Fungicidal agent for plants


(57) Abstract:

Usage: agriculture, chemical plant protection products. The essence of the invention: fungicidal product contains 5-75% of the active ingredient is a mixture of 1-{2-[2-chloro-(4-chlorphenoxy) -phenyl]-4-methyl-1,3-dioxolan-2-ylmethyl} -1H-1,2,4-triazole and 4-(2,2-debtor-1,3-benzodioxol-7-yl) -1H-pyrrol-3-carbonitrile at mass ratio of 1 : 66 - 10 : 1, respectively, and the rest of the target additives. 3 table.

The invention relates to fungicidal means with increasing synergy effect against plant diseases and against microorganisms on plant material for breeding, especially for seed.

The invention relates particularly to the suppression or prevention of diseases in the cultivation of crops.

It was found that the combination of active substances[1] 1-{2-[2-chloro-4-(4-chlorphenoxy)-phenyl]-4-methyl-1,3-dioxolane-2-ilma - Tyl}-1H-1,2,4-triazole of the formula

< / BR>
(I) with the active substance (II) 4-(2,2-debtor-1,3-benzodioxol-7-yl)-1H-pyrrol-3-carbonita - Rila formula

< / BR>
(II) leads to a synergistic increasing activity in controlling or preventing plant diseases.

The connection formulas of the new drug.

The compound of the formula I are also described as antifungal active substance. The effect of this triazole derivative is based on the inhibition of the biosynthesis of ergosterol.

It is known that the action of the antifungal active substances can significantly improve or extend the addition of another fungicide with a different spectrum of action.

But it has been unexpectedly found that the combination of active substances I and II leads to unexpected high increase of activity against fungi in seeds and soil. Achieved by a combination according to the invention the improvement actions undoubtedly higher than the activity, the expected accession of the actions of both individual components, this means that the synergistic activity increases.

The present invention makes possible the treatment of seeds with smaller amounts of biocides than was previously known, and is, thus, a significant enrichment technology.

The invention relates not only to the use of mixtures of substances I and II on seeds, but also to the separate application of the pure active substances directly.

The combination of the active compounds I and II according to the invention gives useful contact actually is thanks to the combinations according to the invention are destroyed microorganisms on the material during storage and material for reproduction, especially in seeds, and in the stage of plant development protects from exposure to microorganisms in the soil.

The active ingredients of the formulae I and II used according to the invention in the form of compositions and can be used if necessary together with other normal prescription technique carriers, surfactants or other accelerating the application of additives.

Suitable carriers and additives can be solid or liquid and correspond to the appropriate prescription technique substances, such as, for example, natural or regenerated mineral substances, solvents, dispersants, wetting, activators clutch, thickeners, binders or fertilizers.

The preferred method for applying active substances of formula I and II or (agro)chemicals, which contains the active substance is applied on sheet system (damage to the leaves). The number of applications and the rate of application depend on the degree of destruction for the respective pathogen (fungus). But the mixture of active substances through the soil can flow through the roots into the plant (systematic effects), and the location of the plant pie in the soil). The mixture of active substances of formula I and II according to a particularly preferred method can be applied to seeds, tubers, fruits or other protected plant material (e.g., wood, floor), and the material or impregnated with a liquid preparation of the active substances, or cover hard drug. In addition, in special cases, other types of application, for example, the target processing areas of the plant or branches that are used for breeding.

The active substance of the formula I and II are used in unchanged form or preferably together with the usual prescription technique AIDS and therefore make them known, for example, emulsion concentrates, capable of applying a paste (for example, to protect the wood), directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, means for dusting, granules, and capsules, for example, polymeric substances. Methods of application as splashing, spraying, dusting, spreading, being covered or casting, as well as view tools, choose accordingly depending on the goals to which we aspire, and Yes is bademosi, solid go liquid Supplement, tools, preparations, or compositions get in a known manner, such as good mixing and/or grinding the active substances with extenders, as for example with solvents, solid fillers and, if necessary, surface active substances.

As solvents it is possible to take into account aromatic hydrocarbons, preferably the fractions WITH8-C12as, for example, a mixture of xylenes or substituted naphthalenes, esters of phthalic acid, as dibutil or dioctylphthalate, aliphatic hydrocarbons, as cyclohexane or paraffins, alcohols and glycols and their ethers and esters, as simple etilenglikolevye ether, ketones, such as cyclohexanone, strongly polar solvents, such as N-methyl-2-pyrrolidone, dimethylsulfoxide or dimethylformamide, as well as epoxydecane if needed vegetable oil or soybean oil, or water.

As particulate fillers, for example, means for dusting and forming a dispersion of powders can be applied calcite, talc, kaolin, montmorillonite or attapulgite, highly dispersed silicic acid or suction polymerizate. As granulirovannogo desorbtion media for example, calcite or dolomite.

As surface-active compounds, depending on the form of the components of the formulation of active substances of formula I and II are used nonionic, cation and/or anion active surfactants with good properties of emulsification, dispersing and wetting. Under surfactants should be understood also mixtures of surface-active substances.

At that time, both as a subject of trade would rather concentrated means, the end user uses, as a rule, diluted funds.

Similar (agro)chemicals are an integral part of this invention.

The following examples serve to illustrate the invention, the active substance refers to the mixture of the active compounds I and II in a specific mixing ratio from 10:1 to 1:10.

Wettable powder, %: a) b) C)

Active ingredient (I:II = =2: 3,9(b): 1,4(s):1 25 50 75 Na-ligninsulfonate 5 5 - Na-lauryl 3 - 5

Na-diisobutyrate - insolvent - 6 10

Simple Octylphenol-


ether (7-8 mol. of ethylene oxide) - 2 -

Highly dispersed silicic acid 5 th mill. Get wettable powders which can be diluted with water to suspensions of any desired concentration. With these solutions it is possible to carry out processing of the leaves in vegetable crops, as well as wet or wet etching on reproducing the material, such as seeds of cereals or tubers of plants.

Emulsion concentrate, %:

Active ingredient (I:II = 3:2) 10

Simple Octylphenol-

etilenglikolevye ether (4-5 mol. of ethylene oxide) 3

Sa-dodecylbenzenesulfonate 3

Simple polyglycolic

ether of castor oil (35 mol. of ethylene oxide) 4 Cyclohexanone 30 Mixture of xylenes 50

From this concentrate by dilution with water it is possible to obtain emulsions of any desired concentration, which can be used in plant protection and in the protection of wood.

Tool for dusting, %: a) b)

Active ingredient (I:II = 1:4 and 1:1) 5 8 Talc 95 - Kaolin - 92

Get ready-to-use tools for dusting, and the active substance is mixed with a filler and crushed on the appropriate mill. Such powders can be used for the dry etching of the seed.

Extruded granules, %:

amerivault with additives, ground and moisten with water. This mixture ekstragiruyut and then dried in the air flow.

The granulate in the shell,% Active ingredient (I:II = 5:3) 8

Polyethylene glycol (mol. weight 200) 3 Kaolin 89

Finely ground active ingredient is uniformly applied, in a mixer on wet glycol kaolin. In this way receive dustless pellets in the shell.

Suspension concentrate, %:

Active ingredient (I:II = 5:3) 40 Propylene glycol 10

Simple Nonylphenol-

etilenglikolevye ether (15 mol. of ethylene oxide) 6 Na-ligninsulfonate 10 Carboxymethylcellulose 1

Silicone oil (in the form of a 75% aqueous emulsion) Water 1 32

Finely ground active ingredient is thoroughly mixed with additives. In this way receive a suspension concentrate from which the dilution water can be obtained suspensions of any desired concentration. Such dilutions can be protected from microorganisms living plants, and plant or animal products and processed by spraying, pouring or immersion.

Biological examples.

Synergistic effect of fungicides is always the case when the fungicidal action is SS="ptx2">

The expected action for a given combination of active substances, for example, two fungicides obeys the so-called COLBY formula and can be calculated as follows COLBY, LP. "Calculatiny synergistic and antagonistic recpohses of herbicide combination", Weeds 15, c.20-22.2) (LIMPEL and al, 1062" Weeds contr olby...certain combinations". Proc. NEWCL, Vol.16, S. 48-53):

(g AS/ha = grams of active substance per hectoliter spray solution)

X = % of the fungicide when I WG AS/ha

Y = % action through the fungicide II when q AS/ha

E = the expected action of fungicides I + +II at p + q AS/ha consumption rates (folded effect), in this case, according to COLBY: E = X+Y - .

If actually observed action (0) is greater than expected, the combination has a very strong effect, i.e. there is a synergistic effect.

Fungicidal action against the agent snow mold (Gerlachia mivalis) on seeds of winter wheat.

Infected Gerlachia mivalic winter wheat (variety Eiger) is removed from the field. Test with malt agar shows that seed infected by 24% . This seed on selection process one of the active compounds I or II or mixtures of active substances, as shown in the following table. First, the active components dispersed in water is the practice on the application.

For comparison serves neprotivlenie seed material of the same origin.

100 sow seeds to a depth of 2 cm into cups for planting (45 x 35 x 10 cm) in sterile arable land. The experience is carried out with a three-fold repetition. Cups for planting moisten and maintain their 21 day when 5aboutAnd with the exclusion of light. Then they are moved into the lighted chamber (day/night 16/8 h; 10about(C) where the plants grow. When the grains are strongly affected G. nivalis, germination does not occur. After 10 days, Cup cover with plastic wrap and then stand at 10aboutWith no light. Due to the high humidity of the air under the floor in the diseased G. nivalis plants appears mycelium on the base of the stem. 59 days after sowing determine the number of existing plants and the number of diseased plants. The sum of the number of non-grains and the number of infected plants was total defeat. It correlates with the total defeat in comparative cups for planting with neprotravnymi seed material and is expressed as % of total destruction.

So, for example, with a consumption rate of 1.5 g AS/100 kg seed component I reach actions only 58%. One active compound II with a consumption rate of 2.5 g of AS/100 throw action (S):

E = 58+27 - = 69% steps.

On the contrary, as can be noted in the following table, for this experience (N 10), achieved in practice, the action of 78% is significantly higher than expected.

Compared with separately applied active substances I (experience N 2, 3 and 4) and II (experiment No. 5, 6, 7, and 8) a mixture of the active substances I and II, as can be seen from the following table, show abruptly increased activity.

As can be seen from the table.1, processing 9-15, in which components I and II have changed in a wide limit of the ratios of the components of the mixture have definitely increased, i.e. a synergistic effect.

Similar increased, i.e. a synergistic effect is against snow mold (Gerlachia nivalis) on barley and rye, against Perenophora graminea and P. teres on barley, against Tilletia caries on wheat, as well as against other pathogenic fungi on seeds and soil.

A mixture of two fungicides, according to this invention were tested by comparing with a similar mixture nearest known from the prior art.

Compare the following mixture:

X - mix according to the invention I:II = 1:1; 1:10 to 1:3.

A - mixture according to EP-A-354182, III:II = =1:1, 1:10 to 1:3.

This activetestsuite substance and form rasplivcego powder according to the above example (with 50% activitiesthese substances).

Were conducted biological examples on the bark (Venturia) and on rotting apples (Botrytis).

Each concentration rasplyvayas mixture was carried out in three repetitions. For evaluation took the average of three results.

1. Residual-protective action on apples.

Steckling Apple with a long fresh shoots 10-20 cm spray diluted broth for spraying and after 24 h induced a suspension of conidia of the fungus. Plants were incubated 5 days at a relative humidity of 90-100% and the next 10 days left in the greenhouse at 200-24aboutC. Evaluation by dropping the crust was performed 15 days after infection (see table.2).

As can be seen from the data of experience, the mixture according to this invention a small amount of the drug achieved a significantly higher (and almost complete) action against Stripping off the bark.

2. Action against Botrytis cinerea on fruits apples.

Residule-protective effect.

Artificially damaged apples were treated in this way, the solution for spraying was natryskiwanie on the damaged area outside of the rind. The treated fruits are then inoculable spore suspension of the fungus and for the ine rotten damaged areas were determined fungicidal action of the test substance (see table.3).

FUNGICIDAL AGENT FOR PLANTS, including the active ingredient is a mixture of 1-{ 2-[2-chloro-4- (4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan - 2-ylmethyl}-1H-1,2,4-triazole of the formula I

< / BR>
and derived 1H-pyrrol-3-carbonitrile and target additives, characterized in that as a derivative 1H-pyrrol-3-carbonitrile it contains 4-(2,2-debtor-1,3-benzodioxol-7-yl) -1H-pyrrol-3-carbonitril formula II

< / BR>
when the mass ratio of I : II is from 1 : 66 to 10 : 1 and the following ingredients, wt.%:

The active ingredient is 5 - 75

Targeted supplements - the Rest


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SUBSTANCE: invention relates to novel trifluoromethylpyrrole carboxamides of the formula (I):

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EFFECT: valuable properties of compounds.

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EFFECT: valuable properties of compound.

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EFFECT: valuable properties of compounds.

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EFFECT: enhanced assortment of agents for controlling of plant pathogen fungi and agents for insect controlling.

4 cl, 15 tbl, 15 ex

FIELD: organic chemistry, insecticides.

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EFFECT: valuable biological properties of substances.

6 cl, 22 tbl, 6 ex

FIELD: organic chemistry, insecticides.

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EFFECT: enhanced activity of agent.

2 cl, 23 tbl, 6 ex