from about 5% to about 70%, by weight of the active ingredient. For example, the compositions of the invention may contain from 0.01% to 45% by weight of the active ingredient in ready to use form.

The following examples are intended to illustrate the invention. The components are in parts by weight.

Emulsifiable concentrates

composition THE B technical grade compound A (95.5%) 6.2 8.2 technical grade prochlorase (97.4%) 29.7 29.7 emulsifier ⁷ '> 15.0 15.0 solvent ⁷² ' 49.1 47.1 altogether 100 100

(1) a mixture of 7 parts by weight and 8 parts by weight of tributylphenol-polyglycol ethanol (2), for example 15 parts by weight of propylene glycol-ether (34) and 34 parts by weight of a mixture of ethoxylated triglyceride and branched alkyl 1-arylsulfonic acid sodium salt (2) a mixture of composition A) or a mixture of 32.1 parts by weight of xylene (composition B)

HU 206599 Β

Example

(a) Experimental method

Following autoclave treatment, the test compounds are added to samples of potato dextrose agar from Oxoid at the final concentrations described below. From stock cultures, 5 mm agar plugs of the following two pathogens were added to the test compound containing agar immediately after being poured into 8.5 cm diameter petri dishes. Thus, the following are used as pathogens:

Pseudocercosporella herpotrichoides (type 'R', ie pathogenic)

Pyricularia oryzae

The numerical values given in the second and third columns of the following table are micrograms of active ingredient per ml

Treatment number prochloraz “The compound First 0,025 Second 0.05 Third 0.1 4th 0.5 5th 1.0 6th 2.0 7th 0,025 0.5 8th 0,025 1.0 9th 0,025 2.0 10th 0.05 0.5 11th 0.05 1.0 12th 0.05 2.0 13th 0.1 0.5 14th 0.1 1.0 15th 0.1 2.0 16th untreated control

The measure of the effect of each compound is used to calculate the "expected" measure of the effect of a mixture of the two compounds. This calculation was performed according to the method described by Colby, S. R., in Weeds, 75, 20-22.

Calculation of the "expected" results P =% effect of prochlorase at application rate "q" microgram / ml

S -% effect of Compound A at the application rate of 'r' micrograms / ml

E = the "expected"% effect of the combination, ie E «= P + Sq + r micrograms / ml application rate _inn _ (100 ^ M100-S) ¹⁰ °" 100

(b) Experimental results

Synergies can be observed. The percentage effect of the mixture on Pseudocercosporella is up to 45 percent more than the "expected" additive effect calculated from the effect shown by each compound individually (see results in Table 1). The greatest effect against Pyricularia oryzae is the effect of a mixture of prochlorase 0.05 micrograms / ml and 0.5 micrograms / ml of Compound A (see

Table 2).

In the following two tables, t is the time of treatment, while the percent effect values for each treatment time are given in the left column. Values for the "expected" effect for a given combination are given in brackets after the value of each effect actually observed. The difference between the perceived effect and the "expected" effect is given by the plus sign as a measure of synergism.

Table 7

Effect of prochlorase and Compound A alone and in combination [Pseudocercosporella herpotrichoides]

Proclorase (pg / ml) Compound A (Pg / ml) Pseudocercosporella herpotrichoides (Type R) • t + 14 days t + 25 days First 0,025 46 31 Second 0.05 61 56 Third 0.1 75 67 4th 0.5 18 3 5th 1.0 4 0 6th 2.0 14 9 7th 0,025 0.5 75 (56) +19 63 (33) +30 8th 0,025 1.0 93 (48) +45 66 (31) +35 9th 0,025 2.0 89 (54) +35 66 (37) +29 10th 0.05 0.5 86 (68) +18 63 (57) +6 11th 0.05 1.0 93 (63) +30 80 (56) +24 12th 0.05 2.0 89 (66) +23 77 (60) +17 13th 0.1 0.5 86 (80) +6 86 (68) +18 14th 0.1 1.0 89 (76) +13 78 (67) +11 15th 0.1 2.0 100 (79) +21 88 (70) +18

Table 2

Effect of prochlorase and Compound A alone and in combination [Pyricularia oryzae]

Proclorase (pg / ml) Compound A (pg / ml) Pyricularia oryzae t + 25 days t + 14nap First 0,025 20 7 Second 0.05 30 11 Third 0.1 77 55 4th 0.5 36 0

HU 206 599 Β

Proclorase (μ® / ml) Compound A (gg / ml) Pyricularia oryzae t + 25 days t + 14nap 5th 1.0 69 37 6th 2.0 93 80 7th 0,025 0.5 70 (49) +21 38 (7) +31 8th 0,025 1.0 91 (75) +16 80 (41) +39 9th 0,025 2.0 97 (94) +3 85 (81) +4 10th 0.05 0.5 88 (55) +33 71 (11) +60 11th 0.05 1.0 94 (78) +16 85 (44) +41 12th 0.05 2.0 100 (95) + 5 93 (82) +11 13th 0.1 0.5 89 (85) +4 80 (55) + 25 14th 0.1 1.0 99 (93) +6 95 (72) +23 15th 0.1 2.0 100 (98) +2 100 (91) +9

PATENT CLAIMS

Claims (4)

PATENT CLAIMS CLAIMS 1. A fungicidal composition having a synergistic effect, characterized in that the total amount of α- (4-chlorophenyl) -α- (1-cyclopropylethyl) -1H-1,2,4- containing by weight a mixture of triazole-1-ethanol and N-propyl-N- [2- (2,4,6-trichlorophenoxy) ethyl] -1H-imidazole-1-carboxamide of formula (II) in a weight ratio of from 40: 2 to 1: 1, together with a conventional carrier and optionally a surfactant. 2. A composition according to claim 1, wherein the weight ratio of the compound of formula (I) to the compound of formula (Π) is between 2: 1 and 8: 1. 3. A composition according to claim 2, wherein the weight ratio of the compound of formula (I) to the compound of formula (II) is between 3.5: 1 and 8: 1. The composition of claim 3, wherein the weight ratio of the compound of formula (I) to the compound of formula (II) is between 3.75: 1 and 6: 1.